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- Studio–4 Bedrooms
- $1,250-$5,455Plus Fees12 Month Lease Term
- 347–1,513Square Feet
Rent Specials
LOVE Where You Live!~~Rent Special - 2.5 months free on select apartments! Call for details!
About Olive & Wooster
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!
Olive & Wooster is located in the Downtown New Haven Neighborhood and 06511 Zip code of New Haven, CT. This community is professionally managed by Rose Valley Management
Unique Features and Amenities
- 3rd floor premium
- 4th floor premium
- 5th Floor Premium
- 6th Floor Premium
- Accessible - ADA
- Bike Storage & Bike Repair
- Courtyard View
- Double Closet
- En Suite Bathroom
- Internet
- Large Wrap Around Balcony
- Largest Bedroom
- Olive Street
- Pool view
- Private Entry Premium
- Private Pool Access
- Roof Top Deck
- Terrace Level
- Union Street
- Whit Facing
- Wrap Around Balcony
Property Contact Info

Floorplan Pricing and Availability
Olive & Wooster offers Studio to 4 Bedroom apartments starting from $1,250 and having 347–1,513 sq ft. Here is the current pricing and availability:
New! Interactive Property Map
Studio
Floorplan S4
From $2,245
Studio, 1 Bath, 605 sq ftPlus FeesAvailable Apr 14Model Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft Deposit View Details $2,255 April 14, 2026 532W 605 $2,240 $2,245 July 14, 2026 426W 605 Model Amenities and Features
Features
- Balcony
Model Lease Information
Model Price Range
- $2,245 - $2,255
Deposit
- $2,240 deposit
Unit 532W Amenities and Features
Unique Features
- 5th floor Premium
- Courtyard View
- Walk In Closet
Unit 532W Lease Information
Unit Price
- $2,255
View Details and Rent EstimateDeposit
- $2,240 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $2,245 - $2,255Plus Fees
Unit 426W Amenities and Features
Unique Features
- 4th floor Premium
- Courtyard View
- Walk In Closet
Unit 426W Lease Information
Unit Price
- $2,245
View Details and Rent EstimateDeposit
- $2,240 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $2,245 - $2,255Plus Fees
Apartment Model: S4From $2,245Studio, 1 Bath, 605 sq ftAvailable April 14, 2026FloorplansPhotos![]()
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S4 - Floorplan 11 Apartment Unit: 532WApartment Model: S4$2,255Studio, 1 Bath, 605 sq ftAvailable April 14, 2026Apartment Unit: 426WApartment Model: S4$2,245Studio, 1 Bath, 605 sq ftAvailable July 14, 20261 Bedroom
Floorplan A1
From $2,400
1 Bed, 1 Bath, 631 sq ftPlus FeesAvailable NowCheapest 1 BedroomThis is the cheapest 1 Bedroom at this PropertyModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft Deposit View Details $2,485 Available Now 606E 631 $2,410 Available Now 208E 631 $2,375 $2,415 Available Now 321E 631 $2,375 Model Amenities and Features
Features
- Balcony
Model Lease Information
Model Price Range
- $2,400 - $2,485
Current Available Pricing
- $2,410 - $2,485 Plus Fees
Deposit
- $2,400 deposit
Unit 606E Amenities and Features
Unique Features
- 6th Floor Premium
- Pool View
- Walk In Closet
Unit 606E Lease Information
Unit Price
- $2,485
View Details and Rent EstimateDeposit
- $2,400 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $2,400 - $2,485Plus Fees
Unit 208E Amenities and Features
Unique Features
- Terrace Level
- Walk In Closet
Unit 208E Lease Information
Unit Price
- $2,410
View Details and Rent EstimateDeposit
- $2,375 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $2,400 - $2,485Plus Fees
Unit 321E Amenities and Features
Unique Features
- 3rd floor Premium
- Walk In Closet
- Whit Facing
Unit 321E Lease Information
Unit Price
- $2,415
View Details and Rent EstimateDeposit
- $2,375 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $2,400 - $2,485Plus Fees
Apartment Model: A1From $2,4001 Bedroom, 1 Bath, 631 sq ftAvailable NowFloorplansPhotos![]()
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A1 - Floorplan 11 Apartment Unit: 606EApartment Model: A1$2,4851 Bedroom, 1 Bath, 631 sq ftAvailable NowApartment Unit: 208EApartment Model: A1$2,4101 Bedroom, 1 Bath, 631 sq ftAvailable NowApartment Unit: 321EApartment Model: A1$2,4151 Bedroom, 1 Bath, 631 sq ftAvailable NowA1-A
From $2,655
1 Bed, 1 Bath, 631 sq ftPlus FeesAvailable NowModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft View Details $2,655 Available Now 102W 631 $2,665 Available Now 103W 631 Model Amenities and Features
Features
- Balcony
Model Lease Information
Model Price Range
- $2,655 - $2,665
Unit 102W Amenities and Features
Living Space
- High Ceilings
Unique Features
- Accessible - ADA
- Private Entry Premium
- Walk In Closet
Unit 102W Lease Information
Unit Price
- $2,655
View Details and Rent EstimateUnit Description
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.
Model Lease Information
Model Price Range
- $2,655 - $2,665Plus Fees
Unit 103W Amenities and Features
Living Space
- High Ceilings
Unique Features
- Private Entry Premium
- Walk In Closet
Unit 103W Lease Information
Unit Price
- $2,665
View Details and Rent EstimateUnit Description
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.
Model Lease Information
Model Price Range
- $2,655 - $2,665Plus Fees
Apartment Model: A1-AFrom $2,6551 Bedroom, 1 Bath, 631 sq ftAvailable NowFloorplansPhotos![]()
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A1-A - Floorplan 11 Apartment Unit: 102WApartment Model: A1-A$2,6551 Bedroom, 1 Bath, 631 sq ftAvailable NowApartment Unit: 103WApartment Model: A1-A$2,6651 Bedroom, 1 Bath, 631 sq ftAvailable NowFloorplan A5
$2,515
1 Bed, 1 Bath, 616 sq ftPlus FeesAvailable Mar 26Model Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft $2,515 March 26, 2026 556W 616 Unit 556W Amenities and Features
Unique Features
- 5th floor Premium
- Courtyard View
Unit 556W Lease Information
Unit Price
- $2,515
View Details and Rent EstimateUnit Description
The A5 floor plan presents 616 square feet of elegantly designed living space with a seamless, open layout. The modern kitchen flows effortlessly into the living area, ideal for both quiet mornings and sophisticated entertaining. The spacious bedroom features a walk-in closet, while in-unit laundry adds effortless convenience. Expansive windows fill the home with natural light, highlighting the high-end finishes and creating a serene, elevated atmosphere.
Model Lease Information
Price
- $2,515Plus Fees
Apartment Model: A5$2,5151 Bedroom, 1 Bath, 616 sq ftAvailable March 26, 2026FloorplansPhotos![]()
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A5 - Floorplan 11 Apartment Unit: 556WApartment Model: A5$2,5151 Bedroom, 1 Bath, 616 sq ftAvailable March 26, 20262 Bedrooms
Floorplan B1
From $2,955
2 Beds, 2 Baths, 967 sq ftPlus FeesAvailable NowCheapest 2 BedroomThis is the cheapest 2 Bedroom at this PropertyModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft Deposit View Details $2,955 Available Now 233W 967 $2,950 $3,160 Available Now 267E 967 $3,200 Available Now 533W 967 Model Amenities and Features
Features
- Balcony
Model Lease Information
Model Price Range
- $2,955 - $3,200
Deposit
- $2,950 deposit
Unit 233W Amenities and Features
Unique Features
- Walk In Closet
- Whit Facing
Unit 233W Lease Information
Unit Price
- $2,955
View Details and Rent EstimateDeposit
- $2,950 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $2,955 - $3,200Plus Fees
Unit 267E Amenities and Features
Unique Features
- Terrace Level
- Walk In Closet
Unit 267E Lease Information
Unit Price
- $3,160
View Details and Rent EstimateDeposit
- $2,950 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $2,955 - $3,200Plus Fees
Unit 533W Amenities and Features
Unique Features
- 5th floor Premium
- Walk In Closet
Unit 533W Lease Information
Unit Price
- $3,200
View Details and Rent EstimateDeposit
- $2,950 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $2,955 - $3,200Plus Fees
Apartment Model: B1From $2,9552 Bedroom, 2 Bath, 967 sq ftAvailable NowFloorplansPhotos![]()
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B1 - Floorplan 11 Apartment Unit: 233WApartment Model: B1$2,9552 Bedroom, 2 Bath, 967 sq ftAvailable NowApartment Unit: 267EApartment Model: B1$3,1602 Bedroom, 2 Bath, 967 sq ftAvailable NowApartment Unit: 533WApartment Model: B1$3,2002 Bedroom, 2 Bath, 967 sq ftAvailable NowB1-A
From $3,305
2 Beds, 2 Baths, 967 sq ftPlus FeesAvailable NowModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft Deposit View Details $3,305 Available Now 104W 967 $3,300 $3,505 July 14, 2026 105W 967 Model Amenities and Features
Features
- Balcony
Model Lease Information
Model Price Range
- $3,305 - $3,505
Deposit
- $3,300 deposit
Unit 104W Amenities and Features
Living Space
- High Ceilings
Unique Features
- Private Entry Premium
- Walk In Closet
Unit 104W Lease Information
Unit Price
- $3,305
View Details and Rent EstimateDeposit
- $3,300 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $3,305 - $3,505Plus Fees
Unit 105W Amenities and Features
Living Space
- High Ceilings
Unique Features
- Private Entry Premium
- Walk In Closet
Unit 105W Lease Information
Unit Price
- $3,505
View Details and Rent EstimateDeposit
- $3,300 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $3,305 - $3,505Plus Fees
Apartment Model: B1-AFrom $3,3052 Bedroom, 2 Bath, 967 sq ftAvailable NowFloorplansPhotos![]()
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B1-A - Floorplan 11 Apartment Unit: 104WApartment Model: B1-A$3,3052 Bedroom, 2 Bath, 967 sq ftAvailable NowApartment Unit: 105WApartment Model: B1-A$3,5052 Bedroom, 2 Bath, 967 sq ftAvailable July 14, 2026Floorplan B2
$3,355
2 Beds, 2 Baths, 998 sq ftPlus FeesAvailable NowLargest 2 BedroomThis is the largest 2 Bedroom at this PropertyModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft Deposit $3,355 Available Now 312E 998 $3,350 Unit 312E Amenities and Features
Unique Features
- 3rd floor Premium
- Pool View
- Walk In Closet
Unit 312E Lease Information
Unit Price
- $3,355
View Details and Rent EstimateDeposit
- $3,350 deposit
Unit Description
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.
Model Lease Information
Price
- $3,355Plus Fees
Apartment Model: B2$3,3552 Bedroom, 2 Bath, 998 sq ftAvailable NowFloorplansPhotos![]()
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B2 - Floorplan 11 Apartment Unit: 312EApartment Model: B2$3,3552 Bedroom, 2 Bath, 998 sq ftAvailable Now3 Bedrooms
Floorplan C3
From $4,280
3 Beds, 3 Baths, 1269 sq ftPlus FeesAvailable NowModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft View Details $4,280 Available Now 411E 1269 $4,290 July 14, 2026 311E 1269 Model Amenities and Features
Features
- Balcony
Model Lease Information
Model Price Range
- $4,280 - $4,290
Unit 411E Amenities and Features
Unique Features
- Olive Street
- Walk In Closet
Unit 411E Lease Information
Unit Price
- $4,280
View Details and Rent EstimateUnit Description
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.
Model Lease Information
Model Price Range
- $4,280 - $4,290Plus Fees
Unit 311E Amenities and Features
Unique Features
- 3rd floor Premium
- Olive Street
- Walk In Closet
Unit 311E Lease Information
Unit Price
- $4,290
View Details and Rent EstimateUnit Description
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.
Model Lease Information
Model Price Range
- $4,280 - $4,290Plus Fees
Apartment Model: C3From $4,2803 Bedroom, 3 Bath, 1269 sq ftAvailable NowFloorplansPhotos![]()
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C3 - Floorplan 11 Apartment Unit: 411EApartment Model: C3$4,2803 Bedroom, 3 Bath, 1269 sq ftAvailable NowApartment Unit: 311EApartment Model: C3$4,2903 Bedroom, 3 Bath, 1269 sq ftAvailable July 14, 2026Floorplan C1
From $4,280
3 Beds, 3 Baths, 1314 sq ftPlus FeesAvailable NowModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft Deposit View Details $4,280 Available Now 201E 1314 $4,275 $4,290 April 24, 2026 301E 1314 Model Amenities and Features
Features
- Balcony
Model Lease Information
Model Price Range
- $4,280 - $4,290
Deposit
- $4,275 deposit
Unit 201E Amenities and Features
Unique Features
- Large Wrap Around Balcony
- Olive Street
- Walk In Closet
Unit 201E Lease Information
Unit Price
- $4,280
View Details and Rent EstimateDeposit
- $4,275 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $4,280 - $4,290Plus Fees
Unit 301E Amenities and Features
Unique Features
- 3rd floor Premium
- Olive Street
- Walk In Closet
- Wrap Around Balcony
Unit 301E Lease Information
Unit Price
- $4,290
View Details and Rent EstimateDeposit
- $4,275 deposit
Unit Description
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.
Model Lease Information
Model Price Range
- $4,280 - $4,290Plus Fees
Apartment Model: C1From $4,2803 Bedroom, 3 Bath, 1314 sq ftAvailable NowFloorplansPhotos![]()
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C1 - Floorplan 11 Apartment Unit: 201EApartment Model: C1$4,2803 Bedroom, 3 Bath, 1314 sq ftAvailable NowApartment Unit: 301EApartment Model: C1$4,2903 Bedroom, 3 Bath, 1314 sq ftAvailable April 24, 2026C2 with Den
$4,605
3 Beds, 3 Baths, 1513 sq ftPlus FeesAvailable NowLargest 3 BedroomThis is the largest 3 Bedroom at this PropertyModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft $4,605 Available Now 418E 1513 Unit 418E Amenities and Features
Unique Features
- 4th floor Premium
- Double Closet
- Pool View
- Walk In Closet
- Wrap Around Balcony
Unit 418E Lease Information
Unit Price
- $4,605
View Details and Rent EstimateUnit Description
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.
Model Lease Information
Price
- $4,605Plus Fees
Apartment Model: C2 with Den$4,6053 Bedroom, 3 Bath, 1513 sq ftAvailable NowFloorplansPhotos![]()
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C2 with Den - Floorplan 11 Apartment Unit: 418EApartment Model: C2 with Den$4,6053 Bedroom, 3 Bath, 1513 sq ftAvailable Now4 Bedrooms
D2 Collective
From $1,250
4 Beds, 4 Baths, 381 sq ftPlus FeesAvailable NowCheapest 4 BedroomThis is the cheapest 4 Bedroom at this PropertyModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft Deposit View Details $1,405 Available Now 244W-D 381 $1,370 Available Now 345W-D 381 $1,425 Available Now 444W-A 381 $1,400 Model Amenities and Features
Features
- Balcony
Model Lease Information
Model Price Range
- $1,250 - $1,450
Current Available Pricing
- $1,370 - $1,425 Plus Fees
Deposit
- $1,475 deposit
Unit 244W-D Amenities and Features
Unique Features
- Courtyard View
- En Suite Bathroom
- Internet
- Largest Bedroom
Unit 244W-D Lease Information
Unit Price
- $1,405
View Details and Rent EstimateDeposit
- $1,475 deposit
Unit Description
The D2 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.
Model Lease Information
Model Price Range
- $1,250 - $1,450Plus Fees
Unit 345W-D Amenities and Features
Unique Features
- 3rd floor Premium
- En Suite Bathroom
- Internet
- Largest Bedroom
- Union Street
Unit 345W-D Lease Information
Unit Price
- $1,370
View Details and Rent EstimateDeposit
- $1,475 deposit
Unit Description
The D2 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.
Model Lease Information
Model Price Range
- $1,250 - $1,450Plus Fees
Unit 444W-A Amenities and Features
Unique Features
- 4th floor Premium
- Courtyard View
- En Suite Bathroom
- Internet
- Largest Bedroom
Unit 444W-A Lease Information
Unit Price
- $1,425
View Details and Rent EstimateDeposit
- $1,400 deposit
Unit Description
The D2 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.
Model Lease Information
Model Price Range
- $1,250 - $1,450Plus Fees
Apartment Model: D2 CollectiveFrom $1,2504 Bedroom, 4 Bath, 381 sq ftAvailable NowFloorplansPhotos![]()
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D2 Collective - Floorplan 14 Apartment Unit: 244W-DApartment Model: D2 Collective$1,4054 Bedroom, 4 Bath, 381 sq ftAvailable NowApartment Unit: 345W-DApartment Model: D2 Collective$1,3704 Bedroom, 4 Bath, 381 sq ftAvailable NowApartment Unit: 444W-AApartment Model: D2 Collective$1,4254 Bedroom, 4 Bath, 381 sq ftAvailable NowD1 Collective
$1,275
4 Beds, 3 Baths, 347 sq ftPlus FeesAvailable NowModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft $1,275 Available Now 251W-D 347 Unit 251W-D Amenities and Features
Unique Features
- Internet
- Largest Bedroom
Unit 251W-D Lease Information
Unit Price
- $1,275
View Details and Rent EstimateUnit Description
The D1 Collective offers spacious, modern living with 4 bedrooms and 3 full baths. Each bedroom measures approximately 347 sq. ft., with the entire apartment sharing 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. Flexible leasing options make this home ideal for any lifestyle. Rent on a by-bedroom basis, with options A, B, C or D. 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.
Model Lease Information
Price
- $1,275Plus Fees
Apartment Model: D1 Collective$1,2754 Bedroom, 3 Bath, 347 sq ftAvailable NowFloorplansPhotos![]()
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D1 Collective - Floorplan 14 Apartment Unit: 251W-DApartment Model: D1 Collective$1,2754 Bedroom, 3 Bath, 347 sq ftAvailable NowD4 Collective
$1,480
4 Beds, 4 Baths, 369 sq ftPlus FeesAvailable NowModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft $1,480 Available Now 249W-D 369 Unit 249W-D Amenities and Features
Unique Features
- Double Closet
- En Suite Bathroom
- Internet
- Largest Bedroom
- Union Street
- Wrap Around Balcony
Unit 249W-D Lease Information
Unit Price
- $1,480
View Details and Rent EstimateUnit Description
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.
Model Lease Information
Price
- $1,480Plus Fees
Apartment Model: D4 Collective$1,4804 Bedroom, 4 Bath, 369 sq ftAvailable NowFloorplansPhotos![]()
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D4 Collective - Floorplan 14 Apartment Unit: 249W-DApartment Model: D4 Collective$1,4804 Bedroom, 4 Bath, 369 sq ftAvailable NowD5 Collective
$1,560
4 Beds, 4 Baths, 405 sq ftPlus FeesAvailable NowModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft Deposit $1,560 Available Now 648W-A 405 $1,339 Unit 648W-A Amenities and Features
Unique Features
- 6th Floor Premium
- Courtyard View
- En Suite Bathroom
- Internet
- Largest Bedroom
- Walk In Closet
Unit 648W-A Lease Information
Unit Price
- $1,560
View Details and Rent EstimateDeposit
- $1,339 deposit
Unit Description
The D5 Collective 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.
Model Lease Information
Price
- $1,560Plus Fees
Apartment Model: D5 Collective$1,5604 Bedroom, 4 Bath, 405 sq ftAvailable NowFloorplansPhotos![]()
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D5 Collective - Floorplan 14 Apartment Unit: 648W-AApartment Model: D5 Collective$1,5604 Bedroom, 4 Bath, 405 sq ftAvailable NowFloorplan D1
$5,455
4 Beds, 3 Baths, 1386 sq ftPlus FeesAvailable NowLargest 4 BedroomThis is the largest 4 Bedroom at this PropertyModel Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft Deposit $5,455 Available Now 651W 1386 $5,450 Unit 651W Amenities and Features
Unique Features
- 6th Floor Premium
Unit 651W Lease Information
Unit Price
- $5,455
View Details and Rent EstimateDeposit
- $5,450 deposit
Unit Description
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.
Model Lease Information
Price
- $5,455Plus Fees
Apartment Model: D1$5,4554 Bedroom, 3 Bath, 1386 sq ftAvailable NowFloorplansPhotos![]()
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D1 - Floorplan 11 Apartment Unit: 651WApartment Model: D1$5,4554 Bedroom, 3 Bath, 1386 sq ftAvailable NowD3 Collective
$1,570
4 Beds, 4 Baths, 456 sq ftPlus FeesAvailable Jun 27Model Gallery
Floorplans
Photos
Availability Details
Price Availability Date Unit Sq Ft $1,570 June 27, 2026 452W-A 456 Unit 452W-A Amenities and Features
Unique Features
- 4th floor Premium
- Courtyard View
- En Suite Bathroom
- Internet
- Largest Bedroom
- Walk In Closet
Unit 452W-A Lease Information
Unit Price
- $1,570
View Details and Rent EstimateUnit Description
The D3 Collective floor plan offers roomy, modern living with plenty of space to spread out. Each private bedroom is approximately 456 square feet and includes its own full bathroom and ample closet space. The large shared living area connects all four bedrooms, making it a great spot to hang out, relax, or entertain. The modern kitchen is perfect for everyday cooking or casual get-togethers, and in-unit laundry makes life that much easier. Rent is available by the bedroom (options A, B, C, or D), giving you flexibility while still enjoying a stylish, comfortable place to call home.
Model Lease Information
Price
- $1,570Plus Fees
Apartment Model: D3 Collective$1,5704 Bedroom, 4 Bath, 456 sq ftAvailable June 27, 2026FloorplansPhotos![]()
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D3 Collective - Floorplan 11 Apartment Unit: 452W-AApartment Model: D3 Collective$1,5704 Bedroom, 4 Bath, 456 sq ftAvailable June 27, 2026
Schedule a Tour
3D Tours
Property Information
- 299 Units
- 6 Stories
- Built in 2022
- View Property Website
Lease Terms
- 12 mo
Fees and Policies
The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.
Required Fees
Utilities
- Administrative FeeiCharged Per Unit.$5/mo
One-Time Basics
- Due at Application
- Tenant Screening Report FeeiCharged per unit.$50
Other Fees and Policies
Pet Fees
- Monthly Pet FeeiMax of 2. Charged Per Pet.$50/mo
- Monthly Pet FeeiMax of 2. Charged Per Pet.$50/mo
Cat
Dog
Max of 2.
Parking Fees
- Parking FeeiCharged Per Vehicle.$500/mo
Garage
Plus tax.
Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Features and Amenities
Community Features
- Clubhouse
Outdoor Features
- Courtyard
- Deck
Recreation and Fitness
- Fitness Center
- Bicycle Storage
- Pool
Interior Features
- Balcony
Living Area Features
- High Ceilings

Map
- Shopping
- Colleges
- Grocery
- Medical
- Parks
- Transportation

Map
Hours and Contact Info
| Monday | 10:00 am–6:00 pm |
| Tuesday | 10:00 am–6:00 pm |
| Wednesday | 10:00 am–6:00 pm |
| Thursday | 10:00 am–6:00 pm |
| Friday | 10:00 am–6:00 pm |
| Saturday | 10:00 am–5:00 pm |
| Sunday | Closed |
Frequently Asked Questions about Olive & Wooster
Where is Olive & Wooster located?
Olive & Wooster is located at 87 Union St near the Downtown New Haven area of New Haven, CT
What is the current rent range at Olive & Wooster?
Studio to 4 Bedroom Apartments at Olive & Wooster currently range from $1,250 to $5,455
When is the leasing office open?
- The office Hours for Olive & Wooster are
- Monday 10:00 am–6:00 pm
- Tuesday 10:00 am–6:00 pm
- Wednesday 10:00 am–6:00 pm
- Thursday 10:00 am–6:00 pm
- Friday 10:00 am–6:00 pm
- Saturday 10:00 am–5:00 pm
- Sunday Closed
Are pets allowed?
Call us today to find out our pet policy and if we allow pets
Are there any rent specials?
The current rent special at Olive & Wooster is: LOVE Where You Live!~~Rent Special - 2.5 months free on select apartments! Call for details!.
Lifestyle Ratings
Learn more about Lifestyle SearchRenters Reviews and Ratings
Best tour ever
September 3, 2025Today I went for a tour and the person who took care of us was Anthony. He was so nice so kind and the vibes were 10/10. The apartments were amazing very clean very up to par. If it was up to me I would’ve taken that same day , soon though .Property Manager Responded
September 5, 2025We're delighted to hear about your positive experience with Anthony and we're excited to learn of your interest in joining the community! Thank you for choosing Olive & Wooster Apartments. See you soon!
Review from Apartments.com
My tour
June 17, 2025Melissa was my tour guide and she covered all the bases. She was very informative, kind and very down to earth. My tour was exceptional and I can’t wait to hear back from them!Property Manager Responded
June 18, 2025Thanks for the awesome feedback about your tour at Olive & Wooster Apartments! We're glad to hear that Melissa made such a positive impression with her informative and down-to-earth approach. We can't wait to welcome you into our community soon!
Property Manager Responded
June 18, 2025Thanks for the awesome feedback about your tour at Olive & Wooster Apartments! We're glad to hear that Melissa made such a positive impression with her informative and down-to-earth approach. We can't wait to welcome you into our community soon!
Review from Apartments.com
Homeless guy sleeping in the common area for almost 1 year
April 16, 2025There is a homeless man who has been sleeping in the common areas (on the couch) for almost 1 year. The apartment has been notified numerous times, but continues to do nothing about it. The police know who this individual is. The building knows how he gets in (walks in behind other residents through a side door). If you want to pay a premium for falsely advertised luxury private residential amenities that are not private, given anyone can walk in, then this is your place. Ownership of the ...building is terrible, does very little to try to mitigate these situations. The homeless man certainly makes you question whether or not you feel safe in this complex.Property Manager Responded
April 24, 2025I'm sorry to hear about your experience with the security concerns you've mentioned. We understand how important it is for residents to feel comfortable in their homes, and we have encouraged everyone to contact the police when this person walks into the building when doors are being propped open for moves and deliveries. I spoke with you on Tuesday regarding this recent incident and informed you that we've done everything we can on-site. Best, Shanique - General Manager - (475) 270-8275
Read MoreReview from Apartments.com
Very nice building
January 24, 2025Anthony was our tour guide and it was an amazing experience. The whole building is really nice and well kept. The highlight for me was the fitness center. The layout was nice and it had a great selection of equipment.Property Manager Responded
January 26, 2025Thank you for the awesome feedback about Olive & Wooster Apartments! We're glad to hear that Anthony made your tour experience amazing and that you enjoyed our well-kept building, especially the fitness center. If you have any more questions or need assistance, feel free to reach out. Have a great day!
Review from Apartments.com
Nice Building
October 13, 2024The building is very nice and new. The facilities are very nice.Property Manager Responded
October 20, 2024Thank you for sharing your appreciation for our building and facilities at Olive & Wooster Apartments!
Review from Apartments.com
Great space
September 14, 2024The apartments are fantastic, elegant, and very spacious. Highly recommend!Property Manager Responded
September 26, 2024We are delighted to hear from you. Thank you for the great review of Olive & Wooster Apartments!
Review from Apartments.com
Downgraded
August 16, 2024I would have given it 5 stars the first year I moved in. But, that was quite some time ago and now downgrading my review. Pros: building and grounds are beautiful. Building kept very clean. Staff is exceptional and very pleasant/friendly. Great neighborhood. Was nice and quiet when I first moved in. Cons: quiet time is not enforced, very noisy at pool and courtyard at all hours. Impossible to sleep with windows open during nice weather unless you enjoy the sound of beer pong and college kids ...screaming profanities. Paid “reserved” parking is not enforced, ever. Trash room backs up frequently. Facilities staff appear very overworked, but somehow remain friendly. Smells like weed. Sad, because it wouldn’t take much to make it an amazing place to live/worth the price.Property Manager Responded
September 5, 2024Thanks for sharing your detailed feedback. We're glad to hear you enjoyed the building and staff but are sorry about the noise and other issues you've experienced lately. I appreciate your suggestions on how we can improve, and we'd love to discuss them further with you directly. Please feel free to reach out anytime so we can address these concerns together! Thank you, Robyn - District Manager - (203) 826-8703
Read MoreReview from Apartments.com
Don't waste Your time, it's not worth it.
May 29, 2024I scheduled a tour for 2 p.m., paid for street parking, and waited for almost 45 minutes just for them to inform me that they don't have any units available. Why would you put up an ad? Schedule someone for a tour and have them wait just to tell them you don't have available units, like, Where is the professionalism? I'm posting this review so someone else's time doesn't get wasted like this in the future.Property Manager Responded
June 4, 2024I'm very sorry for the inconvenience you experienced. We strive to provide accurate information and professional service. Upon your arrival, our Leasing and Marketing Manager inquired about what floorplan you were interested in and upon learning advised that we had a unit that met your needs, however, it was too late for your preferred move-in date. She then asked if you would be opposed to co-living, to which you responded yes. Our Leasing and Marketing Manager then offered you a bottle of water or refreshment while you waited, in the event you still wanted to tour the property in the event a unit came available. I would appreciate the opportunity to make things right if you're open to discussing this further. Please reach out directly so we can address your concerns properly. Thank you, Robyn - Community Manager - (203) 826-8703
Review from Apartments.com
Would Not Recommend a Friend to Live Here
March 4, 2024This place was appealing for about the first two weeks of living here. Then, the leaking pipes, the holes in the walls, and the difficult staff got to me. This place has not been pleasant in many of ways. Do yourself a favor and look elsewhereProperty Manager Responded
March 8, 2024I'm sorry to read about your experience. It's important for us that our residents have a pleasant living environment and it saddens me to know you've faced such issues. I'd like the opportunity to discuss this further with you, so please feel free to reach out at your earliest convenience using my contact information below. Thank you, Robyn - Community Manager - (203) 826-8703
Review from Apartments.com
Everything is good
February 19, 2024Delighted tenant in excellent apartment; typical challenges, comparable to any property. Overall, a positive living experience.Property Manager Responded
February 19, 2024We're so happy to know that you've had a positive living experience at Olive & Wooster Apartments! We strive to make sure all our tenants are satisfied with their homes. Thanks for your review, and we hope you continue enjoying your time here.
Review from Apartments.com
Potential, but Rough Go
February 17, 2024This apartment has seemingly everything that you would like, but things have not gone according to plan. The pool was opened much later than was initially planned. By the time the pool was opened it was too cool to get into the water. The mail room is a mess and the hallway outside the mail room is just LINED with packages. It is not aesthetic at all. The lobby also constantly has food deliveries and other packages all over the lobby. There was some flooding that occurred here last past Summer ...and I saw a hallway that had a puddle on the carpet. It was seeping from under the wall! A lot of the doors and baseboards in the apartment are cheaply made and its easy to scratch them. Not very impressed with this place. I will NOT be renewing my lease.Property Manager Responded
February 19, 2024I'm sorry to read about your less-than-satisfactory experience. We strive for our residents' comfort and satisfaction, so it's disappointing to see that we've fallen short in some areas. I'd like the opportunity to discuss these issues further with you and explore ways we can improve your living situation before lease renewal time comes around again. Please reach out directly at your earliest convenience so that we may address this together - thank you! Robyn - Community Manager - (203) 826-8703
Read MoreReview from Apartments.com
Great Apartment - Happy Resident
February 13, 2024I can't say enough good things about this apartment complex! The living experience here has been truly exceptional. The apartments themselves are great - spacious, well-maintained, and equipped with modern amenities. The attention to detail in the design and functionality of the living spaces is evident, making it a comfortable and enjoyable place to call home. What truly sets this place apart, though, is the outstanding staff. From the leasing office to the maintenance team, everyone is not ...only professional but also genuinely friendly and accommodating. They go above and beyond to ensure residents feel valued and taken care of. Any concerns or issues are addressed promptly and efficiently, creating a sense of trust and reliability.Property Manager Responded
February 18, 2024We're over the moon to read your wonderful review of Olive & Wooster Apartments! It's great to know that you appreciate not only our modern, comfortable apartments but also the dedicated service provided by our team. We strive for excellence in all areas and it sounds like we've hit the mark with you. Thanks for taking a moment to share your experience - have an amazing day!
Read MoreReview from Apartments.com
Nearby Schools
East Rock Community Magnet School
Wilbur Cross High School
About GreatSchools Data on ApartmentHomeLiving.com.
Points of Interest
Time and distance from Olive & Wooster.
Big Box and Retail
Autozone
Carmax
Lowe's
Colleges and Universities
Groceries
C Town
Iga
Shoprite
Hospitals
Parks and Recreation
Olive & Wooster has 5 parks within 2.3 miles, including New Haven Green, East Rock Park, Edgewood Park, Edgerton Park Conservatory, and Fort Nathan Hale Park.
Shopping Centers
Olive & Wooster has 5 shopping centers within 1.9 miles.
Transit Stations
Union Station-Shore Line East
New Haven-Union Station-New Haven Line
State Street-Shore Line East
Nearby Neighborhoods
Rental Price Ranges in the Area
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| New Haven Studio Apartments | $2,066 | $700 | $5,000 |
| New Haven 1 Bedroom Apartments | $2,276 | $900 | $5,307 |
| New Haven 2 Bedroom Apartments | $2,769 | $1,300 | $8,513 |
| New Haven 3 Bedroom Apartments | $3,087 | $1,350 | $6,939 |
| New Haven 4 Bedroom Apartments | $2,687 | $1,250 | $6,470 |
| New Haven 5 Bedroom Apartments | $4,606 | $2,350 | $6,750 |
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