84 Oak Street Winchester — Photo 1 of 39
Recent Drop: $101,000
$799,000
Investment Analysis — 84 Oak Street
Winchester, MA 01890
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 01890 carries an estimated $4,120/mo in gross rent — about a 3.57% cap rate and $28,518/yr in estimated NOI at the $799,000 list price. Adjust every assumption in the calculator below.
Beds
4
Baths
2
SqFt
2,083
Style
Single Family
Built
1962
$5000 Closing Costs Credit to Buyer closing by Oct. 31st. Best Value in Winchester! Charming and Spacious Custom Built Mid-Century Bungalow offers a terrific opportunity to live in Winchester! Do you want to send your children to the award-winning public schools? Need an in-law apt.? Generously sized, sun-drenched, freshly painted rooms with high ceilings and hardwood floors, beautiful architectural details, and two fireplaces. A private, flat backyard perfect for growing gardens and outdoor fun. A fully finished lower-level creates excellent 2nd living space for your needs. In-town location convenient to the Boston Commuter Rail and all picturesque downtown Winchester offers. Come See this sweet, unspoiled Mid-Century home on a dead-end street!
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 2,083 sq ft principal dwelling). Lot size: 6,382 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 MLS and other third-party data may be inaccurate or out of date.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.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Range • Dishwasher • Microwave • Refrigerator
Neighborhood
Public Transportation • Shopping • Park • Medical Facility • Public School • T-Station
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstFlooring - Hardwood, Window(s) - Picture
Dining Room
Lvl FirstFlooring - Hardwood, Window(s) - Picture
Kitchen
Lvl FirstCloset/Cabinets - Custom Built, Flooring - Vinyl, Pantry
Family Room
Lvl BasementPrimary Bedroom
Lvl FirstCloset, Flooring - Hardwood
Bedroom 2
Lvl FirstBedroom 3
Lvl BasementCloset
Bedroom 4
Lvl BasementCloset
Property History
$799,000
Was $849,000
Sep 18, 2026
MLS® 73542597
$849,000
Was $888,000
Aug 11, 2026
MLS® 73542597
$888,000
Was $900,000
Jul 17, 2026
MLS® 73542597
$900,000
Jun 26, 2026
MLS® 73542597
Listing Agent: John E. Magazzu
Listing Office: Charlesgate Realty Group LLC
MLS® Number: 73542597
