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38 Derrymore Rd

$75,000/ week

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Set off of Cliff Road, this custom built 8-bedroom house and guest house is designed for rest and relaxation with amenities to match. Step outside to a professionally landscaped yard centered around a heated in-ground pool and spa, with plenty of room to lounge or dine poolside. The outdoor living space includes a firepit next to the pool, an outdoor kitchen with a grill, a refrigerator and a large TV, heaters for chilly nights and an outdoor shower.

Additional Details

A light-filled entry has a graceful staircase leading to the second floor and the lower level. Toward the rear of the home, an expansive great room features living, dining, and kitchen in a single, sun-drenched gathering space. The chef's kitchen is appointed with an 8-burner Wolf range, dual ovens, two dishwashers, a Sub-Zero refrigerator, and two sinks and the island's breakfast bar comfortably seats seven. The living room has a vaulted ceiling, centered on a fireplace and framed by French doors that open directly onto the pool area and outdoor kitchen. The adjacent dining room is equally refined, with a built-in sideboard with two wine refrigerators and its own French doors leading to the pool. The office/den offers a quiet retreat for those working remotely, complete with a desk, loveseat, and a TV set above the fireplace. Toward the front of the residence, a well-appointed mudroom and laundry room provide a washer and dryer, utility sink, and generous storage. Just off the main entry, the main-level primary suite has a king bed, walk-in closet, and a spa-like en-suite bath with a soaking tub.

The second floor opens to a welcoming landing with a comfortable living area, complete with a cozy couch and TV. Ideal for relaxing or unwinding. Three en-suite bedrooms round out this level, each appointed with a king bed. Two of the baths feature tiled showers and have double vanities, while the third offers a tiled shower and tub and a single vanity.

The lower level is made for entertaining, with a game room featuring a pool table and a wet bar complete with drink refrigerators and a dishwasher. A powder room is on this floor. Rounding out the level are a bunk room and a queen bedroom, both en suite with tiled showers, offering flexible sleeping arrangements for family or guests.

Overlooking the pool, the Cottage offers a charming retreat of its own. The main level has an open living space, with a comfortable seating area and TV, a small dining table, and a well-appointed kitchenette, along with a powder room and laundry for added convenience. Upstairs, there are two inviting bedrooms, one with a king bed, the other with two twin beds which share a hall bath with a tiled shower and double vanity.

Property Information

  • 15
  • 8
  • First Floor
  • Second Floor
  • Second Floor
  • Second Floor
  • Lower Level
  • Lower Level
  • Cottage/Studio
  • Cottage/Studio
  • 10
  • Sat
  • 8
  • $ 75,000
  • 2
  • Not available
  • Yes
  • Yes
  • .5 miles
  • 1 mile
  • Yes
  • Yes
  • Central Air
  • C0597801970
  • 14 Day Exemption
  • Off Street
  • 4 parking spaces

Amenities

listing property icon Property

  • Hot Tub
  • Outdoor Furniture
  • Patio
  • Pool
  • Yard

listing outdoor icon Outdoors

  • Beach Chairs
  • Beach Towels
  • Cooler
  • Fire Pit
  • Outdoor Shower

listing household icon Household

  • StoveGas
  • HeatGas
  • Air ConditioningCentral Air
  • Crib
  • Dryer
  • High Chair
  • Iron
  • Ironing Board
  • Washer
  • Blender
  • Coffee Maker
  • Dishwasher
  • Disposal
  • Lobster Pot
  • Microwave
  • Mixer
  • Toaster
  • WiFi

Published rates do not include local & state taxes. Current state tax is 5.7% and current local tax is 6%. A community impact fee of 3% may also apply to some rental properties per local regulations. These tax rates are all subject to change and will be finalized at the time occupancy transfers.

We are in the process of confirming 2027 rates with homeowners. Rates are subject to change upon booking. Please contact Fisher to confirm.

Location

Google Map of 38 Derrymore Rd

NEIGHBORHOOD

Cliff

West of Brant Point is the picturesque area known as the Cliff. Due to its close proximity to Town, calm north shore beaches & vast ocean views, this is a coveted section of the island for vacation homes and summer rentals.

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38 Derrymore Rd

$75,000/ week

  • 15 Guests
  • 8 Beds
  • 10 Baths