248 Turtle Back Road

Compass Coming Soon
Compass Coming Soon
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Coming Soon
$4,000,000
5 beds5,291 sqft$756/sqft
248 Turtle Back Rd, New Canaan, CT 06840
Est: $22,254/moGet pre-approved
Single FamilyProperty Type
3.41 acresLot Size
1963Year Built
$756/sq ftPrice per sq ft
5 carsParking Spaces

Description

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...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.

Listing Agent

  1. John Dunn

    John Dunn

    Listing Agent

    Compass

    P: (203) 388-5353

    M: (203) 388-5353

    CallText
Last updated: 09/08/2026 05:27 AM • Source: SMARTMLS, MLS#: 24178727

Location

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$22,254 per month

30 year fixed, 6.55% Interest

Principal and Interest

$20,332

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

DateEvent & SourcePriceAppreciation
Jul 29, 1994

Closed (Public Record)

Public Record #91052757

$1,049,000—
DateEvent & SourcePrice
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 for 248 Turtle Back Road

Taxable ValueLand$704,900Additions$649,250Total$1,354,150
Tax Record2025$22,601 ($1,883 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt4,191 SqFtAbove Grade Finished SqFt4,191 SqFtUnfinished Basement SqFt1,620 SqFtStories2Lot Size148,540 SqFtStyleSingle Family ResidenceYear Built1963Year Renovated1963Zoning4ACCountyWESTERN CONNECTICUTAPNNCAN M:0028 B:032 L:00079

Schools near 248 Turtle Back Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
West School
Public - PK to 4
Saxe Middle School
Public - 5 to 8
New Canaan High School
Public - 9 to 12
Rating
School
Distance
West School
PublicPK to 4

Saxe Middle School
Public5 to 8

New Canaan High School
Public9 to 12

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
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

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

248 Turtle Back Road is a single family home Coming Soon in New Canaan, CT 06840. This property is currently priced at $4,000,000. 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.