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Pending
    • Price cut: $150K (8/28)
    $1,850,000

    243 Upland Ave, Newton, MA 02461

    4beds
    3,847sqft
    : 
    $11,855/mo
    Get pre-qualified
    Single Family Residence
    Built in 1914
    0.6 Acres Lot
    $1,793,500 Zestimate®
    $481/sqft
    $-- HOA

    What's special

    Gas fireplaceTwo level deckSpa-like bathItalian marble vanitySub-zero refrigeratorGrand primary suiteSlipper tub
    This is a rare opportunity atop one of Newton’s most coveted hilltop locations. Winner of the Newton Beautification Award and featured in a local design magazine, this original farmhouse—held by fewer than five owners—blends timeless character with thoughtful modern updates and exceptional future potential. Surrounded by $5–$6.5M homes, the setting is truly premier. The residence offers 4 bedrooms, 3 full baths, and 2 half baths, including two fully renovated designer baths featuring a slipper tub and Italian marble vanity. The chef’s kitchen boasts a Sub-Zero refrigerator, chefs 6-burner gas convection range with center griddle, wine fridge, and powered skylight. Enjoy two level deck, three wood-burning fireplaces plus a gas fireplace. The grand primary suite includes a spa-like bath, large walk-in closet +Accessory room. Updates throughout preserve historic charm while providing modern comfort, including a new architectural shingle roof. In-law or home office suite potential.
    112 days
    121
    0

    Zillow last checked:

    Listing updated:

    Listed by:

    Adam Kotkin 617-694-7356,

    Red Tree Real Estate 617-487-8015

    Source: MLS PIN,MLS#: 73516643

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 3
      • 1/2 bathrooms: 2
      Primary bedroom
      • Features: Wood / Coal / Pellet Stove, Skylight, Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Window(s) - Bay/Bow/Box, Hot Tub / Spa, Cable Hookup, High Speed Internet Hookup, Recessed Lighting, Remodeled, Closet - Double
      • Level: Second
      • Area: 280.58
      • Dimensions: 13 x 21.58
      Bedroom 2
      • Features: Closet, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Cable Hookup, High Speed Internet Hookup, Recessed Lighting
      • Level: Second
      • Area: 137.58
      • Dimensions: 13 x 10.58
      Bedroom 3
      • Features: Ceiling Fan(s), Flooring - Wall to Wall Carpet, Decorative Molding
      • Level: Second
      • Area: 146.25
      • Dimensions: 13 x 11.25
      Primary bathroom
      • Features: Yes
      Dining room
      • Features: Wood / Coal / Pellet Stove, Flooring - Hardwood, Lighting - Pendant, Decorative Molding
      • Level: Main,First
      • Area: 156
      • Dimensions: 13 x 12
      Family room
      • Features: Flooring - Laminate, Balcony / Deck, High Speed Internet Hookup, Recessed Lighting
      • Level: Main,First
      • Area: 221
      • Dimensions: 13 x 17
      Kitchen
      • Features: Skylight, Balcony / Deck, Kitchen Island, Wet Bar, Cabinets - Upgraded, Cable Hookup, Deck - Exterior, Exterior Access, High Speed Internet Hookup, Recessed Lighting, Remodeled, Stainless Steel Appliances, Wine Chiller, Gas Stove, Lighting - Pendant, Crown Molding, Decorative Molding, Flooring - Engineered Hardwood
      • Level: Main,First
      • Area: 250.56
      • Dimensions: 13.67 x 18.33
      Living room
      • Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Recessed Lighting, Lighting - Sconce, Breezeway
      • Level: Main,First
      • Area: 297.92
      • Dimensions: 13 x 22.92
      Heating
      • Central, Forced Air, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Gas Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
      • Laundry: Linen Closet(s), Flooring - Stone/Ceramic Tile, Main Level, First Floor
      Features
      • Flooring: Tile, Hardwood
      • Windows: Insulated Windows
      • Basement: Full,Partially Finished,Walk-Out Access
      • Number of fireplaces: 4
      • Fireplace features: Dining Room, Kitchen, Living Room, Master Bedroom
      Interior area
      • Total structure area: 3,847
      • Total interior livable area: 3,847 sqft
      • Finished area above ground: 2,973
      • Finished area below ground: 874
      Video & virtual tour

      Property

      Parking
      • Total spaces: 7
      • Parking features: Attached, Paved Drive, Off Street
      • Attached garage spaces: 2
      • Uncovered spaces: 5
      Features
      • Patio & porch: Porch - Enclosed, Deck - Wood
      • Exterior features: Porch - Enclosed, Deck - Wood, Rain Gutters, Storage, Fenced Yard
      • Fencing: Fenced
      Lot
      • Size: 0.6 Acres
      • Features: Wooded, Level, Sloped
      Details
      • Parcel number: S:83 B:027 L:0027,707518
      • Zoning: SR2

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle,Rubber
      Condition
      • Year built: 1914

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Newton

      Financial & listing details

      • Price per square foot: $481/sqft
      • Tax assessed value: $1,579,300
      • Annual tax amount: $15,477
      • Date on market: 6/23/2026

        Estimated market value

        $1,793,500

        $1.70M - $1.88M

        $10,834/mo

        Price history

        DateEventPrice
        9/7/2026Listing removed$10,000$3/sqft
        Source: Zillow Rentals Report a problem
        8/31/2026Pending sale$1,850,000$481/sqft
        Source: MLS PIN #73516643 Report a problem
        8/28/2026Price change$1,850,000-7.5%$481/sqft
        Source: MLS PIN #73532809 Report a problem
        8/27/2026Pending sale$1,999,999$520/sqft
        Source: MLS PIN #73516643 Report a problem
        8/8/2026Price change$10,000-9.1%$3/sqft
        Source: Zillow Rentals Report a problem
        7/23/2026Price change$1,999,999-2.4%$520/sqft
        Source: MLS PIN #73516643 Report a problem
        7/16/2026Price change$11,000-15.4%$3/sqft
        Source: Zillow Rentals Report a problem
        7/16/2026Price change$2,050,000-2.4%$533/sqft
        Source: MLS PIN #73532809 Report a problem
        6/15/2026Price change$2,099,8880%$546/sqft
        Source: MLS PIN #73532809 Report a problem
        6/12/2026Listed for rent$13,000$3/sqft
        Source: Zillow Rentals Report a problem
        6/9/2026Price change$2,100,000-2.3%$546/sqft
        Source: MLS PIN #73516643 Report a problem
        5/12/2026Listed for sale$2,150,000-2.3%$559/sqft
        Source: MLS PIN #73516643 Report a problem
        5/7/2026Listing removed$2,200,000$572/sqft
        Source: MLS PIN #73488294 Report a problem
        4/27/2026Price change$2,200,000-2.2%$572/sqft
        Source: MLS PIN #73488294 Report a problem
        4/14/2026Price change$2,250,000-4.3%$585/sqft
        Source: MLS PIN #73488294 Report a problem
        3/31/2026Price change$2,350,000-6%$611/sqft
        Source: MLS PIN #73488294 Report a problem
        3/18/2026Listed for sale$2,500,000+723.2%$650/sqft
        Source: MLS PIN #73488294 Report a problem
        9/26/1990Sold$303,700$79/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$15,477 +3.4%$1,579,300 +3%
        2024$14,965 +4.5%$1,533,300 +9%
        2023$14,319 +4.5%$1,406,600 +8%
        2022$13,701 +3.6%$1,302,400 +6%
        2021$13,221 +3.1%$1,228,700
        2020$12,828 +2.9%$1,228,700 +3%
        2019$12,466 +0.8%$1,192,900 +4.4%
        2018$12,361 +3.1%$1,142,400 +6%
        2017$11,984 +4.6%$1,077,700 +7%
        2016$11,462 +4.9%$1,007,200 +7%
        2015$10,928 -1.2%$941,300 +3.1%
        2014$11,066 +2.2%$913,000 -3.1%
        2013$10,828 +6.2%$942,400 +3.2%
        2012$10,198 +3.9%$913,000 +1.4%
        2011$9,812 +2.7%$900,200 -1.9%
        2010$9,557 +2.4%$918,100 -2%
        2009$9,331 +2.7%$936,800
        2008$9,087 -4.2%$936,800 -7.9%
        2007$9,486 +2.7%$1,016,700 +3%
        2006$9,239 +3.7%$987,100 +5%
        2005$8,912 -0.2%$940,100 +7.4%
        2004$8,926 +4.6%$875,100 +12%
        2003$8,532 +9.9%$781,300
        2002$7,766 +1.5%$781,300 +23.1%
        2000$7,652 +7.7%$634,500 +13%
        1999$7,103 $561,500
        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.
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        Climate risks

        Neighborhood: Newton Upper Falls

        Getting around

        52 / 100
        Somewhat Walkable
        38 / 100
        Some Transit
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Countryside
        • Middle: Brown
        • High: Newton South

        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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