5

Chester, CT Homes for Sale under $300,000

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  • 0 Turkey Hill Rd, Chester, CT 06412
    0 Turkey Hill Rd, Chester, CT 06412
    0 Turkey Hill Rd, Chester, CT 06412
    /19

    $75,000

    $25K PRICE DROP
    • Land
    • 1 Acre
    • $75,000 per Acre

    0 Turkey Hill Rd, Chester, CT 06412

    Discover the perfect setting to build your dream home in the desirable Wig Hill area of Chester, Connecticut. Located near Cockaponset Sate Forest and the scenic Connecticut River valley. This beautiful one-acre level building lot features approximately 211 feet of road frontage and dimensions of roughly 200 x 200 feet, offering ample space and flexibility to bring your custom plans and ideas to

    Charles Kroopneck Charles Kroopneck Real Estate

    0 Turkey Hill Rd, Chester, CT 06412
  • 92 Water St, Chester, CT 06412
    92 Water St, Chester, CT 06412
    92 Water St, Chester, CT 06412
    /30

    $284,900

    • 3 Beds
    • 1 Bath
    • 1,217 Sq Ft

    92 Water St, Chester, CT 06412

    Charming 1927 Colonial offering a rare chance to own directly on the water in the heart of Chester. This 3-bedroom, 1-bath home spans 1,217 sq ft across two stories, with a classic layout featuring a living room and dining room on the main level and three bedrooms upstairs. Set on a 0.27-acre lot with vinyl siding and a paved driveway, the home sits right on the water with tranquil river views -

    Ryan O'Keeffe Salzillo Realty Company

    92 Water St, Chester, CT 06412
  • 90 Water St, Chester, CT 06412
    90 Water St, Chester, CT 06412
    90 Water St, Chester, CT 06412
    /24

    $269,900

    • 1 Bed
    • 1 Bath
    • 1,034 Sq Ft

    90 Water St, Chester, CT 06412

    Rare opportunity to own directly on the water in the heart of Chester. This 1950-built ranch offers 1,034 sq ft with a flexible layout - currently set up as a 1-bedroom, the spacious family room (10'3" x 20'10") could easily convert to a second bedroom or home office. The oversized living room (13'6" x 20'10") anchors the home, while the combined kitchen/dining area (10'5" x 16'2") and

    Ryan O'Keeffe Salzillo Realty Company

    90 Water St, Chester, CT 06412
  • 17 Winter Ave, Deep River, CT 06417
    17 Winter Ave, Deep River, CT 06417
    17 Winter Ave, Deep River, CT 06417
    /33

    $289,900

    • 3 Beds
    • 2.5 Baths
    • 1,061 Sq Ft

    17 Winter Ave, Deep River, CT 06417

    A Unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separate town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

    Craig Milton Re/Max Valley Shore

    17 Winter Ave, Deep River, CT 06417
  • 17&21 Winter Ave, Deep River, CT 06417
    17&21 Winter Ave, Deep River, CT 06417
    17&21 Winter Ave, Deep River, CT 06417
    /39

    $289,900

    $35K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,061 Sq Ft

    17&21 Winter Ave, Deep River, CT 06417

    A unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separte town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

    Craig Milton Re/Max Valley Shore

    17&21 Winter Ave, Deep River, CT 06417
Connecticut Middlesex County

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

Home Prices in Chester, CT

The median home sale price in Chester, CT is $549,500, up 2% year-over-year. Homes in Chester sell in 63 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$549,500
Median Single Family Sale Price
$549,000
Median 2 Bedroom Sale Price
$490,000
Median 1 Bedroom Sale Price
$269,900
Average Price Per Sq Ft
$337
Number of Homes for Sale
5
Last 12 months Home Sales
38
Months of Supply
3.80
Median List Price
$537,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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