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$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

$2,495,000
4 Beds 3 Baths 41141860 MLS
Set on a nearly flat 0.89-acre lot, this four-bedroom, three-bathroom California woodland residence elevates above others. Tucked beyond San Pablo Creek over a private bridge, giant redwoods, oaks, and a curated front garden greet guests entering this tranquil property. Enter the single-story home into a large living room anchored by a marble-surround fireplace. The heart of the home is its great room with high ceilings, hardwood floors, and magnificent views of the stunning backyard. The vast brick patio, climbing roses, terraced lawns, fountains, and spectacular landscaping invite a seamless indoor/outdoor lifestyle. The kitchen features all new premium appliances, custom cabinetry, and quartz counters. The wet bar and family room with stone wood-burning fireplace are an entertainer’s delight. The study/den is a room noteworthy for its floor-to-ceiling picture window, custom shelving, and marble-surround fireplace. The spacious primary suite (with fourth fireplace) offers beautiful views of the backyard, two walk-in closets, double vanities with quartz counters, steam-shower, and soaking tub. Laundry, with LG appliances, is conveniently located in the mud room by the kitchen. Parking is generous in the two-car garage and spacious motor court. This exceptional location is one mile to Orinda’s downtown, BART, and Glorietta Elementary School. The County Connection bus picks up and drops off Orinda Intermediate and Miramonte High School students at the crosswalk, two hundred yards away.

187 Moraga Way, Orinda

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

$2,385,000
4 Beds 4 Baths 41141201 MLS
As you approach the flagstone entry accompanied with IPE railing and stairs, 59 El Toyonal welcomes you with the timeless warmth of a classic traditional home. Situated on a sprawling lot graced by majestic oaks, this 4-BD / 3.5-BA property offers a rare blend of serene privacy and close proximity to a bustling downtown, top-rated Orinda schools, and the Orinda Park Pool. The main level provides effortless flow, reflecting original hardwood floors that gleam with character. The heart of the home is the well-appointed kitchen, thoughtfully remodeled, featuring premium stainless-steel appliances, elegant stone countertops, and a striking cherry wood accent counter. Whether you’re hosting a dinner party in the formal dining room or relaxing in the living and family rooms, whose large windows capture abundant natural light, the layout feels both spacious and intimate. The primary suite, complete with a beautifully remodeled bathroom, a walk-in closet, and a dedicated office nook — perfect for those who need a quiet corner to focus. The main floor also hosts a second bedroom, a full bathroom, and a convenient powder room. Downstairs, the living space expands with two additional bedrooms, a full bathroom, and a large den outfitted with clever built-in storage – perfect for a large hobby area or kids’ playroom. The backyard is a private oasis designed for year-round enjoyment. Evenings can be enjoyed soaking in the hot tub, hosting weekend cookouts at the built-in grill, or a quick game on the basketball court area. The hillside, with walkways under and around ancient oak trees, provides ample spots for exploration or sitting areas to admire the vistas, while listening to the many songbirds that nest in the trees above. Beyond the aesthetics, this home has been meticulously cared for with significant infrastructure investments, including a new roof and professional foundation upgrades and retrofitting. It’s a perfect marriage of vintage charm and modern peace of mind in one of Orinda’s most coveted locations.

59 El Toyonal, Orinda

Listing courtesy of Tricia Young from Compass. 925-588-8083

$1,495,000
4 Beds 3 Baths 41140590 MLS
Tucked away on a rare 1.87± acre setting, this single-story contemporary home offers privacy, flexibility, and endless potential in the Glorietta neighborhood. With 4 bedrooms, 3 bathrooms, approximately 2,390± square feet, a detached studio (191 sqft) and charming garden house, this is a rare opportunity to enjoy peaceful living today while envisioning tomorrow. Designed to embrace its natural surroundings, the home is filled with light thanks to dramatic walls of glass, soaring wood-beamed ceilings, and an effortless connection between indoor and outdoor spaces. The open living and dining areas have a nice indoor/outdoor flow while creating the perfect backdrop for everything from intimate gatherings to large celebrations beneath the mature oaks. The thoughtfully designed kitchen features stone countertops, stainless steel appliances, a built-in workspace and a bright eat-in breakfast area. Comfortable bedroom retreats include a spacious primary suite which opens to a private outdoor area and a spacious bath with lots of light and views of the surrounding trees. Beyond the main residence tucked back to the left, is a detached studio which provides an ideal space for a home office, fitness studio, creative workspace, or guest overflow, complete with electrical, water and HVAC. The separate garden house off the primary deck offers more space for hobbies, gardening, or quiet retreats. The expansive grounds provide exceptional privacy along with abundant usable space to enjoy today and tremendous opportunity to expand, customize or enhance the property as your needs evolve. Whether your vision includes additional living space, outdoor entertaining areas or simply preserving the peaceful setting, this remarkable property offers the flexibility to bring your vision to life. The property has an abundance of parking with a two car garage, additional carport and lots of off street parking. Located just minutes from downtown Orinda, BART, top-rated Orinda schools, hiking trails and convenient commute routes.

1 Greenwood Ct, Orinda

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

$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

$3,395,000
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

$2,190,000
4 Beds 3 Baths 41139025 MLS
Nestled on a peaceful cul-de-sac in Orinda's sought-after Ivy Drive neighborhood, this beautiful Mediterranean home offers the perfect blend of timeless charm, thoughtful updates, and exceptional indoor-outdoor living on a .3-acre lot. Graceful archways, a covered front porch, stone paver driveway, and classic tile roof create a warm and inviting first impression. Designed for gathering and entertaining, the spacious floor plan features 2345 +/- square feet, four bedrooms and three full baths. The updated kitchen with center island opens seamlessly to the great room and flows effortlessly to the backyard, where a large entertaining deck, outdoor barbecue area, and cozy hillside sitting area create the ideal setting for year-round enjoyment. The serene, landscaped backyard is a true retreat, complete with terraced gardens, a bocce court, and a delightful she shed. Whether hosting larger gatherings or enjoying a quiet evening outdoors, the multiple entertaining spaces offer something for everyone. The private bedroom wing includes two secondary bedrooms, a full bath, and a spacious primary suite with direct access to the backyard. On the opposite side of the home, an additional bedroom and full bath with a separate entrance provide exceptional flexibility for guests, an au pair, home office, or multigenerational living. Located near top-rated K-12 schools in a welcoming neighborhood this special property embodies the very best of Orinda living.

10 Darnby Ct, Orinda

Listing courtesy of Kelly Crawford from Vanguard Properties. 925-998-5599

$1,595,000
4 Beds 3 Baths 41138110 MLS
Tucked within one of Orinda’s most peaceful settings, this beautifully maintained home offers an exceptional combination of space, functionality, and lifestyle — with the added bonus of the neighboring .39-acre lot included in the sale. Perfectly positioned near Orinda Station, freeway access, downtown shops, restaurants, and the neighborhood community pool, this location offers everyday convenience while maintaining a serene residential feel. Thoughtfully designed with an ideal flowing floor plan, the home blends comfort and versatility throughout. The formal living room welcomes you with vaulted ceilings, expansive windows, abundant natural light, and a cozy fireplace. Just beyond, the spacious kitchen features updated appliances, butcher block island, warm wood cabinetry, and ample workspace, opening comfortably into the dining and living spaces for effortless entertaining and everyday living. The inviting family room offers a second fireplace and built-in bar area, creating the perfect gathering space. Solid hardwood flooring runs throughout the main level, which also includes a full bedroom and bathroom — ideal for guests, extended family, or a private home office setup. Upstairs, the spacious layout continues with three additional bedrooms, a convenient laundry room, and an oversized hallway that enhances the home’s open feel. The primary suite is a true retreat, featuring a spa-inspired bathroom with a walk-in shower, dual vanities, beautiful custom tile work, and a custom wood bench with added storage. One secondary bedroom is exceptionally large and offers endless flexibility for a playroom, media room, office, or additional lounge space. Step outside to enjoy the private backyard with custom paver patio, rock retaining walls, and tranquil surroundings. The included adjacent lot creates a rare opportunity for expanded outdoor living, play space, gardening, or simply additional privacy and natural beauty. A special opportunity to enjoy space, flexibility, community amenities, and a highly desirable Orinda lifestyle all in one exceptional property.

26 Oak Rd, Orinda

Listing courtesy of Brionna Chang from Redfin. 925-357-0779

$1,699,000
4 Beds 4 Baths 41137433 MLS
Tucked away in the Beautiful Hills of Orinda. Extensively remodeled with high-end finishes designed to appeal to the most discerning buyers. Very comfortable living spaces but also great for entertaining. Solor panels and Tesla battery storage make this a highly efficient Home. Dramatic living room with walls of glass and soaring high ceilings, room for dining and living. cozy fireplace and seating area. All overlooking the beautiful views of the hills. Multi-purpose room off the entry could be Formal Dining room, 4th bedroom with a private bathroom and a spacious closet, or use it as a wonderful office overlooking the gardens. Gorgeous kitchen opens to the family room with vaulted ceilings and beatuiful view of the trees. Jack and Jill bathroom for 2 of the bedrooms. Recessed lighting connected to Wi-Fi. Hardwood floors. Heated tile floors. Tucked up on the third floor is a potential 5th bedroom with a full bathroom, and walk-in closet. It makes a great teen hideout. Utility room has a pantry, washer & dryer, and storage. Energy efficient heat pump for heating and AC. Back up heating system. Tankless water heater. High-end Marvin windows and doors. Expansive decks with freshly treated IPE (VERY HIGH-END wood). This 29,000 square foot lot has endless possibilities. Tennis court? Swimming pool? Pickle ball court? Grape vineyard? ADU? (Check with city) Solar panels are owned. Tesla Powerwall Home Battery Storage. Very efficient. Located minutes from Top Rated Orinda Schools, Downtown Orinda, BART, Orinda Park Pool, bus lines, and freeway access, Welcome Home!

163 El Toyonal, Orinda

Listing courtesy of Keith Katzman from Compass. 925-376-7777

$1,995,000
4 Beds 3 Baths 41136788 MLS
Perched high in the Orinda hills behind a gated driveway, 21 Camino Del Diablo is a rare property that manages to feel peaceful, private and conveniently connected all at once. This approximately 3,457 square foot home offers four bedrooms and three bathrooms arranged in a layout that appeals to the masses. A Carmel cottage vibe on the exterior is complimented by gorgeous refinished vintage hardwood floors and crisp white interiors, giving everything an airy, updated quality without sacrificing warmth or character. The living spaces are filled with abundant natural light and feature a thoughtful indoor-outdoor flow. The outdoor areas have plenty of room for play and will inspire the entertainer in you, featuring a built-in BBQ island with room for barstools. The mature gardens, complete with lemon and orange trees and established plantings, are inviting and lush. The layout is a particular draw, with the primary suite plus two additional bedrooms upstairs, and a substantial downstairs family/bonus room with its own en-suite bedroom. This provides flexible sleeping arrangements, dedicated guest space, or just that blessed separation when you need it. The finished garage easily converts to gym, office, creative space, or whatever your life requires. This is a home for people who want to tuck themselves away without actually disconnecting. Close to award-winning schools, Orinda Park Pool, and 7 minutes to downtown. Make your way down the hill to hop onto highway 24, or enjoy a shortened commute continuing over the hill into Berkeley, Oakland or Emeryville. You get a retreat without sacrificing convenience. Don't miss this gem!

21 Camino Del Diablo, Orinda

Listing courtesy of Emily Estrada from Village Associates Real Estate. 925-708-8116

$1,899,000
4 Beds 3 Baths 41134125 MLS
OPEN SUNDAY AUG 2, 2-5 pm- After 21 years we hate to give up this amazing 4 bedroom with three full baths - 2005 Contractor rebuild. Featuring living and family rooms, formal dining and bar in kitchen, crown moulding throughout, Brazilian hardwood flooring in main living areas, double sided fireplace between living spaces, Hunter Douglas window coverings throughout. Spacious kitchen featuring a center island, breakfast bar, extensive counter space, stainless steel appliances, a 6-burner gas stove, Dacor vent hood, beverage refrigerator. High ceilings throughout, with vaulted ceilings in the family room and an elegant addition of ceiling insets in the dining room and primary bedroom. Enter the front door to the formal living room with large bay window and per builder, reinforced foundation designed to accommodate a grand piano. Spacious primary suite with bay windows, dual vanities, walk-in closet, and luxurious en-suite spa-inspired bathroom with Jacuzzi soaking tub, oversized dual head shower with bench seating, steam bath system and tankless water heater added for this bath. Two of the three secondary bedrooms have ceiling fans, closet organizers, and share the hall bath with dual vanity and tub shower. Fourth bedroom other end of the home includes its own full en-suite bathroom to accommodate extra guests, home office or separation of bedrooms. Indoor laundry room with sink, storage cabinetry, and built-in wall-mounted ironing board - Extras include - Built-in in-ceiling speakers in the family room, dining room, outdoor patio, primary bedroom, and primary bathroom, remodeled outdoor living and entertaining spaces (2023–2024), custom built-in closet shelving systems and ceiling fans in all four bedrooms, durable Hardie Board exterior siding. Schools – Glorietta Elementary, Verify with Orinda School District and top rated Acalanes School District.

115 Moraga Way, Orinda

Listing courtesy of Terrylynn Fisher from Dudum Real Estate Group. 925-876-0966

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