N/A Homes with Historic Antique Style

Welcome to the enchanting world of historic antique homes in Connecticut, where every street corner whispers tales of the past. Nestled in the heart of New England, Connecticut boasts a rich tapestry of history, and its antique homes are a testament to the craftsmanship and artistry of bygone eras.

Imagine stepping into a home that has stood the test of time, with intricate woodwork, original fireplaces, and charming details that evoke a sense of nostalgia. These properties often feature classic architectural styles, from Colonial and Victorian to Federal and Greek Revival, each telling its own unique story. The character of these homes is complemented by lush gardens and tree-lined streets, creating an inviting atmosphere that beckons you to explore.

Living in a historic neighborhood in Connecticut means being part of a vibrant community that values its heritage. You’ll find local shops, quaint cafés, and beautiful parks that enhance the charm of the area. Weekend strolls can lead you to nearby historic sites, museums, and cultural events that celebrate the rich history of the region.

Owning a historic home not only provides a unique living experience but also a chance to preserve a piece of history. Many antique homes have been lovingly restored, offering modern conveniences while maintaining their original charm. Whether you’re sipping coffee on a wraparound porch or hosting gatherings in a grand parlor, these homes create memories that will last a lifetime.

Discover the timeless allure of Connecticut’s historic antique homes, where history and modern living harmoniously blend to create a truly special place to call home.

Newest N/A Homes with Historic Antique Style

$624,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24119748 MLS

Built by Dr. Elisha Sill, this 1800 clapboard, central-hall Georgian style home, boasts a mid-to-late 19th century English barn and a brick carriage house listed on the National Register of Historic Places. Rich in character and architectural detail, this spacious ten room residence boasts over $300,000 in upgrades and offers four bedrooms, two full and one half baths. A grand central hall welcomes you inside and sets the tone for the home's classic elegance. The remodeled kitchen features original wide board flooring, stainless steel appliances, and an expansive pantry, blending modern convenience with historic appeal. The formal dining room and inviting living room showcase beautiful and original wide board flooring and are the perfect area for entertaining. The second level offers four generously sized bedrooms with wide board flooring and two full baths. Set on approximately four picturesque acres, the property includes a carriage house, barn, and abundant space for gardens, outdoor recreation, or hobby farming. A rare opportunity to own a piece of Windsor history while enjoying the convenience of living near the center of town. There is tremendous value in the fresh interior paint (2026), fresh exterior paint and new garage doors (2025), new roof on the home (2024), new roof on the barn (2023), furnace and hot water heater (2023), central air (2023), remodeled kitchen (2015), and two story attached garage with studio (2010). Come on let's take a look inside

209 Palisado Ave, Windsor

$825,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204013 MLS

This beautiful old Colonial home was built on one of the first four parcels of land when Brooklyn was first settled. The historic character is seen throughout the home but with many modern amenities. Five Bedrooms, 2.5 Baths, 2 Fireplaces, 2 Woodstoves, Hot air heat, Newer Windows and beautiful old wood flooring. The attached heated workshop is state of the art and offers many uses. There is a very cool walkup attic, and several outbuildings. The land consists of 21.6 Acres of land with open fields, woodlands and frontage on Blackwell's brook. This lovely setting is off the main road for peace and quiet. The amount of frontage has potential for subdivision and is eligible for a free split.

26 Beecher Rd, Brooklyn

$3,395,000

7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24202586 MLS

Cove Lawn - Historic Italianate Estate with Water Views & Guest House. Walk to Stonington Borough. Experience the charm of village living just moments from Historic Stonington Borough at Cove Lawn, a magnificent c.1860 Italianate estate steeped in local history and timeless elegance. Ideally located just a short stroll to the Borough's deep-water marinas, boutique shopping, seaside cafes, and fine restaurants, this extraordinary property offers the rare combination of estate privacy with walkable coastal village convenience. Set on 3.19 beautifully landscaped acres, the property features a stately 7-Bedroom, 5-Full and 2-Half Bath main residence, an attached au pair apartment, a sparkling inground pool, a charming 2-Bedroom, 1 1/2-Bath guest house, and an impressive three-bay garage/barn of approximately 2,000 sq. ft. The elegant 7,060 sq. ft. main residence has been carefully restored and thoughtfully modernized while preserving its historic architectural character. Inside, graceful 10+ foot ceilings, original hardwood floors, numerous marble fireplaces and exquisite period moldings create a sense of grandeur throughout. Many rooms capture lovely water views, bringing the beauty of the nearby harbor into everyday living. The 1,098 sq. ft. 2 Bedroom guest house provides ideal accommodations for extended family, guests, or caretakers, while the expansive grounds offer privacy and serenity rarely found so close to the village center.

259 N Main St, Stonington

$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

$1,250,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24200143 MLS

Welcome to 39 Wilcox Road, a meticulously maintained Stonington sanctuary offering coastal elegance and exceptional craftsmanship. Configured as a 3-bedroom home, it is currently utilized as a spacious 2-bedroom residence. In very close proximity to the upper Quiambaug Cove area, this home sits just steps from the Knox Preserve-26.8 acres of beautiful protected land featuring stone foundations, open fields, notable migrating birds, and serene kayaking access.The heart of the home features a gourmet chef's kitchen equipped with top-tier appliances, including a Wolf gas range, Thermador double wall ovens, and a KitchenAid refrigerator set against custom cabinetry and expansive prep space. Designed for year-round enjoyment, the main floor boasts a dedicated home office and a sun-drenched enclosed front porch where you can unwind while taking in serene water views.Step through to the spectacular sunroom-complete with radiant heated floors-that opens directly to a private backyard oasis featuring a sparkling in-ground pool, lush garden areas, and sweeping coastal vistas. Additional highlights include a convenient central vacuum system and an oversized two-car garage with a fully equipped attached workshop. A rare coastal retreat combining luxury, comfort, and unmatched pride of ownership.

39 Wilcox Rd, Stonington

$3,850,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24191176 MLS

Rock House Farm, c.1765. One of Wilton's most treasured historic estates, this extraordinary former dairy farm blends nearly three centuries of history with the comforts of modern living. Originally built by Reuben Olmstead in 1765, expanded in the 1800s, and thoughtfully renovated and enlarged in 1997, the estate has been beautifully preserved for generations. Set on six spectacular acres bordered by 14 acres of permanently protected open space, the property offers exceptional privacy and breathtaking pastoral views. The gracious main residence spans over 6,000 square feet with five bedrooms, five full and one half baths, and seven fireplaces. A charming two-bedroom, two-bath guest cottage with full kitchen, laundry and three fireplaces evokes the charm of the English countryside. Completing the estate is a magnificent four-story red dairy barn, a rare architectural treasure and lasting reminder of the property's rich agricultural heritage. Ancient stone walls, rolling lawns, specimen trees and timeless beauty create one of Fairfield County's most remarkable country estates.

430 Nod Hill Rd, Wilton

$1,999,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24203160 MLS

A Frazier Peters masterpiece awaits its next steward on a private two-acre sanctuary in New Canaan. Enchanting stone steps lead the way to this magical home, where a great room with a soaring cathedral ceiling and large wood burning fireplace anchors the residence - flanked on one side by effortless entertaining spaces including a gourmet kitchen, formal dining room, and wet bar, as well as the private primary suite, and on the other by three additional bedrooms, a dedicated office, and two full baths. A sunroom bathes the home in natural light, offering a serene retreat to take in the lush, private grounds. Full of timeless character, architectural provenance, and enduring construction quality, this rare offering is ripe for re-imagination by someone ready to put their own stamp on something truly special.

Gravel Island Road, New Canaan

$400,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24202338 MLS

Welcome home to this cozy and charming updated 3-bedroom, 1-bath ranch! Thoughtfully refreshed and move-in ready, this inviting home features a beautifully updated kitchen with butcher block countertops and a stylish tile backsplash. The updated bathroom adds a fresh, modern touch, while beautiful hardwood floors bring warmth throughout the living spaces. A convenient 2-car garage provides plenty of room for parking and storage. Set on nearly an acre of property, there's plenty of space to enjoy the outdoors, garden, play, or simply relax. Comfortable, welcoming, and nicely updated, this ranch is ready to welcome you home!

1773 S Britain Rd, Southbury

$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

$995,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24200800 MLS

Multiple offers received. Highest and best by 5:00pm, Tuesday September 1st. Set on 5.47 private acres with access from both North Salem Road and Old Sib Road, this remarkable 1928 residence presents a rare opportunity to reimagine an estate rich in history, character and extraordinary potential. Tucked at the top of a long approach, the 10-room, 3-bedroom, 3.5-bath home is a true time capsule, retaining architectural details that speak to its nearly century-old past, including original Hope steel windows, textured stucco, period millwork and beautifully proportioned rooms. The home unfolds with an understated European sensibility, offering a series of distinctive spaces including gracious living and dining rooms. An expansive, light-filled sunroom was added in 1960. Original details and unexpected architectural moments offer a foundation for thoughtful restoration while leaving room to make it your own. The property itself is equally compelling. A four-stall barn with tack room and attached shed, riding ring and paddock reflect its longtime equestrian use and offer possibilities for horses, hobby farming or the creation of a private country compound. A detached guest house/garage provides additional space ready to be completely reimagined. Property may offer subdivision potential, subject to buyer due diligence and all applicable municipal and regulatory approvals. A rare opportunity for the buyer with vision to bring this distinctive property into its next chapter

799 N Salem Rd, Ridgefield

$699,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24199460 MLS

Welcome to an "Antique Gem" in Oxford, Connecticut. Step into a beautifully preserved piece of Connecticut history. Set on 1.6 private acres in Oxford, CT, this exceptional 1769 Vintage Home has remained in the same family for generations, and offers a rare combination of authentic period character, thoughtful restoration, and comfortable modern living. The current owner has invested more than $195,000 in improvements and restoration, carefully preserving the home's historic integrity, while updating it for today's lifestyle. Original wide-board Chestnut Floors, exposed Post & Beam construction, and period details throughout, give this home a warmth and character that simply cannot be replicated. This unique home offers 2123 square feet, four bedrooms & two full baths, and features a flexible & inviting floor plan. The main level includes a beautifully updated Kitchen with Bay Window, formal Dining Room with a Fireplace, Living Room with a Fireplace, Family Room, and a first floor Bedroom currently used as an Artists Studio. A charming Full Bath features a clawfoot tub with shower and a large pedestal sink. A small room adjoining the Dining Room provides an ideal space for a home office, while the renovated Screened In Porch, with an artistic flair, offers a distinctive and relaxing place to enjoy the surrounding landscape. Just off the Kitchen, a large walk-up Attic, with heat and electricity, presents an exciting opportunity for additional finished living space.

136 Chestnut Tree Hill Rd, Oxford

$749,900

7 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24198629 MLS

Step back in time while enjoying the comforts of today in this exceptional Antique Colonial, built in 1830 and proudly situated on historic Thompson Hill. From the moment you arrive, the home makes a lasting impression with its welcoming wrap-around front porch, tastefully landscaped grounds, and classic circular driveway. The property also features a sizeable barn, offering abundant storage and endless possibilities. There is even an original "privy"! Inside, the 5-bedroom main residence offers generous closet space, 2 full baths, a thoughtfully designed updated kitchen, both formal and informal dining spaces, and beautifully updated bathrooms.A convenient first-floor laundry adds to the functionality of this spacious home, while the property's original character provides the warmth and charm that only an antique Colonial can offer. A standout feature is the spacious two-story in-law apartment, complete with a private entrance and rear deck. With 2 bedrooms and 1 1/2 baths, this versatile space is perfect for extended family, guests, a home office, or other living arrangements. The property has been thoughtfully improved with updated mechanical systems and a brand-new septic system, providing modern peace of mind while maintaining the home's historic character. This home is ideally located just minutes from the Massachusetts and Rhode Island state lines and major commuter routes allowing quick and easy access to the Arts, Dining, Shopping, Medical facilities and Airports

362 Thompson Rd, Thompson

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