The agencies at Winchester
These agencies offer a selection of luxury properties vente at Winchester. Feel free to contact them for personalized assistance.
Build Your Dream Retreat in Litchfield County! Escape the noise and pace of the city and discover 6.18 private wooded acres nestled in the scenic hills of Winchester, Connecticut. This approved 4-bedroom building lot offers the perfect opportunity to create a custom home or weekend retreat surrounded by nature, all within an easy drive of New York City and The Berkshires. Located just 200 yards from beautiful Park Pond, you'll enjoy easy access to kayaking, canoeing, fishing, and peaceful days by the water. Surrounded by mature hardwoods, this serene setting offers exceptional privacy while being just minutes from the charming New England towns of Goshen and Norfolk, where you'll find farm-to-table dining, local shops, hiking trails, cultural attractions, and year-round outdoor recreation. Enjoy nearby skiing, state forests, lakes, and endless opportunities to explore the natural beauty that makes Litchfield County so desirable. The lot has been perk-tested, with well and septic to be installed. Whether you're dreaming of a modern country home, a luxurious weekend escape, or a peaceful year-round residence, this exceptional property offers the perfect blend of privacy, tranquility, and convenience. Best of all, the property is not located in a flood zone, so flood insurance is not required.
…By William Pitt Sotheby's International Realty
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 convenience of nearby Winchester, offering easy access to shopping, dining, Bradley airport, and Highland Lake. This rare assemblage presents an opportunity to own a significant stretch of Connecticut countryside, where tranquility and natural beauty define the landscape. The property showcases a captivating blend of open meadows and mature woodland, providing both visual appeal and versatility. Elevated topography enhances privacy and offers potential for long-range views—hallmarks of the Colebrook setting. An established network of logging trails winds throughout the property, providing easy access to explore its natural features, including peaceful springs and gently flowing brooks that add to its character. Currently enrolled in Forest Land (490) classification, the property may offer tax advantages while preserving its natural integrity. A rare opportunity for outdoor enthusiasts, conservation-minded buyers, or visionary investors seeking a premier landholding in Northwestern Connecticut. With five separate parcels, buyers are encouraged to verify all assessment values, zoning, and tax information with the Towns of Colebrook and Winchester.
…By William Pitt Sotheby's International Realty
Here is a rare chance to own an affordable 5.41 ac parcel of land in North Canaan, a village in the Litchfield Hills. Its Location on a secondary town road offers public utilities from the street. The wooded lot shares a border with CT State land and is accessed by a deeded right of way. Just minutes from what both Litchfield and Berkshire counties offer - shopping, outdoor activities, fine dining, private schools, antiquing, and so much more. Come take a look.
…By William Pitt Sotheby's International Realty
Discover the best of Litchfield County with this rare 7.55-acre dual-town land. Spanning 6.69 acres in Litchfield and .86 acres in Goshen, this property offers the perfect balance of sun-drenched open meadows and whispering woodlands. A babbling brook meanders through the landscape, providing a natural soundtrack for your future build. This lot is ready for your vision with a fresh survey and recently completed perk tests on file. Benefit from significant tax savings via the Farm 490 designation while enjoying a private canopy of mature hardwoods.
…By William Pitt Sotheby's International Realty
Set along the serene shores of Woodridge Lake, Lot 5 on Milton Road presents a rare opportunity to own a substantial piece of true waterfront in one of Litchfield County's most coveted communities. Encompassing 3.65 acres with approximately 170 feet of direct lake frontage, this exceptional property combines privacy, scale, and sweeping natural beauty-an increasingly scarce offering. Gently sloping and ideally positioned, the land captures expansive, unobstructed water views and unforgettable western sunsets. Its elevated setting provides the perfect canvas for a custom lakefront retreat designed to embrace both the scenery and the shoreline, with ample space for refined outdoor living. Beyond the property, Woodridge Lake offers a vibrant, year-round lifestyle centered around recreation and connection. Residents enjoy access to over five miles of shoreline, four sandy beaches, a private marina, a heated Junior Olympic pool, tennis and pickleball courts, a fitness center, and scenic walking trails. Ideally located just minutes from the historic charm of Litchfield, with its celebrated dining, boutique shopping, and cultural attractions, and in close proximity to skiing at Mohawk Mountain and golf at Torrington Country Club, this property offers both tranquility and convenience. With its rare combination of acreage, direct waterfront, and resort-style amenities, Lot 5 is an exceptional opportunity to create a legacy lakefront home in a truly special setting.
…By William Pitt Sotheby's International Realty
This affordable 5.03 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south to the south southwest. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings, sheds, or even a guest house. Hardly any clearing required. This lot has been subdivided from a larger parcel, and the assessed value and taxes are TBD because this is a new subdivision.
…By William Pitt Sotheby's International Realty
This stunning 29+ acre lot is part of a subdivision from a much larger parcel. It has a new access from the road. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you up to a secluded open meadow high on a hill with protected views to the west northwest. New perc tests have been completed and approved. This is a special site, with no clearing needed, and you don't have to hike to be amazed by the primary home location with the view. Most pictures are taken from ground level and only 15' up (the average height of a second floor). More photos available on request. Assessed value and taxes are TBD because this is a new subdivision.
…By William Pitt Sotheby's International Realty
Properties of this magnitude and character are becoming a true rarity in today's market. Brookmede Farm, isn't just a listing; it is a magnificent blank canvas of 22 beautiful scenic acres, defined by sweeping mountain views and a profound sense of quiet serenity. From the moment you arrive, the silence and the scale of the landscape invite you to imagine the unlimited possibilities. Whether you envision a world-class equestrian estate, a sustainable organic farm with cows and chickens, or a sophisticated multi-structure family compound, this land provides the space and the soul to make it a reality. Standing as a centerpiece to this vision is a towering, three-story Timber Frame barn. With its incredible volume and structural presence, it offers a legendary head start for a premier stable, a grand creative studio, or an architectural centerpiece for your new estate. The property is directly abutted by conservation land, ensuring your privacy and pristine views are preserved forever. The location is nothing short of ideal. You are nestled in a peaceful pocket of New Marlborough where complete privacy is guaranteed, yet you remain within touching distance of the Berkshires' most beloved landmarks. You are just two minutes from the world-class culinary experiences at Cantina 229 and The Old Inn on the Green, Gedney Farm and Southfield Store, and only ten minutes from the vibrant shops and culture of Great Barrington. This is the ultimate opportunity for a visionary buyer who wants a quiet, scenic retreat without sacrificing proximity to the best the region has to offer. You truly have to explore these 22 acres in person to feel the energy of the land and see the potential of the barn. Come stand on this ground, take in the mountain vistas, and see how you can transform this rare Berkshire find into your own dream property.
…By William Pitt Sotheby's International Realty
Discover a rare opportunity to own over 21 acres of private forestland with potential views overlooking the Housatonic River Valley, directly adjoining hundreds of acres of Connecticut State Forest. Tucked away on a private road, this secluded property features a network of wood roads and hiking trails, perfect for exploration and outdoor adventure. A rustic campsite complete with a lean-to and small seasonal cabin offers an ideal base for recreation while you develop your future homesite. The land also borders a picturesque mountain stream, adding to its natural charm and tranquility. Located just minutes from the village of West Cornwall, fly fishing on the Housatonic River, and skiing at Mohawk Mountain, this property is a true country retreat-a peaceful haven for nature lovers and outdoor enthusiasts.
…By William Pitt Sotheby's International Realty
Build your dream home on this 9.33-acre parcel in the highly sought-after town of Salisbury, CT. Set on a scenic country road in the picturesque Northwest Hills, the site features completed engineering for a 3-bedroom residence, with the potential for a larger home. This property offers a quintessential New England lifestyle just minutes from prestigious private schools and bucolic villages. Enjoy the perfect balance of rural tranquility and premier access to the area's rich cultural heritage, lakes, outdoor recreation and world-class motorsport events at the historic Lime Rock Park. A perfect, blank canvas awaits your architectural vision.
…By William Pitt Sotheby's International Realty
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These agencies offer a selection of luxury properties vente at Winchester. Feel free to contact them for personalized assistance.