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20 Oakland Street FrontWellesley, MA 02481

For Sale

$3,295,000

Smart Buyer Rebate $16,475

This magnificent brick-front classic New England colonial is part of a 3-home subdivision located at 20 Oakland St in Wellesley, new construction! You are greeted by a grand entrance, stunning staircase, huge windows & soaring ceilings, closets galore. Luxurious, Spacious, Affordable - this pre construction 2025 built home checks all the boxes: a family room with a wall of large windows brings in lots of light & the private back yard, a Chef's kitchen with quartz waterfall island, high end Thermador appliances, an amazing primary bedroom & an en-suite bathroom to impress - this is a Truly amazing beauty! 1st floor en-suite bedroom. Large deck on the 2nd floor offers an area for private quality family time! Lower level includes gym, rec/movie room & en-suite bedroom with full bath, perfect for guests & live-in nanny. Located minutes to Linden Square & Wellesley Square shopping. Convenient to Wellesley Farms & Wellesley Hills T stops. Location provides easy commute & access to Boston.

Listed by Jeetendra Shahani

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Compass

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617-216-1492

Listed by The Shahani Group

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Compass

Last updated October 13, 2025

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Source: MLSPin #73434429

Listing Facts

  • TypeSingle-family
  • NeighborhoodWellesley Hills
  • Bedrooms8
  • Bathrooms8
  • Days on Prevu80
  • Size7,000 sqft
  • Price per sqft$471

Amenities

  • Dishwasher
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

10/09/2025
Price Decreased
$3,295,000
09/23/2025
Listed by Compass
$3,499,000

Property Details for 20 Oakland Street Front

Exterior

Construction

  • Property Attached: Yes
  • Window Features: Insulated Windows
  • Year Built: 2025
  • Year Built Details: Actual
  • Architectural Style: Colonial

Measurements

  • Building Area Total: 7,000
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.54
  • Lot Size Area: 0
  • Lot Size Square Feet: 23,522
  • Lot Size Units: Acres

Financial

Taxes

  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Flooring: Hardwood
  • Interior Features: Bathroom - Full, Bathroom - Half, Game Room, Exercise Room

Measurements

  • Living Area: 7,000
  • Living Area Source: Owner

Rooms

  • Basement: Full
  • Bathrooms Full: 7
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 8
  • Bedrooms Total: 8
  • Rooms Total: 12

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 3
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive
  • Parking Total: 5

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Central
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Utilities: For Gas Range
  • Water Source: Public

Frequently Asked Questions

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

There are 8 bedrooms and 8 bathrooms in this single-family home at 20 Oakland Street Front.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 20 Oakland Street Front.

How does 20 Oakland Street Front compare to other single-family homes in Wellesley Hills?

This single-family home is listed 1% above the average price for single-family homes in Wellesley Hills and has been on the market for 31 more 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 7,000 sqft.

20 Oakland Street Front is a 8-bedroom, 8-bath single-family home for sale in Wellesley MA 02481. Available on Prevu for 80 days at $3,295,000. This includes a recent price decrease of $204,000. This property features 7,000 square feet of living space, located in Wellesley Hills. The median listing price for single-family homes in this area is $3,445,000. Property amenities include dishwasher, air conditioning, parking, and washer/dryer. 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.