Cheshire CT Real Estate & Homes for Sale

Homes For Sale In Cheshire CT

Welcome to Hickory Hill Orchards, a stunning New England property in Cheshire, CT, featuring a charming 4143 square feet farmhouse nestled in approximately 33 beautiful acres of orchards and woodlands. On three levels, the house features 4....

Cheshire Homes |

MLS #24016592

 Single Family Residence

$3,500,000 | Active Home listing

4 Beds | 3 Baths | 4,143 Sqft | 33 Acres Lot

351-363 South Meriden Road, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
Stately colonial home to be built in this affluent area of Cheshire. This NEW colonial is surrounded by higher end homes and located in a area with an easy commute to New Haven/Yale. The floor plan offers a wide open first floor with a huge....

Cheshire Homes |

MLS #24016209

 Single Family Residence

$989,000 | Active Home listing

4 Beds | 3 Baths | 3,280 Sqft | 2 Acres Lot

Lot 5 Bethany Mtn Road, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
There is such a thing as a perfect setting, and it's right here waiting! Hard to find 4/5 Bedroom classic colonial set on a picturesque private cul-de-sac! This beautiful home sits on a spacious acre of land in one of Cheshires most desirable....

Cheshire Homes |

MLS #24015385

 Single Family Residence

$629,900 | Active Home listing

5 Beds | 3 Baths | 2,688 Sqft | 1 Acres Lot

434 Wexford Place, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
Welcome to this stunning 55-plus condo community. This spacious living room with its grand cathedral ceiling and cozy fireplace, perfect for those chilly evenings. The sliders lead to a rear deck and screened-in side porch, offering a serene....

Cheshire Homes |

MLS #24014132

 Condominium

$449,900 | Active Home listing

3 Beds | 3 Baths | 1,960 Sqft | 0 Acres Lot

25 Deanarose Place, Cheshire, CT 06410 New Haven County

Condo Unit Details & Photos
WOW .... House like this one is not available too often. This To Be Built colonial is over 4400 sq ft and perfect for entertaining guests or a large family. This stately colonial has a wide open layout with 10FT first floor ceilings, huge kitchen....

Investment Property |

MLS #24012895

 Single Family Residence

$1,300,000 | Active Home listing

5 Beds | 4 Baths | 4,413 Sqft | 2 Acres Lot

801 Bethany Mountain Road, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
Welcome to your new home! This ranch style home has 4 bedrooms, 2.5 baths, and a combined square footage of over 4000 sq. feet of livable space. You’ll have more room than you’ll know what to do with! Start your morning off with coffee on your....

Cheshire Homes |

MLS #24001137

 Single Family Residence

$670,000 | Active Home listing

4 Beds | 3 Baths | 4,340 Sqft | 1 Acres Lot

20 Judson Court, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
Generate monthly rental income! Discover your private oasis on this expansive 1.84 oasis, boasting two charming houses overlooking protected conservation land by the tranquil Mill River in south Cheshire! The main house, a spacious ranch-style....

Cheshire Townhome |

MLS #24002176

 Single Family Residence

$649,900 | Active Home listing

4 Beds | 4 Baths | 2,327 Sqft | 2 Acres Lot

275 Fenn Road, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
Remodeled Three-bedroom Cozy Ranch with finished walkout basement, house was gutted to studs in 2020 and has many updates including electrical, plumbing, Propane furnace, Central Air, roof, windows, siding, septic tank, kitchen, 2 bathrooms,....

Cheshire Homes |

MLS #170623839

 Single Family Residence

$394,900 | Active Home listing

3 Beds | 2 Baths | 1,960 Sqft | 1 Acres Lot

67 Fernwood Lane, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
Situated in a highly sought-after location, this home enjoys the prestigious backdrop of Cheshire Academy, offering an atmosphere of tranquility while being conveniently located for modern amenities. With 5 bedrooms, including one on the main....

Cheshire Homes |

MLS #170612624

 Single Family Residence

$385,000 | Active Home listing

5 Beds | 1 Baths | 1,954 Sqft | 2 Acres Lot

272 Academy Road, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
Situated in a highly sought-after location, this home enjoys the prestigious backdrop of Cheshire Academy, offering an atmosphere of tranquility while being conveniently located for modern amenities. With 5 bedrooms, including one on the main....

Cheshire Homes |

MLS #170612624

 Single Family Residence

$385,000 | Active Home listing

5 Beds | 1 Baths | 1,954 Sqft | 2 Acres Lot

272 Academy Road, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
The Edward Tufte House, elegant, gracious, modern, and a home for 47 years of creative work in writing, design, book making, art, sculpture, and living. Major architectural and interior design by Edward Tufte and Tom Pritchard, custom built at the....

Cheshire Homes |

MLS #170611562

 Single Family Residence

$2,000,000 | Active Home listing

3 Beds | 5 Baths | 8,558 Sqft | 7 Acres Lot

1161 Sperry Road, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
Under construction 3,388 SF colonial located at WHISPERING OAKS, Cheshire's newest exceptional community of beautifully appointed luxury homes by Lovley Development, Inc. Feel the grandness when you enter the 2-story foyer open to the charming....

Cheshire Homes |

MLS #170611045

 Single Family Residence

$989,900 | Active Home listing

4 Beds | 3 Baths | 3,388 Sqft | 1 Acres Lot

0 Whispering Oaks, Lot 5 Court, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
Welcome to Hickory Hill Orchards, a stunning New England property in Cheshire, CT, featuring a charming 4143 square feet farmhouse nestled in approximately 33 beautiful acres of orchards and woodlands. On three levels, the house features 4....

Cheshire Homes |

MLS #170570276

 Single Family Residence

$3,500,000 | Active Home listing

4 Beds | 3 Baths | 4,143 Sqft | 33 Acres Lot

351-363 South Meriden Road, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos
This Custom built 2876 SF 4 bed 4 bath Colonial with impressive brick front offers an open distinctive floor plan. Dramatic FR with vaulted ceiling and full brick fireplace wall opens to both the LR with glass pocket French doors and to 3 season....

Cheshire Homes |

MLS #170534107

 Single Family Residence

$689,000 | Active Home listing

4 Beds | 3 Baths | 2,701 Sqft | 1 Acres Lot

654 Mountain Road, Cheshire, CT 06410 New Haven County

Real Estate Details & Photos

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  • MLS listing housing market median home price is $NA for Cheshire homes.
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  • MLS Cheshire houses cost around $100,000 up to over $1 million dollars for near housing.

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