248 Turtle Back Road, New Canaan, CT 06840
Single Family For Sale
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About This Home
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.
Listed by John Dunn (203) 388-5353 with Compass Connecticut, LLC (203) 442-6626
Listing Snapshot
| Price | $3,625,000 | Days on Our Site | 46 days |
| Property Tax | $23,070/yr | Style | Colonial |
| Year Built | 1963 | Total Sq Ft | 5,291 |
| Lot Size | 3.41 acres | HOA Fees | N/A |
| Bedrooms | 5 | Full Bathrooms | 5 |
| Total Rooms | 10 | Half Baths | 1 |
Key Features
- Gas Cooktop
- Oven/Range
- Refrigerator
- Subzero
- Dishwasher
- Washer
- Dryer
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Oct 20, 2026 | Price Reduced | $3,625,000 |
| Sep 8, 2026 | Listed | $4,000,000 |
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Listing Agent
John Dunn · (203) 388-5353
Compass Connecticut, LLC · (203) 442-6626
MLS# 24178727 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Oct 25, 2026 1:40 AM UTC
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248 Turtle Back Road, New Canaan CT, 06840
$3,625,000 • Active
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