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 beautiful as it is versatile. The property boasts some of the area's highest elevations and a true sense of privacy and seclusion. An extensive network of established logging trails winds throughout the acreage, providing easy access to explore natural springs and babbling brooks that enhance the property's inherent charm. Currently benefiting from Forest Land (940) tax classification, this land presents numerous opportunities for the discerning. Whether you envision it as your private recreational retreat for hiking, hunting, birdwatching, and cross-country skiing, or you're considering the multiple potential home sites for a custom estate or family compound, the possibilities are truly limitless. Located in two of Connecticut's most desirable rural communities, this offering represents a rare chance to own a significant piece of New England's natural beauty. Perfect for the outdoor enthusiast, conservation-minded or visionary developer seeking an exceptional canvas for their dreams.
63-Acre Rural Retreat Abutting Algonquin State Forest - A Nature Lover's Dream! Discover the perfect blend of seclusion and accessibility with this 63-acre wooded paradise, directly abutting Algonquin State Forest. Located on a state highway and directly across from a scenic dry dam, this unique parcel provides endless possibilities-whether you're looking to build your dream home, start a hunting retreat, or invest in a prime piece of nature.Existing Cell Tower does not generate revenue and does not convey with the sale.
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 from Bradley Airport in Windsor Locks. Minutes from Golf course, and private fresh water lakes where you can see down 20 feet. Come enjoy The sunrise and sunsets on your land, Enjoy the Peace and PRIVACY you and your loved ones deserve.
Development Opportunity! 41.23 Acres with Historic Home & Barn - Subdivision Possible Rare chance to own a prime 41.23-acre parcel in New England with an 1800 Antique Colonial Farmhouse and classic English/New England hybrid barn. The land may be subdividable and is located near the highly desirable Riverwalk Condominiums, making it ideal for new condo development (subject to approvals). The home and barns are in need of complete renovations to be brought back to its original beauty. Endless possibilities: equestrian facility, hunting lodge, glamping, corporate retreat, B&B, resort, spa, farming, or wedding venue. Home requires full renovation. Property offers a mix of open fields, wooded areas, and historic charm in a peaceful, private setting. Bring your ideas and breathe new life into this timeless estate!
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 amenities. . A Don't miss this opportunity to build in a prime location-schedule a visit today
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.
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 heart of it all. Don't miss out-explore the possibilities today!
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, fishing, and outdoor recreation. With city water and sewer available, this lot is ready for your vision. Whether you're looking to build your dream home or invest in a prime location, this property is full of potential. Come explore the possibilities today!
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 possibilities. Whether you're looking to build a custom home or explore creative development options, this lot is ready for your vision. Take a look today and see what's possible!
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 HOLDING A 2 YEAR BALLOON MORTGAGE WITH 15% DOWN
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 MORTGAGE @7.5% WITH A 30 YEAR AMORTIZATION SCHEDULE .

Winchester is located in Connecticut. Winchester, Connecticut has a population of 10,335. Winchester is less family-centric than the surrounding county with 20.73% of the households containing married families with children. The county average for households married with children is 26.17%.
The median household income in Winchester, Connecticut is $65,537. The median household income for the surrounding county is $84,797 compared to the national median of $69,021. The median age of people living in Winchester is 50.7 years.
The average high temperature in July is 80.7 degrees, with an average low temperature in January of 13.6 degrees. The average rainfall is approximately 52.3 inches per year, with 52.6 inches of snow per year.