Pending Listings in Chester, MD

27 homes

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UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Chester, MD:
Discover the extraordinary waterfront oasis of 2702 Sherman Dr. in Chester. This remarkable residence, featuring 5 bedrooms, 2 full bathrooms, and 2 half bathrooms, has undergone a stunning renovation, creating a haven of luxury and serenity on a peaceful street. Every detail of this home has been impeccably updated, from the oversized windows to the modernized bathrooms. However, the true centerpiece is the fully equipped gourmet kitchen, a masterpiece of design. A magnificent 10-foot Quartz center island takes center stage, surrounded by pristine cabinets, state-of-the-art appliances, and exquisite marble countertops. To top it off, the kitchen also boasts its own wet bar with a built-in

$989,000

5 beds3 baths2,752 sq ft

2702 Sherman Dr, Chester, MD 21619

Private pier • Oversized windows • Open-concept layout

(703) 378-8810

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Chester, MD:
Get ready to be wowed!!! This home has undergone an extensive renovation over the last 5 years. The owners have poured so much love into this home, and it shows. On the interior one of the big standouts is the gourmet kitchen that will surely be the heart of the house. From the granite counters to the 10x4 quartz center island with seating and a built in beverage fridge, to the cozy built in window seating. The living area offers a great pellet stove for those chilly winter nights. Two bedrooms off the living area share a beautifully updated hall bath. The second sitting area is the family room that has a custom pine ceiling and direct access to your Trex deck to enjoy your morning coffee.

$689,000

3 beds2 baths2,075 sq ft

2702 Harrington Rd, Chester, MD 21619

Gourmet kitchen • Pellet stove • Quartz center island

(410) 758-0333

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Chester, MD:
Welcome to 1000 Herons Nest Way #23, an exceptional former model home located in the first phase of condominiums within the highly desirable Four Seasons at Kent Island. This beautiful 2-bedroom, 2.5-bath residence combines designer finishes, thoughtful upgrades, and a peaceful natural setting to create the perfect low-maintenance retreat. From the moment you enter, you'll appreciate the bright, open floor plan, gorgeous luxury vinyl plank flooring, and the seamless flow between the kitchen, dining, and living spaces—ideal for entertaining while still offering comfortable, defined living areas. The gourmet kitchen opens effortlessly into the main living space, while the dedicated home

$490,000

2 beds2.5 baths— sq ft

1000 Herons Nest Way #23, Chester, MD 21619

Former model home • Private balcony • Gourmet kitchen

(703) 378-8810

UNDER CONTRACTFLOOR PLAN

ABOUT THIS HOME
Pending Listing in Chester, MD:
You wouldn't think it but the property offers 3 bedroom and 2 full baths. Patio right off kitchen for the summer cookouts! Easy yard maintenance here, not much grass to manage, leaves plenty of time for those cookouts. Close to Route 8 for easy east/west access. Property sold as is, no repairs will be made by seller. HUD CASE 244-032645, reach out for more information on this unique buying opportunity. Property is owned by the US Dept. of HUD. All HUD Homes are sold “AS-IS”. This property is HUD Case # 244-032645. Information and Disclosures available at hudhomestore website. property Insurability code is: IE. Bids may only be submitted by HUD Registered Agents/Agencies. Buyers

$216,000

3 beds2 baths1,160 sq ft

108 Price Rd, Chester, MD 21619

Close to route 8 • 7,020 sq ft lot • Built 1961

(410) 320-6785

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Chester, MD:
Discover an exquisite Mediterranean-style residence nestled in the prestigious Southwind community, where luxury meets comfort while enjoying breathtaking sunset views. This stunning 4-bedroom, 3.5-bathroom home boasts 4,331 sq. ft. The gourmet kitchen features high-end stainless steel appliances, including a built-in microwave, wall oven, and a sleek cooktop, ensuring culinary excellence. Step outside to your private oasis, where a concrete pool invites relaxation amidst lush landscaping on a generous 1.2-acre lot that includes a covered built in Lynx grill and bar seating. Enjoy direct access to Cox Creek, complete with a private dock for fishing, kayaking, or simply soaking in the serene

$2,400,000

4 beds3.5 baths4,331 sq ft

2882 Cox Neck Rd, Chester, MD 21619

Private dock • Gourmet kitchen • Concrete pool

(410) 304-2250

Property at 124 Riverside Dr, Chester, MD 21619, 4 beds, 2.5 baths

$499,000

4 beds2.5 baths1,979 sq ft

124 Riverside Dr, Chester, MD 21619

(866) 987-3937

Property at 111 Marshgrass Way #21, Chester, MD 21619, 3 beds, 2.5 baths

$680,000

3 beds2.5 baths2,602 sq ft

111 Marshgrass Way #21, Chester, MD 21619

(240) 630-8689

Property at 1025 Dundee Ct, Chester, MD 21619, 3 beds, 2.5 baths

$298,000

3 beds2.5 baths1,400 sq ft

1025 Dundee Ct, Chester, MD 21619

(443) 274-1900

Property at 54-H Queen Caroline Ct, Chester, MD 21619, 2 beds, 2.5 baths

$319,000

2 beds2.5 baths1,280 sq ft

54-H Queen Caroline Ct, Chester, MD 21619

(410) 643-2244

Property at 26-B Queen Anne Way, Chester, MD 21619, 1 bed, 1 bath

$225,000

1 bed1 bath640 sq ft

26-B Queen Anne Way, Chester, MD 21619

(410) 643-3404

Property at 118 Broadwater Dr, Chester, MD 21619, 2 beds, 2 baths

$660,000

2 beds2 baths2,473 sq ft

118 Broadwater Dr, Chester, MD 21619

(443) 274-1900

Property at 136 Nauset Ln, Chester, MD 21619, 3 beds, 3 baths

$799,000

3 beds3 baths2,986 sq ft

136 Nauset Ln, Chester, MD 21619

(410) 224-4400

Property at 1609 Crab Alley Dr, Chester, MD 21619, 3 beds, 1.5 baths

$345,000

3 beds1.5 baths1,080 sq ft

1609 Crab Alley Dr, Chester, MD 21619

(703) 570-7307

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

$989,800

5 beds3.5 baths3,036 sq ft

203 Riverside Dr, Chester, MD 21619

(301) 945-9010

Property at 302 Merganser Ct Unit A, Chester, MD 21619, 2 beds, 2 baths

$299,900

2 beds2 baths1,073 sq ft

302 Merganser Ct Unit A, Chester, MD 21619

(410) 729-7700

Property at 330 Serenity Ln, Chester, MD 21619, 7 beds, 8 baths

$5,400,000

7 beds8 baths10,667 sq ft

330 Serenity Ln, Chester, MD 21619

(410) 280-5600

Property at 193 Spinnaker Way, Chester, MD 21619, 3 beds, 3 baths

$856,000

3 beds3 baths2,527 sq ft

193 Spinnaker Way, Chester, MD 21619

(410) 263-3400

Property at 111 Flycatcher Way, Chester, MD 21619, 5 beds, 4.5 baths

$1,200,000

5 beds4.5 baths3,225 sq ft

111 Flycatcher Way, Chester, MD 21619

(410) 208-3500

Property at 115 Gibson Cir, Chester, MD 21619, 2 beds, 2.5 baths

$565,900

2 beds2.5 baths2,048 sq ft

115 Gibson Cir, Chester, MD 21619

(410) 643-2244

Property at 2645 Cox Neck Rd, Chester, MD 21619, 3 beds, 1.5 baths

$379,900

3 beds1.5 baths1,192 sq ft

2645 Cox Neck Rd, Chester, MD 21619

(410) 429-7425

Property at 123 Flycatcher Way, Chester, MD 21619, 3 beds, 3 baths

$1,100,000

3 beds3 baths2,789 sq ft

123 Flycatcher Way, Chester, MD 21619

(410) 208-3500

Property at 323 Kingfisher Ln, Chester, MD 21619, 5 beds, 4.5 baths

$949,990

5 beds4.5 baths3,225 sq ft

323 Kingfisher Ln, Chester, MD 21619

(410) 208-3500

Property at 8-F Queen Victoria Way, Chester, MD 21619, 1 bed, 1 bath

$240,000

1 bed1 bath724 sq ft

8-F Queen Victoria Way, Chester, MD 21619

(410) 643-2244

Property at 23 Queen Victoria Way Unit 23J, Chester, MD 21619, 1 bed, 2 baths

$289,900

1 bed2 baths1,260 sq ft

23 Queen Victoria Way Unit 23J, Chester, MD 21619

(443) 627-2900

Property at 1916 Stevens Dr, Chester, MD 21619, 3 beds, 2.5 baths

$470,000

3 beds2.5 baths1,728 sq ft

1916 Stevens Dr, Chester, MD 21619

(410) 224-2200

Property at Lot 6 Norman Ct, Chester, MD 21619, 4 beds, 2.5 baths

$674,900

4 beds2.5 baths— sq ft

Lot 6 Norman Ct, Chester, MD 21619

(410) 729-7700

Property at 509 Teal Ct Unit E, Chester, MD 21619, 2 beds, 2 baths

$300,000

2 beds2 baths1,100 sq ft

509 Teal Ct Unit E, Chester, MD 21619

(443) 274-1900

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Pending Listings in Chester

There are currently 27 pending listings for sale in Chester at a median listing price of $566K. 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 77 days and receive 1 offers. This map is refreshed with the newest listings in Chester every 15 minutes.

In the past month, 11 homes have been sold in Chester. In addition to houses in Chester, there were also 16 condos, 23 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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