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From Manhattan’s prewar penthouse grandeur and a Gramercy loft rich with original beams to resort-scale acreage in Saddle River and waterfront serenity in Montauk, this quintet treats space as a true luxury. Each residence is designed as a lifestyle hub, pairing entertaining-forward interiors—great rooms, dining galleries, fireplaces, and spa-minded amenities—with outdoor living that matters, from a sweeping terrace to a private beach, pool-centric patios, and wooded walking paths. Privacy is the through line, whether via discreet elevator access, secluded acreage, or an intimate cul-de-sac enclave.

At roughly the same rarefied price point, this quintet traces the many ways luxury is lived in and around the New York metro region. From a sun-washed Kips Bay penthouse in a new full-service condominium to a Fifth Avenue residence with Central Park proximity, the city entries prize elevation and light. Beyond Manhattan, the collection turns outward: an Architectural Digest–featured oceanfront Water Island design, a Fire Island retreat bordering the National Seashore, and a Franklin Lakes colonial with a veranda, saltwater pool, and spa.

Across the Northeast, this curated quintet shares a devotion to legacy-scale living where privacy and provenance shape daily life. From Shelter Island’s long-driveway modern compound to Fire Island’s rare six-lot Saltaire holding, coastal seclusion meets year-round ease near beaches and bays. Inland, a 225-year Greek Revival farm estate in New Marlborough spans 130 acres of preserved character and restored barns. Effort’s architect-designed landmark and Ho Ho Kus’s expansive farmhouse round out five residences defined by craftsmanship, fireplaces, and spaces built for gathering indoors and out.

Generous space shaped by thoughtful updates and modern flexibility. From North Woodmere’s bright, entertainment-ready layout with den and office to Seaford’s true waterfront setting with a substantial bulkhead and retractable doors that blur indoor and outdoor living, each home leans into lifestyle. Woodhaven and Yonkers add a practical dimension with renovated two-family configurations, while Bethel’s custom contemporary sits on a 2.43-acre level lot with room to imagine what comes next.

This quintet of new-build residences traces a distinctly New York arc, from the preserve-backed calm of Southampton to the park-and-waterfront energy of the city. At The Reserve at Rosewood, an architect-led enclave on a private cul-de-sac pairs proximity to Southampton Village with a 35-acre preserve and resort-style outdoor living. In Manhattan, a full-floor Upper West Side home elevates daily life with generous volume and a substantial private terrace near signature parks. Across the East River, One Domino Square frames skyline views alongside an amenities-rich, wellness-minded lifestyle beside Domino Park.

Across New York’s shoreline enclaves and Manhattan’s signature addresses, this quintet shares a lifestyle-first sensibility in which the setting shapes the day. In Long Beach and Shinnecock Hills, ocean and bay proximity—paired with private beach access and sweeping water views—turn ordinary routines into coastal ritual. Aubyn Manor adds park-like seclusion behind stone pillars and mature trees. In Chelsea’s High Line district and at Central Park South’s Hampshire House, elevated outlooks and thoughtful renovations frame city living with calm, light, and perspective.

living with the weather, the water, and room to breathe. Contemporary design takes center stage in Nanaimo and Sidney, where vaulted interiors, concrete accents, and rooftop patios frame ocean light and walkable days near trails and town. Farther out, Sooke and Shirley lean into wilderness and shoreline drama, from a 40-acre off-grid parcel to south-facing oceanfront acreage with future potential. In Maple Bay, a two-home sanctuary adds privacy, workshops, and water rights.

nature-forward living shaped by privacy, light, and views. From a timber-framed acreage in Qualicum North and an eco-minded rammed-earth retreat near Sooke, to a renovated Whistler townhome steps from lifts and trails, each property treats the outdoors as an extension of daily life. Metchosin’s rare 10-acre holding and a ridge-top Campbell River residence add scale, flexibility, and thoughtful spaces for guests, work, or income.

Across this quintet, thoughtful upkeep meets the kind of everyday ease that makes a home feel instantly livable. From Huntington, Center Moriches, and Monroe to Shelton’s White Hills and a high-floor Kips Bay co-op, each residence balances comfort with versatility—lofts, finished lower levels, and possible in-law flexibility that adapts over time. Outdoor living is a constant, whether via decks, patios, a sunroom, or a wraparound gathering space, while privacy and views—from acreage near Lake Mombasha to Manhattan’s skyline—set each setting apart.

Along British Columbia’s coast, a quintet of homes traces a shared devotion to outdoor living, from Cordova Bay and Oak Bay’s beachside rhythm to Lions Bay’s oceanview calm and Mayne Island’s acreage seclusion. Character and comfort recur throughout, with thoughtfully updated interiors that respect original charm while supporting modern family life. Gardens, patios, and generous lots extend the living space outdoors, whether on a quiet cul-de-sac, near village amenities, or amid orchards, ponds, and an arbutus grove.