Step into timeless elegance at 99 Olive Street, a rare Queen Anne Victorian style three-family in the heart of Wooster Square! This striking brick home showcases the best of 19th-century craftsmanship, with its intricate detailing, patterned facade, and beautifully preserved historic character. This lovingly maintained, legal 3 family with a bonus owners unit/office space, has been thoughtfully updated. The property features a newer roof, rebuilt chimney, updated mechanicals, and recent repointing of the whole brick exterior, preserving its beauty and ensuring long-term integrity! Inside, each spacious unit offers high ceilings, hardwood floors, fireplaces, and large windows that fill the rooms with natural light. Private backyard with garden boxes and community grill is great for entertaining and relaxing in the heart of the city. Separate utilities and flexible layouts make it ideal for both investors and owner-occupants. Enjoy everything Wooster Square has to offer right outside your door- the park, weekend farmers market, cafes, and the legendary Sally's and Pepe's Apizza. Just minutes to Yale, downtown, and Union Station, this home perfectly blends Queen Anne elegance with modern reliability and city convenience. A true Wooster Square gem, full of charm, character, and opportunity.
|
DAYS ON MARKET
|
1
|
LAST UPDATED
|
10/27/2025
|
|
YEAR BUILT
|
1870
|
COUNTY
|
New Haven
|
|
STATUS
|
Active
|
PROPERTY TYPE(S)
|
Multi Family
|
| Elementary School |
Per Board of Ed |
| High School |
Per Board of Ed |
| AIR |
Central Air, Window Unit(s) |
| AIR CONDITIONING |
Yes |
| APPLIANCES |
Gas Water Heater |
| BASEMENT |
Concrete, Full, Storage Space, Unfinished, Yes |
| CONSTRUCTION |
Brick, Stone |
| FIREPLACE |
Yes |
| HEAT |
Forced Air, Natural Gas |
| LOT |
3049 sq ft |
| PARKING |
None |
| SEWER |
Public Sewer |
| STYLE |
Units on different Floors |
| TAXES |
18801 |
| VIEW |
Yes |
| VIEW DESCRIPTION |
City |
| WATER |
Public |
| ZONING |
RM2 |
We respect your online privacy and will never spam you. By submitting this form with your telephone number
you are consenting for Ryan
Smith to contact you even if your name is on a Federal or State
"Do not call List".
Listing courtesy of eXp Realty
Copyright Smart MLS. All rights reserved. Information is deemed reliable but not guaranteed to be accurate.
This IDX solution is (c) Diverse Solutions 2025.
Save favorite listings, searches, and get the latest alerts
Save your favorite listings, searches, and receive the latest listing alerts