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$4,350,000
5 Beds ⋅ 4 Baths ⋅ 426162265 MLS
Experience the best of Cow Hollow living in this beautifully remodeled property, ideally situated just two blocks from Union Street's acclaimed boutiques, cafes, and restaurants, and within an easy stroll of vibrant Fillmore and Chestnut Streets, the Marina, and some of San Francisco's most beloved neighborhood destinations. A thoughtful contemporary renovation blends sophisticated design with the property's original architectural character. The main unit features a dramatic living and dining area with soaring ceilings and a cosy fireplace, creating an impressive yet inviting setting for everyday living and entertaining. The chef's kitchen is anchored by a generously-sized island and flows seamlessly into a comfortable family room. This level also offers two bedrooms, a full bathroom, a powder room, and a nook for a home office, providing flexibility for family, guests, or work-from-home needs. Upstairs, the spacious primary suite is a true retreat, complete with its own fireplace and direct access to a private deck. Above, a roof deck captures sweeping panoramic views of the city and Golden Gate Bridge, an unforgettable backdrop for morning coffee, sunset gatherings, or simply taking in the San Francisco skyline. The lower unit adds even more versatility with two additional bedrooms and one full bath. This space can function seamlessly as part of the main residence or be enjoyed as separate unit, guest or extended-family quarters. With its own entry and direct access to the backyard and patio, it offers tremendous adaptability for multigenerational living, visiting guests, an au pair, additional office space, or a private retreat. A private backyard provides a welcome outdoor escape and can be accessed from either the main level or the lower level, creating an easy connection between indoor and outdoor living and further enhancing the flexibility of the home. A two-car garage adds a valuable convenience rarely found in such a central neighborhood setting. With bedrooms thoughtfully distributed, multiple living and entertaining spaces, versatile guest accommodations, generous outdoor areas, and a two-car garage, the home's highly flexible floor plan is designed to accommodate a wide range of lifestyles and changing needs. All of this is set in an exceptional Cow Hollow location, offering a rare combination of space, style, views, versatility, and convenience.

2921 Octavia Street, San Francisco
$4,350,000
5 Beds ⋅ 4 Baths ⋅ 426160409 MLS
Experience the best of Cow Hollow living in this beautifully remodeled five-bedroom residence, ideally situated just two blocks from Union Street's acclaimed boutiques, cafes, and restaurants, and within an easy stroll of vibrant Fillmore and Chestnut Streets, the Marina, and some of San Francisco's most beloved neighborhood destinations. A thoughtful contemporary renovation blends sophisticated design with the home's original architectural character. The main level features a dramatic living and dining area with soaring ceilings and a cosy fireplace, creating an impressive yet inviting setting for everyday living and entertaining. The chef's kitchen is anchored by a generously-sized island and flows seamlessly into a comfortable family room. This level also offers two bedrooms, a full bathroom, a powder room, and a nook for a home office, providing flexibility for family, guests, or work-from-home needs. Upstairs, the spacious primary suite is a true retreat, complete with its own fireplace and direct access to a private deck. Above, a roof deck captures sweeping panoramic views of the city and Golden Gate Bridge, an unforgettable backdrop for morning coffee, sunset gatherings, or simply taking in the San Francisco skyline. The lower level adds even more versatility with two additional bedrooms and one full bath. This space can function seamlessly as part of the main residence or be enjoyed as separate unit, guest or extended-family quarters. With its own entry and direct access to the backyard and patio, it offers tremendous adaptability for multigenerational living, visiting guests, an au pair, additional office space, or a private retreat. A private backyard provides a welcome outdoor escape and can be accessed from either the main level or the lower level, creating an easy connection between indoor and outdoor living and further enhancing the flexibility of the home. A two-car garage adds a valuable convenience rarely found in such a central neighborhood setting. With bedrooms thoughtfully distributed, multiple living and entertaining spaces, versatile guest accommodations, generous outdoor areas, and a two-car garage, the home's highly flexible floor plan is designed to accommodate a wide range of lifestyles and changing needs. All of this is set in an exceptional Cow Hollow location, offering a rare combination of space, style, views, versatility, and convenience.

2921 Octavia Street, San Francisco
$2,895,000
4 Beds ⋅ 426159497 MLS
Exceptional vacant Cow Hollow duplex offering gracious scale, classic San Francisco character, and an outstanding location in the heart of one of the city's most desirable neighborhoods. Each spacious two-bedroom/one bath residence features a highly sought-after Marina-style floor plan with beautifully proportioned living spaces, charming sunrooms, generous eat-in kitchens, and dedicated laundry rooms. The recently refinished hardwood floors, fresh interior paint, and new light fixtures throughout give both residences a bright, refreshed feel while preserving the building's timeless character. The lower residence enjoys a wonderful connection to the outdoors, with the sunroom opening directly to a walkout deck overlooking the tranquil rear yard. Surrounded by greenery, the yard provides a peaceful retreat from the city and an inviting setting for outdoor dining, entertaining, gardening, or simply relaxing. The spacious garage is another standout feature, providing two-car parking along with substantial additional space for storage, bicycles, sporting equipment, and other everyday needs. The location captures the very best of the Cow Hollow lifestyle. Just moments from Union Street, the property is surrounded by an incredible collection of boutiques, specialty shops, cafes, restaurants, fitness studios, and neighborhood nightlife, creating an exceptionally vibrant and walkable setting. Chestnut Street and Polk Street are also nearby, providing even more dining, shopping, and entertainment options within easy reach. From morning coffee and neighborhood errands to dinner, drinks, and an evening out, nearly everything is just a short walk from the front door. Both units will be delivered vacant, presenting tremendous flexibility for an owner-user, multi-generational living, or investment opportunity. With two generously sized residences, inviting outdoor space, an oversized garage with parking and abundant storage, and exceptional proximity to three of San Francisco's most dynamic neighborhood corridors, this is a rare opportunity to own a versatile multi-unit property in a premier Cow Hollow location.

2735-2737 Gough Street, San Francisco
$4,995,000
5 Beds ⋅ 4 Baths ⋅ 426157616 MLS
Property is a two unit building. Lower unit (3016 Pierce) will be delivered vacant on 8/30/2026. Upper unit (3014 Pierce) is tenant occupied. Please contact Ryan McCauley for disclosure packet. Ryan@sfhomes.com

3014-3016 Pierce Street, San Francisco
$3,468,000
2 Beds ⋅ 3 Baths ⋅ 426156255 MLS
Never before available one-of-a-kind 2 bedroom 2.5 bath penthouse in an impeccably maintained boutique Art Deco corner property. Perfectly situated in Cow Hollow at the residential edge of the heart of Union Street, this location is well off the Van Ness-Lombard 101 corridor yet steps directly into the North San Francisco urban village of Union Street, Chestnut Street, Pacific Heights, the Presidio, and the Marina. At 1,734 square feet, this home was thoughtfully reimagined and condo-converted from the studs, including bespoke contemporary design and high-end finishes, two ensuite bedrooms, a powder room, a fireplace, a private deck, and both City and Bay views. This is the first time this unit has ever been offered; it is currently tenant occupied. The entry opens into a great room with vaulted ceilings, hardwood floors, a half bath powder room, and a wood-burning fireplace. Adjacent to the great room living/entertaining complex is a south-facing guest suite that includes built-in library-style shelving, a walk-in closet, an ensuite bath with steam shower, and an enclosed in-unit laundry closet. On the bay facing end to the North is the primary suite offering a walk-in closet, a spa-like bath with soaking tub, a separate shower, and a more private family room with a walk out deck and Bay views. The primary and secondary host-guest suites are connected by a gourmet galley kitchen equipped with double ovens, a 5-burner gas cooktop, hood vent, dishwasher, side-by-side refrigerator, double sink with disposal, granite counters, custom cabinetry, and a wet bar. Top floor bay windows, recessed lighting, and a built-in 5-zone audio system complete the sense of bright, easy, and incredibly livable modernity wrapped in the epitome of old San Francisco charm. The unit also includes dedicated parking with its own individual/private garage door as well as a separate secure storage room in the basement.

2801 Octavia Street Unit 4, San Francisco
$1,850,000
2 Beds ⋅ 1 Baths ⋅ 426156116 MLS
BUY IT NOW PRICE: $1,850,000. Welcome to 3132 Laguna Street, where classic Cow Hollow character meets a modern San Francisco lifestyle. Exposed brick adds warmth and architectural edge, while a hidden secret garden creates an unexpected private escape in the middle of The City. The flexible floor plan easily adapts from work mode to dinner party to weekend downtime, and leased parking makes coming and going effortless. Set in one of The City's most coveted locations, you're just moments from the neighborhood's best bars, restaurants, cafs, and boutiques. Luxury without the formality, character without the trade-offs, and everything else you want is right outside your door. Single family home at a Condo price! Welcome Home!

3132 Laguna Street, San Francisco
$5,550,000
4 Beds ⋅ 4 Baths ⋅ 426109060 MLS
A condo that truly lives like a single family home because it is a house. Situated in a prime Cow Hollow location, this is a grand freestanding home of immense scale, volume and architectural interest. The main entertaining level is a completely open floor plan that flows throughout. A massive kitchen has French slate floors, maple cabinets and travertine counters. There are two dishwashers, a Subzero fridge, wine cooler, a built-in kitchen island and Miele double ovens. Dining and living rooms are exceptionally spacious, and the living room has soaring 18' ceilings with a loft area above, shown as a library with built-in home office desk. There are two light-filled guest bedrooms, a bath with separate shower and tub, and laundry. The pent level has a very private primary suite with Golden Gate Bridge, Palace of Fine Arts, Marin, and bay views. The bathroom has double-vanity sinks, a large soaking tub and walk-in shower. There is a fireplace, a north-facing view deck and a sunny, outdoor lounge with hot tub, all on this level. A peaceful au pair suite on the lowest level completes the living space. Private elevator for the main house. A superlative loction, steps from a multitude of restaurants and amenities on Chestnut, Fillmore and Union, this is an exceptional property.

2550 Greenwich Street, San Francisco
$4,100,000
41040927 MLS
Once in a lifetime chance to own a beautiful 7,800 foot 4 story building on Union Street in the heart of Cow Hollow! Amazing views of the Golden Gate from the upper level decks. Don't miss this opportunity to own a great Trophy property! First floor is comprised of Hair Salon & Bridal Boutique. Second floor has dental office and 3rd floor are offices with two bathrooms, 4th floor has over 1600 foot suite with bathroom and deck.

2250 Union St, San Francisco