20 Oakland Street, Wellesley MA 02481

Wellesley, MA 02481
$3,399,000
Est. $18,220/month
6
Beds
7.5
Baths
6,499
Sq Ft
$523
Price/Sq Ft
0.66
Acres
2025
Year Built
Single Family Residence
Type
63
Days on Market
Active Price Drop -$291,000 Open House Listed Jul 31, 2025 • MLS# 73412113 Copied!

About this home

**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

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2025
Bedrooms
6
Full Bathrooms
7
Half Bathrooms
1
Living Area
6,499 sq ft
Total Rooms
13

Open House Schedule

05
Oct
Sunday, October 5
12:00 PM - 1:30 PM EDT

Facts & Features

2 Car Garage
Central AC
New Construction

Home Facts

Type Residential
Style Single Family Residence
Year Built 2025
Living Area 6,499 sq ft
Lot Size 0.66 acres
Bedrooms 6
Full Baths 7
Half Baths 1
Total Rooms 13

Interior

Heating Central
Cooling Central Air
Flooring Wood
Appliances Electric Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Fireplace None
Basement Full, Finished, Interior Entry, Sump Pump
Laundry Second Floor
Features Mud Room, Game Room, Exercise Room, Bonus Room, Bedroom

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Deck, Patio, Balcony, Sprinkler System
Pool None
Spa None
Fencing None
Patio/Porch Deck, Patio

Parking

Garage Spaces 2
Has Garage Yes
Features Attached, Paved Drive, Driveway
Total Spaces 3

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $9,999
Assessed Value $999,999

Location

Loading map...

Neighborhood

20 Oakland Street, Wellesley MA 02481

Wellesley, MA 02481

Walkability

Loading Walk Score...

Schools

Elementary School
Schofield
Rating information coming soon
Middle School
Wellesley
Rating information coming soon
High School
Wellesley
Rating information coming soon

Monthly Payment Calculator

%
%
Estimated Monthly Payment $0

Payment Breakdown

Principal & Interest $0
Property Tax $833
Homeowners Insurance $200
PMI $0

Property History

Property Timeline

🏠
Listed for Sale
Jul 31, 2025
$3,399,000
Original listing
Agent: Michael Tinsley Office: Longwood Residential, LLC

Price & Status History

Date Event Price Change
Jul 31, 2025 New Listing Added $3,399,000

Market Statistics

Days on Market
63 days
Price per Sq Ft
$523
Total Price Drop
-$291,000

Tax History

Year Taxes Assessment
2025 $9,999 $999,999

Financial Details

Annual Property Tax
$9,999
Tax Year 2025
Assessed Value
$999,999

Listing Information

Listing Agent Michael Tinsley
Listing Office Longwood Residential, LLC
Agent MLS ID CT005683
Office MLS ID AC1259

Similar Homes

20 Oakland Street, Wellesley MA 02481 - Photo 1 20 Oakland Street, Wellesley MA 02481 - Photo 2 20 Oakland Street, Wellesley MA 02481 - Photo 3 20 Oakland Street, Wellesley MA 02481 - Photo 4 20 Oakland Street, Wellesley MA 02481 - Photo 5 20 Oakland Street, Wellesley MA 02481 - Photo 6 20 Oakland Street, Wellesley MA 02481 - Photo 7 20 Oakland Street, Wellesley MA 02481 - Photo 8 20 Oakland Street, Wellesley MA 02481 - Photo 9 20 Oakland Street, Wellesley MA 02481 - Photo 10 20 Oakland Street, Wellesley MA 02481 - Photo 11 20 Oakland Street, Wellesley MA 02481 - Photo 12 20 Oakland Street, Wellesley MA 02481 - Photo 13 20 Oakland Street, Wellesley MA 02481 - Photo 14 20 Oakland Street, Wellesley MA 02481 - Photo 15 20 Oakland Street, Wellesley MA 02481 - Photo 16 20 Oakland Street, Wellesley MA 02481 - Photo 17 20 Oakland Street, Wellesley MA 02481 - Photo 18 20 Oakland Street, Wellesley MA 02481 - Photo 19 20 Oakland Street, Wellesley MA 02481 - Photo 20 20 Oakland Street, Wellesley MA 02481 - Photo 21 20 Oakland Street, Wellesley MA 02481 - Photo 22 20 Oakland Street, Wellesley MA 02481 - Photo 23 20 Oakland Street, Wellesley MA 02481 - Photo 24 20 Oakland Street, Wellesley MA 02481 - Photo 25 20 Oakland Street, Wellesley MA 02481 - Photo 26 20 Oakland Street, Wellesley MA 02481 - Photo 27 20 Oakland Street, Wellesley MA 02481 - Photo 28 20 Oakland Street, Wellesley MA 02481 - Photo 29 20 Oakland Street, Wellesley MA 02481 - Photo 30 20 Oakland Street, Wellesley MA 02481 - Photo 31 20 Oakland Street, Wellesley MA 02481 - Photo 32 20 Oakland Street, Wellesley MA 02481 - Photo 33 20 Oakland Street, Wellesley MA 02481 - Photo 34 20 Oakland Street, Wellesley MA 02481 - Photo 35 20 Oakland Street, Wellesley MA 02481 - Photo 36 20 Oakland Street, Wellesley MA 02481 - Photo 37 20 Oakland Street, Wellesley MA 02481 - Photo 38 20 Oakland Street, Wellesley MA 02481 - Photo 39 20 Oakland Street, Wellesley MA 02481 - Photo 40

Contact Agent

Schedule a Tour