19

Winchester, CT Homes for Sale with Acreage

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  • /2

    $49,000

    • Land
    • 2 Acres
    • $24,500 per Acre

    18 Pine Rd, Colebrook, CT 06021

    Discover the perfect setting for your dream home on this private 2.0-acre parcel in the scenic hills of Colebrook. Featuring 236 feet of road frontage on quiet Pine Road, this property offers a beautiful building site situated on a gently elevated plateau with desirable southern and western exposures, providing excellent sunlight and the potential for stunning sunset views. Surrounded by nature

    Agent Photo

    David Sartirana

    Northwest CT Realty

    18 Pine Rd, Colebrook, CT 06021
  • /35

    $305,000

    $35K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,442 Sq Ft

    103 Cordano Rd, Winsted, CT 06098

    Well-maintained Cape in a desirable rural setting, yet just minutes from shopping, dining, schools, and other everyday conveniences. This 7-room home offers 3 bedrooms and 1.5 baths with a flexible floor plan designed for comfortable living. The main level features a formal living room, dining room, kitchen, family room, primary bedroom, and a full bath w/laundry, providing the convenience of

    Agent Photo

    David Sartirana

    Northwest CT Realty

    103 Cordano Rd, Winsted, CT 06098
  • /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
  • /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
  • /7

    $499,900

    • 6 Beds
    • 5 Baths
    • 2,864 Sq Ft

    205 Old New Hartford Rd, Winchester, CT 06098

    Charming Multi-Family Property with steady income potential! Welcome to your next lucrative investment venture! Nestled on an expansive 1-acre lot, this multi-family property features 5 distinct living spaces, making it an ideal addition to your real estate portfolio. This property comprises 4 studio apartments and a spacious 2-bedroom apartment, catering to a variety of tenants and maximizing

    TK Krumm Berkshire Hathaway NE Prop.

    205 Old New Hartford Rd, Winchester, CT 06098
  • /8

    $389,000

    • Land
    • 20.87 Acres
    • $18,639 per Acre

    7 Stadler Heights, Winsted, CT 06098

    Welcome, You be the first, to come and conquer this land here in Winchester, Connecticut. There are 20.87 acres of virgin land. Come and build, do what you do best, you can have Peace and Privacy!!! There are no sidewalks, no streets that drive through. You are 40 minutes from multiple private schools. 16 minutes from Charlotte Hungerford Hospital. 1 hour from Tweed Airport New Haven. 39 minutes

    Hector Ortiz KW Legacy Partners

    7 Stadler Heights, Winsted, CT 06098
  • /15

    $799,000

    $60K PRICE DROP
    • Land
    • 65.29 Acres
    • $12,238 per Acre

    257-259 Torringford St, Winchester, CT 06098

    Uncover this hidden gem - 65.29 pristine acres of raw land, with natural beauty and endless potential. This picturesque parcel features serene ponds and mature trees. Distant views and incredible sunsets can be enjoyed from the property. Much site work has been done to date. A driveway with a binder course is already in place offering easy access into and throughout the property. Many acres have

    Lisa Toczko Home Valley Realty, LLC

    257-259 Torringford St, Winchester, CT 06098
  • /5

    $158,000

    $3K PRICE INCREASE
    • Land
    • 1.18 Acres
    • $133,898 per Acre

    843-845 (lots - 10A, E Wakefield Blvd, Winchester, CT 06098

    1.18 Acre ,Approximately 201 Ft Road fro . ntage )Lightly wooded E. Wakefield Blvd. lot located at the end of 3rd Bay . Panoramic view overlooking the length or lake. Survey , Zoning HL regulations and Deed are available , and Access is also available off E. Mtn Road . Survey shows Town of Winchester parcel with warterfront access Rare opportunity to build your dream home . , SELLER WILL CONSIDER

    David D'Amore Northwest CT Realty

    843-845 (lots - 10A, E Wakefield Blvd, Winchester, CT 06098
  • /6

    $386,000

    • Land
    • 1.91 Acres
    • $202,094 per Acre

    00 Main St, Winsted, CT 06098

    Exceptional 2+ Acre Development Opportunity - Route 44, Winsted, CT** Rare opportunity to acquire approximately 2+- acres with nearly 700 feet of frontage on Main Street (Route 44), one of Winsted's primary commercial corridors. Located within the Town Gateway Zone, this highly visible parcel offers outstanding flexibility for a variety of development opportunities, including commercial,

    Dan Merrigan Merrigan & Lefebvre Realty

    00 Main St, Winsted, CT 06098
  • /26

    $1,080,000

    $120K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,307 Sq Ft

    77 Deer Hill Rd, Colebrook, CT 06021

    Enchanting Antique Dutch Colonial Estate with Carriage House and Barn. Nestled in a serene and private 51.2-acre haven, this stately home is a harmonious blend of historic charm and modern sophistication. As you traverse the meandering stone walls and explore the mix of sun-kissed meadows and whispering forests, you'll discover a world where time stands still, yet every modern convenience is at

    MICHAEL CONLOGUE William Pitt Sotheby's Int'l

    77 Deer Hill Rd, Colebrook, CT 06021
  • /21

    $879,990

    • Land
    • 131.5 Acres
    • $6,692 per Acre

    000000 Norfolk Rd, Winchester, CT 06098

    Rare Multi-Parcel Land Opportunity 5 Contiguous Parcels | Colebrook & Winchester, CT Discover an exceptional land offering spanning five contiguous parcels across two of Litchfield County's most desirable rural towns. This unique property features a strong presence in highly sought-after Colebrook, known for its scenic beauty, low-density living, and unspoiled New England charm-paired with the

    John Harney William Pitt Sotheby's Int'l

    000000 Norfolk Rd, Winchester, 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
  • /40

    $895,000

    • 4 Beds
    • 2 Baths
    • 3,088 Sq Ft

    469 Platt Hill Rd, Winsted, CT 06098

    HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 , 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors,

    Marshall Cohen Cohen Agency

    469 Platt Hill Rd, Winsted, CT 06098
  • /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
  • /40

    $735,000

    • 4 Beds
    • 2.5 Baths
    • 3,158 Sq Ft

    44 Pine Rd, Colebrook, CT 06021

    Enjoy exceptional privacy and peaceful country living in this spacious 4 bedroom, 2.5 bath contemporary Cape set atop a long winding driveway surrounded by natural beauty. The open floor plan on the main level offers comfortable living and entertaining spaces, including an updated eat in kitchen with stainless steel appliances, a dining room with a cozy wood burning fireplace, a generous living

    Mike Gregor Cohen Agency SiM, LLC

    44 Pine Rd, Colebrook, CT 06021
  • /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
  • /9

    $850,000

    $149K PRICE DROP
    • Land
    • 116.5 Acres
    • $7,296 per Acre

    82 Riverton Rd, Colebrook, CT 06021

    Escape to Your Own 116 acres of Paradise in Colebrook, CT! Discover 116 +/- acres of picturesque land nestled along Riverton Road in the heart of scenic Colebrook, Connecticut. This extraordinary property offers a rare opportunity to own a vast expanse of rural beauty, complete with two serene ponds, winding old logging roads, and a mix of standing hardwoods and softwoods that create a lush,

    Suzie Larson Turning Point Realty, LLC

    82 Riverton Rd, Colebrook, CT 06021
  • /5

    $1,350,000

    • Land
    • 124.92 Acres
    • $10,807 per Acre

    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021

    Intriguing Litchfield County / Colebrook CT Location: Great Opportunity to Own this Surveyed 124.92 Acre Site. Excellent Visible Corner Location. Lightly Wooded with Good Road Frontage. Potential as a Commercial / Residential Development, Private Estate Style Compound, Agricultural Use. Put your imagination to work here. Includes an existing Golf Driving Range at the Corner of Route 44

    Marshall Cohen Cohen Agency

    0 Winsted Norfolk Rd Unit 24089254, Colebrook, CT 06021

Home Price Trends

Median Sale Price
$345,000
Median Single Family Sale Price
$345,000
Median 2 Bedroom Sale Price
$370,000
Average Price Per Sq Ft
$248
Number of Homes for Sale
0
Last 12 months Home Sales
4
Months of Supply
0.00
Median List Price
$349,900
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
-10%
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