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Sterling, CT Houses for Sale

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  • 245 Snake Meadow Hill Rd, Sterling, CT 06377
    245 Snake Meadow Hill Rd, Sterling, CT 06377
    245 Snake Meadow Hill Rd, Sterling, CT 06377
    /35

    $630,000

    • 3 Beds
    • 3 Baths
    • 2,583 Sq Ft

    245 Snake Meadow Hill Rd, Sterling, CT 06377

    FIRST TIME EVER ON THE MARKET!! Welcome to this incredible one owner owned home! This meticulously maintained private oasis is nothing shy of amazing. This lovely custom built ranch set in a private location yet minutes over the RI line and conveniently located to local amenities. Sitting on over 5.5+ acres of land! This nicely appointed home has 3 bedrooms & 3 full bathrooms. With 1,833 above

    Skyla Gagnon RE/MAX Bell Park Realty

    245 Snake Meadow Hill Rd, Sterling, CT 06377
  • 271 Snake Meadow Hill Rd, Sterling, CT 06377
    271 Snake Meadow Hill Rd, Sterling, CT 06377
    271 Snake Meadow Hill Rd, Sterling, CT 06377
    /40

    $525,000

    • 3 Beds
    • 3 Baths
    • 2,814 Sq Ft

    271 Snake Meadow Hill Rd, Sterling, CT 06377

    Looking for a custom built home that's set on a peaceful setting? Welcome to this one owner owned home! Located JUST MINUTES OVER the RI line! This private country oasis awaits. This home has it all, including additional & separate living space above the attached 2 car garage. Step food inside this gorgeous home entering through the large mudroom right off the garage which is perfect for New

    Skyla Gagnon RE/MAX Bell Park Realty

    271 Snake Meadow Hill Rd, Sterling, CT 06377
  • 367 Pine Hill Rd, Sterling, CT 06377
    367 Pine Hill Rd, Sterling, CT 06377
    367 Pine Hill Rd, Sterling, CT 06377
    /36

    $419,900

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    367 Pine Hill Rd, Sterling, CT 06377

    Charming Ranch House in Tranquil Sterling, CT, welcome to your dream home in a small-town atmosphere! Nestled on a stunning 1.46-acre lot in the picturesque town of Sterling, Connecticut, this beautifully updated ranch house presents an exceptional blend of comfort and modern elegance. Two-bedroom, one-bathroom, updated flooring, newer appliances, perfectly designed for relaxation and nature

    Allen Gammons BHHS Commonwealth/Robert Paul

    367 Pine Hill Rd, Sterling, CT 06377
  • 8 John's Cir Unit Lot 33, Sterling, CT 06377
    8 John's Cir Unit Lot 33, Sterling, CT 06377
    8 John's Cir Unit Lot 33, Sterling, CT 06377
    /29

    $449,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    8 John's Cir Unit Lot 33, Sterling, CT 06377

    * NEW CONSTRUCTION * Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Ranch offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete with a view of the valley while you do dishes! Enjoy the ease of a

    Patrick Farrell Compass Connecticut, LLC

    8 John's Cir Unit Lot 33, Sterling, CT 06377
  • 1 Johns Cir, Sterling, CT 06377
    1 Johns Cir, Sterling, CT 06377
    1 Johns Cir, Sterling, CT 06377
    /9

    $419,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,776 Sq Ft

    1 Johns Cir, Sterling, CT 06377

    * NEW CONSTRUCTION * LAST REMINAING LOT* Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Colonial offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete with a view of the valley while you do

    Nicole Maine Lila Delman Compass

    1 Johns Cir, Sterling, CT 06377
  • 29 Bailey Pond Rd, Voluntown, CT 06384
    29 Bailey Pond Rd, Voluntown, CT 06384
    29 Bailey Pond Rd, Voluntown, CT 06384
    /40

    $599,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    29 Bailey Pond Rd, Voluntown, CT 06384

    Discover the serenity of waterfront living in this charming 3-bedroom, 2 full bath; ranch home, offering approximately 150 feet of private water frontage on Bailey Pond. Enjoy plenty of natural sunlight with breathtaking year-round water views from nearly every room in the house or relax on the expansive covered porch and decks. Open concept Kitchen with newer SS appliances and Dining area

    Carolyn Kress Berkshire Hathaway NE Prop.

    29 Bailey Pond Rd, Voluntown, CT 06384
Connecticut Windham County Sterling

Houses for Sale in Sterling, CT

Why Live in Sterling

Sterling, CT, is a rural community along the Connecticut-Rhode Island border, known for its historical charm and rustic appeal. Part of Connecticut's "Quiet Corner," Sterling offers a slower pace of life while remaining accessible via major thoroughfares like Plainfield Pike, which connects Providence and Hartford. The Sterling Hill Historic District, listed on the National Register of Historic Places, preserves homes and a church from the early 1700s, reflecting the town's rich history. Residents enjoy equestrian facilities such as Falls Creek Farm Equestrian and the Carousel Horse Farm, along with nearby hiking trails including Moosup Valley State Park Trail, Pachaug Enduro Trail, and Old Furnace Trailhead. Carbuncle Pond, just across the border in Rhode Island, is a favored fishing spot. Housing options in Sterling range from early- to mid-1900s colonials and national-style homes to mid- to late-1900s Cape Cods and ranch-style houses, as well as contemporary homes built in the last 25 years. These single-family homes typically feature large lots. Sterling has a crime score lower than the national average, making it a safer area. Plainfield High School serves local students after they attend Sterling Community School. The town is car-dependent, with Plainfield Pike and Sterling Road being key routes, and Interstate 395 located 5 miles west. Essential services are nearby, including the Backus Plainfield Emergency Care Center 6 miles west and Rhode Island T.F. Green International Airport 30 miles east. Local dining and shopping options include Weidele's Pizza & Pub and Ekonk Hill Turkey Farm, with additional essentials available at Big Y World Class Markets in Danielson and Plainfield.

Learn more about living in Sterling

Home Trends in Sterling, CT

On average, homes in Sterling, CT sell after 46 days on the market compared to the national average of 52 days. The median sale price for homes in Sterling, CT over the last 12 months is $365,000, down 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$365,000
Median Single Family Sale Price
$382,500
Average Price Per Sq Ft
$260
Number of Homes for Sale
5
Last 12 months Home Sales
51
Months of Supply
1.20
Median List Price
$374,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home

In Sterling, there are currently 6 houses for sale, offering an array of options for potential buyers. With houses priced between $419,900 to $630,000, there's a range to accomodate every budget. As of September, 2025 the median home price in Sterling is $374,900, while the average sale price is $381,227, offering insights into the local housing market. On average, houses spend 46 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Sterling, CT and find the perfect place to call home.

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