Windham County, CT Real Estate Search

Windham County, CT Waterfront Homes for Sale

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Newest Windham County, CT Waterfront Homes for Sale

$475,000
2 Beds 1 Baths 24193808 MLS
Wake up to beautiful lake views and enjoy year-round waterfront living in this charming single-family home on scenic Quaddick Lake.Whether you love fishing, swimming, or boating, Quaddick Lake offers it all, with access for all types of recreational boats.This inviting home features nearly 1,200 sqft of comfortable living space,including 2 bedrooms and 1 full bath.The spacious fireplaced living room creates a warm and welcoming atmosphere, while the formal dining room is perfect for family meals or entertaining guests. Convenient first-floor laundry and hardwood floors add to the home's comfort and character. One of the highlights is the heated sunporch overlooking the lake, providing a relaxing space to enjoy the view in every season. Central A/C keeps you cool in the warm weather and a Generator will be sure you have power during any storm outage.Step outside to the side deck, ideal for grilling, outdoor dining, or simply taking in the peaceful waterfront setting.Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached two-bay garage, along with an additional garage in the basement.The basement also includes a workbench and built-in storage shelving, making it an excellent workspace or storage area.Whether you're looking for a year-round residence, a weekend retreat, or a vacation home, this waterfront gem offers the perfect combination of comfort, recreation, and picturesque lakefront living.Don't miss this rare opportunity to own lakefront!

420 Brandy Hill Rd, Thompson

$650,000
2 Beds 3 Baths 24187780 MLS
Perfect Countryside Elegance. Welcome to 511 Perrin Road, an exceptional country estate gracefully set atop a private 3.5-acre hillside in scenic Woodstock. A long paved driveway winds through picturesque grounds to this beautifully crafted home, where timeless architecture meets modern efficiency with 100% owned solar. Designed for effortless one-floor living, the residence features a luxurious first-floor primary suite, private executive office, gleaming hardwood floors, exquisite custom built-ins, and an inviting open living and dining area anchored by a dramatic back to back wood-burning fireplace. The custom Brunarhans kitchen is a showcase of quality craftsmanship and thoughtful design. The home boasts 2,393 SqFt of finished living space with 2.5 baths. The second level offers a spacious guest bedroom, full bath, and a connected bonus room, providing exceptional flexibility for family and guests. Step outside to enjoy the serenity of the private patio, a charming pond, and sweeping open grounds. The expansive lawn offers outstanding potential for a boutique vineyard, gardens, or equestrian pursuits, with horses and household pets permitted and ample room for paddocks. Completing this remarkable property is an oversized two-car garage with a private workshop. A rare combination of privacy, elegance, sustainability, and refined country living. A truly exceptional offering in one of Woodstock's most desirable locations.

511 Perrin Rd, Woodstock

$1,350,000
3 Beds 4 Baths 24185378 MLS
158 ACRES W/EXPANSIVE HALLS POND FRONTAGE - 3 PARCELS, FULLY RENOVATED 2-FAMILY DWELLING, & ENDLESS POSSIBILITIES! Encompassing a remarkable combination of income-producing real estate, significant waterfront acreage, 3 contiguous parcels, & extraordinary natural beauty, this is one of the most compelling land offerings to become available in Northeast CT in recent memory. Sale inclusive of .5 acre parcel (w/2-family house), 102.59 acre waterfront parcel w/substantial frontage along Halls Pond, highlighted by a stunning peninsula extending into the water, & an additional 56 acre parcel that expands the property's remarkable scale, privacy, & potential. The 2,700sf 2-family residence, completely renovated in 2017, welcomes w/front porch leading to common entry hall & access to the full basement, offering laundry facilities & abundant storage. Both residences feature open-concept floor plans, hardwood & LVP flooring, spacious kitchens w/center islands, & generously sized living spaces. The main level unit offers 2 bedrooms, & 2 full baths, while the upper-level residence features 1 bedroom, a connected den/office, & 2 baths, creating flexibility for multigenerational living, rental income, guest accommodations, or owner occupancy. Rolling woodlands, scenic water views, abundant wildlife, & extensive shoreline combine to create an unparalleled setting for recreation, conservation, estate living, or future development opportunities. ***CONTINUED***

25 Kennerson Reservoir Rd, Eastford

$1,350,000
24183806 MLS
158 ACRES W/EXPANSIVE HALLS POND FRONTAGE - 3 PARCELS, FULLY RENOVATED 2-FAMILY DWELLING, & ENDLESS POSSIBILITIES! Encompassing a remarkable combination of income-producing real estate, significant waterfront acreage, 3 contiguous parcels, & extraordinary natural beauty, this is one of the most compelling land offerings to become available in Northeast CT in recent memory. Sale inclusive of .5 acre parcel (w/2-family house), 102.59 acre waterfront parcel w/substantial frontage along Halls Pond, highlighted by a stunning peninsula extending into the water, & an additional 56 acre parcel that expands the property's remarkable scale, privacy, & potential. The 2,700sf 2-family residence, completely renovated in 2017, welcomes w/front porch leading to common entry hall & access to the full basement, offering laundry facilities & abundant storage. Both residences feature open-concept floor plans, hardwood & LVP flooring, spacious kitchens w/center islands, & generously sized living spaces. The main level unit offers 2 bedrooms, & 2 full baths, while the upper-level residence features 1 bedroom, a connected den/office, & 2 baths, creating flexibility for multigenerational living, rental income, guest accommodations, or owner occupancy. Rolling woodlands, scenic water views, abundant wildlife, & extensive shoreline combine to create an unparalleled setting for recreation, conservation, estate living, or future development opportunities. ***CONTINUED***

25 Kennerson Reservoir Rd, Eastford

$2,495,000
4 Beds 4 Baths 24180508 MLS
Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare opportunity to own one of Woodstock's premier lakefront properties. Arrive via a long, newly paved private driveway that winds through a tranquil setting before revealing this stunning waterfront retreat. Offering 3,971 square feet, 4 bedrooms, and 4 bathrooms, the home was rebuilt from the ground up with next level quality and craftsmanship. Designed for both elegant entertaining and everyday enjoyment, the layout includes a formal dining room, spacious family room, custom mudroom, and a beautiful living room with propane fireplace overlooking Quasset Lake. The showpiece kitchen is truly one-of-a-kind, featuring handcrafted cabinetry by a New York artisan cabinet maker, thick quartzite countertops, premium built-in appliances, and a dramatic tray ceiling with custom white oak detailing. Luxury finishes continue throughout with veneer plaster walls, custom white oak vanities, a professionally designed primary closet, handmade laundry room cabinetry, and architectural flangeless LED lighting seamlessly integrated into the wood ceilings. Built with 2x6 construction, engineered floor systems, 2x12 roof rafters, red cedar siding and trim, central air, all-new heating and cooling systems, underground 400-amp service, and an automatic whole-house generator. Step outside and embrace the ultimate lake lifestyle.

158 W Quasset Rd, Woodstock

$1,450,000
4 Beds 6 Baths 24177811 MLS
Set on 10.3 private acres in desirable Woodstock Valley, "Blue Heron Glade" offers a rare blend of privacy, natural beauty, and thoughtfully designed living spaces in Connecticut's Quiet Corner. A long private driveway with a charming cobblestone bridge leads to this exceptional property surrounded by stone walls, abundant wildlife, and a large pond frequented by blue herons. The main residence offers over 6,000SF above grade plus an extensively finished lower level designed for entertaining and everyday comfort. The kitchen features granite countertops, a large center island, and abundant cabinetry. The first-floor primary suite includes tray ceilings, a spa-like bath with double sinks, a 2-person jetted tub, and separate shower. The finished lower level offers a completely unique atmosphere with a custom speakeasy-style bar, theater room, full bath, dog washing station, laundry area, and private office suite with 2 rooms and an additional full bath. An attached in-law apartment has its own bedroom, full bath, kitchen & loft/office area, and newly added white oak flooring. 4 oversized garage bays, 2 of which offer unfinished loft space above. Outside, enjoy the fenced inground pool area with beautifully updated landscaping & a pool house complete with plumbing, granite counters, half bath, & outdoor shower. Fiber internet with mesh nodes provides seamless connectivity throughout the house. A rare Woodstock Valley retreat where privacy, nature, and luxury come together.

1374 Rte 171, Woodstock

$424,900
5 Beds 2 Baths 24170264 MLS
Step back in time with this beautifully preserved circa 1815 antique home, known as the Old Danielson house, set on an expansive 6.1acre lot. Rich in history and timeless character, this 2,760sqft residence seamlessly blends classic New England charm with thoughtful modern updates for today's lifestyle. Inside you'll find 5 bedrooms, 1.5 baths, and 10 total rooms, offering a versatile layout with warm, inviting spaces. The home features a living room with a wood stove, a spacious family room, and a kitchen with a cozy breakfast nook that is perfect for everyday living and entertaining. Updated elements throughout enhance comfort while preserving original character, creating a home that feels both historic and functional. Set on over 6 acres of land, the property provides privacy and endless opportunity whether you envision outdoor entertaining, gardening, hobby farming, or simply enjoying peaceful surroundings. Pond located just a short walk from the main house adds to the natural beauty and charm. The current owners have completed a wetlands assessment, offering insight into the land's potential, and suggesting the possibility for additional dwellings or expansion. Buyers is responsible for verifying all information regarding future use and development. Ample parking and a convenient location close to local amenities. A rare opportunity to own a piece of local history with the updates you want and character you can't recreate.

760 Upper Maple, Killingly

$859,900
3 Beds 3 Baths 24169232 MLS
Rare opportunity to own 100 feet of beautiful pond frontage in Thompson, CT! From the moment you arrive, you'll fall in love with the peaceful setting, breathtaking water views, and the care that has gone into maintaining this home. Whether you're enjoying your morning coffee overlooking the lake, relaxing in the hot tub, or unwinding after a long day, this property offers a true sense of comfort, relaxation, and escape. This well-maintained 3-bedroom, 2.5-bath home offers approximately 1,437 sq ft of inviting living space and was thoughtfully designed with energy efficiency in mind, featuring both geothermal heating and solar. The home feels warm and welcoming throughout, filled with natural light and plenty of space to make it your own. The partially finished basement offers added flexibility-perfect for a home office, gym, playroom, or additional living space. Outside, the 0.82-acre lot provides plenty of room to entertain, enjoy the outdoors, and take in the natural beauty surrounding you. One of the standout features of this property is the detached 2-car garage with a spacious loft area and half bath, offering endless potential for a studio, workshop, guest space, home office, game room, or whatever fits your lifestyle best. Whether you're searching for a year-round home or a peaceful waterfront retreat, this property offers the perfect blend of comfort, efficiency, and scenic lakeside living-all tucked away in a quiet Thompson location. HOT TUB is STAYING!

9 Becola Rd, Thompson

$699,000
2 Beds 2 Baths 24142329 MLS
Perched above the shoreline of private Witches Woods Lake, this fully furnished waterfront retreat offers breathtaking water views, exceptional privacy, and a rare sense of tranquility. Brand-new multi-level TimberTech decks spanning roughly 800 square feet create an expansive outdoor living experience, perfectly positioned for entertaining, relaxing, or simply taking in the beauty of the lake below. Extensively renovated with remarkable attention to detail, the home features a beautifully updated granite kitchen with stainless appliances, whole-house mini-split heating and cooling, a new full septic system, refreshed baths, and numerous thoughtful improvements throughout. The main level offers an easy flow between the kitchen and living room, along with two bedrooms and a full bath. A sun-filled enclosed porch opens directly to the decks, creating a seamless connection between indoors and out. The professionally waterproofed and finished walk-out lower level provides valuable additional living space with a spacious recreation room, full bath with laundry, and direct access to the exterior. A one-car garage, breezeway, and multiple storage areas add everyday convenience. Known for its peaceful atmosphere, natural beauty, and walkable lake community, Witches Woods Lake offers kayaking, swimming, fishing, sailing, and regulated power boating, while restrictions on jet skis and personal watercraft help preserve the quiet character that makes the lake so special.

60 Indian Spring Rd, Woodstock

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