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248 Turtle Back RoadNew Canaan, CT 06840

For Sale

$4,000,000

Smart Buyer Rebate $40,000

Welcome to a property where a collector's garden of Japanese maples, rhododendrons, and azaleas - in every shade from gold to crimson to blush pink - announces something extraordinary before you've even reached the front door. A circular drive leads to this classic New England white Colonial, set on nearly three and a half acres on prestigious Turtle Back Road, where grounds shaped with the care of a private arboretum unfold: flagstone terraces, fieldstone walls, and specimen plantings set against a canopy of mature trees. From its copper roof to its storied gardens, every element of this five-bedroom, six-bath New Canaan property feels distinctive. With nearly 5,200 square feet of living space, the home offers generous accommodations while maintaining real warmth and character. Positioned to embrace its surroundings, sun-filled interiors and tranquil views from nearly every room create a seamless connection between indoors and out. Whether entertaining on a grand scale or savoring the simple pleasures of everyday life, the property offers a rare sense of space, comfort, and retreat. Just minutes from the heart of New Canaan, this exceptional home provides easy access to downtown amenities, award-winning schools, parks, and Metro-North - while feeling worlds away from it all. Seldom does a property offer such a rare combination of privacy, beauty, and one of Fairfield County's most sought-after addresses.

Listed by John Dunn

·

Compass Connecticut, LLC

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(203) 388-5353

Last updated September 14, 2026

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Source: SmartMLS #24178727

Listing Facts

  • TypeSingle-family
  • NeighborhoodNew Canaan
  • Bedrooms5
  • Bathrooms6
  • Days on Prevu7
  • Taxes$23,070/year
  • Size5,291 sqft
  • Price per sqft$756

Location

Mortgage Calculator

Listing History

09/10/2026
Status changed to Active
$4,000,000
09/08/2026
Listed by Compass Connecticut, LLC
$4,000,000
  1. 09/10/2026$4,000,000
    Status changed to Active
  2. 09/08/2026$4,000,000
    Listed by Compass Connecticut, LLC

Property Details for 248 Turtle Back Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Metal
  • Year Built: 1963
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Fence - Partial, Level Lot, Professionally Landscaped
  • Lot Size Acres: 3.41

Financial

Taxes

  • Parcel Number: 184797
  • Tax Annual Amount: $23,070.00
  • Tax Year: 26

Interior

Features

  • Appliances: Gas Cooktop, Oven/Range, Refrigerator, Subzero, Dishwasher, Washer, Dryer
  • Fireplaces Total: 3

Measurements

  • Living Area: 4,191

Rooms

  • Basement: Full, Heated, Fully Finished, Cooled, Liveable Space, Full With Walk-Out
  • Bathrooms Full: 5
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 6
  • Bedrooms Total: 5
  • Rooms Total: 10

Parking

Parking

  • Attached Garage: Attached Garage, Detached Garage
  • Garage Spaces: 5

Schools

Elementary School

  • Elementary School: West

High School

  • High School: New Canaan

Middle or Junior School

  • Middle Or Junior School: Saxe Middle

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Water
  • Laundry Features: Main Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 6 bathrooms in this single-family home at 248 Turtle Back Road.

What schools are nearby to 248 Turtle Back Road?

Nearby schools include the West Elementary School, Saxe Middle, and New Canaan High School.

Does this single-family home have parking?

Yes, there are 5 parking spaces available for 248 Turtle Back Road.

What are the annual taxes for 248 Turtle Back Road?

Annual taxes for this single-family home are estimated at $23,070.

How does 248 Turtle Back Road compare to other single-family homes in New Canaan?

This single-family home is listed 14% below the average price for single-family homes in New Canaan and has been on the market for 76 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 5,291 sqft.

248 Turtle Back Road is a 5-bedroom, 6-bath single-family home for sale in New Canaan CT 06840. On Prevu for 7 days at $4,000,000. This property features 5,291 square feet of living space, located in New Canaan. The median listing price for single-family homes in this area is $2,795,000. Nearby schools include West Elementary School, Saxe Middle, and New Canaan High School. Browse more single-family home listings in Fairfield County.

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Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.