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

$789,000

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 installed prior to closing. 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

$2,595,000

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

$1,795,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24196189 MLS

Historic elegance meets modern luxury in this extraordinary residence located on one of the most desirable roads in Litchfield County. Positioned just an hour and fifteen minutes from New York City, this property offers quintessential Bridgewater charm paired with stunning sunsets and breathtaking views of the Litchfield Hills. The home is a brilliant architectural achievement that masterfully incorporates the historic 1829 Mallet District Schoolhouse into a seamlessly expanded 2006 Williamsburg-style new build. Set on a coveted, level one-acre lot framed by iconic New England stone walls, the freshly painted estate unfolds across sweeping, park-like lawns that are perfectly sized for large gatherings or sports games, yet easily manageable as a lock-and-leave retreat for busy families. Inside, period craftsmanship shines alongside sophisticated contemporary finishes, highlighted by bespoke millwork, seven-inch wide oak floors, and five magnificent wood-burning fireplaces. The main level is designed for both grand entertaining and intimate living, offering formal living and dining rooms that are each anchored by striking brick fireplaces. These spaces flow effortlessly into a sunlit, paneled family room warmed by a rustic fieldstone fireplace. At the heart of the home sits a chef-grade kitchen outfitted with an eleven-foot center island, a classic farmhouse sink, premium high-end appliances, and a bright

397 Christian St, Bridgewater

$959,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188039 MLS

Timeless Elegance & Immaculate Detail. Welcome to The Naramore House, a piece of living history. Lovingly preserved since 1898, this pristine colonial home seamlessly blends grand historic character with immaculate, turnkey maintenance. A classic wraparound front porch invites you through a charming dutch door into a formal, stately foyer featuring high ceilings and original pocket doors. The massive living room serves as the heart of the home, offering incredible square footage for multiple seating arrangements, media setups, and a cozy fireplace. Host effortlessly in the grand formal dining room and eat-in kitchen, complete with a generous pantry, a charming secondary rear staircase, and screened in sun porch. A luxurious primary retreat featuring a fireplace, private en-suite bath and massive 10x7 foot closet/dressing room. Three additional bright and spacious bedrooms include a versatile room-ideal for a dedicated home office, nursery, or library. The home has a huge attic with potential for expansion. A private patio, stunning formal garden with pagoda and mature trees offer the perfect setting for outdoor enjoyment. A recently renovated barn includes new structural beans and flooring. This lovely home offers in town conveniences like walking to restaurants, shops and local parades while set off of Main Street. Enjoy the beautiful historic architecture with the peace of mind that comes from a property that has been meticulously cared for inside and out.

11 Pleasant St, Woodbury

$475,000

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

$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 that homes a Viessmann Furnace and hot water heater. 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

$1,645,000

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

$1,195,000

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

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