29 Heartbreak Rd

3,579 Sq. Ft.
$440 / Sq. Ft.
3,579
Sq. Ft.
$440
per Sq. Ft.

Description

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...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.

Listing Agents

  1. Char Glessner

    Char Glessner

    Alternative Listing Agent

    Compass

    char.glessner@compass.com

    P: (978)-778-8391

  2. Binni Hackett

    Binni Hackett

    Alternative Listing Agent

    Compass

    binni.hackett@compass.com

    P: (978)-314-8103

Property Details for 29 Heartbreak Road

Town
Ipswich
Area
MA-Ipswich
Architectural Style
Contemporary
Style
Contemporary
Garage Spaces
2
Open Parking Spaces
6.00
Parking Spaces Total
8
LISTING UPDATED: 05/09/2026 03:10 AM

Property Details for 29 Heartbreak Road

StatusActive
MLS #73512936
Days on Market7
Taxes$13,992 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1999
CountyEssex County
Buyer's Agent Compensation2%

Location

Add your commute

Building Information for 29 Heartbreak Road

Stories-Year Built1999Building Size-Lot Size8.18 AC / 356,103 SF

Payment Calculator

$9,097 per month

30 year fixed, 6.46% Interest

Principal and Interest

$7,931

Property Taxes

$1,166

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 29 Heartbreak Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Stables, Golf Course, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station
  • Living Area: 3579.0
  • Color: Beige
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Location/School
  • Grade School: Winthrop Elementary
  • High School: Ipswich High
  • Middle School: Ipswich Middle
Features
Interior Features
  • 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)
  • Basement Features: Full, Sump Pump, Concrete Floor, Unfinished Basement
  • Num of Baths: 5.0
  • Num of Full Baths: 5
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 5.00
  • Bathrooms Total Integer: 5
  • DoorFeatures: French Doors, Insulated Doors
  • FireplaceYN: Yes
  • Fireplaces: 1
  • 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
  • Interior Features: Laundry Chute, French Doors
  • Laundry Features: Bathroom - 3/4, First Floor
  • Primary Bath: Yes
  • Spa Features: Private
  • SpaYN: Yes
  • Window Features: Window(s) - Picture, Insulated Windows, Screens
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Patio, Pool - Inground, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Screens
  • Exterior Features: Pool - Inground, Screens, Professional Landscaping, Porch, Patio
  • Lot Description: Wooded, Easements, Cleared
  • Patio And Porch Features: Porch, Patio
  • Pool Features: In Ground
  • Pool Private: Yes
  • Roof Material: Shingle
  • Waterfront Features: Ocean, Beach Ownership(Public)
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Shared Driveway, Off-Street, Stone/Gravel, Unpaved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Shared Driveway, Off-Street, Stone/Gravel, Unpaved Driveway
  • Parking Features: Off-Street, Stone/Gravel, Unpaved Driveway
Utilities
  • Cooling: Ductless Mini-Split System
  • Cooling: Yes
  • Green Energy Efficient: Thermostat
  • Heating: Baseboard, Radiant, Oil, Ductless
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Gas Range
  • Water: Private
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - 3/4,Bathroom - Double Vanity/Sink,Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Flooring - Wood,Recessed Lighting,Remodeled
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Features: Ceiling Fan(s),Beamed Ceilings,Vaulted Ceiling(s),Closet,Flooring - Wood
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Beamed Ceilings,Vaulted Ceiling(s),Closet,Flooring - Wood,Lighting - Pendant
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Closet,Flooring - Hardwood,Flooring - Stone/Ceramic Tile,Exterior Access
  • Bedroom4 Level: First
Bathroom 1
  • Bathroom1 Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Dryer Hookup - Electric,Recessed Lighting,Remodeled
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Window(s) - Picture,Lighting - Pendant
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - 3/4,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile
  • Bathroom3 Level: First
Dining Room
  • Dining Room Features: Flooring - Wood,Window(s) - Picture,Open Floorplan,Remodeled,Lighting - Pendant
  • Dining Room Level: First
Family Room
  • Family Room Features: Bathroom - Full,Flooring - Stone/Ceramic Tile,Exterior Access,Slider
  • Family Room Level: First
Kitchen
  • Kitchen Features: Countertops - Upgraded,Kitchen Island,Cabinets - Upgraded,Recessed Lighting,Remodeled,Gas Stove,Lighting - Pendant
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Wood / Coal / Pellet Stove,Ceiling Fan(s),Vaulted Ceiling(s),Window(s) - Picture,French Doors,Open Floorplan,Recessed Lighting,Remodeled
  • Room Living Room Level: First
Other Room 1
  • Room Office Features: Ceiling - Beamed,Closet,Flooring - Wood
  • Room Office Level: Second
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Listing Terms: Seller W/Participate
  • Tax ID: M:54A B:0039 L:0,3211789
  • Assessments: $1,254,900
  • Book: 41563
  • Tax Year: 2025
  • Zoning: RRA
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Accessibility Features: Accessible Entrance
  • Foundation: Concrete Perimeter
  • Foundation Area: 0.0
  • Cooling Zones: 6
  • Heat Zones: 12
Complex & Association Information
  • Adult Community: No

Property History for 29 Heartbreak Road

DateEvent & SourcePriceAppreciation
May 5, 2026

Listed (Active)

MLS PIN #73512936

$1,575,000—
May 15, 2023

Sold

MLS PIN #73095263

$1,331,000—
Apr 11, 2023

Under Agreement

MLS PIN #73095263

—
DateEvent & SourcePrice
05/05/2026

Listed (Active)

MLS PIN #73512936

$1,575,000
05/15/2023

Sold

MLS PIN #73095263

$1,331,000
04/11/2023

Under Agreement

MLS PIN #73095263

—

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 29 Heartbreak Road

Taxable ValueLand$554,400Additions$700,500Total$1,254,900
Tax Record2025$13,992 ($1,166 / month)
Home Facts
Beds5Baths4Total Finished SqFt3,579 SqFtAbove Grade Finished SqFt3,579 SqFtUnfinished Basement SqFt1,901 SqFtStories2Lot Size356,103 SqFtStyleSingle Family ResidenceYear Built1999ZoningRRACountyESSEXAPNIPSW M:54A B:0039 L:0Fireplace TypeHas Fireplace

Schools near 29 Heartbreak Road

This home is within Ipswich School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
Winthrop School
PublicPK to 5

Ipswich Middle School
Public6 to 8

Ipswich High School
Public9 to 12

Paul F Doyon Memorial
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

29 Heartbreak Road is a single family home for sale in Ipswich, MA 01938. This property was listed for sale on May 5, 2026 by Compass, it's currently listed at $1,575,000. It has been on the market for a total of 7 days and was last sold on May 15, 2023. This listing's school district is Ipswich School District. Nearby schools include Winthrop School, Ipswich Middle School and Ipswich High School. 29 Heartbreak Road is a 4-bed, 5-bath, 3,579 sqft single family home built in 1999.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.