347

Recently Sold Cheshire, CT Homes

Section Image
  • 107 Greens Loop, Cheshire, CT 06410

    $315,000 Sold Jul 28, 2025

    • 1,052 Sq Ft
    • $299/SF
    • 1 Day On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1986

    107 Greens Loop, Cheshire, CT 06410

    Location! Location! Location! Easiest in and out from Country Club Rd entrance (Fairway Dr), just a few feet to mail, pool, clubhouse, basketball courts. Expansive rear yard. Beautifully updated, featuring new hardwood floors and carpet. Refreshed kitchen cabinets with marble counters and new GE appliances. New bathroom floors, toilets, and vanities. Freshly painted throughout. Great location

    Joel Grossman Huntsman,Meade & Partners Comp

    107 Greens Loop, Cheshire, CT 06410
  • 116 Shea Cir Unit 116, Cheshire, CT 06410

    $586,960 Sold Jul 25, 2025

    • 1,850 Sq Ft
    • $317/SF
    • 272 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    116 Shea Cir Unit 116, Cheshire, CT 06410

    DISCOVER THE RESERVE AT STONEBRIDGE CROSSING From its location to its variety of home styles. The Reserve at Stonebridge Crossing has the life - and lifestyle - you've been searching for in New Haven County. A spacious townhome in a desirable location. This maintenance-free community will have a pavilion, fire pit, walking loop, and trails. A convenient location offers endless restaurants nearby,

    Jason Helton EG Group Realty

    116 Shea Cir Unit 116, Cheshire, CT 06410
  • 80 Quarry Village Rd, Cheshire, CT 06410

    $421,000 Sold Jul 24, 2025

    • 1,717 Sq Ft
    • $245/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    80 Quarry Village Rd, Cheshire, CT 06410

    SPACIOUS BRIGHT RANCH/SPLIT LEVEL END UNIT WITH LOTS OF SPACE, 1717 Sq. Ft Total. LIVING ROOM, DINING ROOM, EAT-IN KITCHEN, MASTER BEDROOM AND BEDROOM ALL WITH HARDWOOD FLOORING, LARGE FAMILY ROOM AND THIRD BEDROOM IN ADDITION. 3 BEDROOMS AND 2 FULL BATHS. NEW LAMINATE WOOD FLOORING IN KITCHEN AND THIRD BEDROOM, STAINLESS STEEL APPLIANCES ONLY 4 YEARS OLD. GAS HEAT AND CENTRAL AIR. MASTER BEDROOM

    Joan Kranyak Coldwell Banker Realty

    80 Quarry Village Rd, Cheshire, CT 06410
  • 180 Round Hill Rd, Cheshire, CT 06410

    $585,000 Sold Jul 23, 2025

    • 2,835 Sq Ft
    • $206/SF
    • 4 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1978

    180 Round Hill Rd, Cheshire, CT 06410

    Welcome to 180 Round Hill Road. A Turn-Key Ranch in very desirable neighborhood, with 4 Bedrooms and 3 Full Bathrooms. One floor living with handicap accessible full bath and ramp to enter in garage. Plenty of room to entertain in the kitchen which leads to both a 3 season sunroom and large deck. Or to enjoy your morning coffee overlooking a level backyard. Adjacent dining room also opens to the

    Patti Langevin Century 21 Clemens Group

    180 Round Hill Rd, Cheshire, CT 06410
  • 248 Harrison Rd, Cheshire, CT 06410

    $650,000 Sold Jul 22, 2025

    • 2,356 Sq Ft
    • $276/SF
    • 24 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1988

    248 Harrison Rd, Cheshire, CT 06410

    Welcome home to this beautifully updated four-bedroom Colonial in a prime South Cheshire location. A convenient floor plan, a multitude of updates, and an abundance of natural light put this home at the top of your list. The first floor features a flexible floor plan with a very efficient use of space. Light, neutral colors with natural hardwood floors offer a perfect palette for your design

    Michael O'Neill LPT Realty

    248 Harrison Rd, Cheshire, CT 06410
  • 111 Thorn Hollow Rd, Cheshire, CT 06410

    $640,000 Sold Jul 21, 2025

    • 2,626 Sq Ft
    • $244/SF
    • 14 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2007

    111 Thorn Hollow Rd, Cheshire, CT 06410

    Exceptional offering at CHESHIRE CROSSING - an active adult community in private setting. This free standing Laurel model home is in exceptional condition and boasts 2,626 sf. Home boasts a first floor primary suite, office and laundry.This beautiful home features a two story entry foyer, 9' ceilings, beautiful hardwood floors and office with cathedral ceiling, transom window and french door.

    Karen Brimberg William Raveis Real Estate

    111 Thorn Hollow Rd, Cheshire, CT 06410
  • 3 Mountaincrest Dr, Cheshire, CT 06410

    $1,275,000 Sold Jul 18, 2025

    • 4,121 Sq Ft
    • $309/SF
    • 30 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1992

    3 Mountaincrest Dr, Cheshire, CT 06410

    ** Highest and best by Monday, June 16th at 7 pm. Custom built 4 bedroom 3 full & 2 half bathroom gracious 4,121 sq ft Colonial set on park-like grounds. From the impressive estate fencing & gated entrance, the sweeping driveway, & the serene, professionally landscaped 2.04 acres this house is designed to impress. A soaring, two story, vaulted foyer with Italian marble & Palladian window that

    Sarah Hull Coldwell Banker Realty

    3 Mountaincrest Dr, Cheshire, CT 06410
  • 415 E Mitchell Ave, Cheshire, CT 06410

    $156,000 Sold Jul 18, 2025

    • 762 Sq Ft
    • $205/SF
    • 44 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1981

    415 E Mitchell Ave, Cheshire, CT 06410

    Why rent when you can own a unit in this quiet and peaceful complex conveniently located - only a stones throw to everything Cheshire has to offer! This unit offers a large living room, working kitchen with all appliances, dining room (or den) with sliders to a deck, 2 bedrooms, 1 bath and laundry closet! Pre-approved Buyers only. Being sold AS IS. This is an over 62, age-restricted complex.

    Carol Cangiano Coldwell Banker Realty

    415 E Mitchell Ave, Cheshire, CT 06410
  • 202 Mountain Rd, Cheshire, CT 06410

    $457,000 Sold Jul 18, 2025

    • 1,356 Sq Ft
    • $337/SF
    • 42 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1948

    202 Mountain Rd, Cheshire, CT 06410

    Welcome to this charming 3 bedroom Cape home offering hardwood floors with over 1,300 square feet of comfortable living space set on a beautifully leveled landscaped 1-acre lot. This well-maintained home provides a spacious and versatile layout featuring an inviting floor plan with generous living areas, including a large 3-season sunroom - ideal for relaxing any time of day. The oversized dining

    Karen Klein Coldwell Banker Realty

    202 Mountain Rd, Cheshire, CT 06410
  • 657 Tamarack Rd, Cheshire, CT 06410

    $945,000 Sold Jul 17, 2025

    • 6,484 Sq Ft
    • $146/SF
    • 31 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1997

    657 Tamarack Rd, Cheshire, CT 06410

    Exceptional Colonial located at end of a quiet cul-de-sac in a beautiful enclave of fine homes in the heart of Cheshire. This home has ample room for family and cherished guests with 5/6 bedrooms, 4.3 baths, 4,860 SF plus 3-car garage set on a beautifully landscaped 2.25 private lot. The main level features impeccably designed living spaces, including a bedroom, full bath, laundry room, private

    Julie Luchina Coldwell Banker Realty

    657 Tamarack Rd, Cheshire, CT 06410
  • 33 Roxbury Ct, Cheshire, CT 06410

    $785,000 Sold Jul 17, 2025

    • 3,671 Sq Ft
    • $214/SF
    • 121 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1997

    33 Roxbury Ct, Cheshire, CT 06410

    Nestled on a quiet cul-de-sac, this beautiful 5-bedroom, 4.5-bath Colonial offers over 2900sq ft of living space, plus an additional 750sq ft in the finished lower level. A perfect blend of elegance and functionality, this home boasts hardwood floors (installed 2022) throughout the main level and the upstairs hall. The interior was painted in 2022. The eat-in kitchen is a chef's dream and was

    Kori Gauvin KW Legacy Partners

    33 Roxbury Ct, Cheshire, CT 06410
  • 135 Poplar Dr, Cheshire, CT 06410

    $404,000 Sold Jul 16, 2025

    • 1,077 Sq Ft
    • $375/SF
    • 56 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2013

    135 Poplar Dr, Cheshire, CT 06410

    Imagine living the Cape Cod lifestyle right here in Connecticut in this incredibly charming craftsmen style home. Thoughtfully built from the ground up in 2013 this home boasts high-end finished & detailed architectural elements throughout. A spacious entry with built-in storage leads to a modern kitchen featuring Accacia butcher block counters, subway tile backsplash, farmers sink and a gas

    Dorothy Karska-Piech Calcagni Real Estate

    135 Poplar Dr, Cheshire, CT 06410
  • 115 Shea Cir Unit 115, Cheshire, CT 06410

    $558,695 Sold Jul 16, 2025

    • 1,850 Sq Ft
    • $302/SF
    • 156 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    115 Shea Cir Unit 115, Cheshire, CT 06410

    DISCOVER THE RESERVE AT STONEBRIDGE CROSSING From its location to its variety of home styles. The Reserve at Stonebridge Crossing has the life - and lifestyle - you've been searching for in New Haven County. Experience the joy of owning a new townhome offering 2 bedrooms, 2 1/2 baths, a tandem garage, and more. This 1,850-square-foot townhome is scheduled for construction and ready for move-in

    Lori Civitillo EG Group Realty

    115 Shea Cir Unit 115, Cheshire, CT 06410
  • 10 Arrowleaf Ct, Cheshire, CT 06410

    $619,900 Sold Jul 15, 2025

    • 2,135 Sq Ft
    • $290/SF
    • 53 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1971

    10 Arrowleaf Ct, Cheshire, CT 06410

    Nestled on a quiet cul-de-sac in the highly sought-after south end of Cheshire, this beautifully maintained 4-bedroom, 2.5-bath home offers charm, space, and modern comfort. Hardwood floors run throughout the home, creating a warm and inviting atmosphere. The bright and spacious living room features a large picture window that floods the space with natural light, highlighting the custom built-ins

    Cheryl Rosadino Berkshire Hathaway NE Prop.

    10 Arrowleaf Ct, Cheshire, CT 06410
  • 85 Ridgeview Place, Cheshire, CT 06410

    $550,000 Sold Jul 14, 2025

    • 2,239 Sq Ft
    • $246/SF
    • 42 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1942

    85 Ridgeview Place, Cheshire, CT 06410

    Charming Center Hall Colonial on Quiet Dead End St in Cheshire- 3 bedrooms 1.5 baths, 2,239 SqFt. Welcome to this well- loved, center-hall Colonial ideally located just minutes from Cheshire's charming town center, walking paths and only 20 minutes from downtown New Haven. Nestled on a peaceful dead end street, this 2239 square-foot home offers timeless character and thoughtful updates

    Nea Lisboa William Raveis Real Estate

    85 Ridgeview Place, Cheshire, CT 06410
  • 47 Currier Place, Cheshire, CT 06410

    $345,000 Sold Jul 14, 2025

    • 1,706 Sq Ft
    • $202/SF
    • 57 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1977

    47 Currier Place, Cheshire, CT 06410

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse nestled in one of Cheshire's most desirable communities. This spacious and sun-filled home features hardwood floors, a cozy fireplace in the living room, and an updated kitchen complete with stainless steel appliances and modern finishes.Enjoy a low-maintenance lifestyle with access to amenities including a swimming pool, tennis

    Sara Tufano Real Broker CT, LLC

    47 Currier Place, Cheshire, CT 06410
  • 75 Orleton Ct, Cheshire, CT 06410

    $655,000 Sold Jul 14, 2025

    • 2,368 Sq Ft
    • $277/SF
    • 81 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1998

    75 Orleton Ct, Cheshire, CT 06410

    Welcome to this pristine 4-bedroom Colonial in the highly desirable Moss Farms Village development. This beautifully maintained home is situated on one of the neighborhood's largest lots and nestled on a quiet cul-de-sac. Remodeled kitchen with hardwood flooring, stainless steel appliances, and ceiling fan. Kitchen opens into a vaulted family room with matching hardwood floors, built-in

    Stacey Deangelis Calcagni Real Estate

    75 Orleton Ct, Cheshire, CT 06410
  • 36 Mayview Ave, Cheshire, CT 06410

    $325,000 Sold Jul 14, 2025

    • 936 Sq Ft
    • $347/SF
    • 56 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1954

    36 Mayview Ave, Cheshire, CT 06410

    Welcome to 36 Mayview Avenue - a charming ranch-style bungalow nestled in a quiet Cheshire neighborhood that makes commuting a breeze with easy access to I-84 and I-691. This 2-bedroom, 1-bath home packs thoughtful updates and cozy vibes into a smart 936-square-foot layout. Step inside to a light-filled living and dining room combo, with warm hardwood floors underfoot & sleek recessed lighting

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    36 Mayview Ave, Cheshire, CT 06410
  • 816 Moss Ln, Cheshire, CT 06410

    $485,000 Sold Jul 12, 2025

    • 1,305 Sq Ft
    • $372/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    816 Moss Ln, Cheshire, CT 06410

    Welcome to this beautifully cared-for 3-bedroom, 2-bath ranch home, where pride of ownership shines through every detail. Nestled on a cul-de-sac, this home offers the perfect blend of comfort, functionality, and peace of mind. From the moment you arrive, you'll notice the immaculate landscaping -just the beginning of the thoughtful upkeep this property has received. Step inside to find a bright

    Krystal Harrison Coldwell Banker Realty

    816 Moss Ln, Cheshire, CT 06410
  • 26 Williams Rd, Cheshire, CT 06410

    $470,000 Sold Jul 11, 2025

    • 1,563 Sq Ft
    • $301/SF
    • 8 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1957

    26 Williams Rd, Cheshire, CT 06410

    Charming wood shake and brick craftsman style ranch located in an established family neighborhood. Enjoy the "Cheshire Village" location which allows for short walks to the library, post office, dining, the Farmington Heritage Linear Park or a cafe for your daily caffeine pleasure. This home's roof was replaced in October 2021 along with solar panels in 2022, the brick chimney waterproofed in

    Phil Pedros Philips Real Estate

    26 Williams Rd, Cheshire, CT 06410
  • 41 Wallingford Rd, Cheshire, CT 06410

    $295,000 Sold Jul 11, 2025

    • 1,390 Sq Ft
    • $212/SF
    • 146 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1887

    41 Wallingford Rd, Cheshire, CT 06410

    Here is your chance to live in one of the highest rated school systems in the state for less than what it would cost you for private school tuition or to rent a home in Cheshire. Not to mention, homes in a great school system tend to retain their value. Per Great Schools, Highland Elementary has a 10 out of 10 rating, Dodd Middle School has an 8 out of 10 rating, and Cheshire High School an 8 out

    Robert Clermont Clermont Real Estate

    41 Wallingford Rd, Cheshire, CT 06410
  • 24 Poplar Dr, Cheshire, CT 06410

    $517,800 Sold Jul 10, 2025

    • 1,902 Sq Ft
    • $272/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    24 Poplar Dr, Cheshire, CT 06410

    Come see this well-cared-for ranch-style home in a prime Cheshire location. Built in 1989, this 3-bedroom, 2.5 bath home offers a perfect blend of charm, modern updates, and easy upkeep, thanks to its durable brick exterior. The living room is warm and inviting, featuring a cozy fireplace, while the formal dining room provides an elegant space for hosting celebrations. The kitchen is nicely

    Kathleen Turner Property Choices Real Estate

    24 Poplar Dr, Cheshire, CT 06410
  • 1848 Waterbury Rd, Cheshire, CT 06410

    $415,000 Sold Jul 10, 2025

    • 1,955 Sq Ft
    • $212/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    1848 Waterbury Rd, Cheshire, CT 06410

    Welcome to 1848 Waterbury Road, a beautifully maintained 3-bedroom, 2-bathroom home nestled in one of Cheshire's most sought-after neighborhoods. This inviting property offers the perfect blend of comfort, convenience, and classic New England charm. Step inside to discover a spacious and sunlit living area, ideal for entertaining or relaxing with family. The updated kitchen features ample

    Tamikque Escourse Manigo Realty Group

    1848 Waterbury Rd, Cheshire, CT 06410
  • 112 Shea Cir Unit 112, Cheshire, CT 06410

    $533,230 Sold Jul 10, 2025

    • 1,850 Sq Ft
    • $288/SF
    • 6 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2024

    112 Shea Cir Unit 112, Cheshire, CT 06410

    DISCOVER THE RESERVE AT STONEBRIDGE CROSSING From its location to its variety of home styles. The Reserve at Stonebridge Crossing has the life - and lifestyle - you've been searching for in New Haven County. A spacious townhome in a desirable location. This maintenance-free community will have a pavilion, fire pit, walking loop, and trails. A convenient location offers endless restaurants nearby,

    Robin Lawson EG Group Realty

    112 Shea Cir Unit 112, Cheshire, CT 06410
  • 259 Redwood Ln, Cheshire, CT 06410

    $530,000 Sold Jul 09, 2025

    • 1,850 Sq Ft
    • $286/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1968

    259 Redwood Ln, Cheshire, CT 06410

    ****Sellers have requested that all - "Highest and Best Offers" be submitted by 6PM - Saturday April 26th, 2025 Who will be the first to find #259 and begin their "new life" in this perfect home...sitting pretty on .47 Acres with nearby neighbor pond perfect for winter ice skating! This home has been well maintained with many upgrades. Spacious formal living room with hardwood floors. Nice sized

    Edward Siebert Century 21 AllPoints Realty

    259 Redwood Ln, Cheshire, CT 06410
  • 316 Jinny Hill Rd, Cheshire, CT 06410

    $225,000 Sold Jul 08, 2025

    • 1,232 Sq Ft
    • $183/SF
    • 2 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1953

    316 Jinny Hill Rd, Cheshire, CT 06410

    **Investment Opportunity** **Cash or Rehab loans only** Property set back on .92 acres and minutes from Cheshire's town center. Layout offers flexibility for 2 bedrooms. Will need significant rehab. Sold AS-IS, Where-Is

    Stephanie Oliver Dave Jones Realty, LLC

    316 Jinny Hill Rd, Cheshire, CT 06410
  • 18 Hawthorne Dr, Cheshire, CT 06410

    $490,000 Sold Jul 07, 2025

    • 1,824 Sq Ft
    • $269/SF
    • 39 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    18 Hawthorne Dr, Cheshire, CT 06410

    Wonderful ranch home in great neighborhood! Owners have lovingly maintained this house for the past 60 years. Lovely oversized eat-in kitchen with tons of counterspace. Formal living and dining rooms, screened 3 season porch and large family room in the lower level with full bath. Oversized two car garage, workshop and shed. Hardwood flooring under all carpet on the main level with exception of

    Sarah Kolman The Heritage Group, LLC

    18 Hawthorne Dr, Cheshire, CT 06410
  • 480 Radmere Rd Unit A, Cheshire, CT 06410

    $260,000 Sold Jul 07, 2025

    • 1,202 Sq Ft
    • $216/SF
    • 47 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1968

    480 Radmere Rd Unit A, Cheshire, CT 06410

    Welcome to this well-maintained 2-bedroom, 1.5-bathroom condo offering a great blend of 1,474 square feet of living space, natural light, and comfort. Upon entering through the back door, you'll be greeted by a beautiful kitchen featuring ample cabinetry and counter space-perfect for everyday living and entertaining. The home features gorgeous hardwood flooring throughout and large windows that

    Courtney Angelicola Coldwell Banker Realty

    480 Radmere Rd Unit A, Cheshire, CT 06410
  • 1161 Sperry Rd, Cheshire, CT 06410

    $1,075,000 Sold Jul 07, 2025

    • 8,558 Sq Ft
    • $126/SF
    • 133 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1953

    1161 Sperry Rd, Cheshire, CT 06410

    Nestled on 6.5 serene acres next to the Fresh Meadows open space in Cheshire, CT, this worldclass property offers privacy, peace and elegance. The home boasts 4,896 sq ft of living space, complemented by an additional 4,400 sq ft dedicated to studios, a gym, garages, a woodshop, and ample storage - perfect for working from home or pursuing hobbies. Designed by Tom Pritchard and Edward Tufte, the

    Derek Greene Derek Greene

    1161 Sperry Rd, Cheshire, CT 06410
  • 198 Towpath Ln, Cheshire, CT 06410

    $690,000 Sold Jul 01, 2025

    • 2,804 Sq Ft
    • $246/SF
    • 32 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1972

    198 Towpath Ln, Cheshire, CT 06410

    Charming and expanded 3-bedroom, 2.5-bath Cape in a desirable sidewalk-lined neighborhood! This beautifully maintained home offers a spacious and flexible floor plan, beginning with a formal living room featuring a lovely bay window with built-in seating and storage. The remodeled kitchen and dining area boast abundant cabinetry, cooktop, double wall ovens, and flow seamlessly into the stunning

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    198 Towpath Ln, Cheshire, CT 06410
  • 48 Warren St, Cheshire, CT 06410

    $381,000 Sold Jul 01, 2025

    • 1,198 Sq Ft
    • $318/SF
    • 39 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    48 Warren St, Cheshire, CT 06410

    Welcome to 48 Warren Street - With good bones and plenty of potential, this home is ready for your updates and personal touch. This solidly built 3-bedroom, 1-bath ranch is set on over half an acre with large Two car garage in the heart of Cheshire! Offering 1,198 sq ft of living space with the potential for more. This home features a spacious living room with a cozy fireplace, an eat-in kitchen

    Kelly Ryan William Raveis Real Estate

    48 Warren St, Cheshire, CT 06410
  • 486 Oak Ave Unit 50, Cheshire, CT 06410

    $195,000 Sold Jul 01, 2025

    • 900 Sq Ft
    • $217/SF
    • 54 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1966

    486 Oak Ave Unit 50, Cheshire, CT 06410

    Location, Location, Location! Nestled in the heart of town, this bright corner ranch-style condo on the second floor offers the perfect blend of convenience and comfort with easy walking distance to Farmington Canal Heritage Trail, schools, as well as only minutes from Route 10, 68, & shopping at Maplecroft Plaza. Enjoy one-floor living within a private complex that features serene courtyard

    Dawn Siedlarz-Aponte Coldwell Banker Realty

    486 Oak Ave Unit 50, Cheshire, CT 06410
  • 529 Greens Loop Unit 529, Cheshire, CT 06410

    $310,000 Sold Jun 30, 2025

    • 1,052 Sq Ft
    • $295/SF
    • 39 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1986

    529 Greens Loop Unit 529, Cheshire, CT 06410

    Welcome to Country Village! This Townhouse style unit is move in ready. It offers two story living, with 2 generous size bedrooms on the second floor. The basement offers ample storage or the option to fully finish for extra living space. This unit has a detached garage and ample parking. The complex offers a beautiful pool and basketball court. Both opened and ready for use this Summer! Cheshire

    Jeannine Peterson Peterson Realty, LLC

    529 Greens Loop Unit 529, Cheshire, CT 06410
  • 153 Mountain Rd, Cheshire, CT 06410

    $505,000 Sold Jun 30, 2025

    • 1,503 Sq Ft
    • $336/SF
    • 26 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    153 Mountain Rd, Cheshire, CT 06410

    Welcome to this inviting 3-bedroom, 2-bath ranch nestled in one of Connecticut's most sought-after neighborhoods. This cozy home offers comfortable single-level living with a warm and welcoming atmosphere. The living room is filled with natural light and features beautiful hardwood floors and a fireplace creating the perfect spot to relax and unwind. A true gem of the home, the sunroom features

    Nakita Montagno Showcase Realty, Inc.

    153 Mountain Rd, Cheshire, CT 06410
  • 9 Marks Place, Cheshire, CT 06410

    $702,750 Sold Jun 30, 2025

    • 3,192 Sq Ft
    • $220/SF
    • 40 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    9 Marks Place, Cheshire, CT 06410

    The one you've been waiting for! Exceptional 4-bedroom, 2.5-bath Colonial set on a beautiful 1.4 level acre, picturesque cul-de-sac. This spacious home offers a well-designed layout perfect for both everyday living and entertaining. The sun-filled, newly remodeled kitchen is GORGEOUS with custom white cabinetry, center island, quarts counters, double ovens, propane cooktop and a convenient

    Renee Mascia RE/MAX Right Choice

    9 Marks Place, Cheshire, CT 06410
  • 671 Cortland Cir, Cheshire, CT 06410

    $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
  • 40 Kensington Ct, 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
  • 488 Cardinal Ln, 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
  • 212 Greens Loop, 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
  • 1078 Wolf Hill 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

Showing Results 1 - 40, Page 1 of 9

Connecticut Cheshire

Recently Sold Real Estate & Homes in Cheshire, CT

Frequently Asked Questions

What is the average home price in Cheshire, CT?
Homes for sale in Cheshire, CT have an average home price of $758,270.
What is the average time to sell a house in Cheshire, CT?
The houses for sale in Cheshire, CT spend an average of 145 days on the market.
What is the number of active homes for sale in Cheshire, CT?
There are 12 active homes for sale in Cheshire, CT.
How many homes have sold over the last 12 months in Cheshire, CT?
155 homes have sold in Cheshire, CT over the last 12 months.

Home Trends in Cheshire, CT

On average, homes in Cheshire, CT sell after 145 days on the market compared to the national average of 70 days. The median sale price for homes in Cheshire, CT over the last 12 months is $656,200, up 48% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$656,200
Median Single Family Sale Price
$971,054
Median Townhouse Sale Price
$656,200
Median 1 Bedroom Sale Price
$157,500
Average Price Per Sq Ft
$295
Number of Homes for Sale
12
Last 12 months Home Sales
155
Months of Supply
0.90
Median List Price
$646,008
Median Change From 1st List Price
-8%
Median Home Sale Price YoY Change
48%
How to Buy a Home How to Sell a Home How to Rent a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group