Skip to main content

816 Woodruff Road

Orange, Connecticut 06477

ACTIVE$749,900
Beds
4
Baths
3 | 2
SqFt
3,352
Acres
0.89
Year Built
1930
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,956

per 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.

Listed By

Mark Fagan

Emerald Glen Associates

(203) 305-8640

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.