16 Orchard Lane
New Canaan, Connecticut 06840
- Beds
- 5
- Baths
- 4 | 2
- SqFt
- 5,903
- Acres
- 0.47
- Year Built
- 2017
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Custom construction meets effortless in-town living at 16 Orchard Lane, a 2019 HOBI Award winner for Best In-Town Custom Home. Built by acclaimed New Canaan builder RR Builders, the residence reflects a level of craftsmanship and consideration evident throughout, from the architectural detailing and carefully selected materials to the integrated systems and sophisticated mechanicals. A gracious entry introduces interiors defined by soaring ceilings, oversized windows and abundant natural light. Wide-plank white oak floors, custom cabinetry and substantial architectural detailing bring warmth and character, while generously scaled rooms and an easy, connected flow allow the home to feel both substantial and comfortable. At the heart of the home, the chef's kitchen features custom cabinetry, premium appliances and an oversized gathering island, opening naturally to the family room, dining area and rear porch. A generous pantry, functional back hall and extensive built-in storage bring organization and purpose to everyday living. Four finished levels provide exceptional flexibility. The primary suite features a dramatic vaulted ceiling and three exposures, complemented by a generous walk-in closet and bath with radiant heat, steam shower and soaking tub. The finished third floor offers additional airy, flexible space, while oversized windows bring unexpected natural light to the lower level, with recreation space and a dedicated gym.
Key Facts
- City/Town
- New Canaan
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2017
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 4 full · 2 half
- Living Area
- 5,903 sq ft
- Lot Size
- 0.47 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $29,856 / Annually
Market Snapshot
The New Canaan Market
Single Family · trailing 12 months
Active Listings
31
20 under contract
Median List Price
$3.05M
31 active listings
Median Closed Price
$2.80M
212 sales
Median Days on Market
61
31 active listings
Median $ / Sq Ft
$676
31 active listings
Sale-to-List Ratio
102.2%
212 sales
How this home compares
List Price
$4.39M
vs $3.05M median
44.1% above median
Price / Sq Ft
$745
vs $676 median
10.2% above median
Days on Market
0 days
vs 61 days median
61 days fresher than median
Based on 31 active and 212 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of September 9, 2026.
Location
16 Orchard Lane, New Canaan, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$22,711
- Property Taxes$2,488
- Insurance$1,465
- 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
- 2017
- New Construction
- No/Resale
- Living Area
- 5,903 sq ft
- Below Grade
- 932 sq ft
Schools
- Elementary
- South
- High
- New Canaan
Interior
- Heating
- Other
- Cooling
- Central AirZoned
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Gas RangeRange HoodRefrigeratorSubzeroDishwasherDisposalInstant Hot Water TapWasherDryerWine Chiller
- Basement
- FullHeatedStorageCooledPartially Finished
- Interior Features
- Audio SystemAuto Garage Door OpenerHumidifierOpen Floor PlanSecurity System
Exterior & Lot
- Lot Size
- 0.47 acres
- Zoning
- 33AC
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Clapboard
- Color
- White
- Roof
- Wood Shingle
- Foundation
- Concrete
- Exterior Features
- GrillUnderground UtilitiesGarden AreaCovered DeckUnderground SprinklerPatio
- Lot Description
- Level LotOn Cul-De-SacProfessionally Landscaped
Listing & Financials
- Property Taxes
- $29,856 / Annually
- Days on Market
- 0
- MLS #
- 24205057
- MLS Status
- Coming Soon
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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 9/9/2026. 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 9/9/2026 at 3:06 AM UTC.