Homes for Sale near The Gilbert School

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  /34

  $599,900

  • 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

  (860) 773-4065

  441 Platt Hill Rd, Winsted, CT 06098
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  Explore The Gilbert School

• 

  

  /2

  $29,000

  • Land
  • 0.44 Acre
  • $65,909 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

  

  David Sartirana

  Northwest CT Realty

  (860) 891-6121

  124 Rockwell St, Winsted, CT 06098
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  /2

  $49,000

  • Land
  • 0.37 Acre
  • $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,

  

  David Sartirana

  Northwest CT Realty

  (860) 946-4468

  99 Hubbard St, Winsted, CT 06098
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  /37

  $499,999

  • 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

  

  David Sartirana

  Northwest CT Realty

  (860) 390-5071

  55 Walnut St, Winsted, CT 06098
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  /2

  $29,000

  • Land
  • 1.88 Acres
  • $15,426 per Acre

  52 White St, Winsted, CT 06098

  Discover the possibilities with this 1.8-acre parcel located on a peaceful in-town street. The property offers a convenient location close to town amenities while maintaining a quiet, private setting. Public water and sewer are available in the street, though not currently connected to the property. While the land is developable, the seller will retain easements for drainage and access to

  

  David Sartirana

  Northwest CT Realty

  (860) 856-5386

  52 White St, Winsted, CT 06098
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  /2

  $45,000

  • Land
  • 0.58 Acre
  • $77,586 per Acre

  408 New Hartford Rd, Barkhamsted, CT 06063

  Prime Commercial Opportunity on Busy Route 44! This rare 0.58-acre business-zoned lot offers unmatched visibility with over 14,000 vehicles passing daily on the main East-West corridor of Northwest CT. Located just across from the commuter parking lot and near the Winsted town line, the property boasts 187 feet of frontage and is 140 feet deep. Surrounded by bustling retail plazas and new

  

  David Sartirana

  Northwest CT Realty

  (860) 851-4951

  408 New Hartford Rd, Barkhamsted, CT 06063
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  /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

  (860) 544-2787

  28 Fuller Rd, Barkhamsted, CT 06063
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  /2

  $23,900

  • Land
  • 0.15 Acre
  • $159,333 per Acre

  48 Bridge St, Winsted, CT 06098

  Nestled just steps from downtown, this .15-acre lot offers a fantastic opportunity in a highly convenient location. The property is fairly level and provides easy access to shopping, restaurants, The Gilson Theater, and Little Red Barn Brewery. With city water and sewer available, this lot is ready for your vision. Whether you're looking to build or invest, this prime spot puts you right in the

  

  David Sartirana

  Northwest CT Realty

  (860) 453-5624

  48 Bridge St, Winsted, CT 06098
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  /2

  $23,900

  • Land
  • 0.22 Acre
  • $108,636 per Acre

  19 Hill St, Winsted, CT 06098

  Located on a lightly traveled side street, this .22-acre lot offers a peaceful getaway with easy access to downtown. The property features a flat area at the street before gently sloping upward, creating a unique setting for potential future use. City water and sewer are available in the street, but buyers should conduct their own due diligence regarding buildability. Whether you're looking for a

  

  David Sartirana

  Northwest CT Realty

  (860) 407-6247

  19 Hill St, Winsted, CT 06098
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  /36

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,167 Sq Ft

  197 Spencer Hill Rd, Winsted, CT 06098

  Discover the charm of this spacious contemporary Cape, set on a peaceful one-acre lot in a desirable rural neighborhood. Offering over 3,000 square feet of living space, this well-maintained home provides a flexible layout ideal for today's lifestyle. The main level features a formal living room, dining room, updated kitchen, den, sunroom with fireplace and hot tub, full bath, and convenient

  

  David Sartirana

  Northwest CT Realty

  (860) 419-0914

  197 Spencer Hill Rd, Winsted, CT 06098
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  /27

  $394,900

  • 2 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  212 Spencer Hill Rd, Winsted, CT 06098

  Welcome to your peaceful retreat in the heart of Winchester - a quiet, scenic town surrounded by natural beauty. Tucked away on a private lot, this thoughtfully maintained home offers a perfect blend of rustic charm and modern comfort, with every detail designed to enhance your connection to the outdoors. Step inside to discover gleaming original hardwood floors that stretch across the sun-filled

  

  Tammy Powling

  Coldwell Banker Realty

  (860) 743-1453

  212 Spencer Hill Rd, Winsted, CT 06098
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  /7

  $259,000

  • 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

  (860) 891-2072

  312 Colebrook River Rd, Colebrook, CT 06021
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  /38

  $1,270,000

  • 3 Beds
  • 3 Baths
  • 2,420 Sq Ft

  722 Lake Dr, Winsted, CT 06098

  Welcome to lake living at its finest! Built in 2014 and first time on the market. Impeccably maintained, this stunning three bedroom, 3 bath home on Highland Lake, Winchester offers the perfect blend of comfort, style, and breathtaking VIEWS! From the moment you enter you will be captivated by the open-concept design, high-end finishes and panoramic lake views from both inside and out. Enjoy

  Joanne Donne The Washington Agency

  722 Lake Dr, Winsted, CT 06098
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  /40

  $429,000

  • 4 Beds
  • 1.5 Baths
  • 2,365 Sq Ft

  187 Torringford St, Winsted, CT 06098

  Welcome to 187 Torringford Rd! Set on a beautiful 4-acre lot, this spacious 4-bedroom home offers the perfect blend of natural light, character, and country living. Step inside through the mudroom, also serving as a convenient laundry area, and head up to a charming loft that overlooks the bright, window filled kitchen. The kitchen features an abundance of natural light and provides a warm,

  Jessica Washington William Raveis Real Estate

  187 Torringford St, Winsted, CT 06098
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  /40

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft

  106A Pinney St, Colebrook, CT 06021

  Nature Lover's Retreat on 26 Acres!!! Tucked away on 26.12 private acres, this contemporary Cape offers peace, privacy, and a deep connection to nature. A long, winding driveway leads to this stunning home featuring soaring ceilings and dramatic two-story windows that fill the living room with natural light. The open layout includes a warm wood stove, first-floor laundry, and two comfortable

  Kelly Sullivan Sullivan Real Estate Inc

  106A Pinney St, Colebrook, CT 06021
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  /37

  $500,000

  • 4 Beds
  • 2.5 Baths
  • 3,416 Sq Ft

  440 Platt Hill Rd, Winsted, CT 06098

  Distinctive Country Estate with Two Homes on 9.6 Rolling Acres Set amid 9.6 picturesque country acres, this unique property offers two homes and endless potential. The stone and stucco main residence features eight spacious rooms, including four bedrooms and four fireplaces, blending classic character with old-world charm. Rolling open land and mature trees surround the home, providing an ideal

  David D'Amore Northwest CT Realty

  440 Platt Hill Rd, Winsted, CT 06098
• 

  

  /22

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,186 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

  Dani Dorman Real Broker CT, LLC

  11 Old Creamery Rd, Colebrook, CT 06021
• 

  

  /40

  $749,999

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

  151 Losaw Rd, Winsted, CT 06098

  This property is your personal sanctuary, complete with private trails for hiking your own land. 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. 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
• 

  

  /40

  $1,149,000

  • 3 Beds
  • 3 Baths
  • 2,097 Sq Ft

  674 E Wakefield Blvd, Winsted, CT 06098

  Experience premier waterfront living on Highland Lake in this beautifully maintained 3-bedroom, 3-bath home offering stunning panoramic lake views and direct water access. Situated in the desirable 3rd Bay, this property boasts a private dock-perfect for boating, swimming, and enjoying all the lake lifestyle has to offer. Inside, you'll find an open and inviting layout with a spacious living

  Patrick Smith Smith & DeGroat Real Estate

  674 E Wakefield Blvd, Winsted, CT 06098
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  /39

  $920,000

  • 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
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  /35

  $849,900

  • 4 Beds
  • 2 Baths
  • 1,781 Sq Ft

  119 W Wakefield Blvd, Winsted, CT 06098

  Have you been dreaming of breathtaking lake views and a property that is truly special, unique, and turn-key? This exceptional home includes 50 feet of waterfront access with a boat dock and lift, making it a dream for lake enthusiasts! Nestled across from the tranquil First Bay, this beautifully renovated two-family home can be enjoyed as a single-family retreat or an income-generating

  Mela Veltri Case KW Legacy Partners

  119 W Wakefield Blvd, Winsted, CT 06098
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  /24

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 2,356 Sq Ft

  95 Nalette Dr, Winsted, CT 06098

  Stunning Contemporary Home on a Quiet Corner Lot This unique contemporary-style home offers a beautifully updated open floor plan that seamlessly blends the kitchen, dining, and living areas-perfect for modern living and entertaining. The kitchen features granite countertops, ample cabinetry, and great flow into the main living space. The first floor includes a refinished half bathroom and an

  Jennifer Mitchell Northwest CT Realty

  95 Nalette Dr, Winsted, CT 06098
• 

  

  /40

  $299,900

  • 4 Beds
  • 3 Baths
  • 1,874 Sq Ft

  106 Rockwell St, Winsted, CT 06098

  Looking to expand your investment portfolio-or live nearly rent-free while building one? This rare 3-family opportunity checks all the boxes! Hard to come by, this multi-family property features long-term, reliable tenants plus a vacant unit ready for an owner-occupant or a new rental. The lower level offers a comfortable 1-bedroom unit with walk-out patio. The main (2nd) level features 2

  Dawn Rousseau Showcase Realty, Inc.

  106 Rockwell St, Winsted, CT 06098
• 

  

  /38

  $395,000

  • 3 Beds
  • 1.5 Baths
  • 1,909 Sq Ft

  720 Main St, Winsted, CT 06098

  Prime Mixed-Use Opportunity in Downtown Winsted! High-visibility two-story building located on bustling Main Street, most recently home to "JT's Cafe," and previously known as "The Winning Ticket Cafe." The first-floor commercial space includes features such as an existing kitchen area with oven range vents, fridge, bathroom, and open seating area. Great potential for a new restaurant, cafe,

  Ryan Marconi The Washington Agency

  720 Main St, Winsted, CT 06098
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  /32

  $259,000

  • 4 Beds
  • 2 Baths
  • 2,444 Sq Ft

  10 Crescent St, Winsted, CT 06098

  A multi-family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  10 Crescent St, Winsted, CT 06098
• 

  

  /35

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,999 Sq Ft

  148 Danbury Quarter Rd, Winchester, CT 06098

  Welcome to this Wonderful Historic Colonial Farmhouse, built in 1800. This home has been lovingly remodeled with many of the original features still intact. This home offers a large kitchen with granite counters open to the dining area and is complete with a fireplace. Living room is generous sized, it's filled with light, exposed beams and hardwood floor. On this level you'll also find 2

  Susan MCGHEE The Washington Agency

  148 Danbury Quarter Rd, Winchester, CT 06098
• 

  

  /25

  $900,000

  • Land
  • 95 Acres
  • $9,474 per Acre

  200 W Hill Rd, Barkhamsted, CT 06063

  This property spans 2 towns Barkhamsted and New Hartford. 66 acres in Barkhamsted and 29.6 in New Hartford. We are exploring many development opportunities that benefit the town, the environment and people that would love to live in the area. Stay tuned for updates. 272 W. West Hill Rd is a private home that sits in between the 2 lots. great address for gps , please be respectful of the owners,

  Steve Schappert Connecticut Real Estate

  200 W Hill Rd, Barkhamsted, CT 06063
• 

  

  /12

  $750,000

  • 4 Beds
  • 2 Baths
  • 5,389 Sq Ft

  436 Main St, Winsted, CT 06098

  One-of-a-Kind opportunity with 4 apartments plus a turnkey, award-winning restaurant in the heart of Litchfield County, perfectly situated in a high-traffic location. The well-established business offers 2,177 sq. ft. of warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats-ideal for both casual dining and special occasions. Has a cafe license (liquor) but no bar. With a 10-year

  Tony Goia The Washington Agency

  436 Main St, Winsted, CT 06098
• 

  

  /17

  $299,000

  • Land
  • 29.6 Acres
  • $10,101 per Acre

  18 Niles Rd, New Hartford, CT 06057

  29 acres in New Hartford @18 Niles Rd and 66 acres in Barkhamsted @ 160 W. West Hill Rd. 272 W West Hill Rd sits in between both lots. Currently taxed as forest so taxes are only $200 a year. Possibilities could be one big house, family compound or possibly affordable housing. More coming soon. Barkhamsted Listing 24136290

  Steve Schappert Connecticut Real Estate

  18 Niles Rd, New Hartford, CT 06057
• 

  

  /21

  $299,900

  • 2 Beds
  • 1 Bath
  • 702 Sq Ft

  156 Lincoln Ave, Winsted, CT 06098

  Welcome to your cozy cottage retreat in beautiful Highland Lake Community. Views of the lake from deck, public beach right around the corner. Step inside to a large mudroom, open living room, updated kitchen, 2 bedrooms, 1 full bath & laundry all on one level. New flooring and paint throughout. New roof, HW heater only 4 years old, vinyl siding, large yard with fire pit and shed. Year round lake

  Mary Mary LeBlanc Realty

  156 Lincoln Ave, Winsted, CT 06098
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  /26

  $279,999

  • 3 Beds
  • 2.5 Baths
  • 1,542 Sq Ft

  73 Norfolk Rd, Winsted, CT 06098

  New to the market! Check out this upgraded colonial home with 3 bedrooms and 2.5 baths located on a 2.6-acre wooded lot with a patio, shed and paths for walking and quadding. Enjoy entertaining in the open layout with an eat in kitchen and new cabinets. Relax in the cozy living room with hard wood floors, a fireplace and a sliding glass door to the back deck. Keep in mind the formal dining room

  Lisa Hilliard Litchfield Hills Real Estate

  73 Norfolk Rd, Winsted, CT 06098
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  /40

  $234,900

  • 4 Beds
  • 3.5 Baths
  • 2,073 Sq Ft

  90 Woodside Cir, Torrington, CT 06790

  Welcome to- one of the largest homes currently available in the sought-after LakeRidge community. While completely move in ready, this unit would absolutely shine with simple updates and some cosmetic love paired with it's already spacious layout. This beautifully maintained 4-bedroom, 3.5-bathroom townhome offers over 2,000 sq ft of comfortable living space, thoughtfully designed for year-round

  Chris Farrell Carbutti & Co., Realtors

  90 Woodside Cir, Torrington, CT 06790
• 

  

  /21

  $879,990

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

  000000 Norfolk Rd, Winchester, CT 06098

  Rare Multi-Parcel Land Opportunity - 5 Parcels, Endless Possibilities Discover this exceptional assemblage of five contiguous parcels spanning the scenic towns of Winchester and Colebrook in Connecticut's pristine Litchfield County. This remarkable offering combines the best of both worlds with a captivating mixture of open fields and mature forest, creating a diverse landscape that's as

  John Harney William Pitt Sotheby's Int'l

  000000 Norfolk Rd, Winchester, CT 06098
• 

  

  /38

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  174 Ledge Dr, Torrington, CT 06790

  Welcome to The Ledge: a home for every season, offering elegant Adirondak-style living in a serene setting surrounded by majestic pines & lush perennial landscaping. The exterior & interior have been newly updated & freshly painted, giving the entire property a fresh, modern look while retaining its timeless charm. Step inside & be greeted by a beautifully remodeled kitchen, featuring high-end

  Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

  174 Ledge Dr, Torrington, CT 06790
• 

  

  /15

  $199,900

  • 2 Beds
  • 2 Baths
  • 1,154 Sq Ft

  274 Cliffside Dr Unit 274, Torrington, CT 06790

  Welcome to 274 Cliffside Drive(Lakeridge). COMPLETELY remodeled unit. New Kitchen with stove , microwave, and dishwasher. Granite countertops. Open Floor plan. Skylights, Fireplace, and Vaulted Ceilings. New Flooring, Light Fixtures and paint throughout home. Two new FULL BATHS-walk in shower off Primary Bedroom. Large outdoor deck. The amenities include walking and hiking trails, indoor/outdoor

  David McDuff West View Properties, LLC

  274 Cliffside Dr Unit 274, Torrington, CT 06790
• 

  

  /20

  $289,000

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  431 Trailsend Dr Unit + Garage G128, Torrington, CT 06790

  Beautiful Sundown model in excellent condition. Mostly oak hardwood flooring throughout and all new Andersen windows. End unit with large expanded deck with view of woods. Kitchen has upgraded stainless steel appliances. Centrally air conditioned unit and within close proximity to the West Lodge. Open year round, the West Lodge has an indoor heated pool, three indoor tennis courts & pickle ball,

  MARY CLANCEY William Pitt Sotheby's Int'l

  431 Trailsend Dr Unit + Garage G128, Torrington, CT 06790
• 

  

  /18

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  260 Hayden Hill Rd, Torrington, CT 06790

  This Cape Cod house has been updated throughout including a new roof, new propane furnace, new A/C, updated electrical, new windows, and new driveway. The two car attached garage has a pull down stairway to access the storage above. Inside the house there is fresh paint and new flooring throughout. The eat-in kitchen has new shaker cabinetry, granite countertops, stainless steel appliances, new

  Barry Mackiewicz A-Gold Action Realty

  260 Hayden Hill Rd, Torrington, CT 06790
• 

  

  /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
• 

  

  /40

  $250,000

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  389 Trailsend Dr, Torrington, CT 06790

  Hearthstone model with beautifully remodelled kitchen. Hardwood flooring & recessed lighting throughout the main level. Living room has a wood burning stone fireplace surrounded by cabinetry, perfect for books, tv, etc. The dining room, open to living room & kitchen has an upgraded slider to large expanded deck. The kitchen has a breakfast bar and a peninsula with additional storage. Upstairs,

  MARY CLANCEY William Pitt Sotheby's Int'l

  389 Trailsend Dr, Torrington, CT 06790

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