Chilmark, MA 02535 49 Gosnolds Way

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Presented By: Bonnie Pierce with Wallace & Co. Sotheby's -
  • MLS# 44546
  • 06/07/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Full/Half Baths • 3 / 1
  • SQFT • 4,044

Home Details

Set high on the north shore with panoramic waterviews of Vineyard Sound and deeded private beach access, this secluded 9.8-acre property occupies a rare setting bordered by conservation land and the Menemsha Hills trail network. The spacious, meticulously maintained residence features a reverse floor plan that accentuates the natural light, soaring ceilings, and breathtaking views. The upper level includes an open-concept kitchen, dining, and living area, along with a private primary suite and dedicated office space. There is a large open deck and a screened porch in this level, as well as a deck off the primary bedroom suite. Thoughtfully designed for both everyday living and entertaining, the home includes amenities such as air conditioning, whole-house generator, integrated sound system, outdoor lighting, and more. Outside, the grounds are equally impressive, featuring a tennis court, landscaped gardens with a water feature, and a large open meadow spanning several acres, all surrounded by mature woodland for exceptional privacy. No neighboring homes are visible from the property. There is ample room to add a swimming pool, and the parcel may offer subdivision opportunities. Ownership also includes rights to Brickyard Beach.
Presented By: Bonnie Pierce with Wallace & Co. Sotheby's -

Interior Features for 49 Gosnolds Way

Bedrooms

Main Level Bedrooms4
Total Bedrooms5

Bathrooms

Half Baths1

Other Interior Features

BasementLarge full basement
Fireplace FeaturesYes in living room (gas)
Fireplace Y/NNo
Flooringhardwood/tile
Furnished Y/NUnfurnished
Interior AmenitiesAC, Ins, OSh, Floor 1: Warm inviting entry, office area, study/reading area, four bedrooms, two full bathrooms and access to one-car garage, Floor 2: Open kitchen, living room, dining room, breakfast nook, sitting area, screened porch, powder room, primary bedroom suite with full bathroom and private deck, office space, laundry room and expansive outside deck

General for 49 Gosnolds Way

AppliancesStove: Yes, Washer: Yes
Assoc Fee Paid PerAnnually
Association Fee IncludesRoad maintenance
Building Area UnitsSquare Feet
CityChilmark
Full Baths3
HOA Fee$500
HeatingGFHA
Lot Size Square Feet426888
MLS Area5
Other StructuresPrivate tennis court
Property SubtypeSingle Family Residence
Property Type1 Family
SewerSeptic Tank
Standard StatusActive
StatusA
Tax Annual Amount8293
Tax Assessed Value1857500
Tax Lot35
Tax Year2026
TaxOtherAnnualAssessmentAmount1779400
Total Rooms13
UtilitiesCbl
ViewSnd, Pasture
Year Built2003
ZoningRU

Exterior for 49 Gosnolds Way

Building Area Total4044
Exterior AmenitiesWViews, Deck, Garden, Tennis, PvtBch
Foundation Detailspoured
Frontage TypeNone
Lot FeaturesBeautifully landscaped with mature plantings, gardens & meadow
Lot Size Acres9.8
Lot Size Area9.8
Parking FeaturesTwo parking areas
Water SourceWell

Additional Details

Price History

Brian Skidmore

Price $5,200,000
MLS#44546
List Date 06/07/2026
Property Type Single Family
Phone 617.834.3227
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