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21530 Coopertown Rd, Tilghman
$265,000
3 Beds ⋅ 1 Baths
This charming Tilghman Island cottage was originally built in 1953 and thoughtfully renovated in 2020, including updated plumbing and electric. The home features durable luxury vinyl plank flooring throughout and the roof was replaced with 45-year architectural shingles for added peace of mind. The kitchen offers stainless steel appliances, space for a dining table and flows seamlessly into the spacious living room, ideal for everyday living and entertaining. The flexible floor plan includes 2–3 bedrooms and a full bath with a shower. The attic presents an opportunity for expansion, perfect for creating a loft or additional bedroom. Outside, enjoy a partially fenced backyard complete with a large shed equipped with electric, ideal for storage, hobbies or a workshop. Situated on scenic Tilghman Island, this property is just moments from marinas and public boat landings, providing easy access to the Chesapeake Bay and surrounding waterways for boating, fishing, and waterfront dining.

21530 Coopertown Rd, Tilghman

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

602 Hazelwood Dr, Easton
$265,000
3 Beds ⋅ 2 Baths
Welcome to 602 Hazelwood Drive. This ranch home offers single level convenience. The property features a functional layout with outdoor space and investment potential. This three-bedroom, two bath property sits on a cul-de-sac just minutes from Downtown Easton and Easton Marketplace Shopping Center. The private backyard features mature shade trees and two storage sheds. The screened porch extends the living space outdoors, while the sheds provide great storage solutions. The established trees create a peaceful setting with changing colors that enhance the property's appeal across the seasons. Located in a residential neighborhood with easy access to shopping and dining options, this property presents solid investment potential for those ready to customize and improve. The functional 3-bedroom configuration combined with outdoor space and proximity to retail conveniences make this an attractive opportunity for renovation-minded buyers seeking to build equity. This is a Fannie Mae HomePath property. Seller requires all offers be submitted on Homepath website

602 Hazelwood Dr, Easton

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

Selling Office: Benson & Mangold, LLC.

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.

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.

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.

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.

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.

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.

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.

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.

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