Recently Sold Homes in Chestertown, NY

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SOLD NOV 3, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Chestertown, NY:
No maintenance, carefree living! Beautiful 3 story townhouse in the Green Mansions community with deeded rights to Tripp Lake. Swim, kayak, golf, tennis, ski and abundant trails for hiking. Quiet & peaceful haven close to Lake George, Lake Placid & Gore Mountain. One owner home meticulously maintained & loved through the years. Modern kitchen with granite countertops. Fireplace is currently electric but can easily be converted back to wood burning. Beautiful woodwork throughout. Full walkout basement currently used as a family/guest room. Screened porches off the living room and primary bedroom plus patio down below. Whether you're looking for a vacation home or year roun

$340,000 Last sold price

2 beds1.5 baths1,988 sq ft

28 Balsam Crest Ln Unit C, Chestertown, NY 12817

Listing by Howard Hanna Capital Inc

SOLD OCT 2, 2025

ABOUT THIS HOME
Recently Sold Home in Chestertown, NY:
One of a kind setting, this well built beloved Ranch home with 9+ acres, 3 bedrooms, large LR with stone fireplace, 1 bathroom, full basement with laundry area and lots of storage shelves. Exterior with fenced in pet area, huge detached deck, front porch, perennial shrubs surround, paved driveway, 2 car garage with attached workshop. Privacy yet close to the town of Chestertown. With some updating interior, possibilities are endless.

$275,000 Last sold price

2 beds1 bath1,080 sq ft

347 Landon Hill Rd, Chestertown, NY 12817

Listing by Najer Realty

SOLD SEP 4, 2025

ABOUT THIS HOME
Recently Sold Home in Chestertown, NY:
Charming 1960s three-season cottage tucked among the pines. This 2-bedroom, 1-bath retreat includes a unique outdoor shower with hot & cold water and room for two. Offering 560 square feet of living space plus a screened-in porch, this cottage proves that less is more. Low-maintenance and easy to care for, it's the perfect getaway where you can truly relax. Just a short 1-2 minute walk brings you to a shared beach—ideal for swimming and paddling. Very good condition throughout.

$250,000 Last sold price

2 beds1 bath560 sq ft

94 Clarkson Rd, Chestertown, NY 12817

Listing by Gallo Realty ADK Inc

SOLD SEP 26, 2025

ABOUT THIS HOME
Recently Sold Home in Chestertown, NY:
Welcome to a home where nature & design live in harmony. Just shy of 2 acres filled with perennial and rock gardens set along the peaceful Chester Creek, this well-maintained Adk/retro-style retreat is a true sanctuary. This 2 BR, 1.5 BA & a versatile loft area that offers potential for a 3rd BR. The thoughtfully designed kitchen is ideal for both entertaining & quiet evenings in: features a pull-up counter for a mixer, pull-out spice rack plus a brand new refrigerator & range. Wood stove to keep you cozy. A direct propane line simplifies outdoor grilling. The attached 1-car garage & shed provide extra storage. Enjoy easy access to the Loon Lake boat launch, pu

$325,000 Last sold price

2 beds1.5 baths1,456 sq ft

1382 Friends Lake Rd, Chestertown, NY 12817

Listing by Hunt ERA

SOLD SEP 4, 2025

ABOUT THIS HOME
Recently Sold Home in Chestertown, NY:
Multiple Offers Received - Highest & Best Due Monday at 6 PM. Escape the city and reconnect with nature in this spacious 2,100+ sq ft riverfront home that still feels like a cozy camp. Picture the kids jumping off the dock, fishing from the shore, or boating through the canal with direct access to Schroon Lake. After a day on the water, stop by the Crossroads Store just 1.5 miles away for essentialsâ€''or treat the family to ice cream at the stand next door. Inside, enjoy vaulted ceilings, a wood-burning fireplace, a large primary suite, a loft with five single beds, and an additional bedroom. Fully furnished this year-round retreat is move-in ready and full of Adirondack

$515,000 Last sold price

4 beds2 baths2,136 sq ft

278 Carl Turner Rd, Chestertown, NY 12817

Listing by eXp Realty

Property at 972 Friends Lake Rd, Chestertown, NY 12817, 4 beds, 2 baths

$1,213,000 Last sold price

4 beds2 baths2,300 sq ft

972 Friends Lake Rd, Chestertown, NY 12817

Listing by Bonafide Realty Group

Property at 97 Riverside Dr, Chestertown, NY 12817, 2 beds, 2 baths

$145,000 Last sold price

2 beds2 baths2,016 sq ft

97 Riverside Dr, Chestertown, NY 12817

Listing by Howard Hanna

Property at 11 Mill St, Chestertown, NY 12817, 3 beds, 1 bath

$339,500 Last sold price

3 beds1 bath1,651 sq ft

11 Mill St, Chestertown, NY 12817

Listing by Davies-Davies & Assoc Real Est

Property at 20 Marina Rd, Chestertown, NY 12817, 3 beds, 2 baths

$549,900 Last sold price

3 beds2 baths968 sq ft

20 Marina Rd, Chestertown, NY 12817

Listing by Hunt ERA

Property at 23 Theriot Ave, Chestertown, NY 12817, 2 beds, 1 bath

$220,000 Last sold price

2 beds1 bath1,200 sq ft

23 Theriot Ave, Chestertown, NY 12817

Listing by Gallo Realty ADK Inc

Property at 25 Schroon River Frst, Chestertown, NY 12817, 3 beds, 1 bath

$215,000 Last sold price

3 beds1 bath920 sq ft

25 Schroon River Frst, Chestertown, NY 12817

Listing by Gallo Realty ADK Inc

Property at 4888 Route 8, Chestertown, NY 12817, 3 beds, 1 bath

$85,000 Last sold price

3 beds1 bath1,440 sq ft

4888 Route 8, Chestertown, NY 12817

Listing by DeMarsh Real Estate

Property at 11 S Overlook Ln Unit A, Chestertown, NY 12817, 2 beds, 1.5 baths

$225,000 Last sold price

2 beds1.5 baths1,020 sq ft

11 S Overlook Ln Unit A, Chestertown, NY 12817

Listing by Hunt ERA

$225,000

2 beds1.5 baths1,020 sq ft

11 Lane Dr Unit A, Warrensburg, NY 12885

$455,000

3 beds1 bath798 sq ft

36 Pine Lakeside Rd, Chestertown, NY 12817

$340,000

3 beds2 baths1,080 sq ft

22 Shady Ln, Chestertown, NY 12817

$310,000

6 beds3 baths3,718 sq ft

6327 State Route 9, Chestertown, NY 12817

Property at William Hill Rd, Chester, NY

$125,000 Last sold price

— beds— baths— sq ft

William Hill Rd, Chester, NY

Listing by William Raveis-New York LLC

Property at L27 Carriage Knolls Rd, Chestertown, NY 12817

$29,000 Last sold price

— beds— baths— sq ft

L27 Carriage Knolls Rd, Chestertown, NY 12817

Listing by Gallo Realty ADK Inc

Property at 51 Mountain Ln, Chestertown, NY 12885

$215,000 Last sold price

— beds— baths— sq ft

51 Mountain Ln, Chestertown, NY 12885

Listing by Davies-Davies & Assoc Real Est

Property at L17 Off Vanderwalker Rd, Chester, NY 12817

$43,000 Last sold price

— beds— baths— sq ft

L17 Off Vanderwalker Rd, Chester, NY 12817

Listing by Four Seasons Sotheby's International Realty

Property at L14 Potter Brook Rd, Chestertown, NY 12817

$32,000 Last sold price

— beds— baths— sq ft

L14 Potter Brook Rd, Chestertown, NY 12817

Listing by Gallo Realty ADK Inc

Property at 6 E Shore Dr, Chestertown, NY 12817

$75,000 Last sold price

— beds— baths— sq ft

6 E Shore Dr, Chestertown, NY 12817

Listing by KW Platform

$115,000

— beds— baths— sq ft

71 Snowshoe Rdg, Warrensburg, NY 12885

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Based on information submitted to the MLS GRID as of Sat Nov 29 2025. 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.

Recently Sold Homes in Chestertown

There are currently 24 recently sold homes for sale in Chestertown at a median listing price of $199K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chestertown stay on the market for 105 days. This map is refreshed with the newest listings in Chestertown every 15 minutes.

In the past month, 4 homes have been sold in Chestertown. In addition to houses in Chestertown, there was also 1 condo, 1 townhouse, and 2 multi-family units for sale in Chestertown last month. Find your dream home in Chestertown 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 Chestertown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chestertown. Our Chestertown real estate stats and trends will give you more information about home buying and selling trends in Chestertown. If you're looking to sell your home in the Chestertown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chestertown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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