40 Orchard Road
Woodbridge, Connecticut 06525
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,867
- Acres
- 2.60
- Year Built
- 1955
- 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
Welcome to 40 Orchard Road in Woodbridge! This updated 4-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and functionality, with the convenience of mostly one-level living. The stunning chef's kitchen was renovated in 2023 and features custom cabinetry, leathered quartzite countertops, a built-in Sub-Zero refrigerator, and Bosch dishwasher. An Andersen double French door with disappearing screens, installed in 2025, provides access from the kitchen to the outdoors. All bathrooms have been tastefully renovated, including the luxurious primary bathroom, updated in 2021, featuring a soaking tub and infrared sauna. The primary suite also offers a spacious walk-in closet with custom cabinetry. Hardwood floors were refinished in 2021, adding warmth and character throughout. Custom built-in library shelving adds architectural charm and character to the home. The finished lower level provides additional living and entertaining space with a family room and game room. Step outside to enjoy the newer Trex deck (2024), perfect for outdoor gatherings and relaxation. Additional major improvements include a new roof with warranty (2019), exterior painting (2019), and a whole-house automatic generator (2019) for added peace of mind. Completing this exceptional home is a two-car garage. Located in Woodbridge within the Amity Regional School District, this move-in-ready home offers thoughtful updates, versatile living spaces, and modern amenities throughout!
Key Facts
- City/Town
- Woodbridge
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1955
- Days on Market
- 1 day
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,867 sq ft
- Lot Size
- 2.60 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $15,553 / Annually
Market Snapshot
The Woodbridge Market
Single Family · trailing 12 months
Active Listings
17
18 under contract
Median List Price
$819,900
17 active listings
Median Closed Price
$780,000
91 sales
Median Days on Market
68
17 active listings
Median $ / Sq Ft
$244
17 active listings
Sale-to-List Ratio
100.0%
91 sales
How this home compares
List Price
$749,000
vs $819,900 median
8.6% below median
Price / Sq Ft
$261
vs $244 median
7.0% above median
Days on Market
1 day
vs 68 days median
67 days fresher than median
Based on 17 active and 91 closed sales (trailing 12 mo) of single family in Woodbridge. Source: SmartMLS · As of November 11, 2026.
Location
40 Orchard Road, Woodbridge, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$4,059
- Property Taxes$1,296
- Insurance$250
- 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
- Ranch
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 2,867 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- RefrigeratorDishwasherWasherDryer
- Basement
- FullPartially Finished
- Additional Rooms
- Laundry RoomMud Room
Exterior & Lot
- Lot Size
- 2.60 acres
- Zoning
- A
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Wood
- Color
- Blue
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGutters
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $15,553 / Annually
- Days on Market
- 1
- MLS #
- 24220245
- 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 11/11/2026. 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 11/11/2026 at 6:16 PM UTC.