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For sale
  • $1,575,000

    29 Heartbreak Rd, Ipswich, MA 01938

    4beds
    3,579sqft
    : 
    Single Family Residence
    Built in 1999
    8.18 Acres Lot
    $1,636,900 Zestimate®
    $440/sqft
    $-- HOA

    What's special

    Stone fireplaceBrand new kitchenLarge dining roomSliding barn doorsVaulted ceilingsExpansive home
    Live near Crane Beach in this expansive home, sited on 8+ beautiful and private acres. This remarkable post and beam home demonstrates quality craftsmanship throughout with major updates and renovations within the last year. A large mudroom, with built-ins, greets you and sliding barn doors to a brand new kitchen which opens to a large dining room. A living room boasts loads of natural light, stone fireplace and vaulted ceilings. Private, first floor in-law apartment includes a kitchen, bright and sunny dining/living space and a bedroom with en suite bathroom and exterior access. The second floor has primary bedroom with full en-suite master bath and 2 other bedrooms with cozy nooks, perfect for playtime. More office space and bed/bath above garage with separate staircase. This property is perfect for entertaining inside and by the inground,gunite pool - close to downtown, shopping, MBTA and the beach.
    16 days
    |
    4,693
    |
    341
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Hackett & Glessner Team 978-778-8391,

    Compass 781-534-9229

    Source: MLS PIN,MLS#: 73512936

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 5
      Primary bedroom
      • Features: Bathroom - 3/4, Bathroom - Double Vanity/Sink, Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Flooring - Wood, Recessed Lighting, Remodeled
      • Level: Second
      Bedroom 2
      • Features: Ceiling Fan(s), Beamed Ceilings, Vaulted Ceiling(s), Closet, Flooring - Wood
      • Level: Second
      Bedroom 3
      • Features: Beamed Ceilings, Vaulted Ceiling(s), Closet, Flooring - Wood, Lighting - Pendant
      • Level: Second
      Bedroom 4
      • Features: Closet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Exterior Access
      • Level: First
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Dryer Hookup - Electric, Recessed Lighting, Remodeled
      • Level: First
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Window(s) - Picture, Lighting - Pendant
      • Level: Second
      Bathroom 3
      • Features: Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile
      • Level: First
      Dining room
      • Features: Flooring - Wood, Window(s) - Picture, Open Floorplan, Remodeled, Lighting - Pendant
      • Level: First
      Family room
      • Features: Bathroom - Full, Flooring - Stone/Ceramic Tile, Exterior Access, Slider
      • Level: First
      Kitchen
      • Features: Countertops - Upgraded, Kitchen Island, Cabinets - Upgraded, Recessed Lighting, Remodeled, Gas Stove, Lighting - Pendant
      • Level: First
      Living room
      • Features: Wood / Coal / Pellet Stove, Ceiling Fan(s), Vaulted Ceiling(s), Window(s) - Picture, French Doors, Open Floorplan, Recessed Lighting, Remodeled
      • Level: First
      Office
      • Features: Ceiling - Beamed, Closet, Flooring - Wood
      • Level: Second
      Heating
      • Baseboard, Radiant, Oil, Ductless
      Cooling
      • Ductless
      Appliances
      • Included: Water Heater, Range, Microwave, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, Stainless Steel Appliance(s)
      • Laundry: Bathroom - 3/4, First Floor
      Features
      • Bathroom - Full, Dining Area, Recessed Lighting, Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Beamed Ceilings, Closet, In-Law Floorplan, 3/4 Bath, Office, Bonus Room, Laundry Chute
      • Flooring: Wood, Tile, Flooring - Wood
      • Doors: French Doors, Insulated Doors
      • Windows: Picture, Insulated Windows, Screens
      • Basement: Full,Sump Pump,Concrete,Unfinished
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 3,579
      • Total interior livable area: 3,579 sqft
      • Finished area above ground: 3,579

      Property

      Parking
      • Total spaces: 8
      • Parking features: Attached, Shared Driveway, Off Street, Stone/Gravel, Unpaved
      • Attached garage spaces: 2
      • Uncovered spaces: 6
      Accessibility
      • Accessibility features: Accessible Entrance
      Features
      • Patio & porch: Porch, Patio
      • Exterior features: Porch, Patio, Pool - Inground, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Screens
      • Has private pool: Yes
      • Pool features: In Ground
      • Has spa: Yes
      • Spa features: Private
      • Waterfront features: Ocean, Beach Ownership(Public)
      Lot
      • Size: 8.18 Acres
      • Features: Wooded, Easements, Cleared
      Details
      • Foundation area: 0
      • Parcel number: M:54A B:0039 L:0,3211789
      • Zoning: RRA

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1999

      Utilities & green energy

      • Sewer: Private Sewer
      • Water: Private
      • Utilities for property: for Gas Range
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $440/sqft
      • Tax assessed value: $1,254,900
      • Annual tax amount: $13,992
      • Date on market: 5/5/2026
      • Listing terms: Seller W/Participate
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        Estimated market value

        $1,636,900

        $1.56M - $1.72M

        $5,919/mo

        Price history

        DateEventPrice
        5/5/2026Listed for sale$1,575,000+18.3%$440/sqft
        Source: MLS PIN #73512936 Report a problem
        5/15/2023Sold$1,331,000+12.8%$372/sqft
        Source: MLS PIN #73095263 Report a problem
        4/5/2023Listed for sale$1,180,000+19%$330/sqft
        Source: MLS PIN #73095263 Report a problem
        6/1/2021Sold$991,500+1.7%$277/sqft
        Source: MLS PIN #72808864 Report a problem
        4/12/2021Pending sale$975,000$272/sqft
        Source: MLS PIN #72808864 Report a problem
        4/5/2021Listed for sale$975,000+38.5%$272/sqft
        Source: MLS PIN #72808864 Report a problem
        10/21/2016Sold$704,000-4.7%$197/sqft
        Source: Public Record Report a problem
        9/23/2016Pending sale$739,000$206/sqft
        Source: J. Barrett & Company #72033896 Report a problem
        9/23/2016Listed for sale$739,000$206/sqft
        Source: J. Barrett & Company #72033896 Report a problem
        8/14/2016Listing removed$739,000$206/sqft
        Source: J. Barrett & Company #72033896 Report a problem
        7/31/2016Pending sale$739,000$206/sqft
        Source: J. Barrett & Company #72033896 Report a problem
        7/7/2016Listed for sale$739,000$206/sqft
        Source: J. Barrett & Company #72033896 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$13,992 -0.3%$1,254,900 +1.8%
        2024$14,034 +19.5%$1,233,200 +28.4%
        2023$11,747 $960,500
        2022$11,747 +5.2%$960,500 +13.8%
        2021$11,162 -2.5%$844,300 +3.4%
        2020$11,449 +3%$816,600 +3.5%
        2019$11,113 +3.9%$788,700 +5%
        2018$10,697 +7.9%$751,200 +7.5%
        2017$9,916 +2.2%$698,800 +7%
        2016$9,699 +9.1%$653,100 -0.8%
        2015$8,892 +5.3%$658,200 +4.7%
        2014$8,441 +1.2%$628,500 +0.3%
        2013$8,338 +2.9%$626,900 -1.2%
        2012$8,105 +3.5%$634,700 -2.7%
        2011$7,828 +3.7%$652,300 -0.2%
        2010$7,546 -3.6%$653,900 -13.6%
        2009$7,826 +10.1%$756,900 -1.7%
        2008$7,105 +5.2%$769,800 -5.2%
        2007$6,753 +6.9%$811,700 +17%
        2006$6,320 +13%$693,700 +16%
        2005$5,591 +6.5%$598,000 +8.7%
        2004$5,250 -1.5%$550,300 +18.1%
        2003$5,331 +28%$466,000 +27.6%
        2001$4,164 +22%$365,300 +53%
        1999$3,412 $238,800

        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: 01938

          Getting around

          27 / 100
          Car-Dependent
          25 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Winthrop Elementary
          • Middle: Ipswich Middle
          • High: Ipswich High

          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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