

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.
Rental Terms for 38 Cumberland Avenue
Availability Date: 2026-07-15
Available Now: False
Lease Term: Short Term Lease,Term of Rental(3-5)
First Month Required: True
Last Month Required:True
Security Deposit Required: True $9,500
Reference Required:True
Insurance Required:True
Rent per Month: $9,500
Aprrox. Funds Required: Upon lease signing, the tenant is expected to despoit:First Month ($9,500) + Last Month ($9,500) + Security Deposit ($9,500) = $28,500
Rent Includes: Heat, Hot Water, Electricity, Gas, Water, Sewer, Trash Collection, Gardener, Extra Storage, Garden Area, Cable TV, Furnishings (See Remarks), Air Conditioning, Laundry Facilities, Parking, Internet, Other
Pets Allowed: Yes w/ Restrictions
Property Details for 38 Cumberland Avenue
Property Type: Single Family Residence
Total Rooms: 8
Bedrooms: 3
Bathrooms: 3
Half Bathrooms: 0
Living Area: 2,488
Lot Size (SF): 11,182
Levels:
Total Parking Spaces: 4
Garage Spaces: 2
Parking Features:
Listing ID: 73483955
Postal Code: 02445
Neighborhood: Pill Hill
Elementary School District: William H. Lincoln
Elementary School Buffer Zone:
High School: Brookline High School
Year Built: 1966
Architectural Style:
Basement:
Features for 38 Cumberland Avenue
Heating: Natural Gas, Central, Forced Air
Fireplaces: 1
Accessibility Features: No
Association Amenities:
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
Elevator: False
Cooling: True
Laundry: In Building
Appliances: Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Building Features:
Waterfront: False
Waterfront Features:
Pets Allowed: Yes w/ Restrictions
Entry Level (Floor): 1
Disclosures for 38 Cumberland Avenue
Condo Association: False
Historic District:
Zoning Code: S-10
Zoning Description: SINGLE-FAMILY
Zoning Category: single_family
Zoning FAR:
Zoning Min Lot: 10,000
Lead Paint: Unknown
Listed for Sale: False
Square Feet Disclosures:
Voting Precinct: 5 Located at (New) Lincoln School, 19 Kennard Road
Listing Lifecycle for 38 Cumberland Avenue
List Date: 2026-03-08
Off Market Date:
Under Agreement Date:
Rented Date:
List Office: Insight Realty Group, Inc.
Listing Agent: Michelle Quinn
Original List Price: $9,500
Rented Price:
Last Updated on: 2026-03-09 00:01:16 from: mls-pin
Tenant Agent’s Office:
Tenant’s Agent:



