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Winchester Center, CT Homes for Sale with Acreage

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  • /34

    $399,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 3 Baths
    • 1,304 Sq Ft

    52 Bricklemaier Rd, Colebrook, CT 06021

    Beautifully landscaped with flowering trees and established perennials, this three-bedroom home offers a peaceful country setting with minimal traffic. Set on 1.68 acres with an additional one-acre adjacent building lot included in the sale, the property provides flexibility and room to grow. The home features hardwood floors throughout and two fireplaces, one of which is in the lower level. An

    Agent Photo

    Wendy Eichman

    Raynard & Peirce Realty,LLC

    (860) 821-7920

    52 Bricklemaier Rd, Colebrook, CT 06021
  • /38

    $525,000

    • 4 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    1167 Saw Mill Hill Rd, Torrington, CT 06790

    Immaculate, 3,000 sq. ft, 4 Bedroom, 3.5 Bath Colonial blends country charm with modern comfort, offering an open floor plan, hardwood floors, and fresh paint throughout! The inviting two-story foyer with Palladian window fills the home with natural light and leads to the spacious country kitchen featuring a breakfast bar, gleaming hardwood floors, and sliders that open to the deck. The kitchen

    Jared Tedesco Litchfield County Real Estate

    1167 Saw Mill Hill Rd, Torrington, CT 06790
  • /40

    $799,000

    • 5 Beds
    • 2.5 Baths
    • 2,950 Sq Ft

    151 Losaw Rd, Winsted, CT 06098

    Feel worlds away while being less than 2 miles to town amenities in this like-new retreat nestled on an expansive 11.59-acre lot. This property is your personal sanctuary, complete with private trails for hiking your own land. The eat-in-kitchen is well-equipped with ample cooking space, seamlessly connected to the formal dining room and open to living space, and leads out to the large deck with

    Breanna Goebel Compass Connecticut, LLC

    151 Losaw Rd, Winsted, CT 06098
  • /34

    $625,000

    • 5 Beds
    • 3 Baths
    • 3,404 Sq Ft

    441 Platt Hill Rd, Winsted, CT 06098

    Welcome to 441 Platt Hill Road - a home that offers warmth, charm, and plenty of space to make memories. This inviting residence features an open and airy layout filled with natural light thanks to large windows and multiple skylights. Solid hardwood floors and tile run throughout the main level, creating a timeless foundation for your personal touch. The spacious eat-in kitchen, while vintage in

    David Sartirana Northwest CT Realty

    441 Platt Hill Rd, Winsted, CT 06098
  • /39

    $779,900

    • 3 Beds
    • 3.5 Baths
    • 4,953 Sq Ft

    111 South Rd, Winsted, CT 06098

    Perched up higher than the rest with sweeping views up a private driveway in beautiful Winchester Center you'll find this custom built 4,953 sq ft Colonial nestled in on 3.97 serene & bucolic acres. For the car enthusiasts, you'll see a 3 bay garage that can fit up to at least 7 cars if lifts are installed including a bonus 2 car tandem garage within the 3 bays. Plenty of room for oversized

    Dawn Rousseau Showcase Realty, Inc.

    111 South Rd, Winsted, CT 06098
  • /30

    $650,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,135 Sq Ft

    18 Taylor Brook Rd, Winsted, CT 06098

    Beautiful custom built gem situated on a private site with a stream! Bright, sunny open floor plan with 3 bedrooms, 2.5 bath, and a wonderful great room on the second floor! Gleaming hardwood floors thru-out, granite tops, stone/marble baths, walk up attic. Large deck off kitchen. Don't miss this incredible opportunity!

    Peter Kores The Washington Agency

    18 Taylor Brook Rd, Winsted, CT 06098
  • /8

    $695,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,248 Sq Ft

    494 Riverton Rd, Riverton, CT 06065

    New construction ! Permits in process to use existing foundation with complete new home. Home design is currently for a 3 bedroom home with an up stair office or possible 4th bedroom. Pick out many of the finishes on the home and possible design changes are now possible.

    Tracy Gallagher Coldwell Banker Realty

    494 Riverton Rd, Riverton, CT 06065
  • /16

    $280,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 1.5 Baths
    • 1,323 Sq Ft

    331 Colebrook Rd, Winsted, CT 06098

    Nestled in the scenic Litchfield Hills, this charming 2-bedroom, 1.5-bath Cape has been lovingly restored over the past 11 years and thoughtfully updated with room to expand. Combining modern convenience with timeless character, improvements & remodeling include electrical upgrades, replacement of the majority of the windows in the house, insulation, newer appliances, a new back door, refinished

    Alison Malkin Essentia Realty

    331 Colebrook Rd, Winsted, CT 06098
  • /34

    $315,000

    • 2 Beds
    • 1 Bath
    • 1,880 Sq Ft

    101 Norfolk Rd, Winsted, CT 06098

    Beautifully updated Raised- Ranch retreat on 1.33 wooded acres! Nestled in a serene, natural setting yet conveniently close to local amenities. When you enter the home you will find two generous sized rooms with new vinyl plank flooring, fresh paint & a mini split as well as a spacious storage/utility room with laundry. The main floor includes the living room with a stone accent wall & great

    Jackie Desmarais Showcase Realty, Inc.

    101 Norfolk Rd, Winsted, 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

    Hector Ortiz KW Legacy Partners

    7 Stadler Heights, Winsted, CT 06098
  • /14

    $450,000

    • Land
    • 160 Acres
    • $2,812 per Acre

    430 Smith Hill Rd, Colebrook, CT 06021

    A rare opportunity to create your own private retreat in the peaceful foothills of Colebrook. Includes 18.7 acres of buildable land with the possibility to subdivide into two parcels, giving you options for your dream home or future investment. Tucked well off the beaten path, the setting is surrounded by natural beauty, offering unmatched privacy and a sense of seclusion. With selective

    Rodney Motta Berkshire Hathaway NE Prop.

    430 Smith Hill Rd, Colebrook, CT 06021
  • /37

    $380,000

    • 3 Beds
    • 2.5 Baths
    • 2,429 Sq Ft

    2793 Torringford St W, Torrington, CT 06790

    Beautiful Living Near Prestigious Torrington CC! This stunning 3-bedroom, 2.5-bath contemporary home with 2,429 sq ft of living space, with 1.2 ancres and a 2-car garage. Designed for both comfort and style, this residence boasts an open floor plan, gleaming hardwood floors on the main level, and abundant natural light throughout. The spacious living room flows seamlessly to a large deck

    Jay Irvine Serhant Connecticut, LLC

    2793 Torringford St W, Torrington, CT 06790
  • /7

    $265,000

    • 3 Beds
    • 1 Bath
    • 1,488 Sq Ft

    312 Colebrook River Rd, Colebrook, CT 06021

    Charming Colonial on a 2-acre lot. Inside, you'll find an updated kitchen featuring granite countertops and newer appliances. The large, sunny family room on the first floor is filled with natural light, creating a warm and inviting atmosphere. A combined living and dining room with a cozy wood stove adds charm and functionality to the main level. Recent upgrades to the home include a new roof in

    Amanda Balaski Northwest CT Realty

    312 Colebrook River Rd, Colebrook, CT 06021
  • /26

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,910 Sq Ft

    147 Smith Hill Rd, Winsted, CT 06098

    Tucked away on a wooded lot, this meticulously maintained Cape features 4 spacious bedrooms and a full bathroom on each floor. Enjoy watching the birds & other wildlife on the huge rear deck or enjoy the peaceful setting on the enclosed porch. They don't make them like this anymore! The grounds have been lovingly maintained. You will want to move right in.

    SHARON GILSON Northwest CT Realty

    147 Smith Hill Rd, Winsted, CT 06098
  • /34

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,482 Sq Ft

    320 Colebrook River Rd, Colebrook, CT 06021

    A one-of-a-kind live/work opportunity in the heart of Connecticut's farm country! This charming 1,482 sq. ft. residence offers flexible living space and incredible character. The main level features a commercial-grade kitchen, spacious living and dining rooms, a full bath, and a first-floor bedroom. Upstairs you'll find two additional modest bedrooms. The property also includes a detached two-car

    David Sartirana Northwest CT Realty

    320 Colebrook River Rd, Colebrook, CT 06021
  • /9

    $245,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft

    25 Goose Green Rd, Barkhamsted, CT 06063

    PROPERTY IS BEING SOLD AS IS WHERE IS CASH ONLY! Charming Country Ranch Near Farmington River Beach - Spacious 1.8-Acre Lot! Discover peace and privacy at this charming 3-bedroom, 1.5-bath ranch nestled on nearly 2 acres of gently wooded land in scenic Barkhamsted. Just minutes from the sandy beach at Farmington River State Park, this home offers a rare blend of country seclusion and outdoor

    Sarah Caballero Myers Realty Group LLC

    25 Goose Green Rd, Barkhamsted, CT 06063
  • /14

    $214,900

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft

    99 Norfolk Rd, Winsted, CT 06098

    99 Norfolk Rd, Winsted CT - Opportunity Knocks! This cute 3-bedroom Cape sits proudly on 1.3 acres and is ready for its next chapter! With vinyl siding, replacement windows, and a lovely setting perched high up from the road, the bones are here-now it just needs your vision. For those seeking an investment opportunity or ready to roll up their sleeves and bring this gem back to life, this could

    Lisa McCarthy Coldwell Banker Realty

    99 Norfolk Rd, Winsted, CT 06098
  • /9

    $850,000

    • 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
  • /14

    $995,000

    • Land
    • 140.57 Acres
    • $7,078 per Acre

    13 Dew Rd, Barkhamsted, CT 06063

    Welcome to your own nature lover's paradise in the Berkshire foothills! This exceptional 140-acre property offers breathtaking views of Ski Sundown and the potential for multiple home sites with views. A rare opportunity to build your dream retreat or even create a family compound. Abutting the American Legion State Forest and the Farmington River, the existing trails offer endless opportunities

    Anna Sogliuzzo Berkshire Hathaway NE Prop.

    13 Dew Rd, Barkhamsted, CT 06063
  • /4

    $250,000

    • Land
    • 15.9 Acres
    • $15,723 per Acre

    00 Chapel Rd, Winchester, CT 06098

    Look no further for A Very Private location to build your Dream Home?? On this Lot there is the Hilltop which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester may be the place for you. The access to the Rear lot is though 151 Chapel Rd. property.

    Linda Ganem Borla & Associates Real Estate

    00 Chapel Rd, Winchester, CT 06098
  • /26

    $1,200,000

    • Land
    • 65.29 Acres
    • $18,380 per Acre

    257 Torringford St, Winchester, CT 06098

    65+ Acre Property with infrastructure and natural features. Spanning over 65 acres, this private property is accessed via a 5,000 foot driveway and features a mix of open space and wooded terrain. The land is bordered by historic stone walls on both sides, adding character and clear boundary lines. Bonus: 14x40 horse barn, ready for livestock or storage. 24x32 building on a concrete slab,

    Sabrina Janco Century 21 Bay-Mar Realty

    257 Torringford St, Winchester, CT 06098
  • /35

    $450,000

    • 3 Beds
    • 3 Baths
    • 2,747 Sq Ft

    117 South Rd, Winsted, CT 06098

    Nestled in a peaceful rural setting of Winchester Center, this charming home offers a perfect blend of rustic character and modern convenience. The property is located on over 3.3 acres of land and is adjacent to a scenic pond. Inside you will find a three bedroom two bath home with an additional in law apartment with one full bath and one bedroom and its own private entrance. The home also

    Christina Niziolek William Raveis Real Estate

    117 South Rd, Winsted, CT 06098
  • /39

    $995,000

    • 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
  • /39

    $8,750,000

    • 5 Beds
    • 4.5 Baths
    • 8,240 Sq Ft

    841 Winchester Rd, Norfolk Historic District, CT 06058

    Gracefully nestled at water's edge among lofty pines on over 115 utterly private and unspoiled woodland acres, this breathtaking lakefront country home features five bedrooms and four-and-a-half bathrooms and over 8,000 sq ft of luxurious living space. With extraordinary craftsmanship and exceptional materials, this custom built contemporary residence harmoniously integrates with its natural

    Jennifer Leahy Compass Connecticut, LLC

    841 Winchester Rd, Norfolk Historic District, CT 06058
  • /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
  • /34

    $749,900

    • 7 Beds
    • 3 Baths
    • 3,486 Sq Ft

    39 S Main St, Winsted, CT 06098

    THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment, freshly updated. Brand new whole house natural gas

    RYAN HORVAY Smith & DeGroat Real Estate

    39 S Main St, Winsted, CT 06098
  • /9

    $739,900

    • Land
    • 93.38 Acres
    • $7,924 per Acre

    0 Old Robertsville Rd, Winchester, CT 06098

    Nestled along a peaceful country road near the Colebrook and Barkhamsted town lines, this breathtaking 93.38-acre parcel embodies the timeless charm of rural New England. Once part of a cherished family farm, the land offers a harmonious blend of rolling meadows, majestic forests, and the gentle, winding presence of the Still River, which meanders through a substantial portion of the property.

    David Sartirana Northwest CT Realty

    0 Old Robertsville Rd, Winchester, CT 06098
  • /5

    $129,000

    • Land
    • 6.58 Acres
    • $19,605 per Acre

    408 A Niles Rd, New Hartford, CT 06057

    Very beautiful lightly wooded building lot, more than 6.5 acres, this approved building lot is in a highly desired area near the Pristine West Hill Lake and private Brody Park. Gently slopping. Some land has been cleared to rough-in the driveway. Perfect for building your dream home. A2 survey has been done. Soil testing and approvals are in place for a two bedroom home. Should you want a bigger

    Suzie Larson Turning Point Realty, LLC

    408 A Niles Rd, New Hartford, CT 06057
  • /5

    $349,900

    • Land
    • 17.92 Acres
    • $19,527 per Acre

    245 New Hartford Rd, Barkhamsted, CT 06063

    CHECK THIS OUT! Route #44 Location, but not off of the beaten path. Has I-2 Zoning (Business/Industrial). Nice Open and Lightly Wooded Semi-Private Site. Property has Town Approval to Construct a 5,000 Sq. Ft. Commercial Building with Alternative Outside Storage. Owners are in the process in obtaining New Driveway Curb Cut from State Of CT / D.O.T. Excellent Directional Sight Distances. 2024

    Marshall Cohen Cohen Agency

    245 New Hartford Rd, Barkhamsted, CT 06063
  • /26

    $1,200,000

    • 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
  • /40

    $2,199,000

    • 9 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    431 W Wakefield Blvd, Winsted, CT 06098

    This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lifestyle. Imagine waking up each day to stunning lake views, with endless seasonal activities awaiting just beyond your doorstep. In the summer, dive into boating, jet skiing, swimming, and fishing right from your private dock, or simply unwind along the shoreline. As winter

    Lisa Ogren Berkshire Hathaway NE Prop.

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

    $158,000

    • 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

    David D'Amore Northwest CT Realty

    843-845 (lots - 10A, E Wakefield Blvd, 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
  • /2

    $69,000

    • Land
    • 2 Acres
    • $34,500 per Acre

    503 N Main St, Winsted, CT 06098

    Prime Building Lot Near Downtown & Highland Lake-Discover the perfect setting for your dream home on this 2 acre lot at 503 N Main Street. The Property has over 500' of road frontage, permitted uses include; accessory residential uses, family day care home, farm, seasonal cottages, single family dwelling. The property offers a peaceful atmosphere while maintaining easy access to downtown

    Charles Albertario William Raveis Real Estate

    503 N Main St, Winsted, CT 06098
  • /2

    $119,900

    • Land
    • 2.07 Acres
    • $57,923 per Acre

    28 Fuller Rd, Barkhamsted, CT 06063

    Nestled on a serene country lane in the Pleasant Valley section of Barkhamsted, this prime 2.07-acre lot at 28 Fuller Road offers an idyllic setting for your dream home. Boasting 293 feet of frontage on Fuller Road, this property provides ample space and privacy. Enjoy stunning views of the valley, with close proximity to the Farmington River and the reservoir, making it perfect for nature

    David Sartirana Northwest CT Realty

    28 Fuller Rd, Barkhamsted, CT 06063
  • /2

    $299,900

    • Land
    • 30 Acres
    • $9,997 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
  • /2

    $69,900

    • Land
    • 1.92 Acres
    • $36,331 per Acre

    103 New Hartford Rd, Barkhamsted, CT 06063

    Need a Commercial Site along Route #44? Check out this Location. Recently Re-Zoned from Residential to Commercial B-1 Zone Classification. 200 Ft. Road Frontage. Survey Available. Potential to Develop this Property for a Small Hybrid Type Use.

    Marshall Cohen Cohen Agency

    103 New Hartford Rd, Barkhamsted, CT 06063
  • /2

    $1,445,000

    • Land
    • 99.13 Acres
    • $14,577 per Acre

    KENNEDY DRIVE & Torringford St, Torrington, CT 06790

    UPPER EAST SIDE SITE CONSISTING OF 99.13 +/- ACRES. EASILY ACCESSIBLE TO ROUTE 8 EXPRESSWAY EXIT #45 ON / OFF RAMPS. PRESENT ZONING ALLOWS FOR RESIDENTIAL AND INDUSTRIAL PARK DEVELOPMENT WITH ACCESS TO MUNICIPAL UTILITIES. IMMEDIATE NEIGHBORHOOD CONSISTS OF A VARIETY OF MEDICAL FACILITIES, PROFESSIONAL OFFICE COMPLEXES, MODERN INDUSTRIAL PARK AS WELL AS SINGLE FAMILY RESIDENCES.

    Marshall Cohen Cohen Agency

    KENNEDY DRIVE & Torringford St, Torrington, CT 06790
  • /2

    $629,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,664 Sq Ft

    11 Harness Dr, Barkhamsted, CT 06063

    Immaculate Colonial in Sought After Wilderness Estates, Barkhamsted Welcome to The Wilderness Estates, one of Barkhamsted's most desirable neighborhoods, where community charm meets New England's great outdoors. This bright colonial sits on a quiet cul de sac and offers the perfect blend of comfort, upgrades, and location. Highlights include central air (2019), a 45 year architectural roof

    Suzie Larson Turning Point Realty, LLC

    11 Harness Dr, Barkhamsted, CT 06063
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