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$949,000
4 Beds ⋅ 3 Baths
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: 4102638686
$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: kelly.thompson@cbmove.com
$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 Road, 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:

$2,250,000
6 Beds ⋅ 5 Baths
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.

351 Wye Rd, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$724,999
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: 4103042250
$850,000
1 Beds ⋅ 2 Baths
This Tidewater Cape sits on the point of 13.78 acres and is surrounded by the tidal waters of the Chester River. Built to be a summer home by a father and son in 1950, this home is filled with character and charm. Drive through the woods and catch glimpses of the river to your left. Moments later, the trees open to the homesite, and then notice there is water to your right as well, showcasing the point setting. Cute and cozy from the moment you see it, but this home’s full presence is best appreciated from the rear, where the three-story Tidewater elevation stands proud and timeless. Loved and enjoyed by several generations, the home offers hardwood floors throughout the main and second levels, beautiful built-ins and gorgeous hardwood details throughout. Outdoor living includes a main-level porch and lower-level patio, perfect for taking in the peaceful surroundings. Two outbuildings are located along the shoreline: a one-car garage and a workshop with electric, they offer flexible storage and workspace. There could be potential for subdividing a lot, but buyers to verify all possibilities with the county. Pier/dock conveys As-Is — do not walk on dock. Do Not Enter Property without an appointment.

200 Powers Ln, Millington

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

$515,000
2 Beds ⋅ 3 Baths
WATERFRONT Condo! Open House dates scheduled. Beautifully renovated 2BR/2.5BA waterfront condominium located in the sought-after Queen’s Landing resort-style community on the scenic Chester River, just off the Chesapeake Bay. This move-in-ready home showcases a stunning top-to-bottom remodel, including new luxury vinyl plank flooring, new carpet, fresh paint throughout (ceilings, walls, trim, and doors), new white cabinetry, beautiful quartz countertops with beveled white backsplash, updated bathroom vanities, flooring and modern lighting fixtures. The light-filled open floor plan is designed to highlight the panoramic Chester River views. The spacious family room off the kitchen features an oversized sliding glass door leading to a private balcony with beautiful eastern water views—perfect for morning coffee or relaxing evenings overlooking the river. Upstairs, the primary bedroom suite offers elevated water views and a private full bath. A second large bedroom and additional full bath complete the upper level, with washer and dryer conveniently located between the bedrooms. Residents of Queen’s Landing enjoy exceptional waterfront amenities including a private marina, swimming pool overlooking the Chester River, clubhouse, fitness center, tennis and pickleball courts, and scenic waterfront walking paths. Ideally located just minutes from shopping, dining, entertainment, the Cross Island Trail, and the Chesapeake Bay Bridge, this home is perfect as a full-time residence or weekend waterfront retreat on Maryland’s Eastern Shore. Schedule your private tour today!

34 Queen Anne Way, Chester

Listing courtesy of Taylor Properties. Contact:

$240,000
1 Beds ⋅ 1 Baths
Queens Landing - One bedroom condo with living room overlooking kitchen, good for entertaining. Private patio off bedroom with secured storage. Laundry is stackable located in bedroom. You will enjoy the Queen's Landing community clubhouse, marina, tennis court and pool and well as the trails in the community. Call today for your private showing.

8 Queen Victoria Way, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. 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: 4103042250
$425,000
3 Beds ⋅ 4 Baths
Waterfront Lifestyle with Included Boat Slip – 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 hall 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. Additional highlights include: •

109 Bayview, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$48,575
Affordable, buildable lot with-in Centreville Town limits. See documents for site plan. Lot has an approved building pad 22' wide by 150' deep. Please contact Town of Centreville to verify all information pertaining to the water and sewer allocations along with building requirements. Possible seller financing options.

212 Little Kidwell Ave, Centreville

Listing courtesy of Michael J. Bozek. Contact:

$799,990
3 Beds ⋅ 3 Baths
Experience the exceptional craftsmanship of Schaefer Homes with the Raleigh floorplan, now offered in the highly desirable water-access community of Queen Anne’s Colony. This thoughtfully designed new construction home offers the ease of single-level living, blending timeless coastal style with modern functionality—perfect for both everyday living and effortless entertaining. The heart of the home features a designer kitchen with an oversized island, quartz countertops, and stainless steel appliances, all flowing seamlessly into a stunning vaulted family room that creates an open, airy feel. Enjoy an unbeatable location surrounded by serene water views, quiet streets, and a welcoming community atmosphere. Residents have convenient access to Queen Anne Marina—ideal for boating enthusiasts—as well as the nearby Blue Heron Golf Course for a relaxing day on the greens. Just minutes away, you’ll find a variety of waterfront dining and locally loved restaurants that capture the charm of the area. This is a rare opportunity to own a beautifully crafted Schaefer home in one of the region’s most sought-after communities—don’t miss your chance to make it yours.

313 Columbia Ln, Stevensville

Listing courtesy of RE/MAX United Real Estate. 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: 4102956579
$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: 4432741900
$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: 4103120000
$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 Ave, Stevensville

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595
$95,000
Hurry and Dont miss this exceptional opportunity to own 3.18 acres of beautiful land located at 1724 Starr Rd in peaceful Queen Anne, MD. This spacious lot offers endless possibilities. Enjoy the tranquility of rural living while still being conveniently located near major routes for easy access to Easton, Centreville, and the Bay Bridge. Located in Queen Annes County and within the Queen Anne’s County Public School District. The property sell AS IS and Buyer need to verify zoning, utilities and permits.

1724 Starr Rd, Queen Anne

Listing courtesy of XRealty.NET LLC. Contact:

$679,000
3 Beds ⋅ 3 Baths
NEW MARKET ADJUSTMENT PRICING - Unbeatable Value! This beauty is ready to WOW you & has a new lower price! From the moment you step inside your attention will be drawn to all the little details that make this property a show stopper... Wood beams on the soaring ceilings, huge center kitchen island with storage on both sides, gorgeous engineered flooring, screened porch built on a cement foundation not decking, shadow box detail and so much more. You'll appreciate the generous primary suite on one side and two additional bedrooms with full bath on the other side of the first floor. Multiple living spaces, cozy propane fireplace, laundry room off attached garage that will actually make you want to do the laundry! Upstairs is a nicely sized bonus room complete with a mini split perfect as a home office, family room or guest room. Sellers made a number of after construction upgrades totaling over $50,000!. To put it simply, you will love everything about this home! Completely turnkey.

481 Eagle Manor Dr, Church Hill

Listing courtesy of Wilson Realty & Staging LLC. Contact: 4103042250
$450,000
3 Beds ⋅ 3 Baths
MOTIVATED SELLER - PRICE REDUCED $50,000 and a NEW 50 YEAR WARRANTY ROOF JUST INSTALLED. Welcome to your new home in one of Stevensville’s water-oriented communities. This 3-bedroom, 3-bath home has much to offer. Additional unfinished space to add up to 2 additional bedrooms. The spacious living areas are perfect for entertaining. Lower-level family room with fireplace and wet bar. Also, an indoor hot tub. Oversized attached garage with room for all your toys. Outdoors, enjoy your own personal oasis with privacy— deck and patio, an above ground pool and fenced backyard, ideal for summer cookouts and relaxation. The property sits in a water-privileged neighborhood with access to neighborhood water front park with tot-lot. Perfect for sunset views over the Chesapeake Bay. Start experiencing Eastern Shore living. Sewer is coming to the neighborhood. Hurry this one will not last.

117 Bay Dr, Stevensville

Listing courtesy of RE/MAX One. Contact: 4102244400
$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 Dr, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$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:

$545,000
3 Beds ⋅ 3 Baths
Custom builder selling his own home that has been well built, well maintained, and thoughtfully designed. This home is in great condition and offers just under 3,000 square feet of living space with 3 bedrooms and 2.5 baths. On everyone's wish list is the generous sized 2-car garage with extra side entrance. The first floor features an open and functional layout designed for everyday living. The kitchen is open to the breakfast area and living room, creating a cohesive main living area. The living room includes a built-in fireplace, while a formal dining room sits just off the kitchen. The kitchen features granite countertops and tile flooring, which continues through the pantry and mudroom. All other countertops throughout the home are upgraded. A spacious laundry room and pantry are conveniently located off the kitchen. The first floor also includes a powder room and a first-floor extra room ideal for a home office or study. A spacious entryway from the attached two-car garage or additional side entrance provides a practical everyday entry. The first-floor primary suite offers comfortable main-level living and includes cathedral ceilings, a private door leading to a roomy composite back deck, and an attached bathroom with marble heated flooring and a walk-in shower, along with a spacious walk-in closet. Upstairs, the home offers two bedrooms with a loft area in between , providing flexible additional living space. Custom inlay flooring is featured in the formal dining room, living room, foyer, primary suite and first-floor extra room, tastefully alternating wood types and adding subtle character. Overall, this home offers quality construction, thoughtful design, and a layout that works well for everyday living. Still more details and touches to be seen when you come to visit. This home truly is move in ready.

204 Double Creek Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. 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: 4106907356
$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: 8888607369
$259,900
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 15+ 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: