Litchfield County Homes with Historic Antique Style

Welcome to Litchfield County, Connecticut, a picturesque region steeped in history and charm. Nestled in the heart of New England, Litchfield County is renowned for its stunning landscapes, vibrant communities, and a rich tapestry of heritage that dates back centuries. With rolling hills, serene lakes, and lush forests, this area offers a tranquil escape from the hustle and bustle of city life, making it a perfect haven for those seeking a peaceful retreat.

One of the most enchanting features of Litchfield County is its collection of historic homes that embody the timeless elegance of antique architecture. From stately Colonial mansions to quaint Federal-style cottages, these homes tell stories of the past while providing modern comforts for today’s homeowners. Imagine residing in a beautifully restored 18th-century farmhouse, complete with original wide-plank floors, hand-hewn beams, and intricately detailed moldings. Each property is unique, showcasing the craftsmanship and character that define this region's architectural heritage.

Living in Litchfield County means immersing yourself in a community that values history and tradition. Explore charming towns like Litchfield, Kent, and Washington, where you’ll find boutique shops, artisanal eateries, and local markets that celebrate the area's rich agricultural roots. Enjoy outdoor activities year-round, from hiking the scenic trails of the Litchfield Hills to skiing in the winter months.

Whether you’re looking for a historic home to restore or a beautifully preserved antique property, Litchfield County offers a captivating blend of history, beauty, and community spirit. Discover your dream home in this enchanting corner of Connecticut, where every street tells a story and every home has a soul.

Newest Litchfield County Homes with Historic Antique Style

$595,000

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24217173 MLS

Step into timeless charm with this classic 1800 New England Colonial in historic Woodbury. Thoughtfully curated wallcoverings weave subtle, boutique elegance and modern personality throughout. The main level offers a bright kitchen with under-cabinet lighting and tiled backsplash, plus space to eat in or host just steps away in the formal dining room. Conveniently situated in the kitchen is a stylishly remodeled half bath featuring marble tile floors. Unwind in the large living room complete with fireplace and built-in bookshelves, or retreat to the freshly remodeled den or home office perfectly positioned off the living and dining rooms. A cozy screened-in porch completes the level. The second floor hosts three bedrooms and two full bathrooms, highlighted by an available ensuite primary retreat. Above, a fully finished, heated third-floor attic offers versatile bonus space with hardwood floors-ideal for a dedicated workout room, play room, or guest suite. Head to the attached two-car garage through a sunlit mudroom, which opens directly to the private back patio and flat, fenced-in backyard. Enjoy unbeatable village convenience with town sidewalk access leading directly to grocery stores, the post office, great restaurants, and the library. A perfect blend of antique character and modern everyday living.

36 Main St S, Woodbury

$2,100,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24214016 MLS

Magical 1765 Stone Home - As a Pre-Revolutionary War home, it is one of the most important Historic properties in the Northwest Corner of Connecticut. This truly beautiful stone Dutch Colonial, on a side road, offers 5 fireplaces in the Dining Room, Library, Sitting Room, Hallway, and the large Garden Room. Additionally, there are 3 Bedrooms, 2.5 baths, an attached Garage, and a small brick Barn. The Garden Room opens to the stone Terrace and the serene 14 acres, Pond, and view. Bordering Sharon Land Trust land, this special home is close to the Sharon Playhouse, galleries, shops and restaurants, Sharon Hospital, Troutbeck, private schools, and the Wassaic Train Station with service to NYC. This is a treasure!

15 Stone House Rd, Sharon

$425,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213218 MLS

Absolutely turn-key, this beautifully updated home blends old world charm with modern day convenience, featuring the most gorgeous wide-plank hardwood floors and a bright, move-in-ready feel throughout! A large welcoming entryway leads into an expansive main-level living room with cathedral ceilings, new flooring, abundant natural light and fireplace with new wood stove insert. A gorgeous custom eat-in-kitchen is recently renovated with quartz countertops, new cabs, appliances and access to front and rear decks. The rear deck overlooks a level, private & sprawling yard. The main level has one bedroom and fully renovated bath. Upstairs you'll find two additional bedrooms and a beautifully renovated full bath with tub. Set on an expansive level lot, this property offers two garages, one attached/one detached boasting freshly paved driveways + enclosed porch. In addition, the detached garage has as separate work shop. EXTENSIVE 2025' IMPROVEMENTS INCLUDE: Interior and Exterior Painting, New Windows (LR/Entry Way), Full House Generator, Septic Tank, Electric Rewiring w/ Modern Touch Dimmers, Washer/Dryer, Decks Repainted, Water Pump, Reinsulated Basement/Garage, New Basement Floor, Tankless Water Heather, (2) Two Driveways Repaved, Garage Door, Wood Stove. This move in ready home is Ideally located near the Sharon Town Green, shops and restaurants, the Sharon Playhouse, Audubon Center, Sharon Town Beach. Only 10 mins to Metro North Train

92 Amenia Rd, Sharon

$579,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24212899 MLS

Set on 2.3 picturesque acres in New Hartford's peaceful Maple Hollow/Bakerville countryside, this restored four-bedroom 18th-century saltbox offers privacy, historic character and convenient access to shopping, dining, recreation and skiing. Beautiful original details include wide kingboard floors, exposed beams, period hardware, four fireplaces and a charming keeping room with an original beehive oven. A standout feature is the spacious accessory living quarters, ideal for extended family, guests or multigenerational living, with a private entrance and its own updated kitchen. This versatile addition includes a dramatic cathedral-ceiling family room with hardwood floors, built-ins and propane fireplace, a sunny sitting room and loft sleeping area. A first-floor bedroom or home office provides additional flexibility. Improvements include a cedar shingle roof, newer Buderus furnace and replacement windows. Surrounded by rolling lawns, stone walls, historic homes and quiet country roads, this distinctive historic treasure offers the best of peaceful country living within easy reach of everyday conveniences, this unique property has it all! You can live in the quiet country yet still be within reach of everything! Don't miss this one!

75 Bruning Rd, New Hartford

$345,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24209784 MLS

Welcome to this charming country cottage, surrounded by beautiful grounds filled with perennial gardens, flowering trees and delicious raspberry bushes. With Bethlehem Land Trust property bordering the rear and across the road, the setting offers a wonderful sense of peace, privacy and connection to nature. Inside, the home is warm and inviting, with a flexible first-floor bedroom currently enjoyed as a cozy TV room. The walkout lower level features a handsome fieldstone fireplace, laundry area, and highly efficient propane furnace and water heater. Outside, a two-story garage/barn has stood the test of time and, with a little TLC, offers plenty of possibilities. Sip your morning coffee or afternoon tea on the front porch and enjoy the relaxed pace of country living-yet leave the car at home! Stroll into the heart of Bethlehem for the library, local dining, shopping, parks and pickleball, or head to Long Meadow Pond for a day at the town beach. Explore the beautiful Bellamy-Ferriday House & Garden, enjoy seasonal Land Trust concerts, or spend the day at March Farm picking fruit, visiting the farm store and taking in one of its popular hilltop concerts with beautiful sunset views. Bethlehem may be known for its peaceful country character, but there is always something to enjoy-from the beloved Bethlehem Fair and Garlic & Harvest Festival to nearby farms and community events. Major shopping and conveniences are just a short drive away. A special home in a truly special setting.

25 Munger Ln, Bethlehem

$849,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208978 MLS

Reader's Digest named Woodbury the "Most Charming Small Town in Connecticut" in 2024 and received the same recognition in 2020 and 2018.That fits this home perfectly. 63 Main St N is an 1850 antique home with a 2002 addition, offering 4 bedrooms, 2 updated bathrooms and 2,662 square feet of delight on 0.36 acres. It has the historic character people expect from Main Street - mahogany-floored wrap-around porch, oak floors, built-ins and fireplaces - while also having an open kitchen/dining/family-room layout, gas log fireplace, first-floor bedroom, updated bath and attached garage. The backyard should be another major focus. It has beautiful stone walls, an outdoor fireplace, new 43" outdoor gas grill, hot tub, irrigation system and a completely flat yard with room for entertaining and potentially a future pool.

63 Main St N, Woodbury

$3,175,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24207013 MLS

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

144 Salmon Kill Rd, Salisbury

$599,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24207451 MLS

The John Cramer House at 10 Weekeepeemee Road is listed on the National Register of Historic Places and is a wonderful example of Greek Revival architecture. Rich in period character, the home features beautiful chestnut plank flooring, nearly 9-foot ceilings, and an original fireplace with a beehive oven. The first floor offers a study, living room, dining room, granite-countered kitchen, and a charming breakfast room with wood stove and half bath. Upstairs are three bedrooms, a full bath with marble counter, and conveniently located laundry. A full walk-up attic leads to a large finished space with additional storage and closet space. An attached shed provides a potting area and stairs to a second-floor loft. Set on 3.09 acres, the property also includes a historic barn with a two-car garage, two horse stalls, and a full second floor. Open field and wooded areas create a peaceful country setting, with elevated views toward the town of Woodbury from the upper portion of the property. Across the road, enjoy seasonal views of the Weekeepeemee River, adding to the charm and character of this special historic property.

10 Weekeepeemee Rd, Woodbury

$749,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204166 MLS

Surrounded by rolling farmland and open meadows, 16 Rhynus Road offers a peaceful country setting in beautiful Sharon, Connecticut. Set on 1.07 acres, the 3-bedroom, 3-bath main home offers 2,595 sqft, an in-ground pool and a separate cottage with dedicated parking. Hardwood floors run throughout, including antique hardwood floors in the original portion of the home. A large bay window fills the living room with natural light. The updated eat-in kitchen opens to the dining room and a spacious screened-in porch-an inviting extension of the living space overlooking the side yard. The family room features exposed beams and a wall of glass doors opening to the updated deck and pool area, while the primary suite has a private deck with stair access to the pool. Upstairs, the current laundry room offers flexible space for a home office or other use if laundry is relocated, and a floored, insulated attic provides generous storage. The renovated 475 sqft detached studio cottage, currently rented for the academic year, features a kitchen, full bath and open living/sleeping space. Updates include the cottage renovation, newly graveled driveway, kitchen upgrades, split heating/cooling, replacement windows and sliding doors, decks, front porch and electrical improvements. A new septic system serving the main house and cottage will be scheduled to installed November. Enjoy a peaceful Northwest Connecticut lifestyle with nearby hiking, lakes, outdoor recreation, arts and culture.

16 Rhynus Rd, Sharon

$1,399,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24203561 MLS

Stunningly renovated 1806 federal colonial estate house in Upper Merryall graciously sited on 1.88 acres of level land. Classic New England Antique exuding elegance, craftsmanship and prominence. Basement to attic restoration in 2020 restored the original wide plank chestnut floors, exposed hand-hewn chestnut beams, 9' ceilings, 6 fireplaces and classic trim back to their 220 year glory. Restoration preserved the antiquity and also allowed for new touches: a modern country kitchen with top appliances; central AC; pampering bathrooms; wine cooler and other of today's amenities. The slate floored sunroom with oversized windows offers both sunlight and views. The formal dining room with exposed beams and fireplace has French doors to the stone terrace. There are two living room parlors both boasting fireplaces and new lighting. The status of the family that built this home is apparent as the exquisite trim work is carried throughout the residence also details each of the three large bedrooms on the second level. There is a whimsical game room with a wet bar at the back of the second floor that conveniently has back stairs to the kitchen. All three full bathrooms are sumptuous with the primary bath situated off the dressing room. More details that one can count here with built in bookshelves, wine cave, huge fire pit, antique windows, locks and hinges.

108 Squire Hill Rd, New Milford

$2,450,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24201998 MLS

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

547 Under Mountain Rd, Salisbury

$1,100,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24201058 MLS

Escape to the quiet elegance of Cobble Hill Farm, a 12.96-acre Greek Revival estate that perfectly balances 19th-century soul with modern luxury. Available for the first time in over 48 years, this mint condition historic gem features sun-drenched rooms, original wide-board floors, and four stately fireplaces. While the period character is meticulously preserved, the home is designed for today's comfort with a recently renovated kitchen, family room, and primary suite, plus central air in the east wing. This is the ultimate sanctuary for the modern homesteader, offering endless potential for an organic farm, vineyard, or equestrian facility. The property boasts a 1,950 sq. ft. vintage barn with 8-10 stalls and a classic hay loft, alongside a 4.5-acre meadow ideal for grazing horses or livestock. Enjoy the tranquility of your private 7,000 sq. ft. spring-fed pond, perfect for summer swimming and fishing. Additional outbuildings offer space for a creative studio, home office, or rec shed. B&B approvals are in place. Located 2 hours from NYC and Boston, minutes from Ski Sundown, West Hill Lake, and the Farmington River for kayaking and fishing, yet a world away from the noise. Cobble Hill Farm is a storied heritage estate where land and light unveil a sanctuary of timeless elegance. Get ready to write your life story at this quintessential retreat.

127 Steele Rd, New Hartford

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Litchfield County Homes with Historic Antique Style

Newest Litchfield County Homes with Historic Antique Style

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