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39 Keelers Ridge Road

Wilton, Connecticut 06897

ACTIVE - NEW$3,795,000
Beds
5
Baths
4 | 3
SqFt
6,115
Acres
2.28
Year Built
1994
Matt Caiola

Matt Caiola

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Guest HousePool3-Car Garage2 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$26,586

per 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

Homes with a close match in area, property type, and price.

Listed By

Xin Wang

(203) 875-0089

William Raveis Real Estate

(203) 655-1423

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.