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$895,000
4 Beds ⋅ 3 Baths ⋅ 24172742 MLS
Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are designed for both intimacy and entertaining. A cozy sitting room and a dedicated office/library-complete with a classic fireplace-offer quiet retreats. For larger gatherings, the front-to-back living room, with windows on three sides, is bathed in natural light. At the heart of the home is the remodeled kitchen, which opens to the dining room centered around the original refurbished center core fireplace. Upstairs, four bedrooms await. The primary bedroom offers a new ensuite bath detailed with custom tile. The three additional bedrooms share a fully renovated bathroom with a soaking tub/shower combo. Thoughtfully curated, professionally designed interior furniture and fixtures are available upon request. The property has benefited from extensive renovations that include new bathrooms and kitchen, floor refinishing, a new well, upgraded septic, and more; a substantial list is available upon request.

253 Bacon Pond Rd, Woodbury
$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
$969,000
4 Beds ⋅ 3 Baths ⋅ 24167690 MLS
Mint Hilltop Home with Views and only a short walk to Maple Bank Farm Stand, Toplands Farm and historic Roxbury Center. New Anderson Luxe White Oak Windows. Wood-Burning Fireplace, Vaulted Primary Bedroom with Balcony and Private Bath. Dine or relax on the Flagstone Terrace. Must See!

23 Painter Hill Rd, Roxbury
$595,000
5 Beds ⋅ 2 Baths ⋅ 24172329 MLS
Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest period details: welcoming front and side porches, original wood trim, stained glass windows, and hardwood floors. The full two-story layout features 9.5-foot ceilings and generous room proportions on the first floor, various sized bedrooms on the second, a walk-up attic above, and a full basement below. Sun-filled and tranquil, this home awaits your vision - whether renovation or preservation, the bones are excellent. Nestled in a lovely neighborhood and only minutes away from Norfolk's coveted amenities, this offering is a rare opportunity.

31 Sunset Ridge Rd, Norfolk
$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
$320,000
3 Beds ⋅ 1 Baths ⋅ 24172528 MLS
Nestled on a level in-town lot, this classic Colonial offers timeless charm, solid construction, and endless potential. Featuring three bedrooms and beautiful hardwood flooring, the home provides a warm and inviting layout ready for your personal touch. The front porch is THE perfect seasonal place to unwind after a long day or start your day with coffee! The adorable galley kitchen with convenient main-level laundry adds to the home's functionality, while a detached two-car garage offers additional storage and versatility. While the property could benefit from some cosmetic updates, it has been well maintained and stands on a strong foundation-making it the perfect opportunity to build equity and create your dream home. Located in the heart of Canaan, you'll enjoy the best of small-town living with the convenience of being able to walk right into town. Known for its scenic beauty and rich history, this charming Litchfield Hills community is home to the stunning Great Falls and the unique New England Accordion Connection & Museum Company. Surrounded by nature, outdoor recreation, local dining, and a peaceful rural atmosphere, Canaan offers a lifestyle that's hard to leave once you experience it. Whether you're looking for your first home, a weekend retreat, or a place to put down roots, this property is a rare opportunity to become part of a truly special community.

287 W Main St, North Canaan
$299,999
2 Beds ⋅ 1 Baths ⋅ 24172822 MLS
Welcome to this beautiful ranch style home in Oakville, offering a large open kitchen with granite countertops and an island, with plenty cabinet space and stainless steel appliance. Offering 3 comfortable bedrooms, living room with fireplace, detached 2 car garage with a loft area for office or playroom. A private yard surrounding the home perfect for outdoors activities and entertaining. Property has a shared driveway. Huge reduction on price, seller relocating.

251 Riverside St, Watertown
$314,999
3 Beds ⋅ 2 Baths ⋅ 24172816 MLS
Freshly painted, lovingly cared for, move in ready level ranch with full capability for a home business or additional living space in a finished walk in /out basement! Zoned Local Business. Lower level was a beauty salon for years. Keep cool and help out on heating costs with a very efficient AC/Heat pump mini split system. This home has Real Hardwood floors, a bright and sunny kitchen with open feel and layout. Newer windows, Vinyl Siding for maintenance free living, and don't forget to walk out to your large and private Trex deck with views of light wooded land that is yours! This home is situated nicely on a lot with plenty of space with additional upper terraced part of land perfect for a home garden. Located in a quiet cul-de-sac. Newer roof with gutter guards and Sunbrella sunshade. Updated walk-in shower, and updated bath appointments in both full and half baths. First time being offered for sale since 1961!

86 Bird St, Torrington
$799,000
5 Beds ⋅ 4 Baths ⋅ 24170495 MLS
Welcome to Owls Nest - a peaceful and private retreat tucked away on over 5 acres in the hills of Canaan in the foothills of the Berkshires. This beautifully maintained colonial offers 4 bedrooms, 3.5 bathrooms, and timeless charm throughout. Upstairs, all bedrooms feature hardwood floors, while the main level boasts 2 wood-burning fireplaces, a spacious living room, a formal dining room, and a cozy study with a stunning stone hearth. The kitchen includes an informal dining area and plenty of storage, making it perfect for both everyday meals and entertaining. It is a chef's delight. Dual ovens w air fryer, induction cook top, stainless hood and a natural live edge wood top. Step outside to enjoy your screened-in porch with ceiling fans, a large private deck w a hot tub, and a tranquil backyard surrounded by nature. The walkout lower level is finished with a full bath, an extra kitchen, and a bonus storage room ideal for a wine cellar. Additional features include a walk-up attic, central vacuum, ceiling fans, and garden spaces that attract gentle wildlife like deer, owls, and turkeys. Located on a quiet street and just minutes from skiing, golf, Lime Rock Park, fine dining, and cultural events, this home offers year-round enjoyment or a perfect weekend getaway. Lovingly cared for and thoughtfully updated by its current owners.Don't miss the chance to own one of Canaan's most serene and special properties. SqFt includes 1340 sqft in finished/heated lower level

11 College Hill Rd, North Canaan
$415,000
4 Beds ⋅ 1 Baths ⋅ 24172181 MLS
Timeless brick home offering classic charm and generous living space throughout. The spacious formal living room features a cozy fireplace and beautiful hardwood floors, creating a warm and inviting atmosphere. A second fireplace in the family room provides additional comfort and flexibility for everyday living and entertaining. The large formal kitchen is thoughtfully designed with stainless steel appliances, including a dishwasher, microwave, stove, and refrigerator, along with a center island perfect for meal prep and gathering. A tiled bath with a convenient washer and dryer adds everyday practicality. Enjoy sun-filled living with two bright bedrooms on the first floor, while the second level offers two expansive additional bedrooms. The lower level includes a versatile family/playroom with yet another fireplace, ideal for recreation or relaxation. Recent updates include new oil hot water heating, new hot water system, and a new oil tank for peace of mind. Additional highlights include a garage with door opener, a new driveway, and owned solar panels for energy efficiency. Step outside to your private backyard oasis featuring a swimming pool and a charming he/she shed-perfect for hobbies, storage, or a quiet retreat. A wonderful opportunity to own a well-maintained home with space, character, and modern updates. ALSO LOOK FOR THE WINE CELLAR added xtrea the solar panels are owned no monthly free free electric again said free electric

5 Sylvan Ave, Plymouth
$895,000
4 Beds ⋅ 2 Baths ⋅ 24172121 MLS
HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 , 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors, to the 12 over 12 Windows and Fireplaces, Displays the Charm & Character in this Residence! For a more Modern Twist, there is a Fully Remodeled Eat-in Kitchen with Quartz Counters, as well as Remodeled Bathrooms. 4 TO 5 Bedrooms, 3 Full Baths, Formal Dining Room & Comfortable Living Room. Spacious Sunken 20' x 21' Family Room with Cathedral Ceiling. Unique Loft offers a Birdseye View to the Family Room. Level 7 Acre Lot Enhanced by Stone Walls and Nice Plantings. Outbuildings include a 30' x 35' 4 Stall Horse Barn with Tack Room & Hayloft. 2 paddocks and a 25' X 30' Storage Building. Mechanicals include Oil Hot-Air Furnace, New propane heat in the sunken living room,200 AMP Electrical Service, Well Water & Septic System. A Quaint and Rural Atmosphere, but within Close Proximity to Major Shopping, access to State Parks, Lakes, Golf Courses, Ski Areas, and Local Arts and Cultural Venues. The Photo Library Partially tells the Story, but prospective Buyers need to Visit / Tour this Lovely Property in order to Appreciate its Attributes!!

469 Platt Hill Rd, Winchester
$725,000
2 Beds ⋅ 3 Baths ⋅ 24171689 MLS
Indian Knolls offers beautifully landscaped grounds and stylish home designs that create an elegant atmosphere in this 55+ community. Situated just a few miles from Litchfield center and a short distance from the chic Bantam hamlet, the location blends convenience with sophistication. Residents enjoy easy access to fine dining, as well as a variety of social, cultural, and recreational amenities, all of which are only minutes away. The community itself is a quiet village of 18 homes, thoughtfully built on sixteen acres bordered by conservation land and the Bantam River. This home features a single-level layout designed for comfort and ease. The living room boasts a cathedral ceiling and a gas fireplace, providing a warm and inviting space for relaxation. Entertaining is effortless in the formal dining room, while the eat-in kitchen offers a breakfast nook and doors leading out to a spacious deck, perfect for enjoying the outdoors. The primary bedroom impresses with abundant closet space and a large bath equipped with a separate shower and tub. An additional bedroom ensuite is finished with wall-to-wall carpet, creating a cozy retreat for guests or family. A full, partially finished basement includes an area set up as an exercise room and provides access to a small patio, ideal for additional outdoor enjoyment. Experience the vibrant lifestyle of Litchfield Hills, with its rich culture, diverse dining options, renowned wineries, libraries, gardens, local farms and craftsmen

26 Seminole Cir, Litchfield
$795,000
4 Beds ⋅ 3 Baths ⋅ 24171805 MLS
IDEAL NORFOLK RETREAT - Easy living is yours in this spacious, bright Contemporary with a 1st floor Primary Bedroom Suite. Tucked into one of the prettiest areas in Norfolk, close to Tobey Pond, Yale Summer Music, Infinity Theatre, and all of the outdoor recreation that the beautiful Litchfield Hills have to offer. Oak flooring, pocket doors, a dramatic vaulted ceiling and balcony, an updated Kitchen, a wonderful Porch and large Deck, two fireplaces, a new heating system, and so much more. Come see for yourself!

150 Sunset Ridge Rd, Norfolk
$800,000
4 Beds ⋅ 5 Baths ⋅ 24171546 MLS
Hidden Estate at High Street: A private Litchfield County retreat offering relaxed country living with exceptional versatility. This secluded country estate features fantastic outdoor spaces, 5 bedrooms, 6 baths, 12x24 salt water fountained pool, pool house and 2 studio apartments. Boasting 4,291 sq ft on 3.69 acres, this secluded oasis is the perfect hideaway to relax and refresh. The heart of the home is the oversized sunlit kitchen complete with granite breakfast bar, 6 burner stove, wall oven, dishwasher and double refrigerators. Kitchen is open to dining room and huge family room with sliders to pool area. There is also a formal living room w/granite fireplace. Upstairs consists of 4 bedrooms including a PBR suite with Juliet balcony and stairs down to the pool. The lower level features a walkout in-law suite with a living area, bedroom, kitchen and a full bath. A studio apartment features a kitchen, living room, bedroom and full bath. The pool area boasts a gorgeous fountain, hot tub, shower, lighting and a cabana with deck. The property is lined with apple, peach and pear trees. Minutes to town center, Route 8, Litchfield and Bantam Lake. Great multigenerational or rental opportunity.

341 High St Ext, Thomaston
$1,945,000
4 Beds ⋅ 5 Baths ⋅ 24161510 MLS
The Stonewall Estate at Dibble Hill: Set across three distinct parcels totaling 19 private acres, this property offers a rare combination of architectural character, natural beauty, and long-term flexibility bordering protected land held by the Cornwall Conservation Trust. At its center, a 4,800+ sq ft contemporary barn-style residence is perfectly sited on 5 acres overlooking a spring-fed pond, framed by classic New England stone walls and thoughtfully designed gardens that evolve with the seasons. A sun-drenched glass entry foyer creates a striking sense of arrival, leading into expansive living spaces designed for both relaxed country living and sophisticated entertaining. The French country kitchen is exceptionally appointed with dual Sub-Zero refrigeration, multiple freezer drawers, and a six-burner Wolf range. The great room is dramatic featuring soaring beam ceilings, a commanding fieldstone fireplace, and four sets of French doors opening to a raised bluestone terrace. A fully enclosed glass solarium offers year-round connection to the surrounding landscape. The home includes 4 bedrooms, 4.5 baths with Waterworks fixtures, Travertine and wide-plank hardwood flooring. Beyond the main residence, a 11.5-acre buildable parcel directly behind the home for privacy and a 1.6-acre parcel across the street; Detached four-car garage with an additional space below. A rare opportunity to create a weekend or full time legacy estate in the Litchfield Hills.

117-118 Dibble Hill Rd, Cornwall
$950,000
3 Beds ⋅ 4 Baths ⋅ 24157035 MLS
Discover modern serenity in this private contemporary retreat nestled on 3.44 private acres. The ascending driveway assures a sense of quiet and seclusion, leading you to a home bathed in natural light from a soaring two-story wall of south-facing windows, this home perfectly blends architectural drama with a peaceful woodland backdrop. The exterior features an expansive, brand new composite deck with its sleek cable railing system--perfect for al fresco dining or quiet mornings. Inside, the light filled, open-concept main level is anchored by 5 1/4" hardwood oak flooring and a dramatic granite gas burning fireplace. A full wall of custom built in's create style and ample storage. The kitchen is designed for functionality with its central island, quartz countertops and new Fulgar Milano induction range and a new LG refrigerator. Retreat to the main-level primary on-suite, which offers its own private deck access via French patio doors. Upstairs, a glass railed loft provides additional flexible space. The fully tiled walk out lower level includes a full bath offering excellent potential for an in law apartment, guest suite or private home office with a 2nd laundry hook up area in the garage. Meticulously maintained and newly painted throughout, this sanctuary is equipped with radiant heat, central air, a main level laundry and a newer water softening system.

28 Garnet Rd, Roxbury
$534,900
2 Baths ⋅ 24171538 MLS
Exceptional redevelopment opportunity at 305 South Street in Plymouth, CT, directly across from beautiful Plymouth Lake. First time this property has been available since 1996. Currently operating as an upholstery shop, this versatile commercial property offers tremendous potential for investors, entrepreneurs, or owner occupants seeking a prime location with future upside. Plans were previously approved by the town to convert the upper level into residential living space while maintaining commercial use below, creating an exciting opportunity for possible single family, multifamily, or mixed use redevelopment. Buyers to perform their own due diligence regarding approvals, zoning, permits, intended future use, and potential benefits under Connecticut Public Act 25-164 encouraging adaptive reuse opportunities for qualifying properties. Property includes lake rights to Plymouth Lake, adding rare recreational appeal and increased desirability. Ideal for live/work space, income potential, retail, office, cafe, boutique shop, office conversion, and more. Rare opportunity in a highly visible and desirable location.

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

34 Black Snake Ln, Bridgewater
$1,499,000
4 Beds ⋅ 4 Baths ⋅ 24166479 MLS
Welcome to Fern House at 168 Fern Avenue-an extraordinary private country estate set on 3.71 picturesque acres in one of Litchfield's most coveted enclaves. Perfectly tucked behind mature landscaping and approached by a graceful circular drive, this quintessential New England retreat offers the rare combination of luxury living, equestrian amenities, and resort-style outdoor spaces just moments from the storybook charm of downtown Litchfield. Spanning more than 3,600 square feet, this expansive contemporary residence is filled with natural light, soaring ceilings, and oversized windows that frame lush views in every direction. A dramatic double-height foyer opens to an airy, open-concept main living area anchored by a stunning floor-to-ceiling fireplace-creating both warmth and architectural impact. Designed for elevated everyday living and effortless entertaining, the chef's kitchen is beautifully appointed with premium appliances including double KitchenAid wall ovens, a five-burner cooktop, dishwasher, pantry, and dedicated office nook, all flowing seamlessly into gracious gathering spaces and a formal dining room. The flexible and thoughtfully designed floor plan offers four bedrooms and three-and-a-half baths, including a desirable first-floor primary suite option.

168 Fern Ave, Litchfield
$740,000
3 Beds ⋅ 2 Baths ⋅ 24171289 MLS
UNIQUE OPPORTUNITY WITH MULTIPLE POSSIBILITIES!!! Located in the classic New England town of Bethlehem on 8.5+ acres this is your opportunity for unlimited potential. Build your own Private Estate, Family Compound, Multi-Family Investment, Business Operations with Offices and Storage, Horse Property, Farm and Possible Residential Development. There are two Residential homes and additional structures that can be re-fit to meet your needs. Existing Structures: Primary Residence - 1,876sf with 3 Bedrooms, 2 Bathrooms; Second Home - 1,100sf with 2 Bedrooms and 1 Bathroom and a 3 Car Garage with a Half-Bathroom. Two additional buildings for storage, hobbies, cars, boats, and all the toys you can fit. Current Use: the owner lives on the property and operates a pet rescue business and the existing Kennels can be very easily removed. There have been many upgrades to all structures on the property.

202 Crane Hollow Rd, Bethlehem
$645,000
3 Beds ⋅ 3 Baths ⋅ 24165212 MLS
QUAIL RUN On the cul de sac - 4 NEW HOMES ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy and BEAUTIFUL! Construction has begun on 2 homes with anticipated completion in August. #94 is a 3 BR, 2.5 BA FARMHOUSE STYLE SPLIT LEVEL with large front porch, oversized 2 car garage, CATHEDRAL LIVING ROOM and finished lower level with laundry room and half bath.

94 Quail Run Rd, Woodbury
$765,000
3 Beds ⋅ 3 Baths ⋅ 24159088 MLS
QUAIL RUN On the cul de sac - 4 NEW HOMES ALL ON FLAT LOTS! They might be what you have been looking for - SMALLER & SMARTER new homes with PRICES TO MATCH. Beautiful 1 acre+ lots on shared common drives surrounded by 12 ACRES OF PRIVATE OPEN SPACE. This is QUINTESSENTIAL WOODBURY - Quiet, woodsy, and BEAUTIFUL! Construction has begun with completion possible in early October. #86 is a 3 BR, 2.5 BA Cape with FULL FRONT PORCH, 2 car attached garage and OPEN BUT LIVABLE floor plan. LL set up for future finishing.

86 Quail Run Rd, Woodbury
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 24170157 MLS
Set on 14+ private acres abutting Connecticut State land, this chic three-bedroom farmhouse offers the kind of quiet that's increasingly hard to find - and interiors that make you want to stay. The main floor is built around an open, light-filled plan that flows naturally from a chef's kitchen, featuring shaker-style cabinetry, butcher block counters, a farmhouse sink, and a professional range, through a generous dining area and into a living room anchored by a fieldstone fireplace. Step outside and relax or entertain on a back deck overlooking the lawn and surrounding forest. A powder room and laundry complete the level. Upstairs, a comfortable sitting area with a second fireplace connects two well-proportioned bedrooms sharing a full bath. The primary suite is a proper retreat: a handsome built-out office, a spa bath with soaking tub, and a walk-in closet done right. Outside, a classic red barn with metal roof adds character and utility. The Litchfield Hills at their best: two hours from Manhattan, with Kent's village life, Appalachian Trail, the Housatonic River, and Mohawk Ski Mountain all within easy reach.

9 Old Paddock Ln, Kent
$649,000
4 Beds ⋅ 2 Baths ⋅ 24169703 MLS
Historic 1762 Farmhouse - Rare Restoration Opportunity Bring your vision to life with this authentic 1762 New England farmhouse, rich in history and full of untapped potential. This 4-bedroom home offers a unique opportunity for restoration, blending original character with the chance to create something truly your own. Featuring classic colonial architecture, the home showcases solid structural integrity and striking original details that highlight its historic charm. While the property is ready for extensive updates, its strong bones and preserved features provide an exceptional foundation for a transformative renovation. Ideally situated in North Canaan, the property abuts a popular golf course, offering scenic surroundings and added appeal for future value. The peaceful setting provides both privacy and a connection to nature, making it an excellent candidate for a full-time residence, weekend retreat, or investment project. Whether you're an investor, renovator, or a lover of historic homes, this is a rare chance to restore and elevate a true piece of New England history.

76 S Canaan Rd, North Canaan
$915,000
4 Beds ⋅ 3 Baths ⋅ 24160643 MLS
Beautifully renovated antique colonial on 4.5 private acres with a tumbling brook. Hardwood floors and original beams throughout, two wood- burning fireplaces, custom lighting, original wide-plank floors in some rooms, and a gorgeous, country kitchen with built-in appliances, including a warming drawer. The formal dining room anchors the heart of the home, with a small private study for multiple uses on one side, and a large living room on the other side. Every room shows loving attention to detail and comfort. Added onto throughout the years, the house flows comfortably. The original cottage, connected by a light-filled inner hallway with hardwood floors, offers a lovely family room or second living room, with a wood fireplace, a full bath that includes an imported English claw-foot soaking tub, and a cozy upstairs bedroom for guests. There are two large barns: one is a combination garage, tool shed, and wood shed. The other, built using the chestnut beams from the original barn on the property, is capacious, with a cement floor and truly endless possibilities. Gorgeous antique stone walls and perennial gardens abound, and the property is private and protected in the back by its natural landscape. Split air conditioning and a generator assist with comfort without sacrificing authenticity. Close to town and 20 minutes to the Ten Mile River Train Station. This home has been beautifully maintained, and will be standing long after any of our new houses are long gone. Turn Key!

221 Segar Mountain Rd, Kent
$1,595,000
4 Beds ⋅ 4 Baths ⋅ 24168858 MLS
Lovingly named "Nid D'Alcyon," French for Kingfisher Nest, by the current owner, this truly enchanting home is rich in history. This beautiful four-bedroom antique, dating to circa 1745, is set on one of Sharon's most scenic roads and tells a captivating story of life, travel, and love. Nestled within exquisite gardens and surrounded by a serene pond, mature trees, and perennial plantings, the setting is both peaceful and picturesque. The current owner has lovingly stewarded the property for 37 years, thoughtfully enhancing it while honoring its character. With great care, the home was renovated to maximize natural light-an exceptional quality for an antique-through raised ceilings where possible and thoughtfully designed additions that invite sunlight throughout the day. Improvements include central air conditioning, a full-house generator, and an expansion of the original petite footprint typical of antique homes. A first-floor primary suite with vaulted ceiling and en-suite bath featuring a custom fireplace was added, along with a mudroom, sunroom, and chef's eat-in kitchen. The formal living room offers another fireplace and beautifully crafted built-ins, creating a warm and inviting retreat. Every corner reflects exceptional care, seamlessly blending antique charm with modern comfort. This rare offering also includes a heated Gunite pool and barn, all set on five acres overlooking a dreamy pond.

130 Sharon Mountain Rd, Sharon
$645,000
3 Beds ⋅ 3 Baths ⋅ 24170027 MLS
(back on market- purchaser inability to finance) Thoughtfully renovated 1890 Victorian village gem rich in architectural character. Beautifully crafted porches give the home its distinctive presence & serve as gracious extensions of living & dining spaces. Once the residence of Isabella Beecher Hooker & her husband, John, this home has a notable place in Connecticut history. Original details have been preserved & enhanced with substantial modern improvements, including a new kitchen & baths, a rebuilt front porch & roof, a new granite fireplace & brick chimney, a new propane warm-air heating system, central air, a new Viessmann water heater, and insulated attic and basement sills. The kitchen is well-appointed with a Bertazzoni six-burner gas range, Sub-Zero refrigerator, Bosch dishwasher, built-in cabinetry, center island, lit pantry & bar & convenient side entrance. A rear porch provides an ideal setting for grilling & entertaining. Stone wall & walkways are surrounded by established perennial gardens. Add'l features include outdoor electrical access, walk-in ground-level basement, & two-bay garage with second-floor space offering potential for a studio, office, or other uses. Ideally situated w/in walking distance of cafes & the renowned Norfolk Library. Enjoy summer days at Tobey Pond, concerts on the village green, Yale chamber music, nearby hiking trails, & easy access to the Berkshires. A very special opportunity in one of CT's peaceful & most treasured villages

35 Maple Ave, Norfolk
$295,000
3 Beds ⋅ 2 Baths ⋅ 24163896 MLS
A charming and sun-filled split-level ranch ideally situated on a quiet cut-de-sac. Though it does require some TLC to reach its full potential, it has three bedrooms and two and a half baths. This inviting home features gleaming hardwood floors and an abundance of natural light throughout. The open-concept living and dining area creates an easy, comfortable flow - perfect for both everyday living and entertaining. Sliding glass doors from the dining room lead to a spacious deck overlooking an above-ground pool, providing a great setting for outdoor gatherings. The lower level showcases striking black and white tile flooring and a generously sized room with a half bath, offering excellent potential for an in-law setup with walk out access. Set on a gently sloped, lightly wooded lot, the property offers a sense of privacy while still being conveniently located. There are two storage sheds and a new hot water heater as well. Easy access to I-84.

134 Roulin St, Torrington
$239,000
7 Beds ⋅ 3 Baths ⋅ 24169258 MLS
Brand new to the market. Must see large 2 story Colonial featuring 13 rooms, 7 Bedrooms, 3 Bathrooms, Walk up attic and full basement. Includes a 2 story barn. Convenient location in the heart of town lends itself to easy access to many nearby amenities. As an investment this residence also has great potential to convert to a multi family home or could be renovated for commercial office space. The possibilities are endless. The barn has the capability for multiple uses as well such as a workshop, studio, office, storage or to just park vehicles.

Winchester
$1,395,000
5 Beds ⋅ 5 Baths ⋅ 24168618 MLS
Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional preservation and character, having been featured in Early American Life magazine and Historic Homes magazine-an honor that speaks to its authenticity and enduring appeal. This stately five bedroom home showcases original architectural details that collectors and history enthusiasts dream about. Seven fireplaces anchor the home's character across its generous 4,800+ square feet. Five beautifully paneled rooms reveal the craftsmanship of a bygone era, while antique wide-board flooring runs throughout, whispering stories of centuries past beneath every footstep.

30 Hollow Rd, Woodbury

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