Welcome to Four Seasons at Kent Island, where luxury waterfront living meets the ease of a premier 55+ lifestyle on the shores of the Chester River. Offering breathtaking...
Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
Be part of the fastest growing 55+ community on Marylands Eastern Shore. Bayberry was the first street in Four Seasons Kent Island where construction in 2021 was superior...
Listing courtesy of Mr. Lister Realty. Contact: (410) 486-5478
The Kerr Model Home offers a beautifully crafted layout enhanced with elevated designer finishes throughout—available now for immediate settlement with a rent-back opport...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome Home! JUST LISTED & OPEN Sunday 8/9 from 9am-11am OR by APPT DAILY! Barely lived in, this home still looks like new, offering all the benefits of new constructio...
Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
Welcome to Your Dream Home at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Lille Loft model. ...
Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home combines an open-conce...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .Best View of the Chester River. Check it out! Experience elevated Eastern Shore living in this beautifully appointed corner residence overlooking the Chester River in the...
Listing courtesy of RE/MAX Executive. Contact:
Selling Office: .The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout—now available for immediate settlement with a re...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .Welcome to the Taylor, a beautifully designed home that offers the perfect blend of comfort, style, and convenience. Available now, this home features 2 bedrooms, 2.5 bat...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. T...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Impeccably finished and immediately available, this corner residence provides the ease and comfort of luxury condo living surrounded by the natural beauty of the Chesapea...
Listing courtesy of The KW Collective. Contact:
Selling Office: .Welcome to 132 Kestrel Lane, an exceptional home in the premier waterfront community of Four Seasons at Kent Island. Offering over 3,600 square feet of thoughtfully desig...
Listing courtesy of TTR Sotheby's International Realty. Contact:
Selling Office: .Welcome to this stunning 4th floor penthouse Severn condominium with serene bay views! This end unit looks out over the walking trails to the water and trees. The fabul...
Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines mod...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines mod...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
The Tuscaloosa home offers a thoughtfully designed layout with elevated finishes throughout, with a projected settlement of April 2026. Featuring 2 bedrooms, 2.5 baths, a...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .No waiting on the Builder for 8+ months!! This just like brand new Jenkins II Model built in June 2025 boasts soaring, coffered and vaulted ceilings in the 2,025 sf of s...
Listing courtesy of RE/MAX Executive. Contact:
Selling Office: .Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home blends modern c...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. T...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome to the Tuscaloosa, a beautifully designed home that blends an open-concept floorplan with warm Farmhouse-inspired style, creating the perfect balance of comfort a...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome to the Simone, a beautifully designed home offering 4 bedrooms, 3 baths, and a 2-car garage. This home combines thoughtful design with comfortable living spaces i...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome to the Simone, a beautifully designed home offering 4 bedrooms, 3 baths, and a 2-car garage. This home combines thoughtful design with comfortable living spaces i...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for bo...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines mod...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home blends modern ...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
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Listing courtesy of CENTURY 21 New Millennium. Contact: 3015198100
Welcome to the Tuscaloosa, a spacious and thoughtfully designed home offering 5 bedrooms, 4.5 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home ...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home combines mode...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for bo...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
Experience the ease of elegant one-level living in this exceptional home, located in one of Maryland's premier 55+ active adult communities on the Chesapeake Bay. Designe...
Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
Welcome to resort-style living at K. Hovnanian's Four Seasons at Kent Island — one of the Eastern Shore's premier 55+ waterfront communities on the Chesapeake Bay. This ...
Listing courtesy of Real Broker, LLC - Chester. Contact: 8554500442
Why wait for new construction when you can move right into this beautiful Simone model in the highly sought-after Four Seasons at Kent Island? This spacious home offers 4...
Listing courtesy of Rosendale Realty. Contact: 4107580333
Introducing the Severn Lot 2224, projected to settle in May 2026. This thoughtfully designed home offers 3 bedrooms, 2.5 baths, and a 1-car garage. Interior highlights ...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .Welcome to 1000 Herons Nest Way #23, an exceptional former model home located in the first phase of condominiums within the highly desirable Four Seasons at Kent Island. ...
Listing courtesy of Samson Properties. Contact: 7033788810
Rarely on the market Penthouse level Chester model available immediately! Balcony views from the top floor leftside provide view of the Chester River, Macum Creek and t...
Listing courtesy of RE/MAX United Real Estate. Contact:
Selling Office: .Welcome to luxury, comfort, and effortless living in the highly sought-after first section of Four Seasons at Kent Island. Offering a floor plan no longer available in th...
Listing courtesy of Wilson Realty & Staging LLC. Contact: 4103042250
Beautiful fourth-floor condo offering nearly 2,000 square feet of living space, featuring two bedrooms, a home office, two full baths, and a half bath. Enjoy morning sun ...
Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
Like-new luxury living in Four Seasons at Kent Island. Completed in August and only lightly lived in, this 2,800 sq ft home offers 4 bedrooms and 3 baths with a pristine,...
Listing courtesy of RE/MAX Executive. Contact:
Selling Office: .Newly adjusted price. Rarely available, this luxurious Severn penthouse in Four Seasons at Kent Island offers the perfect blend of waterfront beauty, comfort, and resor...
Listing courtesy of Real Broker, LLC. Contact: 8504500442
The Simone is a beautifully designed home with a projected settlement of May 2026, offering the space and features you are looking for. With 4 bedrooms, 3 full baths, and...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .The Chester blends modern design with everyday comfort in a thoughtfully designed layout perfect for both work and relaxation. Featuring 2 bedrooms, 2.5 baths, and a 1-ca...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .The Chester blends modern design with everyday comfort in a thoughtfully designed layout perfect for both work and relaxation. Featuring 2 bedrooms, 2.5 baths, and a 1-ca...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .Introducing the Chester Lot 2223, projected to settle in May 2026. This beautiful home offers 2 bedrooms, 2.5 baths, and a 1-car garage. Interior highlights include a d...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .Priced to sell at just $700,000, this is an exceptional opportunity. With a $160,000 lot premium and over $60,000 in builder upgrades, this home is offered below its repl...
Listing courtesy of Real Broker, LLC. Contact: 8504500442
Welcome to 129 Sailcloth Way in the resort-style community of Four Seasons at Kent Island! This beautifully upgraded Kilarney model offers over 2300 square feet of singl...
Listing courtesy of RE/MAX Executive. Contact:
Selling Office: .Magothy || Available May 2026 This thoughtfully designed home features 3 bedrooms, 2.5 baths, and a 1-car garage. Inside, you’ll find an open layout complemented by a dr...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .Chester|| Available May 2026 This home offers 2 bedrooms, 2.5 baths, and a 1-car garage. Standout features include a dry bar, an electric fireplace, and a dedicated home...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. Scheduled for settlement in July 2026, this home combines an open-conce...
Listing courtesy of KOVO Realty. Contact:
Selling Office: .Our website features the best real estate search for homes, condos, land and foreclosure properties available in Four Seasons At Kent Island, Chester MD. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.
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