Significant Luxury Nantucket Sales Sold by Bernadette Meyer

Town · Greek Revival · Architectural Landmark

94 Main Street

At the highest end of Nantucket’s market, the right representation depends on reputation, relationships and a clear plan for reaching qualified buyers. The owners of 94 Main Street wanted the Sotheby’s association and selected Bernadette following her record-setting sale of 72 Main Street. She began with discreet outreach to a small network of trusted agents, resulting in a buyer introduction before the home reached the public market. An offer followed a one-hour showing. Alongside that early interest, Bernadette remained committed to a broader marketing strategy that included a Mary Bergman feature and a Storied Streets video. The property closed at $15.25 million, achieving 98.4% of its $15.5 million asking price. The transaction demonstrates how established credibility and carefully cultivated relationships can create opportunities in the luxury market.

Sold$15,250,000

ClosedOctober 27, 2026

NeighborhoodTown

Year Built1845

Lot Size0.10 Acres

MLS93260

Architectural StyleGreek Revival · Hadwen-Wright House

5 BD | 6.5 BA | 6,106 SQ.FT.

View the 94 Main Street property page

Town · Private Compound · Outdoor Living

18 Mill Street

At 18 Mill Street, the luxury proposition was the breadth of living options within walking distance of Main Street. A three-level principal residence was complemented by a detached studio, storage building and two off-street parking spaces, an uncommon combination in central Town. The covered porch, outdoor kitchen, fireplace and multiple entertaining areas made the private grounds integral to daily use rather than an afterthought. This sale illustrates how a well-arranged in-town compound can deliver privacy and practical flexibility while retaining access to Nantucket’s historic center.

Sold$6,300,000

ClosedSeptember 1, 2026

NeighborhoodTown

Year Built1999

Lot Size6,969 Sq.Ft.

MLS92553

Additional BuildingsDetached Studio · Storage Shed

6 BD | 6 BA | 4,930 SQ.FT.

View the 18 Mill Street property page

Cliff · Estate Privacy · Guest House

174 Cliff Road

The defining strength of 174 Cliff Road was the rare combination of acreage, privacy and developed estate amenities in an accessible Cliff location. On 1.56 acres bordered by conservation land and wetlands, the property joined an updated principal residence with a guest house serving as pool cabana and a separate garage/recreation barn. The pool, spa and landscaped outdoor spaces extended the living experience beyond the main home. Its positioning rested on the completeness of the estate, with independent accommodations and recreational spaces that allowed the property to function at a scale seldom found so close to Town.

Sold$13,500,000

ClosedAugust 21, 2026

NeighborhoodCliff

Year Built1985

Lot Size1.56 Acres

MLS92969

Estate ConfigurationGuest House · Recreation Barn · Pool

7 BD | 10 BA | 4,715 SQ.FT.

View the 174 Cliff Road property page

Polpis · Harbor Outlook · Two Residences

247 Polpis Road

247 Polpis Road combined a sweeping harbor outlook with the unusual independence of two residences on 4.26 acres. Each home had its own heated pool, allowing the estate to accommodate separate groups without sacrificing privacy. The main house offered expansive decks and harbor-facing living spaces, while the guest residence included its own kitchen, gathering rooms and finished lower level. The selling proposition was therefore more than acreage or water views: it was an established, flexible residential arrangement in a conservation-framed setting, suited to owners seeking both connection and separation.

Sold$7,675,000

ClosedAugust 4, 2026

NeighborhoodPolpis

Year Built1965

Lot Size4.26 Acres

MLS92561

Estate ConfigurationTwo Residences · Two Heated Pools

7 BD | 10 BA | 5,874 SQ.FT.

View the 247 Polpis Road property page

South of Town · Turnkey Amenities · Pool

4 Red Mill Lane

At 4 Red Mill Lane, high-end amenities were concentrated in a location less than a mile from Town. Built in 2019, the five-bedroom residence combined an open main level with a first-floor suite, private office and finished lower-level entertaining space. Outside, a pool, spa, patio and fitted cabana created a complete setting for summer use without requiring a large estate parcel. The property was also marketed largely furnished with an established rental history. Together, those attributes supported its appeal as an immediately usable Nantucket retreat with multiple ways to gather and host.

Sold$5,862,000

ClosedJuly 24, 2026

NeighborhoodSouth of Town

Year Built2019

Lot Size6,534 Sq.Ft.

MLS92614

Outdoor AmenitiesPool · Spa · Cabana

5 BD | 7 BA | 4,012 SQ.FT.

View the 4 Red Mill Lane property page

Cliff · New Construction · Approved Pool Plans

8 Priscilla Lane

8 Priscilla Lane offered the certainty of recent construction together with a location near the Westmoor Club, Cliff Road bike path and North Shore beaches. Its covered porches, south-facing lawn and first-floor guest suite balanced entertaining space with everyday practicality. Parking for more than six vehicles was an additional advantage for a home close to Town. Importantly, HDC-approved plans for an in-ground pool were included in the sale; the pool itself had not been built. The approval allowed buyers to assess future outdoor potential without confusing it with the home’s completed features.

Sold$5,450,000

ClosedJune 29, 2026

NeighborhoodCliff

Year Built2024

Lot Size10,454 Sq.Ft.

MLS92814

Future ImprovementHDC-Approved Pool Plans

5 BD | 6 BA | 3,542 SQ.FT.

View the 8 Priscilla Lane property page

Cliff · Classic Character · Guest Flexibility

37 Cliff Road

37 Cliff Road occupied a highly accessible Cliff location near Steps Beach and Town. Its appeal lay in the combination of a traditional Nantucket residence, a roof walk with distant water views and adaptable accommodation for visitors. A private guest suite above the two-car garage provided separation from the principal sleeping rooms, although the garage remained connected to the house by an enclosed breezeway. The property demonstrates how established homes in sought-after locations can command consideration for their practical layout, additional guest privacy and proximity to the island’s North Shore amenities.

Sold$8,141,000

ClosedFebruary 18, 2026

NeighborhoodCliff

Year Built1935

Lot Size7,405 Sq.Ft.

MLS89088

Guest AccommodationSuite Above Attached Garage

5 BD | 3 BA | 2,684 SQ.FT.

View the 37 Cliff Road property page

Cliff · Harbor Views · Off-Market Strategy

41A Cliff Road

At 41A Cliff Road, sweeping harbor views and extensively designed interiors formed the foundation of the property’s appeal. A further consideration was whether buyers could achieve the outdoor lifestyle they wanted on the site. Bernadette worked with an architect to develop pool plans and secure approvals, helping address uncertainty about the feasibility of that improvement. The property was subsequently matched with a buyer off-market, with the approved concept offering a clearer route to future use. This transaction provides a documented example of anticipating a buyer objection and turning an unresolved possibility into a more concrete proposition.

Sold$13,550,000

ClosedJanuary 15, 2026

NeighborhoodCliff

Year Built1925

Lot Size0.34 Acres

MLS91332

PositioningApproved Pool Concept · Off-Market Match

4 BD | 6 BA | 5,403 SQ.FT.

View the 41A Cliff Road property page

Town · Watercolors · Private Plunge Pool

21.5 Hussey Street

Known as “Watercolors,” 21.5 Hussey Street offered an uncommon combination of historic-district character and private resort-style amenities. Its four finished levels accommodated five bedrooms and several gathering areas, while the kitchen and living spaces opened to a landscaped patio and plunge pool with spa. The pool was especially distinguishing in a tightly built Town setting, where private outdoor amenities can be difficult to achieve. With walkability, flexible guest accommodation and contemporary finishes behind a traditional exterior, the property addressed buyers seeking an in-town residence without giving up the conveniences of a larger estate.

Sold$6,900,000

ClosedJanuary 7, 2026

NeighborhoodTown

Year Built1992

Lot Size5,227 Sq.Ft.

MLS92681

Distinctive AmenityPrivate Plunge Pool · Spa

5 BD | 5 BA | 3,800 SQ.FT.

View the 21.5 Hussey Street property page

Sconset · Legacy Coastal Compound · Ocean Views

1 Ocean Avenue

One Ocean Avenue offered a form of Nantucket luxury defined by history, location and established compound living. Across three parcels overlooking the Atlantic, the principal house was joined by The Rec Cottage, The Stable and The Chauffeur’s Cottage, providing distinct spaces for family and guests. The property’s appeal depended on the character of its longstanding configuration and its relationship to Sconset village, not simply on a list of modern amenities. Bernadette’s positioning emphasized that established lifestyle, helping buyers appreciate the property even without an in-ground pool.

Sold$18,000,000

ClosedDecember 8, 2025

NeighborhoodSconset

Year Built1920

Lot Size1.15 Acres

MLS92127

Compound ArrangementFour Buildings · Three Parcels

12 BD | 11 BA | 11,564 SQ.FT.

View the 1 Ocean Avenue property page

Town · Historic Character · Private Garden

13 Orange Street

At 13 Orange Street, an early-nineteenth-century residence offered a particularly balanced form of in-town luxury. Preserved architectural character was joined by modernized gathering spaces, a substantial private garden and two off-street parking spaces, features that can be difficult to assemble near Main Street. A roof walk provided distant harbor views, while flexible rooms supported both formal and informal living. The property’s proposition lay in the combination of its historic fabric and its unusual outdoor and practical amenities, allowing the house to be considered as a complete Town residence rather than an antique address alone.

Sold$8,025,000

ClosedNovember 18, 2025

NeighborhoodTown

Year Built1800

Lot Size6,098 Sq.Ft.

MLS91774

Distinctive FeaturesPrivate Garden · Roof Walk

5 BD | 5 BA | 3,390 SQ.FT.

View the 13 Orange Street property page

Town · Contemporary Construction · Guest House

4 Mariner Way

Built in 2025, 4 Mariner Way demonstrated how modern construction can provide a substantial level of independence on a compact in-town parcel. The four-bedroom principal residence was paired with a detached one-bedroom guest house, giving family and visitors their own space. Upper-level decks offered harbor views, while the property remained close to Main Street, Monomoy and the Great Harbor Yacht Club. The defining opportunity was not simply a new house, but a newly created two-residence arrangement that combined contemporary accommodation with the accessibility of central Nantucket.

Sold$6,300,000

ClosedOctober 31, 2025

NeighborhoodTown

Year Built2025

Lot Size7,159 Sq.Ft.

MLS91108

Guest AccommodationDetached One-Bedroom House

5 BD | 7 BA | 3,783 SQ.FT.

View the 4 Mariner Way property page

Town · New Construction · Three-Level Living

2 Candle House Lane

2 Candle House Lane brought newly completed construction to a setting within Nantucket’s historic Town. The five-bedroom home arranged living spaces across three levels, with a first-floor primary suite, vaulted living room and a kitchen equipped for frequent entertaining. A sunroom and outdoor terrace provided additional gathering space without requiring a large compound footprint. Its positioning centered on the ability to enjoy contemporary systems, finishes and a flexible floor plan while remaining within walking distance of Town, appealing to buyers who prefer a turnkey residence over a historic renovation project.

Sold$6,000,000

ClosedAugust 25, 2025

NeighborhoodTown

Year Built2025

Lot Size5,005 Sq.Ft.

MLS90911

DesignThree Finished Levels

5 BD | 7 BA | 4,024 SQ.FT.

View the 2 Candle House Lane property page

Cisco · Belvedere · Conservation Outlook

5 Cudweed Road

“Belvedere” at 5 Cudweed Road drew its distinction from the natural setting as much as the house itself. The south-facing 1.84-acre parcel bordered extensive protected land, preserving broad views toward the Atlantic and the surrounding moors. Double-height windows, two primary suites with outdoor access and carefully specified interiors drew attention to that outlook from multiple levels. A pool and garage completed the residence while keeping the conservation landscape central to the experience. The sale illustrates the appeal of privacy and protected views in Cisco, where the property’s setting is a defining part of its long-term value.

Sold$12,800,000

ClosedAugust 7, 2025

NeighborhoodCisco

Year Built1991

Lot Size1.84 Acres

MLS90900

SettingOcean Views · Conservation Land

5 BD | 4.5 BA | 3,491 SQ.FT.

View the 5 Cudweed Road property page

West of Town · Newly Built · Pool & Cabana

8 Winn Street

8 Winn Street offered a more private resort-style living environment within easy reach of central Nantucket. Built in 2024, the six-bedroom residence opened directly toward a south-facing garden with a pool, waterfall, bluestone patio and cabana. The finished lower level added a gym, steam shower and guest accommodation, while the main level connected entertaining rooms with the outdoor amenities. This combination allowed the property to function as a complete summer retreat in a relatively compact setting. Its distinction was the integration of indoor recreation and outdoor living, not square footage alone.

Sold$6,750,000

ClosedJune 5, 2025

NeighborhoodWest of Town

Year Built2024

Lot Size6,969 Sq.Ft.

MLS90877

Outdoor AmenitiesPool · Cabana · Bluestone Patio

6 BD | 9 BA | 4,920 SQ.FT.

View the 8 Winn Street property page

Cisco · Hummock Pond Frontage · Beach Access

1 Mothball Way

At 1 Mothball Way, access to the landscape was the principal luxury. The 1.5-acre property offered frontage on Hummock Pond, views across protected conservation land and access toward Cisco Beach. The three-bedroom residence and its outdoor decks served as a base for kayaking, paddleboarding and enjoying an unusually open natural setting. Rather than measuring the property solely by the size of the house, the sale highlights the value of a particular relationship to water, open space and shoreline recreation, attributes not easily reproduced elsewhere on Nantucket.

Sold$7,999,500

ClosedDecember 11, 2024

NeighborhoodCisco

Year Built1969

Lot Size1.5 Acres

MLS91673

Water SettingHummock Pond Frontage · Beach Access

3 BD | 3 BA | 2,625 SQ.FT.

View the 1 Mothball Way property page

Town · Greek Revival · Landmark Residence

72 Main Street

72 Main Street combined a prominent Main Street address with the architectural substance of an early Greek Revival residence. Its Ionic-columned portico, formal parlors, original details and carefully integrated modern improvements gave the property both historical importance and functional depth. The private garden and entertaining spaces offered a quieter counterpoint to the activity of the cobblestoned street outside. Representing a house of this significance requires the ability to communicate why its provenance, craftsmanship and location matter together, rather than relying on its size or recorded sale price as the entire story.

Sold$24,800,000

ClosedSeptember 16, 2024

NeighborhoodTown

Year Built1822

Lot Size0.26 Acres

MLS90682

Architectural CharacterGreek Revival · Main Street Landmark

6 BD | 6.5 BA | 6,804 SQ.FT.

View the 72 Main Street property page

Wauwinet · Expansive Compound · Harbor Outlook

12 Eat Fire Spring Road

At 12 Eat Fire Spring Road, the 3.41-acre grounds supported a complete compound with three distinct buildings. The six-bedroom principal residence was supplemented by a two-bedroom pool house and a one-bedroom guest house, each broadening the ways the property could be used. Landscaped grounds, poolside entertaining areas and views toward Polpis Harbor established a private Wauwinet setting. The combination of independent accommodations and recreational spaces made the property more than a large home with an impressive bedroom count; it offered a considered arrangement for accommodating multiple groups in relative privacy.

Sold$12,500,000

ClosedAugust 5, 2024

NeighborhoodWauwinet

Lot Size3.41 Acres

MLS90757

BuildingsMain House · Pool House · Guest House

9 BD | 11 BA | 8,179 SQ.FT.

View the 12 Eat Fire Spring Road property page

Cliff · Elevated Harbor Views · Outdoor Access

39 Cliff Road

At 39 Cliff Road, commanding views over Jetties Beach, Coatue and Nantucket Harbor were integral to the home’s design. Oversized windows and access to view-facing decks or patios from the living spaces brought the changing shoreline into the daily experience of the property. Its primary suite, generous kitchen and multiple gathering rooms reinforced the value of the elevated setting, while a finished lower level added recreational flexibility. The property’s strongest selling proposition was the relationship between its interior spaces and the water, a feature whose impact is difficult to convey through specifications alone.

Sold$8,500,000

ClosedApril 4, 2023

NeighborhoodCliff

Year Built1997

Lot Size8,899 Sq.Ft.

MLS89975

SettingHarbor Views · Multiple Decks

4 BD | 4 BA | 4,639 SQ.FT.

View the 39 Cliff Road property page

Shawkemo · Privacy · Estate Amenities

5 Shawkemo Hills Lane

5 Shawkemo Hills Lane paired an established luxury residence with the privacy of 2.38 acres and views toward protected open land. The main house combined generous living spaces with patios and decks overlooking the pool and lawn, while a separate studio/pool house increased flexibility for entertaining and recreation. The ancillary building was not documented as a fully independent guest residence. What distinguished the property was the balance between indoor sophistication, outdoor amenities and the quieter scale of the Shawkemo landscape, making the grounds as important to the proposition as the house.

Sold$10,700,000

ClosedNovember 1, 2022

NeighborhoodShawkemo

Year Built2009

Lot Size2.38 Acres

MLS88627

Estate AmenitiesPool · Studio / Pool House

5 BD | 7.5 BA | 8,333 SQ.FT.

View the 5 Shawkemo Hills Lane property page

Cisco · Pond Views · Coastal Lifestyle

19 Osprey Way

19 Osprey Way brought a highly specific coastal lifestyle into focus. Close to Cisco Beach, the home looked toward Hummock Pond and Sanford Farm, with decks and porches positioned for the views and sunsets. A first-floor guest suite with kitchenette, multiple gathering rooms and a second-floor library with balcony offered flexible accommodation without compromising the home’s intimate scale. Access across the sandy road toward the pond added possibilities for kayaking and paddleboarding. The property’s appeal was grounded in those immediate surroundings and the way the house allowed owners to enjoy them.

Sold$5,995,000

ClosedSeptember 15, 2022

NeighborhoodCisco

Year Built2000

Lot Size0.42 Acres

MLS89427

Water SettingHummock Pond Views · Beach Proximity

3 BD | 4.5 BA | 3,360 SQ.FT.

View the 19 Osprey Way property page

2A Hawthorne Lane main residence, Nantucket

Hummock Pond · Two Parcels · Expansion Opportunity

2A & 2B Hawthorne Lane

The offering at 2A & 2B Hawthorne Lane was distinguished by its two-parcel structure. The completed six-bedroom farmhouse-style residence featured custom upgrades and outdoor gathering areas, while the adjoining 2B parcel provided a separately buildable lot with an existing garage. Within Hawthorne Park, owners also had access to shared amenities including a pool, spa, cabana and gym. The additional parcel brought a different dimension to the purchase: space and development potential beyond the finished main home. The opportunity had to be understood as a combined property, not simply another residence in the neighborhood.

Sold$6,344,000

ClosedMarch 31, 2022

NeighborhoodHummock Pond

Year Built2018

Lot Size7,697 Sq.Ft.

MLS88955

Property ConfigurationTwo Parcels · Buildable Lot

6 BD | 6.5 BA | 4,097 SQ.FT.

View the 2A & 2B Hawthorne Lane property page

Cliff · Private Enclave · Guest House

6 Kite Hill Lane

6 Kite Hill Lane offered a distinctly secluded setting at the end of a small private lane off Cliff Road. The Colonial-style main residence was joined by a separate guest house and shed, while the lawn backed onto protected open space. That arrangement allowed the property to accommodate visiting family and guests with a degree of independence, despite its accessible location near Town and the North Shore. The property’s value proposition lay in its balance of privacy, additional accommodation and established Cliff neighborhood character, rather than in any single amenity.

Sold$7,550,000

ClosedFebruary 25, 2022

NeighborhoodCliff

Year Built1998

Lot Size0.29 Acres

MLS89122

Additional BuildingsGuest House · Shed

6 BD | 6 BA | 5,227 SQ.FT.

View the 6 Kite Hill Lane property page

Polpis · Large Estate · Recreational Compound

183 Polpis Road

183 Polpis Road illustrated the scale and complexity possible within a private Polpis estate. Nearly six acres held a substantial main residence, guest quarters, pool house/cabana and amenities including an infinity-edge pool, spa and tennis court. The main living spaces looked across conservation land toward distant harbor views, with outdoor entertaining areas designed to connect the buildings and grounds. For buyers, the distinctive proposition was the ability to host a range of activities and guests within one cohesive setting. Understanding that overall estate experience was more meaningful than presenting its many features as a checklist.

Sold$13,250,000

ClosedDecember 22, 2021

NeighborhoodPolpis

Year Built2000

Lot Size5.98 Acres

MLS88684

Estate AmenitiesGuest Quarters · Pool House · Tennis

8 BD | 9 BA | 11,602 SQ.FT.

View the 183 Polpis Road property page

Significant Luxury Sales

In This Collection

Completed Transactions

94 Main Street

18 Mill Street

174 Cliff Road

247 Polpis Road

4 Red Mill Lane

8 Priscilla Lane

37 Cliff Road

41A Cliff Road

21.5 Hussey Street

1 Ocean Avenue

13 Orange Street

4 Mariner Way

2 Candle House Lane

5 Cudweed Road

8 Winn Street

1 Mothball Way

72 Main Street

12 Eat Fire Spring Road

39 Cliff Road

5 Shawkemo Hills Lane

19 Osprey Way

2A & 2B Hawthorne Lane

6 Kite Hill Lane

183 Polpis Road

Considering Selling Your Nantucket Property?

Significant Luxury Sales

In This Collection

Completed Transactions

94 Main Street

18 Mill Street

174 Cliff Road

247 Polpis Road

4 Red Mill Lane

8 Priscilla Lane

37 Cliff Road

41A Cliff Road

21.5 Hussey Street

1 Ocean Avenue

13 Orange Street

4 Mariner Way

2 Candle House Lane

5 Cudweed Road

8 Winn Street

1 Mothball Way

72 Main Street

12 Eat Fire Spring Road

39 Cliff Road

5 Shawkemo Hills Lane

19 Osprey Way

2A & 2B Hawthorne Lane

6 Kite Hill Lane

183 Polpis Road

Considering Selling Your Nantucket Property?

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BERNADETTE MEYER

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