248 Turtle Back Road New Canaan, CT $ 3,625,000
248 Turtle Back Road
$ 3,625,000
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248 Turtle Back Road

New Canaan, CT, 06840
$ 3,625,000
Bedrooms5 Baths5.1 Sq 5,291

Monthly Estimate*

$ 25,037

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Single Family Home for sale in New Canaan, CT

for $3,625,000 with 5 bedrooms and 5 full baths, 1 half bath. This 5,291 square foot home was built in 1963 on a lot size of 3.41.

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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Single Family Active

Price

$ 3,625,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 23,070

Style

Lot Size

3.41

Year Built

1963

Town/City

New Canaan

MLS | Web ID

24178727

Features
General
Zoning 4AC
Neighborhood N/A
County Fairfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 3.41
Directions Oenoke Ridge to Turtle Back Road
High School New Canaan
City New Canaan
Elementary School West
Sq Ft Total 5291
DOM 44
Year Built 1963
Style Colonial
Year Built Source Public Records
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Interior
Cooling System Central Air
Total Rooms 10
Basement Description Full Heated Fully Finished Cooled Liveable Space Full With Walk-Out
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Exterior
Water Source Private Well
Lot Description Fence - Partial Level Lot Professionally Landscaped
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* Excluded Features
List By
John Dunn

Listing Agent

Compass Connecticut, Llc

Broker

john.dunn@compass.com

Email

Affordability Calculator

$26,959
Per Month
93%
7%
0%
Monthly Principal & Interest
$25,037
Monthly Property Taxes
$1,923
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4811547 Elementary School
3041765 Middle School
New Canaan High School High School
Pricing History
DatePricePrice ChangeDescription
10/20/2026$3,625,000 -9.38% Price Down
9/8/2026$4,000,000 Listed Price

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248 Turtle Back Road, New Canaan, CT, 06840 is a Single Family Home for sale at $3,625,000 with 5,291 sqft and a lot size of 3.41. 248 Turtle Back Road has 5 bedrooms, 5.1 baths, and was built in 1963. The property's zip code is 06840 which is in New Canaan, CT