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$484,500

Welcome to this beautifully renovated 3-bedroom, 3-bath Rancher in Centreville—with an additional flex room that can serve as a bedroom, home office, or den! Nestled on 1 acre at the end of a private road, this home strikes the perfect balance of privacy, comfort, and convenience. Inside, you’ll find fresh paint, brand-new flooring, and an open layout designed for modern living. The living room flows seamlessly into the updated kitchen, complete with a butcher block island, concrete countertops, and plenty of space for everyday meals and entertaining alike. The primary suite features a stunningly renovated bathroom and French doors leading to the deck—perfect for morning coffee or evening relaxation. Another bedroom, a full bath, and a flexible office/den (or 4th bedroom) complete this side of the home. On the opposite wing, you’ll find versatile spaces ideal for gatherings and hobbies: a dining room, game room, and an oversized bedroom that could also function as a family room or recreation room. A full bath with double sinks, an extra-large laundry with newer front-loading washer/dryer, and abundant storage add both convenience and style. With a newer roof, HVAC, and water heater (all replaced in 2022), no HOA restrictions, and a backyard made for summer fun, this home truly offers the lifestyle you’ve been waiting for—peaceful, private, and move-in ready.

3 Beds ⋅ 3 Baths

Welcome to this beautifully renovated 3-bedroom, 3-bath Rancher in Centreville—with an additional flex room that can serve as a bedroom, home office, or den! Nestled on 1 acre at the end of a private road, this home strikes the perfect balance of privacy, comfort, and convenience. Inside, you’ll find fresh paint, brand-new flooring, and an open layout designed for modern living. The living room flows seamlessly into the updated kitchen, complete with a butcher block island, concrete countertops, and plenty of space for everyday meals and entertaining alike. The primary suite features a stunningly renovated bathroom and French doors leading to the deck—perfect for morning coffee or evening relaxation. Another bedroom, a full bath, and a flexible office/den (or 4th bedroom) complete this side of the home. On the opposite wing, you’ll find versatile spaces ideal for gatherings and hobbies: a dining room, game room, and an oversized bedroom that could also function as a family room or recreation room. A full bath with double sinks, an extra-large laundry with newer front-loading washer/dryer, and abundant storage add both convenience and style. With a newer roof, HVAC, and water heater (all replaced in 2022), no HOA restrictions, and a backyard made for summer fun, this home truly offers the lifestyle you’ve been waiting for—peaceful, private, and move-in ready.

107 Whitby Ln, Centreville

Listing courtesy of Clark & Co Realty, LLC. Contact: 410-490-2183

$4,158,000

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.

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:

$499,000

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!

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

$1,215,000

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.

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

$679,000

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.

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

$320,000

Three bedroom one-floor living on a spacious lot in Chester Harbor! Over half an acre of nicely shaded yard space, and a short distance to the public beach on Mill Creek. 3 bedrooms and 1.5 bathrooms, open living and dining space, large sunroom/ porch with wood-burning stove, and an additional wood stove in the living room. Outside there's a small storage shed and a larger workshop/shed next to the asphalt driveway. The sunroom leads to a deck overlooking the large yard. Great community with water access. Quick ten minutes into Chestertown, and less than an hour to Middletown DE or Annapolis.

3 Beds ⋅ 2 Baths

Three bedroom one-floor living on a spacious lot in Chester Harbor! Over half an acre of nicely shaded yard space, and a short distance to the public beach on Mill Creek. 3 bedrooms and 1.5 bathrooms, open living and dining space, large sunroom/ porch with wood-burning stove, and an additional wood stove in the living room. Outside there's a small storage shed and a larger workshop/shed next to the asphalt driveway. The sunroom leads to a deck overlooking the large yard. Great community with water access. Quick ten minutes into Chestertown, and less than an hour to Middletown DE or Annapolis.

222 Dutchess Rd, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$1,325,000

BEAUTIFUL 21 ACRE WATERFRONT ESTATE WITH OVER 400' OF WATER FRONTAGE AND SEPARATELY DEEDED DEEP WATER SLIP IS INCLUDED, SLIP #16 AT THE FAR LEFT END OF THE PIER RIGHT ACROSS THE STREET! APPROXIMATELY 6 CLEARED ACRES AND 15 WOODED ACRES. SPECTACULAR 3-STORY HOME WITH 4 LARGE BEDROOMS W/ENSUITE BATHROOMS. RECENT TOP QUALITY GOURMET KITCHEN RENOVATION W/GAS COOKTOP. IT'S AWESOME! ATTACHED 2-CAR GARAGE AND A MONSTROUS DETACHED GARAGE WITH ROOM FOR 6 MORE CARS. PLENTY OF STORAGE. BEAUTIFUL, PRIVATE INGROUND GUNITE POOL. CALL LISTING AGENT FOR MANY MORE AMENITIES. READ HOA DOCS IN DISCLOSURES. TRY TO GIVE 1-2 DAYS SHOWING NOTICE, PLEASE.

4 Beds ⋅ 5 Baths

BEAUTIFUL 21 ACRE WATERFRONT ESTATE WITH OVER 400' OF WATER FRONTAGE AND SEPARATELY DEEDED DEEP WATER SLIP IS INCLUDED, SLIP #16 AT THE FAR LEFT END OF THE PIER RIGHT ACROSS THE STREET! APPROXIMATELY 6 CLEARED ACRES AND 15 WOODED ACRES. SPECTACULAR 3-STORY HOME WITH 4 LARGE BEDROOMS W/ENSUITE BATHROOMS. RECENT TOP QUALITY GOURMET KITCHEN RENOVATION W/GAS COOKTOP. IT'S AWESOME! ATTACHED 2-CAR GARAGE AND A MONSTROUS DETACHED GARAGE WITH ROOM FOR 6 MORE CARS. PLENTY OF STORAGE. BEAUTIFUL, PRIVATE INGROUND GUNITE POOL. CALL LISTING AGENT FOR MANY MORE AMENITIES. READ HOA DOCS IN DISCLOSURES. TRY TO GIVE 1-2 DAYS SHOWING NOTICE, PLEASE.

105 Port Ct, Grasonville

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690