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Successor Trustee Sale - Showcasing the timeless appeal of Mid-Century Modern design, this beautiful maintained home features classic post-and-beam construction, tongue-and groove ceilings, expansive windows, and an abundance of natural light, creates a bright and inviting atmosphere, while the main living areas and primary suite seemlessly connect to the outdoors. A spacious living room with a wood-burning fireplace, within the living/dinning area there is a skylight, distinctive white globe pendant lighting, and approximately 10-foot ceilings further enhance the home's architectural character and sense of openness. The functional floor plan offers a private primary ensuite with skylight in bathroom area, two additional bedrooms, a full bath, inside laundry area and an attached two car garage with 220 volts. Recent improvements include fresh interior paint and landscaping. Other improvements; Jenn-Air double oven, newer Bosch dishwasher, forced air heating & copper plumbing. The private backyard features a heated 8-foot deep swimming pool that is heated by solar & gas surrounded by hardscapte patio areas and flower beds, providing a peaceful setting for relaxation and outdoor enjoyment. Ideally located just minutes from Highlands Elementary School and the Highlands Recreation Center. Enjoy easy access to Highway 280 and CA-92, with San Francisco and Palo Alto just a short drive away. Offering a rare combination of architectural character, privacy, and everyday accessibility, this is a wonderful opportunity to own a true Highlands gem.

3 Beds ⋅ 2 Baths ⋅ 1,540 SqFt. ⋅ 426143266 MLS

Successor Trustee Sale - Showcasing the timeless appeal of Mid-Century Modern design, this beautiful maintained home features classic post-and-beam construction, tongue-and groove ceilings, expansive windows, and an abundance of natural light, creates a bright and inviting atmosphere, while the main living areas and primary suite seemlessly connect to the outdoors. A spacious living room with a wood-burning fireplace, within the living/dinning area there is a skylight, distinctive white globe pendant lighting, and approximately 10-foot ceilings further enhance the home's architectural character and sense of openness. The functional floor plan offers a private primary ensuite with skylight in bathroom area, two additional bedrooms, a full bath, inside laundry area and an attached two car garage with 220 volts. Recent improvements include fresh interior paint and landscaping. Other improvements; Jenn-Air double oven, newer Bosch dishwasher, forced air heating & copper plumbing. The private backyard features a heated 8-foot deep swimming pool that is heated by solar & gas surrounded by hardscapte patio areas and flower beds, providing a peaceful setting for relaxation and outdoor enjoyment. Ideally located just minutes from Highlands Elementary School and the Highlands Recreation Center. Enjoy easy access to Highway 280 and CA-92, with San Francisco and Palo Alto just a short drive away. Offering a rare combination of architectural character, privacy, and everyday accessibility, this is a wonderful opportunity to own a true Highlands gem.

1703 Lexington Avenue, San Mateo

Listing courtesy of AMG Executive Realty. Selling Office: Redfin.

$2,486,000

Location! Views! Privacy! Tucked away on a cul-de-sac in one of San Mateo's most desirable neighborhoods, 3334 Caxton Court presents a rare opportunity to own a beautifully proportioned 5-bedroom 3-bathroom home on a remarkable ~1/3 acre lot. Its prime location is within minutes of top-rated schools, parks, shopping, and commuter routes. This light-filled home invites relaxed daily living and elegant entertaining, perfectly complimented by an expansive back deck with bay views. The versatile floor plan includes a separate entrance on the lower level, ideal for multigenerational households, extended guest accommodations, or even potential rental income. What truly sets this property apart is its exceptional lot size offering endless possibilities for outdoor enjoyment. Whether you're envisioning lush gardens, a resort-style pool, or an accessory dwelling unit (buyer to verify), the sheer size of this property provides a canvas seldom available in San Mateo. Combining both scale and adaptability, 3334 Caxton Court is more than a home, it's a legacy property with room to grow, gather, and thrive for generations to come.

5 Beds ⋅ 3 Baths ⋅ 2,645 SqFt. ⋅ 426112685 MLS

Location! Views! Privacy! Tucked away on a cul-de-sac in one of San Mateo's most desirable neighborhoods, 3334 Caxton Court presents a rare opportunity to own a beautifully proportioned 5-bedroom 3-bathroom home on a remarkable ~1/3 acre lot. Its prime location is within minutes of top-rated schools, parks, shopping, and commuter routes. This light-filled home invites relaxed daily living and elegant entertaining, perfectly complimented by an expansive back deck with bay views. The versatile floor plan includes a separate entrance on the lower level, ideal for multigenerational households, extended guest accommodations, or even potential rental income. What truly sets this property apart is its exceptional lot size offering endless possibilities for outdoor enjoyment. Whether you're envisioning lush gardens, a resort-style pool, or an accessory dwelling unit (buyer to verify), the sheer size of this property provides a canvas seldom available in San Mateo. Combining both scale and adaptability, 3334 Caxton Court is more than a home, it's a legacy property with room to grow, gather, and thrive for generations to come.

3334 Caxton Court, San Mateo

Listing courtesy of RE/MAX Gold Woodland. Selling Office: Coldwell Banker Realty.

$2,268,000

Welcome to this beautifully updated 3-bedroom, 2-bath home in one of San Mateo's most desirable neighborhoods. Blending timeless charm with modern comforts, this move-in ready residence features gleaming hardwood floors throughout, a brand-new roof, EV charging, and central air conditioning for year-round comfort. A standout feature is the detached flex space, offering endless possibilities as a home office, fitness studio, yoga retreat, creative workspace, or bonus room to fit your lifestyle. The private backyard provides the perfect setting for relaxing, entertaining, or enjoying California indoor-outdoor living. Ideally located just minutes from vibrant Downtown San Mateo, you'll enjoy exceptional dining, shopping, parks, and community events, while commuters will appreciate convenient access to Highways 101, 280, and 92, as well as nearby Caltrain. A rare opportunity to own a turnkey home that offers charm, versatility, and an unbeatable location in the heart of the Peninsula.

3 Beds ⋅ 2 Baths ⋅ 1,505 SqFt. ⋅ 426150551 MLS

Welcome to this beautifully updated 3-bedroom, 2-bath home in one of San Mateo's most desirable neighborhoods. Blending timeless charm with modern comforts, this move-in ready residence features gleaming hardwood floors throughout, a brand-new roof, EV charging, and central air conditioning for year-round comfort. A standout feature is the detached flex space, offering endless possibilities as a home office, fitness studio, yoga retreat, creative workspace, or bonus room to fit your lifestyle. The private backyard provides the perfect setting for relaxing, entertaining, or enjoying California indoor-outdoor living. Ideally located just minutes from vibrant Downtown San Mateo, you'll enjoy exceptional dining, shopping, parks, and community events, while commuters will appreciate convenient access to Highways 101, 280, and 92, as well as nearby Caltrain. A rare opportunity to own a turnkey home that offers charm, versatility, and an unbeatable location in the heart of the Peninsula.

663 Birch Avenue, San Mateo

Listing courtesy of Realty One Group Complete. Selling Office: KW Advisors.

$1,533,000

Rare corner lot duplex in desirable San Mateo, offering a unique and versatile layout. Each unit features 2 bedrooms, 1 bath, and a 2-car garage. Positioned on separate streets one on Indian Avenue and one on N. Idaho Street this property offers a rare sense of individuality for each residence. The Indian Avenue unit enjoys added privacy with its front entrance tucked along a gated side walkway and cemented patio, creating a more secluded feel, while the N. Idaho Street unit has direct street frontage. A unique interior connection from a bedroom in the Indian Avenue unit leads to the garage of the N. Idaho Street unit, allowing the property to function as two separate units or as a connected multi-generational living arrangement, as currently configured. This lovingly cared-for property showcases pride of ownership throughout. Beautifully manicured grounds and exceptional cleanliness make this home move-in ready, while offering an opportunity to personalize and update over time. Only minutes away from Coyote Point and Poplar Creek Golf Course, and Downtown San Mateo where you will find great restaurants, movie theatre, shopping, Central Park and Caltrain Station. Close to 101 freeway.

4 Beds ⋅ 2 Baths ⋅ 2,655 SqFt. ⋅ 426121230 MLS

Rare corner lot duplex in desirable San Mateo, offering a unique and versatile layout. Each unit features 2 bedrooms, 1 bath, and a 2-car garage. Positioned on separate streets one on Indian Avenue and one on N. Idaho Street this property offers a rare sense of individuality for each residence. The Indian Avenue unit enjoys added privacy with its front entrance tucked along a gated side walkway and cemented patio, creating a more secluded feel, while the N. Idaho Street unit has direct street frontage. A unique interior connection from a bedroom in the Indian Avenue unit leads to the garage of the N. Idaho Street unit, allowing the property to function as two separate units or as a connected multi-generational living arrangement, as currently configured. This lovingly cared-for property showcases pride of ownership throughout. Beautifully manicured grounds and exceptional cleanliness make this home move-in ready, while offering an opportunity to personalize and update over time. Only minutes away from Coyote Point and Poplar Creek Golf Course, and Downtown San Mateo where you will find great restaurants, movie theatre, shopping, Central Park and Caltrain Station. Close to 101 freeway.

1025 Indian Avenue, San Mateo

Listing courtesy of KW Central Valley. Selling Office: KW Central Valley.

$1,471,000

Location is Everything! Ideally situated in San Mateo's desirable and established Sunnybrae neighborhood, this charming single-story home blends timeless character with thoughtful modern updates. Features include hardwood floors, granite countertops, plantation shutters, and custom built-in cabinetry. The beautifully designed backyard sets this home apart, offering a rare outdoor retreat perfect for entertaining. Complete with a covered pavilion, TV, and separate built-in bar, it creates a seamless indoor-outdoor living experience ideal for hosting friends, enjoying weekend gatherings, or unwinding with a cold drink after a long day. Enjoy the convenience of being just minutes from vibrant downtown San Mateo, with its popular restaurants, shops, dining, Caltrain station, and easy access to BART. Nearby Central Park offers tennis courts, the renowned Japanese Tea Garden, playgrounds, seasonal events, and scenic walking paths. Whether you're taking an evening stroll, enjoying the outdoors, or exploring the downtown area on foot, this exceptional location delivers the perfect blend of walkability, recreation, and convenience.

2 Beds ⋅ 1 Baths ⋅ 1,210 SqFt. ⋅ 426124228 MLS

Location is Everything! Ideally situated in San Mateo's desirable and established Sunnybrae neighborhood, this charming single-story home blends timeless character with thoughtful modern updates. Features include hardwood floors, granite countertops, plantation shutters, and custom built-in cabinetry. The beautifully designed backyard sets this home apart, offering a rare outdoor retreat perfect for entertaining. Complete with a covered pavilion, TV, and separate built-in bar, it creates a seamless indoor-outdoor living experience ideal for hosting friends, enjoying weekend gatherings, or unwinding with a cold drink after a long day. Enjoy the convenience of being just minutes from vibrant downtown San Mateo, with its popular restaurants, shops, dining, Caltrain station, and easy access to BART. Nearby Central Park offers tennis courts, the renowned Japanese Tea Garden, playgrounds, seasonal events, and scenic walking paths. Whether you're taking an evening stroll, enjoying the outdoors, or exploring the downtown area on foot, this exceptional location delivers the perfect blend of walkability, recreation, and convenience.

1030 S Delaware Street, San Mateo

Listing courtesy of Ideal California Homes. Selling Office: Coldwell Banker Realty.

711 S Bayshore Boulevard Unit #10, San Mateo

$425,000

Calling all investors and savvy buyers! Welcome to this charming 1-bedroom, 1-bath condo in the heart of San Mateo an excellent opportunity to add value and make it your own. This light-filled home offers a functional, open layout with a spacious living and dining area, ideal for everyday living and entertaining. The kitchen provides ample cabinetry and storage, ready for your vision and upgrades. The generously sized bedroom offers a comfortable retreat, while the bathroom maintains its original character. Enjoy the convenience of an in-unit washer and dryer, along with one assigned garage parking space and additional storage. The well-maintained community also features a recreation room for added enjoyment. Ideally located near Highway 101, Caltrain, and major commuter routes, with easy access to downtown San Mateo, Burlingame, shopping, dining, parks, and the Bay Trail. Great value with strong upside potential in a prime location!

1 Beds ⋅ 1 Baths ⋅ 675 SqFt. ⋅ 426115620 MLS

Calling all investors and savvy buyers! Welcome to this charming 1-bedroom, 1-bath condo in the heart of San Mateo an excellent opportunity to add value and make it your own. This light-filled home offers a functional, open layout with a spacious living and dining area, ideal for everyday living and entertaining. The kitchen provides ample cabinetry and storage, ready for your vision and upgrades. The generously sized bedroom offers a comfortable retreat, while the bathroom maintains its original character. Enjoy the convenience of an in-unit washer and dryer, along with one assigned garage parking space and additional storage. The well-maintained community also features a recreation room for added enjoyment. Ideally located near Highway 101, Caltrain, and major commuter routes, with easy access to downtown San Mateo, Burlingame, shopping, dining, parks, and the Bay Trail. Great value with strong upside potential in a prime location!

711 S Bayshore Boulevard Unit #10, San Mateo

Listing courtesy of Realty Executives of Northern California. Selling Office: Bay Home Investments&Loans.