Homes with Basements for Sale in Chester, NY

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ABOUT THIS HOME
Home with Basement for sale in Chester, NY:
Gracious Colonial home features the best of the traditional style with the appeal of a contemporary open floor plan in the kitchen - family room area. Meticulously maintenance and stylish updates create easy living spaces that are great for daily relaxation as well as entertainment. The full-length deck, large seating area around the fire pit and expansive yard provide outdoor areas to relax, play or entertain. The cul-de-sac setting allows for low traffic while remaining close to shopping, public transportation, restaurants and shops. This is a must see for the discriminating buyer.

$700,000

4 beds2.5 baths3,296 sq ft

13 Bianca Blvd, Chester, NY 10918

Open floor plan • Large seating area • Expansive yard

Listing by Keller Williams Realty

OPEN SUN, 11AM TO 1PM

ABOUT THIS HOME
Home with Basement for sale in Chester, NY:
Welcome to this charming three bedroom, two and a half bath colonial nestled in a welcoming neighborhood just minutes from the highway and the charming hamlet of Sugar Loaf. This inviting home offers a comfortable layout with plenty of space for everyday living and gathering. Outside, enjoy a flat, level yard that provides space for relaxing, entertaining, gardening, or outdoor activities. Conveniently located near shopping, restaurants, and all that the Hudson Valley has to offer, and located in the Warwick School District. A wonderful opportunity to make this colonial your new home!

$699,000

3 beds2.5 baths2,533 sq ft

173 Creamery Pond Rd, Chester, NY 10918

Flat level yard • 0.37 acre lot • 2 garage spots

Listing by Keller Williams Realty

ABOUT THIS HOME
Home with Basement for sale in Chester, NY:
Welcome to this well-maintained raised ranch in Chester, NY, offering 4 bedrooms and 1.5 bathrooms with plenty of space and flexibility. The home features hardwood floors, a bright and inviting layout, and comfortable living spaces throughout. Step outside onto the large deck overlooking a spacious backyard, perfect for outdoor entertaining, recreation, or simply enjoying the outdoors. Conveniently located close to shopping, dining, and major highways, this home offers a great combination of space, comfort, and accessibility. Don't miss the opportunity to make it yours!

$489,000

4 beds1.5 baths1,820 sq ft

32 Surrey Rd, Chester, NY 10918

Large deck • Spacious backyard • Close to dining

Listing by eXp Realty

COMING SOON

ABOUT THIS HOME
Home with Basement for sale in Chester, NY:
Showings begin on 8/28. More information and pics coming soon.

$649,999

3 beds3 baths2,902 sq ft

3561 Rte 94, Chester, NY 10918

2 acre lot • 5 parking spots • Built 1985

Listing by Howard Hanna Rand Realty

ABOUT THIS HOME
Home with Basement for sale in Chester, NY:
Welcome to 34 Boville Court, a stunning, fully updated farmhouse colonial tucked away on a peaceful cul-de-sac and set on just shy of two acres. Thoughtfully designed with timeless style and modern functionality, this completely move-in-ready home offers an exceptional blend of space, comfort, and sophistication. Step inside to beautiful hardwood floors and a bright, inviting layout made for both everyday living and effortless entertaining. The beautifully updated kitchen is complemented by a butler’s pantry, offering additional storage and prep space while making hosting a breeze. Spacious living and gathering areas flow seamlessly throughout the home, creating the perfect setting fo

$839,000

4 beds3 baths2,707 sq ft

34 Boville Ct, Chester, NY 10918

Private acres • Walk-out basement • Updated kitchen

Listing by Keller Williams Valley Realty

Property at 63 Hubshop Rd, Chester, NY 10918, 4 beds, 2.5 baths

$459,000

4 beds2.5 baths2,060 sq ft

63 Hubshop Rd, Chester, NY 10918

Listing by Keller Williams Realty

Property at 20 Mountainside Dr, Chester, NY 10918, 4 beds, 3 baths

$749,900

4 beds3 baths3,080 sq ft

20 Mountainside Dr, Chester, NY 10918

Listing by eXp Realty

Property at 1 Bell Way, Chester, NY 10918, 3 beds, 2 baths

$565,000

3 beds2 baths1,724 sq ft

1 Bell Way, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 176 Beverly Rd, Chester, NY 10918, 4 beds, 2.5 baths

$699,900

4 beds2.5 baths2,715 sq ft

176 Beverly Rd, Chester, NY 10918

Listing by Owner Entry.com

Property at 166 Bull Mill Rd, Chester, NY 10918, 2 beds, 1 bath

$340,000

2 beds1 bath1,004 sq ft

166 Bull Mill Rd, Chester, NY 10918

Listing by Keller Williams Valley Realty

Property at 21 Trotting Dr, Chester, NY 10918, 3 beds, 2 baths

$475,000

3 beds2 baths1,624 sq ft

21 Trotting Dr, Chester, NY 10918

Listing by Keller Williams Realty

Property at 1367 Kings Hwy, Chester, NY 10918, 3 beds, 1.5 baths

$440,000

3 beds1.5 baths1,728 sq ft

1367 Kings Hwy, Chester, NY 10918

Listing by Greene Realty Group

Property at 3 Garnett Hill Rd, Chester, NY 10918, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths2,516 sq ft

3 Garnett Hill Rd, Chester, NY 10918

Listing by Keller Williams Realty

Property at 2522 Whispering Hls, Chester, NY 10918, 3 beds, 2.5 baths

$369,000

3 beds2.5 baths1,331 sq ft

2522 Whispering Hls, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 33 Meadow Ave, Chester, NY 10918, 3 beds, 1 bath

$370,000

3 beds1 bath1,561 sq ft

33 Meadow Ave, Chester, NY 10918

Listing by River Realty Services, Inc.

Property at 151 Main St, Chester, NY 10918, 4 beds, 1 bath

$325,000

4 beds1 bath1,504 sq ft

151 Main St, Chester, NY 10918

Listing by Hudson Valley Griffith

Property at 11 Old Dominion Rd, Blooming Grove, NY 10914, 4 beds, 2.5 baths

$724,000

4 beds2.5 baths2,547 sq ft

11 Old Dominion Rd, Blooming Grove, NY 10914

Listing by Mount Realty

Property at 424 Laroe Rd, Chester, NY 10918, 4 beds, 3 baths

$634,999

4 beds3 baths2,316 sq ft

424 Laroe Rd, Chester, NY 10918

Listing by Epique Realty

Property at 4 Debbie Ct, Chester, NY 10918, 5 beds, 5.5 baths

$785,000

5 beds5.5 baths5,403 sq ft

4 Debbie Ct, Chester, NY 10918

Listing by Flag Realty Group

Property at 11 Chandler Dr, Chester, NY 10918, 3 beds, 2.5 baths

$545,000

3 beds2.5 baths1,908 sq ft

11 Chandler Dr, Chester, NY 10918

Listing by Coldwell Banker Realty

Property at 188 Creamery Pond Rd, Chester, NY 10918, 3 beds, 2.5 baths

$675,000

3 beds2.5 baths3,202 sq ft

188 Creamery Pond Rd, Chester, NY 10918

Listing by Keller Williams Realty

Property at 44 Sayer Rd, Blooming Grove, NY 10914, 3 beds, 1.5 baths

$540,000

3 beds1.5 baths2,332 sq ft

44 Sayer Rd, Blooming Grove, NY 10914

Listing by Sage Realty Center LLC

Property at 7 Lakeview Dr, Chester, NY 10918, 4 beds, 2.5 baths

$549,999

4 beds2.5 baths2,098 sq ft

7 Lakeview Dr, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 1 Hilltop Ln, Chester, NY 10918, 5 beds, 2.5 baths

$750,000

5 beds2.5 baths2,700 sq ft

1 Hilltop Ln, Chester, NY 10918

Listing by MK Realty Inc

Property at 3 Hilltop Ln, Chester, NY 10918, 5 beds, 2.5 baths

$750,000

5 beds2.5 baths2,700 sq ft

3 Hilltop Ln, Chester, NY 10918

Listing by MK Realty Inc

Property at 185 Oxford Rd, Chester, NY 10918, 3 beds, 1 bath

$389,000

3 beds1 bath1,062 sq ft

185 Oxford Rd, Chester, NY 10918

Listing by Keller Williams Hudson Valley

Property at 70 Main St, Chester, NY 10918, 3 beds, 2 baths

$469,000

3 beds2 baths1,357 sq ft

70 Main St, Chester, NY 10918

Listing by Curasi Realty, Inc.

Property at 4114 Whispering Hls, Chester, NY 10918, 3 beds, 2 baths

$389,900

3 beds2 baths1,393 sq ft

4114 Whispering Hls, Chester, NY 10918

Listing by Coldwell Banker Realty

Property at 29 Murray Dr, Chester, NY 10918, 3 beds, 3 baths

$650,000

3 beds3 baths2,520 sq ft

29 Murray Dr, Chester, NY 10918

Listing by eXp Realty

Property at 985 Craigville Rd, Chester, NY 10918, 4 beds, 3.5 baths

$750,000

4 beds3.5 baths3,100 sq ft

985 Craigville Rd, Chester, NY 10918

Listing by Serhant LLC

Property at 197 Oxford Rd, Chester, NY 10918, 4 beds, 2.5 baths

$799,000

4 beds2.5 baths3,070 sq ft

197 Oxford Rd, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 68 Conklingtown Rd Unit 1&2, Chester, NY 10918, 6 beds, 2 baths

$575,000

6 beds2 baths— sq ft

68 Conklingtown Rd Unit 1&2, Chester, NY 10918

Listing by MS Realty Group USA, Inc

Property at 19 Grand View Ter, Chester, NY 10918, 5 beds, 4 baths

$789,900

5 beds4 baths4,697 sq ft

19 Grand View Ter, Chester, NY 10918

Listing by eXp Realty

Property at 24 Walnut St, Chester, NY 10918, 4 beds, 2.5 baths

$539,000

4 beds2.5 baths2,698 sq ft

24 Walnut St, Chester, NY 10918

Listing by Keller Williams Village Sq Rlt

Property at 3318 State Route 94, Chester, NY 10918, 3 beds, 2 baths

$549,900

3 beds2 baths2,138 sq ft

3318 State Route 94, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 2 Hemlock Ct, Chester, NY 10918, 5 beds, 2.5 baths

$750,000

5 beds2.5 baths2,700 sq ft

2 Hemlock Ct, Chester, NY 10918

Listing by MK Realty Inc

Property at 1 Oakland Ave, Chester, NY 10918, 4 beds, 2.5 baths

$990,000

4 beds2.5 baths3,955 sq ft

1 Oakland Ave, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 1 Arborvitae Ct, Chester, NY 10918, 3 beds, 2.5 baths

$725,000

3 beds2.5 baths2,677 sq ft

1 Arborvitae Ct, Chester, NY 10918

Listing by MK Realty Inc

Property at 58 Nancy Ln, Chester, NY 10918, 3 beds, 2.5 baths

$749,999

3 beds2.5 baths2,718 sq ft

58 Nancy Ln, Chester, NY 10918

Listing by Howard Hanna Rand Realty

Property at 487 Black Meadow Rd, Chester, NY 10918, 6 beds, 3.5 baths

$699,995

6 beds3.5 baths4,204 sq ft

487 Black Meadow Rd, Chester, NY 10918

Listing by Joseph Baratta Company Realty

Property at 49 Stone Mountain Trl, Chester, NY 10918, 4 beds, 2.5 baths

$875,000

4 beds2.5 baths3,656 sq ft

49 Stone Mountain Trl, Chester, NY 10918

Listing by eRealty Advisors, Inc

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Based on information submitted to the MLS GRID as of Tue Aug 25 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Basements for Sale in Chester

There are currently 58 homes with basements for sale in Chester at a median listing price of $375K. 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 28 days and receive 4 offers. This map is refreshed with the newest listings in Chester every 15 minutes.

In the past month, 4 homes have been sold in Chester. In addition to houses in Chester, there were also 13 condos, 1 townhouse, and 1 multi-family unit 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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