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108 Claiborne Fields Dr, Centreville
$627,000
3 Beds ⋅ 3 Baths
Beautifully updated home in sought-after Claiborne Fields a peaceful setting just outside of downtown Centreville, offering 3 bedrooms and 3 baths on a picturesque 1.5-acre lot. This exceptional property features a stunning outdoor setting with an in-ground saltwater pool, surrounded by Trex decking, a decorative vinyl fence, and an additional electric invisible dog fence—perfect for relaxing or entertaining—along with a detached 2-car garage>> The fully renovated first floor (2023) showcases new luxury vinyl plank flooring and a gourmet kitchen equipped with Matte Black Smart GE Café appliances, including an induction Glide Touch cooktop, single wall oven with True European convection, built-in convection/smart microwave, beverage and wine center, and BEST Cattura downdraft. A convenient 16" round bar sink is perfectly positioned in the beverage center nook for easy entertaining. The primary suite offers hardwood floors and a spa tub, creating a true retreat. Additional interior features include new carpet, an interior custom-built dog kennel, with Dutch door and dedicated shower room, and a propane fireplace added during the 2023 renovation. A generator, located in the detached garage, provides added peace of mind. Energy-efficient upgrades include a 2026 energy audit, encapsulated crawl space, attic insulation, air-sealed attic, and a commercial-grade dehumidifier. Anderson windows and Hunter Douglas blinds enhance both comfort and style. Numerous updates include a 2019 Black Stainless refrigerator and dishwasher, resealed driveway, new pool liner, and conversion to a saltwater pool (2021), making this home truly move-in ready. See estimated Square Footage Floor Plans Photos of Square footage is approximate and not guaranteed. Listing information, including total square footage and floor plans, are estimates and subject to buyer verification. Ideally located close to downtown Centreville and convenient to Rt. 301 for easy access to Kent Island ,Annapolis, Ocean City, and Delaware.

108 Claiborne Fields Dr, Centreville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Executive.

602 Victoria Dr, Stevensville
$625,000
4 Beds ⋅ 3 Baths
Welcome to 602 Victoria Way, a beautifully maintained 4-bedroom, 2.5-bath home offering over 2,200 square feet of comfortable living space in the highly sought-after, water-privileged community of Bay City. Thoughtfully updated and truly move-in ready, this exceptional home features hardwood floors throughout, granite countertops, and beautifully refinished hardwood cabinetry that create a warm, timeless elegance. The stunning stone fireplace, complemented by a matching stone backsplash, serves as a striking focal point and adds character to the heart of the home. Recent updates include appliances replaced in 2018, French doors leading to the deck replaced in 2016, and a new automatic garage door opener installed in 2025, providing both style and peace of mind. Step outside to your own private backyard oasis, designed for both relaxation and entertaining. BRAND NEW DECK, installed in 2025!! Imagine spending warm summer days lounging by the heated saltwater pool or hosting friends in this beautifully landscaped outdoor retreat. Meticulously maintained and tastefully appointed, the pool is professionally serviced by River View Pools, allowing you to simply enjoy the resort-like atmosphere. Combining quality updates, exceptional care, and the coveted Bay City lifestyle, this stunning property offers the perfect blend of comfort, elegance, and outdoor living that today's buyers are searching for.

602 Victoria Dr, Stevensville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Compass.

201 Ackerman Dr, Stevensville
$625,000
4 Beds ⋅ 3 Baths
Newer construction opportunity, built in 2022, located in the sought-after water-privileged Romancoke on the Bay community, residents enjoy a private community beach and boat launch with sweeping sunset views over the Chesapeake Bay. This thoughtfully designed craftsman-style home offers over 2,700 sqft of living space. Featuring 10’ main living level ceiling height, 9’ ceilings on the bedroom level. The kitchen features quartz countertops, cast iron farmhouse sink, cabinet crown molding, stainless steel appliances, a center island, and ample cabinet space, opening to the spacious living and dining area for everyday living and entertaining. The dining room leads out to a covered porch in the rear. The primary suite is designed as a private retreat with a spacious bedroom, walk-in closet, and ensuite bath featuring an oversized double vanity and shower. Three additional bedrooms provide flexibility for guests, family, or a home office. Other highlights include a laundry room on the bedroom level, hidden walk in pantry and office area off of the kitchen, mud room leading from garage, generous storage, a flex room on each living level that could be converted into additional bedrooms. Other upgrades to note poured concrete slab in the crawlspace, solid pine interior doors and trim, separate HVAC systems for each living level, oversized concrete driveway poured 5” thick with extra rebar and an attached 2-car garage. Too many upgrades to list! Situated on an open and spacious fenced in lot.

201 Ackerman Dr, Stevensville

Listing courtesy of Mr. Lister Realty. Contact:

Selling Office: Samson Properties.

1301 Bridgetown Rd, Henderson
$625,000
5 Beds
Tranquil Country Retreat on 19 Acres Escape to the serenity of country living with this beau􀆟fully situated home, perfect for nature lovers seeking peace, privacy, and scenic surroundings. A picturesque tree-lined driveway welcomes you to this charming residence, complete with durable vinyl siding and a spacious three-car garage. Home Features: 5 bedrooms and 2 full bathrooms Efficient 2-zone heating and air conditioning for year-round comfort Cozy pellet stove capable of heating the entire home Large kitchen equipped with dishwasher, stove, and refrigerator Bright three-season room offering stunning panoramic views of the property Outdoor & Land Highlights: Expansive 19+ acre property teeming with wildlife, including deer, turkeys, and a variety of bird Peaceful, private setting ideal for relaxation or outdoor actvities Private 400 +- ft deep well Existing private sewage system with drainage field This property combines comfort, functionality, and natural beauty—an exceptional opportunity to enjoy a quiet rural lifestyle .

1301 Bridgetown Rd, Henderson

Listing courtesy of Beach Real Estate Inc. Contact:

Selling Office: Samson Properties.

249 Warbler Way, Chester
$625,000
2 Beds ⋅ 2 Baths
No waiting on the Builder for 8+ months!! This just like brand new Jenkins II Model built in June 2025 boasts soaring, coffered and vaulted ceilings in the 2,025 sf of spaciousness! The generously sized primary suite & spa like bath with a huge walk-in-closet, double vanities & walk-in-shower is sure to make you feel like Royalty! The 2nd bedroom & full bathroom are located across the home which offers privacy for you and your guests. Barn doors open to a bonus room which easily can be used for a 3rd bedroom or home office! Bright and open kitchen with gleaming white Quartz countertops, shiny stainless-steel appliances, Gas cooking, wall oven, cabinetry to the ceiling for all of your storage needs and a walk-in pantry to die for is every chef's dream! The large center Quartz Island hosts your sink, additional cabinets and is poised to entertain all your family and friends! The Dining Room area is the perfect spot for hosting Holidays and there is nothing more inviting than the floor to ceiling shiplap wall that hosts the cozy gas fireplace. The screened porch extends your living space and is the perfect spot to enjoy coffee in the morning and a cocktail at night along with a crab feast here and there! Customized upgraded touches include plantation shutters and roman shades by that create a designer feel as soon as you step through the door! Four Seasons at Kent Island is truly a one-of-a-kind place to live for the 55-year-old and Better!! Want to start your day with yoga or go for a paddle on the Chester River, maybe meet friends at the outdoor bar to watch the Sunset by the firepit? Enjoy the new 24,000 sq ft clubhouse, indoor pool and outdoor infinity pool, a state-of-the-art gym, game room, pickleball and tennis courts, walking and biking trails, a pier for fishing and boating on the Chester River, a kayak launch, and even a dog park! The community is tucked away, peaceful and private, but you're just minutes from restaurants, golfing, marinas, shopping and close to Annapolis and Easton for health care needs. This is a place where life slows down in the best way, where neighbors become friends, where the "to do" list gets shorter and the “want to do” list gets longer! Come enjoy the tranquility of Eastern Shore living at its finest- welcome home to 249 Warbler Way!

249 Warbler Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Washington Fine Properties.

246 Upland Ln, Centreville
$624,900
4 Beds ⋅ 3 Baths
Perfectly situated on the scenic Eastern Shore of Maryland, just outside the historic town of Centreville, this stunning traditional home in the desirable Hollingsworth community offers an unparalleled lifestyle that combines suburban convenience with small-town charm. Located just 30 minutes from the William Preston Memorial (Chesapeake Bay) Bridge, this property provides an easy commute to Annapolis and the Western Shore, while keeping you just 35 minutes from historic Chestertown, 40 minutes from Easton, and a quick 40-to-45-minute drive to the Delaware line. Centreville itself is steeped in American heritage, serving as the Queen Anne's County seat since the 18th century and boasting the oldest courthouse in continuous use in Maryland, complete with the famous bronze statue of Queen Anne. With 2,909 square feet of thoughtfully designed, move-in-ready living space, this residence seamlessly blends timeless architectural appeal with modern features. Step inside to find a warm and inviting atmosphere, accentuated by beautiful custom built-ins and elegant recessed lighting that enhances the home's spaciousness. The open-concept main living area features a cozy gas fireplace, perfect for chilly evenings, while rich wood floors add a touch of timeless sophistication throughout. The seamless flow connects the living room to the dining area, making this open layout an entertainer's dream. The heart of the home is the well-appointed kitchen, fully equipped with modern appliances, including a built-in microwave, dishwasher, electric oven/range, and refrigerator—designed for both everyday functionality and style. This spacious home boasts four generous bedrooms, providing ample space for relaxation, privacy, or a dedicated home office. The master suite is a true retreat, featuring a private en-suite bathroom that combines convenience with comfort. With two full bathrooms and an additional half bath, morning routines will be a breeze for everyone. Step outside to enjoy the expansive 1.25-acre lot, a rare find on the Eastern Shore where outdoor living truly comes to life. The classic wrap-around porch and private patio areas invite you to unwind and soak in the serene surroundings, making it the perfect setting for summer barbecues, crabbing feasts, or quiet evenings under the stars. Located in the peaceful Hollingsworth neighborhood, residents benefit from a quiet community atmosphere just minutes from the Corsica River waterfront, local boat ramps, and vibrant downtown spots like local craft breweries and distilleries. Enjoy nearby parks with recreational opportunities for all ages, as well as access to top-rated Queen Anne's County schools that prioritize education and community involvement. Complete with a side-entry attached garage and an oversized driveway with ample parking space, this property is more than just a place to live—it's an Eastern Shore lifestyle. Don't miss the opportunity to tour this beautiful 4-bedroom home on acreage and experience all that Centreville has to offer!

246 Upland Ln, Centreville

Listing courtesy of Realty Navigator. Contact:

Selling Office: TTR Sotheby's International Realty.

113 Touhey Dr, Stevensville
$620,000
4 Beds ⋅ 3 Baths
Welcome to Kent Island living in the waterfront community of Romancoke on the Bay! This spacious 4 bedroom, 2.5 bath home is situated on nearly half an acre and offers a wonderful combination of space, comfort and convenience. Inside, the bright and open main level provides plenty of room for both everyday living and entertaining. The kitchen offers a large center island, abundant workspace and a casual dining area with direct access to the patio and backyard. The adjoining family room features a gas fireplace, while a separate dining room is perfect for gatherings. An additional front room with glass-paneled French doors offers flexible space for a home office, playroom, sitting room or whatever best suits your needs. Upstairs, the primary suite features a private bath with soaking tub and separate shower, along with an impressive walk-in closet. Three additional bedrooms with ceiling fans and a full hall bath complete the upper level. A climate-controlled 3 car garage, oversized driveway and park-like backyard provide plenty of room for vehicles, storage, entertaining and outdoor enjoyment. Located on Kent Island between the Chesapeake Bay and Eastern Bay, Romancoke on the Bay offers the relaxed Eastern Shore lifestyle while minutes from the Bay Bridge. Two attractive financing opportunities may be available! Qualified VA buyers may have the opportunity to assume the seller's existing VA loan at a 5.125% interest rate, subject to lender/servicer approval and VA assumption requirements. In addition, qualified buyers may receive a 5.875% interest rate for the first year at no cost through the preferred lender. Ask the listing agent for details.

113 Touhey Dr, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

400 Beachside Dr, Stevensville
$620,000
3 Beds ⋅ 2 Baths
Wonderful opportunity awaits on the sandy beaches of the Chesapeake Bay. Bring your vision and dreams to this three-bedroom rancher in need of major updates located on the southern shores of Kent Island. This home is ready for your vision of a salty life on the Bay. Conveniently located about 15 minutes from the Bay Bridge in the popular neighborhood of Tower Gardens. The expansive lot provides ample room for possible renovation and expansion of the home's current footprint. Sandy beach area with plenty of room for installation of a private pier or use the community's private boat ramp. Attached 2 car garage with large parking pads. Fenced in yard for privacy. Public Sewer installed in 2022 allows for the immediate addition of bedrooms and bathrooms for the new owners. Home is ready for quick settlement and investors are welcome!

400 Beachside Dr, Stevensville

Listing courtesy of ExecuHome Realty. Contact:

Selling Office: Chaney Homes, LLC.

204 Lurgan Ln, Centreville
$615,000
4 Beds ⋅ 3 Baths
This home is the perfect blend of casual elegance and gracious living. It is in meticulous condition and situated on a premium parcel with mature landscaping. A stunning two-story foyer welcomes you into an open floor plan where rooms flow seamlessly across the main level. Quality craftsmanship is evident throughout, highlighted by soaring ceilings, hardwood flooring, and unique architectural details enhanced by abundant natural light. The MAIN LEVEL includes an oversized family room (with adjacent office) which features a propane fireplace plus a wall of windows overlooking the backyard and woods beyond. It adjoins a spacious chef’s kitchen equipped with marble countertops, extensive counter and cabinet space and updated appliances. The centrally located kitchen opens into a vaulted breakfast/sunroom, providing convenient access to the back deck through French doors. It also connects to the formal dining and living rooms. The hall to the garage is conveniently located next to the laundry room and half bath. The UPPER LEVEL includes four spacious bedrooms, ample closets, and two full baths. The spa-like primary suite features a tray ceiling, a large walk-in closet, and an ensuite bath with a double vanity, private water closet, soaking tub, and tile shower. The LOWER LEVEL is huge and is partially finished with a media room and generous storage areas plus roughed-in plumbing for a bathroom. Glass paneled doors lead out to the ground-level patio within the fully fenced backyard. The home is located on the edge of the charming town of Centreville in the desirable community of North Brook, with no HOA in this section.

204 Lurgan Ln, Centreville

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

Selling Office: Real Broker, LLC - Annapolis.

129 Perrys Retreat Blvd, Grasonville
$615,000
3 Beds ⋅ 3 Baths
Nestled in the serene community of Perry's Retreat, this exquisite ranch-style home, built in 2023, offers a perfect blend of modern luxury and Eastern Shore charm. This highly desirable two-story rancher offers 3 bedrooms and 3 full bathrooms, with the convenience of main-level living. The first floor features 2 bedrooms and 2 full baths, including a spacious primary suite designed for comfort and privacy. A dedicated office provides the flexibility for a home workspace or can easily function as an additional bedroom. The open-concept layout is filled with natural light and designed for both everyday living and effortless entertaining. Upstairs, you’ll find a versatile loft space, which is perfect for a second living area, media room, or guest retreat, along with an additional bedroom and full bathroom, creating the ideal setup for visitors or multigenerational living. Step outside to your own private backyard oasis. Enjoy the screened-in patio for relaxing evenings, an open-air patio for entertaining, and a hot tub that brings a true resort-style feel right to your home. The property also features an irrigation system to keep your lawn lush and low-maintenance year-round. Loaded with modern upgrades, this home also features a Level 2 EV charger and a hookup for a whole-house generator, offering both convenience and peace of mind.

129 Perrys Retreat Blvd, Grasonville

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Corner House Realty.

630 Warbler Way Unit 2232, Chester
$612,500
2 Beds ⋅ 3 Baths
The Chester blends modern design with everyday comfort in a thoughtfully designed layout perfect for both work and relaxation. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home offers stylish finishes and smart functionality throughout. Standout features include a home office with lited French doors, an electric fireplace that adds warmth and ambiance, and a convenient dry bar for entertaining or casual gatherings. The kitchen is beautifully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and tile backsplash, all complemented by quartz countertops for a polished look. Laminate flooring runs throughout the main living areas, with tile in both full baths for easy maintenance. The owner’s bath features a walk-in shower with seat and handheld shower wand, double sinks, and elegant quartz countertops, creating a relaxing retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

630 Warbler Way Unit 2232, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

906 Petinot Pl, Stevensville
$610,000
4 Beds ⋅ 4 Baths
Beautiful move in ready 4 bedroom 3.5 Colonial located in waterfront community! New Roof and porch in 2024! Large master suite with 2 walk in closets, faulted ceilings, updated bathroom in 2024 with dual sinks, tile floor and tile shower with rainfall shower head. Bonus second master suite with full bathroom on other end of hall. Full bathroom with tile floor for remaining 2 bedrooms and upstairs laundry room with washer and dryer that convery. Kitchen offers stainless steel appliances, granite counter tops, island, pantry, breakfast counter and lvp flooring.Dining room off kitchen. Living room with gas fireplace and lvp flooring. Large 20x20 family room, skylights and sliding doors that lead to large rear deck with gazebo. Access from kitchen to large 2 car garage. Shed in rear. Oversized driveway that leads to 2 car garage. Walking distance to community pool, secure beach, fishing pier and boat ramp all available for the low HOA fee of $235.00 a year!! Community club house available for rent. Close to walking trail, schools and shopping. 1 year home warranty offered. *Owners will consider offers on golf cart and furniture.

906 Petinot Pl, Stevensville

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

Selling Office: Real Broker, LLC - Annapolis.

108 La Gorce Dr, Stevensville
$609,900
4 Beds ⋅ 3 Baths
Brand new completed 2-story home offering 4 bedrooms, 2.5 baths, and glimpses of the Chesapeake Bay right down the street, NO HOA! This thoughtfully designed home features a spacious open layout highlighted by a large kitchen island with quartz countertops, full quartz backsplash, and stainless steel appliances—perfect for everyday living and entertaining. The primary suite includes a beautifully finished 3-piece shower with quartz surrounds and a quartz vanity, while all bathrooms are upgraded with quartz tops and quality finishes. Throughout the home, you’ll find upgraded interior trim work, along with dovetail cabinetry featuring soft-close drawers and doors for a high-end feel. Exterior upgrades include enhanced siding details, a welcoming front porch with brick rowlock accents, and a rear composite deck with rails and steps leading to grade—ideal for relaxing or hosting. The conditioned crawl space is built right with drain tile, rat slab, and spray foam insulation for added efficiency and peace of mind. Driveway completion is scheduled for next week—don’t wait to make this home yours! Enjoy a great street perfect for evening strolls, with easy access to the Chesapeake Bay just a short walk away.

108 La Gorce Dr, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: RE/MAX Executive.

Sudlersville
$605,000
5 Beds ⋅ 4 Baths
Welcome to one of Sudlersville's most extraordinary heritage homes, a magnificent Queen Anne Victorian that beautifully honors its historic character while embracing the comforts of modern living. Following an extensive 2019 renovation that left virtually no system untouched, this remarkable residence has been thoughtfully reimagined for today's lifestyle while preserving the timeless architectural details that make it truly one of a kind. Set on more than an acre beneath majestic centuries-old shade trees, this magical family estate commands attention with its soaring turret, five striking bay windows, and deep, sweeping wraparound porch that invites you to slow down and savor every season. Overlooking the neighborhood park, the setting is as enchanting as the home itself, nestled within the quintessential Hallmark town of Sudlersville, where the historic train station now serves as a museum and the soft rumble of the grain train passing through town a few times each week provides a nostalgic reminder of the community's rich heritage. Inside, soaring ceilings, exquisite millwork, and an impressive foyer introduce an unexpectedly open floor plan designed for both gracious entertaining and everyday living. The expansive kitchen is a true gathering place, featuring stunning custom cabinetry that extends to the ceiling with thoughtfully designed pull-out drawers, a dramatic designer backsplash, updated stainless steel appliances, many with transferable warranties, and a large picture window above the sink that fills the space with natural light. The kitchen flows seamlessly into the dining room, beautifully nestled within one of the home's signature bay windows. The adjoining family room creates an airy, connected living space rarely found in historic homes, while multiple rooms open directly onto the wraparound porch, blurring the line between indoor and outdoor living. A dedicated office surrounded by windows offers an inspiring workspace, and the butler's pantry with wet bar provides the perfect staging area for effortless entertaining on the porch and patios. The main-level primary suite offers exceptional convenience with a spacious ensuite bath featuring a soaking tub and separate shower, while a powder room completes the first floor. Upstairs, four additional bedrooms include a private ensuite guest suite and a beautifully appointed hall bath. Fresh new carpeting enhances the upper-level bedrooms, while two of the bedrooms are graced by the home's distinctive bay window bump-outs, creating expansive sitting areas bathed in natural light and showcasing the architectural character that makes this residence so special. A walk-up third floor offers abundant storage along with the enchanting turret room, an unforgettable space ready to become a library, reading retreat, artist's studio, or simply a breathtaking lookout over the surrounding landscape. The immaculate cellar provides exceptional storage, while the park-like grounds are designed for year-round enjoyment with patios, arbors, expansive lawns, a welcoming fire pit tucked beneath towering centuries-old shade trees, and two substantial outbuildings, including a garage and a detached studio currently used as a fitness space. Rich in history yet thoughtfully transformed for thoroughly modern living - including a Level 2 EV Tesla charger! This spectacular Queen Anne Victorian is far more than a home, it is a once-in-a-lifetime opportunity to become the next steward of one of Sudlersville's most treasured residences.

Sudlersville

Listing courtesy of Northrop Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

101 Chesapeake Bay Dr, Stevensville
$600,000
2 Beds ⋅ 3 Baths
Enjoy the Chesapeake Bay lifestyle from this charming 2-bedroom, 3-bath cottage offering beautiful Bay views and direct access to the water just across the street. Situated on more than .6 acres, the property combines a relaxed coastal setting with a spacious, private backyard that is flat and ideal for outdoor living and entertaining. After a day on the water, unwind in the hot tub, rinse off in the outdoor shower, or simply enjoy the privacy of the backyard. A storage shed provides convenient space for kayaks, paddleboards, bikes, and other outdoor gear. Just across the street, direct access to the Chesapeake Bay and a sandy beach makes it easy to launch a kayak or paddleboard, spend the day along the shoreline, or simply take in the Bay. While the property is non-waterfront, the combination of water views and convenient Bay access offers an exceptional opportunity to enjoy the Eastern Shore lifestyle. Whether you're looking for a weekend getaway or a full-time Shore home, 101 Chesapeake Bay Drive offers an inviting retreat with space, privacy, water views, and the Chesapeake Bay just steps away.

101 Chesapeake Bay Dr, Stevensville

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

Selling Office: Chaney Homes, LLC.

125 Fawn Ln, Grasonville
$600,000
5 Beds ⋅ 3 Baths
Open house this Sunday, June 28th 1:30pm-3pm! Please join us!! Five bedrooms, move-in ready condition, a hot tub, and an incredible Eastern Shore location—all for under $600,000!! Experience the best of Maryland’s Eastern Shore lifestyle in this beautifully maintained 5-bedroom home, perfectly situated in a quiet cul-de-sac just minutes from the water. Whether you’re launching the boat for a day on the Chesapeake, exploring nearby trails, grabbing coffee at the beloved Dessert First Dockside Coffee, or enjoying fresh local seafood at one of the area’s waterfront restaurants, you’ll love having it all right at your fingertips. Inside, you’ll immediately appreciate how exceptionally well cared for this home is, it feels almost new!!! Fresh updates include brand-new carpet and newly painted living spaces, creating a clean, bright, move-in ready feel throughout. The spacious kitchen features updated countertops, propane cooking, and an island that opens to the heart of the home. Gather around the cozy pellet stove in the family room or retreat to the versatile third-floor bonus space, perfect as a 5th bedroom, home office, playroom, guest suite, or whatever fits your lifestyle. Step outside to your own private retreat, complete with a spacious patio and hot tub ideal for relaxing or entertaining. Private driveway with additional overflow and guest parking available!!! With generous living space, thoughtful updates, and an unbeatable location just minutes from marinas, boat ramps, waterfront dining, and the Bay Bridge, this home delivers everything buyers love about Eastern Shore living, without sacrificing convenience. You won't want to miss this one!

125 Fawn Ln, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Benson & Mangold, LLC.

115 Pathfinder Cir, Grasonville
$600,000
3 Beds ⋅ 3 Baths
Welcome to Perry’s Retreat, an exquisite coastal-inspired community in the heart of Grasonville, where luxury living meets the charm of the Chesapeake Bay lifestyle. Built by Ryan Homes, this stunning Craftsman-style residence showcases exceptional curb appeal with a covered front entry, handsome stone accents, classic siding details, and a spacious two-car garage, creating a warm and timeless first impression. Inside, a spacious and welcoming foyer sets the tone for the home’s thoughtfully designed interior. Nearby, elegant French doors open to a versatile flex room, perfect as a private home office, formal dining room, or optional guest bedroom. Beautiful luxury vinyl plank flooring spans the main level, complemented by recessed lighting throughout the home and plush carpeting upstairs for added comfort. The thoughtfully designed open floor plan is anchored by an extraordinary great room and show-stopping chef’s kitchen that truly define the heart of the home. Designed with impeccable attention to detail, the gourmet kitchen features crisp white cabinetry beautifully contrasted by a striking navy center island, a stunning blue herringbone tile backsplash, and premium Wolf appliances including an induction cooktop and M Series double wall ovens. A custom coffee station with pull-out drawers and pocket doors offers both convenience and seamless style, while the floor-to-ceiling pantry with pull-out storage provides exceptional organization. The oversized island with breakfast bar seating and adjoining dining area flow effortlessly into the spacious family room, highlighted by a dramatic floor-to-ceiling board and batten accent wall with a 50” Dimplex linear electric fireplace. The main-level primary suite is a luxurious retreat featuring a coffered ceiling, expansive walk-in closet, and spa-inspired ensuite bath with dual vanities and a beautifully appointed walk-in shower. A second sunny main-level bedroom is conveniently served by a full hall bath with a tiled tub/shower combination. Upstairs, flexible loft space offers endless possibilities for a media room, family room, hobby space, or playroom. An additional bedroom featuring custom millwork headboard detailing capped off with a picture shelf, and a spacious walk-in closet provides both charm and functionality. A third full bath and a large storage room complete the upper level. Outdoor living is equally impressive. Step from the dining area onto the covered patio, ideal for relaxing evenings, entertaining, and cookouts overlooking the beautifully landscaped, fully fenced backyard. Stone garden beds, dual side gates, privacy vinyl fencing, and a 10x14 storage shed add both beauty and functionality to the outdoor space. Perry’s Retreat offers the charm of a quaint, thoughtfully designed neighborhood complete with sidewalks, classic lamppost lighting, beautifully maintained green spaces, and a neighborhood park with playgrounds that create a warm and inviting community atmosphere perfect for evening strolls, outdoor recreation, and connecting with neighbors. Perfectly situated in Grasonville, a picturesque Chesapeake Bay waterfront town known for its proximity to the Kent Narrows marinas, waterfront dining, boutique shopping, and coastal charm, Perry’s Retreat offers an unmatched lifestyle. Enjoy the peaceful beauty and Eastern Shore tranquility of a bucolic waterfront setting while being just a hop, skip, and a jump across the Bay Bridge to Annapolis in approximately 15 minutes, with convenient commuting access to both Washington, D.C. and Baltimore. This exceptional location truly offers the best of both worlds, an idyllic Eastern Shore lifestyle paired with effortless access to all the conveniences and opportunities of Maryland’s Western Shore.

115 Pathfinder Cir, Grasonville

Listing courtesy of Northrop Realty. Contact:

Selling Office: Coldwell Banker Realty.

7112 Maryland Ave, Queenstown
$600,000
This exceptional four‑unit property sits in the heart of Queenstown and makes a fantastic addition to any rental portfolio. The building features a well‑designed mix of units, including a one‑bedroom with an office, a three‑bedroom unit, and two spacious two‑bedroom units, along with a detached two‑car garage that adds valuable flexibility and potential for additional income. The property currently grosses $6,075 per month, with renewals bringing that figure closer to $6,300 per month starting in June. It is home to outstanding tenants who take pride in where they live, and there is always a strong pool of interested renters for these units, ensuring consistently low vacancy. The location is a major draw, with Queenstown Golf just moments away, the Queenstown Premium Outlets right nearby, and a welcoming community atmosphere that includes Food Truck Fridays at the start of each month, walkable access to the local park, a lively summer concert series, and plenty more to enjoy. This is a rare opportunity to own a stable, income‑producing property in a thriving and highly desirable town. Must See!

7112 Maryland Ave, Queenstown

Listing courtesy of Clark & Co Realty, LLC. Contact:

Selling Office: Unrepresented.

115 Bay Meadows Ln, Stevensville
$600,000
4 Beds ⋅ 3 Baths
This stunning Colonial-style residence in the desirable Bay Meadows community has undergone a remarkable renovation in 2020, blending modern luxury with timeless charm. Spanning 2,092 square feet, this home offers an inviting atmosphere perfect for both relaxation and entertaining. Step inside to discover a thoughtfully designed layout that maximizes space and light. The open-concept living areas are adorned with high-end finishes, creating a seamless flow throughout. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances and elegant cabinetry, ideal for culinary creations and gatherings with friends. The property boasts a generous 0.4-acre lot, providing ample outdoor space for leisure and recreation. Enjoy the tranquility of your private backyard, perfect for summer barbecues or quiet evenings under the stars. The attached and detached garages offer plenty of parking and storage options, accommodating all your needs. With no pool to maintain, you can focus on enjoying the exclusive lifestyle this home offers. The combination of modern amenities and classic design elements creates a warm and inviting environment, making it easy to envision your life here. Experience the perfect blend of luxury and comfort in this beautifully renovated home, where every detail has been curated for an exceptional living experience. Don't miss the opportunity to make this exquisite property your own!

115 Bay Meadows Ln, Stevensville

Listing courtesy of RE/Max Experience. Contact:

Selling Office: Willow Oaks Realty, LLC..

221 Winchester Dr, Centreville
$600,000
4 Beds ⋅ 3 Baths
Nestled in the serene Hunters Ridge community, this charming Colonial home offers a perfect blend of comfort and elegance. With 3,185 square feet of thoughtfully designed living space, this residence features four spacious bedrooms and three full bathrooms, ensuring ample room for relaxation and privacy. Step inside to discover inviting wood floors that flow throughout the main living areas. The formal dining room sets the stage for memorable gatherings, while the cozy living room, complete with a gas fireplace, creates a warm ambiance for those chilly evenings. The heart of the home is the kitchen, equipped with appliances including a wall oven, cooktop, and refrigerator. Enjoy the convenience of a main-floor laundry area, enhancing everyday living. Retreat to the luxurious primary suite with private balcony, bathroom features a jetted tub and a walk-in shower, perfect for unwinding after a long day. Outside, the expansive 0.92-acre lot boasts a personal in-ground pool, ideal for summer fun, and a gazebo that invites you to enjoy peaceful moments overlooking the tranquil pond view. With a side-entry three-car garage and an asphalt driveway, parking is a breeze. This home is not just a place to live; it's a sanctuary where cherished memories can be made. Experience the perfect blend of comfort, style, and outdoor enjoyment in this delightful property. Home & pool is being sold AS-IS. Priced with needed updates in mind.

221 Winchester Dr, Centreville

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Coldwell Banker Realty.

641 Warbler Way, Chester
$599,990
2 Beds ⋅ 2 Baths
Welcome to the Bernstein II, a beautifully designed home offering 2 bedrooms, 2 baths, and a 2-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area offers a spacious and functional space for lounging. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

641 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

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

110 Boatswain Way Unit 3012, Chester
$599,990
2 Beds ⋅ 3 Baths
Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

110 Boatswain Way Unit 3012, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

Selling Office: Real Broker, LLC.

176 Flagstaff Way Unit 2411, Chester
$599,990
2 Beds ⋅ 3 Baths
The Magothy at Lot 2411 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining, and a cozy electric fireplace that anchors the living space. The kitchen is well-appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by sleek Quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile in both full baths for durability and easy maintenance. The owner’s bath is designed for comfort, featuring a walk-in shower with seat, handheld shower wand, double sinks, and Quartz countertops, creating a spa-like retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

176 Flagstaff Way Unit 2411, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

106 Charles St, Sudlersville
$599,900
Introducing 106 Charles St in Sudlersville, MD — a fully renovated, turn-key property offering a rare opportunity for Assisted Living, Transitional Housing, or Specialty Care operations. Formerly licensed and now newly approved by the Town of Sudlersville for a 16-bed Assisted Living Facility, this building is ready for launch by a first-time operator, an expanding provider, or a real estate investor seeking strong cash flow. This expansive facility includes 12 bedrooms, 3 full baths, 2 half baths, and is fully equipped with fire suppression (sprinkler) and fire alarm systems for safety and compliance. A commercial kitchen, large recreation/activity room, and multiple communal spaces create an ideal resident experience. A key highlight is the separate 2-bedroom apartment with its own kitchen and bathroom—perfect for an on-site caregiver, staff suite, or premium private living area. Additional features include, Large rear deck for outdoor enjoyment, Full basement for storage, Parking for 8 vehicles, Recently completed site plan (available upon request). Comparable facilities in the region are renting for $10,000–$12,000/month, creating an excellent value proposition whether you choose to operate the facility yourself or lease it to an operator. A rare, ready-to-go opportunity in a growing market—schedule your private tour today! Buyer responsible for verifying use and obtaining the required U&O permit.

106 Charles St, Sudlersville

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Douglas Realty LLC.

630 Warbler Way Unit 2233, Chester
$599,900
2 Beds ⋅ 3 Baths
The Chester blends modern design with everyday comfort in a thoughtfully designed layout perfect for both work and relaxation. Featuring 2 bedrooms, 2.5 baths, and a 1-car garage, this home offers stylish finishes and smart functionality throughout. Standout features include a home office with lited French doors, an electric fireplace that adds warmth and ambiance, and a convenient dry bar for entertaining or casual gatherings. The kitchen is beautifully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and tile backsplash, all complemented by quartz countertops for a polished look. Laminate flooring runs throughout the main living areas, with tile in both full baths for easy maintenance. The owner’s bath features a walk-in shower with seat and handheld shower wand, double sinks, and elegant quartz countertops, creating a relaxing retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

630 Warbler Way Unit 2233, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

102 Fair Brook Way, Centreville
$592,000
4 Beds ⋅ 4 Baths
Price improvement. Now listed under recent appraisal, offering immediate value. Flexible one-hour open house windows scheduled regularly for easy, convenient access. Don't miss the full property video for an enhanced look before stepping inside. Welcome to 102 Fair Brook Way, an exceptional 2012 colonial nestled on a premium corner lot in the highly sought-after North Brook community. Offering approximately 3,402 total square feet including the fully finished basement, this residence is privately positioned toward the rear of the neighborhood and showcases an ideal blend of sophistication, comfort, and refined living. This impressive home features 4 expansive bedrooms, 3.5 bathrooms, and a rare fully finished lower level complete with a full bath, theatre room, recreation space, and a versatile bonus area ideal for a private office or potential 5th bedroom—creating incredible flexibility for today’s lifestyle. Designed with both elegance and functionality in mind, the interior showcases rich hardwood flooring, custom trim work, a striking brick-faced fireplace, and a sun-drenched sunroom. The well-appointed kitchen opens seamlessly to the main living areas, creating an inviting space for both everyday living and upscale entertaining. Recent enhancements include fresh designer paint on the main level and new carpeting on the upper level, offering a truly turnkey experience. The spacious primary suite serves as a private retreat, featuring a tray ceiling, walk-in closet, and a luxurious en-suite bath complete with a soaking tub and walk-in shower. Bonus features - permanent Holiday lights and theater equipment included! Step outside to your private outdoor oasis situated on a fabulous, oversized corner lot, fully fenced and thoughtfully designed with an expansive paver patio and fire pit—perfect for entertaining or enjoying peaceful Eastern Shore evenings. Residents of North Brook enjoy access to community amenities including walking paths, scenic ponds, playground, soccer field, and pavilion. Ideally located near local dining, shopping, schools, and waterfront attractions with convenient access to Annapolis, Baltimore, Washington, D.C., and Delaware beaches. Homes of this caliber, square footage, and setting—especially with a finished basement and premium lot—are rarely available. Schedule your private showing today.

102 Fair Brook Way, Centreville

Listing courtesy of Taylor Properties. Contact:

Selling Office: EXP Realty, LLC.

176 Flagstaff Way Unit 2412, Chester
$589,990
2 Beds ⋅ 3 Baths
The Magothy at Lot 2412 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining, and a cozy electric fireplace that anchors the living space. The kitchen is well-appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by sleek Quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile in both full baths for durability and easy maintenance. The owner’s bath is designed for comfort, featuring a walk-in shower with seat, handheld shower wand, double sinks, and Quartz countertops, creating a spa-like retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

176 Flagstaff Way Unit 2412, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

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