2 Heartbreak Hill Ipswich, MA 01938

5 Beds
5 full, 2 half Baths
8,943 Sqft
675,180 Sqft lot
15.50 Acre lot
Status: Active
Property Type: Single Family Residence
Year Built: 1996
Days on Website: 20

Courtesy of J. Barrett & Company, Fabyan and Filias Team.

Description

This striking modern estate rises above 15+ acres of complete privacy, with sweeping overland views and distant ocean vistas. Designed for both drama and livability, the move-in-ready contemporary centers around a breathtaking great room with 25-foot ceilings, walls of glass, and an elevated bridge overlooking the space. The home flows effortlessly into a sleek chef’s kitchen, sophisticated media and billiard rooms, and multiple guest suites ideal for hosting. Five bedrooms, seven baths, and a remarkable home office or studio complete the main residence. A spectacular natatorium—with a 50-foot heated pool and spa, bar, and private guest suite, creates a true year-round resort experience. The second-floor primary suite offers a marble spa bath and custom dressing room, while a lower-level library/office and wine cellar cater to collectors and remote work. Expansive decks extend living outdoors, and the approach—via koi pond, waterfalls, and tranquil landscaping, an unforgettable estate.

Open House

Property Details and Features

  • Accessibility Features: "No"
  • Road Frontage Type: "Private Road", "Dead End"
  • Appliances: "Water Heater", "Range", "Oven", "Dishwasher", "Microwave", "Refrigerator", "Freezer", "Washer", "Dryer", "Water Treatment", "Wine Refrigerator", "Vacuum System", "Range Hood", "Plumbed For Ice Maker"
  • Basement: "Full", "Partially Finished", "Walk-Out Access", "Interior Entry", "Concrete"
  • 5 full bathrooms
  • 2 half bathrooms
  • 6 total bathrooms
  • 7 total bathrooms
  • 5 bedrooms
  • Level: Main,First
  • Area: 396.375
  • Length: 15.75
  • Width: 25.166666666
  • Level: Second
  • Area: 181.25
  • Length: 15
  • Width: 12.083333333
  • Level: Second
  • Area: 162.5
  • Length: 15
  • Width: 10.833333333
  • Building Area Total: 8943
  • Building Area Units: Square Feet
  • Construction Materials: "Frame"
  • Living Area: 8943
  • Other Structures: "Greenhouse"
  • Year Built Source: Public Records
  • Year Built: 1996
  • Community Features: "Public Transportation", "Shopping", "Park", "Walk/Jog Trails", "Conservation Area", "House of Worship", "Public School", "T-Station"
  • Cooling: "Central Air"
  • Cooling Included
  • Features: "French Doors", "Insulated Doors"
  • Features: "Flooring - Stone/Ceramic Tile", "Window(s) - Picture", "French Doors", "Deck - Exterior", "Exterior Access", "Lighting - Pendant"
  • Level: First
  • Area: 329.166666666
  • Length: 16.666666666
  • Width: 19.75
  • Exterior Features: "Porch", "Deck", "Deck - Roof", "Deck - Wood", "Deck - Composite", "Pool - Inground Heated", "Rain Gutters", "Hot Tub/Spa", "Greenhouse", "Professional Landscaping", "Sprinkler System", "Decorative Lighting", "Garden", "Stone Wall"
  • Patio And Porch Features: "Deck - Exterior", "Porch", "Deck", "Deck - Roof", "Deck - Wood", "Deck - Composite"
  • Fireplace Included
  • Features: "Family Room", "Kitchen", "Living Room", "Master Bedroom", "Bedroom"
  • Flooring: "Wood", "Tile", "Carpet", "Marble", "Flooring - Stone/Ceramic Tile"
  • Foundation Details: "Concrete Perimeter"
  • Level: First
  • Area: 457.583333333
  • Length: 24.083333333
  • Width: 19
  • 6 garage spaces
  • Attached Garage
  • Garage Included
  • Heating: "Radiant", "Oil", "Fireplace"
  • Heating Included
  • Interior Features: "Closet/Cabinets - Custom Built", "Wet bar", "Bathroom - Full", "Dining Area", "Breakfast Bar / Nook", "Open Floorplan", "Vaulted Ceiling(s)", "Game Room", "Office", "Accessory Apt.", "Wine Cellar", "Media Room", "Central Vacuum", "Wet Bar", "Internet Available - Broadband"
  • Features: "Skylight", "Closet/Cabinets - Custom Built", "Countertops - Stone/Granite/Solid", "Kitchen Island", "Deck - Exterior", "Open Floorplan", "Recessed Lighting", "Second Dishwasher", "Stainless Steel Appliances", "Wine Chiller", "Gas Stove", "Lighting - Pendant"
  • Level: First
  • Area: 841.805555555
  • Length: 31.666666666
  • Width: 26.583333333
  • Features: "Closet/Cabinets - Custom Built", "Flooring - Stone/Ceramic Tile", "Window(s) - Picture", "Main Level", "First Floor", "Electric Dryer Hookup", "Washer Hookup"
  • Lot Features: "Underground Storage Tank", "Sloped"
  • Lot Size Acres: 15.5
  • Lot Size Area: 15.5
  • Lot Size Square Feet: 675180
  • Lot Size Units: Acres
  • Level: Main,First
  • Area: 471.361111111
  • Length: 23.666666666
  • Width: 19.916666666
  • Features: "Bathroom - Full", "Bathroom - Double Vanity/Sink", "Walk-In Closet(s)", "Closet/Cabinets - Custom Built", "Flooring - Hardwood", "Balcony / Deck", "Hot Tub / Spa", "Deck - Exterior"
  • Level: Second
  • Area: 628.708333333
  • Length: 31.833333333
  • Width: 19.75
  • Green Energy Efficient: "Thermostat"
  • Parking Features: "Under", "Garage Door Opener", "Heated Garage", "Storage", "Garage Faces Side", "Insulated", "Oversized", "Paved Drive", "Shared Driveway", "Off Street", "Driveway", "Paved"
  • Parking Total: 14
  • 6 covered spaces
  • Open Parking
  • Pool Features: "Pool - Inground Heated", "Indoor"
  • Pool Private YN: t
  • Property Sub Type: Single Family Residence
  • View: "Scenic View(s)"
  • Waterfront Features: "Ocean", "1 to 2 Mile To Beach", "Beach Ownership(Public)"
  • Zoning: RRA
  • Roof: "Rubber"
  • High School: Ipswich High
  • Middle Or Junior School: Ipswich Middle
  • Elementary School: Winthrop / Memorial
  • Security Features: "Security System"
  • Sewer: "Private Sewer"
  • Spa Features: "Private"
  • Spa Included
  • Tax Annual Amount: 27579.55
  • Tax Year: 2025
  • Electric: "Generator", "Generator Connection"
  • Utilities: "for Gas Range", "for Electric Oven", "for Electric Dryer", "Washer Hookup", "Icemaker Connection", "Generator Connection"
  • Water Source: "Private"
  • Window Features: "Window(s) - Picture", "Insulated Windows"