New Milford Homes with Historic Antique Style

Welcome to New Milford, Connecticut—a picturesque town nestled in the heart of Litchfield County. Known for its charming small-town vibe and rich history, New Milford offers a unique blend of scenic beauty and vibrant community life. With the serene Housatonic River flowing through, residents enjoy a plethora of outdoor activities, from hiking and fishing to kayaking and picnicking in one of the town's many parks.

One of the most captivating aspects of New Milford is its array of historic antique-style homes that exude character and charm. As you stroll through the tree-lined streets, you’ll be enchanted by the beautifully preserved colonial and Victorian houses, each with its own story to tell. These homes often feature exquisite architectural details, such as intricate woodwork, original fireplaces, and sprawling porches that invite you to relax and soak in the surroundings.

Living in a historic home in New Milford means more than just owning a piece of the past; it’s about becoming part of a story that has unfolded over centuries. Many of these properties have been lovingly restored, combining modern conveniences with timeless elegance. Whether you're searching for a cozy cottage or a grand estate, New Milford's antique-style homes offer a unique opportunity to embrace history while enjoying contemporary living.

With a thriving downtown filled with local shops, restaurants, and cultural events, New Milford is not just a place to live—it's a community to belong to. Experience the charm of historic living in New Milford, where every home is a gateway to the past and a foundation for your future.

Newest New Milford 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

$5,245,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24176398 MLS

"Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The circa-1755 Main House features a dramatic great room with stone fireplace, adjoining chef's kitchen, and formal dining room. Additional main-level spaces include both a sitting room and a library with back-to-back fireplaces, plus a guest suite with full bath and sitting room. Upstairs, the primary suite offers a lofted sitting area with fireplace, as well as private deck, while two guest bedrooms share a hall bath. The lower level includes a wine cellar with cobbled floor and a gym. Outside, multi-level terraces showcase exceptional stonework, a fire pit, grilling area, pool, and spa. Two ponds and the sparkling Merryall Brook enhance the 18 acres of open land. Extensive landscaping compliments the natural beauty of the forested hills. As with the Main House, every outbuilding and outdoor space has been meticulously maintained. Although it feels a world away, this remarkable property is only 15 minutes from Kent, New Preston, and Washington. With its historic character, modern updates and expansive private setting Hollow Farm offers a rare opportunity for refined country living

57 Indian Trail Rd, New Milford

$619,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24171471 MLS

History unfolds at the original Lower Merryall schoolhouse. Reimagined and preserved as a unique home and infused with contemporary flair. The creative artisanal touches are evident throughout the home from beautiful finishes to the custom renovations. The first floor unfolds in an open layout, featuring dual sitting areas, a cozy fireplace, and a stunning kitchen complete with an island, concrete countertops, and a gas range. The contemporary color scheme against exudes a city vibe in the heart of the Litchfield Hills...just 2 hours from Manhattan. Wander outside to a spacious bluestone patio designed for entertaining, leading to a deck adorned with a pergola, chic black planter boxes, and an intimate gravel-based seating area. The yard boasts a striking creative studio, a charming greenhouse, raised garden beds, and a handy shed. The second level houses two cozy bedrooms with a shared bathroom, convenient washer and dryer, and a spacious loft area, perfect for relaxation or overflow for guests. This home is a rare find, a treasure for those who appreciate the allure of indoor/outdoor country living with a modern twist. Whether as a full-time residence or a part-time escape, this is a home that offers a unique and special lifestyle, ready to enchant its next stewards.

255 Aspetuck Ridge Rd, New Milford

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