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!
Special offer
Expires August 31, 2026
Apartment building
1-4 beds
Pet-friendly
Available units
This listing now includes required monthly fees in the total monthly price.
Unit , sortable column | Sqft, sortable column | Available, sortable column | Total monthly price, sorted ascending | |
|---|---|---|---|---|
 Unit 251W-D 4 bd, 3 ba | 347 | Now | $1,050 | |
 Unit 447W-B 4 bd, 4 ba | 381 | Now | $1,101 | |
Unit 343W-B 4 bd, 4 ba | 381 | Now | $1,213 | |
 Unit 519E 1 bd, 1 ba | 631 | Aug 14 | $2,046 | |
Unit 265E 1 bd, 1 ba | 631 | Sep 12 | $2,364 | |
Unit 208E 1 bd, 1 ba | 631 | Sep 14 | $2,364 | |
Unit 327W 1 bd, 1 ba | 631 | Sep 14 | $2,369 | |
 Unit 559E 1 bd, 1 ba | 709 | Aug 22 | $2,649 | |
 Unit 267E 2 bd, 2 ba | 967 | Sep 14 | $2,881 | |
Unit 433W 2 bd, 2 ba | 967 | Sep 14 | $2,911 | |
Unit 613E 2 bd, 2 ba | 967 | Aug 22 | $2,936 | |
 Unit 218E 3 bd, 3 ba | 1,513 | Now | $4,245 | |
 Unit 107E 3 bd, 2.5 ba | 1,849 | Aug 29 | $5,205 | |
 Unit 351W 4 bd, 3 ba | 1,386 | Aug 26 | $5,508 |
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.
Expansive windowsIn-unit laundry
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
Accessibility
- Disabled Access
Other
- Swimming Pool: Private Pool Access
Outdoor common areas
- Rooftop Deck
Services & facilities
- Bicycle Storage: Bike Storage & Bike Repair
View description
- Courtyard View
- Pool View
Unit Features
Other
- 3 Rd Floor Premium
- 4 Th Floor Premium
- 5 Th Floor Premium
- 6 Th Floor Premium
- Double Closet
- En Suite Bathroom
- High Ceilings
- Internet
- Largest Bedroom
- Patio Balcony: Wrap Around Balcony
- Private Entry Premium
- Private Pool Access
- Terrace Level
- Union Street
- Walk In Closet
- Whit Facing
Policies
Utilities included in rent
- Internet
Pet essentials
- Small dogsAllowed
- CatsAllowed
- Large dogsLarge dogs are not allowed
Special Features
- 3 Rd Floor Premium
- 4 Th Floor Premium
- 5 Th Floor Premium
- 6 Th 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
Walk, Transit & Bike Scores
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 miles3/10
GreatSchools® Rating
Test Score Rating
2/10Student Progress Rating
3/10Wilbur Cross High School
Grades 9-12 • 1.7 miles1/10
GreatSchools® Rating
College Readiness Rating
1/10Nearby apartments for rent
Listing order may reflect relevance, quality, and paid promotion.
Similar apartments for rent
Frequently asked questions
What is the walk score of Olive & Wooster?
Olive & Wooster has a walk score of 91, it's a walker's paradise.
What is the transit score of Olive & Wooster?
Olive & Wooster has a transit score of 77, it has excellent transit.
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 neighborhood is Olive & Wooster in?
Olive & Wooster is in the Wooster Square neighborhood in New Haven, CT.
What are Olive & Wooster's policies on pets?
Large dogs are not allowed.
There are 8+ floor plans availableWith 156% more variety than properties in the area, you're sure to find a place that fits your lifestyle.
