39 Keelers Ridge Road
Wilton, Connecticut 06897
- Beds
- 5
- Baths
- 4 | 3
- SqFt
- 6,115
- Acres
- 2.28
- Year Built
- 1994
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Tucked away on a private cul-de-sac in Wilton's sought-after Keelers Ridge neighborhood, this exceptionally maintained estate spans 2.28 acres of professionally landscaped grounds. Offering over 9,100+ sq. ft. of total finished space across the main residence and heated/cooled pool house, the property enjoys complete privacy and ideal positioning for both morning sunrises and evening sunsets. 9,100+ Sq Ft...Main House 6,115 sq. ft. Lower Level is finished with 1,995 sq. ft. and Pool House 1031 sq. ft. The main residence features 5 bedrooms, 4 full and 3 half baths, including a convenient main-level bedroom suite. The finished lower level adds dedicated space for a wine cellar, gym, rec room, plus 1,040 sq. ft. of unfinished basement for storage and utilities. A whole-house Crestron sound system (Sonos compatible) runs throughout. Designed for effortless indoor-outdoor entertaining, two expansive stone patios-each equipped with its own outdoor kitchen-overlook the gardens, newly built cedar pergolas, and heated pool with spa. Topped with a classic cupola, the pool house includes central HVAC, a full bath, kitchenette, and a 740 sq. ft. unfinished basement-ideal for poolside hosting and relaxation. Major mechanicals and upgrades: new roof and gutters (2026), new HVAC system (2024), whole-house generator (2021/22).
Key Facts
- City/Town
- Wilton
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1994
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 4 full · 3 half
- Living Area
- 6,115 sq ft
- Lot Size
- 2.28 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $53,590 / Annually
Market Snapshot
The Wilton Market
Single Family · trailing 12 months
Active Listings
30
27 under contract
Median List Price
$1.80M
30 active listings
Median Closed Price
$1.39M
207 sales
Median Days on Market
41
30 active listings
Median $ / Sq Ft
$437
30 active listings
Sale-to-List Ratio
105.5%
207 sales
How this home compares
List Price
$3.79M
vs $1.80M median
2.1× the median
Price / Sq Ft
$621
vs $437 median
42.1% above median
Days on Market
0 days
vs 41 days median
41 days fresher than median
Based on 30 active and 207 closed sales (trailing 12 mo) of single family in Wilton. Source: SmartMLS · As of October 27, 2026.
Location
39 Keelers Ridge Road, Wilton, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per month
- Principal & Interest$20,855
- Property Taxes$4,466
- Insurance$1,265
- 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
- 1994
- New Construction
- No/Resale
- Living Area
- 6,115 sq ft
Schools
- Elementary
- Miller-Driscoll
- Middle
- Cider Mill
- High
- Wilton
Interior
- Heating
- Hot AirZoned
- Heat Fuel
- ElectricOilPropane
- Cooling
- Central Air
- Fireplaces
- 2
- Appliances
- Oven/RangeWall OvenMicrowaveRange HoodRefrigeratorIcemakerDishwasherCompactorWasherDryerWine Chiller
- Basement
- FullStorageGarage AccessPartially Finished
Exterior & Lot
- Lot Size
- 2.28 acres
- Zoning
- R-2
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedPool HouseSafety FenceIn Ground Pool
- Construction
- Clapboard
- Color
- tan
- Roof
- Asphalt Shingle
- Foundation
- ConcreteMasonry
- Exterior Features
- GuttersGuest HouseHot TubFrench DoorsPatioBalconyGrillGarden AreaUnderground Sprinkler
- Lot Description
- TreedLevel LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $53,590 / Annually
- Days on Market
- 0
- MLS #
- 24215990
- MLS Status
- Active
Similar Properties
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Co-Listed By
Carla Kupiec
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/27/2026. 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 10/27/2026 at 3:00 AM UTC.