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25 Captains Cv, Oakland
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 41149262 MLS
A hillside haven in coveted Hiller Highlands, 25 Captains Cove is a rarely available southern and western facing home with sweeping, straight on views of San Francisco, the Golden Gate Bridge, Marin, and beyond. Set against expansive, privately owned community hillside, the setting offers a rare sense of space, privacy, and natural beauty. Built in 1994, this contemporary 3 bedroom, 3 bath home features a spacious open floor plan with soaring vaulted ceilings and abundant southern and western natural light. Designed for both entertaining and everyday living, the home offers a view deck off the living room and a private rear patio surrounded by lush hillside, creating an effortless connection between indoor and outdoor spaces. The expansive living room serves as the centerpiece of the home, framed by dramatic views and natural light. The kitchen is thoughtfully designed with stone countertops and high end Viking appliances, combining style and function in a space well suited for cooking, gathering, and entertaining. Ideally situated where the Berkeley and Oakland Hills meet, Hiller Highlands offers convenient access to Rockridge, Elmwood, Piedmont, Orinda, and Lafayette, along with direct freeway connections to San Francisco for easy commuter access.

25 Captains Cv, Oakland

Listing courtesy of Christopher Thompson from Compass. 510-928-6599

Selling Office: COMPASS.

8 Clipper Hl, Oakland
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 41149522 MLS
Nestled in the serene Hiller Highlands, this townhome offers breathtaking views of the the SF Bay in all its glory. Wake up to the stunning, unobstructed four bridge views and the beauty of our beautiful San Francisco Skyline, downtown Oakland and its iconic cranes. Soaring ceilings and a wall of windows inspire awe from the moment you step through the door. The elegant and airy great room offers amazing flexibility, with two fireplaces – one in the dining or intimate seating alcove for a cozy spot to curl up and warm your soul, while the other highlights a cozy place to gather while taking in the magnificent city lights. Someone once said "you can't live in a view", but they obviously never stepped foot in 8 Clipper Hill.. The open floor plan maximizes the stunning views, creating a seamless connection between the indoors and the captivating scenery, with a cool wet bar and full bathroom completing the main level. Luxury and functionality bring everyday features you can't imagine living without - A spacious modern kitchen shows off new quartz countertops, sink, and cooktop, while enhancing the European designer cabinets, SubZero fridge, and Miele wall ovens. A spacious nook off the kitchen features a wall of open shelving and brand new Velux skylights, with glass doors accessing the patio. Will this be your breakfast room, a seating area for guests to join the chef, or might it be your perfect office sanctuary? The patio offers private space to lounge, dine, and play, with a gas line ready to hook up the gas grill you’ve been pining for. Downstairs, the bedrooms enjoy the same spectacular views and a balcony to peacefully start to your day. The primary suite pampers you with both a walk-in closet and classic vanity area with a dreamy storage! The en-suite bathroom features a spacious vanity, bidet, towel warmer, and large walk-in shower with double shower heads. The laundry room is conveniently located next to the third full bath. A two-car garage with direct access to the inner courtyard and kitchen entrance make bringing groceries, pups, and kiddos in with a breeze. The community, set in a peaceful and pristine environment, offers access to fantastic HOA amenities (additional cost to join club with pool, tennis, etc.) . Located just minutes away from the vibrant shopping scenes of Rockridge, Elmwood, and Montclair, this townhome combines luxury living with convenience, and yes, the amazing views you'll never tire of...

8 Clipper Hl, Oakland

Listing courtesy of Tiffany Lefour from The GRUBB Company. 510-912-6310

Selling Office: Intero Real Estate Services.

557 Hiller Dr, Oakland
$1,220,000
3 Beds ⋅ 3 Baths ⋅ 41148609 MLS
Set in the sought-after Hiller Highlands community, this end-unit townhome lives like a single-family house, with three levels of well-separated space and a west-facing deck that makes the most of the evening light. Step inside and the house opens up. Vaulted ceilings, skylights, and hardwood floors run through an expansive living and dining area, centered by a gas fireplace. Large windows and sliders open to the deck, where bay views and sunsets are the centerpiece of the home. The kitchen sits just off the dining area, featuring a convenient breakfast bar and effortless flow for daily living and entertaining. The primary suite resides on the main level for ultimate convenience, featuring its own cozy fireplace, a walk-in closet, and an ensuite bath with a double vanity, skylight, stall shower, and jetted tub. Up a short flight of stairs, a versatile bonus loft space overlooks the living area below — an ideal setting for a home office, creative studio, or reading room. Downstairs, two additional light-filled bedrooms share a full bath, with one bedroom opening directly to a private, fenced patio and garden. The oversized two-car garage features interior access and room to spare, backed by major eco-upgrades: fully owned solar, a Tesla Powerwall battery backup system, and a dedicated EV charger. Resort-style living is just moments away at the Highlands Country Club, offering a swimming pool, tennis courts, a full fitness center, and vibrant social spaces — with the initiation fee waived exclusively for Hiller Highlands residents. Rockridge’s iconic College Avenue dining and boutique shopping sits just down the hill, with charming Montclair Village a short drive in the other direction. Quick access to Highway 24 and the Caldecott Tunnel keeps commutes effortless in any direction.

557 Hiller Dr, Oakland

Listing courtesy of Tracy Lee Butler from Vanguard Properties. 510-693-8882

Selling Office: Village Associates Real Estate.

8 Starview Dr, Oakland
$1,655,000
2 Beds ⋅ 3 Baths ⋅ 41148253 MLS
Hiller Highlands living at its finest. Experience upscale Oakland living with unbeatable views from this spectacular, light-filled luxury townhome spanning 2,623 square feet. Delivering front-row seats to sweeping views & city lights of the San Francisco Bay, Golden Gate Bridge, Bay Bridge, and beyond, this residence features an open floor plan with vaulted ceilings and designer floors in the living spaces. The remodeled kitchen is a chef's dream, massive island with waterfall edge complete with high-end Thermador stainless steel appliances, a built-in fridge, gas range, dishwasher, and speed oven. Offering tons of storage with ample size throughout, the home includes a generous primary bedroom en-suite, a relaxing sitting area, spa like bath with deep soaking tub & stall shower, huge closet and its own private deck off the bedroom with even more views. Another spacious bedroom with private bath & deck, plus a versatile bonus room, possible 3rd bedroom/office with its own bath & large closet. Modern updates include a new A/C and furnace with air filtration, a tankless water heater, and a newer full-size washer and dryer. Outside, enjoy a spacious & inviting front entryway patio and a fully remodeled garage featuring fully finished epoxy floors, a storage cabinet, a garage opener, and a new door. Added exclusivity is Highlands Country Club & Clubhouse offering many amenities; pool, spa, gym tennis courts & more with optional membership. Situated in a convenient location near HWY's 13 and 24, regional parks, hiking trails, a plethora of restaurants, shopping, nearby Rockridge, and BART, this home perfectly blends style, comfort, and breathtaking scenery from sunrise to sunset.

8 Starview Dr, Oakland

Listing courtesy of Kari Wahl from EXP Realty of California, Inc. 925-548-7112

Selling Office: Vanguard Properties.

3 Windward Hl, Oakland
$1,270,000
3 Beds ⋅ 3 Baths ⋅ 41138751 MLS
Located in the coveted Hiller Highlands community, this end-unit home offers abundant natural light, soaring ceilings, and peekaboo bay and bridge views. Thoughtfully designed for both everyday living and entertaining, the open-concept layout features expansive windows, hardwood floors, and seamless indoor-outdoor flow. The living room is anchored by a fireplace and opens to a private deck, while the kitchen connects effortlessly to the dining and living areas. Upstairs, the primary suite features vaulted ceilings and an en-suite bath, while additional bedrooms offer flexibility for guests, a home office, or changing household needs. Outdoor spaces include both a front deck and private rear patio with room for dining, gardening, or play. An attached two-car garage provides generous storage and everyday convenience. Residents enjoy access to the Hiller Highlands Club, featuring a pool, tennis courts, fitness facilities, and social spaces. Conveniently located near transportation, regional parks, and the shops, restaurants, and cafes of Rockridge, Elmwood, and Claremont, this home offers a rare balance of tranquility, community, and accessibility.

3 Windward Hl, Oakland

Listing courtesy of Michaela To from Compass. 510-266-2802

Selling Office: Red Oak Realty.

41 Spyglass Hill, Oakland
$1,030,000
3 Beds ⋅ 2 Baths ⋅ 41135595 MLS
Experience elevated Bay Area living in this beautifully updated 3-bedroom, 2-bath townhome offering nearly 2,000 sq ft of thoughtfully designed living space, breathtaking water views, and sweeping vistas of the San Francisco skyline framed by both the Golden Gate and Bay Bridges. Filled with natural light from windows galore and accented with custom shutters throughout, this home blends comfort, functionality, and style. The renovated kitchen features quartz countertops, stainless steel appliances, ample cabinetry, and a seamless flow into the dining area. The spacious primary suite offers a peaceful retreat with balcony access, stunning views, and a beautifully remodeled en suite bath completed in 2020 featuring a wide double vanity with generous counter space, soaking tub, and separate shower. Additional updates include hardwood flooring and a fully remodeled secondary bathroom. One of the home’s standout features is the nearly 500 sq ft bonus space — ideal for a home gym, media room, playroom, creative studio, guest retreat, wine lounge, or multigenerational living setup. A separate utility room offers even more flexibility and could easily function as a home office, recreation area, hobby room, or additional storage space. Functional living areas throughout the home provide exceptional versatility and room to grow. Enjoy indoor-outdoor living with a private patio off the dining area complete with a pergola and space to entertain, along with balconies off both the living room and primary suite to soak in the incredible views. Conveniently located near Highways 24 and 13 with close proximity to hiking and biking trails, and access to Hiller Highlands Country Club amenities and facilities, this exceptional home offers the perfect balance of tranquility, accessibility, and scenic living.

41 Spyglass Hill, Oakland

Listing courtesy of Ali Bitooei from EXP Realty of California, Inc. 925-566-4255

Selling Office: EXP Realty of California, Inc.

1881 Grand View Drive, Oakland
$1,160,000
2 Beds ⋅ 3 Baths ⋅ 41118667 MLS
Welcome to this striking hillside sanctuary tucked within an exclusive, private Oakland Hills community, 2+ bedroom, 2.5 bath townhome with an open loft. Perched above the city with unforgettable Bay and skyline views, this home invites you into a world of elegance, light, and elevated living. The beautifully updated kitchen opens seamlessly to the dining room and expands into a dramatic, view-filled living room with an effortless flow designed for memorable gatherings and inspired everyday moments. Modern, refreshed bathrooms and serene, spacious bedrooms elevate comfort at every turn, while the tranquil primary suite offers a luxurious retreat framed by the hills. Experience the magic of the Bay from the deck sunrises, sunsets, and sparkling city lights that feel close enough to touch.

1881 Grand View Drive, Oakland

Listing courtesy of Debbi DiMaggio Betta from Corcoran Icon Properties. 510-414-6777

Selling Office: Real Estate eBroker Inc.

45 Schooner Hl, Oakland
$1,425,000
3 Beds ⋅ 3 Baths ⋅ 41133991 MLS
Set in the sought-after Hiller Highlands community, 45 Schooner Hill offers an exceptional blend of comfort, natural beauty, and connection. From this special vantage point, enjoy sweeping views of 3 Bay Area bridges, with sunsets that evolve throughout the seasons and city lights that shimmer across the skyline each evening, an ever-changing backdrop for both quiet moments and entertaining. The home is bright and welcoming, with soaring ceilings and expansive windows that fill the interiors with natural light. Flexible living spaces provide room to grow, including a private lower level ideal for guests, extended family, or a comfortable retreat with its own bath. Outdoor living is equally inviting, with a back patio perfect for al fresco dining and a front patio designed for relaxing evenings, taking in the views. Life on Schooner Hill is defined by its peaceful setting and strong sense of community. Neighbors look out for one another, and simple moments like block gatherings, evening walks, and spontaneous bike rides, create a welcoming and connected environment. Additional conveniences include a level-in garage with generous storage and access to the Hiller Highlands Club, with a pool, tennis courts, fitness facilities, and social spaces just moments away.

45 Schooner Hl, Oakland

Listing courtesy of Lisa Carnazzo from The GRUBB Company. 415-336-8914

Selling Office: The GRUBB Company.

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