100 South Main St., Middleboro, MA 02346
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$950,000
4 Beds
4 Baths
4584 SQFT
0.99 Acre
HOA: N/A

Property Description

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.

Property Details tap to expand

Amenities

  • Golf Course
  • Highway Access
  • House of Worship
  • Laundromat
  • Park
  • Public School
  • Public Transportation
  • Shopping
  • T-Station
  • Walk/Jog Trails

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 21X16
  • Kitchen Level: First Floor
  • Cabinets - Upgraded, Fireplace, Flooring - Vinyl, Kitchen Island, Stainless Steel Appliances
  • Dishwasher, Dryer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Vent Hood, Washer
  • Dining Room Dimensions: 16X15
  • Dining Room Level: First Floor
  • Dining Room Features: Ceiling - Beamed, Closet, Crown Molding, Decorative Molding, Flooring - Hardwood, Lighting - Pendant

Bathrooms

  • Full Baths: 3
  • Half Baths 1
  • Master Bath: 1
  • Bathroom 1 Level: First Floor
  • Bathroom 1 Features: Bathroom - Half, Countertops - Stone/Granite/Solid, Crown Molding, Flooring - Vinyl
  • Bathroom 2 Level: Second Floor
  • Bathroom 2 Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Closet - Walk-in, Countertops - Stone/Granite/Solid, Flooring - Hardwood, Jacuzzi / Whirlpool Soaking Tub, Lighting - Pendant
  • Bathroom 3 Level: Second Floor
  • Bathroom 3 Features: Bathroom - Full, Flooring - Vinyl

Bedrooms

  • Bedrooms: 4
  • Master Bedroom Level: Second Floor
  • Master Bedroom Features: Bathroom - Full, Ceiling Fan(s), Closet - Walk-in, Crown Molding, Flooring - Hardwood, Hot Tub / Spa
  • Bedroom 2 Level: Second Floor
  • Master Bedroom Features: Ceiling Fan(s), Closet, Crown Molding, Flooring - Wall to Wall Carpet
  • Bedroom 3 Level: Second Floor
  • Master Bedroom Features: Ceiling Fan(s), Closet, Crown Molding, Flooring - Wall to Wall Carpet, Wainscoting

Other Rooms

  • Total Rooms: 12
  • Living Room Dimensions: 17X16
  • Living Room Level: First Floor
  • Living Room Features: Closet/Cabinets - Custom Built, Crown Molding, Decorative Molding, Exterior Access, Flooring - Hardwood, Gas Stove
  • Family Room Dimensions: 14X20
  • Family Room Level: First Floor
  • Family Room Features: Cable Hookup, Closet, Exterior Access, Flooring - Vinyl
  • Laundry Room Features: Full, Unfinished Basement

Utilities

  • Heating: Central Heat, Gas, Hot Water Baseboard
  • Heat Zones: 3
  • Hot Water: Natural Gas
  • Cooling: None
  • Utility Connections: for Gas Dryer, for Gas Oven, for Gas Range
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Attached
  • Garage Spaces: 2
  • Parking Features: Off-Street
  • Parking Spaces: 12

Interior Features

  • Square Feet: 4584
  • Fireplaces: 3
  • Accessability Features: Unknown

Construction

  • Year Built: 1840
  • Type: Detached
  • Style: Antique, Colonial, Greek Revival
  • Construction Type: Frame
  • Foundation Info: Fieldstone, Poured Concrete
  • Roof Material: Asphalt/Fiberglass Shingles
  • Flooring Type: Hardwood, Vinyl, Wall to Wall Carpet
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: Level
  • Exterior Features: Deck, Fenced Yard, Patio, Pool - Inground, Porch
  • Road Type: Public

Other Information

  • MLS ID# 73530866
  • Last Updated: 06/05/26
  • HOA: No
  • Reqd Own Association: Unknown

Property History tap to expand

Date Event Price Price/Sq Ft Source
06/05/2026New$950,000$207MLSPIN

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Seller's Representative: Sherry Costello, Waterfront Realty Group
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2026-06-05 10:47:00