29 Cottage Street Wellesley — Photo 1 of 33
$1,675,000
Investment Analysis — 29 Cottage Street
Wellesley, MA 02482 — Cottage Street
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 02482 carries an estimated $5,270/mo in gross rent — about a 2.02% cap rate and $33,764/yr in estimated NOI at the $1,675,000 list price. Adjust every assumption in the calculator below.
Beds
4
Baths
4
SqFt
2,086
Style
Single Family
Built
1869
Opportunity knocks for home-owners and builders alike! Nestled in the heart of Wellesley’s coveted Historic District on prestigious Cottage Street, this picturesque 1870s New England Colonial offers a blend of timeless historic character with unmatched expansion opportunity in a highly sought-after location. The main home offers 4 beds, 3 baths, and an incredible canvas for a buyer ready to bring their personal touch, or execute a complete vision without paying for someone else’s cosmetic choices.Step outside to discover a secluded backyard retreat built for relaxation and entertaining. A fabulous deck overlooks the private, fenced-in yard, and a dedicated pool house completes the oasis with the 4th bath, providing ultimate convenience for guests and poolside gatherings.What truly sets this residence apart is the substantial planning already secured for the next owner: the property comes with an approved 2025 Historic District Commission (HDC) Certificate of Appropriateness for a stunning custom expansion designed by renowned Royer Architects, allowing you to bypass the lengthy municipal review process and move straight toward building equity.The location delivers ultra-easy lifestyle access to the best of Wellesley: you are just steps from the scenic Brook Path for morning walks and a pleasant stroll from Wellesley’s vibrant town center with boutique shopping, top-tier dining, and the commuter rail station. Situated in the highly sought-after, state-of-the-art HUNNEWELL Elementary School district.Whether you choose to move in, refresh the interiors, or build out the approved expansion, this home represents a rare chance in an unbeatable neighborhood.
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 2,086 sq ft principal dwelling). Lot size: 12,800 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.
Open Houses
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Range • Dishwasher • Microwave • Refrigerator • Washer • Dryer • Water Treatment
Neighborhood
Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl Main,First13.4 x 14.6
Flooring - Wood
Kitchen
Lvl Main,First21.1 x 10.2
Exterior Access, Gas Stove
Family Room
Lvl Main,First13.6 x 15.5
Flooring - Wood
Master Bedroom
Lvl Main,First13.6 x 12.3
Closet, Flooring - Wood
Bedroom 2
Lvl Second13.4 x 13.2
Bedroom 3
Lvl Second10.1 x 9.7
Flooring - Wood
Bedroom 4
Lvl Second13.3 x 14.4
Flooring - Wood
Bathroom 1
Lvl First7.6 x 6.5
Bathroom 2
Lvl First5.7 x 9.6
Bathroom 3
Lvl Second6.5 x 7.4
Listing Agent: Paula Carens
Listing Office: Paula Carens
MLS® Number: 73562667
