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30 Images
Map image of the property
Map image of the property
Room 1
Room 1
Room 1
Laundry room
Room 2 / office
Room 2 / office
Living room
Living room
Last Updated: 8 Hrs. Ago
Total Monthly Price
$2,650
12 Month Lease
Beds
2
Baths
1
Beds
Bath
Total Rent
Unit
Sq. Ft.
Style
Available
2 Beds
2 BR
1 Bath
1 BA
$2,650
1
1,000 Sq Ft
Jan 1
New
* Price shown is total price based on community-supplied monthly required fees. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.
Note: Prices and availability subject to change without notice.
Lease Terms
Contact office for Lease Terms
Expenses
About 99 Olive St
Stunning 2BR in Wooster Square | In-Unit Laundry | Renovated Kitchen | Pet Friendly | Yard Access
Live in the heart of historic Wooster Square in this beautifully renovated 2-bedroom, 1-bath apartment that blends modern comfort with classic New Haven charm. Located in one of the city’s most desirable neighborhoods, this spacious unit offers exceptional natural light, original architectural details, and thoughtful updates throughout. January 2026 Move-In!
Key Features:
• Two generous bedrooms with great closet space?
• Recently renovated kitchen with new appliances, custom open shelving, modern lighting, and a large island perfect for cooking or entertaining
• In-unit washer and dryer in a laundry room behind custom sliding barn doors.?
• Updated bathroom with contemporary tilework and fixtures?
• Pet friendly (cats and dogs welcome)?
• Direct access to a large, shared backyard with Grill and outdoor dining area, Vegetable garden beds, Lawn space ideal for pets?
• Beautiful hardwood floors and tall ceilings?
• Unbeatable Location! 10-minute walk to Yale University and Downtown?• 2-minute walk to State Street Station (Shore Line East, Hartford Line, Amtrak connections)?• Directly on the Yale Shuttle route?• Easy access to I-91 and I-95. One black away from Wooster Square Park and steps away from New Haven's renowned pizza institutions: Sally’s Apizza and Frank Pepe.
This unit is ideal for Yale affiliates, medical residents, remote workers seeking a peaceful setting, or anyone wanting to enjoy one of New Haven’s most vibrant and historic neighborhoods. Properties in Wooster Square of this quality and character are rare and go out fast. Contact us to schedule a private showing.
99 Olive St is located in
New Haven, Connecticut
in the 06511 zip code.
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Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.