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17 Pine Ridge Road

Woodbridge, Connecticut 06525

ACTIVE - NEW$3,200,000
Beds
4
Baths
3 | 1
SqFt
4,134
Acres
2.80
Year Built
1962
Matt Caiola

Matt Caiola

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Pool2-Car Garage2 FireplacesVirtual Tour

About This Home

Offered Fully Furnished. Set within nearly three private acres of mature woodland, Winnick Retreat is a reimagined mid-century modern residence where architecture, landscape and everyday life exist in quiet balance. Originally built in 1962 designed by Yale's very own Herbert S. Newman, the home is defined by its low horizontal profile, deep roof planes, clerestory windows and expansive walls of glass. A dramatic two-story central atrium draws natural light through the interior, while nearly every principal room maintains a direct visual connection to the surrounding trees, gardens and changing seasons.Inside, approximately 4,134 square feet of living space offers four bedrooms and three-and-one-half bathrooms. Warm wood, natural stone and glass create interiors that feel composed rather than formal. The renovated primary suite, custom kitchen and carefully updated living spaces respect the home's architectural character while supporting contemporary life. The property's recent transformation extends far beyond the interior. Landscaped grounds now unfold as a sequence of private experiences: a swimming pool with fire and water features, pool cabana, barrel sauna, fire-pit courtyard, outdoor fireplace and Har-Tru tennis court. Terraces, balconies and garden paths connect living spaces to the natural setting. Recreation and restoration become part of the daily rhythm. Mornings begin with a warm drink on the balcony underneath the tree canopy.

Key Facts

City/Town
Woodbridge
Neighborhood
N/A
Property / Style
Single Family · Split Level
Year Built
1962
Days on Market
1 day
Beds
4
Baths
3 full · 1 half
Living Area
4,134 sq ft
Lot Size
2.80 acres
Garage / Parking
2 garage
Property Taxes
$22,122 / Annually

Market Snapshot

The Woodbridge Market

Single Family · trailing 12 months

Median Days on Market

56

23 active listings

Median $ / Sq Ft

$263

23 active listings

Sale-to-List Ratio

100.0%

89 sales

How this home compares

List Price

$3.20M

vs $985,000 median

3.2× the median

Price / Sq Ft

$774

vs $263 median

2.9× the median

Days on Market

1 day

vs 56 days median

55 days fresher than median

Based on 23 active and 89 closed sales (trailing 12 mo) of single family in Woodbridge. Source: SmartMLS · As of July 27, 2026.

Location

17 Pine Ridge Road, Woodbridge, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$19,227

per month

  • Principal & Interest$16,316
  • Property Taxes$1,844
  • Insurance$1,067
  • HOA$0

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

Location

City/Town
Woodbridge
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Split Level
Year Built
1962
New Construction
No/Resale
Living Area
4,134 sq ft

Schools

Elementary
Beecher Road
High
Amity Regional

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
2
Appliances
Electric CooktopWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryerWine Chiller
Basement
PartialUnfinishedInterior Access
Interior Features
Auto Garage Door OpenerSauna
Additional Rooms
FoyerLaundry RoomMud RoomSitting Room

Exterior & Lot

Lot Size
2.80 acres
Zoning
A
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
GuniteHeatedSalt WaterIn Ground Pool
Construction
Stucco
Color
CHARCOAL
Roof
Flat
Foundation
Concrete
Lot Description
ClearedProfessionally Landscaped

Listing & Financials

Property Taxes
$22,122 / Annually
Days on Market
1
MLS #
24194459
MLS Status
Active

Similar Properties

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

Listed By

Jess Lane Alsina

(203) 489-7779

Serhant Connecticut, LLC

(203) 489-7800

Co-Listed By

Garvey Fox

Serhant Connecticut, LLC

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 7:15 PM UTC.