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37 Oakland StWellesley, MA 02481

For Sale

$2,480,000

Smart Buyer Rebate $12,400

BEAUTIFUL NEW CONSTRUCTION IN ONE OF WELLESLEY’S MOST DESIRABLE LOCATIONS!Welcome to this exceptional 5-bedroom, 4.5-bath luxury home on Oakland St, thoughtfully designed with elegant finishes and sun-filled living spaces throughout. The open and inviting layout features a stunning chef’s kitchen with top-of-the-line appliances, including a Sub-Zero refrigerator, a bright sunroom, spacious bedrooms, beautifully crafted baths, and a fully finished basement offering flexible living and entertaining space.Step outside to enjoy a large deck and fenced backyard, perfect for gatherings, outdoor dining, or quiet relaxation. Ideally located close to shopping, restaurants, parks, and the Mass Pike, this home combines comfort, style, and convenience in one of Wellesley’s most sought-after neighborhoods.

Listed by John Saleh

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Centre Realty Group

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617-775-0894

Last updated June 14, 2026

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Source: MLSPin #73526041

Listing Facts

  • TypeSingle-family
  • NeighborhoodWellesley Hills
  • Bedrooms5
  • Bathrooms5
  • Days on Prevu19
  • Taxes$11,400/year
  • Size3,600 sqft
  • Price per sqft$689

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

06/10/2026
Price Decreased
$2,480,000
06/03/2026
Price Decreased
$2,548,000
05/28/2026
Listed by Centre Realty Group
$2,598,000

Property Details for 37 Oakland St

Association

Amenities

  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, Private School, Public School, T-Station, University

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 2026
  • Year Built Details: Renovated Since
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Porch, Patio

Features

  • Fencing: Fenced/Enclosed
  • Patio And Porch Features: Porch, Patio
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 3,600
  • Building Area Units: Square Feet
  • Lot Features: Wooded
  • Lot Size Acres: 0.31
  • Lot Size Area: 0
  • Lot Size Square Feet: 13,289
  • Lot Size Units: Acres

Financial

Taxes

  • Tax Annual Amount: $11,400.00
  • Tax Assessed Value: $1,121,000.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator
  • Fireplace Features: Family Room
  • Fireplace: Yes
  • Flooring: Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Engineered Hardwood
  • Interior Features: Bathroom - With Shower Stall, Closet, Wet Bar, Recessed Lighting, Bathroom, Exercise Room, Media Room

Measurements

  • Living Area: 3,600
  • Living Area Source: Other

Rooms

  • Basement: Full, Finished
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 5
  • Main Level Bathrooms: 1
  • Rooms Total: 10

Parking

Parking

  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 5
  • Open Parking: Yes
  • Parking Features: Detached, Paved Drive, Off Street, Stone/Gravel
  • Parking Total: 7

Schools

Elementary School

  • Elementary School: Fisk

High School

  • High School: Wellesley High

Middle or Junior School

  • Middle Or Junior School: Wellesley Middle School

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Central
  • Has Heating: Yes
  • Laundry Features: Dryer Hookup - Electric, Washer Hookup, Bathroom - Full, Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, In Basement
  • Sewer: Public Sewer
  • Utilities: For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 5 bathrooms in this single-family home at 37 Oakland St.

What schools are nearby to 37 Oakland St?

Nearby schools include the Fisk Elementary School, Wellesley Middle School, and Wellesley High.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 37 Oakland St.

What are the annual taxes for 37 Oakland St?

Annual taxes for this single-family home are estimated at $11,400.

How does 37 Oakland St compare to other single-family homes in Wellesley Hills?

This single-family home is listed 24% below the average price for single-family homes in Wellesley Hills and has been on the market for 30 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,600 sqft.

37 Oakland St is a 5-bedroom, 5-bath single-family home for sale in Wellesley MA 02481. Listed on Prevu for 19 days at $2,480,000. This includes a recent price decrease of $68,000. This residence features 3,600 square feet of living space, located in Wellesley Hills. The median listing price for single-family homes in this area is $3,445,000. Nearby schools include Fisk Elementary School, Wellesley Middle School, and Wellesley High. The home offers private outdoor space, dishwasher, air conditioning, and parking. Explore more single-family home listings in Norfolk County.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.