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$3,575,000
New Listing

2 Heartbreak Hill
Ipswich, MA 01938

For Sale|Single Family Residence|Active
5
Beds
7
Total Baths
5
Full Baths
2
Partial Baths
8,943
SqFt
$400
/SqFt
1996
Built
County:
Essex

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2 Heartbreak Hill2 Heartbreak Hill2 Heartbreak Hill2 Heartbreak Hill
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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.

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Listing Snapshot
Price 
$3,575,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
8,943 sqft
Total Baths 
7
Full Baths 
5
Partial Baths 
2
Lot Size 
15.5 Acres
Year Built 
1996
MLS® Number 
73470367
Status 
Active
Property Tax 
$27,579.55
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
8 hours agoListing updated with changes from the MLS®
8 hours agoListing first seen on site
General Features
Acres 
15.5
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
6
Green Energy Efficient 
Thermostat
Parking 
PavedGarage Door OpenerHeated GarageStorageGarage Faces SideOversizedShared DrivewayOff StreetDrivewayAttachedGarage
Parking Spaces 
14
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Private Sewer
SqFt Above 
8943
SqFt Below 
602
SqFt Total 
8943
Style 
Contemporary
Water Source 
Private
Zoning 
RRA
Interior Features
Appliances 
Water HeaterRangeOvenDishwasherMicrowaveRefrigeratorFreezerWasherDryerWine RefrigeratorRange HoodPlumbed For Ice Maker
Basement 
FullPartially FinishedWalk-Out AccessInterior EntryConcrete
Cooling 
Central Air
Electric 
Generator
Fireplace 
Yes
Fireplace Features 
Family RoomKitchenLiving RoomMaster BedroomBedroom
Fireplaces 
5
Flooring 
WoodTileCarpetMarble
Heating 
RadiantOil
Interior 
Wet BarOpen FloorplanVaulted Ceiling(s)Central Vacuum
Laundry Features 
Main LevelElectric Dryer HookupWasher Hookup
Main Level Bedrooms 
1
Spa 
Yes
Window Features 
Insulated Windows
Bathroom 1 
Level - First
Bathroom 2 
Level - First
Bathroom 3 
Level - First
Bedroom 2 
Dimensions - 15.75x25.166666666Level - MainArea - 396
Bedroom 3 
Dimensions - 15x12.083333333Level - SecondArea - 181
Bedroom 4 
Dimensions - 15x10.833333333Level - SecondArea - 162
Dining Room 
Dimensions - 16.666666666x19.75Level - FirstArea - 329
Family Room 
Dimensions - 24.083333333x19Level - FirstArea - 457
Kitchen 
Dimensions - 31.666666666x26.583333333Level - FirstArea - 841
Living Room 
Dimensions - 23.666666666x19.916666666Level - MainArea - 471
Master Bedroom 
Dimensions - 31.833333333x19.75Level - SecondArea - 628
Office 
Dimensions - 23.833333333x14.333333333Level - SecondArea - 341
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Exterior Features
Construction Details 
Frame
Exterior 
Rain GuttersGardenLighting
Lot Features 
SlopedLandscaped
Other Structures 
Greenhouse
Patio And Porch 
PorchDeck
Pool Features 
IndoorIn GroundHeated
Private Pool 
Yes
Road Frontage 
Private Road
Roof 
Rubber
Spa 
Yes
Spa Features 
Private
View 
OceanWaterScenic
Waterfront Features 
Ocean Front
Waterview 
OceanWaterScenic
Windows/Doors 
Insulated Windows
Community Features
Community Features 
Park
Schools
School District
Unknown
Elementary School
Winthrop / Memorial
Middle School
Ipswich Middle
High School
Ipswich High
Listing courtesy of Fabyan and Filias Team of J. Barrett & Company



The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords, and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Last checked 2026-01-21 08:51 PM UTC

Neighborhood & Commute
Source: Walkscore
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