Nantucket Real Estate and Vacation Rentals, Guided by Local Expertise

Brand new in 2025, this luxury 5-bedroom 5+ bath home is located in the highly coveted Brant Point neighborhood on a short street off Hulbert Avenue just a stone's throw from downtown. Over 3000 square feet of beautifully designed space and furnishings in this upside-down home that maximizes Nantucket Harbor views. First Floor: Entry foyer with powder room, large living room with an exit to the patio and grill area, three ensuite bedrooms – 1 with king bed and shower bath, 2 with queen beds and shower baths and the last with two bunk beds (double on bottom and twin on top) and a shower/tub bathroom. Second floor: Open living, dining and kitchen with vaulted ceilings, access to four decks, dining room alcove that seats 10 – 12 people, and Primary bedroom with king and private shower/tub bathroom. Roof walk is off limits.

This 5-bedroom, 4-bath house is designed for privacy, comfort, and gatherings. Organized in a U-shape, it creates two quiet bedroom wings connected by a central kitchen that opens to a sheltered deck with outdoor dining for 12. The layout balances generous shared spaces with multiple TVs for sports and movies, alongside calm places to read and retreat. Entry is through a covered porch into a practical hall with hooks for coats and space for shoes. From here, the dining area and living room open directly ahead. The dining area seats 8–10 and flows into a bright living room furnished with two 10-foot RH sofas. Built in bookshelves flank the fireplace. A Saarinen tulip table adapts easily to different group sizes, paired with an upholstered semicircular banquette and Windsor chairs. The professional kitchen anchors the center of the house. A Wolf range with downdraft hood is set into a large wood island with seating for four, while the Sub-Zero refrigerator and Miele dishwasher line the sink wall opposite. Full-height sliding doors beyond the island open directly to the deck, allowing the island to function as a buffet and bar when dining outside. The cathedral-height space is fully equipped with high-end cookware, designer tableware, and professional-grade small appliances, making it ideal for serious cooking and entertaining. From the kitchen, circulation divides naturally into the two bedroom wings. The north wing leads first to a double-height TV room with a 75” Frame TV visible from the kitchen and a Cloud sofa for movie nights. Adjacent is a compact office with built-in desk, followed by a bunk room with four twin beds and custom cabinetry. A nearby powder room conceals a discreet door to a full shower. Continuing up the north stair is the primary suite, with a king bed and a twin daybed tucked into a reading alcove. The bath includes a tub and shower, a custom oak vanity with marble top and wall-mounted fixtures, and a hanging wardrobe. A 55” Frame TV is positioned for viewing from bed or alcove. The south stair leads to a gallery displaying vintage island art and original watercolors. At one end is a king bedroom with walk-in closet and built-ins; at the other, a queen bedroom with walk-in closet, 55” Frame TV, and windows open to the distant sound of surf. Between them, the shared bath is divided into two rooms: one with toilet and sink, and another with a skylit tub, shower, and custom oak vanity. From the TV room, stairs descend to the lower level, where an additional TV room with a 65” Frame TV opens to a full king bedroom suite. A pantry and laundry room lead to a large rec room with a professional ping-pong table and direct yard access. A 15’ × 30’ pool and cabana are planned for summer 2026; early lessees may use them at no cost. Miacomet Golf Club is 0.7 miles away, Bartlett Farm a scenic mile away, Ladies Beach 1.5 miles, and town just as close.

The iconic Pink House sits on a bluff overlooking Nantucket Harbor – facing west towards Town for beautiful sunsets. Private boardwalk to the beach and harbor, great for boating. Living room overlooking the lawn and the water, dining room with round table (seating 8), has doors to patio, kitchen opens to dining area, large mudroom with laundry, powder room, bedroom (Twins) with full bath (tub/shower) and door to yard, second bedroom (King) with full bath (shower) and door to yard. Primary bedroom wing includes a large dressing area and full bath with oversized shower on the first floor, and on the second floor a bedroom (Queen) with balcony overlooking the harbor. There is a separate outbuilding with a fourth bedroom (Twins) and bath (shower).

Meadow View Drive is tucked away from the hustle and bustle, but close to Town and Cisco Beach. Enjoy the local farms, brewery and fish market. Canoeing, kayaking, fishing, walking paths and conservation trails, biking, bird watching and magical sunsets are just a few of the many adventures that can be experienced or stay at home and enjoy games in the large back yard or lay by the pool. First floor: Spacious entry viewing through to the rear of the property, yard and pool. Morning sun filled sitting room and dining room with double sided fireplace are on the left of the home. Dinning area and sun room are both open to the kitchen. Powder room is access by the mudroom. The living room is a large sunken room great for lounging with the family. Second floor: Master suite (king) with sitting area, private deck overlooking the yard and pool, walk through closet and private office. The second floor has two bedrooms each with a queen bed that share a hall bath. Queen ensuite guest bedroom with private deck overlooking the pool and yard. Third floor: Queen bedroom ensuite with extra sleeping area with two twin beds. Southern sun captures the back yard throughout the day. Decking encompasses the pool.

Paradise Found. The ultimate Nantucket compound awaits you at 30 Devon! Affectionately known as 'The Dips', this island sanctuary is a magnificent place of peace where you can rest, reflect and recharge in the lap of luxury. A private hideaway, situated on 3.7 acres, The Dips comes with unobstructed ocean views and abuts Conservation Land. The first of its kind and masterfully crafted, The Dips is a state of the art retreat. The compound boasts a seven bedroom Main House (The Big Dip) and a five bedroom Guest House (The Little Dip). All twelve bedrooms are ensuite and there is an additional studio above the garage. The interiors of The Dips have been stylishly curated with a focus around modern sophistication and minimalism. The Main House has a separate office, media room, full gym and six person sauna. The full estate can easily sleep 30 and offers many spaces to gather and entertain. With lavish Ipe decking, the Main House and Guest House each have their own separate outdoor sanctuary. These areas offer guests numerous experiences from lounging poolside to conversing at the fire-pit to al fresco dining under the pergola. The Main House also has a full service cabana with a drop down movie screen, living area, half bath, outdoor shower, full kitchen and bar. This is the place for you, and your guests…Nantucket is the location and The Dips is the destination. "The Big Dip" is the 7-bedroom Main House. The first floor opens into an expansive living area that has sliding doors that lead out to the pool. A separate office with pocket doors creates a space for working from home. There are four bedroom suites, a California king with shower and soaking tub, and three king beds with shower baths. The side entrance leads into a large laundry room with a washer and dryer and half bath. Second floor: Custom-built floating staircase leads you into a grand open floor plan with vaulted ceilings throughout. Chefs kitchen with oversized island, dining room that seats 16, living room with gas fireplace, full bar with all the amenities, separate pantry, powder room, and primary suite with California king bed, private deck, bath with shower and soaking tub, and walk-in closet with dedicated washer and dryer. Lower level: The lower level consists of a multi-media/meditation room, a king bedroom with shower bathroom, a bunk room with three custom queen bunks with full beds on top and en-suite bathroom, a gym, a six-person sauna, another full bathroom and separate laundry room. Stairs to access the deck. The Little Dip” is the 5-bedroom home and a mirror of the main house design, yet completely separate with its own pool, spa, sauna, custom fire pit, outdoor kitchen, cabana, and another large deck space that will offer a place to graciously entertain family and friends. First floor: a California king suite with shower and soaking tub and two additional bedrooms with king beds and shower baths. The lower level has a king bedroom with shower bath and a bunk room with 3 XL twins and 1 full bed. *This property is subject to a Community Impact Fee of 3% of the total rental amount in addition to the standard combined 11.7% state and local excise taxes.

Secret oasis, "Tucked Away", is located just a third of a mile to Main Street and a fifth of a mile to Kayak Beach on the harbor. This charming four bedroom, two bath post and beam home has a terrific private, brick patio with sectional seating, gas grill, outdoor shower, intimate yard, off street parking, a first floor porch and a second floor balcony with just enough harbor views to remind you that you are on idyllic Nantucket. Great in town locale!

This spectacular Brant Point property built in 1850 received a stunning renovation in 2023. Light, bright, and airy with a coastal feel. A spacious living room features a sectional, two upholstered chairs and a TV over the fireplace. State of the art open kitchen/dining room offers a dining table with seating for ten and an island with seating for four. The laundry room and back door are conveniently located right off this room. Need a quiet spot away from the hub bub? Retreat to the den to read, play board games or watch your favorite TV show. Rounding out this first floor is a bedroom with a queen bed, a private, exterior entrance and a full bath. Upstairs on the second level overnight accommodations include two en suite bedrooms with king beds, a bedroom with bunk beds (double on the bottom and single on the top) and a bedroom with two twin beds which share a hall bath. Children's Beach, Brant Point Lighthouse, Jetties Beach, the town and the White Elephant are all nearby. A great spot for your Nantucket stay.

Discover the charm of 4 Dukes Road, a serene haven nestled in a country setting, just steps from Upper Main Street and the heart of town. This newly renovated gem harmonizes modern elegance with the timeless allure of nature, offering a tranquil retreat near town. The residence greets you with an expansive deck set in a private enclave, perfect for culinary enthusiasts to showcase their skills on the gas grill or for guests to delight in yard games. Step inside to a bright, airy haven where ample natural light illuminates spacious living areas. The home's decor, adorned with nautical accents, complements this coastal setting. A well-appointed kitchen offers a delightful space for creating meals, while the generous living room invites relaxation with a book or a movie night. On the main floor, two bedrooms each with King beds, boast newly renovated en suite full bathrooms ensuring privacy and comfort. Ascend to the upper level where the primary bedroom, complete with workspace and access to a private deck, offers breathtaking sunset views and a glimpse of the island's starlit skies. This floor also has an additional bedroom with three single beds. Both upstairs bedrooms feature cathedral ceilings and abundant light. Notably, four of the bedrooms include en suite full bathrooms, with two of these rooms marking new additions to the home. Five of the six full bathrooms and a convenient half bath have been meticulously updated this year, enhancing the homes luxurious appeal. The basement is new construction in 2024 and features a brand new laundry room, two bedrooms with en suite bathrooms, and a large full bathroom available for guests, and new living/recreation room. French doors to the backyard top this level off. The town and Steps Beach are nearby!