17 Pine Ridge Road
Woodbridge, Connecticut 06525
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 4,134
- Acres
- 2.80
- Year Built
- 1962
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
23
18 under contract
Median List Price
$985,000
23 active listings
Median Closed Price
$780,000
89 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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.
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.