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$3,600,000
5 Beds ⋅ 5 Baths ⋅ 24183686 MLS
Quintessential Litchfield County Estate on 41+/- acres. Restored 1850's Colonial. Set in private, park-like grounds, overlooking spring-fed pond & meadows w/ views and mature trees. 5-bedrooms, 4.5 bathrooms, eat-in kitchen w/ fp, great room w/ fp and dining room with French doors, family room w/ fp, sunroom with wet bar, library, office, media room, recreational room, porch, 3-car garage, gunite pool, pool house, 4-stall horse barn, tennis court. Riding ring, fenced pastures, wooded trails for hiking etc. Perennial gardens. Property abuts conservation land. Complete privacy. Rare opportunity. Property has only been on the market twice before in past 100 years.

268 South St, Roxbury
$3,495,000
4 Beds ⋅ 5 Baths ⋅ 24201025 MLS
Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this renovated country cottage exudes understated elegance & modern comfort. Main house offers one-level living & turn-key perfection, w/chic kitchen featuring custom cabinetry, stainless steel appliances, it flows seamlessly into the dining room. Dramatic great room w/floor-to-ceiling glass & fireplace anchors the living spaces, opening directly to large deck for effortless outdoor entertaining & picturesque views of the grounds. There are 4 ensuite bdrms, incl a stunning 1st-flr primary suite w/sitting room, gas fireplace, 2 fully built-out walk-in closets, & French doors leading to a private terrace with outdoor fireplace. Cozy library/den with built-ins and a versatile lower-level bonus space are ideal for an art studio or private home office. Add'l highlights incl a steam shower, smart-home features, radiant heat w/hydro-air backup, 2 washers & dryers. Dramatic post-and-beam guest house w/ vaulted ceiling, balcony, & full kitchen sits above a 2 car garage and prep kitchen, offering a private retreat complete w/its own washer/dryer. The grounds are exceptional-mature trees, stone walls, a pond, sweeping lawns, and lush gardens surrounding a heated gunite pool. Expansive porches and terraces provide seamless indoor-outdoor living, ensuring total privacy. Minutes from The Mayflower Inn, town center and close to acres of Roxbury Land Trust. 90 min to NYC.

35 Schoolhouse Rd, Roxbury
$3,200,000
5 Beds ⋅ 7 Baths ⋅ 24203419 MLS
THIS IS THE CROWNING OF ALL YOUR ACCOMPLISMENT. REWARD YOUR SELF WITH 9000 PLUS SQUARE FEET OF A FANTASTIC HOME. SIZE IS EVERYTHING.THE MESUREMENTS ARE REAL. FINALLY A SPACIUOS HOME FOR ALL YOUR WANTS AND NEEDS. SEEING IT IS BELIEVING. DOUBLE THE PLEAUSURE, HALF THE EXPENCES. LET'S MEET AND MAKE THIS DREAM HOME YOUR. LE CHATEAU MAISON

65 Stockyard Ct, New Milford
$3,200,000
3 Beds ⋅ 2 Baths ⋅ 24186522 MLS
Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage, boarder tack lockers, laundry area, and full bath. Safety is enhanced by a commercial sprinkler system. Owned pole-mounted solar panels are installed but are not currently operational. Outside, expansive grass paddocks and a large sand/stone dust outdoor arena provide ample space for training and turnout. Bordering Land Trust property with a river and miles of trails, you can horseback ride or hike directly from your back door. "The Shepaug is one of those rivers that looks like it was painted by someone who had too much talent and not enough canvas." written by Charles Hayes. The Cape-style home features 3 bedrooms and 2 full baths, blending classic New England character with modern comfort. A 2-car attached garage is complemented by a detached 4-car garage, plus an additional detached 3-car garage with a second-floor apartment-ideal for guests, staff, rental income, or a home office.

124 Botsford Hill Rd, Roxbury
$3,195,000
7 Beds ⋅ 9 Baths ⋅ 24163614 MLS
Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and commercial kitchen, maid's quarters, two guest rooms with en suite bathrooms, and 16-car garage. Tremendous Value! The Best Opportunity on the Market!

10 Sunny Ridge Rd, Washington
$3,095,000
3 Beds ⋅ 4 Baths ⋅ 24179865 MLS
Magical Barn-Style Home composed of 3 Barns and a Silo set on a manicured lawn and apple orchard. The 6-acre hilltop setting with views is fully enclosed by a gated deer fence and is in the heart of the Calhoun Street Historic District adjacent to Averill Farms Orchard. Flagstone Terraces, In-Ground Heated Pool, 60 Apple Trees, Blue Hydrangeas and Nantucket New Dawn Roses. Vaulted Cathedral Barn Ceilings, Exposed Posts and Beams, 5 Woodburning Fireplaces, Chef's Kitchen with Viking Gas Range, Sub-Zero Refrigerator. Currently functions as 5 Bedrooms. Hardwood Floors, Central Air Conditioning, 3-Car Garage. The perfect sophisticated country estate!

5 Kielwasser Rd, Washington
$2,995,000
4 Beds ⋅ 6 Baths ⋅ 24163576 MLS
Warren's Landing on the Pomperaug is an extraordinary estate where historic character is centered around a beautifully preserved 1890 Greek Revival residence. The home offers four bedrooms, timeless architectural details, spacious rooms, 4 fireplaces and custom built-ins. The impressive six-barn complex provides exceptional flexibility, featuring a retail shop, extensive equipment storage, a two-car garage, pool cabana and pool equipment building. A newly constructed temperature controlled 3,800-square-foot post-and-beam barn with a half bath and laundry room at the rear of the property further expand the property's possibilities. There are also an equipment/horse barn and riverside cabin. Outdoor living is equally remarkable with a stunning new in-ground gunite pool surrounded by lush landscaping. Designed for both relaxation and entertaining, the grounds include a custom "summer kitchen" with a European-style outdoor pizza oven, gas grill, and screened dining pavilion-perfect for hosting gatherings or enjoying quiet evenings. The 18.3-acre setting includes mature trees, open meadows, scenic walking trails, and frontage along the protected Pomperaug River, creating a private and picturesque retreat. Rich in history yet thoughtfully updated, this rare estate offers an exceptional combination of beauty, functionality, and enduring charm. A comprehensive list of recent improvements is available upon request. Buyer must do due diligence with the town for possible uses.

920 Main St S, Woodbury
$2,995,000
1 Beds ⋅ 2 Baths ⋅ 24103122 MLS
A Premier Estate Parcel Ready for Immediate Construction This exceptional 33.9 acre property on Beaver Dam Road-one of the most scenic addresses in Salisbury-offers a rare opportunity to create a private estate of lasting beauty and value. Surrounded on two sides by protected land, the property enjoys a remarkable sense of privacy and quiet, while being just minutes from the town center. The land itself is a harmonious blend of open hayfields and mature trees, highlighted by a historic copse originally commissioned over a century ago by Frederick Law Olmsted, the renowned landscape architect of Central Park. The setting is both pastoral and refined, with long views, curated plantings, and a serene natural character that evolves beautifully through the seasons. Over the past two years, the current owners have undertaken an extensive series of improvements. A private homesite has been carefully positioned deep within the property, far from the road, offering the ideal location for a one- or two-story residence. A foundation has already been poured, and all the essential infrastructure is in place-underground electric, two wells, approved septic systems for both the main house and a separate carriage house, propane tanks, and whole-house generators-allowing for immediate construction.

77 Beaver Dam Rd, Salisbury
$2,950,000
10 Beds ⋅ 9 Baths ⋅ 24199298 MLS
There are houses that have history, and houses in which history remains remarkably present. Set on six acres in the storied Litchfield County village of Norfolk, 16-18 Laurel Way is an exceptional country estate designed by Alfredo S.G. Taylor, the architect whose distinctive work is woven into the architectural identity of this quietly sophisticated corner of Connecticut. From the moment of arrival, the house reveals an extraordinary level of detail. The front entrance, framed by beautiful leaded-glass sidelights, sets the tone for interiors rich in craftsmanship, proportion, and character. Across an expansive 22 rooms, original architectural elements unfold one after another-handsome millwork, beautifully considered transitions between rooms, intimate corners, and grander spaces designed for gathering. Four fireplaces anchor the interiors, lending warmth and a sense of permanence to a house that feels both substantial and deeply personal. The scale is impressive, but it is the detail that gives the house its soul. Taylor's architecture was rooted in a sensitivity to place, and here the relationship between house and landscape feels particularly complete. Windows frame views of the grounds and gardens, while rooms open naturally toward the outdoors, creating the easy rhythm of a great New England country house. Beyond the main residence, six acres of mature grounds create a private world of lawns, established gardens, and quiet outdoor rooms.

16-18 Laurel Way, Norfolk
$2,899,000
170377116 MLS
INDUSTRIAL PARK (IP) ZONED SITE. THIS 33.6 +/- ACRES IS STRATEGICALLY LOCATED WITHIN A HALF MILE OF ROUTE 8 EXPRESSWAY. EXTENSIVE ROAD FRONTAGE WITH PUBLIC UTILITIES AVAILABLE. NEIGHBORING PROPERTIES INCLUDE MEDICAL FACILITIES, GENERAL OFFICE COMPLEXES, HIGH-TECH COMPANIES. SUBJECT PROPERTY IS ALSO LOCATED IN THE CITY OF TORRINGTON'S "ENTERPRISE ZONE" PROPERTY IS NOTED ON CITY OF TORRINGTON ASSESSORS MAP #135 / BLOCK #002 / LOT #001 ACREAGE IS PRESENTLY TAXED UNDER THE 490 PROGRAM.

00 Kennedy Dr, Torrington
$2,800,000
4 Beds ⋅ 3 Baths ⋅ 24187539 MLS
The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic.

167 Beebe Hill Rd, Canaan
$2,795,000
3 Beds ⋅ 4 Baths ⋅ 24204321 MLS
Tucked on a hilltop in sought-after South Kent, this handsome Colonial offers the kind of privacy and view that rarely comes to market - 14+ acres of quiet woodland framing breathtaking sunset vistas over the Litchfield Hills. Inside, chic interiors balance classic New England character with a modern sensibility. The heart of the home is a true chef's kitchen with soapstone counters, an oversized island with seating, and a butler's pantry for effortless entertaining. It flows naturally into a glass-walled dining room, which in turn opens onto a bluestone patio and outdoor grill station, where the long mountain views take center stage. Both a cozy den and a living room anchored by a fireplace spill out to a screened porch, blurring the line between indoors and out. Upstairs, a serene primary suite is joined by two additional ensuite bedrooms, while the finished lower level adds a fourth ensuite bedroom, laundry room creating flexible space for family and friends, plus a two car garage. Rounding out the property is a handsome detached barn with four stalls, ready to become a party barn, studio, or return to its equestrian roots. A rare offering of privacy, view, and turnkey living in one of Litchfield County's most desirable areas.

81-B Geer Mountain Rd, Kent
$2,785,000
4 Beds ⋅ 4 Baths ⋅ 24167844 MLS
Mid-Century Modern Home with Lake Views | Lakeville, CT - Designed by architect Claude Samton and newly renovated, this true 1960s Mid-Century home pairs original character with modern comfort on Lakeville Lake. Exposed beams, vaulted ceilings, wood walls, and large windows showcase stunning lake views and the surrounding landscape, while the home's distinctive floating metal wood-burning fireplace anchors the open living and dining areas. The main level centers around a new primary bedroom suite with an oversized walk-in closet and luxurious ensuite bath featuring a soaking tub and glass enclosed shower. A second bedroom and full bath complete the first floor's thoughtful layout. Upstairs, two additional bedrooms, a full bath, and an alcove provide flexible space perfect for an office or lounging area. The four-bedroom layout maximizes both privacy and functionality throughout. Outdoor living includes a screened porch, dining terrace, and wood deck with amazing lake views. Set in a private community with direct lake access and shared beach on Lakeville Lake, this Northwest Connecticut retreat sits minutes from Indian Mountain School, Hotchkiss, and the towns of Lakeville, Salisbury, and Millerton.

40 Canterbury Ln, Salisbury
$2,750,000
5 Beds ⋅ 5 Baths ⋅ 24193245 MLS
Discover exceptional luxury living in this beautifully appointed 5-bedroom, 4-bath residence, thoughtfully designed with elegant living spaces, sophisticated finishes, and seamless indoor-outdoor living. At the heart of the home is a spectacular gourmet kitchen featuring a massive zinc-topped center island, top-of-the-line appliances, and a custom walk-in pantry. The kitchen flows effortlessly into the inviting family room, creating the perfect setting for everyday living and entertaining. The formal dining room opens directly onto expansive terraces and breathtaking gardens, allowing gatherings to extend naturally outdoors. The spacious main-level primary suite serves as a private retreat, offering direct access to the terraces, a luxurious dressing area, and two walk-in closets. Multiple sitting rooms, office spaces, and cozy reading nooks provide exceptional flexibility for today's lifestyle, whether working from home, relaxing, or hosting guests. A 1 bedroom in-law apartment above the 3 car garage offers comfortable accommodations for extended family, visitors, or an au pair. The finished lower level expands the living space with a game room, dedicated craft room, and a custom wine cellar designed for collectors and entertainers alike.

44 Painter Ridge Rd, Washington
$2,750,000
24177939 MLS
Ultimate Country Estate Parcel. 44+/- acres with panoramic views featuring southerly and westerly orientation. Classic Connecticut farmland with open meadows and some woods offering an exceptionally private setting in prime location on quiet street close to the village of Washington Depot. Multiple pastures creating separate fields for building and landscape possibilities. Long tree-lined driveway with conduit. Abuts land to be forever protected. Full site engineering complete for main house & guest house. Fully entitled with no easements and ready to create one of the premier estates in Washington. Rare.

Upper Church Hill, Washington
$2,750,000
4 Beds ⋅ 5 Baths ⋅ 24167130 MLS
Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece, appointed with premium appliances, a walk-in pantry, oversized island, and stylish bar. It opens seamlessly to a spacious screened porch with inviting dining and lounge areas. Outdoor living is elevated by an expansive ipe deck that functions as a true open-air great room-ideal for al fresco gatherings. The dining room extends to a charming sunset porch adorned with a pergola and irrigated herb garden. The grounds are equally impressive, with professionally designed landscaping that includes an apple orchard, restored stone walls, and a picturesque pond with cascading waterfall. A striking custom pool features a lap lane, lounging platform, and firepit with integrated stone seating, creating a private resort-like setting. Addl highlights include a 3,000-bottle wine cellar, heated garage, pergola-covered carport, and a newly finished oil-and-stone driveway. Ideally located just minutes from the chic shops & fine dining of Washington and Woodbury. Nearby land trust trails offer plentiful hiking. This turnkey property offers easy access to the very best of Litchfield County! Agent Owner.

220 Painter Hill Rd, Roxbury
$2,595,000
5 Beds ⋅ 5 Baths ⋅ 24201998 MLS
The Yellow House is a warm and gracious country retreat set amid an extraordinary natural landscape at the gateway to the Berkshires. Just minutes from the charming villages of Salisbury, Lakeville, Norfolk, Sheffield and Great Barrington, the property offers easy access to the exceptional cultural, culinary, and recreational offerings of the Massachusetts-Connecticut border. Set against a backdrop of rolling hills, open meadows, gardens, and mature trees, the property was designed to embrace its spectacular surroundings. Light-filled interiors are relaxed and inviting, with expansive views. The grounds offer an exceptional country lifestyle, with an organic vegetable garden, apple orchard, and acres of meadow enclosed by a mowed walking loop. Whether enjoying a morning walk, an afternoon in the garden, or the changing beauty of the seasons, the land is as much a part of the experience as the house itself. Inside, a central kitchen serves as the heart of the home, connecting a thoughtfully arranged collection of spaces including a formal dining rm, living rm, media rm, breakfast rm, and sunroom. The floor plan offers both elegance and flexibility, with wonderful spaces for entertaining as well as comfortable living. The home is officially 5 bedrms, but has flexibility for use as 8 or more bedrms, providing generous accommodations for family and guests. Recent improvements include a new furnace, wood-shingle roof, new gym in the barn, and new hardwood floors on 3rd floor.

547 Under Mountain Rd, Salisbury
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 24201810 MLS
Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 3 lots totaling 63.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly served as a bull barn & calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths & 1 half bath. The Center Hall is flanked by beautifully proportioned Living & Dining rooms with hard wood floors, fireplaces & beams. A cozy Family room has a large fireplace w/a wood-burning stove & original beehive oven, exposed beams, chestnut floors & handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms & an office, including a spacious en suite primary bedroom w/beautiful paneling, original tulip wood floors & WIC; an adjacent bedroom w/a wood-burning fireplace, WIC & dedicated full bath & 2 bedrooms that share a Jack-and-Jill bath. An attached 1-bedroom in-law apartment includes a living room, kitchen & full bath. Offered for the first time in more than half a century, this rare property presents a range of potential uses, enhanced by its multiple outbuildings and irreplaceable location.

162 Hutchinson & Mike Road Parkway, Litchfield
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 24168707 MLS
If you're seeking a private oasis with sweeping views, this exceptional property is the perfect retreat. Set on over 38 acres-28 of which are preserved-you'll enjoy lasting protection from future development and unparalleled tranquility. This expansive ranch-style home features a dozen rooms across two distinct wings, making it ideal for multi-generational living. Throughout the home, refinished oak floors add warmth and character. The library wing offers a stunning, oversized room with a wood-burning fireplace, complemented by two additional rooms and a full bath-perfect for a private suite, office, or guest quarters.

34 Black Snake Ln, Bridgewater
$2,500,000
24132741 MLS
11.96 acres with multi-use zoning, this property is ideal for industrial or residential development and offers unlimited potential. The parcel features a well-maintained split-level home, combining comfort with flexibility for future expansion or redevelopment. Enjoy easy highway access, close proximity to retail and amenities, and the freedom to bring your vision to life.

1490 Echo Lake Rd, Watertown
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 24201468 MLS
Lake Waramaug Shingle & Stone Cottage "Bird's Eye View" is a truly enchanting 1890s cottage, rich in character and thoughtfully updated for today's lifestyle. Perched above Lake Waramaug, the property enjoys spectacular lake views while offering an extraordinary sense of privacy on 2.4 acres, with no road noise or neighboring homes intruding on the setting. The main level centers around a newly expanded luxury kitchen featuring a generous center island with French door access to the deck, creating an effortless connection between indoor and outdoor living. A stylish built-in bar connects the kitchen to the inviting great room, where two distinctive spaces come together-one anchored by a dramatic granite hearth fireplace, and the other a former porch transformed into a charming dining room surrounded by wraparound windows which frame the breathtaking lake view. The home currently offers 3 bedrooms with the potential to add a main-level primary suite and create a 4 bedroom residence. This property truly offers the best of all worlds: an idyllic, private country setting with commanding views of Lake Waramaug, combined with the rare opportunity to enjoy a shared water frontage with a private dock. A golf cart (included in the sale) makes the journey from house to lake effortless. Stone steps lead down to the water inviting endless days of swimming, boating and lakeside enjoyment.

10 Perkins Rd, Washington
$2,495,000
5 Beds ⋅ 5 Baths ⋅ 24180416 MLS
Set in the highly desirable Woodridge Lake community, this bespoke modern home offers a turnkey sanctuary with 7,310 sq ft of total space, including 1,316 sq ft of layered exterior living areas. Wrapped in natural cedar designed to weather gracefully, the residence features 5 bedrooms, 4.5 baths, an office, a two-story sunroom, a flex room, a gym, and a recreation room. Offering incredible versatility, the office and 3rd-floor flex space can seamlessly transition to accommodate up to 7 bedrooms. Exceptional architectural details include a thermal and acoustic vault enveloped by triple-glazed Wythe windows and doors, alongside red oak floors and crisp shadow reveals replacing traditional baseboards. The chef's kitchen boasts waterfall counters and a fully integrated, paneled Miele suite with an induction cooktop, active downdraft hood, and wine storage. Engineered for absolute comfort, the all-electric home utilizes the premier Mitsubishi heat pump system for individual climate control in every room and space. Spa-like baths showcase floor-to-ceiling tile, Schluter radiant heat, Grohe hardware, and TOTO toilets, including a washlet in the primary suite. Outdoor living is highlighted by a 3rd-level penthouse with a wraparound roof deck framing seasonal lake views and beautiful sunsets, a rear deck prepped for a hot tub or outdoor kitchen, a private balcony, and dual porches.

205 E Hyerdale Dr, Goshen
$2,395,000
4 Beds ⋅ 6 Baths ⋅ 24204126 MLS
Lush Bridgewater paradise on over 30+ private acres with commanding distant vistas - enveloped by masterfully curated gardens, specimen trees, exquisite stonework, mature orchards, and verdant rolling meadows - you are truly immersed in nature here. Extensively renovated and immaculate, this home offers the absolute finest in seamless indoor-outdoor living. Centered around a new gunite, saltwater heated pool, picturesque courtyards, peaceful gathering nooks, and romantic walking paths that wind through the extraordinary park-like grounds. Flooded with natural light, the versatile floor plan greets you with a grand two story entry foyer and an inviting front to back living room and family room with a wood stove fireplace. The space flows perfectly into a gorgeous, beautifully renovated open concept kitchen with a massive center island, new quartz countertops, and large wet bar area - all steps away to the expansive outdoor covered ipe decks and entertaining areas. There is a cozy den that leads to a delightful sun room, a gracious formal dining room, powder room, laundry, and access to the attached 3 car garage. Upstairs, the expansive primary bedroom suite offers an exquisitely renovated spa-like bath with radiant floors, large closets, its own laundry area, and a private, heated balcony capturing the breathtaking views. Down the hall, there are additional guest bedrooms, a full hall bath, and a large media room with wet bar and balcony.

4 Sunrise Ln, Bridgewater
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 24203922 MLS
Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

171 South St, Litchfield
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 24178314 MLS
Introducing: Sage Hill The approach to this property is a slow one. Down a curved country road lined with evergreens that shade your path and allow dappled sunlight to light the way. A stone wall curves along the landscape, welcoming you to a drive anchored by a classic red barn. This 1890 farmhouse sits elegantly on a rolling lot, its large front porch making it easy to imagine long evenings watching the sun set with friends nearby. The foyer welcomes you with practicality and warmth. A bench for sitting while removing your boots, hooks for your coat. To the right is a sitting room with a wood-burning fireplace and large surrounding windows, making it a favorite room for humans and plants alike. To the left is the living room, with ample space for entertaining. Bookshelves line the far wall and a fireplace flanks them, making this a natural gathering spot after dinner parties. The dining room is a showstopper: soaring ceilings and detailed molding create a gracious space for holiday gatherings. The kitchen features a large walk-in pantry, a propane stove, a gorgeous decorative antique cookstove, and enough space for a dining table. The room opens beautifully to the pool area, with bluestone surrounding the space and a newly built gunite pool offering respite just steps away. The first floor also offers a full en-suite bedroom that could serve as the primary suite, guest quarters, or an in-law suite.

58 Dibble Hill Rd, Cornwall
$2,395,000
3 Beds ⋅ 3 Baths ⋅ 24174115 MLS
Nestled in the peaceful countryside of Goshen, this exceptional ranch-style estate offers the perfect blend of luxury, privacy, and functionality on more than 12 scenic acres. Featuring 3 spacious bedrooms and 3 full baths, the home is designed for comfortable single-level living with expansive views of the surrounding rural landscape. Step outside to your private resort-style retreat with a heated in-ground pool, relaxing hot tub, and dramatic waterfall feature, all set beneath a covered patio ideal for entertaining year-round. Whether hosting guests or enjoying quiet evenings outdoors, this space delivers a true vacation-at-home experience. Car enthusiasts, hobbyists, and business owners will appreciate the impressive oversized barn/garage with room for up to 11 vehicles, offering endless possibilities for storage, workshops, equipment, loading dock with a lift to the top floor or recreational vehicles. The 5 car garage detached from the house is both heated and cooled and boasts a radiant heat floor. It has a work shop and 2 coolers located in it as well. The house also has 2 bay garage under the house. The other 4 car garage is located on the other side of the house. Surrounded by open land and natural beauty with fruit trees, this rare property combines country serenity with upscale amenities - a one-of-a-kind rural retreat in the heart of Litchfield County.

80 Holmes Rd, Goshen
$2,350,000
24202149 MLS
138 +/- acres of open pasture, mature forest, and rare privacy in South Kent. The land offers multiple potential building sites for a country getaway, along a scenic road with sweeping, seemingly infinite views. A shared driveway crosses the lower portion of the property, providing access to Hatch Pond, great for fishing or kayaking. The upper section features an open 8-acre pasture, with an additional 2-acre pasture nearby. Minutes to Bulls Bridge Golf Club and just a short hop to Metro-North to NYC, this is a rare offering of scale and setting in the Litchfield Hills.

Spooner Hill Rd, Kent
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 24198440 MLS
This four bedroom, four bath, home was built in 1860, magnificently renovated to the highest standard in 2016 and has been in the hands of the present owners for 46 years. Renovation included all new electrical and plumbing systems. Prominently located on Washington Green in the historic district, the interior was restored for modern living retaining the beauty of many of the original details. The large open plan kitchen and dining area is wonderful for entertaining. The one acre plus grounds include a splendid flower garden and a landscaped two-level terrace. Washington, Connecticut was originally founded as Judea, and renamed Washington in 1779. The town is a model of stability and elegant living. Washington Green is a classic New England location in the region, and is just under a two hour drive from New York. Washington is surrounded by forested reservations, splendid for walking. Views are magnificent, fall colors are perfection and the town adjoins Lake Waramaug, the largest natural lake in Connecticut.

81 Green Hill Rd, Washington
$2,300,000
4 Beds ⋅ 3 Baths ⋅ 24187424 MLS
The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor.

167 Beebe Hill Rd, Canaan
$2,299,000
3 Beds ⋅ 4 Baths ⋅ 24190259 MLS
First Time Ever Offered! Private Bespoke Modern Compound in One of Washington's Premier Locations. 21+ Acres in 2 parcels. Centered Around a Brick Courtyard, the Property Includes a 4,000 sq. ft. Main Residence and Separate 1,800 sq. ft. Guest House/Studio Building. The Main House Features 3 Bedroom Suites, 3.5 Baths; a Light-Filled 19+ ft cCeiling Living Room with Fireplace; Dramatic Entry Hall/Gallery with Walls of Glass; Eat-in Kitchen; Formal Dining Room; Library & Office. The Accessory Building Provides Exceptional Flexibility with 1-2 Bedrooms, 2 Full Baths; Kitchenette; Expansive Studio, & Office Spaces. A Gunite Pool is Framed by Mature Landscaping & Formal Gardens. Separate Detached 3-Car Garage with Additional Studio & Storage Completes the Property. Ideally Located Merely 3 minutes to New Preston Village & Minutes to Washington Depot, Lake Waramaug, and Kent.

145 New Preston Hill Rd, Washington

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