11,925

Cheshire, CT Homes

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  • 81 Quarry Village Rd Unit 81, Cheshire, CT 06410
    81 Quarry Village Rd Unit 81, Cheshire, CT 06410
    81 Quarry Village Rd Unit 81, Cheshire, CT 06410
    /30

    $349,900

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    81 Quarry Village Rd Unit 81, Cheshire, CT 06410

    Welcome to Quarry Village! This beautiful, move-in-ready end-unit townhouse features the perfect blend of condo convenience and a cozy wooded setting. The main level welcomes you with a tiled entryway leading into a spacious living area featuring gleaming hardwood floors, where a natural gas fireplace sets a warm, relaxing atmosphere. The dining room has sliders to the outside deck for

    Barbara Podlisny William Raveis Real Estate

    81 Quarry Village Rd Unit 81, Cheshire, CT 06410
  • 151 Victoria Dr, Cheshire, CT 06410

    $785,000

    Sold May 27, 2026

    151 Victoria Dr, Cheshire, CT 06410

    • 2 Beds
    • 4 Baths
    • 2,948 Sq Ft
    • Built 2013

    Last Sold Summary

    • 2% Above List Price
    • $266/SF
    • 61 Days On Market

    Current Estimated Value $778,038

    Last Listing Agent Dorothy Karska-Piech Calcagni Real Estate

    151 Victoria Dr, Cheshire, CT 06410
  • 662 Coleman Rd, Cheshire, CT 06410
    662 Coleman Rd, Cheshire, CT 06410
    662 Coleman Rd, Cheshire, CT 06410
    /40

    $849,900

    • 4 Beds
    • 2.5 Baths
    • 3,143 Sq Ft

    662 Coleman Rd, Cheshire, CT 06410

    Stately home set on just under 2 acres in a beautiful country setting. Built from the foundation up in 2006, this home offers soaring ceilings, flowing rooms and space for everyone! The welcoming foyer leads to the dining room highlighted by a fireplace with pellet stove insert, and the living room beyond - both with hardwood floors. A balcony from the upper level looks down on the kitchen with

    Siobhan McLaughlin William Raveis Real Estate

    662 Coleman Rd, Cheshire, CT 06410
  • 825 Farmington Dr, Cheshire, CT 06410

    $506,000

    Sold May 15, 2026

    825 Farmington Dr, Cheshire, CT 06410

    • 3 Beds
    • 1.5 Baths
    • 1,688 Sq Ft
    • Built 1962

    Last Sold Summary

    • 13% Above List Price
    • $300/SF
    • 13 Days On Market

    Current Estimated Value $492,670

    Last Listing Agent Stacey Deangelis Calcagni Real Estate

    825 Farmington Dr, Cheshire, CT 06410
  • 17 Quell Ct, Cheshire, CT 06410
    17 Quell Ct, Cheshire, CT 06410
    17 Quell Ct, Cheshire, CT 06410
    /38

    $439,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    17 Quell Ct, Cheshire, CT 06410

    *** ALL OFFERS Highest & Best due by Monday 7/6 10am. The one you've 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 galley kitchen awaits w/ granite countertops, classic subway backsplash, SS appliances & a sun soaked breakfast nook.

    Adam Roy BHGRE Gaetano Marra Homes

    17 Quell Ct, Cheshire, CT 06410
  • 70 Southwick Ct Unit 204, Cheshire, CT 06410

    $295,000

    Sold May 01, 2026

    70 Southwick Ct Unit 204, Cheshire, CT 06410

    • 2 Beds
    • 2 Baths
    • 1,132 Sq Ft
    • Built 1998

    Last Sold Summary

    • $261/SF
    • 35 Days On Market

    Current Estimated Value $296,148

    Last Listing Agent Julie Luchina Coldwell Banker Realty

    70 Southwick Ct Unit 204, Cheshire, CT 06410
  • 21 Fawn Dr, Cheshire, CT 06410
    21 Fawn Dr, Cheshire, CT 06410
    21 Fawn Dr, Cheshire, CT 06410
    /29

    $375,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,404 Sq Ft

    21 Fawn Dr, Cheshire, CT 06410

    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 has wood cabinetry and tile flooring with room for family dinners at your kitchen table. Easy access to the light and

    Phil Giampietro Coldwell Banker Realty

    21 Fawn Dr, Cheshire, CT 06410
  • 9 Burning Tree Place, Cheshire, CT 06410

    $585,000

    Sold Apr 22, 2026

    9 Burning Tree Place, Cheshire, CT 06410

    • 2 Beds
    • 2 Baths
    • 1,810 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Above List Price
    • $323/SF
    • 3 Days On Market

    Current Estimated Value $581,521

    Last Listing Agent Mike 'Mr. Z' Zerbini IMT Realty

    9 Burning Tree Place, Cheshire, CT 06410
  • 115 Thorn Hollow Rd, Cheshire, CT 06410
    115 Thorn Hollow Rd, Cheshire, CT 06410
    115 Thorn Hollow Rd, Cheshire, CT 06410
    /31

    $599,900

    Pending
    • 2 Beds
    • 2 Baths
    • 2,077 Sq Ft

    115 Thorn Hollow Rd, Cheshire, CT 06410

    Desirable Redbridge model in Cheshire Crossing set on a premium lot with wooded rear exposure! Beautifully maintained home offers an open-concept layout with vaulted ceilings, HW flooring, recessed lighting, and abundant natural light. The eat-in kitchen features granite countertops, stainless steel appliances including double wall ovens, cooktop, refrigerator, tile backsplash, and slider to Trex

    Stacey Deangelis Calcagni Real Estate

    115 Thorn Hollow Rd, Cheshire, CT 06410
  • 68 Woodland Dr, Cheshire, CT 06410

    $382,000

    Sold Sep 08, 2025

    68 Woodland Dr, Cheshire, CT 06410

    • 4 Beds
    • 2 Baths
    • 2,227 Sq Ft
    • Built 1954

    Last Sold Summary

    • 12% Below List Price
    • $172/SF
    • 102 Days On Market

    Current Estimated Value $428,896

    Last Listing Agent Michael DelGreco New England Realty Assoc LLC

    68 Woodland Dr, Cheshire, CT 06410
  • 722 Allen Ave, Cheshire, CT 06410
    722 Allen Ave, Cheshire, CT 06410
    722 Allen Ave, Cheshire, CT 06410
    /30

    $615,000

    • 3 Beds
    • 2 Baths
    • 1,617 Sq Ft

    722 Allen Ave, Cheshire, CT 06410

    Need serious garage space? This property features a brand-new commercial-sized detached garage that's ideal for collectors, mechanics, contractors, landscapers, hobbyists, or anyone looking for exceptional storage or workspace. Welcome to 722 Allen Avenue, Cheshire! This beautifully updated 3-bedroom, 2-bath ranch is set on a level 1-acre lot with public water and public sewer and offers the

    Michelle Lorenzetti Premier Re Group LLC

    722 Allen Ave, Cheshire, CT 06410
  • 745 Cook Hill Rd, Cheshire, CT 06410

    $865,000

    Sold Oct 29, 2025

    745 Cook Hill Rd, Cheshire, CT 06410

    • 4 Beds
    • 4.5 Baths
    • 4,654 Sq Ft
    • Built 2004

    Last Sold Summary

    • 13% Below List Price
    • $186/SF
    • 100 Days On Market

    Current Estimated Value $894,477

    Last Listing Agent Anubha Agarwal Reddy Realty, LLC

    745 Cook Hill Rd, Cheshire, CT 06410
  • 16 Deepwood Dr, Cheshire, CT 06410
    16 Deepwood Dr, Cheshire, CT 06410
    16 Deepwood Dr, Cheshire, CT 06410
    /38

    $500,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,566 Sq Ft

    16 Deepwood Dr, Cheshire, CT 06410

    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, shops and the 11 mile Farmington Canal Heritage Trail! The exterior makes an unforgettable first impression with its

    Lisa Rollins Team Compass Connecticut, LLC

    16 Deepwood Dr, Cheshire, CT 06410
  • 81 Shea Cir, Cheshire, CT 06410

    $758,572

    Sold Jan 28, 2026

    81 Shea Cir, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 2,975 Sq Ft
    • Built 2026

    Last Sold Summary

    • 13% Above List Price
    • $255/SF
    • 306 Days On Market

    Last Listing Agent Felicity LeClair EG Group Realty LLC

    81 Shea Cir, Cheshire, CT 06410
  • 25 Whispering Hollow Ct, Cheshire, CT 06410
    25 Whispering Hollow Ct, Cheshire, CT 06410
    25 Whispering Hollow Ct, Cheshire, CT 06410
    /40

    $1,748,600

    • 6 Beds
    • 7 Baths
    • 10,485 Sq Ft

    25 Whispering Hollow Ct, Cheshire, CT 06410

    Welcome to The Cheshire Estate on 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 three levels - a rare opportunity to live comfortably and entertain often. The two-story great room anchors the main level, with French doors opening to the patio, outdoor kitchen, and

    George Santos William Raveis Real Estate

    25 Whispering Hollow Ct, Cheshire, CT 06410
  • 1090 Notch Rd, Cheshire, CT 06410

    $490,000

    Sold Jul 23, 2026

    1090 Notch Rd, Cheshire, CT 06410

    • 3 Beds
    • 2 Baths
    • 1,305 Sq Ft
    • Built 1963

    Last Sold Summary

    • 9% Above List Price
    • $375/SF
    • 3 Days On Market

    Current Estimated Value $445,646

    Last Listing Agent Robert Vignola Coldwell Banker Realty

    1090 Notch Rd, Cheshire, CT 06410
  • 9 Melrose Dr Unit 6, Cheshire, CT 06410
    9 Melrose Dr Unit 6, Cheshire, CT 06410
    9 Melrose Dr Unit 6, Cheshire, CT 06410
    /26

    $1,600,000

    New Construction $452K PRICE INCREASE Pending
    • 4 Beds
    • 3.5 Baths
    • 5,159 Sq Ft

    9 Melrose Dr Unit 6, Cheshire, CT 06410

    Presenting the Old Lyme model! This 4,015 sq ft TO BE BUILT colonial plan is perfection! This house has so many of today's 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 walls. The main living space on the first floor is a true open concept layout, from the spacious Eat in Kitchen into the

    Dori Degennaro William Raveis Real Estate

    9 Melrose Dr Unit 6, Cheshire, CT 06410
  • 10 Colonial Ct, Cheshire, CT 06410

    $650,000

    Sold Jun 24, 2026

    10 Colonial Ct, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 2,270 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Above List Price
    • $286/SF
    • 32 Days On Market

    Current Estimated Value $598,830

    Last Listing Agent Shari DiDomenico Berkshire Hathaway NE Prop.

    10 Colonial Ct, Cheshire, CT 06410
  • 25 Winding Trail, Cheshire, CT 06410
    25 Winding Trail, Cheshire, CT 06410
    25 Winding Trail, Cheshire, CT 06410
    /39

    $799,000

    Under Contract
    • 4 Beds
    • 4 Baths
    • 3,773 Sq Ft

    25 Winding Trail, Cheshire, CT 06410

    Step into the sun-drenched, two-story foyer of this exceptional south-end Colonial. Designed with practicality in mind, you'll notice ample storage space thoughtfully integrated throughout the entire home. The heart of the home is the renovated kitchen, featuring granite counters and an expansive island built for entertaining large parties. It opens directly to a striking family room with soaring

    Paola Sierra Higgins Group Real Estate

    25 Winding Trail, Cheshire, CT 06410
  • 209 Memory Ln, Cheshire, CT 06410

    $904,200

    Sold Jul 09, 2026

    209 Memory Ln, Cheshire, CT 06410

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 2026

    Last Sold Summary

    • $348/SF
    • 250 Days On Market

    Last Listing Agent Phil Giampietro Coldwell Banker Realty

    209 Memory Ln, Cheshire, CT 06410
  • 30 Philson Ct, Cheshire, CT 06410
    30 Philson Ct, Cheshire, CT 06410
    30 Philson Ct, Cheshire, CT 06410
    /39

    $669,000

    $10K PRICE INCREASE Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,924 Sq Ft

    30 Philson Ct, Cheshire, CT 06410

    Set on a quiet cul-de sac on almost 2.5 acres, this spacious 4 bedroom, 2.5 bath colonial with lower level finished area and walk out, offers an exceptional opportunity to create something truly special in a highly desirable location. The setting- adorned with mature trees and flowering plants on a large parcel is just lovely, yet is close to all the everyday conveniences. This home features a

    Donna Myjak CRS,SRES,SRS Berkshire Hathaway NE Prop.

    30 Philson Ct, Cheshire, CT 06410
  • 11 Fairway Dr, Cheshire, CT 06410

    $315,000

    Sold Sep 09, 2025

    11 Fairway Dr, Cheshire, CT 06410

    • 2 Beds
    • 1.5 Baths
    • 1,052 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $299/SF
    • 10 Days On Market

    Current Estimated Value $308,347

    Last Listing Agent Rosalia Casorla Premier Re Group LLC

    11 Fairway Dr, Cheshire, CT 06410
  • 8 Melrose Dr, Cheshire, CT 06410
    8 Melrose Dr, Cheshire, CT 06410
    /2

    $1,455,100

    New Construction Pending
    • 5 Beds
    • 3.5 Baths
    • 4,785 Sq Ft

    8 Melrose Dr, Cheshire, CT 06410

    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 will have 5 generous sized bedrooms, one of which is located on the first floor, giving the option of the Primary suite

    Dori Degennaro William Raveis Real Estate

    8 Melrose Dr, Cheshire, CT 06410
  • 139 Contour Dr, Cheshire, CT 06410

    $520,000

    Sold Jun 29, 2026

    139 Contour Dr, Cheshire, CT 06410

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft
    • Built 1956

    Last Sold Summary

    • 6% Above List Price
    • $288/SF
    • 30 Days On Market

    Current Estimated Value $434,307

    Last Listing Agent Tanya Uhelsky Century 21 AllPoints Realty

    139 Contour Dr, Cheshire, CT 06410
  • 73 Shea Cir, Cheshire, CT 06410
    73 Shea Cir, Cheshire, CT 06410
    73 Shea Cir, Cheshire, CT 06410
    /31

    $799,900

    • 3 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    73 Shea Cir, Cheshire, CT 06410

    Beautifully designed home in desirable Stonebridge Riverside by EG Home, offering approximately 2,950 sq. ft. of total finished living space. This energy-efficient residence features 3 bedrooms, 2.5 baths, a dedicated office room, a versatile loft, and a finished basement with rough-in plumbing for a future full bathroom. The open-concept main level includes a spacious kitchen, dining area, and

    Vinay Thakur William Raveis Real Estate

    73 Shea Cir, Cheshire, CT 06410
  • 7 Bayberry Rd, Cheshire, CT 06410

    $462,000

    Sold May 12, 2026

    7 Bayberry Rd, Cheshire, CT 06410

    • 3 Beds
    • 1.5 Baths
    • 1,341 Sq Ft
    • Built 1957

    Last Sold Summary

    • 10% Above List Price
    • $345/SF
    • 6 Days On Market

    Current Estimated Value $450,622

    Last Listing Agent Emily Viccaro Coldwell Banker Realty

    7 Bayberry Rd, Cheshire, CT 06410
  • 48 Soderman Way Unit 48, Cheshire, CT 06410
    48 Soderman Way Unit 48, Cheshire, CT 06410
    48 Soderman Way Unit 48, Cheshire, CT 06410
    /39

    $769,900

    • 3 Beds
    • 3.5 Baths
    • 2,975 Sq Ft

    48 Soderman Way Unit 48, Cheshire, CT 06410

    Step into low-maintenance luxury at The Reserve at Stonebridge Crossing, where this immaculate 2024 Carriage Home offers the appeal of new construction without the wait. This home provides nearly 3,000 square feet of beautifully designed and flexible living space. The open-concept main level features engineered hardwood flooring, a welcoming foyer with double-stacked crown molding, soaring

    Bobbi McGirr Berkshire Hathaway NE Prop.

    48 Soderman Way Unit 48, Cheshire, CT 06410

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