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$1,999,000
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Property Description
Exceptional opportunity to own a distinguished commercial property located in South part of East Rock, on the edge of Downtown. Built in 1858 and attributed to renowned architect Henry Austin for prominent New Haven physician Dr. William DeForest, this landmark Greek Revival brick building combines historic character with outstanding functionality for professional or commercial use. The first floor offers an 11ft ceilings, with a large reception area, elegant offices, conference or meeting rooms, and a kitchen. The second floor includes three spacious offices, including a large conference room that has been wired for high-speed video conferences. The fully finished lower level provides nearly 1,000 square feet of additional usable space with three offices and a large common work area. With 12 off-street parking spaces, a highly visible location, and flexible layout, this property is ideally suited for a law firm, financial services, architectural or engineering practice, medical or consulting offices, nonprofit headquarters, or other professional uses. Its prestigious setting and remarkable architectural character create an exceptional environment for clients and staff alike. Meticulously restored by the current owner, The Winchester House LLC, the property features soaring 11-foot ceilings, original plaster crown moldings, exceptional woodwork, elegant arched openings, bay windows, and a magnificent
Full Property Details
Full Property Details for 445 Orange St
General
- Price: $1,999,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Commercial
- Source: SMARTMLS
- MLS ID: 24183695
- Updated: 6/18/2026
- Added to Site: 22 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 1
- Half Bathrooms: 4
Parking
- Total Spaces: 12
- Parking: Paved, Off Street Parking
Location
- County: New Haven
- Neighborhood: East Rock
- Driving Directions: Trumbull to Orange
Community
- Community Name: East Rock
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Gas In Street
- Heating Fuel: Gas In Street
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
- Utility Description: Electric, Gas, Telephone, Cable
Structural Information
- Roof: Flat
- Square Feet: 4,016
- Sq. Ft. Source: Public Records
- Current Bldg. Use: Office
- Year Built: 1858
Unit Information
Unit 1
- Unit Description: Office
- Total Bathrooms: 5
- Partial Bathrooms: 4
Lot Features
- Lot Size (Acres): 0.22
- Frontage: Municipal Street
- Present Use: Office
- Potential Use: Office; Residential
- Zoning: RM2
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $504,140
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Documents Avail.: Lead Disclosure
- Property ID: 1246111
Listed by Pearce Real Estate, Bradley Fleming and Pearce Real Estate, Wojtek Borowski
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Schools
Schools serving 445 Orange St
School District:New Haven School District
| Name | Grades | Distance |
|---|---|---|
East Rock Community Magnet School 133 Nash Street, New Haven, CT 06511 | PK-8 | 0.8 mi |
Wilbur Cross High School 181 Mitchell Drive, New Haven, CT 06511 | 9-12 | 1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 445 Orange St
Date
Details
Price
Change
Source
6/15/2026
Listed
$1,999,000
399.75%
MLS
11/22/2000
Sold
$400,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 445 Orange St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$19,863
2%
$504,140
—
2023
$19,409
3%
$504,140
—
2023
$18,754
-6%
$504,140
—
2022
$20,040
12%
$504,140
24%
2021
$17,852
—
$406,840
—
2020
$17,852
2%
$406,840
—
2019
$17,486
—
$406,840
—
2018
$17,486
11%
$406,840
—
2017
$15,737
—
$406,840
8%
2016
$15,697
—
$377,790
—
2015
$15,697
—
$377,790
—
2014
$15,697
2%
$377,790
—
2011
$15,414
—
$377,790
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 445 Orange St
445 Orange Street, New Haven, CT 06511 (MLS# 24183695) is a Commercial property. 445 Orange Street is currently listed for $1,999,000 and was received on June 15, 2026. Want to learn more about 445 Orange Street? Do you have questions about finding other Commercial real estate for sale in New Haven? You can browse all New Haven real estate or contact a Coldwell Banker agent to request more information.

