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Historic Office Building with Parking
For Sale
$1,999,000

445 Orange Street, New Haven, CT 06511

COMMERCIAL - New Haven, CT

Property Size4,016 SF
Lot Size0.22 Acres
Price / SF$497.76
Days on Market48

Property Features for 445 Orange Street

General Information

Property type Commercial Sale
Property subtype Other
Zoning RM2
Bathrooms 5
Full bathrooms 1
Half bathrooms 4
Rooms Bathroom 2, Bathroom 4, Bathroom 3, Bathroom 5, Bathroom 1
Parking 12
Lot features Level Lot
Directions Trumbull to Orange
Subdivision East Rock
Standard status Active
Size 4,016 SF
Lot size 0.22 Acres

Taxes and HOA fees

Tax Year 2027
Tax Annual Amount 20146

Utilities

Sewer type Public Sewer
Cooling system Central Air
Water source Public

Building Details

Year built 1858
Listing Agency: Pearce Real Estate
Listed By: Bradley Fleming
Added: Jun 15 Changed: Jul 29 Last Checked: Aug 1 at 9:06AM
MLS# 24183695

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Investment Insights

Based on property information with market context.

Built in 1858 and attributed to architect Henry Austin for prominent New Haven physician Dr. William DeForest, this landmark Greek Revival brick building has been meticulously restored. Interior features include soaring 11-foot ceilings, original plaster crown moldings, exceptional woodwork, elegant arched openings, and bay windows. The first floor offers a large reception area, elegant offices, conference or meeting rooms, and a kitchen.

The second floor includes three spacious offices and a large conference room that is wired for high-speed video conferences. A fully finished lower level adds nearly 1,000 square feet of usable space with three offices and a large common work area. The property is located in the south part of East Rock, on the edge of downtown, with a highly visible setting and 12 off-street parking spaces. The zoning is RM2.

With its flexible layout and professional-focused room configuration, the building can support a range of office and service uses, including law firm, financial services, architectural or engineering practice, medical or consulting offices, and nonprofit headquarters. The mix of reception, private offices, meeting space, and a wired conference room is designed for client-facing operations and day-to-day team collaboration.

Key Highlights

  • Greek Revival brick building built in 1858; attributed to Henry Austin for Dr. William DeForest in New Haven
  • First floor features 11‑ft ceilings, large reception area, offices, conference/meeting rooms, and a kitchen
  • Second floor offers three spacious offices plus a large conference room wired for high‑speed video conferences

Financial Insights For Healthcare Medical

Simulate Cap Rate and NOI

NOI Build-Up
Vacancy
income lost from leasable area expected to sit empty during the year — subtracted from gross rent.
EGI (Effective Gross Income)
gross rent minus vacancy losses — the realistic income before paying operating costs.
OpEx (Operating Expenses)
recurring costs to operate the property (property tax, insurance, utilities, maintenance, management) — excludes financing and capital improvements.
NOI (Net Operating Income)
income a property generates after operating costs but before financing and taxes.

Component $ $/SF
Gross rent $110.8k $27.60
− Vacancy −$8.3k −$2.07
EGI $102.5k $25.53
− OpEx −$41.0k −$10.21
NOI $61.5k $15.32
4,016 SF · lease $27.60/SF/yr · vacancy 7.50% · expense 40.00%

Alternative Uses

Best Use
Healthcare Medical
$878.8K
$769.0K – $1.03M (±1% cap)
NOI $61,517 @ 7.0% cap · market cap 3.08%
Second Best
Office B
$870.1K
$761.4K – $1.02M (±1% cap)
NOI $60,910 @ 7.0% cap · market cap 3.05%
Theoretical Best
Office A
$1.29M
$1.13M – $1.51M (±1% cap)
NOI $90,429 @ 7.0% cap · market cap 4.52%
Zoning and permitted uses should be independently verified with authorities.

Property Analytics

Current Use

Winchester Capital Corporation Bank Orange Street Properties ... Real Estate Agency Nord Star Boats (Bike/Boat/Book/etc) Store Orange Street Rental ... Real Estate Agency

Suggested Use

Top Pick Veterinary Clinic (Bike/Boat/Book/etc) Store Locksmith Butcher Nursing Home Florist

Score = modeled unmet demand for each use within ~1 mi (higher = bigger opportunity). Zoning and permitted uses should be independently verified with local authorities.

Lease Details

11 ft
Clear height

Location Intelligence

Trade Area within ½ mile

4,153
Businesses Nearby

Demographics for 06511, CT

55,879
Population
24,579
Households
2.3
Avg Household Size
29
Median Age
48%
College-Educated
91%
High-School Grad
5.8 sq mi
ZIP Area
9,634
Density / Sq Mi
$56,300
Median Household Income
$34,409
Median Earnings
$1,534
Median Rent
$313,400
Median Home Value

Market

Vacancy Rate% for Office in New Haven, CT

11.9% 2019
12.4% 2020
17.7% 2021
18.8% 2022
18.7% 2023
16.5% 2024
17.2% 2025
Rey
Questions? Ask Rey
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Frequently Asked Questions

What type of property is this?
Office building - Restored brick office building with 11-foot ceilings, multiple conference-ready spaces, and 12 off-street parking spaces.
Where is this office building located?
The property is located at 445 Orange Street New Haven, CT.
What is the asking price?
The asking price for this property is $1,999,000.
What are key features of this property?
This property features: Greek Revival brick building built in 1858; attributed to Henry Austin for Dr. William DeForest in New Haven; First floor features 11‑ft ceilings, large reception area, offices, conference/meeting rooms, and a kitchen; Second floor offers three spacious offices plus a large conference room wired for high‑speed video conferences
More about this property
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