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Homes for Sale in Connecticut - Historic

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  • /40

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 2,338 Sq Ft

    7 Gravel St Unit 1, Mystic, CT 06355

    Discover unparalleled one-level living in this stunning 2,338 square foot condominium in Historic Downtown Mystic, Connecticut across from the Mystic River and Bascule Bridge. Breathtaking water views to the Mystic Seaport. Featuring 3 bedrooms, 2 baths and unobstructed water view, this home offer the perfect blend of comfort and convenience. Primary Bedroom Suite Bathroom has a large walk-in

    Judi Caracausa William Pitt Sotheby's Int'l

    7 Gravel St Unit 1, Mystic, CT 06355
  • /37

    $1,700,000

    • 5 Beds
    • 4 Baths
    • 3,861 Sq Ft

    125 Ridgewood Dr, Milford, CT 06460

    Welcome to one of Morningside's most beautifully reimagined homes, where classic character and modern design come together in perfect harmony. This one-of-a-kind residence blends historic details-like a stunning original floor-to-ceiling stone fireplace-with the light-filled openness of contemporary living. Step inside to a sweeping first floor with soaring 10-foot ceilings and a seamless flow

    Jeremy Goun KNG Realty LLC

    125 Ridgewood Dr, Milford, CT 06460
  • /39

    $2,745,000

    • 6 Beds
    • 3 Baths
    • 4,380 Sq Ft

    12 Popple Swamp Rd, Cornwall Bridge, CT 06754

    A rare and storied offering, the Colonel Dwight Wellington Pierce Farmstead is a distinguished circa 1830 Greek Revival residence listed on the State Registry of Historic Places. Perched on a rise with views of mountains, conserved land, and state forest, it blends heritage, natural beauty, and modern comfort. Spanning over 4,300 square feet, the main house features original moldings, wide-plank

    William Melnick Elyse Harney Real Estate

    12 Popple Swamp Rd, Cornwall Bridge, CT 06754
  • /38

    $749,900

    • 6 Beds
    • 3.5 Baths
    • 5,072 Sq Ft

    21 South Rd, Harwinton, CT 06791

    A Rare Country Estate with New York Elegance - Just Minutes from Litchfield! Step into timeless charm and modern comfort at 21 South Road, a rare 4+ acre estate located in Harwinton's prestigious Historic District. Less than 2 hours from Manhattan and minutes from Litchfield center, this refined country retreat offers an ideal escape for discerning buyers seeking peace, privacy, and

    Penelope Woodford Coldwell Banker Realty

    21 South Rd, Harwinton, CT 06791
  • /40

    $1,100,000

    • 6 Beds
    • 5 Baths
    • 4,071 Sq Ft

    349 Pomfret St, Pomfret Center, CT 06259

    349 Pomfret Street, Pomfret Center, Connecticut - Historic Charm Meets Modern Living Step into New England history with this beautifully restored property in the heart of Pomfret Center. Originally known as Stilleben Cottage, this stately home is one of just twelve original Bradley Cottages and is proudly listed on the National Register of Historic Places. Formerly the Cobscroft Inn, the

    Jennifer Mahr RE/MAX Bell Park Realty

    349 Pomfret St, Pomfret Center, CT 06259
  • /37

    $775,000

    • 3 Baths
    • 3,177 Sq Ft

    3 Essex Square, Essex, CT 06426

    Newly APPROVED for mixed use! An iconic Essex village property for sale at the head of Main Street! Potential here to create your own custom Essex village pied-a-terre with an income-producing component, or to convert this current office building into your full-time Essex home. Solid and well maintained, the building is currently divided into two condominium units. Unit 'A' consists of 1,200

    Rick Weiner William Pitt Sotheby's Int'l

    3 Essex Square, Essex, CT 06426
  • /40

    $1,500,000

    • 3 Beds
    • 2.5 Baths
    • 2,302 Sq Ft

    55 Main St, East Haddam, CT 06423

    NOW available fully furnished-like stepping into a VRBO, complete with furniture, linens, kitchenware, and more. Just bring your suitcase. Where the river slows down and life follows. At 55 Main Street, you can cast a line from your dock at sunrise, take your boat out by noon, and grill & dine on patio overlooking pool by sunset-all from the comfort of your own historic retreat. Set high on the

    Sacha Armstrong William Pitt Sotheby's Internatiomal Realty

    55 Main St, East Haddam, CT 06423
  • /33

    $265,000

    • 1 Bed
    • 1 Bath
    • 887 Sq Ft

    18 Greenview Ln, Milford, CT 06461

    This unit is leased until 2026. Tenant occupied until August 1st 2026. Lease will convey to the new owner. Welcome Home ! Location Location Location ... Just a short hop and a jump to all that Milford has to offer ! A few minutes away visit historic Milford Center featuring your pick of restaurants with every type of cuisine. Enjoy the beautiful sandy town beaches this summer. Catch a cool summer

    Office Fidelity Real Est Fidelity Real Estate

    18 Greenview Ln, Milford, CT 06461
  • /40

    $3,450,000

    • 5 Beds
    • 4.5 Baths
    • 5,142 Sq Ft

    262 Cove Rd, Stonington, CT 06378

    Welcome to 262 Cove Road, a reimagined 1740 Gentlemen's Farm that artfully blends historic charm with modern luxury. A 1998 timber-frame barn addition-originally built as an indoor pool-now anchors this unique home. A full renovation (2018-2019) brought new plumbing, HVAC, electrical, and elegant finishes including a chef's kitchen with soapstone/marble countertops, Sub-Zero drawers, Wolf range,

    Ann Bergendahl Willow Properties

    262 Cove Rd, Stonington, CT 06378
  • /39

    $660,000

    • 3 Beds
    • 3.5 Baths
    • 2,492 Sq Ft

    143 Soundview Ave, Shelton, CT 06484

    Welcome to this beautifully updated one-level Ranch located near the Huntington Center Historic District, set on a flat and private 0.93-acre lot. This home features a 2-car garage, central air, and brand-new active solar panels to keep your electric bills low. Inside, you'll find a luxurious primary suite complete with a stunning walk-in closet and an updated full bath with a Jacuzzi tub. The

    Reinhard Ordonez eRealty Advisors, Inc.

    143 Soundview Ave, Shelton, CT 06484
  • /40

    $4,999,000

    • 5 Beds
    • 4.5 Baths
    • 4,669 Sq Ft

    216 Hillspoint Rd, Westport, CT 06880

    Compo Beach Coastal Compound+Water Views+Approved Lot! A rare Compo Beach opportunity-beautifully rebuilt, expanded 5 bed/4.5 bath home on a .47-acre parcel-INCLUDES AN APPROVED BUILDABLE .14 ACRE LOT. Enjoy stunning water views, privacy & unmatched lifestyle just steps from Old Mill & Compo Beaches! Discover a rare blend of timeless character & sophisticated living in this coastal estate.

    Sarah Fair William Raveis Real Estate

    216 Hillspoint Rd, Westport, CT 06880
  • /20

    $5,850,000

    • 5 Beds
    • 5.5 Baths
    • 8,818 Sq Ft

    12 Dwight Ln, Greenwich, CT 06831

    Experience the charm of a genuine 17th-century Elizabethan manor, meticulously reconstructed on over four acres of beautifully landscaped grounds showcasing exquisite gardens, stunning masonry, and exceptional amenities. Located on a picturesque private lane, this home preserves the architectural essence of a classic English manor, featuring historic wooden beams sourced and carefully dismantled

    Yashmin Lloyds Compass Connecticut, LLC

    12 Dwight Ln, Greenwich, CT 06831
  • /34

    $219,900

    • 2 Beds
    • 2 Baths
    • 1,171 Sq Ft

    68 Thermos Ave Unit 206, Norwich, CT 06360

    WATERFRONT CONDO WITH WATERVIEWS that's actually affordable!! NOW IS YOUR CHANCE TO OWN IN THE BEAUTIFUL UNIQUE AND HISTORIC THERMOS BUILDING! You will marvel at the architecture featuring the very trendy industrial look of exposed wood beams and piping. This lovely 2 bedroom (both with waterviews), 2 full bath unit is a gem with its updated kitchen with fresh white cabinets and stainless steel

    Lisa Bernard Coldwell Banker Realty

    68 Thermos Ave Unit 206, Norwich, CT 06360
  • /40

    $3,495,000

    • 5 Beds
    • 4 Baths
    • 5,133 Sq Ft

    19 Skymeadow Dr, Stamford, CT 06903

    Welcome to The Benjamin Weed House-an extraordinary 5-bed, 4-bath estate set on 3.5 lush acres. Thoughtfully expanded over time, this historic home and property blends timeless charm with modern luxury. High ceilings, wide plank hardwood floors, and exceptional craftsmanship shine throughout. The gourmet kitchen features a Sub-Zero fridge, Wolf cooktop, and granite countertops as well as a large

    Laurie Cingari Berkshire Hathaway NE Prop.

    19 Skymeadow Dr, Stamford, CT 06903
  • /40

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,796 Sq Ft

    159 Merryall Rd, New Milford, CT 06776

    Welcome to a rare offering in the heart of Merryall, New Milford's most picturesque & storied community. Nestled in Litchfield County, Merryall is known for its quiet beauty, scenic roads, & rich history. Once a thriving farm & mill district in the 18th/ 19th centuries. Merryall today is a peaceful haven with a deep appreciation for nature, the arts, & historic preservation. This beautifully

    Omar Cruz Compass Connecticut, LLC

    159 Merryall Rd, New Milford, CT 06776
  • /40

    $1,149,000

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

    252 Florida Hill Rd, Ridgefield, CT 06877

    "Locust Shade Farm" - This 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

    Laura Ancona William Pitt Sotheby's Int'l

    252 Florida Hill Rd, Ridgefield, CT 06877
  • /38

    $4,350,000

    • 5 Beds
    • 6.5 Baths
    • 5,257 Sq Ft

    331 Round Hill Rd, Greenwich, CT 06831

    Built in 1758 and masterfully updated, 331 Round Hill Road offers a rare opportunity where historic character and modern comfort exist in perfect balance. Wide-plank floors, hand-hewn beams, and wood-burning fireplaces showcase early American craftsmanship, while a reimagined kitchen with premium appliances and renovated baths provides seamless functionality. The large living room offers a quiet

    Jack Sarsen Compass Connecticut, LLC

    331 Round Hill Rd, Greenwich, CT 06831
  • /19

    $139,900

    • 1 Bed
    • 1.5 Baths
    • 881 Sq Ft

    71A Imlay St Unit D2, Hartford, CT 06105

    Experience timeless elegance in the heart of Hartford's historic Asylum Hill neighborhood with this beautifully renovated condo. Blending classic charm with modern updates, this inviting home features soaring ceilings, gleaming hardwood floors, and a cozy fireplace that creates a warm, welcoming atmosphere. The thoughtfully updated interior includes fresh, neutral paint throughout, a stylish

    Michael Barnes Coldwell Banker Realty

    71A Imlay St Unit D2, Hartford, CT 06105
  • /40

    $3,749,000

    • 5 Beds
    • 4.5 Baths
    • 6,661 Sq Ft

    2683 Bronson Rd, Fairfield, CT 06824

    Located in the heart of Greenfield Hill at the top of Bronson Road, this iconic Connecticut estate sits on 2+ beautifully landscaped acres with distant water views of Long Island Sound. Across from a majestically developed family and horse-farm compound and outside the historic district, this home blends old-world charm with modern comforts. Originally built in 1844 and significantly expanded and

    Tara Hawley Coldwell Banker Realty

    2683 Bronson Rd, Fairfield, CT 06824
  • /31

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 2,911 Sq Ft

    53 Old Town St, East Haddam, CT 06423

    53 Old Town Street is more than a house; it is a living chapter of Connecticut history, gracefully updated for modern life, this impeccably preserved (circa) 1747 center-chimney homestead with clapboard facade, restored six-over-six windows, period hardware, and exposed post-and-beam framing sets an authentic tone that continues though out the interior of the home, where a grand sitting room

    Santo Gulino William Raveis Real Estate

    53 Old Town St, East Haddam, CT 06423
  • /28

    $409,000

    • 4 Beds
    • 2.5 Baths
    • 1,668 Sq Ft

    60 Pomperaug Rd, Woodbury, CT 06798

    NEW PRICE OFFERING! .... TRAVEL OVER THE POMPERAUG RIVER AND WATERFALL TO THIS UNIQUE, ENCHANTING OASIS. Situated close to the center of Woodbury, yet the ambiance of this "country" setting provides the feeling of being miles away from it all! This is a unique opportunity to reside in an historic mill village on one of Woodbury's most picturesque town-maintained roads. Enjoy this lovely home

    Terry Lee Adams Adams & Adams Real Estate

    60 Pomperaug Rd, Woodbury, CT 06798
  • /21

    $320,000

    • 3 Beds
    • 1.5 Baths
    • 1,582 Sq Ft

    61 Naubuc Ave, East Hartford, CT 06118

    Welcome to 61 Naubuc Avenue, a charming and well-maintained ranch-style home nestled in the historic Hockanum neighborhood of East Hartford. Owned and cared for by the same family for nearly two decades, this classic 1941 residence offers timeless appeal and practical livability. Inside, you'll find three spacious bedrooms and one and a half bathrooms across a smartly designed 1,582 square feet

    Ravi Ajodhi Vylla Home (CT) LLC

    61 Naubuc Ave, East Hartford, CT 06118
  • /5

    $975,000

    • 8 Beds
    • 4 Baths
    • 3,999 Sq Ft

    1361 Chapel St, New Haven, CT 06511

    ****THIS LISTING IS PART OF A PORTFOLIO FOR SALE Prime MixedUse Opportunity at 1361 Chapel Street - Active Commercial Corner in the Heart of Chapel Street Historic District! 4 UNIT RESIDENTIAL - WITH A GROUND FLOOR RETAIL SPACE.

    Ken Ginsberg KNG Realty LLC

    1361 Chapel St, New Haven, CT 06511
  • /34

    $799,900

    • 3 Beds
    • 2 Baths
    • 2,314 Sq Ft

    52 Seaside Ave, Guilford, CT 06437

    Here is your chance to own a slice of heaven! Perfectly situated within walking distance to Metro North Railroad, Jacob's Town Beach, a park/playground, the historic Guilford town green, shops, and the town docks, this is a property you do not want to miss. The owners of this home added many upgrades, including a refinished kitchen with brand new appliances, new flooring, upgraded electrical,

    Lindsay Walsh Coldwell Banker Realty

    52 Seaside Ave, Guilford, CT 06437
  • /40

    $3,495,000

    • 7 Beds
    • 7 Baths
    • 7,060 Sq Ft

    259 N Main St, Stonington, CT 06378

    Cove Lawn is a Historic Italianate Estate with Water Views and Guest House. Steeped in local history and timeless elegance, this magnificent c.1860 estate is a rare offering just outside the charming Stonington Borough. Set on 3.19 meticulously landscaped acres, this stunning property boasts seven Bedrooms, five Full Baths and two Half Baths in the Italianate style stately main residence with

    Judi Caracausa William Pitt Sotheby's Int'l

    259 N Main St, Stonington, CT 06378
  • /21

    $2,500,000

    • Land
    • 71 Acres
    • $35,256 per Acre

    10 Riverside Dr, Baltic, CT 06330

    This potential 70-acre development in Sprague, Connecticut, offers a unique opportunity to build a 96-unit condominium community with two small retail centers in the town's Village Design District. Surrounded by peaceful woodlands and featuring over 3,000 feet of scenic walking trails, the plan includes spacious two- and three-bedroom, handicap-accessible units, a community center with a kitchen,

    Stephano Stravoravdis Real Broker CT, LLC

    10 Riverside Dr, Baltic, CT 06330
  • /24

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 2,598 Sq Ft

    73 Atwater St, Bridgeport, CT 06604

    Welcome home! Nestled in Bridgeport's historic Brooklawn neighborhood, 73 Atwater Street offers an opportunity to own a piece of architectural heritage while still enjoying the convenience of modern city living. The home welcomes you to 2,598 square feet of living space, where sunlight streams through large windows, illuminating hardwood floors and highlighting the home's original architectural

    Dezso Slezak Houlihan Lawrence

    73 Atwater St, Bridgeport, CT 06604
  • /7

    $250,000

    • Land
    • 13 Acres
    • $19,531 per Acre

    0 Northfield Rd, Litchfield, CT 06759

    Discover the perfect canvas for your architectural masterpiece with this stunning 12.8-acre approved building lot, nestled just minutes from the historic Litchfield Green. Embrace the quintessence of country living as you construct your dream home amidst the expansive rolling meadows, where the serenity of nature envelops you. This idyllic parcel is graced by a gentle stream, creating a natural

    Roland Leal William Pitt Sotheby's Int'l

    0 Northfield Rd, Litchfield, CT 06759
  • /39

    $5,995,000

    • 7 Beds
    • 8 Baths
    • 6,057 Sq Ft

    40 Oenoke Ridge, New Canaan, CT 06840

    You can stroll into town from 40 Oenoke Ridge, one of New Canaan's most admired and iconic properties, stunningly transformed by its current owners into a showpiece of refined elegance and contemporary comfort. Nestled on 2+ acres of breathtaking, park-like grounds, this distinguished 1929 brick Colonial offers the rare combination of historic charm and today's most desired luxuries. Boasting 6/7

    John Dunn Compass Connecticut, LLC

    40 Oenoke Ridge, New Canaan, CT 06840
  • /32

    $1,299,000

    • 4 Beds
    • 2.5 Baths
    • 2,818 Sq Ft

    163 Lake Rd, Warren, CT 06754

    Historic Elegance Meets Countryside Charm in Warren, Ct Nestled within the picturesque expanses of Litchfield County, this magnificent 4-bedroom, 2.5-bath home is a testament to timeless beauty and modern convenience. Set on a sprawling 41-acre estate, this Greek revival style home is proudly listed on the Connecticut Historic Register, offering a blend of rich history and updated country

    John Sniffen William Pitt Sotheby's Int'l

    163 Lake Rd, Warren, CT 06754
  • /28

    $1,500,000

    • 3 Beds
    • 6 Baths
    • 5,725 Sq Ft

    134 Roxbury Rd, Washington, CT 06793

    Greek Revival Splendor! A structure of noble proportions & architectural significance stands prominently at the center of this pastoral expanse. This 13+acre estate features a cleared upper meadow with open western views, presenting another prime building parcel to capture the sunsets over Steep Rock Preserve. Currently under renovation, the floor plan has been fully opened up to create spacious

    Alan O'Doherty William Pitt Sotheby's Int'l

    134 Roxbury Rd, Washington, CT 06793
  • /40

    $389,000

    • 4 Beds
    • 4 Baths
    • 2,898 Sq Ft

    579 Main St, New Hartford, CT 06057

    HUGE PRICE REDUCTION!!!!!! Own a piece of history with this iconic double Cape (circa 1804) in the heart of New Hartford. Spanning 2,898 sq. ft., this 12-room, 5-bedroom, 4-bathroom home blends antique charm with endless customization possibilities. Key Features: Timeless Design: Original wide chestnut floors, built-ins, and four fireplaces, including a bake oven and wood stove. Versatile

    Suzie Larson Turning Point Realty, LLC

    579 Main St, New Hartford, CT 06057
  • /39

    $755,000

    • 4 Beds
    • 4 Baths
    • 3,715 Sq Ft

    15 La Fountain Rd, Suffield, CT 06078

    MOVE IN READY. Stunning Custom-Built HOME in Historic Suffield is a beautifully crafted 4-bedroom, 2 full and 2 half bath Colonial offering exceptional design, quality workmanship, and a warm, inviting layout. From the moment you enter the soaring two-story foyer with cathedral ceilings, you'll appreciate the elegant finishes-including formal DR w crown moldings, 9-foot ceilings, elegant

    Lisa Sabbatino Coldwell Banker Realty

    15 La Fountain Rd, Suffield, CT 06078
  • /40

    $1,335,000

    • 5 Beds
    • 6 Baths
    • 6,201 Sq Ft

    325 Woodbury Rd, Watertown, CT 06795

    Own a grand architectural gem. This 1926 Georgian Revival slate-roofed brick mansion is impeccably restored to 21st century high standards with 3.33 professionally landscaped acres, a natural pond, specimen trees and gunite pool tucked into flourishing gardens having a hundred year's growth under the loving hands of avid gardeners, all breathtaking to behold. Known as The Lilley House, built for

    GRACE FRANJOLA Berkshire Hathaway NE Prop.

    325 Woodbury Rd, Watertown, CT 06795
  • /31

    $4,750,000

    • 4 Beds
    • 6.5 Baths
    • 8,886 Sq Ft

    61 High Ridge Ave, Ridgefield, CT 06877

    61 High Ridge Ave, a regal estate nestled in the heart of Ridgefield, CT's Historic District, with walking distance to downtown. Custom built in 1997, this exceptional property is anchored by a distinguished Stone Manor-a showcase of timeless elegance, expert craftsmanship, and dedication to quality. Spanning over 8,000 sq ft across 3 levels, the main residence features a stone facade, slate

    Brian Milton Compass Connecticut, LLC

    61 High Ridge Ave, Ridgefield, CT 06877
  • /40

    $2,300,000

    • 5 Beds
    • 5.5 Baths
    • 4,542 Sq Ft

    27 Church St, Noank, CT 06340

    Step into timeless elegance in the heart of the seaside village of Noank, CT. Built by shipbuilder Robert Palmer, Jr. and designed by architect George Franklin Barber, this stately 1907 residence offers over 4,500 square feet of exquisitely preserved and thoughtfully updated living space. A grand, columned entrance welcomes you into a home rich with architectural details, including original

    Ann Bergendahl Willow Properties

    27 Church St, Noank, CT 06340
  • /35

    $895,000

    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft

    300 Bantam Lake Rd Unit 10, Morris, CT 06763

    Come jump in Bantam Lake right from your very own waterfront in the heart of Litchfield County at the Westover Condominium Association-it even comes with a boat slip off the dock if you'd prefer to hop in a boat. This lovely year 'round 3 bedroom/2 full bath free-standing home with an open floor plan and hardwood floors throughout, is in pristine condition and ready for you to enjoy lake living

    DONNA MEMBRINO William Pitt Sotheby's Int'l

    300 Bantam Lake Rd Unit 10, Morris, CT 06763
  • /40

    $3,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,571 Sq Ft

    66 High St Unit 40, Guilford, CT 06437

    Experience Elevated Living at The Residences at 66 High Street. Step into a lifestyle of sophistication and comfort-where luxury amenities meet cosmopolitan charm. This expansive third-floor residence in the Leete Building is one of the largest in the community and offers breathtaking, unobstructed views of the West River, Long Island Sound, and Faulkner's Island. Thoughtfully designed with 3

    Nicole White William Raveis Real Estate

    66 High St Unit 40, Guilford, CT 06437
  • /40

    $649,900

    • 4 Beds
    • 2 Baths
    • 3,328 Sq Ft

    96 Middle Haddam Rd, East Hampton, CT 06456

    Welcome to this beautiful home in the heart of historic Middle Haddam - a stunning 1918 barn thoughtfully transformed into a warm and character-filled home, nestled on a private, picturesque 5-acre lot complete with paddock for the equestrian's. This one-of-a-kind property seamlessly blends rustic charm with modern comforts. Step inside to find rich hardwood floors throughout and a show-stopping

    Margaret Wilcox William Raveis Real Estate

    96 Middle Haddam Rd, East Hampton, CT 06456
  • /40

    $599,000

    • 4 Beds
    • 3.5 Baths
    • 3,273 Sq Ft

    46 N Park St, Ellington, CT 06029

    Welcome to 46 N park St! This home has been completely rebuilt and expanded with a large new addition using high end quality materials. First floor boasting a large open concept kitchen with a center island and granite countertops, dining area and living room leading to a lovely outdoor covered porch. 1/2 Bath. Washer and Dryer room/closet. The second floor features a primary bedroom with its

    Raphael Vergnaud Coldwell Banker Realty

    46 N Park St, Ellington, CT 06029

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