www.gillachgroup.com/homes/172336924
2
Heartbreak Hill
Ipswich,
MA
01938
Elementary School:
Winthrop / Memorial
Middle School:
Ipswich Middle
High School:
Ipswich High
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.
Architectural Style
Contemporary
Attached Garage YN
Yes
Carport YN
No
Color
Kahki
Construction Materials
Frame
Covered Spaces
6
Exterior Features
PorchDeckDeck - RoofDeck - WoodDeck - CompositePool - Inground HeatedRain GuttersHot Tub/SpaGreenhouseProfessional LandscapingSprinkler SystemDecorative LightingGardenStone Wall
Garage YN
Yes
Lot Features
Underground Storage TankSloped
Open Parking YN
Yes
Other Structures
Greenhouse
Parking Features
UnderGarage Door OpenerHeated GarageStorageGarage Faces SideInsulatedOversizedPaved DriveShared DrivewayOff StreetDrivewayPaved
Parking Total
14
Patio And Porch Features
Deck - ExteriorPorchDeckDeck - RoofDeck - WoodDeck - Composite
Pool Features
Pool - Inground HeatedIndoor
Pool Private YN
Yes
Property Attached YN
No
Road Frontage Type
Private RoadDead End
Road Responsibility
Private Maintained Road
Roof
Rubber
Spa Features
Private
Spa YN
Yes
View
Scenic View(s)
View YN
Yes
Water View Features
Ocean
Waterfront Features
Ocean1 to 2 Mile To BeachBeach Ownership(Public)
Waterfront YN
No
Appliances
Water HeaterRangeOvenDishwasherMicrowaveRefrigeratorFreezerWasherDryerWater TreatmentWine RefrigeratorVacuum SystemRange HoodPlumbed For Ice Maker
Basement
FullPartially FinishedWalk-Out AccessInterior EntryConcrete
Bedroom2 Dimensions Length
15.75
Bedroom2 Dimensions Width
25.166666666
Bedroom2 Features
Bathroom - FullCloset/Cabinets - Custom BuiltFlooring - Wall to Wall CarpetFrench DoorsExterior Access
Bedroom2 Level
MainFirst
Bedroom3 Dimensions Length
15
Bedroom3 Dimensions Width
12.083333333
Bedroom3 Features
Ceiling Fan(s)Closet/Cabinets - Custom BuiltFlooring - Wall to Wall CarpetRecessed Lighting
Bedroom3 Level
Second
Bedroom4 Dimensions Length
15
Bedroom4 Dimensions Width
10.833333333
Bedroom4 Features
Ceiling Fan(s)Closet/Cabinets - Custom BuiltFlooring - Wall to Wall CarpetRecessed Lighting
Bedroom4 Level
Second
Building Area Total
8943
Cooling
Central Air
Cooling YN
Yes
Cooling Zones
7
Dining Room Dimensions Length
16.666666666
Dining Room Dimensions Width
19.75
Dining Room Features
Flooring - Stone/Ceramic TileWindow(s) - PictureFrench DoorsDeck - ExteriorExterior AccessLighting - Pendant
Dining Room Level
First
Door Features
French DoorsInsulated Doors
Family Room Dimensions Length
24.083333333
Family Room Dimensions Width
19
Family Room Features
Closet/Cabinets - Custom BuiltFlooring - Stone/Ceramic TileWindow(s) - PictureDeck - ExteriorExterior AccessOpen Floorplan
Family Room Level
First
Fireplace Features
Family RoomKitchenLiving RoomMaster BedroomBedroom
Fireplace YN
Yes
Fireplaces Total
5
Flooring
WoodTileCarpetMarbleFlooring - Stone/Ceramic Tile
Foundation Details
Concrete Perimeter
Heat Zones
21
Heating
RadiantOilFireplace
Heating YN
Yes
Interior Features
Closet/Cabinets - Custom BuiltWet barBathroom - FullDining AreaBreakfast Bar / NookOpen FloorplanVaulted Ceiling(s)Game RoomOfficeAccessory Apt.Wine CellarMedia RoomCentral VacuumWet BarInternet Available - Broadband
Kitchen Dimensions Length
31.666666666
Kitchen Dimensions Width
26.583333333
Kitchen Features
SkylightCloset/Cabinets - Custom BuiltCountertops - Stone/Granite/SolidKitchen IslandDeck - ExteriorOpen FloorplanRecessed LightingSecond DishwasherStainless Steel AppliancesWine ChillerGas StoveLighting - Pendant
Kitchen Level
First
Laundry Dimensions
16'5X18'11
Laundry Features
Closet/Cabinets - Custom BuiltFlooring - Stone/Ceramic TileWindow(s) - PictureMain LevelFirst FloorElectric Dryer HookupWasher Hookup
Lead Paint
None
Living Room Dimensions Length
23.666666666
Living Room Dimensions Width
19.916666666
Living Room Features
Cathedral Ceiling(s)Flooring - Stone/Ceramic TileFrench DoorsExterior AccessOpen FloorplanRecessed Lighting
Living Room Level
MainFirst
Main Level Bedrooms
1
Master Bathroom Features
Yes
Master Bedroom Dimensions Length
31.833333333
Master Bedroom Dimensions Width
19.75
Master Bedroom Features
Bathroom - FullBathroom - Double Vanity/SinkWalk-In Closet(s)Closet/Cabinets - Custom BuiltFlooring - HardwoodBalcony / DeckHot Tub / SpaDeck - Exterior
Master Bedroom Level
Second
Office Dimensions Length
23.833333333
Office Dimensions Width
14.333333333
Office Features
Closet/Cabinets - Custom BuiltWindow(s) - PictureFrench DoorsDeck - Exterior
Office Level
Second
Rooms Total
19
Window Features
Window(s) - PictureInsulated Windows
Accessibility Features
No
Association YN
No
Community Features
Public TransportationShoppingParkWalk/Jog TrailsConservation AreaHouse of WorshipPublic SchoolT-Station
Disclosures
Sellers are owners of Listing Brokerage.
Electric
GeneratorGenerator Connection
Green Energy Efficient
Thermostat
Home Warranty YN
No
Property Sub Type
Single Family Residence
Security Features
Security System
Senior Community YN
No
Sewer
Private Sewer
Tax Annual Amount
27579.55
Tax Year
2025
Utilities
for Gas Rangefor Electric Ovenfor Electric DryerWasher HookupIcemaker ConnectionGenerator Connection
Water Source
Private
Year Built Details
Actual
Year Round
Yes
Zoning
RRA
Listing information © 2026 MLS Property Information Network. All information is deemed reliable but should be independently verified.
Listing provided courtesy of Fabyan And Filias Team of J. Barrett & Company: 978-526-8555.
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Data last updated 2026-02-13T08:04:00.433.