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Andrew Carr
REALTOR®
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284 Woodland Road, Brookline, MA 02467

$3,100,000
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New to the Market Active
BEDS5 BATHS4 full 1 partial SQUARE FEET3,913 MLS#73573502
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

A rare combination of character, space, and setting in Chestnut Hill, this beautifully maintained Cape sits on a scenic half-acre with approximately 3,900 SF, 5 bedrooms, and 4.5 baths. Enter into a home filled with classic period details, wide-plank floors, and abundant south-facing light. The gracious living room welcomes with a fireplace and French doors opening to the patio, while the spacious family room features custom built-ins. At the heart of the home, an updated eat-in kitchen flows into a comfortable sitting area and opens directly to the backyard. A convenient mudroom leads to the driveway and two-car garage.Upstairs, the sun-filled primary suite offers an en-suite bath and private balcony, joined by four additional bedrooms, including a second primary, a study, and three full baths. Private guest quarters with separate stair access add flexibility. The lower level offers laundry, recreation space, and storage. Step outside to discover a pool surrounded by mature landscaping, a spacious patio, and peaceful grounds that create a private oasis.Set along beautiful Woodland Road, a leafy, tree-lined neighborhood with a welcoming community atmosphere, the setting is ideal for walking and running beneath towering oaks and mature trees. Dane Park, a wooded town park with trails, is within walking distance, while Wegmans, The Shoppes at Chestnut Hill, SuperLux, and an array of shops and restaurants are just minutes away. Convenient access to major routes also makes commuting easy, including a direct surface-road connection to Cambridge. With its distinctive character, generous scale, flexible layout, and exceptional outdoor setting, this is a property that truly needs to be experienced in person.

284 Woodland Road | MLS# 73573502

This single family home located at 284 Woodland Road, Brookline, MA 02467 is currently listed for sale with an asking price of $3,100,000. This property was built in 1933 and has 5 bedrooms and 4 full and 1 partial baths with 3913 sq. ft. Search Brookline real estate on andrewcarr.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full, Partially Finished
Cooling: Central Air
Fenced: Yes
Fireplaces: 1
Garage: 2
Heating: Forced Air, Steam, Oil
Home Style: Cape
Lot Size: 0.52 Acres
Roof Type: Other
Taxes: $29,558
Year Built: 1933

Amenities

Bathroom - Full
Bathroom - Tiled With Tub & Shower
Bathroom
Study
Deck
Patio
Pool - Inground
Storage
Sprinkler System

Feature Descriptions

Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Building Area Total: 3913
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, House of Worship, Private School, Public School, T-Station
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 6
Dining Room: Closet/Cabinets - Custom Built, Flooring - Wood
Electric: 200+ Amp Service
Exterior: Stone
Family Room: Closet/Cabinets - Custom Built, Flooring - Wood
Fencing: Fenced/Enclosed
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Tile, Pine
GarageY/N: Yes
HeatingY/N: 1
Kitchen: Flooring - Wood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Remodeled
Laundry: In Basement
Living Room: Flooring - Wood, French Doors, Exterior Access
Master Bathroom: Yes
Master Bedroom: Bathroom - Full, Vaulted Ceiling(s)
Open Parking Y/N: Yes
Parcel Number: 43081
Parking Features: Garage Door Opener, Paved Drive, Off Street, Paved
Parking Total: 6
Patio And Porch: Deck, Patio
Pool Features: In Ground
Rooms Total: 11
Security: yes
Security Features: Security System
Sewer: Public Sewer
Swimming Pool: Yes
Utilities: for Gas Range
Water: Public

Room Sizes

Bedroom 2: 16.33 X 14.00 Level - Second
Bedroom 3: 10.00 X 12.42 Level - Second
Bedroom 4: 10.42 X 12.92 Level - Second
Bedroom 5: 12.58 X 14.92 Level - Second
Dining Room: 12.50 X 14.50 Level - First
Family Room: 16.92 X 21.17 Level - First
Kitchen: 23.17 X 19.58 Level - First
Living Room: 24.58 X 14.08 Level - First
Primary Bedroom: 17.83 X 19.17 Level - Second

Local Schools

High School: Brookline High School
Middle School: Public Schools Of Brookline
Elementary School: Baker/ Head

Listed By / Shown By

Listed By

Agency Name: eXp Realty LLC
Agent Name: The Denman Group
Agency Phone: 888-854-7493

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Estimated Payment

$ 10,266.59 per month $6,899.26 Principal & Interest $2,463.17 Property Tax $904.17 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/14/2026. The listing information on this page last changed on 09/14/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 09/14/2026 12:09:03 AM EST) or MLSPIN MLS (last updated Sun 09/13/2026 11:38:26 PM EST) or Prime MLS (last updated Sun 09/13/2026 11:33:22 PM EST) or MREIS (last updated Mon 09/14/2026 12:05:15 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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