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16 Oak StreetWellesley, MA 02482

For Sale

$2,850,000

Smart Buyer Rebate $14,250

Sun-splashed historic renovation of an in-town Colonial offering 5 bedrooms, 3 full baths, and 2 half baths. This stunning home blends timeless character with modern comfort, featuring high ceilings, spacious living areas, and a finished walkout basement ideal for a home office, gym, or entertaining. The chef’s kitchen includes a 72-inch fridge/freezer, a large island, a pantry, and opens to a patio with a fire pit. Additional highlights include a farmer’s porch, a generous mudroom, and an oversized detached 2-car garage with two floors of storage. Updated throughout with new wiring, energy-efficient heating and cooling, insulation, windows, and a tankless hot water system. The large yard offers ample space. Perfectly located just steps to Wellesley’s restaurants, schools, train, and downtown, in General Residence zoning allowing for future development potential of a legal second unit.

Listed by Joseph T. Fleming

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JT Fleming & Company

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781-844-2700

Listed by Louis Gazo

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JT Fleming & Company

Listed by Erin Fleming

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JT Fleming & Company

Last updated October 26, 2025

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Source: MLSPin #73446719

Listing Facts

  • TypeSingle-family
  • NeighborhoodWellesley Square
  • Bedrooms5
  • Bathrooms5
  • Days on Prevu4
  • Size4,200 sqft
  • Price per sqft$679

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

10/22/2025
Listed by JT Fleming & Company
$2,850,000

Property Details for 16 Oak Street

Association

Amenities

  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, Highway Access, Private School, Public School, T-Station

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows, Screens
  • Year Built: 2025
  • Year Built Details: Renovated Since
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Porch, Patio, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall

Features

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

Measurements

  • Building Area Total: 4,200
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.30
  • Lot Size Area: 0
  • Lot Size Square Feet: 13,140
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 00000,261815
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Range Hood, Plumbed For Ice Maker
  • Flooring: Wood, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
  • Interior Features: Recessed Lighting, Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Wainscoting, Crown Molding, Mud Room, Bathroom, Play Room, Foyer

Measurements

  • Living Area: 4,200
  • Living Area Source: Owner

Rooms

  • Basement: Finished, Walk-Out Access
  • Bathrooms Full: 3
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 5
  • Rooms Total: 12

Other

Environmental

  • Green Energy Efficient: Thermostat

Parking

Parking

  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Detached, Garage Door Opener, Barn, Oversized, Off Street, Driveway, Paved
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Sprague School

High School

  • High School: Wellesley High School

Middle or Junior School

  • Middle Or Junior School: Wellesley Middle School

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Electric: 220 Volts, Circuit Breakers, 200+ Amp Service
  • Heating: Forced Air, Natural Gas
  • Has Heating: Yes
  • Laundry Features: Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, Lighting - Overhead, First Floor
  • Sewer: Public Sewer
  • Utilities: For Gas Range, Washer Hookup, Icemaker Connection
  • Water Source: Public

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.