258

Homes for Sale in Connecticut - Historic

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  • /4

    $1,790,000 New Construction

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

    31 Stony Lane Lot 1 Rd, Madison, CT 06443

    Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of

    Lindsay Greenberg William Raveis Real Estate

    31 Stony Lane Lot 1 Rd, Madison, CT 06443
  • /28

    $1,399,999

    • 3 Beds
    • 2.5 Baths
    • 1,962 Sq Ft

    11 Roland Ave, Norwalk, CT 06855

    11 Roland Avenue is in the vibrant Marvin Beach Association in Historic East Norwalk. Picture coming home in the summer and going for a swim or taking your boat out to enjoy a beautiful sunset. This Association has something to offer people of all ages, tennis for all, a sunset cocktail party for adults, July 4th. parade and picnic, Steak and Lobster Dinner, eligibility for membership in the MBA

    Bill Tims Berkshire Hathaway NE Prop.

    11 Roland Ave, Norwalk, CT 06855
  • /31

    $35,000,000

    • 8 Beds
    • 9 Baths
    • 9,300 Sq Ft

    10 Cliffdale Rd, Greenwich, CT 06831

    Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

    Peter Janis BHHS New England Properties

    10 Cliffdale Rd, Greenwich, CT 06831
  • /16

    $450,000

    • 11 Beds
    • 3 Baths
    • 3,748 Sq Ft

    30 Main St, Plainfield, CT 06374

    Nestled in the heart of history, this extraordinary three-level estate exudes timeless elegance and vintage charm. With soaring ceilings, sprawling rooms, and intricate architectural details, this home captures the essence of a bygone era while offering the space and amenities for today's lifestyle. Every corner of this impressive residence tells a story-from the grand entryway with original

    Adam Gonzalez Century 21 Limitless

    30 Main St, Plainfield, CT 06374
  • /30

    $275,000

    • 2 Beds
    • 1 Bath
    • 1,102 Sq Ft

    34 Charter Oak Place Unit 1, Hartford, CT 06106

    Welcome to this beautifully remodeled, one-level condo that blends Brooklyn-style character with Hartford's rich historical charm. Set within an antique, historically inspired building, this two-bedroom, one-bath residence showcases timeless details and modern upgrades throughout. Step inside to discover exposed brick walls, gleaming hardwood floors, and a cozy fireplace that anchors the open

    Laura Beth Collinson Carl Guild & Associates

    34 Charter Oak Place Unit 1, Hartford, CT 06106
  • /40

    $689,000

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

    58 Middle Haddam Rd, East Hampton, CT 06424

    Dreaming of a stylish country retreat with history? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just two hours from New York City and Boston. This property blends modern amenities, including a swimming pool, with the carefully restored original features of a house built in 1780 and listed on the National Registry

    Teri Lewis William Pitt Sotheby's Int'l

    58 Middle Haddam Rd, East Hampton, CT 06424
  • /4

    $2,895,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 4,958 Sq Ft

    174 Montauk Ave, Stonington, CT 06378

    Set on one of Stonington's most scenic roads, this exceptional 3.03-acre Montauk Avenue property offers a rare opportunity to own a custom new construction home in a truly estate-like setting. Tastefully cleared and bordered by classic New England stone walls, the lot provides a peaceful, park-like backdrop and a sense of privacy. The thoughtfully designed custom coastal farmhouse-style home

    Mark Bevington Coldwell Banker Realty

    174 Montauk Ave, Stonington, CT 06378
  • /7

    $1,225,000 Coming Soon

    • 6 Beds
    • 4.5 Baths
    • 3,351 Sq Ft

    25 Taunton Ln, Newtown, CT 06470

    Welcome to 25 Taunton Lane! A timeless legacy reimagined.... Nestled within the desirable Taunton area of Newtown, close to RT. 84, serene Taunton Lake & the best of Newtown's local amenities. This breathtaking 4.55-acre estate represents 1930s character seamlessly woven into a sophisticated modern transformation. Renovated from the inside out, the property achieves a perfect harmony between

    Gregg Leonard William Raveis Real Estate

    25 Taunton Ln, Newtown, CT 06470
  • /13

    $1,350,000

    • Land
    • 0.48 Acre
    • $2,812,500 per Acre

    5 Outer Rd, Norwalk, CT 06854

    Waterfront property with architectural plans by award winning Architects Emma O'Neill and Benjamin Cherner. One half acre level lot with mature trees in the historic Village Creek neighborhood. The lot is located between a nature preserve and community green space. The property is steps away from the private marina, beach and tennis courts. Approvals in place include zoning(CAM), septic and HOA.

    Inger Stringfellow William Pitt Sotheby's Int'l

    5 Outer Rd, Norwalk, CT 06854
  • /8

    $125,000

    • Land
    • 1.7 Acres
    • $73,529 per Acre

    97 Blossom Dr, Pomfret, CT 06259

    Discover the perfect blend of nature and convenience with this stunning homesite, nestled within a well established subdivision surrounded by scenic rolling hills and south-facing slopes that capture the sun beautifully throughout the day. Enjoy potential for a walkout basement and build your custom dream home. This property also backs up to town owned land for added privacy and space, and

    Sanam Solati New England Prestige Realty

    97 Blossom Dr, Pomfret, CT 06259
  • /2

    $599,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    62 Cambridge Ct, Simsbury, CT 06070

    Copper Hill Estates at Cambridge Crossing proudly presents The Ashford, a thoughtfully designed 1,500-square-foot ranch-style home built by Silvin Homes, offering effortless single-level living within one of Simsbury's most prestigious and beautifully designed planned unit developments. This home offers 9-foot ceilings, hardwood floors throughout, and an open-concept layout ideal for living and

    Jenna Talbot Coldwell Banker Realty

    62 Cambridge Ct, Simsbury, CT 06070
  • /26

    $599,900 Open Sat 12AM - 2:30PM

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    220 Hilltop Cir, Trumbull, CT 06611

    Here, experience where comfort & convenience meet. Welcome to 220 Hilltop Circle, a beautifully maintained & updated property showcasing premium materials, artisan craftsmanship, & well thought upgrades throughout. Located in this highly sought-after "Nichols" neighborhood, this home offers exceptional convenience & access to nearby parks, award winning schools & amenities in this historic &

    Kenneth Martin William Raveis Real Estate

    220 Hilltop Cir, Trumbull, CT 06611
  • /9

    $820,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,399 Sq Ft

    0 Meadowcrest N Unit 24116337, Goshen, CT 06756

    One of the largest and most private remaining lots in the Meadowcrest subdivision-now offered as a rare bring-your-own-plans opportunity. Located at the quiet end of a cul-de-sac, this beautiful 2.42-acre homesite offers exceptional seclusion, with the future home set well back from the road and surrounded by mature woodlands. The land is ideally suited for a full walkout lower level, opening to

    Samantha Behm William Pitt Sotheby's Int'l

    0 Meadowcrest N Unit 24116337, Goshen, CT 06756
  • /40

    $2,825,000

    • 3 Beds
    • 2.5 Baths
    • 2,873 Sq Ft

    166 Rowayton Ave Unit 2, Norwalk, CT 06853

    A historic home with heart in the iconic seaside town of Rowayton, Welcome to Winthrop House. A distinguished residence commissioned by coveted developer Andy Glazer, perfectly nestled in the center of Rowayton. This exquisite home offers 2,873 sf of refined living space, reflecting a blend of historic charm on the exterior and modern elegance on the interior. This 1846 residence was meticulously

    Nancy R Dauk Compass Connecticut, LLC

    166 Rowayton Ave Unit 2, Norwalk, CT 06853
  • /39

    $625,000

    • 5 Beds
    • 2.5 Baths
    • 3,268 Sq Ft

    193 Phoenixville Rd, Chaplin, CT 06235

    193 Phoenixville Rd., Chaplin, CT Set on five picturesque acres, this classic New England antique Colonial seamlessly blends historic charm with thoughtful 21st-century updates. Flooded with natural sunlight throughout, the home offers a warm and inviting atmosphere while preserving the character that makes antique properties so special. The main level features a beautifully updated kitchen,

    Jennifer Mahr RE/MAX Bell Park Realty

    193 Phoenixville Rd, Chaplin, CT 06235
  • /39

    $424,777

    • 4 Beds
    • 1.5 Baths
    • 1,437 Sq Ft

    115 W Stafford Rd, Stafford Springs, CT 06076

    Don't miss your chance to own this charming and beautifully preserved 1915 Colonial Craftsman on 1.8 acres- with over 1,700 sq. ft. of timeless character and potential! Whether you're looking for a unique home or a place to live and work, this property's Highway Business (HB) zoning offers incredible flexibility. You'll be impressed by the original architectural details that shine throughout:

    Gregory Conway Coldwell Banker Realty

    115 W Stafford Rd, Stafford Springs, CT 06076
  • /40

    $449,900

    • 4 Beds
    • 1.5 Baths
    • 2,152 Sq Ft

    268 Main St, Durham, CT 06422

    HISTORIC GEM ON DURHAM'S BELOVED MAIN STREET! Welcome to the Roberts-Moffitt House, a distinguished Federal Colonial that has graced Durham's picturesque Main Street for generations. This 4 bedroom, 1.5 bathroom residence offers 2,152sf of thoughtfully preserved living space within the town's Historic District where sidewalk-lined streets tell stories of CT's rich heritage. Discover a home where

    Kiara Rusconi William Raveis Real Estate

    268 Main St, Durham, CT 06422
  • /28

    $975,000

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

    61 Home Place Unit 63, Branford, CT 06405

    A 3 family PLUS a residential building lot! A very rare and unique opportunity for downtown Branford! A Three family home that consists of 7 bedrooms, 3 baths, full basement, detached garage on an oversized lot. PLUS the adjacent .18 acre flat level residential building lot with city sewer, water & natural gas at the curb. The location of this packaged real estate gem is nothing short of

    Greg robbins Houlihan Lawrence WD

    61 Home Place Unit 63, Branford, CT 06405
  • /40

    $2,950,000

    • 3 Beds
    • 3 Baths
    • 2,341 Sq Ft

    55A Anna Farm Rd W, North Stonington, CT 06359

    Rarely does such a magnificent 200-acre property located off a very quiet country road in North Stonington come available. The historic Anna Farm offers a blend of farmland, open pasture, beautiful gardens, rare trees and shrubs, wooded sections and a small pond making this a nature-lover's sanctuary. Take long walks along the trails, horseback ride and even fish as you enjoy this perfect

    Thomas Switz Switz Real Estate Associates

    55A Anna Farm Rd W, North Stonington, CT 06359
  • /40

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    35 Hotchkiss Ln, Madison, CT 06443

    This expanded 3 bedroom 2.5 bath Cape-style home offers 2,400+square feet of thoughtfully designed space. The main-level primary suite includes a luxurious two-compartment bath with a soaking tub and roomy shower, a spacious walk-in closet, laundry area with built in wardrobe and a versatile small bonus room for a gym or office. The newer kitchen opens to a bright breakfast room overlooking a

    Margaret Muir William Pitt Sotheby's Int'l

    35 Hotchkiss Ln, Madison, CT 06443
  • /31

    $950,000

    • 5 Beds
    • 3 Baths
    • 2,000 Sq Ft

    50 Southbury Rd, Roxbury, CT 06783

    Cottage, Guest House & Buildable Lot Exceptional estate opportunity in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 8.71 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house, and a separate 6.71-acre buildable lot with potential for a spacious custom home at the end of a long, private driveway.

    Jeff Phillips William Pitt Sotheby's Int'l

    50 Southbury Rd, Roxbury, CT 06783
  • /39

    $765,000

    • 5 Beds
    • 3.5 Baths
    • 3,328 Sq Ft

    11 W Chestnut Hill Rd, Litchfield, CT 06759

    Period Details | Modern Comfort | Room to Grow Welcome home to 11 West Chestnut Hill, a remarkable piece of Connecticut history now awaiting its next chapter. This magnificent 5-bedroom, 3.5-bathroom property is set on 1.6 picturesque acres, ideally nestled just a half-mile from the historic Litchfield town green. Lovingly hand-built in 1804 by Stephen Clark for his wife and daughter on the site

    Meg Finn Finn E.J. Murphy Realty

    11 W Chestnut Hill Rd, Litchfield, CT 06759
  • /21

    $374,900

    • 6 Beds
    • 3 Baths
    • 3,300 Sq Ft

    337 Laurel St, Hartford, CT 06105

    Timeless Tudor Gem in Hartford's Historic Mark Twain Neighborhood. With over 3,300 SF of living space, this classic brick residence offers a rare and exciting opportunity for an owner-occupant to enjoy the beauty and spaciousness of a sun-filled 4-bedroom, 2-bath upper-level home, while generating income from the thoughtfully designed 2-bedroom, 1-bath first-floor unit. 1st Floor: 2 bedrooms, 1

    Lisa Cozzi Century 21 AllPoints Realty

    337 Laurel St, Hartford, CT 06105
  • /40

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,620 Sq Ft

    27 Roberts Ave, Watertown, CT 06795

    This early 1900's Colonial is filled with warmth, character, and outdoor charm. Nestled alongside a tranquil brook and surrounded by lush, established gardens, the grounds feel like a private retreat with multiple places to relax and entertain, including a covered porch, open deck, and a quaint patio area near the water. The back entry offers a practical mudroom drop zone, leading into a sunny,

    TAMI REID Northwest CT Realty

    27 Roberts Ave, Watertown, CT 06795
  • /17

    $459,000

    • 2 Beds
    • 2.5 Baths
    • 1,228 Sq Ft

    91 Church St Unit 1, New Haven, CT 06510

    Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where historic charm meets modern luxury. This fabulous ranch-style condominium is part of a 2015 build-out within an early 1900's building, offering the perfect blend of classic architecture and contemporary design. This spectacular unit features expansive open-concept living and refined finishes throughout. The

    Jill Nathanson-Zaengel Press/Cuozzo Realtors

    91 Church St Unit 1, New Haven, CT 06510
  • /16

    $199,000

    • Studio
    • 1 Bath
    • 484 Sq Ft

    92 Main St Unit 101, Deep River, CT 06417

    Newly remodeled studio located in Historic Piano Works ! Inside you will love the exposed brick walls, high ceilings, industrial metal ductwork and the beautiful new kitchen featuring shaker white cabinetry, granite countertops, tile backsplash and new stainless steel appliances. New wood flooring throughout and remodeled bathroom. All new lighitng to match the industrial feel within the

    Dawn Caso Williams Realty Services

    92 Main St Unit 101, Deep River, CT 06417
  • /40

    $449,900

    • 6 Beds
    • 1.5 Baths
    • 2,952 Sq Ft

    93 Greenwoods Rd E, Norfolk, CT 06058

    Step into this beautifully restored Victorian home with crafted stained glass, pressed metal ceilings, and historic charm of yesteryear. Nearly every room has been meticulously restored with period-style wallpaper, detailed millwork, and refinished surfaces that highlight the home's classic craftsmanship. The main living areas feel bright and expansive, with tall ceilings, rich hardwood floors,

    David Tomolonius Evermark Property Group

    93 Greenwoods Rd E, Norfolk, CT 06058
  • /38

    $1,599,000

    • 4 Beds
    • 2.5 Baths
    • 6,395 Sq Ft

    99 Carriage Ln, Roxbury, CT 06783

    Looking to escape the hectic pace of city life? Welcome to this peaceful, beautifully renovated 4-bedroom home, originally built in 2005, offering the perfect blend of comfort and tranquility. Featuring 2.5 baths and a spacious open-concept living and dining area, this home is ideal for hosting gatherings and entertaining with ease. The modern kitchen is a dream for any home chef, complete with

    Debra Tricarico Houlihan Lawrence

    99 Carriage Ln, Roxbury, CT 06783
  • /13

    $179,000

    • 1 Bed
    • 1 Bath
    • 740 Sq Ft

    201 College St Unit 26, Middletown, CT 06457

    Welcome to Hamlin Court Condominiums, where historic charm meets comfortable, modern living. This well-maintained 1-bedroom, 1-bath ranch-style condo (Unit 26) offers a move-in-ready opportunity in one of Middletown's most desirable locations. The unit features fresh paint and new flooring throughout, creating a clean, bright, and inviting atmosphere. The kitchen is in good condition, offering

    Jacob Mochkin Roundtree Realty LLC

    201 College St Unit 26, Middletown, CT 06457
  • /30

    $2,650,000

    • 4 Beds
    • 3.5 Baths
    • 6,406 Sq Ft

    291 Injun Hollow Rd, East Hampton, CT 06424

    Luxury waterfront estate on the Connecticut River with 2.5+ private acres and 397 feet of river frontage. This 6,300 square foot home was fully rebuilt and expanded in 1999 from an 1851 Post and Beam, offering Four to five bedrooms, four baths, and water views from nearly every room. The chef's kitchen features custom cherry cabinetry, Corian counters, Viking six-burner cooktop, and double

    Justin Bradley Coldwell Banker Realty

    291 Injun Hollow Rd, East Hampton, CT 06424
  • /20

    $995,000

    • 15 Beds
    • 4,570 Sq Ft

    357 Norman St, Bridgeport, CT 06605

    Excellent Investment Opportunity! This historic and well-maintained apartment building offers an exceptional chance to expand your portfolio with a strong performing asset. Spanning approximately 4,570 sqft., the property features 15 residential units plus an on-site office, ideal for property management convenience. This building offers a varied floor plan of efficient studio units, appealing to

    Catherine Aaron Berkshire Hathaway NE Prop.

    357 Norman St, Bridgeport, CT 06605
  • /19

    $489,900

    • 10 Beds
    • 4 Baths
    • 4,074 Sq Ft

    484 Waterville St, Waterbury, CT 06710

    Spacious Victorian multifamily offering large units with classic architectural charm and strong rental appeal. This well-maintained property features generously sized apartments with numerous windows that bring in abundant natural light. Each unit offers substantial living areas, large bedrooms, laundry hook-ups, and practical floor plans suited for long-term occupancy. Tenants pay their own

    Amanda Sheehan Oxford Realty

    484 Waterville St, Waterbury, CT 06710
  • /37

    $695,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft

    53 Hilltop Dr, Southport, CT 06890

    Welcome to this charming Cape Cod-style home, offering an inviting entry into the quaint, historic village of Southport. Recently refreshed with a full interior repaint in a crisp, clean white palette, the home feels bright, open, and thoughtfully updated, with sparsely furnished spaces that highlight the light, flow, and flexibility. Recent improvements include a brand-new furnace, a new

    Kaitlin Fulco Coldwell Banker Realty

    53 Hilltop Dr, Southport, CT 06890
  • /16

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    11 Judges Hollow Rd, Fairfield, CT 06824

    Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

    Lisa Hartmann William Pitt Sotheby's Int'l

    11 Judges Hollow Rd, Fairfield, CT 06824
  • /33

    $5,200,000

    • 6 Beds
    • 6 Baths
    • 4,002 Sq Ft

    32 Broadway Ave, Stonington, CT 06378

    This property offers an incredible opportunity to own a small boutique hotel with with upscale rooftop amenities and offering great views of Mystic all while enjoying the rooftop dip pool, sun deck, dining deck and lounge along with elements for a contactless (aka low labor) business model. Located in the heart of Mystic Connecticut, a popular year round and summer resort location, this six suite

    Donna Simmons Mott & Chace Sotheby's Intl Rt

    32 Broadway Ave, Stonington, CT 06378
  • /4

    $1,850,000

    • Land
    • 0.2 Acre
    • $9,250,000 per Acre

    31 Franklin St, Westport, CT 06880

    This transformative site is located on quaint street lined with early 1900s properties in the Historic Saugatuck area of Westport. One block away from train station I-95. Adjacent to the recently developed Saugatuck Center and Saugatuck River with restaurants, Cafes and luxury residential. Potential to acquire adjacent 19 Ketchum that is fully occupied as well as 31 Franklin. Please do not walk

    Peter Lane Ogents, LLC

    31 Franklin St, Westport, CT 06880
  • /27

    $885,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    25 E Shore Rd, New Preston Marble Dale, CT 06777

    Renovated c.1860 cottage set along the East Aspetuck River in the heart of historic New Preston. This charming retreat offers 2 bedrooms, 2 expansive bathrooms, and a gourmet kitchen, all complemented by the soothing sounds and views of a nearby waterfall. Relax at the river's edge, gather around the fire pit, or stroll into town to enjoy boutiques, antique shops, wine bar/restaurant, and the

    Melissa Smith Houlihan Lawrence

    25 E Shore Rd, New Preston Marble Dale, CT 06777
  • /20

    $499,000

    • Land
    • 8.64 Acres
    • $57,755 per Acre

    200 North St, Roxbury, CT 06783

    ENGINEERING and DRIVEWAY APPROVED! THERE ARE LOTS AND THEN THERE ARE MAGICAL, SPECIAL, UNPARALLELED LOTS, STEEPED IN HISTORY WHERE YOU CAN ACTUALLY FEEL AND HEAR THE TERRAIN SINGING TO YOU. THE WOODS ROXBURY IS SUCH A PLACE AS EVIDENCED BY OUR RECENT SALES. THIS IS THE LAST AVAILABLE LOT FROM PHASE II, (LOT #1) AND IT MUST BE SEEN AND HEARD TO UNDERSTAND HOW YOUR FUTURE HEIRLOOM HOME WILL BE

    Jill Sloane Brown Harris Stevens

    200 North St, Roxbury, CT 06783
  • /36

    $279,000

    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft

    104 Silver Ln, East Hartford, CT 06118

    Built in 1786, this remarkable historic home is rich in character and filled with natural light throughout. This sun-filled home showcases the enduring craftsmanship of early New England architecture. Town list this home as a 2 bedroom, however it has a third bedroom/ den on the main level. True to its historic roots, the property features multiple fireplaces located in the dining room, living

    Tatiana Cozar Coldwell Banker Realty

    104 Silver Ln, East Hartford, CT 06118
  • /40

    $7,400,000

    • 7 Beds
    • 7 Baths
    • 6,844 Sq Ft

    102 Melius Rd, Warren, CT 06754

    Reverie Farm is an exceptionally rare late 18th century stone and shingle estate, on more than one hundred acres, located in one of the highest and most private parts of Connecticut. Situated in the heart of Litchfield County, the property rises more than 1,200 feet in elevation across four distinct tax parcels, among which are several estate quality building sites. The setting is dreamlike in

    Andrew Gates Houlihan Lawrence, Inc.

    102 Melius Rd, Warren, CT 06754

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