Interior Features
- Sauna/Steam/Hot Tub
- Wet Bar
- Wired for Sound
- Elevator
- Door FeaturesInsulated Doors, French Doors
- Window FeaturesInsulated Windows
‹ Back to Brookline
Questions about this home? Call or text ![]()
Keith Wade at 603-818-7976.
Keith Wade at 603-818-7976.Show all 40 photos
Home Highlights
City View(s)
Private Pool & SpaHeated
Renovated
Guest House
Private Elevator
Roof DeckCovered patio
Backup Generator
4‑Car Garage
About This Home
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.
Read moreKey Details
MLS #73590483
Monthly HOA$0
Price / Sq Ft$1,777
Property TypeSingle Family
Subdivision
Tax (2026)$197,379
Assessed Value$19,275,300
How This Home Compares
vs. the 288 homes for sale in BrooklinePrice$34,000,000
Median $1,649,500
$350,000
$36,000,000
1961% above the median Brookline home ($1,649,500).
Price per Sq Ft$1,777
Median $800
$424
$1,887
122% above the median Brookline home ($800).
Home Size19,138 sq ft
Median 1,815 sq ft
405 sq ft
45,935 sq ft
955% larger than the median Brookline home (1,815 sq ft).
Lot Size2.06 acres
Median 0.30 acres
0.02 acres
22.96 acres
590% larger than the median Brookline home (0.30 acres).
Days on Market5 days
Median 55 days
0 days
375 days
Newer to the market than most homes here (55 days median).
55 Singletree Rd at a Glance
MLS# 73590483
Offered at $34,000,000, this 7 bed, 13 bath home has 19,138 square feet of living space and was built in 2015. It sits in Brookline, zoned for Roland Hayes School and Brookline High School.
Want to see it in person? Schedule a showing or call Keith Wade at 603-818-7976.
Property Details
Kitchen and Appliances
- Range
- Oven
- Dishwasher
- Microwave
- Refrigerator
- Freezer
- Washer
- Dryer
- Wine Refrigerator
- Range Hood
- Instant Hot Water
Pool and Spa
- Pool FeaturesPool - Inground Heated
- Private Pool
- Spa FeaturesPrivate
- Spa
Exterior and Lot
- 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
- FencingFenced
- Other StructuresCabana, Guest House
- Patio and Porch FeaturesDeck, Deck - Roof, Patio, Covered
- Patio
- Deck
Garage and Parking
- Attached Garage
- Covered Spaces4
- Garage Spaces4
- Open Parking
- Parking FeaturesAttached, Heated Garage, Workshop in Garage, Garage Faces Side, Oversized, Off Street, Driveway
- Parking Total8
Building and Construction
- Total Square Feet Living19,138
- Year Built2015
- Above Grade Finished Area13,062
- BelowGradeFinishedArea6,076
- Building Area Total19,138
- Building Area UnitsSquare Feet
- Foundation DetailsConcrete Perimeter
- Property Age11
- RoofRubber
- Year Built DetailsApproximate,Renovated Since
- Year Built SourceBuilder
- Architectural StyleContemporary
Bedrooms and Bathrooms
- Bedrooms7
- Total Bathrooms13
- Full Bathrooms10
- 1/2 Bathrooms6
- Primary Bathroom Features
Other Rooms
- Total Rooms24
- Basement FeaturesFull, Finished
Heating and Cooling
- Cooling FeaturesCentral Air
- Heating FeaturesCentral
- Heating
- Number of Fireplaces5
Land Info
- Lot Size Acres2.06
- Lot Size Square Feet89,733
Home Features
- ViewCity View(s), City
- Green Energy EfficientThermostat
- Security FeaturesSecurity System
Homeowners Association
- AssociationNo
- Calculated Total Monthly Association Fees0
Amenities and Community Features
- Community FeaturesPublic 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
Other Property Info
- Annual Tax Amount197,379
- Source Listing StatusNew
- CountyNorfolk County
- DirectionsGps
- Tax Year2026
- Source Property TypeResidential
- Home WarrantyNo
- Parcel Number43501
- ZoningS25
- Property SubtypeSingle Family Residence
Utilities
- ElectricGenerator
- SewerPublic Sewer
- For Gas Range
- Water SourcePublic, Private
Accessibility Features
- Accessibility FeaturesAccessible Entrance
Schools Zoned for This Home
Brookline School District
elementary & middle · K-8Photo: webRoland Hayes School
9/10
high · 9-12Photo: webBrookline High School
8/10
Mortgage Calculator
For 55 Singletree Rd, Brookline, MA 02467Estimated Monthly Payment
/ month
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Rate from today's national average (7.28%). Includes estimated property taxes and HOA; homeowners insurance not included. An estimate, not a loan offer.
Price History
Listed For
$34,000,000
Last Sold $3,900,000 on 07-03-2002
First Recorded Sale $1,050,000 in 1993
SoldListed
| Date | Event | Price | Change |
|---|---|---|---|
| MLSListed | Listed | $34,000,000 | +$30,100,000+771.8% |
| 07-03-2002Public RecordSold | Sold | $3,900,000 | +$2,850,000+271.4% |
| 04-30-1993Public RecordSold | Sold | $1,050,000 | — |
2026 Property Tax
$197,379per year
Assessed Value $19,275,300
Tax records back to 2003
| Year | Property Tax | Assessed Value |
|---|---|---|
| 2026 | $197,379 | $19,275,300 |
| 2024 | $179,759 | $18,399,100 |
| 2023 | $173,766 | $17,428,900 |
| 2022 | $169,143 | $16,598,900 |
| 2021 | $156,412 | $15,960,400 |
| 2020 | $145,947 | $15,444,100 |
| 2019 | $137,820 | $14,708,600 |
| 2018 | $137,493 | $14,534,100 |
| 2017 | $135,469 | $13,711,400 |
| 2016 | $132,984 | $12,762,400 |
| 2015 | $116,564 | $10,914,200 |
| 2014 | $109,924 | $9,650,900 |
| 2006 | $48,473 | $5,075,700 |
| 2005 | $43,050 | $4,208,200 |
| 2004 | $34,731 | $3,267,300 |
| 2003 | $30,516 | $2,722,200 |
Sale prices from public records; list prices from the MLS. Taxes shown are for the prior owner and can change after a sale.
55 Singletree Rd FAQ
At $34,000,000, the asking price of 55 Singletree Rd is about 20.6 times the median asking price of $1,649,500 for homes for sale in Brookline.
- Its price per square foot is $1,777, about 2.2 times the median of $800 for homes for sale in Brookline.
- That is the 3rd highest price per square foot of the 284 homes for sale in Brookline that list their size.
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Listing Information Last Updated 10-19-2026