Recently Sold Homes in Cheshire, CT

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SOLD OCT 29, 2025

ABOUT THIS HOME
Recently Sold Home in Cheshire, CT:
Welcome to your dream Colonial in South Cheshire! This 3,561 sq ft Continental Colonial sits on 2.1 professionally landscaped acres at the end of a quiet cul-de-sac. A grand two-story foyer opens to formal living and dining rooms with tray ceilings and elegant millwork. The chef's kitchen features granite counters and stainless steel appliances, flowing seamlessly into a vaulted family room with a stone gas fireplace and a sunroom filled with natural light. Hardwood floors span the main level. A private first-floor office with French doors offers flexibility as a guest suite. Upstairs, the luxurious primary suite boasts a tray ceiling, a walk-in closet, and a spa-like bath. Three additional

$865,000 Last sold price

4 beds4.5 baths4,654 sq ft

745 Cook Hill Rd, Cheshire, CT 06410

SOLD SEP 29, 2025

ABOUT THIS HOME
Recently Sold Home in Cheshire, CT:
Highest and Best by 4:00 PM Friday, August 1st. Step into your perfect retirement retreat, where every detail speaks to luxury & comfort. Located in a sought-after 55+ community, this stunning single-family detached condo unit offers the ultimate in refined living. With 2 bedrooms with an additional main level office/den & 2 full bathrooms. This home features hardwood floors throughout, setting a warm & welcoming tone. The spacious open floor plan connects the living room & dining area seamlessly, enhanced by the elegance of 9-foot ceilings, luxury plantation shutters & Crown Molding. At the heart of this home lies the kitchen & adjoining family room, a p

$605,000 Last sold price

2 beds2 baths2,217 sq ft

101 Thorn Hollow Rd, Cheshire, CT 06410

SOLD NOV 7, 2025

ABOUT THIS HOME
Recently Sold Home in Cheshire, CT:
Rare & Stunning - Cheshire Contemporary Cape - Country Living in Town - Move-in Ready Gem! Meticulously maintained in serene, carefree Castle Glenn Association with a pool, adjacent nature trails, steps from town. Modern elegance, timeless charm. Updated, redesigned, elevated and transformed for today's lifestyle. Multiple flex spaces. First-floor living, open-concept paired with private spaces, spacious rooms, hardwood floors, plantation shutters, French doors, crown molding, audio system, 2 propane/wood fireplaces. Gourmet Kitchen: 9' island, full dining, FP setting area, custom cabinets, granite, premium appliances, wine chiller, slider to deck. Luxurious First Floor Primary Suite

$865,000 Last sold price

3 beds2.5 baths3,646 sq ft

458 Castle GLNN, Cheshire, CT 06410

SOLD OCT 2, 2025

ABOUT THIS HOME
Recently Sold Home in Cheshire, CT:
Tucked away in a prime Cheshire location, this home offers privacy and convenience without the Route 10 traffic. Just minutes from great restaurants, major highways, and the soon-to-open shopping center featuring Whole Foods and more. Proper maintenance has been consistently done, so future owners can move in without the worry of major updates. The open main level features hardwood floors, a sunken living room, and two spacious bedrooms. Step outside to a massive, low-maintenance deck-perfect for entertaining or simply enjoying your peaceful, private backyard. Upstairs, a large open loft provides flexible space for an office, studio, or lounge. The vaulted-ceiling primary suite opens to an

$600,000 Last sold price

3 beds2 baths2,184 sq ft

158 Birch Dr, Cheshire, CT 06410

SOLD SEP 19, 2025

ABOUT THIS HOME
Recently Sold Home in Cheshire, CT:
One level living at it's best. Custom-built Ranch with hardwood floors throughout, perfect for entertaining. The open floor plan featuring Great Room concept with Cathedral ceiling and skylights offers a bright airy feeling. Stone fireplace with wood stove insert stays. The kitchen with breakfast bar and tiled backsplash is open to the great room and features an island with propane-gas cooktop. Also includes dishwasher and refrigerator. The Primary bedroom has French door entry and offers a bay window, walk-in closet and full bath. The den would make a spacious office or guest room. JULY 2021 THE FURNACE, AC EVAPORATOR, CONDENSOR AND 75 GALLON OIL HOT WATER HEATER were replaced. 2012 the Sk

$375,000 Last sold price

2 beds2 baths1,469 sq ft

1200 Peck Ln, Cheshire, CT 06410

Property at 1016 Split Rock Rd, Cheshire, CT 06410, 3 beds, 2 baths

$570,000 Last sold price

3 beds2 baths1,620 sq ft

1016 Split Rock Rd, Cheshire, CT 06410

Property at 87 Curve Hill Rd, Cheshire, CT 06410, 3 beds, 2 baths

$425,000 Last sold price

3 beds2 baths1,282 sq ft

87 Curve Hill Rd, Cheshire, CT 06410

Property at 68 Woodland Dr, Cheshire, CT 06410, 4 beds, 2 baths

$382,000 Last sold price

4 beds2 baths2,227 sq ft

68 Woodland Dr, Cheshire, CT 06410

Property at 1199 Cornerstone Ct, Cheshire, CT 06410, 4 beds, 2.5 baths

$825,000 Last sold price

4 beds2.5 baths3,826 sq ft

1199 Cornerstone Ct, Cheshire, CT 06410

Property at 1113 Waterbury Rd Apt 2D, Cheshire, CT 06410, 2 beds, 1 bath

$210,000 Last sold price

2 beds1 bath870 sq ft

1113 Waterbury Rd Apt 2D, Cheshire, CT 06410

Property at 1109 Waterbury Rd Apt 1A, Cheshire, CT 06410, 2 beds, 1 bath

$180,000 Last sold price

2 beds1 bath870 sq ft

1109 Waterbury Rd Apt 1A, Cheshire, CT 06410

Property at 294 Greenwood Dr, Cheshire, CT 06410, 3 beds, 2.5 baths

$490,000 Last sold price

3 beds2.5 baths1,786 sq ft

294 Greenwood Dr, Cheshire, CT 06410

Property at 3 Cedar Ln, Cheshire, CT 06410, 3 beds, 1.5 baths

$350,000 Last sold price

3 beds1.5 baths1,512 sq ft

3 Cedar Ln, Cheshire, CT 06410

Property at 240 Timber Ln, Cheshire, CT 06410, 5 beds, 2 baths

$515,000 Last sold price

5 beds2 baths2,150 sq ft

240 Timber Ln, Cheshire, CT 06410

Property at 236 Mountain Rd, Cheshire, CT 06410, 4 beds, 2.5 baths

$507,500 Last sold price

4 beds2.5 baths1,619 sq ft

236 Mountain Rd, Cheshire, CT 06410

Property at 792 Cornwall Ave, Cheshire, CT 06410, 3 beds, 2 baths

$537,000 Last sold price

3 beds2 baths2,400 sq ft

792 Cornwall Ave, Cheshire, CT 06410

Property at 288 Argyle Rd, Cheshire, CT 06410, 4 beds, 2.5 baths

$686,000 Last sold price

4 beds2.5 baths2,566 sq ft

288 Argyle Rd, Cheshire, CT 06410

Property at 745 Rustic Ln, Cheshire, CT 06410, 4 beds, 2.5 baths

$530,000 Last sold price

4 beds2.5 baths1,854 sq ft

745 Rustic Ln, Cheshire, CT 06410

Property at 70 Warren St, Cheshire, CT 06410, 3 beds, 2.5 baths

$465,000 Last sold price

3 beds2.5 baths1,248 sq ft

70 Warren St, Cheshire, CT 06410

Property at 64 Warren St, Cheshire, CT 06410, 3 beds, 1.5 baths

$500,000 Last sold price

3 beds1.5 baths1,375 sq ft

64 Warren St, Cheshire, CT 06410

Property at 31 Iris Ct, Cheshire, CT 06410, 4 beds, 2.5 baths

$605,000 Last sold price

4 beds2.5 baths2,362 sq ft

31 Iris Ct, Cheshire, CT 06410

Property at 1013 Wallingford Rd, Cheshire, CT 06410, 3 beds, 3 baths

$525,000 Last sold price

3 beds3 baths2,330 sq ft

1013 Wallingford Rd, Cheshire, CT 06410

Property at 136 Crescent Cir, Cheshire, CT 06410, 3 beds, 1.5 baths

$450,000 Last sold price

3 beds1.5 baths1,706 sq ft

136 Crescent Cir, Cheshire, CT 06410

Property at 239 Bates Dr, Cheshire, CT 06410, 3 beds, 2.5 baths

$370,000 Last sold price

3 beds2.5 baths1,646 sq ft

239 Bates Dr, Cheshire, CT 06410

Property at 50 Abrams Rd, Cheshire, CT 06410, 4 beds, 2.5 baths

$1,500,000 Last sold price

4 beds2.5 baths4,981 sq ft

50 Abrams Rd, Cheshire, CT 06410

Property at 143 Rockview Dr, Cheshire, CT 06410, 3 beds, 1 bath

$430,000 Last sold price

3 beds1 bath1,416 sq ft

143 Rockview Dr, Cheshire, CT 06410

Property at 430 Cook Hill Rd, Cheshire, CT 06410, 3 beds, 3.5 baths

$780,000 Last sold price

3 beds3.5 baths4,059 sq ft

430 Cook Hill Rd, Cheshire, CT 06410

Property at 1681 Orchard Hill Rd, Cheshire, CT 06410, 5 beds, 3.5 baths

$547,500 Last sold price

5 beds3.5 baths2,783 sq ft

1681 Orchard Hill Rd, Cheshire, CT 06410

Property at 120 Scenic Ct, Cheshire, CT 06410, 4 beds, 3.5 baths

$970,000 Last sold price

4 beds3.5 baths4,397 sq ft

120 Scenic Ct, Cheshire, CT 06410

Property at 20 Club Ln, Cheshire, CT 06410, 3 beds, 2 baths

$528,000 Last sold price

3 beds2 baths1,248 sq ft

20 Club Ln, Cheshire, CT 06410

Property at 1343 Diamond Hill Rd, Cheshire, CT 06410, 3 beds, 2 baths

$450,000 Last sold price

3 beds2 baths1,244 sq ft

1343 Diamond Hill Rd, Cheshire, CT 06410

Property at 403 Juniper Ln, Cheshire, CT 06410, 3 beds, 2 baths

$515,000 Last sold price

3 beds2 baths1,584 sq ft

403 Juniper Ln, Cheshire, CT 06410

Property at 497 Maple Ave, Cheshire, CT 06410, 3 beds, 2.5 baths

$520,000 Last sold price

3 beds2.5 baths2,396 sq ft

497 Maple Ave, Cheshire, CT 06410

Property at 791 Ives Row, Cheshire, CT 06410, 4 beds, 3 baths

$520,000 Last sold price

4 beds3 baths2,236 sq ft

791 Ives Row, Cheshire, CT 06410

Property at 114 E Mitchell Ave, Cheshire, CT 06410, 3 beds, 1 bath

$325,000 Last sold price

3 beds1 bath1,254 sq ft

114 E Mitchell Ave, Cheshire, CT 06410

Property at 4 Blueberry Pl, Cheshire, CT 06410, 3 beds, 2 baths

$538,000 Last sold price

3 beds2 baths2,110 sq ft

4 Blueberry Pl, Cheshire, CT 06410

Property at 28 Newbridge Cir, Cheshire, CT 06410, 4 beds, 2.5 baths

$607,000 Last sold price

4 beds2.5 baths2,476 sq ft

28 Newbridge Cir, Cheshire, CT 06410

Property at 21 Rockview Dr, Cheshire, CT 06410, 4 beds, 3.5 baths

$650,000 Last sold price

4 beds3.5 baths3,067 sq ft

21 Rockview Dr, Cheshire, CT 06410

Property at 1364 Avon Blvd, Cheshire, CT 06410, 3 beds, 1.5 baths

$410,000 Last sold price

3 beds1.5 baths1,142 sq ft

1364 Avon Blvd, Cheshire, CT 06410

Property at 1213 Avon Blvd, Cheshire, CT 06410, 4 beds, 2 baths

$530,000 Last sold price

4 beds2 baths2,312 sq ft

1213 Avon Blvd, Cheshire, CT 06410

Property at 12 N Pond Rd, Cheshire, CT 06410, 4 beds, 3.5 baths

$670,000 Last sold price

4 beds3.5 baths3,020 sq ft

12 N Pond Rd, Cheshire, CT 06410

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Recently Sold Homes in Cheshire

There are currently 88 recently sold homes for sale in Cheshire at a median listing price of $580K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Cheshire stay on the market for 60 days and receive 1 offers. This map is refreshed with the newest listings in Cheshire every 15 minutes.

In the past month, 34 homes have been sold in Cheshire. In addition to houses in Cheshire, there were also 24 condos, 1 townhouse, and 1 multi-family unit for sale in Cheshire last month. Find your dream home in Cheshire 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 Cheshire are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Cheshire. If you're looking to sell your home in the Cheshire area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Cheshire with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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