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303 Market St Unit 4, Oxford
$265,000
3 Beds ⋅ 1 Baths
Hard to find condo in Oxford’s Historic District. Close to water, boat slips and marinas, shops, town park and restaurants. Living room with electric fireplace, kitchen, 3 bedrooms and 1 bath. Balcony. Heat pump.

303 Market St Unit 4, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

8186 June Way Unit 203, Easton
$260,000
2 Beds ⋅ 2 Baths
Welcome Home! This adorable and move-in ready townhome is perfect for first-time buyers, downsizers, or a great investment opportunity. Inside, you’ll find two spacious bedrooms with excellent closet space and an updated full bathroom. The kitchen features new quartz countertops, brand new stainless steel appliances, and plenty of cabinet space, making meal prep a breeze. You’ll love the new luxury vinyl plank flooring throughout, fresh paint, and cozy new carpet on the stairs. Major updates are already done for you, including a new roof (2023), new A/C (2021), and new ceiling fans. Enjoy the low-maintenance outdoor space with a deck just right for relaxing or grilling, plus a handy storage shed for your outdoor essentials. In a prime location close to shopping and everyday conveniences, this home is also just minutes from downtown Easton, where you can explore shops, dining, and entertainment, and is also conveniently located to Route 50. Don’t miss this wonderful opportunity to start your next chapter in a beautifully updated home!

8186 June Way Unit 203, Easton

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: Benson & Mangold, LLC.

Lot A Catalpa Point Road, Easton
$258,000
This perc-approved and recorded building site offers a prime location off Oxford Road, just minutes from Downtown Easton. Buildable lots like this are limited in Talbot County, making it a highly appealing opportunity to construct a new home in a desirable and scenic setting. The property is conveniently located between Easton and Oxford while still offering a quiet and attractive place to build. The property sits at the very head waters of a portion of Trippe Creek. The 10,000 sq. ft. Sewage Disposal Area was revalidated in 2020, and additional notes are available on the recorded plat from May 2021 in the documents. Agent is owner of the property.

Lot A Catalpa Point Road, Easton

Listing courtesy of Select Land & Homes, LLC. Contact:

Selling Office: Meredith Fine Properties.

29595 Dutchmans Ln Unit 4/104, Easton
$250,000
2 Beds ⋅ 3 Baths
Priced to offer built-in equity for the buyer ready to update and personalize a home to their own taste and style! The last 3-story unit with a large deck off the great room sold for $300,000 earlier this year, making this an excellent opportunity. This rare floor plan features 2 bedrooms and 3 full baths, with each bedroom having its own private bath and an additional full bath located on the main living level for guests and convenience. The oversized deck off the great room overlooks a peaceful wooded open space, creating a private setting to relax or entertain. The oversized garage/basement area offers exceptional flexibility with plenty of room for vehicles, storage, hobbies, or workshop space. The current owner comfortably used the area for a truck, motorcycle, and shop space. The washer, dryer, and laundry sink are also located in the basement. The owner has already purchased another home, so a quick settlement is possible and preferred. Property is being sold As-Is.

29595 Dutchmans Ln Unit 4/104, Easton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Unrepresented.

3756 Rumsey Dr, Trappe
$250,000
3 Beds ⋅ 2 Baths
This property has been approved for short sale! Offers must be above appraised value. Step into this 3-bedroom, 2-bath Cape Cod nestled on a beautiful lot with lush, well-maintained backyard landscaping that’s perfect for relaxing or entertaining. The home offers a classic floor plan with spacious rooms, great natural light, and the potential to make it your own place you’d expect from this style. While the interior is ready for your personal touch and updates, it’s a wonderful opportunity to create the home you’ve always envisioned. Imagine designing your dream kitchen, refreshing the baths, and adding your style throughout—all while enjoying the mature plantings, privacy, and outdoor beauty this property provides. Bring your vision and make this Cape Cod gem shine!

3756 Rumsey Dr, Trappe

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Meredith Fine Properties.

708 Dover Rd, Easton
$250,000
2 Beds ⋅ 1 Baths
Welcome to this well-kept and adorable bungalow nestled on the outskirts of Easton. This charming residence offers the perfect blend of character and convenience, making it an ideal choice for buyers seeking a home with personality in a vibrant community setting. Step inside to find a warm and inviting layout filled with natural light. The home has been lovingly maintained, showcasing thoughtful updates while preserving its timeless appeal. Comfortable living spaces flow easily, creating a cozy atmosphere for everyday living and entertaining. Outside, enjoy a manageable yard that provides space for gardening, relaxing, or hosting gatherings. The property’s location is truly unbeatable—just moments from Easton’s schools, shops, restaurants, and cultural attractions. Whether you’re strolling to a local café, attending community events, or commuting to nearby destinations, this bungalow offers the convenience of in-town living with the charm of a classic home. This delightful property is move-in ready and waiting for its next owner to enjoy all that Easton has to offer. Don’t miss the opportunity to make this downtown gem your own!

708 Dover Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Benson & Mangold, LLC.

365 Glebe Rd, Easton
$250,000
3 Beds ⋅ 1 Baths
Welcome to this charming 3-bedroom, 1-bath bungalow full of character, ideally located just minutes from downtown Easton and all its amenities. Set on a spacious .22-acre lot, this home offers a generous backyard perfect for relaxing, entertaining, or gardening. Inside, you'll find an open floor plan with warm wood floors and plenty of natural light. The second floor is partially finished, offering flexible space that can serve as a bedroom, office, or den, along with convenient attic storage. An outbuilding provides additional space for a workshop or extra storage. With easy access to the bypass and Route 50, commuting and weekend getaways are a breeze. This home is being sold as-is and is priced to reflect its condition, offering an excellent opportunity for buyers looking to add their personal touch to a well-loved home with great bones and tons of potential.

365 Glebe Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

Pea Neck Rd Map 32 Parcel 76, Saint Michaels
$250,000
Incredible opportunity to build just minutes from downtown Saint Michaels. Public Sewer hookup is available. Buyer will be responsible for paying for hookup This property was just sub divided and recorded. The property is 7841 Pea Neck Rd tax Map 32 Parcel 76 Lot 2. 2 acre lot. Public sewer hookup is available. One acre of the property is in forest conservation. Plat is available.

Pea Neck Rd Map 32 Parcel 76, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Meredith Fine Properties.

Deepwater Point, Saint Michaels
$249,000
ONE OF THE LAST LOTS IN MARTINGHAM ON DEEP WATER POINT DRIVE. LOCATED VERY CLOSE TO THE COMMUNITY WATERFRONT PARK WITH GAZEBO AND CHAIRS FOR PICKNICKS OR JUST RELAXING IN THE BREEZE WATCHING THE BOATS GO BY ; DROP YOUR KAYAK OR ENJOY THE SUNSETS, WALK OR BIKE THERE. THIS LOT IS CLEANED, HAS A BEAUTIFUL ENTRANCE , WATER METER, AND IS READY FOR YOU TO BUILT YOUR MAIN RESIDENCE OR WEEKEND GET AWAY. IT IS SURROUNDED BY BEAUTIFUL HOMES MINUTES TO HISTORIC ST MICHAELS WITH ITS SHOPS, RESTAURANTS, MUSEUM, YACHTCLUB AND WATERFRONT PARKS. THE LOT BACKS UP TO COMMON SPACE THAT IS A NATURAL HABITAT FOR ULTIMATE PRIVACY AND WILDLIFE.

Deepwater Point, Saint Michaels

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

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

214 Talbot, Saint Michaels
$245,000
Own a piece of history in the heart of St. Michaels. Believed to be one of the oldest commercial buildings in town, this charming storefront offers a rare opportunity along iconic South Talbot Street. Rich in character and perfectly scaled for boutique retail, gallery space, studio, professional office or specialty business. High visibility in one of the Eastern Shore’s most visited destinations, surrounded by shops, restaurants, the harbor and year-round tourism. A distinctive investment or owner-user opportunity with timeless appeal in historic St. Michaels.

214 Talbot, Saint Michaels

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Reverie Residential.

125 S Higgins St, Easton
$245,000
2 Beds ⋅ 2 Baths
Fully remodeled home. This 2 bedroom, 2.5 bathroom home in Easton's Historic District has been completely remodeled and is ready for move in. With approximately 1,368 sqft +/-, this property features spacious bedrooms with walk-in closets, and brand-new bathrooms, flooring, carpeting, and fresh paint throughout. The newly remodeled kitchen includes a center island, upgraded solid-surface countertops, separate pantry space, all new appliances and exterior EV charging outlet for electric vehicles . With a bright, open layout and modern finishes, it is ideal for first-time homebuyers or investors seeking a high-potential rental property. Situated on a corner lot, it is across from the planned Easton Crossing revitalization project that will be adding new commercial, residential and recreational spaces to the neighborhood. Close distance to restaurants, schools, Easton Rails and Trails paths, and downtown. Don't miss the opportunity to own a turnkey home in an up and coming part of town.

125 S Higgins St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

29400 Golton Dr, Easton
$245,000
3 Beds ⋅ 2 Baths
Charming 3-bedroom, 2-bath split level tucked away in the quiet back section of Golton. Highlights include new flooring throughout the main level, newer HVAC and appliances (2020), a finished basement offering extra living space, and a spacious backyard. Conveniently located near the community park. Sold As-Is.

29400 Golton Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

30 Kelley Gibson St, Easton
$241,900
3 Beds ⋅ 3 Baths
Welcome to 30 Kelley Gibson St, a delightful 3-bedroom, 2.5 bath home in the heart of Easton. This inviting property offers the perfect blend of comfort and style, leaving room for your own personal touch. It features a spacious living area, a modern kitchen, and a cute backyard that runs along the rails of trails. The seller is offering a $5,000 seller contribution towards the buyer's closing costs. Don't miss out on this fantastic opportunity!

30 Kelley Gibson St, Easton

Listing courtesy of Jason Mitchell Group. Contact:

Selling Office: Benson & Mangold, LLC.

7 Judas St, Easton
$241,495
3 Beds ⋅ 2 Baths
Conveniently located between Route 50 and historic downtown Easton, this charming 1950s cottage is being sold as and presents a fantastic opportunity for homeowners and investors alike. Set back from the street with a large, private backyard, the home offers timeless character and original details throughout. The first floor features a welcoming living room with hardwood floors and arched doorways, adding warmth and classic appeal. A nicely sized kitchen opens to the dining room, where sliding glass doors lead to the porch for easy indoor-outdoor living. Two spacious bedrooms and a full bath complete the main level. Upstairs, the second floor offers a generous primary bedroom with a full bath, creating a private retreat. This property is also an investor’s dream, having served as a profitable rental for many years with the potential to continue as such. With its flexible layout, it may also offer the possibility of conversion into a two-family property, with the second-floor functioning as a studio and the first floor as a two-bedroom unit. Owner will offer settlement assistance.

7 Judas St, Easton

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Benson & Mangold, LLC.

127 Chapel Rd, Easton
$240,000
2 Beds ⋅ 1 Baths
2 bedroom 1 bath (possibility for third bedroom in attic) fixer upper with lots of potential. Centrally located in Easton with close access to Rails to Trails. Make this home your own or renovate as an investment property. Sold AS IS.

127 Chapel Rd, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Shoreline Realty.

00 Kates Point Rd 00 Kates Point Rd, Trappe
$240,000
22.045+- Acres Of Prime Hunting Land With Tillable Acreage In Talbot County Located in the highly sought-after hunting region of Talbot County, Maryland, this 22.045+- acre property offers a well-balanced combination of income-producing farmland, diverse timber, and proven wildlife habitat. With approximately 7+- acres of open ground currently utilized for row crops such as corn, soybeans, and wheat, this tract provides immediate agricultural income potential while also serving as a natural food source that attracts and holds wildlife throughout the year. Some of the open acreage was previously enrolled in CRP, further enhancing soil quality and habitat value. The remaining acreage consists of a strong stand of mixed hardwoods and softwoods, including oak, beech, pine, and holly. This diverse timber composition creates excellent bedding cover and seasonal food sources, making the property highly attractive to whitetail deer and wild turkey. The area is well known for producing mature whitetails, and the property shows abundant deer and turkey sign, indicating consistent wildlife activity. Natural travel corridors are evident along the transition edges between timber and field, offering ideal stand locations for hunting setups. Topographically, the property features gentle elevation changes, as reflected in the mapping, with contours ranging from approximately 10 to 35 feet. This subtle variation enhances drainage, creates natural funnels for wildlife movement, and provides strategic vantage points for hunting. The wooded portion offers rolling terrain that supports both habitat diversity and accessibility, while the open field sits in a favorable position for both farming and potential residential use. Access is a major strength of this property, with extensive road frontage along both Kates Point Road and Clarks Wharf Road. This dual frontage not only provides convenient entry points but also increases the property's long-term value and flexibility. The open field area presents an excellent opportunity for a future homesite, offering both accessibility and scenic rural surroundings. The property is zoned Agricultural, with no conservation easements in place, giving the next owner flexibility for farming, recreational use, timber management, or residential development within local guidelines. Whether you are looking for a turnkey hunting property, a small farm with income potential, or a buildable tract in a desirable rural setting, this Talbot County parcel checks all the boxes.

00 Kates Point Rd 00 Kates Point Rd, Trappe

Listing courtesy of LPT Realty, LLC. Contact:

Selling Office: Meredith Fine Properties.

Grace, Saint Michaels
$240,000
This is one of the loveliest lots in St. Michaels on a gorgeous residential street surrounded by charming homes. It is conveniently located in the heart of town just one block from restaurants and shopping on S Talbot Street, along with a wonderful trail and waterfront park.

Grace, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

209 Webb Ln, Saint Michaels
$236,000
2 Beds ⋅ 1 Baths
Wonderful opportunity to live in the quaint, picturesque and historic town of St Michaels at a great price. New carpeting, and new paint. Move in ready. Well kept, light filled townhouse with 2 bedrooms, one bath and fenced back yard. Must be primary residence. 2 assigned parking spaces. Walkable to all St Michaels has to offer.

209 Webb Ln, Saint Michaels

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Meredith Fine Properties.

28966 Jennings Rd, Easton
$235,000
This offering consists of 2+/- acre perc approved building lot.

28966 Jennings Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

Southside Island Creek Rd, Trappe
$234,000
Woodland Parcel | Southside Island Creek and Chloras Pt Roads, Trappe, Maryland Located along Southside Island Creek Road and bordered by Chlora’s Point Road, this 42± acre tract offers a private expanse of woodland surrounded by farmland and forest. The property provides a natural retreat ideal for recreation, hunting, or simply enjoying the outdoors—all within easy reach of Route 50 and the towns of Trappe and Easton. The parcel was timbered about 20 years ago and reforested with pine, providing excellent habitat for deer, turkey, and other wildlife. Set amid the rural surroundings of Talbot County’s lower countryside, the property captures the essence of the Eastern Shore’s natural beauty—expansive, peaceful, and full of potential. Whether envisioned as a hunting property, conservation area, or private escape, this tract offers the opportunity to own a sizeable stretch of woodland just minutes from town conveniences and major routes. Offered as unimproved land. Buyers to confirm intended uses with county planning and zoning.

Southside Island Creek Rd, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Meredith Fine Properties.

305 Brookletts Ave, Easton
$230,000
3 Beds ⋅ 1 Baths
GREAT CONVENIENT IN TOWN LOCATION FOR THE HANDY HOMEOWNER OR INVESTOR. LOTS OF POTENTIAL! INTERIOR NEEDS WORK, HARDIPLANK SIDING IS NEW. SPACIOUS LOT WITH BACK ALLEY ACCESS FOR PARKING . EASTON WALKING TRAIL IS JUST DOWN THE ROAD. EASY TO SHOW, APPRAISAL ON FILE.

305 Brookletts Ave, Easton

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

Selling Office: Benson & Mangold, LLC.

Boston Cliff Rd, Easton
$225,000
The 4 ACRE Parcel is Under Contract. LISTING IS FOR 35 ACRES. PRICE REDUCTION - The timbe cut has been started. Nestled in the countryside outside of Easton, MD, this glorious mixed hardwood forest is sure to please the outdoor enthusiast. Excellent property for a home if you want that country feel with the all the conveniences minutes away. The forest is made up of good hardwoods, oaks, and mixed pine throughout with a ravine and creek on the north side of the property. This land almost stretches to the water and is surrounded by agriculture making this the perfect hunting grounds. An abundance of deer and turkey have been captured on film and seen. Within the past year, a new survey has been completed, along with a timber survey that has revealed $130,000 worth of timber on this property. There are two parcels for sale with access directly from Boston Cliff Road. A soil evaluation has recently been done by Accurate Environmental with positive results, but buyer would need to do their due diligence with the county for a passing perc test to build a home. Properties like this one don't come along that often, and at nearly 40 acres, you'll want to schedule your own private tour. THIS PROPERTY IS SCHEDULED FOR A TIMBER CUT THAT WILL CONVEY. BUYER WILL RECEIVE $100,000 BACK FROM THE TIMBER IF THE PROPERTY IS CONTRACTED BEFORE THE CUT.

Boston Cliff Rd, Easton

Listing courtesy of Charis Realty Group. Contact:

Selling Office: Non Subscribing Office.

22349 Cooper Ln, Wittman
$225,000
2 Beds ⋅ 1 Baths
Charming farmhouse with approximately 1300 sq feet of living space on a large, picturesque lot. Perfect weekend retreat close to St. Michaels, investment property or full time residence. The second level has two bedrooms, walk-in closet, a cozy nook ideal for a home office and a recently fully renovated bathroom. First floor includes a front room suited for an office or additional full bathroom. Terrific rear deck for enjoying the outdoors. Priced below replacement cost. Large attic and shed. Not far from the community park and public boat ramp.

22349 Cooper Ln, Wittman

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

305 Port St, Easton
$220,000
2 Beds ⋅ 1 Baths
Motivated Seller! Price improvement! Constructed in 1948 this 2-bedroom, 1-bathroom brick bungalow has not been available on the market since 1989. This residence is ideally suited for first-time buyers as well as investors seeking a valuable addition to their portfolio. Situated on a substantial corner lot, the home includes a detached brick garage and storage shed. It boasts a convenient location, being a short distance from the community pool and within walking proximity to downtown Easton. The property has been well maintained over the years and is ready for immediate occupancy. Furthermore, the lot size presents the opportunity for the potential construction of an additional dwelling, enhancing its long-term value.

305 Port St, Easton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Coldwell Banker Realty.

29 Kensington Dr, Easton
$217,500
2 Beds ⋅ 3 Baths
NEW ROOF JUST INSTALLED MAY 2026! This charming and well maintained 2-bedroom, 2.5-bath rancher is located in the desirable Hyde Park 55+ community. Offering 1,887 square feet of one-level living, this home features a welcoming front porch that leads into a spacious living room. The open kitchen includes ample cabinet and counter space, a pantry, and a breakfast bar that overlooks the family room, perfect for everyday living and entertaining. A separate dining room provides additional space for gatherings, while the sought-after split floor plan offers two private bedroom suites. The primary suite boasts a walk-in closet and a full bath with a shower/tub combo and linen closet. The second suite features a large closet and its own full bath. A large sunroom overlooks the backyard and opens onto a rear deck leading to a patio. Additional highlights include a laundry room with a half bath off the 1-car garage, rear garage access to the backyard, and a shed with electric. The vibrant Hyde Park community offers fantastic amenities included with the ground rent, such as an outdoor pool, a clubhouse for social gatherings, fitness center, dog park, 9-hole disc golf course and shuffleboard courts. Property taxes, water, sewer, and trash services are all included, along with snow removal on paved streets and maintenance of common areas. Onsite office management provides added peace of mind. Don’t miss this opportunity to enjoy low-maintenance living in a welcoming, active adult community! Conveniently located just minutes from Easton’s shopping, dining, and entertainment options!

29 Kensington Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Real Broker, LLC - Chester.

313 N Aurora St, Easton
$205,000
Redevelopment opportunity. Unique zoning of CB district allows for residential or commercial uses - such as offices , retail, etc. Building on site is a tear down. Build a mixed use building, or duplex, office with apartment , and more. New "boundary" and elevations survey recently completed - willing to offer to buyer.

313 N Aurora St, Easton

Listing courtesy of Coldwell Banker Commercial CBH. Contact:

Selling Office: LPT Realty, LLC.

3859 Rumsey Dr, Trappe
$205,000
3 Beds ⋅ 2 Baths
Three bedroom, 2 bath Trappe rancher on a nicely landscaped lot with fenced back yard and one car garage. Electric baseboard with central A/C, hardwood floors, living room with fireplace, deck, 8 year old appliances, plantation shutters and 2 year old roof. Custom built by Seymour Builders. Lots of landscaping.

3859 Rumsey Dr, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

Black Dog Alley, Easton
$204,750
Quaint 2 +/- acre country lot in prime location close to downtown Easton. Perc has been approved for 3 bedrooms and was recently re-evaulated by the TCEHD.

Black Dog Alley, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Johnson & Associates Real Estate.

28 Clay St, Easton
$204,000
3 Beds ⋅ 1 Baths
CALLING ALL INVESTORS! This property in Easton is the one you have been waiting for! This one will not last! This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax.

28 Clay St, Easton

Listing courtesy of Tesla Realty Group, LLC. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

13 Sycamore Ave, Easton
$200,000
3 Beds ⋅ 1 Baths
Discover this charming 3-bedroom, 1-bathroom ranch-style home, nestled in a vibrant community that offers a perfect blend of convenience and comfort. Built in 1951, this detached residence features a cozy fireplace, ideal for creating warm memories. With 1,440 sq. ft. of living space, the home provides ample room for relaxation and entertaining. The neighborhood boasts excellent public services, ensuring a well-maintained environment. Nearby parks invite outdoor activities, while local schools are known for their commitment to education. Enjoy the ease of on-street and driveway parking, making daily commutes a breeze. This property is situated close to essential amenities, including shopping and dining options, enhancing your lifestyle. With a manageable lot size of 0.09 acres, you can enjoy outdoor space without the burden of extensive maintenance. Embrace the opportunity to make this home your own in a community that truly values connection and convenience.

13 Sycamore Ave, Easton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: LPT Realty, LLC.

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