Old Greenwich, CT Homes for Sale

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  /15

  $2,200,000

  • Land
  • 0.46 Acre
  • $4,782,609 per Acre

  54 Signal Rd, Stamford, CT 06902

  Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this exclusive enclave offers breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The Association

  Leslie McElwreath Sotheby's International Realty

  54 Signal Rd, Stamford, CT 06902
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  /36

  $260,000

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  91 Strawberry Hill Ave Unit 1127, Stamford, CT 06902

  Prime location in Stamford! This pristine penthouse level unit is top notch. Enjoy the stunning views from your balcony! No floor above you! Upon entering this updated unit you will find that it is flooded with natural light. The oversized living room with separate dining area has hardwood floors. In this living space the view will be the showpiece. Great spot for your office, too. The kitchen

  Cynthia Hughes Coldwell Banker Realty

  91 Strawberry Hill Ave Unit 1127, Stamford, CT 06902
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  /20

  $1,600,000

  • 6 Beds
  • 5 Baths
  • 2,550 Sq Ft

  61 Aberdeen St, Stamford, CT 06902

  This exceptional four-family house, located in a sought-after Stamford neighborhood, offers a unique blend of modern luxury and investment practicality. Situated just minutes from vibrant local shopping centers and easily accessible to major highways, it is a prime location for professionals and working families seeking both convenience and a suburban feel. The property is designed with a clear

  

  Scott Kadison

  Scott Kadison Real Estate

  (475) 264-5439

  61 Aberdeen St, Stamford, CT 06902
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  /5

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft

  15 Henry St, Greenwich, CT 06830

  The home offers endless potential for investors, builders, or DIY enthusiasts. With a newer roof, newer plumbing, newer siding, and an on-demand boiler, the major updates have already been done, but the home still needs TLC to make it shine. Sited on a generous .133-acre lot in an R-6 Zone. Just a short walk to the Metro North train station and with easy access to I-95, this location is perfect

  Liz Eckert William Raveis Real Estate

  15 Henry St, Greenwich, CT 06830
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  /29

  $470,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,180 Sq Ft

  37 Riverside Ave Unit D, Stamford, CT 06905

  Sunny, updated townhouse condo on the Mill/Mianus River, move-in ready and perfectly placed between Scalzi Park, Ridgeway shopping, and downtown Stamford. This bright 2-bedroom, 2-bath home offers gleaming hardwood floors, renovated kitchen and baths, in-unit laundry, and a private balcony with water views, a peaceful spot to sip coffee or unwind. Reserved covered parking and no one above or

  Sam Campolo Compass Connecticut, LLC

  37 Riverside Ave Unit D, Stamford, CT 06905
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  /39

  $999,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft

  100 Hirsch Rd, Stamford, CT 06905

  Welcome to this beautifully reimagined 4-bedroom, 3 full-bath home in the heart of Stamford. Rebuilt between 2012-2016, including a full second-floor addition, and thoughtfully updated since, it offers the modern comfort and elegance of a newer construction. Sunlight fills the interior, highlighting refined finishes and a warm, sophisticated atmosphere. The main level features a gracious entry

  Katerina Hendrickson Coldwell Banker Realty

  100 Hirsch Rd, Stamford, CT 06905
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  /23

  $680,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  3 Putnam Hill Unit 2b, Greenwich, CT 06830

  Situated on 10 beautifully landscaped acres, Putnam Hill co-ops present one of Greenwich's best values. Prime Central Greenwich location-minutes to shops; restaurants, library, train, hEalth facilities, public transportation and more. Easy, spacious one floor living. This corner unit is filled with sunlight and offers a generous living room and dining area, galley kitchen, spacious uprimary

  Linda Collins Coldwell Banker Realty

  3 Putnam Hill Unit 2b, Greenwich, CT 06830
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  /2

  $649,900 Coming Soon

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

  28 Aquila Rd, Stamford, CT 06902

  LIVE THE COVETED COASTAL LIFESTYLE IN STAMFORD'S SOUGHT-AFTER COVE PARK COMMUNITY. Just one block from the beach, this picture-perfect Cape Cod home sits on a quiet cul-de-sac with a large, flat lot and views of the Long Island Sound right from your front door. Whether you're ready to move right in or envision expanding, this property offers rare flexibility in an unbeatable location. Enjoy

  Jennifer Gainer Preston Gray Real Estate

  28 Aquila Rd, Stamford, CT 06902
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  /13

  $640,000

  • 3 Beds
  • 3 Baths
  • 2,005 Sq Ft

  100 Hope St Unit 10, Stamford, CT 06906

  Welcome to 100 Hope Street, Unit 10! A bright, spacious tri-level townhouse offering 3 bedrooms, 3 full baths, and over 2,000 sq ft of flexible living space in one of Stamford's most convenient locations. Just minutes to both the Stamford and Glenbrook train stations, this home blends comfort, versatility, and commuter-friendly convenience. The main level offers a beautiful kitchen with granite

  Wende Foreman William Pitt Sotheby's Int'l

  100 Hope St Unit 10, Stamford, CT 06906
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  /20

  $259,000

  • 1 Bath
  • 610 Sq Ft

  44 Strawberry Hill Ave Unit 1H, Stamford, CT 06902

  Spacious & Sunny Alcove Studio Condo in secure well-managed Hayes House community in downtown Stamford. Access this unit just off the elevator in a pristine setting with concierge, fitness center, secure garage and laundry on site. New flooring, separate bedroom and dining areas, large living room, private storage, and courtyard with grills make this home ideal. Beautifully designed common areas

  Patricia Rattray William Pitt Sotheby's Int'l

  44 Strawberry Hill Ave Unit 1H, Stamford, CT 06902
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  /37

  $330,000

  • 1 Bed
  • 1 Bath
  • 783 Sq Ft

  34 Crescent St Unit 2D, Stamford, CT 06906

  Welcome to Easy, Open-Concept Living! Discover the perfect blend of comfort and convenience in this bright one-bedroom condo on Crescent Street. Featuring an inviting open floor plan, this unit is ready for you to add your personal touch and make it truly your own. Natural light floods the living room and bedroom through a glass slider that opens to a shared balcony-your ideal spot for morning

  Mary O'Neill Eagle Eye Realty PLLC

  34 Crescent St Unit 2D, Stamford, CT 06906
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  /13

  $379,000 Coming Soon

  • 1 Bed
  • 1 Bath
  • 885 Sq Ft

  2437 Bedford St Unit G7, Stamford, CT 06905

  Located in the highly desirable Chesterfield complex, step into this bright and spacious home conveniently located on the first floor offering easy access. This space features a charming living room with a fireplace and a dining room with sliders leading to a private deck. The large primary bedroom and full bath offer comfortable living, with hardwood floors throughout. 24-hour gated security,

  

  Adam Wagner

  Keller Williams Prestige Prop.

  (475) 267-6811

  2437 Bedford St Unit G7, Stamford, CT 06905
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  /27

  $429,900

  • 2 Beds
  • 1 Bath
  • 1,158 Sq Ft

  85 Riverside Ave Unit E8, Stamford, CT 06905

  Welcome to 85 Riverside Unit E-8. This well-maintained 2-bedroom, 1-bath condo offers a fantastic opportunity to own in one of Stamford's most sought-after locations. Nestled on a quiet, tree-lined street with a river view, the home provides a peaceful setting just minutes from all the shopping, dining, and entertainment downtown has to offer. Inside, the unit features a functional layout with a

  Connie Widmann William Raveis Real Estate

  85 Riverside Ave Unit E8, Stamford, CT 06905
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  /36

  $779,950 Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,732 Sq Ft

  31 Sussex Place, Stamford, CT 06905

  WELCOME TO YOUR MOVE-IN-READY HOME, WHERE ALMOST EVERYTHING IS NEW, IN THE CONVENIENT NEWFIELD NEIGHBORHOOD! This beautifully updated home features hardwood floors throughout the main level, with luxury vinyl flooring on the lower level. It offers a brand-new Wren kitchen with quartz countertops and stainless-steel appliances, plus two fully remodeled full bathrooms. The home also includes fresh

  Nikolina Kajtazovic Coldwell Banker Realty

  31 Sussex Place, Stamford, CT 06905
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  /18

  $1,999,000

  • 4,081 Sq Ft

  48 Richland Rd, Greenwich, CT 06830

  Robert DiDonato William Raveis Real Estate

  48 Richland Rd, Greenwich, CT 06830
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  /38

  $425,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft

  303 Bridge St, Stamford, CT 06905

  Best & Final by 5:00 Sunday 11/23. Discover the best of Stamford living in this charming brick tri-level end-unit townhome, perfectly situated for convenience and comfort. Enjoy picturesque views of the E. Gaynor Brennan Golf Course right outside your front door and soak in abundant natural light throughout the sun-filled, front-to-back living and dining area-an ideal space for relaxing or

  Mindy Wolkstein William Raveis Real Estate

  303 Bridge St, Stamford, CT 06905
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  /30

  $1,349,000

  • 2,989 Sq Ft

  188 Hamilton Ave, Greenwich, CT 06830

  Exceptional investment opportunity or perfect for a buyer looking to offset mortgage costs. This beautifully maintained 3 Family home has been loved and cared for by the same family for generations. Inside you'll find a warm sense of character throughout. Recent updates include, brand new roof, new hot water heater and new central air in unit 1. Tons of storage! Each side has its own basement

  Monica Collins Anderson Associates, Ltd.

  188 Hamilton Ave, Greenwich, CT 06830
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  /36

  $1,725,000 Open Fri 12:30PM - 2:30PM

  • 4 Beds
  • 3.5 Baths
  • 2,736 Sq Ft

  24 Harold St Unit E, Cos Cob, CT 06807

  Experience luxury living with this modern and comfortable townhouse. The open floor plan is ideal for everyday living and entertaining featuring multiple sun-filled sitting areas that seamlessly connect to beautiful outdoor spaces. At the center of the home is a gourmet kitchen with top of the line appliances, sleek cabinetry and high-end finishes. Large living/family room is equipped with gas

  Elena Pymm Coldwell Banker Realty

  24 Harold St Unit E, Cos Cob, CT 06807
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  /36

  $1,299,000

  • 2,848 Sq Ft

  73 Mead Ave, Greenwich, CT 06830

  This Charming, fully renovated Victorian offers a wide range of versatile living arrangements plus a private 2 level loft inspired apartment perfect for family or income producing opportunities! Unit 1 offers a charming wrap around porch, private gardens, Living Room, Dining Room, Family Room w/fpl, MEIK with SS appliances, Primary Suite plus 2 additional bedrooms, 2 fireplaces, hardwood floors

  Debra Padawer Houlihan Lawrence

  73 Mead Ave, Greenwich, CT 06830
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  /37

  $27,500,000

  • 8 Beds
  • 8 Baths
  • 11,536 Sq Ft

  276 Otter Rock Dr, Greenwich, CT 06830

  Magnificent formal gardens by renowned landscape architect Paul Gazerwitz set the stage for this historic 1890 Queen Anne with a pool and carriage house in the coveted Belle Haven Association. Blending historic elegance with modern sophistication, the 11,536 sq ft house was exquisitely restored and renovated by Markham Roberts, one of Architectural Digest's AD100 top interior designers. Featuring

  Joseph Barbieri Sotheby's International Realty

  276 Otter Rock Dr, Greenwich, CT 06830
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  /16

  $329,000

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  125 Prospect St Unit 2E, Stamford, CT 06901

  Welcome to your new home in the heart of downtown Stamford. Meticulously updated 2-bedroom, 2 bath, Office/Den sunny apartment. Spacious living area with large windows full of natural light. Perfect for entertaining or relaxing at the end of a long day. Freshly painted, new floors, and large storage closet. Ensuite bathroom in master bedroom with walk-in closet. Secured building steps to popular

  Seamus Costigan Marr Caruso Realty Group

  125 Prospect St Unit 2E, Stamford, CT 06901
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  /30

  $1,500,000

  • 3 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  1 Northfield St Unit B, Greenwich, CT 06830

  Open floor plan Duplex condo with private yard and patio. Located in the central Greenwich, only a few blocks away to Greenwich Avenue. Granite counter tops with stainless steel appliances. Very spacious primary bedroom with primary bathroom and walk-in-closet. Hardwood floors throughout. New HVAC and hot water system installed 2 years ago.

  Sam Kobata Shoen Realty, Inc.

  1 Northfield St Unit B, Greenwich, CT 06830
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  /24

  $505,000

  • 1 Bed
  • 1 Bath
  • 714 Sq Ft

  98 Southfield Ave Unit 101, Stamford, CT 06902

  Soak in that 'By the Water' feeling all year long and experience sophisticated waterfront living in this beautifully renovated 1-bedroom corner unit at The Village at Stamford Landing, where every detail has been designed for comfort and style. The expanded, fully renovated kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, and a large pantry-perfect for year

  Alyssa Bernstein Berkshire Hathaway NE Prop.

  98 Southfield Ave Unit 101, Stamford, CT 06902
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  /25

  $999,000

  • 4 Beds
  • 2 Baths
  • 1,716 Sq Ft

  40 Moshier St, Greenwich, CT 06831

  Perfect as an investment or as a multi-generational opportunity. Discover the potential of this well-maintained two-family home, set on 0.20 acres and perched high on Moshier Street. Each unit features two generously sized bedrooms, one bathroom, and a family room. The lower level includes a private entrance, an additional bathroom, and a kitchen area—ideal for extended family or as potential

  Lisa Migliardi Compass Connecticut, LLC

  40 Moshier St, Greenwich, CT 06831
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  /6

  $285,000

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft

  93 Spruce St Unit 11, Stamford, CT 06902

  Well maintained two bedrooms and 1.5 bathrooms condo/apt with updates including hardwood floor in living area, new carpet on staircase and a new AC/HEAT system (Nov, 2025). It has two spacious bedrooms on the second floor and a reasonable sized bathroom on the first floor. On the main floor, it has a nice size kitchen and a spacious living room, and is equipped with washer and dryer It is in a

  Daswell Jones Coldwell Banker Realty

  93 Spruce St Unit 11, Stamford, CT 06902
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  /39

  $45,000,000

  • 6 Beds
  • 8 Baths
  • 12,492 Sq Ft

  545 Indian Field Rd, Greenwich, CT 06830

  A rare waterfront estate of true scale and presence, this reimagined coastal masterpiece commands 1.6 acres on the Long Island Sound with sweeping, unobstructed horizon views. Rebuilt from the foundation up, the home delivers level beachfront living with powerful architectural lines, floor-to-ceiling glass, and a seamless connection to the water at every turn. The approach opens to a 19-foot

  Jesse Marinak Serhant Connecticut LLC

  545 Indian Field Rd, Greenwich, CT 06830
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  /11

  $385,000

  • 1 Bed
  • 1 Bath
  • 866 Sq Ft

  4 Putnam Hill Unit 1D, Greenwich, CT 06830

  Putnam Hill Cooperative Apartments. Ten fabulous acres in Greenwich Proper. Park like setting. Exceptional landscaping. Private and secure. Wonderful opportunity to live on the first floor of 4 Putnam Hill. Large one bedroom apartment with an easterly exposure. Approximately 866 sq. ft. Open floor plan with lots of window(8), parquet floors and generous size rooms. One pet allowed. Vacant and

  Curtis Wood William Raveis Real Estate

  4 Putnam Hill Unit 1D, Greenwich, CT 06830
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  /37

  $869,000

  • 3 Beds
  • 1.5 Baths
  • 1,699 Sq Ft

  30 Sherman Ave, Greenwich, CT 06830

  Welcome to this inviting 3-bed, 1.5-bath home offering 1,699 sq.ft. of comfortable living space in one of the area's most desirable neighborhoods. The entry features a convenient vestibule leading into a warm and welcoming living room - perfect for keeping out the chill on cooler days. The first floor includes a spacious, formal dining room, eat-in kitchen, family room, full bath and primary

  Sue Frano Coldwell Banker Realty

  30 Sherman Ave, Greenwich, CT 06830
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  /17

  $395,000

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  1 Strawberry Hill Ct Unit 2A, Stamford, CT 06902

  Enjoy this recently updated & spacious two-bedroom, two full bath condo unit at the desirable Regency Towers complex in Stamford's booming Metropolis! This bright & sunny unit has a fabulous floor plan. Improvements include kitchen upgrades, fresh paint & floor refinishing providing a move-in ready option. The living room is expansive & leads to the screened-in balcony with lovely views. Is

  Jacqueline Caporale Alliance R.E. Consultants

  1 Strawberry Hill Ct Unit 2A, Stamford, CT 06902
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  /37

  $650,000

  • 3 Beds
  • 1.5 Baths
  • 1,703 Sq Ft

  49 Valley Rd, Stamford, CT 06902

  Nestled on a quiet street in the vibrant downtown area, this charming single-family home perfectly combines city living with comfort and space. Featuring 3 bedrooms and 1.5 baths, this home offers plenty of room for the whole family to enjoy. The main level boasts a spacious living room with a cozy fireplace, a bright sunroom with ample closet space, and a beautiful three-season deck, perfect for

  Daniel Villacis Modern Day Real Estate

  49 Valley Rd, Stamford, CT 06902
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  /40

  $599,000

  • 2 Beds
  • 2 Baths
  • 1,342 Sq Ft

  25 Forest St Unit 4A, Stamford, CT 06901

  A luxurious and cosmopolitan lifestyle awaits you at The Classic! This impeccable 4th floor condo is located in the heart of vibrant downtown Stamford, only steps away from popular restaurants, shopping, entertainment and serene Mill River Park. Easy access to nearby Metro North and I-95 make this the perfect location for commuters too. From the entry, step into the charming dining room which

  Nick Jaku William Raveis Real Estate

  25 Forest St Unit 4A, Stamford, CT 06901
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  /29

  $1,300,000

  • 8 Beds
  • 4 Baths
  • 2,600 Sq Ft

  108 Virgil St, Stamford, CT 06902

  Prime investment opportunity at 108 Virgil Street, Stamford, CT. Four-family property on the west side, near Stamford Hospital, downtown, Greenwich, and I-95. Each of the four units has two bedrooms, one bath. Totally separate utilities, natural gas heating/ water heaters, landlord meter for common area electric, and a large unfinished basement for storage or finishing. Additionally, there are

  Nazma Aktar Compass Connecticut, LLC

  108 Virgil St, Stamford, CT 06902
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  /23

  $425,000

  • 1 Bed
  • 1 Bath
  • 1,066 Sq Ft

  1 Landmark Square Unit 530, Port Chester, NY 10573

  Welcome to The Landmark — Port Chester’s most iconic residence, once known as the historic Lifesaver Building. This rare duplex loft blends industrial charm and modern luxury. Unit #530 is a 1-bedroom that lives like a 2-bedroom with over 1,000 sq. ft. of bright, open space, a must see to believe. Located on the top floor of the east-facing side, enjoy peace and privacy with no one above you. The

  Brittany Sandarciero Keller Williams NY Realty

  1 Landmark Square Unit 530, Port Chester, NY 10573
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  /26

  $675,000

  • 3 Beds
  • 3.5 Baths
  • 1,856 Sq Ft

  160 Glenbrook Rd Unit 3D, Stamford, CT 06902

  This stunning, move-in-ready townhouse offers three levels of spacious, updated luxury living in a prime Stamford location. Thoughtfully refreshed from top to bottom, the home features all newly refinished oak floors, a newly renovated primary bath, fresh paint throughout the entire townhouse, and a brand-new epoxy garage floor. The front entrance leads to an open-concept main level with tall

  Kate Ryan Kosh Compass Connecticut, LLC

  160 Glenbrook Rd Unit 3D, Stamford, CT 06902
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  /49

  $3,499,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 5,389 Sq Ft

  399 Stanwich Rd, Greenwich, CT 06830

  Set amid scenic beauty, this custom-built Colonial offers over 5,300± square feet of elegant living space across four levels, complete with an indoor swimming pool and a charming guest cottage. Sun-filled formal living and dining rooms showcase soaring ceilings and beautiful natural light, while the kitchen with breakfast room opens to a comfortable family room. The serene primary suite provides

  Leslie McElwreath Sotheby's International Realty

  399 Stanwich Rd, Greenwich, CT 06830
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  /25

  $569,000

  • 2 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  48 Randall Ave Unit 3, Stamford, CT 06905

  We have multiple offers and are asking for all offers by Monday the 17th at 10am. Nestled in a quiet, private setting yet just moments from downtown Stamford, this fully renovated 2-bedroom, 2.5-bath townhouse offers the perfect balance of tranquility and convenience. Step inside through your private entrance and discover three spacious levels of modern living. The bright family room, complete

  Evan Philippopoulos RE/MAX Right Choice

  48 Randall Ave Unit 3, Stamford, CT 06905
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  /33

  $699,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,266 Sq Ft

  180 Glenbrook Rd Unit 35, Stamford, CT 06902

  Welcome home to this completely updated 3 bedroom, 2.5 bath townhouse offering modern comfort, elegant finishes, and a prime location in the heart of Glenbrook. Main floor features an open floor plan & natural light with luxury natural blonde floors that flow throughout the entire home, enhancing the open and inviting layout with a stunning accent wall, electric fireplace and wood mantel that

  Evan Philippopoulos RE/MAX Right Choice

  180 Glenbrook Rd Unit 35, Stamford, CT 06902
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  /10

  $1,799,000

  • 4 Beds
  • 3 Baths
  • 2,480 Sq Ft

  116 Hillcrest Park Rd, Greenwich, CT 06870

  House sits on 1.29 acres back lot off private road boarding with wooded and wetlands, tongue and groove cedar siding with stone veneer, asphalt roof, central a/c, heat and central vacuum, vaulted ceilings, stone veneer fireplaces, second floor deck wrapping around side and back overlooking wooded and wetland areas, five-minute drive to I95 or Merritt Parkway, five-minute walk to elementary

  David White OwnerEntry.com

  116 Hillcrest Park Rd, Greenwich, CT 06870
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  /28

  $299,000

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft

  5 Hundley Ct Unit 1-E, Stamford, CT 06902

  Prime Downtown Stamford! Smashing, completely renovated one-bedroom offers modern turnkey living! Chef's kitchen featuring quartz counters, stainless appliances, and a built-in beverage center. The bonus room, currently used as an office, adds valuable flexibility for work-from-home or additional storage. One assigned parking space plus plenty of visitor parking. Recent improvements include fresh

  Tara Chlupsa Coldwell Banker Realty

  5 Hundley Ct Unit 1-E, Stamford, CT 06902
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  /39

  $795,000

  • 3 Beds
  • 4 Baths
  • 2,399 Sq Ft

  214 Seaside Ave, Stamford, CT 06902

  * 0.5 mi to Cove Island Beach * 0.7 mi to Chelsea Piers * 2 mi to Express Metro-North * Built in 2012/2013 * 9' ceilings * New 2025 HVAC & hot water system * Private fenced yard * Attached two-car garage* Low HOA fees * Elegant free-standing townhouse in Stamford's desirable Cove neighborhood offering 3 bedrooms, 2 full and 2 half baths, and 2,400 sq ft of refined living space, this residence

  Cynthia DeRiemer Berkshire Hathaway NE Prop.

  214 Seaside Ave, Stamford, CT 06902

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