$3,625,000
Price decreased by $375,000 on Oct 20, 2026

Single Family Residence In New Canaan

  • 5 Beds
  • 6 Baths
  • 5,291 Sqft
  • 3.41 Ac lot
  • Updated: October 20
  • Source:
    SmartMLS  MLS#24178727

About the Property

Classic New England architecture, beautifully proportioned interiors and exceptional privacy come together at 248 Turtle Back Road, a distinguished five-bedroom Colonial offering 5,291 square feet of living space in one of New Canaan’s most desirable settings. Inside, the home is filled with warmth, character and natural light. The impressive great room features a vaulted beamed ceiling, creating
Classic New England architecture, beautifully proportioned interiors and exceptional privacy come together at 248 Turtle Back Road, a distinguished five-bedroom Colonial offering 5,291 square feet of living space in one of New Canaan’s most desirable settings. Inside, the home is filled with warmth, character and natural light. The impressive great room features a vaulted beamed ceiling, creating a dramatic yet inviting space for everyday living and entertaining. An eat-in kitchen with center island, generous cabinetry and French doors is complemented by a dining room overlooking the gorgeous backyard, family room and den, providing both open gathering spaces and quieter places to retreat. Upstairs, the primary suite offers a private dressing room and en-suite bath, joined by three additional bedrooms, including an en-suite guest room. The fully finished walk-out lower level significantly expands the home’s versatility with an additional bedroom and full bath, sunroom with wet bar, recreation room, office and exercise space. Outside, the home is set on 3.41 beautifully landscaped acres, where specimen plantings, mature trees, stone walls and terraces create a remarkable sense of privacy and established beauty. A circular drive, greenhouse and garage parking for 5 complete the property. Set just minutes from the heart of New Canaan, 248 Turtle Back Road pairs substantial, character-filled interiors with the privacy and scale that are rare to find this close to town.
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  • Property type

    House

  • Year built

    1963

  • Price/sqft

    $685

Features

  • Fireplace
  • Garden
  • Garage
  • Terrace
  • Sauna
  • Walk In Closet
  • Parking
  • Office
  • High Ceiling
Features

Lot

  • Privacy

Indoor

  • High Ceiling
  • Office
  • Fireplace
  • Kitchen island
  • Bar
  • Sauna
  • Stone Countertops
  • Walk In Closet

Outdoor

  • Terrace
  • Parking
  • Garage
  • Garden

Explore the Area

248 Turtle Back Road, New Canaan, Connecticut, United States View on Google Maps
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Compass Connecticut, LLC - New Canaan

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Compass Connecticut, LLC - New Canaan
Connecticut, United States
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9
Listings
2026
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Compass Connecticut, LLC - New Canaan
New Canaan, Connecticut, United States
View agency profile
Last updated
October 20
First listed
September 10
Listing reference
24178727
Listing status
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