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.
For sale
$34,000,000
55 Singletree Rd, Brookline, MA 02467
7beds
19,138sqft
Single Family Residence
Built in 2015
2.06 Acres Lot
$31,915,600 Zestimate®
$1,777/sqft
$-- HOA
What's special
Exceptional materialsCustom craftsmanshipAdjacent to the reservoir
- 15 days
- 7,420
- 421
Zillow last checked:
Listing updated:
Listed by:
The Sarkis Team 617-875-4950,
Douglas Elliman Real Estate - The Sarkis Team 617-875-4950
Source: MLS PIN,MLS#: 73590483
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 16
- Full bathrooms: 10
- 1/2 bathrooms: 6
Primary bathroom
- Features: Yes
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood, Instant Hot Water
Features
- Sauna/Steam/Hot Tub, Wet Bar, Wired for Sound, Elevator
- Doors: Insulated Doors, French Doors
- Windows: Insulated Windows
- Basement: Full,Finished
- Number of fireplaces: 5
Interior area
- Total structure area: 19,138
- Total interior livable area: 19,138 sqft
- Finished area above ground: 13,062
- Finished area below ground: 6,076
Property
Parking
- Total spaces: 8
- Parking features: Attached, Heated Garage, Workshop in Garage, Garage Faces Side, Oversized, Off Street, Driveway
- Attached garage spaces: 4
- Uncovered spaces: 4
Accessibility
- Accessibility features: Accessible Entrance
Features
- Patio & porch: Deck, Deck - Roof, Patio, Covered
- 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
- Has private pool: Yes
- Pool features: Pool - Inground Heated
- Has spa: Yes
- Spa features: Private
- Fencing: Fenced
- Has view: Yes
- View description: City View(s), City
Lot
- Size: 2.06 Acres
Details
- Additional structures: Cabana, Guest House
- Parcel number: 43501
- Zoning: S25
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Foundation: Concrete Perimeter
- Roof: Rubber
Condition
- Year built: 2015
Utilities & green energy
- Electric: Generator
- Sewer: Public Sewer
- Water: Public, Private
- Utilities for property: for Gas Range
Green energy
- Energy efficient items: Thermostat
Community & HOA
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
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Brookline
Financial & listing details
- Price per square foot: $1,777/sqft
- Tax assessed value: $19,275,300
- Annual tax amount: $197,379
- Date on market: 10/15/2026
Estimated market value
$31,915,600
$29.68M - $33.51M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/14/2026 | Listed for sale | $34,000,000+771.8%$1,777/sqft |
Source: MLS PIN #73590483 Report a problem | ||
| 7/3/2002 | Sold | $3,900,000+371328.6%$204/sqft |
Source: Public Record Report a problem | ||
| 4/30/1993 | Sold | $1,050 |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $187,133 +4.1% | $18,959,800 +3% |
| 2024 | $179,759 +3.4% | $18,399,100 +5.6% |
| 2023 | $173,766 +2.7% | $17,428,900 +5% |
| 2022 | $169,143 +8.1% | $16,598,900 +4% |
| 2021 | $156,412 +7.2% | $15,960,400 +3.3% |
| 2020 | $145,947 +5.9% | $15,444,100 +5% |
| 2019 | $137,820 +0.2% | $14,708,600 +1.2% |
| 2018 | $137,493 +1.5% | $14,534,100 +6% |
| 2017 | $135,469 +1.9% | $13,711,400 +7.4% |
| 2016 | $132,984 +14.1% | $12,762,400 +16.9% |
| 2015 | $116,564 +6% | $10,914,200 +13.1% |
| 2014 | $109,924 +13.6% | $9,650,900 +16.2% |
| 2013 | $96,758 +31.6% | $8,305,400 +28.8% |
| 2012 | $73,497 +27.1% | $6,447,100 +26% |
| 2011 | $57,825 +3% | $5,117,300 |
| 2010 | $56,137 +2.6% | $5,117,300 |
| 2009 | $54,704 +10.4% | $5,117,300 +5.1% |
| 2008 | $49,560 +0.4% | $4,868,400 -4% |
| 2007 | $49,344 +1.8% | $5,071,300 -0.1% |
| 2006 | $48,473 +12.6% | $5,075,700 +20.6% |
| 2005 | $43,050 +24% | $4,208,200 +28.8% |
| 2004 | $34,731 +13.8% | $3,267,300 +20% |
| 2003 | $30,516 +15.8% | $2,722,200 +33.2% |
| 2002 | $26,362 +8.8% | $2,043,600 +42.6% |
| 1999 | $24,237 | $1,433,300 |
Find assessor info on the county website
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