2 Heartbreak Hill Ipswich, MA ^$ 3,575,000

2 Heartbreak Hill

^$ 3,575,000

Back to search

Recently Listed

2 Heartbreak Hill

Ipswich, MA, 01938

^$ 3,575,000

Bedrooms5 Baths5.2 Sq 8,943

Monthly Estimate*

^$ 22,012

2 Heartbreak Hill, Ipswich, MA 01938 - Image 1

2 Heartbreak Hill, Ipswich, MA 01938 - Image 2

2 Heartbreak Hill, Ipswich, MA 01938 - Image 3

2 Heartbreak Hill, Ipswich, MA 01938 - Image 4

2 Heartbreak Hill, Ipswich, MA 01938 - Image 5

2 Heartbreak Hill, Ipswich, MA 01938 - Image 6

2 Heartbreak Hill, Ipswich, MA 01938 - Image 7

2 Heartbreak Hill, Ipswich, MA 01938 - Image 8

2 Heartbreak Hill, Ipswich, MA 01938 - Image 9

2 Heartbreak Hill, Ipswich, MA 01938 - Image 10

2 Heartbreak Hill, Ipswich, MA 01938 - Image 11

2 Heartbreak Hill, Ipswich, MA 01938 - Image 12

2 Heartbreak Hill, Ipswich, MA 01938 - Image 13

2 Heartbreak Hill, Ipswich, MA 01938 - Image 14

2 Heartbreak Hill, Ipswich, MA 01938 - Image 15

2 Heartbreak Hill, Ipswich, MA 01938 - Image 16

2 Heartbreak Hill, Ipswich, MA 01938 - Image 17

2 Heartbreak Hill, Ipswich, MA 01938 - Image 18

2 Heartbreak Hill, Ipswich, MA 01938 - Image 19

2 Heartbreak Hill, Ipswich, MA 01938 - Image 20

2 Heartbreak Hill, Ipswich, MA 01938 - Image 21

2 Heartbreak Hill, Ipswich, MA 01938 - Image 22

2 Heartbreak Hill, Ipswich, MA 01938 - Image 23

2 Heartbreak Hill, Ipswich, MA 01938 - Image 24

2 Heartbreak Hill, Ipswich, MA 01938 - Image 25

2 Heartbreak Hill, Ipswich, MA 01938 - Image 26

2 Heartbreak Hill, Ipswich, MA 01938 - Image 27

2 Heartbreak Hill, Ipswich, MA 01938 - Image 28

2 Heartbreak Hill, Ipswich, MA 01938 - Image 29

2 Heartbreak Hill, Ipswich, MA 01938 - Image 30

2 Heartbreak Hill, Ipswich, MA 01938 - Image 31

2 Heartbreak Hill, Ipswich, MA 01938 - Image 32

2 Heartbreak Hill, Ipswich, MA 01938 - Image 33

Single Family Home for sale in Ipswich, MA

for $3,575,000 with 5 bedrooms and 5 full baths, 2 half baths. This 8,943 square foot home was built in 1996 on a lot size of 15.5.

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.

Single Family Active

Price

^$ 3,575,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 27,579

Style

Contemporary

Lot Size

15.5

Year Built

1996

Town/City

Ipswich

County/Region

Essex

MLS | Web ID

73470367

List By

Fabyan and Filias Team

Listing Agent

J. Barrett & Company

Broker

Affordability Calculator

$24,310

Per Month

Monthly Principal & Interest: $22,012
Monthly Property Taxes: $2,298
Monthly Home Insurance: --

Set your offer price

Down Payment

Loan Term

Interest Rate

Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

THE TIME TO SELL IS NOW! What's my home worth?

Nearby

Trends

Single family listings in Ipswich, MA

Average List Price ^$1,461,677

Percent of Sale Price 59%

About Ipswich, MA

14,003 Population

8% Since 2002

^$79,182 Median Income

49.83 Median Age

27% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

MLS Property Information Network, Inc rules require that you sign in here to see more detail on this property.

Pricing History

Date	Price	Price Change	Description
1/21/2026	$3,575,000		Listed Price

Map

More homes like this one

homes for you

See all

2 Heartbreak Hill, Ipswich, MA, 01938 is a Single Family Home for sale at $3,575,000 with 8,943 sqft and a lot size of 15.5. 2 Heartbreak Hill has 5 bedrooms, 5.2 baths, and was built in 1996. The property's zip code is 01938 which is in Ipswich, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 1/22/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 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, or as to the accuracy of any of the Images, set forth herein.

*Full Name

*Email

*Phone

I am interested in financing options

Get more info

By submitting the form, you agree that Weichert^® may contact you via phone or text about your inquiry, which may involve the use of automated means. You are not required to consent as a condition of purchasing any property, goods or services. For any other information please read our privacy policy.

Get more info

Looking for an Associate?

Already Working with an Associate?

2 Heartbreak Hill

Single Family Home for sale in Ipswich, MA

Affordability Calculator

Neighborhood & Schools

Map

More homes like this one

Get more info about this home