Zumper

99 Chestnut Street
99 Chestnut Street, Brookline, MA 02445, USA

Apartment for rent
Pet friendly
Monthly rent
$4,000–$4,500The price shown is for a 12-month lease. Fees may apply.
Beds1
Baths1
Sqft400–700
modified
2 Days Ago

Property Overview

Located in Brookline, this property features spacious one-bedroom layouts with hardwood floors and an eat-in kitchen, providing a comfortable living space. The proximity to top-rated schools and numerous pet services enhances its appeal, while an extensive collection of 41 photos offers potential renters a detailed view of the property. Ideal for pet owners, it is surrounded by various pet hospitals and grooming services.

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

  • High school nearby
  • Images Available

Great for

  • Pet owners

Highlights

  • Pet Friendly
  • wifi
  • hardwood floors
  • fully equipped kitchen
  • eat-in kitchen
  • flat screen tv

Units

99 Chestnut Street Brookline, MA

New Listing

5

1 Bed

1 Bath

$4,000

Listed on 09/07/2025
Listed by Kama Cicero
Days on market: 3
FULLY FURNISHED, SHORT OR LONG-TERM, UTILITIES, WIFI & LIVE STREAMING TV INCLUDED. PETS OK, UNDER 1 MILE TO BOSTON CHILDREN'S, BRIGHAMS, BETH ISREAL, DANA FARBER, 5 MIN TO D LINE. Spacious one bedroom top floor apartment, 0.3 mile to D line, easy access to Longwood Medical, Jamaica Pond and Boston. Features hardwood floors, comfortable queen-sized bed, fully equipped eat-in kitchen. Spacious living room with sleeper sofa, flat screen TV, direct access to outside parking space and coin-op laundry. This unit offers the best of 2 worlds: quiet and residential area with quick access to the city. Month to Month rental Fee Disclosure: Application Fee: $300 First Month Rent: $4,000 Security Deposit: $1,500 Parking Fee: $250 / month (optional)

Available

5-9

1 Bed

1 Bath

$4,500

Listed on 07/21/2025
Listed by STARS of Boston
Days on market: 50
FULLY FURNISHED, SHORT OR LONG-TERM, UTILITIES, WIFI & LIVE STREAMING TV INCLUDED. PETS OK, UNDER 1 MILE TO BOSTON CHILDREN'S, BRIGHAMS, BETH ISRAEL, DANA FARBER, 5 MIN TO D LINE. Spacious one-bedroom top-floor apartment, 5-minute walk to the Green Line, easy access to Longwood Medical, Jamaica Pond, and Boston. Features hardwood floors, a comfortable queen-sized bed, fully equipped eat-in kitchen. Spacious living room with sleeper sofa, flat screen TV, direct access to outside parking space, and coin-op laundry. This unit offers the best of 2 worlds: a quiet and residential area with quick access to the city.

Amenities for 99 Chestnut Street

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

Building
  • Dogs Ok
  • Cats Ok
  • On-Site Laundry
  • Controlled Access
Unit Amenities
  • Dishwasher
  • Hardwood Floor
  • Air Conditioning
  • Assigned Parking
  • On-Site Laundry
  • Furnished
  • Wi-Fi
  • Microwave
  • In-Unit Laundry
  • High Ceilings
  • Central Heat

Policies at 99 Chestnut Street

Dog policy

Allowed 

Cat policy

Allowed 

Contact for more information on pet policy.

Parking

Assigned ParkingContact for Price
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About 99 Chestnut Street

HomeApartments in BrooklineBrookline Village 99 Chestnut St #5, Brookline, MA 02445, USA

Discover the charm of Brookline Village at 99 Chestnut St, Brookline, MA 02445. This intimate 8-unit property offers a cozy 1-bedroom floorplan, ranging in size from 400 to 700 square feet. Residents enjoy a range of amenities, including high-speed internet, hardwood floors, fully equipped kitchens with oven and dishwasher, and on-site laundry. Relax in the quiet residential area, and take advantage of utilities included for added convenience. The property is pet-friendly and offers furnished units for a hassle-free living experience. With top-rated schools nearby, including elementary, middle, and high schools with A- or higher ratings, this property is a great choice for those seeking a convenient and comfortable lifestyle.

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Address details

Units8
Units available2
Neighborhood
City
Zip code02445

99 Chestnut St #5 is great for:

Pet owners

  • 3 pet hospitals in the area
  • 2 pet grooming services nearby
  • 4 pet supply stores near the property
  • 1 pet grooming service nearby

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 Chestnut Street, Brookline, MA 02445, USA compares to other nearby properties.

Positives

High school nearby
There is a high school 1 mile away
Images Available
There are at least 10 photos of this address

Considerations

Greater distance from middle schools
The nearest middle school is farther than 1 mile away
Greater distance from grade schools
The nearest elementary school is farther than 0.3 mile away

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Rent trends in Brookline

1-bedroom apartments here are priced 44% higher than 1-bedrooms in Brookline Village.

Median rents as of Sep 6 2025.
Brookline Village
Brookline
A table of studio rental data trends in Brookline
MonthMedian Rent
September 2023$2,300
October 2023$2,337
November 2023$2,369
December 2023$2,452
January 2024$2,412
February 2024$2,400
March 2024$2,386
April 2024$2,295
May 2024$2,365
June 2024$2,365
July 2024$2,356
August 2024$2,381
September 2024$2,331
October 2024$2,437
November 2024$2,392
December 2024$2,400
January 2025$2,150
February 2025$2,150
March 2025$2,150
April 2025$2,150
May 2025$2,169
June 2025$2,150
July 2025$2,150
August 2025$2,150
September 2025$2,150
A table of studio rental data trends in Brookline Village
MonthMedian Rent
October 2023$2,300
November 2023$2,312
December 2023$2,250
January 2024$2,250
February 2024$2,250
March 2024$2,250
April 2024$2,250
May 2024$2,250
June 2024$2,883
July 2024$2,641
August 2024$2,550
September 2024$2,550
October 2024$2,700
November 2024$2,700
December 2024$2,700
January 2025$3,017
February 2025$2,940
March 2025$2,220
April 2025$2,450
May 2025$2,160
June 2025$2,303
July 2025$2,655
August 2025$2,482
September 2025$2,300

Affordability calculator

Can I afford to live at 99 Chestnut Street?

Bedrooms

1 bedroom

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

$170,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $170,000 annually to afford this 1-bedroom median monthly rent price of $4,250.
For more information on rent affordability, visit our rent calculator.

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 99 Chestnut St, Brookline, MA.
3 months ago$3,8001 bed1 bath
8 months ago$3,2001 bed1 bath
8 months ago$3,2001 bed1 bath
1 year ago$2,5001 bed1 bath
1 year ago$3,3001 bed1 bath
2 years ago$4,0001 bed1 bath
2 years ago$2,5001 bed1 bath
2 years ago$3,3001 bed1 bath
3 years ago$3,6001 bed1 bath

Schools near 99 Chestnut St #5

William H. Lincoln School

19 kennard rd

brookline, MA, 2445

K-8Public
A+

Brookline Early Education Program at Beacon

115 greenough st

brookline, MA, 2445

PKPublic

The Lynch Center

599 brookline ave

brookline, MA, 2445

PKPublic

Brookline Early Education Program at Putterham

194 grove st

chestnut hill, MA, 2467

PKPublic
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Getting around Brookline near 99 Chestnut Street

Walking

9/10
No car? No problem. Everything you need is within a few blocks.

Driving

6/10
This area is accessible to thoroughfares and has ample parking options.

Cycling

8/10
Helmets on–you can get anywhere in this cyclist-friendly, well-connected area.

Transit

7/10
Popular public transit options are just a short walk from this location.

Points of interest for 99 Chestnut Street, Brookline

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

7/10
Variety of restaurants within a few minutes' walk

Primary schools

8/10
At least one elementary school within a 15-minute walk

High schools

8/10
At least one high school within a 15-minute walk

Parks

10/10
Exceptionally large amount of park space within a few minutes’ walk

Nightlife

4/10
Some bars within a few minutes’ walk

Explore the area around 99 Chestnut Street

One Stop Market
321 Cypress St
Whole Foods Market
413 Centre St
Pimentel Market
340 Centre St
Stop & Shop Supermarket
155 Harvard St
Huntington Markets
818 Huntington Ave

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