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135 Sharon Mountain Rd, Sharon
$1,075,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24145107 MLS
Nestled on one of Sharon's most desirable country roads, this newly renovated home offers the perfect blend of refined design and serene natural beauty. The first floor welcomes you with a Belgian block tiled entrance and mudroom area next to a powder room. The beautifully updated kitchen features wood floors, quartz countertops, a large island with seating and storage, a farmhouse sink, custom cabinetry, and a built-in workstation, along with premium appliances. The light-filled great room combines dining and living areas centered around a gas fireplace, with doors opening to a side porch and sliding doors leading to a teak porch and Goshen stone terrace, with gardens and a fire pit, creating a seamless connection between indoor comfort and outdoor living. A cozy den with built-in media shelving offers a quiet retreat. Upstairs, the primary suite showcases wood floors, a vaulted ceiling, closet space, and an ensuite bath with marble vanity and tiled glass-door shower. A second bedroom suite also offers a vaulted ceiling and private full bath with similar high-end finishes. The property includes a charming studio outbuilding with a screened porch that captures beautiful meadow and garden views. With heating, air conditioning, and a vaulted ceiling, the studio provides an ideal space for creative work or relaxation. Additional features include a full-house generator, central air conditioning, a new standing seam metal roof, and professionally designed gardens and

135 Sharon Mountain Rd, Sharon
259 Bayview Cir, Watertown
$1,075,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24130434 MLS
Welcome to 259 Bayview Circle, a superbly maintained modern colonial-style residence built in 2014, nestled on approximately 2.52 acres of serene, private grounds. With 3,129 sq ft of living space, this home offers an elegant fusion of comfort, style, and modern amenities. Boasting 4 bedrooms and 3.5 bathrooms, this property offers flexible living for families, entertaining, or multigenerational use. Schedule your showing today!

259 Bayview Cir, Watertown
175 Dibble Hill Rd, Cornwall
$1,075,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24132897 MLS
Perched high above the iconic West Cornwall Covered Bridge, this remarkable property offers some of the best views in Cornwall - and possibly all of Litchfield County. From the Housatonic River below to sweeping mountain ridges stretching from west to north, the panorama is nothing short of breathtaking. The original 1930 stone hunter's cabin exudes vintage charm, with a dramatic fireplace, handcrafted details, and a stone terrace perfectly positioned to take in the views. The newer addition enhances the home's appeal, featuring a spacious Great Room with kitchen, dining, and a second fireplace - all oriented toward the magnificent outlook. With two bedrooms, each with ensuite baths, the home provides comfort and privacy while maintaining its rustic elegance. A large two-car garage adds practicality and space for equipment or creative use. Whether you're drawn to the romance of the historic cabin, the potential to elevate the home further, or simply the unrivaled vistas, this property is a rare find in the heart of the Litchfield Hills - just minutes from the Covered Bridge, Housatonic River, and the charming village of West Cornwall.

175 Dibble Hill Rd, Cornwall
61 Silver Brook Ln, Woodbury
$1,069,900
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24177448 MLS
Exceptional Colonial in one of Woodbury's finest developments, beautifully set among similar distinguished homes at the end of Silver Brook Lane. Thoughtfully updated over the past five years with high-quality materials and careful attention to detail, this 4,000+ square foot residence offers an ideal blend of elegance, comfort, and modern convenience. The heart of the home is the stunning remodeled eat-in kitchen, complete with a large center island and all the features expected in a gourmet kitchen. The kitchen opens seamlessly to a generous family room with fireplace, coffered ceiling, and access to the rear level deck, creating a wonderful flow for everyday living and entertaining. The main level also includes a private office, formal living room, and formal dining room, all enhanced by hardwood floors and moldings. Upstairs, the luxurious primary suite features a dressing room or office, two walk-in closets, a soaking tub, and a custom tiled shower. Three additional bedrooms complete the upper level, including two with en-suite baths and one with an open stairway leading to a third floor sleeping area.

61 Silver Brook Ln, Woodbury
144 Island Trl, Morris
$1,060,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24201473 MLS
Enjoy stunning, wide-open direct lakefront views from this charming rustic cabin-style retreat on Connecticut's second-largest natural lake. The main level features a warm, inviting living space centered around a beautiful stone fireplace, with French doors opening to a spacious deck overlooking the water. From the deck, steps lead down to a stone terrace complete with an outdoor kitchen, and continue to the dock area-creating an exceptional setting for swimming, boating, entertaining, and enjoying long summer days by the lake. Upstairs, three bedrooms share a hall bath, offering a classic and relaxed lake-house layout. The property also includes a separate two-bedroom, one-bath guest house with its own kitchen and living area, providing wonderful flexibility for family and guests. Bring your vision and restore this special lakefront property to its former glory. With its exceptional waterfront setting, multiple outdoor entertaining spaces, guest accommodations, and tremendous potential, this is a rare opportunity to create your own private lake retreat. Just a short drive into the villages of Bantam, Litchfield, and Washington/New Preston with chic shops, farmers markets, world class Inns, bakeries and special dining experiences. Community amenities include a tennis/pickleball court. For association rules and regulations, visit deerislandassociation.org.

144 Island Trl, Morris
46 Spooner Hill Rd, Kent
$1,060,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24150446 MLS
Overlooking neighboring pastureland and set on 5+ private acres with a small pond, this three-bedroom cottage is rich in charm and character. A gracious foyer welcomes you into a sitting room with fireplace and built-ins, and an adjacent formal dining room framed by handsome casement windows. The spacious kitchen offers a center island and sunny breakfast area, opening seamlessly to an outdoor bluestone patio. A vaulted living room, anchored by a second fireplace, steps out to the screened porch and enjoys commanding mountain views. Two main-level bedrooms share a full bath, while the upstairs primary suite features a vaulted ceiling and private bath with soaking tub and separate shower. A detached one-car garage completes the offering. Ideally located minutes to the Village of Kent with easy access to Metro-North, this is a wonderful Litchfield Hills retreat-under two hours from NYC.

46 Spooner Hill Rd, Kent
124 North St, Litchfield
$1,060,000
6 Beds ⋅ 7 Baths ⋅ CLOSED Status ⋅ 24140724 MLS
A rare opportunity to own a piece of Litchfield history. This stunning Colonial Revival residence graces iconic North Street, one of Connecticut's most distinguished addresses. Built by Julius Deming for his daughter, Clarissa Deming Perkins, this architecturally significant home is a contributing property to the historic character of Litchfield's celebrated streetscape. Spanning 4910 sf, this home offers 12 gracious rooms and 5 fireplaces with 4 en-suite bedrooms upstairs and 2 bedrooms in the rear of the main level, a potential in-law or guest area. Period details and timeless design are evident throughout, from the authentic colonial revival fence-an excellent example of the era- to the classical proportions and refined millwork. This is more than a home, it is a stewardship opportunity for those who appreciate historic preservation and New England's architectural heritage. Live on one of the most photographed and admired streets in Litchfield, where every season brings new beauty to this treasured setting. Ready for the next chapter and waiting for your inspiration and thoughtful design ideas. Enjoy fine dining, shopping, antiquing, hiking, skiing, lakes, horseback riding, all conveniently close by, the Litchfield village is steps away, close to Bantam, Washington, 2hrs.+- to NYC Come home to the Hills!

124 North St, Litchfield
674 E Wakefield Blvd, Winchester
$1,050,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24170488 MLS
Experience the best of year-round waterfront living on Highland Lake in this beautifully maintained 3-bedroom, 3-bath home with stunning panoramic views and direct water access. Ideally located in the sought-after 3rd Bay, this property features a private dock-perfect for boating, swimming, kayaking, and enjoying everything lake life has to offer. Inside, an open and inviting layout connects the living room, dining area, and updated kitchen, ideal for entertaining. Expansive windows flood the home with natural light and frame breathtaking lake views throughout. The primary bedroom offers generous closet space, while additional bedrooms provide flexibility for guests, family, or a home office. Outdoor living is equally impressive, with a lakeside deck, screened porch, and low-maintenance landscaped yard-perfect for relaxing or hosting. A spacious paver driveway allows for ample parking, and a detached storage shed provides room for all your lake gear. Enjoy four-season recreation just minutes away, including skiing and snowboarding at Ski Sundown and Butternut, along with nearby dining, shopping, and outdoor activities. Whether you're looking for a full-time residence or a weekend retreat, this move-in-ready home offers the perfect blend of comfort, lifestyle, and location.

674 E Wakefield Blvd, Winchester
3 Break Maiden Ln, Harwinton
$1,050,000
2 Baths ⋅ CLOSED Status ⋅ 24164122 MLS
Exceptional equestrian opportunity! This unique property includes a 15.51-acre farm and a beautifully crafted post-and-beam barn is designed with both function and quality in mind. Built in 2017, this equestrian facility offers 20 spacious 12x12 stalls, including 14 with Dutch doors, the barn offers excellent ventilation and horse comfort. Amenities include a heated 12x24 tack room, two half baths, office, feed room, drop-down hay room, large loft with abundant hay storage, wash stall, and two additional tack stalls. Electrical outlets are conveniently located outside each stall for ease of use. The property is thoughtfully laid out with split rail fencing, an expansive open field, and multiple options for turnout or arena configurations. The upper field is large enough to accommodate two rings and a warm-up area. Attached 200 x 100 indoor arena, ideal for year-round riding. Directly abutting the State Forest. A rare chance to own a turnkey equestrian facility with additional building potential in a sought-after Litchfield County location.

3 Break Maiden Ln, Harwinton
21 S Ellsworth Rd, Sharon
$1,050,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24161342 MLS
Perfect Period Jewel Set Along Quiet Town Road with Views. Utterly Charming & Lovingly Restored in the Ellsworth Section of Sharon CT. 3 Bedrooms, 2 Tastefully Updated Full Baths. Wonderful Kitchen with Sub Zero & Wolf Appliances. Inviting Living Room with Fireplace. Enclosed Porch with Views. Library with Fireplace & Full Bath. Magical Sunken Gardens Surrounded by Stone Walls & Fire-Pit. Irrigation System. Separate 1-Car Garage. Central AC.

21 S Ellsworth Rd, Sharon
30 Studio Hill Cir, Kent
$1,050,000
3 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24115404 MLS
This home offers the best of the Litchfield Hills lifestyle - spacious acreage, historic New England charm, and proximity to both New York City and Boston. Beautiful contemporary on 3.3 private acres surrounded on three sides by protected Open Space, providing exceptional privacy and views of pastures and hills, but a quick drive to downtown Kent. The great room (living room/ dining room) has an 18" cathedral ceiling, and floor-to-ceiling two-story windows looking out onto gardens and protected land. Large country kitchen with SubZero, Miele, and Wolf appliances and a large butcher block central island. The kitchen also has floor-to-ceiling windows with a wrap-around deck connecting the kitchen and the dining room, allowing for a gracious overflow when entertaining. This home offers three spacious, light-filled bedrooms, three full and one half fully renovated baths, two of which have heated floors. The primary bath offers an immense marble shower with both rain and waterfall shower heads, a deep soaking tub, and a heated Toto bidet. Metal roof, brand new state-of-the-art geothermal system, and new front and back porches. A long granite-lined gravel driveway with a center island offers complete privacy to the home, with a large open yard, professionally landscaped, and a wonderful, large fire pit nestled in the woods on your property. This home is warm and welcoming, light-filled and comfortable, either as a primary residence or second-home opportunity.

30 Studio Hill Cir, Kent
54 Scofield Hill Rd, Washington
$1,050,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24120949 MLS
Private and peaceful, this turn-key country retreat in Washington, CT offers over 3,000 square feet of finished living space and outdoor living areas surrounded by park-like grounds on 3 scenic acres in one of Washington's most desirable locations. The main house features hardwood floors, an updated kitchen, and an attached three-bay garage. A foyer opens to the formal living room with a gas fireplace and the bright dining room, which leads directly to the spacious deck. The renovated kitchen includes honed granite countertops, custom cabinetry, and an adjoining casual dining or family area-ideal for seamless indoor-outdoor living. Upstairs, the primary suite offers an office and en suite bath, while 2 additional bedrooms share a well-appointed hall bath. The unfinished walk-out lower level provides storage and potential for a gym, studio, or playroom. Ideally located in the heart of Litchfield County, the property is just moments from Averill's Farm Stand for apple picking, Hopkins Vineyard for wine tasting, and Lake Waramaug's town beach for swimming and relaxation.Only a short drive to the charming village centers of New Preston, Kent, and Litchfield.

54 Scofield Hill Rd, Washington
13 Woodridge Dr, Barkhamsted
$1,049,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24192890 MLS
Welcome to your private country retreat, with exceptional craftsmanship, modern efficiency, and over 57 acres of professionally managed woodland create a truly one-of-a-kind property. Nestled at the end of a cul-de-sac, this custom built 4-bedroom, 3.5-bath home offers comfort, privacy, and versatility. The home features an open layout with soaring vaulted ceilings, rich red oak hardwood floors, hickory staircases, rough-sawn pine trim, custom built-ins, and a stunning floor-to-ceiling stone fireplace that anchors the spacious great room. The beautifully appointed kitchen includes newer stainless steel appliances and a large walk-in pantry. Designed with flexibility in mind, the home offers two primary suites, making it ideal for multigenerational living or guests. The main primary suite includes an oversized walk-in closet that easily doubles as a private office. A first-floor guest bedroom sits conveniently across from a full bath, while the second-floor laundry room adds everyday convenience. Built for comfort and efficiency, the home has radiant heated floors throughout, powered by an oil and wood combination boiler with 500 gallon thermal storage tanks. The oversized garage includes adedicated workshop space. Storage is abundant throughout the home with custom cabinetry, built-ins, two attic areas, a large unfinished walk-out basement, and a sealed fire-safe room. Outside, enjoy landscaped grounds,natural rock ledges, and established organic gardens. Schedule today!

13 Woodridge Dr, Barkhamsted
106 Washington Ridge Rd, New Milford
$1,035,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24159086 MLS
PLEASE PRESENT BEST OFFERS BY TUESDAY 3/24/26 AT 12NOON. Discover this stately 4 bedroom, 2 full and 2 half bath colonial offering over 3,000 square feet of refined living space, set on a beautifully level 5.22 acre property along the highly desirable New Milford-Washington border. This exceptional estate blends timeless architecture with modern amenities, creating a rare opportunity for buyers seeking space, privacy, and versatility. Perfect for a car enthusiast, entertainer, or equestrian. The property features a spacious three car garage, a stunning post and beam barn ideal for hosting gatherings or additional vehicle storage, and a two-stall horse barn with loft and don't miss the ring/paddock for riding. Maybe you would like to convert this space into a pool and pool house...The home also offers future in law or multigenerational living potential, adding even more value and flexibility. Inside, the home showcases a beautifully renovated kitchen-a true centerpiece-along with exquisite craftsmanship throughout. With the finished attic and basement space you will find home office and guest space and so much more. Detailed millwork and custom moldings elevate every room, reflecting the care and quality invested in this residence including being generator ready with geothermal and oil heating. This is a rare chance to own a luxury colonial home with acreage, outbuildings, and endless lifestyle possibilities.

106 Washington Ridge Rd, New Milford
20 Mine Hill Rd E, Bridgewater
$1,030,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24121502 MLS
Architect-designed Bridgewater oasis set next to over 300 acres of Roxbury Land Trust. Tucked away on 4+ private acres, this light-filled contemporary by Stephen Lasar was designed with passive solar principles, offering a retreat with exceptional privacy and efficiency. With 2,500+ sq ft, the home features 4 bedrooms and 3.5 baths, including a first-floor suite and a dedicated office. Upstairs, you'll find 3 bedrooms, including the vaulted-ceiling primary which overlooks treetops and is complemented by a convenient second-floor laundry. Artistic hardscaping leads to a covered porch and active stream feature, connecting the home to its natural surroundings. At its heart is a well-appointed kitchen and stone fireplace living room that flows into the dining area, framed by windows showcasing fern-covered grounds and dramatic granite outcroppings. The finished walkout lower level includes a full bath, media room, workshop, and storage. Outdoor living shines with a composite deck and stone patios. An attached two-car garage offers storage or workshop space, while a separate barn provides room for hobbies or equipment. Just minutes to Bridgewater village and a short drive to New Milford, Roxbury, Washington, and Lake Lillinonah, this property blends architectural integrity, natural beauty, and convenience-offering tranquility without isolation.

20 Mine Hill Rd E, Bridgewater
775 Main St, Torrington
$1,030,000
1 Baths ⋅ CLOSED Status ⋅ 24123652 MLS
All the hard work will be done soon! Own this Turn-Key Brand New Two Story 6 Unit Apartment Complex. Current Owner / Developer will have this ready for Completion with a "Certificate of Occupancy" Prior to the end of this year. All apartments are 2 Bedrooms. Kitchens will include Electric Range/Oven, Refrigerator and Microwave. Heat and A/C by Energy Efficient Mini-Split Systems. First Floor apartments are all Handicap Accessible. On- Site Coin Operated Laundry Facility. City Water & City Sewer. Paved 12 car Parking Lot. Per Town Site Plan Approval, and by State Fire Code, this Building will be fully equipped with a Sprinkler System. Great opportunity for Investors to create their own Tenant base. Ideal North End Neighborhood. Very Close proximity to Grocery & Convenience Stores, Pharmacies, Banks, Boutique Retail & Personal Service Businesses, Movie Theater, Fitness Center and Food Outlets. This is an excellent Quality & Modern Rental Asset! What are you waiting for? Also Builder will provide a One Year Warranty from Date Of Closing.

775 Main St, Torrington
51 Long Meadow Rd, Bethlehem
$1,025,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24178845 MLS
Exceptional Modern Living Bordering Camp Columbia Preserve in this masterfully reimagined Contemporary estate that perfectly balances architectural grandeur with a true sanctuary. Renovated and expanded in 2013, this bright, sunny, and airy residence sits on 3.32 acres of pristine, level land, offering unparalleled privacy with deeded rights to Long Meadow Pond. The heart of the home is a dramatic, two-story living room that flows effortlessly into a chef's kitchen. This gourmet culinary space features premium Thermador appliances, warming drawer, wine fridge and is anchored by a magnificent, two-story granite dual sided wood-burning fireplace from both the kitchen, on-demand instant-hot water, central vacuum and the living areas simultaneously. Designed for year-round enjoyment, the home includes a four-season porch complete with its own gas potbelly stove. In total, three distinctive fireplaces are set throughout the home, highlighting the rich hardwood floors and premium finishes. The private primary suite serves as a serene retreat, boasting a massive walk-in closet and a spa-like atmosphere with office space. The finished lower level adds versatile space, featuring a gameroom, custom wine cellar and wired surround sound. The outdoor amenities rival those of a private luxury resort. Step outside to stone terrace and a 14x36 gunite saltwater pool, complete with a solar cover and a beautiful cedar pergola with solar shades, perfect for relaxing during the day or al fresco

51 Long Meadow Rd, Bethlehem
53 Upland Meadow Rd, Salisbury
$1,017,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24091680 MLS
Welcome to Peony Hill. A Hilltop Haven in Lakeville Perched at the crest of a long, private drive this Lakeville retreat is where timeless sophistication meets everyday comfort. Fully renovated in 2020 with no detail overlooked, the home is equal parts refined and relaxed-a quiet triumph of thoughtful design and modern convenience. Step into the heart of the home: a stunning new kitchen outfitted with top-of-the-line appliances, including a five-burner Bertazzoni gas range. Whether you're hosting brunch in the sun-drenched breakfast nook or gathering for a dinner party at the dining table, this kitchen was made for effortless entertaining. Just off the kitchen, a chic powder room wrapped in bold Cole & Son wallpaper and a practical laundry room add both flair and function. The open floor plan unfolds into a luminous living room, where sunlight streams through generous windows, illuminating new flooring and tasteful, understated finishes. Upstairs, four comfortable bedrooms-including a serene primary suite-offer peaceful respite. The primary bathroom is a true sanctuary, featuring a soaking tub, separate shower, and a smart mirror that reveals time and temperature with a touch of magic.

53 Upland Meadow Rd, Salisbury
89 Iron Ore Hill Rd, Bridgewater
$1,015,000
5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24103288 MLS
This spacious Colonial is perfectly set on 2+ acres adjacent to a nature preserve with hiking trails. The sought-after neighborhood includes dock rights on Lake Lillanonah for boating, waterskiing, kayaking, swimming. The kitchen was renovated about 10 years ago. Its center island and bar area open to the family room and dining room. The formal living room can also be used as a media room and there is an additional space for office or library. Upstairs are 4 bedrooms and 2 baths, including the Primary bedroom with walk-in closet. There is also a spacious bonus room with full bath above the garage (5th bedroom, In-Laws?) The basement hosts a finished game room with a bar and another full bath (newly painted with new wide board flooring). New automatic full-house Generator. Pool site proven by land engineer.

89 Iron Ore Hill Rd, Bridgewater
77 Paxton Ct, Goshen
$1,010,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24173513 MLS
Experience the pinnacle of modern elegance in this sun-soaked new construction masterpiece, privately positioned at the end of a quiet cul-de-sac in the prestigious Woodridge Lake community just two hours from NYC. Unlike most homes in the community, this location offers a rare combination: serene seclusion with a babbling brook audible from the back deck, yet just minutes from every amenity Woodridge Lake has to offer. The open-concept interior is defined by wide plank hardwood floors, a dramatic NYC loft-style second floor common area, and a designer Hearthstone Hase Collection standing fireplace. Every detail is meticulously curated from the extra deep exterior walls, custom stair runner and premium window shades to the matching custom outdoor equipment shed. Members enjoy exclusive access to one of Connecticut's top-rated lakes, with a robust fitness center, private beach, pool, tennis courts, and a lounge with breathtaking lake views plus a commercial kitchen and dance floor for entertaining. From golden hour sunsets flooding your living spaces to the peaceful sounds of Litchfield County's rolling hills, this is a sanctuary of light, style, and privacy in a community built for year-round luxury living.

77 Paxton Ct, Goshen
170 Rabbit Hill Rd, Warren
$1,000,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24189692 MLS
Privately nestled in a picturesque setting bordering the Steep Rock Land Association, this beautifully maintained Cape offers a wonderful blend of privacy, natural beauty, and refined country living. Ideally situated just below The Pinnacle, the property captures breathtaking southern views to the distant hills. Move-in ready and offering more than 3,000 square feet of living space, the home features three bedrooms & three full baths. Gracious living areas include a front-to-back living & dining room anchored by a fireplace, an updated kitchen, a home office, a comfortable family room, and a versatile bonus room to accommodate a variety of lifestyle needs. The main-level primary suite provides the ease of one-level living and features a walk-in closet and private bath. Upstairs, two generously sized bedrooms share a well-appointed full bath, offering comfortable accommodations for family & guests. The outdoor spaces include lush level lawn, mature gardens, a welcoming front porch perfectly positioned to enjoy the scenic views, and a rear deck for outdoor dining & entertaining. Located in the heart of the Litchfield Hills, this exceptional property offers convenient access to art galleries, cultural attractions, day spas, miles of hiking trails, ski areas, local wineries, and premier equestrian facilities. Residents of Warren also enjoy access to a private beach on Lake Waramaug, making this an extraordinary opportunity to experience the very best of Litchfield County living.

170 Rabbit Hill Rd, Warren
Washington
$1,000,000
CLOSED Status ⋅ 24162313 MLS
This building lot is exceptional in every way. It is located in an area of great estates in AAA+ location. If you are looking for privacy, peace and tranquility, you will find it here. It is an open meadow with bright sun from sunrise to sunset. Surrounded on 3 sides by original stone walls, there is a small wooded section on the southwest side with grandpa's trail. This has been in the same family since it was purchased from King George III of England through the court magistrate September 23, 1764.The property is open with fabulous mountain views. This property will be a beautiful lot to build your dream home on. Though it fronts on a paved road, just a short distance away the road turns into miles of dirt road that connects to hundreds of acres of scenic land trust.This is ideal for walking, hiking and horseback riding. You will also have beach access on Lake Waramaug at the Washington town beach just minutes from historic New Preston Village. Shop at the local farmers markets and enjoy the local country fairs. There are many great restaurants, art galleries and antique shops in Litchfield County to enjoy. Under 2 hours from NYC!

Washington
3 W Mountain Rd, Sharon
$1,000,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24157788 MLS
Welcome to 3 West Mountain Road, a meticulously renovated 3-bedroom, 2.5-bath home nestled just minutes from the charming Village of Sharon, CT. Spanning 1,995 square feet, this thoughtfully updated residence offers a rare blend of timeless craftsmanship and modern comfort-ideal for those seeking a peaceful full-time home or a stylish weekend escape in Litchfield County. Inside, custom white oak flooring, soapstone countertops, and handcrafted cabinetry bring warmth and elegance to the heart of the home. The open-concept kitchen and dining area are flooded with natural light and heated by an energy-efficient Viessmann radiant heating system, creating an inviting atmosphere year-round. Every detail-from curated fixtures to the home's intuitive flow-has been designed with both beauty and functionality in mind. Sun-filled rooms offer radiant warmth and tranquil views, enhancing everyday living. Step outside to a private, tree-lined setting with a classic gravel driveway and mature landscaping. All this just moments from Sharon's restaurants, shops, and only minutes to Millerton, NY, Metro-North train access, and countless Northwest Connecticut outdoor attractions. This move-in-ready home for sale in Sharon, CT perfectly balances sophistication, comfort, and rural charm-a rare opportunity in the Northwest Corner.

3 W Mountain Rd, Sharon
40 Main St N, Woodbury
$1,000,000
CLOSED Status ⋅ 24154908 MLS
Prime Commercial Real Estate along Main Street Woodbury. 11800 sq feet of retail, medical and office space. Excellent investment opportunity!

40 Main St N, Woodbury
143 E Canaan Rd, North Canaan
$1,000,000
6 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24152414 MLS
Exceptional country estate on 16.65 pristine acres offering the ultimate in privacy and convenience without isolation. This remarkable North Canaan property features a 3 car garage-ideal for automotive enthusiasts to enjoy nearby Lime Rock Park. Inside, the chef's kitchen with commercial prep area is an entertainer's paradise, designed to accommodate everything from intimate dinners to large-scale catered events with ease. The expansive grounds provide endless possibilities for grand-scale entertaining, intimate gatherings, or peaceful countryside retreats. An additional parcel conveys with the sale, ensuring maximum privacy and future flexibility. Perfectly positioned between Connecticut's Northwest Corner and the cultural richness of the Berkshires, you're moments from Tanglewood's world-class performances and direct access to the Appalachian Trail for hiking and outdoor adventure. This property is ready for its next steward to reimagine it and make it their own for the finest country estate living.

143 E Canaan Rd, North Canaan
286 South St, Roxbury
$995,000
5 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24097497 MLS
Discover this charming 4-bedroom Colonial with 1 additional bedroom is attached in-law apt on the southern side of Roxbury, offering an idyllic escape with seamless access to NYC. This privately situated home rests in a serene meadow, gracefully bordered by Pierce Brook. The main residence features a comfortable layout with a living room and fireplace that flows into the dining area and kitchen. Upstairs, you'll find four spacious bedrooms and two full bathrooms. A bright slate floored sunroom overlooks the inviting heated salt pool, perfect for relaxation and entertaining. Adding to its unique appeal is an attached 1-bedroom in law/guest house with propane heating and cooling, providing flexible space for visitors or extended family. The property boasts level land and lush grounds, including a expansive pasture area, all set against the picturesque backdrop of Pierce Brook. This Roxbury gem combines tranquility with convenience, making it an ideal retreat.

286 South St, Roxbury
175 Main St, Salisbury
$990,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24178310 MLS
Meet Daphne. An 1865 farmhouse brimming with old-world charm on the exterior, yet step inside and it's clear that great care was taken to weave in modern touches throughout. The mudroom offers a lovely, tidy landing spot - complete with a door to close off when you'd rather hide the mess - perfect for dropping outdoor gear, with custom moulding details that make it beautiful enough to welcome guests, too. The first floor provides plenty of gathering space: a dining room with custom mouldings, and a library with built-in bookshelves - an excellent spot to connect with company when they pop through town. But the great room is where the wow factor lives. A thoughtful combination of living room and kitchen, this is the true heart of the home. Soaring ceilings, a wood-burning fireplace, and ample windows flood the space with natural light. The oversized kitchen island offers eat-in counter seating and generous storage. Also on the first floor: an en-suite primary bedroom with vaulted ceilings, whitewashed walls, and a large custom built walk-in closet. Upstairs, three additional bedrooms and a spacious full bath -featuring both a soaking tub and a glass-enclosed shower - offer plenty of room for guests. Outside, the backyard is a sweet retreat: a bluestone patio, stone walls, and a fully fenced area for furry friends. A garden bed invites you to try your hand at growing your own vegetables, and just up the hill, the perfect firepit spot awaits for star-filled summer evenings

175 Main St, Salisbury
24 Dolldorf Rd, Kent
$985,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24168398 MLS
Custom-designed Modern Eyebrow Colonial, sited on 1.15 private acres of lush Litchfield County woodland off a quiet country road, close to Macedonia State Park, the Appalachian Trail, and everything that makes the Litchfield Hills worth coming home to. Step from the welcoming front porch into a sun-filled, open-concept main level designed for seamless entertaining and easy living. The great room brings together a kitchen anchored by a center island, a generous sitting area, and a dining area with dry bar and built-in wine fridge, all opening through French doors to an upgraded private patio surrounded by a dense canopy of trees. A den with wood-burning fireplace offers the perfect flex space for guests or quiet evenings in, with a discreet powder room just off the hall. Upstairs, the primary suite impresses with a vaulted ceiling, walk-in closet, and a spa-like bath. A second bedroom with its own private en-suite and convenient hall-closet laundry complete the upper level. Every bathroom features radiant heated floors, ensuring a warm start to your morning in any season. The finished lower level adds versatile square footage, ideal as a home office, gym, or media room. A two-car attached garage, custom 16-foot shed, propane heat, central air, and whole-house generator make this home truly move-in ready, year-round. Minutes to Kent's galleries, boutique shops, and award-winning restaurants, with pristine hiking trails and local lakes nearby. Less than two hours from NYC.

24 Dolldorf Rd, Kent
76 Washinee Heights Rd, Salisbury
$984,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24135943 MLS
Introducing: Lakes Bend. Twin Lake beckons. Drive down a quiet, largely unknown street in one of the most desirable towns in Litchfield County. Set back on a level four-acre lot, this home is all about its location, just across the street from beloved Lake Washinee (one of the Twin Lakes). Enjoy seasonal views and access to a shared beachfront, owned by only a handful of neighbors. Lovingly built in 2004, this three-bedroom, 2.5 bath home makes it easy to embrace the peaceful life that beckons. Upon entry, a foyer with soaring ceilings welcomes you into the living room, where a wood-burning fireplace becomes the perfect companion for chilly fall evenings. The open concept layout connects the living space to a kitchen with granite countertops and ample workspace for creating meals. The dining room, conveniently located just off the kitchen, provides a dedicated area for gathering on holidays or hosting friends. An office with custom built-in bookshelves offers a quiet place to retreat and regroup. The first floor also features a generously sized primary bedroom ensuite, complete with a large soaking tub, shower, and double vanity. A mudroom connects the main house to a functional two-car garage, adding convenience and practicality. Upstairs are two additional bedrooms and a central full bathroom, along with plenty of well-designed closet space.

76 Washinee Heights Rd, Salisbury
17 Dresden Ct W, Goshen
$980,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24167990 MLS
Tucked away at the end of a quiet cul-de-sac, this beautifully renovated contemporary home offers privacy, modern comfort, and the best of Woodridge Lake living. A bright, open floor plan begins with a dramatic double-height foyer and flows into expansive living spaces designed for both everyday living and entertaining. The chef's kitchen features quartzite countertops, a premium Wolf range, and double wall ovens, opening to a dining area with custom built-ins and a sunroom with radiant heat and a wood stove-ideal year-round. Large windows bring in natural light and views of protected land, while decks and a screened porch create inviting outdoor spaces for meals together, play, and relaxation. Upstairs, a vaulted bonus/media room offers flexible space for a home office, playroom, or retreat. The primary suite is a private sanctuary with its own balcony and a spa-like bath featuring an infrared sauna. Additional highlights include 4-zone heating, hardwired high-speed data throughout, a mudroom with built-ins, gas line for outdoor grilling, and high-end finishes throughout. Enjoy a true lake community lifestyle at Woodridge Lake, with access to a private clubhouse, pool, fitness center, tennis, pickleball and basketball courts, playground, boat slips, kayak racks, and four private beaches (including 2 dog-friendly). From summer concerts and holiday gatherings to peaceful days on the water, this is resort-style living in one of Litchfield County's most sought-after communitie

17 Dresden Ct W, Goshen

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