Active
67 Days on market
106 High St Ipswich — Photo 1 of 42

106 High St Ipswich — Photo 1 of 42

Recent Drop: $50,000

$799,000
$749,000

$749,000

106 High St, Ipswich, MA 01938

Ipswich, MA 01938

Beds

3

Baths

2.5

SqFt

2,654

Style

Single Family

Built

1690

Rich in history, character and charm, this amazing Antique incorporates comfortable livability and makes entertaining easy. In this First Period home - known locally as the “house with the orange shutters” and cherished by one family since 1962- the flow-through floor plan amidst overly generous rooms is accented with magnificent architectural highlights such as wide pine floors and 4 grand fireplaces creating a captivating ambiance to delight family and guests. Celebrations – small and large – will be memorable in the spectacular sunroom with a greenhouse-like ceiling and floor-to-ceiling glass wall that overlooks the lush yard with a 300+ year old beech tree and connects to a huge fireplaced family room with exposed ceiling beams and a large more formal living room also with a fireplace. The kitchen with a separate pantry and casual dining area is adjacent to a front-to-back dining room with horizontal wainscoting, built-in cupboard and exposed ceiling beams. 1st floor office is an added convenience. Two of the spacious bedrooms upstairs have stunning fireplaces and huge closets. The primary suite has a dressing room with a room-size walk-in closet. In addition to a separate 2-car garage (with electricity) offering ample room for storage and a workshop, this sun-filled home with its new roof, insulation and upgraded electric is ready for today and tomorrow.

Key facts

It was listed on July 29, 2026. The price has come down from an original $799,000 to $749,000, most recently on September 28, 2026. The annual property taxes are $9,296 (2025 tax year). It sits on a 0.27-acre (11,836 sq ft) lot.

Immersive Experience

Open Houses

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$282/sqft
Local Avg (Ipswich)$570/sqft
51% BelowMarket Average

* Analysis is based on 21 actively listed and recently sold comparable properties strictly within Ipswich, MA.

Property Details

Financials

Original Price$799,000
Annual Taxes$9,296

Parking

Garage2
Off-Street5

Interior Specifications

Total Rooms8
Fireplaces4
FlooringWood, Tile, Vinyl, Concrete, Parquet, Flooring - Engineered Hardwood, Flooring - Wood
BasementFull, Interior Entry, Concrete, Unfinished

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingNone
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationStone
Zoning1R

Property & Lot

Acres0.27
SqFt Lot11,836
Lot FeaturesCleared, Gentle Sloping

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Refrigerator • Washer • Dryer

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Stable(s) • Golf

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bedroom 3Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenOfficeFamily RoomBathroom 1
Living Room
Lvl First

14.333333333 x 19.333333333

Flooring - Wood

Dining Room
Lvl First

11.916666666 x 19.083333333

Beamed Ceilings, Flooring - Laminate, Lighting - Overhead

Kitchen
Lvl First

12.833333333 x 14.75

Flooring - Stone/Ceramic Tile, Recessed Lighting

Office
Lvl First

7.083333333 x 12.666666666

Flooring - Wood

Family Room
Lvl First

17.25 x 19.416666666

Beamed Ceilings, Flooring - Wood, Lighting - Sconce

Primary Bedroom
Lvl Second

15.666666666 x 19.416666666

Flooring - Wood, Exterior Access

Bedroom 2
Lvl Second

16.666666666 x 19.333333333

Bedroom 3
Lvl Second

16.75 x 12.833333333

Lighting - Pendant, Flooring - Engineered Hardwood

Bathroom 1
Lvl First

5.416666666 x 3.75

Bathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Sconce

Bathroom 2
Lvl Second

9.083333333 x 6.083333333

Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Pendant

Bathroom 3
Lvl Second

6.5 x 7.166666666

Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Sconce

Property History

Price Drop
$749,000

Was $799,000

Sep 28, 2026

MLS® 73556565

Listed
$799,000

Jul 29, 2026

MLS® 73556565

Questions about this home

When was 106 High St, Ipswich listed?

106 High St, Ipswich was listed on July 29, 2026.

Has the price of 106 High St, Ipswich changed?

The price has come down from an original $799,000 to $749,000, most recently on September 28, 2026.

What are the property taxes for 106 High St, Ipswich?

The annual property taxes for 106 High St, Ipswich are $9,296 (2025 tax year).

How big is the lot at 106 High St, Ipswich?

106 High St, Ipswich sits on a 0.27-acre (11,836 sq ft) lot.

What is the status of 106 High St, Ipswich?

106 High St, Ipswich is actively listed for sale.

Population

13,930

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$139K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

25.6%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Essex County

1,060 housing units permitted in the last 12 months (-11% vs the prior 12 months) — 603 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,654 sq ft principal dwelling). Lot size: 11,836 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Nancy Peterson

Listing Office: J. Barrett & Company

MLS® Number: 73556565