$3,575,000
2 Heartbreak Hill
Ipswich, MA, 01938
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.
Property Details
Price:
$3,575,000
MLS #:
73470367
Status:
Active
Beds:
5
Baths:
6
Address:
2 Heartbreak Hill
Type:
Single Family
Subtype:
Single Family Residence
City:
Ipswich
Listed Date:
Jan 21, 2026
State:
MA
Finished Sq Ft:
8,943
Total Sq Ft:
8,943
ZIP:
01938
Lot Size:
675,180 sqft / 15.50 acres (approx)
Year Built:
1996
Schools
Elementary School:
Winthrop / Memorial
Middle School:
Ipswich Middle
High School:
Ipswich High
Interior
Appliances
Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Water Treatment, Wine Refrigerator, Vacuum System, Range Hood, Plumbed For Ice Maker
Bathrooms
5 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Fireplaces Total
5
Flooring
Wood, Tile, Carpet, Marble, Flooring – Stone/ Ceramic Tile
Heating
Radiant, Oil, Fireplace
Laundry Features
Closet/ Cabinets – Custom Built, Flooring – Stone/ Ceramic Tile, Window(s) – Picture, Main Level, First Floor, Electric Dryer Hookup, Washer Hookup
Exterior
Architectural Style
Contemporary
Community Features
Public Transportation, Shopping, Park, Walk/ Jog Trails, Conservation Area, House of Worship, Public School, T- Station
Construction Materials
Frame
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
Other Structures
Greenhouse
Parking Features
Under, Garage Door Opener, Heated Garage, Storage, Garage Faces Side, Insulated, Oversized, Paved Drive, Shared Driveway, Off Street, Driveway, Paved
Parking Spots
14
Roof
Rubber
Security Features
Security System
Financial
Tax Year
2025
Taxes
$27,580
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
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Courtesy of J. Barrett & Company. 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.
2 Heartbreak Hill
Ipswich, MA
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