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2512 Union Street, San Francisco
$15,000,000
6 Beds ⋅ 7 Baths ⋅ 426123220 MLS
Ideally positioned on the prized north side of one of Cow Hollow's premier blocks, 2512 Union Street is a classic San Francisco residence defined by timeless architecture and exceptional family living. Thoughtfully updated, the home offers a highly functional floor plan tailored to today's lifestyle. The main level strikes a seamless balance between entertaining and everyday family living. Handsome millwork, coved ceilings, and custom cabinetry frame a series of well-proportioned rooms. At its center, a generous bay-view family room opens directly to the kitchen and breakfast area creating a warm, connected space for daily living. The robust kitchen is anchored by a large center island, custom cabinetry, a walk-in pantry, and professional-grade appliances. Off the entry, formal living and dining rooms are perfectly scaled for entertaining, with French doors opening to a private front courtyard. The second level presents an ideal family layout. An expansive primary suite captures iconic views of the Palace of Fine Arts and the Golden Gate Bridge, and includes built-ins, a wood-burning fireplace, a sitting area, a custom-fitted dressing room, and a spacious bath with dual sinks, soaking tub, and separate shower. Three additional bedrooms and two well-appointed baths complete the level, an uncommon and highly valuable configuration. The top floor is a natural extension of living space, anchored by a light-filled pentroom with cathedral ceilings and wall-to-wall windows framing sweeping views from the Golden Gate Bridge to Alcatraz. A view terrace opens directly off this space, while a private office, guest bedroom, and full bath complete a highly functional upper level well-suited for guests, work, or extended living. Below, the lower level is bright and inviting, offering a private guest or au pair suite, a flexible media or playroom, and direct access to a large, flat, north-facing garden with an expansive turf area. Timeless in character and thoughtfully executed, 2512 Union Street offers a rare combination of livability, light, and a floor plan that works effortlesslyset on one of Cow Hollow's most desirable blocks.

2512 Union Street, San Francisco

2626 Filbert Street, San Francisco
$15,000,000
4 Beds ⋅ 5 Baths ⋅ 425061694 MLS
Conceived by award-winning Aidlin Darling Design, this contemporary Cow Hollow home completed in 2016 is a masterclass in architecture, scale and views. A striking facade of poured-in-place concrete, wood louvers and glass opens to a magnificent great room with soaring 20' ceilings, skylight and sweeping vistas spanning the Golden Gate and Palace of Fine Arts to Alcatraz and hills of Marin, and beyond. Twelve-foot pivot doors open to a cantilevered terrace, creating a sensory indoor-outdoor experience. A dramatic 13' light sculpture floats above the dining area, while a custom walnut-accented kitchen conceals behind movable glass panels. At treetop level, the intimate primary suite offers light, air and privacy. Pass the glass-suspended study and ascend to the landscaped, showcase rooftop lounge with exhilarating 360-degree views. Forty feet of north-facing glass cascade down to integrate three guest suites, a K. Yates-designed theatre with kitchenette, plus two lush levels of private outdoor sanctuary: an in-ground jacuzzi & outdoor shower, heated cabana with wet bar & cold storage drawers, and dining terrace with barbecue grill. Sophisticated security and home technology infrastructure and a two-car, side-by-side garage complete this exceptionally unrivalled living experience.

2626 Filbert Street, San Francisco

2649 Green Street, San Francisco
$13,000,000
6 Beds ⋅ 7 Baths ⋅ 426115216 MLS
Positioned on a coveted Cow Hollow/Pacific Heights block, this stately 1916 residence blends architectural grandeur with a contemporary renovation and Golden Gate Bridge views. The home showcases soaring ceilings, elegant period detail, and modern systems throughout. A gracious entry leads to a light-filled living room with floor-to-ceiling windows and Golden Gate Bridge outlooks, flowing to a formal dining room with rich wood paneling. The chef's kitchen features stone countertops, marble and tile backsplash, premier Thermador and SubZero appliances, wine storage, and abundant cabinetry, opening to a sunny breakfast area with banquette and French doors to the Thomas Church garden. Adjacent, an expansive family room with fireplace and direct access leads to the south-facing yard, with a patio, lush lawn, and mature landscaping. Upstairs, the generous primary suite includes a sunroom, dual walk-in closets, and a spa-like bath with soaking tub and rain shower. Also on this level is a lovely bedroom and bath, and a library/den with full Golden Gate Bridge views, fireplace, and an ensuite bath. The top level offers 3 bedrooms, 2 baths, and an attached flexible playroom/den. The lower level features a guest or au pair suite with private entrance, serene bedroom, full bath, laundry room, storage, and internal access to the 1-car garage. Updated electrical and plumbing systems, radiant heat, and extensive seismic upgrades. This exceptional residence melds classic SF elegance with modern livability, moments from the Presidio and the shops, dining, and lifestyle of Union, Chestnut, and Fillmore Streets.

2649 Green Street, San Francisco

2765 Union Street, San Francisco
$9,950,000
5 Beds ⋅ 6 Baths ⋅ 425066141 MLS
Designed by EAG Studio, this luminous, five-bedroom, four-full and two-half-bath rebuilt residence on an oversized 27.5' 137.5' lot combines architectural refinement with relaxed family living. The main level flows from living and dining rooms to the family/great room, where Nana doors accordian-fold open to a spacious bluestone patio with outdoor kitchen, raised garden beds, turf play area, and a sport court. The gourmet kitchen adjacent to the great room features Statuario marble backsplash, quartz counters, Sub-Zero and Bosch appliances, and walk-in pantry. Nearby is a guest half bath. The entire main level accomodates both grand-scale entertaining and daily living. Three bedrooms, a bonus room, and a laundry room occupy the second level, including the garden-view primary suite with dual walk-in closets and exquisite Calacatta d'Oro marble bath with large stall shower and garden-view soaking tub. The sky-lit top level offers a family room, lounge with wet bar and deck with some GG and Palace views, half bath, plus a garden view guest bedroom en suite. The rooftop terrace with outdoor kitchen captures sweeping Golden Gate, Bay, and Palace of Fine Arts views. Elevator to all levels including the roof deck level. Lower-level guest suite, bonus room, and two-car s/s garage with interior access/mud room complete this sophisticated modern home in Cow Hollow's coveted sunny microclimate. Well located close to the Cow Hollow Playground and the Presidio, Chestnut and Union Street boutiques, restaurants, and cafes.

2765 Union Street, San Francisco

2684 Green Street, San Francisco
$9,750,000
4 Beds ⋅ 5 Baths ⋅ 426100993 MLS
Poised where Cow Hollow meets Pacific Heights and the Presidio, this exquisite French-style residence offers 4 bedrooms, 4.5 baths, and spectacular Golden Gate, Bay, and Palace of Fine Arts views. The gracious main level features a stunning living room with three sets of French doors and a focal fireplace, a spacious formal dining room opening to a deck, a light-filled solarium, a beautifully renovated kitchen, and a powder room. The second floor includes three bedrooms, among them the primary suite with multiple French windows, Pacific Heights views, and an en-suite marble spa bath. The extraordinary top-floor family room - with trussed ceilings, limestone fireplace, and full-span bridge views - opens to a sunny southwest terrace with wall mounted heaters for entertaining in any season. A guest suite, gym, wine cellar, garden with turf and deck, and 3-car garage complete this exceptional home on one of San Francisco's most coveted blocks. (Photos marked 'Digitally Altered' show only the addition of fire in the fireplaces.)

2684 Green Street, San Francisco

2600 Filbert Street, San Francisco
$9,700,000
6 Beds ⋅ 6 Baths ⋅ 425066927 MLS
Where Legacy Meets the Horizon. Perched high in San Francisco's most coveted neighborhood on the crest of Cow Hollow and Pacific Heights, this extraordinary estate offers a canvas for the visionary buyer. Rarely does a property of such significance and possibility present itself. With unobstructed, cinematic views that stretch endlessly across the Bay, this home is more than real estate it is an heirloom, a statement, a legacy in the making. Originally conceived by acclaimed architect Garo Dorian, the residence reflects timeless mid-century lines and architectural drama. Today, it awaits a connoisseur someone ready to transform kitchens, baths, and interiors into a personal masterpiece, without compromise to the rarest element of all: the views. In addition, there are two expansive unfinished levels that allow you to shape the estate into whatever your lifestyle demands: a private wine gallery, a theater or gym, and an entertainment space rivaling the world's finest. In addition, there is a fully remodeled caretaker's unit and 2-car garage that further support a seamless lifestyle of comfort and discretion.

2600 Filbert Street, San Francisco

2758 Filbert Street, San Francisco
$9,500,000
5 Beds ⋅ 5 Baths ⋅ 425085745 MLS
Set on one of Cow Hollow's most cherished blocks just a block from the Presidio, 2758 Filbert Street is a newly completed architectural masterpiece that blends sophistication, warmth and everyday livability. Designed by Winder Gibson Architects, the home captures sweeping views of the Bay, Alcatraz, GG Bridge & the Palace of Fine Arts with light and openness defining every level. The main floor features a sunlit living room anchored by custom walnut millwork and a sculptural fireplace opening to a dining area framed by elegant slatted walls and ceilings, perfect for intimate dinners or large gatherings. At the heart of the home, a chef's kitchen with bespoke cabinetry, dramatic stone counters, and Miele appliances flows effortlessly to a family room & terrace for morning coffee or sunset entertaining. The primary suite is a serene retreat with views, dual walk-in closets, and a spa-like bath with soaking tub & radiant floors. The penthouse lounge, with wet bar, decks, and panor vistas sets the stage for effortless entertaining, and a flexible lower-level adapts for family, guests, or home gym. Just steps from Union & Chestnut Street's cafs, boutiques & parks, this home embodies modern San Francisco livingwhere refined architecture meets relaxed, walkable neighborhood charm.

2758 Filbert Street, San Francisco

2762-2764 Filbert Street, San Francisco
$9,100,000
5 Beds ⋅ 7 Baths ⋅ 425066452 MLS
Stunning, newly completed Cow Hollow residence! Experience the epitome of discreet luxury with this pristine property, tucked away on a quiet street, steps from the Presidio. Legally a 2-unit building, this 5-bedroom, 5-full and 2-half bathroom home melds thoughtful architecture with elevated finishes, showcasing beautiful Bay views. An expansive living room on the top level includes a glass-enclosed wine cellar, and the gorgeous chef's kitchen opens to a family room with fantastic water outlooks. Upstairs is a spectacular roof deck with sweeping views of the Golden Gate Bridge, Bay and Alcatraz. On the bedroom level are 3 bedrooms, 3 baths, and an office, including a sumptuous primary view suite. The two-level lower unit houses an enormous great room, 2 bedroom suites (or office and gym), and a turfed lawn next to a gated driveway and a detached office. No expense has been spared on exquisite finishes and thoughtful upgrades: an elevator, radiant heated floors, AC, smart home integration, 2 laundry rooms, mud room, and 4-car parking, 2 in the garage. Cow Hollow playground, the Presidio, and shops and dining on Union and Chestnut St. are all at your fingertips. A remarkable property that strikes the perfect balance between elegant entertaining and comfortable family living.

2762-2764 Filbert Street, San Francisco

2441 Filbert Street, San Francisco
$8,600,000
5 Beds ⋅ 4 Baths ⋅ 426160980 MLS
A rare Cow Hollow residence designed by noted architect Thomas Patterson Ross in 1911, 2441 Filbert Street boasts an unusually deep lot and the enchanting garden with a separate cottage in the back, creating an extraordinary urban retreat in the heart of one of San Francisco's most coveted neighborhoods. Rich period details inside include beamed ceilings, hardwood floors, moldings, fireplaces, and expansive picture windows framing gorgeous bay views from all three levels, culminating in a spectacular panoramic vista from the top floor. The main level features a gracious dining room with fireplace and doors opening to a deck and lush garden, a remarkable urban oasis filled with mature trees, roses, hydrangeas, azaleas, rhododendrons, wisteria, bougainvillea and more. Also on this level are an eat-in kitchen with stainless appliances, an office with bay views, laundry room, pantry, powder room, and an elevator with access to the garage. Upstairs are two generous bedrooms and two ensuite baths, and a grand front living room with sweeping views, a fireplace, beamed ceiling, and attached sunroom. The top level showcases a dramatic pentroom with walls of windows and breathtaking views spanning the Golden Gate Bridge, Palace of Fine Arts, the Bay, Alcatraz, Coit Tower and Russian Hill, plus two lovely bedrooms and a full bath. One-car garage on the lower level, and an incredible location near shops and dining on Union and Chestnut Streets, the Presidio, Marina Green and waterfront.

2441 Filbert Street, San Francisco

2764 Greenwich Street, San Francisco
$8,495,000
4 Beds ⋅ 4 Baths ⋅ 425075054 MLS
This home is new Construction (circa 2015). It is so rare to have a huge North Facing backyard drenched in sun. This View Home rests on a flat block of Greenwich next to Lyon Street, the Presidio park and George Lucas' Letterman Center. It's so unique to have panoramic views from Master Bedroom and yet be on a flat block. This Trophy residence features an open entertainment space and has one of the most dramatic wine atriums. You will love the Calacatta Gold marble countertops that make this kitchen a dream. There is an elevator and 1 to 2 car parking (size). The gallery style walls allow this home to be an art collector's dream. The master suite has a 5-Star luxury Spa-Like bath. This is the best Value for a view in Cow Hollow / Pacific Heights.

2764 Greenwich Street, San Francisco

2466 Union Street, San Francisco
$8,050,000
6 Beds ⋅ 4 Baths ⋅ 426114449 MLS
This elegant and stately residence is ideally situated on a premier Cow Hollow block, offering breathtaking water views from three expansive levels. Nestled on a generous lot, this home is fully detached, ensuring an abundance of natural light throughout. Thoughtfully maintained, the home retains beautiful period details and timeless architectural character. The main level boasts formal living and dining spaces, a substantial family room with dramatic vaulted beamed ceilings, and an updated kitchen complemented by a cozy breakfast area. The family room seamlessly transitions to a spacious deck showcasing stunning water views and provides effortless access to the private, manicured garden, perfect for outdoor entertaining. This floor also features a convenient laundry room and powder room. Ascending to the upper level, you'll find a large primary suite with captivating views, a sitting area, and a walk-in closet, accompanied by three additional bedrooms and two more bathrooms. The top floor presents a remarkable pent room, featuring unparalleled vistas stretching from the Golden Gate Bridge to Coit Tower, along with its own kitchen, two additional bedrooms, a full bath, and independent accessideal for guests or entertaining. On the ground level is a three-car garage, abundant storage options, development potential, and an extra laundry area. With a Walk Score of 97, this home is truly a Walker's Paradise, placing residents in the heart of vibrant city living while enjoying the serene backdrop of water views. This is a rare opportunity to enjoy as-is or reimagine in one of San Francisco's favorite neighborhoods.

2466 Union Street, San Francisco

2653 Union Street, San Francisco
$8,000,000
4 Beds ⋅ 4 Baths ⋅ 426135570 MLS
Designed by renowned architect John L. Field, this four-bedroom, three-and-a-half-bathroom brown-shingled Cow Hollow townhouse one of just six strikes a rare balance between architectural distinction and everyday livability. Soaring ceilings of 10-12 feet, hardwood floors throughout, and fireplaces in both the living room and primary bedroom give the home a sense of warmth and permanence. An open floor plan anchors the main level, with the living room flowing seamlessly to the south-facing walkout deck and garden a genuinely private outdoor retreat in the middle of the city. Floor-to-ceiling windows and doors amplify the connection to the outdoors, while the updated kitchen and formal dining room topped with a series of skylights share their own sun-filled deck, perfect for quiet morning coffee. The top floor is anchored by a serene primary suite, with two additional bedrooms sharing a well-appointed bath. The lower level features a generous suite that serves beautifully as either a guest bedroom or family room, opening onto a private deck, along with a gym, dedicated laundry room and powder room. A one-car garage with interior access and an additional driveway parking space completes this special home. Enjoy the boutiques and restaurants of Union and Chestnut Streets, the Marina Green, and the sweeping trails of the Presidio National Park quintessential San Francisco living, all within a leisurely stroll.

2653 Union Street, San Francisco

2635 Lyon Street, San Francisco
$7,983,000
7 Beds ⋅ 5 Baths ⋅ 425017553 MLS
Unique renovated Mediterranean home right on the Presidio border, fully detached on all sides with sweeping Bay views. With 5 bedrooms, 3.5 bathrooms, a family room, office, pentroom, multiple decks, and a separate guest apartment, this house is truly a special find. The main level presents formal living and dining rooms, an office or den, powder room, laundry room, and a gourmet chef's kitchen with custom maple cabinetry and deluxe appliances. Downstairs are 4 light-filled bedrooms, 2 lovely marble bathrooms, and a media room with a beautiful view deck. On the top level is a fabulous pentroom with a nanowall to a wraparound deck, boasting outlooks across the city, the Bay, Alcatraz, and the lush greenery of the Presidio. A ladder leads to a roof deck with more amazing views. The expansive, sun-drenched primary suite includes a gorgeous, spa-like bathroom and a walk-in closet. On the lowest level is a well-appointed legal 2-bed, 1-bath guest apartment, perfect for guests or rental income. Elevator to all levels, 1-car garage w/EV charger, wine cellar, radiant-heated floors, smart home features, foundation/structural upgrades, and more. All this in a coveted, peaceful location in Cow Hollow at the Presidio, offering miles of trails, great restaurants & Tunnel Tops playground.

2635 Lyon Street, San Francisco

2580 Greenwich Street, San Francisco
$7,125,000
5 Beds ⋅ 4 Baths ⋅ 426157569 MLS
Few streets capture the character and appeal of San Francisco quite like Greenwich Street. Set on one of Cow Hollow's most coveted blocks, this beautifully renovated 1900 residence pairs timeless architectural character with exceptional scale, iconic Bay views, and an enviable location. Offering approx. 3,309 sq.ft.(per floor plan), the home features 5 bedrooms, 3.5 baths, a beautifully landscaped garden, and parking for 2 cars, with room for a 3rd compact vehicle. Soaring ceilings, beautiful architectural details, and refined finishes define the light-filled interiors. Formal living and dining rooms provide elegant spaces for entertaining, while the chef's kitchen opens seamlessly to the family room and casual dining area, creating an inviting heart of the home. Upstairs, the luxurious primary suite features a sitting area, custom walk-in closet, spa-inspired bath, and breathtaking views of the Golden Gate Bridge, Alcatraz, and San Francisco Bay, along with 3 additional bedrooms. The lower level offers a generous media/recreation room opening directly to the garden, an additional bedroom and full bath, abundant storage, and the attached garage. Just moments from Union and Chestnut Streets, the Presidio, Crissy Field, and Marina Green, 2580 Greenwich offers a rare combination of architectural character, thoughtful renovation, flexible living spaces, outdoor enjoyment, ample parking, and spectacular views in one of San Francisco's most desirable neighborhoods.

2580 Greenwich Street, San Francisco

2946 Pierce Street, San Francisco
$6,700,000
4 Beds ⋅ 4 Baths ⋅ 426156338 MLS
On one of Cow Hollow's most coveted blocks, 2946 Pierce is a truly exceptional condominium that lives and feels like a single-family home. Spanning two levels with large-scale rooms, abundant natural light, and an exceptional indoor-outdoor connection, this beautifully renovated residence offers the space, privacy, and grandeur rarely found in a condominium. The show stopping feature of this incredible home is the approximately 900-square-foot exclusive use walkout deck, an extraordinary extension of the home with sweeping views stretching from the Bay to the City. It is an exceptional setting for entertaining, dining al fresco, or simply watching the large boats sail into the Bay. Renovated throughout with meticulous attention to detail, the home features three ensuite bedrooms plus a fourth bedroom that can be used as an office or nursery. An expansive primary suite with vaulted ceilings, Bay-view balconies, and abundant closet space and dressing room. The gracious public rooms are equally impressive. An expansive, light-filled living room features a cozy window seat, green outlooks, and a fireplace. The dining room, large enough for Holidays or celebrations, leads directly to the chef's kitchen, which includes an oversized island, seating, custom cabinetry, and a striking Neolith waterfall countertop. A beautifully remodeled bathroom completes this level. Oak hardwood floors, a side-by-side washer and dryer, and 2 car parking are only some of the additional features that make this home so wonderful.

2946 Pierce Street, San Francisco

2901 Buchanan Street, San Francisco
$6,626,000
12 Beds ⋅ 426146379 MLS
2901 Buchanan Street presents the rare opportunity to acquire a premier multifamily asset in the heart of Pacific Heights, one of San Francisco's most prestigious and supply-constrained neighborhoods. Built in 1922, the property consists of nine (9) well-appointed apartments, including six (6) one-bedroom, one-bath units and three (3) two-bedroom, one-bath units, along with six (6) on-site parking spaces, seven (7) private storage units, bike storage, and a shared backyard. The units have been thoughtfully maintained and offer the type of finishes today's renters actively seek. Spacious floor plans, abundant natural light, hardwood flooring, formal dining rooms, and oversized windows are complemented by updated kitchens featuring shaker-style cabinetry, granite countertops, stainless steel appliances, and dishwashers. The residences have been thoughtfully maintained and showcase the quality of the property throughout. Positioned just moments from Union Street, Fillmore Street, the Marina, and the Presidio, residents enjoy immediate access to some of San Francisco's finest restaurants, boutique shopping, neighborhood cafs, and outdoor recreation. The property's premier location, coupled with completed Soft-Story seismic improvements, secure building access, and valuable ancillary amenities, further enhances its long-term appeal. With an outstanding Pacific Heights address, exceptional curb appeal, and beautifully maintained apartment homes, 2901 Buchanan Street represents an opportunity to acquire a true trophy-quality multifamily asset in one of San Francisco's most enduring investment markets. Properties of this caliber rarely become available, making this an exceptional offering for investors seeking both immediate quality and long-term appreciation.

2901 Buchanan Street, San Francisco

1864 Greenwich Street, San Francisco
$6,400,000
5 Beds ⋅ 6 Baths ⋅ 425069883 MLS
There are few opportunities in San Francisco's prime north side market that capture exciting modernist architecture, European neighborhood walkability, and proximity to the bay, Presidio, and Northern California's famed Highway 1. 1864 Greenwich Street, in the heart of Cow Hollow, is your moment to secure this exceptional lifestyle opportunity. Completed in 2015, this contemporary design is arranged over four levels with five bedrooms and multiple outdoor decks delivering enchanting indoor/outdoor living. The grand open plan of the main level is combined with more intimate moments on the upper floors and a garden entertaining level. Views of the northern slope of Pacific Heights, the Golden Gate Bridge, and Marin Headlands make this home the quintessential San Francisco experience. The interior spaces are sumptuously appointed and create a warm and inviting feel for entertaining and daily living. Multiple fireplaces, a central internal courtyard off the gourmet kitchen gathering space, temperature controlled 300+ bottle wine room, and a private garden add to the livability of the residence. Three car garage with internal access completes the home. Carpe diem!

1864 Greenwich Street, San Francisco

2828 Divisadero Street, San Francisco
$6,200,000
4 Beds ⋅ 6 Baths ⋅ 425086275 MLS
Beautiful Cow Hollow home with sweeping Golden Gate Bridge and Bay views! Elegant entry flows to an expansive living room showcasing a bay window, fireplace, and a picture window with fantastic Bridge and Bay views. A formal dining room opens to a generous family room with French doors to the garden. The expansive kitchen enjoys a large quartz-topped island with seating, deluxe appliances and a breakfast area with banquette, surrounded by windows. Up a skylit staircase are 3 bedrooms, 3.5 baths, a library, and laundry. The luxurious corner primary suite enjoys 3 exposures, a balcony framing Golden Gate Bridge views, a gas fireplace, 2 walk-in closets, and a serene Carrera marble bath with radiant heat, soaking tub, glass shower, and double vanity. The southeast bedroom boasts a terrace with northeastern views. The top level offers a spectacular pent room with wet bar, full bath, and a sprawling terrace overlooking Alcatraz, Fort Mason, and the Bay. In the garden, multiple terraces and a built-in BBQ provide ideal space for entertaining. Bring your contractor! Property has suffered some water damage and will need to be remediated, presenting a unique opportunity for a buyer to customize, realize value, and secure a view home. Note that the light fixtures are excluded.

2828 Divisadero Street, San Francisco

2921 Octavia Street, San Francisco
$6,000,000
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

2921 Octavia Street, San Francisco
$6,000,000
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

2885 Union Street, San Francisco
$5,810,000
3 Beds ⋅ 4 Baths ⋅ 426123387 MLS
Charming Edwardian corner home blending period character with modern updates at the eastern edge of the Presidio in coveted Cow Hollow. 3BD/3.5BA with living room, formal dining room, eat-in kitchen, roof deck, and one-car garage with interior access. Designed with a reverse floor plan to capture sweeping Presidio views from the principal living spaces, this detached home begins with tremendous curb appeal - an entry garden edged by a gated wrought-iron fence, and a path leading to the marble-clad entry porch beyond. The entry level offers a versatile bedroom or home office with a built-in bookcase and an en suite bath appointed with a period claw foot tub and porcelain pedestal sink. On the second level, a corner bedroom captures verdant outlooks over the Presidio, its en suite bath finished with wainscoted walls, handsome tiled floors, a claw foot tub with handheld shower, and a porcelain pedestal sink. The principal suite is spacious and tranquil, opening to a walk-in closet and a large bath with dual porcelain sinks, a soaking tub, and a stall shower. The top floor unfolds into a luminous living room with a marble-faced focal fireplace, a bay window inset with an expansive built-in window seat, and the verdant backdrop of the Presidio. The adjacent formal dining room shares these Presidio views and a glimpse of the Golden Gate. The dining room opens to a chef's kitchen with professional-grade stainless steel appliances, a farmhouse sink set beneath an east-facing window, quartz countertops, and windows on three sides that bathe the space in light. A built-in banquette with bookcase tucks into the informal eating area. Off the main hall, a guest powder room with pedestal sink, wainscot, and decorative wallpaper. From the back door inside the kitchen, a flight of stairs rises to the roof deck - with captivating view vignettes of the bay, Alcatraz, Golden Gate Bridge, Palace of Fine Arts, and the Presidio - with both covered and uncovered seating areas. Completing this home is a laundry room on the entry level and a garage with interior access.

2885 Union Street, San Francisco

1601 Lombard Street, San Francisco
$4,950,000
15 Beds ⋅ 425012801 MLS
Nestled in one of San Francisco's most desirable neighborhoods, Cow Hollow, 1601 Lombard Street offers a unique investment opportunity with an exceptional location and expansive living space. Built in 1925, the property retains traditional architectural charm while being ideally situated to take full advantage of the vibrant energy of Chestnut Street and Union Streettwo of the city's most lively and well-known corridors. Just steps from the property, Chestnut Street and Union Street offers a range of shopping, dining, and leisure options. 1601 Lombard Street is a 13-unit corner property consisting of one studio and 11 one- bedroom units and 10 parking spaces with an adjacent retail space. The building is separately metered for gas and electric. Electric heating provides reliable comfort throughout the year, making the space functional for both residents and potential renters. 1601 Lombard Street is an attractive prospect for investors. Its prime location near both Chestnut Street and Union Street, combined with the spacious layout and modern amenities, make it an ideal candidate for multi-family livng or as a rental property. This is a rare opportunity to own a substantial property in one of San Francisco's most dynamic and sought-after neighborhoods.

1601 Lombard Street, San Francisco

1914 Greenwich Street, San Francisco
$4,819,000
3 Beds ⋅ 4 Baths ⋅ 426161195 MLS
Ideally situated in the heart of coveted Cow Hollow, this handsome, turnkey house offers the ultimate blend of timeless architectural character, modern convenience, and indoor/outdoor living. Bathed in natural light, the house is distinguished by its multiple living spaces designed for today's evolving lifestyle needs. The deep 137' lot offers a fabulous flat yard and enables future expansion. Enter onto hardwood floors under 11' ceilings. The living room overlooking Greenwich has a stylish dry bar nook and stately fireplace. It flows into an inviting dining room with a butler's closet. The remodeled open chef's kitchen with a working island, counter seating, marble countertops, Viking appliances, and custom cabinetry connects with the great room and opens directly to the deck and down into the yard. A powder room completes the floor. The skylit upper level has 3 bedrooms and 2 full baths. The primary suite with a spa-like bathroom, soaking tub, walk-in closet, and deck overlooks the private rear garden with beautiful trees. Two front bedrooms enjoy South light and share the hall bath. A convenient laundry completes this level. The lower level of the house, with interior access and a separate entrance, adds exceptional flexibility with a split bathroom, living space, office, and abundant storage. A 1-car garage completes this level.

1914 Greenwich Street, San Francisco

1662 Union Street, San Francisco
$4,425,000
3 Beds ⋅ 3 Baths ⋅ 426102502 MLS
House-Like Condo + One of Cow Hollow's Largest Private Yards 1662 Union Street has been professionally re-designed with a sharper, more elevated lens - premium finishes, improved lighting, and furnishings that feel current, intentional, and turnkey. The result is a house-like condo that offers privacy, scale, and effortless livability in the heart of Cow Hollow. Located on one of Union Street's most desirable blocks, this residence spans approximately 2,220 sq ft of interior space plus exceptional outdoor living. Interior access from the garage reinforces the single-family feelan increasingly rare feature in Cow Hollow condos. The layout currently offers three bedrooms, three bathrooms, plus a dedicated office, with the office easily convertible into a true fourth bedroom with the simple addition of a doorideal for buyers planning ahead or needing flexibility for guests, work, or growing households. Open living and dining areas anchor the home, flowing into a marble-clad chef's kitchen with Viking appliances and a waterfall breakfast bar. Smart-home systems are seamlessly integrated, supporting a tech-forward lifestyle without sacrificing warmth or design integrity. What truly sets this property apart is the outdoor experience. A deeded private yardone of the largest currently on the market in Cow Hollow creates a lifestyle more commonly associated with single-family homes. Multiple terraces and a fully outfitted yard make entertaining, relaxing, and everyday living feel expansive and effortless. The primary suite functions as a retreat, complete with a see-through fireplace, walk-in closet, and spa-style bathroom. Every detail feels considered, upgraded, and ready to enjoy. Walkable to Union Street's cafes, boutiques, restaurants, and fitness studios, this location blends classic San Francisco charm with the energy and convenience today's buyers want. This is not just turnkey, it is strategically rare. HOA Dues: Collected annually (July 15-July 15). Most recent dues were $3,812/year, representing 60.5% of shared expenses (allocated by square footage). Dues primarily cover master building insurance, water, and shared internet. Master insurance policy total was $5,429/year; unit share $3,285. Unit maintains separate interior insurance.

1662 Union Street, San Francisco

3152 Lyon Street, San Francisco
$4,400,000
4 Beds ⋅ 4 Baths ⋅ 426111838 MLS
Incredible opportunity to transform this classic 1920s Mediterranean residence into your dream home. Ideally located across from the Presidio, this gracious three-level home offers timeless elegance, generous proportions, and exceptional potential. The property also provides exceptional proximity to the Presidio National Park's renowned hiking trails, The Palace of Fine Arts, and sweeping views of the Golden Gate Bridge and San Francisco Bay. The main level features a grand formal entry, leading to beautifully scaled living, dining, and breakfast rooms. Both dining spaces provide direct access to a walk-out deck, creating seamless indoor-outdoor flow-perfect for everyday living and entertaining. The formal dining room is ideal for memorable gatherings and special occasions. The spacious kitchen offers ample room for chefs of all levels. A stunning grand staircase leads to the upper level, adding to the home's classic architectural appeal. Upstairs, the top floor features three large, light-filled bedrooms. A charming pop-out bonus room provides a cozy and intimate retreat, ideal for relaxing or reading. The oversized primary suite includes an en-suite bathroom and three closets-one of which is a walk-in with a dedicated seating area, perfect for a vanity or dressing space. This level also includes a full second bathroom and three additional hall closets for ample storage. The lower level presents a versatile in-law studio apartment with direct access to the garden, offering flexibility for guests, extended family, or rental income. An oversized garage with high ceilings accommodates one or more vehicles and provides abundant storage space. This is a trust sale and is being sold AS-IS.

3152 Lyon Street, San Francisco

2525 Van Ness Avenue Unit 502, San Francisco
$4,150,000
3 Beds ⋅ 4 Baths ⋅ 426155173 MLS
The Belvedere, designed by world-renowned Handel Architects, is a culmination of elevated architectural design, tailor-made shared spaces, and 28 brand-new refined homes gracing San Francisco's prestigious Cow Hollow neighborhood. A concrete and steel structure with an elevator built in 2024, The Belvedere features an exquisite attended lobby and incredible views captured from the two and three-bed homes spread across seven spacious levels. Residence 502 is an upper floor Golden Gate Bridge VIEW home boasting 3 beds/3.5 baths, 1,951 sqft (per architect) with a spacious great room that leads to a covered terrace. Crowning The Belvedere is an expansive, 6,200 sqft resort-style roof terrace with picture perfect views of the Golden Gate Bridge. The elegant kitchens include Miele appliances and gorgeous Gabana Quartzite stone, while the spa-like bathrooms are equipped with Waterworks fixtures and adorned in imported Calacatta stone. Additional features include: air conditioning, add'l storage, bicycle parking, and a pet washing room. The Belvedere is in a fantastic walking area, with the bustling shops, restaurants, and cafes of Union St in Cow Hollow right outside your door. Russian Hill, Pacific Heights, and The Marina are all just minutes away. Photos are of another unit with representative finishes and mirrored floor plan.

2525 Van Ness Avenue Unit 502, San Francisco

2525 Van Ness Avenue Unit 602, San Francisco
$4,130,000
3 Beds ⋅ 4 Baths ⋅ 426146789 MLS
The Belvedere, designed by world-renowned Handel Architects, is a culmination of elevated architectural design, tailor-made shared spaces, and 28 brand-new refined homes gracing San Francisco's prestigious Cow Hollow neighborhood. A concrete and steel structure with an elevator built in 2024, The Belvedere features an exquisite attended lobby and incredible views captured from the two and three-bed homes spread across seven spacious levels. Residence 602 is an upper floor Golden Gate Bridge VIEW home boasting 3 beds/3.5 baths, 1,951 sqft (per architect) with a spacious great room that leads to a covered terrace. Crowning The Belvedere is an expansive, 6,200 sqft resort-style roof terrace with picture perfect views of the Golden Gate Bridge. The elegant kitchens include Miele appliances and gorgeous Gabana Quartzite stone, while the spa-like bathrooms are equipped with Waterworks fixtures and adorned in imported Calacatta stone. Additional features include: air conditioning, add'l storage, bicycle parking, and a pet washing room. The Belvedere is in a fantastic walking area, with the bustling shops, restaurants, and cafes of Union St in Cow Hollow right outside your door. Russian Hill, Pacific Heights, and The Marina are all just minutes away. Photos are of another unit with representative finishes and mirrored floor plan.

2525 Van Ness Avenue Unit 602, San Francisco

2525 Van Ness Avenue Unit 601, San Francisco
$4,100,000
3 Beds ⋅ 4 Baths ⋅ 426094067 MLS
Elevate your living in a meticulously crafted, tech-forward home with floor-to-ceiling windows and breathtaking west-facing views at the acclaimed Belvedere. This customized 3BD/3.5BA residence defines modern San Francisco luxury with an open great room that extends to a private covered terrace for seamless indoor-outdoor living. Deluxe interiors include Studio Becker cabinetry, Miele appliances, Calacatta & Quartzite stonework, and Waterworks fixtures. There are numerous customized features including Ketra lighting, engraved Lutron switches & shades and bespoke furnishings under the guidance of Designer Julia Goodwin. The primary suite features a sitting area, walk-in closet and spa-inspired bath; secondary bedrooms offer privacy and flexibility. Amenities include a concierge-attended lobby, 6,200 sqft rooftop terrace with BBQ & lounges, parking, storage, bike parking. In-unit laundry and AC. Furnishings may be included with the sale. Located at the crossroads of Cow Hollow, Russian Hill, and the Marina, the residence is just steps from boutique shops and cafes, world-class dining, and the city's most scenic parks. This rare, one-of-a-kind offering delivers not only a home, but a lifestyle where design, comfort and location converge at the heart of San Francisco!

2525 Van Ness Avenue Unit 601, San Francisco

245 Pixley Street, San Francisco
$3,828,000
3 Beds ⋅ 3 Baths ⋅ 426098622 MLS
Distinctively Reimagined Cow Hollow Home! The captivating curb appeal of this residence is merely a prelude to the treasures within. Rebuilt in 2015 by published architect Michael Connell and curated by noted San Francisco Interior Designer John K. Anderson, JKA Design, this exceptional home is a masterclass in impactful, creative design. While the Victorian-era faade was meticulously preserved, the interior was entirely reinvented to offer an expanded, flowing floor plan and a contemporary lifestyle. The Main Level: A Designer's Showcase: The heart of the home features an open-concept living, dining, and kitchen area defined by soaring ceilings and fumed European white oak chevron flooring. A custom walnut and Belgian Blue limestone fireplace serves as the focal point, while the gourmet kitchen delights the senses with Calacatta Oro marble, a shagreen-upholstered peninsula, and a custom brass range hood. This level also includes a media room with a spiral Pirce LED installation and a jewel-box powder room featuring Damien Hirst's Butterfly Kaleidoscope wallpaper. The Primary Suite: A Private Sanctuary: Occupying its own level, the primary suite is a secluded hideaway flanked by north- and south-facing patios. The en-suite bath is a study in opulence, featuring a mahogany vanity, vintage Italian sconces, a standalone Halo Blu-stone tub, and intricate brass-trimmed marble wainscoting. A spacious custom-fitted dressing room completes the retreat. The Crown Jewel: Panoramic Roof Deck: Ascend through an electric skylight-hatch to the expansive roof deck. Set against the backdrop of Pacific Heights, the deck offers breathtaking 360-degree views of the Golden Gate Bridge, the Palace of Fine Arts, and the Marina, all centered around a cozy gas fire pit. Lower Level & Location: The lower levelaccessible via a separate front entryhouses two additional bedrooms, a designer bath featuring Fireclay tile, the closeted washer & dryer, and internal access to the garage (equipped with an EV charger). Situated on a charming one-way street, you are in proximity to the desirable amenities of Fillmore, Union, and Chestnut Streets, and the natural beauty of the Presidio and Marina Green.

245 Pixley Street, San Francisco