Old Greenwich, CT Homes for Sale

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  /49

  $100,000,000

  • 8 Beds
  • 14 Baths
  • 13,163 Sq Ft

  108 Cedar Cliff Rd, Riverside, CT 06878

  Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside's prestigious Indian Head Association, this storied property occupies the historic grounds of

  Leslie McElwreath Sotheby's International Realty

  108 Cedar Cliff Rd, Riverside, CT 06878
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  /17

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  198 Sylvan Knoll Rd, Stamford, CT 06902

  Move right into this lovely 2-bedroom townhouse featuring a stunning kitchen and bathroom. The newly renovated finished lower level offers additional living space with a durable luxury vinyl floor. As an end unit this home provides added privacy and an abundance of light. Enjoy the spacious, new back patio and garden area overlooking a charming grassy courtyard - perfect for summer entertaining.

  Barbara Deysson William Raveis Real Estate

  198 Sylvan Knoll Rd, Stamford, CT 06902
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  /40

  $679,000

  • 2 Beds
  • 2.5 Baths
  • 1,719 Sq Ft

  2435 Bedford St Unit 17B, Stamford, CT 06905

  Quiet oasis with Mid-City convenience! Welcome to this spacious, airy 2-bedroom, 2.5-bath townhome in the coveted, gated Chesterfield II community-where comfort, convenience, and lifestyle meet seamlessly. Designed for everyday living and entertaining, the open-concept layout features a dining room and living room with a cozy fireplace and sliders to a private deck surrounded by mature trees -

  Geri Guzinski William Pitt Sotheby's Int'l

  2435 Bedford St Unit 17B, Stamford, CT 06905
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  /25

  $915,000

  $34K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft

  128 Putnam Park Unit 128, Greenwich, CT 06830

  Welcome to this sun-drenched, impeccably maintained 3 bed, 2 bath townhouse style home offering refined, effortless living. Ideally located in downtown Greenwich, 20 mins walking distance to the train station taking you directly to Grand Central in NYC, 10 mins walking distance to Greenwich avenue, shops and restaurants, 5 mins walking distance to the elementary school, 10 minutes walking

  Ayesha Qureshi-Amin Houlihan Lawrence

  128 Putnam Park Unit 128, Greenwich, CT 06830
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  /45

  $1,295,000

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  51 Forest Ave Unit 172, Old Greenwich, CT 06870

  Experience sophisticated one-level living in this exceptional top-floor end unit in the heart of Old Greenwich. A dramatic living room with fireplace and soaring ceilings flows into a spacious dining area and inviting den space with sliders to a private deck--ideal for both elegant entertaining and everyday comfort. The sun-filled eat-in kitchen overlooks beautifully landscaped grounds, while the

  Patricia Cameron BHHS New England Properties

  51 Forest Ave Unit 172, Old Greenwich, CT 06870
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  /38

  $1,395,000

  $100K PRICE DROP

  • 8 Beds
  • 8.5 Baths
  • 5,530 Sq Ft

  75 Coolidge Ave, Stamford, CT 06906

  Don't miss this fabulous two-family home, where each unit lives like a 4-5 bedroom single-family house. Newly re-built in 2023, this 5530 sq ft home has so much to offer, with enough room for the whole family. Four to five bedrooms and 4 full bathrooms in each unit plus a large finished walk-up third floor in each unit and a full finished basement in unit 2, both can be used as an office, play

  Stefanie Lacoff Berkshire Hathaway NE Prop.

  75 Coolidge Ave, Stamford, CT 06906
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  /30

  $2,395,000

  • 4 Beds
  • 3.5 Baths
  • 2,902 Sq Ft

  9 Deluca Dr, Cos Cob, CT 06807

  Tucked at the end of a quiet cul-de-sac in one of Greenwich's most coveted school districts, this beautifully updated 4-bedroom home delivers the rare combination of move-in condition and real upside. The fully reimagined primary suite stuns with high-end marble, dual vanities, and a custom walk-in closet. Open-concept kitchen and family room -- anchored by one of two fireplaces -- flow through

  Julie Grace Burke Compass Connecticut, LLC

  9 Deluca Dr, Cos Cob, CT 06807
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  /40

  $899,900

  Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,642 Sq Ft

  42 Akbar Rd, Stamford, CT 06902

  Nestled on a quiet street in Stamford's highly desirable Westover neighborhood, this spacious split-level home offers 4 bedrooms, 3 full bathrooms, and a flexible layout with potential for an in-law suite. A dramatic living room with soaring ceilings, oversized windows, and hardwood floors creates an impressive first impression. The sun-filled eat-in kitchen features granite countertops, a center

  Emiliano Navarro Keller Williams Realty

  42 Akbar Rd, Stamford, CT 06902
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  /13

  $639,900

  • 2 Beds
  • 2 Baths
  • 1,599 Sq Ft

  153 Oaklawn Ave, Stamford, CT 06905

  Welcome to this modern ranch home in Stamford's desirable Newfield neighborhood, offering the perfect blend of comfort, versatility, and charm. Located at 153 Oaklawn Ave, this 2-bedroom home offers a thoughtfully designed layout with a charming loft, perfect for a home office, reading nook, or additional space. The sun-filled living room features skylights that fill the space with natural light,

  Edison Andrade Coldwell Banker Realty

  153 Oaklawn Ave, Stamford, CT 06905
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  /28

  $2,195,000

  $200K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 10,746 Sq Ft

  677 W Hill Rd, Stamford, CT 06902

  Rare 3.75-Acre Builder Opportunity on W Hill Road Exceptional opportunity to own 3.75 private acres in one of the area's most prestigious and sought-after locations-W Hill Road. This unique property features an existing 4,400 sq ft main residence plus a separate 900 sq ft cottage, offering endless possibilities for builders, investors, or end-users seeking a private estate setting. The current

  Antonio LaRocca The LaRocca Group

  677 W Hill Rd, Stamford, CT 06902
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  /22

  $2,895,000

  • 4 Beds
  • 4.5 Baths
  • 3,409 Sq Ft

  47 Ridge St, Cos Cob, CT 06807

  Tucked at the end of a private road in Cos Cob, this newly built (2025) Louis Contadino-designed home offers a layout rarely available in central Greenwich at this price point: sophisticated single-level main-floor living over a fully finished walk-out lower level, all on a private 0.34-acre setting. The main floor delivers four bedrooms -- three with private en-suite full baths, including a

  Joy Kim Metalios Houlihan Lawrence

  47 Ridge St, Cos Cob, CT 06807
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  /29

  $650,000

  • 3 Beds
  • 1.5 Baths
  • 1,531 Sq Ft

  35 Faucett St, Stamford, CT 06906

  Vintage Charm Meets Modern Living! This sunny Glenbrook Colonial blends classic character with today's updates and is ready to impress. The bright main level features hardwood floors, custom moldings, a cozy living room with wood-burning fireplace, formal dining room with bay window, and a modern kitchen with stainless steel appliances and pass-through window. A stylish half bath and heated front

  Evan Philippopoulos RE/MAX Right Choice

  35 Faucett St, Stamford, CT 06906
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  /9

  $495,000

  Open Sun 2PM - 3PM

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  234 Madison Ave, Port Chester, NY 10573

  Welcome to this well-priced and move-in ready 2 bedroom, 1 bath townhome offering the perfect opportunity for first-time buyers, downsizers, or anyone seeking low-maintenance living in a convenient location. Thoughtfully updated and well-maintained, this charming home features bright comfortable living spaces, great flow, and excellent storage with a partially finished basement. Enjoy outdoor

  James Kogut Serhant LLC

  234 Madison Ave, Port Chester, NY 10573
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  $13,100,000

  • 6 Beds
  • 8 Baths
  • 10,286 Sq Ft

  7 Parsonage Rd, Greenwich, CT 06830

  SUMMER FUN BEGINS HERE! An extraordinary newly constructed residence in the heart of Greenwich,7 Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously

  Leslie McElwreath Sotheby's International Realty

  7 Parsonage Rd, Greenwich, CT 06830
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  /45

  $2,299,000

  • 5 Beds
  • 3.5 Baths
  • 2,956 Sq Ft

  42 Stone Brook Ln, Cos Cob, CT 06807

  Interior recently painted and WOW what a transformation!! Tucked at the end of a peaceful cul-de-sac in Cos Cob, within the coveted North Street School district, this serene 5-bedroom home (featuring a main-level en-suite) offers a tranquil escape. Contemporary design shines through vaulted ceilings, skylights, and sun-drenched interiors that flow seamlessly to a large screened-in porch and an

  Cora Lynch-O'Meara Brown Harris Stevens CT, LLC

  42 Stone Brook Ln, Cos Cob, CT 06807
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  $3,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,877 Sq Ft

  96 Brookside Dr, Greenwich, CT 06831

  This inviting four-bedroom home blends comfort, functionality, and thoughtful care throughout. Featuring three full bathrooms and a convenient half bath on the main level, the layout is designed for easy living and seamless entertaining. Two fireplaces anchor the home's living spaces, adding warmth and character to everyday moments.An expansive deck extends the living space outdoors,

  Jose Cuartas Corcoran Centric Realty LLC

  96 Brookside Dr, Greenwich, CT 06831
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  /15

  $225,000

  $70K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 939 Sq Ft

  50 Glenbrook Rd Unit 1F, Stamford, CT 06902

  Welcome to 50 Glenbrook Road #1F, a move-in ready 1-bedroom condominium in a convenient Stamford location. This bright and inviting unit offers a spacious layout with generously sized rooms, an updated feel, and abundant natural light throughout. The well-appointed kitchen provides ample cabinet space and opens to a comfortable dining area, while the living space is perfect for everyday living

  Adam Wagner Keller Williams Prestige Prop.

  50 Glenbrook Rd Unit 1F, Stamford, CT 06902
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  /40

  $1,300,000

  • 2 Beds
  • 3.5 Baths
  • 2,088 Sq Ft

  88 Southfield Ave Unit P6, Stamford, CT 06902

  Welcome to 88 Southfield Avenue, a spectacular two level penthouse offering 2,088 square feet of luxury living with breathtaking views of Stamford Harbor. This 2 bedroom, 3.1 bath residence is an entertainer's dream, featuring expansive balconies on both levels, stunning harbor views throughout, and soaring 14-foot ceilings on the upper level. The eat-in kitchen offers a comfortable dining area

  Kristen Studwell Compass Connecticut, LLC

  88 Southfield Ave Unit P6, Stamford, CT 06902
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  /21

  $899,000

  • 4 Beds
  • 2 Baths
  • 1,737 Sq Ft

  73 High Clear Dr, Stamford, CT 06905

  Charming and beautifully maintained 1956 Cape Cod offering timeless character with thoughtful updates throughout. This inviting 4-bedroom, 2-bath home features an updated kitchen, warm and comfortable living that creates exceptional curb appeal. Enjoy outdoor entertaining or quiet relaxation on the private patio surrounded by established landscaping. A perfect blend of classic charm and modern

  James Capparelle Coldwell Banker Realty

  73 High Clear Dr, Stamford, CT 06905
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  /25

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,544 Sq Ft

  41 Frisbie St, Stamford, CT 06906

  Welcome home to this fantastic Glenbrook residence. Filled with incredible natural light, this property has three bedrooms with two full baths, plus a generous size bonus room with cathedral ceilings. Fully updated kitchen adorned with quartz countertops and stainless steel appliances. Freshly painted and brand new wood floors on throughout the second level. The main level offers plenty of space

  Stone Hammel The Bridge Realty Inc.

  41 Frisbie St, Stamford, CT 06906

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