Stamford, CT Homes for Sale with Acreage

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  $1,975,000

  • 5 Beds
  • 4.5 Baths
  • 5,929 Sq Ft

  97 Brookhollow Ln, Stamford, CT 06902

  A Westover Masterpiece of Luxury, Comfort & Style. Set in one of Stamford's most sought-after neighborhoods, this exceptional residence offers a rare combination of timeless elegance, sophisticated updates, and effortless everyday living. Once owned by renowned basketball player and coach Doc Rivers, the home has been thoughtfully enhanced while retaining its grand architectural character. From

  Aimee Sciglimpaglia Keller Williams Prestige Prop.

  97 Brookhollow Ln, Stamford, CT 06902
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  /39

  $1,025,000

  $125K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,116 Sq Ft

  58 Arrow Head Dr, Stamford, CT 06903

  Private and serene, 58 Arrow Head Drive offers a rare combination of character, openness, and a spectacular North Stamford setting. Set high above a tranquil pond on two lush, wooded acres, this unique country home is surrounded by mature trees, beautiful gardens and exceptional privacy. A dramatic great room with hardwood flooring, skylights, and a magnificent stone fireplace anchors the home.

  Barbara Hindman Sotheby's International Realty

  58 Arrow Head Dr, Stamford, CT 06903
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  $2,500,000

  • 5 Beds
  • 5.5 Baths
  • 8,030 Sq Ft

  78 Hardesty Rd, Stamford, CT 06903

  Experience refined living in this exceptional modern Colonial, privately set on over an acre in coveted North Stamford. Offering more than 8,000 square feet, this impressive residence features 5 bedrooms, 5 full baths, and 1 half bath, blending timeless elegance with sophisticated design. A dramatic marble foyer welcomes you into beautifully appointed interiors with hardwood floors throughout.

  Alec Nyman Higgins Group Greenwich

  78 Hardesty Rd, Stamford, CT 06903
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  /40

  $2,499,000

  Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 7,021 Sq Ft

  23 Laurel Rd, Stamford, CT 06903

  23 Laurel Road is a fully renovated modern residence set on 1.35 acres in North Stamford. Completed in 2026, the extensive gut renovation updated the home throughout and created approximately 7,321 square feet of finished living space across multiple levels. The property offers four bedrooms, four-and-a-half bathrooms, a three-car garage, and a functional layout designed for both everyday living

  Anthony Gaudiano Compass Connecticut, LLC

  23 Laurel Rd, Stamford, CT 06903
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  $4,995,000

  • 5 Beds
  • 5 Baths
  • 6,018 Sq Ft

  1716 Shippan Ave, Stamford, CT 06902

  1716 Shippan Avenue represents a rare opportunity to own a legacy estate on 1.01 acres in Stamford's sought-after Shippan neighborhood. This distinguished Tudor home is comprised of approximately 6,000 square feet of timeless architectural character, sophisticated modern updates, and a thoughtfully designed 2016 renovation by Granoff Architects. With 5 bedrooms, 3 full and 2 half baths, the home

  Amanda Spatola Houlihan Lawrence

  1716 Shippan Ave, Stamford, CT 06902
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  /40

  $1,900,000

  • 4 Beds
  • 5 Baths
  • 3,164 Sq Ft

  47 Summit Ridge Rd, Stamford, CT 06902

  Modern Sophistication Meets Suburban Serenity in Westover - Tucked away on a tranquil cul-de-sac, this recently built architectural gem offers a masterclass in modern living, blending refined elegance with the vibrant energy of nearby downtown Stamford. The residence unfolds through a dramatic two-story foyer into a sun-drenched, open-concept sanctuary, where a chef-inspired kitchen-adorned with

  Jaime Sneddon William Pitt Sotheby's Int'l

  47 Summit Ridge Rd, Stamford, CT 06902
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  /12

  $1,650,000

  • 5 Beds
  • 4.5 Baths
  • 3,990 Sq Ft

  918 Rock Rimmon Rd, Stamford, CT 06903

  Nestled on nearly two acres at the end of a quiet cul-de-sac in desirable North Stamford, this lovely Colonial offers nearly 4,000 square feet of elegant living space. A welcoming foyer leads to sun-filled formal living and dining room, ideal for entertaining. The spacious eat-in kitchen features granite countertops, abundant cabinetry, and a bright breakfast area overlooking the scenic property.

  Kathryn Mandel Marr Caruso Realty Group

  918 Rock Rimmon Rd, Stamford, CT 06903
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  $1,595,000

  • 3 Beds
  • 5 Baths
  • 3,942 Sq Ft

  460 Cascade Rd, Stamford, CT 06903

  Meticulously updated Colonial ideally situated along the Stamford-New Canaan border, offering a thoughtful blend of classic character and modern updates throughout. A welcoming entry opens to a comfortable family room featuring a gas fireplace, while a versatile front room provides the perfect setting for a home office, library, or additional sitting area. The beautifully appointed kitchen

  Jessica Gaglio Brown Harris Stevens

  460 Cascade Rd, Stamford, CT 06903
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  /36

  $999,000

  • 3 Beds
  • 3 Baths
  • 2,564 Sq Ft

  207 Barncroft Rd, Stamford, CT 06902

  Set on 1.5 picturesque acres in Stamford's desirable Westover neighborhood, this sprawling ranch offers comfortable living surrounded by a pond, and mature perennial gardens. The main level features a spacious eat-in kitchen with stainless steel appliances, a formal dining room, a private office, and a light-filled living room with hardwood floors, a fireplace with a custom mantel, and a large

  Chris Carozza RE/MAX Right Choice

  207 Barncroft Rd, Stamford, CT 06902
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  /39

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 3,312 Sq Ft

  58 Skymeadow Dr, Stamford, CT 06903

  Historic character meets modern comfort on 1.11 acres at this special 1870 home. Listed as a 3-bedroom, but it easily lives like a 5. Original woodwork blends with a light-filled, open floor plan. The living room features a wood-burning fireplace, while the family room offers a decorative fireplace, new built-in bar, and abundant natural light. There's space for formal dining, a breakfast room,

  Jessica Sigmund Compass Connecticut, LLC

  58 Skymeadow Dr, Stamford, CT 06903
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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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  /39

  $8,250,000

  • 6 Beds
  • 9 Baths
  • 9,440 Sq Ft

  34 Carrington Dr, Greenwich, CT 06831

  A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand foyer

  Carissa Larriuz Houlihan Lawrence

  34 Carrington Dr, Greenwich, CT 06831

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