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Single Family Residence at 100 South Main St., Middleboro MA 02346
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$950,000

100 South Main St., Middleboro MA 02346
Middleboro, MA 02346
Listed by Sherry Costello
Bedrooms
4
Bathrooms
3.5
Living area
4,584 sqft
Year built
1840

About this home

Perfectly sited on a picturesque tree lined street of historic homes is the stunning “Andrew Jackson Pickens” Estate. This grand Antique Colonial with Greek Revival characteristics is reminiscent of a bygone era. Showcasing classic architectural details such as wide pine floors, high ceilings, wood beams, crown and decorative moldings, built in cabinetry, 3 fireplaces and an elegant, curved staircase. A mix of old-world charm with modern updates, the spacious floor plan offers 4 bedrooms, 3 and a half baths, a first-floor office/bedroom and a pantry with wet bar. A traditional butler’s stairwell leads you to the 2nd floor with a primary ensuite, sitting room, 2 additional bedrooms and full bath. An attached in-law suite provides flexibility with a bedroom, living room, and custom kitchen with cathedral ceilings. A private back yard with an inground saltwater pool, pergola, composite decks, patio, outdoor shower and lovely perennial plantings provides a serene and relaxing setting.

Highlights

Private poolFireplace

Property details

MLS
MLS Property Information Network
MLS #
73530866
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
140
On market date
June 5, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
2
Parking spaces
12
Lot size
0.99 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Mary K. Goode Elementary School
0.16 mi away · Grades 1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
603
Student:teacher ratio
14.7:1
District
Middleborough
Middle
John T. Nichols Middle
1.03 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
699
Student:teacher ratio
12.7:1
District
Middleborough
High
Middleborough High
0.73 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
884
Student:teacher ratio
14.3:1
District
Middleborough

Walkability

Blended score for Middleboro's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

80
Walkable
out of 100
EPA National Walkability Index
14.5 / 20 -- Above average walkable
Google Places amenity density
90 / 100
Restaurants & cafes20
Grocery stores2
Parks7
Schools9
Transit stops9
Pharmacies5

Market position

How this listing compares to current activity in Middleboro, from live MLS data.

On the market 140 days -- 10 more days than Middleboro's current average of 130 days.
For reference, the median list price across 169 active listings in Middleboro right now is $507,000.

Mortgage calculator

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Est. monthly payment
$5,871/mo
$190,000 down
$760,000 loan
Principal & interest$4,929
Property tax (est.)$792
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 9, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.