Nantucket Compounds

Nantucket Compounds and Multiple Residence Properties Sold by Bernadette Meyer

Nantucket compounds offer a distinctive balance of privacy, connection, and flexibility. From established properties with multiple residences to those with approved plans for future guest accommodations, they create opportunities for family, guests, and the many ways island homes are enjoyed.

What makes these properties compelling is not simply their size, but the way they allow for multiple forms of living on a single site. Independent guest space, separate cottages, accessory buildings, and compound configurations can create privacy, versatility, and a stronger connection between the property and the way it is used.

For buyers, the appeal often lies in flexibility and possibility. Some properties offer immediate multi-residence living, while others are distinguished by approved plans or configurations that help buyers see how the property could evolve over time. Understanding how to position those opportunities clearly is an important part of representing these sales well.

In This Collection

Selected sales involving compounds, guest residences, and approved compound plans, with Bernadette Meyer as a listing broker. Available LINK records, 2021–Q3 2026; most recent first.

PLANS identifies approved but unbuilt improvements.

18 Mill Street

Town2026

174 Cliff Road

Cliff2026

247 Polpis Road

Polpis2026

62 Nobadeer AvenuePLANS

Surfside2026

1 Ocean Avenue

Sconset2025

4 Mariner Way

Town2025

12 Eat Fire Spring Road

Wauwinet2024

56R Madequecham Valley Road

Madequecham2022

5 Shawkemo Hills Lane

Shawkemo2022

6 Kite Hill Lane

Cliff2022

183 Polpis Road

Polpis2021

47A West Chester Street

West of Town2021

Completed Transactions

18 Mill Street

Town · Compound · Detached Studio

18 Mill Street

Just moments from Main Street, 18 Mill Street offered an in-town compound with a three-level principal residence, a detached studio and a storage shed. The arrangement added flexibility without sacrificing the convenience of a central Nantucket address. Its covered porch, outdoor kitchen, gas fireplace and multiple dining and seating areas made the grounds feel like an extension of the home. Two off-street parking spaces were another practical advantage. The sale illustrates how privacy, versatile outbuildings and usable outdoor space can distinguish a Town property beyond its bedroom count.

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

174 Cliff Road

Cliff · Guest House · Recreation Barn

174 Cliff Road

On 1.56 acres bordered by conservation land and wetlands, 174 Cliff Road combined a substantial principal residence with a guest house that also served as a pool cabana and a detached garage/recreation barn. The home’s updated interiors, pool and spa, landscaped grounds and multiple gathering spaces supported both entertaining and extended visits. Its location near the Westmoor Club, Town and North Shore beaches added convenience to a notably private setting. The independent guest and recreational buildings were integral to presenting the property as a complete Cliff estate.

Sold$13,500,000
ClosedAugust 21, 2026
NeighborhoodCliff
Year Built1985
Lot Size1.56 Acres
MLS92969
Compound FeaturesGuest House · Recreation Barn · Pool

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

View the 174 Cliff Road property page

247 Polpis Road

Polpis · Two Residences · Two Pools

247 Polpis Road

This 4.26-acre Polpis property presented two distinct residences, each with its own heated swimming pool, set among landscaped grounds and conservation land. The main house had four bedrooms, sweeping harbor views and generous entertaining decks. The separately situated three-bedroom guest house offered its own kitchen, living spaces and finished lower level. Rather than relying only on the acreage or water views, the property’s configuration offered meaningful privacy and independence for extended family and guests, making the dual-residence arrangement a central part of its appeal.

Sold$7,675,000
ClosedAugust 4, 2026
NeighborhoodPolpis
Year Built1965
Lot Size4.26 Acres
MLS92561
ResidencesTwo Homes · Two Heated Pools

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

View the 247 Polpis Road property page

62 Nobadeer Avenue

Approved Compound Plans · Surfside · Ocean Views

62 Nobadeer Avenue

The defining proposition at 62 Nobadeer Avenue was what a buyer could create. The 0.69-acre site near Nobadeer Beach was offered with approved Workshop/APD plans for a new main house, guest house, garage and pool, translating development potential into a more concrete vision of compound living. The existing 1969 beach house remained on the property at the time of sale; the proposed compound had not been built. Ocean views, beach proximity and the approved architectural package formed the property’s marketing proposition, followed by a completed sale in February 2026.

Sold$4,400,000
ClosedFebruary 4, 2026
NeighborhoodSurfside
Year Built1969
Lot Size0.69 Acres
MLS89291
Compound StatusApproved Plans · Not Yet Built

4 BD | 2 BA | 1,514 SQ.FT.

View the 62 Nobadeer Avenue property page

1 Ocean Avenue

Sconset · Coastal Compound · Four Dwellings

1 Ocean Avenue

One Ocean Avenue brought together a historic principal house and three distinct guest or recreational buildings—The Rec Cottage, The Stable and The Chauffeur’s Cottage—across three parcels overlooking the Atlantic. Its established layout accommodated large gatherings while allowing different groups of family and guests their own spaces. The coastal setting, early-twentieth-century character and four-building configuration were inseparable from the property’s identity. It also demonstrated how a compound’s value can rest in its existing arrangement and history, not simply the opportunity for new development.

Sold$18,000,000
ClosedDecember 8, 2025
NeighborhoodSconset
Year Built1920
Lot Size1.15 Acres
MLS92127
DwellingsFour · Across Three Parcels

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

View the 1 Ocean Avenue property page

4 Mariner Way

Town · New Construction · Guest House

4 Mariner Way

Built in 2025, 4 Mariner Way combined a four-bedroom main residence with a separate, newly constructed one-bedroom guest house. The guest building provided independent accommodation within a compact Town setting, while the main home featured open living spaces, multiple outdoor decks and harbor views from the upper level. Proximity to Main Street, Monomoy and the Great Harbor Yacht Club added to its location appeal. This transaction illustrates the value of presenting thoughtful guest accommodation as a practical part of contemporary in-town living rather than simply an additional structure.

Sold$6,300,000
ClosedOctober 31, 2025
NeighborhoodTown
Year Built2025
Lot Size7,159 Sq.Ft.
MLS91108
Guest ResidenceDetached One-Bedroom House

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

View the 4 Mariner Way property page

12 Eat Fire Spring Road

Wauwinet · Three Buildings · Pool House

12 Eat Fire Spring Road

Set on 3.41 acres, 12 Eat Fire Spring Road offered three distinct buildings: a six-bedroom main residence, a two-bedroom pool house and a one-bedroom guest house with an attached two-car garage. The compound provided multiple ways to accommodate family and guests, alongside landscaped outdoor entertaining areas, a pool, firepit and views toward Polpis Harbor. The guest house’s separate living space and the pool house’s additional bedrooms gave the property a particularly adaptable configuration. Those separate uses helped distinguish the estate beyond its overall size and finish quality.

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

56R Madequecham Valley Road

Madequecham · Oceanfront · Guest Suite

56R Madequecham Valley Road

The oceanfront setting at 56R Madequecham Valley Road was complemented by a practical arrangement for hosting guests. The three-bedroom main residence opened to coastal decks and porches with expansive Atlantic views, while a separate two-car garage included its own guest suite and full bathroom. The additional accommodation did not constitute a separate full residence, but it created useful privacy beyond the principal house. The combination of direct ocean frontage and a distinct guest space gave buyers two meaningful attributes to consider in a single property.

Sold$3,500,000
ClosedNovember 30, 2022
NeighborhoodMadequecham
Year Built1999
Lot Size1.73 Acres
MLS88911
Guest AccommodationSuite in Detached Garage Building

4 BD | 5 BA | 2,325 SQ.FT.

View the 56R Madequecham Valley Road property page

5 Shawkemo Hills Lane

Shawkemo · Studio / Pool House · Privacy

5 Shawkemo Hills Lane

On 2.38 acres, 5 Shawkemo Hills Lane paired a substantial main residence with a separate studio/pool house and landscaped recreational grounds. Living spaces opened toward the bluestone patio, pool and lawn, connecting the principal home with outdoor areas designed for larger gatherings. Views across neighboring conservation land reinforced the property’s private setting. The studio/pool-house arrangement was an additional flexible amenity, rather than a confirmed independent dwelling. Together, the quality of the main house, ancillary space and outdoor environment shaped the compound’s positioning.

Sold$10,700,000
ClosedNovember 1, 2022
NeighborhoodShawkemo
Year Built2009
Lot Size2.38 Acres
MLS88627
Additional BuildingStudio / Pool House

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

View the 5 Shawkemo Hills Lane property page

6 Kite Hill Lane

Cliff · Guest House · Private Enclave

6 Kite Hill Lane

At the end of a quiet five-home lane off Cliff Road, 6 Kite Hill Lane combined a substantial Colonial-style residence with a separate guest house and shed. The generous, secluded yard backed onto protected open space, creating a sense of retreat near Town and the North Shore. The guest house added separation and flexibility for family and visitors without requiring them to share the main residence’s living areas. This combination of privacy, additional accommodation and a highly accessible Cliff location was central to the property’s appeal.

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

183 Polpis Road

Polpis · Estate Compound · Recreational Amenities

183 Polpis Road

Across nearly six acres, 183 Polpis Road presented a private estate with guest accommodation, a pool house/cabana and an extensive collection of recreational amenities. The main residence overlooked conservation land and distant harbor views, while the grounds included an infinity-edge pool and spa, tennis court and outdoor entertaining areas. The compound’s value lay in its ability to support multiple activities and visiting groups within one secluded property. Its sale demonstrates the significance of explaining how a complex estate functions as a complete setting, rather than treating its features as an inventory.

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

47A West Chester Street

West of Town · Guest Cottage · Pool

47A West Chester Street

47A West Chester Street offered an established five-bedroom main house together with a newly constructed, self-contained one-bedroom guest cottage. The cottage occupied a separate position near the entrance to the 1.22-acre property, buffered from the main residence by landscaping. With its own kitchen, sitting area, bedroom, bathroom and laundry, it provided a genuinely independent space for guests. The heated pool, gardens and long private drive completed the compound. The new cottage was a distinguishing feature of the sale; the principal residence itself dated to 1990.

Sold$3,700,000
ClosedOctober 22, 2021
NeighborhoodWest of Town
Main House Built1990
Lot Size1.22 Acres
MLS88237
Guest ResidenceNewly Built One-Bedroom Cottage

6 BD | 6 BA | 3,596 SQ.FT.

View the 47A West Chester Street property page

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Seller Representation

Considering Selling Your Nantucket Property?

Every Nantucket property has qualities that distinguish it. Whether your home is a historic residence, a recently built property, or a place your family has enjoyed for years, understanding those qualities is the starting point for thoughtful representation.

I welcome the opportunity to discuss your property and your goals.

List with Bernadette
Bernadette Meyer Maury People | Sotheby's International Realty

Contact Details

BERNADETTE MEYER

Phone

508.680.4748

Email

[email protected]

Address

37 MAIN ST NANTUCKET MA 02554

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