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$2,850,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2 Partial Baths
  • 4,200 Sq. Ft.
  • 0.3 Acres
  • 2 Car Garage
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Sun-splashed historic renovation of an in-town Colonial offering 5 bedrooms, 3 full baths, and 2 half baths. This stunning home blends timeless character with modern comfort, featuring high ceilings, spacious living areas, and a finished walkout basement ideal for a home office, gym, or entertaining. The chef's kitchen includes a 72-inch fridge/freezer, a large island, a pantry, and opens to a patio with a fire pit. Additional highlights include a farmer's porch, a generous mudroom, and an oversized detached 2-car garage with two floors of storage. Updated throughout with new wiring, energy-efficient heating and cooling, insulation, windows, and a tankless hot water system. The large yard offers ample space. Perfectly located just steps to Wellesley's restaurants, schools, train, and downtown, in General Residence zoning allowing for future development potential of a legal second unit.

Full Property Details for 16 Oak St

General

  • Price: $2,850,000
  • Taxes: (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73446719
  • Updated: 10/26/2025
  • Added to Site: 85 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 3
  • Half Bathrooms: 2
  • Bathroom 1: 6.00 x 5.00, First
  • Bathroom 2: 8.00 x 6.00, Second
  • Bathroom 3: 6.00 x 6.00, Third

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: 17.00 x 12.00, Second
  • Bedroom 2: 12.00 x 9.00, Second
  • Bedroom 3: 15.00 x 11.00, Second
  • Bedroom 4: 12.00 x 13.00, Third

Other Rooms

  • Living Room: 15.00 x 15.00, First
  • Kitchen: 14.00 x 17.00, First
  • Dining Room: 12.00 x 17.00, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Detached, Garage Door Opener, Barn, Oversized, Off Street, Driveway, Paved

Location

  • County: Norfolk

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 4,200
  • Year Built: 2025

Lot Features

  • Lot Size (Acres): 0.3

Financial Considerations

  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: The owner is broker
  • Property ID: 261815

Listed by JT Fleming & Company, Joseph T. Fleming and Erin Fleming

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Listing agents

— 16 Oak St —

  • Joseph T. Fleming

    JT Fleming & Company

  • Erin Fleming

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 16 Oak St

School District:Wellesley School District
NameGradesDistance
Sprague Elementary School
401 School Street, Wellesley, MA 02482
K-50.3 mi
Wellesley Middle School
50 Kingsbury Street, Wellesley, MA 02481
6-80.3 mi
Wellesley High School
50 Rice Street, Wellesley, MA 02481
9-120.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 16 Oak St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/22/2025
Listed
$2,850,000
100%
MLS
12/04/2024
Sold
$1,425,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 16 Oak St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,956
7%
$1,163,000
9%
2024
$11,128
4%
$1,069,000
14%
2023
$10,717
1%
$936,000
3%
2022
$10,594
3%
$907,000
3%
2021
$10,317
2%
$878,000
—
2020
$10,150
6%
$878,000
6%
2019
$9,615
4%
$831,000
8%
2018
$9,237
1%
$773,000
—
2017
$9,114
6%
$773,000
4%
2015
$8,612
8%
$745,000
8%
2014
$7,974
—
$691,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by JT Fleming & Company, Joseph T. Fleming and Erin Fleming

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16 Oak Street, Wellesley, MA 02482 (MLS# 73446719) is a Single Family property with 5 bedrooms, 3 full bathrooms and 2 partial bathrooms. 16 Oak Street is currently listed for $2,850,000 and was received on October 22, 2025. Want to learn more about 16 Oak Street? Do you have questions about finding other Single Family real estate for sale in Wellesley? You can browse all Wellesley real estate or contact a Coldwell Banker agent to request more information.

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