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$4,158,000
9 Beds ⋅ 8 Baths
Nestled within the prestigious Wolf Farm community, this exquisite residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This property is one of few on Kent Island that has unobstructed views of Annapolis, Baltimore and the Chesapeake Bay Bridge. Guests are welcomed with a gated circular drive adorn with stone pillars, lush flower beds and a professionally manicured lawn. The neoclassical architectural style mimics that of Thomas Jeffersons home Monticello. Spanning an impressive 10,152 square feet, the kitchen has been meticulously renovated in 2026, ensuring convenience of use while gazing at the Bay. Step inside to discover an open floor plan that invites natural light to dance across the stunning marble and luxury vinyl plank flooring. The eat-in kitchen and separate formal dining room provide ample space for entertaining, while the pantry ensures that all your culinary needs are met. The primary suite is a true sanctuary, boasting a bay-front view, a lavish primary bath, and expansive walk-in closets. Each of the nine bedrooms is designed with comfort in mind, offering generous space and thoughtful details. With eight full bathrooms, morning routines are a breeze, ensuring privacy and convenience for all. The heart of the home is complemented by three elegant fireplaces, creating cozy nooks for relaxation. Recessed lighting and upgraded countertops throughout add a touch of sophistication, while the wet/dry bar and custom wine cellar elevate your entertaining experience. Step outside to your personal oasis, where a stunning in-ground pool awaits, surrounded by multiple terraces and balconies that overlook the serene Chesapeake Bay. With 500 feet of waterfrontage, this property offers unparalleled access to the water, complete with a private composite dock that accommodates multiple slips for your boating adventures. Whether you enjoy power boating or kayaking, the navigable waters provide endless opportunities for exploration. Additional features include a full daylight basement with outside access, perfect for guests or recreational activities, and an attached side-entry garage with ample driveway space for up to 15 vehicles. This home is not just a residence; it's a lifestyle. Experience the tranquility of waterfront living combined with the luxury of modern amenities, all within the embrace of a warm and inviting atmosphere. Embrace the exclusive lifestyle that awaits you in this remarkable property.

319 Blue Bay Rd, Stevensville

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

$1,750,000
Investment property available to purchase located in growing Centreville, Maryland. This property includes four 2-bedroom apartments on the second level and four commercial office units on ground level. All units are tenant occupied. All four 2 bedroom apartments feature 2 baths, separate in unit laundry, semi private balcony, exterior storage, open floor plan. The ground level commercial office units are composed of 2 separate large office spaces featuring half bath, kitchenettes and private office and conference rooms and then 2 smaller office spaces with private half baths and open space. All units share private lane parking, street parking, and a parking lot. Water, sewer, and trash pick up are provided by the town. All units are electric heat pumps with separate meters. Please contact showing agent for more details on this building.

Building B Building B Pennsylvania Ave, Centreville

Listing courtesy of Michael J. Bozek. Contact:

$949,000
4 Beds ⋅ 3 Baths
Open House Saturday Sept. 19th from 1:30PM to 3:30PM! STUNNING NEW CONSTRUCTION located within the highly sought-after water-access community of Queen Anne’s Colony. Welcome to the Talbot, a beautifully designed, single-level residence offering over 2,000 square feet of thoughtfully designed living space, complete with 4 bedrooms and 2.5 baths. This exceptional coastal Craftsman-style home on Kent Island blends modern luxury, elegant design, and upscale finishes. The exterior showcases HardiePlank lap siding, signature Craftsman-style double columns, and a full-length front porch that creates inviting curb appeal, along with upgraded front and garage doors that enhance the home’s character and charm. Inside, the open-concept kitchen is beautifully designed, featuring upgraded cabinetry with dovetail construction and soft-close doors and drawers, quartz countertops, and a high-end GE Café appliance package. Additional highlights include a custom trim package that includes a brick-surround fireplace flanked by custom built-in shelving units, a soaring cathedral ceiling in the Great Room with white painted beams and shiplap trim, durable luxury vinyl plank flooring throughout the main living areas, and beautifully tiled shower surrounds, offering both style and functionality at every turn. Enjoy an unbeatable location with stunning water views, peaceful streets, and a true sense of community. Keep your boat at Queen Anne Marina within the neighborhood, take a leisurely stroll to the adjacent Blue Heron Golf Course and enjoy being just minutes from a variety of exceptional waterfront dining and local restaurants. Incredible opportunity you won't want to miss!

410 5 Farms Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

$2,990,000
4 Beds ⋅ 7 Baths
This is more than a waterfront estate - it is an invitation to experience one of Maryland's Eastern Shore's most treasured lifestyles. Step from your private dock onto your boat, and within minutes, you will be cruising the scenic waters of the Wye River and Eastern Bay. Renowned for exceptional crabbing and fishing, the Wye River offers endless opportunities to pull crab pots, teach the kids to fish, or spend memorable days exploring the waterways. At home, your private beach provides the perfect setting for swimming, kayaking, relaxing along the shoreline, and gathering with family and friends to watch spectacular sunsets over the bay. The property's private lighthouse - a truly distinctive feature that conveys with the home - creates an unforgettable backdrop for entertaining, peaceful evenings, and panoramic water views. When it is time for dinner, shopping, or a change of scenery, historic St. Michaels is just a 10-minute boat ride away. One of the Eastern Shore's most beloved waterfront towns, it is known for award-winning restaurants, charming boutiques, picturesque marinas, and year-round events. Whether you are boating across the Wye River and Eastern Bay, enjoying world-class crabbing, fishing with the family, or ending the day with a sunset from your private beach or lighthouse, this property captures waterfront living at its finest - a rare Eastern Shore experience few homes can offer.

121 Kilby Pt, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

$200,000
This is a unique opportunity to invest in cleared and level acreage just off one of the Eastern Shore's commercial corridors and a few minutes from Downtown Chestertown. Suburban Commercial Zoning allows for a variety of possible uses.

Round Top Rd, Chestertown

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

$599,000
4 Beds ⋅ 3 Baths
Queenstown - This 4 bedrooms, 2.5 bath home is located between Route 50 and Route 301, so great access to either. Nice country setting with no HOA. Bright and open kitchen/family room with also formal living room and dining room. Spacious bedrooms and a bonus room over the garage. You will enjoy the wrap around porch and country living, but still close to everything.

107 Chestnut Ln, Queenstown

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

$2,100,000
6 Beds ⋅ 5 Baths
"One or more photos have been virtually staged/digitally enhanced" If you love the water, this extraordinary Wye River property is a dream setting. Situated on the point with more than 1,400 feet of waterfront, this property is fully equipped for waterfront living with two piers, a private beach, and a boat launch. The custom 6,400-square-foot home offers exceptional space and comfort, featuring a brick front, four-car garage, double porches, and walkout access. Inside, the kitchen is beautifully appointed with granite countertops, solid wood cabinetry, a gas cooktop, stainless steel appliances, and both a full-size refrigerator and freezer. Brazilian cherry floors and tile throughout the main living areas add warmth and timeless character. The main home includes four bedrooms, with a spacious first-floor primary suite for convenient main-level living. A bright sunroom, also perfect as a crab room, adds even more charm to the first floor. Upstairs, two expansive living areas showcase sweeping 180-degree water views. These flexible spaces are ideal for a game room, media room, lounge, or additional gathering areas. A standout feature of the property is the full private apartment with its own entrance through one of the two garages. Complete, with a full kitchen, two bedrooms, a full bath, separate laundry room, living room, and dining area, it is ideal for extended family, guests, or possible rental income. Outside, the property continues to impress with a waterfront fire pit, storage, water and electricity at the piers. There is also room for a pool on the right side of the property, subject to county confirmation. Offered for the first time, this exceptional waterfront retreat is ready for its next owner. Great opportunity for rental income, families with an au pair, AB&B, Multiple family generational living and much more.....

351 Wye Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

$699,000
4 Beds ⋅ 3 Baths
Highly motived sellers enjoyed Prospect Bay and want you to as well--they just reduced again making it super attractive. Discover the charm of this beautifully renovated split-level home in the desirable Prospect Bay community. With 4 spacious bedrooms and 3 full baths, this residence boasts an inviting interior featuring upgraded countertops, LVP floors, and cozy exposed beams. The heart of the home is the combination kitchen/dining area, perfect for gatherings that can flow outside to the new expanded deck. With one bedroom, full bath and living room on lower level it could be the perfect in-law suite or college student apartment. Enjoy the serene 1.22-acre corner lot with firepit, trees perfect for hammock, backing to mature trees, offering a peaceful views. The community amenities include a pool, golf course, marina, community pool, tennis & pickleball courts and playgrounds, fostering a vibrant neighborhood spirit. Enjoy easy access to the Prospect Bay sanctuary for boating and fishing enthusiasts. Located in a friendly community with excellent schools and nearby parks, this home is perfect for those seeking comfort and convenience. BONUS: Outdoor Office with private entrance on back right corner of house. PLUS: Community has a few boat slips available for rent!

1 Bunker, Grasonville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

$775,000
4 Beds ⋅ 3 Baths
Discover the charm of Queenstown, where neighbors know your name and community is more than a word - it's a way of life! Enjoy a lifestyle filled with small town local traditions and nearby community events. Welcome to a VERY well-maintained 4 bedroom, 2.5 bathroom home located in the coveted Queenstown Harbor waterfront community. This beautiful waterfront home features a main-level primary suite with hardwood floors and a private en-suite bath, plus 3 additional bedrooms on the upper level. The Gourmet chef's kitchen is equipped with stainless steel appliances, marble countertops, and opens to comfortable living spaces ideal for entertaining. Enjoy the front-row seat to nature and the water in the outdoor three-season covered porch and a patio featuring newer composite decking. This offers ultimate backyard privacy! The property is surrounded by mature landscaping and low-maintenance river rock along the perimeter of the home. Launch your kayak or paddle board right behind your home with boat slips available in the community. IDEALLY located next to Queenstown Harbor Golf Course, featuring the new Toptracer partially heated driving range and the recently renovated Tavern restaurant. Convenient access to Route 50 makes commuting to Annapolis, Washington DC, and the beaches a breeze! Here, life moves at just the right pace - relaxed, welcoming, and connected. Come see why Queenstown is more than a place to live; it's a place to belong! LOW HOA FEE OF $43/MONTH COMMUNITY OWNED AND OPERATED MARINA! BOAT SLIPS AVAILABLE! $650 YEARLY FOR INSIDE SLIP AND $785 YEARLY FOR OUTSIDE SLIP!

252 Harbor Ln, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

$499,000
3 Beds ⋅ 3 Baths
This charming Colonial home, built in 1891, offers a perfect blend of historic character and modern comfort. With 3 spacious bedrooms and 3 full bathrooms, the open floor plan invites warmth and connection. Enjoy the elegance of crown moldings and built-ins, while the upgraded countertops and gas range in the kitchen make cooking a delight. Cozy up by one of the two gas fireplaces or unwind in the whirlpool tub after a long day. Set on a generous 0.24-acre lot, the front and rear yards provide ample space for outdoor activities and gardening.Fenced in backyard with patio is great for relaxing and entertaining. Located in a vibrant community, you'll appreciate nearby parks, excellent schools, and convenient public services that enrich daily life. With off-street parking and a welcoming neighborhood, this home is a true sanctuary. Experience the comfort and charm that awaits you in this exceptional home!

104 Kidwell Ave, Centreville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

$410,000
3 Beds ⋅ 4 Baths
SELLER WILL CONSIDER OWNER FINANCING! Waterfront Lifestyle with Included Boat Slip – some Bayview at Kent Narrows Experience the best of Eastern Shore living in this beautifully renovated 3-bedroom, 3.5-bath contemporary townhouse with garage, ideally located just over the Kent Narrows Bridge in the sought-after Bayview waterfront community. Waterview's from second and third floor bedrooms. This move-in-ready home features a stunning new kitchen with stylish gray shaker cabinetry, granite countertops, and stainless-steel appliances. The open-concept living and dining areas are enhanced by new luxury vinyl plank flooring, creating a modern, inviting space perfect for everyday living and entertaining. The spacious primary suite offers vaulted ceilings, abundant natural light, a ceiling fan, double closet plus walk-in closet, and a dressing area. The completely renovated spa-inspired primary bath is a true showstopper, featuring a luxurious oversized double shower with dual shower heads, built-in benches, niches, and sleek glass doors. Two additional generously sized bedrooms provide excellent flexibility, including one with a private en-suite bath, plus a third full bathroom for guests. Step outside and embrace the water-privileged lifestyle this community offers. Your assigned boat slip is in the private community marina, complete with water and electricity, and included in the monthly condo fee. Launch directly into Muddy Creek, which leads straight to the Chester River—putting you just minutes by boat from Red Eye Dock Bar, Harris’ Crab House, and The Dock House Restaurant.

109 Bayview, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

$1,215,000
3 Beds ⋅ 4 Baths
Perfectly positioned along the living shoreline of the Chester River, this waterfront residence in the gated community of Narrows Pointe offers breathtaking, million-dollar water views and a lifestyle centered around the beauty of the Eastern Shore. One of the few wide units in the community, the home is thoughtfully designed to maximize its remarkable setting. Three-panel sliding glass doors invite in abundant natural light while framing sweeping water views, and decks on two levels with retractable electric screens create inviting spaces to relax while overlooking the shoreline. A spectacular arrangement of windows throughout the home continually draws your eye to the tranquil river setting. Another plus- Seller has paid the current $10,000 assessment, so the buyer will not be obligated to that. Inside, hardwood flooring, recessed lighting, and a neutral color palette welcome you upon entry. The gourmet kitchen serves as the heart of the home and features granite countertops, a center island with breakfast bar, tile backsplash, wine refrigerator, and 42-inch cabinetry with under-mount lighting and convenient roll-out drawers for easy organization. High-end stainless steel appliances complete the space, and the adjacent dining room provides a bright setting for everyday meals or entertaining. Just off the kitchen, a walk-in pantry and laundry room add everyday convenience and extra storage. Also on the kitchen level is a bedroom suite currently used as an office, enhanced with built-ins that create a comfortable workspace while still offering flexible guest accommodations. The living room showcases a dramatic angled ceiling, a striking stone fireplace, and custom built-ins, creating a warm gathering space while keeping the focus on the surrounding water views. Upstairs, generously sized bedrooms each include en-suite baths with granite-topped vanities. The primary suite offers a peaceful retreat with a walk-in closet featuring built-in organization, a private deck overlooking the river, and a luxurious bath with remote blinds, double vanity, jetted self-cleaning tub, and Toto toilet. Both of the upper-level bedrooms were enhanced with updated hardwood flooring in 2020. The lower-level recreation room adds another versatile living area with a custom bar and cabinetry, making it an ideal space for entertaining. The finished garage features a granite flake floor and storage cabinetry, and the home also includes a whole-house speaker system. Architectural plans are available for the future addition of an elevator. Recent improvements include whole-house interior painting completed in 2020, replacement of the living room sliding glass door, updated electric screens, a 75-gallon water heater, built-ins throughout, professional installation of a TV mount above the fireplace, finished garage upgrades, carpeting and stair runner, water softener, and more. Located near the heart of Kent Narrows, the home offers easy access to a casual waterfront lifestyle with marinas, boating activities, community piers, a kayak launch, and a variety of waterfront restaurants and tiki bars. The Cross Island Trail begins just outside the Narrows Pointe entrance, while shops, hotels, and multiple fitness centers, some with pools, are all within a convenient 10-minute drive. Nearby outdoor destinations such as the local dog park and Terrapin Nature Park add even more ways to enjoy the natural beauty of Maryland’s Eastern Shore.

350 Narrows Pointe Dr, Grasonville

Listing courtesy of Northrop Realty. Contact:

$529,000
4 Beds ⋅ 4 Baths
NEW PRICE ....Welcome to 142 Harmony and this beautiful Beethoven model home featuring 4 bedrooms and 3 and one half bath. Situated on a lot that is just a short walk to the community club house, pools and all amenities, this home is designed with a beautiful brick front. As you enter, the floor inviting floor plan welcomes you with the living and dining area on the front of the home and stairs to the side to the upper level. Moving through you'll enter the very large family room with fireplace and the oversized gourmet kitchen with additional cabinets. The breakfast area off of the kitchen allows for relaxing views of the rear patio. The master suite is also located on the main level with master bath featuring a walk-in shower and a walk-in jetted tub. This suite also has two walk-in closets and additional stairs to the upper level. To complete the main level of the home is a half bath and laundry room with access to the garage which includes a sky basement for storage above. The second level of the home offers a very large additional area that can be utilized in many ways along with a carpeted walk-in storage area that can be utilized as a closet or utility room. To complete the upper level is a sitting room overlooking the family room below along with another bedroom and full bath. This home is move in ready and available for a quick settlement.

142 Harmony Way, Centreville

Listing courtesy of RE/MAX Executive. Contact:

$364,900
2 Beds ⋅ 3 Baths
Welcome to 1305 Marion Quimby Drive in Stevensville, a rare waterfront opportunity offering stunning views, low-maintenance living, and direct access to the best of Kent Island’s coastal lifestyle. This beautifully positioned 2-bedroom, 2.5-bath home sits right along the water, delivering breathtaking panoramic views you’ll enjoy from sunrise to sunset. Whether you’re sipping your morning coffee or unwinding in the evening, the peaceful waterfront setting creates the perfect backdrop for everyday living. Step outside and you’re immediately connected to the scenic waterfront walking trail ideal for morning jogs, sunset strolls, or simply soaking in the shoreline beauty. For boating enthusiasts, the property also includes a deeded boat slip, making it effortless to get out on the Chesapeake Bay whenever the mood strikes. Inside, you’ll find a thoughtfully designed layout with two spacious bedrooms, each offering privacy and comfort, plus two full bathrooms and a convenient half bath for guests. The home blends relaxed coastal charm with functional living spaces perfect for year-round enjoyment or a weekend retreat. Water views. Boat access. Community pool. Community fitness center and clubhouse. Walkable waterfront lifestyle. This is Kent Island living at its finest.

1305 Marion Quimby Dr, Stevensville

Listing courtesy of Keller Williams Realty Centre. Contact:

$240,000
If you’re looking to build your new dream home, then check out this nice cleared flat lot sitting in a Chesapeake Bay waterfront community. Quick walks to the community beach, marina, waterfront bar & grill. Public sewer. Convenient commute to the Bay Bridge and local shopping & dining. Bring your beautiful new home plans and see if this is the perfect lot for you. ATTENTION…. WHEN CLICKING ON THE TAX MAP AT TOP PAGE OF LISTING, IT APPEARS THE LOT IS SHOWING IN THE WRONG LOCATION. THIS LOT IS ACTUALLY LOCATED AT KENTMORR RD & REYNOLDS AVE JUST CLICK ON THAT LOT TO FIND CORRECT LOCATION. RIGHT BEHIND WATERFRONT HOMES.

Reynolds Avenue, Stevensville

Listing courtesy of CENTURY 21 New Millennium. Contact:

$679,000
3 Beds ⋅ 3 Baths
A fresh price and more than $50,000 in seller upgrades make this nearly new home one to see! Step inside and look up: wood beams accent the soaring ceiling, while engineered flooring and thoughtful details carry through the home. The kitchen’s oversized island offers storage on both sides and plenty of room to gather. The main level gives the spacious primary suite its own side of the home, with two additional bedrooms and a full bath on the other. You’ll also find multiple living spaces, a cozy propane fireplace, and a laundry room just off the attached garage. Upstairs, a generous bonus room with its own mini split is ready for a home office, family room, or guest space. Out back, the screened porch is built on a concrete foundation—a detail you’ll appreciate as much as the space itself. Beautifully finished, completely turnkey, and newly priced, this home is ready for its next chapter.

481 Eagle Manor Dr, Church Hill

Listing courtesy of Wilson Realty & Staging LLC. Contact:

$290,000
Queenstown Harbor - The last building lot available is now on the market. This property offers public water and sewer. The property is .29 acre with waterviews. The community offers private pier and landing. This is the property you have been looking for, on the inlet of Queenstown Creek, but not taxed as waterfront. The community holds the buffer on the waterfront.

248 Harbor Ln, Queenstown

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

$659,900
4 Beds ⋅ 3 Baths
Welcome to Meadow Creek. Estate s.Quality crafted homes on acre plus homesites.In the country but close to downtown Centreville. Centreville is home to restaurants, grocery stores, parks and schools.The newly designed Doral Model includes 4 bedrooms, 2.5 baths and a spacious light filled family room for starters. The options are endless and you’ll love designing the home that meets your lifestyle needs! A lower level offers continued customization options .****Special offer Construction financing****Models shown with options

311 Twin Meadows Farm Ln, Centreville

Listing courtesy of Keller Williams Flagship. Contact:

$784,900
4 Beds ⋅ 3 Baths
New Construction to be built in Queen Anne Colony.Doral Model. The newly designed Water Privileged plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home,. Make this your home with your personal selections, and you can move in this summer. Similar Doral home available to tour. The best of Eastern Shore living just 5 minutes from the Bay Bridge. Enjoy your home as well as golf, hiking trails, and fine dining. Welcome home.

303 Queen Anne Club Dr, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

$149,990
HUGE PRICE ADJUSTMENT! REDUCED $47K!! Rare opportunity to own a beautiful double lot (Lots 49 & 50) overlooking the peaceful marsh of Prices Creek in the sought-after Kent Island Estates community. This oversized homesite offers the perfect setting to build your dream home surrounded by nature, wildlife, and endless water-oriented recreation. Current flood mapping indicates the proposed homesite is not located in a flood zone (buyer to verify), providing added confidence as you plan your build. Enjoy the relaxed, coastal lifestyle that makes Kent Island Estates so special. Developed in the 1950s around the opening of the first Bay Bridge, this established community now features more than 600 homes stretching from the Chesapeake Bay to the Eastern Bay along Rt. 8 toward Romancoke Pier. Residents of all ages appreciate the peaceful setting, friendly atmosphere, and abundant outdoor amenities. The South Kent Island Trail runs directly through the neighborhood, offering miles of scenic biking, walking, and jogging from Matapeake Beach to Romancoke Pier. Spend your days fishing, crabbing, kayaking, or picnicking at the pier, or simply soaking in the bay breezes. Community gatherings, social events, yoga classes, and neighborhood activities create a true sense of connection, with the community hall available for private events and celebrations. Water privileges on the Chesapeake Bay, nearby dining and shopping, and a short drive to the Bay Bridge, historic Annapolis, and St. Michaels make this an exceptional location for both full-time living and a weekend retreat. See uploaded documents for important disclosures regarding sewer costs. Build the home you’ve been dreaming of in a community where every day feels like a getaway. THIS LOT IS DIRECTLY TO THE LEFT OF 336 OREGON ROAD, STEVENSVILLE, MD (IF YOU'RE FACING THE HOUSE), SO WE SUGGEST USING YOUR GPS TO THAT ADDRESS. Contact listing agent for questions.

Lot 49-50 Bay, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

$375,000
2 Beds ⋅ 3 Baths
*100% Renovated* Welcome to this *BEAUTIFUL RENOVATED* 2-bedroom, 2.5-bath townhome nestled in a desirable condo community on Kent Island. This fully updated home shines with thoughtful upgrades and modern touches throughout — including new storm doors, 2025 heat pump, new water heater, upgraded electrical system, new blinds, a new Samsung washer and dryer, double-pane windows, and brand-new carpet on the stairs and upper level. The open-concept main floor flows effortlessly to a private outdoor deck, perfect for morning coffee or evening entertaining with a tranquil view. Upstairs, the spacious primary suite features its own private balcony overlooking Thompson Creek, creating a peaceful personal retreat. The second bedroom and beautifully renovated bathrooms provide a flexible living space for guests and family. Enjoy serene water views, a quiet and walkable neighborhood, and easy access to scenic community walking trails. Whether you’re savoring the outdoors or relaxing amid a fully renovated, stylish interior, this move-in-ready townhome perfectly blends comfort, convenience, and the best of Kent Island living. PLEASE REMOVE SHOES...THANK YOU.

1205 Marion Quimby Dr, Stevensville

Listing courtesy of Taylor Properties. Contact:

$595,000
Discover the charm of the Blue Lantern Inn in the quaint, historic town of Centreville on Maryland's Eastern Shore. Built in the 1800s, this property offers over 6000 sq ft of living space, featuring four bedrooms, two full baths and living room with a fireplace. A 3 minute drive to Centreville Landing for boating, fishing and crabbing on the Corsica River. Walking distance to restaurants. Approximately 42 minutes to Annapolis, 30 minutes to Easton,1 hour 8 minutes to Baltimore and less than 2 hours from Ocean City and Rehoboth, DE. Property is 'AS IS" -Seller to make no repairs.

112 S Commerce St, Centreville

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

$464,000
4 Beds ⋅ 3 Baths
VA approved short sale at the current list price. Please read agent remarks for more information. Also, please note there is a noticeable smoke odor in the garage, with a lighter residual odor that carries into portions of the home. This home offers the kind of space and flexibility that’s hard to find. With four bedrooms, two and a half baths, and over 4,300 square feet total, there’s room here to spread out, settle in, and make it your own. Just over 2,700 square feet are finished, giving you generous living areas while still leaving plenty of opportunity to customize what comes next. Inside, you’ll find hardwood floors, granite countertops, and stainless steel appliances that bring a clean, timeless feel to the main living spaces. There’s also a flexible room that works well as a home office or creative space and could even function as a small additional bedroom with the use of an armoire. The layout feels practical and comfortable, whether you’re hosting friends or enjoying a quiet night in. The home includes a two car garage and a 120V GFI outlet for electric vehicle charging. Solar panels are already in place and will be assumed by the buyer. Downstairs, the unfinished basement offers even more potential. It includes an egress window, has been professionally waterproofed, and features thoughtful upgrades such as a foundation crack repair, two pillar reinforcements, and a backup sump pump. Completing the system, the hot water heater is an electric and propane hybrid with an eco mode option, designed with efficiency in mind. Beyond the home itself, the lifestyle here is a big part of the appeal. Centreville offers small-town charm with plenty to explore close by. Downtown is home to local favorites like Mamma Mia Italian Bistro, Doc’s Riverside Grille, Colosseum Pizza, and Commerce Street Creamery for coffee, ice cream, or an easy stop downtown. Outdoor time comes naturally with Tuckahoe State Park just a short drive away, offering miles of trails, a lake for kayaking or fishing, and wide open space to unwind. Wye Island Natural Resources Management Area is also nearby, known for its quiet shoreline, wooded trails, and abundant wildlife. With community events, local shops, and quick access to Route 301 for travel toward Annapolis or the Eastern Shore beaches, life here feels relaxed, connected, and easy to enjoy. This property is being sold as a VA short sale and is subject to bank approval. Per short sale requirements, the home must be on the market for a minimum of 15 days before a contract can be written and accepted.

138 Cool Meadow Dr, Centreville

Listing courtesy of EXP Realty, LLC. Contact:

$249,900
2 Beds ⋅ 2 Baths
Welcome to this charming two-bedroom, one-and-a-half-bath townhouse, thoughtfully designed for comfortable everyday living in a welcoming waterfront community. A traditional floor plan showcases engineered flooring, plush carpeting, and ceramic tile in select areas, creating a warm and inviting atmosphere throughout. The well-appointed kitchen features coordinating appliances, including a dishwasher and microwave, providing both style and functionality for everyday living and entertaining. Convenient main-level laundry enhances the home's practical appeal, while a dedicated location for a pellet stove—with chimney piping already installed through the upper levels and roof—offers the opportunity to add cozy supplemental heat. Embrace the waterfront lifestyle with the opportunity to purchase a boat slip for a one-time fee. Boat slips are assigned by unit number and become available for use upon purchase by the unit owner. This home's assigned slip, 17-2, is ideally located on the pier behind the community pool, providing easy access to Thompson Creek and Cox Creek for boating, fishing, kayaking, and countless days on the water. Additional features include an attached garage with a rare service door—an exclusive feature for the only unit in Building 17 with this added convenience—a private sidewalk leading directly to the rear deck, off-street parking, and an overflow guest parking area. Residents also enjoy access to a sparkling in-ground pool and professionally maintained common areas, creating a truly low-maintenance lifestyle. Conveniently located near parks, schools, shopping, dining, and everyday essentials, this home combines comfort, recreation, and waterfront living in one exceptional package. Whether you're relaxing by the pool, heading out on the water, or enjoying the privacy of your own outdoor space, this property offers the perfect place to call home.

17 Mariners Way Unit 17-2, Stevensville

Listing courtesy of Up-County Realty, Inc.. Contact:

$450,000
Prime Business Opportunity on High-Visibility Water Street in Centreville! Seller financing may be available for buyers with 20% down, 5% interest, amortized at 15 years with a 5 year balloon. Well-established commercial property offering exceptional exposure in a sought-after location. The first floor commercial space features about 1800+ sq' separated between a large retail space, office/kitchen , and storage space. The second floor includes a 2-bedroom, 1-bath apartment—ideal for owner occupancy or rental income. The building offers flexible layout potential and is truly ready for your vision. Downstairs can easily be divided into three sections to rent out separately. Situated on nearly a half-acre lot, the property boasts a generous parking area with 12+ spaces and room for future expansion. A rare opportunity for entrepreneurs, investors, or owner-operators looking to establish or grow their business in the heart of Centreville. Take advantage of the seller financing opportunity and 5% rate!

305 E Water St, Centreville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$499,000
2 Beds ⋅ 3 Baths
Four Seasons @ Kent Island - 55+ Community - Reduced! * Turn-key & Lovely 2nd Floor Condo in Elevator Building with 1 Car Garage plus 1 Car Outdoor Parking and Private, Secure Indoor Storage Area. This Chester Model offers 1900 sf with pond view and winter water views of Macum Creek. Enter to find an expansive, open floor plan featuring a beautiful white Kitchen with quartz counters, propane gas cooktop with range hood, wall oven + microwave combo and a huge Island that accommodates plenty of bar seating. Spacious Bedroom suites each with private full baths and generous closet spaces. The Primary bath has His 'n Her's double sinks with Moen fixtures, comfort height vanities, large vanity mirrors, medicine cabinets and a walk-in tiled shower with seat. The Primary bedroom features 2 closets; one walk-in-closet and one generous wall closet, a ceiling fan and a single French door to access the balcony. The 2nd Bedroom is large enough to hold a traditional sized bedroom set and features a tub/shower combo in the bath. The open Great Room is large, bright and has serene pond views and winter water views of Macum Creek with oversized sliders to a covered balcony. You will love the convenient laundry room located off the foyer area that accommodates the included full-sized GE washer and dryer. Elevator down to the Lobby level to your private garage and a just a few steps down the corridor is your private, keyed storage closet. This condo building features a secure lobby entrance and is impeccably decorated and maintained. Additionally, the 2nd floor has a common Club Room/Meeting Room great for socializing with your neighbors or as additional entertainment space. It features Public Water, Public Sewer, individually metered propane gas heat and cooking. All residents have access to the community amenities which include a huge 24,000 sf Club House with Billiards Room, Casual Lounge Area, Fitness Center, Party and Meeting rooms, and fabulous Indoor Heated Pool & Spa. Outside awaits a resort-like Pool, Cabana House, Private Beach Area, Outdoor Concert Space, Pier for Fishing and taking in the magnificent Chester River views & Kayak launch and Walking Trails. Pickle Ball enthusiasts you are in luck as there are Tennis Courts and Pickle Ball Courts for all, and grand kids can be entertained at a small Playground Area. Come tour today and see why this is THE place to be in Kent Island for 55+ living!

4000 Herons Nest Way Unit 22, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

$529,000
3 Beds ⋅ 2 Baths
Seller will pay the capital contribution fee of $3240 with an acceptable contract. Welcome to resort-style living in this beautifully appointed home nestled in the back of a desirable 55+ community, offering serene pond views and exceptional amenities. Rich cherry hardwood flooring flows throughout the main living areas, including the formal living and dining rooms, creating warmth and elegance from the moment you enter. The gourmet eat-in kitchen is a true highlight, featuring granite countertops, stainless steel appliances, and an open layout that seamlessly connects to the family room—perfect for everyday living and entertaining. Relax by the cozy gas fireplace or step outside to the private patio overlooking the tranquil pond for peaceful outdoor enjoyment.This home offers three spacious bedrooms and two full baths, including a luxurious primary suite with a large walk-in shower, soaking tub, and generous closet space. A custom built-in buffet with glass cabinetry adds both beauty and functionality, while the separate laundry room and two-car garage provide everyday convenience. Enjoy unparalleled community amenities including indoor and outdoor pools, billiards room, meeting room, bar, bocce ball and tennis courts, and a tot lot—everything you need for an active and social lifestyle. This exceptional home combines comfort, style, and resort-like living in a prime setting.

125 Encore Ct, Centreville

Listing courtesy of Rosendale Realty. Contact:

$324,900
2 Beds ⋅ 2 Baths
NEW CONSRUCTION. 2 BEDROOM 2 BATH RANCHER LOADED WITH UPGRADES. PICTURES ARE FROM PREVIOUS MODEL BUT FINISHES STILL THE SAME JUST DIFFRENT COLORS. COME SEE FOR YOURSELF. LOADED WITH UPGRADES. WHY BUILD WHEN YOU CAN JUST MOVE IN. UPGRADED LIGHTING PACKAGE, TRAY CEILING, CUSTOME 2 COLOR PAINT, UPGRADED TRIM, THE LIST JUST GOES AND GOES.

114 W Main St W Main, Sudlersville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$949,500
5 Beds ⋅ 3 Baths
Welcome to 530 Kennersley Farm Lane, nestled in the private waterfront community of Kennersley Farm. Set on 5 private acres along Island Creek, this property offers lots of privacy and nature. A long, tree-lined driveway leads you past mature landscaping and ample parking, where you can see views of the water. Inside, there is beautiful flooring and a bright, open layout. The kitchen features granite countertops, a center island, upgraded GE Profile appliances, and an eat-in area overlooking the in-ground pool and Island Creek. The primary suite, located on the first floor, is a true retreat with a huge walk-in closet, featuring a soaking tub, dual granite vanity, and tile shower. This room could also be used as an office, or second living area. The huge plus is the conveniently located laundry room located on the first floor. Upstairs, find three spacious bedrooms, two full baths, and a bonus room over the garage that can serve as a fifth bedroom, media room, or office. The unfinished walkout basement provides plenty of storage and potential for future living space. Outside, enjoy your private backyard with an in-ground pool, hot tub, patio, pool shed, and sweeping water views. You are surrounded by trees for tons of privacy. As a resident of Kennersley Farm, you’ll also have access to the community marina with pool and boat slips. Conveniently located near Centreville, Chestertown, beaches, restaurants, and shopping, this home offers so much and more. Your waterfront dream home awaits!!

530 Kennersley Farm Ln, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact:

$714,900
4 Beds ⋅ 3 Baths
Welcome to Meadow Creek Estate homes on acre plus homesites with plenty of room for a pool and separate garage. In the county but close to downtown Centreville. Centreville offers restaurants stores, parks and schools. One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and oversized table space kitchen. Add a light-filled morning room off the rear or expand your space with plan extensions. Choose a two or three-car garage for this plan. Upstairs accommodates four nicely sized bedrooms and you can customize your lower level rec area to suit your needs.

116 Pasture Ct, Centreville

Listing courtesy of Keller Williams Flagship. Contact: