Cheshire, CT Homes

• 

  $710,000 Sold Jun 30, 2025

  • 2,750 Sq Ft
  • $258/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1984

  671 Cortland Cir, Cheshire, CT 06410

  Welcome to this centrally located, expanded cape with a park-like yard and updates throughout. Your everyday entrance from the garage provides quick access to the convenient laundry/mudroom (with shower!). The adjacent family room delivers on comfort with a wood beamed-ceiling, wide-plank hardwood floors, the warmth of the wood-burning, brick fireplace, and a delightful sunroom. Step into this

  Cheri Paulsen Real Broker CT, LLC

  671 Cortland Cir, Cheshire, CT 06410
• 

  Est $387,116 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  1160 Long Hill Rd, Cheshire, CT 06410

  1160 Long Hill Rd, Cheshire, CT 06410
• 

  

  

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  $335,000

  • Land
  • 1.32 Acres
  • $253,788 per Acre

  5 Waterside Way, Cheshire, CT 06410

  Unique opportunity to own Waterfrontage in Cheshire. This one of a kind planned unit development, sitting on the pristine Lake Percival with an exquisite waterfall is offering a 1.32 acre lot available to build your dream home. Boasting vast views of the pond from the building area, with no flood insurance required, bring your contractor to lay out your vision today, or contractor consultations

  Anthony LaCava Berkshire Hathaway NE Prop.

  5 Waterside Way, Cheshire, CT 06410
• 

  $900,000 Sold Jun 27, 2025

  • 3,459 Sq Ft
  • $260/SF
  • 2 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2008

  40 Kensington Ct, Cheshire, CT 06410

  Tucked away in one of Cheshire's finest cul-de-sac communities and built as the showcase home for Kensington Estates, this stunning property offers an expansive 3,459 sqft of living space for you to enjoy! As you enter, you are greeted by soaring ceilings and an abundance of windows w/ transoms bathing each room in natural light. The eat-in Kitchen is top of the line, featuring high-end

  Elizabeth Urbanski Coldwell Banker Realty

  40 Kensington Ct, Cheshire, CT 06410
• 

  Est $1,107,555 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 8,038 Sq Ft

  60 Abrams Rd, Cheshire, CT 06410

  60 Abrams Rd, Cheshire, CT 06410
• 

  

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  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 3,174 Sq Ft

  630 Cook Hill Rd, Cheshire, CT 06410

  Welcome to your own piece of heaven on Earth! This Cape Cod gem boasts not just a home but a lifestyle surrounded by 8.5 acres of sprawling land, perfect for your own little homestead. Inside you will find a Chef's Dream, an expansive eat-in kitchen that's the heart of the home that includes a colossal 10x5 island for gatherings, an additional prep island for culinary adventures, and a wet bar

  Kelsey Oddo Kelsey & Co. Real Estate

  630 Cook Hill Rd, Cheshire, CT 06410
• 

  $625,000 Sold Jun 26, 2025

  • 2,910 Sq Ft
  • $215/SF
  • 48 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1973

  488 Cardinal Ln, Cheshire, CT 06410

  Location Location Location, Welcoming to this five bedrooms colonial set on a premier neighborhood. Private backyard oasis with patio, and garden area. The First floor feature large living room, family room, formal dining room and a office/den and half bathroom plus a mudroom. Enjoy the spacious family room with, fireplace, deck area. The second level features four to five bedrooms and two full

  Xinsheng Zhang Executive Real Estate Inc.

  488 Cardinal Ln, Cheshire, CT 06410
• 

  Est $1,087,909 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,515 Sq Ft

  15 Chamberlain Ct, Cheshire, CT 06410

  15 Chamberlain Ct, Cheshire, CT 06410
• 

  /2

  $1,959,900

  • 5 Beds
  • 4.5 Baths
  • 7,762 Sq Ft

  764 Bethany Mountain Rd, Cheshire, CT 06410

  Inspiring country home. Inground pool, tennis court and equestrian features.

  Joel Matson Coldwell Banker Realty

  764 Bethany Mountain Rd, Cheshire, CT 06410
• 

  $321,000 Sold Jun 25, 2025

  • 1,452 Sq Ft
  • $221/SF
  • 6 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  212 Greens Loop, Cheshire, CT 06410

  Welcome to this beautifully updated 2-bedroom end-unit condo located in one of Cheshire's most desirable communities. Bathed in natural light, this home features bright hardwood flooring throughout the main and upper levels, creating a warm and inviting atmosphere. The spacious, fully finished basement offers additional living space-perfect for a home office, media room, or guest suite. Enjoy the

  David Aurigemma Regency Real Estate, LLC

  212 Greens Loop, Cheshire, CT 06410
• 

  Est $808,768 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,868 Sq Ft

  8 Inverness Ct, Cheshire, CT 06410

  8 Inverness Ct, Cheshire, CT 06410
• 

  /2

  $169,900

  • Land
  • 1.22 Acres
  • $139,262 per Acre

  0 Moss Farms Rd, Cheshire, CT 06410

  Approved and cleared .93+/- acre rear building lot located behind 916 Moss Farms Rd, Cheshire. Maps available upon request. Please do not walk property without a scheduled appointment. Contact for additional information. Subject to easements and approval stipulations.

  Jorge Zea Blue Lighthouse Realty, Inc

  0 Moss Farms Rd, Cheshire, CT 06410
• 

  $485,000 Sold Jun 25, 2025

  • 1,740 Sq Ft
  • $279/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  1078 Wolf Hill Rd, Cheshire, CT 06410

  ****Offer submission deadline Monday 4/28/2025 at 7:00pm*** This open-concept ranch blends style, space, and smart updates in all the right ways. The main level features 3 bedrooms and 2 full bathrooms-including a recently updated bath-and a flowing layout anchored by a vaulted ceiling living room with a striking brick fireplace. The kitchen, dining, and living areas connect seamlessly, creating

  Sarah Andrea Coldwell Banker Realty

  1078 Wolf Hill Rd, Cheshire, CT 06410
• 

  Est $1,067,991 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,751 Sq Ft

  18 Chamberlain Ct, Cheshire, CT 06410

  18 Chamberlain Ct, Cheshire, CT 06410
• 

  

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  $869,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,459 Sq Ft

  1511 Blackberry Place, Cheshire, CT 06410

  Can't wait ? Currently under construction! Blackberry Woods, located in the north end, is now building the gracious Charter Oak model which provides 2,459 sqft of thoughtful living space with 4 Bedrooms and 2 1/2 Baths. Desirable features of this plan include a spacious foyer entry with coat closet, mudroom off the garage entry w/ half bath and laundry, an open floor plan including a custom

  Phil Giampietro Coldwell Banker Realty

  1511 Blackberry Place, Cheshire, CT 06410
• 

  $190,000 Sold Jun 24, 2025

  • 900 Sq Ft
  • $211/SF
  • 88 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  482 Oak Ave Unit 60, Cheshire, CT 06410

  Located within walking distance to Doolittle Elementary, and only minutes from Route 10, 68, Rails to Trails and the Maplecroft Plaza is this 2 bedroom, 1 bath, second floor, single level condo unit. This unit features a completely renovated bath with tile shower surround and a new vanity cabinet, an open floor plan, large living room and hardwood flooring throughout. Coin operated laundry and

  Anthony Opalenik Eagle Eye Realty PLLC

  482 Oak Ave Unit 60, Cheshire, CT 06410
• 

  Est $1,275,259 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,099 Sq Ft

  65 Abrams Rd, Cheshire, CT 06410

  65 Abrams Rd, Cheshire, CT 06410
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  $849,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,815 Sq Ft

  1412 Marion Ave, Cheshire, CT 06410

  Amazing open layout on this modern colonial. This home is perfect for entertaining with a huge kit island open to a spacious Family Room. The floor plan is versatile with 4 bedrooms on the second floor and a optional 5th bedroom/office on the main level. Perfect for a work from home situation. AM Napolitano builds a quality custom home and offers a lot of extras as standard. This home offers an

  Roy Evjen Evjen Agency

  1412 Marion Ave, Cheshire, CT 06410
• 

  $320,000 Sold Jun 23, 2025

  • 1,217 Sq Ft
  • $263/SF
  • 25 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1940

  320 Highland Ave, Cheshire, CT 06410

  Adorable Cape tucked away but easy access to everything! Great in town location, close to shopping and Cheshire Academy. Very spacious vaulted great room with lots of natural light. The kitchen boasts granite countertops and newer Stainless Steel gas stove. Two main level bedrooms & full bath on first floor. Hardwood floors thru out the first floor. Newer oil burner in 2023. Oversized 2-car

  Sandra Wagner Calcagni Real Estate

  320 Highland Ave, Cheshire, CT 06410
• 

  Est $379,811 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,790 Sq Ft

  1116 Wallingford Rd, Cheshire, CT 06410

  1116 Wallingford Rd, Cheshire, CT 06410
• 

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  $825,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  Lot 3 Mount Sanford Rd, Cheshire, CT 06410

  Great opportunity to build your dream home on a wonderful level lot in new three-house subdivision in the desirable South end of Cheshire. Award winning builder, Ricci Construction Group, Inc., will build this fabulous home, and you can make all your selections, or use their design team to help make decisions. Builder has a plan that can be customized to meet your needs. Schedule appointment

  Melanie Ricci Coldwell Banker Realty

  Lot 3 Mount Sanford Rd, Cheshire, CT 06410
• 

  $441,000 Sold Jun 20, 2025

  • 1,474 Sq Ft
  • $299/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  1190 Peck Ln, Cheshire, CT 06410

  Step into your dream home! This stunning ranch-style house combines cozy living with high-tech convenience. Enjoy energy-efficient geothermal heating and cooling, ensuring comfort year-round while keeping utility bills low. The spacious kitchen and living area boast soaring high ceilings, creating an airy atmosphere perfect for family gatherings or entertaining friends. Features include a

  Nicole Campochiaro Coldwell Banker Realty

  1190 Peck Ln, Cheshire, CT 06410
• 

  Est $944,065 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,703 Sq Ft

  647 Tamarack Rd, Cheshire, CT 06410

  647 Tamarack Rd, Cheshire, CT 06410
• 

  /2

  $825,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  Lot 2 Mount Sanford Rd, Cheshire, CT 06410

  Great opportunity to build your dream home on a wonderful level lot situated in the desirable south end of Cheshire. Award winning builder, Ricci Construction Group, Inc., will build this fabulous home, and you can make all your selections, or use their design team to help you make decisions. Builder has a plan that can be customized to meet your needs. Schedule appointment today to walk the lot.

  Melanie Ricci Coldwell Banker Realty

  Lot 2 Mount Sanford Rd, Cheshire, CT 06410
• 

  $720,000 Sold Jun 20, 2025

  • 2,450 Sq Ft
  • $294/SF
  • 50 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  22 Soderman Way, Cheshire, CT 06410

  Why wait for new construction? This stunning 2024-built carriage home in The Reserve at Stonebridge is ready for you - packed with custom upgrades and stylish finishes! Perfectly positioned on a premium Phase 1 lot with natural gas, this home delivers a dream kitchen with a 36" Frigidaire PRO dual-fuel range, custom hood, pantry cabinets with rollouts, built-in coffee bar, and beverage fridge.

  Bobbi McGirr Berkshire Hathaway NE Prop.

  22 Soderman Way, Cheshire, CT 06410
• 

  Est $578,244 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,048 Sq Ft

  5 Wildlife Ct, Cheshire, CT 06410

  5 Wildlife Ct, Cheshire, CT 06410
• 

  

  /4

  $825,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,419 Sq Ft

  Lot 1 Mount Sanford Rd, Cheshire, CT 06410

  Everything you have been waiting for in this new construction home on beautiful lot in the South end of Cheshire. Great open floor plan with office, flex room, mud room, custom kitchen with walk in pantry and island, hardwood floors throughout except tile in baths, Four bedrooms, dining room, great room with propane fireplace, and lovely back yard patio. Don't wait, you can still make custom

  Melanie Ricci Coldwell Banker Realty

  Lot 1 Mount Sanford Rd, Cheshire, CT 06410
• 

  $800,000 Sold Jun 20, 2025

  • 2,803 Sq Ft
  • $285/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1930

  454 Castle Glenn, Cheshire, CT 06410

  Welcome to 454 Castle Glenn-Cheshire's storybook stone castle with timeless charm and smart modern updates, nestled near the center of town on a private, tree-lined lot. Built in 1930 and beautifully updated over the years, this one-of-a-kind 2,803 sq ft home brings character, craftsmanship, and a calming retreat vibe all in one. From the turret and handcrafted stone details outside to the

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  454 Castle Glenn, Cheshire, CT 06410
• 

  Est $681,011 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,672 Sq Ft

  36 Wildlife Ct, Cheshire, CT 06410

  36 Wildlife Ct, Cheshire, CT 06410
• 

  

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  $1,299,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,775 Sq Ft

  1481 Marion Rd, Cheshire, CT 06410

  Inquire about special builder incentives available until June 30th! Welcome to Blackberry Woods, Cheshire's 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 model showcases 9' ceilings, hardwood flooring in

  Abby Breau New England Prestige Realty

  1481 Marion Rd, Cheshire, CT 06410
• 

  $750,550 Sold Jun 20, 2025

  • 2,975 Sq Ft
  • $252/SF
  • 270 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2024

  68 Soderman Way Unit 68, Cheshire, CT 06410

  Welcome to The Reserve at Stonebridge Crossing! This premier Cheshire community offers a prime location, diverse home styles, and a low-maintenance lifestyle. Move-in ready, this designer-curated Carriage Home boasts stylish finishes, well appointed accents, and energy-efficient features for year-round comfort! Enjoy community amenities like a covered pavilion with grills and firepits, a

  Lori Civitillo EG Group Realty

  68 Soderman Way Unit 68, Cheshire, CT 06410
• 

  Est $560,080 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 3,176 Sq Ft

  30 Bramble Way, Cheshire, CT 06410

  30 Bramble Way, Cheshire, CT 06410
• 

  

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  $419,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,282 Sq Ft

  87 Curve Hill Rd, Cheshire, CT 06410

  Enjoy the ease and comfort of single-level living in this beautifully maintained 3-bedroom, 2-bath Ranch style home. From the moment you step inside, you'll be welcomed by warm, classic hardwood floors and an inviting, light-filled layout. The stylish white kitchen features a slider that opens directly to the patio which is perfect for outdoor entertaining. Both bathrooms have been updated. The

  Alana Wall-Galvin Suburban Homes & Condos

  87 Curve Hill Rd, Cheshire, CT 06410
• 

  $660,000 Sold Jun 16, 2025

  • 1,992 Sq Ft
  • $331/SF
  • 34 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1973

  20 Cliff Edge Cir, Cheshire, CT 06410

  Discover this fabulous Cheshire location! This mint-condition 4 bedroom, 2.5 bath colonial is nestled in a quiet cul-de-sac. Enjoy many recent updates on beautifully landscaped grounds! As you enter through the front foyer with radiant heat flooring, you'll fall in love with the bright and airy spaces. The spacious living and dining rooms boast hardwood floors, while the living room serves as a

  Gene Pica RE/MAX Alliance

  20 Cliff Edge Cir, Cheshire, CT 06410
• 

  Est $529,436 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,563 Sq Ft

  28 Wildlife Ct, Cheshire, CT 06410

  28 Wildlife Ct, Cheshire, CT 06410
• 

  

  /21

  $299,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,578 Sq Ft

  204 Greens Loop Unit 204, Cheshire, CT 06410

  Welcome home to Country Village in the beautiful town of Cheshire! This wonderfully maintained 2 bedroom townhouse is complete with hardwood floors, granite countertops, a private deck, and a fully finished basement with laundry room. Enjoy maintenance free living, while still enjoying the serene, park like grounds, all with the pool just a few steps away. An assigned parking space right at your

  Evan Johnson Coldwell Banker Realty

  204 Greens Loop Unit 204, Cheshire, CT 06410
• 

  $900,000 Sold Jun 13, 2025

  • 3,612 Sq Ft
  • $249/SF
  • 92 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2011

  365 Finch Ave, Cheshire, CT 06410

  Welcome to 365 Finch Ave, Cheshire, CT - a truly exceptional property offering 4 spacious bedrooms and 3.5 luxurious bathrooms, all nestled on 8 peaceful acres. Outdoors, you'll find a stunning gunite pool and spa surrounded by a custom paver patio, perfect for relaxation and entertaining. Additional outdoor features include a charming chicken coop and a play scape. As you step inside, you'll be

  Joyce Perlot eXp Realty

  365 Finch Ave, Cheshire, CT 06410
• 

  Est $572,434 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,080 Sq Ft

  105 Thorn Hollow Rd, Cheshire, CT 06410

  105 Thorn Hollow Rd, Cheshire, CT 06410
• 

  

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  $819,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,646 Sq Ft

  458 Castle Glenn, Cheshire, CT 06410

  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,

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  458 Castle Glenn, Cheshire, CT 06410
• 

  $830,000 Sold Jun 12, 2025

  • 3,994 Sq Ft
  • $208/SF
  • 2 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1964

  319 Beacon Hill Dr, Cheshire, CT 06410

  This stately brick colonial stands on a rare, level, and private 1.21 acre lot. A setting that's hard to come by and even harder to forget. With over 3,200 square feet above grade and an additional 750 square feet of finished space below, this home offers a timeless layout and room to live comfortably, entertain easily, and enjoy every season. Step through double doors into the foyer and

  Sarah Andrea Coldwell Banker Realty

  319 Beacon Hill Dr, Cheshire, CT 06410

Showing Results 241 - 280, Page 7 of 18