7,844

Luxury Homes for Sale in Connecticut

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  • /33

    $2,650,000

    Open Sat 2PM - 4PM
    • 4 Beds
    • 5 Baths
    • 3,150 Sq Ft

    316 Valley Rd, Cos Cob, CT 06807

    Escape the ordinary at this European inspired Greenwich, CT retreat offering exceptional privacy, sweeping river views, and effortless access to the Cos Cob village amenities. Set above the Mianus River, the property features multilevel stone terraces, outdoor fireplaces, mature gardens, and an all season stone gazebo sculpted by the former head designer of the New York Botanical Garden, creating

    Suzanne Armstrong Compass Connecticut, LLC

    316 Valley Rd, Cos Cob, CT 06807
  • /40

    $2,650,000

    • 3 Beds
    • 3 Baths
    • 2,467 Sq Ft

    14 Promised Rd, Westport, CT 06880

    Impeccable, effortlessly sophisticated house with lovely water views nestled on private road in idyllic Saugatuck Shores steps to Long Island Sound and Bermuda Lagoon. Designed by top architect VITA Design, the house combines relaxed coastal luxury with an elevated contemporary aesthetic for easy living, enjoyable year round. Features warm beach-inspired woods, high-end finishes, high ceilings,

    Julia Allan Houlihan Lawrence

    14 Promised Rd, Westport, CT 06880
  • /37

    $2,650,000

    • 41 Beds
    • 28 Baths
    • 6,520 Sq Ft

    493 Meadow St, Waterbury, CT 06702

    Exceptional opportunity to acquire a 27-unit mixed-use investment consisting of 21 apartments and 6 retail spaces across two well-maintained brick buildings and one dedicated parking lot. Offered at a solid 8.0 Cap with additional upside rent potential. The unit count, unit mix, and financial information have been recently verified and updated to reflect the current operating performance. The

    Vianeliz Henriquez Sky Realty Group

    493 Meadow St, Waterbury, CT 06702
  • /40

    $2,650,000

    $150K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,620 Sq Ft

    76 Sachem Head Rd, Guilford, CT 06437

    Welcome to your private coastal sanctuary in the prestigious Sachem Head area of Guilford. This 5,620 sqft estate is a masterclass in luxury living, set on 2.31 wooded waterfront acres. Come up the gated driveway and step inside to discover a home designed for ultimate leisure. The living room features a bespoke custom mural and a stunning aquarium, serving as a mesmerizing feature next to French

    Bailey Mannix Sunset Creek Realty, LLC

    76 Sachem Head Rd, Guilford, CT 06437
  • /19

    $2,650,000

    • 4 Beds
    • 3.5 Baths
    • 2,120 Sq Ft

    73 Thunder Mountain Rd, Greenwich, CT 06831

    Charming center hall colonial at the end of a quiet mid country cul-de-sac. The location is convenient yet offers wonderful seclusion. Set on a park-like, level 2.3 acres, this property is abuts conservation land and exudes privacy. This 4 bedroom and 3+ bath home has an updated kitchen with Bosch appliances, a finished lower level with a sauna as well a generous living room with wood burning

    Brett Smith Brown Harris Stevens CT, LLC

    73 Thunder Mountain Rd, Greenwich, CT 06831
  • /2

    $2,650,000

    • Land
    • 1.23 Acres
    • $2,154,472 per Acre

    4 Lantern Hill Rd, Westport, CT 06880

    Rare opportunity to build a custom residence on 1.2 acres in Westport. The previous home has been demolished, and the property is offered with approved architectural plans. Bring your preferred builder and collaborate with the project architect to tailor the design to your vision. Also listed as a to-be-built single-family residence.

    Ian Defronze Serhant Connecticut, LLC

    4 Lantern Hill Rd, Westport, CT 06880
  • /7

    $2,623,000

    • Land
    • 158 Acres
    • $16,601 per Acre

    0 Meadow Rd, Glastonbury, CT 06033

    188 acres with prime and statewide significant agricultural soils. Connecticut River bottomland that periodically floods and has access to irrigation for the fields from the river. Included in the sale is a 2/3 interest in an abutting 44 acre lot, which is mostly wooded except for about 10 acres of agricultural land. (1/3 owner has Right of First Refusal for 44 acre lot) This is an area of

    Keith Ross Landvest, Inc

    0 Meadow Rd, Glastonbury, CT 06033
  • /37

    $2,600,000

    • 4 Beds
    • 1 Bath
    • 7,728 Sq Ft

    701 S Main St, Waterbury, CT 06706

    Truly turn-key portfolio opportunity in Waterbury's South End, offering strong in-place cash flow with upside with 8% CAP actual. The sale includes three adjacent parcels comprising six buildings with a total of 25 units: 23 residential apartments and two commercial spaces. The residential unit mix consists of (6) four-bed units, (11) three-bed units, and (6) two-bed units. Five of the six

    Amanda Sheehan Oxford Realty

    701 S Main St, Waterbury, CT 06706
  • /40

    $2,600,000

    • 5 Beds
    • 7 Baths
    • 5,410 Sq Ft

    351 Wilton Rd W, Ridgefield, CT 06877

    Perfectly positioned just moments from the heart of vibrant Ridgefield, this exceptional home is a masterclass in timeless architecture, sophisticated design & effortless luxury. Beautifully sited on 1.43 stunning acres, the property captivates with extraordinary curb appeal & a resort-inspired outdoor setting w/heated pool by GlenGate, stone patios, expansive lawns, outdoor shower & spaces

    Karla Murtaugh Compass Connecticut, LLC

    351 Wilton Rd W, Ridgefield, CT 06877
  • /25

    $2,600,000

    $250K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,182 Sq Ft

    71 Orchard Place Unit 2, Greenwich, CT 06830

    Bruce Park -- Close to town, restaurants, museum, park, Island Beach/Captain's Island ferries, and the train from this beautiful 3-bedroom single-style townhouse. Located at the end of a long pebble and Belgium block drive, this private setting is in-town luxury at its finest! Wraparound front porch with secluded patio and yard, hardwood floors, custom millwork, marble baths, high ceilings,

    Ted Hildner Coldwell Banker Realty

    71 Orchard Place Unit 2, Greenwich, CT 06830
  • /40

    $2,595,000

    • 5 Beds
    • 3.5 Baths
    • 4,471 Sq Ft

    4 Crawford Rd, Westport, CT 06880

    Privately nestled in Westport's coveted Old Hill neighborhood, this distinctive five-bedroom New England residence blends timeless character with thoughtful modern updates. Sun-filled interiors, beautifully scaled rooms, and original architectural details create warmth and authenticity throughout. The chef's kitchen is designed for both everyday living and entertaining, while the stunning,

    Barbara Sweeney Coldwell Banker Realty

    4 Crawford Rd, Westport, CT 06880
  • /37

    $2,595,000

    • 5 Beds
    • 4.5 Baths
    • 6,906 Sq Ft

    547 Under Mountain Rd, Salisbury, CT 06068

    The Yellow House is a warm and gracious country retreat set amid an extraordinary natural landscape at the gateway to the Berkshires. Just minutes from the charming villages of Salisbury, Lakeville, Norfolk, Sheffield and Great Barrington, the property offers easy access to the exceptional cultural, culinary, and recreational offerings of the Massachusetts-Connecticut border. Set against a

    Stacey Matthews W. Raveis Lifestyles Realty

    547 Under Mountain Rd, Salisbury, CT 06068
  • /25

    $2,595,000

    • 18 Beds
    • 6 Baths
    • 9,072 Sq Ft

    38 Bishop St, New Haven, CT 06511

    The East Rock Investment property of your dreams! The building features over 9000 SQ FT of living space spread across 6 large three bedroom, 1 bath apartments. The building is currently bringing in over $277,000 of income with a net income of $211,011 with an 8.14 cap rate. The building has a ton of value with added potential with renovations to kitchens and baths. Low maintenance building with

    Agent Photo

    John Hill

    Seabury Hill REALTORS

    38 Bishop St, New Haven, CT 06511
  • /40

    $2,595,000

    $300K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,221 Sq Ft

    63 Neptune Ave, Norwalk, CT 06854

    This is waterfront living! Start your morning on the dock and end the day watching the sunset from your rooftop deck. This beautifully updated Harborview home offers the coastal lifestyle buyers dream of. Located in one of East Norwalk's most sought-after waterfront communities, the property includes a private dock, boat mooring, and access to a clubhouse, beach, tennis courts, ballfields,

    Michelle Genovesi William Raveis Real Estate

    63 Neptune Ave, Norwalk, CT 06854
  • /2

    $2,595,000

    Coming Soon
    • 3 Beds
    • 4.5 Baths
    • 4,904 Sq Ft

    65 Castle Ct, Stamford, CT 06907

    Enjoy an exceptional lifestyle at River Oaks, a sought after gated community with lush landscaped grounds, clubhouse, pool and amenities. This beautifully maintained 3-bedroom, 4.5-bath home with first floor primary suite showcases custom finishes and thoughtful enhancements, The spacious living room features a stone fireplace and French doors opening to a balcony and a private, level backyard.

    Karen Scrivanos Oztemel BHHS New England Properties

    65 Castle Ct, Stamford, CT 06907
  • /31

    $2,550,000

    Open Sun 1PM - 3PM $245K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,717 Sq Ft

    30 Richmond Hill Rd, New Canaan, CT 06840

    This beautiful townhouse with an elevator at Richmond Mews offers an easy, low-maintenance lifestyle just a short walk from town, with views of Mead Park and thoughtful design throughout. Inside, 9+ foot ceilings and oversized windows make the home feel bright and open, with hardwood floors throughout. The double-height entry welcomes you right in. The floor plan is very flexible, allowing for a

    Lynne Somerville Compass Connecticut, LLC

    30 Richmond Hill Rd, New Canaan, CT 06840
  • /38

    $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

    $2,550,000

    Open Sun 2PM - 4PM $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,194 Sq Ft

    24 Indigo Trail, Madison, CT 06443

    Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

    Mark McElrath William Pitt Sotheby's Int'l

    24 Indigo Trail, Madison, CT 06443
  • /40

    $2,549,000

    • 4 Beds
    • 3.5 Baths
    • 5,394 Sq Ft

    3007 Redding Rd, Fairfield, CT 06824

    Gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport center. Timeless natural beauty, distinctive architecture, exquisite craftsmanship & sophisticated updates combine to create a home that truly stands apart. Featuring 12 rooms flooded w/ brilliant light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife &

    Agent Photo

    Jackie Davis

    William Raveis Real Estate

    3007 Redding Rd, Fairfield, CT 06824
  • /4

    $2,525,000

    • 8 Beds
    • 3 Baths
    • 3,443 Sq Ft

    2646 Boston Post Rd, Darien, CT 06820

    Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

    Angela Abate William Raveis Real Estate

    2646 Boston Post Rd, Darien, CT 06820
  • /22

    $2,500,000

    • 4 Beds
    • 4 Baths
    • 3,501 Sq Ft

    19 Tamarack Place, Greenwich, CT 06831

    Cherished by the same family for 30 years, this charming home is set on a private .51-acre lot at the end of a quiet cul-de-sac, with a level expansive backyard, large front porch and access to a new private association pool shared by just 11 homes. The main level features inviting living and dining spaces, a renovated eat-in kitchen with skylights, plus front porch and rear deck. Upstairs are

    Jill Kelly Sotheby's International Realty

    19 Tamarack Place, Greenwich, CT 06831
  • /19

    $2,500,000

    • 3 Beds
    • 3.5 Baths
    • 1,784 Sq Ft

    165 Shore Rd Unit D, Old Greenwich, CT 06870

    Moments from the beach in one of Old Greenwich's most distinctive concierge residences. Sun-filled and sophisticated, this beautifully appointed three-bedroom blends timeless Shore Colonial character with effortless, turnkey living. An open floor plan is enhanced by handcrafted millwork, hardwood floors and signature custom windows, while the bright kitchen flows seamlessly into the living room

    Joy Kim Metalios Houlihan Lawrence

    165 Shore Rd Unit D, Old Greenwich, CT 06870
  • /39

    $2,500,000

    • 5 Beds
    • 4.5 Baths
    • 4,145 Sq Ft

    162 Hutchinson Pkwy, Litchfield, CT 06759

    Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 3 lots totaling 63.2 +/- acres on a quiet street in a coveted location w/open meadow views & 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, & later dairy operations, a smaller English barn whose banked section formerly

    Peter Klemm Klemm Real Estate Inc

    162 Hutchinson Pkwy, Litchfield, CT 06759
  • /40

    $2,500,000

    • 5 Beds
    • 5.5 Baths
    • 7,633 Sq Ft

    333 Rock Rimmon Rd, Stamford, CT 06903

    A private estate where timeless architecture meets resort-inspired living. Set on a professionally landscaped property in one of Stamford's most desirable locations, this exceptional custom residence offers more than 7,000 sq ft of refined living space designed for elegant entertaining and luxurious everyday living. A dramatic 2-story foyer opens to soaring ceilings, rich hardwood floors, 3

    Len Schwartz Keller Williams Prestige Prop.

    333 Rock Rimmon Rd, Stamford, CT 06903
  • /39

    $2,500,000

    • 3 Beds
    • 4 Baths
    • 4,648 Sq Ft

    80 Bungay Hill Rd, Woodstock, CT 06281

    Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample

    Cary Marcoux RE/MAX Bell Park Realty

    80 Bungay Hill Rd, Woodstock, CT 06281
  • /39

    $2,500,000

    • 5 Beds
    • 5.5 Baths
    • 8,030 Sq Ft

    78 Hardesty Rd, Stamford, CT 06903

    Experience refined living in this exceptional modern Colonial, privately set on over an acre in coveted North Stamford. Offering more than 8,000 square feet, this impressive residence features 5 bedrooms, 5 full baths, and 1 half bath, blending timeless elegance with sophisticated design. A dramatic marble foyer welcomes you into beautifully appointed interiors with hardwood floors throughout.

    Alec Nyman Higgins Group Greenwich

    78 Hardesty Rd, Stamford, CT 06903
  • /32

    $2,500,000

    • 12 Beds
    • 9 Baths
    • 7,025 Sq Ft

    20 Hanover St, Stamford, CT 06902

    20 Hanover St. #A features a well-maintained traditional multifamily totaling approximately 2,525 living sqft with (3) 2BR/1BA units. The property presents significant value-add potential through cosmetic renovations and future rent growth. 20 Hanover St. #B, constructed in 2003, consists of (3) spacious 2BR/1.5BA townhouse-style units totaling approximately 4,500 living sqft. Each unit offers

    Aaron Ramkalawan Keller Williams Prestige Prop.

    20 Hanover St, Stamford, CT 06902
  • /40

    $2,500,000

    $450K PRICE DROP
    • 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
  • /38

    $2,499,999

    $600K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,302 Sq Ft

    51 Glen Rd, Greenwich, CT 06830

    Close to town from this rare in-town Greenwich gem -- a corner lot home on a quiet cul-de-sac, just steps from Greenwich Avenue's shops, restaurants, and cafés, the Greenwich Library, renowned private schools including Brunswick School and Greenwich Academy, and minutes to Metro-North Greenwich Station, with effortless access to parks, the waterfront, and all that downtown Greenwich offers. This

    Monica Webster Douglas Elliman of Connecticut

    51 Glen Rd, Greenwich, CT 06830
  • /36

    $2,499,000

    • 4 Beds
    • 3.5 Baths
    • 3,519 Sq Ft

    245 Cedar Rd, Fairfield, CT 06890

    Secluded Southport mini-estate built with character and attention to detail. Rarely do you find a home that needs nothing. Well loved and enhanced by the current owners including an upper level addition and expanded and renovated kitchen - the home and property have been improved and updated throughout their stewardship. Set on a gentle knoll at the end of a gated drive, enjoy sprawling lawns,

    Patricia Prenderville Higgins Group Real Estate

    245 Cedar Rd, Fairfield, CT 06890
  • /38

    $2,499,000

    • 4 Beds
    • 4 Baths
    • 2,226 Sq Ft

    7 Sundance Dr, Cos Cob, CT 06807

    A rare opportunity to own an authentic Mid-Century Modern home set on 2 picturesque, private acres in a quiet sought-after neighborhood of Cos Cob. This contemporary residence presents endless possibilities--move right in, or expand the existing home to create your dream estate. One-level living showcases the timeless appeal with oak floors throughout, featuring soaring ceilings, expansive

    Hope Brasesco Compass Connecticut, LLC

    7 Sundance Dr, Cos Cob, CT 06807
  • /40

    $2,499,000

    • 5 Beds
    • 7 Baths
    • 7,317 Sq Ft

    3080 Sturges Hwy, Westport, CT 06880

    Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by

    Ryan Sullivan Berkshire Hathaway NE Prop.

    3080 Sturges Hwy, Westport, CT 06880
  • /40

    $2,499,000

    Coming Soon
    • 4 Beds
    • 4.5 Baths
    • 7,021 Sq Ft

    23 Laurel Rd, Stamford, CT 06903

    23 Laurel Road is a fully renovated modern residence set on 1.35 acres in North Stamford. Completed in 2026, the extensive gut renovation updated the home throughout and created approximately 7,321 square feet of finished living space across multiple levels. The property offers four bedrooms, four-and-a-half bathrooms, a three-car garage, and a functional layout designed for both everyday living

    Anthony Gaudiano Compass Connecticut, LLC

    23 Laurel Rd, Stamford, CT 06903
  • /34

    $2,498,000

    $252K PRICE DROP
    • 8 Beds
    • 8 Baths
    • 10,302 Sq Ft

    91 Dogwood Ln, Stamford, CT 06903

    Welcome to an exceptional North Stamford estate offering impressive space, privacy and flexibility on 2 landscaped acres. This custom contemporary ranch offers approx. 7,000 sq. ft. above grade plus nearly 3,000 sq. ft. of finished lower-level and bonus space. With 7 bedrooms, 6 full and 2 half baths, the thoughtfully designed layout is ideal for multigenerational living, extended family or a

    Agent Photo

    Iacovos Spirou

    inSpirou Group

    91 Dogwood Ln, Stamford, CT 06903
  • /18

    $2,498,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 2,954 Sq Ft

    20 Richmond Hill Rd Unit 2, New Canaan, CT 06840

    Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 2,954 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2"

    Edward Zislis Higgins Group Real Estate

    20 Richmond Hill Rd Unit 2, New Canaan, CT 06840
  • /38

    $2,495,000

    • 6 Beds
    • 5.5 Baths
    • 7,200 Sq Ft

    20 Cherry Ln, Wilton, CT 06897

    A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath

    Lynne Murphy Berkshire Hathaway NE Prop.

    20 Cherry Ln, Wilton, CT 06897
  • /14

    $2,495,000

    • 20 Beds
    • 16 Baths
    • 6,386 Sq Ft

    83 E Grand Ave, New Haven, CT 06513

    Updated and well-maintained, fully occupied 13-unit multifamily investment located on East Grand Avenue in New Haven's Fair Haven Heights neighborhood. The property consists of three buildings with a varied unit mix including nine 1-bedroom townhouse-style units, two ADA-compliant 2-bedroom units, and larger 3- and 4-bedroom apartments. Interiors feature a combination of tile and hardwood

    Douglas Ledewitz Pulse Realty LLC

    83 E Grand Ave, New Haven, CT 06513
  • /28

    $2,495,000

    • 4 Beds
    • 4.5 Baths
    • 3,699 Sq Ft

    63 W Mountain Rd, Washington, CT 06793

    Tucked away at the terminus of a quiet dirt road, this 13-plus-acre sanctuary delivers absolute privacy alongside uncompromising mid century modern luxury. Approached via a winding scenic driveway, the property opens to reveal sweeping, recently opened panoramic vistas of Nettleton Hollow, complete with a tranquil brook and quintessential Litchfield County countryside. At the heart of the estate

    Kathryn Clair William Pitt Sotheby's Int'l

    63 W Mountain Rd, Washington, CT 06793
  • /32

    $2,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,174 Sq Ft

    10 Perkins Rd, New Preston Marble Dale, CT 06777

    Lake Waramaug Shingle & Stone Cottage "Bird's Eye View" is a truly enchanting 1890s cottage, rich in character and thoughtfully updated for today's lifestyle. Perched above Lake Waramaug, the property enjoys spectacular lake views while offering an extraordinary sense of privacy on 2.4 acres, with no road noise or neighboring homes intruding on the setting. The main level centers around a newly

    Stacey Matthews W. Raveis Lifestyles Realty

    10 Perkins Rd, New Preston Marble Dale, CT 06777
  • /39

    $2,495,000

    • 2 Beds
    • 2.5 Baths
    • 2,526 Sq Ft

    0 Stonington Unit 24201360, Stonington, CT 06378

    For the first time since its original ownership, this exceptional residence at Stonington Commons is being offered for sale-a rare opportunity to own a truly special home in the heart of Stonington Borough. Beautifully appointed throughout, this two-bedroom, two-and-a-half-bath condominium combines elegant interiors, abundant natural light, and stunning sunset views over Stonington Harbor.

    Kevin Rogers Serhant Connecticut, LLC

    0 Stonington Unit 24201360, Stonington, CT 06378

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