These six homes feature exceptional outdoor dining spaces, where every meal comes with a side of fresh air—not to mention views of vineyards, majestic mountains, and sparkling night skies.

Croydon House

This uncommon early-20th-century home in Montecito recalls a refined European country estate, with nearly every space of the 6,661-square-foot interiors filled with eye-catching details. The picturesque park-like 1.8-acre grounds are a wonderland, with ivy-covered walls, fanciful gates, manicured hedges and gardens, an alluring pool and spa, a lush lawn, a fire pit with built-in seating, and palm, lemon, and olive trees. Numerous covered and open-air spaces are ideal for alfresco dining that is both relaxed and stylish.

Unparalleled Contemporary Retreat in Bridgehampton

In this unique oceanfront Hamptons home, walls of glass turn seaside scenery into art. Constructed to the highest standards, the approximately 8,200-square-foot masterwork offers four restful bedroom suites, a separate studio, and magnificent living spaces with clean lines, glorious light, and serene water views—notably from a cool, shady dining deck. The 1.7-acre property includes a private boardwalk to the beach and an oversized pool and spa accompanied by spectacular outdoor dining and entertaining spaces.

Magnificent Modern Compound in Malibu

This distinctive modern seven-bedroom home in one of California’s most coveted coastal enclaves was designed for entertaining visitors from around the world. It offers an array of sophisticated living spaces and a secure underground garage. The home is enveloped by gated six-acre grounds that feature lush landscaping; manicured gardens; Roman pine and redwood trees; a swimming pool and spa; tennis, bocce, and badminton courts; and alluring outdoor areas, including a dining pavilion.

Grand Greenwich Georgian

Sited on four gated acres in Greenwich, this impressively renovated Georgian estate combines classical symmetry with sleek contemporary style. It features sophisticated living and dining rooms, a ground-floor master suite, three spacious guest suites, a chef’s kitchen, a recreation room, a wine room, a bar, and a gym and sauna. The glorious grounds include a refreshing swimming pool, a tennis court, a pool and tennis house, and an inviting dining pergola.

Southwestern Sophistication

Located in the highly sought-after community of Monte Sereno, this three-bedroom contemporary home boasts plentifulwindows and spaces designed for appreciating Santa Fe’s singular views of mountains and badlands. Among the highlights are open-plan living spaces, a serene master suite, a rooftop deck with a hot tub—perfect for stargazing—a beautifully landscaped interior courtyard with a water feature, and a spacious portal with an outdoor kitchen area and generous space for living and dining.

Serene Wine Country Compound

Amid the world-renowned views and vineyards of California wine country, this enviable compound consists of a contemporary main residence, a delightful guesthouse, and a sleek swimming pool and spa. The interior palette is subtle and modern, and the structures blend harmoniously with the surrounding landscape. Multiple indoor-outdoor spaces—including the guesthouse’s outstanding alfresco kitchen and dining area—provide ample room for open-air gatherings large or small.

Originally published in June 11, 2020 by sothebysrealty