99 Chestnut St #5, Brookline, MA 02445
Property image
Property image
FOR RENT
APPLY INSTANTLY
PET FRIENDLY
FURNISHED

$3,495/mo

Original price: $4,725
Total price
  • 1 Bed
  • 1 Bath
  • 700 sqft

99 Chestnut St #5, Brookline, MA 02445

Available Nov 22
Cost and fees breakdown
This listing now includes required monthly fees in the total price. Learn more
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Home Highlights

Apartment
Dogs & Cats Allowed
Dishwasher
Washer, Dryer
Baseboard & Window Units
$1,500 deposit

Local Information

  • Map ViewExplore the area around 99 Chestnut St #5.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Spacious one-bedroom top-floor apartmentFully equipped eat-in kitchenHardwood floorsFlat screen tvComfortable queen-sized bed
STARS of Boston presents

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

$4,725/mo - Fully Furnished, Short or Long-Term, Utilities, WIFI, and Live Streaming TV Included

Utilities are included with a monthly cap of $100.

By booking this property, you agree to the following legally binding conditions:
This stay is for transient occupancy only and does not create a landlord-tenant relationship.
You affirm that you maintain a separate primary residence and are occupying this unit for temporary lodging purposes only.
This booking grants a revocable license to occupy, not a lease. Failure to pay or violation of rules may result in immediate removal without refund.
In the event of non-payment, refusal to vacate, or violation of terms, you may be treated as a trespasser and law enforcement may be contacted.
No subletting, unauthorized guests, or use of the property as a permanent residence is permitted under any circumstances.
Smoking (of any kind) is Not allowed in the building or apartment; a $300 fine will be charged and any cleaning fees.
No pets unless permitted in writing, and a pet addendum has been signed. This includes pets belonging to visitors.
A $25/night fee for overnight guest(s) not on agreement. Also, no parties or events are permitted. A $300 fine and cleaning fees will be charged.

Details for 99 Chestnut St #5

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Days on Market

Days on Market: 44 days on Trulia

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 monthAvailable: Nov 22ndCats, small dogs allowedDeposit: $1,500

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site
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Costs and Fees

Required monthly rent & fees (based on 12-month lease)
  • Base rent
    $3,495/mo
Required one-time fees
  • Security deposit
    $1,500
  • Administrative fee
    $300
  • Cleaning fee
    $250
  • Holding deposit
    $1,500
  • Security deposit alternative
    $55
Optional one-time fees
  • Pet fee
    $250
Additional fees
  • Parking fee
    $250
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
See more

Rental Market Trends in Brookline

Last updated Sep 2026
Trulia Rent Estimate$3,834/mo
Average rent
$3.85K
$183MoM
Available listings
1420
View rental market trends in Brookline, MA

Around this home

What Locals Say about Brookline

At least 422 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 90 % Say it's dog friendly

  • 87 % Say it's walkable to restaurants

  • 87 % Say it's walkable to grocery stores

  • 84 % Say people would walk alone at night

  • 81 % Say streets are well-lit

  • 67 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 59 % Say there's wildlife

  • 52 % Say parking is easy

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say it's quiet

  • 48 % Say neighbors are friendly

  • 40 % Say car is needed

  • 39 % Say yards are well-kept

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Very dog friendly "
    0
    Flag
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
    0
    Flag
  • Kai Hsin Chang
    "Very convenient to do grocery and most people live here use public transportation because there’s no street parking. People who want to do street parking should apply for parking permits."
    0
    Flag
  • Sydney Reitz
    "Events at the Coolidge corner theatre, Brookline day on Harvard street in Coolidge corner, open holiday meals at the United Parish church"
    0
    Flag
  • Sydney Reitz
    "The sidewalks and streets are well-maintained even in inclement weather. Traffic is only bad around the Longwood medical area and major streets around rush hour. Pub trans is easy and safe."
    0
    Flag
  • Austin Wozniak
    "Multiple dog friendly, off-leash parks in the community and many great places to walk a dog. The community is very dog friendly. "
    0
    Flag
  • Loming1986
    "Only limited (a hand-full) dog parks available, I wish there are more. Many neighbors have dogs and it’s a very dog friendly neighborhood."
    0
    Flag
  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
    0
    Flag
  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
    0
    Flag
  • Trulia User
    "I’v stayed in a hotel in this neighborhood. It is a beautiful area with many shops to explore. Hope to move to this area. "
    0
    Flag
  • Trulia User
    "Near everything. Train across the street, restaurants, coffee shops, etc JP is part of Boston. Vibrant community. Diverse. High incomes mixed with low. "
    1
    Flag
  • Trulia User
    "Yes, the area has many dog parks, both on and off leash. Most apartment buildings are dog friendly and neighbors have been very accepting. "
    0
    Flag
  • Aliana P.
    "It’s a quick commute to downtown, especially if you live on the D line. Very convenient. It’s also a very walkable area with all stores and necessities close by. "
    1
    Flag
  • Juana B.
    "It’s very safe and great school system!! I been leaving here for 11 years and I love it and my kids too"
    2
    Flag
  • Jiyoung W.
    "Lots of other friendly dog owners, plus lots of little parks and green space for pups to run around (especially Amory Park!). Lots of businesses in the area have dog treat jars too!"
    1
    Flag
  • Adriana P.
    "It seems let friendly. Lots of parks and spaces for dogs to run. I don’t have a dog but I have friends with dogs"
    0
    Flag
  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
    0
    Flag
  • Deiabarroso86
    "Very safe, with a lot of stores around.. Beacon Street is a beautiful street and we have the Reservoir nearby, which is a good place for a walk."
    1
    Flag
  • Josie E.
    "The kids walk to school on a tree-lined street and neighbors know each other. A little oasis in the city "
    4
    Flag
  • Caroline
    "Drive to Watertown or take shuttle provided by my place of employment. Easy access to city via C or D green line. "
    0
    Flag
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
    Flag
  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Scottcunha311
    "Halloween’s are very popular especially on clark rd. Great location to Cleveland circle and both bu and bc can take train anywhere or easily get a bus there’s no shortsge of things to do"
    0
    Flag
  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Courtney C.
    "Safe and homey - education is good but property tax is rising. Commute is perfect - only ten minute drive away from my work site. "
    0
    Flag
  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
    0
    Flag
  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
    Flag
  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
    Flag
  • Oliver L.
    "I walk to work in the medical area. T stops make getting to the center easy. It is quite possible to live without a car."
    0
    Flag
  • Sophie
    "The community center holds a lot of interesting activities like Mahjong, movies, reading, yoga and concerts. Also we have a greeeat library here!"
    0
    Flag
  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
    0
    Flag
  • Heli C.
    "The schools are excellent, and neighbors tend to know each other. We are a ‘suburb’ of Boston but also officially a town with numerous distinct village neighborhoods, most of which are walkable to restaurants and amenities. Brookline has a fairly international mix of people, with families from all over the world coming here to study and work at the nearby Harvard teaching hospitals."
    0
    Flag
  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
    0
    Flag
  • Pat B.
    "There's some strange people who are around, but they're harmless. There's lots of daycare places, so if someone has a young kid there's lots of options nearby."
    1
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag

Local Legal Protections

LGBTQ • Source of Income

Price and Tax history

DateEventPrice
Sep 22, 2026
Source: Zillow Rentals
PriceChange
$3,495
Price decreased by 26%
Jul 26, 2026
Source: Zillow Rentals
Listed For Rent
$4,725
Jul 25, 2026
Source: Zillow Rentals
ListingRemoved
$4,725
Jul 16, 2026
Source: Zillow Rentals
Listed For Rent
$4,725
Jul 16, 2026
Source: Zillow Rentals
ListingRemoved
$4,725
Stars of Boston

Frequently asked questions about 99 Chestnut St #5

  • What income do you need to rent 99 Chestnut St #5?
    Most landlords look for monthly gross income of about 3× rent, or roughly $125K per year to rent 99 Chestnut St #5 in Brookline, MA at $3,495/mo.
  • What is the pet policy at 99 Chestnut St #5?
    99 Chestnut St #5 in Brookline, MA allows cats and small dogs.
  • What's the average rent in Brookline?
    The average rent in Brookline is $3,850 per month.
  • How does the rent for 99 Chestnut St #5 compare to similar 1-bedroom apartments in Brookline?
    99 Chestnut St #5 in Brookline, MA rents about 21% above the area average for 1-bedroom apartments in Brookline ($2,894/mo).
  • Does 99 Chestnut St #5 have laundry facilities?
    Yes, 99 Chestnut St #5 in Brookline, MA has in-unit laundry.
  • Does 99 Chestnut St #5 have parking?
    Yes, 99 Chestnut St #5 in Brookline, MA has on-site parking.

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$125,820 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

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99 Chestnut St #5, Brookline, MA is a 1 bedroom, 1 bathroom, 700 sqft apartment. 99 Chestnut St #5 was listed for rent for $3,495/month on Aug 11, 2026. This property is pet friendly.