Welcome to Olive & Wooster, the ultimate living experience nestled in the heart of Wooster Square. Oliver & Wooster offers spacious modern apartments ranging from studios to four bedrooms, featuring all the comforts you desire and lease term options built just for you. Our pet-friendly community provides tastefully designed amenities including a state-of-the-art clubhouse and bar, fitness center, swimming pool, and more. Enjoy our little "slice" of paradise conveniently located near downtown, Yale campus, and the medical district. Discover Olive & Wooster today!
Status: Special offer
Expires November 29, 2026
Apartment building
Studio-4 beds
Pet-friendly
Available units
 Unit 549W-B 4 bd, 4 ba | 369 | Now | $1,129 |
 Unit 545W-A 4 bd, 4 ba | 381 | Now | $1,149 |
 Unit 352W-C 4 bd, 4 ba | 456 | Now | $1,199 |
Unit 549W-D 4 bd, 4 ba | 369 | Now | $1,269 |
 Unit 221E 1 bd, 1 ba | 631 | Nov 25 | $2,034 |
Unit 319E 1 bd, 1 ba | 631 | Now | $2,044 |
 Unit 555W Studio, 1 ba | 618 | Now | $2,074 |
Unit 369E 1 bd, 1 ba | 631 | Jan 9 | $2,079 |
 Unit 362W 1 bd, 1 ba | 645 | Now | $2,099 |
 Unit 267E 2 bd, 2 ba | 967 | Now | $2,829 |
Unit 313E 2 bd, 2 ba | 967 | Now | $2,834 |
Unit 433W 2 bd, 2 ba | 967 | Now | $2,859 |
Unit 533W 2 bd, 2 ba | 967 | Now | $2,869 |
Unit 613E 2 bd, 2 ba | 967 | Now | $2,884 |
 Unit 212E 2 bd, 2 ba | 998 | Now | $2,984 |
What's special
Swimming pool
Cool down on hot days
This building features access to a pool. Less than 2% of buildings in New Haven have this amenity.
Office hours
| Day | Open hours |
|---|---|
| Mon - Fri: | 9 am - 6 pm |
| Sat: | 10 am - 5 pm |
| Sun: | 12 pm - 4 pm |
Property map
Tap on any highlighted unit to view details on availability and pricing
Use ctrl + scroll to zoom the map
Facts, features & policies
Building Amenities
Community Rooms
- Club House: Resident Clubhouse & Bar
- Co-Working Space & Business Center
- Fitness Center With Studio Space
- Spa-Inspired Pool Deck With Lounge
Other
- Swimming Pool: Private Pool Access
Outdoor common areas
- Barbecue: Grill Areas
- Rooftop Deck
- Sports Courtyard With Outdoor Fitness & Gaming
- Wrap Around Balcony
Services & facilities
- Bicycle Storage: Bike Storage & Bike Repair
- Pet Park
View description
- Courtyard View
- Pool View
Unit Features
Cooling
- Refrigeration Cooling: Package Lockers & Refrigerated Grocery Storage
Other
- 3rd Floor Premium
- 4th Floor Premium
- 5th Floor Premium
- 6th Floor Premium
- Accessible - ADA
- Dog Grooming
- Electric Car-Sharing Program
- En Suite Bathroom
- Fob Entry To Residential Units & Amenity Spaces
- High Ceilings
- Hotel Unit
- Internet
- Largest Bedroom
- Mobile App Rent Payments & Work Order Requests
- Olive Street
- On-Site Parking
- On-Site Retail
- Professional On-Site Management
- Street-Level Private Entrances To Select Units
- Terrace Level
- Union Street
- Whit Facing
Policies
Pet essentials
Pet amenities
Pet Park
Special Features
- 3rd Floor Premium
- 4th Floor Premium
- 5th Floor Premium
- 6th Floor Premium
- Accessible - ADA
- Closet: Double Closet
- En Suite Bathroom
- High Ceilings
- Internet
- Largest Bedroom
- Olive Street
- Private Entry Premium
- Terrace Level
- Union Street
- Whit Facing
Neighborhood: Wooster Square
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Getting around
Walk Score®
 / 100
Walker's ParadiseTransit Score®
 / 100
Excellent TransitBike Score®
 / 100
Biker's ParadiseNearby schools in New Haven
East Rock Community Magnet School
Grades PK-8 • 1.4 miles4/10
GreatSchools® Rating
Test Score Rating
2/10Student Progress Rating
5/10Wilbur Cross High School
Grades 9-12 • 1.7 miles1/10
GreatSchools® Rating
College Readiness Rating
1/10Living in New Haven
Wooster Square sits just east of downtown New Haven, with compact streets, historic homes and a central green shaded by mature trees. The neighborhood is known for Wooster Square Park and its spring cherry blossoms; the park’s paths and open lawns offer space to stroll or pause outdoors. Italian restaurants, bakeries and cafés give the surrounding streets a strong dining and coffee presence, while downtown shops, museums and theaters are close by. New Haven’s long winters and warm, humid summers shape a four-season routine, from park walks in spring to shaded outings in summer. The area is walkable, with local bus service and Union Station nearby for rail connections. For the Wooster Square neighborhood, the median rent is $1,825 per month, with a typical range of $675 to $4,967.
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Frequently asked questions
Where is Olive & Wooster located, and what is the neighborhood like?
Olive & Wooster is located at 87 Union St in Wooster Square, New Haven, CT. The surrounding area includes multiple restaurants and cafes within 2 miles, such as Cedarhurst Cafe, Frank Pepe Pizzeria Napoletana, and G Cafe Bakery.
What is the average rent in New Haven, CT?
Based on the latest Zillow data, the median rent across all unit types in the Wooster Square neighborhood of New Haven is currently $1,825 per month. Prices vary by neighborhood, floor plan, and building amenities.
What schools are assigned to Olive & Wooster?
The schools assigned to Olive & Wooster include East Rock Community Magnet School and Wilbur Cross High School.
What are the grocery stores and everyday shopping options near Olive & Wooster?
Olive & Wooster is located near 5 grocery stores, including Elm City Market (0.2 miles) and CitySeed Farmers' Market - Wooster Square (0.3 miles). Additional shopping options, including IKEA, are approximately 0.5 miles away.
What is the minimum and maximum rent for Olive & Wooster?
The total price for an apartment unit in Olive & Wooster ranges from $1,129 to $4,199. The total price will vary by floor plan, unit size, and unit amenities.
