248 Turtle Back Road

Listed By Compass

Active

$4,000,000

Est: $23,277/moGet pre-approved

5 beds6 baths5,291 sqft

248 Turtle Back Rd, New Canaan, CT 06840

Single FamilyProperty Type

3.41 acresLot Size

1963Year Built

$756/sq ftPrice per sq ft

5 carsParking Spaces

Description

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,...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.

30 days on Market

Last updated: 10/03/2026 11:40 PM • Source: SMARTMLS, MLS#: 24178727

Location

Listing Courtesy of: .

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$23,277 per month

30 year fixed, 7.03% Interest

Principal and Interest

$21,354

Property Taxes

$1,923

HOA Dues

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Property Information for 248 Turtle Back Road

Property Details

Taxes: $23,070 / year
MLS Type: Residential
County: Fairfield County
Basement Description: Full, Heated, Fully Finished, Cooled, Liveable Space, Full With Walk-Out
Direct Waterfront: No
Expected Active Date: 09-10-2026
Garages Number: 5
Style: Colonial
Garage Parking Info: Attached Garage, Detached Garage
Swimming Pool: No
Expected On Market Date: 09-10-2026

Building Information

Year Built: 1963
Lot Size: 3.41 AC / 148,539 SF

Summary

Property and Location

Acres Source: Public Records
Directions: Oenoke Ridge to Turtle Back Road

Elementary School: West
High School: New Canaan
Latitude: 41.175501
Longitude: -73.523575
Middle Jr High School: Saxe Middle
State: Connecticut

HOA and Fees

Home Owner's Assocation: No
Tax Year: July 2026-June 2027

Property Tax: $23,070

Interior and Exterior Features

Exterior Features

Waterfront Description: Not Applicable

Interior Features

Appliances Included: Gas Cooktop, Oven/Range, Refrigerator, Subzero, Dishwasher, Washer, Dryer
Attic Description: Pull-Down Stairs

Cooling System: Central Air
Heat Type: Hot Water
Attic YN: Yes
Fireplaces Total: 3
Laundry Room Info: Main Level
Rooms Additional: Exercise Room, Foyer, Greenhouse, Steam/Sauna, Sitting Room
Rooms Total: 10

Room 1

Room Entry Order: 1
Room Features: Vaulted Ceiling,Beams,Book Shelves,Wet Bar,Fireplace,Hardwood Floor

Room Length: 25.67
Room Level: Main
Room Type: Great Room
Room Width: 17.67

Room 2

Room Entry Order: 10
Room Features: Hardwood Floor

Room Length: 20.67
Room Level: Upper
Room Type: Other
Room Width: 11.42

Room 3

Room Entry Order: 11
Room Features: Fireplace,French Doors,Full Bath,Walk-In Closet

Room Length: 12.67
Room Level: Lower
Room Type: Bedroom
Room Width: 25.58

Room 4

Room Entry Order: 12
Room Features: Skylight,Wet Bar,French Doors,Sliders,Tile Floor

Room Length: 35.75
Room Level: Lower
Room Type: Sun Room
Room Width: 15.58

Room 5

Listing Key: 52CF49A6FC628105E063E201100A630B
Room Entry Order: 13

Room Features: Wood Stove,French Doors
Room Length: 23.75
Room Level: Lower
Room Type: Rec/Play Room
Room Width: 17.67

Room 6

Room Entry Order: 14
Room Length: 13.08

Room Level: Lower
Room Type: Office
Room Width: 12.92

Room 7

Room Entry Order: 15
Room Features: Vaulted Ceiling,Plywood Floor

Room Length: 29.42
Room Level: Other
Room Type: Loft
Room Width: 23.33

Room 8

Room Entry Order: 2
Room Features: French Doors,Hardwood Floor

Room Length: 16.67
Room Level: Main
Room Type: Family Room
Room Width: 26.5

Room 9

Listing Key: 52CF49A6FC628105E063E201100A630B
Room Entry Order: 3

Room Features: Built-Ins,Granite Counters,Dry Bar,French Doors,Island,Hardwood Floor
Room Length: 17.5
Room Level: Main
Room Type: Eat-In Kitchen
Room Width: 15.83

Room 10

Room Entry Order: 4
Room Features: Balcony/Deck,French Doors,Hardwood Floor

Room Length: 28.25
Room Level: Main
Room Type: Dining Room
Room Width: 8.08

Room 11

Room Entry Order: 5
Room Features: French Doors,Hardwood Floor

Room Length: 14.0
Room Level: Main
Room Type: Den
Room Width: 11.42

Room 12

Room Entry Order: 6
Room Features: Dressing Room,Full Bath,Hardwood Floor,Marble Floor

Room Length: 13.75
Room Level: Upper
Room Type: Primary Bedroom
Room Width: 17.17

Room 13

Room Entry Order: 7
Room Features: Built-Ins,Hardwood Floor

Room Length: 13.75
Room Level: Upper
Room Type: Bedroom
Room Width: 15.17

Room 14

Room Entry Order: 8
Room Features: Built-Ins,Hardwood Floor

Room Length: 13.75
Room Level: Upper
Room Type: Bedroom
Room Width: 11.83

Room 15

Room Entry Order: 9
Room Features: Built-Ins,French Doors,Full Bath,Hardwood Floor

Room Length: 11.33
Room Level: Upper
Room Type: Bedroom
Room Width: 10.0

Property

Property and Assessments

Construction Description: Frame
Exterior Siding: Clapboard, Wood

Foundation Type: Concrete
Fuel Tank Location: In Basement
New Construction Type: No/Resale
Roof: Metal
Year Built: 1963
Year Built Source: Public Records
Bank Owned Property: No
Sq Ft Est Heated Below Grade: 1100
Living Area SQFT Per Public Records: 4191

Lot Information

Lot Description: Fence - Partial, Level Lot, Professionally Landscaped
Parcel Number: 184797

Sq Ft Est Heated Above Grade: 4191.0
Sq Ft Total: 5291.0
Zoning: 4AC

Utilities

Heat Fuel Type: Oil, Propane
Hot Water Description: Propane, Upright Tank

Radon Mitigation Air: No
Sewage System: Septic
Water Source: Private Well

Multi Family

Income and Expenses

Occupied By: Owner

Property History for 248 Turtle Back Road

Date	Event & Source	Price	Appreciation
Jul 29, 1994	Closed (Public Record) Public Record #91052757	$1,049,000	—

Date	Event & Source	Price
07/29/1994	Closed (Public Record) Public Record #91052757	$1,049,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public records

248 Turtle Back Road

Beds

Baths

4.5

Total Finished SqFt

4,191 SqFt

Above Grade Finished SqFt

4,191 SqFt

Unfinished Basement SqFt

1,620 SqFt

Stories

Schools near 248 Turtle Back Road

This home is within New Canaan School District.


Rating	School	Type	Grades	Distance
10/10	West School	Public - Serves this home	PK to 4	2.5 mi
10/10	Saxe Middle School	Public - Serves this home	5 to 8	3.6 mi
10/10	New Canaan High School	Public - Serves this home	9 to 12	3.7 mi


Rating	School	Distance
10/10	West School PublicPK to 4 Serves this home	2.5 mi
10/10	Saxe Middle School Public5 to 8 Serves this home	3.6 mi
10/10	New Canaan High School Public9 to 12 Serves this home	3.7 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

New Canaan

A verdant oasis filled with historic charm. Established in 1801, New Canaan shifted from agriculture to shoe making in the 19th century. As wealthy New Yorkers started to migrate to Connecticut, they initially made their way to New Canaan to build summer homes and eventually built permanent...

New Canaan Guide All Neighborhoods

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More information about 248 Turtle Back Road, New Canaan, CT 06840

248 Turtle Back Road is a single family home for sale in New Canaan, CT 06840. This property was listed for sale on September 8, 2026 by Compass, it's currently listed at $4,000,000. It has been on the market for a total of 30 days and was last sold on July 29, 1994. This listing's school district is New Canaan School District. Nearby schools include West School, Saxe Middle School and New Canaan High School. 248 Turtle Back Road is a 5-bed, 6-bath, 5,291 sqft single family home built in 1963.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.