161 Orange Street
Mid Island
$3,100,000
Days on Market: 13
Bed: 4 Bath: 4
Situated on a highly visible 11,325 square foot corner lot within the CMI Zoning district (5,000 square foot zoning), this property enjoys a prime location directly across the road from more than 15 acres of harbor front Land Bank conservation land. It comprises of a charming three-bedroom main residence with an attached two-car garage, alongside a one-bedroom guest house that has been lovingly cared for and occupied year-round. The property offers a range of residential and commercial possibilities. Move in and enjoy it as-is, or explore development opportunities to take full advantage of its mixed-use zoning. The property also allows, with a special permit, an exception to the standard building height—presenting a unique chance to capture the scenic views of Nantucket Harbor.
35 Sankaty Road
Sconset
$3,600,000
Days on Market: 36
Bed: 3 Bath: 3
Rare Double Lot offering in Sconset. Beautiful tree-lined 20,000 sf parcel in the SR-10 zone. Charming 3 bedroom cottage w mini split ACs. Fantastic development potential minutes from Sconset Village. Walk or bike to shops, restaurants and the Sconset Casino. Enjoy property as-is or plan your dream home.
115 Surfside Road
Surfside
$7,950,000
Days on Market:
Bed: 6 Bath: 6
Spacious, Stylish, and Steps from Surfside Beach This thoughtfully designed home offers expansive landscaped grounds with a pool, hot tub, and a separate cabana featuring a loft—ideal for guests or added entertaining space. Inside, large windows throughout flood the home with natural light and offer uninterrupted views of the pool and surrounding gardens. The main living room impresses with a vaulted ceiling, clerestory windows, and a dry-stacked stone fireplace. A true gourmet kitchen is the centerpiece, built for serious cooking and seamless entertaining. Spread across three levels, the home includes two primary suites—one conveniently located on the main floor—plus a lower-level media and game room. Every room is well proportioned, with quality materials and finishes throughout. The layout is both functional and elegant, with an effortless flow between indoor and outdoor living areas. A rare combination of space, quality, and location.
6 Gay Street
Town
$3,202,500
Days on Market: 244
Bed: 4 Bath: 4
Tucked away on a quiet side street just moments from the heart of downtown Nantucket, this well maintained four-bedroom, three-bath Federal style home blends historic charm with modern comfort. Sunlight pours through numerous windows and glass doors, creating a seamless indoor-outdoor connection to the deck and stone patio. Six fireplaces, original wood floors, and preserved architectural details speak to its rich history, while central air conditioning and off-street parking provide contemporary convenience. A true gem in an unbeatable location.
1 McGarveys Way
Sconset
$1,195,000
Days on Market: 52
Bed: 1 Bath: 1
You are welcomed into this charming cottage by a lovely covered porch with built-in benches overlooking landscaped fenced-in yard and shed. This home features an open floor plan with vaulted ceiling in kitchen area/ living area/ and dining area, a step-down to a den area and a primary bedroom with built-ins, closet, washer/dryer and full bath. The property has a three bedroom Septi-tech system allowing for future expansion.This cottage was renovated in 2007, with further updates since 2020 to include the addition of a shed, fenced-in yard with extensive new landscaping, freshly painted inside, new ceiling in bedroom, new built-ins in bedroom, benches on front porch, new refrigerator, and new washer/dryer. Easy access to conservation land and Village of Sconset.
25 Nobadeer Avenue Lot 1
Surfside
$4,500,000
Days on Market: 43
Bed: Bath:
A rare offering in one of Surfside’s most coveted locations, this newly created 30,000 SF lot (in progress) provides the foundation for a true Nantucket compound. With R-20 zoning permitting 12.5% ground coverage, there is ample room for a main residence, pool, and cottage, subject to approvals. Plans for a 4-bedroom I/A septic system are in progress by the seller. A modest 2-bedroom, 1-bath cottage is currently sited on the property and could be repurposed as a guest house or pool cabana. From this property, enjoy a barefoot stroll to Surfside Beach and the potential for second-floor water views. For those seeking additional space or the opportunity to create a multi-lot estate, Lot 2 (20,000 SF) is also available.
1 Chester Street
Town
$7,400,000
Days on Market: 328
Bed: 6 Bath: 6
One Chester Street is an exceptional residence that perfectly blends historic charm with modern luxury. Situated at the edge of Nantucket’s historic district where the Cliff area meets Brant Point, this home offers a prime location that provides easy access to the best of island living. This 18th-century ship captain’s home has been meticulously restored, preserving its original details, including five working fireplaces, while integrating contemporary amenities for today’s lifestyle. Sold fully furnished with interior design by The Nantucket Looms, the home boasts four levels of living space, with six bedrooms and five and a half baths, it comfortably accommodates large groups, offering ample room for relaxation and privacy. The spacious open kitchen features the original 6′ walk-in fireplace, breakfast area, adjoining a bright family/TV room that opens directly onto the rear deck, patio, and garden. The formal dining room features a beautiful lacquered finish. The outdoor space is equally impressive, with a unique artist-built gazebo and fire pit—a perfect spot for evening gatherings. The home’s renovations are top of the line, including all new plumbing, electrical, and HVAC systems, with high-end finishes throughout. The lower level is dedicated to entertainment, with a fully equipped game room including a combination ping pong/pool table, three TVs, a separate seating area, and a kitchenette. For quieter moments, the third-floor guest suite provides access to the roof walk with panoramic views of Nantucket Sound and Harbor, making it a wonderful spot to unwind. One Chester Street is the perfect combination of historic elegance and modern comfort. Approximately 350+/-sf remaining ground cover for an addition or a garage.
6 Gingy Lane
Cliff
$4,422,888
Days on Market: 245
Bed: 5 Bath: 5
Custom built 5 bedroom, 5.5 bathroom home on highly sought after Gingy Lane moments to Town and north shore beaches offers the perfect blend of modern luxury and timeless island charm. The light filled open plan naturally flows to side deck and patio. Versatile layout that offers the lower level as a separate “apartment” or an extension of the house. Gorgeous built-ins and millwork throughout.
27 Cato Lane
South of Town
$7,850,000
Days on Market: 26
Bed: 9 Bath: 9
It’s official – the wait is over. This unparalleled expansive Nantucket property offers everything you’ve been dreaming of: three newly constructed dwellings, six private ensuite bedrooms, two bunk rooms, a separate studio, and sun-drenched interiors throughout, all centered around a sparkling southern-facing 16’x40′ pool on a beautifully landscaped half-acre in coveted South of Town. With effortless access to downtown, Cisco, and Miacomet’s beaches and amenities, this property delivers the perfect blend of luxury, convenience, and room to roam. Whether entertaining family and friends or planning future additions like a sports court, the possibilities are endless. Designed by acclaimed local architect Chip Webster and built with impeccable craftsmanship by a respected builder in Wellesley, MA, every detail reflects quality and sophistication. Move in immediately – don’t miss this opportunity to claim a truly exceptional, newly constructed Nantucket residence.
240 Polpis Road
Polpis
$8,565,000
Days on Market: 133
Bed: 4 Bath: 4
It’s the Good Life! Serenity and privacy await—both on shore and on the water. This gracious 4-bedroom, 4.5-bath harborfront estate in Polpis spans 7.2 acres, featuring a 2-car garage and a rare 260-foot private pier with a tidal float accommodating two boats. Surrounded by over 1,000 acres of conservation land, the setting offers unmatched seclusion and natural beauty.
A true boater’s paradise, this property is one of only 15 licensed, privately-owned docks on Nantucket. Imagine cruising from your dock to the Yacht Club, Angler’s Club, or Town Pier in under fifteen minutes. On your way back, cast a line for striped bass or tie up at The Wauwinet for lunch.
The tastefully designed interior offers spacious, light-filled rooms that take full advantage of the sweeping harbor views. This extraordinary waterfront property is truly one-of-a-kind and must be experienced to be fully appreciated.
3 Grey Lady Lane
Miacomet
$3,500,000
Days on Market: 2
Bed: 5 Bath: 5
This beautifully crafted home at 3 Grey Lady Lane blends refined coastal architecture with the relaxed sophistication of Nantucket living. Set in a serene pocket in the island’s Miacomet area, the property offers a bright, open floor plan with airy interiors, natural textures, and generous windows that capture the island’s signature light and brings the exterior inside. With a community pool shared by only eleven homes, it’s as if the pool is your own without the upkeep that comes with one. Just moments from Miacomet Golf Course, it’s ideal for golf enthusiasts seeking quick access to one of Nantucket’s premier 18-hole courses. The home is also close to Ladies Beach, a local favorite known for its wide sandy shoreline and rolling surf, and just a short distance from the beloved farm stands and food trucks along Hummock Pond Road—perfect for grabbing fresh produce, flowers, baked goods, or a ready-made meal after a morning swim or round of golf. Altogether, this location combines upscale coastal comfort with the best of Nantucket’s outdoor and culinary lifestyle.
17 Milk Street
Town
$2,850,000
Days on Market: 17
Bed: 3 Bath: 3
Ideally located just moments from the heart of Downtown, 17 Milk Street blends timeless Nantucket charm with modern updates. This classic in-town residence features a beautifully renovated kitchen and updated bathrooms, along with newly installed wood flooring that enhances its warm and inviting interior.
Step inside to a bright and comfortable entry. To the right of the front door is a cozy living room, perfect for relaxing or entertaining. To the left, the first-floor primary suite offers desirable flexibility for guests or convenient single-level living. The dining room flows seamlessly into the modernized kitchen, appointed with contemporary finishes that complement the home’s historic character. Beyond, a stunning living room with vaulted ceilings, a gas fireplace, and French doors opens directly to the private backyard and patio—ideal for alfresco dining and summer evenings under the stars.
Upstairs, two spacious bedrooms and a recently refreshed bathroom provide a peaceful retreat for family or guests.
With its prime location, thoughtful improvements, and quintessential island style, this property presents an exceptional opportunity for year-round living, a seasonal getaway, or an investment with strong rental potential.
4 Fintry Lane
Dionis
$10,000,000
Days on Market: 64
Bed: 8 Bath: 8
WELCOME TO DIONIS seclusion ~ Set on 1.84 acres and enveloped by over 700 acres of pristine conservation land, this exceptional eight-bedroom estate in Dionis offers rare privacy and sweeping sunset vistas. The thoughtfully designed six-bedroom main house features expansive indoor and outdoor living spaces ideal for entertaining or relaxing in complete seclusion. A separate two-bedroom garage apartment provides comfortable accommodations for guests or extended family. A true sanctuary just moments from town and the beach.
Contact us for more information.