# 445 Orange Street, New Haven, CT 06511

> **TL;DR:** 0bd/5ba commercial, $1,999,000 ($498/sqft), built 1858, 4,016 sqft.
> A/C. Est. $8,662/mo. Listed 10 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,999,000 |
| Price/sqft | $498 |
| Bathrooms | 1 full, 4 half |
| Square Feet | 4,016 |
| Year Built | 1858 |
| Lot Size | 9,583 sqft (0.22 acres) |
| Property Type | Commercial (Other) |
| Status | For Sale |
| Days on Market | 10 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $8,662 |
| **Total** | **$8,662** |

## Key Amenities

- A/C

## Property Highlights

- Built in 1858
- 0.22 acre lot
- 12 parking spaces

## Description

### Agent 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

## Location

- **Address:** 445 Orange Street, New Haven, CT 06511
- **County:** New Haven

## Virtual Tour & Media

- **Video Tour:** https://property.williamscottmedia.com/445_orange_st-2645?branding=false

## Listing Agent

- **Name:** Bradley Fleming
- **Brokerage:** Pearce Real Estate
- **Phone:** 2033140571
- **Email:** bfleming@hpearce.com

## Primary Photo

![445 Orange Street - Primary Photo](http://lh.rdcpix.com/324bc8679779490841a570b89d6cd958l-f3773557689r.jpg)

*40 total photos available on [listing page](https://www.propertysimple.com/listing/445-orange-street-new-haven-ct-06511-24183695)*

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**MLS#:** 24183695 | **Updated:** 2026-06-24
**Source:** listhub

*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.*

[View on PropertySimple](https://www.propertysimple.com/listing/445-orange-street-new-haven-ct-06511-24183695)

---

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