Moving to Cheshire CT | real estate for sale in Cheshire Connecticut | Property Statistics of living in Cheshire
Cheshire is widely regarded as one of Connecticut's premier suburban communities. The housing stock consists primarily of well-maintained single-family homes, executive developments, and upscale residential neighborhoods. Strong schools, quality municipal services, and convenient access to Hartford and New Haven support sustained demand. Property values have historically remained resilient due to the town's reputation, limited inventory, and high quality of life.
1050 Jarvis Street
Cheshire, Connecticut 06410
$550,000 | Active
4 Beds | 3 Baths | 2506 Sqft | 1.9 Acres | 23 Days on Market
Property Type: Single Family For Sale
Welcome to 1050 Jarvis St! This Colonial was completed in Dec 2025, and is set on a private 1.9-acre lot. This home offers 4 bedrooms, 3 full baths, a dedicated office, and energy-efficient systems throughout. The kitchen features quartz countertops, a walk-in pantry, stainless a...
754 Rustic Lane
Cheshire, Connecticut 06410
$609,900 | Under Contract
3 Beds | 3 Baths | 2410 Sqft | 0.38 Acres | 2 Days on Market
Property Type: Single Family For Sale
Nestled in desirable Cheshire neighborhood with sidewalks, this absolutely captivating Colonial is a home with soul, warmth & style, overflowing with charm & character. A gracious foyer welcomes you into an elegant living room anchored by beautiful propane fireplace, setting the ...
115 Oak Avenue
Cheshire, Connecticut 06410
$549,900 | Under Contract
4 Beds | 2 Baths | 1678 Sqft | 0.48 Acres | 5 Days on Market
Property Type: Single Family For Sale
****Best and Final offers due Wednesday July 15th at Noon. ****Welcome home to this beautifully maintained Cape offering 4 bedrooms, 2 full baths, and 1,678 square feet of comfortable living space on a level .48-acre lot. The inviting main level features a spacious family room wi...
1105 Peck Lane
Cheshire, Connecticut 06410
$399,900 | Under Contract
4 Beds | 1 Baths | 941 Sqft | 0.65 Acres | 9 Days on Market
Property Type: Single Family For Sale
Welcome to this wonderfully maintained 4-bedroom Cape set on a beautiful level .65-acre lot in a convenient Cheshire location. Thoughtfully cared for over the years, this home offers the added peace of mind of many important mechanical updates already completed. The main level f...
460 Oak Avenue
Cheshire, Connecticut 06410
$449,900 | Coming Soon
3 Beds | 2 Baths | 1446 Sqft | 0.82 Acres | Days on Market
Property Type: Single Family For Sale
Welcome home to this well-maintained home offering comfort, convenience, and thoughtful updates throughout. The inviting family room features a cozy Vermont Castings wood stove, while mini-split systems provide efficient air conditioning on the first floor. Enjoy summer days in t...
19 Ridge Court
Cheshire, Connecticut 06410
$779,000 | Active
4 Beds | 3 Baths | 2474 Sqft | 1.11 Acres | 4 Days on Market
Property Type: Single Family For Sale
Exceptional, beautifully built, updated and maintained, custom center hall Colonial on over 1 acre of private, professionally maintained gardens and yard. Property abuts open space. Bluestone steps and stone walls surround this magnificent home. Hardwood floors throughout. Newer ...
25 Surrey Drive
Cheshire, Connecticut 06410
$824,900 | Active
3 Beds | 3 Baths | 3483 Sqft | 1.07 Acres | 32 Days on Market
Property Type: Single Family For Sale
First-Floor Living at Its Finest! Bright and beautifully designed contemporary home offering over 3,400 square feet of versatile living space in a highly desirable neighborhood. Step into the dramatic foyer and be welcomed by a stunning open staircase that sets the tone for this ...
25 Whispering Hollow Court
Cheshire, Connecticut 06410
$1,748,600 | Coming Soon
6 Beds | 7 Baths | 10485 Sqft | 1.84 Acres | Days on Market
Property Type: Single Family For Sale
Welcome to 25 Whispering Hollow Court. Set on a private 1.84-acre lot in an intimate enclave of homes on a cul-de-sac, this modern brick Colonial offers over 10,000 sf of living space across six bedrooms - a rare opportunity to live comfortably and entertain often. The two-story ...
39 Green Hill Lane
Cheshire, Connecticut 06410
$449,000 | Active
3 Beds | 2 Baths | 1656 Sqft | 0.43 Acres | 4 Days on Market
Property Type: Single Family For Sale
Welcome home to this beautifully updated 3-bedroom ranch in the highly desirable town of Cheshire. This move-in ready property combines modern comfort with classic charm in a peaceful neighborhood setting. Step inside to find a bright, open layout featuring gleaming hardwood flo...
665 Quinnipiac Court
Cheshire, Connecticut 06410
$695,000 | Active
4 Beds | 3 Baths | 2392 Sqft | 0.95 Acres | 6 Days on Market
Property Type: Single Family For Sale
Located on a culdesac in the desirable Nob Hill section of Cheshire, The main level has a huge front to back Family room with a fireplace, oversized windows, closet & sliders leading to a multi level IPE deck with benches and pergola. Formal dining room and living room also have ...
44 Roslyn Drive
Cheshire, Connecticut 06410
$450,000 | Under Contract
3 Beds | 2 Baths | 1412 Sqft | 0.46 Acres | 2 Days on Market
Property Type: Single Family For Sale
First time offered in 70 years! Impeccable pride of ownership shines throughout this spacious, well-maintained three-bedroom ranch. The main level living features a large, sun-filled living room that flows seamlessly into a gracious dining room. The eat-in kitchen boasts sliders ...
644 Brooksvale Road
Cheshire, Connecticut 06410
$1,711,500 | Active
4 Beds | 5 Baths | 6361 Sqft | 2.26 Acres | 6 Days on Market
Property Type: Single Family For Sale
Lovely contemporary Colonial set on 2.26 acres offers over 6,000 square feet of above-grade living space w/ a versatile multi-level layout. Step into the dramatic two-story brick foyer featuring floor-to-ceiling windows, & radiant floor heating throughout the 1st floor. This leve...
20 Watch Hill Road
Cheshire, Connecticut 06410
$459,900 | Under Contract
4 Beds | 3 Baths | 2086 Sqft | 0.93 Acres | 16 Days on Market
Property Type: Single Family For Sale
Much-loved home for over 40 years. But its time to move on. This 4 bedroom 2.5 bath colonial is located in a neighborhood of more expensive homes. Kitchen includes a stainless steel gas range with double ovens, Stainless refrigerator and wood top island. The bright sunroom entere...
791 Wallingford Road
Cheshire, Connecticut 06410
$749,900 | Under Contract
3 Beds | 4 Baths | 2989 Sqft | 12.3 Acres | 7 Days on Market
Property Type: Single Family For Sale
Nestled on an exceptional 12.3-acre parcel, this one-of-a-kind property offers privacy,natural beauty,and spacious living. Set off the road,the home is surrounded by rolling lawns,mature trees,a picturesque pond,and endless opportunities to enjoy the outdoors. Step inside to find...
722 Allen Avenue
Cheshire, Connecticut 06410
$615,000 | Active
3 Beds | 2 Baths | 1617 Sqft | 0.85 Acres | 6 Days on Market
Property Type: Single Family For Sale
Need serious garage space? This property features a brand-new commercial-sized detached garage thats ideal for collectors, mechanics, contractors, landscapers, hobbyists, or anyone looking for exceptional storage or workspace. Welcome to 722 Allen Avenue, Cheshire! This beautiful...
88 Dundee Drive
Cheshire, Connecticut 06410
$561,885 | Active
4 Beds | 3 Baths | 1424 Sqft | 0.28 Acres | 6 Days on Market
Property Type: Single Family For Sale
Welcome to this beautifully maintained Colonial, ideally situated in a sought-after neighborhood featuring underground utilities and sidewalks. From the inviting front porch to the private backyard, this home offers timeless charm and exceptional value. The first floor features ...
44 Williamsburg Drive
Cheshire, Connecticut 06410
$499,900 | Active
4 Beds | 2 Baths | 1554 Sqft | 1.14 Acres | 7 Days on Market
Property Type: Single Family For Sale
Welcome home to this beautifully updated ranch in a highly desirable neighborhood, just minutes from shopping, restaurants, and everyday conveniences. This move-in ready home features hardwood floors throughout and a spacious living room with a classic brick fireplace and Vermont...
424 Cedar Lane
Cheshire, Connecticut 06410
$505,000 | Under Contract - Continue
4 Beds | 3 Baths | 2266 Sqft | 0.4 Acres | 34 Days on Market
Property Type: Single Family For Sale
Present owner has done many updates during the time they lived here. New roof (2025), New furnace(2026), New AC Compressor(2023), New Flooring (2021), New Propane tanks(2023), Upgraded baths(2021), New granite in kitchen(2022). Still time for new buyer to make it your own with co...
110 Green Hill Lane
Cheshire, Connecticut 06410
$450,000 | Active
5 Beds | 2 Baths | 1584 Sqft | 0.42 Acres | 9 Days on Market
Property Type: Single Family For Sale
Five Bedroom Cape in desirable South Cheshire CT. Great established Neighborhood, walking distance to Farmington Canal Trail. Located in Norton School district. New school. This five bedroom home has a New boiler and water tank in 2020. Main level Bathroom has been recently remod...
95 Higgins Road
Cheshire, Connecticut 06410
$739,000 | Active
5 Beds | 4 Baths | 3301 Sqft | 1.25 Acres | 44 Days on Market
Property Type: Single Family For Sale
Welcome to this beautifully maintained 5 bedroom, 3.5-bath Colonial, perfectly situated on 1.25 picturesque acres with its own private pond, creating a peaceful and private retreat right in your backyard. Designed with both comfort and entertaining in mind, this spacious home fea...
2175 Plank Road
Cheshire, Connecticut 06410
$519,900 | Under Contract
4 Beds | 3 Baths | 2496 Sqft | 5.57 Acres | 43 Days on Market
Property Type: Single Family For Sale
Tucked away on a private 5.57-acre rear lot, this spacious 4 BR 2 1/2 bath Colonial in need of some renovation offers a rare opportunity in desirable Cheshire! Built in 2007 and set far back from the road on a long private driveway, the property offers exceptional privacy and a p...
445 Lincoln Drive
Cheshire, Connecticut 06410
$455,000 | Active
3 Beds | 1 Baths | 1764 Sqft | 0.6 Acres | 9 Days on Market
Property Type: Single Family For Sale
Welcome to 445 Lincoln Drive in Cheshire! This beautifully remodeled home offers the perfect blend of modern updates and comfortable living. Step inside to discover a bright, inviting interior featuring a renovated kitchen with stylish finishes, an updated bathroom, and thoughtfu...
456 Castle Glenn
Cheshire, Connecticut 06410
$769,900 | Under Contract
3 Beds | 3 Baths | 3740 Sqft | 0 Acres | 53 Days on Market
Property Type: Single Family For Sale
Nestled in the desirable Castle Glenn community, this beautifully maintained detached home offers the ease of community living with the privacy of a single-family residence. Built in 1989, this home features 2,840 sq ft plus an additional 900 sq ft in the finished lower level. A ...
17 Quell Court
Cheshire, Connecticut 06410
$439,900 | Under Contract - Continue
3 Beds | 2 Baths | 1430 Sqft | 0.41 Acres | 19 Days on Market
Property Type: Single Family For Sale
*** ALL OFFERS Highest & Best due by Monday 7/6 10am. The one youve been waiting for! Well appointed & move-in ready Ranch style home in a highly desirable Cheshire neighborhood. The minute you step foot through the front door, pride of ownership is evident throughout. A gorgeous...
25 Winding Trail
Cheshire, Connecticut 06410
$799,000 | Under Contract - Continue
4 Beds | 4 Baths | 3773 Sqft | 1.01 Acres | 16 Days on Market
Property Type: Single Family For Sale
Step into the sun-drenched, two-story foyer of this exceptional south-end Colonial. Designed with practicality in mind, youll notice ample storage space thoughtfully integrated throughout the entire home. The heart of the home is the renovated kitchen, featuring granite counters ...
448 Mixville Road
Cheshire, Connecticut 06410
$449,900 | Active
3 Beds | 3 Baths | 1323 Sqft | 0.51 Acres | 12 Days on Market
Property Type: Single Family For Sale
Welcome to your dream home, nestled in a serene wooded lot and perfectly located near the picturesque Mixville Park. This stunning residence features three spacious bedrooms and two and a half baths, offering ample space for relaxation and entertainment. As you step inside, youll...
29 Nathan Hale Court
Cheshire, Connecticut 06410
$650,000 | Under Contract - Continue
4 Beds | 3 Baths | 3301 Sqft | 1.95 Acres | 19 Days on Market
Property Type: Single Family For Sale
Privacy & seclusion meet convenience in the heart of Cheshire at 29 Nathan Hale Court. Offered for the first time by its original owner, this well maintained, newer-built home delivers the modern features todays buyers are searching for-without the premium price tag of new constr...
85 Scenic Court
Cheshire, Connecticut 06410
$899,000 | Under Contract - Continue
5 Beds | 4 Baths | 5187 Sqft | 1.44 Acres | 37 Days on Market
Property Type: Single Family For Sale
A private hilltop retreat with over 5,000 square feet of finished living space, an in-ground pool, walk-out lower level, and secluded resort-style setting- Welcome to 85 Scenic Court. This custom-built 5 bedroom, 3.5 bath colonial is set back on a private, beautifully landscaped ...
1757 Musso View Avenue
Cheshire, Connecticut 06410
$479,900 | Under Contract - Continue
4 Beds | 4 Baths | 1928 Sqft | 0.46 Acres | 45 Days on Market
Property Type: Single Family For Sale
Searching for a 4-bed home in Cheshire, CT, with flexible living space and room for extended family? This versatile 4-bedroom, 3.5-bath home offers 1,928 square feet of living space on a .46-acre lot. It features a legal in-law apartment with its own private entrance and separate...
84 Lakeview Avenue
Cheshire, Connecticut 06410
$365,000 | Active
3 Beds | 1 Baths | 1092 Sqft | 0.7 Acres | 17 Days on Market
Property Type: Single Family For Sale
This charming Cheshire cape is sure to make you fall in love! Welcome to 84 Lakeview Ave! Nestled on a secluded, beautifully landscaped .7 acre lot in a peaceful neighborhood, this 3-bed, 1-bath home with an oversized 1-car garage offers all the comforts you need! The living room...
836 Wolf Hill Road
Cheshire, Connecticut 06410
$579,000 | Under Contract - Continue
4 Beds | 3 Baths | 2289 Sqft | 0.6 Acres | 20 Days on Market
Property Type: Single Family For Sale
Classic style and timeless charm are found in this 4 bedroom Colonial. Remodeled eat-in kitchen complete with granite countertops, tile backsplash and stainless appliance opens to the step-down family room with dramatic 18 vaulted ceiling and floor to ceiling brick, raised hearth...
26 Renee Court
Cheshire, Connecticut 06410
$699,900 | Active
4 Beds | 4 Baths | 2404 Sqft | 3.45 Acres | 32 Days on Market
Property Type: Single Family For Sale
Welcome to this exceptional 4-bedroom, 3.5-bath Colonial nestled on over 3 private acres at the end of a cul-de-sac in one of Cheshires desirable neighborhoods. Set back from the road with a long private driveway, this home offers the perfect balance of privacy and convenience. ...
209 Lancaster Way
Cheshire, Connecticut 06410
$750,000 | Under Contract
4 Beds | 3 Baths | 2931 Sqft | 0.61 Acres | 6 Days on Market
Property Type: Single Family For Sale
Your Summer Starts Here: In-Ground Pool, Serene Neighborhood, Zero Compromise. Nestled in one of the areas most sought-after neighborhoods, this beautifully updated home delivers the lifestyle youve been waiting for without the work. Step outside to your own private oasis: in-gro...
75 Hearthstone Drive
Cheshire, Connecticut 06410
$780,000 | Under Contract - Continue
4 Beds | 4 Baths | 3683 Sqft | 1 Acres | 25 Days on Market
Property Type: Single Family For Sale
**HIGHEST & BEST BY TUES, 6/30 4:00 pm. Location, Location, Location! Welcome to one of Cheshires most sought-after neighborhoods. Nestled on a beautifully maintained 1 acre lot bordering the Broad Brook Reservoir, commonly known as the Cheshire Reservoir, this exceptional Coloni...
16 Deepwood Drive
Cheshire, Connecticut 06410
$525,000 | Active
3 Beds | 2 Baths | 1566 Sqft | 0.42 Acres | 32 Days on Market
Property Type: Single Family For Sale
A striking transformation awaits with this stunningly remodeled 3 BR, 2 bath Gambrel Cape and its spacious oversized garage. Completely updated from top to bottom, this is a rare move in ready gem where every detail has been done for you. Enjoy an unbeatable location near dining,...
701 Andrea Court
Cheshire, Connecticut 06410
$995,000 | Under Contract
5 Beds | 5 Baths | 4186 Sqft | 1.84 Acres | 16 Days on Market
Property Type: Single Family For Sale
Exceptionally updated and detailed, this classic, custom 5-bedroom, 5-bath (3 full, 2 half) Colonial sits on a level, professionally landscaped 2-acre lot with a fenced, heated gunite pool. The grand two-story foyer welcomes you with elegant open railings and gleaming hardwood fl...
34 Pehr Lane
Cheshire, Connecticut 06410
$439,900 | Under Contract
3 Beds | 2 Baths | 1431 Sqft | 0.8 Acres | 5 Days on Market
Property Type: Single Family For Sale
Move-in ready ranch set on a private .80-acre cul-de-sac lot in Cheshire. This 3-bedroom, 2-bath home offers hardwood floors, central air, city water and sewer, and mature, low-maintenance landscaping - all for effortless everyday living. With nearly 1,500 square feet of finished...
10 Whispering Hollow Court
Cheshire, Connecticut 06410
$1,080,888 | Under Contract - Continue
4 Beds | 5 Baths | 4163 Sqft | 1.84 Acres | 102 Days on Market
Property Type: Single Family For Sale
A rare opportunity to own a home in one of Cheshires premier subdivisions. This custom-built brick residence showcases exceptional craftsmanship, featuring 9-foot ceilings and beautiful hardwood floors throughout. The gourmet kitchen blends function and style, complete with gran...
328 Patton Drive
Cheshire, Connecticut 06410
$499,000 | Under Contract
3 Beds | 2 Baths | 1916 Sqft | 0.56 Acres | 3 Days on Market
Property Type: Single Family For Sale
Nestled on a quiet no-through street, this exceptional custom-built Cape offers 3 bedrooms, 1.5 baths, and timeless craftsmanship throughout. Rich architectural details set this home apart, including wide-plank hardwood floors, hand-hewn ceiling beams, a striking floor-to-ceiling...
25 Charter Oak Drive
Cheshire, Connecticut 06410
$749,900 | Under Contract - Continue
4 Beds | 3 Baths | 2440 Sqft | 2.16 Acres | 32 Days on Market
Property Type: Single Family For Sale
Tucked away in a quiet neighborhood, this 4-bedroom Colonial showcases exceptional pride of ownership inside and out. Set on beautifully manicured, park-like grounds, the backyard is a destination all its own, designed for entertaining, recreation, and relaxation. Enjoy a half-co...
768 Brooksvale Road
Cheshire, Connecticut 06410
$699,000 | Active
5 Beds | 4 Baths | 2447 Sqft | 1.84 Acres | 25 Days on Market
Property Type: Single Family For Sale
Charm abounds in this custom built reproduction Saltbox completely remodeled down to the studs featuring 5 bedrooms and 3 1/2 tiled baths. Home is in a picturesque setting with spring fed pond on almost 2 acres. Sparkling hardwood floors througout the home. Gracious large living ...
393 Meriden Road
Cheshire, Connecticut 06410
$375,000 | Active
2 Beds | 2 Baths | 1382 Sqft | 0.34 Acres | 26 Days on Market
Property Type: Single Family For Sale
Discover this charming two-bedroom ranch located in the heart of Cheshire. As you step inside, youll immediately be impressed by the hardwood floors that span the living room, family room, and both bedrooms. Beautiful built-in bookshelves and crown molding add a classic touch. Th...
400 Beacon Hill Drive
Cheshire, Connecticut 06410
$899,900 | Active
5 Beds | 4 Baths | 3585 Sqft | 1.01 Acres | 36 Days on Market
Property Type: Single Family For Sale
Timeless Center Hall French Colonial featuring 5 Bedrooms and 3.5 Baths, gracefully set within a quiet neighborhood. This charming residence showcases exceptional curb appeal, highlighted by beautifully crafted stone walls and professionally designed landscaping that draw the eye...
3 Wadsworth Lane
Cheshire, Connecticut 06410
$669,000 | Active
3 Beds | 3 Baths | 3702 Sqft | 0 Acres | 26 Days on Market
Property Type: Single Family For Sale
CHESHIRE CROSSING!Original Model home, professionally decorated and designed. All window treatments included. Spacious, stunning home in pristine condition with over 2,800 s.f. Fabulous open tiled kitchen and family room with hardwoods floor, recessed lighting and vaulted ceiling...
921 Bethany Mountain Road
Cheshire, Connecticut 06410
$814,900 | Under Contract - Continue
5 Beds | 4 Baths | 3455 Sqft | 2.3 Acres | 30 Days on Market
Property Type: Single Family For Sale
Set on 2.3 beautifully landscaped acres in Cheshires desirable south end, this exceptional 5-bedroom, 3.5-bath Colonial offers the perfect blend of privacy, comfort, and flexibility for modern living. Bordered by Cheshire Land Trust property, the setting is peaceful and picturesq...
27 Pond Circle
Cheshire, Connecticut 06410
$675,000 | Under Contract
4 Beds | 3 Baths | 2880 Sqft | 0.61 Acres | 7 Days on Market
Property Type: Single Family For Sale
HIGHEST AND BEST BY 5/12/2026 NOON. Welcome to this classic Colonial located in the highly desirable South Pond subdivision, offering sidewalks, underground utilities, and a scenic neighborhood pond with benches. This spacious vinyl-sided home features beautiful hardwood floors, ...
1090 Notch Road
Cheshire, Connecticut 06410
$449,900 | Under Contract
3 Beds | 2 Baths | 1305 Sqft | 0.46 Acres | 3 Days on Market
Property Type: Single Family For Sale
HIGHEST AND BEST BY SUNDAY 5PM. The home is located on the cul-de-sac side of Notch Rd, sitting in an established neighborhood. The house is on a flat lot with plenty of yard space and continues to a wooded area in the back yard. Plenty of sunlight comes through the thermo pane w...
205 Mountain Road
Cheshire, Connecticut 06410
$429,900 | Under Contract - Continue
3 Beds | 2 Baths | 1796 Sqft | 0.84 Acres | 47 Days on Market
Property Type: Single Family For Sale
Highest + best offers due 6-17-26 at 8PM. Desirable ranch set on a beautiful .84 acre lot backing to a wooded mountain setting, offering privacy and a peaceful natural backdrop. This well-built home features a spacious formal living room with built-ins and HW flooring beneath the...
54 Hemlock Ridge
Cheshire, Connecticut 06410
$375,000 | Under Contract - Continue
3 Beds | 2 Baths | 1673 Sqft | 0.4 Acres | 39 Days on Market
Property Type: Single Family For Sale
Great opportunity to experience the Cheshire lifestyle! I am an older three bedroom home with 1.5 baths and a two car garage on quiet cul-de-sac minutes from town center, schools, shopping, cultural events, restaurants, walking trails and more. I was built in 1955 and comfortably...
936 Meriden Road
Cheshire, Connecticut 06410
$459,900 | Under Contract - Continue
4 Beds | 3 Baths | 1992 Sqft | 1.1 Acres | 44 Days on Market
Property Type: Single Family For Sale
Welcome to 936 South Meriden Road - a classic Cheshire raised ranch that delivers the space, flexibility, and indoor-outdoor lifestyle todays buyers are looking for. The main level is made for living. A large family room anchors the space with a classic raised hearth fireplace, f...
38 Mountain Road
Cheshire, Connecticut 06410
$439,900 | Under Contract
4 Beds | 2 Baths | 1704 Sqft | 0.46 Acres | 19 Days on Market
Property Type: Single Family For Sale
Nicely maintained 4-bedroom, 2 full bath split-level home offering 1,488 sq. ft. of living space plus an additional 216 sq. ft. in the finished lower level with walk-out access. This home features hardwood flooring and a bright, inviting living room with a large bow window and a ...
103 Glenbrook Drive
Cheshire, Connecticut 06410
$699,900 | Under Contract
3 Beds | 4 Baths | 3736 Sqft | 0.92 Acres | 4 Days on Market
Property Type: Single Family For Sale
Welcome to Honeypot Glen, a one-of-a-kind property on nearly an acre in Cheshire. This 3-bedroom, 3.5-bath home blends thoughtful craftsmanship, smart-home technology, and exceptional indoor-outdoor living. The chefs kitchen features quartz countertops, custom oak cabinetry, stai...
735 Cook Hill Road
Cheshire, Connecticut 06410
$699,000 | Active
4 Beds | 3 Baths | 2748 Sqft | 2.13 Acres | 74 Days on Market
Property Type: Single Family For Sale
NEW ROOF GOING ON JULY15TH AND 16TH. NEW RADON MITIGATION SYSTEM INSTALLED. This gorgeous home on Cook Hill Road sits set back from the road on a 2+ acer level lot. This open floor plan home is sure to please. Large kitchen featuring double ovens, cook top, plenty of counter spac...
80 Pound Ridge Road
Cheshire, Connecticut 06410
$549,900 | Under Contract - Continue
4 Beds | 3 Baths | 2554 Sqft | 0.5 Acres | 54 Days on Market
Property Type: Single Family For Sale
Highest and Best offer by tonight, June 8, 2026, by 8pm! Spacious 4-bedroom, 2.1-bath Colonial located on a desirable sidewalk-lined cul-de-sac in sought-after South Cheshire. This classic center-hall floor plan offers a bright kitchen, spacious living and dining rooms with hardw...
1 Mountaincrest Drive
Cheshire, Connecticut 06410
$1,175,000 | Active
4 Beds | 5 Baths | 3718 Sqft | 1.84 Acres | 94 Days on Market
Property Type: Single Family For Sale
Majestically situated on a gentle hill designed to capture sweeping views of horses mountains and the picturesque countryside. This impressive 4,701 sq ft contemporary colonial is located in the highly sought after South Cheshire neighborhood. Best of all, its move-in ready, allo...
5 Melrose Drive
Cheshire, Connecticut 06410
$1,395,000 | Under Contract - Continue
4 Beds | 4 Baths | 3423 Sqft | 1.75 Acres | 52 Days on Market
Property Type: Single Family For Sale
Welcome to a home that perfectly balances proportions w/the warmth of a true family home! Built just 4years ago this stunning Cont/Col offers a new construction feel with all the extras usually added after closing!Step inside to find gleamingHW floors that flow seamlessly through...
335 Redwood Lane
Cheshire, Connecticut 06410
$579,900 | Under Contract - Continue
4 Beds | 3 Baths | 1758 Sqft | 0.46 Acres | 50 Days on Market
Property Type: Single Family For Sale
Highest &Best Monday 6/1 9PM. Beautifully updated 4-bedroom, 2.5-bath Raised Ranch ideally situated in a sought-after neighborhood setting with underground utilities & sidewalks. Set on a professionally landscaped, level yard designed for relaxation & entertaining, this move-in r...
6 Mt Sanford Road
Cheshire, Connecticut 06410
$850,000 | Under Contract
4 Beds | 3 Baths | 2536 Sqft | 0.44 Acres | 42 Days on Market
Property Type: Single Family For Sale
A rare find!Brand new farmhouse style contemporary Colonial being constructed at the south end of town in a picturesque country setting close to shopping & easy highway access.The home is available to customize & make changes while under construction & should be ready for late su...
50 River View Court
Cheshire, Connecticut 06410
$898,000 | Active
3 Beds | 3 Baths | 3652 Sqft | 2.2 Acres | 48 Days on Market
Property Type: Single Family For Sale
This custom-built, one-owner home is nestled at the end of a quiet cul-de-sac in sought after Cheshire, Connecticut. Set on 2.2 acres of park like grounds, the home offers unmatched privacy and serene surroundings. Thoughtfully designed with meticulous craftsmanship, this home fe...
59 Williams Road
Cheshire, Connecticut 06410
$659,900 | Under Contract - Continue
3 Beds | 3 Baths | 2124 Sqft | 1.08 Acres | 59 Days on Market
Property Type: Single Family For Sale
Some homes check the boxes. This one checks them all and then pulls you in with something harder to quantify: the feeling that youve found exactly where youre supposed to be. Tucked away on a private rear acre in one of Cheshires most coveted in-town locations, this beautifully m...
620 Riverside Drive
Cheshire, Connecticut 06410
$599,900 | Under Contract - Continue
4 Beds | 3 Baths | 2520 Sqft | 1.22 Acres | 60 Days on Market
Property Type: Single Family For Sale
Nestled in prestigious Nob Hill neighborhood, this stately Georgian Colonial showcases timeless elegance with a striking brick facade, twin brick lamp posts, and a convenient side-entry garage. Situated on private 1.22-acres, this beautifully maintained home has only been used pa...
1241 Rice Avenue
Cheshire, Connecticut 06410
$499,900 | Under Contract
3 Beds | 2 Baths | 2146 Sqft | 0.92 Acres | 6 Days on Market
Property Type: Single Family For Sale
Welcome to this beautifully maintained ranch-style home where comfort, space, and timeless charm come together effortlessly. Perfectly set on a generous .92-acre lot, this 3-bedroom, 2-bath residence offers thoughtfully designed living space tailored for todays lifestyle, with th...
1718 Musso View Avenue
Cheshire, Connecticut 06410
$325,000 | Under Contract - Continue
2 Beds | 2 Baths | 1784 Sqft | 0.4 Acres | 65 Days on Market
Property Type: Single Family For Sale
Welcome to 1718 Musso View Ave! This cozy, ranch home with sprawling backyard and oversized garage is waiting for your personal touches! This 1,700 sq foot home offers 2 bedrooms, 1.5 baths and a family room with fireplace that can easily be converted to a 3rd bedroom. Large eat-...
21 Fawn Drive
Cheshire, Connecticut 06410
$375,000 | Under Contract
3 Beds | 1 Baths | 1404 Sqft | 0.44 Acres | 4 Days on Market
Property Type: Single Family For Sale
Highest and Best due by 3pm May 23,2026. Great opportunity to own this 3 Bedroom, 1 Bath Ranch style home conveniently located in South Cheshire! The spacious Living Room is warm and inviting with a wood burning brick fireplace and slider that leads to the backyard deck. Kitchen ...
269 Academy Road
Cheshire, Connecticut 06410
$699,500 | Under Contract
4 Beds | 3 Baths | 3070 Sqft | 0.96 Acres | 37 Days on Market
Property Type: Single Family For Sale
Discover this beautifully expanded Cape, perched high above the street on a private, nearly one-acre lot - minutes from the heart of Cheshire. Offering 2,755 sq ft, this home boasts hardwood floors throughout and a flexible open floor plan for one-level living while providing thr...
1274 Cheshire Street
Cheshire, Connecticut 06410
$699,900 | Under Contract - Continue
4 Beds | 3 Baths | 3068 Sqft | 1.54 Acres | 72 Days on Market
Property Type: Single Family For Sale
Welcome to this stunning and immaculately maintained 4-bedroom, 2.5-bathroom colonial, perfectly situated on a quiet cul-de-sac. This home boasts an inviting, bright, and open atmosphere, offering plenty of privacy and a peaceful setting. Inside, youll find an updated kitchen equ...
699 Andrea Court
Cheshire, Connecticut 06410
$949,900 | Under Contract - Continue
4 Beds | 4 Baths | 4154 Sqft | 1.86 Acres | 74 Days on Market
Property Type: Single Family For Sale
Perfectly maintained and beautifully appointed Colonial set at the end of a cul-de-sac in one of Cheshires most desirable neighborhoods. Surrounded by higher-end homes on 1.86 private, park-like acres, this property is ideal for both everyday living and entertaining. The eat-in k...
15 Melrose Drive
Cheshire, Connecticut 06410
$1,300,000 | Under Contract
4 Beds | 5 Baths | 4379 Sqft | 2.07 Acres | 0 Days on Market
Property Type: Single Family For Sale
Last lot at the Orchard View Subdivision! Currently under construction! At 3,579 square feet, theres a space for everyone! On the main level youll find hardwood floors throughout and an open concept kitchen and family room. While all the ceilings on the main level are 9ft, the fa...
1811 Blackberry Place
Cheshire, Connecticut 06410
$1,109,410 | Under Contract
4 Beds | 3 Baths | 3036 Sqft | 0.99 Acres | 1 Days on Market
Property Type: Single Family For Sale
New construction in a neighborhood setting. Cheshires newest development. Blackberry Woods, has a wonderful range of lot types including those with beautiful views of Meriden Mountain, those with plenty of privacy, and those with wonderful backyard options. The Montgomery Model f...
1851 Blackberry Place
Cheshire, Connecticut 06410
$1,070,000 | Under Contract
4 Beds | 3 Baths | 3029 Sqft | 1.36 Acres | 2 Days on Market
Property Type: Single Family For Sale
Welcome to Blackberry Woods, Cheshires newest development. Consider The Willow, with its 3,029 sqft of Living Space on just over 1.17 Acres of Land. Fabulous Floor Plan includes an impressive 2 Story Foyer, First-Floor Full Bath, Large Kitchen Pantry, and Private Office on the Ma...
1830 Blackberry Place
Cheshire, Connecticut 06410
$1,182,050 | Under Contract
3 Beds | 3 Baths | 2531 Sqft | 1.8 Acres | 0 Days on Market
Property Type: Single Family For Sale
Exciting opportunity to build your very own 2531 sqft ranch with wonderful curb appeal. One level living at its finest, with 9ft ceilings throughout, custom kitchen w/granite countertops and center island, hardwood flooring in the main living areas, gas fireplace in the family ro...
1840 Blackberry Place
Cheshire, Connecticut 06410
$890,000 | Under Contract
4 Beds | 3 Baths | 2600 Sqft | 0.96 Acres | 1 Days on Market
Property Type: Single Family For Sale
Build the custom home of your dreams on ~ 1 acre of land in Blackberry Woods. Consider the Spruce model which offers 2,600 sqft of living space w/ 4 Bedrooms and 2 1/2 Baths. It includes a spacious foyer with double coat closets, mudroom, half bath & laundry off garage entry, an ...
1481 Marion Road
Cheshire, Connecticut 06410
$1,299,000 | Under Contract
4 Beds | 3 Baths | 3775 Sqft | 1.496 Acres | 365 Days on Market
Property Type: Single Family For Sale
Welcome to Blackberry Woods, Cheshires newest neighborhood! This private, secluded lot presents a rare opportunity to build your dream home with a respected local builder known for quality craftsmanship, meticulous attention to detail, and energy-efficient design. The Magnolia mo...
140 Willow Rear Lot Street
Cheshire, Connecticut 06410
$899,900 | Active
4 Beds | 3 Baths | 2792 Sqft | 0.826 Acres | 138 Days on Market
Property Type: Single Family For Sale
Welcome to the opportunity to build your dream home in a highly desirable location. Nestled on a secluded rear lot that is just under an acre, this thoughtfully designed 4-bedroom, 2.5-bath Colonial will offer 2,792 square feet of beautifully crafted living space with the perfect...
1800 Blackberry Place
Cheshire, Connecticut 06410
$919,000 | Under Contract
4 Beds | 3 Baths | 2718 Sqft | 1.525 Acres | 309 Days on Market
Property Type: Single Family For Sale
Build your own expanded Cape Cod (or bring your own plans) on Blackberry Woods, Cheshires newest development. 4 bedroom, 2.5 bathroom Maple model with a primary bedroom on the main floor. Oversized family room with fireplace opens to a custom kitchen with island. Formal dining ro...
1600 South Main Street
Cheshire, Connecticut 06410
$799,000 | Under Contract
3 Beds | 3 Baths | 2001 Sqft | 2.965 Acres | 365 Days on Market
Property Type: Single Family For Sale
Exciting opportunity to build your very own 2001 sqft ranch with wonderful curb appeal. One level living at its finest, with 9ft ceilings throughout, custom kitchen w/granite countertops and center island, hardwood flooring in the main living areas, gas fireplace in the family ro...
1841 Blackberry Place
Cheshire, Connecticut 06410
$929,000 | Under Contract
4 Beds | 3 Baths | 2794 Sqft | 0.921 Acres | 261 Days on Market
Property Type: Single Family For Sale
Stunning 4 bedroom, 2.5 bathroom Colonial, The Birch offers gracious living and a wonderful floor plan. Culinary enthusiasts will love the large walk in pantry, granite-topped cabinetry with center island that opens to a spacious family room with vaulted ceiling. The wonderful la...
17 Melrose Drive
Cheshire, Connecticut 06410
$1,299,000 | Under Contract
4 Beds | 5 Baths | 4011 Sqft | 1.035 Acres | 0 Days on Market
Property Type: Single Family For Sale
A beautiful new construction home!! Only 2 lots remain in the desirable Orchard View subdivision. Introducing the expanded Essex plan at 4,011 square feet. A very spacious home with 9 ft ceilings on the main level, a generous sized kitchen, and a beautiful cathedral ceiling in th...
8 Melrose Drive
Cheshire, Connecticut 06410
$1,455,100 | Under Contract
5 Beds | 4 Baths | 4785 Sqft | 1.33 Acres | 1 Days on Market
Property Type: Single Family For Sale
Presenting.... The Quintessential Modern Farmhouse. This TO BE BUILT custom colonial was thoughtfully designed to be Functional and Comfortable! On the exterior of the home will be white vinyl siding and black windows. The floor plan of this home possesses a timeless quality! It ...
3 Melrose Drive
Cheshire, Connecticut 06410
$1,299,000 | Under Contract
4 Beds | 4 Baths | 4016 Sqft | 2.266 Acres | 46 Days on Market
Property Type: Single Family For Sale
Welcome to your Dream Home! This 4,016 sq ft TO BE BUILT colonial plan is nothing short of AMAZING!! This house plan offers many of todays Must Haves! Welcoming you in through the front door is a 2 story foyer, creating an grand entrance. Should you enter through the garage, you ...
21 Melrose Drive
Cheshire, Connecticut 06410
$1,815,000 | Under Contract
6 Beds | 8 Baths | 6008 Sqft | 1.504 Acres | 1 Days on Market
Property Type: Single Family For Sale
A truly SPECTACULAR house plan on a truly PICTURESQUE lot! This to be built home will be simply breathtaking at just over 6,000 sq ft....
9 Melrose Drive
Cheshire, Connecticut 06410
$1,600,000 | Under Contract
4 Beds | 4 Baths | 5159 Sqft | 1.002 Acres | 436 Days on Market
Property Type: Single Family For Sale
Presenting the Old Lyme model! This 4,015 sq ft TO BE BUILT colonial plan is perfection! This house has so many of todays must haves starting with a 2 story foyer, creating an grand entrance. Should you enter through the garage, you will walk through the mudroom with ship lap wal...