- Overview
- Property Details
- Location
Welcome to 39 Chuck Hollow Road Nantucket, a newly constructed 5-bedroom, 5.5-bath estate set on a private 1.51-acre lot in the desirable Tom Nevers neighborhood. This impeccably designed home offers sweeping second-floor ocean views and seamless indoor-outdoor living, perfect for those seeking a refined island retreat. The thoughtfully landscaped backyard oasis includes a 16x32 heated gunite pool, a 10x10 spa with waterfall, a gas firepit, and a top-tier Lynx outdoor kitchen—ideal for entertaining or relaxing in total privacy. Classic Nantucket architecture shines through cedar shingle roofing, a charming widow’s walk, white trim, and lush hydrangeas. Inside, every detail of 39 Chuck Hollow Road is curated for both style and comfort, with high-end furnishings and finishes throughout. The property includes an unfinished lower level, offering potential for additional living space or a custom build-out. Sold fully furnished and move-in ready, this stunning Nantucket home combines timeless design, modern luxury, and a premier location—just minutes from the beach, trails, and town. A rare opportunity to own in one of the island’s most serene and scenic settings.
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.
- Selling Date 9/5/2025
- Listed Date 6/25/2025
- Days on Market 72
- % To Listing Price 97
- Total Rooms 10
- Total Beds 5
- Full Baths 5
- Half Baths 1
- Lot Size 1.51 acres
- Year Built 2025
- Zoning LUG3
- Views D/Oc, Pasture
Location
What we like about Tom Nevers
Tom Nevers beach is a great swimming destination that features a nearby playground and a large open field. Tom Nevers is also home to beautiful south shore beaches and is a favorite spot to fish for striped bass and bluefish in the summertime.
Learn more
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