445 Orange Street New Haven, CT $ 1,999,000
445 Orange Street
$ 1,999,000
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445 Orange Street

New Haven, CT, 06511
$ 1,999,000
Bedrooms-- Baths1.4 Sq 4,016

Monthly Estimate*

$ 12,308

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Commercial Property for sale in New Haven, CT

for $1,999,000 with 1 full bath, 4 half baths. This 4,016 square foot building was built in 1858 on a lot size of 0.22.

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, a large common work area, and a unique circular room suitable for storage, archives, or a wine cellar. 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

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Commercial Active

Price

$ 1,999,000

Full Bath

1

Half Bath

4

Property Type

Commercial

Taxes

$ 19,863

Style

Lot Size

0.22

Year Built

1858

Town/City

New Haven

MLS | Web ID

24183695

Features
General
Zoning RM2
Neighborhood East Rock
County New Haven
Tax Year July 2025-June 2026
Location Highway Access Urban
Property Type Commercial For Sale
Status Active
Acres 0.22
Directions Trumbull to Orange
City New Haven
Sq Ft Total 4016
DOM 2
Year Built 1858
Present Use Office
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Interior
Utilities Available Electric Gas Telephone Cable
Cooling System Central Air
Total Number of Units 1
Total Rooms 0
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Exterior
Water Source Public Water Connected
Lot Description Level Lot
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* Excluded Features
List By
Bradley Fleming

Listing Agent

Pearce Real Estate

Broker

bfleming@hpearce.com

Email

Affordability Calculator

$13,963
Per Month
88%
12%
0%
Monthly Principal & Interest
$12,308
Monthly Property Taxes
$1,655
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
6/15/2026$1,999,000 Listed Price

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445 Orange Street, New Haven, CT, 06511 is a Commercial Property for sale at $1,999,000 with 4,016 sqft and a lot size of 0.22. 445 Orange Street has 1.4 baths and was built in 1858. The property's zip code is 06511 which is in New Haven, CT