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$875,000
24201392 MLS
This is one of the most stunning medium-sized land parcels in NW Connecticut. It's primarily an open field, part of a horse farm, with a tree lined entrance and a 180 degree view of the Taconic mountain range from south to north. Set well off the main road, the building site is relatively flat, with an attractive fence at the perimeters. It's a blank canvas waiting for the right buyer with vision and a sense of pride in the surroundings. Plenty of space for a pool and/or tennis courts, barns, other outbuildings - whatever may be desired, and no tree clearing is necessary. Imagine having this view every day, especially with the colorful fall foliage!

471 2 Undermountain Rd, Salisbury
$875,000
3 Beds ⋅ 3 Baths ⋅ 24201902 MLS
Nestled on a quiet cul-de-sac just moments from the historic Litchfield Green, this classic 1.19 acre Cape Cod offers a perfect blend of comfort and convenience. Step inside to discover a home defined by its thoughtful layout and bright, inviting spaces. The spacious, chef-inspired kitchen is a standout, featuring premium quartz countertops, skylights and a Sub-Zero refrigerator. The main floor boasts gleaming hardwood floors throughout, leading you into a sun-drenched living room anchored by a cozy wood-burning fireplace. For formal gatherings, enjoy the elegance of the freshly painted dining room or retreat to the cozy den-also featuring a fireplace - perfect for a quiet evening. The main floor offers excellent flexibility with a private home office and a convenient primary bedroom suite with a full bath. A true highlight of this home is the indoor pool, accented by sliding glass doors that seamlessly connect to the outdoors, allowing for year-round enjoyment. Upstairs, you'll find two generously sized guest bedrooms and a full bath. Additional features include an attached two-car garage with direct kitchen access, a paved driveway and a beautifully landscaped yard complete with a garden shed. Ideally positioned to enjoy all that Litchfield has to offer including fine dining, local shopping, the farmer's market, golfing, hiking trails and horseback riding. A wonderful opportunity to own a charming, well-appointed retreat.

128 Sheldon Ln, Litchfield
$875,000
4 Beds ⋅ 3 Baths ⋅ 24202477 MLS
Set on 3.29 picturesque acres bordering conservation land, this beautifully maintained and thoughtfully remodeled country Cape is filled with character, custom craftsmanship and modern amenities. The estate-like grounds and versatile floor plan offer privacy, comfort and functionality, including options for multigenerational living. At the heart of the home, the custom country kitchen features granite countertops, a farmhouse sink, stainless steel appliances and handcrafted cabinetry, opening to a sun-filled sitting/living room with a propane fireplace/stove. The generously sized dining room has its own fireplace, distinctive checkerboard wood floors and a bay window, with the versatility to serve as another living area if desired. The main level includes a primary bedroom with private full bath, a second bedroom, remodeled powder room and separate office or craft room. At the rear, the mudroom incorporates laundry and antique chestnut cabinetry, one of the many details that give this home its individual character. Upstairs are two spacious bedrooms, an updated full bath, built-in storage and a large walk-in attic with the potential for future finished space. The walk-out finished lower level adds another dimension to the home, with a fireplace and antique reclaimed pine cupboards and built-ins. This comfortable area lends itself to recreation, a home office or simply relaxing. A substantial unfinished basement provides abundant storage. The grounds are equally impressive.

385 Middle Road Tpke, Woodbury
$875,000
5 Beds ⋅ 4 Baths ⋅ 24200842 MLS
Original owner, large Colonial Home with 4 room, private entry inlaw suite on the main level. Close to town center and schools. 4180 s/f plus the 750 s/f inlaw! Bring on the big multi-generational family! Natural sun filtered house has front and back staircases, large rooms, 9'ceilings, and mostly hardwood. Granite kitchen/ great room open to breakfast nook, family room w fireplace and french doors to rear decking. Formal dining room and living room are a must in this classic style. The entertaining space is oversized so host all the holiday gatherings with ease. Primary suite is HUGE, walk in plus another closet and luxury bath. 3 additional bedrooms and an office. A separate 2nd floor laundry room, also very generous in size. Very level usable yard with a large area off the back deck fenced for dogs. (used to have a pool). Brand new central AC unit, refinished hardwood and fresh paint on the main level. In-law apartment is propane heat/ac

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

122 River Rd, Washington
$875,000
24162335 MLS
Don't miss this rare opportunity to own a mixed use property paired with an established and thriving upholstery business. Offering 2,970 square feet, this building provides flexible space with strong potential for both owner users and investors. The first floor features multiple business offices, three bathrooms, a dedicated storage area, and a 31 by 10 garage bay with convenient overhead door access, ideal for a variety of commercial uses. The second floor is currently home to Ewold's Upholstery and includes its own bathroom, additional storage, and multiple access points, creating a functional and efficient workspace. A deeded easement provides shared access to parking both in front of the property and behind 451 Main Street, known as Dairy Queen, ensuring excellent accessibility for both clients and staff. As an added advantage, the seller is willing to remain for up to 12 months to mentor the new owner of the upholstery business, offering a valuable transition period. Whether you are looking to expand your portfolio or step into a turnkey business opportunity, this property delivers a compelling combination of income potential, flexibility, and built in expertise.

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

193 Stoneybrook Ln, Watertown
$870,000
24183458 MLS
A landmark cultural anchor for over a century, The Colonial Theatre has stood proud in the heart of downtown North Canaan since 1923. Commissioned by a prominent local hotelier as a grand gesture for his wife, who had grown weary of quiet country living, this majestic three-level entertainment center was built to bring world-class vibrant energy to the Litchfield Hills. While its specific uses have evolved over the decades, its core purpose as a celebratory gathering place for the community remains beautifully unchanged. What truly sets this landmark commercial property apart is its remarkable versatility. In addition to housing approximately 400 guests across its two primary floors, the building features completely separate, high-visibility commercial retail units along the street-front facade, offering immediate income potential. Standing outside, you are immediately struck by the iconic, retro marquee; its brilliant neon lights perfectly set the stage for the magic that lies within. Meticulously maintained, the building underwent a comprehensive $1M+ restoration in the early 2000s that faithfully revived its original Art Deco details. Upon entering, a striking custom mural greets you, leading seamlessly to the vintage ticket booth and concession stand. Pass through the double doors into the massive main theatre, where you are met with soaring ceilings, flat tiered flooring, and structural seating for approximately 120 guests (with ample room to add seating).

25 27 Railroad St, North Canaan
$869,999
5 Beds ⋅ 4 Baths ⋅ 24196832 MLS
Classic New England Home with Custom Craftsmanship and Rental Income Set on 1.62 beautifully landscaped acres, this distinctive 14 room Colonial blends classic New England character, custom craftsmanship and remarkable versatility. High ceilings, hardwood flooring throughout, custom moldings and handcrafted architectural details create warmth and character throughout the home. The main residence offers four spacious bedrooms, two updated full bathrooms and an updated kitchen featuring a beautiful cast-iron Le Petit Godin wood-and-coal stove. The large family room includes a propane fireplace, while the living room showcases a striking fieldstone fireplace with a brand-new wood-burning stove insert. A bright upper-level sunroom provides a tranquil setting for reading and relaxing. French doors from the upstairs primary bedroom open to a private second-floor deck overlooking the backyard and surrounding landscape. The finished lower level features radiant heated floors, a breakfast nook, full bathroom, separate washer and dryer, and flexible space for extended family, an in-law arrangement, overnight guests, a home office or private retreat. An attached one-bedroom apartment with its own private entrance, living room, kitchen and full bathroom w/ w/d has provided consistent rental income while maintaining privacy from the main residence. Additional highlights include central air conditioning, replacement windows throughout, a walk-up attic offering generous storage,

43 South St, Morris
$865,000
3 Beds ⋅ 2 Baths ⋅ 24204116 MLS
Updated and easy, low-maintenance living in this charming 3-bedroom, 2-bath single-level home close to Washington Depot with pool! Interior features an updated kitchen and bathrooms, lighting and appliances. New roof and installation of central air, as well as mini-splits in bedrooms. Hardwood floor in family room, wood burning fireplace, doors opening to patio, gardens, lawn and pool. Primary bedroom includes a full bath, double closets and access to the patio. Laundry on main floor for convenience. Two car under house garage with interior access. Only a few miles to shopping and restaurants in the Depot, the village of New Preston, The Mayflower Inn, and the town beach on Lake Waramaug. Turnkey!

123 Old Litchfield Rd, Washington
$859,000
24065338 MLS
This listing is a combination of three legal lots: Lot # 1, 26.72 acres, Lot #3, 25.36 acres, and Lot #4, 10.1 acres, totaling 62.18 acres. This beautiful parcel is surrounded by thousands of acres of state forest. Spectacular views, cleared pastures, woods and total privacy. Driveway is roughed in and drivable.

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

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

82 Westwoods, Sharon
$850,000
3 Beds ⋅ 2 Baths ⋅ 24180161 MLS
Own a piece of history with the distinguished Philo N. Hodge House, a remarkable antique home built in 1833 and proudly added to the National Register of Historic Places in 2024. Rich in character and historic charm, this unique property offers an opportunity to become the next steward of a truly special home. Bring your imagination and vision to this treasured historic property and make it your own. A welcoming foyer greets you upon entry and leads to a spacious formal living room featuring a classic fireplace. The sunroom is complete with a wood-burning stove. Upstairs, you'll find three bedrooms, including one pass-through bedroom that offers flexibility for a nursery, office, sitting room, or guest space. A full bath serves the second floor. The home's unique feature may be the finished walk-up attic, complete with a working sink and endless possibilities as an artist's studio, creative workspace, hobby room, or private retreat. Recent improvements include a professionally installed Connecticut Basement Systems waterproofing system, featuring a new sump pump and dehumidifiers to help maintain a clean, dry basement year-round. Filled with memories, history, and timeless architectural details, the Philo N. Hodge House is ready for its next chapter. Buyers are encouraged to conduct their own due diligence with the Town of Roxbury regarding any regulations, permits, approvals, historic preservation considerations, or future improvements to the property.

47 South St, Roxbury
$850,000
4 Beds ⋅ 2 Baths ⋅ 24183601 MLS
Built in 1854, this 5.91 acre property offers an incredible value impossible to replicate today for the price. The property includes an Italianate stone home with an approx 675 sq foot retail/office room with a separate entrance at the driveway, a 28' x 53' post and beam barn with a full walkout lower level, a large pond, stone walls, incredible perennial garden surround, and a 21' x 45' accessory building with heat - great guest house or in-law potential. Inspired by Tuscan villas, Italianate style homes, usually square and symmetrical, were popular in the late 19th C. in New England. Park-like grounds; large pond has goldfish (see pics). The 3532 square foot main home has potential for an in-home business, or retail shop as it once was. Other potential uses in this highly-visible location include using the barn for farm animals and/or horses. Home has 4 bedrooms, 2 full bathrooms, 3 fireplaces, and approx 435 sq foot foot, renovated, eat-in, sunny kitchen with leathered granite counters and stainless appliances. New oil furnace 2026. Septic recently maintained (new pump, piping, and floats in 2022 by Garrity, no problems since). 50 gallon water heater Oct 2022. Substantial moldings and built-ins, front and back staircases, specialty stainless skylights, and a rooftop belvedere, which looks beautiful lit up at night, atop the well maintained copper roof. Minutes to three towns centers of Woodbury, Watertown, and Bethlehem. Guesthouse has elec.

1917 Main St N, Woodbury
$850,000
24162866 MLS
Welcome to your own nature lover's paradise in the Berkshire foothills! This exceptional 140-acre property offers breathtaking views of Ski Sundown and the potential for multiple home sites with views. A rare opportunity to build your dream retreat or even create a family compound. Abutting the American Legion State Forest and the Farmington River, the existing trails offer endless opportunities to explore, two meandering streams cross through the property adding a soothing soundtrack. Situated on a quiet cul-de-sac, you'll experience a sense of privacy and seclusion that complements the natural surroundings but convenience is not compromised, shopping and highway access are just a stone's throw away. The proximity to Lake McDonough provides endless opportunities for water sports from boating and fishing to swimming and kayaking. Ski Sundown is also close by where winter enthusiasts can indulge in downhill skiing and snowboarding. Don't miss your chance to own a slice of paradise!

13 Dew Rd, Barkhamsted
$850,000
24103089 MLS
Escape to Your Own 116 acres of Paradise in Colebrook, CT! Discover 116 +/- acres of picturesque land nestled along Riverton Road in the heart of scenic Colebrook, Connecticut. This extraordinary property offers a rare opportunity to own a vast expanse of rural beauty, complete with two serene ponds, winding old logging roads, and a mix of standing hardwoods and softwoods that create a lush, natural landscape. Whether you're dreaming of a peaceful retreat, hunting haven, or the perfect setting to build your dream home, this property provides endless possibilities. The tranquil surroundings and stunning mountain views set the stage for a lifestyle immersed in nature. Conveniently located near charming Riverton Village, scenic hiking trails, and countless outdoor recreational opportunities, this land balances rural seclusion with accessibility. Imagine waking up to the serene sounds of nature, exploring your private woods, or designing a home that takes full advantage of the breathtaking views. While the current owner has conducted no testing or site evaluations, the property is a blank canvas for your vision. Buyers are encouraged to conduct due diligence and seek necessary zoning approvals for future development.

82 Riverton Rd, Colebrook
$849,900
4 Beds ⋅ 2 Baths ⋅ 24191163 MLS
Have you been dreaming of breathtaking lake views and a property that is truly special, unique, and turn-key? This exceptional home includes 50 feet of waterfront access with a boat dock and lift, making it a dream for lake enthusiasts! Nestled across from the tranquil First Bay, this beautifully renovated two-family home can be enjoyed as a single-family retreat or an income-generating investment. Featuring modern upgrades throughout, the home boasts C/A, high-efficiency propane furnaces, newer appliances, windows, and siding-all designed for comfort and style. Inside, you'll find gorgeous details at every turn. The first-floor unit showcases a custom rustic kitchen with granite countertops, a Sub-Zero refrigerator, beverage fridge, gas range, and dishwasher. A luxurious marble-accented bathroom with a walk-in shower, two spacious bedrooms, and a large family room with French doors leading to a wraparound covered porch complete this level-perfect for soaking in those incredible views! The second-floor unit offers flexibility, featuring a kitchenette, dining room/office space, two additional bedrooms, and a family room with sliding doors opening to another covered porch-all with the same stunning lake vistas! Addt'l highlights include an oversized two-car detached garage with a carport, a hot tub (sold as-is), a level yard area, and a side deck. Situated just steps from the water, this home provides easy access to all lake activities. Rustic charm meets upscale living!

119 W Wakefield Blvd, Winchester
$849,900
4 Beds ⋅ 2 Baths ⋅ 24191186 MLS
Have you been dreaming of breathtaking lake views and a property that is truly special, unique, and turn-key? This exceptional home includes 50 feet of waterfront access with a boat dock and lift, making it a dream for lake enthusiasts! Nestled across from the tranquil First Bay, this beautifully renovated two-family home can be enjoyed as a single-family retreat or an income-generating investment. Featuring modern upgrades throughout, the home boasts C/A, high-efficiency propane furnaces, newer appliances, windows, and siding-all designed for comfort and style. Inside, you'll find gorgeous details at every turn. The first-floor unit showcases a custom rustic kitchen with granite countertops, a Sub-Zero refrigerator, beverage fridge, gas range, and dishwasher. A luxurious marble-accented bathroom with a walk-in shower, two spacious bedrooms, and a large family room with French doors leading to a wraparound covered porch complete this level-perfect for soaking in those incredible views! The second-floor unit offers flexibility, featuring a kitchenette, dining room/office space, two additional bedrooms, and a family room with sliding doors opening to another covered porch-all with the same stunning lake vistas! Addt'l highlights include an oversized two-car detached garage with a carport, a hot tub (sold as-is), a level yard area, and a side deck. Situated just steps from the water, this home provides easy access to all lake activities. Rustic charm meets upscale living!

119 W Wakefield Blvd, Winchester
$845,000
4 Beds ⋅ 4 Baths ⋅ 24172218 MLS
Discover the timeless charm of this extraordinary circa 1755 Colonial estate in the heart of Sharon, Connecticut. Set on 1.6 picturesque acres surrounded by protected farmland, this distinguished historic home offers 3,846 square feet of living space and an exceptional opportunity to restore, renovate, or thoughtfully modernize while preserving its remarkable architectural heritage. Rich in authentic period details, the home showcases original wood floors, handcrafted moldings, five fireplaces, and enduring craftsmanship. Generously proportioned rooms reflect the elegance and character of the Colonial era. The main level features a library and formal dining room, each with custom built-ins and fireplaces, along with a spacious living room that opens to the patio. A large eat-in kitchen flows seamlessly into a cozy den with a wood-burning stove, French doors to the patio, a full bath, laundry area, and a rear staircase leading to a versatile upper-level bonus space. Upstairs, the primary suite includes a private full bath and fireplace, while three additional generously sized bedrooms offer ample accommodations. A walk-up attic, another full bath and a loft-style flexible space connected to the den by a secondary staircase. Complementing the residence are several substantial outbuildings, including a garage,workshop, and an office with two half baths.

28 Cole Rd, Sharon
$845,000
4 Beds ⋅ 3 Baths ⋅ 24161651 MLS
Privately set at the end of a long drive and surrounded by protected and conservation land, this well-cared-for home offers 16.61 acres, 4 bedrooms, 2.5 baths-a rare combination of privacy, scale, and move-in-ready ease in the heart of Cornwall. The home features a comfortable, classic layout designed for both full-time living and weekend retreat. Light-filled interiors and thoughtful proportions create an inviting atmosphere throughout, while the fireplace anchors the main living space with warmth and character. The setting is what truly sets this property apart. Sweeping mountain views extend across the pristine Coltsfoot Valley. With surrounding land protected, these views remain preserved, offering a level of permanence that is increasingly hard to find. A compelling opportunity to own meaningful acreage with enduring views, privacy, and immediate livability-just minutes from the village centers of Cornwall and the broader Litchfield County amenities.

82 Valley Rd, Cornwall
$825,000
5 Beds ⋅ 3 Baths ⋅ 24200694 MLS
Timeless Top-of-the-Town Treasure! Singular in distinction, appeal & location, this home & its outstanding setting are without compare. An admirable blend of character & comfort, it is beautifully nestled on an unmatched double lot, offering exceptional privacy & outdoor living-all just steps from the Village Green, fine dining, live music, the farmer's market, fun shops & the best of in-town living. Buffered by manicured lawn & hedging & framed by a colorful landscape & long sky views, this eye-catching Colonial with its distinctive dormered wings, offers unique stature & charm. Enter a delightful foyer with an arched entry & richly crafted staircase. The inviting LR features a wide bay window with distant views & a classic FPL. The covered front porch is an idyllic spot for cocktails, entertaining & fireworks show. The cheerful, updated front-to-back kitchen features a bay window, dinette area & convenient side entry; laundry/butler's pantry, along with access to a versatile den & elegant DR. A rear staircase leads up to a guest BR & bath, and a PBR, 3 add'l BRs & bath. An adjacent BR offers potential room for a PBR bath. Hardwood floors, French doors, charming built-ins & delightful details throughout. Well-maintained, period-appropriate baths compliment the homes' authentic character. The naturally protected property reveals a surprising & stunning private retreat, a secluded in-ground pool area, and an ideal back-yard. Att./det. garages; ample parking for convenience.

32 Aspetuck Ave, New Milford
$825,000
24200280 MLS
This beautiful lot, on the most pristine lake in all of CT is now for sale. With 506 feet of direct waterfront, this 5.50 acres is in a neighborhood that rarely becomes available. The leeching fields for a 6- bedroom house are in, although the tank is still to be installed. Surveys, engineering studies, approvals, and an initial rough house plan are available, but need updated approval. A lot of the work has been done, and now simply needs a new owner's vision and execution. This really is special.

Spectacle Ridge Road, Kent
$825,000
2 Beds ⋅ 2 Baths ⋅ 24173167 MLS
Experience the perfect blend of sophisticated design and rural tranquility in Lakeside. This beautifully remodeled cottage has been reimagined with a distinct modern flair, offering a turnkey escape that balances contemporary finishes with the peaceful soul of Morris. This recent renovation has been executed with an eye for style, making it an ideal sanctuary for those seeking a chic weekend retreat from the city or a charming permanent residence. Set on a sprawling 3.68-acre lot, the property offers a rare level of privacy and serves as a true blank canvas for your future lifestyle. The interior radiates a bright, airy energy, featuring contemporary lines and thoughtful details that honor the home's original character. Outside, the vast grounds invite you to explore, garden, or simply soak in the quietude of Litchfield County. The location is a dream for outdoor enthusiasts and foodies alike. You are just moments away from the shimmering waters of Bantam Lake for summer recreation and the expansive trail systems of White Memorial Conservation Center for year-round hiking and exploring. When it's time to head into town, the iconic Litchfield Green is a short drive away, offering world-class restaurants, artisanal shops, and gourmet food markets. Whether you are looking for a minimalist haven or a stylish home base to enjoy the best of Northwest Connecticut, 72 Hickory Hill Road is a masterclass in modern country living.

72 Hickory Hill Rd, Morris
$820,000
4 Beds ⋅ 3 Baths ⋅ 24194494 MLS
A custom made house built in 1984 by its original owners, made even better by the current owners. Located in the heart of the hills of Litchfield County, you will love this 4 bedroom, 3 full bath home in a completely private setting, situated on professionally landscaped 2.25 acres. The main level includes a family room with french pocket doors, a living room with a stone wall wood burning fireplace, corner bedroom, kitchen with granite counters and roomy cabinetry/dining area plus two full baths with laundry and a four season sunroom. The upstairs level consists of a 16 x 18 primary bedroom and office with charming seating area that looks over the private setting. Two additional bedrooms over the family room provide additional space for the whole family. The in-ground heated pool located just steps away from the house is a retreat for young and old alike. The basement with its large storage area, mechanicals and double door access to a two car garage is any crafts persons dream. Additional great sustainable features include passive heating from the sunroom and a whole house generators. Minutes from the towns of Washington, Roxbury, Woodbury and Litchfield. 90 miles to New York City. 3 hours to Boston. Litchfield Country living at its best!

35 Nettleton Hollow Rd, Bethlehem
$819,500
3 Beds ⋅ 4 Baths ⋅ 24194207 MLS
This quintessential Connecticut home with over $240K improvements is nestled on a picturesque very private 2-acre lot bordering the scenic 150- acre Second Hill Reservoir and preserve. This beautifully updated Cape featuring handsome stonework warming both the exterior and interior offers the perfect blend of privacy, nature, and convenience. With 3 bedrooms, 3.5 baths, this home features a flexible floor plan ideal for full-time living or a weekend retreat. The spacious living room with 10-foot ceilings showcases hardwood floors and a stunning stone fireplace, while the bright sunroom invites year-round enjoyment of the surrounding landscape. Two main-level bedrooms offer private full baths, including a primary suite with direct access to the sunroom. Upstairs, an additional bedroom and full bath provide excellent guest accommodation and peaceful hillside views. The partially finished walk-out lower level offers abundant space for recreation, hobbies, or a home office. An oversized detached two-car garage and level backyard complete the package. Located just minutes from New Milford's charming town green, shopping, dining, and hospital, this property is a rare opportunity to enjoy country living with modern convenience. Walking trails, kayaking, fishing, and the beauty of the reservoir are right outside your French doors.

142 Second Hill Rd, New Milford
$819,000
3 Beds ⋅ 2 Baths ⋅ 24182784 MLS
Live Stress-Free in This Income-Producing Equestrian Retreat! Enjoy the best of country living while generating income from your property. Rental revenue from a separate 1 BR apartment and 4 of the 10 horse stalls offers a rare opportunity to offset ownership costs! Situated on 5.76 level acres of open pasture and riding space, this equestrian property is ideal for horse enthusiasts, trainers, or anyone seeking a peaceful rural lifestyle. The horse facilities include 4 barns with a total of 10 stalls, 2 wash stalls, and a 20 x 60-meter riding arena with premium stone dust and sand footing. The grounds offer ample space for turnout, training, recreation, and relaxation, creating the perfect balance of functionality and tranquility. At the heart of the property is a charming 3-bedroom, 2-bath ranch home featuring a windowed kitchen, spacious dining room for entertaining, vaulted ceilings, 2 fireplaces with wood stoves, a WIC, and an oversized lower-level bonus room. Step outside to a private backyard designed for gatherings and enjoyment, complete with a thriving vegetable garden. The 1 BR apartment is currently rented, but can easily serve as an in-law suite or guest quarters. There is also a 3 car garage for the car enthusiast! The possibilities are endless! The present owners, Serenity Farm Horse Rescue, have lovingly cared for this property for years. As their rescue continues to grow, they are seeking a larger facility to support their expansion. Shown by private appt.

92 Minortown Rd, Woodbury
$799,900
5 Beds ⋅ 3 Baths ⋅ 24198737 MLS
Welcome to this beautifully built home, where thoughtful enhancements and gracious proportions come together to create a truly distinctive property in the highly desired town of New Hartford in Litchfield County. Spacious interior and outdoor living areas make this five-bedroom Colonial a perfect setting for endless possibilities. Offering 3,014 square feet across two floors, the home provides comfortable rooms for all desires. Gorgeous cherry floors add warmth and timeless character throughout the interior. All five bedrooms are generously sized and main floor master bedroom with shared family room fireplace. An elegant dining room is adjacent to the kitchen. Two full and one half baths support busy routines . The knotty pine lower level expands living area for exercise or movie nights. Outside, a large deck connects to a terrace-like patio, creating a private oasis for enjoyment and outdoor dining. The hot tub relaxing retreat with the sizable private property leaves room for all activities. A two-car garage provides convenient parking and storage. The newer barn with electricity is an added bonus, with two additional parking bays and storage in the attractive two-story building. It can serve many functions and potentially be finished for additional living space, subject to required approvals. Northwest CT skiing, hiking, biking and swimming attractions are all nearby with schools and shopping very convenient. Ultra desirable gorgeous Litchfield County!

38 Spencer Brook Rd, New Hartford
$799,900
3 Beds ⋅ 4 Baths ⋅ 24193641 MLS
A rare architect-designed custom home where exceptional design and nature exist in seamless harmony. Set within a private 36-acre setting, the home is being offered with 5 acres, with the option to purchase up to 31 additional acres. Nearly 3,500 sq. ft., it is enveloped by mountain laurel, mature woodland and abundant birdlife. Built in 1986 with a wing added in 1999, the home was created to bring the outdoors in with walls of windows, soaring beamed ceilings and abundant natural light, creating the sense of a forest both within and beyond the home. At the heart of the home, a dramatic multi-story brick fireplace anchors the open living, dining and kitchen spaces beneath sweeping vaulted ceilings. The kitchen features an eat-in area, double ovens, gas cooktop and triple sink. The first-floor primary suite is positioned in the newer wing with a spacious bath, oversized walk-in closet and direct connection to home office/study. Two additional bedrooms, 3.1 baths and a 3-car garage complete the home. A 500 sq. ft. finished lower level features a wood stove and full bath. A private drive off Stub Hollow, just one mile from historic Town Hill Road and downtown New Hartford, leads to this peaceful, secluded setting. Close to West Hill Pond, the Farmington River, Ski Sundown and The Shoppes at Farmington Valley. Asking price includes 5 acres. Option to purchase up to 31 additional acres at $13,000/acre; remaining acreage will be donated to a land trust for preservation.

190 Stub Hollow Rd, New Hartford
$799,900
2 Beds ⋅ 1 Baths ⋅ 24195283 MLS
Experience an everyday vacation at 804 W. Wakefield Blvd on beautiful Highland Lake! This exceptional turnkey, year-round waterfront retreat is ideal as a primary residence, weekend escape, vacation home, or income-producing rental. Perfectly positioned on the widest part of Highland Lake's coveted Third Bay, enjoy breathtaking sunrises, panoramic water views, and bald eagles soaring overhead from your expansive lakeside deck. With over $100,000 in owner upgrades, this move-in ready home offers effortless lakefront living with a newer roof, owned solar panels, updated systems, a permanent grandfathered dock, seawall, outdoor shower, firepit, and direct access to motorboating, kayaking, paddleboarding, swimming, and outstanding fishing. A rare additional 0.24-acre lot across the street provides a total of 5 parking spaces perfect for family and guests. Enjoy easy access to Route 8, a short drive to Bradley International Airport, and year-round recreation with nearby Ski Sundown, Butternut Ski Area, scenic hiking trails, wineries, breweries, restaurants, and charming New England towns. This is your opportunity to own one of Highland Lake's most desirable waterfront homes-simply unpack, relax, and make every day feel like a vacation.

804 W Wakefield Blvd, Winchester

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