382

Homes for Sale in Connecticut - Historic

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  • /50

    $6,800,000

    • 5 Beds
    • 10 Baths
    • 7,632 Sq Ft

    21 Calhoun Dr, Greenwich, CT 06831

    Welcome to ''Park Hill'', a stunning English Tudor Revival Manor known as ''The House of Seven Gables''. Updated in 2025, this historic gem nestled in the heart of Greenwich on a 1.81-acre oversized lot, offers privacy & a unique blend of timeless elegance with modern conveniences. Located in the desirable Calhoun Drive Association, this property boasts both beauty & charm. The manor's

    Danielle Claroni Sotheby's International Realty

    21 Calhoun Dr, Greenwich, CT 06831
  • /12

    $298,000

    • Land
    • 2.20 Acres
    • $135,455 per Acre

    147 Middle River Rd Unit 153, Danbury, CT 06811

    A rare opportunity awaits on this beautifully situated 2.2-acre building lot on scenic Middle River Road, just off Aunt Hack Road. Set along a quiet, country-style street dotted with both historic charm and newer luxury homes, this parcel offers the best of both worlds-peaceful surroundings and prime location. Just 0.6 miles from renowned Richter Park Golf Course and its on-site restaurant, and

    Susan Leone Habitats Higgins Group Bedford Square

    147 Middle River Rd Unit 153, Danbury, CT 06811
  • /40

    $1,295,000

    • 5 Beds
    • 4.5 Baths
    • 5,227 Sq Ft

    93 Elm St, Hartford, CT 06106

    A rare opportunity for city living in an exquisitely restored 1860s Italianate Victorian brownstone, the only single-family residence in downtown Hartford. Situated directly across from the iconic, 50 acre Bushnell Park, this four-story gem is more than a home-it's a piece of living history. From the moment you arrive, the townhome's stately exterior and meticulously restored facade hint at the

    Ellen Sebastian William Pitt Sotheby's Int'l

    93 Elm St, Hartford, CT 06106
  • /37

    $525,000

    • 3 Beds
    • 3 Baths
    • 1,699 Sq Ft

    126 Garibaldi Ave, Stratford, CT 06615

    Welcome to this beautifully renovated and unique Cape-style home nestled in the heart of the Stratford Center Historic District. This charming property blends classic character with modern updates, offering an open-concept layout that connects the kitchen, living room, and dining area perfect for today's lifestyle. With three spacious bedrooms and three full bathrooms, there's room for everyone.

    Nelly Cordova Keller Williams Prestige Prop.

    126 Garibaldi Ave, Stratford, CT 06615
  • /40

    $1,900,000

    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    55-69 Sawmill Rd, Branford, CT 06405

    For the first time in nearly two decades, a Branford treasure returns to the market-welcome to 55-69 Sawmill Road, a once-in-a-lifetime opportunity to own a piece of Connecticut's rich heritage. Originally a 19th-century sawmill, this stone estate was transformed into a residence in the 1930s, thoughtfully incorporating the original mill structure, and is nestled beside a breathtaking waterfall,

    Nancy Bullis Great Estates, CT

    55-69 Sawmill Rd, Branford, CT 06405
  • /13

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft

    297 Main St, Hampton, CT 06247

    Adventure Awaits in This 1850 Hampton Gem! Step back in time with this solidly built 1850 home featuring stunning exposed beams like no other! Located on historic Main Street in Hampton, CT-just outside of Pomfret and surrounded by picturesque farmland-you'll enjoy the serenity of country living while still being close to Killingly and other local conveniences. The home has been taken down to

    Missy Greene eXp Realty

    297 Main St, Hampton, CT 06247
  • /31

    $129,900

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft

    373 Iranistan Ave, Bridgeport, CT 06604

    Spectacular remodeled 2 BR, 1.5 BA townhouse with central air and third floor loft. Located in desirable historic Seaside Village within walking distance of beaches at Seaside Park. Custom kitchen with upscale features, living room with half bath, two bedrooms upstairs with elegant full bathroom, and stairs to loft area in finished attic. Washer and dryer and storage area in basement. Shared

    Gail Robinson William Raveis Real Estate

    373 Iranistan Ave, Bridgeport, CT 06604
  • /18

    $11,000,000

    • 8 Beds
    • 7 Baths
    • 8,751 Sq Ft

    111 Byram Shore Rd, Greenwich, CT 06830

    Experience panoramic views from this 1.5-acre waterfront estate. The views stretch across the Long Island Sound from Greenwich to Oyster Bay, allowing you to enjoy both sunrises and sunsets over the water- all in complete privacy from neighboring properties. This one-of-a-kind distinctive contemporary offers a truly unique blend of cutting-edge modern design and historic charm, complete with

    Julie Church Houlihan Lawrence

    111 Byram Shore Rd, Greenwich, CT 06830
  • /40

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,538 Sq Ft

    908 Boston Post Rd, Madison, CT 06443

    THE GENERAL'S RESIDENCES at Fence Creek, the perfect & rare combination of location, luxury & comfort in the heart of charming small town Madison w/ it's nationally recognized independent R J Julia Booksellers, 2 screens Madison Arts Cinema, specialty shops & numerous fine dining establishments. There is a glorious & sandy Town Beach for residents only literally just a walk down the street w/ not

    Todd Gould William Pitt Sotheby's Int'l

    908 Boston Post Rd, Madison, CT 06443
  • /39

    $888,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 2 Baths
    • 2,713 Sq Ft

    120 Boston Post Rd, Old Lyme, CT 06371

    Step into this beautifully restored and lovingly preserved historic home, brimming with character and charm. Antique wide plank wood floors and fireplaces, custom cabinets and beautiful mill work blend seamlessly with contemporary features. The expansive chef's kitchen, open to dining/living areas, is the ideal place for any festive gathering. Light fills the 3 season room with a gas stove

    Anne Thurlow Coldwell Banker Realty

    120 Boston Post Rd, Old Lyme, CT 06371
  • /39

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    16 N Main St, Essex, CT 06426

    This Charming Carriage house in the heart of Essex Village provides the perfect blend of historic charm and modern comfort. Enjoy a short stroll to local restaurants, the Connecticut River, Museums, marinas, boutique shopping and the Iconic Griswold Inn. Sunlight fills the space, creating a warm and inviting atmosphere. The living room boasts built-ins and a wood burning fireplace. Tiered gardens

    Alice Trautman William Raveis Real Estate

    16 N Main St, Essex, CT 06426
  • /40

    $1,395,000

    • 3 Beds
    • 3 Baths
    • 3,113 Sq Ft

    60 Lyme St, Old Lyme, CT 06371

    Discover the enchantment of this Historic Old Lyme property, an iconic landmark established in 1987. Nestled in the heart of Old Lyme Village, this landmark building offers a unique blend of nostalgic charm and modern potential, perfect for both commercial and residential aspirations. As part of the Turtle Fields Association, there is a shared dock leading out to the Lieutenant River. There are

    Tammy Tinnerello William Pitt Sotheby's Int'l

    60 Lyme St, Old Lyme, CT 06371
  • /12

    $150,000

    • Land
    • 2.17 Acres
    • $69,124 per Acre

    180 Gallup Hill Rd, Ledyard, CT 06339

    Nestled in the heart of Ledyard's countryside, this 2.17-acre land at 180 Gallup Hill Road offers the perfect setting to build your dream home. Surrounded by natural beauty, mature trees, and the calming charm of New England, this residential-zoned land provides both privacy and space, while still being conveniently close to all the essentials. Located in a quiet, family-friendly

    Derek Greene Derek Greene

    180 Gallup Hill Rd, Ledyard, CT 06339
  • /39

    $845,000

    • 3 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    45 Main St, Essex, CT 06426

    The Parker Bull House, circa 1754, is one of the oldest historic homes in Essex. Located in Ivoryton overlooking the Falls River, this stately home is a unique blend of original antique features with updated modern amenities. The large sunny kitchen has granite countertops and stainless-steel appliances, hardwood floors, and is adjacent to a spacious pantry/laundry room, heated sunroom, and a

    Susan Malan William Pitt Sotheby's Int'l

    45 Main St, Essex, CT 06426
  • /26

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,380 Sq Ft

    8 Shelter Rock Rd, East Haddam, CT 06423

    Escape the stress of city life in this beautifully updated Hadlyme Saltbox, nestled on over four peaceful acres just 1.5 miles from the historic Hadlyme Ferry. Perfectly blending charm and modern amenities, this home offers a serene retreat with tasteful, thoughtful upgrades throughout. Step into the remodeled kitchen featuring elegant leathered granite countertops, Bosch appliances, a double

    Janet Peckinpaugh William Pitt Sotheby's Int'l

    8 Shelter Rock Rd, East Haddam, CT 06423
  • /37

    $625,000

    • 3 Beds
    • 2 Baths
    • 3,616 Sq Ft

    170 Barker Hill Dr, Guilford, CT 06437

    Take another look ! We've added virtually staged rooms to help you envision living in this light-filled contemporary home at the end of a cul-de-sac. All of the unsexy upgrades are done: new septic tank, new water filtration system, water storage and dry well, well head brought up to code, electrical consolidated and oil tank replaced. Also a new AC compressor ready for install. Check final photo

    Tracy Everson Century 21 AllPoints Realty

    170 Barker Hill Dr, Guilford, CT 06437
  • /20

    $549,000

    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft

    7 Beacon Ln, Norfolk, CT 06058

    BEACON Cottage is a rare board and batten, Carpenter Gothic Modern Victorian. This stunning home is tucked away on Beacon Lane in Historic Norfolk Ct. It's open modern concept is enhanced with stunning wood floors, period detailing and upscale amenities The private screened in porch offers views of lush grounds, flower gardens, and specimen trees that afford private country living just blocks

    Tom McGowan Elyse Harney Real Estate

    7 Beacon Ln, Norfolk, CT 06058
  • /35

    $4,500,000

    • 5 Beds
    • 6 Baths
    • 5,940 Sq Ft

    8 Bayberry Hill, Roxbury, CT 06783

    Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a

    Graham Klemm Klemm Real Estate Inc

    8 Bayberry Hill, Roxbury, CT 06783
  • /2

    $650,000

    • Land
    • 26 Acres
    • $25,223 per Acre

    0 Walkley Hill Rd Unit 24088136, Haddam, CT 06438

    Incredible opportunity to create one large estate or build several homes with some of the best views in Connecticut. Once part of the historic James Walkley Estate this beautiful parcel of land will give you everything you could need. Easy access to the land from either Saybrook Rd or Walkley Hill. More photos coming soon

    Casey Fisher Houlihan Lawrence WD

    0 Walkley Hill Rd Unit 24088136, Haddam, CT 06438
  • /40

    $2,750,000

    • 12 Beds
    • 8 Baths
    • 6,811 Sq Ft

    56-58 E Main St, Stonington, CT 06355

    Welcome to this unique investment opportunity featuring two separate homes on a single lot, offering a total of FIVE units all fully occupied bringing in a total of $14,500 monthly. This property offers a large off street parking lot in the very desired neighborhood of Mystic. Just a four minute walk to downtown! The two units in the rear have been completely reconstructed with modern finishes

    Erica Kelly RE/MAX One

    56-58 E Main St, Stonington, CT 06355
  • /36

    $814,155

    • Land
    • 1.09 Acres
    • $746,931 per Acre

    10 Kingfisher Way, Mystic, CT 06355

    Perfectly situated between New York and Boston, Masons Estates offers an opportunity to own land in one of Mystic's most sought-after coastal communities. With only 9 home sites available, each set on over an acre within a 17-acre enclave-featuring 5 acres of preserved open space-this is your chance to create a private sanctuary surrounded by natural beauty. Each lot provides a blank canvas for

    Peter Giordano Seaport Real Estate Services

    10 Kingfisher Way, Mystic, CT 06355
  • /35

    $850,000

    • Land
    • 1.13 Acres
    • $751,547 per Acre

    6 Kingfisher Way, Mystic, CT 06355

    Perfectly situated between New York and Boston, Masons Estates offers an opportunity to own land in one of Mystic's most sought-after coastal communities. With only 9 home sites available, each set on over an acre within a 17-acre enclave-featuring 5 acres of preserved open space-this is your chance to create a private sanctuary surrounded by natural beauty. Each lot provides a blank canvas for

    Peter Giordano Seaport Real Estate Services

    6 Kingfisher Way, Mystic, CT 06355
  • /40

    $3,395,000

    • 5 Beds
    • 5.5 Baths
    • 4,956 Sq Ft

    117 Elys Ferry Rd, Old Lyme, CT 06371

    Available for only the third time in 100 years this much-admired country Estate c.1750 on one of the most beautiful roads in Lyme, CT. Often photographed & featured in paintings, you will know this home & location is something special. Featuring a large historic main house, a beautiful guest house/pool house, gunite pool, tennis court, gardens, stone walls, all sited on 8.87 glorious acres.

    Jodi Strycharz William Pitt Sotheby's Int'l

    117 Elys Ferry Rd, Old Lyme, CT 06371
  • /40

    $25,000,000

    • 6 Beds
    • 11 Baths
    • 19,569 Sq Ft

    1131 Sasco Hill Rd, Fairfield, CT 06824

    Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

    Andrew Whiteley Brown Harris Stevens

    1131 Sasco Hill Rd, Fairfield, CT 06824
  • /13

    $995,000

    • Land
    • 1.04 Acres
    • $956,731 per Acre

    13 Hilltop Rd, Norwalk, CT 06854

    Unbelievable opportunity to build your ideal home on this stunning & rare 1 acre parcel in coveted Wilson Point Association. Located on the border of Rowayton & Historic SONO - Wilson Point is one of the most sought-after communities in the area. Though access to the lot is via Wilson Ave./Rt. 136, 13 Hilltop enjoys all the amenities that Wilson Point has to offer: a community club house, tennis

    Kimberly Hyde William Pitt Sotheby's Int'l

    13 Hilltop Rd, Norwalk, CT 06854
  • /21

    $149,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    51 Congress St Unit A, Hartford, CT 06114

    Welcome to your comfortable urban home located in the historic south end of Hartford. The history of this neighborhood is legendary, the owner of Pratt and Whitney Aircraft once lived on Congress St. This cozy and convenient neighborhood is close to the hospital, parks, restaurants, public transportation, and all the amenities the city has to offer. Ranch condo offers two bedrooms, and one bath.

    George Brophy Putnam Agency Real Estate LLC

    51 Congress St Unit A, Hartford, CT 06114
  • /38

    $699,000

    • 5 Beds
    • 2 Baths
    • 2,010 Sq Ft

    58 Middle Haddam Rd, East Hampton, CT 06424

    Dreaming of a lifestyle reminiscent of years past? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just 2 hours from New York City!! An eclectic blend of historic character and modern amenities describes this property, built in 1780 and listed on the National registry of Historic Places. Set on a picturesque 0.7

    Gigi Giordano Taylor Compass Connecticut, LLC

    58 Middle Haddam Rd, East Hampton, CT 06424
  • /39

    $3,349,000

    • 7 Beds
    • 9 Baths
    • 15,000 Sq Ft

    10 Sunny Ridge Rd, Washington, CT 06793

    Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and

    Peter Klemm Klemm Real Estate Inc

    10 Sunny Ridge Rd, Washington, CT 06793
  • /22

    $1,995,000

    • 4 Beds
    • 3.5 Baths
    • 4,517 Sq Ft

    45 Moosehorn Rd, Roxbury, CT 06783

    Pristine 4+ bedroom large (4,517 sq. ft.) private home on a scenic dirt road - perfect for walking, jogging and biking surrounded by Moosehorn Land Preserve and country estates. Magnificent design incorporating picturesque country views, over-sized living room, dining room for 12+, chef's kitchen, vaulted ceilings, hardwood floors and two gas fireplaces. Heated pool surrounded by endless summer

    Peter Klemm Klemm Real Estate Inc

    45 Moosehorn Rd, Roxbury, CT 06783
  • /21

    $1,649,000

    • 3 Beds
    • 4 Baths
    • 2,396 Sq Ft

    247 Painter Hill Rd, Roxbury, CT 06783

    Pristine St. Barth-Style bungalow with two-car garage. Single-level living surrounded by Roxbury's best historic estate neighborhood, farms and homes of artists, actors and writers. Magnificent open floor plan with 2-3 bedrooms on main floor, 2 fireplaces, new eat-in kitchen, vaulted living room, den and screened porch and another bedroom in finished lower level. Dine or relax on the flagstone

    Peter Klemm Klemm Real Estate Inc

    247 Painter Hill Rd, Roxbury, CT 06783
  • /29

    $1,095,000

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    18 Tunnel Rd, Roxbury, CT 06783

    MUST SEE! New Nantucket white cedar shingle siding, window trim, new interior doors and hardware and heated, year-round pool -- all on the best rural Roxbury scenic dirt road with walking area along the Shepaug River and nearby historic farmhouses and land preserve. All minutes to The Mayflower. Pristine renovated private country home with 3 bedrooms/2.5 baths and an ample home office. Open

    Peter Klemm Klemm Real Estate Inc

    18 Tunnel Rd, Roxbury, CT 06783
  • /33

    $1,599,000

    • 4 Beds
    • 3.5 Baths
    • 2,437 Sq Ft

    253 Tophet Rd, Roxbury, CT 06783

    Quintessential CT Mini- Estate of 2 Homes! Top restoration of 3-Bedroom/2.5 bath Victorian plus a Guest House with giant stunning, heated, saltwater pool, 2nd small spa pool and wonderful stone terraces and open lawns. Historic Pool House Rental Income: $50,000-$100,000 per year. Perfect for generational living as both the Main House and the Pool House have their own pools, driveways and garages.

    Peter Klemm Klemm Real Estate Inc

    253 Tophet Rd, Roxbury, CT 06783
  • /26

    $1,079,000

    • 4 Beds
    • 3 Baths
    • 1,782 Sq Ft

    23 Painter Hill Rd, Roxbury, CT 06783

    Mint / Move-in Condition! Pristine hilltop home with views on 3 +/- acres. Gorgeous, chic, mint renovation. Open floor plan kitchen/family room with wood-burning fireplace and French doors to a private flagstone patio. Bright and airy living room and dining room. Primary bedroom with vaulted ceilings, balcony and large ensuite renovated bath. Three more bedrooms, 1 full and 1 half bath. Only a

    Peter Klemm Klemm Real Estate Inc

    23 Painter Hill Rd, Roxbury, CT 06783
  • /17

    $319,000

    • Land
    • 11 Acres
    • $29,592 per Acre

    0 E Cornwall Rd Unit 24085531, Goshen, CT 06756

    A remarkable opportunity to purchase this piece -as divorce is forcing sale. This property lies in a highly desired elite section of Goshen often considered part of Milton. A picturesque area nestled between two historic towns. Litchfield is on one side with its Arts and Cultural scene, shops, restaurants, and a thriving local business community. Cornwall is on the other, connecting with nature

    KIM-MAI MAHON W. Raveis Lifestyles Realty

    0 E Cornwall Rd Unit 24085531, Goshen, CT 06756
  • /40

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft

    175 Mountain Rd, Wilton, CT 06897

    Step into the timeless charm of Rock House Woods, an enchanting 1800s farmhouse seamlessly blending historic character with modern conveniences, including GEOTHERMAL heating & cooling! A welcoming front porch invites you into this sun-drenched home, where wide-plank floors, exposed beams, large picture windows and a charming country kitchen creates an atmosphere of warmth, character and

    Deborah Burnaman William Raveis Real Estate

    175 Mountain Rd, Wilton, CT 06897
  • /31

    $8,950,000

    • 6 Beds
    • 5.5 Baths
    • 5,040 Sq Ft

    33 Meadow Wood Dr, Greenwich, CT 06830

    In the gated Quarry Farm neighborhood of the enchanting Belle Haven Association with 24hr security, this property offers a unique opportunity to renovate or build new, 16,000+ sq ft waterfront home. Overlooking Byram Harbor and Long Island Sound, the current 6-bedroom house sits on 2.78 acres with a pool, adjacent to a 1.09-acre protected lot. Once a quarry and later acquired as part of the

    Joseph Barbieri Sotheby's International Realty

    33 Meadow Wood Dr, Greenwich, CT 06830
  • /38

    $1,225,000

    • 2 Beds
    • 1.5 Baths
    • 2,016 Sq Ft

    1 Hathaway Rd, East Lyme, CT 06333

    Quintessential custom-built Farmhouse & bonus guesthouse. Nestled on a peaceful country road, this extraordinary farmhouse built in 2004 is an ideal getaway or year-round retreat. Step inside to discover a thoughtfully designed French Country interior originally built by a master craftsman with attention to quality and detail. The open-concept kitchen dazzles with Carrara marble countertops, a

    Stacey Wyeth William Pitt Sotheby's Int'l

    1 Hathaway Rd, East Lyme, CT 06333
  • /39

    $5,000,000

    • 4 Beds
    • 7 Baths
    • 6,625 Sq Ft

    155 Long Ridge Rd, Danbury, CT 06810

    ROADSIDE - A Storied 53-Acre Private Estate in Fairfield County CT Escape to your own private nature retreat at ROADSIDE, a rare 53-acre country estate just 90 minutes from Manhattan. This legacy property blends historic charm with modern luxury in a setting that feels worlds away-yet is 1.5M from the Redding train station and the cultural vibrancy of Fairfield County. Set within a fully fenced,

    Kathleen Harrison Coldwell Banker Realty

    155 Long Ridge Rd, Danbury, CT 06810
  • /39

    $4,321,000

    • 5 Beds
    • 8 Baths
    • 5,005 Sq Ft

    65 Hammertown Rd, Salisbury, CT 06068

    The post-and-beam residence showcases soaring ceilings and expansive windows that frame the spectacular landscape while highlighting the architectural character throughout. Natural materials-including local woods, native stone, and artisanal steel elements-create a sophisticated dialogue between interior spaces and the surrounding countryside. The heart of the main level features a grand Great

    Elyse Morris Elyse Harney Real Estate

    65 Hammertown Rd, Salisbury, CT 06068
  • /28

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 2,864 Sq Ft

    917 Boston Post Rd, Madison, CT 06443

    This iconic property offers a rare opportunity to own a piece of Madison's history. This meticulously restored colonial offers the perfect blend of historic charm and modern luxury. Just a short walk from the library, Bar Bouchee, and the beach, this home provides an unparalleled lifestyle in one of the area's most coveted locations. With keen attention to detail, every aspect of this home has

    Meig Walz Newcomb Coldwell Banker Realty

    917 Boston Post Rd, Madison, CT 06443

Showing Results 281 - 320, Page 8 of 10

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