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$3,299,000
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

$1,490,000
4 Beds 2 Baths 41142914 MLS
45 Sleepy Hollow Lane is perched on a grand 0.58-acre lot in the highly sought-after Sleepy Hollow neighborhood. This spacious 4-bedroom, 2-bathroom home offers 1,723 square feet of serene living space in one of the area's most desirable communities. Enjoy the birds singing in the trees and gardens on perfect sunny mornings, as you join with families walking children down the street to the top-rated, and idyllic, Sleepy Hollow Elementary. Less than 10 minutes to restaurants, entertainment, and shopping in downtown Orinda and BART (to San Francisco in 20 minutes, Oakland 15, Walnut Creek 10), but blissfully quiet and away from the urban hubbub. This home combines convenience, character, and timeless appeal. Inside, you'll find beautiful hardwood flooring throughout, recessed lighting, and an inviting floor plan filled with natural light. The well-appointed cooks kitchen is designed for both everyday living and entertaining, featuring a Viking 6 burner gas cooktop, double electric ovens, skylights, and view up into the large back yard. There is a working real brick, wood burning, fireplace in the Great Room and built-in charcoal barbecue on a large covered entertainment deck and side yard situated perfectly for social gatherings. One of the home's most unique surprises is a hidden wine cellar/tasting room! (an additional ~200 sq/ft+) A rare feature that adds charm and conversation-worthy character. Step outside to enjoy the expansive side and backyard, pesticide free for over two decades, where over 15 different mature fruit trees and organic irrigated raised beds create a peaceful setting with ample space for playing, gardening, entertaining, or simply relaxing.

45 Sleepy Hollow Ln, Orinda

Listing courtesy of Matthew Castillo from Keller Williams Realty. 925-200-9423

$1,965,000
3 Beds 4 Baths 41140430 MLS
Nestled among the rolling Orinda hills with sweeping panoramic views, this exceptional contemporary estate offers striking architecture, refined design, and seamless indoor-outdoor living just minutes from downtown Orinda. The property features a 2,921± sq ft main residence with 3 bedrooms plus a spacious den, 3 full bathrooms, and a 258± sq ft detached studio with a full bath—ideal for a wellness retreat, home office, or creative studio. A dramatic two-story foyer with soaring cathedral ceilings, a stunning glass staircase, walls of windows, and rich hardwood floors welcomes you inside. The expansive great room combines the living room with fireplace, dining area, and a spectacular chef's kitchen featuring two oversized islands, dual Miele ovens, two sinks, integrated Sub-Zero refrigerators, and abundant custom cabinetry. French doors open to an inviting patio with a built-in gas grill, creating effortless indoor-outdoor living. Beautifully landscaped grounds include terraced rose gardens, mature apricot, persimmon, and plum trees, majestic oaks, and a tranquil English garden with a luxurious dry sauna. The main-level den features custom built-ins, a fireplace, and French doors to the gardens. Upstairs, the private primary suite offers a sitting area with fireplace, hillside views, a private deck connected by a charming garden bridge, dual closets, and a spa-inspired split bath with soaking tub and oversized shower. Additional highlights include a spacious three-car garage with built-in wine storage, providing ample room for vehicles, storage, and entertaining essentials. Ideally located across from one of Orinda's highly regarded elementary schools and just minutes from Orinda Village, BART, Highway 24, parks, shopping, and dining, this remarkable property offers the perfect balance of luxury, privacy, and convenience.

6 Monte Vista Rd, Orinda

Listing courtesy of Amanda Kilpatrick from Compass. 415-297-8441

$1,950,000
4 Beds 3 Baths 41139664 MLS
Welcome to 19 Valley Dr, nestled in Orinda’s Glorietta neighborhood where “Home meets the Heart” in one of the East Bay’s most beloved settings. This warm and welcoming 4-BD, 3-BA home (two en suites) offers warmth and character throughout. Rich hardwood floors and stunning wood-beamed ceilings add a touch of nostalgia as well as style design. The light-filled living room features a classic brick fireplace, and large picture window with diamond framed accents. The kitchen presents a charming cooking space with farmhouse sink, separate refrigerator and built-in freezer drawers, dedicated pantry, and backyard views. A whimsical dutch door takes you in the family room with a skylight and patio doors that open directly to the backyard. An arched wooden doorway reveals the nautical-themed space for a touch of fun: make it a wine room, bourbon barn, or private reading retreat. A flexible ~250+ sqft bonus room, w/separate entrance, invites the imagination for endless possibilities. The primary suite offers a cozy alcove with free standing gas heater, sitting area and dual built-in desks. The bathroom has two vanities, heated flooring, walk-in shower, and a generous closet. Outside, a red-brick patio with built-in seating, mature plum tree, garden pathways, and hillside gardening space create a backyard made for relaxing and exploring. A private spa deck and low voltage accent lighting adds to the natural ambience. Award-winning schools, swim & tennis clubs, miles of trails, vibrant downtown Lafayette & Orinda, the historic Orinda Theatre, boutique shopping, the Siesta Valley Foundation, and easy BART access. It's all here! OPEN SAT 27th & SUN 28th 1-4PM

19 Valley Dr, Orinda

Listing courtesy of Larry Jacobs from Abio Properties. 925-788-1362

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