Homes for Sale near Cheshire High School

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  /12

  $104,900

  • 1 Bed
  • 1 Bath
  • 493 Sq Ft

  1125 Waterbury Rd Unit 1C, Cheshire, CT 06410

  Studio condo with endless potential! This one-room unit features a full bathroom and kitchen and is ready for updates-priced accordingly to reflect the work needed. The true highlight is the private walkout patio overlooking wooded surroundings, neighboring gardens, and visiting wildlife. With a little vision, this condo can be transformed into a charming retreat for a homeowner or an excellent

  Amber Fischer Lewis Real Estate Services

  1125 Waterbury Rd Unit 1C, Cheshire, CT 06410
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  /37

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,316 Sq Ft

  1325 Avon Blvd, Cheshire, CT 06410

  Welcome to this charming, updated 3-bedroom ranch located in one of Cheshire's most walkable and convenient neighborhoods. With 8' ceilings, a 1-car garage, central air, and a host of recent upgrades, this home is move-in ready and full of charm. Step inside to find refinished hardwood floors and a freshly painted interior that feels bright and inviting. The updated kitchen and bath offer modern

  Cindy Forlenzo Coldwell Banker Realty

  1325 Avon Blvd, Cheshire, CT 06410
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  /40

  $599,900

  • 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
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  /21

  $564,900

  • 3 Beds
  • 2.5 Baths
  • 1,901 Sq Ft

  50 Wintergreen Ln, Cheshire, CT 06410

  Location-Peace and Tranquility is offered with this beautiful well maintained home located in a quiet neighborhood at the end of a cul de sac with over 1 acre of land. The kitchen has granite countertops with stainless steel appliances and freshly painted oak cabinets with new hardware. It also has luxury wide plank vinyl flooring leading to a sitting area with a large whitewashed fireplace off

  Carol York For Sale By Owner Connecticut

  50 Wintergreen Ln, Cheshire, CT 06410
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  /40

  $599,900

  • 5 Beds
  • 3.5 Baths
  • 2,783 Sq Ft

  1681 Orchard Hill Rd, Cheshire, CT 06410

  Expansive Cape on a quiet neighborhood street in the south end of Cheshire. Welcome to 1681 Orchard Hill Road - a beautifully expanded Cape Cod-style home nestled on a landscaped .45 acre lot. This exceptional property blends classic charm with modern updates offering the perfect balance of comfort, space, and privacy. Inside, the home features an updated kitchen with SS appliances, granite

  Julie Luchina Coldwell Banker Realty

  1681 Orchard Hill Rd, Cheshire, CT 06410
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  /30

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,955 Sq Ft

  248 Mountain Rd, Cheshire, CT 06410

  Step inside to discover a bright, open layout featuring gleaming hardwood floors, a cozy fireplace, and a cheerful sunroom-ideal for unwinding or working from home. The updated eat-in kitchen, complete with brand-new stainless steel appliances (2023), flows seamlessly into the adjoining dining area, perfect for everyday meals or entertaining. The primary bedroom includes a private en-suite bath

  Emily Lovejoy William Raveis Real Estate

  248 Mountain Rd, Cheshire, CT 06410
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  /40

  $1,200,000

  • 4 Beds
  • 4.5 Baths
  • 4,791 Sq Ft

  1 Mountaincrest Dr, Cheshire, CT 06410

  PREMIUM WOOD FLOORS JUST INSTALLED in this Mountaincrest custom colonial showcasing luxurious living & elegant entertaining. A dramatic two-story foyer sets a grand tone, leading to a private office. A stunning kitchen exudes sophistication-highlighting a massive center island seating 5, imported granite countertops, opulent backsplash, & top-tier Bosch appliances & Sub-Zero. The opulent kitchen

  Susan Santoro William Pitt Sotheby's Int'l

  1 Mountaincrest Dr, Cheshire, CT 06410
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  /8

  $449,900

  • 3 Beds
  • 3 Baths
  • 2,704 Sq Ft

  25 Hidden Place, Cheshire, CT 06410

  UNIQUE OPPORTUNITY! Improved price...Contractors, Investors, flippers or DIY persons, take notice. Here is your opportunity to purchase a home in Cheshire, in a desired neighborhood, on a cul-de-sac, for half the value cost. Unfortunately this home suffered a fire in April. Return this home to its original beauty, but you will need to be patient and put the time and money into this project. At

  Laura Maturo William Raveis Real Estate

  25 Hidden Place, Cheshire, CT 06410
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  /13

  $374,900

  • Land
  • 2.18 Acres
  • $171,972 per Acre

  81 Mountain Rd, Prospect, CT 06712

  For the discriminating buyer seeking a private wooded retreat, this rare 2.18-acre parcel offers a truly special opportunity. Thoughtfully partially cleared, the land invites you to envision your custom dream home nestled among nature's beauty. Framed by gorgeous stone walls and offering serene views of a bucolic pond, this property is a nature lover's sanctuary. Located just steps from access to

  Philip Degennaro Coldwell Banker Realty

  81 Mountain Rd, Prospect, CT 06712
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  /35

  $534,900 Open Sun 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,236 Sq Ft

  791 Ives Row, Cheshire, CT 06410

  Opportunity is knocking!! Don't miss out. This Classic Colonial is located in the heart of Cheshire. Discover timeless elegance in this beautifully maintained 4 / 5 bedroom, 3 full bath Colonial. This spacious home offers the perfect blend of character and comfort with a traditional layout, sun-filled rooms, and hardwood floors throughout. The updated kitchen (with a walk in pantry) opens to a

  Vincent Masotta Pearce Real Estate

  791 Ives Row, Cheshire, CT 06410
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  /38

  $619,800

  • 3 Beds
  • 2.5 Baths
  • 2,637 Sq Ft

  2 Tunxis Place, Cheshire, CT 06410

  NEW PRICE !!! Exceptional, rare, COPPER HILL Stand Alone Ranch..Most desirable, private, charming community. This 3/4 BR, 2.1 bath is distinguished with detailed features throughout...Custom bookshelves and cabinetry fill this special home. Natural light fills the rooms..Vaulted ceilings, stunning kitchen with Corian countertops, subzero refrigerator, double oven, cook top, bar area, wine cooler,

  Gary Damato Press/Cuozzo Realtors

  2 Tunxis Place, Cheshire, CT 06410
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  /21

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  264 Timber Ln, Cheshire, CT 06410

  Charming ranch with endless potential! Welcome to this delightful ranch-style home nestled in a desirable Cheshire location! Offering comfortable one-level living, this property boasts 3 spacious bedrooms and 2 full bathrooms with living and dining room. You'll love the convenience of the attached 2-car garage, providing ample parking and storage. Step outside and discover a large, level yard -

  Michael Maynard New Neighbors Real Estate

  264 Timber Ln, Cheshire, CT 06410
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  /6

  $394,900

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  3 Cedar Ln, Cheshire, CT 06410

  Recently reduced!!! Motivated seller!!! Welcome to this spacious 8-room, multifunctional ranch, featuring 3 bedrooms and perfectly designed for a home-based office or business. The inviting living room, complete with a wet bar and fireplace, is ideal for entertaining. A doorway leads to the business wing, consisting of three rooms, a kitchen nook, and a half bath. This area also has a separate

  Colleen Caron Barrieau Realty Signature Prop

  3 Cedar Ln, Cheshire, CT 06410
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  /3

  $249,900

  • Land
  • 4.61 Acres
  • $54,208 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
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  /7

  $335,000

  • Land
  • 1 Acre
  • $335,000 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
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  /4

  $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
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  /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
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  /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
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  /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
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  /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
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  /30

  $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
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  /35

  $529,900 Open Sat 2PM - 2:30PM

  • 5 Beds
  • 2 Baths
  • 2,150 Sq Ft

  240 Timber Ln, Cheshire, CT 06410

  This 5 Bedroom Colonial style home sits on a double lot ( 0.93 ) which the former owner merged together as 1 parcel and could possibly be subdivided again. The home has undergone newer changes including the Kitchen, Bathroom, Windows, Driveway & the road was just freshly paved with more draining added. The home Primary bedroom is on the main level. All the schools are close by with Doolittle

  Paul Ferreira RE/MAX Right Choice

  240 Timber Ln, Cheshire, CT 06410

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