Homes with Parking for Sale in Chester, MD

33 homes

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NEW 6 HRS AGO

ABOUT THIS HOME
Home with Parking for sale in Chester, MD:
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 opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio that extends your living space outdoors. Thoughtful design details—such as barn doors, crown molding, and a custom feature wall—add character and craftsmanship throughout. As an added bonus, all model home furniture is included, offering a seamless move-in-ready experience. The be

$1,300,000

3 beds3.5 baths2,930 sq ft

117 Flycatcher Way, Chester, MD 21619

Screened patio • Barn doors • Cozy fireplace

(240) 375-5074

NEW 5 HRS AGO

ABOUT THIS HOME
Home with Parking for sale in Chester, MD:
The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication. Standout features include a dedicated home office, an inviting fireplace, and a screened patio perfect for indoor–outdoor living. Custom design elements—such as barn doors, ceiling beams, and a striking feature wall—bring warmth, character, and craftsmanship to every corner. As a premium bonus, all model home furniture is included, providing a fully move-in-ready

$1,350,000

5 beds4.5 baths3,225 sq ft

111 Flycatcher Way, Chester, MD 21619

Open-concept design • Screened patio • Inviting fireplace

(240) 375-5074

NEW 6 HRS AGO

ABOUT THIS HOME
Home with Parking for sale in Chester, MD:
The Kerr Model Home offers a beautifully crafted layout enhanced with elevated designer finishes throughout—available now for immediate settlement with a rent-back opportunity. Thoughtfully designed with 3 bedrooms, 3 baths, and a 3-car garage, this home blends spacious living, refined styling, and everyday functionality. Standout features include a dedicated home office, an inviting fireplace, and professionally designed details such as a feature wall, crown molding, and sliding barn doors that add custom character to each space. As an added benefit, all model home furniture is included, providing a fully move-in-ready experience. The gourmet kitchen is equipped with a Profile range,

$1,250,000

3 beds3 baths2,789 sq ft

123 Flycatcher Way, Chester, MD 21619

Sliding barn doors • Feature wall • Inviting fireplace

(240) 375-5074

NEW 6 HRS AGO

ABOUT THIS HOME
Home with Parking for sale in Chester, MD:
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 rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a screened patio ideal for indoor–outdoor living. Elevated design moments—such as feature walls, ceiling beams, and barn doors—bring custom flair to each space. As a true bonus, all model home furniture is included, offering a completely move-in-ready experience. The chef-inspired ki

$1,100,000

2 beds2 baths1,993 sq ft

127 Flycatcher Way, Chester, MD 21619

Screened patio • Cozy fireplace • Open-concept layout

(240) 375-5074

ABOUT THIS HOME
Home with Parking for sale in Chester, MD:
Discover exceptional living on an oversized fenced lot in the sought-after community of Gibson’s Grant on Kent Island. This beautifully maintained home offers a rare combination of space, versatility, and thoughtful upgrades—inside and out. A welcoming front porch overlooks a peaceful community green space, setting the tone for the charm found throughout. Step inside to hardwood floors spanning the main level, where a cozy living room with a propane fireplace flows seamlessly into the open kitchen and dining area. The kitchen features stainless steel appliances, a pantry, and convenient access to the laundry room and main-level half bath. Just off the dining area, enjoy the thre

$659,000

2 beds3.5 baths2,400 sq ft

132 Claiborne St, Chester, MD 21619

Outdoor pool • Three season room • Fitness center

(410) 263-8686

Property at 2907 Cox Neck Rd E, Chester, MD 21619, 4 beds, 5 baths

$1,899,000

4 beds5 baths3,460 sq ft

2907 Cox Neck Rd E, Chester, MD 21619

(410) 280-5600

Property at 162 Kirwans Landing Ln, Chester, MD 21619, 4 beds, 2.5 baths

$949,000

4 beds2.5 baths2,404 sq ft

162 Kirwans Landing Ln, Chester, MD 21619

(410) 263-8686

Property at 112 Chessie Ct, Chester, MD 21619, 3 beds, 2.5 baths

$519,900

3 beds2.5 baths2,066 sq ft

112 Chessie Ct, Chester, MD 21619

(443) 249-7653

Property at 202 Mchenny Ct, Chester, MD 21619, 3 beds, 2.5 baths

$875,000

3 beds2.5 baths2,520 sq ft

202 Mchenny Ct, Chester, MD 21619

(410) 224-2200

Property at 203 Riverside Dr, Chester, MD 21619, 5 beds, 3.5 baths

$1,099,900

5 beds3.5 baths3,036 sq ft

203 Riverside Dr, Chester, MD 21619

(301) 945-9010

Property at 1221 Cox Nck, Chester, MD 21619, 4 beds, 2.5 baths

$524,900

4 beds2.5 baths1,482 sq ft

1221 Cox Nck, Chester, MD 21619

(855) 550-0528

Property at 906 Auckland Way, Chester, MD 21619, 3 beds, 3.5 baths

$530,000

3 beds3.5 baths2,076 sq ft

906 Auckland Way, Chester, MD 21619

(410) 673-3344

Property at Harbor Dr, Chester, MD 21619, 3 beds, 2 baths

$499,900

3 beds2 baths1,250 sq ft

Harbor Dr, Chester, MD 21619

(410) 643-5005

Property at 1401 Calvert Rd, Chester, MD 21619, 2 beds, 2 baths

$454,900

2 beds2 baths1,444 sq ft

1401 Calvert Rd, Chester, MD 21619

(410) 643-5005

Property at 117 Redstart Dr, Chester, MD 21619, 2 beds, 2.5 baths

$879,900

2 beds2.5 baths2,010 sq ft

117 Redstart Dr, Chester, MD 21619

(240) 375-5074

Property at 3000 Herons Nest Way #11, Chester, MD 21619, 2 beds, 2.5 baths

$555,900

2 beds2.5 baths2,003 sq ft

3000 Herons Nest Way #11, Chester, MD 21619

(410) 263-8686

Property at 2865 Cox Neck Rd, Chester, MD 21619, 4 beds, 3.5 baths

$2,259,000

4 beds3.5 baths5,122 sq ft

2865 Cox Neck Rd, Chester, MD 21619

(410) 721-1500

Property at 1757 Harbor Dr, Chester, MD 21619, 4 beds, 3.5 baths

$1,125,000

4 beds3.5 baths— sq ft

1757 Harbor Dr, Chester, MD 21619

(410) 729-7700

Property at 527 Warbler Way, Chester, MD 21619, 3 beds, 3 baths

$869,900

3 beds3 baths2,789 sq ft

527 Warbler Way, Chester, MD 21619

(240) 375-5074

Property at 519 Warbler Way, Chester, MD 21619, 3 beds, 3 baths

$879,900

3 beds3 baths2,789 sq ft

519 Warbler Way, Chester, MD 21619

(240) 375-5074

Property at 135 Nauset Ln, Chester, MD 21619, 3 beds, 3 baths

$814,900

3 beds3 baths2,399 sq ft

135 Nauset Ln, Chester, MD 21619

(855) 450-0442

Property at 205 Anchor Ln, Chester, MD 21619, 6 beds, 3 baths

$550,000

6 beds3 baths3,500 sq ft

205 Anchor Ln, Chester, MD 21619

(443) 274-1900

Property at 132 Kestrel Ln, Chester, MD 21619, 4 beds, 3.5 baths

$995,000

4 beds3.5 baths3,634 sq ft

132 Kestrel Ln, Chester, MD 21619

(410) 280-5600

Property at 141 Switchgrass Way #34, Chester, MD 21619, 3 beds, 2.5 baths

$684,950

3 beds2.5 baths2,600 sq ft

141 Switchgrass Way #34, Chester, MD 21619

(443) 274-1900

Property at 132 Wheelhouse Way, Chester, MD 21619, 2 beds, 2.5 baths

$1,350,000

2 beds2.5 baths1,900 sq ft

132 Wheelhouse Way, Chester, MD 21619

(240) 375-5074

Property at 170 Harrier Way #34, Chester, MD 21619, 3 beds, 2.5 baths

$740,000

3 beds2.5 baths2,602 sq ft

170 Harrier Way #34, Chester, MD 21619

(410) 263-3400

Property at 200 Harrier Way #21, Chester, MD 21619, 3 beds, 2.5 baths

$679,900

3 beds2.5 baths2,600 sq ft

200 Harrier Way #21, Chester, MD 21619

(410) 546-3211

Property at 312 Blenny Ln, Chester, MD 21619, 3 beds, 3 baths

$479,000

3 beds3 baths1,899 sq ft

312 Blenny Ln, Chester, MD 21619

(301) 850-0255

Property at 154 Harrier Way, Chester, MD 21619, 2 beds, 2 baths

$639,545

2 beds2 baths1,900 sq ft

154 Harrier Way, Chester, MD 21619

(443) 274-1900

Property at 1000 Herons Nest Way #32, Chester, MD 21619, 2 beds, 2 baths

$499,000

2 beds2 baths1,900 sq ft

1000 Herons Nest Way #32, Chester, MD 21619

(443) 274-1900

Property at 1000 Herons Nest Way #22, Chester, MD 21619, 2 beds, 2.5 baths

$488,000

2 beds2.5 baths1,900 sq ft

1000 Herons Nest Way #22, Chester, MD 21619

(443) 274-1900

Property at 190 Harrier Way #11, Chester, MD 21619, 2 beds, 2.5 baths

$540,000

2 beds2.5 baths2,003 sq ft

190 Harrier Way #11, Chester, MD 21619

(443) 274-1900

Property at 170 Harrier Way #22, Chester, MD 21619, 2 beds, 2.5 baths

$510,000

2 beds2.5 baths1,900 sq ft

170 Harrier Way #22, Chester, MD 21619

(410) 972-4000

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Homes with Parking for Sale in Chester

There are currently 33 homes with parking homes for sale in Chester at a median listing price of $549K. 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 76 days and receive 1 offers. This map is refreshed with the newest listings in Chester every 15 minutes.

In the past month, 14 homes have been sold in Chester. In addition to houses in Chester, there were also 16 condos, 12 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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