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$3,299,000

A Rare Opportunity on Sycamore Road! Open Sunday 1-4PM Opportunities like this are exceptionally rare. Tucked behind private gates at the end of a peaceful cul-de-sac on one of North Orinda's most coveted streets, this 1.63 acre property presents an exceptional opportunity. Sycamore Road is known for its estate properties, timeless appeal, and homes that are rarely offered for sale. The recent neighboring sale on Sycamore Road highlights the extraordinary demand for this tightly held and highly sought-after enclave. Surrounded by majestic heritage oaks and towering trees, the approximately 3,125 square foot single story ranch is perfectly positioned within a serene, park-like setting. Walls of windows invite natural light throughout the home while framing picturesque views of the surrounding gardens and woodland landscape. Spacious living and entertaining areas flow effortlessly to expansive decks, covered loggias, patios, and the sprawling grounds beyond, creating an exceptional indoor/outdoor lifestyle. The home offers a wonderful foundation with generous room sizes and a functional floor plan ready for its next chapter. The property's expansive, mostly level grounds are a defining feature, offering abundant space for additions to the exceptional outdoor living - pool, guest house, outdoor kitchen, sport court, or beautifully curated gardens. Located just minutes from downtown Orinda, top-rated schools, Orinda Country Club, BART, Highway 24, this exceptional property combines privacy, convenience, and one of the East Bay's most desirable addresses. Properties on Sycamore Road seldom come to market. Whether your vision is to thoughtfully renovate, expand, or reimagine the existing home, this remarkable property offers the location, land and setting to create something truly special. This is a rare chance to secure one of the community's premier addresses and create something truly extraordinary. Open Sunday 1-4pm + Tuesday 1030AM-1PM Floorplan and all photos 18SycamoreRd.

4 Beds ⋅ 3 Baths ⋅ 41143394 MLS

A Rare Opportunity on Sycamore Road! Open Sunday 1-4PM Opportunities like this are exceptionally rare. Tucked behind private gates at the end of a peaceful cul-de-sac on one of North Orinda's most coveted streets, this 1.63 acre property presents an exceptional opportunity. Sycamore Road is known for its estate properties, timeless appeal, and homes that are rarely offered for sale. The recent neighboring sale on Sycamore Road highlights the extraordinary demand for this tightly held and highly sought-after enclave. Surrounded by majestic heritage oaks and towering trees, the approximately 3,125 square foot single story ranch is perfectly positioned within a serene, park-like setting. Walls of windows invite natural light throughout the home while framing picturesque views of the surrounding gardens and woodland landscape. Spacious living and entertaining areas flow effortlessly to expansive decks, covered loggias, patios, and the sprawling grounds beyond, creating an exceptional indoor/outdoor lifestyle. The home offers a wonderful foundation with generous room sizes and a functional floor plan ready for its next chapter. The property's expansive, mostly level grounds are a defining feature, offering abundant space for additions to the exceptional outdoor living - pool, guest house, outdoor kitchen, sport court, or beautifully curated gardens. Located just minutes from downtown Orinda, top-rated schools, Orinda Country Club, BART, Highway 24, this exceptional property combines privacy, convenience, and one of the East Bay's most desirable addresses. Properties on Sycamore Road seldom come to market. Whether your vision is to thoughtfully renovate, expand, or reimagine the existing home, this remarkable property offers the location, land and setting to create something truly special. This is a rare chance to secure one of the community's premier addresses and create something truly extraordinary. Open Sunday 1-4pm + Tuesday 1030AM-1PM Floorplan and all photos 18SycamoreRd.

18 Sycamore Rd, Orinda

Listing courtesy of Molly Smith from Village Associates Real Estate. 415-309-1085

$2,295,000

A remarkable value in Orinda, this gated estate captures sweeping views of the surrounding hills and offers an exceptional blend of privacy, sophistication, and convenience. Nestled at the end of a quiet court, the home enjoys close proximity to town, top-rated schools, and major commute routes while maintaining a serene, secluded atmosphere. Recently refreshed, the 4,579 sq ft residence features a versatile, light-filled floorplan designed for both gracious entertaining and comfortable everyday living. A dramatic foyer sets the tone, opening to an elegant living room with soaring ceilings, a stately fireplace, hillside vistas, and direct access to the sunroom. The generous dining room flows seamlessly into the kitchen, where custom-color cabinetry, quartz countertops, a crisp white tile backsplash, and a well-appointed butler’s pantry create a beautiful and functional culinary space. The main level hosts the tranquil primary suite along with two additional bedrooms and a full bath. On the lower level, a spacious family room with a fireplace and direct access to the backyard offers an inviting retreat for gatherings, play, or relaxation. The expansive grounds provide multiple outdoor venues: a lush lawn, areas ideal for a play structure or trampoline, charming gazebos for lounging, space for gardening, and panoramic views that frame the property in natural beauty. Welcome to Orinda—an exceptionally desirable community celebrated for its award-winning schools, abundant open space, and enduring natural charm.

5 Beds ⋅ 3 Baths ⋅ 41142602 MLS

A remarkable value in Orinda, this gated estate captures sweeping views of the surrounding hills and offers an exceptional blend of privacy, sophistication, and convenience. Nestled at the end of a quiet court, the home enjoys close proximity to town, top-rated schools, and major commute routes while maintaining a serene, secluded atmosphere. Recently refreshed, the 4,579 sq ft residence features a versatile, light-filled floorplan designed for both gracious entertaining and comfortable everyday living. A dramatic foyer sets the tone, opening to an elegant living room with soaring ceilings, a stately fireplace, hillside vistas, and direct access to the sunroom. The generous dining room flows seamlessly into the kitchen, where custom-color cabinetry, quartz countertops, a crisp white tile backsplash, and a well-appointed butler’s pantry create a beautiful and functional culinary space. The main level hosts the tranquil primary suite along with two additional bedrooms and a full bath. On the lower level, a spacious family room with a fireplace and direct access to the backyard offers an inviting retreat for gatherings, play, or relaxation. The expansive grounds provide multiple outdoor venues: a lush lawn, areas ideal for a play structure or trampoline, charming gazebos for lounging, space for gardening, and panoramic views that frame the property in natural beauty. Welcome to Orinda—an exceptionally desirable community celebrated for its award-winning schools, abundant open space, and enduring natural charm.

128 Diablo View Dr, Orinda

Listing courtesy of Elena Hood from Compass. 925-254-3030

$8,950,000

Orinda’s Signature Estate: Casa Azul. OCC was founded in 1924, and this magnificent hacienda was built soon after, close by the first fairway. The home, restored in 2020-25, combines Mediterranean style with modern convenience. The façade evokes the era and influence of Spanish explorers. The ballroom spans approximately 600 sq ft and is designed for gatherings large and small. A wood-burning fireplace with marble surround wards off winter chill. Nearby, the living room offers nearly 500 sq ft, with extensive shelving and a fireplace. The kitchen blends timeless design with modern function under a beamed ceiling. A butler’s pantry with wine refrigerator supports entertaining both grand and intimate. Casual living spaces flow from the kitchen, including a comfortable dining room and a charming sunroom. Two stairways lead to 4 spacious en-suite bedrooms. The principal suite opens to a terrace and features a walk-in closet and an elegant bath. A bonus room upstairs is ideal as an office or creative retreat. The yard offers a pool, spa, sauna, pickleball court, playhouse, outdoor kitchen and barbecue, grassy play areas, multiple seating venues, and an outdoor fireplace. The stand-alone guest house, built on the site of the original carriage house, is 2350 sq ft, with 2 bedrooms, 2½ baths, and full kitchen.

7 Beds ⋅ 8 Baths ⋅ 41141496 MLS

Orinda’s Signature Estate: Casa Azul. OCC was founded in 1924, and this magnificent hacienda was built soon after, close by the first fairway. The home, restored in 2020-25, combines Mediterranean style with modern convenience. The façade evokes the era and influence of Spanish explorers. The ballroom spans approximately 600 sq ft and is designed for gatherings large and small. A wood-burning fireplace with marble surround wards off winter chill. Nearby, the living room offers nearly 500 sq ft, with extensive shelving and a fireplace. The kitchen blends timeless design with modern function under a beamed ceiling. A butler’s pantry with wine refrigerator supports entertaining both grand and intimate. Casual living spaces flow from the kitchen, including a comfortable dining room and a charming sunroom. Two stairways lead to 4 spacious en-suite bedrooms. The principal suite opens to a terrace and features a walk-in closet and an elegant bath. A bonus room upstairs is ideal as an office or creative retreat. The yard offers a pool, spa, sauna, pickleball court, playhouse, outdoor kitchen and barbecue, grassy play areas, multiple seating venues, and an outdoor fireplace. The stand-alone guest house, built on the site of the original carriage house, is 2350 sq ft, with 2 bedrooms, 2½ baths, and full kitchen.

8 Camino Lenada, Orinda

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

$3,395,000

Custom designed by renowned Bay Area architects EnvelopeAD and completed in 2009, this striking contemporary residence offers 4 bedrooms, 3 baths, and approximately 3,907 square feet of living space on a private .52-acre lot in Orinda’s coveted Sleepy Hollow neighborhood. Thoughtfully positioned to capture beautiful ridgeline views and blend seamlessly with its natural surroundings, the home offers a rare combination of architectural sophistication, exceptional construction, and everyday comfort. The open, light-filled floor plan features dramatic walls of glass, soaring ceilings, and seamless indoor-outdoor living. Clean lines and warm modern finishes create spaces that feel both elegant and inviting, while the flexible layout provides ideal separation between gathering spaces and private retreats. A gated driveway and detached two-car garage provide privacy, convenience, and ample off-street parking. Built with an emphasis on quality and longevity, the home incorporates Class A fire-rated Italian siding by Abet, radiant heat, extensive copper plumbing, laminated glass windows and doors, interior fire sprinklers, built-in speakers, and high-end aluminum sliding doors. Substantial engineering, including approximately 70 piers anchored to bedrock, reflects the thoughtful planning and craftsmanship behind this exceptional residence. Located just minutes from Sleepy Hollow Swim and Tennis Club, award-winning Sleepy Hollow Elementary School, downtown Orinda, BART, Highway 24, and miles of scenic trails, 2 Crane Court offers a rare opportunity to enjoy contemporary architecture in one of Orinda’s most desirable neighborhoods. A truly distinctive custom home where design, quality, and setting come together beautifully.

4 Beds ⋅ 3 Baths ⋅ 41139237 MLS

Custom designed by renowned Bay Area architects EnvelopeAD and completed in 2009, this striking contemporary residence offers 4 bedrooms, 3 baths, and approximately 3,907 square feet of living space on a private .52-acre lot in Orinda’s coveted Sleepy Hollow neighborhood. Thoughtfully positioned to capture beautiful ridgeline views and blend seamlessly with its natural surroundings, the home offers a rare combination of architectural sophistication, exceptional construction, and everyday comfort. The open, light-filled floor plan features dramatic walls of glass, soaring ceilings, and seamless indoor-outdoor living. Clean lines and warm modern finishes create spaces that feel both elegant and inviting, while the flexible layout provides ideal separation between gathering spaces and private retreats. A gated driveway and detached two-car garage provide privacy, convenience, and ample off-street parking. Built with an emphasis on quality and longevity, the home incorporates Class A fire-rated Italian siding by Abet, radiant heat, extensive copper plumbing, laminated glass windows and doors, interior fire sprinklers, built-in speakers, and high-end aluminum sliding doors. Substantial engineering, including approximately 70 piers anchored to bedrock, reflects the thoughtful planning and craftsmanship behind this exceptional residence. Located just minutes from Sleepy Hollow Swim and Tennis Club, award-winning Sleepy Hollow Elementary School, downtown Orinda, BART, Highway 24, and miles of scenic trails, 2 Crane Court offers a rare opportunity to enjoy contemporary architecture in one of Orinda’s most desirable neighborhoods. A truly distinctive custom home where design, quality, and setting come together beautifully.

2 Crane Ct, Orinda

Listing courtesy of Ann Sharf from Village Associates Real Estate. 925-200-0222