Feasting Alfresco: 4 Stylish Homes With Outdoor Dining Areas


The assertion that “everything tastes better outdoors” certainly holds true at these four distinctive homes with alfresco dining spaces. Every meal is accompanied by views of verdant grounds, grandfather trees, colorful flora, and other idyllic sights.

Sophisticated Montecito Estate

Barbara Koutnik | Sotheby’s International Realty – Montecito – Coast Village Road Brokerage

This chic 2,643-square-foot residence in desirable Montecito was designed by the esteemed James Edward Morris. Its well-considered floor plan is ideal for effortless day-to-day living and entertaining indoors and out, with living, dining, and family rooms; a well-outfitted cook’s kitchen; and two peaceful bedrooms opening to magnificent gardens and terraces. Meals alfresco are accompanied by a soundtrack from a tranquil fountain and enveloped by a mesmerizing array of colorful plantings, mature trees, and meandering pathways.

Pastoral Sonoma Valley Gem

Gina Clyde | Sotheby’s International Realty – Sonoma Brokerage

Contemporary and wine country styles unite in this 11.05-acre Sonoma estate, which features an updated two-bedroom 1940s farmhouse and a three-bedroom Craftsman-style main residence constructed in 2018. Surrounded by flourishing trees, flowering plants, an orchard, an olive grove, and raised garden beds are numerous spaces for lounging, entertaining, and dining outdoors—including a covered patio, a deck with an open-air kitchen, and a breezy pergola beside the sun-washed swimming pool. Visitors can enjoy meals and free hours alfresco on the guesthouse’s own deck.

Hamptons Hideaway

Beate V. Moore  | Sotheby’s International Realty – Bridgehampton Brokerage

A rustic elegance pervades this four-bedroom, 2,588-square-foot Hamptons hideaway—a former barn carefully converted to a warm, welcoming home with lofty ceilings, rugged exposed beams, paneled walls and doors, a fireplace, and wide-plank hardwood floors. Just outside are swaths of remarkably green lawn, a heated gunite swimming pool and limestone terrace surrounded by a variety of vibrant trees, and a spacious wood porch draped in mature wisteria vines, making it ideal for serene outdoor living and dining.

Brook Hollow Farm

Fran Ehrlich | Sotheby’s International Realty – Greenwich Brokerage

These 47.85 acres in Westchester County are home to a stately seven-bedroom 1920s manor, a three-bedroom guest cottage, an entertaining pavilion with a “disappearing” NanaWall opening to a wisteria-draped arbor, a former barn that now serves as an impressive gym and wellness center, a four-car garage crowned by three one-bedroom apartments, a charming “writer’s cottage,” a pool, and a tennis court. Lauded landscape designer Miranda Brooks has manifested expanses of glorious gardens here, creating an impeccable setting for festive alfresco feasts and fêtes.

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