Homes for Sale near J.M. Wright Technical High School

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  /10

  $7,995,000

  • 8 Beds
  • 11.5 Baths
  • 10,646 Sq Ft

  68 Dearfield Dr, Greenwich, CT 06831

  Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

  Nina Frandson BHHS New England Properties

  68 Dearfield Dr, Greenwich, CT 06831
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  /40

  $1,349,900

  • 5 Beds
  • 4.5 Baths
  • 4,538 Sq Ft

  853 Riverbank Rd, Stamford, CT 06903

  Tucked into the woods of North Stamford this custom designed 2 story ranch is the epitome of sophistication, luxury and comfort on 2 plus peaceful acres on a cul de sac with 3 homes. This exquisite residence provides the convenience of one level living, and an open floor plan which is wonderful for entertaining. The home has 5 bdrms, 4.5 bths & more than 4,500 sq ft of above grade living. The

  Howard Dubman Century 21 AllPoints Realty

  853 Riverbank Rd, Stamford, CT 06903
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  /22

  $239,000

  • 1 Bed
  • 1 Bath
  • 549 Sq Ft

  59 Courtland Ave Unit 3O, Stamford, CT 06902

  A delightful and adorable one bedroom with Livingroom, full bathroom and kitchen unit in Kingswood Complex. It is for age 55 community. Investment or owner occupy. Convenient location. Beautiful, elegant and spacious community hall. Common charge includes electricity, heating, cooling, hot water and free gym to exercise. One assigned parking and one assigned storage in lower level.

  Li Zhang Golden Heights LLC

  59 Courtland Ave Unit 3O, Stamford, CT 06902
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  /40

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  105 Harbor Dr Unit 117, Stamford, CT 06902

  Welcome to Schooner Cove, where everyday living feels like a waterfront vacation. THIS BRIGHT TOWNHOUSE-STYLE UNIT COMES WITH A RARE 22' DEEDED BOAT SLIP, giving you instant access to Stamford Harbor for fishing, cruising, or soaking up the coastal lifestyle. Use it yourself or turn it into an income-producing asset when not in use. The home has been well maintained, featuring two brand-new

  Mike Rethis William Raveis Real Estate

  105 Harbor Dr Unit 117, Stamford, CT 06902
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  /18

  $15,000,000

  • 8 Beds
  • 10.5 Baths
  • 10,171 Sq Ft

  16 Windrose Way, Greenwich, CT 06830

  Waterfront estate in coveted Mead Point, one of a few gated communities in Greenwich, ready for the next chapter. Prominently sited on 2 glorious acres with 225' of shorefront, luxurious pool and expansive open lawns. Amazing privacy with the Windrose Association 5-acre park next door, which has dock with electricity & water. Seven ensuite bedrooms; main floor primary suite. Grand reception hall

  Amanda Miller Houlihan Lawrence

  16 Windrose Way, Greenwich, CT 06830
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  /27

  $1,095,000

  • 4 Beds
  • 3 Baths
  • 2,726 Sq Ft

  1552 Hope St, Stamford, CT 06907

  Set back from the road, this inviting 4-bedroom ranch sits on one level acre in a great location. Wraparound driveway leads to a welcoming foyer and huge family room with fireplace, play area and two seating areas. Primary suite with walk-in closet and en-suite bath; as well as two large bedrooms and a full bath on one side of the house. Dining room with bar and kitchen leads to large Azek deck,

  Spencer Sodokoff Houlihan Lawrence

  1552 Hope St, Stamford, CT 06907
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  /40

  $13,750,000

  • 6 Beds
  • 7 Baths
  • 9,418 Sq Ft

  52 Carriglea Dr, Riverside, CT 06878

  Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.13 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

  Stephen Archino Sotheby's International Realty

  52 Carriglea Dr, Riverside, CT 06878
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  /13

  $419,000

  • 1 Bed
  • 1 Bath
  • 885 Sq Ft

  2289 Bedford St Unit G11, Stamford, CT 06905

  Welcome to Chesterfield, one of Stamford's most sought-after gated communities! This freshly painted 1-bedroom, 1-bath unit offers the perfect blend of comfort, convenience, and style! The open-concept living and dining area with hardwood floors, is bright and inviting, featuring sliding glass doors that lead to a private deck, ideal for outdoor dining or morning coffee! The newer kitchen is

  Kevin Quick William Pitt Sotheby's Int'l

  2289 Bedford St Unit G11, Stamford, CT 06905
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  /31

  $1,895,000

  • 4 Beds
  • 3.5 Baths
  • 3,812 Sq Ft

  107 Deepwood Rd, Stamford, CT 06903

  Secluded brick French country estate in private association on 2.3 North Stamford acres set at the end of a tree-lined driveway. Enter via the circular drive and this architectural gem evokes romance coupled with European flair. The facade is timeless surrounded by mature landscaping and lush woodlands, creating a natural wonderland, ensuring peace and quiet in every corner of the property.

  Carole Wolfson-Crum William Pitt Sotheby's Int'l

  107 Deepwood Rd, Stamford, CT 06903
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  /24

  $675,000

  • 1 Bed
  • 1.5 Baths
  • 900 Sq Ft

  51 Hale Ln Unit 51, Darien, CT 06820

  Welcome to Middlesex Commons-Darien's most coveted condominium community! This stunning upper level (2nd floor) unit offers the perfect blend of luxury, comfort, & convenience. From gleaming hardwood floors to a beautifully updated kitchen & sparkling baths, every detail has been thoughtfully curated. Step out onto your private deck and take in the impeccably landscaped grounds. Inside, you'll

  Catherine Richardson William Pitt Sotheby's Int'l

  51 Hale Ln Unit 51, Darien, CT 06820
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  /20

  $650,000

  • 1 Bed
  • 1 Bath
  • 1,069 Sq Ft

  9 River Rd Unit 408, Cos Cob, CT 06807

  Welcome to Palmer Point! Experience serene waterfront living in this sought-after condominium community, located just half a mile from the Cos Cob train station. This inviting one-bedroom plus loft/den residence features an open-concept design with abundant natural light throughout. The spacious living room boasts a cozy gas fireplace and sliding glass doors that open to a private balcony,

  Wende Foreman William Pitt Sotheby's Int'l

  9 River Rd Unit 408, Cos Cob, CT 06807
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  /28

  $1,280,000

  • 3 Beds
  • 3 Baths
  • 4,155 Sq Ft

  185 Haviland Rd, Stamford, CT 06903

  Beautifully landscaped and cared for one acre, this 3 bedroom, 3 bath Ranch offers over 3,000 square feet of living space providing comfortable indoor and refined outdoor living. The open concept floor plan, is filled with natural light throughout. The L.R. features a fireplace and a bow window overlooking a covered front patio providing a peaceful view of the professionally landscaped front

  Bryan Tunney Brown Harris Stevens

  185 Haviland Rd, Stamford, CT 06903
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  /38

  $799,000

  • 4 Beds
  • 3 Baths
  • 2,676 Sq Ft

  31 High Clear Dr, Stamford, CT 06905

  Welcome to your next chapter in the heart of the Newfield neighborhood-a charming Cape Cod-style home offering both character and comfort. With 4 bedrooms and 3 full bathrooms spread over 2,676 square feet, there's plenty of space to live, relax, and enjoy. As you enter, warm hardwood floors lead you through a welcoming main level with a cozy wood-burning fireplace-perfect for unwinding after a

  Jeffrey Wirz Keller Williams Prestige Prop.

  31 High Clear Dr, Stamford, CT 06905
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  /30

  $959,000

  • 3 Beds
  • 5 Baths
  • 3,301 Sq Ft

  88 Maple Tree Ave Unit G, Stamford, CT 06906

  Welcome to The Maples, an exceptional townhome community tucked away in a private wooded enclave on the Darien border. This spacious 3,300 sq.ft. residence offers 3 bedrooms, 3 full baths, and 2 half baths across four finished levels. The main floor is designed for entertaining, featuring an open-concept layout that seamlessly connects the bright white kitchen-complete with marble counters,

  Megan Pavia Berkshire Hathaway NE Prop.

  88 Maple Tree Ave Unit G, Stamford, CT 06906
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  /37

  $1,125,000

  • 4 Beds
  • 3 Baths
  • 1,973 Sq Ft

  3 Davenport Dr, Stamford, CT 06902

  Enjoy the beauty of a waterfront neighborhood without the worry. This renovated home sits high above the flood zone, offering 4 bedrooms, 3 full bathrooms, a bright eat-in kitchen, inviting living room and family room and attached two-car garage. Step outside to a generous backyard designed for both relaxation and entertaining, complete with a large deck, dining and play space. For boating

  Meg McQuillan Sotheby's International Realty

  3 Davenport Dr, Stamford, CT 06902
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  /39

  $3,495,000

  • 8 Beds
  • 7 Baths
  • 4,359 Sq Ft

  41 Valley Rd, Cos Cob, CT 06807

  41 Valley Road, Cos Cob, CT - Impeccable Mixed-Use Opportunity Exceptional Investment in the Heart of Cos Cob Welcome to 41 Valley Road, an outstanding and meticulously maintained mixed-use property nestled in the vibrant community of Cos Cob, Connecticut. This unique offering presents a rare opportunity to own a top-quality building in one of Greenwich's most desirable and historically

  Antonio LaRocca The LaRocca Group

  41 Valley Rd, Cos Cob, CT 06807
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  /18

  $850,000

  • 3 Beds
  • 1.5 Baths
  • 1,155 Sq Ft

  25 Hoover Rd, Riverside, CT 06878

  Great opportunity to make this cute Colonial in the highly desirable Riverside section of Greenwich your own. Featuring 4 bedrooms and 1.5 baths, including a convenient first-floor bedroom, this home offers a flexible layout with plenty of space to update and customize to your style. The dining room flows into the kitchen, and a one-car garage provides added convenience. Set on public water and

  Kary Apanovitch Coldwell Banker Realty

  25 Hoover Rd, Riverside, CT 06878
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  /31

  $750,000

  • 2 Beds
  • 2.5 Baths
  • 1,851 Sq Ft

  94 Southfield Ave Unit 1403, Stamford, CT 06902

  Enjoy the perfect blend of luxury and convenience at this totally updated 2-bedroom, 2.5 bath townhouse in one of Stamford's premier waterfront locations. The first floor's open layout includes a large living/dining room with a fireplace and balcony access, and a renovated kitchen with quartz counters, stainless steel appliances, and a large breakfast bar. The primary suite, with vaulted ceiling,

  Carolyn Brook William Pitt Sotheby's Int'l

  94 Southfield Ave Unit 1403, Stamford, CT 06902
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  /18

  $649,900

  • 3 Beds
  • 3.5 Baths
  • 2,391 Sq Ft

  2435 Bedford St Unit 14C, Stamford, CT 06905

  Welcome to Chesterfield, Stamford's premier gated community offering a blend of privacy, convenience, and resort-style amenities. This spacious Hampton-model townhouse is one of the largest floor plans, featuring 3 bedrooms, 3.5 baths, plus a versatile loft. The main level offers an open-concept living and dining area with hardwood floors, a fireplace, and sliders to a private deck. The updated

  Melonie Smith Epique Realty LLC

  2435 Bedford St Unit 14C, Stamford, CT 06905
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  /40

  $3,995,000

  • 5 Beds
  • 6 Baths
  • 5,693 Sq Ft

  113 Skyview Ln, New Canaan, CT 06840

  Just off Ponus Ridge and moments from Talmadge Hill Train Station, this exceptional Colonial home offers easy access to the Merritt and downtown amenities. Set on 1.67 acres of beautifully landscaped, gated grounds, the property boasts a newly renovated, resort-style gunite pool and spa, an oasis for outdoor living. The professionally manicured backyard is complemented by a stunning bluestone

  Kelly Daniel Compass Connecticut, LLC

  113 Skyview Ln, New Canaan, CT 06840
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  /37

  $4,475,000

  • 5 Beds
  • 5.5 Baths
  • 6,135 Sq Ft

  261 Hollow Tree Ridge Rd, Darien, CT 06820

  This charming 5-bedroom Cape Cod home, originally built in 1941 and extensively renovated, expanded and rebuilt in 2015, is the perfect blend of classic elegance and modern comfort. Nestled in a highly sought-after neighborhood, the property offers spacious living with timeless details throughout. From the moment you step inside, you're greeted by beautiful hardwood floors, crown molding, and

  Catherine Russell Brown Harris Stevens

  261 Hollow Tree Ridge Rd, Darien, CT 06820
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  /23

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,519 Sq Ft

  825 Hope St Unit 8, Stamford, CT 06907

  Starting out or downsizing? Here's a townhouse style condo with an attached one car garage in the 9 unit Hope Manor complex in the convenient Springdale neighborhood in Stamford. Plenty of space with a fireplace in the large living room, a formal dining room, an eat in kitchen, and two large bedrooms. A sizable den, good storage space and laundry are on the garage level. Primary bedroom has extra

  Richard Loh Houlihan Lawrence

  825 Hope St Unit 8, Stamford, CT 06907
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  /40

  $2,095,000

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

  19 Anthony Ln, Darien, CT 06820

  This newly re-built 4-bedroom, 3-bath Colonial offers 2400 sq feet of finely crafted living space on a level .25-acre lot. Set on the corner of Anthony Lane and a cul-de-sac, the property pairs neighborhood charm with privacy. Enjoy the outdoors in a newly fenced yard with professional landscaping and a full irrigation system. Inside, the open layout is defined by natural light and superior

  Hillary Miller Houlihan Lawrence

  19 Anthony Ln, Darien, CT 06820
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  /31

  $289,900

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  71 Strawberry Hill Ave Unit 110, Stamford, CT 06902

  Enjoy this delightful 2 bedroom 1 bath condo in a very well maintained building with close proximity to downtown. It is on the first floor with no need for elevators or stairs. Can get into your home from the outside and not even go into the building except for the mail. In the basement is the laundry room, community room, locked storage unit and a fitness room. The HOA include heat/hot water,

  Pasquale Cardone William Raveis Real Estate

  71 Strawberry Hill Ave Unit 110, Stamford, CT 06902
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  /27

  $1,695,000

  • 4 Beds
  • 3 Baths
  • 2,707 Sq Ft

  8 Forest Rd, Darien, CT 06820

  Loved by the same family for nearly 40 years and renovated to the studs in 2001, 8 Forest Road checks all the boxes. Improvements include 2025: fully fenced backyard; new gas range; new dishwasher; refinished hardwood floors and kitchen cabinets; 2024: new driveway with Belgium blocks and curb; epoxy garage flooring; 2022: entire interior and exterior painted; new kitchen backsplash; new floor in

  Sara Hesli Houlihan Lawrence

  8 Forest Rd, Darien, CT 06820
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  /39

  $1,950,000

  • 5 Beds
  • 6 Baths
  • 5,628 Sq Ft

  60 Greenleaf Dr, Stamford, CT 06902

  Welcome to this exceptional 5-bedroom, 5.5-bathroom residence in Stamford's highly coveted Westover neighborhood, thoughtfully and completely renovated to offer the perfect blend of modern luxury and timeless elegance. Nestled on a private, manicured lot, the property features beautifully lit stone columns, walls and a granite walkway and landing that set the tone for this spacious family

  Ximena Perez Keller Williams Prestige Prop.

  60 Greenleaf Dr, Stamford, CT 06902
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  /39

  $8,695,000

  • 5 Beds
  • 8 Baths
  • 6,108 Sq Ft

  25 Tokeneke Trail, Darien, CT 06820

  25 Tokeneke Trail - Where the Sky meets the Sea. Wake up to breathtaking sunrises, spend afternoons on the water, and end each day with sunset views from your private terrace. 25 Tokeneke Trail isn't just a home-it's a lifestyle. Perfectly perched above the shoreline and not in a flood zone, this stunning waterfront retreat offers direct access to the water with its own private beach, dock and

  Nellie Snell William Raveis Real Estate

  25 Tokeneke Trail, Darien, CT 06820
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  /80

  $10,500,000

  • 6 Beds
  • 6.5 Baths
  • 7,456 Sq Ft

  546 Lake Ave, Greenwich, CT 06830

  ''Chateau Chadeline'' is an architectural landmark,located in prime mid country on Lake Avenue. This impressive stone manor has undergone a complete renovation. There are 6 spa-like ensuite bedrooms, 2 saunas, a restored guest cottage, heated pool, Har-Tru tennis court and dock. This 1903 treasure is sited high on 2.83 acres with sights and sounds of 3 cascading waterfalls. Original

  Mary Jones Sotheby's International Realty

  546 Lake Ave, Greenwich, CT 06830
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  /8

  $940,000

  • 6 Beds
  • 4 Baths
  • 2,464 Sq Ft

  31 Waterbury Ave, Stamford, CT 06902

  Beautifully located large two family with detached garage in heart of Stamford is on the market. You can live in one unit, rent out the other and enjoy the beautiful fall season here in Connecticut. Property will be included the next Auction. Buyers must sign up and place bids though www.xome.com. All auction properties are subject to a 5% buyer s premium pursuant to the Event Agreement and

  Davis Owen Davis Owen Real Estate

  31 Waterbury Ave, Stamford, CT 06902
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  /40

  $5,000,000

  • 6 Beds
  • 5 Baths
  • 5,021 Sq Ft

  203 Riverside Ave, Riverside, CT 06878

  Gorgeous, renovated 1910 colonial with tall ceilings on 0.93 of an acre in a convenient Riverside location not far from the train, schools and shops. Wrap around covered porch, stone terrace, verdant, level, park-like yard. Welcoming entry foyer connects the formal rooms for ease of entertaining. Chef's white kitchen with generous island, Sub Zero and Viking appliances, eat in area that is open

  Patte Nusbaum Sotheby's International Realty

  203 Riverside Ave, Riverside, CT 06878
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  /32

  $597,500

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  1913 High Ridge Rd, Stamford, CT 06903

  Welcome to 1913 High Ridge Road, a charming ranch-style home offering 3 bedrooms, 2 full baths, and endless potential. Set across from the peaceful Danoff Bruder Family Meadow at Bartlett Arboretum, this home combines natural beauty with everyday convenience. Inside, the main level offers comfortable living space with two bedrooms and a full bath, while the level off the kitchen provides

  Joe Balestriere William Raveis Real Estate

  1913 High Ridge Rd, Stamford, CT 06903
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  /9

  $249,999

  • 1 Bath
  • 508 Sq Ft

  27 Northill St Unit 3A, Stamford, CT 06907

  Located in the desirable Springdale area, this studio condo at 27 Northill Street #3A is a perfect fit for both first-time buyers and investors. Currently rented for $1,900/month, it delivers immediate rental income with strong upside potential. The building offers no rental restrictions, giving investors maximum flexibility. For first-time homeowners, this unit provides an affordable entry point

  Jhonatan Restrepo Jarah Tuttle

  27 Northill St Unit 3A, Stamford, CT 06907
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  /39

  $729,900

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

  52 Sachem Place, Stamford, CT 06902

  Stunning Renovated Home Just Steps from the Beach! This home is ideally located within walking distance to the beach in the desirable Soundview Manor steps away from the Long Island Sound. This pristine property offers the perfect blend of modern updates and classic charm.. Step inside to a sun-drenched interior filled with warmth and character. The chef's kitchen - a true showstopper, featuring

  Evan Philippopoulos RE/MAX Right Choice

  52 Sachem Place, Stamford, CT 06902
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  /30

  $4,475,000

  • 4 Beds
  • 3.5 Baths
  • 3,361 Sq Ft

  21 Keofferam Rd, Old Greenwich, CT 06870

  On sought-after Keofferam Road in Old Greenwich, this property epitomizes coastal charm and timeless appeal. Just eight houses from the water and moments to both Tod's Point Beach and the village, this home presents a unique opportunity to create a legacy estate. Salty breezes, sandy mornings, and evenings in town make life here feel effortless—this is more than a home, it's a lifestyle.

  Carolyn Petersen Compass Connecticut, LLC

  21 Keofferam Rd, Old Greenwich, CT 06870
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  /26

  $4,795,000

  • 5 Beds
  • 6.5 Baths
  • 5,005 Sq Ft

  22 Carleton St, Greenwich, CT 06830

  Newly built, custom home just a short walk from Greenwich Avenue, the train, and North Street Schools. Thoughtfully designed for modern living, the residence features a beautifully designed kitchen with high end finishes, Carrara marble, Thermador appliances, retreat like bathrooms, inclusive of double vanity and soaking tub, en suite bedrooms, spacious walk in closets, four fireplaces and an

  Christopher Triano Houlihan Lawrence

  22 Carleton St, Greenwich, CT 06830
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  /18

  $599,000

  • 2 Beds
  • 1 Bath
  • 981 Sq Ft

  120 Webb Ave, Stamford, CT 06902

  Welcome to 120 Webb Avenue, Stamford, CT Nestled in the highly desirable Cove neighborhood, just a short stroll from Cove Island Park and Beach, this charming Cape offers the perfect balance of comfort, convenience, and coastal lifestyle. Located on a quiet street, it's an ideal home for first-time buyers, young families, or anyone looking to enjoy all that Stamford's shoreline has to offer.

  Cody Nizzardo Nizzardo Real Estate Services

  120 Webb Ave, Stamford, CT 06902
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  /23

  $588,000

  • 2 Beds
  • 2.5 Baths
  • 1,652 Sq Ft

  1611 Washington Blvd Unit 27, Stamford, CT 06902

  Newly Renovated 3-Level Townhouse in Prime Downtown Stamford Location! Move right into this beautifully updated townhouse offering the perfect blend of modern style, everyday comfort, and unbeatable convenience. Freshly painted and featuring gleaming hardwood floors throughout, this turnkey home is ready for you! The main level boasts an expansive open-concept living and dining area-ideal for

  Evan Philippopoulos RE/MAX Right Choice

  1611 Washington Blvd Unit 27, Stamford, CT 06902
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  /35

  $765,000

  • 3 Beds
  • 3.5 Baths
  • 3,032 Sq Ft

  26 Douglas Ave Unit B, Stamford, CT 06906

  Pristine 3BR/3.5BA end-unit over 3,000 sqft townhome on a quiet dead-end street with a rare fenced-in private backyard, finished lower level, and just a short walk to the Glenbrook train for easy NYC commuting. Freshly painted throughout with gleaming hardwood floors, crown molding, and recessed lighting, this home is in immaculate move-in condition. The main level offers a bright, airy open

  Aaron Ramkalawan Keller Williams Prestige Prop.

  26 Douglas Ave Unit B, Stamford, CT 06906
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  /39

  $3,100,000

  • 4 Beds
  • 4 Baths
  • 3,132 Sq Ft

  64 Ocean Dr E, Stamford, CT 06902

  Waterfront living at its finest. Situated directly on the Long Island Sound, this 4+ bedroom, 4-bath residence offers 75 feet of sweeping, unobstructed frontage-placing the shoreline quite literally at your doorstep. At low tide, a private sandy stretch emerges, creating a beachfront setting ideal for launching kayaks, paddle boards, or mooring a boat. Inside, light-filled interiors flow

  Ryan Dichter Compass Connecticut, LLC

  64 Ocean Dr E, Stamford, CT 06902
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  /33

  $2,800,000

  • 5 Beds
  • 5 Baths
  • 3,623 Sq Ft

  6 Fox Hollow Ln, Cos Cob, CT 06807

  Unique opportunity in a price range with little inventoryHandsome, colonial style home on a quiet, private cul-de-sac just a few minutes from Old Greenwich, in North Street/Central school district. The home was updated in 2012 to include a first floor ''open plan'' layout offering multiple French Doors to a large, sunny patio and capacious back yard. On the second floor, enjoy an updated

  Max Wiesen Coldwell Banker Realty

  6 Fox Hollow Ln, Cos Cob, CT 06807

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