163 Orange Street
South of Town
$3,200,000
Active Under Contract
Days on Market: 12
Bed: 4 Bath: 4
Unique opportunity to own this versatile multifamily/commercial property ideally suited for a variety of residential and business uses. The property features three separate residential units plus a partially finished basement with a full bath, currently serving as an office. Centrally located close to the center of town, it offers exceptional flexibility for rental income, employee housing, or short-term rentals. The first floor includes 1 studio apartment and 1 one-bedroom apartment, each with its own kitchen and full bathroom. The second and third floors comprise a stylish two-bedroom apartment with private baths, a powder room, and expansive water views over Land Bank property stretching to Monomoy Creeks and Nantucket Harbor. Recent improvements include a new garage, a remodeled studio, decor updates to the main apartment including updated baths and wall treatments. Zoning allows for commercial or residential use, conversion to a single-family home, or potential separation into condominiums, making this a rare investment opportunity.
William Raveis Nantucket
45 Starbuck Road
Madaket
$7,595,000
Price Change
Days on Market: 261
Bed: 4 Bath: 4
Coastal Elegance with Panoramic Views – 45 Starbuck Road, Nantucket (Madaket) Discover the best of Nantucket living in this beautifully designed 4-bedroom, 4.5-bathroom home located in the serene enclave of Madaket. Just a short stroll to the beach, this exceptional property offers breathtaking ocean and sunset views, setting the stage for unforgettable island experiences.
Custom pool with waterfall feature and beautiful plantings on the Pond. Thoughtfully laid out across multiple levels, the home features spacious living areas filled with natural light, a gourmet kitchen with high-end appliances, and seamless indoor-outdoor flow to expansive decks—perfect for entertaining or relaxing to the sound of the surf. Each bedroom has a private bath, offering privacy and comfort for family and guests alike. With proximity to Madaket’s iconic beaches, Millie’s Restaurant, and scenic bike paths, this home offers the perfect blend of tranquility, luxury, and location. Highlights:4 bedrooms, 4.5 baths, Stunning water views and nightly sunsets, Walk to the beach Open-concept living with high ceilings and hardwood floors, Custom Pool with waterfall feature, Multiple outdoor living spaces ,Prime location in coveted Madaket. Whether you’re looking for a summer retreat or a year-round residence, 45 Starbuck Road is a rare opportunity to own a slice of Nantucket paradise.
Shepherd Real Estate
54 Union Street
Town
$1,750,000
Price Change
Days on Market: 342
Bed: 3 Bath: 3
Unique opportunity. Property located in Nantucket Town, one block from Francis Street beach and less than 1/2 mile from Main Street. Commercial neighborhood zoning with opportunity to build up to 40% of ground cover. Land is around the corner to announced town plans for Francis Street/Washington Street extension renovation and 14 Land Bank, Town-owned properties.
William Raveis Nantucket
6 Eagle Lane
Town
$2,495,000
Active Under Contract
Days on Market: 184
Bed: 3 Bath: 3
Antique gem in the Old Historic District. Built in 1850, this home is situated on a highly desirable, quiet side street, just minutes to Main Street’s famed shops and restaurants. This lovingly cared for 3-bedroom, 2-bath cottage features a completely rebuilt chimney/fireplace, custom kitchen, cedar shingle roof and renovated first floor bathroom.
The current owners have made many thoughtful improvements and restorations during their tenure while preserving the historic beauty and charm of the property. Exterior details include a private, sun-filled brick patio, spacious storage shed, perennial plantings and outdoor shower. There is also a coveted off-street parking space. This could be your perfect island vacation hideaway or ideal rental property -or both!
J Pepper Frazier Co.
85 Vestal Street
West of Town
$3,500,000
Withdrawn
Days on Market: 13
Bed: Bath:
85 Vestal Street, Lot 1, presents a rare opportunity to build a custom island compound just moments from Town. Set within the coveted West of Town area, this property offers a peaceful setting with pastoral surroundings while remaining minutes from Main Street, beaches, restaurants, and shopping.
This ±0.46-acre parcel (approximately 20,037 sq. ft.) is situated in the R-20 zoning district, allowing for a substantial residential compound with the potential for a main residence, secondary dwelling, garage, and outdoor amenities, subject to approvals. The generous lot size provides ample flexibility for thoughtful site planning, including expansive outdoor living spaces, pool, cabana, and landscaped grounds.
The property enjoys a quiet setting with pastoral views and convenient access to nearby bike paths, conservation land, and the many amenities of Nantucket Town. Utilities include town water and sewer, further enhancing development potential and ease of construction.
With its desirable location, flexible zoning, and generous half-acre footprint, 85 Vestal Street – Lot 1 represents an exceptional opportunity to create a Nantucket residence or legacy property in one of the island’s most sought-after neighborhoods.
William Raveis Nantucket
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