SOLD JUL 30, 2026

Sold on Jul 2026

$1,575,000

•

3,579

sq ft

29 Heartbreak Rd, Ipswich, MA 01938

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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.

Single-familyProperty Type

1999Year Built

8.18 acresLot Size

$440Price/Sq.Ft.

2 garage spacesParking

Listed by Hackett & Glessner Team • Compass

Listed by Compass

Bought with The Tabassi Team • RE/MAX Partners Relocation

Redfin checked: a minute ago

•Source:MLS PIN #73512936

Redfin Estimate

$1,495,448

$80K since sold in July 2026$48K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.7% lower than the average sale price ($1.51M) of 6 comparable homes.

SOLD OCT 17, 2025
$1,575,000
A
4 beds4 baths3,609 sq ft
41 Fellows Rd, Ipswich, MA 01938
SOLD MAY 28, 2026
$1,290,000
B
4 beds3.5 baths3,152 sq ft
11 Brentwood Way, Ipswich, MA 01938
SOLD AUG 6, 2026
$1,525,000
C
3 beds2.5 baths3,747 sq ft
199 John Wise Ave, Essex, MA 01929
SOLD JUN 24, 2026
$1,300,000
D
4 beds2.5 baths2,536 sq ft
1 Northedge Rd, South Hamilton, MA 01982
SOLD JUN 5, 2026
$1,500,000
E
4 beds2.5 baths4,137 sq ft
4 Shea Ct, Essex, MA 01929
SOLD DEC 16, 2025
$1,843,000
F
4 beds5.5 baths4,557 sq ft
155 Woodland Mead, South Hamilton, MA 01982

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Market trends in 01938, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.2%

+3.0% MoM

Median sale price

$868K

$11K MoM

Avg. days on market

21d

2 days MoM

Recently sold homes

4 MoM

New listings for sale

OPEN TODAY, 11AM TO 12:30PM
$579,900
2 beds1 bath1,055 sq ft
42 Avery St, Ipswich, MA 01938
OPEN SUN, 11AM TO 1PM
$1,700,000
2 beds2 baths2,699 sq ft
76 North Ridge Rd, Ipswich, MA 01938
OPEN TODAY, 11AM TO 12:30PM
$975,000
3 beds2 baths2,136 sq ft
8 Willowdale Cir #8, Ipswich, MA 01938
OPEN TODAY, 10:30AM TO 12PM
$669,000
3 beds1.5 baths1,612 sq ft
10 Lafayette Rd, Ipswich, MA 01938
OPEN TODAY, 11AM TO 12:30PM
$739,000
2 beds1.5 baths1,842 sq ft
135 Linebrook Rd, Ipswich, MA 01938
OPEN TODAY, 11:30AM TO 1:30PM
$364,900
2 beds1 bath815 sq ft
16 Appleton Park Unit B3, Ipswich, MA 01938
REDFIN OPEN TODAY, 12PM TO 2PM
$549,900
3 beds1.5 baths1,226 sq ft
204 Lilac Meadows Way #204, Ipswich, MA 01938
$559,000
2 beds1.5 baths1,177 sq ft
117 High St Unit 12A, Ipswich, MA 01938
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Rental estimate

Est. $4,765 per month, based on comparable rentals

Sale and tax history for 29 Heartbreak Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73512936

Jul 30, 2026

Sold

$1,575,000

$440/sq ft

Jun 5, 2026

Pending

—

May 22, 2026

Contingent

—

May 5, 2026

Listed

$1,575,000

$440/sq ft

MLS PIN #73095263

May 15, 2023

Sold

$1,331,000

$372/sq ft

Apr 5, 2023

Listed

$1,180,000

$330/sq ft

+33

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 offering plenty of storage, with sliders to a large deck. Spacious kitchen opens to a large dining room. A living room boasts loads of natural light and french doors that lead into a separate home office or playroom. The private 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. Three bathrooms in this home have been beautifully renovated within the last year. This property is perfect for entertaining inside and by the in ground, heated, gunite pool - close to downtown, shopping, MBTA and the beach.

MLS PIN #72808864

Jun 1, 2021

Sold

$991,500

$277/sq ft

Apr 5, 2021

Listed

$975,000

$272/sq ft

+37

Private Ipswich Gem set on 8 acres.Enter this 4 bedroom 5 full bath home and feel the warmth and tranquility.First floor features tiled entry large mudroom with charming barn doors leading to an eat-in kitchen w/gas cooktop and double ovens.Large open dining room w/pellet stove.Family room w/fireplace/wood stove and French doors opening to a home office.Another set of French doors introduce an amazing "IN-LAW SUITE" that is handicap accessible w/large bedroom,full bath,kitchen and spacious living room w/tall windows all around.On the second floor there are 3 more bedrooms with 2 full baths.Hardwood floors,tile,cathedral ceilings,picture windows,skylight and more.Over the 2 car garage is another office/den and living room/full bath w/separate entrance and separate heating/cooling.Large back yard includes gunite inground pool,carport,gardens,deck,patio,front covered porch. main roof 1yr old,water heater newer,water filtration system and more.Bike to Cranes Beach!

MLS PIN #72033896

Oct 21, 2016

Sold

$704,000

$197/sq ft

Jul 31, 2016

Pending

—

Jul 6, 2016

Listed

$739,000

$206/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$11,747 (+3.1%)

$334,200 + $626,300

$960,500

2022

$11,390 (+2.0%)

$334,200 + $626,300

$960,500

2021

$11,162 (−2.5%)

$324,400 + $519,900

$844,300

2020

$11,449 (+3.0%)

$326,400 + $490,200

$816,600

2019

$11,113 (+3.9%)

$316,600 + $472,100

$788,700

2018

$10,697 (+7.9%)

$304,800 + $446,400

$751,200

2017

$9,916 (+2.2%)

$295,000 + $403,800

$698,800

2016

$9,699 (+9.1%)

$279,300 + $373,800

$653,100

2015

$8,892 (+5.3%)

$273,500 + $384,700

$658,200

2014

$8,441 (+1.2%)

$265,600 + $362,900

$628,500

2013

$8,338 (+2.9%)

$277,400 + $349,500

$626,900

2012

$8,105 (+3.5%)

$287,200 + $347,500

$634,700

2011

$7,828 (+3.7%)

$304,800 + $347,500

$652,300

2010

$7,546 (−3.6%)

$304,800 + $349,100

$653,900

2009

$7,826

$381,300 + $375,600

$756,900

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

8.17 Acres

Year renovated

—

Sq. Ft.

3,128

Year built

1999

Style

Single Family Residential

County

Essex County

APN

3211789

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on May 3, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Open Parking Spaces: 6
Parking Spaces: 8
AttachedGarageYN: Yes
Parking Features: Attached, Shared Driveway, Off Street, Stone/Gravel, Unpaved

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - 3/4,Bathroom - Double Vanity/Sink,Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Flooring - Wood,Recessed Lighting,Remodeled

Bedroom #2 Information
Level: Second
Features: Ceiling Fan(s),Beamed Ceilings,Vaulted Ceiling(s),Closet,Flooring - Wood

Bedroom #3 Information
Level: Second
Features: Beamed Ceilings,Vaulted Ceiling(s),Closet,Flooring - Wood,Lighting - Pendant

Bedroom #4 Information
Level: First
Features: Closet,Flooring - Hardwood,Flooring - Stone/Ceramic Tile,Exterior Access

Bathroom Information
# of Bathrooms (Full): 5
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Dryer Hookup - Electric,Recessed Lighting,Remodeled

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Window(s) - Picture,Lighting - Pendant

Bathroom #3 Information
Level: First
Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile

Living Room Information
Level: First
Features: Wood / Coal / Pellet Stove,Ceiling Fan(s),Vaulted Ceiling(s),Window(s) - Picture,French Doors,Open Floorplan,Recessed Lighting,Remodeled

Family Room Information
Level: First
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile,Exterior Access,Slider

Dining Room Information
Level: First
Features: Flooring - Wood,Window(s) - Picture,Open Floorplan,Remodeled,Lighting - Pendant

Kitchen Information
Level: First
Features: Countertops - Upgraded,Kitchen Island,Cabinets - Upgraded,Recessed Lighting,Remodeled,Gas Stove,Lighting - Pendant

Office Room Information
Level: Second
Features: Ceiling - Beamed,Closet,Flooring - Wood

Basement Information
Basement: Full, Sump Pump, Concrete, Unfinished

Laundry Information
Laundry Features: Bathroom - 3/4, First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Appliances
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
# of Rooms (Total): 7
Door Features: French Doors, Insulated Doors
Window Features: Window(s) - Picture, Insulated Windows, Screens
Flooring: Wood, Tile, Flooring - Wood
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

Exterior

Building Information
Building Area (Total): 3,579
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: Beige

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Pool - Inground, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Screens

Pool Information
Has Private Pool
Has Spa
Pool Features: In Ground
Spa Features: Private

Property Information
Accessibility Features: Accessible Entrance
PropertySubType: Single Family Residence
Above Grade Finished Area: 3579
Green Energy Efficient : Thermostat
ADU: N

Lot Information
Lot Size (Acres): 8.18
Lot Features: Wooded, Easements, Cleared
Waterfront Features: Ocean, Beach Ownership(Public)
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $13,992
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Private Sewer
Water Source: Private

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Radiant, Oil, Ductless
Cooling: Ductless

Location

School Information
Elementary School: Winthrop Elementary
Middle Or Junior School: Ipswich Middle
High School: Ipswich High

Location Information
Directions: Take Route1 to 133 to Heartbreak Rd.
UnparsedAddress: 29 Heartbreak Rd, Ipswich MA 01938

Community Information
Senior CommunityYN: No
Community Features: 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

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 3,128
Stories: 2.0
Lot Size: 8.17 acres
Style: Single Family Residential
Year Built: 1999
Year Renovated: —
County: Essex County
APN: 3211789

Home facts updated by county records on May 3, 2026

Other

Miscellaneous Information
Heat Zones: 12

Listing Information
StandardStatus: Closed

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Ipswich School District website to verify.

Winthrop School

Public PreK-5 • 1.2mi

6/10

Ipswich Middle School

Public 6-8 • 1.8mi

8/10

Ipswich High School

Public 9-12 • 1.8mi

8/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 91° expected this year, 16 days in 30 years

6/10 Wind Factor

72% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Ipswich, MA • 01938

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

95/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

11 hrs

6.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.42M – $1.72M

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Home values near 29 Heartbreak Rd

Data from public records.

Address	Redfin Estimate
31 Heartbreak Road, Ipswich, MA 4 Beds \| 2 Baths \| 1637 Sq. Ft.	$892,252
15 Heartbreak Road, Ipswich, MA 3 Beds \| 2 Baths \| 1433 Sq. Ft.	$860,770

Address	Redfin Estimate
23 Heartbreak Road, Ipswich, MA 3 Beds \| 1 Baths \| 1491 Sq. Ft.	$681,727
16 Essex Road, Ipswich, MA 3 Beds \| 1 Baths \| 2320 Sq. Ft.	$819,667

Address	Redfin Estimate
25 Heartbreak Road, Ipswich, MA 4 Beds \| 3.5 Baths \| 3000 Sq. Ft.	$1,469,516
20 Essex Road, Ipswich, MA 3 Beds \| 1.5 Baths \| 2088 Sq. Ft.	$799,253

Property information provided by MLS PIN when last listed in 2026. This data may not match . Learn more.

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29 Heartbreak Rd, Ipswich, MA 01938

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About this home

Redfin Estimate

Market trends in 01938, MA

Homeowner tools

Sale and tax history for 29 Heartbreak Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Other

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01938

Home values near 29 Heartbreak Rd

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