Zumper
modified
8 Hours Ago

Highlights

  • Hardwood flooring
  • Fully updated bathroom & kitchen
  • Charming architectural details

Location

99 Olive St, New Haven, CT 06511, USA|Wooster Square - Mill River
Hi! Let’s figure out if this property is right for you.

Powered by Zumper AI

Tour 99 Olive St

Contact

Management

Farnam Group- MGMT

Leasing office

(914) 268-1208

Property Overview

99 Olive St earns a strong overall rating with especially high marks for price and location, supported by a transparent listing and a solid set of amenities. It features hardwood flooring, a fully updated kitchen and bathroom, and charming architectural details, while nearby parks, restaurants, transit options, and work-from-home-friendly spaces add to its appeal.

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

Zumper Expert Rating

8.1
Very Good
With a solid 8.1 out of 10 overall, 99 Olive St is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 99 Olive St has a number of attractive features—namely its Price— so you can be assured your rent will come with a high standard of living.

Things you’ll love

  • Middle school nearby
  • High school nearby

Great for

  • Work-from-home
  • Eco living
  • Social life

Floor plans

2BR/2.0BA2 bed2 bath$2,650 /mo1 unit availableThis stunning 3rd-floor residence offers a unique blend of modern sophistication and cozy architectural character. Nestled in prime Wooster Square, this massive 2-bedroom apartment features beautiful sloped ceilings, rich hardwood floors, and high-end finishes that create an inviting, one-of-a-kind urban retreat. 2 Bedroom 2 Bathroom Massive Living/Kitchen area Unit Features: - Ample natural light - Fully updated bathroom & kitchen - Charming architectural details - Hardwood flooring Neighborhood Features: - Prime Wooster Square location, just steps from the historic park and weekly Farmer’s Market. - Highly walkable neighborhood with easy access to Downtown New Haven and Yale University. - Excellent commuter access to I-95, I-91, and the State Street Train Station. Application screening fee is $50/adult. Security deposit and first month's rent due up front. We support Equal housing opportunities - Anyone can apply! Application approval contingent on credit score and financial background.

Let's explore this property.

Amenities for 99 Olive St

Other

Cold Water & Sewer
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property
Building details

Property details

Units2
Advertisement

About 99 Olive St

HomeApartments in New HavenWooster Square - Mill River 99 Olive St

This stunning 3rd-floor residence offers a unique blend of modern sophistication and cozy architectural character. Nestled in prime Wooster Square, this massive 2-bedroom apartment features beautiful sloped ceilings, rich hardwood floors, and high-end finishes that create an inviting, one-of-a-kind urban retreat. 2 Bedroom 2 Bathroom Massive Living/Kitchen area Unit Features: - Ample natural light - Fully updated bathroom & kitchen - Charming architectural details - Hardwood flooring Neighborhood Features: - Prime Wooster Square location, just steps from the historic park and weekly Farmer’s Market. - Highly walkable neighborhood with easy access to Downtown New Haven and Yale University. - Excellent commuter access to I-95, I-91, and the State Street Train Station. Application screening fee is $50/adult. Security deposit and first month's rent due up front. We support Equal housing opportunities - Anyone can apply! Application approval contingent on credit score and financial background.


Zumper Expert Rating

Our expert rating is based on a weighted average score of property attributes that renters care about most: price, amenities, location, quality, and trust.
8.1
/10
Very Good
With a solid 8.1 out of 10 overall, 99 Olive St is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 99 Olive St has a number of attractive features—namely its Price— so you can be assured your rent will come with a high standard of living.
How we rated 99 Olive St
Price·9A score that weighs the cost and location of the property, which we calculate by comparing rent prices of recent units to the median price of nearby rentals, adjusting for overall quality and features.
99 Olive St stands out with a remarkable rating of 9/10 for its cost per bedroom compared to other rentals in the area. Considering the excellent balance between price, convenience, and comfort that it provides, residents enjoy a high-quality living experience.
Amenities·8A score based on the amenities offered at this property compared to other rentals in the area. We consider the quantity, quality, and popularity of features both on site and within the units.
With multiple in-demand amenities, 99 Olive St is committed to enhancing the renting experience. And while it may have fewer total conveniences and features than similar rentals nearby, it remains a top choice for renters wanting an specific standard of living.
Location·9A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
99 Olive St is exceptional when it comes to location and conveniences. Communication with management or leasing staff is usually quick and easy and they often use advanced scheduling and communication tools to streamline the process. The location of this property offers easy access to popular points of interest in the area and options for getting around.
Quality·6A score based on what makes the property stand out, such as luxury features, unique offerings, age of the building, and our ability to verify the accuracy of these details.
While 99 Olive St does not have many hallmark characteristics to highlight, it has some qualities and features that will resonate with a broad range of renters.
Trustworthiness·8A score based on the accuracy, completeness, recency, and usefulness of the information provided by this property, so you can trust that what you see is what you get.
The level of transparency this property provides distinguishes it as a great rental. With a high attention to detail and desirable features, renters can be sure they will get an accurate picture of their potential new home.

99 Olive St is great for:

Work-from-home

  • Large windows for natural lighting
  • 4 coworking spaces or cafes within 1 mile
  • Quiet environment with little noise pollution
  • 3 internet service provider options nearby

Eco living

  • Public transit available nearby
  • You can get around by foot in this area
  • 45 parks within a mile

Social life

  • 352 restaurants within 1 mile of this property
  • Areas nearby are accessible by walking
  • The area has transit options
  • A bustling neighborhood

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 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

Considerations

Greater distance from grade schools
The nearest elementary school is farther than 0.3 mile away

Get the latest listings anytime, anywhere

Receive similar listings in the area, download our app, and more.
Email*
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.

Rent trends in Wooster Square - Mill River

2-bedroom apartments at 99 Olive St cost about 23% more than the average rent price for 2-bedroom apartments in Wooster Square - Mill River.

Median rents as of Jun 13 2026.
Wooster Square - Mill River
New Haven
A table of 1-bedroom apartment rental data trends in New Haven
MonthMedian Rent
June 2024$1,850
July 2024$1,928
August 2024$2,147
September 2024$2,157
October 2024$2,110
November 2024$2,266
December 2024$2,242
January 2025$2,377
February 2025$2,172
March 2025$2,131
April 2025$2,113
May 2025$2,147
June 2025$1,949
July 2025$1,862
August 2025$1,798
September 2025$1,800
October 2025$1,776
November 2025$1,728
December 2025$1,799
January 2026$1,784
February 2026$1,796
March 2026$1,848
April 2026$1,836
May 2026$1,886
June 2026$1,887
A table of 1-bedroom apartment rental data trends in Wooster Square - Mill River
MonthMedian Rent
June 2024$1,825
July 2024$1,672
September 2024$1,675
October 2024$1,675
November 2024$1,850
December 2024$1,850
January 2025$1,968
February 2025$1,897
March 2025$1,850
April 2025$1,898
May 2025$1,863
June 2025$1,850
July 2025$1,850
August 2025$1,750
September 2025$1,730
October 2025$1,728
November 2025$1,840
December 2025$1,962
January 2026$1,927
February 2026$1,907
March 2026$1,884
April 2026$1,905
May 2026$1,914
June 2026$1,910

Affordability calculator

Can I afford to live at 99 Olive St?

Bedrooms

2 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

$106,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $106,000 annually to afford this 2-bedrooms monthly rent price of $2,650.
For more information on rent affordability, visit our rent calculator.

Schools near 99 Olive St

YLS Early Learning Center

127 wall st

new haven, CT, 6511

PKPublic

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-
Powered byniche.com
Advertisement

Internet available near 99 Olive St

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

Compare similar properties nearby

featured image of 140 Mill St

Summit at Mill Ridge

Our team has verified this company

140 Mill St

1–3 Beds

$2,404–$3,264

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
dogs ok
Yes
dishwasher
No
in-unit laundry
Yes
featured image of 431 Whitney Ave

East Rock • 431 Whitney Ave

2 Beds

$2,750–$2,825

The price shown reflects a 12-month lease. Fees may apply.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
No
featured image of 946 State St Apt 2r #2R

East Rock • 946 State St Apt 2r #2R

3 Beds

$2,395

The price shown reflects a 12-month lease. Fees may apply.
dogs ok
No
dishwasher
Yes
in-unit laundry
Yes
featured image of 400 Boulder Pass

400 Boulder Pass

1–2 Beds

$2,390–$3,655

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
Yes
featured image of 104 Howe St

Dwight • 104 Howe St

1–2 Beds

$2,145–$3,295

The price shown reflects a 12-month lease. Fees may apply.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
Yes
featured image of 256 Bradley St

Downtown New Haven • 256 Bradley St

3 Beds

$2,850

The price shown reflects a 12-month lease. Fees may apply.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
No
featured image of 500 Boulder Pass

500 Boulder Pass

1–2 Beds

$2,385–$3,520

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
Yes
featured image of 940 State St #2

Wooster Square - Mill River • 940 State St #2

2 Beds

$2,075

The price shown reflects a 12-month lease. Fees may apply.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
Yes
featured image of 140 Mill St

Summit at Mill Ridge

Our team has verified this company

140 Mill St

1–3 Beds

$2,404–$3,264

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
dogs ok
Yes
dishwasher
No
in-unit laundry
Yes
featured image of 431 Whitney Ave

East Rock • 431 Whitney Ave

2 Beds

$2,750–$2,825

The price shown reflects a 12-month lease. Fees may apply.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
No
featured image of 946 State St Apt 2r #2R

East Rock • 946 State St Apt 2r #2R

3 Beds

$2,395

The price shown reflects a 12-month lease. Fees may apply.
dogs ok
No
dishwasher
Yes
in-unit laundry
Yes
featured image of 400 Boulder Pass

400 Boulder Pass

1–2 Beds

$2,390–$3,655

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
Yes
featured image of 104 Howe St

Dwight • 104 Howe St

1–2 Beds

$2,145–$3,295

The price shown reflects a 12-month lease. Fees may apply.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
Yes
featured image of 256 Bradley St

Downtown New Haven • 256 Bradley St

3 Beds

$2,850

The price shown reflects a 12-month lease. Fees may apply.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
No
featured image of 500 Boulder Pass

500 Boulder Pass

1–2 Beds

$2,385–$3,520

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
Yes
featured image of 940 State St #2

Wooster Square - Mill River • 940 State St #2

2 Beds

$2,075

The price shown reflects a 12-month lease. Fees may apply.
dogs ok
Yes
dishwasher
Yes
in-unit laundry
Yes

Check availability

Full name*
Move-in date
Floor plan
By sending this inquiry, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values. By providing my phone number, I consent (not a condition of purchase) to be called and texted by 99 Olive St.