Refine Search
Sort by
804 W Wakefield Blvd, Winchester
$790,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24195283 MLS
Experience an everyday vacation at 804 W. Wakefield Blvd on beautiful Highland Lake! This exceptional turnkey, year-round waterfront retreat is ideal as a primary residence, weekend escape, vacation home, or income-producing rental. Perfectly positioned on the widest part of Highland Lake's coveted Third Bay, enjoy breathtaking sunrises, panoramic water views, and bald eagles soaring overhead from your expansive lakeside deck. With over $100,000 in owner upgrades, this move-in ready home offers effortless lakefront living with a newer roof, owned solar panels, updated systems, a permanent grandfathered dock, seawall, outdoor shower, firepit, and direct access to motorboating, kayaking, paddleboarding, swimming, and outstanding fishing. A rare additional 0.24-acre lot across the street provides a total of 5 parking spaces perfect for family and guests. Enjoy easy access to Route 8, a short drive to Bradley International Airport, and year-round recreation with nearby Ski Sundown, Butternut Ski Area, scenic hiking trails, wineries, breweries, restaurants, and charming New England towns. This is your opportunity to own one of Highland Lake's most desirable waterfront homes-simply unpack, relax, and make every day feel like a vacation.

804 W Wakefield Blvd, Winchester

39 South St, Washington
$790,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24189551 MLS
Nestled on 4.36 beautiful acres along one of Washington's most prestigious country roads, this charming Cape presents a rare opportunity to own in a neighborhood where exceptional estates command multi-million-dollar values. Whether enjoyed exactly as it is today or transformed over time, the true value lies in the remarkable setting, privacy, and long-term potential. The existing home offers warmth and character with comfortable living spaces, 3 bedrooms, 2 full baths, and inviting outdoor entertaining areas overlooking the peaceful grounds. Move in immediately and enjoy the quintessential Washington lifestyle while planning future improvements at your own pace. For buyers with a vision, the possibilities are exceptional. The current owner has already completed the legwork with an approved septic design for a detached three-car garage featuring an office, gym, and full bath, providing an ideal foundation for expanding the property's functionality and value. The generous acreage also offers ample room to further reimagine the estate, making this an outstanding investment in one of Litchfield County's most sought-after locations. Just minutes from Washington Depot, Steep Rock Preserve, acclaimed restaurants, and the area's celebrated country amenities, this is a rare chance to secure an address where location alone is a lasting investment. A charming home today, an extraordinary estate tomorrow. 90 min to NYC.

39 South St, Washington

482 Main St, Torrington
$787,500
10 Baths ⋅ CLOSED Status ⋅ 24184204 MLS
Discover an excellent mixed-use investment opportunity located in the heart of Torrington at 482 Main St. This well-positioned property offers a versatile combination of income-producing space with two street level commercial units and eight residential apartments, providing a strong foundation for both current cash flow and future upside. The building features a classic brick exterior, center hallway design, newer gas and electrical meters, and the convenience of coin-operated laundry facilities on each floor for tenant ease and added income potential. Off street parking provides valuable city convenience for residents and occupants. In addition, the property offers the possibility of creating two additional rental units, subject to town approval, allowing an investor to further enhance value and maximize the building's potential. This property's location, benefits from proximity to shopping, services, restaurants, and local amenities, making it an attractive opportunity for investors seeking a multi-family asset with commercial appeal and room for growth.

482 Main St, Torrington

56 Todd Hill Rd, Cornwall
$786,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24173802 MLS
Looking for a charming, atmospheric, updated country retreat? One level living? Look no further! THis home is the perfect country retreat. It is a wonderful and comfortable 3BR ranch in West Cornwall, tucked nicely on a 4.5 acre lot with mature gardens, a big barn (think workshop, artist studio, or both!) in a lovely spot, surrounded by nature in the quiet and friendly town of Cornwall. You'll love the big living room with it's arched wooden ceiling and soapstone wood stove, the screened porch that functions as a three season room, and the peaceful setting. Minutes from Mohawk ski area, great hiking trails, the recently updated Cornwall market and the famous Cornwall covered bridge, not to mention all of the other fantastic cultural and culinary treats of Litchfield County. Beautiful hardwood floors throughout, roof is 5 years old, barn roof is 3 years old, oil tank was replaced, hot water heater replaced 4 years ago. Gorgeous newer Mahogany deck. On demand generator, newer windows throughout, all bedrooms on one level. Floor plan is in the attachments.

56 Todd Hill Rd, Cornwall

310 Carter Rd, Thomaston
$785,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24192062 MLS
Welcome to this exceptional private retreat, situated on nearly 12 secluded acres. Enter through the inviting front porch into a thoughtfully designed residence featuring a spacious great room with vaulted ceilings, a gas fireplace, refinished hardwood floors, and sliding doors that lead to a stamped concrete patio, heated in-ground pool, and hot tub. The main-level primary suite offers both privacy and comfort, complete with its own fireplace and direct access to the pool area. The kitchen is elegantly appointed with granite countertops, a large island, a casual dining area, double wall ovens, and stainless steel appliances, and is open to the great room for seamless entertaining. A conveniently located half bath and main-floor laundry are situated just off the kitchen. Upstairs, both bedrooms feature walk-in closets, providing ample storage space. The outdoor living area is ideal for entertaining, featuring retractable awnings, a pool house, hot tub, and a beautifully finished stamped concrete patio. Car enthusiasts will appreciate the impressive 1,200-square-foot heated and air-conditioned garage/barn, accommodating multiple vehicles or toys and equipped with an air compressor, pressure washer, loft area, and wood stove.Hard wired home security cameras installed and night time lights illuminate the driveway . If privacy is what you're looking for, this property delivers-offering a peaceful, secluded setting where you can relax, unwind, and enjoy your own private oasis.

310 Carter Rd, Thomaston

89 Reservoir Rd, New Milford
$785,000
3 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24179648 MLS
Meticulously maintained and privately set on 1.8 acres abutting protected open space, this three-bedroom home enjoys water views that shift beautifully through the seasons. Deeded access to the neighboring open space and reservoir invites fishing, kayaking, and quiet relaxing along the water. The main level's open-concept floor plan feels made for easy living, with an updated kitchen, featuring an island perfect for casual gatherings, flowing into a sunny eating area and on into a vaulted great room anchored by an impressive stone fireplace. Slide open the doors and you're on an elevated deck looking out over the water. A formal dining room, light-filled living room, laundry, and powder room complete the level. Upstairs, the spacious primary suite is a genuine retreat: private bath with soaking tub, walk-in closet, and the kind of stillness that makes unwinding effortless. The two additional bedrooms each offer flexible space for a home office, reading nook, or sitting area, and share a hall bath. The lower level adds finished space with a full bath, ready to become a guest suite, home gym, or media room. Secluded without being remote and close to everything that makes the Litchfield Hills worth calling home.

89 Reservoir Rd, New Milford

55 Butternut Ln, Watertown
$780,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24178706 MLS
Motivated Seller Price Improved 15K Welcome to 55 Butternut Ln, Watertown! Tucked away on 3.5 private acres, this custom-built 2006 home offers over 3,200 sq. ft. of living space thoughtfully designed for both comfort and entertaining. The open floor plan showcases soaring two-story ceilings, a spacious dining room/living room with wet bar, ice machine, and wine chiller, a welcoming family room with gas fireplace, and an eat-in kitchen that makes gathering easy. Additional highlights include central air, a built-in desk/office area, half bath, and an oversized two-car garage. Step outside and enjoy your own private retreat with a heated in-ground pool, hot tub, fire pit, bocce court, and horseshoe area perfect for hosting family and friends. Upstairs, you'll find four generously sized bedrooms, all with gleaming hardwood floors. The primary suite offers a walk-in closet, spa-like full bath, and private balcony overlooking the serene grounds. With a seamless blend of privacy, elegance, and entertainment-ready spaces, this rare property is truly one of a kind.

55 Butternut Ln, Watertown

58 Chestnut Land Rd, New Milford
$780,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24136152 MLS
Looking for new construction without the wait! LOOK no further. This stunning new colonial built in 2024 is ready for you! This 4 bedroom 2.5 bathrooms with an open concept first floor space that overlooks 1.61 acres of private backyard bliss. The first floor offers a mud room that you walk into from the garage and leads you into the kitchen where it boasts a walk-in pantry, a kitchen Island and stainless-steel appliances! The bedrooms upstairs all offer good-size rooms and a primary suite that you will not want to leave. The walk-in closet and the soaking tub are not to be missed! The basement has a space that is waiting for someone's imagination to make it their own that offers endless possibilities.

58 Chestnut Land Rd, New Milford

21 South Rd, Harwinton
$780,000
6 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24104292 MLS
A Rare Country Estate with New York Elegance - Just Minutes from Litchfield! Step into timeless charm and modern comfort at 21 South Road, a rare 4+ acre estate located in Harwinton's prestigious Historic District. Less than 2 hours from Manhattan and minutes from Litchfield center, this refined country retreat offers an ideal escape for discerning buyers seeking peace, privacy, and sophistication. Sunlight fills the home through tall windows, highlighting classic architectural details and creating a warm, inviting atmosphere throughout. A grand, oversized foyer greets guests with grace and flows into a formal dining room complete with a raised hearth fireplace, custom bookcases, and a cozy sitting area. The spacious living room features a second fireplace and large windows that make it perfect for entertaining or relaxing. The expansive kitchen includes a generous breakfast nook, wraparound breakfast bar, ample cabinetry, and connects directly to the mudroom, powder room, and attached three-car garage for everyday convenience. Enjoy true one-level living with four bedrooms (one currently used as an office) and two full baths. The primary suite offers excellent closet space and a private en-suite bath for total comfort. The walk-out lower level provides lifestyle flexibility: a family room with wet bar, third fireplace, bookcases, sliders to a secluded stone patio, and two additional finished rooms with a full bath-ideal for a gym, studio, guest suite, or future wine cellar

21 South Rd, Harwinton

92 Shafer Rd, New Hartford
$779,000
5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24134274 MLS
Priced to move. Welcome to 92 Shafer Road, a beautifully reimagined 5-bedroom, 4-bath colonial nestled in one of New Hartford's most peaceful settings. With 4,648 sq. ft. of finished living space, this home blends comfort, flexibility, and multi-generational appeal. The designer kitchen features quartz countertops and island seating, opening to both the cathedral-ceiling family room and sun-filled sitting room, each with fireplaces. A main-level flex room serves perfectly as an office, hobby space, or guest suite, with a dedicated laundry room nearby. A major highlight is the attached in-law suite, complete with its own bedroom, kitchen, full bath, laundry, and private entrance - ideal for independent living or extended stays. Outside, enjoy your 1.44-acre retreat with heated in-ground pool, expansive deck and patio, and mature landscaping for privacy. Upstairs, the primary suite features a fireplace sitting area, walk-in closet, and spa-style bath. Four additional bedrooms and three updated full baths complete the home. Energy-efficient mini-split systems throughout. Minutes from Ski Sundown, Torrington shopping, and endless recreation - this is New Hartford living at its best.

92 Shafer Rd, New Hartford

9 Wolf Hill Rd, Watertown
$777,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24087317 MLS
This Beautiful Farmhouse Colonial is the last home to be built in the sought-after Wolf Hill subdivision. Nestled on a peaceful cul-de-sac, this seven-room, four-bedroom home features an open floor plan with approximately 2,500 sq ft of living space. The first floor features a luxurious master bedroom suite with a walk-in closet and a full bath. The large eat-in kitchen, complete with an island, Quartz countertops, and stainless steel appliances, and it opens seamlessly to the dining room, dining room also has fench pocket doors to foyer. The family room is the perfect gathering space, featuring a cozy gas fireplace. Upstairs, you'll find three spacious bedrooms, a full bath. The full walkout basement features endless possibilities-it can be easily finished as an in-law apartment or an additional living space. This home is thoughtfully designed with hardwood floors throughout, central air, and a large Trex deck with stunning views. The two-car garage adds practicality to this picturesque property. Enjoy the serene feel of country living while being close to modern conveniences. Don't miss the opportunity to make this exceptional home yours! Taxes To Be Determined, Photos Similar to last built. Square footage approximate Occupancy October 2025.

9 Wolf Hill Rd, Watertown

1460 Guernseytown Rd, Watertown
$775,000
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24165679 MLS
Welcome to your private retreat set on 2.7 beautifully maintained acres, offering the perfect blend of space, comfort, and lifestyle. This expansive 5-bedroom, 3.5-bath home spans approximately 3,400 square feet and features a bright, open layout designed for both everyday living and entertaining. Vaulted ceilings with exposed wood beams create a warm, architectural statement, while updated flooring and neutral tones provide a modern, move-in-ready feel. The spacious living areas flow seamlessly, offering flexibility for gatherings, relaxation, and work-from-home needs. Large windows throughout the home bring in abundant natural light and highlight the peaceful surroundings. Step outside to enjoy your own private outdoor oasis: In-ground pool perfect for summer enjoyment Tennis court offering recreation or multi-use potential Expansive yard with endless possibilities Recent updates include a newer roof, siding, garage doors, and patio-adding both value and peace of mind. This property offers a rare combination of privacy, space, and, lifestyle amenities, all within close proximity to shopping, dining, and major routes.

1460 Guernseytown Rd, Watertown

4 Hard Hill Rd S, Bethlehem
$775,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24161769 MLS
This exceptional Colonial offers over 3,600 square feet of beautifully designed living space, combining comfort, versatility. Enjoy the natural rhythm of the home's east-facing front, welcoming each day with stunning sunrises, while the west-facing deck provides the perfect setting for relaxing evening sunsets. The main level features a tastefully updated eat-in kitchen with granite countertops, a formal dining room, and a dramatic living room with cathedral ceilings. A warm and inviting family room with fireplace, along with a private first-floor office and sitting room, offer flexible spaces ideal for both everyday living and entertaining. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bath, while three additional generously sized bedrooms and a full bath complete the second floor. The lower level provides exceptional bonus space-perfect for recreation, a home gym, or potential in-law accommodations. A true standout feature is the impressive detached three-car garage offering over 2,000 square feet, with two 10' x 10' doors and one 11' x 10' door-ideal for car enthusiasts, contractors, or hobbyists seeking premium workspace. Offered at a price below current market value, this property presents a rare opportunity to own a home that delivers both lifestyle and long term value.

4 Hard Hill Rd S, Bethlehem

21 Hidden Pond Dr, Watertown
$775,000
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24160061 MLS
Stunning 4,414 Sq Ft Colonial in one of Watertown's most desirable neighborhoods! This beautifully maintained home offers exceptional space, comfort & versatility meeting multi-generational needs. Enjoy relaxing mornings & peaceful evenings on the inviting covered porch featuring removable screens. Inside you will find a large foyer with a grand spiral staircase. There is a large formal living room as well as a generous sized formal dining room perfect for entertaining family & friends. A gorgeous eat-in kitchen any home chef would enjoy is just off the dining area with a center island, large walk-in pantry, double ovens, dishwasher & cooktop make this a great functional kitchen. Off the kitchen is a large family room with sliders to the covered 3 season porch providing access to a beautiful brick patio. Upstairs there is a primary bedroom with ensuite & walk in closet. You'll also find 3 additional bedrooms, a full bath & a separate laundry room. Through the breezeway area there is an extra large office for working from home or great work out space. Upstairs off the breezeway is a guest area/in-law suite featuring a spacious living room/dinning room area, great kitchen, bedroom, full bath with a compact washer/dryer. This home is nestled on a professionally landscaped 1.92 acre lot! Don't miss this one!

21 Hidden Pond Dr, Watertown

403 Beach St, Litchfield
$775,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24154290 MLS
Circa 1870 Restored Farmhouse in beautiful Litchfield. Discover your dream mini-farm on 9.1-acres of lush countryside. Whether you're longing for a hobby farm or a peaceful retreat, this versatile property lets you channel your inner farmer. This charming home showcases beautifully preserved vintage details including wide board wood floors, exposed beams, and three fireplaces, blending historic character with comfortable and updated modern living. Offering 4 bedrooms and 2.1 baths, the home retains its timeless farmhouse appeal while providing generous living space. The property is well-equipped with a 378 sq ft 1-story barn with a fenced paddock - perfect for small livestock or equestrian pursuits. There is also a poultry house, a 2-bay garage, and a 664 sq ft workshop/studio. Relax and take in the pastoral setting from the inviting screened porch. A rare opportunity to own a restored New England farmhouse offering acreage, charm, and versatility. Property consists of 2 adjacent parcels. House on 7.32 acres and 1.8 acre lot in Goshen. Taxes for both pieces is $7,136.70.

403 Beach St, Litchfield

34 Kent Rd, Warren
$775,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24151754 MLS
This 4-Acre home is nestled along scenic Kent Road in the heart of charming Warren, Connecticut. Located a short drive from many of Litchfield County's active downtowns and amenities. Whether you seek fine dining, boutique shopping, skiing, hiking, or lakeside leisure, this location is in the heart of it all. This exceptional property offers a rare blend of serene privacy, natural beauty, and limitless potential. The acreage connects to the Warren Land Trust, creating a breathtaking backdrop of classic New England nature. Envision a custom home site with sweeping views, inviting entertaining areas, expanded gardens, and classic stone walls all while maintaining the peaceful, wooded seclusion. Since its acquisition in 2021, the current homeowners have meticulously updated and enhanced every aspect of the home, bringing modern comfort and thoughtful improvements for seamless, worry-free living. Inside, the home exudes warmth and sophistication with thoughtfully placed windows and glass doors to create an airy indoor-outdoor flow. Each room has generous proportions, ideal for family, guests, or multi-generational living. With two distinct office spaces, there is flexibility for remote work and creative pursuits. Versatile and turnkey, this property suits a variety of needs: a private primary residence with room to grow, a luxurious seasonal retreat, or a substantial rental investment in one of Litchfield County's most sought-sought-after towns.

34 Kent Rd, Warren

11 Tall Oaks Dr Unit 11, New Milford
$775,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24107156 MLS ⋅ Tall Oaks On The River BLDG.
Tall Oaks Beauty! Luxurious home in 55 and over community! Quality and craftsmanship, wood floor, crown molding and more, throughout the home. Roomy center island eat-in Kitchen with white cabinets, propane range, wall ovens, and dishwasher. The appliance package is top notch. Convenient access from the oversized two-car garage to the kitchen. Wood floors throughout the main level lead you to the open concept kitchen, dining, large family room with beautiful views of the private back yard, deck, porch and open field. Enjoy the custom fireplace with a couple of people or a large gathering. The primary suite is all you have ever dreamed of..... Bathed in light, spacious, and luxurious. Spacious main bedroom with large walk-in closet and attached full bath and window with views of the private backyard. The laundry on the main floor for convenience. Upper level has second bedroom with full bath and den. Summer is on the way, the deck is perfect for a quiet cup of coffee, a cookout, or sitting around soaking in nature. The private deck makes your home a destination for staycations and perfect for gatherings. A flat backyard has room for all kinds of activities wiffle ball, football and so much more. Close to Kent, Litchfield, Washington and New Preston Center, Candlewood Lake, Lake Waramaug and so much more. Enjoy the New Milford Town Green.

11 Tall Oaks Dr Unit 11, New Milford

76 Fairchild Rd, Sharon
$775,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24128802 MLS
Exceptional Ranch with Income Potential on Quiet Fairchild Road Discover this exceptional ranch set on 4 private acres along peaceful Fairchild Road, offering the perfect blend of privacy, flexibility, and income potential. With a thoughtfully designed layout and approved 2-bedroom accessory apartment, this property is ideal for investors, multi-generational living, or those seeking rental income opportunities. The main residence features 3 bedrooms and 2 full baths, complemented by warm hardwood flooring and an attached two-car garage. The kitchen offers a functional layout with a peninsula for casual dining and a small prep island with additional storage, opening to a dining area with direct access to the deck-perfect for indoor-outdoor living. A separate laundry room adds everyday convenience. Set on an open, level lot with mature landscaping and established gardens, the property is surrounded on three sides by conserved land, providing exceptional privacy and a serene natural backdrop. A large workshop and additional shed offer excellent space for hobbies, storage, or creative use. Located on a quiet no-through road, this home delivers the best of country living while remaining conveniently close to the charming village center of Sharon.

76 Fairchild Rd, Sharon

182 E Litchfield Rd, Litchfield
$775,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24131076 MLS
Opportunities like this don't come along very often so don't miss your chance to bring back to glory this incredible period 10-room Center-Chimney Colonial on 27.03 acres minutes from Litchfield Center! Beautiful wood beams, period details, 4 fireplaces and original floors are just a few details that provide that colonial charm while the home features a flexible floor plan and first floor primary suite for today's modern living. The 27 acres features almost 800 feet of frontage of E Litchfield Rd and Buell Rd across from Topsmead State Forest with beautiful stone walls, historic trees and two barns. Just two miles from Litchfield Center this property offers privacy and tranquility while being close to everything Litchfield County has to offer. This property is truly a must see, your opportunity awaits!

182 E Litchfield Rd, Litchfield

19 Reservoir Rd, New Milford
$770,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24162675 MLS
Tucked on a private 1.5-acre interior lot in New Milford, this beautifully maintained 4-bedroom, 2.5-bath colonial delivers the space, style, and setting today's buyers are looking for, only minutes from the New Milford Green. With 2,726 square feet of thoughtfully designed living space, every detail has been refreshed within the last three years, giving you true move-in condition without compromise. Hardwood floors flow throughout the main level, anchoring a bright and open layout built for both everyday living and entertaining. The kitchen features quartz countertops and seamlessly connects to the main living areas, where a cozy fireplace adds warmth and character. A versatile bonus room offers the flexibility to serve as a home office, playroom, or media space - use it however your lifestyle demands. Upstairs, four generously sized bedrooms provide the room your family needs, with a primary suite designed for comfort and privacy. Step outside to a private deck overlooking your expansive yard, a peaceful retreat that feels a world away while remaining minutes from Route 7, shopping, dining, and all that New Milford has to offer. With a 2-car garage, 1.5 acres of interior lot, and systems and finishes all updated within three years, this home checks every box. Rarely does a property this well-kept and this well-positioned come to market. Schedule your private showing today.

19 Reservoir Rd, New Milford

137 Old South Rd, Litchfield
$770,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24145766 MLS
Classic 1925 Colonial in Litchfield's Historic District Discover timeless elegance at 137 Old South Road, a well maintained 4-bedroom, 2.5-bath Colonial set on nearly three-quarters of an acre in Litchfield's coveted Historic District. Built in 1925, this 9-room, 2,702-square-foot home showcases the craftsmanship and charming period details that define classic New England architecture. Step inside to find well-proportioned living spaces that balance historic character with comfortable, everyday living with fireplace. Four generous bedrooms provide flexibility for family, guests, or a home office, while two and a half baths offer modern convenience. A finished 3rd floor completes this interior with a well-defined space for an office, exercise room, play area or quiet retreat with generator. A Lovely open porch on the south side, perfect for entertaining. The .7-acre grounds provide a peaceful setting with room to garden, play, or simply enjoy the changing seasons. This prime in-town location offers the best of Litchfield living-walkable to the village's specialty shops, galleries, and restaurants, yet just moments from the 4,000-acre White Memorial Conservation Center, where miles of trails await hikers, bikers, and nature lovers year-round. Enjoy Topsmeade State Forest, area skiing at Mohawk Mtn. A rare opportunity to own a piece of Litchfield history with the ease of in-town convenience.

137 Old South Rd, Litchfield

47 J Ryan Way, Watertown
$766,250
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24167873 MLS
"Coming Soon" Welcome to 47 J Ryan Way in Watertown a stunning four-bedroom home thoughtfully designed for both everyday living and exceptional entertaining. Offering over 3,600 square feet of beautifully finished space, this residence makes an immediate impression from the moment you step into the dramatic two-story foyer. This expansive home features 11 well-appointed rooms, including four generously sized bedrooms highlighted by an enormous primary suite that offers comfort and privacy. The main level showcases a warm and inviting family room with fireplace, a front-to-back living room filled with natural light, and a formal dining room perfect for hosting gatherings. At the heart of the home is a spacious eat-in kitchen, ideal for both casual meals and entertaining. Additional highlights include two full baths and two half baths, stunning hardwood floors throughout, and beautifully tiled bathrooms that add a refined touch. Situated on a level .70-acre lot in a quiet cul-de-sac setting, this property offers both privacy and convenience. The oversized two-car garage adds functionality, while the setting enhances the home's appeal. With three brand-new homes available, all completed, this is a rare opportunity to secure a move-in-ready property in one of Watertown's most desirable locations. Motivated seller don't miss your chance to make this exceptional home yours

47 J Ryan Way, Watertown

62 Heritage Dr, Woodbury
$765,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24185801 MLS
Beautifully renovated 4-bedroom, 2.5-bath ranch set on a spacious corner lot in one of Woodbury's most desirable locations. Just two streets from Woodbury's nationally recognized Main Street, this home offers the perfect combination of modern updates, comfortable living, and exceptional outdoor entertaining. The complete interior renovation began in 2023 and has recently been completed, creating a truly move-in-ready home. At the heart of the property is a stunning open-concept kitchen featuring stylish finishes and thoughtful design, seamlessly flowing into the dining area and living room-ideal for both everyday living and hosting family and friends. The private primary suite offers beautiful views of the backyard retreat, while three additional generously sized bedrooms and a fully renovated full bathroom provide plenty of space for family and guests. Every bathroom in the home has been tastefully updated, complementing the home's fresh, modern feel. Step outside to your own backyard oasis. The expansive outdoor space features a large in-ground swimming pool, dedicated BBQ area, and ample lawn space for entertaining, yard games, and summer gatherings. Whether you're hosting a crowd or enjoying a quiet evening at home, this outdoor setting is sure to impress. Adding even more versatility is the separate pool house, complete with accommodations that offer endless possibilities for guests, extended family, a home office, or private retreat.

62 Heritage Dr, Woodbury

28 White Hollow Rd, Salisbury
$765,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24182169 MLS
Nestled on 1.13 picturesque acres between Salisbury and Sharon, this exceptional circa-1850 residence blends timeless New England character with modern comfort. Offering 4-5 bedrooms and 2+ full baths, the home features classic architectural details, two inviting wood-burning fireplaces, a newly installed propane-fired heating system, double-pane insulated windows, and a generator for added peace of mind. Designed for both relaxation and entertainment, the property boasts a spectacular 48-foot screened porch, a spacious second-floor bonus room, and an attached two-bay garage. Outside, a beautiful level lawn extends to approximately 378 feet of frontage along Salmon Kill Creek, complete with a private swimming hole. Ideally located just minutes from the shops and restaurants of Salisbury and Sharon, as well as Sharon Hospital, this historic and highly desirable area offers year-round recreational opportunities, including hiking, skiing, golfing, and access to Lakeville Lake. The property is also conveniently situated near several renowned private schools. Automotive enthusiasts will love the proximity to Lime Rock Park. A rare opportunity to own a classic country home in one of the Northwest Corner's most sought-after locations.

28 White Hollow Rd, Salisbury

184 Smith Hill Rd, Winchester
$765,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24173895 MLS
Beautiful Private Brick/Clapboard Tudor set back on 8.46 private acres (which includes an extra 2+ acre abutting lot). New Hand Split Cedar Shingled Roof and new rebuilt brick chimney set off this custom elegant home. All warm cherry wood floors and special custom moldings throughout the home add charm. Classy center island Kit with new subzero, granite counters & bow window-Fireplaced Dining room opens to large back deck overlooking fenced in private backyard-Massive sunken fireplaced living room -1st floor office-Private fireplaced Family room-huge master suite with fireplaced sitting room,walk-in closet & thermo-spa master bath. Large upper level bonus room with cozy private office-CAIR& whole house generator system are pluses-Beautiful professionally landscaped private level yard add lasting ambiance to this special home

184 Smith Hill Rd, Winchester

11 W Chestnut Hill Rd, Litchfield
$765,000
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24140262 MLS
Period Details | Modern Comfort | Room to Grow Welcome home to 11 West Chestnut Hill, a remarkable piece of Connecticut history now awaiting its next chapter. This magnificent 5-bedroom, 3.5-bathroom property is set on 1.6 picturesque acres, ideally nestled just a half-mile from the historic Litchfield town green. Lovingly hand-built in 1804 by Stephen Clark for his wife and daughter on the site of an old blacksmith and tannery, this residence offers an unparalleled blend of architectural integrity and storied past. As a superb example of colonial architecture, the home retains its traditional "4 over 4" floor plan, featuring four grand, sun-drenched rooms on the first level and four generous bedrooms above, all connected by an elegant central hallway. Step inside and experience the character of historic construction. Watch the light truly dance through the mesmerizing antique crown-glass window panes. The interiors are adorned with exquisite original details, including wide-plank chestnut flooring in the primary suite, built-in closets, and five stately fireplaces that serve as captivating focal points throughout the main rooms.

11 W Chestnut Hill Rd, Litchfield

147 Litchfield Tpke, Washington
$765,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24134487 MLS
Exceptional property across two parcels in New Preston with town beach rights to Lake Waramaug. This 3-bedroom, 2-full bath home sits 800 feet back from the road, cocooned in privacy. While the house would benefit from modernization, it's a perfect blank canvas-great bones, functional layout and ready for your vision. Live in it comfortably as-is while you plan, or reimagine it entirely with today's finishes and open floor plan. The deep setback and mature landscaping create an idyllic country setting. The property's true long-term value lies in the spectacular elevated building site even further back, featuring western exposure and the potential for sweeping sunset views-ideal for a luxury main residence. Multiple scenarios unlock serious value: Renovate the existing home into your primary while holding the elevated parcel for future build-out. Transform the current house into a stylish guest cottage or income property while constructing your dream estate above. Or create a true multi-generational compound with two distinct, updated residences. You're moments from celebrated dining spots such as Community Table, plus antique shops, galleries and the iconic bookshop in Washington Depot. The Mayflower Inn & Spa, Steep Rock Preserve, Mohawk ski mountain and Hopkins Vineyard are all nearby. Lake Waramaug offers swimming, kayaking, boating, and seasonal recreation. Litchfield Hills living at its finest, 90 minutes from NYC. Second parcel (20.36 acres) under separate listing

147 Litchfield Tpke, Washington

2 Ledgewood Rd, Salisbury
$765,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24129455 MLS
This attractive residence, positioned on 1.3 verdant acres off Wells Hill Road, creates an idyllic corner setting distinguished by its exquisite gardens and abundant natural light. The property exemplifies gracious Lakeville living with its thoughtful blend of indoor and outdoor spaces. A dramatic vaulted ceiling crowns the light-filled living room, where a wood-burning fireplace serves as the heart of the home. The second-floor open balcony overlooks this magnificent space, while the well-appointed kitchen flows seamlessly between a cozy breakfast room and formal dining room. A screened porch extends the living area into the natural surroundings. The primary bedroom suite occupies the first floor, accompanied by a full bathroom and flexible office space - perfect for single-level living. Upstairs, two additional bedrooms share a full bathroom and are complemented by an inviting sitting room, creating an ideal private retreat. Meticulously maintained gardens embrace this Northwest Connecticut haven, while a detached garage and shed provide practical storage solutions. Positioned in a sought-after Lakeville neighborhood, this property offers the perfect balance of privacy and accessibility in the heart of Litchfield County.

2 Ledgewood Rd, Salisbury

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!