BuySellBlogBrowse Listings
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
20 Oakland Street, Wellesley MA 02481
Massachusetts>Norfolk County>Wellesley Hills

20 Oakland StreetWellesley, MA 02481

For Sale

$3,549,000

Smart Buyer Rebate $17,745

**ENTRANCE @ 367 WORCESTER STREET** This stunning 6,500 sq ft colonial blends timeless design & modern luxury. Set back from Worcester Street, the home features a dramatic 2-story foyer, white oak floors, soaring ceilings & sunlit open living/dining spaces. Chef’s kitchen w/ Thermador appliances, quartz counters, waterfall island & stylish pendant lighting. Two rear decks connected by a stone patio - ideal for cookouts or morning coffee. First-floor bedroom & custom-ready mudroom complete the main level. Upstairs offers a laundry room & 5 spacious bedrooms w/ en-suite baths, including a luxurious primary suite w/ spa-like bath, double vanities & large front balcony. Finished lower level includes a huge family room, additional en-suite bedroom & two bonus rooms: perfect for home gym, office, or playroom. Stone driveway leads to oversized 2-car garage w/ high ceilings. South-facing & filled w/ natural light with top-tier finishes throughout. Minutes to Wellesley Center, parks, shops, etc

Listed by Michael Tinsley

·

Longwood Residential, LLC

·

508-769-2544

Listed by Madeleine Bain

·

Longwood Residential, LLC

Last updated September 01, 2025

·

Source: MLSPin #73412113

Listing Facts

  • TypeSingle-family
  • NeighborhoodWellesley Hills
  • Bedrooms6
  • Bathrooms8
  • Days on Prevu37
  • Taxes$9,999/year
  • Size6,499 sqft
  • Price per sqft$546

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

08/20/2025
Price Decreased
$3,549,000
07/31/2025
Listed by Longwood Residential, LLC
$3,690,000

Property Details for 20 Oakland Street

Association

Amenities

  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 2025
  • Year Built Details: Actual
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Deck, Patio, Balcony, Sprinkler System

Features

  • Patio And Porch Features: Deck, Patio
  • Road Frontage Type: Private Road

Measurements

  • Building Area Total: 6,499
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.66
  • Lot Size Area: 0
  • Lot Size Square Feet: 28,669
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 5161105
  • Tax Annual Amount: $9,999.00
  • Tax Assessed Value: $999,999.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Electric Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
  • Flooring: Wood
  • Interior Features: Mud Room, Game Room, Exercise Room, Bonus Room, Bedroom

Measurements

  • Living Area: 6,499
  • Living Area Source: Other

Rooms

  • Basement: Full, Finished, Interior Entry, Sump Pump
  • Bathrooms Full: 7
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 8
  • Bedrooms Total: 6
  • Rooms Total: 13

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Driveway
  • Parking Total: 3

Schools

Elementary School

  • Elementary School: Schofield

High School

  • High School: Wellesley

Middle or Junior School

  • Middle Or Junior School: Wellesley

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Central
  • Has Heating: Yes
  • Laundry Features: Second Floor
  • Sewer: Public Sewer
  • Water Source: Public

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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.