99 Orange Street New Haven, CT $ 3,725,000
99 Orange Street
$ 3,725,000
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99 Orange Street

New Haven, CT, 06510
$ 3,725,000
Bedrooms8 Baths8.0 Sq 11,545

Monthly Estimate*

$ 22,935

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Multi-Family Home for sale in New Haven, CT

for $3,725,000 with 8 bedrooms and 8 full baths. This 11,545 square foot home was built in 1900 on a lot size of 0.08.

Welcome to The Orange Street Collection, a mixed-use hospitality and residential investment opportunity located in the heart of Downtown New Haven. Positioned steps from Yale University, this asset combines immediate income with meaningful long-term upside in one of the city's most active corridors. The property features over 5,000 square feet of restaurant space across the main and lower levels, including two full kitchens and a flexible layout suited for a flagship dining concept, dual operators, or a hospitality-driven reposition. The lower level offers additional potential for lounge, speakeasy, or private event use. Above, eight residential units provide stabilized income and consistent cash flow, creating built-in diversification and downside protection. This is a rare opportunity to acquire a true mixed-use downtown asset with lease-up potential, strategic location advantages, and strong fundamentals driven by proximity to Yale University, surrounding retail, and vibrant nightlife. Ideal for investors, 1031 exchange buyers, or owner-operators seeking both income and long-term positioning in a growing urban corridor.

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Multi-Family Active

Price

$ 3,725,000

Bedrooms

8

Full Bath

8

Property Type

Multi-Family

Taxes

$ 47,514

Style

Lot Size

0.08

Year Built

1900

Town/City

New Haven

MLS | Web ID

24158335

Features
General
Zoning BD1
Neighborhood Wooster Square
County New Haven
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 0.08
Directions GPS
High School Per Board of Ed
City New Haven
Elementary School Per Board of Ed
Sq Ft Total 11545
DOM 0
Year Built 1900
Style Units on different Floors
Year Built Source Public Records
Net Operating Income 230120
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Interior
Cooling System Heat Pump Zoned
Total Number of Units 9
Total Rooms 17
Basement Description Full Full With Walk-Out
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Exterior
Water Source Public Water Connected
Lot Description City Views
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* Excluded Features
List By
Michael Spindler

Listing Agent

Real Broker Ct

Broker

mike@vantagepoint-properties.com

Email

Affordability Calculator

$26,895
Per Month
85%
15%
0%
Monthly Principal & Interest
$22,935
Monthly Property Taxes
$3,960
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
3/9/2026$3,725,000 Listed Price

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99 Orange Street, New Haven, CT, 06510 is a Multi-Family Home for sale at $3,725,000 with 11,545 sqft and a lot size of 0.08. 99 Orange Street has 8 bedrooms, 8.0 baths, and was built in 1900. The property's zip code is 06510 which is in New Haven, CT