27 Old Quarry Road
Woodbridge, Connecticut 06525
- Beds
- 5
- Baths
- 4
- SqFt
- 5,396
- Acres
- 1.60
- Year Built
- 1976
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Set on a quiet cul de sac in a desirable neighborhood, this distinctive 5 bedroom, 4 full bath home offers approximately 5,400 square feet of finished living space with an open layout and incredible flexibility. The main level features wide plank hardwood floors, architectural ceiling details and a dramatic living room centered around a floor to ceiling tiled fireplace. The dining room offers direct access to the deck, while the modern kitchen features sleek white cabinetry, granite countertops, stainless steel appliances, abundant storage and counter seating. Four bedrooms are located on the main level, including the primary suite with a private bath featuring a soaking tub, separate tiled shower and double vanity. A spiral staircase leads to an oversized walk in dressing room below. Three additional bedrooms, two full baths and a separate home office complete the main level. The finished walk out lower level offers a recreation area, family room, fifth bedroom, full bath, home gym, laundry room and storage, with excellent potential for an in law or private guest suite. Multiple decks, including a rooftop deck, and a walk out patio overlook the professionally landscaped, privately fenced backyard. A three car garage and whole house generator add everyday convenience. Offering exceptional space, privacy and versatility in a wonderful Woodbridge community, this home presents a rare opportunity with so much to offer.
Key Facts
- City/Town
- Woodbridge
- Neighborhood
- N/A
- Property / Style
- Single Family · Raised Ranch
- Year Built
- 1976
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 4 full
- Living Area
- 5,396 sq ft
- Lot Size
- 1.60 acres
- Garage / Parking
- 3 garage · 4 total
- Property Taxes
- $20,100 / Annually
Market Snapshot
The Woodbridge Market
Single Family · trailing 12 months
Active Listings
24
11 under contract
Median List Price
$824,450
24 active listings
Median Closed Price
$780,000
90 sales
Median Days on Market
42
24 active listings
Median $ / Sq Ft
$243
24 active listings
Sale-to-List Ratio
100.0%
90 sales
How this home compares
List Price
$1.02M
vs $824,450 median
24.3% above median
Price / Sq Ft
$190
vs $243 median
21.8% below median
Days on Market
0 days
vs 42 days median
42 days fresher than median
Based on 24 active and 90 closed sales (trailing 12 mo) of single family in Woodbridge. Source: SmartMLS · As of September 29, 2026.
Location
27 Old Quarry Road, Woodbridge, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$5,472
- Property Taxes$1,675
- Insurance$342
- 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
- Raised Ranch
- Year Built
- 1976
- New Construction
- No/Resale
- Living Area
- 5,396 sq ft
- Below Grade
- 2,262 sq ft
Schools
- Elementary
- Beecher Road
- High
- Amity Regional
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Laundry Room Lower Level
- Appliances
- Electric RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedFully FinishedGarage AccessInterior AccessLiveable SpaceFull With Walk-Out
- In-Law Apartment
- PossibleLower LevelSeparate Entry
- Additional Rooms
- GymLaundry RoomMud RoomWorkshop
Exterior & Lot
- Lot Size
- 1.60 acres
- Zoning
- A
- Garage / Parking
- 3 garage spaces4 total parking spacesAttached GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- Light yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGuttersFrench DoorsPatio
- Lot Description
- Level LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $20,100 / Annually
- Days on Market
- 0
- MLS #
- 24201588
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/29/2026. 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 9/29/2026 at 12:45 AM UTC.