
186 Oakland Street Wellesley — Photo 1 of 23
$1,995,000
186 Oakland Street, Wellesley, MA 02481
Wellesley, MA 02481 — Standish Estates
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.
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Wellesley, MA.
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
Population
17,415
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$250K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
12.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Norfolk County
1,524 housing units permitted in the last 12 months (+52% vs the prior 12 months) — 1,030 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
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.
Listing Agent: Adler Connolly Squared Team
Listing Office: MGS Group Real Estate LTD - Wellesley
MLS® Number: 73570070
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