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27 Woodbury Lane • $19,500 - $22,000

Town, Nantucket, MA

This beautifully appointed five-bedroom home with an optional two-bedroom guest cottage offers the perfect combination of classic Nantucket charm and modern luxury. Located in the highly regarded Woodbury Lane neighborhood just off Upper Main Street, the property is within walking distance of Nantucket's shops, restaurants, museums, and harbor. Guests also enjoy use of The Nantucket Hotel's Nantucket Club membership for up to six people, including access to pools, hot tub, fitness center, spa, and children's program. With its unusually large private yard and elegant interiors, this home is ideal for families and friends seeking both convenience and relaxation.

First Floor Description

A gracious entry hall with curved staircase, marble floors, and a settee welcomes you into the main house. The first level includes a spacious living room with fireplace, an elegant dining room with seating for eight to ten and a second fireplace, and a light-filled family room with plush seating and a third fireplace. The chef's kitchen is outfitted with custom cabinetry, quartz countertops, Sub-Zero refrigerator, Wolf six-burner range, Miele dishwasher, and island seating for three. French doors from both the family and dining rooms open to a bluestone patio with Weber grill, fire pit lounge, and outdoor dining area, while a first-floor laundry room with high-performance washer and dryer completes this level.

Second Floor Description

The sun-filled upper landing has been arranged as a comfortable sitting area, perfect for reading or relaxing. The primary suite offers a king bed, fireplace, custom storage, and a spa-like en-suite bath with BainUltra soaking tub, double vanity, and walk-in shower. Two additional guest rooms, each with queen bed, fireplace, and cozy reading nook, share a newly renovated full bath with walk-in shower. A fully stocked linen closet is also located on this floor for guest convenience.

Third Floor Description

The third floor features two additional bedrooms, one with twin beds and the other with a twin and trundle, along with a shared, newly renovated full bath with shower. A large walk-in closet provides additional storage space. This level offers comfortable accommodations for children or guests and completes the home's main house sleeping quarters.

Cottage

The two-bedroom guest cottage may be rented in addition to the main house for $3,000 per week and provides a private retreat for extended family or visitors. The first floor includes a bedroom with full-size bed, while the second floor features an open living and dining area with kitchenette, dining table for four, loveseat, and chairs, along with a twin trundle for additional sleeping space. A full bath with shower completes the accommodations. If not rented, the cottage remains vacant, ensuring full privacy for guests in the main house.

Outdoor Space

The property boasts an unusually large and private lawn surrounded by mature flower gardens and abutting conservation land, creating a serene retreat in town. A bluestone patio with grill and fire pit lounge connects to a lower brick terrace with a teak dining table for eight and two sun loungers. Guests can enjoy croquet, badminton, or horseshoes on the lawn, or simply relax with a Nantucket sunset in the private back garden. An outdoor shower and dressing area with a separate rinse station, as well as complimentary beach chairs, umbrellas, coolers, and toys, make it easy to enjoy island living to the fullest.

Distance to Town: 10 minute walk

Distance to Beach: Steps Beach 15 minute walk

Why Guests Love It: Just minutes from town, this home offers elegant interiors, evenings by the fire pit, lawn games, and sunsets in a private garden. Guests also enjoy Nantucket Club access for six adults, including fitness center, pools, hot tub, and the children's program.

27 Woodbury Lane Location
Property Code: #770
Bedrooms:
7 beds
Bathrooms:
4 bath and 1 half
Capacity:
14

Beds Type / Floor

Queen
2nd
Queen
2nd
Full
2nd
Twin (2)
3rd
Day Bed + Trundle
3rd
Full
COTT
Daybed + Trundle
COTT

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Property Amenities

Household Amenities
  • Washer
  • Vacuum
  • Iron
  • Ironing Board
  • Sleeper Sofa
Outdoor Amenities
  • Beach Chairs
  • Outdoor Shower
Kitchen Amenities
  • Electric Stove
  • Gas Stove
  • Microwave
  • Disposal
  • Dishwasher
  • Toaster
  • Blender
  • Coffee Maker (drip)
  • Lobster Pot
Electronic Amenities
  • TV
  • Smart TV
  • Cable Television
  • Bluetooth Speakers
Property Amenities
  • Yard
  • Patio
  • Parking
  • Pets Allowed
  • Central AC
  • Heat
2026 Availability Sat-Sat Information contained herein is believed to be reliable but is not guaranteed.
June

06/06 - 06/13

$19,500

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06/13 - 06/20

$19,500

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06/20 - 06/27

$19,500

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06/27 - 07/04

$22,000

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July

07/04 - 07/11

$22,000

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07/11 - 07/18

$22,000

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07/18 - 07/25

$22,000

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07/25 - 08/01

$22,000

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August

08/01 - 08/08

$22,000

REQUEST BOOKING

08/08 - 08/15

$22,000

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08/15 - 08/22

$22,000

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08/22 - 08/29

$22,000

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08/29 - 09/05

$22,000

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September

09/05 - 09/12

$19,500

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09/12 - 09/19

$19,500

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09/19 - 09/26

$19,500

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09/26 - 10/03

$19,500

REQUEST BOOKING

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