445 Orange Street
New Haven, Connecticut 06511
- Beds
- 4
- Baths
- 1 | 4
- SqFt
- 4,016
- Acres
- 0.22
- Year Built
- 1900
- Neighborhood
- East Rock
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
60
35 under contract
Median List Price
$369,950
60 active listings
Median Closed Price
$365,000
266 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per 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
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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.