Picture Yourself in our Luxury Apartments

Olive and Wooster’s Studio to 4-bedroom apartment homes feature all the creature comforts you desire. Conveniently located within walking distance of downtown New Haven, the Yale New Haven Hospitals, Wooster Square, Yale University, and the New Haven-State Street Shore Line CT Rail station, Olive & Wooster is your sanctuary in the middle of it all. Just a short walk to approximately 1,000,000 SF of Biotech & Bioscience Lab Space.

Olive & Wooster’s Union Street entrance is located at the intersection of Fair Street and Union Street. This entrance is where our on-site management team offices are located, and it is just a short walk to downtown or the New Haven-State Street Shore Line East CT Rail station. Across the street from this entrance is the Union Street Dog Park!

Restaurants and good times are just steps from your new home. Retail tenant announcements expected summer 2022.

Above Olive & Wooster’s 8,000 square feet of retail (and the intersection that bares our name – Olive & Wooster) sits a mix of unit types with iconic views of Wooster Square from the many balconies facing east down Wooster Street.

We are living for this refreshing #NewHaven air, while enjoying the surrounding parks near our luxury homes. We cannot wait for you to know the true meaning of “being on cloud nine” while living at Olive & Wooster!

Want a different place to study? The Library is just a few blocks away.

New Haven’s historical Wooster Square Park.

The dog park is just across the street from the Union Street entrance. Take your furry friend on fun leisurely walk, and breath-in that New Haven air!

Townhouses and select units have the luxury of direct access to the pool courtyard right out your back door! Resident Pool deck with lounge chairs and cabana-esque shades when you need a break from the sun. The pool deck is surrounded by well-appointed landscaping to provide a spa-like escape for Olive & Wooster residents.

Your New Haven oasis awaits! Select units offer pool views to help make your future home at Olive & Wooster a resort-like escape. During the winter months, come down and enjoy our resident grills under the pergola or a glass of wine by the fire pit. Townhouses and select units have the luxury of direct access to the pool courtyard right out your back door!

When you’re ready to take a break from the pool, residents can relax by the fire-pit or enjoy outdoor dining and grilling in the outdoor lounge spaces.

When you’re ready to take a break from the pool, residents can relax by the firepit or enjoy outdoor dining and grilling in the outdoor lounge spaces. Townhouse residents have direct access to the Pool Deck from their upper-floor private courtyard patios.

When you’re ready to take a break from the pool, residents can relax by the fire-pit or enjoy outdoor dining and grilling in the outdoor lounge spaces.

Our state-of-the-art fitness center features weight-lifting and cardio equipment. Multiple squat racks, barbells, and cardio equipment mean that you can get in the best workout for your lifestyle.

Get active in our Fitness Center, from running to weight lifting, the fitness center has everything you need for your active lifestyle.

Taking "Home-Gym" to an entire new level. We take pride in providing you with the best possible fitness equipment to fit your lifestyle.

A quiet and peaceful place for you to lay your head at night is what you deserve. From natural light to sweet dreams, all can be accomplished in your sleep space.
* Decorations not included in furniture package.

A quiet and peaceful place for you to lay your head at night is what you deserve. From natural light to sweet dreams, all can be accomplished in your sleep space.
* Decorations not included in furniture package.

With soft-close shaker cabinets, GE appliances, beautiful quartz countertops and ample space, you’ll be whipping up your own New Haven pizzas in no time.
* Decorations not included in furniture package.

With soft-close shaker cabinets, GE appliances, beautiful quartz countertops and ample space, you’ll be whipping up your own New Haven pizzas in no time.
* Decorations not included in furniture package.

With soft-close shaker cabinets, GE appliances, beautiful quartz countertops and ample space, you’ll be whipping up your own New Haven pizzas in no time.
* Decorations not included in furniture package.

Expansive windows and soaring ceilings are the crown jewel of your new home, be prepared to host in your expansive living room and kitchen space.
* Decorations not included in furniture package.

Enjoy a space that is open and inviting. In this space, feel like you are not confined, entering a space that has a light, with easy movement from the kitchen to the living room area no matter how many are present.
* Decorations not included in furniture package.

Enjoy a space that is open and inviting. In this space, feel like you are not confined, entering a space that has a light, with easy movement from the kitchen to the living room area no matter how many are present.
* Decorations not included in furniture package.

Having privacy can be a game-changer, our studios come with beautiful finishes and a great view.

6 Beautiful windows with an open outdoor view of the sports courtyard.

Our studio features hardwood floors and a fantastic view.

A quiet and peaceful place for you to lay your head at night is what you deserve. From natural light to sweet dreams, all can be accomplished in your sleep space.
* Decorations not included in furniture package.

A quiet and peaceful place for you to lay your head at night is what you deserve. From natural light to sweet dreams, all can be accomplished in your sleep space.
* Decorations not included in furniture package.

Privacy and space. Those are the words that come to mind when you lay eyes on our expansive, yet elegant, bathroom area.
* Decorations not included in furniture package.

* Decorations not included in furniture package.

Blue State Coffee and Yorkside Pizza along York Street near Yale University.

Arethusa Farm Dairy and Union League Café in downtown New Haven along Chapel Street.

Sally’s Apizza is located just across the street, at our namesake corner of Olive & Wooster.

Dare to compare Sally’s and Pepe’s pizza? Take a short stroll down Wooster Street and choose your favorite pizza parlor.

If you thought Olive & Wooster could not get any sweeter, try Libby’s Italian Pastry Shop which is a short stroll from New Haven’s newest humble abode.

Settle your cravings at the intersection of Orange Street and Center Street. When the arepas cravings hit, enjoy Somos any day of the week.