816 Woodruff Road
Orange, Connecticut 06477
- Beds
- 4
- Baths
- 3 | 2
- SqFt
- 3,352
- Acres
- 0.89
- Year Built
- 1930
- 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
Remarkable tudor style home on a large, level park like setting. Originally built with stone and brick in 1930; this home has been lovingly expanded and restored. Glistening hardwood floors throughout. Open floorplan with large fireplace in living room; beautifully renovated kitchen with natural stone quartzite counters, center island and peninsula. Walk-in pantry/ Dining room is open to large family room that has both secondary stairways to the basement and second floor as well as slider to the oversized balcony overlooking the expansive backyard. The main level has two bedrooms, and a full bath; laundry room. Beautiful breezeway offers access to the two car garage with storage loft as well as the front and back yards and balcony. The second floor offers primary suite with private stairway entry as well as access from the hall; two walk-in closets; the primary bath is newly renovated with both a shower and jacuzzi tub. Two additional bedrooms, a full bath and sitting area finish off this level. The basement offers unlimited opportunity for future use. Walk out the slider to the level backyard; half bath; laundry and additional rooms ready for you to realize your dreams. Potential in-law set up; man-cave; rec rooms; office. Potential is tremendous. Furnishings are available. Priced to sell!
Key Facts
- City/Town
- Orange
- Neighborhood
- N/A
- Property / Style
- Single Family · Tudor
- Year Built
- 1930
- Days on Market
- 44 days
- Beds
- 4
- Baths
- 3 full · 2 half
- Living Area
- 3,352 sq ft
- Lot Size
- 0.89 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $10,589 / Annually
Market Snapshot
The Orange Market
Single Family · trailing 12 months
Active Listings
18
27 under contract
Median List Price
$699,450
18 active listings
Median Closed Price
$635,500
96 sales
Median Days on Market
37
18 active listings
Median $ / Sq Ft
$297
18 active listings
Sale-to-List Ratio
100.0%
96 sales
How this home compares
List Price
$749,900
vs $699,450 median
7.2% above median
Price / Sq Ft
$224
vs $297 median
24.6% below median
Days on Market
44 days
vs 37 days median
7 days longer than median
Based on 18 active and 96 closed sales (trailing 12 mo) of single family in Orange. Source: SmartMLS · As of July 28, 2026.
Location
816 Woodruff Road, Orange, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,824
- Property Taxes$882
- Insurance$250
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Orange
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Tudor
- Year Built
- 1930
- New Construction
- No/Resale
- Living Area
- 3,352 sq ft
Schools
- Elementary
- Race Brook
- High
- Amity Regional
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower LevelMain Level
- Laundry Location
- Main level as well as basement
- Appliances
- Oven/RangeRefrigeratorDishwasher
- Basement
- Full
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Open Floor Plan
Exterior & Lot
- Lot Size
- 0.89 acres
- Zoning
- RES
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Vinyl SidingBrick
- Roof
- Asphalt Shingle
- Foundation
- Masonry
- Exterior Features
- ShedAwningsPorchDeckGarden AreaPatio
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $10,589 / Annually
- Days on Market
- 44
- MLS #
- 24183780
- 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 6:50 AM UTC.