11 Highview Drive
Woodbridge, Connecticut 06525
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 5,428
- Acres
- 2.24
- Year Built
- 1988
- 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
Set on 2.24 picturesque level acres at the end of a quiet cul-de-sac, this spacious 5-bedroom, 4.5-bath Colonial offers 5,428 sq ft of comfortable living in one of Woodbridge's most desirable neighborhoods. Located in the award-winning Woodbridge and Amity School Districts, just minutes from New Haven and Yale University, the property offers privacy and exceptional convenience. Sun-filled rooms, hardwood floors, generous living spaces, and seamless indoor-outdoor flow make this home ideal for everyday living and entertaining. A welcoming foyer leads to the formal dining room and bright eat-in kitchen with southern exposure and a large picture window. The adjoining family room features a fireplace and sliding doors to the deck. The formal living room offers a second fireplace and French doors to a bluestone patio, while the dramatic great room showcases soaring two-story windows and additional French doors to the patio. A private library connects to a sunlit office with built-ins and access to the spacious primary suite with vaulted ceilings and a rebuilt shower. Laundry on both main and upper levels. Additional highlights include a fully fenced backyard, separate-entry suite with full bath ideal for guests or au pair, plus major improvements including new roof, new HVAC, conversion from oil to propane, fresh interior and exterior paint, and whole-house generator.
Key Facts
- City/Town
- Woodbridge
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1988
- Days on Market
- 14 days
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 5,428 sq ft
- Lot Size
- 2.24 acres
- Garage / Parking
- 2 garage · 2 total
- Property Taxes
- $20,498 / 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
57
23 active listings
Median $ / Sq Ft
$263
23 active listings
Sale-to-List Ratio
100.0%
89 sales
How this home compares
List Price
$1.08M
vs $985,000 median
9.6% above median
Price / Sq Ft
$199
vs $263 median
24.3% below median
Days on Market
14 days
vs 57 days median
43 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 28, 2026.
Location
11 Highview Drive, Woodbridge, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$5,507
- Property Taxes$1,708
- Insurance$360
- 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
- Colonial
- Year Built
- 1988
- New Construction
- No/Resale
- Living Area
- 5,428 sq ft
Schools
- Elementary
- Beecher Road
- Middle
- Per Board of Ed
- High
- Amity Regional
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 2
- Laundry
- Main LevelUpper Level
- Appliances
- Cook TopWall OvenMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullPartially Finished
- In-Law Apartment
- YesFirst FloorSeparate Entry
- Interior Features
- Auto Garage Door OpenerSecurity System
Exterior & Lot
- Lot Size
- 2.24 acres
- Zoning
- A
- Garage / Parking
- 2 garage spaces2 total parking spacesAttached GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- ShingleClapboardWood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Deck
- Lot Description
- Fence - FullLightly WoodedLevel LotOn Cul-De-SacProfessionally Landscaped
Listing & Financials
- Property Taxes
- $20,498 / Annually
- Days on Market
- 14
- MLS #
- 24190146
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
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 5:20 AM UTC.