424

Homes for Sale in Connecticut - Historic

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  • /39

    $1,375,000

    • 4 Beds
    • 2.5 Baths
    • 2,796 Sq Ft

    697 Noank Rd, Mystic, CT 06355

    Tucked away on a private 0.835-acre hillside between Mystic and Noank, this historic 1910 residence, originally built for Ella Brigham in the Shingle Style, offers a rare blend of timeless character, modern updates, and a spectacular natural setting. Nearly surrounded by protected land, the property features trails leading from the grounds to multiple ponds, creating a peaceful retreat while

    Ann Bergendahl Willow Properties

    697 Noank Rd, Mystic, CT 06355
  • /39

    $24,900,000

    • 7 Beds
    • 8 Baths
    • 18,217 Sq Ft

    44 & 40 Mayo Ave, Greenwich, CT 06830

    Nestled within the prestigious Belle Haven, Fairholme Estate is a magnificent English Manor that exudes timeless elegance and grandeur. Set on 2.74 beautifully landscaped acres, this seven-bedroom masterpiece features a spectacular pool, gracious wraparound porch, formal gardens, and expansive lawns, complemented by a charming coachman's cottage. Meticulously preserved to honor its historic

    Joanne Mancuso Houlihan Lawrence

    44 & 40 Mayo Ave, Greenwich, CT 06830
  • /34

    $449,900

    • 5 Beds
    • 1.5 Baths
    • 2,760 Sq Ft

    760 Upper Maple St, Danielson, CT 06239

    Step back in time with this beautifully preserved circa 1815 antique home, known as the Old Danielson house, set on an expansive 6.1acre lot. Rich in history and timeless character, this 2,760sqft residence seamlessly blends classic New England charm with thoughtful modern updates for today's lifestyle. Inside you'll find 5 bedrooms, 1.5 baths, and 10 total rooms, offering a versatile layout with

    Mickey Morabito RE/MAX Bell Park Realty

    760 Upper Maple St, Danielson, CT 06239
  • /40

    $829,000

    • 4 Beds
    • 6 Baths
    • 7,309 Sq Ft

    33 Deep River Rd, Centerbrook, CT 06409

    Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property

    Susan Malan William Pitt Sotheby's Int'l

    33 Deep River Rd, Centerbrook, CT 06409
  • /40

    $6,500,000

    • Land
    • 225.84 Acres
    • $28,781 per Acre

    57 NW Corner Rd, Preston, CT 06365

    Maple Lane Farms is a unique, one of a kind, property and potential business opportunity consisting of approximately 225 contiguous acres with approximately 114 acres located in the town of Preston and approximately 111 acres located in the town of North Stonington. The property's improvements include: a c. 1993 Cape Cod style single family home; a c. 1791 Antique Colonial style residence (the

    Thomas Switz Switz Real Estate Associates

    57 NW Corner Rd, Preston, CT 06365
  • /2

    $2,550,000

    • Land
    • 2.82 Acres
    • $904,255 per Acre

    168 Brookwood Ln, New Canaan, CT 06840

    Beautiful 2.82 open lot in prime New Canaan location near town and Country Club of New Canaan on a quiet cul-de-sac. Part of a recent 9 lot development created from an historic 32 acre estate. Clear and gently sloping down to a pond and stream.

    James Hoffman Houlihan Lawrence

    168 Brookwood Ln, New Canaan, CT 06840
  • /40

    $5,195,000

    • 8 Beds
    • 8.5 Baths
    • 10,086 Sq Ft

    56 W Morris Rd, Washington Depot, CT 06794

    West Winds is one of Washington's most extraordinary country estates, offering an unparalleled combination of privacy, natural beauty, recreation, and equestrian amenities. A long, winding drive meanders through expansive meadows and orchards, culminating at a remarkable 10,000+ square-foot barn-style residence. Meticulously crafted using reclaimed beams and siding from a 19th-century Dutch barn,

    Stacey Matthews W. Raveis Lifestyles Realty

    56 W Morris Rd, Washington Depot, CT 06794
  • /39

    $4,950,000

    Coming Soon
    • 5 Beds
    • 4.5 Baths
    • 4,875 Sq Ft

    6 Gray Ln, Westport, CT 06880

    A rare WATERFRONT offering in one of Westport's most coveted enclaves. This beautifully composed estate is gracefully sited on more than two private, tree-lined acres, encompassing sweeping views of Sasco Creek, Southport Beach, and Long Island Sound while preserving an exceptional sense of seclusion. Designed to maximize its remarkable setting, the home captures water views from nearly every

    Christine McKinney William Raveis Real Estate

    6 Gray Ln, Westport, CT 06880
  • /39

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 2,123 Sq Ft

    1 Library Rd, Canterbury, CT 06331

    Welcome to 1 Library Road, a beautifully updated antique Colonial nestled in the heart of Canterbury's Historic District. Built circa 1807, this classic home combines historic charm with modern improvements on a generous 1.15-acre corner lot just steps from the Canterbury Center Historic District and village green, which features fine 18th- and early 19th-century architecture and cultural

    Kristopher Tramont Real Broker CT, LLC

    1 Library Rd, Canterbury, CT 06331
  • /32

    $649,000

    $39K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,032 Sq Ft

    106 Town Farm Rd, New Milford, CT 06776

    Charming and renovated 1780s antique home in the heart of Litchfield County. Very near the Bridgewater town line, this property is the perfect combination of warmth, convenience, and history. Traditionalists will appreciate wide-board chestnut and oak floors, exposed hand-hewn beams, and historic lines that speak to over two centuries of New England life. Those who want convenience will love the

    William Bolls Compass Connecticut, LLC

    106 Town Farm Rd, New Milford, CT 06776
  • /31

    $479,900

    $110K PRICE INCREASE
    • 5 Beds
    • 2.5 Baths
    • 3,247 Sq Ft

    61 Flyers Dr, Norwich, CT 06360

    Space, flexibility, and location come together in this spacious cape-style home. 61 Flyers Drive offers 5 bedrooms plus an additional room ideal for a den, study, or a game/rec room. With 2.5 baths, the layout provides comfort and functionality for a variety of living needs. The home features a generously sized yard ideal for outdoor entertaining, a generously size partially finished basement

    Angela Franco mygoodagent

    61 Flyers Dr, Norwich, CT 06360
  • /14

    $1,195,000

    $170K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,392 Sq Ft

    51 Pearl St, Guilford, CT 06437

    One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the

    Philip Warner William Pitt Sotheby's Int'l

    51 Pearl St, Guilford, CT 06437
  • /40

    $8,495,000

    $500K PRICE DROP
    • 9 Beds
    • 10 Baths
    • 8,188 Sq Ft

    16 East Trail, Darien, CT 06820

    Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the

    Ashley Dineen Compass Connecticut, LLC

    16 East Trail, Darien, CT 06820
  • /38

    $400,000

    $50K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,291 Sq Ft

    371 Washington St, Norwich, CT 06360

    Nestled in the heart of Norwich's historic Norwichtown district, is an extraordinary residence that seamlessly blends rich American history with timeless charm and modern-day versatility. Originally built circa 1760, this 2,291 square foot home offers 3 bedrooms and 1.5 baths, along with a third-floor studio/bonus space-ideal for a home office, studio, or creative retreat-thoughtfully balancing

    Skyla Gagnon RE/MAX Bell Park Realty

    371 Washington St, Norwich, CT 06360
  • /28

    $1,650,000

    • Land
    • 3.65 Acres
    • $452,055 per Acre

    Lot 5 Milton Rd, Goshen, CT 06756

    Set along the serene shores of Woodridge Lake, Lot 5 on Milton Road presents a rare opportunity to own a substantial piece of true waterfront in one of Litchfield County's most coveted communities. Encompassing 3.65 acres with approximately 170 feet of direct lake frontage, this exceptional property combines privacy, scale, and sweeping natural beauty-an increasingly scarce offering. Gently

    Samantha Behm William Pitt Sotheby's Int'l

    Lot 5 Milton Rd, Goshen, CT 06756
  • /24

    $2,150,000

    Open Thu 10AM - 12:30PM
    • 4 Beds
    • 3.5 Baths
    • 4,366 Sq Ft

    200 Old Church Rd, Greenwich, CT 06830

    First time on the market in over 50 years, this exceptional 1.08-acre property offers a rare opportunity on one of Greenwich's most coveted streets, just minutes from town. Set high on an elevated site with desirable east-west exposures, the property is home to the historic Laurence McGuire House, one of the few remaining examples of Spanish Eclectic architecture in Greenwich. The existing

    Krissy Blake Sotheby's International Realty

    200 Old Church Rd, Greenwich, CT 06830
  • /40

    $1,449,000

    $210K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,962 Sq Ft

    17 Bittersweet Way, Stonington, CT 06378

    Ideally located just minutes from Stonington Borough's historic charm and the vibrant waterfront of downtown Mystic. This exquisite custom-built Colonial, constructed in 2006, sits on just over three acres and offers nearly 4,000 square feet of living space across three floors. The first floor features a spacious, inviting living room complete with a gas fireplace and large Thermopane windows

    Stan Mickus CENTURY 21 Shutters & Sails

    17 Bittersweet Way, Stonington, CT 06378
  • /24

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    5 Oaktree Ct, Bethel, CT 06801

    Welcome Home! This Expanded Raised Ranch is Nestled in a Desirable and Peaceful Bethel Cul-de-sac Neighborhood. With a Freshly Painted Interior This Home Blends Classic Suburban Charm W/A Spacious, Versatile Layout, This Gorgeous Property Features 4 Beds and 2.5 Baths Across nearly 2,800 SQ Ft of Comfortable Living Space. Sun-Drenched Main Living: Open Concept Expanded Living and Dining Area

    Janice Ramos Coldwell Banker Realty

    5 Oaktree Ct, Bethel, CT 06801
  • /40

    $4,250,000

    $245K PRICE DROP
    • 10 Beds
    • 7 Baths
    • 12,145 Sq Ft

    117 Water St, Stonington, CT 06378

    Ocean House is an eleven unit, mixed use, historic property, comprised of seven residential suites and four commercial suites. The cornerstone of Stonington Borough's commercial Village District, each of the occupied, renovated residential suites features a fully applianced kitchen with dishwasher and a private laundry. Each of the four commercial spaces offer off-the-sidewalk entry and glass bay

    Lori Hopkins-Cavanagh Lori Hopkins-Cavanagh Broker

    117 Water St, Stonington, CT 06378
  • /39

    $8,195,000

    $700K PRICE DROP
    • 8 Beds
    • 10 Baths
    • 11,066 Sq Ft

    212 Bedford Rd, Greenwich, CT 06831

    Step into the reimagined 'Sunset Farm,' where historic charm meets modern luxury. Originally a Dutch Colonial from 1840, this landmarked property was completely rebuilt in 2006, blending timeless craftsmanship with contemporary elegance. The grand living and dining rooms, showcasing custom moldings and bespoke details, are perfect for entertaining, while the spacious chef's kitchen flows into a

    Yashmin Lloyds Compass Connecticut, LLC

    212 Bedford Rd, Greenwich, CT 06831
  • /40

    $1,599,000

    • 5 Beds
    • 3 Baths
    • 3,168 Sq Ft

    677 N Salem Rd, Ridgefield, CT 06877

    Rarely does a property of this character and versatility come to market. Welcome to 677 N Salem Road - known historically as the Jamesway Barn Estate - a truly singular 2-acre compound in the heart of Ridgefield that blends 19th-century craftsmanship with extraordinary potential. The main Colonial residence is a diamond in the rough, offering 3 bedrooms, rich wide-plank hardwood floors, two

    Stephen Mele Houlihan Lawrence

    677 N Salem Rd, Ridgefield, CT 06877
  • /40

    $349,900

    Open Sat 11AM - 1PM Coming Soon
    • 5 Beds
    • 1.5 Baths
    • 2,559 Sq Ft

    46 Merriman St, Bristol, CT 06010

    Welcome to this charming Colonial nestled in the heart of Federal Hill, one of the area's most desirable historic neighborhoods. Built in 1900, this spacious home is filled with timeless character and offers an exceptional opportunity for its next owner to bring their vision and make it their own. Featuring generous living spaces ideal for family gatherings and entertaining, the home showcases

    Tracy Pentalow Property Shoppe, LLC

    46 Merriman St, Bristol, CT 06010
  • /38

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 3,330 Sq Ft

    362 Whitney Ave Unit 1B, New Haven, CT 06511

    This elegant, meticulously renovated first floor condo is in a beautiful historic East Rock building and perfectly blends the original details with modern today's amenities. The approximately 3,330 S.F. in the condo + the high ceilings and large openings between the rooms provide a light and airy environment. Enter the condo from a glorious, stately foyer at the Lawrence Street side of the

    Betsy Grauer Betsy Grauer Realty, Inc

    362 Whitney Ave Unit 1B, New Haven, CT 06511
  • /31

    $499,900

    • 4 Beds
    • 1.5 Baths
    • 2,162 Sq Ft

    101 Hamburg Rd, Lyme, CT 06371

    Experience the perfect blend of HISTORIC CHARACTER and modern reliability in this BEAUTIFULLY UPDATED CAPE, perfectly positioned at the southern tip of Lyme. Whether you are seeking a peaceful weekend getaway or a permanent year-round residence, this home delivers comfort and efficiency WITHOUT THE HIGH TAX BURDEN. Inside, the home features a sun-drenched, FRONT-TO-BACK LIVING AREA anchored by a

    Paul Marino Landfall Properties, LLC

    101 Hamburg Rd, Lyme, CT 06371
  • /35

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,557 Sq Ft

    52 Wheeler St, Watertown, CT 06795

    Step into a piece of Watertown's rich history at 52 Wheeler Street, a residence brimming with antique character and timeless appeal. This home offers a rare blend of preserved original details and essential modern updates. Situated on a quiet, level lot just one block from the prestigious Taft School, the property welcomes you with a classic wraparound porch, featuring a screened-in section

    Jaider Osorno Alpha Capital Realty, LLC

    52 Wheeler St, Watertown, CT 06795
  • /39

    $340,000

    • 3 Beds
    • 1.5 Baths
    • 1,494 Sq Ft

    64 Chestnut St, Willimantic, CT 06226

    Located in the Historic Hill section of romantic Willimantic, this charming Craftsman-era bungalow offers the perfect blend of historic character and modern convenience, just minutes from downtown shops, restaurants, and local attractions. Before you even step inside, beautifully maintained gardens welcome you to the expansive front porch-an ideal spot to relax and enjoy the neighborhood's

    Stephen Galinat Home Selling Team

    64 Chestnut St, Willimantic, CT 06226
  • /31

    $725,000

    • 5 Beds
    • 3 Baths
    • 1,365 Sq Ft

    50 Southbury Rd, Roxbury, CT 06783

    Cottage & Guest House Located in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 2 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house. The main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls. At its

    Jeff Phillips William Pitt Sotheby's Int'l

    50 Southbury Rd, Roxbury, CT 06783
  • /36

    $795,000

    Open Sat 1:15PM - 3PM
    • 3 Beds
    • 3 Baths
    • 2,272 Sq Ft

    51 Mill St, Riverton, CT 06065

    Introducing: Fawns Leap, a masterclass in historic preservation. Following an exhaustive, $1.5 million meticulous restoration, this property offers a rare real estate dream: the undeniable charm and soul of an antique home, with absolutely none of the discomforts, drafts, or maintenance costs of one. Stripped down to the studs and thoughtfully rebuilt, the exterior boasts completely new

    John Harney William Pitt Sotheby's Int'l

    51 Mill St, Riverton, CT 06065
  • /48

    $12,100,000

    • 5 Beds
    • 5.5 Baths
    • 5,560 Sq Ft

    123 Saddle Rock Rd, Stamford, CT 06902

    Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance.Designed by Hunt & Hunt Architects and completed in

    Leslie McElwreath Sotheby's International Realty

    123 Saddle Rock Rd, Stamford, CT 06902
  • /39

    $520,000

    $29K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,150 Sq Ft

    101 Child Hill Rd, Woodstock, CT 06281

    Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases

    Kristen Kaskela Berkshire Hathaway NE Prop.

    101 Child Hill Rd, Woodstock, CT 06281
  • /6

    $750,000

    $151K PRICE INCREASE
    • Land
    • 29.2 Acres
    • $25,685 per Acre

    00 Above All Rd, Warren, CT 06754

    29.20 acres of unspoiled beauty for sale in historic Warren, Connecticut - one of the oldest towns in Connecticut, first settled in 1737. The property has been in the same family since the1800's. This woodland parcel is located on a quiet dead-end road and gives one the chance to build a retreat in a small country farming community. It offers access to power lines as well as substantial road

    John Sniffen William Pitt Sotheby's Int'l

    00 Above All Rd, Warren, CT 06754
  • /6

    $386,000

    • Land
    • 1.91 Acres
    • $202,094 per Acre

    00 Main St, Winsted, CT 06098

    Exceptional 2+ Acre Development Opportunity - Route 44, Winsted, CT** Rare opportunity to acquire approximately 2+- acres with nearly 700 feet of frontage on Main Street (Route 44), one of Winsted's primary commercial corridors. Located within the Town Gateway Zone, this highly visible parcel offers outstanding flexibility for a variety of development opportunities, including commercial,

    Dan Merrigan Merrigan & Lefebvre Realty

    00 Main St, Winsted, CT 06098
  • /28

    $425,000

    • 5 Beds
    • 2.5 Baths
    • 2,848 Sq Ft

    272 Prospect St, Willimantic, CT 06226

    Step back in time in this majestic REMODELED 5-Bedroom Queen Anne-style Victorian home complete with wrap-around porch, gorgeous stone pathway gardens, soaring ceilings, hardwood floors, original woodwork, AND a beautifully remodeled kitchen!! The George Tiffany House circa 1890 offers plenty of rich history and architectural character and is on the National Registery of Historic Places. The

    Lori Ciccarelli RE/MAX One

    272 Prospect St, Willimantic, CT 06226
  • /39

    $2,550,000

    • 6 Beds
    • 5 Baths
    • 3,669 Sq Ft

    44 Williams Ave, Stonington, CT 06355

    A turn-key investment opportunity in the heart of Mystic. This completely updated multi-unit building blends coastal sophistication with a high-yield asset model, making it a true trophy property for your portfolio. In the LS-5 zone, it is positioned perfectly for an owner occupier on the second floor with rental units for the modern traveler on the first level. Or, use all units as long-term

    Jonathan Shockley Serhant Connecticut, LLC

    44 Williams Ave, Stonington, CT 06355
  • /40

    $1,750,000

    • 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 Coldwell Banker Realty

    55-69 Sawmill Rd, Branford, CT 06405
  • /40

    $7,900,000

    • 7 Beds
    • 9 Baths
    • 8,100 Sq Ft

    246 Brookside Rd, Darien, CT 06820

    Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and

    Keiley Fuller Compass Connecticut, LLC

    246 Brookside Rd, Darien, CT 06820
  • /40

    $839,000

    Coming Soon
    • 6 Beds
    • 3.5 Baths
    • 5,109 Sq Ft

    45 Huntington Ave, Norwich, CT 06360

    Nestled in history and beautifully preserved, the E.A. Huntington Homestead c.1717 offers a rare opportunity to own one of Norwichtown's most distinctive properties. Set among mature trees, historic stone walls, and peaceful grounds, this remarkable estate features over 5,100 square feet of living space between the main residence and detached guest house. The main home showcases original

    Brian Mason eXp Realty

    45 Huntington Ave, Norwich, CT 06360
  • /40

    $1,800,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 3,014 Sq Ft

    54 Barnes Rd, Stonington, CT 06378

    Discover a New-Generation Modern Farmhouse set on 7.3 pristine acres on one of the most coveted addresses in Historic Stonington. Once Colonial Farmland, now a Masterfully Designed Private Estate combining timeless character with cutting-edge performance. This 3 Bedroom 2 and 1/2 Bath home was thoughtfully constructed in 2019 to the highest Passive House, Net Zero Plus, and extreme

    Judi Caracausa William Pitt Sotheby's Int'l

    54 Barnes Rd, Stonington, CT 06378
  • /40

    $1,149,000

    • 3 Beds
    • 4 Baths
    • 3,199 Sq Ft

    252 Florida Hill Rd, Ridgefield, CT 06877

    This picturesque ca 1780 farmhouse retains all of its historic charm but has been updated & expanded for today including significant 3 car garage addition with magnificent great room above. Stunning 2.09 acres with scenic pond for kayaking & skating, rolling lawn, front porch, rear screened porch & deck, electrified cottage/shed, chicken coop, horse barn with one stall, fruit trees including

    Laura Ancona William Pitt Sotheby's Int'l

    252 Florida Hill Rd, Ridgefield, CT 06877
  • /39

    $249,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    54 W North St Unit 305, Stamford, CT 06902

    ELEVATOR blg an NO Spec Assmnts! A DIAMOND in the rough! 2026 REMODELED 2 bedrm sunny corner unit in a residential neighborhd of recent million $ homes sold steps away in historic Hubbard Heights & Parc Tower! HOA incl HEAT H/W COOKING GAS and even PROPERTY TAXES! D/R is a versatile room for office, gym etc. Priv. parking. Laundry. STEPS AWAY are 2 city parks (Scalzi & Mill River) UCONN, library,

    Tina Angelos Berkshire Hathaway NE Prop.

    54 W North St Unit 305, Stamford, CT 06902

Showing Results 161 - 200, Page 5 of 11

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