Which Nantucket neighborhoods have the most luxury homes?

Harborfront Polpis and Monomoy, Wauwinet, the 'Sconset bluff, Shawkemo, Cliff and Brant Point near town, and waterfront pockets of Surfside and Madaket. Trophy properties trade in nearly every corner of the island — many privately.

Do Nantucket luxury homes sell below asking price?

At the top of the market, yes — meaningfully. In June 2026 the island's largest closings went for 88–94% of asking, and one Shawkemo compound traded 23% below its original ask, while well-priced mid-market homes closed at or above full price. Luxury buyers on Nantucket have real negotiating room right now.

How do I see Nantucket luxury homes that aren't listed publicly?

A meaningful share of Nantucket's estate market moves off-market, between agents and families who have known each other for years. The Kalman Co. maintains that network as a sixth-generation island practice — call 508-228-4578 to hear what's quietly available in your range.

THE KALMAN Co.

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The estate tier · 32 active $10M+ listings

Nantucket luxury homes for sale

Q: What counts as a luxury home on Nantucket?

On an island where the median home sold for about $2.7 million in June 2026, the true luxury tier starts around $8–10 million: harborfront estates with private docks, ocean-view compounds, 'Sconset bluff houses, and significant in-town historic properties. This page tracks active listings at $10 million and above.

Every active listing at $10 million and above, live from the island's MLS — plus the off-market layer that never reaches a portal.

The top of the Nantucket market, honestly read

Nantucket's luxury market is its own weather system. While the island's median sale hovered near $2.7 million in June 2026, the estate tier — harborfront Polpis and Monomoy, the 'Sconset bluff, Wauwinet, Shawkemo, Cliff, Brant Point, and the historic core of Town — trades from eight figures up, and much of it trades quietly. New listings arriving this summer carry a median ask above $5.6 million; the homes on this page start at $10 million.

The honest read for buyers: the trophy tier negotiates. June's largest recorded closings went for 88–94% of asking, and one Shawkemo compound traded a full 23% below its original price — even as well-priced mid-market homes closed at or above ask. Patience and real comparable knowledge are worth millions at this altitude, and so is knowing which "for sale" signs are genuinely for sale.

The listings below refresh from the LINK MLS feed throughout the day. What they can't show is the private market — the compounds, bluff houses, and family holdings that move between trusted parties without ever being listed. That's the sixth-generation layer: tell Sean what you're looking for, and hear what's quietly available.

Live from LINK MLS · Updated July 12, 2026 5:12 AM ET · Highest price first

All island listings →

59 South Shore Road & 14 & 14R Tripp Drive, Nantucket

$39,900,000

Surfside

59 South Shore Road & 14 & 14R Tripp Drive

8 beds8.5 baths6.57 acres

Listing: Compass MA LLC

$39,900,000

Surfside

59 South Shore Road & 14/14R Tripp Drive

8 beds8.5 baths6.57 acres

Listing: J Pepper Frazier Co.

Listing: Maury People Sotheby's International Realty

$33,000,000

Polpis

256 Polpis Road

12 beds13.5 baths6.42 acres

Listing: Great Point Properties

$29,000,000

Sconset

2 Nosegay Lane

8 beds7.5 baths1.5 acres

Listing: Lee Real Estate

Listing: Maury People Sotheby's International Realty

$23,950,000

Cisco

2 Marion Avenue

6 beds7.5 baths1.62 acres

Listing: J Pepper Frazier Co.

$22,000,000

Cliff

15 Hallowell Lane

4 beds6.5 baths0.728 acres

Listing: Great Point Properties

$19,975,000

Sconset

33 & 35 Shell Street

16 beds10 baths0.54 acres

Listing: Lee Real Estate

$19,950,000

Eel Point

36 Warrens Landing Road

7 beds9.5 baths3 acres

Listing: Maury People Sotheby's International Realty

$16,500,000

Monomoy

34 Brewster Road

6 beds6.5 baths0.93 acres

Listing: Great Point Properties

$15,975,000

Sconset

35 Shell Street

10 beds6 baths0.54 acres

Listing: Lee Real Estate

$14,995,000

Cliff

174 Cliff Road

7 beds8.5 baths1.56 acres

Listing: Maury People Sotheby's International Realty

$14,925,000

Dionis

2 Fintry Lane

7 beds6 baths1.8384 acres

Listing: Lee Real Estate

$14,500,000

Eel Point

193 Eel Point Road

4 beds1 bath2.09 acres

Listing: ACK Distinctive Properties

$13,995,000

Hummock Pond

15 Deer Run Road

6 beds7 baths1.84 acres

Listing: Maury People Sotheby's International Realty

$13,000,000

Sconset

40 Low Beach Road

4 beds4.5 baths3 acres

Listing: Compass MA LLC

$12,995,000

Town

35 India Street

4 beds5.5 baths0.19 acres

Listing: William Raveis Nantucket

$12,995,000

Sconset

105 Low Beach Road

5 beds5 baths6.11 acres

Listing: William Raveis Nantucket

$12,500,000

Sconset

59 Baxter Road

7 beds5 baths0.45 acres

Listing: Compass MA LLC

$12,000,000

Sconset

20 Main Street

8 beds9 baths0.66 acres

Listing: Compass MA LLC

$11,995,000

Polpis

25 North Pasture Lane

4 beds6 baths0.95 acres

Listing: Maury People Sotheby's International Realty

$11,950,000

Polpis

59 Polpis Road

8 beds9 baths0.97 acres

Listing: Fisher Real Estate

$11,950,000

West of Town

67 Vestal Street

5 beds6 baths0.6048 acres

Listing: Fisher Real Estate

Listing: Maury People Sotheby's International Realty

$11,500,000

Madaket

17 Massachusetts Avenue

3 beds1.5 baths0.27 acres

Listing: Maury People Sotheby's International Realty

1 beds1 bath0.4529 acres

Listing: William Raveis Nantucket

$11,250,000

Brant Point

4 Harbor View Way

7 beds7.5 baths0.12 acres

Listing: William Raveis Nantucket

$10,995,000

Surfside

26 Pequot Street

7 beds7.5 baths1.14 acres

Listing: Maury People Sotheby's International Realty

Listing: Maury People Sotheby's International Realty

$10,195,000

Hummock Pond

8 Austin Farm Drive

5 beds5.5 baths0.9191 acres

Listing: William Raveis Nantucket

1 beds2.5 baths0.0318 acres

Listing: Maury People Sotheby's International Realty

Listing data provided by LINK (Listing Information Network, Inc.), Nantucket, MA. Listings are courtesy of their respective listing offices, identified on each listing. Information believed correct but not guaranteed; independently verify all details. For consumers' personal, non-commercial use only.

Buying at the top of this island

Eight-figure Nantucket purchases reward discretion, diligence, and comparable knowledge that doesn't exist on portals.

The private market

Many of the island's finest properties change hands without a listing. Six generations of relationships mean Sean hears about them — and can make quiet introductions in both directions.

Negotiating altitude

The top tier is negotiating hardest right now. Recent trophy closings at 88–94% of ask — and deeper — reward buyers who arrive with real comparable evidence, not portal estimates.

Waterfront diligence

Erosion history, flood zones, dock permits, conservation restrictions, Title 5 capacity, HDC jurisdiction — the details that separate a legacy asset from an expensive lesson.

Discretion, both ways

Quiet showings, NDAs where appropriate, and representation that treats your privacy as part of the asset. Selling quietly? The same network works in reverse.

Luxury market questions

What counts as a luxury home on Nantucket?

With the island's median sale near $2.7 million, the true estate tier starts around $8–10 million: harborfront with docks, ocean-view compounds, bluff houses, significant historic properties in Town. This page tracks active listings from $10 million up.

Which neighborhoods have the most luxury homes?

Harborfront Polpis and Monomoy, Wauwinet, the 'Sconset bluff, Shawkemo, Cliff and Brant Point near Town — see the full neighborhood guide.

Do luxury homes sell below asking?

Right now, meaningfully: June's biggest closings went for 88–94% of ask, one compound 23% below original price — while the well-priced mid-market held firm. The current market read covers why.

How do I see what isn't listed?

Call. A meaningful share of the estate market moves privately, and hearing about it is a function of relationships — the kind that take six generations to build.

Looking above $10 million?

Tell Sean what the island is for in your life. The public listings are the start of that conversation, not the end of it.

Call 508-228-4578 Start quietly

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THE KALMAN Co.

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Nantucket, MA 02554 · 508-228-4578 · sean@thekalmanco.com · Brokered by eXp Realty