38 Cumberland Ave, Brookline, MA 02445
Property image
Property image
FOR RENT
PET FRIENDLY

38 Cumberland Ave
Brookline, MA 02445

High Street Hill
  • 3 Beds
  • 3 Baths
  • 2,488 sqft
Price may not include required fees and charges.
Cost and fees breakdown

$9,500/mo

$9,500 deposit, available now
Fees may apply

$9,500/mo

$9,500 deposit, avail. now
Fees may apply
Price may not include required fees and charges.
Cost and fees breakdown
  • 3 Beds
  • 3 Baths
  • 2,488 sqft

Home Highlights

Pets
Dogs allowed
Parking
4 Parking Spaces
Listed
114 days ago

Local Information

  • Map ViewExplore the area around 38 Cumberland Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Short term furnished summer rental on Historic Pill Hill in Brookline. One of a kind, art filled contemporary home is an oasis of calm near the bustling city. Soaring ceilings & incredible natural light define the main living area including large living room w fireplace & piano, and a dining room that is open to chef's kitchen. The back of the living room is a wall of glass w doors that open to an expansive deck overlooking an amazing & very private backyard w spectacular landscaping and its own Japanese tea garden. Main level also has a bedroom wing w primary suite, two additional offices or guest spaces, and another full bath. Lower level has a media room, guest suite, home office w more amazing views of the yard, third full bath, home sauna, and access to two car garage. Convenient to everything: Minutes to Brookline Village, Longwood medical area, Coolidge Corner, Route 9 and D & E subway lines into Boston. Minutes to the Emerald Necklace walking & bike paths as well.

Costs and Fees

Required monthly rent & fees (based on 12-month lease)
  • Base rent
    $9,500/mo
Required one-time fees
  • Security deposit
    $9,500
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

Details for 38 Cumberland Ave

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Short Term Lease,Term of Rental(3-5)Available: nowSmall dogs allowedDeposit: $9,500

Agent Information

Listing Agent
MLS/Source ID: 73483955

Price History for 38 Cumberland Ave

DatePriceEventSource
04/12/2026$9,500Listed For RentMLS PIN #73483955
04/12/2026$15,000ListingRemovedMLS PIN #73477990
03/10/2026$15,000PriceChange
MLS PIN #73477990
03/08/2026$9,500PriceChange
MLS PIN #73483955
02/18/2026$15,000Listed For RentMLS PIN #73477990
08/20/2025$8,500ListingRemovedMLS PIN #73337600
07/11/2025$8,500PriceChange
MLS PIN #73337600
02/24/2025$10,000Listed For RentMLS PIN #73337600
06/28/2024ListingRemovedMLS PIN #73212877
03/15/2024$9,000Listed For RentMLS PIN #73212877
09/30/2023ListingRemovedMLS PIN #73092753
06/10/2023$8,000PriceChange
MLS PIN #73092753
06/02/2023$8,400PriceChange
MLS PIN #73092753
05/15/2023$8,800PriceChange
MLS PIN #73092753
03/29/2023$10,000Listed For RentMLS PIN #73092753
05/21/1991$345,000Sold
N/A

New Rentals Nearby

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

357 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

74 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

573 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

74 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

846 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

23 rentals with an outdoor space in Brookline, MA
Report this Listing

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
$342,000 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.

Nearby homes

Skip to last item
  • Results are loading
Skip to first item

Assigned Schools

These are the assigned schools for 38 Cumberland Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

High Street Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about High Street Hill

At least 31 Trulia users voted on each feature.

  • 98 % Say there are sidewalks

  • 97 % Say it's dog friendly

  • 91 % Say people would walk alone at night

  • 89 % Say streets are well-lit

  • 88 % Say it's walkable to restaurants

  • 88 % Say it's walkable to grocery stores

  • 85 % Say kids play outside

  • 63 % Say there's holiday spirit

  • 54 % Say neighbors are friendly

  • 49 % Say they plan to stay for at least 5 years

  • 48 % Say it's quiet

  • 46 % Say there's wildlife

  • 45 % Say parking is easy

  • 42 % Say yards are well-kept

  • 40 % Say car is needed

  • 37 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Local Legal Protections

LGBTQ • Source of Income
Insight Realty Group, Inc.
Michelle Quinn
38 Cumberland Ave, Brookline, MA is a 3 bedroom, 3 bathroom, 2,488 sqft single-family home built in 1966. 38 Cumberland Ave is located in High Street Hill, Brookline. 38 Cumberland Ave was listed for rent for $9,500/month on Apr 12, 2026. This property is pet friendly.