319 Oakland St Wellesley, MA ^$ 2,270,000

319 Oakland St

^$ 2,270,000

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319 Oakland St

Wellesley, MA, 02481

^$ 2,270,000

Bedrooms5 Baths3.2 Sq 4,507

Monthly Estimate*

^$ 14,333

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Single Family Home for sale in Wellesley, MA

for $2,270,000 with 5 bedrooms and 3 full baths, 2 half baths. This 4,507 square foot home was built in 1900 on a lot size of 0.44.

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

Single Family Active

Price

^$ 2,270,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 16,068

Style

Colonial

Lot Size

0.44

Year Built

1900

Town/City

Wellesley

County/Region

Norfolk

MLS | Web ID

73541195

List By

Kathleen Hughto

Listing Agent

Rutledge Properties

Broker

Affordability Calculator

$15,672

Per Month

Monthly Principal & Interest: $14,333
Monthly Property Taxes: $1,339
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Wellesley, MA

Average List Price ^$3,222,641

Percent of Sale Price 42%

About Wellesley, MA

28,724 Population

8% Since 2002

^$170,623 Median Income

35.33 Median Age

42% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
6/24/2026	$2,270,000		Listed Price

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319 Oakland St, Wellesley, MA, 02481 is a Single Family Home for sale at $2,270,000 with 4,507 sqft and a lot size of 0.44. 319 Oakland St has 5 bedrooms, 3.2 baths, and was built in 1900. The property's zip code is 02481 which is in Wellesley, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 6/27/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 or leasing 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 or leasing. 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.

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319 Oakland St

Single Family Home for sale in Wellesley, MA

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