15

Winchester, CT Homes for Sale under $300,000

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  • /36

    $189,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    192 Ledge Dr Unit 192, Torrington, CT 06790

    Bright and spacious 2 bedroom, 2 full bathroom townhouse. This Hideaway model in the highly desirable Lakeridge complex features a main level with a bedroom, a full bathroom with custom tile shower and glass doors, a laundry area, living/dining room and a fully-equipped kitchen. The large living room with vaulted ceiling and floor to ceiling accent wall surrounding the fireplace create a

    Agent Photo

    Alexa Skalandunas

    William Raveis Real Estate

    192 Ledge Dr Unit 192, Torrington, CT 06790
  • /37

    $250,000

    • Land
    • 9 Acres
    • $27,778 per Acre

    321 Colebrook Rd, Winchester, CT 06098

    321 Colebrook Road is a rare opportunity to own beautiful land with natural features and self-sustaining potential. A natural spring gently rolls through the property, surrounded by mature oak, ash, birch, black walnut, pine, and abundant sugar maple trees - perfect for producing your own maple syrup. The land is rich with native granite and sparkling quartz throughout, adding character and

    Agent Photo

    Ariel Edery

    mygoodagent

    321 Colebrook Rd, Winchester, CT 06098
  • /2

    $45,000

    • Land
    • 17,859 Sq Ft
    • $109,756 per Acre

    32 Hubbard St, Winsted, CT 06098

    Rare opportunity to build in a convenient in-town location! This level 0.41-acre lot is ideally situated close to downtown amenities while offering easy access to Highland Lake's public beach and boat launch. Formerly improved with a three-story Colonial home, the property presents a unique opportunity to redevelop an established homesite. Public water, public sewer, and natural gas are available

    Agent Photo

    David Sartirana

    Northwest CT Realty

    32 Hubbard St, Winsted, CT 06098
  • /7

    $299,900

    • 5 Beds
    • 2 Baths
    • 2,016 Sq Ft

    18 Pratt St, Winsted, CT 06098

    Well-maintained two-family home offering excellent owner-occupant or investment potential. First-floor unit features 3 bedrooms, kitchen, and living room and is currently rented. Second-floor unit is vacant and offers 2 bedrooms, living room, and kitchen. Separate utilities and laundry for each unit. Full basement provides additional storage. Entire home has undergone lead remediation. Great

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    18 Pratt St, Winsted, CT 06098
  • /5

    $37,900

    $32K PRICE DROP
    • Land
    • 5,227 Sq Ft
    • $315,833 per Acre

    319 White Oak Trail, Winchester, CT 06098

    Wooded interior lot located at the end of a dead-end street, offering a private setting. The parcel is slightly sloped and accessed from the end of the road. Clients, do your homework , including but not limited to surveys, zoning, and building approvals. Convenient location with approximately a 15-minute walk to Resha Beach on Highland Lake for recreational enjoyment. Lake rights are granted to

    Matt Tearman Coldwell Banker Realty

    319 White Oak Trail, Winchester, CT 06098
  • /5

    $200,000

    • Land
    • 15.9 Acres
    • $12,579 per Acre

    00 Chapel Rd, Winchester, CT 06098

    Look no further for A Very Private location to build your Dream Home. A Wooded Hill top building site overlooking beautiful Winchester Center which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester. Convenient access agreement to the Rear lot is though 151 Chapel Rd. property.

    Linda Ganem Borla & Associates Real Estate

    00 Chapel Rd, Winchester, CT 06098
  • /30

    $260,000

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft

    118 Meadow St, Winsted, CT 06098

    This charming historic home, built in 1860, blends timeless character with thoughtful updates. Featuring 3-4 bedrooms, this property offers flexible living space to meet your needs. The beautifully remodeled upstairs bathroom is a standout feature, offering modern comfort within this classic home. Enjoy your LARGE eat-in kitchen with laundry hook ups and plenty of natural lighting and ample

    Ashley Henry The Washington Agency

    118 Meadow St, Winsted, CT 06098
  • /29

    $199,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    416 Horne Ave, Winsted, CT 06098

    Welcome to 416 Horne Ave, a charming 3-bedroom, 1-bath home offering approximately 1,056 square feet of comfortable living space in Winsted. Built in 1979 and situated on approximately 0.29 acres, this property offers a practical layout with room to make it your own. The home provides a welcoming setting for everyday living, with three bedrooms offering flexibility for family, guests, a home

    Thomas Mele Social & Co Realty

    416 Horne Ave, Winsted, CT 06098
  • /39

    $289,000

    • 2 Beds
    • 1 Bath
    • 596 Sq Ft

    347 W Wakefield Blvd, Winsted, CT 06098

    Welcome to this relaxing seasonal cottage, situated high above road level and offering breathtaking panoramic views of the 444-acre Highland Lake. Enter through the oversized screened porch, where you can unwind with family or friends while taking in the beautiful perennial plantings and natural surroundings. This charming cottage features two bedrooms, a loft, one full bath, an open-concept

    Debra Jablonski Berkshire Hathaway NE Prop.

    347 W Wakefield Blvd, Winsted, CT 06098
  • /5

    $295,000

    • Land
    • 51 Acres
    • $5,784 per Acre

    393 Winchester Rd, Winsted, CT 06098

    WINCHESTER CREST 51 acres of forested gently rolling land sited upland in Winchester Center. There is a former homesite and multiple choices for additional homesites affording complete privacy. There is abundant wildlife, trails, intermittent streams, dense and sparse forest. Perfect for year round home site, weekend retreat or recreational land.

    Tom McGowan Elyse Harney Real Estate

    393 Winchester Rd, Winsted, CT 06098
  • /3

    $79,900

    • Land
    • 1.32 Acres
    • $60,530 per Acre

    -00 Colebrook Rd, Colebrook, CT 06021

    Set in the quiet beauty of Colebrook, this 1.32-acre approved building lot offers an excellent opportunity to bring your new home plans to life. Much of the early groundwork has already been completed, including a perc test, survey, driveway plan, septic design, and approvals for up to a 4-bedroom home, helping streamline the path from concept to construction. The lot has been cleared, offering a

    Steve Howey Coldwell Banker Realty

    -00 Colebrook Rd, Colebrook, CT 06021
  • /19

    $150,000

    • Land
    • 6.18 Acres
    • $24,272 per Acre

    0 Ashley Rd Unit Lot 6, Winchester, CT

    Build Your Dream Retreat in Litchfield County! Escape the noise and pace of the city and discover 6.18 private wooded acres nestled in the scenic hills of Winchester, Connecticut. This approved 4-bedroom building lot offers the perfect opportunity to create a custom home or weekend retreat surrounded by nature, all within an easy drive of New York City and The Berkshires. Located just 200 yards

    Pascale Nejaime William Pitt Sotheby's Int'l

    0 Ashley Rd Unit Lot 6, Winchester, CT
  • /2

    $299,899

    • Land
    • 34 Acres
    • $8,821 per Acre

    00 Ramsgate Ln, Barkhamsted, CT 06063

    30 +/- acres in ideal location in Barkhamsted bordering American Legion State Forest in the rear. Minutes from historic Riverton Center and world-renowned fly fishing. Many outdoor activities close by including hiking, biking, tubing, skiing, boating and many more. Land is ideal for almost any application, subdividing, recreation, horses, etc. Land will be subdivided upon contract and prior to

    Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    00 Ramsgate Ln, Barkhamsted, CT 06063
  • /26

    $239,000

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

    Unlisted Address

    Brand new to the market. Must see large 2 story Colonial featuring 13 rooms, 7 Bedrooms, 3 Bathrooms, Walk up attic and full basement. Includes a 2 story barn. Convenient location in the heart of town lends itself to easy access to many nearby amenities. As an investment this residence also has great potential to convert to a multi family home or could be renovated for commercial office space.

    Frank J. Berg Broker/Owner Town & Country Real Estate

    Unlisted Address
  • /7

    $269,900

    • Land
    • 27.21 Acres
    • $9,919 per Acre

    53 Flag Hill Rd, Colebrook, CT 06021

    Discover an exceptional opportunity to create your own private country estate on 27 beautiful acres in the charming Litchfield Hills. Bordering protected Land Trust property an backed by a wildlife preserve, this remarkable parcel offers an extraordinary sense of seclusion, privacy, and connection to nature-yet provides the flexibility to bring your vision to life. Located at the end of a

    Candice Slatt Century 21 Scala Group

    53 Flag Hill Rd, Colebrook, CT 06021

Home Price Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$370,000
Median 2 Bedroom Sale Price
$370,000
Average Price Per Sq Ft
$232
Number of Homes for Sale
15
Last 12 months Home Sales
3
Months of Supply
0.00
Median List Price
$359,900
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
5%
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