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They don't build them like this anymore! Wraparound porch, two staircases, tons of custom millwork, and period details woven into every room. Originally built in 1900, this home was expertly renovated and seriously expanded in 2002. The new kitchen is a showstopper with a beautiful eat-in area flowing into a step-down family room. Then you find the yard. Big, open, and private in a way that feels like a secret this close to town. Formal dining room, sitting room, crafted woodwork throughout, office around the corner. Upstairs the primary suite delivers. Soaring ceilings, bespoke detailing, a bath that holds its own. Four more bright bedrooms, marble counters in every bathroom, laundry up here too. Third floor is a fantastic bonus space for play or work. Finished basement rec room has its own kitchenette, bath, serious storage, and another laundry setup. Great location for easy commutes AND enjoyment of natural spaces with the abutting aquaduct trail, Longfellow Pond and Centennial Park

More Info

Basic Information

  • Bedrooms5
  • Mls StatusNew
  • Bathroom5
  • Lot Features Other
  • Parcel Number M:017 R:002 S:,257193

Tax Information

  • Tax Assessed Value $1,580,000
  • Tax Year 2026
  • Taxes$16,068

School Information

  • High School Wellesley
  • Elementary SchoolFiske
  • High SchoolWellesley
  • Junior HighWms

Parking

  • Parking Spaces4
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street

Rooms

  • Bathrooms Total Decimal 4
  • Bedroom 2 Second,15 x 12
  • Bedroom 3 Second,14 x 12
  • Bedroom 4 Second,13 x 12
  • Bedroom 5 Second,11 x 12
  • Dining Room First,13 x 17
  • Family Room First,17 x 20
  • Full Bath3
  • Half Baths2
  • Kitchen Main, First,11 x 13
  • Living Room First,11 x 13
  • Master Bedroom Second,21
  • Office First,9 x 10

Basic Information

  • List Price$2,270,000
  • MLS Number73541195
  • Modification Date06/24/2026
  • Property SubTypeSingle Family Residence

Location

  • NeighborhoodWellesley Hills
  • SubdivisionWellesley Hills
  • Address319 Oakland Street
  • Building Number319
  • CountyNorfolk
  • StateMA
  • StreetOakland Street
  • TownWellesley
  • Zip02481

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Interior Entry, Concrete
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplace Features Family Room
  • Fireplaces Total 2
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Porch, Deck, Patio
  • Property StyleColonial
  • Rooms12
  • Year Built1900
  • Year Built Details Approximate, Renovated Since
  • Year Built Source Public Records

Property

  • Acreage0.44

Interior

  • Flooring Wood
  • Interior Features Bonus Room, Play Room, Office, Mud Room

Exterior

  • Exterior Features
    • Deck
    • Patio
    • Porch
    • Professional Landscaping
    • Rain Gutters
    • Sprinkler System
    • Storage
  • Fencing Fenced/Enclosed
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric 200+ Amp Service
  • Heat SystemYes
  • Heating Central, Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet4,507
  • Building Area Source Measured
  • Living Area 4,507
  • Lot Size Square Feet 19,119
  • Lot Size Units Acres

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Highway Access
    • Park
    • Private School
    • Public School
    • Public Transportation
    • University
    • Walk/Jog Trails

Legal

  • ZoningSR15

Other

  • Date Listed06/24/2026
  • Farm Land Area Units Square Feet
  • View Count3

Map Location

Driving Directions

Listed by Kathleen Hughto of Rutledge Properties

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