Cheshire, CT Homes

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  /8

  $299,900

  • Land
  • 1 Acre
  • $299,900 per Acre

  6 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-acre lot available to build your dream home. The location of the former Percival Estate home boasts vast views of the pond from the building area, with no flood insurance required, bring your contractor to lay out your

  Anthony LaCava Berkshire Hathaway NE Prop.

  6 Waterside Way, Cheshire, CT 06410
• 

  $484,000 Sold Oct 17, 2025

  • 1,928 Sq Ft
  • $251/SF
  • 65 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  291 Guinevere Ridge, Cheshire, CT 06410

  Welcome to this charming 1,928 sq. ft. Cape-style home located on a quiet street in a wonderful neighborhood! This spacious 3-bedroom, 2 full bath home features a bright and inviting family room with a cozy fireplace, perfect for relaxing or entertaining. The eat-in kitchen offers plenty of space for casual dining, a formal dining room, and a comfortable living room-perfect for both everyday

  The Sally Bowman Team Berkshire Hathaway NE Prop.

  291 Guinevere Ridge, Cheshire, CT 06410
• 

  Est $366,271 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,433 Sq Ft

  101 Fawn Dr, Cheshire, CT 06410

  101 Fawn Dr, Cheshire, CT 06410
• 

  

  

  /17

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,633 Sq Ft

  365 Spruce St, Cheshire, CT 06410

  Updated 3 bedroom, 2 full bath modern ranch. Master bedroom with walk-in shower. New flooring in kitchen, dining room, and living room. Floor to ceiling windows to let in light and enjoy the view. Newly paved slate patio and fenced in yard. Entryway can be used for office or mudroom. New oil tank in 2023. Many updates to kitchen, flooring, electrical, bathrooms, and some new windows. Desirable

  Brian Valenti William Raveis Real Estate

  365 Spruce St, Cheshire, CT 06410
• 

  $425,000 Sold Oct 17, 2025

  • 1,282 Sq Ft
  • $332/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  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
• 

  Est $396,921 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  212 Forest Ln, Cheshire, CT 06410

  212 Forest Ln, Cheshire, CT 06410
• 

  

  /31

  $509,000

  • 4 Beds
  • 2 Baths
  • 2,548 Sq Ft

  689 S Meriden Rd, Cheshire, CT 06410

  Welcome to 689 S Meriden Rd, This stunning 4 bedrooms and 2 bathrooms colonial is located on Tranquille neighborhood. The main floor features an open concept eat-in kitchen, dining area, and a family room. cozy living room with an inviting fireplace. Custom kitchen with white shaker cabinetry, granite countertop and stainless-steel appliances. The upper level has four large bedrooms with multiple

  Naima Mazouzi Eagle Eye Realty PLLC

  689 S Meriden Rd, Cheshire, CT 06410
• 

  $520,000 Sold Oct 16, 2025

  • 2,396 Sq Ft
  • $217/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1930

  497 Maple Ave, Cheshire, CT 06410

  Welcome to 497 Maple Ave! This charming colonial features over 2,300 sq. ft. of living space with timeless character and modern updates. This lovingly and meticulously maintained 3-bedroom, 2.5-bath home is located in the heart of Cheshire. With hardwood flooring throughout, the main level offers a large living room, a beautiful kitchen with newer Viking appliances (2023), and a formal dining

  Monique Jacobs RE/MAX RISE

  497 Maple Ave, Cheshire, CT 06410
• 

  Est $343,759 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  247 Forest Ln, Cheshire, CT 06410

  247 Forest Ln, Cheshire, CT 06410
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  /39

  $569,900

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  160 Willow St, Cheshire, CT 06410

  Completely remodeled and move-in ready! This stunning Cheshire home offers 3 bedrooms, 2 full baths (including a primary en suite), an open kitchen/dining area with new cabs, quartz countertops, island, and stainless steel appliances. Enjoy a partially finished basement with family room and laundry (new washer/dryer included). Bright lightly stained hardwood floors throughout. Oversized 2 car

  Melissa Kearns Great Estates, CT

  160 Willow St, Cheshire, CT 06410
• 

  $365,000 Sold Oct 16, 2025

  • 1,516 Sq Ft
  • $241/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1959

  106 Woodland Dr, Cheshire, CT 06410

  Endless potential in this 3-bedroom, 1.5-bath ranch in Cheshire. Set on a quiet lot with a spacious deck, backyard, and two fireplaces, this home is ready for your updates and personal touch. The lower level offers excellent potential for an in-law suite or flexible living space. Major improvements have already been made, including a newer roof, oil tank, and furnace, providing a strong starting

  Mary Pont William Pitt Sotheby's Int'l

  106 Woodland Dr, Cheshire, CT 06410
• 

  Est $497,369 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft

  80 Deanarose Place, Cheshire, CT 06410

  80 Deanarose Place, Cheshire, CT 06410
• 

  

  /40

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 2,593 Sq Ft

  781 Cook Hill Rd, Cheshire, CT 06410

  Welcome to 781 Cook Hill Road, where classic charm meets modern updates on a private, nearly 2-acre level lot. This inviting Cape features a convenient breezeway and mudroom; an oversized two-car garage; a large eat-in kitchen with elegant cabinetry - complete with a built-in coffee station and wine bar; and three generously sized bedrooms, including a primary suite with a beautifully bright

  Meghan Soucy Lamacchia Realty

  781 Cook Hill Rd, Cheshire, CT 06410
• 

  $725,000 Sold Oct 15, 2025

  • 3,663 Sq Ft
  • $198/SF
  • 186 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1985

  55 Pine Brook Ct, Cheshire, CT 06410

  You will love this address in the south end of Cheshire. Located at the end of sought after cul de sac this Tudor revival home boasts 4 bedrooms and 3.5 bathrooms. Custom kitchen offers modern finishes with stainless steel appliances and island. The Den is warm and inviting with its stone fireplace as the centerpiece. Impressive Great room/ formal dining room combo with cathedral ceilings and

  Brian Botti Botti Realty

  55 Pine Brook Ct, Cheshire, CT 06410
• 

  Est $503,934 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft

  70 Deanarose Place, Cheshire, CT 06410

  70 Deanarose Place, Cheshire, CT 06410
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  /39

  $654,900

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft

  95 Orleton Ct, Cheshire, CT 06410

  Pristine 4-bed, 2.5-bath Colonial in sought-after Moss Farms Village. Set on a quiet cul-de-sac, this thoughtfully updated home features a spacious kitchen, vaulted living room with fireplace, spacious primary suite & huge bonus room. Enjoy peaceful outdoor living with a deck overlooking a quiet forest & a beautifully landscaped yard. This 1998-built home offers 2,305 square feet of main living

  Jason Saphire www.HomeZu.com

  95 Orleton Ct, Cheshire, CT 06410
• 

  $390,000 Sold Oct 15, 2025

  • 1,368 Sq Ft
  • $285/SF
  • 36 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1985

  6 Quarry Village Rd Unit 6, Cheshire, CT 06410

  Stunning Condo in Sought-After Quarry Village- Cheshire! Welcome to this beautifully updated home located in the highly desirable Quarry Village community in Cheshire. This spacious condo features a modern open concept layout with many updates including new windows with a lifetime warranty, updated kitchen, dining area and living room perfect for both everyday living and entertaining. The cozy

  Josephine Polletta Mapleridge Realty

  6 Quarry Village Rd Unit 6, Cheshire, CT 06410
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  Est $500,702 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  25 Deanarose Place, Cheshire, CT 06410

  25 Deanarose Place, Cheshire, CT 06410
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  /8

  $285,000

  • Land
  • 1.84 Acres
  • $154,891 per Acre

  1116 Wallingford Rd, Cheshire, CT 06410

  Here's your opportunity to own a rare 1.8 acre lot in Cheshire. The existing home will be dismantled prior to closing, leaving a clear, build-ready site for your dream home or investment property. Septic system will need to be replaced.

  Christopher John Mentley New Haus Group LLC

  1116 Wallingford Rd, Cheshire, CT 06410
• 

  $220,000 Sold Oct 15, 2025

  • 875 Sq Ft
  • $251/SF
  • 1 Day On Market

  • 1 Bed
  • 1 Bath
  • Built 1998

  70 Southwick Ct Unit 110, Cheshire, CT 06410

  Located in the Southwick community, this 55+ condo is conveniently located on the first floor. Lovingly cared for, features an all white kitchen with tile backsplash. New vinyl flooring throughout the living room, dining area and bedroom. Slider in living room to patio area. Laundry area off the bedroom. This complex offers many areas to gather. There is a library, pool room, exercise room, hair

  Beverly Welch Calcagni Real Estate

  70 Southwick Ct Unit 110, Cheshire, CT 06410
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  Est $504,592 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft

  1199 S Main St, Cheshire, CT 06410

  1199 S Main St, Cheshire, CT 06410
• 

  

  /32

  $549,900

  • 4 Beds
  • 4 Baths
  • 3,247 Sq Ft

  167 Spring St, Cheshire, CT 06410

  In the very heart of Cheshire, this 4-bedroom, 4-bath historic beauty (built in 1840) offers over 3,200 sq ft of character, charm, and modern updates. Sitting on a rare 3/4-acre lot with city water and sewer, you'll be just steps from shops, restaurants, the linear trail, parks-literally everything! Inside, a soaring cathedral-ceiling great room sets the stage for unforgettable gatherings. A

  Meagan Albert Tier 1 Real Estate

  167 Spring St, Cheshire, CT 06410
• 

  $317,000 Sold Oct 10, 2025

  • 1,578 Sq Ft
  • $201/SF
  • 24 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  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
• 

  Est $427,617 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  1147 King Rd, Cheshire, CT 06410

  1147 King Rd, Cheshire, CT 06410
• 

  

  /20

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  751 W Main St Unit G, Cheshire, CT 06410

  Welcome to Hidden Pond - where privacy meets contemporary charm! Tucked away in the peaceful, rarely available, and highly sought-after Hidden Pond complex, this beautifully maintained townhouse offers the perfect blend of comfort, style, and privacy. The main level has open concept living with dining area that showcases vaulted ceilings, a cozy fireplace, and sliding doors to the deck with

  Cynthia Ortiz LAER Realty Partners

  751 W Main St Unit G, Cheshire, CT 06410
• 

  $447,000 Sold Oct 10, 2025

  • 1,508 Sq Ft
  • $296/SF
  • 76 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  498 Juniper Ln, Cheshire, CT 06410

  This thoughtfully updated 3-bedroom, 2-full bathroom ranch offers effortless one-level living in a desirable Cheshire location directly across from McNamara Field Park-ideal for morning walks, weekend sports, or a relaxed picnic just steps from your door. Inside, an open-concept layout connects the living and dining spaces, complete with a gas fireplace and updated flooring throughout. The

  Alex Capozzoli Keller Williams Realty

  498 Juniper Ln, Cheshire, CT 06410
• 

  Est $473,816 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  100 Brentwood Dr, Cheshire, CT 06410

  100 Brentwood Dr, Cheshire, CT 06410
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  /36

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 4,630 Sq Ft

  25 Mountain Brook Dr, Cheshire, CT 06410

  Location.... Amongst an area of very fine homes in a pristine community. A remarkable opportunity to own a nearly 5000 square foot home in Southern Cheshires most desirable neighborhoods. Mountain Brook Estates is a private community of beautiful homes in a wonderful setting. One owner home fresh out of estate and offered here for sale for the first time. Prime location just off the boulevard

  Anthony Greco Anthony J Greco JR Real Estate

  25 Mountain Brook Dr, Cheshire, CT 06410
• 

  $370,000 Sold Oct 09, 2025

  • 1,646 Sq Ft
  • $225/SF
  • 70 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1956

  239 Bates Dr, Cheshire, CT 06410

  Act Fast... This Rare Gem Won't Last! Tucked away in the peaceful and highly sought-after south-end of Cheshire, this charming home offers the perfect blend of serenity and convenience - just minutes from the vibrant town center and all local amenities. With a brand-new roof (2023) and a price that can't be beat, this is your chance to own a property with incredible potential! Whether you're

  Sam Ratner Keller Williams Realty Prtnrs.

  239 Bates Dr, Cheshire, CT 06410
• 

  Est $452,382 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,976 Sq Ft

  5 Rockview Dr, Cheshire, CT 06410

  5 Rockview Dr, Cheshire, CT 06410
• 

  

  /5

  $60,000

  • Land
  • 0.77 Acre
  • $77,922 per Acre

  0 Old Lane Rd, Cheshire, CT 06410

  This is a beautiful residential lot of land on the Cheshire/Hamden border. This corner lot receives a lot of sunlight during the day and has a beautiful river running in the back of the lot. Please reach out to Cheshire's Planning and Zoning about wetlands approval required on this lot as well as setback building requirements. Please have your agent contact QVHD to confirm what size home can be

  Kay Thomas William Pitt Sotheby's Int'l

  0 Old Lane Rd, Cheshire, CT 06410
• 

  $507,500 Sold Oct 09, 2025

  • 1,619 Sq Ft
  • $313/SF
  • 54 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1948

  236 Mountain Rd, Cheshire, CT 06410

  Two Homes on One Lot - Endless Possibilities! This unique property offers two detached dwellings on 2.20-acre lot. Main House Built circa 1948; this home offers 1,619 sq. ft. of living space plus a finished 220 sq. ft. family room in the basement with fireplace. The first floor features an updated kitchen with granite countertops, white cabinets, lots of storage, appliances, a formal dining

  Elise Kamp Press/Cuozzo Realtors

  236 Mountain Rd, Cheshire, CT 06410
• 

  Est $435,161 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,656 Sq Ft

  39 Green Hill Ln, Cheshire, CT 06410

  39 Green Hill Ln, Cheshire, CT 06410
• 

  

  /3

  $260,000

  • Land
  • 4.61 Acres
  • $56,399 per Acre

  0 Waterbury Rd Unit 24047391, Cheshire, CT 06410

  4.61-Acre Lot on Waterbury Road, Cheshire. Discover the perfect blend of privacy and convenience with this stunning 4.61-acre lot located on Waterbury Road. This treed and rolling lot features a small stream in one corner, offering a serene and picturesque setting. Currently a single lot, it may be subdividable, providing potential for future development. Ideal for those seeking privacy and a

  Mark Foreman Press/Cuozzo Realtors

  0 Waterbury Rd Unit 24047391, Cheshire, CT 06410
• 

  $650,000 Sold Oct 07, 2025

  • 3,067 Sq Ft
  • $212/SF
  • 43 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1976

  21 Rockview Dr, Cheshire, CT 06410

  Must See! This beautifully maintained and thoughtfully expanded South Cheshire raised ranch offers the perfect blend of comfort, space, and functionality. Boasting 4 generously sized bedrooms and 3.5 updated bathrooms. The main level features a bright and airy open-concept layout with hardwood floors, a spacious living room and dining room perfect for entertaining. The updated eat in kitchen

  Pat DelVento III Coldwell Banker Realty

  21 Rockview Dr, Cheshire, CT 06410
• 

  Est $474,132 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  120 Rockview Dr, Cheshire, CT 06410

  120 Rockview Dr, Cheshire, CT 06410
• 

  

  /40

  $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
• 

  $525,000 Sold Oct 03, 2025

  • 2,330 Sq Ft
  • $225/SF
  • 111 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1945

  1013 Wallingford Rd, Cheshire, CT 06410

  Experience Tranquil Rural Living in Your Multi-Generational Dream Home! This stunning property offers a blend of modern amenities and serene rural living, perfect for households of all sizes. Step into a cozy sunken living room, featuring elegant French doors that open to a spacious patio, ideal for indoor-outdoor entertaining. Enjoy cooking in a sleek, modern kitchen equipped with quality

  Mark Mnich Coldwell Banker Realty

  1013 Wallingford Rd, Cheshire, CT 06410
• 

  Est $468,437 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,334 Sq Ft

  165 Rockview Dr, Cheshire, CT 06410

  165 Rockview Dr, 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

Showing Results 161 - 200, Page 5 of 18