Dimensions16.333333333 x 14
FeaturesBathroom - Full, Closet
LevelSecond
284 Woodland Road, Brookline MA 02467
Brookline, MA 02467 • Chestnut Hill
$3,100,000
Est. $18,338/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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Open House Schedule
13
Sep
Sunday, September 13
11:30 AM - 1:00 PM EDT
12
Sep
Saturday, September 12
11:30 AM - 1:00 PM EDT
09
Sep
Wednesday, September 9
11:30 AM - 12:30 PM EDT
About this home
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.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Sep 8, 2026
$3,100,000
Original listing
Agent: The Denman Group
Office: eXp Realty LLC
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/08/2026 | 🏠 Listed for Sale | $3,100,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $29,558 | $3,132,800 |
Financial Details
Annual Property Tax
$29,558
Tax Year 2026
Assessed Value
$3,132,800
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1933
Living Area
3,913 sq ft
Lot Size
0.52 acres
Bedrooms
5
Full Baths
4
Half Baths
1
Total Rooms
11
Interior
Heating
Forced Air, Steam, Oil
Cooling
Central Air
Flooring
Tile, Pine
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Fireplace
Living Room
Fireplaces
1
Basement
Full, Partially Finished
Laundry
In Basement
Features
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Bathroom, Study
Exterior
Construction
Stone
Architecture
Cape
Roof
Other
Features
Deck, Patio, Pool - Inground, Storage, Sprinkler System
Pool
In Ground
Spa
None
Fencing
Fenced/enclosed
Patio/Porch
Deck, Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Garage Door Opener, Paved Drive, Off Street, Paved
Total Spaces
6
Utilities
Electric
200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range
Financial
Annual Tax
$29,558
Assessed Value
$3,132,800
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Sq Ft Disclosures
Includes 202 SF of finished recreation room
Documents
None
County
Norfolk
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1933
Bedrooms
5
Full Bathrooms
4
Half Bathrooms
1
Living Area
3,913 sq ft
Total Rooms
11
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,711 sq ft above grade
202 sq ft below grade
Dimensions10 x 12.416666666
FeaturesCloset
LevelSecond
Dimensions10.416666666 x 12.916666666
FeaturesCloset
LevelSecond
Dimensions12.583333333 x 14.916666666
FeaturesCloset
LevelSecond
FeaturesBathroom - Full, Bathroom - Tiled With Tub & Shower
LevelSecond
FeaturesBathroom - Full, Bathroom - Tiled With Tub & Shower
LevelSecond
Dimensions17.833333333 x 19.166666666
FeaturesBathroom - Full, Vaulted Ceiling(s)
LevelSecond
Dimensions23.166666666 x 19.583333333
FeaturesFlooring - Wood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Remodeled
LevelFirst
FeaturesBathroom - Half
LevelFirst
Dimensions12.5 x 14.5
FeaturesCloset/Cabinets - Custom Built, Flooring - Wood
LevelFirst
Dimensions16.916666666 x 21.166666666
FeaturesCloset/Cabinets - Custom Built, Flooring - Wood
LevelFirst
Dimensions24.583333333 x 14.083333333
FeaturesFlooring - Wood, French Doors, Exterior Access
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
PoolIn Ground
Patio & porchDeck, Patio
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Tile, Pine
Appliances:
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Bathroom - Full, Bathroom - Tiled With Tub & Shower, Bathroom, Study
Windows:
Basement:
Full, Partially Finished
Laundry:
In Basement
Security:
Security System
Construction & Materials
Style:
Cape
Year Built:
1933
Structure Type:
Exterior Materials:
Stone
Roof:
Other
Foundation:
Block
Heating, Cooling & Utilities
Heating:
Forced Air, Steam, Oil
Heating Zones:
2
Cooling:
Central Air
Cooling Zones:
3
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck, Patio, Pool - Inground, Storage, Sprinkler System
Patio & Porch:
Deck, Patio
Fencing:
Fenced/Enclosed
Other Structures:
Lot Features:
Road Surface:
Paved
Parking & Garage
Garage Spaces:
2
Total Parking Spaces:
6
Parking Features:
Garage Door Opener, Paved Drive, Off Street, Paved
Special Features
Fireplaces:
1
Fireplace Type:
Living Room
Pool:
Private Pool
Pool Features:
In Ground
Community Amenities:
Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, House of Worship, Private School, Public School, T-Station
Nearby Schools
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
Elementary Schools
3 schools
Brimmer + May School
0.7 mi
Grades PK-12
Chestnut Hill School
0.8 mi
Grades PK-06
A+
Edith C Baker School
1.0 mi
|
#19 of 352
|
Score: 61.1
Improved 14 spots from last year
+2.9 above state avg
663 students
Very Diverse
Diverse Student Body
Strong Attendance
Grades K-08
Middle Schools
2 schools
A+
Charles E Brown Middle School
1.3 mi
|
#2 of 352
|
Score: 66.5
Improved 36 spots from last year
+8.3 above state avg
698 students
Diverse
Rising School
Diverse Student Body
Strong Attendance
Grades 06-08
A+
Oak Hill Middle School
1.4 mi
|
#25 of 352
|
Score: 60.8
Improved 12 spots from last year
+2.6 above state avg
654 students
Diverse
Diverse Student Body
Grades 06-08
High Schools
3 schools
Beaver Country Day School
0.1 mi
Grades 06-12
A+
Newton South High School
1.1 mi
|
#6 of 346
|
Score: 77.7
Improved 19 spots from last year
+19.5 above state avg
1,865 students
Diverse
20 sports
• 2,730 athletes
Strong AP Program
High Graduation Rate
Career Tech Programs
College Ready Curriculum
Grades 09-12
Yeshiva Ohr Yisrael High School for Boys
1.1 mi
Grades 09-12
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Monthly Payment Breakdown
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Property Tax
$2,463
Homeowners Insurance
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Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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Neighborhood
Chestnut Hill
284 Woodland Road, Brookline MA 02467
Brookline, MA 02467
Listing Information
Listing Agent
The Denman Group
Listing Office
eXp Realty LLC
Office Phone
888-854-7493
Agent MLS ID
TM359011
Office MLS ID
AN9655
Listing Data Updated
Sep 8, 2026 4:56 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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