Four Seasons At Kent Island Homes for Sale

Welcome to Four Seasons At Kent Island, a vibrant and welcoming subdivision nestled in the heart of Chester, Queen Anne's County, Maryland, USA. This charming community offers an unparalleled lifestyle for those seeking a perfect blend of comfort, convenience, and luxury.

Homes for sale in Four Seasons At Kent Island are the epitome of elegance and modern living. From cozy townhouses to spacious single-family homes, there is a perfect property for every taste and preference. Residents can enjoy top-notch amenities such as a clubhouse, fitness center, swimming pool, and walking trails, providing endless opportunities for relaxation and recreation.

Living in Four Seasons At Kent Island means being part of a close-knit community where neighbors become friends, and every day feels like a vacation. With easy access to shopping, dining, entertainment, and outdoor activities, this subdivision offers the best of both worlds - a peaceful retreat away from the hustle and bustle, yet close to everything you need.

Whether you are looking for a permanent residence or a vacation home, Four Seasons At Kent Island is the perfect place to plant your roots and create lasting memories. Don't miss the opportunity to own a piece of this idyllic paradise - explore the homes for sale in Four Seasons At Kent Island today!

Newest Four Seasons At Kent Island Homes for Sale

641 Warbler Way, Chester $649,990 ▼

Welcome to the Bernstein II, a beautifully designed home offering 2 bedrooms, 2 baths, and a 2-car garage. This home combines an open-concept layout with thoughtful desig...

2 Beds
2 Baths

Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

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

275 Warbler Way, Chester $944,900

Welcome to 275 Warbler Way, a beautifully upgraded Kerr model by K. Hovnanian in the sought-after 55+ Four Seasons at Kent Island community. Less than two years old and a...

3 Beds
3 Baths

Courtesy of Samson Properties

Listing courtesy of Samson Properties. Contact: 7033788810

536 Warbler Way, Chester $749,990 ▼

Welcome to the Taylor, a beautifully designed home offering 2 bedrooms, 2 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for ...

2 Beds
3 Baths

Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

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

214 Bayberry Dr, Chester $924,000

Welcome to 214 Bayberry at Four Seasons on Kent Island. Step into refined elegance and low-maintenance, luxury main-level living with this stunning Killarney model. This ...

3 Beds
3 Baths

Courtesy of Benson & Mangold, LLC

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

320 Bayberry Dr, Chester $862,750 ▼

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

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

209 Harrier Way, Chester $747,900

Welcome Home!!! Open DAILY by Appointment - Or stop by one of our OPEN HOUSES***If you're looking for the ease of primarily one-level living with flexible space for guest...

4 Beds
3 Baths

Courtesy of Long & Foster Real Estate, Inc.

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

532 Warbler Way, Chester $899,990 ▼

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...

3 Beds
3 Baths

Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

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

540 Warbler Way, Chester $929,990 ▼

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...

3 Beds
3 Baths

Courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP

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

121 Merlin Dr, Chester $697,900 ▼

Assumable VA Loan available w/interest rate in 5's to qualified buyers! Experience the ease of elegant one-level living in this exceptional home, located in one of Maryla...

2 Beds
2 Baths

Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

233 Peregrine Dr, Chester $724,999 ▼

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...

4 Beds
3 Baths

Courtesy of Rosendale Realty

Listing courtesy of Rosendale Realty. Contact: 4107580333

215 Kingfisher Ln, Chester $995,000 ▼

Check out the Virtual Tour! Exceptional Value in Four Seasons at Kent Island Why wait to build? This less-than-one-year-old Tuscaloosa model on sought-after Kingfisher ...