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27 Old Quarry Road

Woodbridge, Connecticut 06525

COMING SOON - NEW$1,025,000
Beds
5
Baths
4
SqFt
5,396
Acres
1.60
Year Built
1976
Matt Caiola

Matt Caiola

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3-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,489

per 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

Similar Properties

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

Listed By

Brandy Hall

(203) 685-9379

Higgins Group Real Estate

(203) 452-5500

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.