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.
Listed by Paula Polo-Filias
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J. Barrett & Company
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978-479-0157
Listed by Lucy Pear
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J. Barrett & Company
Listed by Fabyan and Filias Team
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J. Barrett & Company
Last updated January 25, 2026
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Source: MLSPin #73470367
Listing Facts
TypeSingle-family
NeighborhoodIpswich
Bedrooms5
Bathrooms7
Days on Prevu10
Taxes$27,579.55/year
Size8,943 sqft
Price per sqft$400
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Air Conditioning
Parking
Swimming Pool
Location
Mortgage Calculator
Listing History
01/21/2026
Listed by J. Barrett & Company
$3,575,000
Property Details for 2 Heartbreak Hill
Association
Amenities
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, House Of Worship, Public School, T-Station
Exterior
Construction
Roof: Rubber
Window Features: Window(s) - Picture, Insulated Windows
Year Built: 1996
Year Built Details: Actual
Architectural Style: Contemporary
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
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
Laundry Features: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Window(s) - Picture, Main Level, First Floor, Electric Dryer Hookup, Washer Hookup
Sewer: Private Sewer
Utilities: For Gas Range, For Electric Oven, For Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection
Water Source: Private
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 5 bedrooms and 7 bathrooms in this single-family home at 2 Heartbreak Hill.
What schools are nearby to 2 Heartbreak Hill?
Nearby schools include the Winthrop / Memorial Elementary School, Ipswich Middle, and Ipswich High.
Does this single-family home have parking?
Yes, there are 6 parking spaces available for 2 Heartbreak Hill.
What are the annual taxes for 2 Heartbreak Hill?
Annual taxes for this single-family home are estimated at $27,579.
How does 2 Heartbreak Hill compare to other single-family homes in Ipswich?
This single-family home is listed 118% above the average price for single-family homes in Ipswich and has been on the market for 31 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 8,943 sqft.
2 Heartbreak Hill is a 5-bedroom, 7-bath single-family home for sale in Ipswich MA 01938. On Prevu for 10 days at $3,575,000. This residence features 8,943 square feet of living space, located in Ipswich. The median listing price for single-family homes in this area is $1,262,450. Nearby schools include Winthrop / Memorial Elementary School, Ipswich Middle, and Ipswich High. The home offers private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. View other single-family home listings in Essex County.
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