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Active

186 Oakland Street

Wellesley, MA 02481

Offered at$1,995,000

Residential · Active · MLS #73570070
Listing Courtesy of MGS Group Real Estate LTD - Wellesley | Adler Connolly Squared Team

4Bedrooms
4Bathrooms
3,216Square feet
1951Year built

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MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
8
Heating
Forced Air, Natural Gas
Cooling
Central Air
Flooring
Wood, Tile, Flooring - Wood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
Fireplaces
2

Building

Style
Single Family Residence
Year built
1951
Garage
2
Parking
7
Foundation
Concrete Perimeter
Roof
Shingle

Land & utilities

Lot size
0.43 acres
Water
Public
Sewer
Public Sewer
Zoning
SR15

Financial

Annual taxes
$14,341
Assessment year
2025

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$1,999,544

Estimated range $1,903,048$2,096,039

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jun 9, 2026$2,050,000

176 Paulson Rd

Sold Jun 7, 2026$1,955,000

15 Lancaster Rd

Sold Jul 30, 2026$2,025,000

15 Pioneer Rd

Photo insights

Condition signals

Overall presentationaverage

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Wellesley

MetricThis propertyWellesley
List price$1,995,000$2,045,0002% below local
Price / sq ft$620$70612% below local
Days on market47294% below local
Explore homes in Wellesley

Active city listing statistics from MLS PIN as of September 5, 2026. Asking prices are not completed-sale values.

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About 186 Oakland Street

Can I schedule a private showing?

Yes. Request a tour of 186 Oakland Street and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.