442 High St Dedham — Photo 1 of 22
$1,139,000
Investment Analysis — 442 High St
Dedham, MA 02026 — East Dedham
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 3-bedroom in 02026 carries an estimated $3,440/mo in gross rent — about a 2.28% cap rate and $25,989/yr in estimated NOI at the $1,139,000 list price. Adjust every assumption in the calculator below.
Beds
3
Baths
4
SqFt
2,350
Style
Single Family
Built
1880
Welcome to 442 High Street, Dedham, MA – a fully renovated 3-bed, 4-bath W/ office. classic New England home that feels brand new in 2026 This move-in-ready gem offers 2,400 sq ft of thoughtfully designed space with gleaming refinished hardwood floors, an open concept living/dining area, and a stunning chef’s kitchen featuring quartz counters, white shaker cabinets, a large island, and stainless appliances. The spacious primary suite boasts a walk-in closet and luxurious en-suite bath with double vanity and oversized glass shower. Two additional bedrooms, a new full bath, first-floor powder room, and convenient laundry/mudroom complete the layout. Everything is new: roof, high efficiency HVAC, windows, electrical, plumbing, and fresh paint inside and out. Enjoy a finished lower-level family room, new patio, and level backyard. Perfectly located steps from Dedham Square, Legacy Place, top schools, commuter rail, and just 20 minutes to Boston.
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 2,350 sq ft principal dwelling). Lot size: 7,460 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.
No longer available to tour
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Disposal • ENERGY STAR Qualified Refrigerator • ENERGY STAR Qualified Dryer • ENERGY STAR Qualified Dishwasher • ENERGY STAR Qualified Washer • Range • Oven
Neighborhood
Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf
Geography
Property History
$1,135,000
Jun 1, 2026
MLS® 73483887
$1,135,000
Mar 7, 2026
MLS® 73483887
$1,139,000
Mar 6, 2026
MLS® 73467915
$1,139,000
Jan 13, 2026
MLS® 73467915
Listing Agent: Richard Knox
Listing Office: RF Boston Realty Group
MLS® Number: 73577601
No longer available to tour
