Skip main navigation
Pending
  • $1,465,000

    20 Hillside Ave, Medford, MA 02155

    5beds
    2,863sqft
    : 
    $8,778/mo
    Get pre-qualified
    Single Family Residence
    Built in 1895
    3,413 Square Feet Lot
    $1,124,000 Zestimate®
    $512/sqft
    $-- HOA

    What's special

    Walk-in showerNewer roofGraceful archwaysFamily roomOriginal hardwood floorsFinished walk-out lower levelCathedral ceilings
    Historic character meets modern luxury with exquisite design details in this beautifully reimagined Victorian in Medford’s desirable Hillside Historic District. Renovated for today’s lifestyle while preserving the elements that make the home special, 20 Hillside features gracious entertaining rooms, soaring ceilings, original hardwood floors, graceful archways, antique door hardware, distinctive millwork and a finely preserved fireplace mantel.The stunning,new kitchen serves as the heart of the home, appointed with a Wolf induction range, Bosch appliances, quartz countertops, cabinetry extending to the 9' ceilings, a pantry, coffee bar and wine fridge. Just beyond, elegant living and dining areas provide an inviting backdrop for everything from casual gatherings to holiday entertaining.Upstairs, the expansive primary suite feels like a private retreat, complete with two closets and a spa-inspired bath featuring a soaking tub, walk-in shower and double vanity. A second bedroom and additional full bath on this floor provide welcome versatility. Two sun-filled third-floor bedrooms with cathedral ceilings, along with a charming home office, create additional options for guests, working from home or creative pursuits.The finished walk-out lower level adds even greater flexibility with a bedroom, full bath, family room, wet bar and direct access to the new composite deck and garden—well suited for extended stays, guests, in-law use or potential future ADU conversion, subject to buyer due diligence and required approvals.Major improvements include new heating and central air, updated electrical and plumbing, gas tankless hot water, new insulation, Marvin window upgrades and a newer roof. A new two-car brick driveway provides valuable off-street parking.The location completes the package, with easy access to Tufts, public transportation, the Green Line, neighborhood shops and restaurants, parks and commuter routes. A rare blend of historic charm, flexible accommodations, luxury finishes in an exceptional Medford setting.
    13 days
    1,244
    102

    Zillow last checked:

    Listing updated:

    Listed by:

    Maureen Tringale 781-801-6279,

    Century 21 North East 781-438-1230

    Source: MLS PIN,MLS#: 73565978

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Flooring - Hardwood, Recessed Lighting, Remodeled, Crown Molding, Closet - Double
      • Level: Second
      Bedroom 2
      • Features: Closet, Flooring - Hardwood, Recessed Lighting, Remodeled
      • Level: Second
      Bedroom 3
      • Features: Cathedral Ceiling(s), Closet, Flooring - Hardwood, Recessed Lighting, Remodeled
      • Level: Third
      Bedroom 4
      • Features: Cathedral Ceiling(s), Closet, Flooring - Hardwood, Recessed Lighting, Remodeled
      • Level: Third
      Bedroom 5
      • Features: Closet, Flooring - Laminate, Recessed Lighting, Remodeled
      • Level: Basement
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Half, Remodeled
      • Level: First
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Double Vanity, Remodeled, Lighting - Sconce, Lighting - Overhead, Soaking Tub
      • Level: Second
      Bathroom 3
      • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Remodeled
      • Level: Second
      Dining room
      • Features: Flooring - Hardwood, Remodeled, Lighting - Sconce, Lighting - Overhead, Crown Molding
      • Level: First
      Family room
      • Features: Closet/Cabinets - Custom Built, Flooring - Laminate, Wet Bar, Exterior Access, Recessed Lighting, Remodeled
      • Level: Basement
      Kitchen
      • Features: Flooring - Hardwood, Pantry, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Kitchen Island, Exterior Access, Recessed Lighting, Remodeled, Stainless Steel Appliances, Wine Chiller, Lighting - Pendant, Crown Molding
      • Level: First
      Living room
      • Features: Flooring - Hardwood, Remodeled, Archway
      • Level: First
      Office
      • Features: Flooring - Hardwood, Recessed Lighting, Remodeled
      • Level: Third
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Gas Water Heater, Tankless Water Heater, Microwave, ENERGY STAR Qualified Refrigerator, Wine Refrigerator, ENERGY STAR Qualified Dishwasher, Range Hood, Other
      • Laundry: Gas Dryer Hookup, Washer Hookup, Second Floor
      Features
      • Bathroom - Full, Bathroom - Tiled With Shower Stall, Recessed Lighting, Bathroom, Home Office, Wet Bar
      • Flooring: Hardwood, Wood Laminate, Laminate, Flooring - Hardwood
      • Windows: Insulated Windows
      • Basement: Full,Finished,Walk-Out Access,Interior Entry
      • Number of fireplaces: 1
      • Fireplace features: Dining Room
      Interior area
      • Total structure area: 2,863
      • Total interior livable area: 2,863 sqft
      • Finished area above ground: 2,227
      • Finished area below ground: 636

      Property

      Parking
      • Total spaces: 2
      • Parking features: Off Street, Driveway
      • Uncovered spaces: 2
      Features
      • Patio & porch: Porch, Deck - Composite, Patio
      • Exterior features: Porch, Deck - Composite, Patio, Rain Gutters, Professional Landscaping
      Lot
      • Size: 3,413 Square Feet
      • Features: Gentle Sloping
      Details
      • Parcel number: M:L08 B:0030 L:0000,637762
      • Zoning: SF1

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Victorian
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Stone
      • Roof: Shingle
      Condition
      • Updated/Remodeled,Remodeled
      • Year built: 1895

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Private School, Public School, University
      • Subdivision: Hillside Ave Historic District
      HOA
      • Has HOA: No
      Location
      • Region: Medford

      Financial & listing details

      • Price per square foot: $512/sqft
      • Tax assessed value: $924,800
      • Annual tax amount: $7,981
      • Date on market: 8/20/2026

        Estimated market value

        $1,124,000

        $989,000 - $1.28M

        $3,838/mo

        Price history

        DateEventPrice
        8/30/2026Listing removed$4,500$2/sqft
        Source: Zillow Rentals Report a problem
        8/27/2026Pending sale$1,465,000$512/sqft
        Source: MLS PIN #73565978 Report a problem
        8/27/2026Listed for rent$4,500$2/sqft
        Source: Zillow Rentals Report a problem
        8/20/2026Listed for sale$1,465,000+80.9%$512/sqft
        Source: MLS PIN #73565978 Report a problem
        9/30/2025Sold$810,000+8%$283/sqft
        Source: MLS PIN #73428594 Report a problem
        9/10/2025Listed for sale$750,000$262/sqft
        Source: MLS PIN #73428594 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,963 $817,300
        2024$6,963 +3.7%$817,300 +5.3%
        2023$6,716 +7.5%$776,400 +12%
        2022$6,246 +0.6%$693,200 +5%
        2021$6,210 +1.5%$659,900 -1%
        2020$6,119 +3.8%$666,600 +8.5%
        2019$5,897 +6.8%$614,300 +13.9%
        2018$5,523 +4%$539,400 +7.3%
        2017$5,310 +8.6%$502,800 +15.1%
        2016$4,889 +2.7%$436,900 +7.4%
        2015$4,761 +3.8%$406,900 +8.7%
        2014$4,585 +6.3%$374,300 +7.2%
        2013$4,315 +1.8%$349,100 -0.9%
        2012$4,237 +3.6%$352,200 0%
        2011$4,090 +5.7%$352,300
        2010$3,868 +4.3%$352,300 -4.3%
        2009$3,710 +3.4%$368,100 -6.5%
        2008$3,589 +2.6%$393,500
        2007$3,498 +4.8%$393,500 +7.4%
        2006$3,337 +4%$366,300 +7.7%
        2005$3,208 +0.3%$340,200 +0.8%
        2004$3,199 +4.3%$337,400 +46.1%
        2003$3,068 +5.8%$231,000 +2.4%
        2002$2,899 +10.5%$225,600 +36.9%
        2000$2,624 +2.8%$164,800
        1999$2,553 $164,800
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 02155

        Getting around

        90 / 100
        Walker's Paradise
        57 / 100
        Good Transit
        34 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts