Interior Features
- Bathroom - Full
- Bathroom - Tiled with Tub & Shower
- Bathroom
- Study
- FlooringTile, Pine
‹ Back to Brookline
Questions about this home? Call or text ![]()
Keith Wade at 603-818-7976.
Keith Wade at 603-818-7976.Show all 38 photos
For Sale · 41 days↗ Share♡ Favorite
$2,975,000↓ $125K price cut 09-30-2026
284 Woodland Rd, Brookline, MA 02467 Brookline
SFR
Home Highlights
Private Pool
2‑Car Garage
Finished Basement202 finished sq ft
Den / Study
Fenced Yard
Fireplace
5% Under Estimated ValueCollateral Analytics estimate: $3,133,000
No HOAMost homes for sale here have HOA fees
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.
Read moreKey Details
MLS #73573502
Monthly HOA$0
Price / Sq Ft$760
Property TypeSingle Family
Subdivision
Tax (2026)$32,080
Assessed Value$3,132,800
How This Home Compares
vs. the 288 homes for sale in BrooklinePrice$2,975,000
Median $1,649,500
$350,000
$36,000,000
80% above the median Brookline home ($1,649,500).
Price per Sq Ft$760
Median $800
$424
$1,887
5% below the median Brookline home ($800).
Home Size3,913 sq ft
Median 1,815 sq ft
405 sq ft
45,935 sq ft
116% larger than the median Brookline home (1,815 sq ft).
Lot Size0.52 acres
Median 0.30 acres
0.02 acres
22.96 acres
74% larger than the median Brookline home (0.30 acres).
Days on Market41 days
Median 55 days
0 days
375 days
Newer to the market than most homes here (55 days median).
284 Woodland Rd at a Glance
MLS# 73573502
Offered at $2,975,000, this 5 bed, 4.5 bath home has 3,913 square feet of living space and was built in 1933. It sits in Brookline, zoned for Baker School and Brookline High School.
Want to see it in person? Schedule a showing or call Keith Wade at 603-818-7976.
Property Details
Kitchen and Appliances
- Range
- Dishwasher
- Disposal
- Microwave
- Refrigerator
- Freezer
- Washer
- Dryer
- Laundry FeaturesIn Basement
- Dining Room Dimensions12.5' X 14.5'
- Dining Room FeaturesCloset/Cabinets - Custom Built, Flooring - Wood
- Dining Room LevelFirst
- Dining Room Sqft181
- Kitchen Dimensions23.166666666' X 19.583333333'
- Kitchen FeaturesFlooring - Wood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Exterior Access,Remodeled
- Kitchen LevelFirst
- Kitchen Sqft454
Pool and Spa
- Pool FeaturesIn Ground
- Private Pool
Exterior and Lot
- Deck
- Patio
- Pool - Inground
- Storage
- Sprinkler System
- FencingFenced/Enclosed
- Patio and Porch FeaturesDeck, Patio
- Road Surface TypePaved
- Patio
- Deck
Garage and Parking
- Covered Spaces2
- Garage Spaces2
- Open Parking
- Parking FeaturesGarage Door Opener, Paved Drive, Off Street, Paved
- Parking Total6
Building and Construction
- Total Square Feet Living3,913
- Year Built1933
- Above Grade Finished Area3,711
- BelowGradeFinishedArea202
- Building Area Total3,913
- Building Area UnitsSquare Feet
- Construction MaterialsStone
- Foundation DetailsBlock
- Property Age93
- Year Built DetailsApproximate
- Year Built SourcePublic Records
- Architectural StyleCape
Bedrooms and Bathrooms
- Bedrooms5
- Primary Bedroom Dimensions17.833333333' X 19.166666666'
- Bedroom 2 Dimensions16.333333333' X 14'
- Bedroom 3 Dimensions10' X 12.416666666'
- Bedroom 4 Dimensions10.416666666' X 12.916666666'
- Bedroom 5 Dimensions12.583333333' X 14.916666666'
- Primary Bedroom Sqft342
- Bedroom 2 Sqft229
- Bedroom 3 Sqft124
- Bedroom 4 Sqft135
- Bedroom 5 Sqft188
- Primary Bedroom LevelSecond
- Bedroom 2 LevelSecond
- Bedroom 3 LevelSecond
- Bedroom 4 LevelSecond
- Bedroom 5 LevelSecond
- Primary Bedroom FeaturesBathroom - Full,Vaulted Ceiling(s)
- Bedroom 2 FeaturesBathroom - Full, Closet
- Bedroom 3 FeaturesCloset
- Bedroom 4 FeaturesCloset
- Bedroom 5 FeaturesCloset
- Total Bathrooms4.5
- Full Bathrooms4
- 1/2 Bathrooms1
- Bathroom 1 LevelFirst
- Bathroom 2 LevelSecond
- Bathroom 3 LevelSecond
- Primary Bathroom Features
- Bathroom 1 FeaturesBathroom - Half
- Bathroom 2 FeaturesBathroom - Full, Bathroom - Tiled with Tub & Shower
- Bathroom 3 FeaturesBathroom - Full, Bathroom - Tiled with Tub & Shower
Other Rooms
- Total Rooms11
- Basement FeaturesFull, Partially Finished
- Family Room Dimensions16.916666666' X 21.166666666'
- Living Room Dimensions24.583333333' X 14.083333333'
- Family Room Sqft358
- Living Room Sqft346
- Family Room LevelFirst
- Living Room LevelFirst
- Family Room FeaturesCloset/Cabinets - Custom Built, Flooring - Wood
- Living Room FeaturesFlooring - Wood, French Doors, Exterior Access
Heating and Cooling
- Cooling FeaturesCentral Air
- Fireplace FeaturesLiving Room
- Heating FeaturesForced Air, Steam, Oil
- Heating
- Number of Fireplaces1
Land Info
- Lot Size Acres0.52
- Lot Size Square Feet22,499
Homeowners Association
- AssociationNo
- Calculated Total Monthly Association Fees0
School Information
- Elementary SchoolBaker/ Head
- High SchoolBrookline High School
- Middle SchoolPublic Schools of Brookline
Amenities and Community Features
- Community FeaturesPublic Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, House of Worship, Private School, Public School, T-Station
Other Property Info
- Annual Tax Amount29,558
- Tax Block0010
- City RegionChestnut Hill
- Source Listing StatusActive
- CountyNorfolk County
- DirectionsHammond Street to Woodland Road
- Tax Year2026
- Source Property TypeResidential
- Home WarrantyNo
- AreaChestnut Hill
- Source NeighborhoodChestnut Hill
- Parcel Number43081
- ZoningS15
- Property SubtypeSingle Family Residence
Utilities
- Electric200+ Amp Service
- SewerPublic Sewer
- For Gas Range
- Water SourcePublic
Home Features
- Security FeaturesSecurity System
Schools Zoned for This Home
Brookline School District
elementary & middle · K-8Photo: school district websiteBaker School
8/10
high · 9-12Photo: webBrookline High School
8/10
Mortgage Calculator
For 284 Woodland Rd, Brookline, MA 02467Estimated Monthly Payment
/ month
Loan Amount
Down Payment
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Today's national average$
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Rate from today's national average (7.28%). Includes estimated property taxes and HOA; homeowners insurance not included. An estimate, not a loan offer.
Price History
Listed For
$2,975,000on 09-30-2026
Last Sold $3,100,000 on 07-20-2022
First Recorded Sale $1,535,000 in 2004
SoldListed
| Date | Event | Price | Change |
|---|---|---|---|
| 09-30-2026MLSPrice Changed | Price Changed | $2,975,000 | −$125,000−4.0% |
| MLSListed | Listed | $3,100,000 | +$0+0.0% |
| 07-20-2022MLSSold | Sold | $3,100,000 | +$1,565,000+102.0% |
| 10-14-2004Public RecordSold | Sold | $1,535,000 | — |
2026 Property Tax
$32,080per year
Assessed Value $3,132,800
Tax records back to 2003
| Year | Property Tax | Assessed Value |
|---|---|---|
| 2026 | $32,080 | $3,132,800 |
| 2024 | $28,804 | $2,948,200 |
| 2023 | $26,255 | $2,633,400 |
| 2022 | $25,556 | $2,507,900 |
| 2021 | $23,633 | $2,411,500 |
| 2020 | $21,549 | $2,280,300 |
| 2019 | $20,349 | $2,171,700 |
| 2018 | $22,902 | $2,420,900 |
| 2017 | $22,564 | $2,283,800 |
| 2016 | $21,875 | $2,099,300 |
| 2015 | $20,954 | $1,962,000 |
| 2014 | $21,413 | $1,880,000 |
| 2006 | $13,642 | $1,428,500 |
| 2005 | $15,266 | $1,492,300 |
| 2004 | $14,825 | $1,394,600 |
| 2003 | $14,213 | $1,267,900 |
Sale prices from public records; list prices from the MLS. Taxes shown are for the prior owner and can change after a sale.
284 Woodland Rd FAQ
At $2,975,000, the asking price of 284 Woodland Rd is 80.4% above the median asking price of $1,649,500 for homes for sale in Brookline.
- Its price per square foot is $760, 5.0% below the median of $800 for homes for sale in Brookline.
- That is the 113th lowest price per square foot of the 284 homes for sale in Brookline that list their size.
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Listing Information Last Updated 10-19-2026