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  • Primary Photo - 99 Olive St
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  • Building Photo - 99 Olive St
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99 Olive St media gallery Unit
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Connecticut New Haven County New Haven Wooster Square/Mill River

99 Olive St

99 Olive St, New Haven, CT 06511

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Property Rating

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  • Bedrooms

    2 bd

  • Bathrooms

    1 ba

  • Square Feet

    1,000 sq ft

99 Olive St
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Live in the heart of historic Wooster Square in this beautifully renovated 2-bedroom, 1-bath apartment that blends modern comfort with classic New Haven charm. Located in one of the city's most desirable neighborhoods, this spacious unit offers exceptional natural light, original architectural details, and thoughtful updates throughout. Immediate Move-In! Key Features: Two generous bedrooms with great closet space Recently renovated kitchen with new appliances, custom open shelving, modern lighting, and a large island perfect for cooking or entertaining In-unit washer and dryer in a laundry room behind custom sliding barn doors. Updated bathroom with contemporary tilework and fixtures Pet friendly (cats and dogs welcome) Direct access to a large, shared backyard with Grill and outdoor dining area, Raised beds, Lawn space ideal for pets Beautiful hardwood floors and tall ceilings Unbeatable Location! 10-minute walk to Yale University and Downtown 2-minute walk to State Street Station (Shore Line East, Hartford Line, Amtrak connections) Directly on the Yale Shuttle route Easy access to I-91 and I-95. One block away from Wooster Square Park and steps away from New Haven's renowned pizza institutions: Sally's Apizza and Frank Pepe. Owner pays for sewer and water. Renter is required to pay for electricity and gas This unit is ideal for Yale affiliates, medical residents, and/or remote workers seeking a peaceful setting, or anyone wanting to enjoy one of New Haven's most vibrant and historic neighborhoods. Properties in Wooster Square of this quality and character are rare and go out fast.

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Highlights

  • Walker's Paradise
  • Bike-Friendly Area
  • Bay Window
  • Yard
  • High Ceilings
  • Pet Play Area
  • Fenced Lot
  • Picnic Area
  • Grill

Pricing & Floor Plans

2 Beds, 1 Bath Model
Call for Rent 2 Beds 1 Bath 1,000 Sq Ft
Available Soon
2 Beds, 1 Bath Model
Call for Rent 2 Beds 1 Bath 1,000 Sq Ft
Available Soon
* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out.View Fees and Policies for details. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

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.

Pet policies are negotiable.

  • Other Pets Allowed
  • Monthly pet fee
    $50
  • One time Fee
    $0
  • Pet deposit
    $0
  • Weight limit
    40 lb
  • Pet Limit
    3
  • Restrictions:
    Cats and Dogs are welcome!
  • Parking
  • Parking
    --
    Assigned Parking

Details

Property Information

  • Built in 1870
  • 3 units/3 stories

About 99 Olive St New Haven, CT 06511

Live in the heart of historic Wooster Square in this beautifully renovated 2-bedroom, 1-bath apartment that blends modern comfort with classic New Haven charm. Located in one of the city's most desirable neighborhoods, this spacious unit offers exceptional natural light, original architectural details, and thoughtful updates throughout. Immediate Move-In! Key Features: Two generous bedrooms with great closet space Recently renovated kitchen with new appliances, custom open shelving, modern lighting, and a large island perfect for cooking or entertaining In-unit washer and dryer in a laundry room behind custom sliding barn doors. Updated bathroom with contemporary tilework and fixtures Pet friendly (cats and dogs welcome) Direct access to a large, shared backyard with Grill and outdoor dining area, Raised beds, Lawn space ideal for pets Beautiful hardwood floors and tall ceilings Unbeatable Location! 10-minute walk to Yale University and Downtown 2-minute walk to State Street Station (Shore Line East, Hartford Line, Amtrak connections) Directly on the Yale Shuttle route Easy access to I-91 and I-95. One block away from Wooster Square Park and steps away from New Haven's renowned pizza institutions: Sally's Apizza and Frank Pepe. Owner pays for sewer and water. Renter is required to pay for electricity and gas This unit is ideal for Yale affiliates, medical residents, and/or remote workers seeking a peaceful setting, or anyone wanting to enjoy one of New Haven's most vibrant and historic neighborhoods. Properties in Wooster Square of this quality and character are rare and go out fast.

99 Olive St is an apartment community located in New Haven County and the 06511 ZIP Code. This area is served by the New Haven School District attendance zone.

Unique Features

  • Water Included In Rent
  • Bicycle Storage
  • Heating System: Forced Air
  • Barbecue
  • Lawn
  • Electricity Not Included In Rent
  • Gas Not Included In Rent
  • High Ceilings
  • Sewage Included In Rent
  • New Appliances
  • Renovated Kitchen
  • Pet-friendly

Contact

Language: English
Open 12am - 12am Today
  • Monday - Sunday, 12am - 12am

Community Amenities

Laundry Facilities

Grill

24 Hour Access

Pet Play Area

  • Package Service
  • Wi-Fi
  • Laundry Facilities
  • 24 Hour Access
  • Pet Play Area
  • Storage Space
  • Walk-Up
  • Bicycle Storage
  • Fenced Lot
  • Grill
  • Picnic Area

Apartment Features

Washer/Dryer

Air Conditioning

Dishwasher

Washer/Dryer Hookup

High Speed Internet Access

Hardwood Floors

Yard

Microwave

Indoor Features

  • High Speed Internet Access
  • Washer/Dryer
  • Washer/Dryer Hookup
  • Air Conditioning
  • Heating
  • Ceiling Fans
  • Cable Ready
  • Storage Space

Kitchen Features & Appliances

  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Freezer
  • Instant Hot Water

Model Details

  • Hardwood Floors
  • Carpet
  • Dining Room
  • High Ceilings
  • Bay Window
  • Views
  • Large Bedrooms
  • Balcony
  • Yard
  • Lawn
  • Garden
Location
99 Olive St, New Haven,
CT 06511
Get Directions
Schools Restaurants Groceries Coffee Banks Shops Fitness
Neighborhood

Wooster Square/Mill River is located on New Haven's east side, just a short walk from Yale University. Mill River is to the east, and Long Wharf is to the south. Wooster Square is an artsy and energetic neighborhood, complete with a historic district at its heart. The Wooster Square Historic District contains some stunning architecture along a beautiful, cherry-tree-filled park. Many of the elegant homes and brownstone apartment buildings date back to the mid-1800s.

Wooster Square Park hosts the annual Cherry Blossom Festival to celebrate the Japanese Cherry Trees planted here in 1973. The over 70 trees create a beautiful setting for the festival, which includes exhibits, activities, live music, and food. This event attracts about 10,000 visitors. The park also hosts the weekly farmers' market.

Nearby Yale University provides some spectacular places to visit, such as the Yale Peabody Museum of Natural History.

Learn more about living in Wooster Square/Mill River 
Average Prices by Area

Compare neighborhood and city base rent averages by bedroom.

Wooster Square/Mill River New Haven, CT
Studio $1,110 $1,832
1 Bedroom $1,490 $2,082
2 Bedrooms $1,800 $2,400
3 Bedrooms $2,201 $2,639
Amenities
  • Package Service
  • Wi-Fi
  • Laundry Facilities
  • 24 Hour Access
  • Pet Play Area
  • Storage Space
  • Walk-Up
  • Fenced Lot
  • Grill
  • Picnic Area
  • Bicycle Storage
  • Water Included In Rent
  • Bicycle Storage
  • Heating System: Forced Air
  • Barbecue
  • Lawn
  • Electricity Not Included In Rent
  • Gas Not Included In Rent
  • High Ceilings
  • Sewage Included In Rent
  • New Appliances
  • Renovated Kitchen
  • Pet-friendly
  • High Speed Internet Access
  • Washer/Dryer
  • Washer/Dryer Hookup
  • Air Conditioning
  • Heating
  • Ceiling Fans
  • Cable Ready
  • Storage Space
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Freezer
  • Instant Hot Water
  • Hardwood Floors
  • Carpet
  • Dining Room
  • High Ceilings
  • Bay Window
  • Views
  • Large Bedrooms
  • Balcony
  • Yard
  • Lawn
  • Garden
Expenses
Recurring
Other Rent $50
One-Time
Other Fee(s) $0
Office Hours
Monday 12am - 12am
Tuesday 12am - 12am
Wednesday 12am - 12am
Thursday 12am - 12am
Friday 12am - 12am
Saturday 12am - 12am
Sunday 12am - 12am
888-270-3195
Education
Colleges & Universities Distance
Colleges & Universities Distance
Yale University, Main Campus
Walk: 19 min 1.0 mi
Albertus Magnus College
Drive: 5 min 2.2 mi
University of New Haven
Drive: 5 min 2.8 mi
Southern Conn.. State Univ.
Drive: 6 min 3.6 mi
99 Olive St is within 19 minutes or 1.0 miles from Yale University, Main Campus. It is also near Albertus Magnus College and University of New Haven.
Schools
  • Public Schools
  • Private Schools
East Rock Community Magnet School
Public Elementary & Middle School
Grades PK-8
Attendance Zone
Wilbur Cross High School
Public High School
Grades 9-12
Attendance Zone
FlexSchool
Private Elementary, Middle & High School
Grades 5-11
Nearby
Yale Child Study Center School
Private Elementary, Middle & High School
Grades K-12
Nearby
St Martin De Porres Academy
Private Elementary & Middle School
Grades K-8
Nearby
Cedarhurst School
Private Middle & High School
Grades 6-12
Nearby
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology


Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation

99 Olive St is near Tweed/New Haven, located 4.8 miles or 10 minutes away.

Commuter Rail Distance
Commuter Rail Distance
New Haven-State Street Station
Walk: 4 min 0.2 mi
New Haven Union Station
Walk: 16 min 0.9 mi
New Haven
Walk: 16 min 0.9 mi
West Haven
Drive: 7 min 3.8 mi
Branford
Drive: 11 min 6.7 mi
Airports Distance
Airports Distance
Tweed/New Haven
Drive: 10 min 4.8 mi
Walker's Paradise
95
Walk Score®
Out of 100
Lace up your walking shoes because this area is considered a walker’s paradise.
Excellent Transit
77
Transit Score®
Out of 100
You’ll have excellent transit living in this area, with several nearby transit stops.
Biker's Paradise
99
Bike Score®
Out of 100
Do you prefer to get around on two wheels? You’ll love living in this neighborhood, which is considered a biker’s paradise.
-
Soundscore™
Out of 100

Traffic:

-

Airport:

-

Businesses:

-

Score provided by

Scores provided by  and

Score provided by

Points of Interest

Time and distance from 99 Olive St.

Shopping Centers Distance
Shopping Centers Distance
1211 Chapel Street
Walk: 17 min 0.9 mi
Dwight Place
Drive: 3 min 1.3 mi
Whalley Crossing
Drive: 4 min 2.0 mi
99 Olive St has 3 shopping centers within 2.0 miles, which is about a 4-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Connecticut Children's Museum
Walk: 6 min 0.3 mi
Peabody Museum of Natural History
Walk: 16 min 0.9 mi
Marsh Botanic Garden
Drive: 3 min 1.3 mi
East Rock Park and Trowbridge Environmental Center
Drive: 3 min 1.6 mi
Barnard Nature Center at West River Memorial Park
Drive: 4 min 2.0 mi
99 Olive St has 5 parks within 2.0 miles, including Connecticut Children's Museum, Peabody Museum of Natural History, and Marsh Botanic Garden.
Hospitals Distance
Hospitals Distance
Connecticut Mental Health Center
Drive: 2 min 1.2 mi
Yale New Haven Hospital
Drive: 3 min 1.3 mi
The Connecticut Hospice
Drive: 12 min 7.1 mi
99 Olive St has 3 hospitals within 7.1 miles, the nearest is Connecticut Mental Health Center which is 1.2 miles away and a 2 minute drive.
Military Bases Distance
Military Bases Distance
Naval & Marine Reserve Center
Drive: 49 min 37.0 mi
Eatons Neck CG Station North
Drive: 156 min 65.3 mi
99 Olive St is 37.0 miles from Naval & Marine Reserve Center, and is convenient to other military bases, including Eatons Neck CG Station North.
 
 

Property Ratings at 99 Olive St

How Is This Rating Determined? How Is This Rating Determined? Every community on Apartments.com features a rating displayed on a 5-star scale. This rating includes average renter review scores and a building rating to determine an overall blended score for this property.

Building ratings are based on this community’s features, including the building design, construction, exterior spaces, and amenities. To learn more about the CoStar Building Rating System, refer to our official guidelines here.
2.0
OK
Out of 5

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99 Olive St Photos

Frequently Asked Questions
Does 99 Olive St have in-unit laundry?

99 Olive St has units with in‑unit washers and dryers, making laundry day simple for residents.

What utilities are included in rent at 99 Olive St?

Utilities are not included in rent. Residents should plan to set up and pay for all services separately.

Is parking available at 99 Olive St?

Parking is available at 99 Olive St. Contact this property for details.

Is 99 Olive St pet-friendly?

Yes, 99 Olive St welcomes pets. Breed restrictions, weight limits, and additional fees may apply. View this property's pet policy.

Does 99 Olive St have move-in specials?

99 Olive St is not currently offering any rent specials. Check back soon, as promotions change frequently.

Does 99 Olive St offer Matterport 3D tours?

While 99 Olive St does not offer Matterport 3D tours, renters can request a tour directly through our online platform.

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What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.

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What is a Sound Score Rating?

A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources.

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99 Olive St

New Haven, CT 06511

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