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35 Schoolhouse Rd, Roxbury
$3,250,000
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
65 Stockyard Ct, New Milford
$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
144 Salmon Kill Rd, Salisbury
$3,175,000
4 Beds ⋅ 4 Baths ⋅ 24207013 MLS
Set on prestigious Salmon Kill Road, this exceptional four-bedroom property blends refined luxury with the beauty and tranquility of its natural setting. With a seamless flow of indoor and outdoor living, this exceptional home pairs high-end finishes with an inviting sense of warmth throughout. The main level is designed for both everyday living and effortless entertaining, featuring a gracious living room with a fireplace, a comfortable family room with a woodstove, and a charming three-season porch that wraps around the eat-in kitchen. Abundant gathering spaces and a natural flow to the outdoors create an atmosphere that is both elevated and welcoming. The stunning primary suite is a private sanctuary, featuring two generous closets and a luxurious bath with a soaking tub overlooking the river-a truly special setting to begin and end the day. Two additional bedrooms and a full bath complete the second floor, one of which includes a private loft. A separate guest cottage provides exceptional flexibility, with a studio or workshop space below and a dramatic glass garage door opening toward the yard, ideal for an artist's studio, home office, or entertaining space. A heated in-ground saline pool anchors the beautifully landscaped grounds, surrounded by expansive lawns, mature trees, and meandering river views that create a private enclave.

144 Salmon Kill Rd, Salisbury
5 Kielwasser 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
10 Sunny Ridge Rd, Washington
$3,095,000
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
920 Main St S, Woodbury
$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
77 Beaver Dam Rd, Salisbury
$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
16-18 Laurel Way, Norfolk
$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
124 Botsford Hill Rd, Roxbury
$2,900,000
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
00 Kennedy Dr, Torrington
$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
59 Painter Ridge Rd, Washington
$2,895,000
5 Beds ⋅ 4 Baths ⋅ 24205845 MLS
A rare and remarkable opportunity to own a piece of history. Part was originally built in 1810, and this exceptional 3,844-square-foot residence has been thoughtfully reimagined around a stunning great room with soaring ceiling, a dramatic fireplace, magnificent oak floors, and an abundance of natural light. Original architectural details celebrate the home's rich past while creating an inviting house for modern living. The five-bedroom floor plan includes a guest room on the main level, a formal dining room with subtle built-in storage cabinets, a third floor study, and gracious spaces filled with character. The transformation was guided by exceptional professionals: architect Rick Moisan and landscape designer Wes Rouse, each bringing extraordinary vision and artistry to the property. Set on seven park-like acres, the grounds are truly magical, with established gardens, a swimming pool, and a tennis court. A cozy one-bedroom cottage with a detached two-car garage add flexibility for guests, a studio, or extended family. The tennis court awaits refurbishment, while the kitchen and bathrooms offer an opportunity for the next owner to revamp these spaces. Light-filled, gracious, and utterly distinctive, this is a property with soul, history, elegance and presence. They simply don't build them like this anymore.

59 Painter Ridge Rd, Washington
167 Beebe Hill Rd, Canaan
$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
81-B Geer Mountain Rd, Kent
$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
Upper Church Hill, 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
220 Painter Hill Rd, Roxbury
$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
162 Hutchinson & Mike Road Parkway, Litchfield
$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
1490 Echo Lake Rd, Watertown
$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
196 Hageman Shean Rd, Goshen
$2,455,000
4 Beds ⋅ 4 Baths ⋅ 24215210 MLS
Nestled on 46.35 acres & down a 850 foot private driveway sits this 4 bedroom 3 1/2 bath farmhouse, with barns, fields, pond & brook etc. This home offers an upper level primary suite with walk-in closet and private bath w/ 72 inch ceiling fan & balcony. There's a bedroom suite on the main level with private bath, there's two more upper level bedrooms that share a bath in the hall. The living room offers oak flooring, stone fireplace, 72 inch ceiling fan. The Kitchen has granite counters with brand new Zline signature series appliances, quarry tile , there's an office and den on the main level as well, along with a enclosed four season room w/ pellet stove. The barn w/tack room has 5 horse stalls, hay loft and rubber horse stall mats in each stall and center walkway. It can be Easily turned into a party barn if needed. Along with fields and pasture, there's riding trails throughout the property. Over 25 apple trees and a rose garden. around the patio, owners use it as an outdoor living room with fireplace. there's a in-law apartment over the 3 car garage, with Full kitchen electric stove, refrigerator & dishwasher. Livingroom w/cable, carpet. Large bedroom w/ walk-in closet separate laundry, heating and cooling, private side entrance. there's a small drive thru equipment barn.

196 Hageman Shean Rd, Goshen
547 Under Mountain Rd, Salisbury
$2,450,000
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
360 West, Goshen
$2,400,000
3 Beds ⋅ 4 Baths ⋅ 24205237 MLS
Meticulously renovated less than five years ago, this breathtaking waterfront home is absolute perfection. Nestled on 1.19 professionally landscaped acres, the property is thoughtfully designed to maximize its stunning natural setting. Upon entering, your gaze is immediately drawn through the open floor plan to a dramatic wall of windows framing panoramic water views. A striking stone fireplace pays homage to the site's original 1920s cottage, while the rest of the home has been completely rebuilt with exceptional taste and uncompromising quality. In addition to the large living room, there is a beautiful kitchen, dining room and breakfast room with custom wall of built-ins including wet bar, coffee station and wine coolers. A pantry, powder room and private office complete the first floor. The upper level features three generous en-suite bedrooms with soaring ceilings. The luxurious primary suite serves as a true retreat, boasting sweeping water views and a private Juliet balcony. Outside, an expansive wraparound deck seamlessly blends indoor and outdoor living. Follow the lovely stone walls and patio down to a charming, screened gazebo perched right at the water's edge. A detached two-car garage-complete with a dedicated potting shed and a versatile gym space-completes the property. Almost all of the systems are recent and there is even a whole house generator. This is a rare, turn-key waterfront dream that truly checks every box.

360 West, Goshen
63 W Mountain Rd, Washington
$2,395,000
4 Beds ⋅ 5 Baths ⋅ 24205642 MLS
Tucked away at the terminus of a quiet dirt road with frontage on a stream, this 13-plus-acre sanctuary delivers absolute privacy alongside uncompromising mid century modern luxury. Approached via a winding scenic driveway, the property opens to reveal sweeping, recently opened panoramic vistas of Nettleton Hollow, complete with a tranquil brook and quintessential Litchfield County countryside. At the heart of the estate is a masterfully updated 1950s residence. Inside, striking vaulted ceilings elevate the freshly painted public spaces, and renovated hardwood floors, all anchored by a dramatic central fireplace with venetian plaster finish. Oversized plate-glass windows pull double duty, bathing the interiors in natural light while perfectly framing the idyllic valley views. The main and upper level feature a remarkably spacious primary suite, alongside two additional bedrooms and three-and-a-half baths. Designed with seamless hosting in mind, the lower level offers a private, full walk-out fourth bedroom suite equipped with radiant heated floors. Outside, southern exposure warms a series of expansive entertaining terraces leading to a 40-foot gunite pool with an automatic cover. Practical luxuries include a dedicated pet-fenced yard, comprehensive mechanical upgrades, generator, and abundant parking for entertaining. This property offers immediate access to nature, sitting just a short stroll from Steep Rock Land Trust's hidden gem, the Johnson Farm Preserve.

63 W Mountain Rd, Washington
171 South St, Litchfield
$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
80 Holmes Rd, Goshen
$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
40 Canterbury Ln, Salisbury
$2,385,000
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
15 Stone House Rd, Sharon
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 24214016 MLS
Magical 1765 Stone Home - As a Pre-Revolutionary War home, it is one of the most important Historic properties in the Northwest Corner of Connecticut. This truly beautiful stone Dutch Colonial, on a side road, offers 5 fireplaces in the Dining Room, Library, Sitting Room, Hallway, and the large Garden Room. Additionally, there are 3 Bedrooms, 2.5 baths, an attached Garage, and a small brick Barn. The Garden Room opens to the stone Terrace and the serene 14 acres, Pond, and view. Bordering Sharon Land Trust land, this special home is close to the Sharon Playhouse, galleries, shops and restaurants, Sharon Hospital, Troutbeck, private schools, and the Wassaic Train Station with service to NYC. This is a treasure!

15 Stone House Rd, Sharon
Spooner Hill Rd, Kent
$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
81 Green Hill Rd, Washington
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 24198440 MLS
Built in 1860 and magnificently renovated in 2016, this four-bedroom, four-bath home has been cherished by its current owners for 46+ years. Prominently set in the coveted Washington Green historic district, this home offers a spacious, open-plan kitchen and dining area designed for entertaining & today's living. A top-to bottom renovation includes electrical and plumbing systems while thoughtfully restoring the home's original character. The 1+ acre grounds feature views over the Green; a splendid flower garden; and a beautifully landscaped, two-level terrace. First settled as Judea and renamed Washington in 1779, the town embodies an enduring New England elegance. Forested preserves invite exploration on foot, while the surrounding landscape delights with magnificent views and spectacular fall color. Lake Waramaug, Connecticut's largest natural lake, is nearby, and New York City is just under a two-hour drive away.

81 Green Hill Rd, Washington
167 Beebe Hill Rd, Canaan
$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
10 Perkins Rd, Washington
$2,295,000
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
Joray Road, Sharon
$2,250,000
24215537 MLS
Unrivaled Hilltop Estate Site. Perched Atop One of Connecticut's Highest Peaks, this Exceptional 72+ Acre Parcel Offers Sweeping, Panoramic Catskill Views. A Gentle Rise through Open Pasture from a Quiet Secondary Town Road Leads to a Dramatic Plateau with Expansive Western Exposures-an Ideal Setting for a Premier Country Retreat. Abuts National Audubon Land on 2-Sides. Simply Exceptional.

Joray Road, Sharon

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