40 Singletree Rd, Brookline, MA 02467
Property image
Property image
FOR SALE
1.24 ACRES

40 Singletree Rd
Brookline, MA 02467

Chestnut Hill
  • 6 Beds
  • 7.5 Baths
  • 9,301 sqft (on 1.24 acres)

$8,200,000

Est. Mortgage $48,960/mo*
Get Pre-Qualified

$8,200,000

Est. Mortgage $48,960/mo*
Get Pre-Qualified
6 Beds
7.5 Baths
9,301 sqft
(on 1.24 acres)

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
Climate Control
Heating & Cooling
Price/Sqft
$882
Listed
72 days ago

Local Information

  • Map ViewExplore the area around 40 Singletree Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.

Home Details for 40 Singletree Rd

Interior Features

Interior Details
Basement: FullNumber of Rooms: 15Types of Rooms: Master Bathroom
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 9Number of Bathrooms (full): 6Number of Bathrooms (half): 3
Dimensions and Layout
Living Area: 9301 Square Feet
Appliances & Utilities
Appliances: Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, DryerDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 6Has a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Door: French DoorsFlooring: Wood, Tile, Carpet
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Carpet

Exterior Features

Exterior Home Features
Roof: SlatePatio / Porch: PatioExterior: Patio, Pool - Inground HeatedFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6Has a GarageHas Open ParkingParking Spaces: 8Parking: Paved Drive,Paved
Pool
Pool: Pool - Inground HeatedPool
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 7629Finished Area (below surface): 1672

Days on Market

Days on Market: 72

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: B:437 L:0052 S:0000, 43503

Price & Status

Price
List Price: $8,200,000Price Per Sqft: $882

Active Status

MLS Status: Active

Location

Direction & Address
City: Brookline
School Information
Elementary School: HeathJr High / Middle School: HeathHigh School: Brookline High

Agent Information

Listing Agent
Listing ID: 73526856

Building

Building Area
Building Area: 9301 Square Feet

Community

Community Features: Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.2394 Acres

Miscellaneous

BasementMls Number: 73526856Above Grade Unfinished Area: 7629

Additional Information

ShoppingParkWalk/Jog TrailsGolfMedical FacilityHighway AccessUniversity
Last check for updates: about 10 hours ago
Listing courtesy of Maggie Gold Seelig, (617) 645-4999
MGS Group Real Estate LTD, (617) 714-4544
Rachel Goldman, (617) 302-8292
Source: MLS PIN, MLS#73526856
Also Listed on MLS PIN.

Market trends in Brookline

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM

Price History for 40 Singletree Rd

DatePriceEventSource
05/29/2026$8,200,000Listed For SaleMLS PIN #73526856
09/01/2000$1,200,000Sold
N/A
11/03/1999$1,630,000Sold
N/A
08/03/1999$1,000,000Sold
N/A
08/16/1996$2,800,000Sold
N/A
11/28/1989$3,800,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$97,469
Assessment$9,875,300
Home facts updated by county records

Comparable Sales for 40 Singletree Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
130 Cabot St, Brookline, MA
0.04
Single-Family Home
$5,700,000
04/23/26
6
8
9,755
120 Cabot St, Brookline, MA
0.04
Single-Family Home
$5,700,000
11/25/25
6
7.5
8,849
88 Cutler Ln, Brookline, MA
0.18
Single-Family Home
$5,860,000
02/18/26
6
6.5
7,450
335 Heath St, Brookline, MA
0.21
Single-Family Home
$7,650,000
12/11/25
7
8
12,814
61 Heath St, Jamaica Plain, MA
0.37
Single-Family Home
$8,000,000
09/11/25
5
6
7,000
23 Crafts Rd, Brookline, MA
0.36
Single-Family Home
$5,100,000
10/03/25
7
8
7,140
372 Warren St, Brookline, MA
0.63
Single-Family Home
$5,700,000
12/08/25
9
7
8,619
46 Malia Ter, Newton, MA
0.60
Single-Family Home
$3,036,350
10/06/25
5
4.5
3,909
35 Jefferson Rd, Brookline, MA
0.31
Single-Family Home
$2,245,000
09/08/25
5
3.5
3,634
124 Chestnut Hill Rd, Newton, MA
0.67
Single-Family Home
$5,750,000
08/04/26
5
7.5
7,359

Nearby homes

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Assigned Schools

These are the assigned schools for 40 Singletree Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Chestnut Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Chestnut Hill

At least 41 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 86 % Say it's dog friendly

  • 81 % Say car is needed

  • 73 % Say they plan to stay for at least 5 years

  • 71 % Say yards are well-kept

  • 71 % Say streets are well-lit

  • 70 % Say there's holiday spirit

  • 66 % Say parking is easy

  • 66 % Say people would walk alone at night

  • 63 % Say it's walkable to restaurants

  • 63 % Say kids play outside

  • 62 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 53 % Say it's walkable to grocery stores

  • 44 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
    Flag
  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
    Flag
  • Fish r.
    "Lovely neighborhood that's close to anything and everything -- shopping, restaurants, movies, doctors, gyms, public transportation, Soule recreation center & golf course, etc. Very safe, with lots of places to go for peaceful walks. I have lived here for nearly two decades and love it."
    5
    Flag
  • Jacquizieff
    "It an a upscale and snobby neighborhood where people don’t talk to each other. We never see kids and kids make no friends in the neighborhood. Clean safe closet To Boston. Nothing around. No walking distance to anything. Supermarket and gas is over priced. "
    0
    Flag
  • Robert B.
    "Wooded neighborhood surrounded by open space on 3 sides - farm stand and parks nearby. Safe, easy commute, great schools."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 40 Singletree Rd

  • What is the estimated monthly payment for 40 Singletree Rd?
    Based on a $8,200,000 list price with 20% down at today's rates, the estimated monthly payment for 40 Singletree Rd in Brookline, MA is approximately $49,944 (about $42,967 principal & interest, $6,902 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 40 Singletree Rd compare to homes in Brookline?
    40 Singletree Rd in Brookline, MA is listed at $8,200,000, about 487% above the $1.4M median sale price in Brookline.
  • What do residents say about the Chestnut Hill neighborhood?
    Residents describe the Chestnut Hill neighborhood in Brookline, MA as pedestrian-friendly, dog-friendly, and established. See homes for sale in Chestnut Hill, Brookline.
  • What are the closest schools to 40 Singletree Rd?
    The closest schools to 40 Singletree Rd in Brookline, MA are Brookline High School (rated 8/10), Roland Hayes School (Pre-K/Elementary/Middle, rated 9/10).
  • Does 40 Singletree Rd have air conditioning?
    Yes, 40 Singletree Rd in Brookline, MA has air conditioning.
  • Does 40 Singletree Rd have a pool?
    Yes, 40 Singletree Rd in Brookline, MA has a pool.
Maggie Gold Seelig, MGS Group Real Estate LTD, (617) 714-4544
Agent Phone: (617) 645-4999
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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
40 Singletree Rd, Brookline, MA 02467 is a 6 bedroom, 9 bathroom, 9,301 sqft single-family home built in 1900. 40 Singletree Rd is located in Chestnut Hill, Brookline. This property is currently available for sale and was listed by MLS PIN on May 29, 2026. The MLS # for this home is MLS# 73526856.