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Pending
  • Price cut: $115K (5/28)
    $2,380,000

    279 Oakland St, Wellesley, MA 02481

    5beds
    4,512sqft
    : 
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    Single Family Residence
    Built in 1948
    0.56 Acres Lot
    $2,271,600 Zestimate®
    $527/sqft
    $-- HOA

    What's special

    Fireside sitting areaOversized laundryPicturesque half-acre lotExpansive family roomDedicated home officeThree additional bedroomsSerene primary suite
    Timeless Garrison nestled on a picturesque half-acre lot. Extensively renovated and expanded in 2005, this beautifully updated 4,000+ sq ft home blends classic New England charm with modern luxury just steps to Longfellow Pond. Thoughtfully designed with exceptional space & inviting gathering areas, the chef’s kitchen with oversized island opens to a fireside sitting area, the expansive family room flows seamlessly to an elegant fireplaced living room with French doors leading to a private stone patio. Upstairs, the serene primary suite features a walk-in closet and double vanity, along with three additional bedrooms & dedicated home office. The finished lower level offers a recreation room, full bath, & oversized laundry. Meticulously maintained with major system updates, including newer furnaces, central air, & hot water heater. Close to Needham & Wellesley MBTA, this exceptional home offers a rare blend of lifestyle, location, and design. Fiske Elementary is a Blue Ribbon school
    71 days
    |
    611
    |
    17
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Christine Norcross & Partners 781-929-4994,

    William Raveis R.E. & Home Services 781-235-5000

    Source: MLS PIN,MLS#: 73509829

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Ceiling Fan(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet
      • Level: Second
      • Area: 360
      • Dimensions: 18 x 20
      Bedroom 2
      • Features: Flooring - Hardwood
      • Level: Second
      • Area: 192
      • Dimensions: 16 x 12
      Bedroom 3
      • Features: Flooring - Wall to Wall Carpet
      • Level: Second
      • Area: 187
      • Dimensions: 11 x 17
      Bedroom 4
      • Features: Flooring - Hardwood
      • Level: Second
      • Area: 143
      • Dimensions: 13 x 11
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
      • Level: First
      Bathroom 2
      • Features: Bathroom - Full, Flooring - Stone/Ceramic Tile
      • Level: Second
      Bathroom 3
      • Features: Bathroom - Full, Flooring - Stone/Ceramic Tile
      • Level: Second
      Dining room
      • Features: Flooring - Hardwood
      • Level: First
      • Area: 224
      • Dimensions: 16 x 14
      Family room
      • Features: Coffered Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Recessed Lighting
      • Level: First
      • Area: 460
      • Dimensions: 20 x 23
      Kitchen
      • Features: Wood / Coal / Pellet Stove, Closet/Cabinets - Custom Built, Recessed Lighting
      • Level: First
      • Area: 240
      • Dimensions: 16 x 15
      Living room
      • Features: Flooring - Hardwood
      • Level: First
      • Area: 273
      • Dimensions: 13 x 21
      Office
      • Features: Flooring - Hardwood
      • Level: Second
      • Area: 100
      • Dimensions: 10 x 10
      Heating
      • Forced Air, Fireplace(s)
      Cooling
      • Central Air
      Appliances
      • Included: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
      • Laundry: Flooring - Stone/Ceramic Tile, Recessed Lighting, Sink, In Basement, Electric Dryer Hookup
      Features
      • Recessed Lighting, Bathroom - Full, Sitting Room, Sun Room, Bonus Room, Bathroom, Home Office
      • Flooring: Wood, Tile, Carpet, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Flooring - Hardwood
      • Windows: Insulated Windows
      • Basement: Full,Finished
      • Number of fireplaces: 2
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 4,512
      • Total interior livable area: 4,512 sqft
      • Finished area above ground: 3,552
      • Finished area below ground: 960
      Video & virtual tour

      Property

      Parking
      • Total spaces: 6
      • Parking features: Paved Drive, Off Street, Paved
      • Uncovered spaces: 6
      Features
      • Patio & porch: Porch, Patio
      • Exterior features: Porch, Patio, Rain Gutters, Professional Landscaping, Sprinkler System
      Lot
      • Size: 0.56 Acres
      Details
      • Foundation area: 999
      • Parcel number: 257458
      • Zoning: SR15

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Garrison
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle,Rubber
      Condition
      • Year built: 1948

      Utilities & green energy

      • Electric: Circuit Breakers, 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Electric Dryer
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Park
      HOA
      • Has HOA: No
      Location
      • Region: Wellesley

      Financial & listing details

      • Price per square foot: $527/sqft
      • Tax assessed value: $2,014,000
      • Annual tax amount: $20,482
      • Date on market: 4/29/2026

        Estimated market value

        $2,271,600

        $2.00M - $2.57M

        $7,868/mo

        Price history

        DateEventPrice
        6/26/2026Pending sale$2,380,000$527/sqft
        Source: MLS PIN #73509829 Report a problem
        6/22/2026Contingent$2,380,000$527/sqft
        Source: MLS PIN #73509829 Report a problem
        5/28/2026Price change$2,380,000-4.6%$527/sqft
        Source: MLS PIN #73509829 Report a problem
        4/29/2026Listed for sale$2,495,000+303.7%$553/sqft
        Source: MLS PIN #73509829 Report a problem
        3/17/2000Sold$618,000$137/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$19,892 +3.2%$1,935,000 +4.5%
        2024$19,279 +1.9%$1,852,000 +12%
        2023$18,927 +11.4%$1,653,000 +13.7%
        2022$16,983 -0.6%$1,454,000
        2021$17,085 +1.6%$1,454,000
        2020$16,808 +2.8%$1,454,000 +2.9%
        2019$16,348 +7.6%$1,413,000 +11.2%
        2018$15,188 +1.4%$1,271,000
        2017$14,985 +1.7%$1,271,000 +2%
        2016$14,740 +2.3%$1,246,000 -0.1%
        2015$14,415 +3.7%$1,247,000 +3.6%
        2014$13,894 +3.4%$1,204,000 +2.8%
        2012$13,443 +2.5%$1,171,000 +2.1%
        2011$13,110 +5.8%$1,147,000 -3%
        2010$12,387 +11.7%$1,182,000 +0.9%
        2009$11,089 +13.1%$1,171,000 +9.6%
        2008$9,804 +3.5%$1,068,000
        2007$9,473 +6.6%$1,068,000
        2006$8,886 +42.2%$1,068,000 +43.5%
        2005$6,250 +3.9%$744,000 +5.8%
        2004$6,018 +12.3%$703,000 +6.5%
        2003$5,359 +9.2%$660,000 +8.9%
        2002$4,909 +11.4%$606,000 +35.6%
        1999$4,407 $447,000

        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 02481

        Getting around

        16 / 100
        Car-Dependent
        23 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Fiske
        • Middle: Wellesley Ms
        • High: Wellesley Hs

        Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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