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28658 Hope Cir, Easton
$1,350,000
4 Beds ⋅ 5 Baths
Located in the desirable Cooke’s Hope community, this spacious home offers approximately 4,966 square feet of finished living space with 4 bedrooms and 4½ baths. Primary suites on both the first and second floors provide flexibility, while two additional bedrooms and a spacious landing complete the upper level. All four bedrooms feature private baths. Recently refinished hardwood floors and tile extend throughout the home. The kitchen, dining room, and living room flow together to create generous spaces for everyday living and entertaining. The kitchen features granite countertops, a center island, stainless steel appliances, abundant cabinetry, an adjoining pantry, and a wet bar. The living room includes a gas fireplace and opens to the rear screened porch. Upper and lower front porches give the home its distinctive presence, while the rear screened porch overlooks a private in-ground gunite pool with a waterfall feature. A spacious stone terrace, mature landscaping, a fully fenced backyard, and adjoining open space create a peaceful and private outdoor setting. Additional features include a main-level laundry room, an attached two-car garage with a finished storage or bonus room above, and a recently encapsulated crawlspace with French drains, sump pumps, and a dehumidifier. Cooke’s Hope amenities include a community dock, canoe storage and launch, walking and exercise trails, tennis and pickleball courts, a private community mailroom, and a fitness center. Convenient to downtown Easton while offering a quiet, established neighborhood setting. Effective August 2026, The Homeowners Association has approached those owners in Cooke’s Hope with property backing to open space along Hope Circle to offer additional lands in the form of a perpetual easement that may be purchased and used for additional private open space, yard, garden and the area may be fenced. Contact listing agent for additional information.

28658 Hope Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

8410 Bozman Neavitt Rd, Bozman
$1,289,000
4 Beds ⋅ 3 Baths

8410 Bozman Neavitt Rd, Bozman

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

25857 Royal Oak Rd, Royal Oak
$695,000
3 Beds ⋅ 3 Baths

25857 Royal Oak Rd, Royal Oak

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

6114 Sunset Ln, Tilghman
$939,900
3 Beds ⋅ 2 Baths
Tucked away beneath a canopy of mature trees, 6114 Sunset Lane feels like a storybook retreat along the shores of the Chesapeake Bay. A tree-lined, pebbled circular driveway welcomes you home, setting the tone for the quiet beauty and sense of escape found throughout this special waterfront property. Surrounded by nature and framed by peaceful water views, the home offers a slower, more intentional way of living. Begin your mornings with sunlight dancing across the bay, spend your afternoons enjoying the gentle rhythm of the water, and end each day beneath the soft colors of an Eastern Shore sunset. Inside, abundant natural light pours through the home, creating bright, inviting spaces that feel effortlessly connected to the surrounding landscape. The thoughtfully renovated three-bedroom, two-full-bathroom residence blends timeless character with elevated modern comfort. At the heart of the home is the beautifully renovated kitchen, where rich soapstone countertops bring natural warmth, depth, and understated sophistication to the space. Bathed in sunlight, the kitchen feels equally suited for quiet morning coffee, preparing meals with family, or gathering with friends after a day spent near the water. The renovated bathrooms continue the home’s refined design, offering calming, thoughtfully finished spaces that complement the serenity of the setting. A spacious two-car garage provides convenient parking and additional storage, while the circular driveway creates a graceful arrival with plenty of room to welcome guests. Beyond the home, the property’s lush surroundings offer an atmosphere that feels private, peaceful, and wonderfully removed from the noise of everyday life. Whether imagined as a full-time residence, a weekend escape, or a cherished gathering place for family and friends, 6114 Sunset Lane is more than a waterfront home, it is a place to exhale, reconnect with nature, and create lasting memories along the Chesapeake Bay.

6114 Sunset Ln, Tilghman

Listing courtesy of Compass. Contact:

28323 Ayres Sq, Easton
$865,000
2 Beds ⋅ 3 Baths
Built in 2020 by Covell Builders, this customized Monterey Legacy offers 2,600± sq. ft. of finished living space with an appealing combination of first-floor living, flexible guest space, and distinctive architectural detail in Easton Village. The home features 2 bedrooms, 3 full baths, a private study, spacious screened porch, and attached two-car rear/side-entry garage. The private first-floor study is currently staged as a third bedroom, illustrating the versatility of the floor plan. Set on a 0.145± acre lot, the property backs to trees, while a landscaped community common area directly across the street provides an attractive outlook from the front of the home. A traditional foyer introduces the main level, where hardwood floors, crown molding, chair rail, and paneled millwork extend through the principal living areas. The private study is positioned near the entry, while the kitchen occupies the center of the home with white cabinetry, granite countertops, a large center island with seating, stainless steel appliances, and gas cooking. An adjoining butler's pantry provides generous cabinetry and counter space, glass-front display cabinets, built-in wine storage, and an under-counter beverage refrigerator. The living room features a gas fireplace and opens through French doors to a 234± sq. ft. screened porch, creating a comfortable extension of the living space and a convenient connection to the garage. The spacious first-floor primary suite includes a walk-in closet and private bath with double vanity and oversized tiled walk-in shower with frameless glass enclosure. A dedicated laundry room with utility sink and interior access to the conditioned crawlspace add everyday convenience. Upstairs, the second bedroom and full bath are joined by a spacious family room/retreat with a gas fireplace. This flexible upper level provides plenty of room for guests, media, exercise, hobbies, or additional living space. Additional features include natural gas heat and hot water, central air, a 404± sq. ft. attached two-car garage, covered front porch, brick-paver walkway, and established landscaping. Easton Village offers an array of community amenities including a clubhouse, waterside pool, fitness facilities, recreation and nature trails, open space, fishing and crabbing piers, kayak launch and storage, and marina, all convenient to downtown Easton.

28323 Ayres Sq, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

28372 Canvasback Ln, Easton
$1,195,000
4 Beds ⋅ 3 Baths
Fabulous home in Oaklands, ideally located along the highly desirable Oxford Road corridor! Beautifully updated and designed for effortless entertaining, this four-bedroom Colonial offers light-filled interiors, hardwood floors, geothermal heating and cooling and exceptional indoor-outdoor living. The living room features a fireplace flanked by custom built-ins and a large bay window. A separate family room provides a more relaxed setting with exposed wood beams and raised-hearth brick fireplace. At the heart of the home, the renovated kitchen features an oversized island, abundant cabinetry, a gas range, generous storage and a dining area. Just beyond, the light-filled sunroom is a standout with a wet bar, beamed ceiling and custom built-ins making it an inviting space for gatherings throughout the year. Upstairs, the oversized primary suite includes an updated ensuite bath and expansive walk-in closet. The second bedroom features hardwood floors and its own sitting area, while two additional bedrooms and an updated full bath complete the second floor. Outside, the backyard is an entertainer’s dream, featuring a saltwater in-ground pool, outdoor kitchen, fire pit and an impressive 1,532 square feet of terraced patio space. Two sheds offer additional storage and versatility, while a separate pump house accommodates the pool equipment. An oversized attached two-car garage provides ample space for vehicles, storage and hobbies. A 26 kW whole-house generator provides added comfort and peace of mind. Residents of Oaklands also enjoy community water access and use of the community pier, completing this exceptional Oxford Road property. Please do not go down driveway without an appointment.

28372 Canvasback Ln, Easton

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

13980 Dulin Rd, Queen Anne
$429,900
3 Beds ⋅ 3 Baths
You've got to come see this!! A private wooded front, this property is perfectly suited for those traveling East or West, this brick ranch has it all! Renovated in 2016, a large brick wood-burning fireplace adds to the ambiance of the rich oak floors, new kitchen & main bath, partially renovated basement perfect for entertaining of all ages. Generous sized rooms, freshly painted throughout, two sprawling acre yard and oversized one-car garage just continue to add comfort to this home. For your outdoor entertaining, you will surely enjoy the new concrete patio with fenced enclosure to keep the animals & children close by. A great home & property for the value!

13980 Dulin Rd, Queen Anne

Listing courtesy of Blue Heron Realty, Inc.. Contact:

28082 Oaklands Cir, Easton
$2,249,500
3 Beds ⋅ 2 Baths
Exceptionally rare waterfront property located in the highly sought-after Oaklands neighborhood of Easton, Maryland, in the heart of the Chesapeake Bay region. Perfectly situated just minutes from charming downtown Easton and historic Oxford, you’ll enjoy easy access to renowned restaurants, boutique shopping, marinas, and all the beauty the Eastern Shore has to enjoy whatever the season. This beautiful one-story brick ranch home features an expansive open floor plan designed to capture breathtaking water views from nearly every room. With so much to offer it can easily be a full-time residence, retirement retreat, family home, or luxurious summer retreat - don't let this one get away. Floor-to-ceiling windows span the rear of the home, filling the great room with natural light and showcasing the peaceful beauty of private LeGates Cove off the Tred Avon River. As if the view isn't enough the property is further updated with new carpet in the great room, new paint throughout most rooms, new Rinnai tankless water heater, new BOSCH 20seer HVAC system, new kitchen hardware, a Subzero fridge, Wolf oven and cooktop, lighted cabinets, buried 500 gal propane tank, whole house generator and surveillance system, Wi-Fi mesh / terrapin alarm, vapor barrier and floor joist insulation. The home offers a split bedroom plan with two oversized bedrooms that share a bath off the main entrance and a Primary bedroom ensuite featuring a full bath with soaking tub, separate shower, and additional closet space. 2 car garage with fixed stairs to storage above, paved driveway, and privacy trees. There's a dedicated office, laundry room, spacious kitchen, living room, and an oversized great room with brand new carpet all overlooking the water — ideal for entertaining family and friends or simply relaxing and enjoying the serene surroundings. Whether your passion is sailing, boating, fishing, or quiet waterfront living, this property offers it all. With approximately 220 feet of bulk headed / rip-rapped water frontage, 100’ dock with 10x30’ “L”, boat lift, floating dock, water and sink area, the private waterfront is perfectly suited for larger boats to kayaks. **Property has had a home inspection and minor electrical work was completed. Now professionally staged to show usable options within the main living areas.

28082 Oaklands Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

729 Elwood Ave, Easton
$539,000
4 Beds ⋅ 2 Baths
Beautifully renovated 4-bedroom, 2-full-bath brick rancher in Easton! This move-in-ready home features a spacious, open-concept layout with plenty of room to spread out, including an additional oversized family room. The updated kitchen showcases white cabinetry, granite countertops, stainless steel appliances, tile backsplash, and a large center island. Enjoy a cozy fireplace with built-in shelving, recessed lighting, and beautiful natural wood details throughout. The spacious primary suite features a wood-plank ceiling, built-in cabinetry, and a renovated bath with a custom-tiled walk-in shower. Complete with a brand-new roof, this turnkey home offers the perfect combination of space, character, and modern updates—ready for its next owner!

729 Elwood Ave, Easton

Listing courtesy of Taylor Properties. Contact:

8485 Tilghman Island Rd, Wittman
$255,000
3 Beds ⋅ 1 Baths

8485 Tilghman Island Rd, Wittman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

13404 Cannery Rd, Queen Anne
$99,000
3 Beds ⋅ 1 Baths

13404 Cannery Rd, Queen Anne

Listing courtesy of Allfirst Realty, Inc.. Contact:

28751 Emanuel St, Easton
$1,295,000
3 Beds ⋅ 4 Baths
Beautifully maintained 3–4 bedroom home set on lovely park-like grounds in the sought after community of Cooke’s Hope. From the welcoming foyer, the home opens to formal living and dining rooms, followed by an inviting great room with cathedral ceiling, fireplace and wet bar. The spacious kitchen offers an abundance of cabinetry, stainless steel appliances, breakfast bar and a cozy breakfast nook overlooking the beautifully landscaped rear yard. Hardwood floors, crown molding and recessed lighting add warmth and character throughout. The first floor primary suite offers a walk-in closet and spacious bath with separate soaking tub. Upstairs, two additional ensuite bedrooms along with a separate office and family/bonus room with a private balcony. Tons of attic storage. Outdoor living is easy here, with a screened and wraparound porch overlooking the mature landscaping and private rear yard with gazebo. Cooke’s Hope offers an exceptional array of amenities, including scenic walking trails, ponds, tennis and pickleball courts, fitness room, community gathering spaces and a waterfront dock with slips and kayak storage. It is a community that offers both an active lifestyle and a sense of space and privacy. A special property in a highly desirable setting, offering one level living with plenty of additional space for family, guests and hobbies.Close to downtown Historic Easton, YMCA, shopping, museums and grocery stores. Please note: Sellers require a mid-April 2027 settlement. A rent-back agreement will be required if an earlier settlement is requested.

28751 Emanuel St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

8095 N Fork Blvd, Easton
$749,990
4 Beds ⋅ 4 Baths
Nestled in the charming Easton Village, this exquisite Craftsman-style residence offers a perfect blend of luxury and comfort, ideal for those seeking a lifestyle close to shops, restaurants and the water. With 4 spacious bedrooms and 3.5 baths inclusive of a primary suite on the main level, this home spans an impressive 4,000+ square feet, providing ample space for relaxation and entertainment. Enter from the front porch to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home features a kitchen equipped with stainless steel appliances, including a built-in microwave, range, and dishwasher, complemented by a generous island perfect for casual dining. The formal living room and formal dining room are perfect for gatherings, while the family room with two-story ceiling off the kitchen is bathed in natural light with a gas fireplace for cozy evenings at home. Retreat to the luxurious master suite, where a walk-in dual shower awaits, providing a spa-like experience right at home. Three walk-in closets provide ample storage in the primary bedroom along with a private porch for morning coffee. Upstairs, three additional large bedrooms with a hall bath and jack-and-jill bath between two of the bedrooms await in addition to an open loft area overlooking the living room and pull-down attic storage. The attached rear-entry two car garage provides convenience and ample storage, while the driveway ensures easy access for guests. Previously a model home for Easton Village, the garage was a finished showroom complete with ductless heating and cooling. The exterior of the property is equally impressive, featuring extensive hardscaping that enhances the outdoor living experience. Enjoy evenings under the stars in the hot tub or host gatherings on the spacious patio, surrounded by beautifully maintained landscaping. The community amenities elevate the lifestyle further, with access to a fitness center, outdoor pool with a water view, and scenic jog/walk paths, all designed to promote an active and social lifestyle. For those who appreciate the beauty of nature, the property is just moments away from the serene Tred Avon River, offering opportunities for leisurely strolls along the water's edge as well as a community dock on the River. This home is not just a residence; it's a lifestyle choice that embodies luxury, comfort, and community. Experience the perfect blend of modern living and timeless charm in this stunning Easton Village gem.

8095 N Fork Blvd, Easton

Listing courtesy of Douglas Elliman of Metro DC, LLC. Contact:

29202 Corbin Pkwy, Easton
$425,000
3 Beds ⋅ 3 Baths
Woods at Stoney Ridge. This beautifully maintained home features 1st floor great room with woodburning fireplace, open kitchen with stainless appliances and silestone countertops and eat-in area, dining room or sitting room off foyer, office with custom built shelving and desk unit and powder room. 2nd floor features a spacious primary suite, 2 guest bedrooms and bath. Improvements include a new roof (2018), HVAC (2021), hot water heater (2026), 2 Infinity fiberglass casement Marvin windows with transoms in great room, sliding french door leading to 16x16 deck and private fenced backyard. Other fine features include built-ins in sitting area, custom mantel on fireplace, crown moldings, wood flooring, encapsulated crawl space with heavy duty cast iron sump pump. This home is in move-in condition.

29202 Corbin Pkwy, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

6920 Travelers Rest Cir, Easton
$9,950,000
4 Beds ⋅ 6 Baths
Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon.

6920 Travelers Rest Cir, Easton

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

7871 Avon Ct, Easton
$1,695,000
3 Beds ⋅ 3 Baths
Refined waterfront offering on Maryland’s Eastern Shore, 7871 Avon Court has been completely transformed into a sophisticated modern farmhouse blending timeless design and convenience. Thoughtfully renovated to a like-new standard, the residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths and a private office/flex space. Dramatic vaulted living spaces, wide-plank flooring, custom finishes and a beautifully reimagined kitchen create interiors that feel both elevated and inviting. Expansive windows frame views of the Tred Avon River from nearly every room, seamlessly connecting the home to its exceptional waterfront setting. Set on a high-bank waterfront site with approximately 360± feet of shoreline and 3± feet MLW, the property is ideally suited for boating, kayaking, paddleboarding and waterfront entertaining. Private pier, sandy beach, mature trees and expansive lawn create a rare park-like setting just minutes from downtown Easton and within easy reach of Washington, Northern Virginia, Philadelphia and surrounding Mid-Atlantic destinations. A compelling waterfront retreat offering privacy, style and effortless Eastern Shore living. Room for pool subject approvals.

7871 Avon Ct, Easton

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

241 Brookwood Ave, Easton
$350,000
3 Beds ⋅ 2 Baths
Solid brick 3-bedroom, 2-bath rancher situated on a quiet street just behind the hospital. This well-maintained home features a newer roof, soffits, and gutters, along with a vapor barrier, energy-efficient windows, and sliding door. The updated kitchen includes stainless steel appliances. Enjoy a gravel driveway plus convenient street parking. Ideally located close to the hospital and just minutes from downtown restaurants, shops, and amenities.

241 Brookwood Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

7963 Pond Haven Ct, Saint Michaels
$630,000
3 Beds ⋅ 3 Baths
BIG REDUCTION -GREAT VALUE DO NOT MISS OUT ! Charming Coastal Retreat with Endless Potential in Backcreek LandingWelcome to this beautiful two-story home in the highly sought-after Backcreek Landing neighborhood, just minutes from historic St. Michaels. Blending coastal elegance with incredible value, this property features a brand-new roof with lifetime shingles and is attractively priced, leaving you budget flexibility to update the bathrooms to your taste. From the front porch, you can enjoy serene views of the pond right across the street and step directly onto the neighborhood walking trail.The main level offers a private front office, a formal dining room, and a grand living room with dramatic cathedral ceilings and French doors leading to a spacious deck. The casual dining area opens through separate French doors to a wonderful screened porch, creating a seamless flow for indoor-outdoor living. Your main-floor primary suite serves as a private sanctuary, complete with tray ceilings, a walk-in closet, and serene views of a backyard framed by mature crepe myrtles. Upstairs, you will find a massive bonus room equipped with a water hookup, two bright guest bedrooms, a shared full bath, and a large walk-in attic. Complete with a two-car garage, this home is the perfect Maryland Eastern Shore getaway.

7963 Pond Haven Ct, Saint Michaels

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

33 Mount Pleasant, Easton
$385,000
3 Beds ⋅ 2 Baths
Back Active! LOCATION, LOCATION, LOCATION! Welcome to easy, one-level living in the heart of Downtown Easton! This charming 3-bedroom, 1.5-bath home offers the perfect combination of convenience, comfort, and privacy. Tucked away on a spacious lot, the home features a large, fully fenced backyard — perfect for relaxing, entertaining, gardening, or simply enjoying your own private outdoor retreat. A large brick patio provides an inviting space for summer gatherings and morning coffee. Inside, you’ll find beautiful plantation shutters throughout, a warm and soothing color palette, and laminate flooring throughout for a clean, cohesive look. The gourmet kitchen is ready for the home chef and features stainless steel appliances and plenty of workspace. And for added convenience, there’s off-street parking plus a garage — a rare bonus in this desirable downtown location! ✨ 3 Bedrooms | 1.5 Baths | One-Level Living | Fenced Yard | Brick Patio | Garage | Downtown Easton Close to everything Easton has to offer — shops, restaurants, galleries, entertainment, and more — while still providing a tucked-away feel and wonderful outdoor privacy.

33 Mount Pleasant, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

6253 Middle Point Rd, Neavitt
$559,000
4 Beds ⋅ 3 Baths
A myriad of possibilities come with this unique property. Two homes for the price of one. The main house offers three bedrooms with two full baths plus an attached in-laws/au-pair with two bedrooms, family room with brick hearth fireplace, one full bath, kitchen and sunroom. The main house has gleaming wood floors, kitchen with breakfast area, formal dining and living room with fireplace. Spacious primary suite with walk-in closet. The third floor is great for a workroom, studio, crafting and kids playroom. Situated on 2.1 +/_ acres with a detached 4-car garage and storage shed in a quiet country setting and just minutes to a Talbot County boat ramp.

6253 Middle Point Rd, Neavitt

Listing courtesy of Benson & Mangold, LLC. Contact:

9681 Macks Ln, Mcdaniel
$75,000
2 Beds ⋅ 1 Baths
Opportunity awaits at 9681 Macks Lane in McDaniel, MD. This single-story residential property sits on approximately 0.46 acres and offers approximately 920 square feet of living space, plus an enclosed porch of approximately 132 square feet. Built in 1963, the property features one full bathroom, public water, and private/community sewer. The existing home is in poor condition and is being sold strictly AS-IS. Please DO NOT ENTER the home. The property offers an opportunity for a buyer to bring their vision to the property. Buyer to conduct their own due diligence regarding condition, use, zoning, utilities, and potential improvements.

9681 Macks Ln, Mcdaniel

Listing courtesy of Keller Williams Realty. Contact:

5935 Bay Acres Dr, Trappe
$470,000
3 Beds ⋅ 3 Baths
Tucked away among the farmland of Talbot County, this charming Cape Cod offers a peaceful Eastern Shore setting while still being conveniently located just outside of Easton. Set on more than two acres with mature trees, established gardens, nearby ponds, and quiet winding roads, the property offers privacy and plenty of room to enjoy the outdoors. Inside, the home features three bedrooms, two full baths, and a flexible floor plan. The main level includes a living room, separate dining room, spacious kitchen with an oversized island, and a first-floor primary suite with private bath. A dedicated laundry room with half bath adds convenience, while a separate space just off the garage entry makes an ideal drop zone, mudroom, or additional storage area. Upstairs are two additional bedrooms, a full bath, and an open bonus area perfect for a playroom, home office, or second living space. Outside, established flowers gardens, Black-eyed Susans, berry bushes, and mature trees create a gardener's dream with plenty of space to make your own. Enjoy the privacy of country living with the shops, restaurants, and conveniences of Easton just a short drive away. Professional photos coming soon!

5935 Bay Acres Dr, Trappe

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

4070 Hennisee Ln, Trappe
$249,990
2 Beds ⋅ 1 Baths
This charming 2-bedroom bungalow, remodeled kitchen with granite counters, large island, new floors throughout, appliances, hot water heater & HVAC. All major units have been replaced. Home offers a unique blend of classic character and modern convenience. With 1,014 sq. ft. of thoughtfully designed space. Enjoy the convenience of main floor laundry hookups, enhancing everyday living. The detached structure sits on a generous 0.17-acre lot, providing ample outdoor space for relaxation or gardening. Parking is hassle-free with a dedicated driveway. This property is perfect for those seeking a cozy home with potential for customization. Experience the charm of a historic bungalow. Don't miss the opportunity to make this your own!

4070 Hennisee Ln, Trappe

Listing courtesy of Keller Williams Realty. Contact:

14013 Old Wye Mills Rd, Wye Mills
$369,000
4 Beds ⋅ 2 Baths
Charming Cape Cod home, built in 1986, offers a perfect blend of comfort and community. With 1,950 sq. ft. of living space, it features 4 spacious bedrooms and 2 full bathrooms, ideal for gatherings or quiet evenings. Large 4 season room located off kitchen/dining area. Nestled on a generous 0.46-acre lot, the property boasts a detached garage with ample storage, perfect for hobbies or outdoor gear. Enjoy the convenience of main-floor laundry, enhancing your daily routine. Located in a welcoming neighborhood, residents benefit from nearby parks, excellent schools, and vibrant community events. The area is known for its friendly atmosphere and easy access to public services, ensuring a fulfilling lifestyle. Embrace the warmth of this home and the joys of community living, where every day feels like a retreat.

14013 Old Wye Mills Rd, Wye Mills

Listing courtesy of Keller Williams Realty. Contact:

313 Linden Ave, Easton
$299,000
3 Beds ⋅ 2 Baths
This charming Colonial is ideally located in downtown Easton, just off the Rails to Trails, only a block from Idlewild Park and conveniently located between both of Easton's YMCA facilities. Inside, the welcoming first floor offers a spacious living room with French doors opening to a cozy den that could also serve as a home office, playroom or quiet retreat. The kitchen flows into a large dining area with French doors leading to a bright sunroom overlooking the fenced rear yard. A spacious laundry/mudroom and updated half bath complete the first floor. Upstairs, three comfortable bedrooms share an updated full bath. Original hardwood floors flow throughout most of the home, adding character to the inviting interior. A large walk-up attic provides abundant storage space for seasonal items. The fenced backyard offers a brick patio for outdoor entertaining, a separate fire pit area ready to be brought back to life and a storage shed. Beyond the rear fence, a private alley presents the opportunity to create off-street parking, an added bonus in town. The roof was replaced in 2017. With its convenient location, flexible living spaces and inviting outdoor areas, this charming Easton home offers the best of in-town living with close proximity to parks, trails, dining, boutique shops and everyday amenities just moments away.

313 Linden Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

1002 Wades Farm Ln, Mcdaniel
$2,995,000
6 Beds ⋅ 7 Baths
With huge sunset views across Eastern Bay, this stylishly-updated property is the perfect retreat! The main house with three en-suite bedrooms overlooks a large waterside deck, saltwater pool and screened pool house. A wisteria-covered pergola leads the the 1920's two-bedroom guest house with wrap-around porch at the water's edge. The one-bedroom carriage house completes the compound. Great elevation, substantial dock with 4' MLW and heavy-duty rip rap, newer septic. And all just five miles from historic St. Michaels.

1002 Wades Farm Ln, Mcdaniel

Listing courtesy of Benson & Mangold, LLC. Contact:

28161 Harleigh Ln, Oxford
$3,495,000
4 Beds ⋅ 5 Baths
Located at the end of a private, gated, park-like lane, mid-way between Easton and Oxford: This gracious home is situated on one of the premier sites in Talbot County, MD...2.3-acre point of land, providing Westerly (SUNSET) views looking directly down Trippe Creek toward the Tred Avon River. The tastefully updated brick home provides exceptional water views from most rooms, especially from the living room, dining room and brick-floored glassed "River Room." The floor plan (see downstairs and upstairs plans in the attached photos) features 2-bedrooms down stairs (including a "Primary" Bedroom) and 2 bedrooms upstairs (Including another "Primary" - take your pick!). A total of four large bedrooms, four bathrooms and one half-bath. Lots of living and entertaining spaces downstairs, including a spacious living room, family room, library and River Room. Recent updates include a new BAT septic system; encapsulated crawl space; refinished wood floors throughout; fresh paint inside and out; new kitchen countertops; new kitchen appliances; updated bathrooms and more. This is a true "turn-key" home. For boating, there is a substantial private pier (6' x 135') which provides 6+ ft of depth at low tide (MLW). By boat, the town of Oxford and the open waters of the Choptank River are just a short, scenic 5-mile boat ride downstream. By car, this prime location is conveniently located approx. 5-miles to Easton or 5-miles to Oxford. The Talbot Country Club is less than 2-miles away. A new survey confirms there is room to install a swimming pool. There is a perfect future pool site, providing views of the dock and Trippe Creek.

28161 Harleigh Ln, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

23820 Mount Pleasant Lndg, Saint Michaels
$2,800,000
4 Beds ⋅ 3 Baths
FALL IN LOVE WITH LIFE IN ST. MICHAELS! As summer fades, the Eastern Shore becomes even more captivating. Just one mile from vibrant downtown St. Michaels, this meticulously renovated waterfront residence offers easy access to seasonal festivals, exceptional dining, charming boutiques and year-round waterfront activities. Designed for effortless one-level living, the home combines thoughtful design and relaxed comfort in a resort-like setting. Its westerly orientation provides expansive water views, spectacular sunsets and abundant wildlife. Offered completely turnkey—furnishings, linens, fully equipped kitchen and everything shown in the photographs convey. Additional features include a saltwater pool, pool house, three-car garage and a separate, fenced “tiny house” for the dogs!

23820 Mount Pleasant Lndg, Saint Michaels

Listing courtesy of Engel & Volkers Annapolis. Contact:

29812 Dustin Ave, Easton
$480,000
3 Beds ⋅ 3 Baths
Welcome to this beautifully maintained McDaniel model in Easton Club East, a sought-after 55+ active adult community in Easton. Offering 3 bedrooms and 2.5 baths, this spacious home features a well-designed floor plan with a first-floor primary suite, generous living spaces, and an attached two-car rear-entry garage. A welcoming foyer opens to the formal dining room and leads into the great room, where vaulted ceilings create a bright and open feel. Just beyond, the sunroom offers additional living space with abundant natural light. The kitchen features rich cherry cabinetry, granite countertops, ceramic tile flooring, double wall ovens, an electric cooktop, and a comfortable breakfast area. The first-floor primary suite includes a walk-in closet and private bath with a soaking tub and separate walk-in shower. Two additional bedrooms and a full bath provide comfortable space for guests. Additional features include an irrigation system and intercom system. Easton Club East offers an impressive array of community amenities centered around its 11,000-square-foot clubhouse, with a fitness center, ballroom, library, billiards and game spaces, card room, and arts and crafts room. Outdoor amenities include a swimming pool, tennis and pickleball courts, bocce courts, recreational paths, pocket parks, and scenic ponds. Lawn care and snow removal are also provided by the community association, making it easy to enjoy a low-maintenance lifestyle close to the shopping, dining, cultural attractions, and conveniences of Easton. (More photos coming by Friday!)

29812 Dustin Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

104 Stewart Ave, Oxford
$895,000
3 Beds ⋅ 3 Baths
Oxford. One owner 2,858 sq. ft home, built in 2006 is just off the Strand only a block from the Tred Avon River. Features living room and dining rooms, den, family room with woodburning fireplace off open kitchen with island and granite countertops, powder room. Second floor offers 3 spacious bedrooms including a primary suite with walk-in closet and 2 guest bedrooms and guest bath. Exterior offers 2 balconies/porches with River views, HardiPlank siding, paver driveway and more on a .18 acre lot. Hardwood flooring throughout most of the home (except 2 guest bedrooms) and 2 energy efficient heat pumps. Located in the Oxford’s historic district. This home preserves the historic character while offering a modern floor plan with 9’ ceilings and modern upgrades. Home is ready for immediate occupancy.

104 Stewart Ave, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact:

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