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Cheshire Real Estate Search

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Our website features the best Cheshire real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Cheshire Homes for Sale

85 Mountain Brook  Drive, Cheshire image
85 Mountain Brook Drive, Cheshire $1,600,000

Discover your new lifestyle at this 5-acre mini estate in Mountain Brook. The main building boasts an open floor plan for gatherings, an expansive separate game room with...

  • 5 Beds
  • 5 Baths
  • 170488221 MLS
65 Mountain Brook  Drive, Cheshire image
65 Mountain Brook Drive, Cheshire $1,350,000

Architect designed 5100 sq ft estate w/octagonal theme home, pool & pool house - Enjoy one level living with a dramatic 23ft entry, arched doorways, custom wrought iron &...

  • 4 Beds
  • 6 Baths
  • 170498591 MLS
20 Melrose  Drive Unit 21, Cheshire image
20 Melrose Drive Unit 21, Cheshire $1,157,000

A grand home with a grand layout! This 4,004 sq ft TO BE BUILT colonial plan is perfection!!. This house has so many of today's Must Haves! Welcoming you in through the ...

  • 4 Beds
  • 4 Baths
  • 170477898 MLS
18 Melrose  Drive Unit 20, Cheshire image
18 Melrose Drive Unit 20, Cheshire $1,068,000

Construction is under way!!! At 3,579 square feet, there's a space for everyone! On the main level you'll find hardwood floors throughout and an open concept kitchen and...

  • 4 Beds
  • 4 Baths
  • 170481271 MLS
10 Empire  Drive Unit 15, Cheshire image
10 Empire Drive Unit 15, Cheshire $1,041,000

First floor Primary suite perfection! Welcome to Cheshire's newest 21 lot subdivision Orchard View! This TO BE BUILT Cape plan offers 3,370 sq ft of generous space. This...

  • 4 Beds
  • 3 Baths
  • 170478040 MLS
Unit 5 Lake Percival  Way Unit 5, Cheshire image
Unit 5 Lake Percival Way Unit 5, Cheshire $989,900

Now Introducing Pond's Edge, a planned unit development of 6 exquisite waterfront and water view homes. Lot 5 offering the Livingstone model. Sitting in a private encl...

  • 4 Beds
  • 4 Baths
  • 170462856 MLS
Lot #2 Monarch Estates Phase 2, Cheshire image
Lot #2 Monarch Estates Phase 2, Cheshire $989,000

Monarch Estates Phase II is Now Available! (Phase I ~ Monarch Place ~ Is Sold Out!) Cheshire's Newest Development will be Located Directly Across from Monarch Place with ...

  • 4 Beds
  • 3 Baths
  • 170488057 MLS
TBD Mount Sanford (On Lot 2)  Road, Cheshire image
TBD Mount Sanford (On Lot 2) Road, Cheshire $989,000 ▼

Perfect opportunity to build your dream home in South Cheshire. Gorgeous, rolling, and open picturesque lot. Use our plan or bring your own. Builder is very flexible and ...

  • 4 Beds
  • 4 Baths
  • 170461973 MLS
23 Melrose  Drive Unit 1, Cheshire image
23 Melrose Drive Unit 1, Cheshire $956,000

A modern farm house dream! Located in the new upscale Orchard View Subdivision in Cheshire, CT. This stylish cape will be built with the highly desired black windows an...

  • 4 Beds
  • 3 Baths
  • 170476018 MLS
Unit 3 Lake Percival  Way Unit 3, Cheshire image
Unit 3 Lake Percival Way Unit 3, Cheshire $939,900

Now Introducing Pond's Edge, a planned unit development of 6 exquisite waterfront and water view homes. Lot 3 offering the Cheshire model. Sitting in a private enclave ...

  • 4 Beds
  • 3 Baths
  • 170462857 MLS
Unit 2 Lake Percival  Way Unit 2, Cheshire image
Unit 2 Lake Percival Way Unit 2, Cheshire $899,900

Now Introducing Pond's Edge, a planned unit development of 6 exquisite waterfront and water view homes. Lot 2 Offering the Burtonwood model. Sitting in a private enclav...

  • 3 Beds
  • 3 Baths
  • 170462860 MLS
Lot #11 Monarch Estates Phase 2, Cheshire image
Lot #11 Monarch Estates Phase 2, Cheshire $889,000 ▲

Monarch Estates Phase II is Now Available! Only 6 Lots Left! (Phase I ~ Monarch Place ~ Is Sold Out!) Cheshire's Newest Development will be Located Directly Across from M...

  • 4 Beds
  • 3 Baths
  • 170476979 MLS
1160 Reservoir  Road, Cheshire image
1160 Reservoir Road, Cheshire $865,000 ▲

Beautiful 2.04 acre lot on a private lot! Built by award winning builders, Bycarrier. Beautiful walkout basement. This floor plan offers so much, including open flow thro...

  • 4 Beds
  • 3 Baths
  • 170455326 MLS
30 Shire  Court, Cheshire image
30 Shire Court, Cheshire $835,000

Fall in love with this gracious Colonial, set on 1.84 acres, and located in a serene neighborhood on a cul de sac street. Conjure up phenomenal meals on your Wolf stove w...

  • 4 Beds
  • 5 Baths
  • 170502278 MLS
19 Sierra  Court, Cheshire image
19 Sierra Court, Cheshire $825,000

The Villager model to be built is the ONLY one in the subdivision and has unique lines with transoms, arched entranceway, and MANY widows offering an abundance of natural...

  • 4 Beds
  • 3 Baths
  • 170478121 MLS

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2022 SmartMLS, Inc.

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