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Olive & Wooster offers strong overall value with an expert rating of 8.3/10, highlighted by exceptional scores for price, amenities, and location, plus transparent listing details and extensive photos. Contemporary interiors with open layouts, modern kitchens, spacious closets, and amenities like a pool and fitness center are complemented by excellent walkability, abundant nearby restaurants, parks, and transit. The property also stands out for pet-friendly surroundings, sustainability-minded neighborhood features, and conveniences that support both work-from-home and an active lifestyle.
Things you’ll love
Less expensiveMiddle school nearbyHigh school nearbyGreat for
Social life
Work-from-home
Wellness| S3 | Studio | 1 bath | 618 sqft | $2,185 /mo | 1 unit available | The S3 studio floor plan delivers smart design with everyday convenience in 618 square feet. This studio features a comfortable sleeping alcove for added privacy, an open kitchen that flows seamlessly into the living space, and in-unit laundry for ultimate ease. Thoughtfully laid out and finished with modern details, the S3 is perfect for streamlined living without giving up style or functionality. | |
| S6 | Studio | 1 bath | 606 sqft | $2,308–$3,001 /mo | 1 unit available | The S6 studio floor plan offers 606 square feet of thoughtfully designed living space. It features a private sleeping alcove, abundant storage, a modern kitchen with an island, and in-unit laundry for added convenience. Large windows fill the space with natural light, highlighting the open layout and sleek finishes. With smart design and stylish touches throughout, the S6 combines comfort, functionality, and modern living in a spacious studio. | |
| A1 | 1 bed | 1 bath | 631 sqft | $1,948–$3,152 /mo | 2 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 | $2,580–$3,353 /mo | 1 unit 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. | |
| B3 with Den | 2 bed | 2 bath | 1,189 sqft | $3,522–$4,644 /mo | 2 units available | The B3 floor plan offers 1,189 square feet of thoughtfully designed living with a seamless, open layout. The modern kitchen flows naturally into the living and dining areas, creating an elegant space for both daily life and entertaining. Two spacious bedrooms, including a primary suite with a walk-in closet, provide comfort and privacy, while an additional den adds flexible space for a home office, reading nook, or creative corner. In-unit laundry enhances convenience, and expansive windows fill the home with natural light, highlighting high-end finishes and a bright, refined atmosphere throughout. | |
| C3 | 3 bed | 3 bath | 1,269 sqft | $3,951–$5,137 /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. | |
| C2 with Den | 3 bed | 3 bath | 1,513 sqft | $4,276–$5,559 /mo | 1 unit available | The C2 With Den floor plan defines modern, elevated living across 1,513 square feet of impeccably designed space. A sleek, chef-inspired kitchen with a breakfast bar, premium countertops, and high-end appliances flows seamlessly into the open living and dining area, perfect for entertaining or relaxing in style. Three expansive bedrooms, each with spacious closets, are complemented by bathrooms featuring contemporary fixtures and refined finishes. A versatile den provides space for a home office, creative studio, or personal sanctuary. Expansive windows bathe the home in natural light, accentuating clean architectural lines, luxurious finishes, and a bright, sophisticated ambiance that elevates everyday living. | |
| C5 Townhouse | 3 bed | 2.5 bath | 1,849 sqft | $5,176–$6,729 /mo | 1 unit available | Experience the spacious elegance of the C5 Townhouse, spread across two thoughtfully designed floors with 1,849 sq. ft. of modern living space. Step into a generous foyer that leads to an open-concept main level featuring a modern kitchen with a breakfast bar, a pantry for ample storage, and a cozy fireplace for relaxing evenings. Enjoy in-unit laundry for convenience and step outside to your private patio, perfect for entertaining or unwinding. Designed for comfort, style, and functionality, the C5 Townhouse offers the perfect balance of contemporary living and welcoming charm. | |
| D2 Co-Living | 4 bed | 4 bath | 381 sqft | $1,176–$1,609 /mo | 4 units available | The D2 Co-Living offers spacious, modern living. Each personal space measures approximately 381 sq. ft. with a combined living area of 1,523 sq. ft., encompassing 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 D2 floor plan combines contemporary style with the room and amenities you need to feel at home. | |
| D5 Co-Living | 4 bed | 4 bath | 405 sqft | $1,451–$1,741 /mo | 1 unit available | The D5 Co-Living floor plan offers spacious, modern living. Each private space is about 405 square feet and comes with its own full bath and plenty of closet space. The oversized shared living area connects all four bedrooms, creating the perfect space to host or relax. A sleek kitchen, in-unit laundry, and bright open layout keep things easy and comfortable. Rent by the bedroom (A, B, C, or D) and enjoy a flexible setup that feels like home—without sacrificing space or style. |
Let's explore this property.
Apartment Amenities
| 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 | 428 |
|---|
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 7% more than the average rent price for studios in Downtown New Haven.
1-bedroom apartments here are priced 0% 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 2% more than the average for similarly sized apartments in Downtown New Haven.
3-bedroom apartments at Olive & Wooster cost about 42% more than the average rent price for 3-bedroom apartments in Downtown New Haven.
4-bedroom apartments at Olive & Wooster cost about 47% less than the average rent price for 4-bedroom apartments in Downtown New Haven.
| Month | Median Rent |
|---|---|
| May 2024 | $1,855 |
| 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 |
| February 2026 | $1,780 |
| March 2026 | $1,710 |
| April 2026 | $1,724 |
| May 2026 | $1,748 |
| Month | Median Rent |
|---|---|
| May 2024 | $2,105 |
| 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 |
| February 2026 | $2,142 |
| March 2026 | $2,126 |
| April 2026 | $2,112 |
| May 2026 | $2,122 |
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Bedrooms
Rent-to-income ratio
30%
$89,860/yr
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1–3 Beds
$2,259–$2,589
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
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Studio
$1,445–$1,550
The price shown reflects a 12-month lease. Fees may apply.Wooster Square - Mill River • 940 State St #3
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$2,250
The price shown reflects a 12-month lease. Fees may apply.
Dwight • 131 Howe St
Studio
$1,400
The price shown reflects a 12-month lease. Fees may apply.West Rock • 25 Springside Ave
2–3 Beds
$1,595–$1,895
The price shown reflects a 12-month lease. Fees may apply.East Rock • 516 Orange St
1–3 Beds
$2,095–$3,150
The price shown reflects a 12-month lease. Fees may apply.Dwight • 133 Howe St
1 Bed
$1,895
The price shown reflects a 12-month lease. Fees may apply.23 Maiden Ln
2 Beds
$2,500–$2,825
The price shown reflects a 12-month lease. Fees may apply.140 Mill St
1–3 Beds
$2,259–$2,589
The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.Dwight • 100 Howe St
Studio
$1,445–$1,550
The price shown reflects a 12-month lease. Fees may apply.Wooster Square - Mill River • 940 State St #3
2 Beds
$2,250
The price shown reflects a 12-month lease. Fees may apply.Dwight • 131 Howe St
Studio
$1,400
The price shown reflects a 12-month lease. Fees may apply.West Rock • 25 Springside Ave
2–3 Beds
$1,595–$1,895
The price shown reflects a 12-month lease. Fees may apply.East Rock • 516 Orange St
1–3 Beds
$2,095–$3,150
The price shown reflects a 12-month lease. Fees may apply.Dwight • 133 Howe St
1 Bed
$1,895
The price shown reflects a 12-month lease. Fees may apply.23 Maiden Ln
2 Beds
$2,500–$2,825
The price shown reflects a 12-month lease. Fees may apply.
