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$3,450,000
5 Beds 4 Baths 41148043 MLS
A cherished Upper Piedmont estate with exceptional views & gardens. A gracious 3-story residence in Upper Piedmont offering 4,987sf of refined living space. Set on a beautifully established .22-acre lot, this 5BD, 3.5BA home features a 2-car garage, exceptional outlooks, and extraordinary grounds anchored by a striking Japanese maple, rare specimen plants, and a thriving fruit orchard. Cherished across generations, this special property offers a seamless blend of grand scale, architectural character, and inviting warmth. Filtered views and sun-drenched vistas frame virtually every window, bringing vivid natural light into every room. The grounds are a true private sanctuary. The mature gardens feature a vibrant rose collection, exotic giant bird-of-paradise plants, and an abundant assortment of fruit trees. Distinctive architecture & generous living spaces inspired by Monterey Colonial design- a classic style originating in the 1830s that pairs Mexican Colonial charm with East Coast refinement—the residence exudes timeless elegance. The formal dining room and sunlit living room feature expansive picture windows overlooking the gardens. The eat-in kitchen is the heart of the home - enjoy peaceful garden views and direct access to the harvest of the backyard orchard. Upstairs, 3 additional bedrooms and a dedicated office space offers quiet privacy, while the expansive primary suite boasts abundant light and filtered Bay views. A cool, comfortable lower level features a private bedroom ensuite, versatile recreation space, a second office, and direct access to the backyard—ideal for an au pair, long-term guests, or an expansive media room. Updated for today’s lifestyle, the home includes an owned solar panel system for significant energy savings, copper plumbing, a modern furnace, and an on-demand tankless water heater. Situated in prestigious Upper Piedmont, 21 Selborne Drive offers convenient access to top-rated public schools, prompt municipal services, and easy commuter routes to San Francisco and Silicon Valley. Celebrated for hosting two family weddings across its seamless indoor-outdoor layout, this exceptional home stands ready to welcome its next chapter.

21 Selborne Drive, Piedmont

Listing courtesy of Nahid Nassiri from Golden Gate Sothebys International Realty. 510-851-5244

$1,995,000
4 Beds 2 Baths 41147121 MLS
Set on a generous ¼-acre parcel, 55 Fairview Avenue is a light-filled home with gracious proportions and an exceptional garden. There is an easy elegance throughout, with a relaxed Mediterranean feel that carries from the architecture to the outdoor spaces. Inside, soaring coved ceilings give the living room a beautiful sense of scale. A fireplace, built-in bookshelves, and two large picture windows give the room warmth and character, with abundant natural light and views of the surrounding greenery. The formal dining room opens directly to the rear patio, creating an effortless connection to the garden, while an arched doorway leads to the updated kitchen with Quartzite counters, stainless-steel appliances, and peaceful views of the rear gardens. Just beyond the dining room is a bright and comfortable family room; an easy space for movie nights or simply relaxing at the end of the day. A cheerful bedroom and full bath complete the main level, offering flexibility for guests, a home office, or convenient single-level living. Upstairs has three bedrooms overlooking the mature trees and gardens. The updated bath features a double-sink vanity and a generous tiled shower. The backyard is one of the home's defining features. Arranged across three levels, the garden offers distinct spaces for entertaining, gardening, play, and relaxation. The upper patio includes plenty of room for outdoor dining and lounging, and a pergola draped in blooming bougainvillea. A second expansive garden terrace sits just below, along with two large planting beds ready for vegetables, herbs, or flowers. Beyond is a play area shaded by mature redwoods and a beautiful live oak, giving the property a wonderful sense of privacy and space. The oversized garage offers unusual versatility. With high ceilings and direct access to the patio, this space offers an additional 398 sqft, and is perfect as an office, gym or teen space. A bonus full bath completes the garage. Ideally located near the shops, cafés, and restaurants of Lakeshore and Grand Avenues, with Piedmont schools and parks just blocks away, 55 Fairview Avenue offers generous indoor and outdoor living in a wonderfully convenient location.

55 Fairview Ave., Piedmont

Listing courtesy of Adrienne Tunney Krumins from The GRUBB Company. 510-928-4521

$2,495,000
3 Beds 3 Baths 41145880 MLS
Set in the heart of central Piedmont, 362 Magnolia Avenue pairs timeless architectural character with a comprehensive modern renovation. Offering 3 bedrooms and 3 bathrooms, the home also features a versatile lower level, ideal as an additional family room, home office, gym, or potential fourth bedroom. At the heart of the home, a beautifully updated chef's kitchen features premium SKS appliances, custom cabinetry, and hand-selected stone countertops, opening naturally to the dining area and expansive rear deck for effortless indoor-outdoor living and entertaining. Renovated bathrooms, thoughtfully selected stone and tile, Rejuvenation lighting, new and refinished wood flooring, updated hardware, and a warm, cohesive palette carry the design throughout. The transformation extends well beyond the finishes, with a new roof, HVAC, plumbing and electrical, along with other improvements, refreshed exterior spaces, new landscaping, and irrigation. And then there is the location and views. From this coveted central Piedmont setting, Piedmont Middle School is approximately a 5-minute walk, Piedmont High School 7 minute walk, Downtown Piedmont 8 minute walk, and both Havens Elementary and Piedmont Park approximately 9 minute walk. The Piedmont Community Pool, tennis courts, schools, parks, and civic amenities are all close at hand, with Grand Avenue, Lakeshore, and Piedmont Avenue shopping and dining nearby. Downtown San Francisco is approximately 12 miles away. Beautifully renovated, exceptionally versatile, and ideally positioned in the heart of Piedmont, 362 Magnolia Avenue offers the rare opportunity to enjoy modern living in one of the city’s most convenient and connected locations.

362 Magnolia Ave, Piedmont

Listing courtesy of Samantha Woehrle from Woehrle Real Estate. 925-360-7799

$22,500,000
6 Beds 10 Baths 41133564 MLS
This Piedmont estate marries the soul of a Mediterranean villa with the pulse of modern technology. The residence balances intimate warmth with old-world grandeur. Every room tells a story of global treasure—from a 400-year-old fireplace surround to custom ceilings, Honduran mahogany window frames, and masterful leaded glass. Yet the estate is thoroughly modern, powered by a Savant automation system, Lutron lighting, and backup generator. The home features double-framed walls for acoustic privacy and a seismic foundation of steel-reinforced concrete piers. The kitchen blends custom cabinetry with elite appliances. The primary suite features a vaulted vestibule, French marble fireplace, boutique closets, and heated marble floors. Four additional suites offer equally superior accommodations. Over 2000 square feet of terraces, inlaid with antique Italian tiles, lead to a 70-foot saltwater lap pool and a fireplace cabana. Nearly a mile of walking paths meander through a sanctuary of over 300 legacy oaks, redwoods, and palms, bordered by Indian Creek and sustained by a self-sufficient on-site well and automated irrigation system. Every architectural, horticultural, and structural decision reflects an artful vision. The result is a sublime harmony between house, garden, and nature.

280 Indian Rd, Piedmont

Listing courtesy of Ann Newton Cane from Golden Gate Sotheby's Int'l Re. 415-999-0253

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