Litchfield 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 Homes with Historic Antique Style

$499,900

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194726 MLS

Antique Colonial on 11+ Acres of Riverfront - Northville, New Milford. Set on over 11 acres of waterfront along the East Aspetuck River, this antique Colonial sits in the quiet, secluded Northville section of New Milford, just minutes from New Preston. A sparsely travelled, scenic unpaved country road leads you to the solitude you've been seeking - a project well worth your while. This 5-bedroom, 2.5-bath, 2,600-square-foot home is set back from the road to take full advantage of the river, the woods, and the tranquility so few get to enjoy in this corner of Litchfield County. She's in need of extensive renovation to bring her back to her original 1852 glory - but she'll pay you back doubly. Wide-plank flooring runs throughout, three wood-burning fireplaces anchor generously sized rooms, and the bones are all here. The property also includes a post-and-beam barn with 1,200 square feet across two levels - most recently used for storage and a workshop, but ready to become a guest house, detached garage, or both. Hundreds of feet of riverfront span both banks, connected by bridges, giving you land - and river - on either side. This home isn't for everyone. It's for those with vision, and those looking for a labor of love to capture the quiet, secret serenity of this special place. Never before on the market, this third-generation home is ready for its next caretaker.

28 Old Mill Rd, New Milford

$429,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192079 MLS

The Case House offers a rare opportunity to own one of Barkhamsted's most distinctive historic homes. Nestled in beautiful Barkhamsted, with its highly regarded schools and low property taxes, this remarkable home has long been associated with one of the town's oldest families. Rich in character and thoughtfully maintained, it blends the craftsmanship of early New England with the warmth and comfort of everyday living. Original wide-plank floors, hand-hewn beams, raised-panel doors, and hand-forged hardware showcase the home's enduring character. The open-hearth kitchen, anchored by its original beehive oven, remains the heart of the home, while the spacious living and dining rooms provide inviting spaces for gathering with family and friends. Three bedrooms and one-and-one-half baths offer comfortable everyday living while preserving the home's historic character. The full walk-up attic is home to an original antique loom and other period artifacts that offer a connection to the property's past. Locally known as the "1759 House," The Case House continues to inspire curiosity about its rich history. Beyond the residence, a classic two-storey horse barn, detached three-car garage with an expansive workshop, garden shed, pump house, and tractor shed create a remarkably complete New England homestead.

55 Gavitt Rd, Barkhamsted

$1,076,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193014 MLS

Rare Bethlehem Offering - 1740s Antique + Commercial-Ready Barn on 2 Acres Welcome to a rare offering in the heart of Bethlehem, CT, sited at the town's famous blinking light with easy proximity to Washington, Litchfield & Woodbury. Dating to the 1740s, this sensitively preserved 4-bedroom antique is rich with period charm - 5 fireplaces, including a 12' hearth housing a beehive oven, historic detailing, a walk-up attic, and a basement with soaring 9' ceilings. Thoughtful updates throughout make it a warm, move-in-ready home. The real story here is the barn: a striking 3,000 SF structure originally restored for a commercial dine in bakery, with the significant investment already behind it - new roof, doors meeting fire & code, 4-phase electrical, roughed plumbing & HVAC, and poured concrete floors. Reimagine it as an event space, artisan workshop, wellness retreat, or second residence - the foundation is already in place. A picturesque pond adds ambiance, ideal for commercial use or connecting the structures for potential multi-generational living. A charming milk house offers even more flexible space - guest quarters, studio, gym, or workshop. Grounds feature ornamental Japanese & red maples, flowering pear, cherry, birch & magnolia, plus a newly graded and re-graveled driveway (2023) and 75 feet of town-maintained sidewalk! A rare chance to own a piece of Bethlehem's history - the work is already done.

18 East St, Bethlehem

$485,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190973 MLS

This 1850 Antique home has been proudly cherished and meticulously cared for by the same family for 59 years. It is ready to be passed on to the next owner to enjoy all the beauty, cultural activities & outdoor recreation the coveted NW corner of Litchfield County provides. Proximity to the renowned Lime Rock Park Racetrack is sure to please automotive enthusiasts. Nearby prestigious private schools make this an ideal primary dwelling, or a weekend escape to rest & recharge. Upon entering the large living room, one immediately feels the warmth with wall to wall carpeting and a fireplace. An additional den/sitting room w/fireplace compliments the living area. A country styled, eat-in kitchen w/pantry area, tile floor, ample cabinets & large picture window is inviting. For more lively family gatherings, there is a formal DR w/french doors leading to a spectacular sun porch with walls of windows creating a tranquil, relaxing ambiance, flooded with natural sunlight. The upper floor has a primary bedroom with large, built in closets, a full bathroom with tub and a 2nd bedroom. The concrete floor basement has a full bathroom w/shower stall, utility sink & laundry with entrance to a one car attached garage. Oil steam boiler recently rebuilt & serviced regularly, chimneys repointed, heightened & capped, new water tank 2024. There is an outdoor storage shed on the property. Come see for yourself this special property & all it has to offer!

465 Lime Rock Rd, Salisbury

$4,200,000

6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24192442 MLS

Nestled within the absolute privacy of the 1,700-acre Doolittle Lake Company woods, this beautifully maintained 100-acre estate across two parcels features a magnificent 5,670-square-foot 1780 Center Hall Colonial blending colonial and Art Deco charm. Painstakingly relocated in the 1930s by architect Robert Carrere, the home boasts grand reception rooms with wide red pine floors, two wet bars, and nine wood-burning fireplaces. Authentic 1930s nostalgia is preserved through functioning rotary dial phones and butler bells, while the gourmet kitchen is updated with a fireplace, custom cabinetry with antique glass, and a unique trout-cleaning fish sink on the back porch. The main floor opens to stone-walled perennial gardens and a custom, heated oval gunite pool, complete with a dramatic arched pool house featuring kitchenette, half bath, dressing rooms, and an outdoor shower. Upstairs, the primary suite offers a private sitting area, fireplace, and steam shower alongside three large ensuite bedrooms with fireplaces, and a playroom. A private ensuite studio bedroom sits above the heated three-car garage, offering perfect accommodations for staff or guests.

210 Doolittle Dr, Norfolk

$299,900

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24190507 MLS

6 bedroom 3.5 bathroom brick greek revival colonial next to town green w/4 bay detached garage & a 2 story brick carriage/barn house that has had recent masonry repairs. Fenced in yard, large back covered porch-master br suite w/walkin & full bath. Separate entranced apartment with kitchen,bath,lr/dr & 2 bedrooms this property will make a wonderful home or investment. All buyers and agents will be accompanied by the seller and will have to sign a hold harmless before entering the property. Cash buyers only

373 Main St, New Hartford

$1,725,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190420 MLS

Timeless New England Charm on Coveted Wells Hill Road Dating to circa 1850, this beautifully preserved country home is a quintessential Lakeville retreat, blending historic character with the relaxed elegance of Litchfield County living. Set on two open, level acres and bordered by protected land, the property enjoys exceptional privacy, pastoral views, and a peaceful sense of permanence. Inside, the home offers four bedrooms and three baths, with warm, inviting spaces that celebrate its historic roots while accommodating modern living. Original architectural details, generous rooms, and abundant natural light create an atmosphere that is both welcoming and timeless. Outdoors, the property is designed for making the most of every season. An in-ground swimming pool anchors the landscape, while a charming gazebo provides the perfect setting for afternoon gatherings, evening cocktails, or quiet moments overlooking the expansive grounds. With protected acreage as your backdrop, the setting feels remarkably private and serene. Ideally located on one of Lakeville's most desirable country roads, 461 Wells Hill Road is just minutes from the village centers of Lakeville and Salisbury, Lake Wononscopomuc, hiking and biking trails, acclaimed private schools, and the vibrant cultural and culinary offerings of the Northwest Corner. Whether as a full-time residence or a weekend escape, this is a rare opportunity to own a classic Connecticut country property in an extraordinary setting.

461 Wells Hill Rd, Salisbury

$1,295,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$2,300,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$2,800,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187539 MLS

167 Beebe Hill Rd, Canaan

$2,395,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24178314 MLS

Introducing: Sage Hill The approach to this property is a slow one. Down a curved country road lined with evergreens that shade your path and allow dappled sunlight to light the way. A stone wall curves along the landscape, welcoming you to a drive anchored by a classic red barn. This 1890 farmhouse sits elegantly on a rolling lot, its large front porch making it easy to imagine long evenings watching the sun set with friends nearby. The foyer welcomes you with practicality and warmth. A bench for sitting while removing your boots, hooks for your coat. To the right is a sitting room with a wood-burning fireplace and large surrounding windows, making it a favorite room for humans and plants alike. To the left is the living room, with ample space for entertaining. Bookshelves line the far wall and a fireplace flanks them, making this a natural gathering spot after dinner parties. The dining room is a showstopper: soaring ceilings and detailed molding create a gracious space for holiday gatherings. The kitchen features a large walk-in pantry, a propane stove, a gorgeous decorative antique cookstove, and enough space for a dining table. The room opens beautifully to the pool area, with bluestone surrounding the space and a newly built gunite pool offering respite just steps away. The first floor also offers a full en-suite bedroom that could serve as the primary suite, guest quarters, or an in-law suite.

58 Dibble Hill Rd, Cornwall

$850,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24180161 MLS

Step back in time and 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

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