Bcallahan.com Search Results

$2,899,000

**APPOINTMENT ONLY - PLEASE DO NOT DISTURB OCCUPANTS** Exceptional investor/development opportunity in the heart of San Carlos! Set on a prime corner lot this property presents a rare two-address configuration on one parcel. Featuring a 6BD/4BA main house at 590 Chestnut with a separate 1BD/1BA apartment at 580 Chestnut. Currently operating as an assisted care facility, the property offers immediate functional use with long-term potential for an investor, developer, or owner-user seeking a flexible asset in a highly desirable location. Just moments from vibrant downtown San Carlos, Laurel St. shops and restaurants, Caltrain, and Sequoia Hospital. The property also enjoys convenient access to a variety of community amenities, including the San Carlos Adult Community Center, City Hall, the San Carlos Library, Police Department, Burton Park, the San Carlos Dog Park, and the San Carlos Youth Center, all within approximately a five-minute walk. A rare chance to acquire a flexible property in a coveted San Carlos setting.

7 Beds ⋅ 5 Baths ⋅ ML82055159 MLS

**APPOINTMENT ONLY - PLEASE DO NOT DISTURB OCCUPANTS** Exceptional investor/development opportunity in the heart of San Carlos! Set on a prime corner lot this property presents a rare two-address configuration on one parcel. Featuring a 6BD/4BA main house at 590 Chestnut with a separate 1BD/1BA apartment at 580 Chestnut. Currently operating as an assisted care facility, the property offers immediate functional use with long-term potential for an investor, developer, or owner-user seeking a flexible asset in a highly desirable location. Just moments from vibrant downtown San Carlos, Laurel St. shops and restaurants, Caltrain, and Sequoia Hospital. The property also enjoys convenient access to a variety of community amenities, including the San Carlos Adult Community Center, City Hall, the San Carlos Library, Police Department, Burton Park, the San Carlos Dog Park, and the San Carlos Youth Center, all within approximately a five-minute walk. A rare chance to acquire a flexible property in a coveted San Carlos setting.

580-590 Chestnut ST, San Carlos

Listed by Bonafede Team, 831.210.0953 from Compass
(If provided) CoList: from

$6,250,000

Set above San Carlos with commanding, unobstructed views, 1 Lewis Ranch Road is a rare residential offering where scale, privacy, and refinement converge! The 6-bedroom, 6.5-bath estate spans approximately 5,600 SqFt on nearly an acre of land, thoughtfully designed to maximize light, outlooks, and thoughtful design. A dramatic arrival leads into expansive interiors accented by original marble floors and sun-filled living spaces, each oriented to capture the surrounding views. The recently completed $1.5M renovation introduces a striking chefs kitchen with premium appliances and a statement Carrara marble waterfall island, alongside redefined living, dining, and sitting areas with elevated finishes. The primary suite delivers a resort caliber experience, featuring a spa inspired bath, walk-in shower, soaking tub, and wraparound views. Outdoors, the grounds unfold with mature landscaping, a three car garage with gym, turf, a pristine half sport court, tiered gardens, and a peaceful viewpoint ideal for sunrise, sunset and holiday fireworks. All just moments from San Carlos highly regarded 10/10 schools. Strategically situated with effortless access to major freeway corridors and Silicon Valleys top employment hubs.

6 Beds ⋅ 7 Baths ⋅ ML82030353 MLS

Set above San Carlos with commanding, unobstructed views, 1 Lewis Ranch Road is a rare residential offering where scale, privacy, and refinement converge! The 6-bedroom, 6.5-bath estate spans approximately 5,600 SqFt on nearly an acre of land, thoughtfully designed to maximize light, outlooks, and thoughtful design. A dramatic arrival leads into expansive interiors accented by original marble floors and sun-filled living spaces, each oriented to capture the surrounding views. The recently completed $1.5M renovation introduces a striking chefs kitchen with premium appliances and a statement Carrara marble waterfall island, alongside redefined living, dining, and sitting areas with elevated finishes. The primary suite delivers a resort caliber experience, featuring a spa inspired bath, walk-in shower, soaking tub, and wraparound views. Outdoors, the grounds unfold with mature landscaping, a three car garage with gym, turf, a pristine half sport court, tiered gardens, and a peaceful viewpoint ideal for sunrise, sunset and holiday fireworks. All just moments from San Carlos highly regarded 10/10 schools. Strategically situated with effortless access to major freeway corridors and Silicon Valleys top employment hubs.

1 Lewis Ranch RD, San Carlos

Listed by Mariana Pappalardo, 650-670-7888 from Compass
(If provided) CoList: Emma Martino from Compass

Sold listing courtesy of Aj Lehr from LEHR

$1,720,000

Office Building with Multi-Family Residential+ Zoning. For Lease, Sale or JV. Permitted: Office Business Professional, Medical Dental Office, General Personal Service, Multi-Unit Residential, Family Child Care, Day Care, Adult Day Care, Trade School, Community Assembly, Church, Instructional, Private School w CUP, Grooming or Pet Store, Veterinary w CUP, Restaurant, Bar w CUP, Hotel, Convenience or Grocery, Retail. MU-SB-100: Mixed-Use South Boulevard: Could go 60 ft or 5 stories with existing zoning codes, new state laws could potentially go higher depending on transit assessment. Building is 49 ft wide and 57 ft deep. There is an existing tenant, who has a right of first refusal on a sale, but has stated that they don't intend to exercise it, and an option to extend the lease 2 years past their 3/31/26 expiration, which they've stated they intend to exercise. For buyers, investors that want a leased investment, or a mixed use or residential development opportunity, with in place lease income, this is a positive scenario. As-Is sale. New roof. Current office layout interior has many private offices, conference rooms that could be used as into bedrooms. Buyer to inspect as desired.

9 Beds ⋅ ML82027813 MLS

Office Building with Multi-Family Residential+ Zoning. For Lease, Sale or JV. Permitted: Office Business Professional, Medical Dental Office, General Personal Service, Multi-Unit Residential, Family Child Care, Day Care, Adult Day Care, Trade School, Community Assembly, Church, Instructional, Private School w CUP, Grooming or Pet Store, Veterinary w CUP, Restaurant, Bar w CUP, Hotel, Convenience or Grocery, Retail. MU-SB-100: Mixed-Use South Boulevard: Could go 60 ft or 5 stories with existing zoning codes, new state laws could potentially go higher depending on transit assessment. Building is 49 ft wide and 57 ft deep. There is an existing tenant, who has a right of first refusal on a sale, but has stated that they don't intend to exercise it, and an option to extend the lease 2 years past their 3/31/26 expiration, which they've stated they intend to exercise. For buyers, investors that want a leased investment, or a mixed use or residential development opportunity, with in place lease income, this is a positive scenario. As-Is sale. New roof. Current office layout interior has many private offices, conference rooms that could be used as into bedrooms. Buyer to inspect as desired.

1761 Laurel ST, San Carlos

Listed by Alexander Kent, 650-793-0541 from Compass
(If provided) CoList: from

Sold listing courtesy of RECIP from RCIP

$4,017,000

Your family and friends will adore you for finding 3470 La Mesa Drive! This meticulously maintained 6 bedroom 3 bath masterpiece has been renovated with a level of quality and detail that cant be described... it must be experienced! When you first pull up, driveway and walkway pavers greet you as you enter the 3 car garages and home. A 50 year Presidential roof, scenic views, lighting, and paint are only the beginning! Step through the formal double door entry and feel the calm! Soaring ceilings, a sunken living room, marble bathrooms, new wide plank oak floors, baseboards, and door hardware throughout, plus a separate laundry room inside with additional space in the garage. The ground floor bedroom with private patio creates the perfect generational suite or workspace for your family to enjoy. The main floor bath is elegantly appointed with the finest materials and care. The entirely renovated kitchen is more than the heart of the home, this stunning space is the soul. New oak cabinetry, Thermador appliances, beverage refrigerator, Taj Mahal quartzite counters and backsplash, and thoughtfully placed electrical outlets with USB. Five bedrooms and two baths upstairs include a primary suite fit for royalty. Award winning San Carlos schools and more!

6 Beds ⋅ 3 Baths ⋅ ML82026276 MLS

Your family and friends will adore you for finding 3470 La Mesa Drive! This meticulously maintained 6 bedroom 3 bath masterpiece has been renovated with a level of quality and detail that cant be described... it must be experienced! When you first pull up, driveway and walkway pavers greet you as you enter the 3 car garages and home. A 50 year Presidential roof, scenic views, lighting, and paint are only the beginning! Step through the formal double door entry and feel the calm! Soaring ceilings, a sunken living room, marble bathrooms, new wide plank oak floors, baseboards, and door hardware throughout, plus a separate laundry room inside with additional space in the garage. The ground floor bedroom with private patio creates the perfect generational suite or workspace for your family to enjoy. The main floor bath is elegantly appointed with the finest materials and care. The entirely renovated kitchen is more than the heart of the home, this stunning space is the soul. New oak cabinetry, Thermador appliances, beverage refrigerator, Taj Mahal quartzite counters and backsplash, and thoughtfully placed electrical outlets with USB. Five bedrooms and two baths upstairs include a primary suite fit for royalty. Award winning San Carlos schools and more!

3470 La Mesa DR, San Carlos

Listed by Alex Lehr, 650-766-5300 from Guide Real Estate
(If provided) CoList: from

Sold listing courtesy of Lynise Smith from DWELL

$4,275,000

Nestled in the San Carlos hills, this masterfully reimagined estate embodies contemporary luxury with an undeniable presence. Spanning 4414 sq ft, the 6-bedroom, 7-bathroom residence is designed to captivate, with panoramic Bay views serving as a breathtaking backdrop. Vaulted ceilings & an effortless indoor-outdoor flow define the expansive interiors, where grand living spaces spill onto 1700 sq ft of tiered decks. A sleek chefs kitchen with premium appliances & striking finishes anchors the main level, while a glass-enclosed wine cellar awaits connoisseurs. Thoughtfully designed for sublime accessibility, bedrooms are situated on every level, offering flexibility & privacy for multi-generational living. A versatile bonus room suits a yoga retreat, creative studio, or media room. The primary suite is a serene retreat with glass walls framing ever-changing vistas and a spa-like bath with a soaking tub and walk-in shower. Outdoor galore: enjoy a private ~700 sq ft courtyard + a serene backyard space. A dedicated laundry room, attached 2-car garage with additional parking, and meticulous craftsmanship throughout complete this exceptional residence. Commanding, refined, and uncompromising in its execution, this home is a rare Peninsula offering, with top-rated San Carlos schools.

6 Beds ⋅ 7 Baths ⋅ ML81997345 MLS

Nestled in the San Carlos hills, this masterfully reimagined estate embodies contemporary luxury with an undeniable presence. Spanning 4414 sq ft, the 6-bedroom, 7-bathroom residence is designed to captivate, with panoramic Bay views serving as a breathtaking backdrop. Vaulted ceilings & an effortless indoor-outdoor flow define the expansive interiors, where grand living spaces spill onto 1700 sq ft of tiered decks. A sleek chefs kitchen with premium appliances & striking finishes anchors the main level, while a glass-enclosed wine cellar awaits connoisseurs. Thoughtfully designed for sublime accessibility, bedrooms are situated on every level, offering flexibility & privacy for multi-generational living. A versatile bonus room suits a yoga retreat, creative studio, or media room. The primary suite is a serene retreat with glass walls framing ever-changing vistas and a spa-like bath with a soaking tub and walk-in shower. Outdoor galore: enjoy a private ~700 sq ft courtyard + a serene backyard space. A dedicated laundry room, attached 2-car garage with additional parking, and meticulous craftsmanship throughout complete this exceptional residence. Commanding, refined, and uncompromising in its execution, this home is a rare Peninsula offering, with top-rated San Carlos schools.

142 Coronado AVE, San Carlos

Listed by Francesca Lampert, 650-776-1581 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Joyce Romeo from DWELL

$3,500,000

Nestled on a serene private drive, this stunning home offers breathtaking views from nearly every corner. 7 total bedrooms and 4.5 bathrooms,(separate 1 bed,1 bath) it caters to a variety of needs.You're greeted by a grand formal living area adorned with expansive windows framing picturesque mountain and neighborhood vistas.The living room features high beamed ceilings,hardwood floors,and a fireplace. Adjacent to this space lies a formal dining room,also showcasing mesmerizing views, ideal for hosting gatherings.The kitchen is equipped with stainless steel appliances, a pantry, and an island perfect for casual dining.The main floor also hosts the primary suite, complete with an updated bath, walk-in closet, and a private balcony. Additionally, there's a second bedroom, currently utilized as a media room, and a convenient half bath on this level. Downstairs are 4 more bedrooms, 2 updated bathrooms, a spacious family room boasting a built-in desk area and another fireplace,an art/storage room, and a laundry room. Just outside the downstairs family room awaits an updated 1 bed,1 bath approx. 600 sft. living space w/a private entrance.This area encompasses a kitchen, and family room,offering flexible living arrangements or rental potential.The home is located near top rated schools.

6 Beds ⋅ 4 Baths ⋅ ML81981093 MLS

Nestled on a serene private drive, this stunning home offers breathtaking views from nearly every corner. 7 total bedrooms and 4.5 bathrooms,(separate 1 bed,1 bath) it caters to a variety of needs.You're greeted by a grand formal living area adorned with expansive windows framing picturesque mountain and neighborhood vistas.The living room features high beamed ceilings,hardwood floors,and a fireplace. Adjacent to this space lies a formal dining room,also showcasing mesmerizing views, ideal for hosting gatherings.The kitchen is equipped with stainless steel appliances, a pantry, and an island perfect for casual dining.The main floor also hosts the primary suite, complete with an updated bath, walk-in closet, and a private balcony. Additionally, there's a second bedroom, currently utilized as a media room, and a convenient half bath on this level. Downstairs are 4 more bedrooms, 2 updated bathrooms, a spacious family room boasting a built-in desk area and another fireplace,an art/storage room, and a laundry room. Just outside the downstairs family room awaits an updated 1 bed,1 bath approx. 600 sft. living space w/a private entrance.This area encompasses a kitchen, and family room,offering flexible living arrangements or rental potential.The home is located near top rated schools.

19 Anchor LN, San Carlos

Listed by Joyce and Tatum Real Estate, 650-714-5852 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Jenna Marinaro from WRLY

$3,150,000

A unique and extraordinary opportunity to plant roots on this large lot boasting not one, but two, single-family residences nestled on one picturesque parcel! Each of the enchanting farmhouse residences flaunts understated elegance and colonial charm, rich in history and filled with character. A private poolside deck as a main entry makes a spectacular splash upon arrival. The front house (approx 1900SF) hosts 3 bedrooms & 2 bathrooms, a formal dining room, living room with gas fireplace, great room/kitchen combo with vaulted ceilings, casual dining area, skylight, wrap around back porch, and indoor laundry area all on a single story! At the end of the long driveway, the 2-story converted carriage house (approx 1872SF) is situated at the back of the lot and boasts 3 bedrooms & 1 bathroom with shower over tub, an inside laundry area, attached, oversized one-car garage, retro O'Keefe Merritt range in the kitchen with adjoining casual dining area, upstairs family room and private covered balcony overlooking the whimsical backyard and patio area. Each fantastic residence flaunts its own distinct personality and are beautifully unique. A plethora of special spaces create a multitude of magnificent options and endless possibilities for living the good life on this fantastic property!

6 Beds ⋅ 3 Baths ⋅ ML81960061 MLS

A unique and extraordinary opportunity to plant roots on this large lot boasting not one, but two, single-family residences nestled on one picturesque parcel! Each of the enchanting farmhouse residences flaunts understated elegance and colonial charm, rich in history and filled with character. A private poolside deck as a main entry makes a spectacular splash upon arrival. The front house (approx 1900SF) hosts 3 bedrooms & 2 bathrooms, a formal dining room, living room with gas fireplace, great room/kitchen combo with vaulted ceilings, casual dining area, skylight, wrap around back porch, and indoor laundry area all on a single story! At the end of the long driveway, the 2-story converted carriage house (approx 1872SF) is situated at the back of the lot and boasts 3 bedrooms & 1 bathroom with shower over tub, an inside laundry area, attached, oversized one-car garage, retro O'Keefe Merritt range in the kitchen with adjoining casual dining area, upstairs family room and private covered balcony overlooking the whimsical backyard and patio area. Each fantastic residence flaunts its own distinct personality and are beautifully unique. A plethora of special spaces create a multitude of magnificent options and endless possibilities for living the good life on this fantastic property!

2751 Eaton AVE, San Carlos

Listed by Debbie Wilhelm, 650-400-3111 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Ramez Tabri from ALNC

$6,495,000

Corrected (larger) square footage. Rarely do you find a property this exceptional! A custom build, on ~half-acre, located on San Carlos's premier, Carmelita Drive, just a 10-minute walk to town. Contemporary architecture designed by Architecture Allure, celebrating floor-to-ceiling Fleetwood panel doors, cedar wood accents, & stacked limestone facade is set among mature growth trees that line the perimeter of this creek-side setting. A sunny flat yard w/multiple entertainment areas center around a pristine pebble-tec bottom pool. The home's flexible floor plan boasts an owner's wing of 4 bedrooms & 3 bathrooms, a guest wing w/separate exterior entrance, multiple pocket doors to make open spaces suddenly private, & a one-bed & one-bathroom guest cottage w/kitchenette, all to suit estate-style living & entertaining. The primary suite is sophisticated & luxurious. The entertaining areas live large. Every detail & customization fuse to create a relaxed, vibrant, & modern way of life.

6 Beds ⋅ 7 Baths ⋅ ML81923120 MLS

Corrected (larger) square footage. Rarely do you find a property this exceptional! A custom build, on ~half-acre, located on San Carlos's premier, Carmelita Drive, just a 10-minute walk to town. Contemporary architecture designed by Architecture Allure, celebrating floor-to-ceiling Fleetwood panel doors, cedar wood accents, & stacked limestone facade is set among mature growth trees that line the perimeter of this creek-side setting. A sunny flat yard w/multiple entertainment areas center around a pristine pebble-tec bottom pool. The home's flexible floor plan boasts an owner's wing of 4 bedrooms & 3 bathrooms, a guest wing w/separate exterior entrance, multiple pocket doors to make open spaces suddenly private, & a one-bed & one-bathroom guest cottage w/kitchenette, all to suit estate-style living & entertaining. The primary suite is sophisticated & luxurious. The entertaining areas live large. Every detail & customization fuse to create a relaxed, vibrant, & modern way of life.

1880 Carmelita DR, San Carlos

Listed by Dulcy Freeman, 650-804-8884 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Bob Johnston from CBR