Keith Wade
eXp Realty
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For Sale · 47 days↗ Share♡ Favorite
$1,995,000

186 Oakland St, Wellesley, MA 02481  Wellesley

SFR
4Beds
3.5Baths
3,216Sq Ft
0.43Acres
1951Year Built
47DOMi

Home Highlights

First‑Floor Primary Bedroom
Screened Porch
2‑Car Garage
Finished Basement860 finished sq ft
Home Office
Fenced Yard
Fireplace2 fireplaces
$620 per Sq Ft4% below the Wellesley median ($645)

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.
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Key Details

MLS #73570070
Monthly HOA$0
Price / Sq Ft$620
Property TypeSingle Family
SubdivisionStandish Estates
Tax (2026)$14,370
Assessed Value$1,413,000

How This Home Compares

vs. the 107 homes for sale in Wellesley
Price$1,995,000
13% below the median Wellesley home ($2,280,000).
Price per Sq Ft$620
4% below the median Wellesley home ($645).
Home Size3,216 sq ft
16% smaller than the median Wellesley home (3,813 sq ft).
Lot Size0.43 acres
16% larger than the median Wellesley home (0.37 acres).
Days on Market47 days
On the market longer than most homes here (38 days median).

186 Oakland St at a Glance

MLS# 73570070

Offered at $1,995,000, this 4 bed, 3.5 bath home has 3,216 square feet of living space and was built in 1951. It sits in Standish Estates, Wellesley, zoned for Joseph E. Fiske Elementary School, Wellesley Middle School and Wellesley High School.

Want to see it in person? Schedule a showing or call Keith Wade at 603-818-7976.

Property Details

Interior Features

  • Closet/Cabinets - Custom Built
  • Recessed Lighting
  • Crown Molding
  • Decorative Molding
  • Closet
  • Lighting - Overhead
  • Bathroom - Full
  • Den
  • Foyer
  • Home Office
  • Bonus Room
  • Bathroom
  • FlooringWood, Tile, Flooring - Wood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile

Kitchen and Appliances

  • Oven
  • Dishwasher
  • Disposal
  • Microwave
  • Range
  • Refrigerator
  • Washer
  • Dryer
  • Laundry FeaturesSink, In Basement
  • Dining Room FeaturesCloset/Cabinets - Custom Built, Flooring - Wood, Lighting - Overhead, Crown Molding, Decorative Molding
  • Dining Room LevelFirst
  • Kitchen FeaturesFlooring - Wood,Pantry,Recessed Lighting,Remodeled,Lighting - Overhead
  • Kitchen LevelFirst

Exterior and Lot

  • Porch
  • Porch - Screened
  • Rain Gutters
  • Professional Landscaping
  • Fenced Yard
  • FencingFenced
  • Patio and Porch FeaturesPorch, Screened
  • Road Frontage TypePublic
  • Porch

Garage and Parking

  • Attached Garage
  • Covered Spaces2
  • Garage Spaces2
  • Open Parking
  • Parking FeaturesAttached, Paved Drive, Off Street
  • Parking Total7

Building and Construction

  • Total Square Feet Living3,216
  • Year Built1951
  • Above Grade Finished Area2,356
  • BelowGradeFinishedArea860
  • Building Area Total3,216
  • Building Area UnitsSquare Feet
  • Construction MaterialsFrame
  • Foundation DetailsConcrete Perimeter
  • Property Age75
  • RoofShingle
  • Year Built DetailsActual
  • Year Built SourcePublic Records
  • Architectural StyleCape

Bedrooms and Bathrooms

  • Bedrooms4
  • Primary Bedroom LevelFirst
  • Bedroom 2 LevelSecond
  • Bedroom 3 LevelSecond
  • Bedroom 4 LevelSecond
  • Primary Bedroom FeaturesCloset,Flooring - Wood,Decorative Molding
  • Bedroom 2 FeaturesCloset, Flooring - Wood, Decorative Molding
  • Bedroom 3 FeaturesWalk-in Closet(s), Flooring - Wood, Decorative Molding
  • Bedroom 4 FeaturesWalk-in Closet(s), Flooring - Wood
  • Total Bathrooms3.5
  • Full Bathrooms3
  • 1/2 Bathrooms1
  • Bathroom 1 LevelFirst
  • Bathroom 2 LevelFirst
  • Bathroom 3 LevelSecond
  • Primary Bathroom Features
  • Bathroom 1 FeaturesBathroom - Full, Bathroom - Tiled with Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Sconce
  • Bathroom 2 FeaturesBathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Crown Molding, Decorative Molding
  • Bathroom 3 FeaturesBathroom - Full, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid

Other Rooms

  • Total Rooms8
  • Basement FeaturesFull
  • Family Room LevelBasement
  • Living Room LevelFirst
  • Office/Study Room LevelSecond
  • Family Room FeaturesCloset/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Lighting - Overhead
  • Living Room FeaturesFlooring - Wood, Crown Molding, Decorative Molding
  • Office/Study Room FeaturesFlooring - Wood

Heating and Cooling

  • Cooling FeaturesCentral Air
  • Fireplace FeaturesFamily Room, Living Room
  • Heating FeaturesForced Air, Natural Gas
  • Heating
  • Number of Fireplaces2

Land Info

  • Lot Size Acres0.433173
  • Lot Size Square Feet18,869

Homeowners Association

  • AssociationNo
  • Calculated Total Monthly Association Fees0

School Information

  • Elementary SchoolFiske
  • High SchoolWellesley
  • Middle SchoolWellesley

Other Property Info

  • Annual Tax Amount14,341
  • Source Listing StatusUnder Agreement
  • CountyNorfolk County
  • DirectionsOn Oakland Across From the Community Gardens
  • Tax Year2025
  • Source Property TypeResidential
  • ExclusionsDen Television
  • Home WarrantyNo
  • Source NeighborhoodStandish Estates
  • Parcel NumberM:031 R:006 S:,257675
  • SubdivisionStandish Estates
  • ZoningSR15
  • Property SubtypeSingle Family Residence

Utilities

  • SewerPublic Sewer
  • Water SourcePublic

Schools Zoned for This Home

Wellesley School District
Joseph E. Fiske Elementary Schoolelementary · K-5Photo: web
Joseph E. Fiske Elementary School
0.5 mi away263 studentsPublic
Wellesley Middle Schoolmiddle · 6-8Photo: web
Wellesley Middle School
1.7 mi away910 studentsPublic
Wellesley High Schoolhigh · 9-12Photo: web
Wellesley High School
1.3 mi away1,231 studentsPublic

Mortgage Calculator

For 186 Oakland St, Wellesley, MA 02481
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Price History

Listed For
$1,995,000
Last Sold $510,000 on 06-03-1999
First Recorded Sale $510,000 in 1999
SoldListed
DateEventPriceChange
MLSListedListed$1,995,000+$1,485,000+291.2%
06-03-1999Public RecordSoldSold$510,000—

Sale prices from public records; list prices from the MLS. Taxes shown are for the prior owner and can change after a sale.

186 Oakland St FAQ

At $1,995,000, the asking price of 186 Oakland St is 12.5% below the median asking price of $2,280,000 for homes for sale in Wellesley.

  • Its price per square foot is $620, 3.8% below the median of $645 for homes for sale in Wellesley.
  • That is the 44th lowest price per square foot of the 102 homes for sale in Wellesley that list their size.

More Homes in Wellesley

Listed by Adler Connolly Squared Team of MGS Group Real Estate LTD - Wellesley

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

©2026 MLS Property Information Network (MLS PIN). All rights reserved.

Listing Information Last Updated 10-17-2026

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