This elegant European-style country home is located in one of Old Chestnut Hill’s most desirable neighborhoods, ideal for modern family living and entertaining. The chef’s kitchen opens to a sun-filled family room and connects to both indoor and outdoor dining areas. The first floor also features a spacious living room and cozy library, both with fireplaces. Upstairs, the expansive primary suite includes dual walk-in closets and a luxurious bath with soaking tub and large shower. Four additional bedrooms and two baths complete the second floor. The third floor offers a bright new gym with skylights and a full bath with steam shower. The walk-out garden level includes a playroom, full bath, movie theater with Savant system, and dining area. Beautifully landscaped grounds feature two patios, a large play area, and a heated driveway. Steps to the T, the Chestnut Hill Reservoir, and the shops and restaurants at The Street.
Single-familyProperty Type
1928Year Built
0.5 acresLot Size
$499Price/Sq.Ft.
2 garage spacesParking
Listed by Chamberlain Group• Coldwell Banker Realty - Brookline
Chestnut Hill, located between Commonwealth Avenue and Route 9, is a residential and retail Newton neighborhood with granite outcrops and village-style shopping streets. The neighborhood’s character concentrates around the Chestnut Hill Mall–The Street corridor on Boylston Street, where cafés, boutiques, and polished storefronts line wide sidewalks. Pillars include the Metropolitan Waterworks Museum, the Boston College campus edge, and the historic Hammond Pond Reservation trails. Large, shingle-style and brick homes sit along curving, tree-lined roads shaped by the area’s glacial terrain. Pocket parks and reservoir paths set a steady outdoor rhythm. Commercial nodes feel curated rather than crowded, with a calm, commuter-friendly pace.
Provided by Walk Score and Local Logic
Offer insights
85 Gate House Rd · $3,995,000
$3.92M and above
75% chance or better to win
Why $3.92M+ is a strong offer
DAYS ON MARKET
170 days
The average home goes pending in 20 days.
SALE-TO-LIST
102.9%
Most homes are selling 3% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Bathroom
Bedroom
Interior features
Library
Exercise room
Media room
Play room
Finished full basement
4 fireplaces
Total of 14 rooms
Bedrooms
Primary and other bedrooms located on the second floor
Bathrooms
5 full bathrooms
1 half bathroom
Primary bathroom included
Kitchen
Range
Oven
Dishwasher
Disposal
Refrigerator
Freezer
Range hood
Laundry & utility
Washer and dryer included
Laundry located in the basement
Flooring
Hardwood floors
Heating & cooling
Forced air heating
Central air conditioning
Exterior features
Screened porch
Patio
Porch - screened
Rain gutters
Greenhouse structure on the property
Professional landscaping
Sprinkler system
Decorative exterior lighting
Home design
Single family residence
Approximately built (public records)
Private road frontage
Gentle sloping to level terrain
Parking
Attached garage with 2 covered spaces
Additional open paved parking (3 spaces)
Total of 5 parking spaces
Paved driveway and off-street parking
Construction
Shingle roof
Approximately built (year per public records)
Utilities
Public water
Public sewer
HOA & community
Community amenities nearby: public transportation, shopping, pool, tennis courts, park, walk/jog trails, golf, bike path, conservation area, private and public schools, T-Station
Electricity and solar
View estimated energy costs and solar savings for this home
Sited on private 1/2 acre plus in Old Chestnut Hill surrounded by 100 yr old copper beech trees, this English country home features 5 BR on 2nd level, expansive updated kitchen/family room with limestone countertops, Dynasty 6 burner gas stove w/ griddle & grill, Dynasty dbl ovens, Subzero fridge, Miele dishwashers, screen porch for private dining, lower level walkout perfect for home office. Easy walk to Chestnut Hill School, reservoir, public transportation, shops/restaurants at C.H. Mall
MLS PIN #50278206
Jun 30, 1995
Sold
$675,000
$84/sq ft
Apr 11, 1995
Listing Removed
—
Apr 4, 1995
Listed
$695,000
$87/sq ft
HIDDEN BEHIND TALL CEDARS ON A BACKROAD, THIS 1927 MEDITERREAN STUCCO OFFERS A SOUPCON OF PROVENCE IN OLD CHESTNUT HILL. HOUSE FEATURES WIDEPLANK FLOOR BOARDS, ARCHED DOORWAYS,A GRACEFUL CURVED WOOD/WROUGHTIRON STAIRCASE
Year
Property tax
Land + Additions
Assessment*
2026
$39,506 (+3.8%)
$2,098,000 + $1,979,000
$4,077,000
2025
$38,052 (+3.4%)
$1,998,100 + $1,884,800
$3,882,900
2024
$36,793 (+3.9%)
$1,939,900 + $1,829,900
$3,769,800
2023
$35,413 (+4.5%)
$1,499,900 + $1,978,800
$3,478,700
2022
$33,885 (+3.3%)
$1,388,800 + $1,832,200
$3,221,000
2021
$32,810 (+6.2%)
$1,310,200 + $1,739,100
$3,049,300
2020
$30,903 (+2.9%)
$1,310,200 + $1,649,900
$2,960,100
2019
$30,032 (+0.3%)
$1,272,000 + $1,601,900
$2,873,900
2018
$29,938 (+3.1%)
$1,169,700 + $1,597,200
$2,766,900
2017
$29,027 (+4.6%)
$1,103,500 + $1,506,800
$2,610,300
2016
$27,762 (+4.9%)
$1,031,300 + $1,408,200
$2,439,500
2015
$26,470 (+0.3%)
$963,800 + $1,316,100
$2,279,900
2014
$26,389 (+5.5%)
$888,400 + $1,288,900
$2,177,300
2013
$25,017 (+2.9%)
$888,400 + $1,288,900
$2,177,300
2012
$24,320 (+4.7%)
$888,400 + $1,288,900
$2,177,300
2011
$23,219 (+2.6%)
$863,300 + $1,266,900
$2,130,200
2010
$22,628 (+2.4%)
$880,900 + $1,292,800
$2,173,700
2009
$22,092
$898,900 + $1,319,200
$2,218,100
Public record
Beds
5
Baths
6
Stories
3
Lot width
—
Lot depth
—
Lot size
0.5 Acres
Year renovated
—
Finished Sq. Ft.
5,140
Unfinished Sq. Ft.
—
Total Sq. Ft.
5,140
Year built
1928
Style
Single Family Residential
County
Middlesex County
APN
1914172S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 29, 2026.
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