There are exceptional homes, and then there are properties conceived on an entirely different scale. 55 Singletree is the latter. Perched atop a secluded hill on more than two private acres in Brookline, adjacent to the reservoir, this extraordinary estate offers a rare sense of privacy and tranquility just minutes from Boston. Its elevated position and naturally sheltered setting create remarkable seclusion, with no neighboring homes overlooking the pool or private outdoor spaces. Years of vision, craftsmanship, and investment have been brought to life through an extensive two-phase construction project by Thoughtforms, one of New England’s most respected custom home builders. The result is not simply a residence, but a world unto itself—an estate with the scale and experience of a private resort. The property’s commanding elevation captures views toward the Boston skyline, culminating at a rooftop terrace overlooking the city. Across the grounds, architecture and landscape have been conceived as one experience. Water features introduce movement and serenity, expansive outdoor spaces invite both gathering and escape, and a private tennis and sports court creates a level of recreation rarely found so close to the city. Inside, monumental scale meets intimate refinement, with exceptional materials, custom craftsmanship, and thoughtfully designed spaces equally suited for grand entertaining and everyday family life. An estate of this scale, caliber, and extraordinary privacy would be exceptionally difficult to replicate today. 55 Singletree represents a singular opportunity: a secluded residential sanctuary offering remarkable sophistication, recreation, and proximity to Boston.
Property Details
Price:
$34,000,000
MLS #:
73590483
Status:
Active
Beds:
7
Baths:
13
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 14, 2026
Finished Sq Ft:
19,138
Total Sq Ft:
19,138
Lot Size:
89,733 sqft / 2.06 acres (approx)
Year Built:
2015
See this Listing
Schools
Interior
Above Grade Finished Area
13062
Appliances
Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood, Instant Hot Water
Bathrooms
10 Full Bathrooms, 6 Half Bathrooms
Below Grade Finished Area
6076
Cooling
Central Air
Fireplaces Total
5
Heating
Central
Interior Features
Sauna/Steam/Hot Tub, Wet Bar, Wired for Sound, Elevator
Exterior
Accessibility Features
Accessible Entrance
Architectural Style
Contemporary
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
Covered Spaces
4
Exterior Features
Deck, Deck – Roof, Patio, Covered Patio/Deck, Balcony, Pool – Inground Heated, Cabana, Tennis Court(s), Rain Gutters, Hot Tub/Spa, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, City View(s), Garden, Guest House, Stone Wall
Fencing
Fenced
Garage Spaces
4
Green Energy Efficient
Thermostat
Open Parking Spaces
4
Open Parking YN
1
Other Structures
Cabana, Guest House
Parking Features
Attached, Heated Garage, Workshop in Garage, Garage Faces Side, Oversized, Off Street, Driveway
Parking Spots
8
Parking Total
8
Patio And Porch Features
Deck, Deck – Roof, Patio, Covered
Roof
Rubber
Security Features
Security System
Spa Features
Private
View
City View(s), City
Window Features
Insulated Windows
Financial
Tax Year
2026
Taxes
$197,379
Map
Community
- Address55 Singletree Rd Brookline MA
- CityBrookline
- CountyNorfolk
- Zip Code02467
Subdivisions in Brookline
Market Summary
Current real estate data for Single Family in Brookline as of Oct 16, 2026
77
Single Family Listed
137
Avg DOM
890
Avg $ / SqFt
$5,193,630
Avg List Price
Property Summary
- 55 Singletree Rd Brookline MA is a Single Family for sale in Brookline, MA, 02467. It is listed for $34,000,000 and features 7 beds, 13 baths, and has approximately 19,138 square feet of living space, and was originally constructed in 2015. The current price per square foot is $1,777. The average price per square foot for Single Family listings in Brookline is $890. The average listing price for Single Family in Brookline is $5,193,630. To schedule a showing of MLS#73590483 at 55 Singletree Rd in Brookline, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Douglas Elliman Real Estate. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
55 Singletree Rd
Brookline, MA

