30

Homes for Sale in 06098

Section Image Section Image
  • /2

    $24,900

    $4K PRICE DROP
    • Land
    • 19,166 Sq Ft
    • $56,591 per Acre

    124 Rockwell St, Winsted, CT 06098

    124 Rockwell St. - Versatile .44-Acre Lot Near Downtown This .44-acre lot offers a prime location close to downtown with city water and sewer available in the street. The previous home sat at street level, while the majority of the lot slopes below, creating a unique landscape with plenty of potential. With a little imagination and the right site contractor, this property presents endless

    Agent Photo

    David Sartirana

    Northwest CT Realty

    (860) 891-6121

    124 Rockwell St, Winsted, CT 06098
  • /2

    $49,000

    • Land
    • 16,117 Sq Ft
    • $132,432 per Acre

    99 Hubbard St, Winsted, CT 06098

    99 Hubbard St. - Private Lot Near Downtown & Highland Lake. Tucked away at the end of a quiet dead-end street, this .37-acre lot offers both privacy and convenience. While enjoying a peaceful setting, you're still just minutes from downtown with easy access to shopping, dining, and entertainment. Plus, Highland Lake is just a short distance away, providing endless opportunities for boating,

    Agent Photo

    David Sartirana

    Northwest CT Realty

    (860) 946-4468

    99 Hubbard St, Winsted, CT 06098
  • /37

    $449,000

    $101K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 5,016 Sq Ft

    55 Walnut St, Winsted, CT 06098

    Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family

    Agent Photo

    David Sartirana

    Northwest CT Realty

    (860) 390-5071

    55 Walnut St, Winsted, CT 06098
  • /15

    $980,000

    • 3 Beds
    • 1.5 Baths
    • 1,443 Sq Ft

    11 Shantry Rd, Colebrook, CT 06021

    Unique property with 149+/- acres, open meadow, abundant standing softwoods and hardwoods, old logging roads, hiking trails, a brook and frontage on 3 roads. House is in need of TLC or tear down and rebuild your dream house, many outbuildings include chicken coop, large livestock barn and sheds. Property is unique and will need work but possibilities are endless.

    LAURA BARTLETT Northwest CT Realty

    11 Shantry Rd, Colebrook, CT 06021
  • /40

    $1,595,000

    Open Sun 12PM - 2PM
    • 5 Beds
    • 2 Baths
    • 3,693 Sq Ft

    424 E Wakefield Blvd, Winsted, CT 06098

    Stunning Lakehouse! Victorian charm! One of the earliest Highland Lake homes with extensive custom upgrades and quality renovation. A true lakefront sanctuary offering spacious living areas, extensive outdoor living areas and wide open lake views offering South and West exposure for incredible sunsets. Lakefront dock system with hydraulic boat lift, Recently renovated kitchen /dining with newer

    KAREN NEWTON William Pitt Sotheby's Int'l

    424 E Wakefield Blvd, Winsted, CT 06098
  • /2

    $749,999

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    660 E Wakefield Blvd, Winsted, CT 06098

    Nestled along the coveted east side of Highland Lake, 660 East Wakefield Blvd offers a rare opportunity to create the waterfront retreat you've always imagined. Bursting with classic lake charm and timeless character, this home is ready for a new owner to make it their own and bring fresh vision to an unforgettable setting. Enjoy excellent water access for swimming, boating, kayaking, and

    Patrick Smith Smith & DeGroat Real Estate

    660 E Wakefield Blvd, Winsted, CT 06098
  • /40

    $895,000

    Open Sat 1PM - 3PM
    • 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
  • /37

    $765,000

    • 3 Beds
    • 2.5 Baths
    • 4,387 Sq Ft

    184 Smith Hill Rd, Winsted, CT 06098

    Beautiful Private Brick/Clapboard Tudor set back on 8.46 private acres (which includes an extra 2+ acre abutting lot). New Hand Split Cedar Shingled Roof and new rebuilt brick chimney set off this custom elegant home. All warm cherry wood floors and special custom moldings throughout the home add charm. Classy center island Kit with new subzero, granite counters & bow window-Fireplaced Dining

    Mary New Berkshire Hathaway NE Prop.

    184 Smith Hill Rd, Winsted, CT 06098
  • /36

    $1,850,000

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

    431 W Wakefield Blvd, Winsted, CT 06098

    Live the Highland Lake Dream - 431 W. Wakefield Blvd, Winchester, CT Summer is just around the corner - and in Winsted, resort living never ends. Recently named one of the most desirable towns to live in, with the breathtaking Highland Lake at its heart, Winchester offers the perfect blend of beauty and lifestyle. This waterfront estate at 431 W. Wakefield Blvd isn't just a home - it's your

    Lisa Ogren Berkshire Hathaway NE Prop.

    431 W Wakefield Blvd, Winsted, CT 06098
  • /38

    $749,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,265 Sq Ft

    121 W Wakefield Blvd, Winsted, CT 06098

    Discover unparalleled Highland Lake living with this exceptional 1.00-acre retreat, boasting 50 feet of direct lake frontage and a newly renovated dock/deck. Enjoy breathtaking water views from your sunroom, dining room, and multiple bedrooms within this versatile 4/5 bedroom home. A unique first-floor suite with a separate exterior entrance offers ideal flexibility as a main-floor master or

    Elizabeth Stockwell Coldwell Banker Realty

    121 W Wakefield Blvd, Winsted, CT 06098
  • /39

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft

    11 Old Creamery Rd, Colebrook, CT 06021

    FULLY RENOVATED! In addition this home is fully insulated, energy-efficient, and enhanced with solar panels for low utility costs. The open floor plan and cozy fireplace create the perfect space for gatherings, while multiple decks, an above-ground pool, and serene natural surroundings provide a tranquil retreat-ideal for year-round living or a weekend getaway. Located perfectly on a beautiful

    Rodrigo Aguiar William Raveis Real Estate

    11 Old Creamery Rd, Colebrook, CT 06021
  • /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
  • /4

    $289,000

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    104 Maloney Ct, Winsted, CT 06098

    Perched on desirable Wallens Hill with beautiful western sunset views, this lovingly maintained 3 bed 1957 ranch is full of warmth, charm, and pride of ownership. Bright and sunny throughout, the home offers 1,008 square feet of comfortable living space with hardwood floors, central air conditioning, and an easy-flow layout designed for everyday living. The spacious eat-in kitchen features oak

    Lisa Garten Johnson Turning Point Realty, LLC

    104 Maloney Ct, 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 minutes

    Hector Ortiz KW Legacy Partners

    7 Stadler Heights, Winsted, CT 06098
  • /15

    $859,000

    • Land
    • 65.29 Acres
    • $13,157 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
  • /30

    $159,500

    $5K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 992 Sq Ft

    35 Riveredge Dr Unit 35, Winsted, CT 06098

    Charming Riverview Townhouse with Patio Enjoy easy living in this well-located two-bedroom townhouse set on a slab and overlooking the river. The main level features a living room, dining room, and functional kitchen, perfect for everyday comfort and entertaining. Sliding glass doors lead to a private patio where you can relax and enjoy the peaceful water views. Upstairs offers two comfortable

    Joanne Donne The Washington Agency

    35 Riveredge Dr Unit 35, Winsted, CT 06098
  • /32

    $274,900

    • 7 Beds
    • 3 Baths
    • 2,204 Sq Ft

    69 Prospect St, Winsted, CT 06098

    Opportunity awaits with this versatile 3-family property located at 69 Prospect Street in Winchester, perfect for both investors and owner-occupants alike. Whether you're looking to expand your investment portfolio or offset your mortgage with rental income, this multi-family offers flexibility, functionality, and strong potential in a convenient location. The property features 3 separate units

    Adam Cannon Coldwell Banker Realty

    69 Prospect St, Winsted, CT 06098
  • /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
  • /16

    $85,000

    • 3 Beds
    • 1 Bath
    • 1,435 Sq Ft

    34 Hannifin Rd, Winsted, CT 06098

    Set on 1.8 private acres amid the scenic rolling hills of Winsted, this circa-1850 home offers a rare opportunity to restore and reimagine a property rich with character. A compelling value with exceptional upside, this property invites buyers, investors, or renovators to unlock its full potential. Inside, you'll find timeless details including wide plank flooring and a fireplaced living room,

    Michael Barnes Coldwell Banker Realty

    34 Hannifin Rd, Winsted, CT 06098
  • /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
  • /2

    $59,900

    $9K PRICE DROP
    • Land
    • 17,859 Sq Ft
    • $146,098 per Acre

    105,107 E Mountain Rd, Winchester, CT 06098

    105 & 107 Mountain Road parcels are contiguous and located on a dirt road . . Deed indicates right of way to Highland lake water frontage within walking distance. See documents attached for Deed , Site plan, Peculation tests , Survey and Septic testing available . Possible city sewer access at buyers expense . Seller will consider financing with a minimum of 15% DOWN PAYMENT FOR A 2 YEAR BALLOON

    David D'Amore Northwest CT Realty

    105,107 E Mountain 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
  • /39

    $339,000

    • 3 Beds
    • 1.5 Baths
    • 2,040 Sq Ft

    93 Eno Hill Rd, Colebrook, CT 06021

    In the magical woods of Colebrook lies an animal lovers paradise! Great for homesteading, this property has: 2 chicken coops, 1 double wide dog house, 1 goat shed, a 12x24 shed for storage or convert to a small barn, fenced in garden, large animal pen with shelter off back side of shed, fenced in yard with electric fence strands on inside & bottom of posts to keep out wildlife and contain dogs

    Tracy Wagner Rockoff Realty

    93 Eno Hill Rd, Colebrook, CT 06021
  • /24

    $199,900

    • Land
    • 5,227 Sq Ft
    • $1,665,833 per Acre

    624 Wynne Rd, Winsted, CT 06098

    Exceptional opportunity to build near one of Northwest Connecticut's most desirable lake communities. Just steps from beautiful Highland Lake, this water-view parcel offers the chance to create your dream home in a setting that combines lake lifestyle, natural beauty, and convenient access to some of Litchfield County's most sought-after destinations. Highland Lake is a true Connecticut gem-a

    AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

    624 Wynne Rd, Winsted, CT 06098
  • /4

    $165,000

    • Land
    • 2 Acres
    • $82,500 per Acre

    425 Colebrook River Rd, Colebrook, CT 06021

    1.8 Acres of Commercial real estate for sale. Hard to find private spot surrounded by state forest. Located by state forest. Located in the general business zone, many options are available such as manufacturing and contractor business. Potential 75' by 100 foot building, with parking lot, three phase power, communications, septic and well. Some excavation site work and permits are included in

    Margaret Alexson Elyse Harney Real Estate

    425 Colebrook River Rd, Colebrook, CT 06021
  • /19

    $579,000

    • 11 Beds
    • 5.5 Baths
    • 5,233 Sq Ft

    150 Oak St, Winsted, CT 06098

    150 Oak St. is a fully rented, rare, charming 1920's 5-family apartment home located in a beautiful residential neighborhood in Winsted/Winchester, CT. Old World charm with original woodwork, high ceilings, mostly hardwood floors, and hallways connecting the spacious rooms in 4 of the units -which feature 2 bedrooms and a dining room. The 5th floor is a 3 bedroom, 1 1/2 bath unit with electric

    Pamela Silvestri Turning Point Realty, LLC

    150 Oak St, Winsted, CT 06098
  • /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
  • /13

    $92,000

    • Land
    • 15.5 Acres
    • $5,935 per Acre

    11 Corning, Corning, CA 06021

    WHAT A GREAT SLICE OF 15.5 ACRES OF VACANT LAND FOR AG OR YOUR FUTURE HOME. CLASS 1 AND 2 SOILS- PERFECT FOR ANY TYPE OF AGRICULTURE YOU WOULD LIKE TO PUT IN. EUCALYPTUS TREES SURROUND THE PERIMETER FOR ADDED PRIVACY AND THERE IS A LARGE OLIVE GROVE TO THE SOUTHWEST OF THE PROPERTY. IF YOU LIKE FIGS, THERE ARE PLENTY OF FIG TREES AS WELL. LARGE OPEN AREA IN THE CENTRAL PORTION THAT HAS BEEN DEEP

    Colette Cutter Better Choice Real Estate

    11 Corning, Corning, CA 06021
  • /2

    $299,900

    • 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
How to Buy a Home How to Finance a Home How to Sell a Home