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Cheshire, CT Homes for Sale under $300,000

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  • 6 Waterside Way, Cheshire, CT 06410
    6 Waterside Way, Cheshire, CT 06410
    6 Waterside Way, Cheshire, CT 06410
    /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
  • 422 N Brooksvale Rd, Cheshire, CT 06410
    422 N Brooksvale Rd, Cheshire, CT 06410
    422 N Brooksvale Rd, Cheshire, CT 06410
    /20

    $225,000

    • 3 Beds
    • 1,562 Sq Ft

    422 N Brooksvale Rd, Cheshire, CT 06410

    Investors take notice. House needs total renovation.Being sold as is where is including contents. Cash Offers Only Highest and best offers by 4:00pm on Monday 3/30/2026

    Phil Giampietro Coldwell Banker Realty

    422 N Brooksvale Rd, Cheshire, CT 06410
  • 70 Southwick Ct Unit 311, Cheshire, CT 06410
    70 Southwick Ct Unit 311, Cheshire, CT 06410
    70 Southwick Ct Unit 311, Cheshire, CT 06410
    /34

    $295,000

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

    70 Southwick Ct Unit 311, Cheshire, CT 06410

    Top-floor two-bedroom, two-bathroom, ranch style condo now available in Southwick, Cheshire's sought-after 55+ community. This ideal top-floor location means no noise from neighbors above you and offers added privacy and peace. Inside the unit, you'll enjoy a kitchen with ample cabinetry, granite counters, and new appliances plus central air conditioning and gas heat. The non-screened covered

    Melissa Mesite Coldwell Banker Realty

    70 Southwick Ct Unit 311, Cheshire, CT 06410
  • 5 Waterside Way, Cheshire, CT 06410
    5 Waterside Way, Cheshire, CT 06410
    5 Waterside Way, Cheshire, CT 06410
    /8

    $299,900

    • Land
    • 1.3 Acres
    • $230,692 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
  • 0 Waterbury Rd Unit 24047391, Cheshire, CT 06410
    0 Waterbury Rd Unit 24047391, Cheshire, CT 06410
    0 Waterbury Rd Unit 24047391, 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
Connecticut New Haven County Cheshire

Real Estate & Homes in Cheshire, CT under $300,000

Home Trends in Cheshire, CT

On average, homes in Cheshire, CT sell after 55 days on the market compared to the national average of 56 days. The median sale price for homes in Cheshire, CT over the last 12 months is $525,000, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$525,000
Median Single Family Sale Price
$550,000
Median Townhouse Sale Price
$539,137
Median 2 Bedroom Sale Price
$197,000
Median 1 Bedroom Sale Price
$165,000
Average Price Per Sq Ft
$286
Number of Homes for Sale
25
Last 12 months Home Sales
304
Months of Supply
1.00
Median List Price
$519,450
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
5%
How to Buy a Home How to Finance a Home How to Sell a Home

Browse a range of homes for sale under $300,000 in Cheshire, offering accessible options for prospective buyers. With 5 listings available, there's a variety of affordable properties to explore, from charming starter homes to spacious family residences. These homes present an excellent opportunity to enter the housing market and secure a property that fits both your preferences and your budget in Cheshire, CT.

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