20 Cherry Lane
Wilton, Connecticut 06897
- Beds
- 6
- Baths
- 5 | 1
- SqFt
- 7,200
- Acres
- 2.45
- Year Built
- 1991
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath and private balcony overlooking the tranquil grounds. Five additional bedrooms offer en-suite baths, with two featuring walk-in closets. A dramatic two-story foyer introduces gracious formal living and dining rooms, two private offices and a handsome library. At the heart of the home, a newly renovated chef's kitchen features double marble islands, dual ovens and dishwashers, navy subway tile backsplash, wine fridge and custom coffee bar, flowing seamlessly into the inviting family room with fireplace. The spectacular great room is designed for memorable entertaining, with soaring ceilings, floor-to-ceiling stone fireplace, full bar with beverage refrigerator and direct access to the restored pool and spa, expansive deck, sport court and terrace. The finished lower level adds a gym, wine cellar and generous playroom with built-in bunk beds. A four-car garage and attached one-bedroom apartment provide exceptional convenience and flexibility for guests or multi-generational living. An exceptional private retreat in a coveted location near award-winning schools.
Key Facts
- City/Town
- Wilton
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1991
- Days on Market
- 0 days
- Beds
- 6
- Baths
- 5 full · 1 half
- Living Area
- 7,200 sq ft
- Lot Size
- 2.45 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $35,613 / Annually
Market Snapshot
The Wilton Market
Single Family · trailing 12 months
Active Listings
37
19 under contract
Median List Price
$1.63M
37 active listings
Median Closed Price
$1.42M
213 sales
Median Days on Market
15
37 active listings
Median $ / Sq Ft
$424
37 active listings
Sale-to-List Ratio
105.5%
213 sales
How this home compares
List Price
$2.50M
vs $1.63M median
53.5% above median
Price / Sq Ft
$347
vs $424 median
18.2% below median
Days on Market
0 days
vs 15 days median
15 days fresher than median
Based on 37 active and 213 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of September 18, 2026.
Location
20 Cherry Lane, Wilton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$13,212
- Property Taxes$2,968
- Insurance$832
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Wilton
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1991
- New Construction
- No/Resale
- Living Area
- 7,200 sq ft
Schools
- Elementary
- Miller-Driscoll
- Middle
- Cider Mill
- High
- Wilton
Interior
- Heating
- Hot Air
- Heat Fuel
- OilPropane
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main Level
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- FullPartially Finished
- In-Law Apartment
- YesFirst FloorSeparate Entry
- Interior Features
- Auto Garage Door OpenerCentral VacuumSecurity System
- Additional Rooms
- Exercise RoomFoyerLaundry RoomWine Cellar
Exterior & Lot
- Lot Size
- 2.45 acres
- Zoning
- R-2
- Garage / Parking
- 4 garage spacesAttached GarageUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- VinylIn Ground Pool
- Construction
- Brick
- Color
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeckGuttersGarden AreaLightingStone WallPatio
- Lot Description
- TreedDryLevel LotClearedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $35,613 / Annually
- Days on Market
- 0
- MLS #
- 24206331
- MLS Status
- Active
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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 9/18/2026. 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 9/18/2026 at 11:20 PM UTC.