Recently Sold Homes in Chester, MD

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SOLD NOV 13, 2025

ABOUT THIS HOME
Recently Sold Home in Chester, MD:
Nestled in a highly desirable community, this stunning home offers over 2,500 sqft of spacious living on a large, wooded lot, ensuring privacy and tranquility. Move right into this freshly painted haven, featuring four generous bedrooms, including a luxurious primary suite with a massive walk-in closet and a spa-like ensuite bathroom—complete with a Jacuzzi tub and separate shower. Main Level Highlights: * * Brand-new Luxury Vinyl Tile (LVT) flooring * * Eat-in kitchen with ample space for gatherings * * Cozy family room with a gas fireplace * * Bonus room, perfect for an office or playroom * * Formal living and dining rooms for elegant entertaining * * Convenient half b

$542,500 Last sold price

4 beds2.5 baths2,558 sq ft

558 Cross Creek Ct, Chester, MD 21619

(703) 581-8605

SOLD DEC 1, 2025

ABOUT THIS HOME
Recently Sold Home in Chester, MD:
Don't miss this incredible opportunity to own a spacious 4-bedroom home in sought-after Clayborne Woods at an exceptional price! Picture yourself relaxing by the gas fireplace, enjoying outdoor fun in the fenced backyard, or working/playing in the flexible space featuring stylish French doors. This is a rare find and won't last long – schedule your private tour today before it's gone!

$400,000 Last sold price

4 beds2.5 baths1,840 sq ft

326 Hanna Ct, Chester, MD 21619

(410) 643-5005

SOLD SEP 16, 2025

ABOUT THIS HOME
Recently Sold Home in Chester, MD:
208 Ringneck Court is a great home for the smart buyer! The 2 bedroom, 2 1/2 bathroom GARAGE town-home, located in the Bayside community on the Chester River, underwent a MAJOR RENOVATION within the past 3 years. As you enter the south-facing home, you'll notice that the floor plan is a bit different than others. .. the kitchen has been reconfigured to create an open concept design which is ideal for those who love to entertain and don't want to be separated from family or friends while in the kitchen! The kitchen, living, and dining areas flow seamlessly with luxury vinyl plank flooring, neutral walls, and updated, coordinating lighting fixtures throughout the space. The contemporary k

$330,000 Last sold price

2 beds2.5 baths1,747 sq ft

208 Ringneck Ct, Chester, MD 21619

(410) 643-2244

SOLD SEP 30, 2025

ABOUT THIS HOME
Recently Sold Home in Chester, MD:
Step onto the front porch and open the door to the home you have been waiting for! This Carriage Style home has been well-loved and well-maintained. Updated and renovated in 2019-2020 . There is a bonus room with barn doors that provides options for additional living space, also perfect for an office or playroom and there is convenient access to the fenced yard with patio and a separate fenced area for the pup! The First floor private primary bedroom has custom updated bath by Paquin Design Build, with a separate tub and walk-in shower. The Kitchen features granite counter tops , stainless appliances, bar seating as well as table space overlooking a 2 story family room with a soaring cei

$459,000 Last sold price

3 beds2.5 baths1,858 sq ft

113 Chessie Ct, Chester, MD 21619

(443) 249-7653

SOLD SEP 29, 2025VIDEO TOUR

ABOUT THIS HOME
Recently Sold Home in Chester, MD:
Priced to Sell- VERY motivated sellers!!! Nestled in the tranquil community of Chester, Maryland, 203 Barren Ridge Road offers a unique blend of coastal charm and suburban comfort. This inviting Colonial-style home, situated on a 0.31-acre lot, features three bedrooms on the second floor with an oversized full bath that can easily be reconfigured to meet your needs! The main level provides ample space for living and entertaining both in and outdoors, with a spacious living room, a cozy family room, beautifully renovated eat-in kitchen, formal dining room and an updated half bath—this home is ideal for hosting gatherings or simply enjoying an abundance of nature. Located just across t

$475,000 Last sold price

3 beds1.5 baths2,072 sq ft

203 Barren Ridge Rd, Chester, MD 21619

(443) 318-8800

Property at 112 Harbour Sound Dr, Chester, MD 21619, 2 beds, 3.5 baths

$540,656 Last sold price

2 beds3.5 baths2,131 sq ft

112 Harbour Sound Dr, Chester, MD 21619

(410) 349-1207

Property at 312 Hanna Ct, Chester, MD 21619, 4 beds, 2.5 baths

$492,500 Last sold price

4 beds2.5 baths1,988 sq ft

312 Hanna Ct, Chester, MD 21619

(301) 850-0255

Property at 1903 Churchhill Ln, Chester, MD 21619, 4 beds, 3 baths

$405,000 Last sold price

4 beds3 baths1,682 sq ft

1903 Churchhill Ln, Chester, MD 21619

(443) 981-8000

Property at 315 Cross Creek Ct, Chester, MD 21619, 4 beds, 2.5 baths

$569,900 Last sold price

4 beds2.5 baths2,374 sq ft

315 Cross Creek Ct, Chester, MD 21619

(410) 643-2244

Property at 307 Skipper Ln, Chester, MD 21619, 3 beds, 2 baths

$490,000 Last sold price

3 beds2 baths2,180 sq ft

307 Skipper Ln, Chester, MD 21619

(410) 224-2200

Property at 306 Skipper Ln, Chester, MD 21619, 4 beds, 2.5 baths

$569,000 Last sold price

4 beds2.5 baths2,610 sq ft

306 Skipper Ln, Chester, MD 21619

(410) 263-8686

Property at 129 Kirwans Landing Ln, Chester, MD 21619, 4 beds, 2.5 baths

$784,400 Last sold price

4 beds2.5 baths2,630 sq ft

129 Kirwans Landing Ln, Chester, MD 21619

(443) 708-7074

Property at 2817 Cox Neck Rd, Chester, MD 21619, 6 beds, 5.5 baths

$1,850,000 Last sold price

6 beds5.5 baths5,174 sq ft

2817 Cox Neck Rd, Chester, MD 21619

(410) 758-2929

Property at 1622 Bayside Dr, Chester, MD 21619, 4 beds, 2.5 baths

$1,200,000 Last sold price

4 beds2.5 baths3,000 sq ft

1622 Bayside Dr, Chester, MD 21619

(301) 745-5500

Property at 413 Dominion Rd, Chester, MD 21619, 3 beds, 2 baths

$370,000 Last sold price

3 beds2 baths1,346 sq ft

413 Dominion Rd, Chester, MD 21619

(410) 643-5005

Property at 308 Dominion Rd, Chester, MD 21619, 3 beds, 2 baths

$325,000 Last sold price

3 beds2 baths1,280 sq ft

308 Dominion Rd, Chester, MD 21619

(681) 252-3002

Property at 204 Dominion Ln, Chester, MD 21619, 4 beds, 1 bath

$370,000 Last sold price

4 beds1 bath1,492 sq ft

204 Dominion Ln, Chester, MD 21619

(888) 860-7369

Property at 202 Evelyne St, Chester, MD 21619, 4 beds, 3.5 baths

$715,000 Last sold price

4 beds3.5 baths2,503 sq ft

202 Evelyne St, Chester, MD 21619

(410) 729-7700

Property at 157 John Gibson Dr, Chester, MD 21619, 4 beds, 2.5 baths

$680,000 Last sold price

4 beds2.5 baths2,252 sq ft

157 John Gibson Dr, Chester, MD 21619

(410) 224-3600

Property at 121 John Gibson Dr, Chester, MD 21619, 4 beds, 2.5 baths

$812,500 Last sold price

4 beds2.5 baths2,760 sq ft

121 John Gibson Dr, Chester, MD 21619

(410) 729-7700

Property at 314 Thomas White Blvd, Chester, MD 21619, 4 beds, 3.5 baths

$760,000 Last sold price

4 beds3.5 baths2,400 sq ft

314 Thomas White Blvd, Chester, MD 21619

(410) 729-7700

Property at 318 Old Point Rd, Chester, MD 21619, 3 beds, 2.5 baths

$1,025,000 Last sold price

3 beds2.5 baths1,656 sq ft

318 Old Point Rd, Chester, MD 21619

(410) 224-2200

Property at 444 Macum Creek Dr, Chester, MD 21619, 3 beds, 2.5 baths

$840,000 Last sold price

3 beds2.5 baths2,771 sq ft

444 Macum Creek Dr, Chester, MD 21619

(410) 260-2800

Property at 330 Macum Creek Dr, Chester, MD 21619, 4 beds, 3.5 baths

$989,000 Last sold price

4 beds3.5 baths3,949 sq ft

330 Macum Creek Dr, Chester, MD 21619

(410) 263-8686

Property at 235 Bayberry Dr, Chester, MD 21619, 3 beds, 3.5 baths

$910,000 Last sold price

3 beds3.5 baths3,514 sq ft

235 Bayberry Dr, Chester, MD 21619

(443) 274-1900

Property at 255 Sailcloth Way, Chester, MD 21619, 4 beds, 4 baths

$898,000 Last sold price

4 beds4 baths3,450 sq ft

255 Sailcloth Way, Chester, MD 21619

(410) 729-7700

Property at 130 Sunrise Ct, Chester, MD 21619, 3 beds, 4 baths

$935,000 Last sold price

3 beds4 baths3,494 sq ft

130 Sunrise Ct, Chester, MD 21619

(443) 292-6767

Property at 223 Broadwater Dr, Chester, MD 21619, 3 beds, 3 baths

$837,000 Last sold price

3 beds3 baths2,745 sq ft

223 Broadwater Dr, Chester, MD 21619

(443) 274-1900

Property at 200 Harrier Way #42, Chester, MD 21619, 2 beds, 2.5 baths

$557,000 Last sold price

2 beds2.5 baths1,900 sq ft

200 Harrier Way #42, Chester, MD 21619

(443) 274-1900 Redfin Corp

Property at 245 Peregrine Dr, Chester, MD 21619, 4 beds, 3 baths

$700,000 Last sold price

4 beds3 baths3,151 sq ft

245 Peregrine Dr, Chester, MD 21619

(410) 972-4000

Property at 242 Peregrine Dr, Chester, MD 21619, 4 beds, 3 baths

$705,000 Last sold price

4 beds3 baths3,151 sq ft

242 Peregrine Dr, Chester, MD 21619

(301) 423-0440

Property at 137 Warbler Way, Chester, MD 21619, 2 beds, 2 baths

$721,000 Last sold price

2 beds2 baths2,147 sq ft

137 Warbler Way, Chester, MD 21619

(443) 249-7653

Property at 170 Harrier Way #33, Chester, MD 21619, 2 beds, 2.5 baths

$485,000 Last sold price

2 beds2.5 baths1,900 sq ft

170 Harrier Way #33, Chester, MD 21619

(443) 274-1900

Property at 1033 Dundee Ct #5, Chester, MD 21619, 3 beds, 2.5 baths

$365,000 Last sold price

3 beds2.5 baths1,360 sq ft

1033 Dundee Ct #5, Chester, MD 21619

(443) 215-4663

Property at 211 Switchgrass Way #1524, Chester, MD 21619, 3 beds, 2.5 baths

$624,900 Last sold price

3 beds2.5 baths2,602 sq ft

211 Switchgrass Way #1524, Chester, MD 21619

(240) 375-5074

Property at 211 Switchgrass Way #1523, Chester, MD 21619, 2 beds, 2.5 baths

$534,900 Last sold price

2 beds2.5 baths1,900 sq ft

211 Switchgrass Way #1523, Chester, MD 21619

(240) 375-5074

Property at 2723 Cox Neck Rd, Chester, MD 21619, 4 beds, 2.5 baths

$447,500 Last sold price

4 beds2.5 baths1,600 sq ft

2723 Cox Neck Rd, Chester, MD 21619

(410) 643-2244

Property at 201 Switchgrass Way #1421, Chester, MD 21619, 3 beds, 2.5 baths

$689,900 Last sold price

3 beds2.5 baths2,602 sq ft

201 Switchgrass Way #1421, Chester, MD 21619

(240) 375-5074

Property at 211 Switchgrass Way #1531, Chester, MD 21619, 3 beds, 2.5 baths

$734,900 Last sold price

3 beds2.5 baths2,602 sq ft

211 Switchgrass Way #1531, Chester, MD 21619

(240) 375-5074

Property at 211 Switchgrass Way #1534, Chester, MD 21619, 3 beds, 2.5 baths

$705,250 Last sold price

3 beds2.5 baths2,602 sq ft

211 Switchgrass Way #1534, Chester, MD 21619

(240) 375-5074

Property at 416 Warbler Way, Chester, MD 21619, 2 beds, 2 baths

$654,900 Last sold price

2 beds2 baths1,993 sq ft

416 Warbler Way, Chester, MD 21619

(240) 375-5074

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Recently Sold Homes in Chester

There are currently 55 recently sold homes for sale in Chester at a median listing price of $538K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chester stay on the market for 97 days and receive 1 offers. This map is refreshed with the newest listings in Chester every 15 minutes.

In the past month, 12 homes have been sold in Chester. In addition to houses in Chester, there were also 15 condos, 9 townhouses, and 0 multi-family units for sale in Chester last month. Find your dream home in Chester using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chester are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chester. Our Chester real estate stats and trends will give you more information about home buying and selling trends in Chester. If you're looking to sell your home in the Chester area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chester with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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