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119 Cavalier Court, Chester image
119 Cavalier Court, Chester $760,000

This gorgeous Santorini model is Move In Ready and located in the amenity rich 55+ community of Four Seasons. Built in 2019, this home provides a spacious floor plan offe...

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

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

Selling Office: .

111 Peregrine Drive, Chester image
111 Peregrine Drive, Chester $779,900

This Kerr is a thoughtfully designed home that combines comfort, elegance, and functionality, perfect for both everyday living and special occasions and estimated for com...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

129 Wheelhouse Way Unit #2032, Chester image
129 Wheelhouse Way Unit #2032, Chester $734,900

Welcome to unparalleled waterfront luxury at 129 Wheelhouse Way, Unit 2032, in Chester, MD! This exquisite 2-bedroom, 2.5-bath condo features an open floor plan with brea...

  • 2 Beds
  • 3 Baths
Courtesy of Northrop Realty

Listing courtesy of Northrop Realty. Contact:

Selling Office: .

211 Warbler Way, Chester image
211 Warbler Way, Chester $799,900

SPECIAL SAVINGS! Please see sales consultant for more information. This Kerr is a beautifully crafted home that blends sophistication with comfort, offering ideal space...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

218 Peregrine Drive, Chester image
218 Peregrine Drive, Chester $805,000

This Kerr is a beautifully designed home that offers both style and functionality, making it ideal for comfortable living and entertaining and estimated for completion Fe...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

209 Harrier Way, Chester image
209 Harrier Way, Chester $705,000

This brand new, custom-built home offers 2791 square feet of luxurious living space, with premium upgrades throughout. Premium up-grades are valued over $75,000. (See pr...

  • 4 Beds
  • 3 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

212 Switchgrass Way Unit #1612, Chester image
212 Switchgrass Way Unit #1612, Chester $524,900

Nestled within the picturesque landscape of the Four Seasons active lifestyle community, Luxury Waterview Condos offer a harmonious blend of elegance, comfort, and unpara...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

129 Wheelhouse Way Unit #2011, Chester image
129 Wheelhouse Way Unit #2011, Chester $549,900

Luxury living at its finest! This ground floor waterfront unit is under construction and Move in Ready! Welcome to a new luxury active adult 55+ community on Maryland'...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

230 Switchgrass Way Unit #1343, Chester image
230 Switchgrass Way Unit #1343, Chester $649,900

Welcome to the Chester condominium design. This home is currently in the process of construction and is estimated to be completed by December 2024/January 2025. This pop...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

135 Broadwater Drive, Chester image
135 Broadwater Drive, Chester $669,000

The Donegal model is a spacious and airy 2 bedroom, 2 bath home boasting an expansive open floor plan with nearly 2000 square feet of luxurious living space on one level....

  • 2 Beds
  • 2 Baths
Courtesy of RE/MAX Executive

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: .

230 Switchgrass Way Unit #1341, Chester image
230 Switchgrass Way Unit #1341, Chester $784,900

Welcome to the Severn condominium design. This home is currently in the process of construction and is estimated to be completed by December 2024/January 2025. This popu...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

129 Wheelhouse Way Unit #2012, Chester image
129 Wheelhouse Way Unit #2012, Chester $584,900

Welcome to the Magothy condominium design. This home is currently in the process of construction and is estimated to be completed by November 2024. This popular 2,000 sq...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

254 Peregrine Drive, Chester image
254 Peregrine Drive, Chester $674,900

Welcome to the Simone home design. This home features a great room fireplace, laundry tub, and plus shower in primary suite. This home is estimated for completion Novembe...

  • 4 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

252 Sailcloth Way, Chester image
252 Sailcloth Way, Chester $839,000

Welcome to your dream home in the prestigious Four Seasons community on Kent Island, Maryland. This exquisite property boasts a coveted premium lot, offering unparalleled...

  • 3 Beds
  • 3 Baths
Courtesy of Real Broker, LLC - Gaithersburg

Listing courtesy of Real Broker, LLC - Gaithersburg. Contact:

Selling Office: .

129 Wheelhouse Way Unit #2042, Chester image
129 Wheelhouse Way Unit #2042, Chester $809,853

Welcome to the Chester condominium design. This home is currently in the process of construction and is estimated to be completed by November/December 2024. This popular...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

4000 Herons Nest Way Unit #44, Chester image
4000 Herons Nest Way Unit #44, Chester $669,000

**** SPACIOUS PENTHOUSE CONDO. LOVELY VIEWS OF MACUM CREEK**** The Severn model is a spacious and airy 3 bedroom, 2.5 bath end-home unit boasting an expansive open fl...

  • 3 Beds
  • 3 Baths
Courtesy of RE/MAX Executive

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: .

242 Peregrine Drive, Chester image
242 Peregrine Drive, Chester $684,900

Welcome to the Simone home design. This home features a great room fireplace, screened patio, and plus shower in primary suite. This home is estimated for completion Janu...

  • 4 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

238 Peregrine Drive, Chester image
238 Peregrine Drive, Chester $657,200

The Jenkins II model is first floor living at its finest. This home features a great room fireplace, screened patio, and plus shower in primary suite. This home is estima...

  • 2 Beds
  • 2 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

136 Peregrine Drive, Chester image
136 Peregrine Drive, Chester $604,900

Welcome to the Bernstein home design. This home features a screened patio and plus shower in primary suite. This home is available now! For a full list of included feat...

  • 2 Beds
  • 2 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

234 Peregrine Drive, Chester image
234 Peregrine Drive, Chester $650,000

Welcome to the Simone home design. This home features a great room fireplace, laundry tub, and plus shower in primary suite. This home is estimated for completion Decembe...

  • 4 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

125 Peregrine Drive, Chester image
125 Peregrine Drive, Chester $664,900

Welcome to the Simone home design. This home features a great room fireplace, screened patio, and plus shower in primary suite. This home is estimated for completion Dece...

  • 4 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

129 Wheelhouse Way Unit #2021, Chester image
129 Wheelhouse Way Unit #2021, Chester $884,900

Luxury Living at its finest - this waterfront unit will be completed in October of 2024! Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. ...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

118 Peregrine Drive, Chester image
118 Peregrine Drive, Chester $642,900

The Jenkins II model is first floor living at its finest. This home features a great room fireplace, screened patio, and plus shower in primary suite. This home is estima...

  • 2 Beds
  • 2 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

241 Peregrine Drive, Chester image
241 Peregrine Drive, Chester $604,900

The Jenkins II model is first floor living at its finest. This home features a great room fireplace and plus shower in primary suite. This home is estimated for completio...

  • 2 Beds
  • 2 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

102 Peregrine Drive, Chester image
102 Peregrine Drive, Chester $750,000

Sizzling hot buyer’s incentive!$!$!$!$ Imagine enjoying the Holidays in this quick delivery home nestled within the Resort-Style 55+ Four Seasons at Kent Island communit...

  • 2 Beds
  • 2 Baths
Courtesy of Real Broker, LLC

Listing courtesy of Real Broker, LLC. Contact:

Selling Office: .

237 Peregrine Drive, Chester image
237 Peregrine Drive, Chester $599,900

The Jenkins II model is first floor living at its finest. This home features a great room fireplace and a plus shower in primary suite. This home is available now! For a...

  • 2 Beds
  • 2 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

224 Switchgrass Way Unit #1831, Chester image
224 Switchgrass Way Unit #1831, Chester $1,100,000

Luxury Low Maintenance Living at its finest! This 3rd floor Severn Model boasts views of the Chester River and will be available in Summer of 2024! Welcome to a new luxu...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

190 Harrier Way Unit #44, Chester image
190 Harrier Way Unit #44, Chester $885,000

Luxury Resort Living!! Four Seasons at Kent Island is an active 55+ community. No need to wait, move in today! Welcome to the Penthouse Severn model where Chester River ...

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

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

Selling Office: .

224 Switchgrass Way Unit #1833, Chester image
224 Switchgrass Way Unit #1833, Chester $839,900

Luxury living at its finest! Enjoy low maintenance living on the waterfront of the Chester River. This home is available now! Welcome to a new luxury active adult 55+ c...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

224 Switchgrass Way Unit #1834, Chester image
224 Switchgrass Way Unit #1834, Chester $1,080,000

Luxury Living at it's finest! Enjoy low maintenance, waterfront living on the Chester River. This 3rd floor condo unit is under construction and will be available in Su...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

171 Spinnaker Way, Chester image
171 Spinnaker Way, Chester $825,000

Excellent price adjustment! $40,000 under the original asking price! Come visit this beautiful home!! Located in the amenity rich Four Seasons at Kent Island, this ORIGI...

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

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

Selling Office: .

224 Switchgrass Way Unit #1842, Chester image
224 Switchgrass Way Unit #1842, Chester $969,900

Luxury Living at it's finest! Enjoy low maintenance, waterfront living on the Chester River. This 4th floor unit is under construction and is planned to be completed by...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

224 Switchgrass Way Unit #1843, Chester image
224 Switchgrass Way Unit #1843, Chester $959,900

Luxury Living at it's finest! This low maintenance waterfront unit is located on the 4th floor and will be completed in summer of 2024! Welcome to a new luxury active ad...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

207 Warbler Way, Chester image
207 Warbler Way, Chester $799,900

Welcome to the Kerr home design. This home features a screened patio and plus shower in primary suite. This home is estimated for completion October 2024. For a full li...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

243 King Fisher Drive, Chester image
243 King Fisher Drive, Chester $914,900

Welcome to the Franklin home design. This home features a screened patio and plus shower in primary suite. This home is estimated for completion October 2024. For a ful...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

142 Sailcloth Way, Chester image
142 Sailcloth Way, Chester $799,000

HONEY, STOP THE CAR! This is the best deal in the community, new or resale! You won't believe the value to be found in this 3 year old, San Sebastian model in PHASE II o...

  • 2 Beds
  • 2 Baths
Courtesy of Next Step Realty, LLC.

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: .

224 Switchgrass Way Unit #1821, Chester image
224 Switchgrass Way Unit #1821, Chester $874,900

This home is under construction and will be move in ready by August 2024! Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the am...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

229 Peregrine Drive, Chester image
229 Peregrine Drive, Chester $574,900

Welcome to the Bernstein home design. This home features a screened patio and plus shower in primary suite. This home is estimated for completion August 2024. For a ful...

  • 2 Beds
  • 2 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

3000 Herons Nest Way Unit #22, Chester image
3000 Herons Nest Way Unit #22, Chester $560,000

WELCOME HOME TO FOUR SEASONS - KENT ISLAND. This magnificent condo property offers turn-key luxury and a serene resort lifestyle in one of the fastest growing desired com...

  • 2 Beds
  • 3 Baths
Courtesy of Douglas Realty LLC

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: .

224 Switchgrass Way Unit #1812, Chester image
224 Switchgrass Way Unit #1812, Chester $691,900

This home is under construction and will be move in ready by July 2024! Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amen...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

233 Peregrine Drive, Chester image
233 Peregrine Drive, Chester $669,900

Welcome to the Simone home design. This home features a great room fireplace, screened patio, and plus shower in primary suite. This home is estimated for completion Augu...

  • 4 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

245 Peregrine Drive, Chester image
245 Peregrine Drive, Chester $637,900

Welcome to the Simone home design. This home features a great room fireplace, screened patio, and plus shower in primary suite. This home is estimated for completion Augu...

  • 4 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

3000 Herons Nest Way Unit #34, Chester image
3000 Herons Nest Way Unit #34, Chester $660,000

K Hovnanian's Four Seasons at Kent Island is an active 55+ community on Maryland's Chesapeake Bay, offering island resort-style and maintenance-free living at its finest!...

  • 3 Beds
  • 3 Baths
Courtesy of RE/MAX Executive

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: .

224 Switchgrass Way Unit #1811, Chester image
224 Switchgrass Way Unit #1811, Chester $689,900

This home is under construction and will be move in ready by July 2024! Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amen...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

224 Switchgrass Way Unit #1822, Chester image
224 Switchgrass Way Unit #1822, Chester $724,900

This home is under construction and will be move in ready by July 2024! Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amen...

  • 2 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

132 Wheelhouse Way Unit #12, Chester image
132 Wheelhouse Way Unit #12, Chester $660,000

Move in NOW! No need to wait for New Construction or miss out on Summer on Kent Island. It's Island Time! Welcome to Condo Unit 12 in this WATERFRONT Building located in ...

  • 2 Beds
  • 3 Baths
Courtesy of Keller Williams Flagship

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: .

4000 Herons Nest Way Unit #31, Chester image
4000 Herons Nest Way Unit #31, Chester $645,000

This is an outstanding opportunity for anyone looking for a peaceful escape to an idyllic island lifestyle this summer. The beautiful condo is located in the renowned "Fo...

  • 3 Beds
  • 3 Baths
Courtesy of Realty Navigator

Listing courtesy of Realty Navigator. Contact:

Selling Office: .

119 Peregrine Drive, Chester image
119 Peregrine Drive, Chester $634,900

The Jenkins II model is first floor living at its finest. This home features a great room fireplace, screened patio, and plus shower in primary suite. This home is estima...

  • 2 Beds
  • 2 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

property image
166 Warbler Way Unit #12, Chester $720,000

None

  • 2 Beds
  • 3 Baths
Courtesy of Non Subscribing Office

Listing courtesy of Non Subscribing Office. Contact:

Selling Office: .

166 Warbler Way Unit #44, Chester image
166 Warbler Way Unit #44, Chester $734,900

This home is under construction and will be move in ready by June 2024! Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amen...

  • 3 Beds
  • 3 Baths
Courtesy of KOVO Realty

Listing courtesy of KOVO Realty. Contact:

Selling Office: .

Four Seasons At Kent Island Real Estate & Homes

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. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

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