151 Oakland Street Wellesley, MA ^$ 3,995,000

151 Oakland Street

^$ 3,995,000

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Open House 5/31 1pm - 2:30pm

151 Oakland Street

Wellesley, MA, 02481

^$ 3,995,000

Bedrooms6 Baths5.0 Sq 6,990

Monthly Estimate*

^$ 24,598

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Single Family Home for sale in Wellesley, MA

for $3,995,000 with 6 bedrooms and 5 full baths. This 6,990 square foot home was built in 1748 on a lot size of 1.15.

Located in the Country Club neighborhood on 1.15 acres, overlooking Wellesley Country Club greens, with sweeping scenic golf course views. Renovations in 2022, this home blends historic character with refined luxury, featuring wide pine floors, 6 fireplaces, and walls of windows overlooking the greens. Gracious living spaces include an inviting fire-placed great room, sophisticated library, charming dining room, home office with separate entrance w full bath (6th bedroom) or private guest room. Primary Suite with vaulted ceilings, 4 additional bedrooms two ensuite, 4th bedroom access to third-floor game room. 2nd office, The finished lower level includes a billiards/family room, gym, workshop & storage. Bluestone patio and wraparound deck capture panoramic views, spectacular sunrises and sunsets, fruit trees and a 19th-century unfinished barn w/2 horse stalls and fenced paddock. Abutts conservation land, Two-car garage, cobblestone parking lot, gorgeous stoned walls, sold furnished .

Open House

5/31/2026 1:00 PM - 2:30 PM

151 Oakland Street Wellesley, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 3,995,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 38,412

Style

Colonial,Colonial Revival

Lot Size

1.15

Year Built

1748

Town/City

Wellesley

County/Region

Norfolk

MLS | Web ID

73469127

List By

Beth Dickerson

Listing Agent

Gibson Sotheby's International Realty

Broker

Affordability Calculator

$27,799

Per Month

Monthly Principal & Interest: $24,598
Monthly Property Taxes: $3,201
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% 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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Nearby

Trends

Single family listings in Wellesley, MA

Average List Price ^$3,216,695

Percent of Sale Price 19%

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
5/7/2026	$3,995,000	-4.77%	Price Down
4/30/2026	$4,195,000	-1.29%	Price Down
4/15/2026	$4,250,000	-5.45%	Price Down
3/23/2026	$4,495,000	-3.33%	Price Down
2/27/2026	$4,650,000	-6.06%	Price Down
1/16/2026	$4,950,000		Listed Price

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151 Oakland Street, Wellesley, MA, 02481 is a Single Family Home for sale at $3,995,000 with 6,990 sqft and a lot size of 1.15. 151 Oakland Street has 6 bedrooms, 5.0 baths, and was built in 1748. 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 6.25% 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 5/31/2026.

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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151 Oakland Street

Single Family Home for sale in Wellesley, MA

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