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4-Bedroom Homes for Sale in Old Greenwich, CT

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  • /53

    $4,995,000

    • 4 Beds
    • 6 Baths
    • 5,244 Sq Ft

    34 Edgewood Dr, Greenwich, CT 06831

    Tucked discreetly at the end of a long, private drive in coveted mid-country Greenwich, masterfully renovated in 2025 this Colonial offers a harmonious blend of heritage architecture and sophisticated modernity. Designed to accommodate both grand-scale entertaining and intimate daily living, the residence unfolds across three levels and over 7,000 square feet of meticulously curated

    Agent Photo

    Danielle Malloy

    Serhant Connecticut LLC

    (203) 769-9185

    34 Edgewood Dr, Greenwich, CT 06831
  • /13

    $1,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,363 Sq Ft

    282 Bruce Park Ave Unit 2, Greenwich, CT 06830

    Close to Metro North train station! 4BR, 4.5 Bath Luxury Four-story Living-Top floor - 1b/1b with sky windows full of nature lights. plus an extra office space or gym room; 2nd floor - 2b/2b, Primary bedroom suite has custom designed walk-in closet/dressing room and jacuzzi bath with gas fireplace; Guest room also has full bath with dress room. 1st fl - open floor plan, Gourmet kitchen has

    Agent Photo

    Glenn Marr

    Marr and Caruso Realty Group

    (203) 601-7427

    282 Bruce Park Ave Unit 2, Greenwich, CT 06830
  • /40

    $1,049,000

    • 4 Beds
    • 2 Baths
    • 3,545 Sq Ft

    300 Soundview Ave, Stamford, CT 06902

    Stylish 4BR/2BA Cape in Prime Stamford Coastal Location!!! Live the coastal lifestyle with city convenience in this updated 4-bedroom, 2-bath Cape just 8 minutes to the train and walking distance to Cummings Beach, Cove Island Park, and Chelsea Piers. Modern, Flexible Layout Finished basement includes 2nd family room, 2 private WFH offices, and ample storage. Layout flexes easily for guests,

    Agent Photo

    Richard Breglia

    Coldwell Banker Realty

    (203) 601-7376

    300 Soundview Ave, Stamford, CT 06902
  • /20

    $609,000

    • 4 Beds
    • 1 Bath
    • 1,238 Sq Ft

    42 Sylvan Knoll Rd, Stamford, CT 06902

    This charming Cape in the Cove offers convenient access to the beach, and a large inviting back yard provides potential for expansion. Outdoor living space includes a covered patio that overlooks a beautifully landscaped private yard, which is ideal for entertaining or relaxing. Inside, there are four bedrooms, a living room with fireplace, a kitchen appointed with bamboo flooring, a dining room,

    Agent Photo

    Glenn Marr

    Marr Caruso Realty Group

    (203) 433-6729

    42 Sylvan Knoll Rd, Stamford, CT 06902
  • /39

    $1,899,000

    • 4 Beds
    • 4.5 Baths
    • 2,773 Sq Ft

    51 Forest Ave Unit 98, Old Greenwich, CT 06870

    This rare 4 bedroom,4.5 bath renovated unit the the popular Old Greenwich Gables complex with pool and fitness center. This light and bright updated open plan ground floor with primary on first and second floor. Private balcony and patio. Close distance to train, Binney Park and new Civic Center. International School at Dundee and Eastern Middle school and short distance to the beach make this a

    Constance Stuart Jones Coldwell Banker Realty

    51 Forest Ave Unit 98, Old Greenwich, CT 06870
  • /37

    $3,100,000

    • 4 Beds
    • 4.5 Baths
    • 3,866 Sq Ft

    22 Ocean Dr N, Stamford, CT 06902

    Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & exclusive access to the ALC association's private park, beach, & playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator,

    Dannel Malloy NestSeekers International

    22 Ocean Dr N, Stamford, CT 06902
  • /23

    $1,825,000

    • 4 Beds
    • 2 Baths
    • 2,329 Sq Ft

    11 Pond Place, Cos Cob, CT 06807

    Welcome to 11 Pond Place-a delightful 4 bedroom, 2 bathroom home located in the heart of Cos Cob. Offering 2,329 square feet of thoughtfully designed living space, this residence combines comfort, charm, and modern style. The spacious living room features a cozy fireplace, creating the perfect setting for relaxing or entertaining. A beautifully updated kitchen is ready for your culinary

    Lindsay Clauss Sheehy Compass Connecticut, LLC

    11 Pond Place, Cos Cob, CT 06807
  • /40

    $2,149,500

    • 4 Beds
    • 3.5 Baths
    • 2,531 Sq Ft

    47 Grey Rock Dr, Greenwich, CT 06831

    Be the first to enjoy this thoughtfully renovated 4-bedroom home in the heart of historic Glenville which has been completely remodeled and expanded in 2025 with a low maintenance lifestyle in mind. The home is flooded with natural light and features an open floor plan with the option of a first-floor primary bedroom. The kitchen and dining area includes a large island, stainless steel appliances

    Marje Vance Allocco Sotheby's International Realty

    47 Grey Rock Dr, Greenwich, CT 06831
  • /15

    $1,495,000

    • 4 Beds
    • 2 Baths
    • 2,073 Sq Ft

    15 Ridge Rd, Cos Cob, CT 06807

    Elegant Cape-Style Home in the Heart of Cos Cob Nestled in the desirable heart of Cos Cob, this beautifully maintained Cape offers timeless charm and spacious comfort. Featuring four well-appointed bedrooms and two full baths, the home boasts a gracious living and dining area, a sunlit eat-in kitchen that flows seamlessly into a cozy family room, and abundant storage-including a cedar-lined

    Ryan Ciambriello Houlihan Lawrence

    15 Ridge Rd, Cos Cob, CT 06807
  • /41

    $1,645,000

    • 4 Beds
    • 3 Baths
    • 2,146 Sq Ft

    33 Guilford Ln, Greenwich, CT 06831

    Fully renovated J & S Home in a forever Glenville neighborhood. Thoughtfully redesigned with high-end finishes, vaulted-ceiling living room, shiplap fireplace, and open kitchen with Calcutta quartz, GE Cafe appliances, and Zephyr hood. Main-level primary suite features dual closets and spa bath. Two more bedrooms with built-ins share a second bath. Finished lower level offers 4th bedroom/in-law

    Mike Parelli Mike Parelli Real Estate LLC

    33 Guilford Ln, Greenwich, CT 06831
  • /20

    $1,495,000

    • 4 Beds
    • 3 Baths
    • 2,259 Sq Ft

    52 Center Dr, Old Greenwich, CT 06870

    There is more than meets the eye in this sweet colonial on oversized lot in R7 zone. A prior expansion creates flexible space on the first floor. A spacious living room with fireplace is flanked by an office/playroom, ample formal dining room and a first floor primary bedroom with full bath which can alternately be used as a family room. Archways lend a special charm to the formal rooms.

    Lisa DeFonce Houlihan Lawrence

    52 Center Dr, Old Greenwich, CT 06870
  • /13

    $1,995,000

    • 4 Beds
    • 1.5 Baths

    33 Parsonage Rd, Greenwich, CT 06830

    Beautiful property, on a desirable road, in the heart of Greenwich. Conveniently located close to schools and downtown. Move in, renovate, or build your dream home!*newly subdivided lot, assessment and taxes determined at time of sale.

    Bryan Tunney Brown Harris Stevens CT, LLC

    33 Parsonage Rd, Greenwich, CT 06830
  • /20

    $1,995,000

    • 4 Beds
    • 3 Baths
    • 3,284 Sq Ft

    297 Cognewaugh Rd, Cos Cob, CT 06807

    Nestled within the serene beauty of Greenwich's sought-after Cos Cob community, this elegant property is set on two private, wooded acres. This refined 4-bedroom, 3-bathroom residence spans over 3,200 square feet of meticulously designed living space, perfect for the discerning buyer.Exquisite hardwood floors, sunlit interiors, and architectural details create an atmosphere of understated

    Mark Pruner Compass Connecticut, LLC

    297 Cognewaugh Rd, Cos Cob, CT 06807
  • /69

    $2,730,000

    • 4 Beds
    • 4.5 Baths
    • 3,826 Sq Ft

    681 River Rd, Cos Cob, CT 06807

    Timeless , this architecturally designed contemporary home blends soaring vaulted ceilings with panoramic views, creating a seamless connection to the outdoors. Thoughtfully sited on 2.32 peaceful, private acres, the home embraces natural light as the seasons change, all while remaining minutes from every convenience possible.The open-concept floor plan is ideal for both grand entertaining

    Paula Waldman BHHS New England Properties

    681 River Rd, Cos Cob, CT 06807
  • /53

    $1,595,000

    • 4 Beds
    • 2.5 Baths
    • 3,827 Sq Ft

    24 Rippowam Rd, Cos Cob, CT 06807

    This newly and tastefully renovated sun-filled home offers a modern open-concept design with large windows and an abundance of natural light throughout. Featuring 4 spacious bedrooms, 2 1/2 baths and a beautiful brick fireplace with approximately 3,827 sq. ft. including the 1,033 sq. ft. (per Realty Plans) in the lower-level playroom, this truly turnkey home is ready for immediate occupancy.

    Stephen Archino Sotheby's International Realty

    24 Rippowam Rd, Cos Cob, CT 06807
  • /31

    $1,199,000

    • 4 Beds
    • 4 Baths
    • 2,917 Sq Ft

    20 Church St W, Greenwich, CT 06830

    Perfect for investors or owner occupancy! Spacious 2,620 sq. ft. multi-family Home boasts three apartments with easy access to shopping, dining and trains. Fully updated ground level apartment showcases hardwood floors in an open plan living room and granite clad kitchen with stainless appliances, full bath and bedroom. Main level one-bedroom apartment, also completely updated and featuring

    Alex Jacobson Houlihan Lawrence

    20 Church St W, Greenwich, CT 06830
  • /40

    $895,000

    • 4 Beds
    • 3 Baths
    • 2,246 Sq Ft

    19 Jamroga Ln, Stamford, CT 06905

    This stunning 4-bd, 3-bath home has been completely remodeled from top to bottom, offering a perfect blend of modern upgrades and timeless style. Located in the desirable Newfield area on a peaceful cul-de-sac, this home delivers comfort, privacy, & convenience. Every detail has been thoughtfully updated, including a brand-new roof, new HVAC system, heating, insulation, beautifully hardwood

    Martha Gomez MG Team Realty

    19 Jamroga Ln, Stamford, CT 06905
  • /40

    $1,199,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,802 Sq Ft

    220 Halliwell Dr, Stamford, CT 06902

    Stunning updated Colonial! Life doesn't get sweeter than this beautiful 4-bedroom, 3.5-bath Center Hall Colonial nestled in the desirable Hycliff community. Thoughtfully updated with all the bells and whistles, this home perfect blends classic charm & modern comfort! Step inside to an inviting open floor plan that connects the kitchen & dining areas-ideal for entertaining! The sleek, updated

    Fiona Porter Keller Williams Realty

    220 Halliwell Dr, Stamford, CT 06902
  • /32

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 2,347 Sq Ft

    263 Byram Rd, Greenwich, CT 06830

    A welcoming front porch invites you to this bright and sunny four bedroom, two and a half bath Center Hall Colonial. The inviting entryway leads to a bright and airy main level, where you can enjoy family gatherings. There is 2347 square feet of living space with plenty of storage in the partially finished basement and garage. Conveniently located, this home is just minutes away from Byram

    Diana Whyte BHHS New England Properties

    263 Byram Rd, Greenwich, CT 06830
  • /22

    $899,000

    • 4 Beds
    • 2 Baths
    • 1,771 Sq Ft

    73 Rippowam Rd, Stamford, CT 06902

    Attention Investors & Owner-Occupants! Discover the perfect opportunity in the sought-after Shippan Point community. This fully renovated two-family home offers ideal flexibility and style, featuring two spacious 2-bedroom, living room, 1-bath units-each with updated kitchens, hardwood floors, and generous closet space. The front apartment showcases an ample kitchen with stainless steel

    Mildred Reyes BHGRE Shore & Country

    73 Rippowam Rd, Stamford, CT 06902
  • /27

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 2,862 Sq Ft

    285 Westover Rd, Stamford, CT 06902

    Location! Welcome to an exquisite sanctuary nestled in the coveted Westover area. This stunning residence promises an elegant lifestyle with its modern touches and serene surroundings. Boasting 4 bedrooms/3.5 bathrooms this property offers a harmonious blend of sophistication and comfort. Upon entering, you'll be captivated by the chef's dream kitchen, featuring high-end appliances including a

    Noelle Iannotta Compass Connecticut, LLC

    285 Westover Rd, Stamford, CT 06902
  • /30

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 2,632 Sq Ft

    44 Valley Rd Unit A, Cos Cob, CT 06807

    Experience luxury & comfort in this sun-filled 4 bedroom, 3.5 bath stand-alone condominium featuring 9-ft ceilings & an open concept layout. The gourmet eat-in kitchen is outfitted with Viking appliances and custom floor-to-ceiling cabinetry, perfect for casual dining or entertaining. A spacious family room invites you to relax, with French doors that open to a private, fenced-in patio &

    Lindsay Clauss Sheehy Compass Connecticut, LLC

    44 Valley Rd Unit A, Cos Cob, CT 06807
  • /18

    $5,360,000

    • 4 Beds
    • 5 Baths
    • 4,261 Sq Ft

    209 Shore Rd, Greenwich, CT 06870

    Lucas Point Association Fabulous shore colonial on oversize corner lot with private beach ,dock and boatyard.A rare find, first time on the market in 60 years...Steps from Tod's Point, and close to Old Greenwich Village and Train

    John Horan William Raveis Real Estate

    209 Shore Rd, Greenwich, CT 06870
  • /49

    $3,450,000

    • 4 Beds
    • 6 Baths
    • 4,382 Sq Ft

    15 Deepwoods Ln, Old Greenwich, CT 06870

    This beautifully designed home offers grand living space with modern luxury. 4 Spacious Bedrooms + den/study, gorgeous Living room, formal dining room, gourmet kitchen with 2 refrigerators, family room overlooking backyard and conservation land. Large basement is equipped with wet bar/island and great for entertainment.Quiet tree lined street yet convenient to all. Binney park, Library,

    Miyoko Matsuo Relo Redac, Inc

    15 Deepwoods Ln, Old Greenwich, CT 06870
  • /35

    $1,196,000

    • 4 Beds
    • 2.5 Baths
    • 3,193 Sq Ft

    656 Westover Rd, Stamford, CT 06902

    Historic Charm Meets Modern Luxury - Once the carriage house for the famed 1760s estate ''The Owl's Nest,'' this beautifully renovated home blends timeless character with upscale updates. Original doors and vintage details remain, complemented by 9-ft ceilings, hardwood floors, and two fireplaces (stone and brick). The spacious living room opens to a two-tiered stone patio with a hot tub—ideal

    Susan Swidler William Pitt Sotheby's Int'l

    656 Westover Rd, Stamford, CT 06902
  • /33

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 2,659 Sq Ft

    14 Maple St, Darien, CT 06820

    Well maintained colonial in prime location walking distance to Noroton Heights train station and Darien Commons. The roof is brand new and replaced by Brown Roofing on 7/28/25. Backyard is an oasis including a deck with hot tub overlooking level yard that backs up to Baker Park. Same owners for 36 years! Thoughtfully updated throughout the years with central air, laundry on main level, finished

    Abigail Forbes Realty ONE Group Connect

    14 Maple St, Darien, CT 06820
  • /24

    $599,999

    • 4 Beds
    • 2 Baths
    • 2,528 Sq Ft

    78 Elizabeth Ave, Stamford, CT 06907

    Excellent opportunity for contractors or handy home owners to unlock the potential of this colonial style home. With 4 bedrooms 2 baths this home is being offered AS IS condition. With a little work you can have the home of your dreams in a great neighborhood with access to train and shopping Spacious Living room and Dr Huge kitchen with Built ins and storage. Lower level finished room could be

    Rebecca Ellsley Higgins Group Bedford Square

    78 Elizabeth Ave, Stamford, CT 06907
  • /25

    $1,195,000

    • 4 Beds
    • 2.5 Baths
    • 2,760 Sq Ft

    1 Robinson Dr, Stamford, CT 06905

    Welcome to this desirable Newfield neighborhood offering that's sure not to disappoint. Located at the end of a cul-de-sac, 1 Robinson Drive has been completely updated & expanded with top grade materials & craftsmanship. This 4 bedroom home features freshly painted interiors, hardwood floors, charming fireplace w/custom imported mantel & updated kitchen & marble baths. The first floor has an

    Tom Vozzella Berkshire Hathaway NE Prop.

    1 Robinson Dr, Stamford, CT 06905
  • /25

    $849,990

    • 4 Beds
    • 2 Baths
    • 2,242 Sq Ft

    35 Southfield Ave, Stamford, CT 06902

    Welcome to 35 Southfield Ave, Stamford, CT-a beautiful and well-located two-family property offering a rare opportunity in one of Stamford's most desirable neighborhoods! Whether you're a seasoned investor or a first-time buyer looking to house-hack and build equity, this is the perfect property to make your move. Set to be delivered fully vacant at closing, this home gives you full flexibility

    Jonathan Santos William Raveis Real Estate

    35 Southfield Ave, Stamford, CT 06902
  • /27

    $2,295,000

    • 4 Beds
    • 4 Baths
    • 4,196 Sq Ft

    4 Armonk St, Greenwich, CT 06830

    A Rare opportunity to acquire a pristine mixed-use building in Greenwich. Built new in 2021 and inspired by Contemporary New England Coastal architecture. Prime location near Byram, Port Chester, Metro North train, Costco, movie theaters, shops, restaurants, and more. Tenants enjoy access to Greenwich town amenities including beaches, tennis, pool complex, and public schools. This turnkey

    Lisa McGinn eXp Realty

    4 Armonk St, Greenwich, CT 06830
  • /40

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,541 Sq Ft

    54 Swampscott Rd, Stamford, CT 06905

    Extremely Well Kept custom Built Cape With 4 Bedrooms and 3 Full Bath, Lovely Living Room with Wood Fireplace, decorated walls with beautiful stone walls, Eat-In Kitchen with newer appliances, Dining Room, Hardwood Floors Throughout the house, Great In-law setup in the lower level, Full Basement W/Walkout To A Gorgeous Level Property in The Woods With Pond-Walk. Professionally Landscaped Lawn

    Aziz Seyal William Raveis Real Estate

    54 Swampscott Rd, Stamford, CT 06905
  • /35

    $849,000

    • 4 Beds
    • 2.5 Baths
    • 2,588 Sq Ft

    25 Wire Mill Rd, Stamford, CT 06903

    Charming and manageable Cape Cod-style home on a spacious lot, ideally located near the Merritt Parkway with easy access to top restaurants and a convenient Greenwich, New Canaan, Darien, Rye Brook, Bedford, Norwalk & NYC commute. Enjoy the comfort of a first-floor primary bedroom and the added versatility of a finished basement.

    Christian Perry Sotheby's International Realty

    25 Wire Mill Rd, Stamford, CT 06903
  • /13

    $1,995,000

    • Land
    • 1.00 Acre
    • $1,995,000 per Acre

    33 Parsonage Rd, Greenwich, CT 06830

    Beautiful property, on a desirable road, in the heart of Greenwich. Conveniently located close to schools and downtown. Move in, renovate, or build your dream home!*newly subdivided lot, assessment and taxes determined at time of sale.

    Bryan Tunney Brown Harris Stevens CT, LLC

    33 Parsonage Rd, Greenwich, CT 06830
  • /27

    $3,295,000

    • 4 Beds
    • 4.5 Baths
    • 5,436 Sq Ft

    1 Home Place Unit B, Greenwich, CT 06830

    INVESTORS OPPORTUNITY! Tenant in place until 07/26, $15,500 monthly. Whispering Pond - Where Lifestyle is Everything. Experience year-round serenity near Bruce Park in this exquisite residence designed to feel like a single-family home. Spanning over (+-) 6,000 sq. ft., its open floor plan is ideal for entertaining, featuring French oak hardwood floors and a gourmet Porcelanosa kitchen with

    Ira Tamigian Douglas Elliman of Connecticut

    1 Home Place Unit B, Greenwich, CT 06830
  • /16

    $3,295,000

    • 4 Beds
    • 4.5 Baths
    • 5,954 Sq Ft

    1 Home Place Unit A, Greenwich, CT 06830

    INVESTORS OPPORTUNITY! Tenant in place until 12/25, $15,000 monthly. Whispering Pond - Where Lifestyle is Everything. Experience year-round serenity near Bruce Park in this exquisite residence designed to feel like a single-family home. Spanning over (+-)6,000 sq. ft., its open floor plan is ideal for entertaining, featuring French oak hardwood floors and a gourmet Porcelanosa kitchen with custom

    Steven Magnuson Douglas Elliman of Connecticut

    1 Home Place Unit A, Greenwich, CT 06830
  • /34

    $6,590,000

    • 4 Beds
    • 4.5 Baths
    • 5,372 Sq Ft

    1 Home Place Unit A / B, Greenwich, CT 06830

    INVESTORS OPPORTUNITY! TWO UNITS COMBINED. Incredible opportunity for the saavy investor; Unit A leased until 12/25, $15,000/mth. Unit B is $15,500/mth until 7/26. Both units are mirror images of each other, with some differences in fixtures and colors. Listing details are for 1 unit. Spanning over 10,000 sq ft combined, featuring French oak hardwood floors and a gourmet Porcelanosa kitchen with

    Steven Magnuson Douglas Elliman of Connecticut

    1 Home Place Unit A / B, Greenwich, CT 06830
  • /35

    $799,900

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

    17 Alden St, Stamford, CT 06902

    West Side Charmer - This well maintained 2 family home will impress buyers the moment you drive by. Great curb appeal from the manicured fenced-in property, private patio and beautiful artisan stone wall that shows pride ownership by current owner. Each floor features a spacious eat-in kitchen, living room, two bedrooms and 1 bath. First floor tenant is currently using the partially finished

    Antoinette Mallozzi William Raveis Real Estate

    17 Alden St, Stamford, CT 06902
  • /9

    $4,295,000

    • 4 Beds
    • 2.5 Baths
    • 3,650 Sq Ft

    30 Milbank Ave, Greenwich, CT 06830

    Welcome to The Robert Mead House - a magnificent 1854 Federal with a prominent downtown location in Greenwich. Sensitively preserved and extensively renovated over the past 18 years, this elegant building has immense character and charm. Large scale rooms, 12' ceiling height with beautiful mill work and tall windows throughout. With many different ways to enjoy this property please see

    B.K. Bates Houlihan Lawrence

    30 Milbank Ave, Greenwich, CT 06830
  • /40

    $1,075,000

    • 4 Beds
    • 2 Baths
    • 4,672 Sq Ft

    49 Plymouth Rd, Stamford, CT 06906

    GLENBROOK INVESTORS, TAKE NOTICE! This fully occupied, two-family home is primed for its next owner! Currently rented at market-value rates, this four-story property delivers strong cash flow now, with incredible potential for future growth. Both units are beautifully renovated 2-bedroom, 1-bath apartments featuring spacious layouts that live much larger. Each includes an additional den/office,

    Michael A Tarallo Giner Real Estate

    49 Plymouth Rd, Stamford, CT 06906
  • /16

    $4,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    6 Benedict Place, Greenwich, CT 06830

    Welcome to this newly renovated 3,500 sq ft gem nestled in the heart of downtown Greenwich, CT. A quick walk to MetroNorth and steps away from the amenities, restaurants and shops, this unique space is designed with the modern executive or family in mind. The home seamlessly blends comfort, functionality, and style and can be adapted effortlessly to suit your needs.Benedict Place is

    Wendy Hill Sotheby's International Realty

    6 Benedict Place, Greenwich, CT 06830

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