20 Cherry Lane
Wilton, Connecticut 06897
Reduced from $2,850,000
- Beds
- 6
- Baths
- 6 | 1
- SqFt
- 7,200
- Acres
- 2.45
- Year Built
- 1991
- Neighborhood
- South Wilton
- Property Type
- Single Family

Matt Caiola
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About This Home
20 Cherry Lane is a rare Georgian Colonial estate set on nearly 2.5 flat, manicured acres bordering 50 acres of protected conservation land and hiking trails. Offering over 7200 sqft, with an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for entertaining and everyday living, the renovated chef's kitchen features double marble islands, double ovens, dual dishwashers, navy subway tile, and a custom coffee/wine bar, flowing into the oversized Great Room with a massive stone fireplace, full bar, and direct access to the resort style pool area. The flexible layout includes 6 bedrooms, a luxurious primary suite with private balcony and oversized walk-in closets, double office/conference spaces, library, homework zone, first floor guest suite, and a fully self contained in-law/au pair suite with private entrance, kitchen, and living area. The renovated lower level offers a gym space, wine cellar, oversized playroom with custom bunk beds. Outdoors enjoy a restored pool and spa, sports courts, playground, gazebo, fire pits, and multiple entertaining areas. Major upgrades include a new 2024 roof, updated HVAC, plumbing, electrical, and a renovated 4 car garage with smart-tech doors. Move in ready, this exceptional estate offers incredible space, infrastructure, and upside in a premier school district.
Key Facts
- City/Town
- Wilton
- Neighborhood
- South Wilton
- Property / Style
- Single Family · Colonial,Georgian Colonial
- Year Built
- 1991
- Days on Market
- 108 days
- Beds
- 6
- Baths
- 6 full · 1 half
- Living Area
- 7,200 sq ft
- Lot Size
- 2.45 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $34,687 / Annually
Market Snapshot
The Wilton Market
Single Family · trailing 12 months
Active Listings
29
43 under contract
Median List Price
$1.80M
29 active listings
Median Closed Price
$1.42M
213 sales
Median Days on Market
20
29 active listings
Median $ / Sq Ft
$407
29 active listings
Sale-to-List Ratio
105.4%
213 sales
How this home compares
List Price
$2.68M
vs $1.80M median
48.9% above median
Price / Sq Ft
$372
vs $407 median
8.6% below median
Days on Market
108 days
vs 20 days median
88 days longer than median
Based on 29 active and 213 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of July 28, 2026.
Location
20 Cherry Lane, Wilton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$13,659
- Property Taxes$2,891
- Insurance$893
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Wilton
- Neighborhood
- South Wilton
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial,Georgian Colonial
- Year Built
- 1991
- New Construction
- No/Resale
- Living Area
- 7,200 sq ft
Schools
- Elementary
- Miller-Driscoll
- High
- Wilton
Interior
- Heating
- Hot Air
- Heat Fuel
- OilPropane
- Cooling
- Central Air
- Fireplaces
- 5
- Laundry
- Main Level
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryerWine Chiller
- Basement
- FullStorageFully FinishedGarage AccessLiveable SpaceFull With Walk-Out
- In-Law Apartment
- YesFirst FloorSeparate Entry
- Interior Features
- Central VacuumSecurity System
- Additional Rooms
- Exercise RoomFoyerLaundry RoomWine Cellar
Exterior & Lot
- Lot Size
- 2.45 acres
- Zoning
- R-2
- Garage / Parking
- 4 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedSpaIn Ground Pool
- Construction
- Brick
- Color
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckPatio
- Lot Description
- Lightly WoodedLevel LotSloping LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $34,687 / Annually
- Days on Market
- 108
- MLS #
- 24165364
- 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 7/28/2026. 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 7/28/2026 at 7:01 AM UTC.