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$2,270,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2 Partial Baths
  • 4,507 Sq. Ft.
  • 0.44 Acres
  • 2 Car Garage
  • Updated 1 day ago
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They don't build them like this anymore! Wraparound porch, two staircases, tons of custom millwork, and period details woven into every room. Originally built in 1900, this home was expertly renovated and seriously expanded in 2002. The new kitchen is a showstopper with a beautiful eat-in area flowing into a step-down family room. Then you find the yard. Big, open, and private in a way that feels like a secret this close to town. Formal dining room, sitting room, crafted woodwork throughout, office around the corner. Upstairs the primary suite delivers. Soaring ceilings, bespoke detailing, a bath that holds its own. Four more bright bedrooms, marble counters in every bathroom, laundry up here too. Third floor is a fantastic bonus space for play or work. Finished basement rec room has its own kitchenette, bath, serious storage, and another laundry setup. Great location for easy commutes AND enjoyment of natural spaces with the abutting aquaduct trail, Longfellow Pond and Centennial Park

Full Property Details for 319 Oakland St

General

  • Price: $2,270,000
  • Taxes: $16,068 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73541195
  • Updated: 6/24/2026
  • Added to Site: 1 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 3
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: 21.00 x 21.00, Second
  • Bedroom 2: 15.00 x 12.00, Second
  • Bedroom 3: 14.00 x 12.00, Second
  • Bedroom 4: 13.00 x 12.00, Second

Other Rooms

  • Living Room: 11.00 x 13.00, First
  • Family Room: 17.00 x 20.00, First
  • Kitchen: 11.00 x 13.00, Main, First
  • Dining Room: 13.00 x 17.00, First
  • Office: 9.00 x 10.00, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street

Location

  • County: Norfolk

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 4,507
  • Year Built: 1900

Lot Features

  • Lot Size (Acres): 0.44

Financial Considerations

  • Tax Amount: $16,068.6
  • Tax Year: 2026

Disclosures and Reports

  • Exclusions: Chandeliers, Sconces In Primary, Light Fixture Front Hall, Light Fixture Center Br, Ext & Ll Speaker
  • Disclosures/Rstr.: Back part of lot in Needham, 15029 sf in Wellesley and 4090 sf in Needham. Needham 2015 tax bill $105 off $9900 assessment. Wellesley Schools and Utilities.
  • Property ID: M:017 R:002 S:, 257193

Listed by Rutledge Properties, Kathleen Hughto

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Listing agent

— 319 Oakland St —

  • Kathleen Hughto

    Rutledge Properties

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 319 Oakland St

School District:Wellesley School District
NameGradesDistance
Joseph E. Fiske Elementary School
45 Hastings Street, Wellesley, MA 02481
K-50.4 mi
Wellesley Middle School
50 Kingsbury Street, Wellesley, MA 02481
6-82.2 mi
Wellesley High School
50 Rice Street, Wellesley, MA 02481
9-121.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 319 Oakland St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/24/2026
Listed
$2,270,000
908.89%
MLS
8/01/1989
Sold
$225,000
—
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 319 Oakland St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,443
—
$1,405,000
1%
2024
$14,470
-4%
$1,390,000
6%
2023
$15,068
13%
$1,316,000
16%
2022
$13,304
2%
$1,139,000
3%
2021
$13,007
2%
$1,107,000
—
2020
$12,797
3%
$1,107,000
3%
2019
$12,426
-5%
$1,074,000
-2%
2018
$13,109
1%
$1,097,000
—
2017
$12,934
4%
$1,097,000
2%
2015
$12,473
10%
$1,079,000
10%
2014
$11,309
—
$980,000
—
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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NMLS#: 1598647

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Listed by Rutledge Properties, Kathleen Hughto

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319 Oakland St, Wellesley, MA 02481 (MLS# 73541195) is a Single Family property with 5 bedrooms, 3 full bathrooms and 2 partial bathrooms. 319 Oakland St is currently listed for $2,270,000 and was received on June 24, 2026. Want to learn more about 319 Oakland St? Do you have questions about finding other Single Family real estate for sale in Wellesley Fells? You can browse all Wellesley Fells real estate or contact a Coldwell Banker agent to request more information.

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