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.
House for rent
$9,500/moFees may apply
38 Cumberland Ave, Brookline, MA 02445
3beds
2,488sqft
Price may not include required fees and charges. Learn more|
Singlefamily
Available now
Dogs OK
Air conditioner
In building laundry
4 Parking spaces parking
Central, forced air, natural gas, wood
What's special
Two car garageHome saunaGuest suiteMedia roomJapanese tea gardenSoaring ceilingsIncredible natural light
- 136 days |
- -- |
- -- |
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Listing updated:
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Central, Forced Air, Natural Gas, Wood
Cooling
- Air Conditioner
Appliances
- Included: Dishwasher, Dryer, Freezer, Microwave Oven, Range, Refrigerator, Washer
- Laundry: In Building, In Unit, Shared
Features
- Home Office, Internet Available - Unknown, Media Room, Storage
- Has fireplace: Yes
Interior area
- Total interior livable area: 2,488 sqft
Property
Parking
- Total spaces: 4
- Details: Contact manager
Features
- Patio & porch: Covered, Deck, Patio
- Exterior features: Bike Path, Conservation Area, Fenced Yard, Fruit Trees, Garden, Highway Access, Home Office, House of Worship, Internet Available - Unknown, Lighting, Media Room, Medical Facility, Public School, Public Transportation, Shopping, Sprinkler System, T-Station, Tennis Court(s), University
- Fencing: Fenced Yard
Lot
- Features: Garden, Private
Details
- Additional structures: Gazebo, Tennis Court(s)
- Parcel number: BROOB299L0046S0000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: SingleFamily
Condition
- Year built: 1966
Utilities & green energy
- Utilities for property: Cable, Cable Connected, Electricity, Garbage, Gas, Internet, Sewage, Water
Community & HOA
Community
- Features: Park, Tennis Court(s)
HOA
- Amenities included: Cable TV, Landscaping, Laundry, Park, Parking, Tennis Court(s), Trail(s)
Location
- Region: Brookline
Financial & listing details
- Lease term: Short Term Lease,Term of Rental(3-5)
Price history
| Date | Event | Price |
|---|---|---|
| 4/12/2026 | Listed for rent | $9,500-36.7%$4/sqft |
Source: MLS PIN #73483955 Report a problem | ||
| 4/12/2026 | Listing removed | $15,000$6/sqft |
Source: MLS PIN #73477990 Report a problem | ||
| 3/10/2026 | Price change | $15,000+57.9%$6/sqft |
Source: MLS PIN #73477990 Report a problem | ||
| 3/8/2026 | Price change | $9,500-36.7%$4/sqft |
Source: MLS PIN #73483955 Report a problem | ||
| 2/18/2026 | Listed for rent | $15,000+76.5%$6/sqft |
Source: MLS PIN #73477990 Report a problem | ||
| 8/20/2025 | Listing removed | $8,500$3/sqft |
Source: MLS PIN #73337600 Report a problem | ||
| 7/11/2025 | Price change | $8,500-15%$3/sqft |
Source: MLS PIN #73337600 Report a problem | ||
| 2/24/2025 | Listed for rent | $10,000+11.1%$4/sqft |
Source: MLS PIN #73337600 Report a problem | ||
| 6/28/2024 | Listing removed | -- |
Source: MLS PIN #73212877 Report a problem | ||
| 3/15/2024 | Listed for rent | $9,000+12.5%$4/sqft |
Source: MLS PIN #73212877 Report a problem | ||
| 9/30/2023 | Listing removed | -- |
Source: MLS PIN #73092753 Report a problem | ||
| 6/10/2023 | Price change | $8,000-4.8%$3/sqft |
Source: MLS PIN #73092753 Report a problem | ||
| 6/2/2023 | Price change | $8,400-4.5%$3/sqft |
Source: MLS PIN #73092753 Report a problem | ||
| 5/15/2023 | Price change | $8,800-12%$4/sqft |
Source: MLS PIN #73092753 Report a problem | ||
| 3/29/2023 | Listed for rent | $10,000$4/sqft |
Source: MLS PIN #73092753 Report a problem | ||
| 5/21/1991 | Sold | $345,000$139/sqft |
Source: Public Record Report a problem | ||
Neighborhood: High Street Hill
Nearby schools
GreatSchools rating
- 9/10William H Lincoln SchoolGrades: K-8Distance: 0.6 mi
- 8/10Brookline High SchoolGrades: 9-12Distance: 0.7 mi







