Refine Search
Sort by
197 Tinker Hill Rd, Washington
$900,000
ACTIVE Status ⋅ 24162303 MLS
Calling all nature lovers! Build your dream home on this amazing 8+ acre lot in an area of magnificent homes. This lot is surrounded on 3 sides with protected state land. The topography varies. It is fairly flat at the highest point which would be a great building site. Building site is cleared. Strategically placed you would have a view of Lake Waramaug and distant mountains. The property slopes downward on the southern side which could be a great sledding hill. This is a prime building site which are becoming harder and harder to find. You are minutes from the historic Village of New Preston and the Lake Waramaug town beach. Visit the local farmers markets and country fairs. Dine at great local restaurants. Under 2 hours to NYC!

197 Tinker Hill Rd, Washington

79 Sunset Ln, Washington
$899,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206191 MLS
Nothing to do here but kick back and relax! Meticulously updated 3 bedroom 3 bath ranch with completely finished lower level for easy multi-generational living. The updated kitchen is a wonder, with an 8 burner Viking stove, all hi-end appliances, large peninsula, Quartz counters and an incredible tile back splash. The 10 drawers are very deep, making finding the contents a snap, and there's also a large pantry. The kitchen flows into the dining/living room, offering a wall of French doors to a huge deck, looking over your private yard. Custom stonework and built-in bookcases surround the living room fireplace. The primary suite is massive with multiple closets and a gorgeous en-suite bathroom, complete with a walk in shower and soaking tub with a view. (There is hardwood under the carpet.) A second bedroom is on the main level, with a full bath right next to it. Below, the finished lower level has been redone with lots of living and relaxing spaces, including a family room with fireplace and sliders out to a patio and your yard, a theater room with special breathable carpet over tile, another bedroom and an office/exercise room. The kitchenette offers a sink and dishwasher with lots of counter space, and a door to the yard. The adjacent laundry room includes a large refrigerator. All baths have been updated, as has the central air and Navien propane boiler and instant hot water system. The large back yard offers total peace and privacy, as the home is set back off the road.

79 Sunset Ln, Washington

346 Westside Rd, Goshen
$899,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24173180 MLS
A rare opportunity to own a meticulously reimagined waterfront retreat on coveted Westside Pond, one of Litchfield County's few non-restricted motorboat lakes. Since its purchase, the home has undergone a comprehensive, top-to-bottom transformation with virtually every aspect thoughtfully redesigned and upgraded. Major improvements include updated mechanicals and infrastructure, new electrical, insulation, roof, garage, driveway, designer kitchen, spa-inspired baths, and refined finishes throughout-creating a truly turnkey lakefront residence. Designed to embrace its spectacular setting, the home offers soaring ceilings, an open-concept floor plan, and walls of glass that frame breathtaking water views. Expansive lakeside decks with multiple seating and dining areas, a private dock, and a hot tub overlooking the water provide an effortless setting for entertaining or quiet relaxation. The gently sloping lawn leads directly to the shoreline, inviting boating, jet skiing, kayaking, tubing, fishing, swimming, and year-round enjoyment. Whether as a full-time residence or an exceptional weekend escape, this is lake living at its finest. Ideally located just two hours from NYC and minutes to the Litchfield Green, acclaimed dining, wineries, and Mohawk Mountain skiing. An extraordinary turnkey waterfront offering where every day feels like a vacation.

346 Westside Rd, Goshen

49 South St, Washington
$899,000
2 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24136464 MLS
Western Sunset Views, a short distance from The Mayflower Inn and Washington Green. Discover the ultimate renovation project or the foundation for your future estate. Situated in an elite enclave of fine homes, this 1890s Barn-style residence-complete with its signature silo and 1970s additions-awaits a visionary touch. Whether you envision a meticulous restoration of a historic showpiece or a chic, modern transformation, the potential here is as vast as the western horizon. The acreage has been strategically cleared to unveil stunning western exposures. The property is anchored by a mature landscape, featuring: Stone Terrace & Deck: Perfect for seamless indoor-outdoor entertaining. Rustic Writer's Cottage: A charming, detached retreat for creative pursuits or a quiet home office. Additional structures offering utility and historic character. The interior features an existing open floor plan, providing a fluid transition between the kitchen, dining, and living areas. Renovate the existing structure into a sprawling, personalized dream retreat that blends 19th-century charm with 21st-century luxury. The Guest House Strategy: Scale back the current residence to serve as a sophisticated guest house or secondary dwelling while you build a new primary manor. Bring your architect and your ambition-your slice of paradise is ready to be built. Town has 2 bedroom for septic size, there are two additional rooms that could be used as bedrooms. **Home requires a new septic.

49 South St, Washington

49 South St, Washington
$895,000
ACTIVE Status ⋅ 24214861 MLS
Bring your architect and your ambition-your slice of paradise is ready to be built. Western Sunset Views, a short distance from The Mayflower Inn and Washington Green. Discover the ultimate renovation project or the foundation for your future estate. Also, included 1890s Barn-style home-complete with its signature silo and 1970s additions-awaits a visionary touch. Whether you envision a meticulous restoration of a historic showpiece or a chic, modern transformation, the potential here is as vast as the western horizon. The acreage has been strategically cleared to unveil stunning western exposures. The property is anchored by a mature landscape, featuring: Stone Terrace & Deck: Perfect for seamless indoor-outdoor entertaining. Rustic Writer's Cottage: A charming, detached retreat for creative pursuits or a quiet home office. Additional structures offering utility and historic character. The interior features an existing open floor plan, providing a fluid transition between the kitchen, dining, and living areas. Renovate the existing structure into a sprawling, personalized dream retreat that blends 19th-century charm with 21st-century luxury. The Guest House Strategy: Scale back the current residence to serve as a sophisticated guest house or secondary dwelling while you build a new primary manor. Note: current home requires a new septic --

49 South St, Washington

137 Davenport Rd, Roxbury
$895,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216151 MLS
Discover turnkey living in Litchfield County at this thoughtfully updated Roxbury home, just over the Washington-Roxbury line and close to everything. A redesigned open floor plan on a single level creates an effortless connection between the kitchen and gathering spaces, offering a welcoming setting for everyday living and entertaining. Recent improvements include a new kitchen, new wood flooring throughout, updated baths, new windows, gutters and a new HVAC system. Extensive landscaping clean up completes the refresh, creating an inviting outdoor setting. With substantial updates already complete, this move-in-ready home offers a fresh start in Litchfield county. Low taxes! Owner is licensed Real Estate Broker.

137 Davenport Rd, Roxbury

191 Northfield Rd, Watertown
$895,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192726 MLS
"Price Improved"Exceptional New Construction on 6.59 private acres in Watertown with breathtaking views and a setting that's perfect for horse enthusiasts, car collectors, or anyone seeking the ultimate country retreat. This stunning 3 or 4 bedroom, 3 full bath home offers a bright, open floor plan with soaring vaulted ceilings, gorgeous hardwood floors throughout, and a spacious bonus room over the garage. Designed with today's lifestyle in mind, the finished walk-out lower level with a full bath provides exceptional flexibility and presents an outstanding opportunity for multigenerational living. With only minimal modifications, this space could easily accommodate an in-law suite, guest quarters, or a private living area, making it ideal for extended family or long-term visitors. The primary suite features direct access to an expansive deck overlooking the picturesque property, with additional deck access from the family room, creating the perfect setting for relaxing or entertaining while taking in the spectacular views. At the rear of the property sits an impressive 24' x 48' two-story post-and-beam barn, with an approximate replacement value of $250K. Whether you're an equestrian looking for exceptional horse facilities or car enthusiast this remarkable barn is a true showpiece. Offering the perfect blend of privacy, and versatility, this rare new construction combines modern design with endless possibilities.Coming to the market next week. Available by appointment only

191 Northfield Rd, Watertown

23 Front Of The Mountain Rd, New Milford
$895,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187580 MLS
Discover the perfect balance of architectural distinction, modern sophistication and serene nature at this stunning, custom-built retreat. The concept was brought to life in 2020 by a renowned local Architect & Designer team. Expertly crafted with high-quality construction, the home features a sleek shiplap exterior and a design that prioritizes both aesthetics and performance. This house is remarkably energy-efficient and built to last. The Curated Interior Living Space is defined by warmth and high-end design. The main living area features wide-plank white pine flooring, double height ceiling and thoughtfully curated fixtures, including a striking 50-inch Isamu Noguchi Akari light sculpture in the great room and custom Articolo glass pendants in the stairwell. The chef's kitchen is equipped with high-end Bosch appliances, hardwood maple cabinetry with custom pulls and a farmhouse sink, while the bathrooms offer a spa-like retreat with beautiful finishes such as an MTI soaking tub, Kohler Purist Collection Fixtures, Connecticut Blue Slate and Carrara marble floor tiles. Plenty of storage throughout fitted with California closet organization and a bedroom on each level. The mezzanine offers a TV den, office space and a custom-built murphy bed, perfect for guests. The great room and expansive deck are oriented to capture seasonal sunset views; designed to blur the line between indoor and outdoor living. Directly abutting conservancy land for protected peace & views!

23 Front Of The Mountain Rd, New Milford

253 Bacon Pond Rd, Woodbury
$895,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24172742 MLS
Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are designed for both intimacy and entertaining. A cozy sitting room and a dedicated office/library-complete with a classic fireplace-offer quiet retreats. For larger gatherings, the front-to-back living room, with windows on three sides, is bathed in natural light. At the heart of the home is the remodeled kitchen, which opens to the dining room centered around the original refurbished center core fireplace. Upstairs, four bedrooms await. The primary bedroom offers a new ensuite bath detailed with custom tile. The three additional bedrooms share a fully renovated bathroom with a soaking tub/shower combo. Thoughtfully curated, professionally designed interior furniture and fixtures are available upon request. The property has benefited from extensive renovations that include new bathrooms and kitchen, floor refinishing, a new well, upgraded septic, and more; a substantial list is available upon request.

253 Bacon Pond Rd, Woodbury

469 Platt Hill Rd, Winchester
$895,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24172121 MLS
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, to the 12 over 12 Windows and Fireplaces, Displays the Charm & Character in this Residence! For a more Modern Twist, there is a Fully Remodeled Eat-in Kitchen with Quartz Counters, as well as Remodeled Bathrooms. 4 TO 5 Bedrooms, 3 Full Baths, Formal Dining Room & Comfortable Living Room. Spacious Sunken 20' x 21' Family Room with Cathedral Ceiling. Unique Loft offers a Birdseye View to the Family Room. Level 7 Acre Lot Enhanced by Stone Walls and Nice Plantings. Outbuildings include a 30' x 35' 4 Stall Horse Barn with Tack Room & Hayloft. 2 paddocks and a 25' X 30' Storage Building. Mechanicals include Oil Hot-Air Furnace, New propane heat in the sunken living room,200 AMP Electrical Service, Well Water & Septic System. A Quaint and Rural Atmosphere, but within Close Proximity to Major Shopping, access to State Parks, Lakes, Golf Courses, Ski Areas, and Local Arts and Cultural Venues. The Photo Library Partially tells the Story, but prospective Buyers need to Visit / Tour this Lovely Property in order to Appreciate its Attributes!!

469 Platt Hill Rd, Winchester

179 South St, Roxbury
$889,000
ACTIVE Status ⋅ 24216868 MLS
Stunning Private Setting ready to Build Your Dream Home up top!-- Beautiful East Facing Views from this Piece of Roxbury History! Land ready to build with one of Roxbury's three oldest homes on the site which has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust land, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Home is uninhabitable at this time. A full rebuild and renovation is required.

179 South St, Roxbury

18 Burton Rd, Salisbury
$879,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24208002 MLS
A Rare Find in an Exceptional Setting. Opportunities like this are few and far between - a beautifully located property with a Main House and a secondary studio-guest house. The two bedroom, two full bath main house radiates classic New England warmth, with hand-crafted oak kitchen cabinetry, pine-paneled ceilings, and a wood-burning stove that anchors the home in cozy, timeless charm. The main house has a semi open floor plan, the center of which is a spacious gourmet kitchen. The primary bedroom has its own adjacent office, and there is a second excellent office-bedroom on the main floor. The studio is a sun-drenched open concept loft with vaulted ceilings, offering wonderful flexibility - ideal for guests or extended family. This space would also serve as an incredible artist studio, offering endless possibilities. The lower level of the guest house has its own office, bath, and laundry. Set on a private parcel, yet just moments from the Salisbury Central School and the charming hamlets of Lakeville and Salisbury, the location is truly special. It sits in the heart of a highly sought-after area known for its excellent cultural and educational institutions, and serves as a gateway to the unspoiled beauty of Litchfield County, the Berkshires, and the Hudson Valley. The region is now widely considered one of the best places to live in the continental United States, and is prized for its proximity to New York City and the artistic hallmarks of the Berkshires.

18 Burton Rd, Salisbury

2 Pomperaug Rd, Woodbury
$875,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24209527 MLS
Welcome to history, charm, and an incredible location-the best of both worlds! Tucked along a quiet side road, this lovingly cared-for antique offers a peaceful, private setting with a picturesque waterfall nearby, yet is within walking distance to an amazing collection of local favorites, including fine restaurants, diners, a brewery, pub with live entertainment, and French bakery. No wonder they call it "Food-bury!" A stone path leads to a beautiful stone landing and a home filled with warmth and character. The spacious L-shaped living room offers two inviting gathering areas-one centered around a wood-burning fireplace with room for a grand piano, and the other warmed by a woodstove beside a full-wall library and second seating area. Just beyond is a sun-filled, beamed room wrapped in windows on three sides, perfect for breakfast, reading, art, TV, or simply enjoying the view. The charming country kitchen is exceptionally appointed with premium Viking, Miele, Sub-Zero, Dacor and Fisher & Paykel appliances, including an induction cooktop, wall and speed ovens, warming drawer and 2-drawer dishwasher. Thoughtful details include Waterworks fixtures, a pot filler, custom pull-out cabinetry and under-cabinet lighting. Two staircases lead to three restful bedrooms and two beautifully renovated full baths. The primary bath features a Waterworks vanity with quartz top and Waterworks hardware, while the second bath creates a spa-like retreat with a soaking tub and steam shower.

2 Pomperaug Rd, Woodbury

427 Long Mountain Rd, New Milford
$875,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24209038 MLS
Set in the scenic Merryall countryside, this beautifully expanded Colonial offers a balance of generous gathering spaces, private retreats, and landscaped grounds, with the flexibility to accommodate changing needs. At the heart of the home, a custom kitchen showcases rich cherry cabinetry, a distinctive coffered ceiling, granite countertops, a large center island, and an adjoining dining area. A butler's pantry adds convenience and storage, while wide openings create a natural flow between the kitchen and surrounding living spaces.The main level offers an appealing collection of rooms, including a formal dining room, inviting den with pellet stove and custom built-ins, dedicated office, and a bright four-season sunroom overlooking the landscaped grounds. The versatile floor plan also offers the potential to create a first-floor bedroom, adding yet another dimension to the home's adaptability. Crown molding, hardwood flooring, and distinctive architectural details bring warmth and character throughout. Upstairs, four bedrooms include two spacious en-suite retreats. The primary suite features a beautifully appointed bath with radiant heated floors, soaking tub, oversized shower, and towel warmer, along with an expansive dressing room and private laundry area. The second suite offers its own sitting room, full bath, and walk-in closet.

427 Long Mountain Rd, New Milford

122 River Rd, Washington
$875,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24198832 MLS
Welcome to this charming 2-bedroom, 2-bath single-level home nestled along the scenic Shepaug River with approximately 190 feet of river frontage. Light-filled and inviting, the home features hardwood floors throughout, a spacious living room with French doors opening to an oversized deck overlooking the expansive, level yard. The family room offers built-ins and direct access to the deck, while the primary bedroom includes a full bath, cathedral ceiling and its own private deck access. The updated kitchen, complete with a cozy woodstove, is perfect for gathering and relaxing. Additional highlights include a babbling brook that runs along the property, raspberry and blackberry bushes and mature specimen trees. Located just across the river from Steep Rock Preserve and approximately one mile from the Depot, this property offers an exceptional opportunity to enjoy nature, privacy, and riverfront living in the heart of the Litchfield Hills. Just minutes to Washington Depot, New Preston, The Mayflower Inn, and the town beach on Lake Waramaug. Enjoy an enviable lifestyle surrounded by hiking, boating, fishing, swimming, wineries, and skiing. Farm stands, natural food markets, boutiques, antique shops, and outstanding farm-to-table dining are all nearby. A peaceful riverfront retreat with easy access to the best of the Litchfield Hills.

122 River Rd, Washington

4 Mia Bella Dr, New Milford
$875,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24198602 MLS
Classy 4 bedroom plus huge bonus room Colonial with Sunset Views on Nearly 2 Acres in Premier neighborhood. A spacious eat-in kitchen w/ garden views features a large island, granite countertops, Sub-Zero fridge, Wolf oven and breakfast nook that opens to terraced patio w/ outdoor kitchen and multiple seating areas. Front to back family room with stone fireplace with propane insert. French doors open to the stunning formal dining room w/ tray ceiling. Crown molding and wainscoting details compliment inlayed hardwood floors. 2-story foyer plus home office. Main floor also contains powder room, full laundry, 3 car attached garage and basement access. Upper-level features private primary bedroom w/ walk-in closet, huge luxurious bathroom w/ double sinks, jetted tub, walk-in shower. There are 3 additional spacious bedrooms with walk in closets and a full bath w/ double vanity. Huge upper level room with separate staircase adds so many options and possibilities. Nothing spaired in the details including archways and rounded cornered walls. A full unfinished basement contains utilities, plenty of storage and potential for more easy finishability. Oversized 3 car garage with epoxy floor and work area. Lots of professional landscaping inclusing multiple patios and stone walls. This home cannot be duplicated at this price!!

4 Mia Bella Dr, New Milford

45 Old Pumpkin Hill Rd, New Milford
$875,000
ACTIVE Status ⋅ 24088463 MLS
EXPANSIVE AGRICULTURAL OPPORTUNITY IN THE HEART OF LITCHFIELD COUNTY!! Discover the rare opportunity to own over 60 acres of prime agricultural land in scenic New Milford, CT. Nestled in the heart of Litchfield County this remarkable property offers a perfect blend of open fields, (4) naturally spring-fed ponds and gently rolling terrain - ideal for a variety of agricultural uses including row crops, livestock, equestrian, orchards, organic farming, hunting, fishing, or homesteading. Multiple ponds make water access easy, utilities available from the road. There is even an established beach/picnic area located adjacent to one of the ponds. Agriculture/Residential zoned making your dream of sustainable living a reality. Easy access to major highways including I84, Route 7 and Route 202. Whether you're looking to expand your farm operations, invest in land w/long term growth potential or build your own private retreat surrounded by nature, this property delivers exceptional versatility and value. These fields are routinely hayed producing approximately 3000-5000 bales per year. Buying land is not merely a purchase transaction, it's a foundation to build your family on, live life to its fullest on, and pass down. Build a flourishing farm or handmade barn and create your family legacy now! Create a lifestyle with meaning, independence and deep roots!

45 Old Pumpkin Hill Rd, New Milford

193 Stoneybrook Ln, Watertown
$874,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185421 MLS
Nestled at the end of a long, private driveway on a quiet cul-de-sac, this custom-built colonial has been a private treasure - until now. Set on nearly 5 acres of lush, wooded land near the Litchfield border, this distinguished four-bedroom home spans just over 3,500 square feet of thoughtfully designed living space in one of the area's most sought-after neighborhoods. Lovingly maintained since its construction, it showcases the kind of craftsmanship that's hard to find today. Step inside to discover a home that has been beautifully updated where it matters most. The remodeled kitchen and bathrooms deliver elevated finishes throughout, balancing function and elegance, while the generous floor plan flows naturally between intimate gathering spaces and room to breathe. The bedrooms are genuinely spacious, and a private second-floor balcony off the bedroom level adds an elevated outdoor retreat. When warmer months arrive, the screened patio with mahogany flooring becomes an extension of the home itself, perfect for three seasons of use with wooded views and privacy just steps from the main living area. Beyond the patio, the property includes access to a shared spring-fed pond enjoyed by a small number of neighboring homes. Completing the home is an attached three-car garage, topped with an unfinished space that offers incredible potential for an in-law suite, home office, or guest quarters with its own entrance.

193 Stoneybrook Ln, Watertown

262 Stoddard Rd, Morris
$869,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24218716 MLS
New Construction to be built. Sought after primary suite on main level. Quiet, rural Morris, the house will be tucked back on the lot for privacy, but quick access to 109, Morris, Litchfield, Washington. Rare brand new home can be customized from start to finish to make it your dream home. First floor is open front to back, naturally light filled via a large front window and FP in the living room and sliders off the dining room to a patio. Kitchen is L shaped for great function with an island and the primary suite is on the main level w luxurious bath and two walk in closets. 2nd level has 3 additional bedrooms and a walk in attic over the garage that can easily be finished into living area. Hardwood flooring and 9' ceilings on the main level. The home site is set back for privacy from neighboring homes, offering a natural buffer and a tucked away feel. The manageable size provides easy maintenance for full time or weekend residents. The pictures show custom finishes on a prev house built - exposed beams, fp mantel, paneled walls, lighting fixtures are options to consider.

262 Stoddard Rd, Morris

414 E Wakefield Blvd, Winchester
$850,000
ACTIVE Status ⋅ 24196886 MLS
An exceptional opportunity to create your dream home on the shores of highly sought-after Highland Lake. This waterfront property at 414 E Wakefield Boulevard offers the perfect setting to bring your vision of lakefront living to life. Existing plans for an impressive approximately 4,000-square-foot waterfront home are available, giving you the option to move forward with an already thoughtfully designed residence-or start fresh and create a custom home uniquely your own. Imagine walls of glass framing spectacular lake views, expansive outdoor living spaces, and your own private waterfront just steps from your door. Whether you envision a sophisticated year-round residence or an unforgettable family lake retreat, this property offers the rare opportunity to design around the lifestyle you've always wanted. You have the location. You have the lake. Now create the dream.

414 E Wakefield Blvd, Winchester

82 Westwoods, Sharon
$850,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24185728 MLS
Sixty-four years ago, an avid outdoor sportsman bought a large parcel of land on a gravel country road in Sharon, CT. Three years later he had split and sold some off, retaining 33.4+ acres for himself where he built the cabin of his dreams on the shore of a beautiful wetlands area with a pond along side. Bathed in peace, quiet, beauty, and serenity, he built a garage and a workshop, then later added some outbuildings to help with his affinity for collectibles. This was all he needed. The sportsman has passed, and today the home and property is being sold by his siblings. The peace, quiet, beauty, and serenity still remain. On the land and in the nearby water, nature awaits the next steward. The property has the potential for at least two additional home sites, and directly across the road is a large parcel owned by the Sharon Land Trust. The bones of the buildings are solid, and the land is a stunning mixture of native broad-leafed hardwoods and tall conifers. If you want to "get away from it all", this is the country place to get away to.

82 Westwoods, Sharon

34 Quail Run Rd, Woodbury
$849,900
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24219165 MLS
Set in a peaceful Woodbury neighborhood, 34 Quail Run blends extensive renovations with comfortable indoor and outdoor living. The home features a newly added primary suite, in addition to a secondary suite, offering exceptional flexibility and privacy. Recent improvements include a new roof, windows, gutters, siding, hardwood flooring, kitchen, and bathroom. Outside, enjoy a new Trex deck and newly installed pavers surrounding the pool, creating an inviting setting for outdoor entertaining and relaxation. A private, manicured yard completes the property. Ideally positioned just minutes from historic Main Street's renowned antique shops, local dining, nature preserves, and hiking trails, this home blends classic Litchfield Hills tranquility with easy access to Route 6, Route 64, and I-84.

34 Quail Run Rd, Woodbury

57 Meadowood Dr, New Milford
$849,900
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24209864 MLS
Magnificent on Meadowwood! Don't miss this stunning 4-bedroom, 2 full and 2 half bath Colonial tucked at the end of a quiet cul-de-sac on desirable Meadowwood Drive. Set on 3.29 beautifully maintained acres, this immaculate home offers over 4,200 sq. ft. of finished living space across 3 levels, a 3-car garage, covered front porch, and ground-level party deck. A dramatic 2-story foyer welcomes you inside, where hardwood oak floors flow throughout the main level. The open-concept floor plan features 9-foot and cathedral ceilings, a wood-burning fireplace with removable pellet stove insert, and a spacious granite kitchen with center island, newer stainless appliances, walk-in pantry, casual dining area, and formal dining room. Upstairs, generously sized bedrooms include an impressive primary suite with walk-in closets and a Jacuzzi tub. The finished lower level provides even more room for recreation, entertaining, or work-from-home space. Major improvements include a 2-year-old roof, newer heating system, central air units, well pump, driveway, and front walkway. Minutes from Sherman Center and downtown New Milford, this exceptional home offers space, privacy, and convenience with nothing to do but move in and enjoy the good life!

57 Meadowood Dr, New Milford

63 Main St N, Woodbury
$849,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208978 MLS
Reader's Digest named Woodbury the "Most Charming Small Town in Connecticut" in 2024 and received the same recognition in 2020 and 2018.That fits this home perfectly. 63 Main St N is an 1850 antique home with a 2002 addition, offering 4 bedrooms, 2 updated bathrooms and 2,662 square feet of delight on 0.36 acres. It has the historic character people expect from Main Street - mahogany-floored wrap-around porch, oak floors, built-ins and fireplaces - while also having an open kitchen/dining/family-room layout, gas log fireplace, first-floor bedroom, updated bath and attached garage. The backyard should be another major focus. It has beautiful stone walls, an outdoor fireplace, new 43" outdoor gas grill, hot tub, irrigation system and a completely flat yard with room for entertaining and potentially a future pool.

63 Main St N, Woodbury

47 Academy Hl, Watertown
$849,900
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24192575 MLS
The Mary A. Merriman Residence, circa 1871, is one of Watertown's most distinctive historic homes, combining exceptional architectural significance with timeless craftsmanship and modern comfort. Listed on the National Register of Historic Places and just a five-minute walk from The Taft School, this remarkable Victorian-era residence was originally part of the Heminway family estate. Beautifully preserved period details include soaring ceilings, intricate millwork, custom built-ins, floor-to-ceiling windows, multiple fireplaces, original lighting, and a striking butterfly staircase. A spectacular 60-foot mahogany-covered porch sets the tone for the gracious interiors beyond. Generous living spaces include formal dining and living rooms, a great room, library, sunroom, and updated kitchen with an expansive butler's pantry. Several en suite bedrooms offer flexibility, while the impressive primary suite includes multiple private rooms and its own balcony. Outside, mature grounds, a stone patio, original greenhouse, and an in-ground pool create a private setting for entertaining and relaxation. Carefully maintained for generations, this is a rare opportunity to own a truly extraordinary piece of Watertown history.

47 Academy Hl, Watertown

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!