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36 Osborne Road, Brookline MA 02446

Brookline, MA 02446
$3,450,000
$3,195,000
Est. $17,183/month
4
Beds
4
Baths
4,069
Sq Ft
$785
Price/Sq Ft
0.20
Acres
2025
Year Built
3
Parking
87
Days on Market
Pending Price Drop -$255,000 Listed Feb 25, 2026 • MLS# 73480332 Copied! • Updated May 25, 2026

About this home

Timeless Victorian architecture elevated by a masterfully executed, full historical renovation delivering a reimagined home w/all the modern amenities imagineable & blending the best of urban & suburban living in desirable Brookline. On coveted Osborne Rd., this 4 bed, 4 bath residence lives w/the scale & presence of a single family across ~4,100 sq ft of refined interiors blending period detail & modern design. Chef-caliber kitchen anchors w/top-of-the-line Thermador appliances, dramatic waterfall quartz island, matching backsplash, bespoke cabinetry & exceptional storage, flowing seamlessly into sunlit living/dining spaces designed for both intimate gatherings & large-scale entertaining. Main-level living room w/full bath allows future ensuite. Primary retreat delivers generous proportions, den & spa-inspired bath. Upper-level BRs provide privacy & architectural charm. Finished LL, radiant bath floors. A rare offering where historic character & modern luxury exist in perfect balance

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
7.4%
Price Range

Property Timeline

Pending Sale
May 25, 2026
Offer accepted, sale pending
Price Reduced
Apr 28, 2026
$3,195,000 $255,000 (-7.39%)
From $3,450,000 to $3,195,000 (-7.4%)
👁️
Showing Instructions Updated
Mar 2, 2026
New showing requirements
🏠
Listed for Sale
Feb 26, 2026
$3,450,000
Original listing
Agent: Chuck Silverston Team Office: Gibson Sotheby's International Realty

Tax History

Year Taxes Assessment
2025 $9,929 $9,999

Financial Details

Annual Property Tax
$9,929
Tax Year 2025
Assessed Value
$9,999

Facts & Features

Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2025
Living Area 4,069 sq ft
Lot Size 0.20 acres
Bedrooms 4
Full Baths 4
Total Rooms 13

Interior

Heating Forced Air, Air Source Heat Pumps (ashp)
Cooling Central Air, Air Source Heat Pumps (ashp)
Flooring Wood, Tile, Flooring - Wood
Appliances Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Fireplace Living Room
Fireplaces 1
Basement Full, Finished
Laundry Dryer Hookup - Electric, Washer Hookup, Closet - Walk-in, Second Floor
Features Recessed Lighting, Closet/cabinets - Custom Built, Closet, Bathroom - Full, Bathroom - Tiled With Tub & Shower, Walk-in Closet(s), Entrance Foyer, Mud Room, Bonus Room, Bathroom, Library

Exterior

Construction Frame
Architecture Victorian
Roof Shingle, Slate
Features Porch, Covered Patio/deck
Pool None
Spa None
Fencing None
Patio/Porch Porch, Covered
Features Off Street
Total Spaces 3
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $9,929
Assessed Value $9,999
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Condo, Sf Alternative. Historic Reimagined New Build From The Inside, Condo Fee Estimated. Current Taxes As 2-famplans Not Finalized. Some Exterior Photos Have Been Digitally Enhanced, Some Interior Photos Have Been Virtually Staged. See Agent, Ev Ready Plug.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Other
Sq Ft Disclosures per condo docs
Documents None
County Norfolk
Total market time (incl. prior listings) 89 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2025
Bedrooms
4
Full Bathrooms
4
Living Area
4,069 sq ft
Total Rooms
13

Room Details

First Floor

Dining Room
19 x 14
Flooring - Wood, Exterior Access, Open Floorplan, Recessed Lighting

Second Floor

Bathroom2
9 x 8
Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Flooring - Marble, Bidet, Recessed Lighting
Master Bedroom
23 x 14
Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Flooring - Wood, Recessed Lighting, Lighting - Pendant
Family Room
18 x 14
Flooring - Wood, Recessed Lighting, Lighting - Pendant

Third Floor

Bedroom3
18 x 16
Walk-In Closet(s), Flooring - Wood, Window(s) - Bay/Bow/Box, Recessed Lighting, Lighting - Pendant
Bedroom2
22 x 16
Walk-In Closet(s), Flooring - Wood, Recessed Lighting, Lighting - Pendant
Bathroom3
9 x 9
Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Recessed Lighting

Basement Floor

Bedroom4
14 x 13
Bathroom - Full, Closet, Flooring - Wood, Recessed Lighting

Other Floor

Bedroom5
Office
Master Bathroom
Yes

Main,First Floor

Bathroom1
9 x 5
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Recessed Lighting
Kitchen
10 x 17
Flooring - Wood, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Kitchen Island, Cabinets - Upgraded, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Lighting - Pendant, Lighting - Overhead
Living Room
18 x 16
Bathroom - Full, Flooring - Wood, Window(s) - Bay/Bow/Box, Recessed Lighting, Lighting - Pendant, Lighting - Overhead, Closet - Double

Interior Features

Flooring: Wood, Tile, Flooring - Wood
Appliances: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Interior Features: Recessed Lighting, Closet/Cabinets - Custom Built, Closet, Bathroom - Full, Bathroom - Tiled With Tub & Shower, Walk-In Closet(s), Entrance Foyer, Mud Room, Bonus Room, Bathroom, Library
Windows: Skylight, Storm Window(s)
Basement: Full, Finished
Laundry: Dryer Hookup - Electric, Washer Hookup, Closet - Walk-in, Second Floor
Security:

Construction & Materials

Style: Victorian
Year Built: 2025
Structure Type:
Exterior Materials: Frame
Roof: Shingle, Slate
Foundation: Granite

Heating, Cooling & Utilities

Heating: Forced Air, Air Source Heat Pumps (ASHP)
Heating Zones: 4
Cooling: Central Air, Air Source Heat Pumps (ASHP)
Cooling Zones: 4
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Porch, Covered Patio/Deck
Patio & Porch: Porch, Covered
Fencing:
Other Structures:
Lot Features: Level
Road Surface:

Parking & Garage

Total Parking Spaces: 3
Parking Features: Off Street

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Public School, T-Station
School District
Brookline School District local
A+
School Safety 2024-25
0.4% Low
0.3% Suspensions 0.6% In-School 0.1% Emergency
5.1% below state avg
E

Elementary Schools

10 schools
A
Florida Ruffin Ridley School
0.4 mi | #40 of 352 | Score: 58.5
Improved 3 spots from last year
+0.3 above state avg
857 students Diverse
Diverse Student Body
Grades PK-08
Ivy Street School
0.5 mi
Grades 01-12
New England Hebrew Academy Elementary and Secondary School
0.6 mi
Grades PK-06
A+
Lawrence School
0.8 mi | #8 of 352 | Score: 63.9
Improved 2 spots from last year
+5.7 above state avg
630 students Diverse
Diverse Student Body
Grades K-08
A+
Michael Driscoll School
1.0 mi | #30 of 352 | Score: 60.1
Improved 10 spots from last year
+1.9 above state avg
567 students Diverse
Diverse Student Body
Grades PK-08
St. Mary of the Assumption School
1.0 mi
Grades PK-08
A+
Pierce School
1.0 mi | #27 of 352 | Score: 60.5
Dropped 16 spots from last year
+2.3 above state avg
592 students Very Diverse
Diverse Student Body
Grades K-08
Torah Academy Inc.
1.1 mi
Grades PK-08
Maimonides School
1.4 mi
Grades K-12
A
John D Runkle School
1.5 mi | #44 of 352 | Score: 58.0
Dropped 36 spots from last year
-0.2 below state avg
476 students Diverse
Diverse Student Body
Grades PK-08
H

High Schools

3 schools
JRI Bay Cove School
0.2 mi
Grades 07-12
Beaver Country Day School
3.1 mi
Grades 06-12
A+
Brookline High School
1.3 mi | #1 of 346 | Score: 82.5
Improved 18 spots from last year
+24.3 above state avg
2,181 students Diverse
21 sports • 3,004 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $827
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Neighborhood

36 Osborne Road, Brookline MA 02446

Brookline, MA 02446

Listing Information

Listing Agent Chuck Silverston Team
Listing Office Gibson Sotheby's International Realty
Office Phone 617-264-7900
Agent MLS ID TM309710
Office MLS ID AN8363
Listing Data Updated May 25, 2026 8:42 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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