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30 Whipstick Road

Ridgefield, Connecticut 06877

ACTIVE$2,295,000
Beds
5
Baths
4 | 2
SqFt
7,105
Acres
2.88
Year Built
1996
Matt Caiola

Matt Caiola

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About This Home

True pride of ownership in this exceptional colonial that has been extensively renovated. Top location on scenic private lane with stone pillared entry and Belgian block apron on 2.88 picturesque acres bordered by open space with mature flowering trees, multiple stone patios, wrap around deck, & future pool site. Elegant with modern open floor plan, this generous home offers 7,289 sf on 3 finished levels with 17 rooms, 3 car garage, custom millwork, hardwood floors, 5 bedrooms plus spacious bonus room, 4 full/2 half baths, 3 fireplaces, walk-up attic & expansive finished walk-out lower level. Enjoy the gracious living room w/elegant marble fireplace & adjoining private office featuring two sets of exterior French doors; formal DR with butler's pantry; top of the line remodeled designer kitchen w/subway tile backsplash, sleek black granite counters, center island, Thermador prof. appliances, & open to the breakfast room w/wall of custom built-ins; FR w/cathedral ceiling, stone fireplace & French doors to the deck; plus inviting sun room drenched in natural light. The 2nd floor showcases the elegant primary suite w/fireplace & sitting room, luxe remodeled bath & custom WIC; 3 additional large BRs w/ensuite or J&J baths, plus 32x16 vltd bonus room w/skylight. The sprawling walk-out lower level features media & game rooms plus additional BR & full bath, ideal for au-pair or guests. Extensive list of improvements in additional remarks & idyllic location just 58 miles to Midtown

Key Facts

City/Town
Ridgefield
Neighborhood
South Ridgefield
Property / Style
Single Family · Colonial
Year Built
1996
Days on Market
41 days
Beds
5
Baths
4 full · 2 half
Living Area
7,105 sq ft
Lot Size
2.88 acres
Garage / Parking
3 garage
Property Taxes
$33,762 / Annually

Market Snapshot

The Ridgefield Market

Single Family · trailing 12 months

View area

Median Days on Market

30

53 active listings

Median $ / Sq Ft

$422

53 active listings

Sale-to-List Ratio

101.6%

221 sales

How this home compares

List Price

$2.29M

vs $1.29M median

77.2% above median

Price / Sq Ft

$323

vs $422 median

23.5% below median

Days on Market

41 days

vs 30 days median

11 days longer than median

Based on 53 active and 221 closed sales (trailing 12 mo) of single family in Ridgefield. Source: SmartMLS · As of July 28, 2026.

Location

30 Whipstick Road, Ridgefield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$15,281

per month

  • Principal & Interest$11,702
  • Property Taxes$2,814
  • Insurance$765
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Ridgefield
Neighborhood
South Ridgefield
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1996
New Construction
No/Resale
Living Area
7,105 sq ft
Below Grade
1,809 sq ft

Schools

Elementary
Branchville
High
Ridgefield

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central AirZoned
Fireplaces
2
Laundry
Main Level
Appliances
Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullStorageFully FinishedInterior AccessWalk-out
In-Law Apartment
PossibleLower Level
Interior Features
Central VacuumSecurity System
Additional Rooms
FoyerLaundry Room

Exterior & Lot

Lot Size
2.88 acres
Zoning
RAA
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Public Sewer Connected
Construction
ClapboardCedar
Color
TAUPE
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckGuttersLightingStone WallFrench DoorsUnderground SprinklerPatio
Lot Description
Fence - StoneTreedProfessionally Landscaped

Listing & Financials

Property Taxes
$33,762 / Annually
Days on Market
41
MLS #
24184689
MLS Status
Active

Similar Properties

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

Listed By

Laura Ancona

(203) 733-7053

William Pitt Sotheby's Int'l

(203) 438-9531

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 6:55 AM UTC.