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Historic Office Building
For Sale
$1,999,000

445 Orange Street, New Haven, CT 06511

Commercial For Sale, New Haven, CT

Property Size4,016 SF
Lot Size0.22 Acres
Price / SF$497.76
Days on Market70

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 5, Bathroom 1, Bathroom 2, Bathroom 4, Bathroom 3
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: Aug 23 Last Checked: Aug 23 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, this brick Greek Revival office property combines a historic exterior with a practical multi-level layout. The first floor includes an 11-foot ceiling, reception area, offices, conference or meeting rooms, and a kitchen. Three additional offices and a large conference room occupy the second floor, while the finished lower level adds nearly 1,000 square feet with three offices and a common work area. The building includes central air, public water, and public sewer, and has been restored with original plaster crown moldings, detailed woodwork, arched openings, and bay windows.

The property contains 4,016 square feet on a 0.22-acre lot and provides 12 off-street parking spaces. Located at 445 Orange Street in New Haven, the building is in the South part of East Rock near the edge of Downtown. RM2 zoning and the existing office configuration support professional commercial occupancy.

Key Highlights

  • 4,016‑square‑foot office building on a 0.22‑acre lot
  • Built in 1858 with Greek Revival brick construction
  • 12 off‑street parking spaces

Financial Insights

Estimated NOI and Cap Rate

NOI = area × lease_rate × (100 − vacancy) / 100 × (1 − expense_ratio). Net Operating Income — what the owner takes home each year before mortgage payments and income tax. Effective rent (asking rent minus vacancy losses) minus operating costs (taxes, insurance, maintenance, management).
NOI / Yr
$61,517
Cap rate = NOI / list price × 100. Capitalization rate — annual return on a fully cash purchase, before financing. NOI divided by price. Higher means more income per dollar invested, but usually also more risk or older condition. 5–8% is typical for stabilized commercial property; double digits often signal distressed deals.
Cap Rate
3.08%
Suggested Prices Based on Cap Rates Cap rates vary significantly by property type, market, and asset quality. Typical U.S. stable-market ranges: Multifamily — 4.5% to 6.5% (Class A in primary markets often sub-5%; Class C in secondary markets 6%+) Industrial / Logistics — 5.0% to 7.0% (compressed heavily in recent years due to e-commerce demand) Office — 6.5% to 9%+ (wide spread post-2020; CBD Class A vs. suburban Class B varies dramatically) Retail — 5.5% to 8.5% (grocery-anchored on the low end, unanchored strip centers higher) Hospitality / Hotels — 7.5% to 10%+ (higher due to operational risk) Self-Storage — 5.5% to 7.5% Medical Office — 6.0% to 7.5% Net Lease (single tenant, credit) — 5.0% to 7.0% depending on tenant credit and lease term Rules of thumb: Primary markets (NYC, SF, LA, Boston, DC) trade at lower cap rates than secondary/tertiary markets, often by 100–200 bps (bps, aka basis points; 1 bp = 0.01%). Class A assets trade ~50–150 bps tighter than Class B, and Class B tighter than Class C. Cap rates move inversely with price — a lower cap rate means a higher price for the same NOI. Spread to the 10-year Treasury is a common benchmark; historically 200–400 bps over the 10-year.
Cap Rate 5%
$1,230,340 $1.2M
Cap Rate 7%
$878,814 $878.8K
Cap Rate 9%
$683,522 $683.5K
Market Conditions
NOI Build-Up for 4,016 SF 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.
Gross rent
$110.8K $27.60/SF
− Vacancy
−$8.3K −$2.07/SF
EGI
$102.5K $25.53/SF
− OpEx
−$41.0K −$10.21/SF
NOI
$61.5K $15.32/SF
Area
New Haven, CT
Vacancy
7.50%
Lease Rate
$27.60 /SF/Yr
Expense Ratio
40.00%
Simulate Cap Rate and NOI
Suggested Prices Based on Cap Rates Cap rates vary significantly by property type, market, and asset quality. Typical U.S. stable-market ranges: Multifamily — 4.5% to 6.5% (Class A in primary markets often sub-5%; Class C in secondary markets 6%+) Industrial / Logistics — 5.0% to 7.0% (compressed heavily in recent years due to e-commerce demand) Office — 6.5% to 9%+ (wide spread post-2020; CBD Class A vs. suburban Class B varies dramatically) Retail — 5.5% to 8.5% (grocery-anchored on the low end, unanchored strip centers higher) Hospitality / Hotels — 7.5% to 10%+ (higher due to operational risk) Self-Storage — 5.5% to 7.5% Medical Office — 6.0% to 7.5% Net Lease (single tenant, credit) — 5.0% to 7.0% depending on tenant credit and lease term Rules of thumb: Primary markets (NYC, SF, LA, Boston, DC) trade at lower cap rates than secondary/tertiary markets, often by 100–200 bps (bps, aka basis points; 1 bp = 0.01%). Class A assets trade ~50–150 bps tighter than Class B, and Class B tighter than Class C. Cap rates move inversely with price — a lower cap rate means a higher price for the same NOI. Spread to the 10-year Treasury is a common benchmark; historically 200–400 bps over the 10-year.
Cap Rate 5%
$1,230,340
Cap Rate 7%
$878,814
Cap Rate 9%
$683,522

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.

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 professional property with flexible offices, meeting areas, a finished lower level, and dedicated off-street parking.
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: 4,016‑square‑foot office building on a 0.22‑acre lot; Built in 1858 with Greek Revival brick construction; 12 off‑street parking spaces
More about this property
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