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Four Seasons At Kent Island Real Estate

Four Seasons At Kent Island Real Estate

Welcome to Four Seasons at Kent Island, a picturesque subdivision nestled in the heart of Chester, Maryland, within Queen Anne's County. This vibrant community is designed for those who appreciate a blend of serene landscapes and modern conveniences, making it the ideal place to call home.

Four Seasons at Kent Island is renowned for its stunning waterfront views, lush greenery, and meticulously maintained homes. This charming neighborhood is perfect for families, retirees, and everyone in between, offering a variety of housing options that cater to diverse lifestyles. Whether you’re looking for a cozy single-family home or a spacious retreat, you’ll find a residence that meets your needs and exceeds your expectations.

The community boasts a plethora of amenities, including a clubhouse, fitness center, and swimming pool, fostering a strong sense of camaraderie among residents. Outdoor enthusiasts will revel in the nearby parks, nature trails, and easy access to the Chesapeake Bay, making it easy to enjoy boating, fishing, and kayaking.

Located just a short drive from the bustling towns of Centreville and Stevensville, Four Seasons at Kent Island offers the perfect balance of tranquility and accessibility. With top-rated schools, shopping, and dining options nearby, everything you need is within reach.

Experience the charm and warmth of Four Seasons at Kent Island, where community spirit meets the beauty of nature. Come and discover your dream home in this idyllic setting, and embrace a lifestyle that truly reflects the best of Maryland living!

Newest Listings in Four Seasons At Kent Island

201 Switchgrass Way Unit #34, Chester image
201 Switchgrass Way Unit #34, Chester $859,500

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...

  • 3 Beds
  • 3 Baths
Courtesy of TTR Sotheby's International Realty

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

320 Bayberry Dr, Chester image
320 Bayberry Dr, Chester $897,750

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...

  • 3 Beds
  • 2 Baths
Courtesy of Mr. Lister Realty

Listing courtesy of Mr. Lister Realty. Contact: (410) 486-5478

123 Flycatcher Way, Chester image
123 Flycatcher Way, Chester $1,100,000

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...

  • 3 Beds
  • 3 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

117 Flycatcher Way, Chester image
117 Flycatcher Way, Chester $1,200,000

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...

  • 3 Beds
  • 4 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

111 Flycatcher Way, Chester image
111 Flycatcher Way, Chester $1,200,000

The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement...

  • 5 Beds
  • 5 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

209 Harrier Way, Chester image
209 Harrier Way, Chester $747,900

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...

  • 4 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

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

193 Spinnaker Way, Chester image
193 Spinnaker Way, Chester $856,000

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. ...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

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

102 Boatswain Way Unit #2912, Chester image
102 Boatswain Way Unit #2912, Chester $609,990

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...

  • 2 Beds
  • 3 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

111 Marshgrass Way Unit #41, Chester image
111 Marshgrass Way Unit #41, Chester $998,000

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...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

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

102 Boatswain Way Unit #2943, Chester image
102 Boatswain Way Unit #2943, Chester $929,990

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...

  • 2 Beds
  • 3 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

102 Boatswain Way Unit #2932, Chester image
102 Boatswain Way Unit #2932, Chester $829,990

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...

  • 2 Beds
  • 3 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

110 Boatswain Way Unit #3044, Chester image
110 Boatswain Way Unit #3044, Chester $999,990

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...

  • 3 Beds
  • 3 Baths
Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

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