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445 Orange Street

New Haven, Connecticut 06511

ACTIVE - NEW$1,495,000
Beds
4
Baths
1 | 4
SqFt
4,016
Acres
0.22
Year Built
1900
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3 Fireplaces

About This Home

Public Remarks The William Deforest House is an exquisitely restored commercial office building in lower East Rock. Located at the edge of Downtown NH & steps from Yale, it offers convenient access to highways 91 & 95. The Italian Villa Style house was built in 1858 for a well known physician as his residence. The stately brick mansion was meticulously restored in the early 2000s by Petra Construction w/ incredible attention to detail & no expense spared. The building boasts a versatile 4,016 SQ FT of office space on 3 levels w/ additional attic space w/ expansion possibilities. Remarkable architectural details throughout include 11 FT ceilings, rare pierced plaster frieze molding, ornate Fireplaces and oversized windows. The 1st floor offers a spacious reception area, a conference room, a kitchen area, two spacious offices, 2 half baths and a one-of-kind executive office w/ a striking hand-carved wood archway. The 2nd floor has 3 additional elegant offices with 1.5 baths, and a large conference room w/wood paneling and molding, built-ins, and wiring for high-speed video conferencing. The lower level has a private entrance with an additional 1,087 sq ft of space including 2 offices, 3rd conference room & 1/2 bath. The separate entrance provides flexibility for income or a space for another business. The building has gas heat, CA & updated electrical. The exterior has a gorgeous entryway & parking lot for 12 cars. Truly a rare opportunity to own one of New Haven's most dist

Key Facts

City/Town
New Haven
Neighborhood
East Rock
Property / Style
Single Family · Colonial
Year Built
1900
Days on Market
0 days
Beds
4
Baths
1 full · 4 half
Living Area
4,016 sq ft
Lot Size
0.22 acres
Garage / Parking
12 total
Property Taxes
$20,146 / Annually

Market Snapshot

The New Haven Market

Single Family · trailing 12 months

Median Days on Market

39

60 active listings

Median $ / Sq Ft

$255

60 active listings

Sale-to-List Ratio

100.6%

266 sales

How this home compares

List Price

$1.50M

vs $369,950 median

4.0× the median

Price / Sq Ft

$372

vs $255 median

45.9% above median

Days on Market

0 days

vs 39 days median

39 days fresher than median

Based on 60 active and 266 closed sales (trailing 12 mo) of single family in New Haven. Source: SmartMLS · As of October 2, 2026.

Location

445 Orange Street, New Haven, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,360

per month

  • Principal & Interest$8,183
  • Property Taxes$1,679
  • Insurance$498
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
New Haven
Neighborhood
East Rock
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1900
New Construction
No/Resale
Living Area
4,016 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
3
Appliances
Oven/RangeMicrowaveRange HoodRefrigeratorDishwasher
Basement
FullFully Finished
Interior Features
Security System

Exterior & Lot

Lot Size
0.22 acres
Zoning
RM2
Garage / Parking
12 total parking spacesPavedOff Street Parking
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Brick
Color
Red Brick
Roof
FlatOther
Foundation
BrickStone
Exterior Features
Porch-Wrap AroundSidewalkPorchGuttersLighting
Lot Description
Level Lot

Listing & Financials

Property Taxes
$20,146 / Annually
Days on Market
0
MLS #
24211160
MLS Status
Active

Similar Properties

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Listed By

John Hill

(203) 675-3942

Seabury Hill REALTORS

(203) 562-1220

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/2/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/2/2026 at 7:10 PM UTC.