NOMADEReal Estate

$1,999,000

Active

445 Orange Street

New Haven, Connecticut, 06511 · New Haven County

4

Beds

5

Baths

4,016

Sq Ft

1858

Built

MLS # 24181566

Price / Sq Ft

$498

Property Type

Single Family For Sale

Lot Size

0.22

Class

Property

About This Property

A rare opportunity to own one of New Haven's most distinguished mid-19th century landmarks. Believed to have been designed by renowned architect Henry Austin for prominent New Haven physician Dr. William DeForest in 1858, this stately Greek Revival brick residence occupies a prominent site in the southern section of the coveted East Rock neighborhood. Meticulously restored by the current owner, The Winchester House LLC, the property showcases exceptional craftsmanship and an extraordinary collection of original architectural details. Soaring 11-foot ceilings, original plaster crown moldings, impeccable millwork, elegant arched openings, and graceful bay windows reflect the grandeur of the period. The remarkable grand staircase, relocated from the historic Eli Whitney House on Hartford Turnpike in Hamden, serves as a dramatic architectural centerpiece. Historically, the exterior was finished in scored stucco designed to resemble finely cut ashlar stone, a distinctive detail that speaks to the sophistication of the original design. Currently configured as an elegant law office, the property could be readily returned to a magnificent single-family residence while also offering exceptional potential for professional offices, institutional use, or a live/work environment, subject to applicable zoning requirements. The impressive formal entry foyer opens to a gracious reception hall centered around an intricate period fireplace.

Property Details

445 Orange Street, New Haven Connecticut 06511 — Single Family For Sale listed at $1,999,000.

At a Glance

4

Bedrooms

5

Bathrooms

4,016

Sq Ft

0.22

Lot Size

--

Garage

1858

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodNew Haven
Address445 Orange Street
MLS Number24181566
Year Built1858
Square Footage4,016
Lot Size0.22
Bedrooms4
Bathrooms5
Water SourcePublic Water Connected

Property Details

Other Details

Appliances IncludedOven/Range,Microwave,Range Hood,Refrigerator,Dishwasher
ColorRed brick
Parcel Number1246111
Parking Total Spaces12
Virtual Tourhttps://my.matterport.com/show/?m=EgDUnxkm8Ad&mls=1
Virtual Tour Branded URLhttps://property.williamscottmedia.com/445_orange_st-2645
ZoningRM2

Financial

Assessed Value504140
Mil Rate Total39.4
Property Tax19863
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionUnfinished,Walk-up
Attic YN1
Basement DescriptionFull,Fully Finished
Cooling SystemCentral Air
Energy FeaturesExtra Insulation,Programmable Thermostat,Thermopane Windows
Exterior SidingBrick
Fireplaces Total4
Foundation TypeMasonry
Garage ParkingPaved
Heat Fuel TypeNatural Gas
Heat TypeHot Air
Hot Water DescriptionUpright Tank
Interior FeaturesSecurity System
Roof InformationFlat

All Photos (40)

MARKET CONTEXTNew Haven
Town Median+578% vs list
$295,000
New Haven, CT
Mill Rate
39.75
New Haven County
NYC Commute
110 min
Metro-North express
Schools
C+
3 graded
LOADING COMP CLOUD…

This listing is +578% vs the New Haven median. Verify against same-school-district comps before competing offers.

Contact Wojtek Borowski

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Affordability Calculator

$1,999,000

Down Payment$399,800
Loan Amount$1,599,200
Principal & Interest$10,108/mo
Property Tax$1,999/mo
Insurance$100/mo
Est. Monthly$12,207/mo

Listing Agent

W

Wojtek Borowski

Pearce Real Estate

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24181566
Last Updated2026-06-24

Virtual Tour

Walk through 445 Orange Street