
284 Woodland Road Brookline — Photo 1 of 38
$3,100,000
Investment Analysis — 284 Woodland Road
Brookline, MA 02467 — Chestnut Hill
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 5-bedroom in 02467 carries an estimated $5,380/mo in gross rent — about a 0.63% cap rate and $19,508/yr in estimated NOI at the $3,100,000 list price. Adjust every assumption in the calculator below.
Beds
5
Baths
4.5
SqFt
3,913
Style
Single Family
Built
1933
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.
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,913 sq ft principal dwelling). Lot size: 22,499 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
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Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Range • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Golf • Bike Path
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First24.583333333 x 14.083333333
Flooring - Wood, French Doors, Exterior Access
Dining Room
Lvl First12.5 x 14.5
Closet/Cabinets - Custom Built, Flooring - Wood
Kitchen
Lvl First23.166666666 x 19.583333333
Flooring - Wood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Remodeled
Family Room
Lvl First16.916666666 x 21.166666666
Closet/Cabinets - Custom Built, Flooring - Wood
Master Bedroom
Lvl Second17.833333333 x 19.166666666
Bathroom - Full, Vaulted Ceiling(s)
Bedroom 2
Lvl Second16.333333333 x 14
Bedroom 3
Lvl Second10 x 12.416666666
Closet
Bedroom 4
Lvl Second10.416666666 x 12.916666666
Closet
Bedroom 5
Lvl Second12.583333333 x 14.916666666
Closet
Bathroom 1
Lvl FirstBathroom - Half
Bathroom 2
Lvl SecondBathroom - Full, Bathroom - Tiled With Tub & Shower
Bathroom 3
Lvl SecondBathroom - Full, Bathroom - Tiled With Tub & Shower
Listing Agent: The Denman Group
Listing Office: eXp Realty LLC
MLS® Number: 73573502



