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29 Heartbreak Rd, Ipswich MA 01938

Ipswich, MA 01938
$1,575,000
Est. $9,330/month
4
Beds
5
Baths
3,579
Sq Ft
$440
Price/Sq Ft
8.18
Acres
1999
Year Built
9 hours 26 minutes
Time on Market
Active Listed May 5, 2026 • MLS# 73512936 Copied!

About this home

Live near Crane Beach in this expansive home, sited on 8+ beautiful and private acres. This remarkable post and beam home demonstrates quality craftsmanship throughout with major updates and renovations within the last year. A large mudroom, with built-ins, greets you and sliding barn doors to a brand new kitchen which opens to a large dining room. A living room boasts loads of natural light, stone fireplace and vaulted ceilings. Private, first floor in-law apartment includes a kitchen, bright and sunny dining/living space and a bedroom with en suite bathroom and exterior access. The second floor has primary bedroom with full en-suite master bath and 2 other bedrooms with cozy nooks, perfect for playtime. More office space and bed/bath above garage with separate staircase. This property is perfect for entertaining inside and by the inground,gunite pool - close to downtown, shopping, MBTA and the beach.

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1999
Bedrooms
4
Full Bathrooms
5
Living Area
3,579 sq ft
Total Rooms
7

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1999
Living Area 3,579 sq ft
Lot Size 8.18 acres
Bedrooms 4
Full Baths 5
Total Rooms 7

Interior

Heating Baseboard, Radiant, Oil, Ductless
Cooling Ductless
Flooring Wood, Tile, Flooring - Wood
Appliances Water Heater, Range, Microwave, Energy Star Qualified Refrigerator, Energy Star Qualified Dryer, Energy Star Qualified Dishwasher, Energy Star Qualified Washer, Stainless Steel Appliance(s)
Fireplace None
Fireplaces 1
Basement Full, Sump Pump, Concrete, Unfinished
Laundry Bathroom - 3/4, First Floor
Features Bathroom - Full, Dining Area, Recessed Lighting, Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Beamed Ceilings, Closet, In-law Floorplan, 3/4 Bath, Office, Bonus Room, Laundry Chute

Exterior

Construction Frame
Architecture Contemporary
Roof Shingle
Features Porch, Patio, Pool - Inground, Rain Gutters, Hot Tub/spa, Professional Landscaping, Screens
Pool In Ground
Spa Private
Fencing None
Patio/Porch Porch, Patio

Parking

Garage Spaces 2
Has Garage Yes
Features Attached, Shared Driveway, Off Street, Stone/gravel, Unpaved
Total Spaces 8

Utilities

Electric None
Water Private
Sewer Private Sewer
Gas None
Other For Gas Range

Financial

Annual Tax $13,992
Assessed Value $1,254,900

Interior Features

Flooring: Wood, Tile, Flooring - Wood
Appliances: Water Heater, Range, Microwave, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, Stainless Steel Appliance(s)
Interior Features: Bathroom - Full, Dining Area, Recessed Lighting, Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Beamed Ceilings, Closet, In-Law Floorplan, 3/4 Bath, Office, Bonus Room, Laundry Chute
Windows: Window(s) - Picture, Insulated Windows, Screens
Basement: Full, Sump Pump, Concrete, Unfinished
Laundry: Bathroom - 3/4, First Floor
Security:

Construction & Materials

Style: Contemporary
Year Built: 1999
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Baseboard, Radiant, Oil, Ductless
Heating Zones: 12
Cooling: Ductless
Cooling Zones: 6
Hot Water:
Water Source: Private
Sewer: Private Sewer
Energy Features: Thermostat

Exterior & Lot

Exterior Features: Porch, Patio, Pool - Inground, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Screens
Patio & Porch: Porch, Patio
Fencing:
Other Structures:
Lot Features: Wooded, Easements, Cleared
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 8
Parking Features: Attached, Shared Driveway, Off Street, Stone/Gravel, Unpaved

Special Features

Fireplaces: 1
Fireplace Type:
Pool: Private Pool
Pool Features: In Ground
Spa/Hot Tub: Yes
Spa Features: Private
Community Amenities: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station

Location

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Neighborhood

29 Heartbreak Rd, Ipswich MA 01938

Ipswich, MA 01938

Walkability

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Nearby Schools

School District
Ipswich School District local
A-
School Safety 2024-25
0.9% Low
0.9% Suspensions 0.8% In-School
4.6% below state avg
E

Elementary Schools

2 schools
A-
Winthrop School
1.1 mi | #197 of 824 | Score: 55.2
Dropped 158 spots from last year
-3.1 below state avg
373 students Moderate
Strong Attendance
Grades PK-05
A
Paul F Doyon Memorial School
2.8 mi | #90 of 824 | Score: 59.8
Improved 33 spots from last year
+1.6 above state avg
366 students Moderate
Rising School Strong Attendance
Grades PK-05
M

Middle Schools

1 school
A-
Ipswich Middle School
1.8 mi | #93 of 352 | Score: 50.4
Improved 8 spots from last year
-7.8 below state avg
377 students Moderate
Strong Attendance
Grades 06-08
H

High Schools

1 school
A+
Ipswich High School
1.8 mi | #36 of 346 | Score: 69.6
Improved 26 spots from last year
+11.4 above state avg
447 students Moderate
19 sports • 1,184 athletes
Strong AP Program High Graduation Rate Rising School College Ready Curriculum
Grades 09-12
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Monthly Payment Calculator

Monthly Payment
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Loan Amount
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After down payment
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,166
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Market Insights

55.3%
Price Range
3
Previous Sales

Property Timeline

🏠
Listed for Sale
May 5, 2026
$1,575,000
Original listing
Agent: Hackett & Glessner Team Office: Compass
Previous Transaction - MLS #73095263
Full transaction history available when tracking began
🏷️
Previously Sold
May 15, 2023
$1,331,000
MLS #73095263
Previous Transaction - MLS #72808864
Full transaction history available when tracking began
🏷️
Previously Sold
Jun 1, 2021
$991,500
MLS #72808864
Previous Transaction - MLS #72033896
Full transaction history available when tracking began
🏷️
Previously Sold
Oct 21, 2016
$704,000
MLS #72033896

Price & Status History

Date Event Price Change
May 5, 2026 New Listing Added $1,575,000
May 15, 2023 Sold $1,331,000
Jun 1, 2021 Sold $991,500
Oct 21, 2016 Sold $704,000

Market Statistics

Time on Market
9 hours 26 minutes
Price per Sq Ft
$440

Tax History

Year Taxes Assessment
2025 $13,992 $1,254,900

Financial Details

Annual Property Tax
$13,992
Tax Year 2025
Assessed Value
$1,254,900

Listing Information

Listing Agent Hackett & Glessner Team
Listing Office Compass
Agent MLS ID TM322136
Office MLS ID AN6818
Listing Data Updated May 5, 2026 3:11 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Market Analytics for Ipswich, MA

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