Michelle Doyle
Flow Realty, Inc.
(978) 690-4362
49 Total Sales
3 in Ipswich
$415K - $975K Price Range
2 Heartbreak Hill Ipswich, MA 01938
Ipswich AreaEstimated Value: $3,522,000 - $3,847,000
5
Beds
7
Baths
8,943
Sq Ft
$410/Sq Ft
Est. Value
Highlights
- Ocean View
- Heated Indoor Pool
- Media Room
- Greenhouse
- Wine Cellar
- Property is near a beach
About This Home
As of May 2026This 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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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $27,580
Year Built
- Built in 1996
Lot Details
- 15.5 Acre Lot
- Property fronts a private road
- Private Streets
- Street terminates at a dead end
- Stone Wall
- Landscaped Professionally
- Sloped Lot
- Sprinkler System
- Garden
- Property is zoned RRA
Parking
- 6 Car Attached Garage
- Tuck Under Parking
- Parking Storage or Cabinetry
- Heated Garage
- Side Facing Garage
- Garage Door Opener
- Shared Driveway
- 8 Open Parking Spaces
- Off-Street Parking
Property Views
- Ocean
- Scenic Vista
Home Design
- Contemporary Architecture
- Frame Construction
- Rubber Roof
- Concrete Perimeter Foundation
Interior Spaces
- Open Floorplan
- Wet Bar
- Central Vacuum
- Cathedral Ceiling
- Ceiling Fan
- Skylights
- Recessed Lighting
- Decorative Lighting
- Insulated Windows
- Picture Window
- French Doors
- Insulated Doors
- Wine Cellar
- Family Room with Fireplace
- 5 Fireplaces
- Living Room with Fireplace
- Dining Area
- Media Room
- Home Office
- Game Room
- Home Security System
Kitchen
- Breakfast Bar
- Oven
- Stove
- Range with Range Hood
- Microwave
- Freezer
- Plumbed For Ice Maker
- Second Dishwasher
- Wine Refrigerator
- Wine Cooler
- Stainless Steel Appliances
- Kitchen Island
- Solid Surface Countertops
- Fireplace in Kitchen
Flooring
- Wood
- Wall to Wall Carpet
- Marble
- Ceramic Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Fireplace in Primary Bedroom
- Primary bedroom located on second floor
- Custom Closet System
- Walk-In Closet
- Dual Vanity Sinks in Primary Bathroom
Laundry
- Laundry on main level
- Dryer
- Washer
Partially Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Interior and Exterior Basement Entry
Eco-Friendly Details
- Energy-Efficient Thermostat
- Whole House Vacuum System
Pool
- Heated Indoor Pool
- Heated In Ground Pool
- Spa
Outdoor Features
- Property is near a beach
- Balcony
- Deck
- Greenhouse
- Rain Gutters
- Porch
Schools
- Winthrop / Memorial Elementary School
- Ipswich Middle School
- Ipswich High School
Utilities
- Central Air
- 7 Cooling Zones
- 21 Heating Zones
- Heating System Uses Oil
- Radiant Heating System
- Generator Hookup
- Power Generator
- Water Treatment System
- Private Water Source
- Water Heater
- Underground Storage Tank
- Private Sewer
- High Speed Internet
Additional Features
- Accessory Dwelling Unit (ADU)
- Property is near public transit and schools
Listing and Financial Details
- Tax Block 018C
Community Details
Overview
- No Home Owners Association
- Near Conservation Area
Amenities
- Shops
Recreation
- Park
- Jogging Path
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jan 21, 2026
Closed on
Apr 30, 2026
Sold by
Gray Jon
Bought by
Seller's Agent
Paula Polo-Filias
J. Barrett & Company
Buyer's Agent
Paula Polo-Filias
J. Barrett & Company
List Price
$3,575,000
Sold Price
$3,550,000
Premium/Discount to List
-$25,000
-0.7%
Views
108
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$120,105
Avg. Annual Appreciation
10.61%
Original Mortgage
$2,662,500
Outstanding Balance
$2,657,176
Interest Rate
5.99%
Mortgage Type
New Conventional
Estimated Equity
$1,012,929
Purchase Details
Listed on
Aug 1, 2024
Closed on
Jan 30, 2025
Sold by
Smith Paul
Bought by
Gray Jon
Seller's Agent
Paula Polo-Filias
J. Barrett & Company
Buyer's Agent
Paula Polo-Filias
J. Barrett & Company
List Price
$2,870,000
Sold Price
$2,137,500
Premium/Discount to List
-$732,500
-25.52%
Views
265
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
49.57%
Original Mortgage
$750,000
Interest Rate
6.72%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Mar 31, 1995
Sold by
Gallitano Eleanor
Bought by
Smith Paul
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Ipswich, MA
-
Michelle Doyle
-
Deborah Evans
Deborah Evans
J. Barrett & Company
(351) 215-0813
109 Total Sales
6 in Ipswich
$622K - $1.5M Price Range
-
Maryann Clancy
Maryann Clancy
Berkshire Hathaway HomeServices Commonwealth Real Estate
(508) 204-5520
73 Total Sales
1 in Ipswich
$1,251,000 Price
-
David Brown
David Brown
Coldwell Banker Realty - Beverly
(339) 666-1240
60 Total Sales
1 in Ipswich
$811,000 Price
-
Tracey Cleversey
Tracey Cleversey
Hive Property Group
(339) 444-2143
54 Total Sales
1 in Ipswich
$713,000 Price
-
Linda McKeehan
Linda McKeehan
Seas the Day Realty
(781) 694-6596
20 Total Sales
1 in Ipswich
$1,200,000 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $355,000 | -- | ||
| Gray Jon | $2,137,500 | None Available | |
| Smith Paul | $305,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $2,662,500 | ||
| Previous Owner | -- | $750,000 | |
| Previous Owner | Smith Paul J | $2,150,000 | |
| Previous Owner | Smith Paul J | $2,100,000 | |
| Previous Owner | Smith Paul J | $150,000 | |
| Previous Owner | Smith Paul | $920,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/04/2026 05/04/26 | Sold | $3,550,000 | -0.7% | $397 / Sq Ft | |
| 02/19/2026 02/19/26 | Pending | -- | -- | -- | |
| 01/21/2026 01/21/26 | For Sale | $3,575,000 | +67.3% | $400 / Sq Ft | |
| 01/30/2025 01/30/25 | Sold | $2,137,500 | -19.9% | $209 / Sq Ft | View Prior Sale |
| 01/14/2025 01/14/25 | Pending | -- | -- | -- | |
| 09/22/2024 09/22/24 | Price Changed | $2,670,000 | -7.0% | $261 / Sq Ft | |
| 08/01/2024 08/01/24 | For Sale | $2,870,000 | -- | $281 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $37,908 | $3,399,800 | $1,017,900 | $2,381,900 |
| 2024 | $42,799 | $3,760,900 | $805,700 | $2,955,200 |
| 2023 | $42,593 | $3,482,700 | $675,000 | $2,807,700 |
| 2022 | $43,475 | $3,380,600 | $655,400 | $2,725,200 |
| 2021 | $41,958 | $3,173,800 | $631,500 | $2,542,300 |
| 2020 | $41,223 | $2,940,300 | $583,500 | $2,356,800 |
| 2019 | $41,429 | $2,940,300 | $583,500 | $2,356,800 |
| 2018 | $41,055 | $2,883,100 | $566,100 | $2,317,000 |
| 2017 | $38,786 | $2,733,300 | $566,100 | $2,167,200 |
| 2016 | $39,816 | $2,681,200 | $544,300 | $2,136,900 |
| 2015 | $35,938 | $2,660,100 | $544,300 | $2,115,800 |
Source: Public Records
Agents Affiliated with this Home
-
Paula Polo-Filias
Seller's Agent in 2026
Paula Polo-Filias
J. Barrett & Company
(978) 479-0157
105 Total Sales
-
Lucy Pear
LP
Seller Co-Listing Agent in 2026
Lucy Pear
J. Barrett & Company
(314) 719-6770
12 Total Sales
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73470367
APN: IPSW-000042D-000018-C000000
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
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