20 Cherry Lane
Wilton, Connecticut 06897
Reduced from $2,495,000
- 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
- 57 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
34
24 under contract
Median List Price
$1.52M
34 active listings
Median Closed Price
$1.39M
205 sales
Median Days on Market
38
34 active listings
Median $ / Sq Ft
$423
34 active listings
Sale-to-List Ratio
105.5%
205 sales
How this home compares
List Price
$2.40M
vs $1.52M median
57.3% above median
Price / Sq Ft
$333
vs $423 median
21.3% below median
Days on Market
57 days
vs 38 days median
19 days longer than median
Based on 34 active and 205 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of November 14, 2026.
Location
20 Cherry Lane, Wilton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 12, 2026per month
- Principal & Interest$12,889
- Property Taxes$2,968
- Insurance$798
- 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
- 57
- 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 11/14/2026. 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 11/14/2026 at 4:55 AM UTC.