
106 High St Ipswich — Photo 1 of 42
Recent Drop: $50,000
$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
* Analysis is based on 21 actively listed and recently sold comparable properties strictly within Ipswich, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
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
Living Room
Lvl First14.333333333 x 19.333333333
Flooring - Wood
Dining Room
Lvl First11.916666666 x 19.083333333
Beamed Ceilings, Flooring - Laminate, Lighting - Overhead
Kitchen
Lvl First12.833333333 x 14.75
Flooring - Stone/Ceramic Tile, Recessed Lighting
Office
Lvl First7.083333333 x 12.666666666
Flooring - Wood
Family Room
Lvl First17.25 x 19.416666666
Beamed Ceilings, Flooring - Wood, Lighting - Sconce
Primary Bedroom
Lvl Second15.666666666 x 19.416666666
Flooring - Wood, Exterior Access
Bedroom 2
Lvl Second16.666666666 x 19.333333333
Bedroom 3
Lvl Second16.75 x 12.833333333
Lighting - Pendant, Flooring - Engineered Hardwood
Bathroom 1
Lvl First5.416666666 x 3.75
Bathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Sconce
Bathroom 2
Lvl Second9.083333333 x 6.083333333
Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Pendant
Bathroom 3
Lvl Second6.5 x 7.166666666
Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Sconce
Property History
$749,000
Was $799,000
Sep 28, 2026
MLS® 73556565
$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 Agent: Nancy Peterson
Listing Office: J. Barrett & Company
MLS® Number: 73556565







