138 Woodland Road, Brookline, MA 02467

$9,495,000 - Chestnut Hill

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Built in 2022 by one of Boston’s premier luxury builders, this masterfully crafted residence redefines modern elegance and sophistication. From the moment you enter the dramatic two-story foyer, the home sets the stage for grand entertaining and refined living. The expansive first floor showcases palatial rooms, a formal sitting room, a library, and an expansive guest suite. At the heart of the home is a custom-designed kitchen paired with a fully outfitted prep kitchen, both featuring top-of-the-line appliances for effortless hosting. A spacious mudroom completes the main level with style and function. Upstairs, the primary suite offers the ultimate retreat: an oversized bedroom with a sitting area, a fully custom walk-in closet, and a spa-inspired bath with dual vanities, a makeup station, and luxurious finishes. Four additional en suite bedrooms and a thoughtfully designed laundry room with custom built-ins. Outside, nearly one acre of manicured grounds offers beauty and privacy.

— MLSPIN #: 73424067

Map of 138 Woodland Road, Brookline, MA 02467

138 Woodland Road, Chestnut Hill, Brookline, MA 02467
138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467
138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467
138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467
138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467
138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467
138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467
138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467
138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467 138 Woodland Road, Chestnut Hill, Brookline, MA 02467
List Price:$9,495,000
Status:Active
MLS ID:73424067
Town:Brookline
Neighborhood:Chestnut Hill
County:Norfolk
Zip:02467
Property Type:Residential
Property Sub Type:Single Family Residence
Bedrooms:5
Full Baths:5
Half Baths:1
Living Area:7,096 sqft
Acres:0.92
Taxes:86,143
Cooling:Central Air
Flooring:Engineered Hardwood, Flooring - Stone/Ceramic Tile
Heating:Forced Air
Parking Features:Attached, Paved Drive, Paved
Status:Active
Water Source:Public
Year Built:2022
Directions:Hammond Street onto Woodland Road
Laundry Features:Second Floor
Foundation Details:Concrete Perimeter
Fireplace Features:Family Room, Living Room
Listing Contract Date:2025-09-02
Cooling?:Yes
Fireplace?:Yes
Garage?:Yes
Heating?:Yes
Lot Size Area:0.92
Lot Size Square Feet:40,100
Fireplaces Total:3
Rooms Total:13
Architectural Style:Colonial, Contemporary
Bathrooms Total Integer:6
Attached Garage?:Yes
Basement:true
Basement:Unfinished
Building Area Source:Public Records
Building Area Total:7,096
Community Features:Public Transportation, Park, Golf, Medical Facility, House of Worship, Private School, Public School, T-Station, University
Exterior Features:Patio, Decorative Lighting
Interior Features:Bathroom - Half, Closet, Crown Molding, Decorative Molding, Entrance Foyer, Mud Room, Wine Cellar
Living Area Units:Square Feet
Lot Size Units:Acres
Open Parking?:Yes
Parcel Number:5163163
Patio And Porch Features:Patio
Sewer:Public Sewer
Utilities:for Gas Range, for Gas Oven
Zoning:RES
Covered Spaces:3
Garage Spaces:3
Year Built Source:Builder
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Color:white
Disclosure:No
Dpr Flag:No
Laundry Dimen:10X12
Lead Paint:None
Listing Alert:No
List Price Per Sqft:$1,338.08
Page:00
Price Per Sqft:$1,338.08
Square Feet Disclosures:Additional 3, 500 sq ft in unfinished basement per public record
Square Feet Incl Base:No
Original List Price:$9,495,000
Parking Total:6
Room Bathroom1 Level:Second
Room Bathroom2 Level:Second
Room Bathroom3 Level:Second
Room Bedroom2 Area:240
Room Bedroom2 Length:15
Room Bedroom2 Level:Second
Room Bedroom2 Width:16
Room Bedroom3 Area:266
Room Bedroom3 Length:19
Room Bedroom3 Level:Second
Room Bedroom3 Width:14
Room Bedroom4 Area:280
Room Bedroom4 Length:20
Room Bedroom4 Level:Second
Room Bedroom4 Width:14
Room Bedroom5 Area:512
Room Bedroom5 Length:32
Room Bedroom5 Level:First
Room Bedroom5 Width:16
Room Dining Room Area:$340.00
Room Dining Room Features:Flooring - Hardwood, Window(s) - Picture, Recessed Lighting, Wine Chiller, Crown Molding
Room Dining Room Length:20
Room Dining Room Level:Main, First
Room Dining Room Width:17
Room Family Room Area:408
Room Family Room Features:Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding, Decorative Molding
Room Family Room Length:24
Room Family Room Level:Main, First
Room Family Room Width:17
Room Kitchen Area:1,045
Room Kitchen Features:Flooring - Hardwood, Window(s) - Picture, Dining Area, Countertops - Upgraded, French Doors, Kitchen Island, Recessed Lighting, Second Dishwasher, Gas Stove, Crown Molding, Decorative Molding
Room Kitchen Length:55
Room Kitchen Level:First
Room Kitchen Width:19
Room Living Room Area:612
Room Living Room Features:Flooring - Hardwood, Window(s) - Picture, Cable Hookup, Exterior Access, Open Floorplan, Recessed Lighting, Crown Molding, Decorative Molding
Room Living Room Length:17
Room Living Room Level:First
Room Living Room Width:36
Room Master Bathroom Features:Yes
Room Master Bedroom Area:437
Room Master Bedroom Features:Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Flooring - Wall to Wall Carpet, Window(s) - Picture, Cable Hookup, Recessed Lighting, Decorative Molding, Tray Ceiling(s)
Room Master Bedroom Length:19
Room Master Bedroom Level:Second
Room Master Bedroom Width:23
Tax Assessed Value:$8,727,800
Tax Year:2025
Year Built Details:Actual

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

MLS Property Information Network, Inc. data last updated on September 25, 2025 03:06 AM

Property Last Updated: September 06, 2025 04:57 AM

Listing Courtesy of: Douglas Elliman Real Estate - The Sarkis Team
Listing Agent: The Sarkis Team