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Olive & Wooster is highly rated with an 8.1 overall score, indicating its appeal to renters. It combines competitive pricing, excellent amenities, and a prime location, offering exceptional convenience to schools, parks, and dining options. The property features a contemporary style with modern kitchens, fitness facilities, and pools while promoting fitness wellness and environmental sustainability.
Things you’ll love
Middle school nearbyHigh school nearbyMore spaceGreat for
Work-from-home
Pet owners
Eco living| S4 | Studio | 1 bath | 605 sqft | $2,378 /mo | 1 unit available | The S4 studio floor plan offers 605 square feet of well-designed space with standout features throughout. This studio includes a private sleeping alcove, an extended living and dining area, and a stylish kitchen with an island—perfect for cooking, dining, or entertaining. In-unit laundry adds everyday convenience, while the open layout and modern finishes make the S4 a smart, comfortable place to call home. | |
| A1 | 1 bed | 1 bath | 631 sqft | $2,201–$2,246 /mo | 3 units available | The A1 floor plan is a thoughtfully designed 1 bedroom, 1 bathroom home offering 631 square feet of stylish living space. Enjoy a private patio that extends your living area outdoors, paired with an open, modern kitchen ideal for both everyday living and entertaining. The spacious bedroom includes a walk-in closet, while in-unit laundry adds everyday convenience. Tons of natural light pour in through expansive windows, showcasing high-end finishes throughout for a bright, elevated living experience. | |
| A1-A | 1 bed | 1 bath | 631 sqft | $2,920–$3,080 /mo | 2 units available | The A1-A floor plan is a thoughtfully designed 1 bedroom, 1 bathroom home offering 631 square feet of stylish living space. Enjoy a private patio that extends your living area outdoors, paired with an open, modern kitchen ideal for both everyday living and entertaining. The spacious bedroom includes a walk-in closet, while in-unit laundry adds everyday convenience. Tons of natural light pour in through expansive windows, showcasing high-end finishes throughout for a bright, elevated living experience. | |
| B1 | 2 bed | 2 bath | 967 sqft | $3,445–$3,455 /mo | 3 units available | The B1 floor plan offers 967 square feet of open, inviting living. The modern kitchen flows naturally into the living and dining areas, creating a seamless space for relaxing or entertaining. Two spacious bedrooms, including a primary suite with a walk-in closet, provide privacy and comfort, while in-unit laundry keeps daily life easy. Sunlight pours through expansive windows and onto your private patio, highlighting high-end finishes and giving the home a bright, airy, and effortlessly refined feel. | |
| B2 | 2 bed | 2 bath | 998 sqft | $3,475 /mo | 1 unit available | The B2 floor plan offers 998 square feet of thoughtfully designed living with a seamless, open layout. The modern kitchen flows gracefully into the living and dining areas, creating a sophisticated space for both everyday life and entertaining. Two generously sized bedrooms, including a primary suite with a walk-in closet, provide comfort and privacy, while in-unit laundry adds effortless convenience. Expansive windows fill the home with natural light, highlighting high-end finishes and creating an airy, refined atmosphere throughout. | |
| B1-A | 2 bed | 2 bath | 967 sqft | $3,930 /mo | 1 unit available | The B1-A floor plan offers 967 square feet of open, inviting living. The modern kitchen flows naturally into the living and dining areas, creating a seamless space for relaxing or entertaining. Two spacious bedrooms, including a primary suite with a walk-in closet, provide privacy and comfort, while in-unit laundry keeps daily life easy. Sunlight pours through expansive windows, highlighting high-end finishes and giving the home a bright, airy, and effortlessly refined feel. | |
| C3 | 3 bed | 3 bath | 1,269 sqft | $4,415 /mo | 1 unit available | The C3 floor plan offers 1,269 square feet of thoughtfully designed living with modern, open-concept style. A sleek, chef-inspired kitchen with a breakfast bar flows seamlessly into the living and dining area, perfect for entertaining or relaxing. Three spacious bedrooms with walk-in closets provide privacy and ample storage, complemented by three full bathrooms with contemporary fixtures and finishes. In-unit laundry adds everyday convenience, while a private patio extends your living space outdoors. Expansive windows bathe the home in natural light, highlighting modern finishes and a bright, sophisticated ambiance. | |
| C1 | 3 bed | 3 bath | 1,314 sqft | $4,495 /mo | 1 unit available | The C1 floor plan offers 1,314 square feet of thoughtfully designed living, blending style, comfort, and functionality. A modern kitchen with a breakfast bar flows seamlessly into the living area, while a separate dining space creates the perfect setting for gatherings. Three spacious bedrooms, each with walk-in closets, provide privacy and ample storage, and three full bathrooms ensure convenience for everyone. In-unit laundry adds everyday ease, and a private terrace extends your living space outdoors. Expansive windows fill the home with natural light, highlighting modern finishes throughout and creating a bright, refined atmosphere. | |
| D4 Collective | 4 bed | 4 bath | 369 sqft | $1,459 /mo | 1 unit available | The D4 Collective floor plan offers spacious, modern living. Each personal space measures approximately 369 sq. ft. . The massive, combined living space encompasses all 4 bedrooms and 4 full baths. Designed for both comfort and functionality, each bedroom includes ample closet space, while the open layout provides bright, airy living areas perfect for relaxing or entertaining. The modern kitchen is ideal for cooking and gathering, and in-unit laundry adds convenience to daily life. Rent on a by-bedroom basis, with options A, B, C or D. With thoughtful design and flexible spaces, the D3 floor plan combines contemporary style with the room and amenities you need to feel at home. | |
| D1 | 4 bed | 3 bath | 1,386 sqft | $5,540 /mo | 1 unit available | The D1 offers spacious, modern living with 4 bedrooms and 3 full baths across 1,386 sq. ft. of thoughtfully designed space. The open kitchen features a central island, perfect for cooking, entertaining, or casual dining. Each bedroom includes ample closet space, while in-unit laundry adds convenience to daily living. Designed for comfort and functionality, the D1 floor plan combines modern finishes with a bright, open layout to create a home that fits your lifestyle. |
Let's explore this property.
Apartment Amenities
| 3rd Floor Premium | 4th Floor Premium |
| Air Conditioning | Balcony |
| Ensuite Bathroom | High Ceiling |
| High Ceilings | Terrace Level |
| View | Walk-in Closet |
| Wrap Around Balcony |
Tech
| Internet |
Building
| Cats OK | Dogs OK |
One-time.
One-time. Refundable.
Questions about this property’s policies and fees?
| Units | 427 |
|---|
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!
Showing 8 highest rated
I chose a co-living room when I first moved in, and it was at the same day that I realized that the lifestyle of my roommate didn’t suit me. Thankfully Melissa acted quickly and helped me to resign the lease to move in to another unit within 2 days. This is the kind of efficiency that I’ve never seen in the other apartments I’ve ever lived. I am happy about my current roommates and I enjoy living here; it’s Melissa who made these all happen!!!
Vermil J
Dec 01, 2024
I have been living at Olive and Wooster for over 6 months now and I have to say that I am so happy to be here. I mean, the neighborhood is a dream, we all can attest to that but what makes this place beyond special is Melissa and Anthony in the leasing office. They are both so kind, helpful and so fun to interact with. They both bring joy to my day when I see them and I am confident that they bring joy to a lot of other residents as well :)
Jessica Loya
Jan 23, 2025
We’re sharing just 8 of many, sorted highest to lowest. Visit the Google business profile to view all reviews.
How Olive & Wooster compares to other nearby properties.
Positives
Considerations
Studio apartments at Olive & Wooster cost about 13% more than the average rent price for studios in Downtown New Haven.
1-bedroom apartments here are priced 7% higher than 1-bedrooms in Downtown New Haven.
If you decide to upgrade your space, you can expect 2-bedrooms at Olive & Wooster to be 9% more than the average for similarly sized apartments in Downtown New Haven.
3-bedroom apartments at Olive & Wooster cost about 43% more than the average rent price for 3-bedroom apartments in Downtown New Haven.
4-bedroom apartments at Olive & Wooster cost about 3% more than the average rent price for 4-bedroom apartments in Downtown New Haven.
| Month | Median Rent |
|---|---|
| February 2024 | $1,611 |
| March 2024 | $1,592 |
| April 2024 | $1,708 |
| May 2024 | $1,858 |
| June 2024 | $1,691 |
| July 2024 | $1,728 |
| August 2024 | $1,614 |
| September 2024 | $1,838 |
| October 2024 | $1,879 |
| November 2024 | $1,999 |
| December 2024 | $2,051 |
| January 2025 | $2,074 |
| February 2025 | $2,003 |
| March 2025 | $1,997 |
| April 2025 | $1,992 |
| May 2025 | $1,961 |
| June 2025 | $1,810 |
| July 2025 | $1,720 |
| August 2025 | $1,730 |
| September 2025 | $1,779 |
| October 2025 | $1,747 |
| November 2025 | $1,776 |
| December 2025 | $1,804 |
| January 2026 | $1,714 |
| Month | Median Rent |
|---|---|
| February 2024 | $1,963 |
| March 2024 | $1,827 |
| April 2024 | $2,008 |
| May 2024 | $2,103 |
| June 2024 | $1,975 |
| July 2024 | $2,029 |
| August 2024 | $2,012 |
| September 2024 | $2,086 |
| October 2024 | $2,035 |
| November 2024 | $2,085 |
| December 2024 | $2,130 |
| January 2025 | $2,137 |
| February 2025 | $2,133 |
| March 2025 | $2,143 |
| April 2025 | $2,138 |
| May 2025 | $2,177 |
| June 2025 | $2,066 |
| July 2025 | $1,972 |
| August 2025 | $2,073 |
| September 2025 | $2,176 |
| October 2025 | $2,136 |
| November 2025 | $2,109 |
| December 2025 | $2,100 |
| January 2026 | $2,099 |
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Rent-to-income ratio
30%
$95,120/yr
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1–3 Beds
$2,090–$2,630
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
East Rock • 516 Orange St
1–4 Beds
$1,795–$3,450
The price shown reflects a 12-month lease. Fees may apply.Downtown New Haven • 174 Park St
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$3,600–$4,100
The price shown reflects a 12-month lease. Fees may apply.Dwight • 67 Edgewood Ave
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1–2 Beds
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The price shown reflects a 12-month lease. Fees may apply.835 Mix Ave
1–2 Beds
$1,775–$2,445
The price shown reflects a 12-month lease. Fees may apply.2 Skiff St
Studio–2 Beds
$1,545–$2,295
The price shown reflects a 12-month lease. Fees may apply.East Rock • 575 Whitney Ave
1–3 Beds
$3,000–$3,495
The price shown reflects a 12-month lease. Fees may apply.140 Mill St
1–3 Beds
$2,090–$2,630
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.East Rock • 516 Orange St
1–4 Beds
$1,795–$3,450
The price shown reflects a 12-month lease. Fees may apply.Downtown New Haven • 174 Park St
4 Beds
$3,600–$4,100
The price shown reflects a 12-month lease. Fees may apply.Dwight • 67 Edgewood Ave
7 Beds
$6,100
The price shown reflects a 12-month lease. Fees may apply.905 Mix Ave
1–2 Beds
$1,975–$1,995
The price shown reflects a 12-month lease. Fees may apply.835 Mix Ave
1–2 Beds
$1,775–$2,445
The price shown reflects a 12-month lease. Fees may apply.2 Skiff St
Studio–2 Beds
$1,545–$2,295
The price shown reflects a 12-month lease. Fees may apply.East Rock • 575 Whitney Ave
1–3 Beds
$3,000–$3,495
The price shown reflects a 12-month lease. Fees may apply.
