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$814,990
4 Beds 5 Baths
The Brentwood: True Executive-Style Luxury on the Eastern Shore ​Experience unparalleled scale and sophisticated design in the Brentwood, a magnificent 3,736-square-foot executive residence designed for modern luxury living. Set within a premier community featuring expansive, large home sites, this estate offers a rare and highly coveted feature for the Eastern Shore: a massive, full unfinished basement providing endless potential for future customization, a home gym, or unparalleled storage. ​The architectural design prioritizes ultimate privacy and comfort, boasting spacious bedrooms, each complete with its own private, dedicated en-suite bath. The crowning jewel of the home is the sprawling Owner’s Suite—a private sanctuary featuring an exclusive owner's sitting room, a massive walk-in closet, and a specialized wardrobe storage area designed for the ultimate organizer.Designed to blend grand indoor living with the coastal lifestyle, the Brentwood offers flexible structural options, including a sun-drenched morning room or a spacious three-car garage. Step outside to create your own private outdoor oasis on a generous home site, all while being just minutes from the scenic river for premier boating, kayaking, and outdoor water activities. The Brentwood isn’t just a home; it’s an elevated lifestyle. ​Feature & Highlight Lists ​🌟 Executive Structural Highlights ​Massive Footprint: 3,736 sq. ft. of expertly designed, wide-open living space. ​The Eastern Shore Unicorn: Rare, full unfinished basement offering incredible structural storage or future finished square footage. ​Ultimate Family/Guest Privacy: Every single bedroom features its own private, dedicated en-suite bathroom. ​Flexible Footprint: Customization options to add a bright, open morning room or expand to a 3-car garage. The Owner’s Retreat ​Private Sitting Room: A dedicated relaxation space tucked inside the primary suite. ​Expansive Walk-In Closet: A massive, boutique-style layout with a dedicated wardrobe storage area. ​🌊 Community & Lifestyle ​Large Home Sites: Generous lot sizes with ample room to engineer a custom outdoor oasis (pool, outdoor kitchen, or extensive hardscaping). ​Scenic River Access: Located just minutes from the river, offering instant access to boating, paddleboarding, and coastal outdoor recreation. The Owner’s Retreat ​Private Sitting Room: A dedicated relaxation space tucked inside the primary suite. ​Expansive Walk-In Closet: A massive, boutique-style layout with a dedicated wardrobe storage area. ​🌊 Community & Lifestyle ​Large Home Sites: Generous lot sizes with ample room to engineer a custom outdoor oasis (pool, outdoor kitchen, or extensive hardscaping). ​Scenic River Access: Located just minutes from the scenic Wye river, offering instant access to boating, paddleboarding, and coastal outdoor recreation. "Limited time" Up to $20,000 closing cost assistance if buyer uses a Koch Homes preferred lender and tile company. Talbot County maintains the communities shared treatment facility.. The other fee listed reflects the public works facility fee (sewer fee)for ongoing operation, maintenance, administration and engineering.

0000 Rustling Oaks Dr, Wye Mills

Listing courtesy of Koch Realty, Inc.. Contact: 410-320-6422

$1,795,000
3 Beds 2 Baths
A wonderful opportunity to purchase an amazing one story waterfront home on an expansive 2.5 acre lot with western exposure on Broad Creek. Many upgrades have been done to make this a special home to enjoy your life of relaxation and pure enjoyment on the Eastern Shore of Maryland! Mount Pleasant is a very sought after St Michaels neighborhood with close proximity to the downtown historic area of great restaurants, museums and boutiques but no town taxes! You will love the upgraded gourmet kitchen with granite countertops, large center island, soft close cabinetry, broad water views with Samsung stainless steel appliances where you can make your favorite dishes to enjoy. Besides the kitchen, the large Sunroom is my other favorite room of the home with large windows on three sides for panoramic water views to enjoy nature, sunsets and waterfowl along with great access to the wrap around waterside deck through sliding glass doors. I think you will agree when you see it! You will find a bonus of lovely hardwood floors throughout the home and 2 full upgraded bathrooms as well as a double sided wood burning fireplace for the cooler nights on the Shore and we all know that last winter was colder than most so it was very much enjoyed! The property includes a heated workshop for hobbies as well as 2 other sheds for extra storage should you need it but also a screened waterside Gazebo for entertainment, wraparound deck, partially covered front porch and a deeded private dock on Broad Creek with 3+ MLW with multiple slips, a boat lift and a great place to catch some fresh crabs for dinner! What are you waiting for? This could be the one you have been waiting to come on the market!

23776 Mount Pleasant Landing, Saint Michaels

Listing courtesy of Shore Living Real Estate. Contact: 4102515291

$599,900
3 Beds 3 Baths
Nestled on 2± acres, this inviting property offers a peaceful setting surrounded by mature trees that provide shade and natural beauty throughout the seasons. A circular driveway creates a welcoming approach and allows for easy access to the home and detached two-car garage, which also offers excellent potential as a workshop, studio, or hobby space. Inside, hardwood flooring extends throughout the home, adding warmth and timeless appeal. The living room is filled with natural light from a charming bay window, while the screened porch provides the perfect place to relax and enjoy the tranquil surroundings. Conveniently accessed from both the dining room and family room, the porch creates a seamless connection between indoor and outdoor living spaces. The primary suite serves as a private retreat, featuring a cathedral ceiling that enhances the sense of space along with a well-appointed en-suite bath. Two additional bedrooms each offer their own en-suite bathrooms, providing exceptional comfort and privacy for family members and guests alike. Combining spacious grounds, mature landscaping, and thoughtfully designed living spaces, this Oxford property offers the perfect blend of comfort, character, and Eastern Shore charm.

4794 Sailors Ln, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$549,999
2 Beds 1 Baths
Priced to sell! The perfect weekend getaway does exist—and it's more attainable than you might think. Escape the city and discover the charm of St. Michaels, one of the Eastern Shore's most beloved waterfront towns. Known for its picturesque streets, waterfront dining, boutique shopping, wineries, marinas, and laid-back coastal lifestyle, St. Michaels offers the perfect place to relax, recharge, and enjoy a slower pace of life. Welcome to 204 E Marengo Street—an affordable opportunity to own a move-in ready home just outside of the Historic District and approximately 1.5 blocks from water access, including a marina and public boat ramp. Whether you're looking for a weekend retreat, second home, or a place to enjoy extended stays on the Shore, this charming cottage offers the ideal blend of comfort, convenience, and location. Inside, you'll find bright, inviting living spaces, easy main-level living, an updated bathroom, modern HVAC, and numerous recent improvements. Major updates include a new roof (2024), upgraded crawl space with French drain, insulation, and vapor barrier (2025), updated plumbing (2025), Thompson Creek windows, HVAC and water heater (2018), plus updated appliances and plantation shutters—allowing you to move in and start enjoying the St. Michaels lifestyle immediately. Outside, your private backyard oasis awaits. Enjoy summer days by the in-ground pool, entertain at the beach-inspired outdoor bar with cable TV, or unwind after a day on the water. The detached garage with electric provides additional storage, workspace, or future possibilities. Unlike many properties in town, this home is located outside the Historic District, offering greater flexibility for future updates and improvements without Historic District oversight. Leave the traffic and stress behind and spend your weekends where others vacation. Walk to restaurants, coffee shops, boutiques, museums, waterfront parks, and marinas while enjoying one of the Eastern Shore's most sought-after destinations.

204 E Marengo St, Saint Michaels

Listing courtesy of Compass. Contact: (410) 429-7425

$489,000
3 Beds 3 Baths
Beautiful end-unit townhome in desirable Easton Club, offering a rare combination of natural light, flexible living space, and sweeping, peaceful nature views. Thoughtfully positioned on one of the larger lots among the original Easton Club townhomes, this home features added side windows that bring in wonderful natural light while capturing the surrounding nature views. The main level offers an inviting living room with solid wood flooring, crown molding, higher baseboards, and a gas fireplace with marble hearth and mantel. An arched opening leads to the formal dining room, creating a gracious flow for everyday living and entertaining. The kitchen features white cabinetry, composite countertops, tile backsplash, tile flooring, newer appliances, and recently installed LED under-cabinet lighting. A spacious first-floor family room provides excellent flexibility and could also serve as a main-level primary bedroom suite, with a full bath and closet for added convenience. Upstairs, the large primary bedroom with sitting area features a walk-in closet, updated walk-in shower, and access to a private balcony with newer polymer membrane, privacy screen, posts, and railings. A second upstairs bedroom and additional full bath complete the upper level. Outdoor spaces include a rear patio overlooking a peaceful lawn, mature trees, and open green space, plus a private balcony for relaxing above it all. Additional conveniences and updates include an attached one-car garage, a newer roof with GAF Silver Pledge warranty, newer gutters and downspouts, newer furnace, newer washer and dryer, recently installed wool stair runner, and an encapsulated crawlspace with dehumidifier. Charming garden accents, including the front yard armillary and backyard concrete bird bath, convey with the home. Enjoy the ease of Easton Club living, where tree-lined surroundings, open green space, panoramic view of expansive open land, and neighborhood amenities create a quiet and convenient setting. The community offers a pool, tennis and pickleball courts, sidewalks, and easy access to downtown Easton, Oxford, shops, dining, and waterfront recreation. With its desirable end-unit location, versatile floor plan, beautiful natural light, and scenic setting, this home is a special opportunity in one of Easton’s established communities. Schedule your private showing today.

28542 Congressional Ct, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$480,000
3 Beds 3 Baths
Located in the sought-after Easton Club East community and not restricted to 55+, this well-maintained home offers 3 bedrooms, 3 full baths, and a flexible layout designed for comfortable everyday living. Recent updates include fresh interior paint, new carpet, a new roof (2025), and a new HVAC system (2022). The main-level primary suite features a custom walk-in closet and private bath, while a second main-level bedroom and full bath provide additional convenience. Upstairs, you’ll find a third bedroom, full bath, and generous loft space ideal for guests, hobbies, or a home office. The updated kitchen offers granite countertops and opens to the breakfast area and living spaces, creating an easy flow for entertaining and daily life. A large screened porch overlooks the oversized corner lot and provides a peaceful setting to enjoy the outdoors. Additional features include a two-car garage and ample storage. Residents of Easton Club East enjoy convenient access to downtown Easton, shopping, restaurants, golf courses, and medical facilities. If you’re looking for a move-in ready home with major updates and a versatile floor plan, this property is ready to welcome its next owners.

7449 Kevin Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$2,750,000
4 Beds 3 Baths
This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Approximately 42± acres are currently leased to a local farmer, preserving scenic views and agricultural tax advantages. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

7543 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$370,000
3 Beds 3 Baths
Welcome to 408 Crowberry Circle, where convenience, comfort, and exceptional value come together in one of Easton's most desirable communities. Offering nearly 1,900 square feet of living space, this beautifully maintained end-unit townhome delivers outstanding value with the space and features today's buyers are searching for. Featuring 3 bedrooms, 2.5 bathrooms, a two-car garage, and a versatile bonus room that offers potential for a fourth bedroom, home office, gym, playroom, or guest space, this home provides flexibility for a variety of lifestyles. Inside, you'll find an open and inviting floor plan with luxury vinyl plank flooring throughout the main living areas, creating a warm and cohesive feel. The spacious kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, abundant cabinetry, a large center island, and direct access to the rear deck. Whether you're hosting family and friends, grilling on summer evenings, or enjoying your morning coffee, the deck provides the perfect extension of your living space while overlooking the added benefit of a side yard unique to this end-unit location. Upstairs, the spacious primary suite offers a large walk-in closet and an upgraded en-suite bathroom featuring a beautifully tiled walk-in shower, creating a private retreat at the end of the day. As an end unit, the home benefits from additional windows, abundant natural light, and more outdoor space than many neighboring properties. The two-car garage offers plenty of room for parking, storage, and recreational gear. Location is one of this home's greatest assets. Situated directly across from the community playground and mailboxes, everyday conveniences are just steps away. You'll also enjoy being minutes from historic downtown Easton, where locally owned restaurants, coffee shops, boutiques, galleries, parks, and year-round events create the vibrant Eastern Shore lifestyle residents love. With easy access to shopping, healthcare, schools, and commuter routes, this location offers the perfect balance of convenience and community. Combining low-maintenance living, modern finishes, flexible space, and an unbeatable location, 408 Crowberry Circle presents an exceptional opportunity to enjoy all that Easton has to offer.

408 Crowberry Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$2,750,000
4 Beds 3 Baths
This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan designed to capture panoramic water views. The spacious kitchen includes quartz countertops, stainless steel appliances, a large center island, beverage bar and dining area. A dramatic waterside family room showcases cathedral ceilings, exposed beam, skylights, a gas fireplace and floor-to-ceiling windows overlooking the creek and surrounding farmland. This stunning home further features a separate living room, waterfront primary suite, three additional bedrooms, a waterside office, an attached oversized two-car garage and so much more. Outdoor amenities include a waterside patio, in-ground waterside pool with extensive hardscaping and a private dock with electric and boat lift providing access to the Chesapeake Bay and its surrounding tributaries. A separate 2,700± sqft guest house with 3-4 bedrooms and 2.5 baths offers flexible accommodations for family, guests or short/long-term rental opportunities. Approximately 42± acres are currently leased to a local farmer, preserving scenic views and agricultural tax advantages. Multiple barns and outbuildings provide endless possibilities for storage, livestock, equipment, hobbies or recreation. For outdoor enthusiasts, the acreage supports abundant wildlife including deer, turkey and geese, while the waterfront setting offers endless opportunities for boating, fishing, kayaking and exploring the Rivers, Creeks and Bay. This is a rare opportunity to own a waterfront estate just minutes from the shops, restaurants and maritime charm of St. Michaels. This is Eastern Shore living at its finest.

7543 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$309,990
3 Beds 4 Baths
Welcome to **1312 Lake Lucerne Lane in Trappe, Maryland**, featuring the beautiful **Elmwood Model** in a resort-style community designed for today’s modern lifestyle. This new construction home offers contemporary comfort, thoughtful design, and the convenience buyers are looking for in a move-in ready property. Step inside and enjoy an open, functional layout with stylish finishes and the space to live, work, relax, and entertain. The home includes a **2-car garage**, **washer and dryer**, **blinds**, and a **composite deck**, adding everyday convenience and value from day one. Located in a scenic community with a resort-inspired feel, this home offers the perfect blend of comfort and lifestyle. Whether you are looking for a primary residence, a weekend retreat, or a home that allows you to enjoy the Eastern Shore lifestyle, this property delivers modern living in a beautiful setting. Enjoy the benefits of new construction, contemporary features, and a community atmosphere designed to make everyday living feel relaxing and convenient. **Closing incentive offered with the Use of Lennar mortgage and title company.** Schedule your private tour today and discover the lifestyle waiting for you at **1312 Lake Lucerne Lane**.

1312 Lake Lucerne Ln, Trappe

Listing courtesy of EXP Realty, LLC. Contact: 8333357433

$179,900
2 Beds 1 Baths
Investor Special with Strong Upside Potential! Opportunity awaits with this 2-bedroom Cape Cod situated on a large fenced lot in Easton. The main level has been opened up to create a spacious layout that's ideal for entertaining, while the sunroom addition provides extra living space and abundant natural light. This property needs renovation and is being offered as a project for investors, flippers, or owner-occupants looking to build equity through improvements. With significant redevelopment activity nearby, including new residential and commercial projects, the location offers excellent long-term potential. Whether you're looking for your next fix-and-flip, a value-add rental property, or a home to customize to your own taste, this property presents a unique opportunity. Due to its condition, the home will not qualify for conventional financing. Cash, hard money, or renovation financing will be required. Sold as-is. Bring your vision and unlock this property's potential!

9604 Cordova Rd, Easton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: howardcounty@penfedrealty.com

$389,500
3 Beds 3 Baths
NEW PRICE: Welcome to 27990 Woods Road! Situated on approximately 1/2 acre lot, this home and property has much to offer. A new fully fenced backyard offers privacy to the large back yard with a generous sized deck making it perfect for entertaining, enjoying relaxing time in the hot tub or tinkering in the shed. This split-level style home has 3 bedrooms and 2.5 bathrooms, a primary bedroom with an en-suite bath, a second bedroom and a full bathroom located on the upper level. The main level includes a kitchen with stainless steel appliances, a dining room and an inviting living room with natural light. Enjoy spending time in the family room with a wood-burning fireplace in the lower level which also includes the third bedroom, laundry and a half bathroom. A new paved drive makes for easy parking your cars or boat. Located just minutes from downtown Easton.

27990 Woods Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4107458060

$328,940
3 Beds 3 Baths
Backing to open space for added privacy, this beautiful new construction townhome offers the perfect blend of comfort, style, and convenience. Residents enjoy exceptional community amenities, including a clubhouse, resort-style swimming pool, fitness center, walking and biking trails, playground/tot lot, pickleball and multi-sport courts, dog park, and a scenic lake woven throughout the neighborhood. Ideally located near Easton, waterfront destinations, shopping, dining, and major commuter routes. This luxury three-story townhome at Lakeside at Trappe features a 2-car garage, 3 bedrooms, 2 full baths, and 1 half bath, along with versatile recreation spaces perfect for entertaining, working from home, or relaxing with family. The gourmet kitchen is highlighted by a spacious quartz center island, walk-in pantry, stainless steel appliances, and luxury vinyl plank flooring throughout the main living areas. The spacious owner’s suite offers a large walk-in closet and private bath. Additional features include ceiling fan prewiring in the bedrooms and main living areas, plus smart home technology with a Ring video doorbell and smart front door lock.

1416 Lake Geneva Dr, Trappe

Listing courtesy of Builder Solutions Realty. Contact:

$719,990
4 Beds 3 Baths
Deaming of estate living, an inground pool, and days on the water? Welcome to the Aspen model. Nestled in a premier Eastern Shore Community minutes from the scenic Wye River, this executive model offers the grand footprint of an estate home at an incredible value. Inside the thoughtful architectural design shines with a dual-staircase layout-featuring a grand front foyer entry staircase and a highly functional second staircase just off the kitchen area for effortless daily living. The second level is anchored by a massive, sweeping Owner's Suite designed as a true private santcuary. It boasts expansive , dual walk-in closets so large they can easily function as dedicated dressing rooms. Representing the second lowest base price among the builder's six exclusive models, this is a rare opportunity to secure executive -level square footage and a pool ready lifestyle. Homesite sizes vary: lot premiums apply to select parcels. For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing Koch Homes Preferred Lender and Title Company. Fee is for the shared treatment facility. Talbot County Public Works is responsible for all operations maintenance, administration and engineering of public sewer facility. $$ Early Buyer opportunity. $$ For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing a Koch Homes preferred lender and title company. Photos show a representative model: actual home to be built vary based on buyer selections and homesite requirements.

0000 Quiet Hollow Ct, Wye Mills

Listing courtesy of Koch Realty, Inc.. Contact: 410-320-6422

$715,000
3 Beds 3 Baths
This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both entertaining and relaxed evenings at home. The great room is anchored by a gas fireplace, creating a warm and welcoming atmosphere. The kitchen offers upgraded countertops, generous table space, a cooktop, double oven, built-in microwave, dishwasher, disposal, and refrigerator, perfect for preparing favorite meals, hosting guests, or enjoying casual mornings at home. A main-level primary suite provides comfort and convenience, complete with a walk-in closet and private bath featuring a soaking tub and shower. Upstairs, a spacious loft/family room overlooks the main living area and is complemented by two additional bedrooms, a full bath, and a storage room. Additional highlights include: hardwood, ceramic tile, and carpeted flooring, recessed lighting, ceiling fans, crown molding, chair rail details, first floor laundry room, wired surround sound, extensive hardscape and exterior lighting, private patio for outdoor dining and gatherings, a fully fenced yard with a sprinkler system, and a rear-entry two-car attached garage with garage door opener Located in Easton Village, residents enjoy sidewalks, common grounds, a community center, exercise room, meeting room, picnic area, area, recreational paths, and outdoor pool all close to historic Easton, shopping, dining, and local attractions. A wonderful opportunity to enjoy comfort, convenience, and community in one of Easton’s most charming neighborhoods.

28288 Hemmersley St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$1,049,000
4 Beds 3 Baths
This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area and well-appointed kitchen, featuring a gas stove and stainless steel appliances. Practical amenities include a mudroom with laundry just off the attached two-car garage, a Rinnai tankless water heater, and an efficient dual-zone heat pump system with separate upstairs and downstairs climate controls. The second floor offers additional flexibility with a bedroom, full bathroom, and a large family room—perfect for guests, a home office, media room, or recreation space. Just off the recreation room, a spacious attic provides abundant storage and offers potential for future expansion. Outside, enjoy a beautifully landscaped backyard featuring a stone patio and ample garden space, creating the perfect setting for outdoor dining, gardening, or simply enjoying the peaceful surroundings. Ideally situated in the heart of St. Michaels, this home offers exceptional proximity to the area's most beloved destinations. Located less than 200 feet from the St. Michaels Nature Trail, just 0.2 miles from Chew Street Park, and only 0.2 miles from historic downtown St. Michaels, you'll enjoy convenient access to shopping, dining, waterfront attractions, and community events. Adding to the appeal, plans are underway for the future San Domingo Creek Park at the end of W Marengo Street—a proposed 7.6-acre waterfront park focused on recreation, environmental restoration, and trail connectivity that is anticipated to become the largest waterfront park in St. Michaels. Exceptional proximity to downtown St. Michaels, future recreational amenities, modern comforts, and versatile living spaces make this home a rare opportunity in one of the Eastern Shore's most sought-after communities.

109 W Marengo St, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$550,000
3 Beds 2 Baths
Nestled on just over 2 acres in Trappe, this spacious 3-bedroom, 2-bath home offers nearly 2,500 square feet of living space with room to grow, gather, and make lasting memories. Inside, you'll find a large eat-in kitchen with center island and abundant wine storage, separate dining room, family room, and living room—providing plenty of space for everyday life, holiday celebrations, and everything in between. The expansive sunroom is sure to become a favorite gathering spot, while the oversized primary suite offers two closets and a unique ensuite bath featuring two showers. A fully floored attic provides exceptional storage and includes a bonus room perfect for a playroom, gaming room, hobby space, or quiet retreat. The previous owner had planned to add direct access from the garage, creating even more potential for this unique space. The walk-out basement with exterior access offers endless possibilities for a workshop, recreation room, home gym, or additional storage. Outside, two spacious decks overlook the property, offering plenty of room for entertaining, backyard adventures, gardening, and enjoying the peaceful Eastern Shore setting. Estate sale. Property sold As-Is

30050 Beaver Dam Rd, Trappe

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

$385,000
3 Beds 3 Baths
Come experience this beautifully maintained townhome offering an impressive 2,520 square feet of living space, featuring an open-concept floor plan designed for comfortable everyday living and entertaining. The spacious main-level primary suite includes a large walk-in closet, while the inviting second floor loft provides the perfect space to relax, read, or enjoy hobbies. You'll also appreciate a dedicated office/study room on the main level. Additional highlights include a fenced rear yard, cozy gas fireplace, attached garage, Brand-New roof (2026), and a convenient huge walk-in storage room - no attic stairs required. The community's private swimming pool is included with the HOA, providing a wonderful place to cool off and unwind during the summer months. Ideally located with quick and easy access to downtown Easton, you'll enjoy shopping, dining, entertainment, and all the charm that the Easton lifestyle has to offer. Schedule your tour today!

29049 Superior Cir, Easton

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$3,495,000
4 Beds 5 Baths
Rare opportunity to acquire a well-appointed home with immense views and convenient proximity to St Michaels. Ideally located by land and sea in Chance Hope Farm on the Miles River at the confluence of Eastern Bay, this stunning, classic eastern shore brick colonial has everything the most decerning buyer needs. This Daffin custom-built home features a generous, main-level primary suite featuring a spa-like bath with heated floors, a large soaking tub and separate shower, and two walk-in closets. The kitchen is a chef’s dream, featuring high-end stainless-steel appliances, a wine cooler, a warming drawer, and a massive island. There are also formal living and dining rooms, two office spaces, a recreation room, and a river room that enjoys views of Eastern Bay and beyond. The park-like lot has 220+/- feet of rip-rapped shoreline, a private pier with 3’ of MLW, lush landscaping, and a waterside deck with an outdoor kitchen.

24678 New Post Rd, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$485,490
5 Beds 3 Baths
Coming soon to Gannon Range in Easton, MD is our most sought-after floor plan, the Hayden, located at 8695 Harper Way. As a contemporary, 2,511 square-foot, two-story home, the Hayden offers five bedrooms with one located on the first floor, three full bathrooms, a flex room, a loft, and a two-car garage. The home’s welcoming foyer offers two coat closets and creates the perfect space to greet your guests. In the front of the home, the flex room with an abundance of natural light could be used as a home office or a den. Past the foyer, you enter the well-designed kitchen that features a generous amount of white cabinetry and granite counter space, a corner pantry, and an island with a sink and additional room for seating. The kitchen has an eat-in dining space that is open to the spacious great room. A sizeable secondary bedroom and a full bathroom are located down the hall from the great room. Upstairs, the owner’s suite boasts an ample bedroom, a generous walk-in closet and an oversized owner’s bathroom with a linen closet, toilet closet and walk-in shower. The three additional large bedrooms and expansive open loft allow everyone to have their own space. The second floor also features a roomy secondary bathroom with double vanity and linen closet, a conveniently located laundry room, and an additional hall linen closet. The included fully sodded, landscaped, and irrigated lawn, white window blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

8695 Harper Way, Easton

Listing courtesy of D.R. Horton Realty of Virginia, LLC. Contact: 3017013700