445 Orange Street Overview
- Time on Site:
- 17 days
A rare opportunity to own one of New Haven's most distinguished mid-19th century landmarks. Believed to have been designed by renowned architect Henry Austin for prominent New Haven physician Dr. William DeForest in 1858, this stately Greek Revival brick residence occupies a prominent site in the southern section of the coveted East Rock neighborhood. Meticulously restored by the current owner, The Winchester House LLC, the property showcases exceptional craftsmanship and an extraordinary collection of original architectural details. Soaring 11-foot ceilings, original plaster crown moldings, impeccable millwork, elegant arched openings, and graceful bay windows reflect the grandeur of the period. The remarkable grand staircase, relocated from the historic Eli Whitney House on Hartford Turnpike in Hamden, serves as a dramatic architectural centerpiece. Historically, the exterior was finished in scored stucco designed to resemble finely cut ashlar stone, a distinctive detail that speaks to the sophistication of the original design. Currently configured as an elegant law office, the property could be readily returned to a magnificent single-family residence while also offering exceptional potential for professional offices, institutional use, or a live/work environment, subject to applicable zoning requirements. The impressive formal entry foyer opens to a gracious reception hall centered around an intricate period fireplace.
445 Orange Street Facts & Features
- Type Single Family
- Sq. ft. 4,016
- Price/Sq.ft. $498
- Lot 0.22 Acres
Details
General
Association/HOA
- Association: No
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Listing Information
- Bank Owned Property: No
- Potential Short Sale: No
Building Information
- Year Built: 1858
Location/Region
- County Or Parish: New Haven
- Neighborhood: East Rock
Building Exterior/Construction
- New Construction Type: No/Resale
Community/Development
- Community Features: Library, Medical Facilities, Park, Public Transportation, Tennis Courts, Walk to Bus Lines
Tax Information
- Tax Annual Amount: $19,863.00
- Tax Year: July 2025-June 2026
General Information
- Parcel Number: 1246111
- Property Type: Single Family For Sale
- Zoning: RM2
Interior
Beds/Baths
- Bathrooms Full: 1
- Bathrooms Half: 4
- Bathrooms Total: 5
- Bedrooms Total: 4
Building Interior
- Attic Description: Unfinished, Walk-up
- Attic: Yes
- Energy Features: Extra Insulation, Programmable Thermostat, Thermopane Windows
- Heat Fuel Type: Natural Gas
- Hot Water Description: Upright Tank
General Information
- Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher
- Basement: Full, Fully Finished
- Cooling: Central Air
- Fireplaces Total: 4
- Foundation Details: Masonry
- Heating: Hot Air
- Interior Features: Security System
- Living Area: 4016
Exterior
Parking Information
- Parking Features: Paved
- Parking Total: 12
Lot Information
- Lot Features: Level Lot
- Lot Size Acres: 0.22
- Lot Size Source: Public Records
- Water Source: Public Water Connected
Waterfront/View
- Waterfront Features: Not Applicable
- Waterfront: No
Building Exterior/Construction
- Architectural Style: Colonial, Other
- Color: Red brick
- Construction Materials: Brick
- Roof: Flat
General Information
- Pool Private: No
- Sewer: Public Sewer Connected
Room Information
Room: Other
- Level: Lower
- Length: 10
- Width: 23
Room: Other
- Level: Lower
- Length: 17
- Width: 15
Room: Rec/Play Room
- Level: Lower
- Length: 17
- Width: 15
Room: Dining Room
- Level: Main
- Length: 17
- Width: 14
- Description: 9 ft+ Ceilings,Fireplace,Wall/Wall Carpet
Room: Kitchen
- Level: Main
- Length: 12
- Width: 10
- Description: 9 ft+ Ceilings
Room: Living Room
- Level: Main
- Length: 20
- Width: 16
- Description: Bay/Bow Window,9 ft+ Ceilings,Wall/Wall Carpet
Room: Office
- Level: Main
- Length: 9
- Width: 13
- Description: 9 ft+ Ceilings,Wall/Wall Carpet
Room: Office
- Level: Main
- Length: 9
- Width: 13
- Description: 9 ft+ Ceilings,Wall/Wall Carpet
Room: Study
- Level: Main
- Length: 14
- Width: 10
- Description: 9 ft+ Ceilings,Fireplace,Half Bath,Wall/Wall Carpet
Room: Bedroom
- Level: Upper
- Length: 19
- Width: 23
- Description: Wall/Wall Carpet
Room: Bedroom
- Level: Upper
- Length: 22
- Width: 12
- Description: Fireplace,Wall/Wall Carpet
Room: Bedroom
- Level: Upper
- Length: 17
- Width: 16
- Description: Fireplace,Wall/Wall Carpet
Room: Primary Bedroom
- Level: Upper
- Length: 19
- Width: 16
- Description: Bay/Bow Window,Wall/Wall Carpet
445 Orange Street Monthly Cost
445 Orange Street Market Data
Based on the last 30 days in this zip code
445 Orange Street History
| Date | Value | Agent |
|---|---|---|
| 6/15/2026Source: Smart MLS | June 15, 2026 |
|
| 6/14/2026Source: Smart MLS | Active |
|
| 6/12/2026Source: Smart MLS | June 12, 2026 |
Contact Information: (203) 314-0571