See all photos
Helena Kirschenbaum
Grace Bishop

109 School Street

$3,990,000 109 School Street, Edgartown, MA 02539

Captain’s Quarters - Sitting up tall and proud at the crest of School Street! This iconic Edgartown village property has a lot to boast about. Surrounded by superb and historic architecture, the preserved town setting provides unmatched amenities. Nearby shopping, eateries, harbor activities, as well as Katama and stunning south shore beaches. The historic six-bedroom home has been thoughtfully restored and beautifully transformed. With design concepts, stylish renovations, upgraded systems, and rooms that multitask with ease – it all adds up to an appealing package. Serviced by town water and grandfathered with a six bedroom town sewer flow. Attached garage plus on-site parking for multiple vehicles. Side access through the gated arbor leads to the outdoor shower, private back yard with patio, and a useful shed too!

  • For Sale
  • 6
  • 4
  • 3,193 Sq.Ft.
    Living Area

Features & Amenities

Area & Lot

  • Status: For Sale
  • Living Space: 3,193 Sq.Ft.
  • Lot Size: 7,405 Sq.Ft.
  • MLS® ID: 41017
  • Type: Residential


  • Total Bedrooms: 6
  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Flooring: Restored hardwood
  • Fireplace: Two - wood burning and propane
  • Appliances: Thermadore 6-burner stove, Refridgerator, Dishwasher, Washer/Dryer
  • Other Interior Features: Parlor, Dining Room, Living Room, Porch, Office

Exterior & Building

  • Stories: 2
  • Water Source: Town
  • Lot Features: Lush plantings, Flowering trees, Seasonal Gardens
  • Parking: Convenient side-street parking, Garage
  • Heat Type: Oil/FHW
  • Air Conditioning: Central A/C
  • Sewer: Town
  • Other Exterior Features: Outdoor Shower, Patio, Private Balcony, Deck, Irrigation


  • Sales Price: $3,990,000
  • Real Estate Tax: $6,800/yr
View Virtual Tour

109 School Street

Work With Us

From representing sellers through a comprehensive marketing plan to representing buyers with an educated view of the current market, Peyton & Bill strive to provide the highest quality service and go beyond the expected.
Contact Us
Follow Us