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Active

151 Oakland Street

Wellesley, MA 02481

Offered at$3,595,000

Residential · Active · MLS #73569459
Listing Courtesy of Compass | The Wilson Group

6Bedrooms
5Bathrooms
6,525Square feet
1748Year built

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MLS PIN data

About this home

Exquisite renovation of this distinctive property blends historic architectural character with sophisticated luxury living. Set on picturesque grounds with beautiful views of gardens, patios, the historic barn, golf course, and skyline vistas. Gracious, light-filled interiors feature hardwood floors, fireplaces, architectural detail, and beautiful views throughout. The sunny kitchen opens to a family room with gas fireplace, wet bar, and french doors to patio while the adjoining breakfast room/sunroom opens to a deck with sunrise views. A spacious great room with beamed ceilings and fireplace provides exceptional entertaining space. A first-floor office with separate entrance and full bath offers potential for an in-law/nanny suite. A wood paneled library with built-ins and a well-appointed dining room round out the first floor. Upstairs are five bedrooms, a sitting room/nursery, and four renovated baths. The third floor features a game room. The expansive lower level includes a recreation room, exercise room, workshop, mudroom, storage, and access to the two-car garage. A historic barn with electricity and water adds character and offers potential for an ADU. Convenient to Wellesley Hills shops, restaurants, commuter rail, and major routes, this exceptional property combines privacy, character, style, and remarkable views.

Property information

Details at a glance

Interior

Rooms
15
Heating
Forced Air, Natural Gas, Fireplace(s)
Cooling
Central Air
Flooring
Flooring - Wood, Flooring - Wall to Wall Carpet
Fireplaces
6

Building

Style
Single Family Residence
Year built
1748
Garage
2
Parking
8
Foundation
Concrete Perimeter, Brick/Mortar

Land & utilities

Lot size
1.15 acres
Water
Public
Sewer
Public Sewer
Zoning
SR-30

Financial

Annual taxes
$38,412
Assessment year
2026

Listing history

Price and status timeline

  1. Ter

    $3,695,000 · Jan 15, 2026

Property value estimate

An informed starting point

Estimated value$4,223,531

Estimated range $3,889,673$4,557,388

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationabove average

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Wellesley

MetricThis propertyWellesley
List price$3,595,000$2,045,00076% above local
Price / sq ft$551$70622% below local
Days on market67292% below local
Explore homes in Wellesley

Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 151 Oakland Street

Can I schedule a private showing?

Yes. Request a tour of 151 Oakland Street and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.