29 & 31 Pocomo Road - $5,975,000
Area: Pocomo - Bedrooms: 2 - Baths: 1

Stunning expansive harbor front multi parcel property that has been in the same family for over four generations. The property has generous harbor frontage and offers beautiful views. Ideal swimming and boating out your front door! The potential house sites are well off the main road and the gently... View Details

Listed by: Great Point Properties

5 Old Quidnet Milk Route - $5,975,000
Area: Wauwinet - Bedrooms: 5 - Baths: 5 - Half-Baths: 2

Incredible home on private, heavily wooded and elevated five acre parcel of land overlooking Polpis Harbor and Nantucket Harbor. Built by Brent Young in 1998/1999. The very best materials, finishes and appliances available: five fireplaces, cast iron baseboard heat, A/C, granite counter tops,... View Details

Listed by: Maury People Sotheby's International Realty

11 Hussey Street - $5,950,000
Area: Town - Bedrooms: 6 - Baths: 6

11 Hussey Street, a large timber-frame home built in 1735 has recently been artfully renovated and restored. Many original features such as the historic winder staircase, original paneling, cooking fireplaces, beams and “gunstock” posts have been preserved while incorporating every modern... View Details

Listed by: Jordan Real Estate

14 & 16 Coffin Street - $5,850,000
Area: Sconset - Bedrooms: 7 - Baths: 4 - Half-Baths: 3

A beautiful compound with quintessential cottage-style house, guest house, garage, pool and pool house just minutes from the Village of 'Sconset set among mature landscaping. Authentic cottage feel reminiscent of time gone by, with white painted rough ship lap and exposed wood beams throughout,... View Details

Listed by: Maury People Sotheby's International Realty

96 West Chester Street - $5,850,000
Area: Cliff - Bedrooms: 7 - Baths: 6 - Half-Baths: 1

This spectacular one-acre compound, conveniently located close to Town, Westmoor Club and the Cliff, offers both peace and privacy at its best. A long shell and privet lined driveway leads to the hidden gem of a property, boasting a four bedroom main house, a newly painted and decorated... View Details

Listed by: Lee Real Estate

129 Polpis Road - $5,790,000
Area: Polpis - Bedrooms: 8 - Baths: 8 - Half-Baths: 2

Spacious 8 Bedroom retreat with water views and expansive decking abutting over 300 acres of conservation land. Extraordinary privacy and luxurious amenities complete this 6 Bedroom & 6.5 Bath Main House and 2 Bedroom & 2 Bath caretaker's cottage situated on over 3 beautiful acres of land boasting... View Details

Listed by: Maury People Sotheby's International Realty

23 Orange Street - $5,750,000
Area: Town - Bedrooms: 5 - Baths: 5 - Half-Baths: 2

Located just steps from Main Street and Nantucket harbor, this beautifully restored family home has a storied past and is the largest of the Historic Folger Block Row Houses, with four finished floors. One of the most notable highlights is the highly coveted private pool and spa, now a thing of... View Details

Listed by: Great Point Properties

33 Monomoy Road - $5,695,000
Area: Monomoy - Bedrooms: 6 - Baths: 5 - Half-Baths: 2

33 Monomoy Road was designed by a true island steward and possesses the historic charm of a Main Street ship captain’s home, coupled with the spacious comfort of new design. The property features sun-drenched, open living spaces, multiple gathering areas for entertaining, seamless indoor/outdoor... View Details

Listed by: Fisher Real Estate

33 Monomoy Road - $5,695,000
Area: Monomoy - Bedrooms: 6 - Baths: 5 - Half-Baths: 2

Classic & Timeless! One of the most beautiful & charming properties where true elegance meets the Nantucket Sound in desirable Monomoy. This large stately Colonial is one of a kind and was redone in 2012 restoring it's timeless finishes and detailing throughout. Gracious in every way and moments to... View Details

Listed by: J Pepper Frazier Co.

85 Millbrook Road - $5,600,000
Area: West of Town - Bedrooms: 5 - Baths: 4 - Half-Baths: 2

Situated on two plus private acres, this majestic oasis is located just over a mile to Main Street as well as close to the ocean, North shore beaches and hundreds of acres of protected conservation land. The property is exceptionally landscaped, surrounded by mature speciman trees and beautiful... View Details

Listed by: Lee Real Estate

14 Pippens Way - $5,595,000
Area: Shimmo - Bedrooms: 5 - Baths: 5 - Half-Baths: 2

Pippins Way, an exclusive residential enclave located in the coveted Shimmo area, offers the discernible homeowner the perfect summer getaway. Not too far from the heart of Nantucket, this 5 - bedroom, 5.5 - bath home has been thoughtfully created by Clarke Brothers Construction and features fine... View Details

Listed by: Jordan Real Estate

8 Masaquet Avenue - $5,495,000
Area: Surfside - Bedrooms: 4 - Baths: 4 - Half-Baths: 1

Price includes newly built main house, pool, and pool cabana on a beautifully landscaped and mature treed 2.2 acre lot that is less than 1/2 mile to sought after Surfside Beach. This estate is a breathtaking collaboration between Fitch Construction, Milton Rowland & Associates and Olson Design. A... View Details

Listed by: J Pepper Frazier Co.

23 Boulevarde - $5,395,000
Area: Surfside - Bedrooms: 5 - Baths: 6 - Half-Baths: 1

Brand New Surfside Compound, close to the beach, abutting bike path with cabana and gunite pool is being offered fully furnished and available for immediate occupancy. This well conceived family compound in desirable Surfside location is collaboration between Clean Lines Construction Inc., one of... View Details

Listed by: J Pepper Frazier Co.

5 Orange Street - $5,395,000
Area: Town - Bedrooms: 7 - Baths: 7 - Half-Baths: 1

Built in 1772,  the Captain Silas Jones house is one of the oldest brick homes on Nantucket.   Located on Orange Street on an oversized lot, just a short distance to historic cobblestoned Main Street, this charming antique home and cottage has been tastefully updated while maintaining its... View Details

Listed by: Congdon & Coleman Real Estate

39 Tennessee Avenue - $5,395,000
Area: Madaket - Bedrooms: 6 - Baths: 7 - Half-Baths: 1

Escape to Madaket at this spectacular property complete with sweeping creek and ocean views, a beautifully landscaped and spacious yard and a private dock. Impeccably built in 2013 by Cheney Brothers, this remarkable home is the ultimate Nantucket family getaway. The house features six en suite... View Details

Listed by: Fisher Real Estate