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474 Smith Hill Rd, Colebrook
$550,400
4 Beds ⋅ 3 Baths ⋅ 24142635 MLS
Check out this unique opportunity to own an historical gem in the heart of Colebrook. This beautiful antique colonial sits on five fairly level Partially wooded acres which encompasses a Private pond with a nature walk around it, many fruit trees and berry bushes. Perfect for a growing family or someone looking for a country retreat with Norman Rockwell views. The ''Cooper House'' is an historical icon in this town; a perfectly located corner lot that is equal distance to Great Barrington, MA and Torrington, CT, and only minutes to Winsted, and Norfolk ,CT. Allows you to be close to Skiing, Shopping, restaurants, town Community center, Post office, town pond and newly renovated Colebrook Store. This charming town has a close community feel. Don't miss your chance to own a piece of history. Make sure to set up your showing appointment today!

474 Smith Hill Rd, Colebrook

793 Colebrook Rd, Colebrook
$550,000
3 Beds ⋅ 2 Baths ⋅ 24139056 MLS
Set on a stunning, open lot with fields, wildflowers, stone walls, and a babbling brook, this oversized Cape offers the perfect blend of cozy living and scenic surroundings. A sprawling front porch and wrap-around back deck provide ideal outdoor space for relaxing or entertaining. Inside, the main floor features a wide, open entry with a dramatic two-story ceiling and winding staircase leading to a loft sitting area. French doors open into a living room with a beautiful stone fireplace. The kitchen includes a tall island for casual dining and flows into a cozy eat-in space. A formal dining room with French doors can be closed off for privacy. A generous bedroom and full bath with a walk-in shower complete the main level, along with convenient laundry off the kitchen. Upstairs, you'll find a small bedroom, updated full bathroom, and a spacious primary bedroom with dormered ceilings. The loft offers a bright and inviting space to relax or work. Outside, a footbridge leads to a private field with two oversized Klotter Farm sheds. A detached two-bay garage, long driveway, mature trees, and partially finished basement space add even more flexibility and charm. This unique home offers peace, space, and character throughout. Have the privilege of being the 2nd owners of this amazing home!

793 Colebrook Rd, Colebrook

106a Pinney St, Colebrook
$550,000
3 Beds ⋅ 2 Baths ⋅ 24134478 MLS
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 bedrooms with a full bath on the main level. The spacious primary suite upstairs overlooks the living area below and offers a luxurious retreat complete with a private balcony and large soaking tub. Enjoy the outdoors from the charming front porch, tend to your garden areas, or explore the abundant wildlife that surrounds you. Additional highlights include a large two-car garage and a finished workout area in the basement. A truly special property for those seeking beauty, privacy, and tranquility in the heart of Colebrook.

106a Pinney St, Colebrook

123 Sandy Brook Rd, Colebrook
$500,000
4 Beds ⋅ 2 Baths ⋅ 24121362 MLS
Introducing: The Secret Garden. Slow mornings begin here. Perched on a hillside adjacent to the gentle flow of Sandy Brook, this 1940 country cottage offers 36 acres of privacy, serenity, and timeless charm. The approach is unhurried. Perennial gardens unfurl along winding paths, trellises draped in climbing roses lead the way, and blueberry bushes promise sweet summer harvests. Step onto the bluestone-screened porch and it's easy to imagine lingering over coffee, the morning paper, and the soft soundtrack of the brook. Inside, the heart of the home is the dramatic living and dining room: soaring ceilings, a stone fireplace, and doors on either side welcoming light and nature in. The kitchen, thoughtfully positioned between the dining room and porch, features a propane stove, generous counter space, and room enough for a chef and sous-chef to work side by side. The first floor also offers two bedrooms, a full bath, a quiet office nook, and a mudroom, perfect for tucking away walking sticks and sun hats after a ramble through the grounds. Upstairs, a picture window frames the landscape. To one side, a bedroom (currently used as an office) opens to a balcony overlooking the stone-dotted backyard. Another bedroom and full bath complete the second floor. Outdoors, the level lawn invites games, gatherings, or moments of retreat. This is a home designed to seamlessly blend the boundaries between indoors and out.

123 Sandy Brook Rd, Colebrook

64 Bunnell St, Colebrook
$440,000
3 Beds ⋅ 2 Baths ⋅ 24138592 MLS
Discover relaxed country living in this spacious 3 bedroom, 2 full bath Ranch set on over four picturesque acres in peaceful Colebrook. The updated kitchen features granite countertops, stainless steel appliances, rich wood cabinetry, and gleaming hardwood floors. It opens seamlessly into the inviting living room, complete with a cozy fireplace and a large bow window showcasing stunning countryside views. Enjoy comfort and efficiency year-round with a newer multi-zone boiler and indirect hot water tank. The large breezeway offers endless possibilities-perfect for a home office, playroom, or creative studio. Outside, the level yard is a nature lover's delight, featuring grapevines, berry bushes, and fruit trees-ideal for gardening or simply soaking up the serene surroundings. All this is just a short distance from Historic Colebrook Center, Norbrook Farm Brewery, Colebrook River, for fishing and boating, blending rural tranquility with convenience.

64 Bunnell St, Colebrook

430 Smith Hill Rd, Colebrook
$425,000
24114237 MLS
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 clearing, the site could open to sweeping views of the rolling foothills, making every season a breathtaking backdrop. Adding to its unique appeal, an additional 141.3 acres of pristine land under a conservation easement will also be conveyed to the new owners, ensuring your surroundings remain protected and serene for years to come. Whether you envision a single estate home or a thoughtful subdivision, this property invites you to bring your vision to life in a setting defined by nature, privacy, and endless potential. Ideally located to NYC and the Berkshires, with potential to build your dream house away from the city grind.

430 Smith Hill Rd, Colebrook

52 Bricklemaier Rd, Colebrook
$360,000
3 Beds ⋅ 3 Baths ⋅ 24127206 MLS
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 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 additional lower level space is currently used as a licensed hair salon, this space includes its own half bath and can easily be converted into a recreation room, home office, or additional living area. The main level of the home includes a large living room with fireplace/woodstove insert, dining room and kitchen. Upstairs, you'll find three comfortable bedrooms-one with its own half bath-along with a full bath. New roof installed just four years ago, a paved driveway, under-house one-car garage and a separate garage/storage shed. A wonderful combination of country charm and versatility, this property is ready to welcome its next owners. All room sizes are approximate.

52 Bricklemaier Rd, Colebrook

93 Eno Hill Rd, Colebrook
$354,000
3 Beds ⋅ 2 Baths ⋅ 24173790 MLS
***HIGHEST & BEST OFFERS DUE BY SUNDAY MAY 17 BY MIDNIGHT*** 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 and "catio" off the primary bedroom! Potential to clear more of the land if needed. Expansive deck (2022,) that's perfect for entertaining! OH, and there's a house too! This cute ranch is set back from the road, offering PRIVACY, 3 bedrooms, a fully finished lower level family room with pellet stove, fiber optic internet, wifi based smart oil gauge and weekly trash included in taxes! RARE find with over 3 ACRES! *photos up on May 12 or 13

93 Eno Hill Rd, Colebrook

367-C&D 367-C & Rd, Colebrook
$337,000
4 Beds ⋅ 2 Baths ⋅ 24185871 MLS
Rare opportunities like this don't come along often! Nestled on 14.3 scenic acres in the heart of beautiful Colebrook, this unique two-family property offers the perfect blend of privacy, income potential, and country living. Whether you're looking for an owner-occupied investment, multi-generational living arrangement, or a property with room to grow, this one checks all the boxes. Each unit features 2 large bedrooms and 1 full bath with spacious living areas and a functional layout. One unit is currently tenant-occupied and well-maintained, providing immediate rental income, while the owner-occupied side offers an excellent opportunity to add your personal touch through cosmetic updates and build instant equity. Surrounded by mostly wooded acreage, the property provides exceptional privacy and endless possibilities for recreation, hiking trails, gardening, or simply enjoying the peaceful natural setting. Outdoor enthusiasts will love being just minutes from the Farmington River and Colebrook Lake, offering easy access to fishing, kayaking, boating, and year-round outdoor activities. Additional highlights include a new boiler installed in 2025, direct access to nature, and a location that's difficult to replicate in today's market. Whether you're seeking an income-producing property, a country retreat, or a rare investment opportunity in Litchfield County, this property offers tremendous potential and value.

367-C&D 367-C & Rd, Colebrook

36 Flagg Hill Rd, Colebrook
$285,000
3 Beds ⋅ 1 Baths ⋅ 24141270 MLS
Welcome to this charming Ranch-style, 3-bedroom home tucked away on a beautifully wooded cul-de-sac in desirable Colebrook. The open floor plan features an expanded primary bedroom with direct access to the backyard deck-perfect for relaxing afternoons overlooking the peaceful, private yard. The home includes numerous updates such as newer windows, roof, kitchen, bathroom, hot water heater, and all appliances. The kitchen is highlighted by granite countertops and modern recessed lighting that continues into the living room. Additional upgrades include a new electrical service completed just two years ago, featuring a new panel, meter, and generator hookup. The 320 sq. ft. walk-out finished basement provides flexible space ideal for a family room, home office, gym, or guest area. This home truly has so much to offer-come see it for yourself! Owner does have to find suitable housing in order to close and would prefer closing prior to 1/15

36 Flagg Hill Rd, Colebrook

43 Flagg Hill Rd, Colebrook
$263,000
1 Beds ⋅ 1 Baths ⋅ 24182689 MLS
Tucked away on a quiet cul-de-sac, this nicely updated home offers comfortable, low-maintenance living in a peaceful setting. Built in 1985, the home features an open floor plan with a soaring cathedral ceiling that creates a bright and airy feel throughout the kitchen and living room. The fully applianced kitchen is equipped with stainless steel appliances and flows seamlessly into the main living space, making it ideal for both everyday living and entertaining. The home includes one bedroom, one full bath featuring a stall shower and skylight, and a convenient one-car garage. Luxury vinyl plank flooring adds style and durability, while electric heat provides year-round comfort. Step outside and enjoy the wraparound deck, perfect for relaxing, dining outdoors, or taking in the surrounding natural beauty. Outdoor enthusiasts will appreciate the property's proximity to some of the region's premier recreational destinations, including Mohawk Mountain, Ski Sundown, and Butternut ski areas, as well as scenic hiking trails, Colebrook Pond, and Highland Lake. Whether you're seeking a year-round residence, weekend retreat, or investment opportunity, this charming home offers the perfect blend of comfort, convenience, and outdoor adventure. Schedule your private showing today and discover all this special property has to offer! Property is being sold "AS-IS".

43 Flagg Hill Rd, Colebrook

no property photo
$35,000
24180790 MLS
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 and located in one of Connecticut's most picturesque rural communities, the property offers the ideal balance of privacy and convenience. Outdoor enthusiasts will appreciate the close proximity to hiking, biking, fishing, skiing, and other year-round recreational opportunities. Just over a mile away, Norbrook Farm Brewery offers miles of walking and mountain biking trails, disc golf, live entertainment, food, and craft beverages. Whether you're planning a full-time residence or a peaceful country retreat, this exceptional building lot is ready for your vision.

18 Pine Rd, Colebrook

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