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Set along the scenic shores of Wicomico Creek, near the headwaters of the Wicomico River, this exceptional high-bank waterfront estate spans over 41 private acres with more than 2,000 feet of shoreline and two picturesque tidal ponds. Designed and custom built by the original Cooley family, the residence offers over 5,000 square feet of thoughtfully designed living space that blends timeless architecture with everyday comfort. Inside, a marble foyer and sweeping staircase introduce the formal and informal living spaces, including a large dining room, elegant living room with fireplace and a private den/sitting room offering a warm fireplace setting. The well-appointed kitchen features KitchenAid appliances, custom cabinetry and Cambria countertops, opening to a sunlit breakfast room and sun porch overlooking the water and pool areas. The main-level primary suite offers a private retreat with tray ceilings, panoramic water views, generous closet space, and a spa-inspired bath. Basement and third-floor space provide opportunities for future expansion. Outdoor amenities include a private dock, an in-ground concrete pool by Sylvan Pools, brick patios, hardscape walkways, and a pool house ready to be transformed into a studio, fitness room, or workspace. A five-stall barn and multiple fenced pastures provide excellent options for equestrian use or hobby farming. This property offers an exceptional level of privacy, natural beauty, and waterfront lifestyle. Enjoy waterfront privacy, refined living, and coastal convenience. Located just minutes from downtown Salisbury, Rt. 50, and Rt 13 providing convenient access to the beaches of Ocean City, Fenwick Island, and Bethany Beach, as well as the charm of Berlin and the natural beauty of Assateague Island. Assessors above grade conditioned sqft is 5,016 with an additional 795 sqft considered below grade/basement area and or "pool house" and is not currently conditioned space. Agents, please see agent comments and showing instructions.

4 Beds ⋅ 5 Baths

Set along the scenic shores of Wicomico Creek, near the headwaters of the Wicomico River, this exceptional high-bank waterfront estate spans over 41 private acres with more than 2,000 feet of shoreline and two picturesque tidal ponds. Designed and custom built by the original Cooley family, the residence offers over 5,000 square feet of thoughtfully designed living space that blends timeless architecture with everyday comfort. Inside, a marble foyer and sweeping staircase introduce the formal and informal living spaces, including a large dining room, elegant living room with fireplace and a private den/sitting room offering a warm fireplace setting. The well-appointed kitchen features KitchenAid appliances, custom cabinetry and Cambria countertops, opening to a sunlit breakfast room and sun porch overlooking the water and pool areas. The main-level primary suite offers a private retreat with tray ceilings, panoramic water views, generous closet space, and a spa-inspired bath. Basement and third-floor space provide opportunities for future expansion. Outdoor amenities include a private dock, an in-ground concrete pool by Sylvan Pools, brick patios, hardscape walkways, and a pool house ready to be transformed into a studio, fitness room, or workspace. A five-stall barn and multiple fenced pastures provide excellent options for equestrian use or hobby farming. This property offers an exceptional level of privacy, natural beauty, and waterfront lifestyle. Enjoy waterfront privacy, refined living, and coastal convenience. Located just minutes from downtown Salisbury, Rt. 50, and Rt 13 providing convenient access to the beaches of Ocean City, Fenwick Island, and Bethany Beach, as well as the charm of Berlin and the natural beauty of Assateague Island. Assessors above grade conditioned sqft is 5,016 with an additional 795 sqft considered below grade/basement area and or "pool house" and is not currently conditioned space. Agents, please see agent comments and showing instructions.

14135 Cooley Rd, Princess Anne

Listing courtesy of ERA Martin Associates. Contact:

Selling Office: ERA Martin Associates.

$850,000

Set on four private acres of true waterfront with 100 feet of shoreline and a sandy beach, this exceptional property offers a rare blend of relaxation, character, and income potential. Rich in historic charm, the home reflects its 1800s roots while benefiting from a substantial 2008 build and thoughtful renovations that preserve its classic appeal while adding modern comfort. Currently operating as a highly successful Airbnb with over $90K in proven annual income, the property is sold fully furnished, with sellers willing to share established systems and setup to support continued success; even the ski boat conveys, making it truly turnkey. Designed to highlight the waterfront setting, the main house and guest house offer sweeping water views, private outdoor spaces, and inviting interiors. The main home features a cook’s kitchen, multiple gathering areas, six bedrooms, and three full bathrooms, including two bedrooms and two baths on the first floor and four additional bedrooms upstairs—two with water views—plus another full bath. A separate studio-style guest house with a private balcony and full bath provides added flexibility. Enjoy quiet mornings on the private pier, afternoons on the sandy beach, and evenings on the expansive porch, all while being close to nearby towns offering restaurants, hiking, golf, breweries, bike paths, and more—making this property both a one-of-a-kind retreat and an outstanding investment opportunity

7 Beds ⋅ 4 Baths

Set on four private acres of true waterfront with 100 feet of shoreline and a sandy beach, this exceptional property offers a rare blend of relaxation, character, and income potential. Rich in historic charm, the home reflects its 1800s roots while benefiting from a substantial 2008 build and thoughtful renovations that preserve its classic appeal while adding modern comfort. Currently operating as a highly successful Airbnb with over $90K in proven annual income, the property is sold fully furnished, with sellers willing to share established systems and setup to support continued success; even the ski boat conveys, making it truly turnkey. Designed to highlight the waterfront setting, the main house and guest house offer sweeping water views, private outdoor spaces, and inviting interiors. The main home features a cook’s kitchen, multiple gathering areas, six bedrooms, and three full bathrooms, including two bedrooms and two baths on the first floor and four additional bedrooms upstairs—two with water views—plus another full bath. A separate studio-style guest house with a private balcony and full bath provides added flexibility. Enjoy quiet mornings on the private pier, afternoons on the sandy beach, and evenings on the expansive porch, all while being close to nearby towns offering restaurants, hiking, golf, breweries, bike paths, and more—making this property both a one-of-a-kind retreat and an outstanding investment opportunity

26386 Mount Vernon Rd, Princess Anne

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Coldwell Banker Realty.

$685,000

JUST REDUCED & PRICED WELL BELOW RECENT APPRAISAL!! Nestled along the tranquil shores of St. Peter’s Creek, 10148 Champ Road is a truly one-of-a-kind waterfront retreat—where craftsmanship, character, and nature come together in perfect harmony. Set on an expansive 13.49-acre private parcel with a pond and sweeping panoramic water views from every room & every window, this custom-built home offers a rare opportunity to own a deeply personal and thoughtfully constructed residence unlike anything else on the market. Originally envisioned and hand-built with hearty 2x6 construction by its owner over the course of three years, this home stands as a testament to dedication and artistry. From the reclaimed wood floors—salvaged from the original structure & painstakingly planed by the owner — to the hand-crafted solid ash cabinetry, also hand built by the owner - every detail truly tells a story of craftsmanship, precision and passion. Unique touches such as brass portholes sourced in Key West, reclaimed barn wood accents from Long Island, and hand-plugged wood flooring elevate the home’s character and warmth. The inviting interior features 3 spacious bedrooms, 2 full baths, and a dramatic great room with soaring ceilings, exposed beams, a custom stone fireplace with wood-burning stove, and stunning Palladian windows that frame breathtaking water views from every angle. The open kitchen is both functional and stylish with updated counters, subway tile backsplash, new appliances, and custom cabinetry—all seamlessly flowing into the main living space. A curved staircase leads to a loft and an expansive 20x40 bonus area, offering endless possibilities for additional living, work, or recreation space. This home even features an attached garage with a concrete maintenance pit - ideal for auto enthusiasts. Recent updates provide peace of mind and modern comfort, including a new roof (2025), upgraded HVAC components with mini-splits in all bedrooms, a 3-stage whole-house water filtration system, fresh interior (including ceilings) and exterior paint, updated lighting, renovated baths, brand new GE Smart washer/dryer, and so much more. Smart home features such as Alexa-enabled thermostats, a smart oil gauge, Starlink internet, and a 12-camera Blink security system enhance convenience and connectivity. Outside, enjoy the peaceful setting from the refreshed decking and walkways, surrounded by updated landscaping and the natural beauty of the Eastern Shore. Imagine sitting on the oversized 8’x36’ porch gazing down St. Peter's Creek and seeing the quaint little waterfront town of Crisfield, Maryland in the distance – did you know it’s known as the “Seafood Capital of the World”?!? The detached “barn” offers incredible flexibility with oversized doors suitable for boat storage, a workshop, and a large loft. Consider the potential for adding an ADU affording additional living space or replacing the original dock/pier to give access to the infamous Tangier Sound – just minutes away via boat. The possibilities are truly endless! Whether you're watching eagles soar from your cedar window seat, relaxing by the water, or envisioning new possibilities for the versatile pool/sun room—this property invites you to slow down, spread out, and truly enjoy your surroundings. A private waterfront sanctuary rich in history, heart, and craftsmanship—this is more than a home; it’s a legacy property waiting for its next chapter. IMPORTANT: See attached Points of Interest in documents for full details on property features/amenities.

3 Beds ⋅ 2 Baths

JUST REDUCED & PRICED WELL BELOW RECENT APPRAISAL!! Nestled along the tranquil shores of St. Peter’s Creek, 10148 Champ Road is a truly one-of-a-kind waterfront retreat—where craftsmanship, character, and nature come together in perfect harmony. Set on an expansive 13.49-acre private parcel with a pond and sweeping panoramic water views from every room & every window, this custom-built home offers a rare opportunity to own a deeply personal and thoughtfully constructed residence unlike anything else on the market. Originally envisioned and hand-built with hearty 2x6 construction by its owner over the course of three years, this home stands as a testament to dedication and artistry. From the reclaimed wood floors—salvaged from the original structure & painstakingly planed by the owner — to the hand-crafted solid ash cabinetry, also hand built by the owner - every detail truly tells a story of craftsmanship, precision and passion. Unique touches such as brass portholes sourced in Key West, reclaimed barn wood accents from Long Island, and hand-plugged wood flooring elevate the home’s character and warmth. The inviting interior features 3 spacious bedrooms, 2 full baths, and a dramatic great room with soaring ceilings, exposed beams, a custom stone fireplace with wood-burning stove, and stunning Palladian windows that frame breathtaking water views from every angle. The open kitchen is both functional and stylish with updated counters, subway tile backsplash, new appliances, and custom cabinetry—all seamlessly flowing into the main living space. A curved staircase leads to a loft and an expansive 20x40 bonus area, offering endless possibilities for additional living, work, or recreation space. This home even features an attached garage with a concrete maintenance pit - ideal for auto enthusiasts. Recent updates provide peace of mind and modern comfort, including a new roof (2025), upgraded HVAC components with mini-splits in all bedrooms, a 3-stage whole-house water filtration system, fresh interior (including ceilings) and exterior paint, updated lighting, renovated baths, brand new GE Smart washer/dryer, and so much more. Smart home features such as Alexa-enabled thermostats, a smart oil gauge, Starlink internet, and a 12-camera Blink security system enhance convenience and connectivity. Outside, enjoy the peaceful setting from the refreshed decking and walkways, surrounded by updated landscaping and the natural beauty of the Eastern Shore. Imagine sitting on the oversized 8’x36’ porch gazing down St. Peter's Creek and seeing the quaint little waterfront town of Crisfield, Maryland in the distance – did you know it’s known as the “Seafood Capital of the World”?!? The detached “barn” offers incredible flexibility with oversized doors suitable for boat storage, a workshop, and a large loft. Consider the potential for adding an ADU affording additional living space or replacing the original dock/pier to give access to the infamous Tangier Sound – just minutes away via boat. The possibilities are truly endless! Whether you're watching eagles soar from your cedar window seat, relaxing by the water, or envisioning new possibilities for the versatile pool/sun room—this property invites you to slow down, spread out, and truly enjoy your surroundings. A private waterfront sanctuary rich in history, heart, and craftsmanship—this is more than a home; it’s a legacy property waiting for its next chapter. IMPORTANT: See attached Points of Interest in documents for full details on property features/amenities.

10148 Champ Rd, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

$625,000

Experience timeless elegance and exceptional design in this one-of-a-kind 3,104 sq ft residence, where every detail was thoughtfully crafted to impress. As you arrive, a circular driveway with a charming pineapple fountain sets the tone, framed by mature trees, a welcoming front porch, and elegant landscape lighting that creates unforgettable curb appeal. Enter through double glass doors into a dramatic foyer featuring dual grand staircases, classic wainscoting, and a dazzling crystal chandelier with bell-shaped crystals. A motorized lift provides effortless maintenance for this striking centerpiece. The family room showcases a soaring vaulted ceiling, a see-through brick fireplace, and two-story arched windows that fill the space with natural light and offer breathtaking sunset views. Hardwood floors flow into the formal dining room and into the beautifully appointed kitchen, designed for both style and function. Custom hand-built birch cabinetry, blue opal granite countertops, a large center island, soft-close cabinetry, and stainless steel appliances—including a new refrigerator, microwave, and wall oven—create a chef-worthy space. Enjoy casual meals in the breakfast nook with serene views of the backyard and Monie Creek. The main level offers exceptional flexibility with a private in-law suite featuring its own attached garage, living room, kitchenette, bedroom, and full bath—perfect for extended family or guests. An additional bedroom (currently used as an office) and a half bath complete the first floor. Upstairs, an interior balcony overlooks the family room, leading to two spacious primary suites, each with a walk-in closet and full ensuite bath. One suite includes a peaceful sitting area and a spa-inspired bath with a whirlpool tub (heated by a Rinnai tankless water heater) and dual vanities. Storage is plentiful with three attic spaces, including a walk-up, fully floored third level ready for future finishing. Outdoor living is just as impressive—relax on the screened side porch or back deck, ideal for morning coffee or summer crab feasts. Boating enthusiasts will love the private, gated neighborhood boat ramp with direct access to Monie Creek for fishing, crabbing, and boating. A truly distinctive home in an exceptional waterfront community—schedule your private showing today!

4 Beds ⋅ 4 Baths

Experience timeless elegance and exceptional design in this one-of-a-kind 3,104 sq ft residence, where every detail was thoughtfully crafted to impress. As you arrive, a circular driveway with a charming pineapple fountain sets the tone, framed by mature trees, a welcoming front porch, and elegant landscape lighting that creates unforgettable curb appeal. Enter through double glass doors into a dramatic foyer featuring dual grand staircases, classic wainscoting, and a dazzling crystal chandelier with bell-shaped crystals. A motorized lift provides effortless maintenance for this striking centerpiece. The family room showcases a soaring vaulted ceiling, a see-through brick fireplace, and two-story arched windows that fill the space with natural light and offer breathtaking sunset views. Hardwood floors flow into the formal dining room and into the beautifully appointed kitchen, designed for both style and function. Custom hand-built birch cabinetry, blue opal granite countertops, a large center island, soft-close cabinetry, and stainless steel appliances—including a new refrigerator, microwave, and wall oven—create a chef-worthy space. Enjoy casual meals in the breakfast nook with serene views of the backyard and Monie Creek. The main level offers exceptional flexibility with a private in-law suite featuring its own attached garage, living room, kitchenette, bedroom, and full bath—perfect for extended family or guests. An additional bedroom (currently used as an office) and a half bath complete the first floor. Upstairs, an interior balcony overlooks the family room, leading to two spacious primary suites, each with a walk-in closet and full ensuite bath. One suite includes a peaceful sitting area and a spa-inspired bath with a whirlpool tub (heated by a Rinnai tankless water heater) and dual vanities. Storage is plentiful with three attic spaces, including a walk-up, fully floored third level ready for future finishing. Outdoor living is just as impressive—relax on the screened side porch or back deck, ideal for morning coffee or summer crab feasts. Boating enthusiasts will love the private, gated neighborhood boat ramp with direct access to Monie Creek for fishing, crabbing, and boating. A truly distinctive home in an exceptional waterfront community—schedule your private showing today!

12661 Mallard Ln, Princess Anne

Listing courtesy of Whitehead Real Estate Exec.. Contact:

Selling Office: Whitehead Real Estate Exec..

$610,000

. Beautiful Waterfront Home. NO FLOODING WORRIES HERE , 10 ft ELEVATION. Welcome to the charm and relaxing setting that this 3 bedroom 2 full bath WATERFRONT home, built in 2023, presents. Bring the boat and dock at your pier and enjoy the beautiful St Peters Creek leading out the Chesapeake. New boat lift pilings recently constructed, ready for your new lift. Great fishing and crabbing to be had by all. Outside enjoy your spacious front and rear yard with private dock site. Relax out on the 10x30 deck while enjoying its amazing panaramic views. Inside, quartz countertops and waterproof laminate flooring add appeal to this amazing home. Main floor has 2 bedrooms and upstairs features large master bedroom. This is a great opportunity to enjoy the quiet living that Somerset County has to offer.

3 Beds ⋅ 2 Baths

. Beautiful Waterfront Home. NO FLOODING WORRIES HERE , 10 ft ELEVATION. Welcome to the charm and relaxing setting that this 3 bedroom 2 full bath WATERFRONT home, built in 2023, presents. Bring the boat and dock at your pier and enjoy the beautiful St Peters Creek leading out the Chesapeake. New boat lift pilings recently constructed, ready for your new lift. Great fishing and crabbing to be had by all. Outside enjoy your spacious front and rear yard with private dock site. Relax out on the 10x30 deck while enjoying its amazing panaramic views. Inside, quartz countertops and waterproof laminate flooring add appeal to this amazing home. Main floor has 2 bedrooms and upstairs features large master bedroom. This is a great opportunity to enjoy the quiet living that Somerset County has to offer.

27066 Annie Hyland Rd, Princess Anne

Listing courtesy of Coastal Life Realty Group LLC. Contact:

Selling Office: Cummings & Co. Realtors.

$599,900

Welcome to 12938 Rivers Edge. Located at the mouth of the Wicomico River and with sensational sunsets, this waterfront Gem awaits its new owners!!! From the moment you walk through the doors you'll be in awe of the panoramic views from the Sun room that highlight the river and the beauty that goes with it. Adjacent to that is a fully upgraded kitchen with Granite Counters and SS Appliances. From there you'll step into ample sized main living area with it's own views and a fireplace to create a relaxing vibe. The flooring has been updated with LVP for easy upkeep. There are three bedrooms, with one being a primary suite and a second bathroom to support additional guest. Step out onto the well-maintained dock to kickback, take in the salt breeze and let your cares melt away. There is an electric boat lift for your convenience, so that within minutes you can be in the Chesapeake Bay or one of the many tributaries. The yard is large enough to make outdoor entertaining a breeze. On low tide you have some sandy beach to put your toes in and the rip-rap is sturdy enough to protect your shoreline. Add to that the enhanced state of the art water treatment system and the BAT septic, that is in a bi-annual maintenance agreement with Towers, and all that's left to do is drop the bags and start enjoying this beautiful property. Professional Photography will be available soon!!!

3 Beds ⋅ 3 Baths

Welcome to 12938 Rivers Edge. Located at the mouth of the Wicomico River and with sensational sunsets, this waterfront Gem awaits its new owners!!! From the moment you walk through the doors you'll be in awe of the panoramic views from the Sun room that highlight the river and the beauty that goes with it. Adjacent to that is a fully upgraded kitchen with Granite Counters and SS Appliances. From there you'll step into ample sized main living area with it's own views and a fireplace to create a relaxing vibe. The flooring has been updated with LVP for easy upkeep. There are three bedrooms, with one being a primary suite and a second bathroom to support additional guest. Step out onto the well-maintained dock to kickback, take in the salt breeze and let your cares melt away. There is an electric boat lift for your convenience, so that within minutes you can be in the Chesapeake Bay or one of the many tributaries. The yard is large enough to make outdoor entertaining a breeze. On low tide you have some sandy beach to put your toes in and the rip-rap is sturdy enough to protect your shoreline. Add to that the enhanced state of the art water treatment system and the BAT septic, that is in a bi-annual maintenance agreement with Towers, and all that's left to do is drop the bags and start enjoying this beautiful property. Professional Photography will be available soon!!!

12938 Rivers Edge Dr, Princess Anne

Listing courtesy of RE/MAX Advantage Realty. Contact:

Selling Office: RE/MAX Advantage Realty.

$475,000

93+/- acre farm consisting of 39+/- tillable acres with the remaining 54+/- acres consisting of timber. Soils are classified as a quindocqua silt loam. Timber consists dominantly of pine. The farm is NOT encumbered with any conservation easements. DO NOT ENTER PROPERTY WITHOUT PERMISSION OF THE LAND GROUP.

27590 Oriole Rd, Princess Anne

Listing courtesy of The Land Group. Contact:

Selling Office: Unrepresented Buyer Office.

$450,000

Privacy abounds on this exceptional 8.7-acre property offering the perfect blend of peaceful country living and modern convenience. This well-maintained 2,125-square-foot home features 3 bedrooms, 2.5 baths, and an inviting open floor plan designed for comfortable everyday living and entertaining. Luxury vinyl plank flooring runs throughout the home, while the spacious kitchen is equipped with a large center island, walk-in pantry, and stainless steel appliances. Step outside to the deck and enjoy the serene surroundings and abundant outdoor space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the oversized 2,084-square-foot attached garage with additional storage space, along with ample parking for guests, recreational vehicles, or equipment. Conveniently located just around the corner from the charming Whitehaven Ferry, you’ll enjoy quick access across the Nanticoke River to Wicomico County while still savoring the privacy and tranquility this remarkable property provides.

3 Beds ⋅ 3 Baths

Privacy abounds on this exceptional 8.7-acre property offering the perfect blend of peaceful country living and modern convenience. This well-maintained 2,125-square-foot home features 3 bedrooms, 2.5 baths, and an inviting open floor plan designed for comfortable everyday living and entertaining. Luxury vinyl plank flooring runs throughout the home, while the spacious kitchen is equipped with a large center island, walk-in pantry, and stainless steel appliances. Step outside to the deck and enjoy the serene surroundings and abundant outdoor space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the oversized 2,084-square-foot attached garage with additional storage space, along with ample parking for guests, recreational vehicles, or equipment. Conveniently located just around the corner from the charming Whitehaven Ferry, you’ll enjoy quick access across the Nanticoke River to Wicomico County while still savoring the privacy and tranquility this remarkable property provides.

13925 5 Farms Dr, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Keller Williams Realty.

$445,000

Welcome to easy living on the shores of the Wicomico River, where peaceful waterfront living meets the natural beauty of Maryland's Eastern Shore. Whether you're searching for a full-time residence, a weekend retreat, or the perfect vacation home, this property offers the ideal setting to slow down, reconnect, and enjoy everything the Chesapeake Bay lifestyle has to offer. As soon as you enter the home, your eyes are naturally drawn to the water. The spacious living room is lined with large windows that beautifully frame the peaceful river, keeping those calming views front and center. The main level also features a welcoming dining area for gathering with family and friends, a comfortable kitchen, first-floor bedroom, full bath, laundry space, and a generous storage & pantry area. Just beyond the living space is what may become your favorite room in the house—the three-season room overlooking the river. Picture mornings with a cup of coffee as the water quietly comes to life and evenings watching breathtaking sunsets paint the sky in shades of gold, pink, and orange. Outside, mature trees—including blooming mimosa and crape myrtles—create a peaceful, shaded setting that feels wonderfully private. Sandy beach frontage invites you to launch a kayak, cool off with a swim, or simply relax along the shoreline, while the fenced portion of the yard offers a secure space for children or four-legged family members to play. An outdoor shower makes rinsing off after a day on the water effortless. Upstairs, you'll find a second full bath, a flexible space perfect for a walk-in closet, office, or cozy sitting area, along with two attached bedrooms that provide a quiet place to unwind. Easy walk-in attic access offers convenient storage for seasonal décor and treasured keepsakes. Additional features include a new roof on the three-season room, and a spacious detached outbuilding perfect for storing fishing gear, lawn equipment, kayaks, paddleboards, and everything that comes with waterfront living. There's also an outdoor shower for rinsing off after a swim! Located just minutes from the Mount Vernon Harbor & Boat Ramp, you'll have easy access to fishing, crabbing, boating, and endless days exploring the Wicomico River, which flows directly into the Chesapeake Bay. When you're ready to venture beyond the river, you're only about an hour from the beaches of Ocean City, the untouched beauty of Assateague Island, and the charming coastal town of Chincoteague. If you've been dreaming of a place where life feels quieter, the views never get old, and weekends are spent on the water instead of in traffic, this is the escape you've been waiting for. Come experience the relaxed pace, stunning scenery, and unforgettable waterfront lifestyle that make Maryland's Eastern Shore such a special place to call home. Please note: Third-party websites may reflect an incorrect property tax amount. Annual property taxes are approximately $3,207.

3 Beds ⋅ 2 Baths

Welcome to easy living on the shores of the Wicomico River, where peaceful waterfront living meets the natural beauty of Maryland's Eastern Shore. Whether you're searching for a full-time residence, a weekend retreat, or the perfect vacation home, this property offers the ideal setting to slow down, reconnect, and enjoy everything the Chesapeake Bay lifestyle has to offer. As soon as you enter the home, your eyes are naturally drawn to the water. The spacious living room is lined with large windows that beautifully frame the peaceful river, keeping those calming views front and center. The main level also features a welcoming dining area for gathering with family and friends, a comfortable kitchen, first-floor bedroom, full bath, laundry space, and a generous storage & pantry area. Just beyond the living space is what may become your favorite room in the house—the three-season room overlooking the river. Picture mornings with a cup of coffee as the water quietly comes to life and evenings watching breathtaking sunsets paint the sky in shades of gold, pink, and orange. Outside, mature trees—including blooming mimosa and crape myrtles—create a peaceful, shaded setting that feels wonderfully private. Sandy beach frontage invites you to launch a kayak, cool off with a swim, or simply relax along the shoreline, while the fenced portion of the yard offers a secure space for children or four-legged family members to play. An outdoor shower makes rinsing off after a day on the water effortless. Upstairs, you'll find a second full bath, a flexible space perfect for a walk-in closet, office, or cozy sitting area, along with two attached bedrooms that provide a quiet place to unwind. Easy walk-in attic access offers convenient storage for seasonal décor and treasured keepsakes. Additional features include a new roof on the three-season room, and a spacious detached outbuilding perfect for storing fishing gear, lawn equipment, kayaks, paddleboards, and everything that comes with waterfront living. There's also an outdoor shower for rinsing off after a swim! Located just minutes from the Mount Vernon Harbor & Boat Ramp, you'll have easy access to fishing, crabbing, boating, and endless days exploring the Wicomico River, which flows directly into the Chesapeake Bay. When you're ready to venture beyond the river, you're only about an hour from the beaches of Ocean City, the untouched beauty of Assateague Island, and the charming coastal town of Chincoteague. If you've been dreaming of a place where life feels quieter, the views never get old, and weekends are spent on the water instead of in traffic, this is the escape you've been waiting for. Come experience the relaxed pace, stunning scenery, and unforgettable waterfront lifestyle that make Maryland's Eastern Shore such a special place to call home. Please note: Third-party websites may reflect an incorrect property tax amount. Annual property taxes are approximately $3,207.

26388 Mount Vernon Rd, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: EXP Realty, LLC.

$399,000

ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. 197.7± acres of timber located on the south side of Deal Island Road in Princess Anne, MD. Situated in close proximity to Deal Island Wildlife Management Area, the property offers strong potential for wildlife and recreational use. The timber has been thinned and managed in recent years, with two distinct age classes of pine creating a diverse forest structure. Combined with great access throughout the property, this layout provides an excellent opportunity for wildlife habitat management and hunting. The tract is encumbered by a Maryland Department of Natural Resources conservation easement, which can be found in the documents section. Timber inventory information is available through the listing agent. Additional acreage available across Deal Island Rd. (MDSO2006934) Do not enter the property without permission of The Land Group. Timber Resource Disclosure The timber resource information contained in this marketing package, including but not limited to stand maps, timber type classifications, acreage, age classes, and volume estimates, is based upon information provided by the property owner's resource manager and other available sources. Such information is presented for general informational purposes only and may not reflect current field conditions. The Land Group has not independently verified this information and makes no representation or warranty as to its accuracy or completeness. Purchasers should conduct their own due diligence and rely upon their own inspections and the advice of qualified forestry professionals. No warranty or guarantee is made by The Land Group or the property owner regarding timber volumes, acreage, age classes, species composition, or any other timber resource data.

Deal Island Rd, Princess Anne

Listing courtesy of The Land Group. Contact:

Selling Office: Unrepresented.

$390,000

** Motivated seller, all reasonable offers will be considered. ** CITY SERVICES WITH NO CITY TAXES! Situated on over 3.75 private, meticulously maintained acres, this one-of-a-kind property in Princess Anne offers the perfect blend of privacy, convenience, and scenic beauty. Featuring 3 bedrooms, 2.5 baths, and nearly 2,300 square feet of living space. Overlooking a peaceful pond with a private dock, the property provides a tranquil setting with beautiful water views right from your own backyard. Inside, you'll find a welcoming formal dining room that flows into the spacious eat-in kitchen before opening to the main living area. A large family room showcases beautiful views of the water and provides the perfect space for entertaining guests or simply relaxing while taking in the picturesque setting. The left wing of the home features a private primary suite along with two additional bedrooms and a full hall bath. On the opposite side of the home, a dedicated library with custom built-in shelving offers the perfect retreat for book lovers, a home office, or a quiet reading space. Additional features include an oversized two-car garage with abundant storage, a large brick patio and deck designed for outdoor entertaining, and a beautifully landscaped setting that reflects years of care and pride of ownership. Additional storage is available in the walk-up attic space above the home. Major updates provide peace of mind, including a brand-new packaged HVAC unit and water heater, both installed in 2026. Properties like this are rarely available. If you've been searching for space, water views, and convenience, this home is ready to welcome its next owners.

3 Beds ⋅ 3 Baths

** Motivated seller, all reasonable offers will be considered. ** CITY SERVICES WITH NO CITY TAXES! Situated on over 3.75 private, meticulously maintained acres, this one-of-a-kind property in Princess Anne offers the perfect blend of privacy, convenience, and scenic beauty. Featuring 3 bedrooms, 2.5 baths, and nearly 2,300 square feet of living space. Overlooking a peaceful pond with a private dock, the property provides a tranquil setting with beautiful water views right from your own backyard. Inside, you'll find a welcoming formal dining room that flows into the spacious eat-in kitchen before opening to the main living area. A large family room showcases beautiful views of the water and provides the perfect space for entertaining guests or simply relaxing while taking in the picturesque setting. The left wing of the home features a private primary suite along with two additional bedrooms and a full hall bath. On the opposite side of the home, a dedicated library with custom built-in shelving offers the perfect retreat for book lovers, a home office, or a quiet reading space. Additional features include an oversized two-car garage with abundant storage, a large brick patio and deck designed for outdoor entertaining, and a beautifully landscaped setting that reflects years of care and pride of ownership. Additional storage is available in the walk-up attic space above the home. Major updates provide peace of mind, including a brand-new packaged HVAC unit and water heater, both installed in 2026. Properties like this are rarely available. If you've been searching for space, water views, and convenience, this home is ready to welcome its next owners.

30124 Peggy Ln, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Keller Williams Realty.

$378,000

**BRAND NEW CONSTRUCTION - NOW COMPLETED** Be the first to call this beautiful new construction home! Located on a spacious 2-acre lot, 28459 Venton Rd offers the perfect blend of modern style, quality craftsmanship, and peaceful country living. This 3-bedroom, 2-bathroom home spans 1,600 square feet of thoughtfully designed living space. Enjoy cooking and entertaining in the stylish white kitchen with a peninsula, featuring granite countertops, stainless steel appliances, and sleek finishes that carry through to the bathrooms. A bright and airy sunroom adds the perfect touch of charm and extra space for relaxing year-round. Built with comfort and efficiency in mind, the home is fully electric with a heat pump and spray foam insulation for optimal energy savings. The attached 2-car garage provides ample parking and storage space, ideal for everyday convenience. Don’t miss your opportunity to own this gorgeous, brand-new home in a peaceful setting!

3 Beds ⋅ 2 Baths

**BRAND NEW CONSTRUCTION - NOW COMPLETED** Be the first to call this beautiful new construction home! Located on a spacious 2-acre lot, 28459 Venton Rd offers the perfect blend of modern style, quality craftsmanship, and peaceful country living. This 3-bedroom, 2-bathroom home spans 1,600 square feet of thoughtfully designed living space. Enjoy cooking and entertaining in the stylish white kitchen with a peninsula, featuring granite countertops, stainless steel appliances, and sleek finishes that carry through to the bathrooms. A bright and airy sunroom adds the perfect touch of charm and extra space for relaxing year-round. Built with comfort and efficiency in mind, the home is fully electric with a heat pump and spray foam insulation for optimal energy savings. The attached 2-car garage provides ample parking and storage space, ideal for everyday convenience. Don’t miss your opportunity to own this gorgeous, brand-new home in a peaceful setting!

28459 Venton Rd, Princess Anne

Listing courtesy of Whitehead Real Estate Exec.. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$365,000

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4 Beds ⋅ 3 Baths

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13830 Cooley Rd, Princess Anne

Listing courtesy of Delmarva Real Estate. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$355,000

Escape to peaceful coastal country living in this beautifully maintained 4-bedroom, 2 and a half bath rancher situated on 5 serene acres in Mt. Vernon! This spacious and thoughtfully designed home offers a warm, inviting feel with a blend of hardwood floors, new luxury vinyl plank, crown molding, and charming architectural details that make every room feel special. The heart of the home is the completely renovated, eat-in kitchen, a true showstopper featuring granite countertops, modern cabinetry, and a functional layout perfect for gatherings. A breakfast nook offers a cozy spot for morning coffee, while vaulted ceilings with exposed wood beams add rustic elegance and spaciousness. The dining room, accented by a beautiful bay window, creates a bright and welcoming space for family meals or special occasions. The dining room flows into the living room and the adjoining sitting room features a striking floor-to-ceiling stone and brick fireplace and doors leading to the expansive screened-in porch. Ideal for entertaining, the porch includes a bar area and overlooks the beautifully landscaped property with mature trees providing shade and privacy. The primary bedroom features wood floors, an attached private bath, and serene views of the surrounding greenery. One of the additional bedrooms offers direct access to the rear deck, perfect for stepping outside to enjoy the fresh country air. With four generously sized bedrooms and plenty of storage throughout, this home is designed for both comfort and functionality. Outside, two sheds provide ample space for hobbies, tools, or equipment. The property backs to serene woods, offering a wonderful sense of peace and seclusion. House is not in a Federal Flood Zone. Perfectly located less than a mile from Mt. Vernon Harbor, the public boat ramp, and a community playground, basketball court, and picnic area, this home combines the tranquility of country life with easy access to water recreation and outdoor fun. Whether you’re seeking a coastal getaway or a comfortable forever home, this sprawling rancher on five picturesque acres offers the ideal blend of country charm, modern comfort, and coastal convenience.

4 Beds ⋅ 3 Baths

Escape to peaceful coastal country living in this beautifully maintained 4-bedroom, 2 and a half bath rancher situated on 5 serene acres in Mt. Vernon! This spacious and thoughtfully designed home offers a warm, inviting feel with a blend of hardwood floors, new luxury vinyl plank, crown molding, and charming architectural details that make every room feel special. The heart of the home is the completely renovated, eat-in kitchen, a true showstopper featuring granite countertops, modern cabinetry, and a functional layout perfect for gatherings. A breakfast nook offers a cozy spot for morning coffee, while vaulted ceilings with exposed wood beams add rustic elegance and spaciousness. The dining room, accented by a beautiful bay window, creates a bright and welcoming space for family meals or special occasions. The dining room flows into the living room and the adjoining sitting room features a striking floor-to-ceiling stone and brick fireplace and doors leading to the expansive screened-in porch. Ideal for entertaining, the porch includes a bar area and overlooks the beautifully landscaped property with mature trees providing shade and privacy. The primary bedroom features wood floors, an attached private bath, and serene views of the surrounding greenery. One of the additional bedrooms offers direct access to the rear deck, perfect for stepping outside to enjoy the fresh country air. With four generously sized bedrooms and plenty of storage throughout, this home is designed for both comfort and functionality. Outside, two sheds provide ample space for hobbies, tools, or equipment. The property backs to serene woods, offering a wonderful sense of peace and seclusion. House is not in a Federal Flood Zone. Perfectly located less than a mile from Mt. Vernon Harbor, the public boat ramp, and a community playground, basketball court, and picnic area, this home combines the tranquility of country life with easy access to water recreation and outdoor fun. Whether you’re seeking a coastal getaway or a comfortable forever home, this sprawling rancher on five picturesque acres offers the ideal blend of country charm, modern comfort, and coastal convenience.

26905 Mount Vernon Rd, Princess Anne

Listing courtesy of Northrop Realty. Contact:

Selling Office: Bayside Realty.

$350,000

Waterfront living at its finest! This 3-bedroom 2-bath A-frame home is perfectly situated on St. Peters Creek with direct access to the Manokin River, Tangier Sound and the Chesapeake Bay. Whether you enjoy boating, fishing, crabbing, or hunting, this property offers the ideal Eastern Shore lifestyle with a private dock and boat lift just steps from your door. Very close by, is The Deal Island Wildlife Management Area (13,000 plus public acres) that offers Whitetail deer, Sitka deer, turkey, duck and goose hunting. The interior features are highlighted by the floor-to-ceiling stone fireplace and expansive water views. The main level offers two bedrooms and a full bath, while the private upper-level primary suite includes a full bath and overlooks the spacious family room below. Relax on the deck while watching the water, spend the day exploring the Bay, or catch fresh fish and crabs for dinner right off your own dock. Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this waterfront retreat offers the perfect blend of comfort, charm, and coastal living.

3 Beds ⋅ 2 Baths

Waterfront living at its finest! This 3-bedroom 2-bath A-frame home is perfectly situated on St. Peters Creek with direct access to the Manokin River, Tangier Sound and the Chesapeake Bay. Whether you enjoy boating, fishing, crabbing, or hunting, this property offers the ideal Eastern Shore lifestyle with a private dock and boat lift just steps from your door. Very close by, is The Deal Island Wildlife Management Area (13,000 plus public acres) that offers Whitetail deer, Sitka deer, turkey, duck and goose hunting. The interior features are highlighted by the floor-to-ceiling stone fireplace and expansive water views. The main level offers two bedrooms and a full bath, while the private upper-level primary suite includes a full bath and overlooks the spacious family room below. Relax on the deck while watching the water, spend the day exploring the Bay, or catch fresh fish and crabs for dinner right off your own dock. Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this waterfront retreat offers the perfect blend of comfort, charm, and coastal living.

27093 Point Rd, Princess Anne

Listing courtesy of Iron Valley Real Estate of Central MD. Contact:

Selling Office: Benson & Mangold, LLC..

$349,900

Timeless character meets thoughtful upgrades on over an acre in a quiet, secluded setting near the water. This 3 bedroom, 2 bathroom home has been carefully maintained to preserve its original charm, including original hardwood floors, while incorporating meaningful improvements such as a newer roof, updated HVAC, and a tankless water heater. The oversized detached garage with a heated bonus room above offers endless flexibility, whether for a private office, guest space, or hobby area. Located just moments from nearby water access, this property delivers a balance of privacy, functionality, and Eastern Shore lifestyle.

3 Beds ⋅ 2 Baths

Timeless character meets thoughtful upgrades on over an acre in a quiet, secluded setting near the water. This 3 bedroom, 2 bathroom home has been carefully maintained to preserve its original charm, including original hardwood floors, while incorporating meaningful improvements such as a newer roof, updated HVAC, and a tankless water heater. The oversized detached garage with a heated bonus room above offers endless flexibility, whether for a private office, guest space, or hobby area. Located just moments from nearby water access, this property delivers a balance of privacy, functionality, and Eastern Shore lifestyle.

26837 Waller Ln, Princess Anne

Listing courtesy of Worthington Realty Group, LLC. Contact:

Selling Office: Real Broker, LLC - Salisbury.

$340,000

Welcome to your dream sanctuary! This meticulously maintained home offers a perfect blend of indoor comfort and outdoor paradise, situated on a spacious lot that’s ready to accommodate all your lifestyle needs. As you arrive, you’ll be greeted by a paved driveway providing ample parking options, including a one-car carport attached to a workshop, a freestanding carport, and plenty of room to park in the driveway itself. The property features a pole barn: one side boasts a "regular" garage door and concrete floor, while the other side remains unfinished with a sliding barn-style door, offering generous clearance for storing boats or other large items. There is an additional storage shed beside the pole barn. Both buildings have electric, and there is a hose spicket in between the buildings for convienence. The yard is truly expansive with mature landscape and a blank canvas for your gardening dreams, outdoor oasis, or entertaining space. Inside, you’ll find a warm and inviting layout featuring four bedrooms and two remodeled bathrooms. Gorgeous original hardwood floors flow throughout the majority of the home, exuding character and charm. The living room and den both showcase stunning wood beams and cozy fireplaces, creating ideal spots for gatherings or quiet evenings at home. The kitchen is highlighted by new quartz countertops paired with original real wood cabinetry, blending modern convenience with classic style. Additionally, a serene four-season room off the den, complete with a ductless AC unit, provides the perfect space to unwind while enjoying the beauty of every season. This incredible home has been lovingly cared for by just one owner, making it an exceptional find in today’s market. Don’t miss your chance to claim this gem and create lasting memories in a space that truly feels like home!

4 Beds ⋅ 2 Baths

Welcome to your dream sanctuary! This meticulously maintained home offers a perfect blend of indoor comfort and outdoor paradise, situated on a spacious lot that’s ready to accommodate all your lifestyle needs. As you arrive, you’ll be greeted by a paved driveway providing ample parking options, including a one-car carport attached to a workshop, a freestanding carport, and plenty of room to park in the driveway itself. The property features a pole barn: one side boasts a "regular" garage door and concrete floor, while the other side remains unfinished with a sliding barn-style door, offering generous clearance for storing boats or other large items. There is an additional storage shed beside the pole barn. Both buildings have electric, and there is a hose spicket in between the buildings for convienence. The yard is truly expansive with mature landscape and a blank canvas for your gardening dreams, outdoor oasis, or entertaining space. Inside, you’ll find a warm and inviting layout featuring four bedrooms and two remodeled bathrooms. Gorgeous original hardwood floors flow throughout the majority of the home, exuding character and charm. The living room and den both showcase stunning wood beams and cozy fireplaces, creating ideal spots for gatherings or quiet evenings at home. The kitchen is highlighted by new quartz countertops paired with original real wood cabinetry, blending modern convenience with classic style. Additionally, a serene four-season room off the den, complete with a ductless AC unit, provides the perfect space to unwind while enjoying the beauty of every season. This incredible home has been lovingly cared for by just one owner, making it an exceptional find in today’s market. Don’t miss your chance to claim this gem and create lasting memories in a space that truly feels like home!

11163 Stewart Neck Rd, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Whitehead Rental Management, Inc..

$340,000

Welcome to this charming 3-bedroom, 2-bathroom home in Princess Anne, MD, offering beautiful water views of the Manokin River. Situated on a spacious corner lot, this home features a large covered front porch perfect for relaxing and enjoying the scenery. Inside, you'll find a spacious living room, formal dining area, and a kitchen with ample cabinetry and a stainless steel refrigerator. The generously sized primary suite includes a soaking tub, stand-up shower, and plenty of space to unwind. Two additional bedrooms share a full hall bath. Enjoy year-round natural light in the cozy sunroom off the back of the home. Additional highlights include a 2-car attached garage, a large walk-up attic, and a detached 1-car garage—ideal for storage or hobbies. Benefit from town water and sewer, plus a separate well for irrigation. A 2.5-year-old roof with warranty and a blacktop driveway complete this exceptional property. Don’t miss this unique opportunity with river views!

3 Beds ⋅ 2 Baths

Welcome to this charming 3-bedroom, 2-bathroom home in Princess Anne, MD, offering beautiful water views of the Manokin River. Situated on a spacious corner lot, this home features a large covered front porch perfect for relaxing and enjoying the scenery. Inside, you'll find a spacious living room, formal dining area, and a kitchen with ample cabinetry and a stainless steel refrigerator. The generously sized primary suite includes a soaking tub, stand-up shower, and plenty of space to unwind. Two additional bedrooms share a full hall bath. Enjoy year-round natural light in the cozy sunroom off the back of the home. Additional highlights include a 2-car attached garage, a large walk-up attic, and a detached 1-car garage—ideal for storage or hobbies. Benefit from town water and sewer, plus a separate well for irrigation. A 2.5-year-old roof with warranty and a blacktop driveway complete this exceptional property. Don’t miss this unique opportunity with river views!

11378 Hayman Dr, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: EXP Realty, LLC.

$335,000

Experience waterfront living on the Wicomico River in Princess Anne, MD! Situated on 10.8 acres with approximately 3.5 acres of uplands, this 4-bedroom, 2.5-bath home offers privacy, space, and beautiful natural surroundings. A covered front porch welcomes you inside, where you’ll find a versatile flex room just off the entry—perfect for a formal dining room, home office, or playroom. Continuing through the home, the spacious living room features vaulted ceilings and a cozy fireplace, creating an open and inviting feel. The kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinetry. A convenient first-floor laundry area with cabinets above and a half bath add to the home’s functionality. The primary suite is located on the first floor and offers tray ceilings, private access to the back deck, and a well-appointed en-suite bathroom complete with a dual sink vanity, soaking tub, and walk-in shower. Upstairs, you’ll find three additional bedrooms that share a full bathroom, providing plenty of room for family or guests. Enjoy outdoor living with both a deck and screened porch, perfect for relaxing while taking in the peaceful waterfront setting. With a 2-car attached garage and expansive acreage along the Wicomico River, this property offers a rare opportunity to own a private retreat on Maryland’s Eastern Shore.

4 Beds ⋅ 3 Baths

Experience waterfront living on the Wicomico River in Princess Anne, MD! Situated on 10.8 acres with approximately 3.5 acres of uplands, this 4-bedroom, 2.5-bath home offers privacy, space, and beautiful natural surroundings. A covered front porch welcomes you inside, where you’ll find a versatile flex room just off the entry—perfect for a formal dining room, home office, or playroom. Continuing through the home, the spacious living room features vaulted ceilings and a cozy fireplace, creating an open and inviting feel. The kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinetry. A convenient first-floor laundry area with cabinets above and a half bath add to the home’s functionality. The primary suite is located on the first floor and offers tray ceilings, private access to the back deck, and a well-appointed en-suite bathroom complete with a dual sink vanity, soaking tub, and walk-in shower. Upstairs, you’ll find three additional bedrooms that share a full bathroom, providing plenty of room for family or guests. Enjoy outdoor living with both a deck and screened porch, perfect for relaxing while taking in the peaceful waterfront setting. With a 2-car attached garage and expansive acreage along the Wicomico River, this property offers a rare opportunity to own a private retreat on Maryland’s Eastern Shore.

28703 Adlers Rest Ln, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Realty Navigator.

$329,000

Fully renovated Victorian-style home offering 6 spacious bedrooms and 2 full bathrooms in the heart of Princess Anne’s historic district. This beautifully restored property combines classic charm with thoughtful modern upgrades, showcasing original hardwood flooring, detailed staircase craftsmanship, and timeless antique doors throughout. An inviting sun-filled bonus room upstairs creates the ideal flex space for a home office, art studio, or additional lounge area. Situated on a scenic lot backing to the Manokin River, the property offers peaceful surroundings along with an oversized detached garage for added storage and convenience. Located just minutes from downtown Princess Anne, approximately one mile from UMES, and an easy drive to Salisbury University. Enjoy quick access to Ocean City, Assateague, and Chincoteague beaches, along with endless opportunities for boating, fishing, and coastal recreation. Brand new HVAC system recently installed!

6 Beds ⋅ 2 Baths

Fully renovated Victorian-style home offering 6 spacious bedrooms and 2 full bathrooms in the heart of Princess Anne’s historic district. This beautifully restored property combines classic charm with thoughtful modern upgrades, showcasing original hardwood flooring, detailed staircase craftsmanship, and timeless antique doors throughout. An inviting sun-filled bonus room upstairs creates the ideal flex space for a home office, art studio, or additional lounge area. Situated on a scenic lot backing to the Manokin River, the property offers peaceful surroundings along with an oversized detached garage for added storage and convenience. Located just minutes from downtown Princess Anne, approximately one mile from UMES, and an easy drive to Salisbury University. Enjoy quick access to Ocean City, Assateague, and Chincoteague beaches, along with endless opportunities for boating, fishing, and coastal recreation. Brand new HVAC system recently installed!

11887 Somerset Ave, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$325,000

FULLY RENOVATED and full of charm, this 3-bedroom, 2-bath country home offers the perfect blend of comfort, privacy, and convenience. Set on 1.69 acres and surrounded by open farmland, and steps from the Manokin River, the setting feels peaceful and private—plus its not located in a flood zone. Inside, you'll step into a warm living room with refinished hardwood floors and expansive brand-new kitchen. Fully renovated kitchen includes all new appliances, abundant cabinet space, upgraded countertops, and a spacious dining area ideal for gatherings. Upstairs has freshly laid luxury vinyl plank flooring, three spacious bedrooms and convenient upstairs laundry. Additionally, both bathrooms have been fully renovated. Outdoor living shines with a screened-in porch, back deck for grilling, tons of parking, and expansive land to enjoy. The property includes an enormous two-story shed, an additional outbuilding, and a large basement perfect for a workshop. Walking distance to the Manokin River, minutes to public hunting grounds, and just 10 minutes to town, Route 13, and Deal Island Harbor & beach—this is truly a country dream come true. Expected to hit the market on February 12th.

3 Beds ⋅ 2 Baths

FULLY RENOVATED and full of charm, this 3-bedroom, 2-bath country home offers the perfect blend of comfort, privacy, and convenience. Set on 1.69 acres and surrounded by open farmland, and steps from the Manokin River, the setting feels peaceful and private—plus its not located in a flood zone. Inside, you'll step into a warm living room with refinished hardwood floors and expansive brand-new kitchen. Fully renovated kitchen includes all new appliances, abundant cabinet space, upgraded countertops, and a spacious dining area ideal for gatherings. Upstairs has freshly laid luxury vinyl plank flooring, three spacious bedrooms and convenient upstairs laundry. Additionally, both bathrooms have been fully renovated. Outdoor living shines with a screened-in porch, back deck for grilling, tons of parking, and expansive land to enjoy. The property includes an enormous two-story shed, an additional outbuilding, and a large basement perfect for a workshop. Walking distance to the Manokin River, minutes to public hunting grounds, and just 10 minutes to town, Route 13, and Deal Island Harbor & beach—this is truly a country dream come true. Expected to hit the market on February 12th.

10867 Kemp Nursery Rd, Princess Anne

Listing courtesy of Northrop Realty. Contact:

Selling Office: Coldwell Banker Realty.

$325,000

Welcome to this spacious 3-bedroom, 2-bathroom home located in Princess Anne, Maryland, offering a versatile layout and exceptional outdoor amenities. Inside, you’ll find a large kitchen with a breakfast bar that opens to a formal dining room, perfect for everyday meals or hosting gatherings. The living room features vaulted ceilings and a sliding glass door that leads to a screened-in porch, creating a seamless connection to outdoor living. The primary suite offers a relaxing retreat with a soaking tub and walk-in shower, while two additional bedrooms share a full hall bathroom. Outside, the property truly shines with an oversized detached garage complete with a partial kitchen and full bathroom—ideal for hobbies, entertaining, or additional workspace. The fully fenced backyard includes an above-ground pool, a charming playhouse with electric, and two additional sheds for extra storage. This property offers space, functionality, and endless possibilities, all in a convenient Princess Anne location.

3 Beds ⋅ 3 Baths

Welcome to this spacious 3-bedroom, 2-bathroom home located in Princess Anne, Maryland, offering a versatile layout and exceptional outdoor amenities. Inside, you’ll find a large kitchen with a breakfast bar that opens to a formal dining room, perfect for everyday meals or hosting gatherings. The living room features vaulted ceilings and a sliding glass door that leads to a screened-in porch, creating a seamless connection to outdoor living. The primary suite offers a relaxing retreat with a soaking tub and walk-in shower, while two additional bedrooms share a full hall bathroom. Outside, the property truly shines with an oversized detached garage complete with a partial kitchen and full bathroom—ideal for hobbies, entertaining, or additional workspace. The fully fenced backyard includes an above-ground pool, a charming playhouse with electric, and two additional sheds for extra storage. This property offers space, functionality, and endless possibilities, all in a convenient Princess Anne location.

30435 Daphne Ln, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Keller Williams Realty.

$314,900

Welcome to this newly built home in the desirable Beckford Manor community, thoughtfully enhanced with upgrades since purchase. Situated on an exterior lot, this property offers both privacy and low-maintenance living, with the HOA covering lawn care, irrigation, mulching, and gutter cleaning. Designed for easy one-level living, the home features an open-concept layout connecting the kitchen, dining area, and great room—perfect for everyday living and entertaining. The kitchen is equipped with an island, white cabinetry, granite countertops, stainless steel appliances, and upgraded cabinet pulls for a modern touch. The private primary suite includes a full bath and walk-in closet, while the guest bathroom has been enhanced with a stylish glass shower door. Additional features include a water treatment system (leased ) and a security system through ADT. Enjoy outdoor living with a rear deck, along with the convenience of a 2-car garage and paved driveway. Interior finishes include waterproof luxury vinyl plank flooring in the main living areas, kitchen, baths, and laundry, with carpet in the bedrooms. Don’t miss the opportunity to own a nearly new home with added upgrades in a fully maintained community—schedule your tour today!

3 Beds ⋅ 2 Baths

Welcome to this newly built home in the desirable Beckford Manor community, thoughtfully enhanced with upgrades since purchase. Situated on an exterior lot, this property offers both privacy and low-maintenance living, with the HOA covering lawn care, irrigation, mulching, and gutter cleaning. Designed for easy one-level living, the home features an open-concept layout connecting the kitchen, dining area, and great room—perfect for everyday living and entertaining. The kitchen is equipped with an island, white cabinetry, granite countertops, stainless steel appliances, and upgraded cabinet pulls for a modern touch. The private primary suite includes a full bath and walk-in closet, while the guest bathroom has been enhanced with a stylish glass shower door. Additional features include a water treatment system (leased ) and a security system through ADT. Enjoy outdoor living with a rear deck, along with the convenience of a 2-car garage and paved driveway. Interior finishes include waterproof luxury vinyl plank flooring in the main living areas, kitchen, baths, and laundry, with carpet in the bedrooms. Don’t miss the opportunity to own a nearly new home with added upgrades in a fully maintained community—schedule your tour today!

30443 Manor Dr, Princess Anne

Listing courtesy of The Spence Realty Group. Contact:

Selling Office: Northrop Realty.

$310,000

Move in ready home is just right for Eastern Shore living. Built in 2021 it's in pristine condition with natural light and an expansive open floor plan and has a hard to find four bedrooms. On the main level you will enjoy a large living room with an open floor plan. Moving into a beautiful modern kitchen and dining area you can take everything outside to a huge deck and fenced yard. Upstairs is a generous owner suite with en-suite and a walk in closet. Also on the second floor are three more bedrooms, a spacious guest bath and a laundry room for easy living. The owner has installed a water filtration system for peace of mind. Somerset Landing is centrally located close to University of Maryland Eastern Shore, Salisbury University, The Delmarva Shorebirds, all the beaches and Chincoteague Island!

4 Beds ⋅ 3 Baths

Move in ready home is just right for Eastern Shore living. Built in 2021 it's in pristine condition with natural light and an expansive open floor plan and has a hard to find four bedrooms. On the main level you will enjoy a large living room with an open floor plan. Moving into a beautiful modern kitchen and dining area you can take everything outside to a huge deck and fenced yard. Upstairs is a generous owner suite with en-suite and a walk in closet. Also on the second floor are three more bedrooms, a spacious guest bath and a laundry room for easy living. The owner has installed a water filtration system for peace of mind. Somerset Landing is centrally located close to University of Maryland Eastern Shore, Salisbury University, The Delmarva Shorebirds, all the beaches and Chincoteague Island!

30050 Donnybrook Ln, Princess Anne

Listing courtesy of ERA Martin Associates. Contact:

Selling Office: RE/MAX Advantage Realty.

$309,000

Photos of a different house with same floor plan. Home to be complete in Dec 2025. Open layout. Kitchen features island with granite countertops and island. Laminate floors in main living area and bathrooms. Carpet in all 3 bedrooms. First floor bedroom with walkin closet and full bath. Rear deck and paved drive. HOA of $170 a month covers all lawn care.

3 Beds ⋅ 2 Baths

Photos of a different house with same floor plan. Home to be complete in Dec 2025. Open layout. Kitchen features island with granite countertops and island. Laminate floors in main living area and bathrooms. Carpet in all 3 bedrooms. First floor bedroom with walkin closet and full bath. Rear deck and paved drive. HOA of $170 a month covers all lawn care.

30440 Manor Dr, Princess Anne

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: LAIRD & ASSOCIATES.

$307,500

NEW PRICE REDUCTION $10,000 ....Step inside this beautifully designed contemporary home offering effortless one-level living with a bright, open floor plan and soaring 9-foot ceilings that create a sunny, airy feel throughout. At the heart of the home is a gorgeous custom designer kitchen featuring quartz countertops, high-end cabinetry extended to the ceiling for maximum storage, and premium appliances. The oversized island—complete with custom storage and seating—makes this space perfect for both everyday living and entertaining. The kitchen and dining area flow seamlessly to a stunning paver patio, with a custom pergola, ideal for gatherings, overlooking a fully enclosed backyard with low-maintenance vinyl fencing. The front exterior is just as inviting, with a charming sidewalk, cheerful landscaping, and an extended paved driveway offering ample space—including room for boat storage—leading to the attached two-car garage. Garage is 23x22 and has stairs to unfinished space to add on! 16 ' oh doors and garage has a propane heater. Inside, the thoughtfully designed layout continues with a spacious living room anchoring the open concept. The private primary suite is tucked away for peace and relaxation, featuring a large bedroom, walk-in closet, upgraded doors and hardware and an exceptional primary bathroom that truly stands out at this price point. Custom tile walk in shower with bench, double vanity, this beautifully designed primary bathroom is gorgeous! On the opposite side of the home, you’ll find two generously sized bedrooms with plush, quiet carpeting, anchored by a full bath upgraded with modern finishes—perfect for guests or family. Additional highlights include custom crown molding throughout, high-end luxury vinyl plank and tile flooring in main living areas, and quality finishes at every turn. Conveniently serviced by city water, sewer, and trash pickup, this home offers both comfort and ease of living in a beautifully crafted setting. This is a must see home! You'll love it!!

3 Beds ⋅ 2 Baths

NEW PRICE REDUCTION $10,000 ....Step inside this beautifully designed contemporary home offering effortless one-level living with a bright, open floor plan and soaring 9-foot ceilings that create a sunny, airy feel throughout. At the heart of the home is a gorgeous custom designer kitchen featuring quartz countertops, high-end cabinetry extended to the ceiling for maximum storage, and premium appliances. The oversized island—complete with custom storage and seating—makes this space perfect for both everyday living and entertaining. The kitchen and dining area flow seamlessly to a stunning paver patio, with a custom pergola, ideal for gatherings, overlooking a fully enclosed backyard with low-maintenance vinyl fencing. The front exterior is just as inviting, with a charming sidewalk, cheerful landscaping, and an extended paved driveway offering ample space—including room for boat storage—leading to the attached two-car garage. Garage is 23x22 and has stairs to unfinished space to add on! 16 ' oh doors and garage has a propane heater. Inside, the thoughtfully designed layout continues with a spacious living room anchoring the open concept. The private primary suite is tucked away for peace and relaxation, featuring a large bedroom, walk-in closet, upgraded doors and hardware and an exceptional primary bathroom that truly stands out at this price point. Custom tile walk in shower with bench, double vanity, this beautifully designed primary bathroom is gorgeous! On the opposite side of the home, you’ll find two generously sized bedrooms with plush, quiet carpeting, anchored by a full bath upgraded with modern finishes—perfect for guests or family. Additional highlights include custom crown molding throughout, high-end luxury vinyl plank and tile flooring in main living areas, and quality finishes at every turn. Conveniently serviced by city water, sewer, and trash pickup, this home offers both comfort and ease of living in a beautifully crafted setting. This is a must see home! You'll love it!!

30090 Indian Cottage Rd, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Atlantic Shores Sotheby's International Realty.

$302,000

Experience the perfect blend of contemporary style and small-town charm. This impeccably maintained 4-bedroom, 2.5-bathroom home, built in 2021, offers the peace of mind of a newer construction without the wait for a builder. ?The main level welcomes you with an open-concept floor plan designed for the way people live today. The heart of the home is the chef-inspired kitchen, boasting sleek white cabinetry, a sprawling peninsula island with seating, and a large pantry?all overlooking a bright, airy family room. Head upstairs to find all four generously sized bedrooms clustered together for convenience. The Owner's Suite serves as a private getaway with a walk-in closet and ensuite bath. No more hauling baskets up and down stairs, the second-floor laundry room makes chores a breeze! Nearly half an acre (0.46 acres) provides plenty of room for gardening, play, or future outdoor projects. Situated in a quiet community just minutes from UMES, local shops, and the historic heart of Princess Anne.

4 Beds ⋅ 3 Baths

Experience the perfect blend of contemporary style and small-town charm. This impeccably maintained 4-bedroom, 2.5-bathroom home, built in 2021, offers the peace of mind of a newer construction without the wait for a builder. ?The main level welcomes you with an open-concept floor plan designed for the way people live today. The heart of the home is the chef-inspired kitchen, boasting sleek white cabinetry, a sprawling peninsula island with seating, and a large pantry?all overlooking a bright, airy family room. Head upstairs to find all four generously sized bedrooms clustered together for convenience. The Owner's Suite serves as a private getaway with a walk-in closet and ensuite bath. No more hauling baskets up and down stairs, the second-floor laundry room makes chores a breeze! Nearly half an acre (0.46 acres) provides plenty of room for gardening, play, or future outdoor projects. Situated in a quiet community just minutes from UMES, local shops, and the historic heart of Princess Anne.

11820 Drexwood Dr, Princess Anne

Listing courtesy of FSBO Broker. Contact:

Selling Office: ERA Martin Associates.

$299,900

Nestled on just over an acre along the scenic Wicomico River, this cozy cottage offers the perfect blend of comfort, charm, and outdoor living. Located less than a mile from the harbor in the serene town of Princess Anne, this move-in ready home features 4 spacious bedrooms, 2 full bathrooms, and thoughtful updates throughout. Step outside to your private retreat—an expansive, fenced-in backyard complete with a designated outdoor living space, hot tub, pool table, and multiple seating areas, ideal for entertaining or relaxing. With room for your boat or RV and even an RV hookup in the yard, this property is ready for your adventures. A neighborhood playground and pavilion add even more to love about this location. Inside, enjoy the warmth and comfort of a refreshed interior, including a convenient downstairs primary bedroom, updated living areas, and a well-appointed kitchen filled with natural light. A NEW ROOF and NEW HVAC system, both installed in 2023, offer peace of mind and low-maintenance living. And the best part? It’s priced under $300K—making it an unbeatable opportunity in today’s market. Mortgage savings may be available for buyers of this listing. Don’t miss your chance to own this unique gem—schedule your tour today!

4 Beds ⋅ 2 Baths

Nestled on just over an acre along the scenic Wicomico River, this cozy cottage offers the perfect blend of comfort, charm, and outdoor living. Located less than a mile from the harbor in the serene town of Princess Anne, this move-in ready home features 4 spacious bedrooms, 2 full bathrooms, and thoughtful updates throughout. Step outside to your private retreat—an expansive, fenced-in backyard complete with a designated outdoor living space, hot tub, pool table, and multiple seating areas, ideal for entertaining or relaxing. With room for your boat or RV and even an RV hookup in the yard, this property is ready for your adventures. A neighborhood playground and pavilion add even more to love about this location. Inside, enjoy the warmth and comfort of a refreshed interior, including a convenient downstairs primary bedroom, updated living areas, and a well-appointed kitchen filled with natural light. A NEW ROOF and NEW HVAC system, both installed in 2023, offer peace of mind and low-maintenance living. And the best part? It’s priced under $300K—making it an unbeatable opportunity in today’s market. Mortgage savings may be available for buyers of this listing. Don’t miss your chance to own this unique gem—schedule your tour today!

13241 Oyster House Rd, Princess Anne

Listing courtesy of Redfin Corp. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$295,000

Looking for acreage and a large garage outside of town? Look no further—opportunities like this don’t come along often! This beautifully updated one-story home is nestled on 2 acres and offers the perfect blend of space, comfort, and functionality. Featuring 3 bedrooms and 2 full bathrooms, this 1,490 sq ft home has been thoughtfully refreshed with new flooring and fully renovated bathrooms. Enjoy the peaceful surroundings from your screened-in porch, or take advantage of the two storage sheds with electricity for tools, equipment, or hobbies. A standout feature is the oversized detached 3-car garage with a spacious loft—perfect for a workshop, studio, or extra storage. Whether you're a car enthusiast, contractor, or just need room to spread out, this setup delivers. This move-in ready home is ideal for anyone seeking usable land and serious garage space—just minutes from Princess Anne, but with the freedom of rural living.

3 Beds ⋅ 2 Baths

Looking for acreage and a large garage outside of town? Look no further—opportunities like this don’t come along often! This beautifully updated one-story home is nestled on 2 acres and offers the perfect blend of space, comfort, and functionality. Featuring 3 bedrooms and 2 full bathrooms, this 1,490 sq ft home has been thoughtfully refreshed with new flooring and fully renovated bathrooms. Enjoy the peaceful surroundings from your screened-in porch, or take advantage of the two storage sheds with electricity for tools, equipment, or hobbies. A standout feature is the oversized detached 3-car garage with a spacious loft—perfect for a workshop, studio, or extra storage. Whether you're a car enthusiast, contractor, or just need room to spread out, this setup delivers. This move-in ready home is ideal for anyone seeking usable land and serious garage space—just minutes from Princess Anne, but with the freedom of rural living.

11075 Jerusalem Rd, Princess Anne

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Coldwell Banker Realty.

$293,000

100% financing options available!! Experience modern comfort in this brand-new 3-bedroom, 2-bath home nestled in a quaint, welcoming community. With 1,337 sq. ft. of open-concept living, this thoughtfully designed layout blends style and functionality for today’s lifestyle. Step inside to a bright Great Room that flows seamlessly into the kitchen and dining area, perfect for entertaining or relaxing nights in. The kitchen features an open space, ample cabinetry, a pantry and a modern, slate-black stainless-steel GE appliance package, creating a central hub for daily living. The primary suite offers a peaceful retreat with a private bath with a walk-in shower and a generous walk-in closet, while two additional bedrooms provide flexibility for guests, family, or a home office. Enjoy outdoor living on the added covered patio, and appreciate the convenience of a two-car garage and dedicated laundry area. Located just minutes from UMES with easy access to all points North and South on the Eastern Shore such as Wallops Island, Salisbury, Maryland and Ocean City, Maryland, this charming community offers the peace of small-town living with easy access to everything you need. This home delivers quality, comfort, and community—the perfect place to start your next chapter so schedule your appointment TODAY!!

3 Beds ⋅ 2 Baths

100% financing options available!! Experience modern comfort in this brand-new 3-bedroom, 2-bath home nestled in a quaint, welcoming community. With 1,337 sq. ft. of open-concept living, this thoughtfully designed layout blends style and functionality for today’s lifestyle. Step inside to a bright Great Room that flows seamlessly into the kitchen and dining area, perfect for entertaining or relaxing nights in. The kitchen features an open space, ample cabinetry, a pantry and a modern, slate-black stainless-steel GE appliance package, creating a central hub for daily living. The primary suite offers a peaceful retreat with a private bath with a walk-in shower and a generous walk-in closet, while two additional bedrooms provide flexibility for guests, family, or a home office. Enjoy outdoor living on the added covered patio, and appreciate the convenience of a two-car garage and dedicated laundry area. Located just minutes from UMES with easy access to all points North and South on the Eastern Shore such as Wallops Island, Salisbury, Maryland and Ocean City, Maryland, this charming community offers the peace of small-town living with easy access to everything you need. This home delivers quality, comfort, and community—the perfect place to start your next chapter so schedule your appointment TODAY!!

11775 St Stephens Way, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: EXP Realty, LLC.