186 Oakland Street Wellesley — Photo 1 of 23
$1,995,000
Investment Analysis — 186 Oakland Street
Wellesley, MA 02481 — Standish Estates
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 02481 carries an estimated $5,340/mo in gross rent — about a 1.72% cap rate and $34,360/yr in estimated NOI at the $1,995,000 list price. Adjust every assumption in the calculator below.
Beds
4
Baths
3.5
SqFt
3,216
Style
Single Family
Built
1951
This thoughtfully designed Cape-style home offers first floor living with a master bedroom and full bath, large custom designed kitchen with an eat-in area and adjoining pantry. There is a lovely dining room with built-in cabinets that is connected to a fireplaced living room with a stunning bay window. A first floor den has extensive built-in cabinetry and a half bath. Each season can be enjoyed from the screened in porch overlooking a large and professionally maintained yard with mature plantings and total privacy. The lower level is spacious with a finished family room, full bath, and walkout to the backyard. On the 2nd floor are three bedrooms, an office area, a full bath, and large walk-in closet, plus a walk-in attic for extra storage area. Ideally located across from the Wellesley Country Club, town gardens, Centennial Park, and Longfellow Pond, this property has easy access to commuting routes.
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 3,216 sq ft principal dwelling). Lot size: 18,869 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
Oven • Dishwasher • Disposal • Microwave • Range • Refrigerator • Washer • Dryer
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstFlooring - Wood, Crown Molding, Decorative Molding
Dining Room
Lvl FirstCloset/Cabinets - Custom Built, Flooring - Wood, Lighting - Overhead, Crown Molding, Decorative Molding
Kitchen
Lvl FirstFlooring - Wood, Pantry, Recessed Lighting, Remodeled, Lighting - Overhead
Office
Lvl SecondFlooring - Wood
Family Room
Lvl BasementCloset/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Lighting - Overhead
Primary Bedroom
Lvl FirstCloset, Flooring - Wood, Decorative Molding
Bedroom 2
Lvl SecondBedroom 3
Lvl SecondWalk-In Closet(s), Flooring - Wood, Decorative Molding
Bedroom 4
Lvl SecondWalk-In Closet(s), Flooring - Wood
Bathroom 1
Lvl FirstBathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Sconce
Bathroom 2
Lvl FirstBathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Crown Molding, Decorative Molding
Bathroom 3
Lvl SecondBathroom - Full, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid
Listing Agent: Adler Connolly Squared Team
Listing Office: MGS Group Real Estate LTD - Wellesley
MLS® Number: 73570070
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