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$4,000,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 5,291 Sq. Ft.
  • 5 Car Garage
  • Updated 23 hours ago
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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.

Full Property Details for 248 Turtle Back Rd

General

  • Price: $4,000,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24178727
  • Updated: 9/17/2026
  • Added to Site: 23 day(s) ago

Interior

  • Number of Rooms: 10
  • Rooms/Areas: Exercise Room, Foyer, Greenhouse, Steam/Sauna, Sitting Room
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Gas Cooktop, Oven/Range, Refrigerator, Subzero, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom - Dressing Room, Full Bath, Hardwood Floor, Marble Floor, 13.75 x 17.17, Upper
  • Bedroom 1: Bedroom - Fireplace, French Doors, Full Bath, Walk-In Closet, 12.67 x 25.58, Lower
  • Bedroom 2: Bedroom - Built-Ins, French Doors, Full Bath, Hardwood Floor, 11.33 x 10, Upper
  • Bedroom 3: Bedroom - Built-Ins, Hardwood Floor, 13.75 x 11.83, Upper
  • Bedroom 4: Bedroom - Built-Ins, Hardwood Floor, 13.75 x 15.17, Upper

Other Rooms

  • Great Room: Great Room - Vaulted Ceiling, Beams, Book Shelves, Wet Bar, Fireplace, Hardwood Floor, 25.67 x 17.67, Main
  • Family Room: Family Room - French Doors, Hardwood Floor, 16.67 x 26.5, Main
  • Eat In Kitchen: Eat-In Kitchen - Built-Ins, Granite Counters, Dry Bar, French Doors, Island, Har, 17.5 x 15.83, Main
  • Dining Room: Dining Room - Balcony/Deck, French Doors, Hardwood Floor, 28.25 x 8.08, Main
  • Office: Office, 13.08 x 12.92, Lower
  • Den: Den - French Doors, Hardwood Floor, 14 x 11.42, Main
  • Loft: Loft - Vaulted Ceiling, Plywood Floor, 29.42 x 23.33, Other
  • Game room: Yes
  • Game Room: Rec/Play Room - Wood Stove, French Doors, 23.75 x 17.67, Lower
  • Rec Room: Wood Stove, French Doors, 23.75 x 17.67, Lower
  • Laundry: Main Level
  • Other Room 1: Other - Hardwood Floor, 20.67 x 11.42, Upper

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 5
  • Parking: Attached Garage, Detached Garage

Location

  • County: Fairfield
  • Driving Directions: Oenoke Ridge to Turtle Back Road

School Information

  • Elementary School: West
  • Middle School: Saxe Middle
  • High School: New Canaan

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil, Propane
  • Heating Fuel: Oil, Propane
  • Water Heater: Propane, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Wood
  • Basement Desc.: Full, Heated, Fully Finished, Cooled, Liveable Space, Full With Walk-Out
  • Roof: Metal
  • Attic: Yes
  • Square Feet: 5,291
  • Above Ground: 4,191 Sq. Ft.
  • Below Ground: 1,100 Sq. Ft.
  • Year Built: 1963

Lot Features

  • Lot Size (Acres): 3.41
  • Zoning: 4AC
  • Lot Description: Fence - Partial, Level Lot, Professionally Landscaped

Financial Considerations

  • Assessment Amount: $1,359,680
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 184797

Listed by Compass Connecticut, LLC, John Dunn

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Listing agent

— 248 Turtle Back Rd —

  • John Dunn

    Compass Connecticut, LLC

Agent Contact: (203) 388-5353 Office Contact: (203) 442-6626

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 248 Turtle Back Rd

School District:New Canaan School District
NameGradesDistance
West School
769 Ponus Ridge Road, New Canaan, CT 06840
PK-42.5 mi
Saxe Middle School
468 South Avenue, New Canaan, CT 06840
5-83.6 mi
New Canaan High School
11 Farm Road, New Canaan, CT 06840
9-123.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 248 Turtle Back Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/10/2026
Listed
$4,000,000
281.32%
MLS
7/29/1994
Sold
$1,049,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 248 Turtle Back Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$22,601
3%
$1,354,150
—
2023
$21,856
-1%
$1,354,150
16%
2023
$22,094
3%
$1,166,550
—
2022
$21,430
1%
$1,166,550
—
2021
$21,185
—
$1,166,550
—
2020
$21,185
—
$1,166,550
—
2019
$21,278
-10%
$1,166,550
-16%
2018
$23,548
2%
$1,388,450
—
2017
$23,145
2%
$1,388,450
—
2016
$22,646
2%
$1,388,450
—
2015
$22,201
3%
$1,388,450
—
2014
$21,577
1%
$1,388,450
-5%
2012
$21,383
—
$1,465,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Compass Connecticut, LLC, John Dunn

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248 Turtle Back Road, New Canaan, CT 06840 (MLS# 24178727) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 248 Turtle Back Road is currently listed for $4,000,000 and was received on September 08, 2026. Want to learn more about 248 Turtle Back Road? Do you have questions about finding other Single Family real estate for sale in New Canaan? You can browse all New Canaan real estate or contact a Coldwell Banker agent to request more information.

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