Zumper

99 Olive St
99 Olive St, New Haven, CT 06511, USA

Apartment for rent
Monthly rent
$1,750–$1,950The price shown is for a 12-month lease. Fees may apply.
Beds1–2
Baths1
Sqft581–1,152
modified
2 Days Ago

Property Overview

This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.

Things you’ll love

  • Middle school nearby
  • High school nearby
  • Dishwasher

Great for

  • Social life

Units

99 Olive St New Haven, CT

New Listing

3

1 Bed

1 Bath

$1,750

Listed on 01/07/2026
Listed by Miguel Perez
Days on market: 2
Property Status: Active Sun-filled 3rd-floor 1-bedroom, 1-bath apartment in the heart of highly sought-after Wooster Square. This charming residence features hardwood floors, and a bright, airy layout that blends classic character with modern comfort. Enjoy a spacious living area, well-appointed kitchen, and a comfortable bedroom retreat. Located just steps from the famous Wooster Square Park, featuring some of the Nations Best Pizza Sally's Apizza and Pepe's Pizzeria. Minutes to Downtown New Haven, Yale University, top restaurants, cafes, and transit, with easy access to I-91 and I-95. a quick walk to the New Haven, Connecticut State Street train Station. A rare opportunity to live in one of New Haven's most desirable neighborhoods. Office Phone: (203) 776-1899 Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

New Listing

2 Beds, 1 Bath

2 Beds

1 Bath

$1,950

Listed on 01/06/2026
Days on market: 2

Amenities for 99 Olive St

Some units at this address have these amenities. View unit details for more information.

Building
  • On-Site Laundry
Unit Amenities
  • Hardwood Floor
  • In-Unit Laundry
  • Dishwasher
  • On-Site Laundry

Policies at 99 Olive St

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

Questions about this property’s policies and fees?

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About 99 Olive St

HomeApartments in New HavenWooster Square - Mill River 99 Olive St #3, New Haven, CT 06511, USA

Interested in leasing 99 Olive St, New Haven, CT 06511, USA? Currently, 99 Olive St, New Haven, CT 06511, USA is available to rent or lease. It is a 1-bedroom apartment with 1 bathroom. Below, you can compare the rent price at 99 Olive St, New Haven, CT 06511, USA vs overall rent prices in Wooster Square - Mill River, CT. We have compiled nearby businesses and things to do close to 99 Olive St, New Haven, CT 06511, USA.

Address details

Units2
Units available2
Neighborhood
City
Zip code06511

99 Olive St #3 is great for:

Social life

  • 371 restaurants within 1 mile of this property
  • Areas nearby are accessible by walking
  • The area has transit options
  • 39 local event hubs within 1 mile

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 99 Olive St, New Haven, CT 06511, USA compares to other nearby properties.

Positives

Middle school nearby
There is a middle school 1 mile away
High school nearby
There is a high school 0.3 mile away
Dishwasher
Kitchens at this address include dishwashers
Images available
There are at least 10 photos of this address
Laundry available on site
Washers and dryers are available in-building or in-unit

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Rent trends in New Haven

1-bedroom apartments here are priced 9% lower than 1-bedrooms in Wooster Square - Mill River.

If you decide to upgrade your space, you can expect 2-bedrooms at 99 Olive St #3 to be 3% less than the average for similarly sized apartments in Wooster Square - Mill River.

Median rents as of Jan 3 2026.
Wooster Square - Mill River
New Haven
A table of studio rental data trends in New Haven
MonthMedian 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$1,729
A table of studio rental data trends in Wooster Square - Mill River
MonthMedian Rent
March 2024$1,350
April 2024$1,350

Affordability calculator

Can I afford to live at 99 Olive St?

Bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$70,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $70,000 annually to afford this 1-bedroom monthly rent price of $1,750.
For more information on rent affordability, visit our rent calculator.

Schools near 99 Olive St #3

Roberto Clemente Leadership Academy for Global Awareness

360 columbus ave

new haven, CT, 6519

K-8Public
C

Hill Central Music Academy

140 dewitt st

new haven, CT, 6519

PK, K-8Public
C-

Family Academy of Multilingual Exploration

255 blatchley ave

new haven, CT, 6513

PK, K-8Public
C-

Wexler/Grant Community School

55 foote st

new haven, CT, 6511

K-8Public
C-

Worthington Hooker School

180 canner st

new haven, CT, 6511

K-8Public
B
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Getting around New Haven near 99 Olive St

Walking

8/10
Grab your reusable bags–many shops and stores are within walking distance.

Driving

7/10
This area is close to freeways and has adequate parking options.

Cycling

8/10
Peddling isn’t a problem with cyclist-friendly streets and bikeable destinations.

Transit

9/10
Getting around is a breeze; rapid transit and bus lines are a few blocks away.

Points of interest for 99 Olive St, New Haven

Groceries

9/10
At least one supermarket within a 10-minute walk

Shopping

6/10
Several shops within walking distance

Cafes

6/10
Some cafés within a few minutes’ walk

Restaurants

8/10
Variety of restaurants within a few minutes' walk

Primary schools

9/10
At least one elementary school within a 10-minute walk

High schools

9/10
At least one high school within a 10-minute walk

Nightlife

6/10
Some bars within a few minutes’ walk

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