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38 Farm Pond Road, Oak Bluffs single family home — photo 1 of 27
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38 Farm Pond Road

541Sleeps 10

Oak Bluffs

38 Farm Pond Road

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This Harthaven compound seamlessly blends timeless architecture with contemporary comfort. Offering exceptional privacy and an ideal location, the property features a three bedroom reverse style main house and a separate two bedroom guest house, creating the perfect retreat for families and groups seeking both togetherness and personal space.

The main house is thoughtfully designed to maximize natural light and the surrounding landscape. An open concept living, dining, and kitchen area occupies the upper level, flowing effortlessly onto a spacious deck and screened porch, ideal for morning coffee, al fresco dining, or relaxing after a day at the beach. Expansive windows and soaring ceilings create a bright, inviting atmosphere throughout the living spaces. Two outdoor showers provide added convienece for guests.

Complementing the main residence, the guest house offers two private bedroom suites, each complete with its own living area, kitchenette, and full bath, providing guests with comfort and independence.

Guests enjoy access to the exclusive Harthaven Association beach and tennis courts, while the bike path, Nomans restaurant, and the shops, dining, and harbor of downtown Oak Bluffs are all just moments away. Combining striking architecture, versatile accommodations, and one of Martha's Vineyard's most desirable locations, this exceptional property offers an unforgettable island escape.

Inquire about renting one or both guests suites only

Wallace & Co. Sotheby’s International Realty attempts to accurately represent the Premises to the best of our ability. Our information is deemed reliable but not guaranteed. Opinions as to the condition of the Premises vary from individual to individual and are very subjective. We highly recommend that you personally view the property before signing the lease to verify the information in the advertised listing sheet. Be aware that numerous types of molds occur naturally on Martha’s Vineyard; some people may be sensitive to and have allergic reactions from the same. Any house built prior to 1978 may contain lead paint.

Bedrooms

Bedroom 1

Main House: Lower Level, Queen Bed, Shared Bath

Bedroom 2

Main House: Lower Level, King Bed

Bedroom 3

Main House: Second Floor, King Bed, Private Bath

Bedroom 4

Guest House: Second Floor, King Bed, Private Bath

Bedroom 5

Guest House: First Floor, Queen Bed, Private Bath

Amenities

Featured Amenities

  • Beach - Association
  • Lawn / Garden Area
  • WaterView
  • Outdoor Shower
  • Tennis - Association Courts
  • AC - Central Air

General

  • Hair Dryer
  • Iron/Ironing Board
  • Washer/Dryer
  • Vacuum

Linens

  • Linens - Not Provided

Nearby Attractions

  • Bike Path
  • Beach - Town
  • Downtown

Kitchen And Dining

  • Bakeware
  • Blender
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Microwave
  • Oven/Stove
  • Pantry Items
  • Refrigerator
  • Toaster

Entertainment

  • Wireless Internet
  • TV - Smart TV

Outdoor Amenities

  • Beach Chairs
  • Beach Umbrella
  • Cooler
  • Driveway Parking
  • Balcony
  • Deck
  • Grill - Gas
  • Kayak(s)
  • Outdoor Dining Area
  • Outdoor Furniture

Request a booking

Not ready to pick dates? .

October 2026

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Rates & Availability

May 2027 – August 2027

May 2027

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Available BookedCheck-out day — available from middayCheck-in day — available until the afternoon

Rates and availability are subject to change and may not be current. Published rates do not include local & state taxes. Please contact your Wallace & Co. Sotheby’s International Realty agent to confirm current rates and availability.

$15,000 per week

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Location

Oak Bluffs

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