Old Greenwich, CT Homes for Sale with Garage

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  /39

  $1,595,000

  • 5 Beds
  • 4.5 Baths
  • 4,505 Sq Ft

  147 Highline Trail, Stamford, CT 06902

  Rare. Exceptional. Timeless. Hidden away on a private two-acre cul-de-sac where Westover meets Greenwich, this Mid-Century Modern estate is a masterclass in light, height, and form. Designed for an inspired lifestyle, the main residence boasts five spacious bedrooms and four-and-a-half baths, defined by sweeping architectural lines and massive expanses of glass that look out over the Mianus

  Maureen Kitson William Pitt Sotheby's Int'l

  147 Highline Trail, Stamford, CT 06902
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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

  • 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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  $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

  Open Sun 12PM - 2PM

  • 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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  $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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  $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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  $995,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 2,936 Sq Ft

  141 Idlewood Dr, Stamford, CT 06905

  Perfectly positioned in Stamford's sought-after Newfield neighborhood, this beautifully maintained home combines generous living space, exceptional flow, and a prime location. Set on approximately half an acre of professionally landscaped property, the residence lives like a 5-bedroom home thanks to its flexible layout and versatile living spaces. Designed for both everyday living and

  Staci Zampa Compass Connecticut, LLC

  141 Idlewood Dr, Stamford, CT 06905

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