33 Cliff Rd, Nantucket, MA 02554
OFF MARKET

33 Cliff Rd
Nantucket, MA 02554

  • 10 Beds
  • 10.5 Baths
  • 6,983 sqft (on 0.62 acres)

$14,688,900

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $75,581/mo*
Refinance Your Home

$14,688,900

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $75,581/mo*
Refinance Your Home
10 Beds
10.5 Baths
6,983 sqft
(on 0.62 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Once upon a time, the historic Sea Cliff Inn graced this spectacular Cliff location offering the finest accommodations to wealthy Summer visitors. Wonderful distant views of the Harbor and Sound combined with easy access to Town and Beaches make this one of the most sought-after locations. Since 1982, white gates now beckon the entry into a circular drive offering award-winning architecture in the 7-bedroom main house, the 3-bedroom guest cottage and 2-car garage. Being offered fully furnished and turn-key, the property has ample parking for generations of family members and a very large yard which could easily accommodate a pool and spa. The property features a total of 10 bedrooms, 10.5 bathrooms, 3 kitchens, two wood-burning fireplaces and distant water views. HDC-approved plans by Chip Webster include an 18 X 32 pool allowing this property to be re-imagined and expanded. Ample room for a Sports Court.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 07, 2025

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 33 Cliff Rd

Interior Features

Interior Details
Basement: Finished lower level features a large family room, laundry room, kitchen, 2-bedrooms, 2-bathrooms and mechanical room. Private outdoor patio space.Number of Rooms: 19
Beds & Baths
Number of Bedrooms: 10Main Level Bedrooms: 1Number of Bathrooms: 11Number of Bathrooms (full): 10Number of Bathrooms (half): 1
Appliances & Utilities
Utilities: CblAppliances: Stove: Gas, Washer: 2
Heating & Cooling
Heating: OFHANo CoolingHas HeatingHeating Fuel: OFHA
Fireplace & Spa
Fireplace: 2No Fireplace
Windows, Doors, Floors & Walls
Flooring: Hard Wood and Carpet
Levels, Entrance, & Accessibility
Floors: Hard Wood And Carpet
View
View: D/Snd, D/Hrb
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Other Structures: Guest Cottage with 3-bedrooms, 2-bathrooms and kitchen. 2-car garage with unfinished space above.Exterior: Deck, Garden, PatioFoundation: Poured, full basementGardenNo Private Pool
Parking & Garage
Has a GarageParking: Circular Drive with ample parking
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Town

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Property Information
Usage of Home: LC Plan 40073-AParcel Number: 5

Price & Status

Price
List Price: $15,850,000

Active Status

MLS Status: S

Location

Direction & Address
City: Nantucket

Building

Building Area
Building Area: 6983 Square Feet

Lot Information

Lot Area: 0.62 acres

Offer

Listing Agreement Type: E

Rental Terms, Policies & Fees

Furnished

Miscellaneous

BasementMls Number: 90472Water ViewWater View: Harbor
Last check for updates: about 11 hours ago
Listed by Debbie Cleveland
Jordan Real Estate
Bought with: Greg McKechnie, Great Point Properties
Source: LINK, MLS#90472

Price History for 33 Cliff Rd

DatePriceEventSource
09/16/2024$13,950,000Sold
LINK #90472
07/31/2024$15,850,000PendingLINK #90472
06/10/2024$15,850,000PriceChange
LINK #90472
07/14/2023$17,850,000Listed For SaleLINK #90472
02/28/2021ListingRemovedListing Information Network, Inc. Nantucket
01/14/2021$12,975,000PriceChange
Agent Provided
10/05/2020$13,995,000PriceChange
Agent Provided
07/31/2020$14,500,000Listed For SaleAgent Provided

Market trends in Nantucket

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
119
40MoM
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Property Tax and Assessment

Year2025
Tax$35,586
Assessment$10,849,400
Home facts updated by county records

Comparable Sales for 33 Cliff Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
41A Cliff Rd, Nantucket, MA
0.06
Single-Family Home
$13,550,000
01/15/26
4
5.5
5,403
10 Old Westmoor Farm Rd, Nantucket, MA
0.56
Single-Family Home
$9,570,000
10/01/25
9
10
6,480
12 Derrymore Rd, Nantucket, MA
0.28
Single-Family Home
$9,550,000
11/14/25
8
9
6,548
13 Cliff Rd, Nantucket, MA
0.12
Single-Family Home
$6,000,000
10/07/25
7
4
3,976
36 W Chester St, Nantucket, MA
0.24
Single-Family Home
$7,300,000
01/30/26
5
6
5,600
17 N Water St, Nantucket, MA
0.29
Single-Family Home
$4,250,000
06/27/25
10
9
4,522
8 Brant Point Rd, Nantucket, MA
0.16
Single-Family Home
$5,800,000
08/26/25
5
3.5
3,307
1 Chester St, Nantucket, MA
0.19
Single-Family Home
$7,400,000
12/16/25
6
5.5
5,101
126 Main St, Nantucket, MA
0.58
Single-Family Home
$14,500,000
09/23/25
5
7
4,768
84 Cliff Rd, Nantucket, MA
0.51
Single-Family Home
$7,625,000
06/25/25
6
6.5
6,021

Nearby homes

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Assigned Schools

These are the assigned schools for 33 Cliff Rd.
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What Locals Say about Nantucket

At least 89 Trulia users voted on each feature.

  • 87 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 80 % Say people would walk alone at night

  • 76 % Say it's walkable to restaurants

  • 74 % Say they plan to stay for at least 5 years

  • 73 % Say car is needed

  • 70 % Say kids play outside

  • 69 % Say there's holiday spirit

  • 68 % Say it's quiet

  • 68 % Say there are sidewalks

  • 61 % Say it's walkable to grocery stores

  • 54 % Say parking is easy

  • 54 % Say there's wildlife

  • 50 % Say neighbors are friendly

  • 45 % Say streets are well-lit

  • 44 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Richard
    "Great area to live, close to everything, schools, hospital, Stop & Shop, boys and girls club. What more cane you ask for."
    0
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  • Diana D.
    "Adorable, quaint, small town vibe with shockingly many many off island connections on island.. Lovely island "
    3
    Flag
  • Amy K.
    "4th July. Stroll tree lighting. Nantucket is a specialty place but I’m ignorant of it in the off season. "
    4
    Flag
  • Ackstonepro
    "I think they will just love it. Here is a very nice place to leave people love animals help each other and the community is very United."
    2
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  • Ackstonepro
    "I’ve lived in this neighborhood for over 10 years to love it I think is nice and quite and a good place to raise your kids in a safe environment "
    3
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  • Meshelo
    "I’ve lived in Nantucket for 9 years and it’s a nice place to live , however the cost of living is outrageous...! !! Actually 497% above the national average.. the cost increases every day and is displacing locals on a regular basis.. it’s a huge problem that currently does not have a practical solution.."
    11
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  • Frank C.
    "Wonderful vacation community. Been coming here for 40’years. On to the third generation. Hope to own one day. "
    0
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  • Trulia User
    "It’s beautiful, quaint, pride of ownership shows, working people, wealthy people, and the amenities provided by the island give that sense of neighborhood feel"
    1
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  • Dlarssonpt
    "Nantucket is very dog friendly community! Lots of public land for them to run...woods, fields, beaches. Even many of the stores welcome them...and leave water on the sidewalks for them. : )"
    2
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  • Dlarssonpt
    "Ha! In the summer, better off riding a bike with all the crazy traffic. Off season...can't even call it a commute! "
    3
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  • Jpt
    "It is close enough to town to walk in for dinner and drinks but far enough out to escape the worst of the traffic in town. "
    0
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  • Surfin87
    "Ou area is quaint and extremely safe. Naushop is one of the best neighborhood’s to live in on Nantucket. "
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  • Prescott S.
    "It’s very private but it’s very close to town lots are large but property values haven’t gone crazy yet. Great spot to spend the summer and/fall. "
    1
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  • Rosebudesign
    "1.5 MILES FROM THE TOWN, .5 MILES FROM THE BEACH, PRIVATE UPSCALE NEIGHBORHOOD WITH BUS SERVICE, BIKE PATHS, VIEW."
    0
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All information provided is deemed reliable but is not guaranteed. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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33 Cliff Rd, Nantucket, MA 02554 is a 10 bedroom, 11 bathroom, 6,983 sqft single-family home built in 1982. This property is not currently available for sale. 33 Cliff Rd was last sold on Sep 16, 2024 for $13,950,000 (12% lower than the asking price of $15,850,000). The current Trulia Estimate for 33 Cliff Rd is $14,688,900.