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.
Coming soon 09/10
$4,000,000
248 Turtle Back Road, New Canaan, CT 06840
5beds
5,291sqft
Single Family Residence
Built in 1963
3.41 Acres Lot
$-- Zestimate®
$756/sqft
$-- HOA
What's special
- 4 hours
- 41
- 2
Zillow last checked:
Listing updated:
Listed by:
John E. Dunn (203)388-5353,
Compass Connecticut, LLC 203-442-6626
Source: Smart MLS,MLS#: 24178727
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Rooms
- Room types: Exercise Room, Steam/Sauna, Sitting Room
Primary bedroom
- Features: Dressing Room, Full Bath, Hardwood Floor, Marble Floor
- Level: Upper
- Area: 236.09 Square Feet
- Dimensions: 17.17 x 13.75
Bedroom
- Features: Built-in Features, Hardwood Floor
- Level: Upper
- Area: 208.59 Square Feet
- Dimensions: 15.17 x 13.75
Bedroom
- Features: Built-in Features, Hardwood Floor
- Level: Upper
- Area: 162.66 Square Feet
- Dimensions: 11.83 x 13.75
Bedroom
- Features: Built-in Features, French Doors, Full Bath, Hardwood Floor
- Level: Upper
- Area: 113.3 Square Feet
- Dimensions: 10 x 11.33
Bedroom
- Features: Fireplace, French Doors, Full Bath, Walk-In Closet(s)
- Level: Lower
- Area: 324.1 Square Feet
- Dimensions: 25.58 x 12.67
Den
- Features: French Doors, Hardwood Floor
- Level: Main
- Area: 159.88 Square Feet
- Dimensions: 11.42 x 14
Dining room
- Features: Balcony/Deck, French Doors, Hardwood Floor
- Level: Main
- Area: 228.26 Square Feet
- Dimensions: 8.08 x 28.25
Family room
- Features: French Doors, Hardwood Floor
- Level: Main
- Area: 441.76 Square Feet
- Dimensions: 26.5 x 16.67
Great room
- Features: Vaulted Ceiling(s), Beamed Ceilings, Bookcases, Wet Bar, Fireplace, Hardwood Floor
- Level: Main
- Area: 453.59 Square Feet
- Dimensions: 17.67 x 25.67
Kitchen
- Features: Built-in Features, Granite Counters, Dry Bar, French Doors, Kitchen Island, Hardwood Floor
- Level: Main
- Area: 277.03 Square Feet
- Dimensions: 15.83 x 17.5
Loft
- Features: Vaulted Ceiling(s), Plywood Floor
- Level: Other
- Area: 686.37 Square Feet
- Dimensions: 23.33 x 29.42
Office
- Level: Lower
- Area: 168.99 Square Feet
- Dimensions: 12.92 x 13.08
Other
- Features: Hardwood Floor
- Level: Upper
- Area: 236.05 Square Feet
- Dimensions: 11.42 x 20.67
Rec play room
- Features: Wood Stove, French Doors
- Level: Lower
- Area: 419.66 Square Feet
- Dimensions: 17.67 x 23.75
Sun room
- Features: Skylight, Wet Bar, French Doors, Sliders, Tile Floor
- Level: Lower
- Area: 556.99 Square Feet
- Dimensions: 15.58 x 35.75
Heating
- Hot Water, Oil, Propane
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven/Range, Refrigerator, Subzero, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Entrance Foyer
- Basement: Full,Heated,Finished,Cooled,Liveable Space
- Attic: Pull Down Stairs
- Number of fireplaces: 3
Interior area
- Total structure area: 5,291
- Total interior livable area: 5,291 sqft
- Finished area above ground: 4,191
- Finished area below ground: 1,100
Property
Parking
- Total spaces: 5
- Parking features: Attached, Detached
- Attached garage spaces: 5
Features
- Fencing: Partial
Lot
- Size: 3.41 Acres
- Features: Level, Landscaped
Details
- Additional structures: Greenhouse
- Parcel number: 184797
- Zoning: 4AC
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Metal
Condition
- New construction: No
- Year built: 1963
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: New Canaan
Financial & listing details
- Price per square foot: $756/sqft
- Tax assessed value: $1,359,680
- Annual tax amount: $23,070
- Date on market: 9/8/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/29/1994 | Sold | $1,049,000$198/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $22,601 +3.4% | $1,354,150 |
| 2024 | $21,856 -1.1% | $1,354,150 +16.1% |
| 2023 | $22,094 +3.1% | $1,166,550 |
| 2022 | $21,430 +1.2% | $1,166,550 |
| 2021 | $21,185 | $1,166,550 |
| 2020 | $21,185 -0.4% | $1,166,550 |
| 2019 | $21,278 -9.6% | $1,166,550 -16% |
| 2018 | $23,548 +1.7% | $1,388,450 |
| 2017 | $23,145 +2.2% | $1,388,450 |
| 2016 | $22,646 +2% | $1,388,450 |
| 2015 | $22,201 +2.9% | $1,388,450 |
| 2014 | $21,577 +0.9% | $1,388,450 -5.3% |
| 2013 | $21,383 +3.6% | $1,465,600 |
| 2012 | $20,636 +1.7% | $1,465,600 |
| 2011 | $20,299 +2% | $1,465,600 |
| 2010 | $19,903 +1.7% | $1,465,600 |
| 2009 | $19,566 -4.8% | $1,465,600 +7.9% |
| 2008 | $20,544 +11.1% | $1,358,700 +6.9% |
| 2007 | $18,485 +9.3% | $1,271,300 +5.5% |
| 2006 | $16,918 +4.9% | $1,205,000 |
| 2005 | $16,135 +5.8% | $1,205,000 |
| 2004 | $15,255 +3% | $1,205,000 +13.9% |
| 2003 | $14,807 +16.5% | $1,058,400 +73.9% |
| 2001 | $12,710 +1.9% | $608,700 0% |
| 2000 | $12,467 +5% | $608,720 |
| 1999 | $11,870 | $608,720 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 06840
Nearby schools
Schools provided by the listing agent
- Elementary: West
- Middle: Saxe Middle
- High: New Canaan
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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