39 Chuck Hollow Road, Nantucket, MA

Perched on an expansive 1.51-acre lot in Tom Nevers, every inch of this newly constructed 5-bedroom, 5.5-bathroom retreat is thoughtfully curated to offer both aesthetic excellence and functional luxury—with sweeping second-floor water views and expansive indoor & outdoor living including a private backyard oasis complete with 16x32 gunite pool, 10x10 spa with waterfall, gas firepit and Lynx outdoor kitchen. When you approach the white shelled driveway, you immediately feel a sense of privacy and arrival, as the setting feels both tucked away and welcoming. This residence boasts timeless Nantucket architecture with cedar roof shingles, quintessential widows walk, white trim, lush hydrangeas, and mature plantings. The property also features a full unfinished lower level, providing the perfect opportunity to create additional living space tailored to your lifestyle. This haven is being sold fully furnished, featuring a thoughtfully curated mix of high-end pieces from vendors we know and love.

First Floor: The main level features a welcoming front covered porch, a spacious primary wing, and a bright, open living area anchored by a gas fireplace, coffered ceiliings, and custom built-in bar area. At the home’s heart, a professionally outfitted kitchen is an entertainer’s dream; including polished Quartz countertops with eat-in island kitchen, Sub-Zero refrigeration, Wolf 6-burner gas range, Wolf convection steam oven, Cove dishwasher, Kohler farmhouse sink with disposal, and a built-in pot filler. A walk-in butler’s pantry with pocket door, while the central dining and kitchen areas boast a coffered ceiling and additional built-in storage including a built-in Sub-Zero beverage center, dual freezer & ice drawers. Interiors features include wide-plank flooring with custom grates to match, polished nickel hardware . The adjacent family room, anchored by a gas fireplace and integrated Frame TV, spills effortlessly onto a sun-drenched rear deck overlooking the pool and lawn. The outdoor living spaces are a masterclass in design and comfort. The 16’ x 32’ heated gunite pool, bordered with bluestone coping, features an automatic cover and is accompanied by a separate oversized spa. Thoughtfully placed path lighting around the pool and throughout the gardens creates a warm, ambient glow for evening entertaining. A built-in stone firepit, Lynx outdoor kitchen with rotisserie grill, beverage center, refrigeration, and an expansive entertaining deck make this the ultimate sanctuary for summer gatherings. An outdoor shower, architectural lighting, and full irrigation system, bluestone patio and stepping stones, 8' deer fence perimeter with cattle grate complete the estate-style grounds. The main level offers a private Primary wing with and walk-in closet, marble-accented full bath with walk in shower, and views of the pool. Additionally, this floor has a powder room and a beautifully finished mudroom with custom storage and GE washer & dryer. Every element speaks to comfort and function wrapped in quiet luxury.

Second Floor: The upper level features 4 en suite bedrooms, each uniquely designed with shiplap accents, subway tile and penny rounds, Kohler fixtures, along with marble lending towards a feel of luxury. The secondary primary suite is a true retreat with a private water-view deck, walk-in closet, and a spa bathtub featuring marble basketweave flooring, a soaking tub, open linen shelving, and dual vanities beneath quartz countertops. Secondary washer & dryer on this level. A cozy lounge area opens to an additional water-view mahogany deck —an ideal spot for morning coffee or sunset cocktails. A ladder leads to a widow’s walk—a quintessential Nantucket architectural feature offering panoramic island vistas.

Third Floor: Additional finished storage above 2nd floor.

Basement: Lower level is being delivered unfinished, has multiple areas of egress including full exterior walk out stairs. Rough plumbed and available for additional bathrooms, bedroom, and living areas to customize to your vision. 1,911 sq ft of available additional living space to be finished.

Parking: Yes, shelled driveway

Listed by Maury People Sotheby's International Realty