559 Cheese Spring Road
New Canaan, Connecticut 06840
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 4,348
- Acres
- 2.01
- Year Built
- 1967
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 559 Cheese Spring Rd., a sun-drenched and meticulously maintained 4,300 square-foot center hall colonial - a Connecticut classic that is stylish, pristine and truly move-in ready. The first floor offers a gracious living room, large dining room with fireplace and built-ins, and a sunlit sunroom/playroom with cathedral ceiling which opens onto a lovely outdoor deck. The updated gourmet eat-in kitchen features high end appliances and opens to a spectacular oversized family room with a fireplace and built-ins. A new marble powder room and laundry complete the main level. Upstairs, the expanded primary suite addition features a cathedral ceiling, spa-like marble bath and two walk-in closets. A second en-suite bedroom with a walk-in closet, three additional bedrooms and a full bath round out the second floor. The walk-out lower level offers a spacious playroom with built-ins, full bath, bar area, and dedicated exercise space, with French Doors opening to an inviting bluestone terrace. Set on two private, beautifully landscaped acres, there is a fabulous flat open play yard and a built-in firepit for outdoor gatherings. Exceptional in every way, this is a forever home to enjoy and cherish with family and friends.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1967
- Days on Market
- 20 days
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 4,348 sq ft
- Lot Size
- 2.01 acres
- Garage / Parking
- 2 garage · 2 total
- Property Taxes
- $18,056 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
34
51 under contract
Median List Price
$3.02M
34 active listings
Median Closed Price
$2.74M
212 sales
Median Days on Market
41
34 active listings
Median $ / Sq Ft
$636
34 active listings
Sale-to-List Ratio
100.6%
212 sales
How this home compares
List Price
$2.40M
vs $3.02M median
20.8% below median
Price / Sq Ft
$551
vs $636 median
13.4% below median
Days on Market
20 days
vs 41 days median
21 days fresher than median
Based on 34 active and 212 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of July 27, 2026.
Location
559 Cheese Spring Road, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$12,211
- Property Taxes$1,505
- Insurance$798
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Canaan
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1967
- New Construction
- No/Resale
- Living Area
- 4,348 sq ft
- Below Grade
- 600 sq ft
Schools
- Elementary
- East
- High
- New Canaan
Interior
- Heating
- BaseboardHot AirHot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Laundry Location
- Main Floor
- Appliances
- Gas RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedStorageGarage AccessCooledInterior AccessFull With Walk-Out
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - AvailableSecurity System
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 2.01 acres
- Zoning
- 2AC
- Garage / Parking
- 2 garage spaces2 total parking spacesAttached GarageUnder House GaragePavedDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Wood
- Color
- white
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- TerraceDeckFrench Doors
- Lot Description
- DryLevel LotOpen Lot
Listing & Financials
- Property Taxes
- $18,056 / Annually
- Days on Market
- 20
- MLS #
- 24186885
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/27/2026 at 11:02 PM UTC.