Refine Search
Sort by
190 Charter Oak Dr, Watertown
$695,000
4 Beds ⋅ 4 Baths ⋅ 24186419 MLS
Hard to find 1st floor 3 room in-law setup in this 9 room custom built brick split level home on a private and level 1.38 acre lot in a quiet Guernseytown subdivision minutes from town and hand-crafted in 1985 by a builder who intended it to outlast other homes. There is a total of 4 bedrooms and 4 full bathrooms in this unique European style multi level home with an attached 2 car oversize garage, a covered front porch with a balcony above off the 2nd floor and a fabulous rear covered patio all done with a level of architectural detail and craftsmanship that the current market simply does not produce. The main level is organized for real life; a living room with a fireplace, a large dining room with a slider to the patio, a full bathroom, and an eat-in kitchen generous in every dimension with loads of cabinets and counter space & GE Profile appliances. The upper level has 3 good size bedrooms and 2 full bathrooms, one with a steam shower. The ground level 3 room in-law is a proper, fully realized suite - built into the home from the beginning, designed to be lived in with dignity and independence with a full kitchen with appliances and garage access. There is a full basement under the main house for plenty of storage area with an unheated finished rec room. Other amenities include underground utilities, 2 split air conditioning units, an automatic Generac generator, a Vigilant cast-iron stove in the foyer, custom brick work making this an inviting and carefree residence.

190 Charter Oak Dr, Watertown

28 Birden St, Torrington
$438,800
5 Beds ⋅ 4 Baths ⋅ 24188637 MLS
Welcome to this spectacularly renovated 5-bedroom, 3.5-bathroom home on Torrington's highly desirable west side-a property that also qualifies for a lower interest rate through CHFA for eligible buyers! For all practical and functional purposes, this is a brand-new house, meticulously upgraded with all-new insulation and sheetrock. The bright, open-concept main floor flows seamlessly into a stunning brand-new kitchen appointed with custom cabinetry, stone countertops, an elegant marble-look backsplash, and a premium suite of stainless steel appliances. Offering incredible flexibility, the layout boasts two luxurious primary bedroom suites-one conveniently located on the main floor and a second private retreat upstairs. Comfort and luxury are prioritized throughout, featuring a brand-new, high-efficiency mini-split heating and cooling system and 3.5 completely reimagined bathrooms that showcase bespoke tilework, modern vanities, and custom walk-in showers. Upstairs, incredible architectural details await, including a spectacular vaulted room with rustic exposed wood beams that perfectly contrast with the home's pristine modern finishes. Complete with a very large, newly built deck overlooking a private backyard, this turnkey masterpiece offers effortless modern living and is ready for its new owners.

28 Birden St, Torrington

71 Hospital Hill Rd, Sharon
$675,000
2 Beds ⋅ 1 Baths ⋅ 24187245 MLS
This c. 1880 Colonial is nestled in the heart of the Village of Sharon. Thoughtfully restored from top to bottom, it is a truly turnkey offering that seamlessly blends Founding Era character with modern comfort. Inside, warm, inviting living spaces are filled with natural light and include a well-appointed kitchen with breakfast nook, two bedrooms, one beautifully finished bath, a living room and formal dining room. There is an additional room downstairs plus a dedicated laundry room. Every detail of the renovation was carefully executed to preserve the home's historic charm while introducing the quality, efficiency, and craftsmanship expected in a modern residence. Recent improvements include a new roof with custom gutters, new mechanical systems, fully restored windows, and a complete professional repaint. Designed to embrace its exceptional setting, the rear porch captures sweeping southern views across the surrounding landscape. Professionally landscaped grounds feature orchards, formal parterres, and mature gardens that provide year-round beauty and a peaceful sense of retreat. Rarely does a historic home offer such a complete restoration in one of Sharon's most desirable locations. With timeless architecture, beautifully curated gardens, and exceptional outdoor living framed by expansive southern views, this is a home of enduring beauty and effortless livability.

71 Hospital Hill Rd, Sharon

133 Painter Hill Rd, Woodbury
$395,000
24187054 MLS
Nestled along one of Woodbury's finest country roads, this exceptional 2.53-acre parcel offers a rare masterclass in privacy and natural beauty. Located just moments from the Roxbury town line, the gently rolling landscape is framed by mature trees and directly abuts the Arthur Miller Preserve and the Frank and Ellen McCort protected Land Trust. Positioned just two homes away from the historic Calder Estate, the setting creates an extraordinary sense of quietude and absolute seclusion. The property features a magnificent all-season running stream with its own natural waterfall, dramatically enhancing the native wildlife and scenic beauty of the area. Enveloped by the timeless allure of Litchfield County, this land offers an ideal canvas for an architectural masterpiece, a private weekend retreat, or a magnificent legacy estate. Its pristine setting, open spaces, and dramatic yet intimate feel provide the perfect balance of country elegance and everyday livability. Peerless privacy, a coveted location, protected surroundings, and an immediate neighborhood of significant homes make this a compelling opportunity in one of Connecticut's most desirable country settings-just minutes from the refined charm of Roxbury and Washington, and approximately 90 minutes from NYC.

133 Painter Hill Rd, Woodbury

67 N Main St, Kent
$1,195,000
4 Beds ⋅ 3 Baths ⋅ 24179647 MLS
Steeped in history and radiating timeless elegance, this 1870 Victorian masterpiece stands as one of Kent's most grand and storied residences. Boasting a striking architectural facade, this magnificent home welcomes you into its grand entrance, featuring soaring ceilings and beautiful woodwork that flows throughout the entire property. Throughout its rich past, this versatile estate has been cherished both as a luxurious private residence and as a welcoming bed and breakfast. Today, it stands ready for its next chapter, offering multiple rooms across the premises and an incredible canvas for the next owner to bring their own vision and elevate it to its next level of brilliance. Location is everything. Situated right in the heart of the vibrant Kent Village center, this property offers unmatched walkability. Step outside your door and immerse yourself in the town's renowned culture-just a short stroll to world-class art galleries, gourmet restaurants, boutique shopping, local museums, and premier antiquing. Whether you envision a spectacular, expansive private compound, a boutique hospitality venture, or an elegant live-work space, the possibilities here are as vast as the home's rich history. Don't miss the rare opportunity to own a true piece of Kent heritage and define its next great era. Schedule your private showing today.

67 N Main St, Kent

77 Westbury Park Rd, Watertown
$379,000
4 Beds ⋅ 2 Baths ⋅ 24187591 MLS
Investors delight! A Prime, downtown located, aesthetically appealing, 1500 sf+, 2 family w/ ample off street parking, just oozing with potential! This 1915 home has stood the test of time and welcomes your finishing touches to restore her luster to generate optimal passive income. Previously utilized as a single family residence, this balanced estate can easily be converted back with minimal investment. Each unit offers a main level eat in kitchen, a generous family room with front porch access, and spacious rear sunroom. Units upper living space adorns 2 commodious bedrooms and full bathrooms. Bring your vision as you convert and transform this home to optimize investment income! This jewel of an investment is ripe for the taking!

77 Westbury Park Rd, Watertown

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

752 Lake Dr, Winchester
$1,550,000
4 Beds ⋅ 3 Baths ⋅ 24187886 MLS
Experience the best of lakefront living with breathtaking views, spectacular sunsets, and exceptional outdoor spaces. This amazing waterfront home features a brand-new 100' x 14' Brazilian hardwood deck, a 35' x 6' stationary Trex and steel dock, and a private cabana-perfect for relaxing, boating, swimming, and entertaining. Soak in panoramic water views from multiple vantage points, including the expansive patio, upper wraparound deck, front sunroom, and many windows throughout the home. The interior also offers numerous updates, including renovated kitchens and bathrooms, beautiful hardwood flooring, and an open-concept main living area with a cozy fireplace. The inviting layout provides the perfect setting for everyday living and entertaining. A finished lower-level studio apartment adds valuable versatility, offering ideal guest accommodations, a private retreat, home office space, or potential rental income opportunity. Don't miss this exceptional waterfront property offering the perfect blend of comfort, updates, and year-round lake enjoyment!

752 Lake Dr, Winchester

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

31 Church Hill Rd, Washington
$675,000
2 Beds ⋅ 2 Baths ⋅ 24187056 MLS
Escape to the charm & tranquility of Washington in this beautifully maintained 1939 home, the perfect country retreat for weekend escapes or year-round living. Offering 1,270sf, 2 bedrooms & 1.5 baths, this inviting residence combines timeless character w/ the modern comforts today's buyers seek. Inside, a welcoming living room w/ a fireplace sets the tone for cozy weekends & relaxed evenings. The formal dining room is ideal for gathering w/ family & friends, while the spacious eat-in chef's kitchen provides the perfect setting for leisurely breakfasts before exploring the area's scenic beauty, hiking trails, boutiques & restaurants. Thoughtfully updated over the years, the home features replacement windows installed in 2016, updated dual-propane HVAC & central air, ensuring comfort in every season. Original details & vintage charm remain beautifully preserved. Fenced gardens, mature landscaping, charming stone walls & a lovely stone patio invite outdoor entertaining, morning coffee, or quiet afternoons surrounded by nature. Lovely antique barn in need of renovation. Whether you're looking for a sophisticated weekend getaway from New York City or a full-time residence rich in character, this special home offers an exceptional opportunity to enjoy the beauty, charm & slower pace of one of Connecticut's most sought-after towns. Numerous additional improvements & updates reflect years of attentive stewardship & pride of ownership.

31 Church Hill Rd, Washington

438 Hill Rd, Thomaston
$329,900
3 Beds ⋅ 1 Baths ⋅ 24185302 MLS
Discover the perfect blend of privacy, comfort, and modern updates in this charming 3-bedroom, home, ideally situated in a prime Thomaston location overlooking protected government forest land. Enjoy peaceful wooded views and the tranquility of nature right from your backyard. Inside, you'll find a beautifully updated kitchen featuring granite countertops, modern cabinetry, and plenty of workspace. The warm and inviting living area offers rich oak flooring and a cozy fireplace, creating the perfect gathering space throughout the seasons. The updated bathroom includes a luxurious rainforest shower, adding a spa-like touch to your daily routine. Additional highlights include propane heat for efficient comfort, a one-car garage, and thoughtful updates throughout that make this home move-in ready. Whether you're looking for a peaceful place to live or a private escape surrounded by nature, this exceptional property offers the best of both worlds-conveniently located while feeling miles away from it all. Property to be sold in as is condition. See listing agent.

438 Hill Rd, Thomaston

245 Cherry Ave Unit A24, Watertown
$205,000
2 Beds ⋅ 2 Baths ⋅ 24187354 MLS ⋅ Highgate BLDG.
Welcome home to this spacious, two-bed, two bath, upper level end unit in a quiet, peaceful complex! Enjoy well-maintained grounds, open fields, scenic views, and a swimming pool that is perfect for summer. Find a beautiful built-in entertainment center/bookshelf/display case built and installed by the current owner. A roomy kitchen overlooks an open lawn. Two large bedrooms both have ample closet space and large windows to let in a lot of natural light! A small hall between bedrooms has a full bathroom, while the main bedroom has its own full bathroom. Find extra storage space in a walk-up attic. Relax in a large living/dining area. The Highgate complex is located in a pretty, small-town, picturesque neighborhood. Come make this home your own! Minutes from highways for commuters, shopping, schools, restaurants, recreation, local lakes, and more.

245 Cherry Ave Unit A24, Watertown

230 South St, Plymouth
$289,900
2 Beds ⋅ 1 Baths ⋅ 24185524 MLS
Opportunity awaits with this classic Cape-style home set on a 1+ acre lot in Plymouth. Offering 2 bedrooms with an expandable second floor, this home provides the perfect chance to add living space and build equity while making it your own. Inside, you'll find oak hardwood flooring, living area, and a walk-in shower for added convenience. The home is equipped with warm-air, oil heat, city sewer, and a full, usable basement that offers excellent storage, workshop space, or future possibilities. Outside, the two-car garage and generous yard provide plenty of room for vehicles, hobbies, gardening, or outdoor entertaining. With solid bones, desirable features, and a peaceful setting, this home is ready for your personal updates and vision. If you are someone looking for a property with potential, this is a wonderful opportunity to create the home you've been dreaming of.

230 South St, Plymouth

241 Hoop Pole Hill Rd, Woodbury
$399,000
3 Beds ⋅ 3 Baths ⋅ 24099709 MLS
INVESTORS TAKE NOTICE!! A rare opportunity to bring your vision to life in beautiful Woodbury. 3BR, 2.5 bath Cape just over 2,000 square feet of comfortable living space with endless potential. This home includes hardwood floors throughout. A dedicated home office with custom built-in shelving. Large living room with pellet stove and a spacious mudroom with vaulted ceilings, laundry hookups, and a large walk-in pantry. The property sits on 1.5 acres, complete with an in-ground pool and safety fence. Whether you're looking to restore its original charm or add your own personal touches, this home presents an excellent opportunity to build equity in one of Litchfield County's most sought-after communities. New windows, siding and gutters in 2024. The property is being sold "AS IS." PRICED TO SELL!!

241 Hoop Pole Hill Rd, Woodbury

839 Main St Unit 68, Torrington
$169,999
1 Beds ⋅ 1 Baths ⋅ 24187403 MLS ⋅ Warrenton Mill BLDG.
"Major price improvement - Motivated seller. "Wake up to the sound of the river..."Welcome to the historic Warrenton Mill-where industrial charm meets modern comfort in this stunning New York-style loft condominium. Wake up to the peaceful sound of the river flowing just outside your window and enjoy breathtaking natural light pouring through dramatic two-story windows that fill the entire space. This beautifully updated unit features exposed brick walls, original wood beams, soaring ceilings, and an open-concept layout that creates a warm and inviting atmosphere. The kitchen is equipped with new stainless steel appliances, and the home also offers new flooring, making it truly move-in ready. The spacious upper-level loft provides flexible living options-perfect as a second bedroom, home office, guest space, or creative retreat. Combining historic character with modern convenience, this one-of-a-kind home includes in-unit laundry and all the unique charm buyers are looking for. Experience loft living at its best in one of Torrington's most distinctive and sought-after mill conversions.

839 Main St Unit 68, Torrington

374 Migeon Ave, Torrington
$329,900
5 Beds ⋅ 2 Baths ⋅ 24183580 MLS
Welcome to this remodeled 2 family home. Located close to schools, fine dining, Warner Theater, shopping centers, medical facilities and more to explore just minutes away. Great property for investment or owner occupancy. Plenty of parking spaces, privacy fenced yard. Natural gas on street, public utilities. New roof (8 yrs. old) Vinyl sided. The 1st floor has 2 bedrooms, 1 bath, includes a large living room/dining room combo with a well-equipped kitchen, & storage with access to the shared basement for additional storage space. The second floor is a duplex apartment (2nd and 3rd floors) which has a large living room/dining room, a well-equipped kitchen, 1 bath, 3 bedrooms (one on the 2nd floor & 2 bedrooms on the 3rd.floor) Come and take a look!

374 Migeon Ave, Torrington

125 Farmstead Ln, Torrington
$449,900
3 Beds ⋅ 2 Baths ⋅ 24185808 MLS
Nestled on a quiet cul-de-sac in the desirable Upper East End, this charming Gambrel-style Colonial offers timeless farmhouse character, warmth, and versatility. Featuring 3-4 bedrooms and 2 full baths, this inviting home with beautiful wood beams in areas, rich chestnut-toned hardwood floors, and abundant natural light throughout. Enjoy your morning coffee on the welcoming covered front porch - just steps inside to a spacious room w/exposed beams and door leading to the deck & pool. The spacious living rm features a fireplace & beautiful wood flring, while the eat-in kitchen showcases a mix of ceramic tile and hardwd flring w/grey cabinetry w/perfectly coordinating quartz counters & overlooks the expansive backyard & pool. A first-floor bedroom near-by to a full bath provides an ideal option for single-level living or guests. Upstairs offers two additional bedrooms & a second full bath. An additional room w/private entrance offers endless possibilities on main level; home office, four-season sunroom, studio, or flexible living space. The LL is partially finished/perfect exercise rm! The spacious backyard, deck & pool create the perfect setting for entertaining and relaxing. Located on one of the area's most charming streets with minimal traffic and beautifully maintained homes - enjoy a peaceful neighborhd just minutes from shopping,restaurants,schools, & everyday conveniences. A home filled w/warmth,character & endless possibilities -- Don't miss this Upper East End GEM!

125 Farmstead Ln, Torrington

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

331 Town St, Cornwall
$195,000
24185254 MLS
Providing both privacy and ample sunlight on one of the town's most desirable roads, this 4-acre Town Street lot in West Cornwall is just minutes from Cream Hill Lake and primed for your creative ideas. An expansive colonial-era meadow is decorated with historic stonewalls, paying tribute to its agricultural history. This land has already been perc tested for a 5-bedroom residence. A driveway opens into this selectively cleared area, laying the foundation and landscape for you to create your customized country retreat. Experience Cornwall's Hammond Beach or Cream Hill Lake Association in the summers and enjoy skiing at Mohawk Mountain during the winter months. The town is also interwoven with picturesque hiking trails and boasts a robust network of farm-fresh produce. Additionally, the Housatonic River flows through the villages of Cornwall, offering some of the finest paddling and fishing opportunities in the region. Enjoy all that Litchfield County has to offer from this rare Cornwall opportunity.

331 Town St, Cornwall

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.