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171 Starlite Drive, San Mateo
$2,689,000
3 Beds ⋅ 3 Baths ⋅ ML82065545 MLS
With picture-perfect curb appeal, a great room with big sunny windows, a backyard view deck, and a superb Baywood Park location, this lovely home is ideal for California indoor/outdoor living. Just behind a picket fence, the lush front yard boasts a variety of plantings and a walkway leading to an inviting covered porch. Inside, glowing hardwood floors, natural brick accents, and high ceilings enhance the sense of volume throughout the entertainment and private spaces. Highlights of the 3- bedroom, 3-bath floor plan include a light-filled primary suite and a second bedroom with en suite bath. The backyard features an expansive view deck for enjoying the treetop vistas and a dining patio with pergola. Combining serenity with convenience, this wonderful retreat is just minutes to commute routes, shopping and dining, sought-after schools, plus hiking and biking at beautiful Crystal Springs Reservoir.

171 Starlite Drive, San Mateo

Listing courtesy of Erica Damelio from Compass. 650-571-8000
509 Crescent Avenue, San Mateo
$3,888,000
5 Beds ⋅ 4 Baths ⋅ ML82065540 MLS
Set on an expansive 8,670-square-foot lot in coveted San Mateo Park, 509 Crescent Avenue offers an exceptional blend of timeless character, privacy, and effortless indoor-outdoor living. A gracious formal living room and elegant dining room create beautiful spaces for entertaining, while the kitchen serves as the heart of everyday life, opening naturally to the backyard. Outside, a generous lawn framed by mature trees creates a private setting for play, gatherings, and relaxed afternoons at home. Inside, approximately 2,940 square feet unfold across a versatile five-bedroom, four bath floor plan. Two bedrooms on the main level offer flexibility for guests, a home office, or multigenerational living, while upstairs are three additional bedrooms, including the primary suite and two secondary bedrooms that share a full bath. A generous family room provides additional space to gather, and a detached two-car garage adds convenience and flexibility. Enjoy all that San Mateo Park has to offer tree-lined streets, beautiful homes, neighborhood block parties, and walkability. Just minutes from downtown Burlingame, 509 Crescent offers a rare combination of space, privacy, charm, and convenience in one of the Peninsulas most beloved neighborhoods.

509 Crescent Avenue, San Mateo

Listing courtesy of from Compass. 650-678-5455
27 Condon Court, San Mateo
$2,898,000
3 Beds ⋅ 3 Baths ⋅ ML82065358 MLS
Welcome to 27 Condon Court... An outstanding San Mateo location in the sought-after Laurelwood neighborhood. This light, bright, airy 3-bedroom, 2.5-bathroom home was originally built in 1973 and has been lovingly updated and maintained by its current owner for many years. The lower level or main level, features high ceilings and a free-flowing floor plan that opens to an outdoor entertaining patio and the rear garden with breathtaking canyon and San Francisco Bay Views. The custom-built 3-hole golf putting green is the centerpiece of this lovely outdoor space. The 2nd floor has an oversized primary suite and two modest bedrooms. There is space to create an additional bedroom. This home has been recently enhanced by many cosmetic updates, including new floors, painting throughout, new light fixtures and light kitchen and bathroom improvements. Laurelwood Park, a 225-acre public open space located is only blocks away. The popular Laurelwood Shopping Center is also blocks away. Award-winning schools are nearby, including the College of San Mateo. This desirable neighborhood blends classic mid-century suburban comfort with immediate suburban conveniences. Easy access to SR-92, Interstate 280, 101 and Highway 1 and SR-35 (Skyline Blvd). We are move-in ready for you. Welcome Home!

27 Condon Court, San Mateo

Listing courtesy of Ken Constantino from Compass. 650-814-0277
115 10th Avenue, San Mateo
$2,400,000
4 Beds ⋅ 3 Baths ⋅ ML82065440 MLS
OFFERS DUE MONDAY(2nd) @ 12Noon Welcome home to a private, gated retreat in San Mateo's highly desirable Hayward Park neighborhood, close to downtown. Set back behind a wrought-iron gate, lush landscaping, and a towering palm, this sunny 4 bed, 3 bath home is freshly painted inside with new lighting throughout. A formal entry opens to refinished red oak floors on the first level and stairs. The living room offers a bay window, built-in shelving, and a newly tiled fireplace. The formal dining room opens to the rear yard and features a magnetic metal wall for art. The large kitchen has quartz counters, skylights, under-cabinet lighting, double ovens, a breakfast bar, and a sunny nook. First-floor bedroom with built-in desk plus a full bath. Upstairs, new carpet and an opening stairwell skylight. The large primary retreat has an arched window, a huge walk-in closet, and a bath with walk-in shower and opening skylight. Hall bath with new quartz counter and ample storage. Out back, a private yard with deck, patios, a screenhouse with raised beds, and a detached building for a workshop, studio, gym, or potential ADU, with 220V and exhaust. Owned solar, two furnaces, water filtration, auto drip and landscape lighting. One-car garage plus storage!

115 10th Avenue, San Mateo

Listing courtesy of Christopher Eckert from KW Advisors. 650-627-3799
826 Walnut Avenue, Burlingame
$4,495,000
5 Beds ⋅ 3 Baths ⋅ ML82063364 MLS
Welcome to this charming 5-bedroom, 3-bath home with in the highly desirable Burlingame Park neighborhood. Spanning 2,895 square feet, this residence blends tasteful modern updates with timeless historic charm. The kitchen features a gas cooktop, electric oven, dishwasher, refrigerator, and pantry, perfect for cooking enthusiasts. Elegant hardwood and tile flooring flow throughout. The formal dining room sets the stage for gatherings, while the separate living room and cozy fireplace create inviting spaces to relax. A sun-drenched bonus room offers flexibility for an office, gym, or yoga room. Enjoy the expansive downstairs family room and a laundry/mud room with a washer and dryer that adds everyday convenience. Upstairs, the primary suite includes a private balcony overlooking the beautifully landscaped yard. The grounds showcase an over 100-year-old tree and lush greenery. Plenty of private driveway parking, a one-car garage, and abundant storage complete the property. Situated on an 8,430 square foot lot within the Burlingame Elementary School District, this home offers modern comfort and an unbeatable location just minutes from Downtown Burlingame.

826 Walnut Avenue, Burlingame

Listing courtesy of Lizzie Dombrowski from Intero Real Estate Services. 650-732-2993
1049 Jenevein Avenue, San Bruno
$1,688,000
3 Beds ⋅ 2 Baths ⋅ ML82065393 MLS
The SF feel you love, right here on the Peninsula! Captivating home w/ 3 bed/2 bath w/2 bonus rooms - thoughtfully designed living spaces & modern finishes. Upper level has an open-concept layout w/sleek white & gray glossy cabinetry, GE Caf appliances & wine/beverage center. A stunning 9-foot quartz island w/waterfall edge creates a perfect setting for entertaining. 2 beds share a spa-inspired bath w/a double concrete vanity, LED mirror, walk-in shower & separate toilet room w/laminated glass. Lower level expands living possibilities w/2nd living area/home office/fitness room & primary suite. Ideal for extended family or potential rental income, this flexible space includes plumbing, electrical, and washer/dryer hookups already in place. A beautiful backyard features tile pavers & lush turf w/ambient outdoor lighting. Gas hookups for a fire pit/BBQ for outdoor dining. Walkable location close to shops/restaurants, Bayhill SC, new SB Rec Center w/pools, indoor hoops, fitness center & exercise studios. Nearby Caltrain & BART connections, convenient access to Hwys 101 and 280 & short drive to downtown Millbrae. Stylish, versatile & ideally located, this exceptional home offers a rare combination of contemporary finishes, flexible living space & indoor-outdoor appeal. A must-see!

1049 Jenevein Avenue, San Bruno

Listing courtesy of Alison Williams from Golden Gate Sotheby's International Realty. 650-400-6570
75 Chadwick Court, Millbrae
$2,999,000
4 Beds ⋅ 3 Baths ⋅ ML82065379 MLS
Showcasing distinctive mid-century modern architecture, 75 Chadwick Court offers sweeping panoramic views in a peaceful cul-de-sac setting. High ceilings and expansive open living spaces create an airy, inviting atmosphere. View-facing decks are ideal for relaxing or entertaining, while the swimming pool completes the California lifestyle. Enjoy a prime Millbrae location near downtown dining, shopping, and everyday amenities, with convenient access to Highways 101 and 280, San Francisco International Airport, and Millbrae schools. A rare opportunity to enjoy architectural character, indoor-outdoor living, and inspiring views.

75 Chadwick Court, Millbrae

Listing courtesy of Max Lo from Green Banker Realty. 650-307-8816
286 Puffin Court, Foster City
$1,748,000
4 Beds ⋅ 2 Baths ⋅ ML82065376 MLS
Tucked into a Foster City cul-de-sac, this 4-bedroom, 2-bath home pairs classic mid-century modern architecture with exceptional indoor-outdoor living. An open-air entry atrium opens to rooms with post-and-beam architecture and original white-washed redwood ceilings. The living and dining room overlooks the beautifully landscaped backyard through floor-to-ceiling windows, while a red brick fireplace and colorful pendant lighting anchor the spaces. Outdoors, a patio with a natural-gas-plumbed Brookstone griddle connects to lush gardens and a pergola-topped hot tub deck enclosed by shoji-inspired panels. The thoughtfully designed kitchen features custom maple cabinetry, granite counters, a six-burner Viking cooktop, Sub-Zero refrigerator, Miele dishwasher, breakfast bar, and clever pull-out pantry storage. An adjoining family room offers built-in media cabinetry and a desk. The primary suite opens to the backyard and features a skylit ensuite and walk-in closet. A laundry alcove, full hallway bath, and three additional bedrooms complete the floor plan. Further highlights include a 12-foot hallway closet with built-in storage and a detached 2-car garage. Just blocks from the Bay Trail, Audubon Elementary, parks, shopping, dining, and Hwy 92 and US-101.

286 Puffin Court, Foster City

Listing courtesy of Rumana Jabeen from KW Advisors. 650-743-4503
853 Woodside Way Unit #133, San Mateo
$648,000
2 Beds ⋅ 2 Baths ⋅ ML82065356 MLS
Welcome to this rarely available two-bedroom, two full-bathroom residence nestled within the beautiful, tree-lined Bay Breeze community. Offering a desirable floor plan, this inviting home combines comfort, convenience, and an exceptional location. The thoughtfully designed layout features bedrooms situated at opposite ends of the unit, providing added privacy and separation. The primary bedroom suite offers a comfortable retreat, while the second bedroom is complemented by a full bathroom, an ideal arrangement for guests, roommates, or a home office. Newer flooring and fresh paint throughout give the interior a refreshed, move-in-ready feel while the convenience of an in-unit stackable washer and dryer adds to the home's everyday appeal. Step outside to a large, private patio - perfect for relaxing, entertaining, or enjoying your morning coffee. Residents enjoy access to resort-style community amenities, including a swimming pool, hot tub, and rec house. Ideally situated in North Central San Mateo, Bay Breeze offers convenient access to Caltrain, BART, Highway 101, El Camino Real, SFO and the vibrant downtown districts of San Mateo and Burlingame.

853 Woodside Way Unit #133, San Mateo

Listing courtesy of Derek Duncan from Real Estate 38. 408-464-8902
35 28th Avenue Unit #203, San Mateo
$745,000
2 Beds ⋅ 2 Baths ⋅ ML82065352 MLS
Spacious, Convenient & Exceptional Value in the Heart of San Mateo! Discover an incredible opportunity to own a spacious 2-bedroom, 2-bathroom condominium offering comfort, convenience, and exceptional value in one of the Peninsula's most desirable locations. Soaring ceilings and abundant natural light create an airy, open feel, while a thoughtfully designed single-level floor plan offers effortless everyday living. Enjoy a generous living and dining area with fireplace, spacious updated stainless steel and modern cabinetry kitchen, two full bedrooms including a private primary suite, and two separate balconies- one off the living area and another off the primary suite perfect for morning coffee and fresh air. A rare in-unit laundry room adds everyday convenience, along with assigned garage parking and access to the community swimming pool. Ideally situated near El Camino Real, Hillsdale Shopping Center, public transportation, schools, the library, dining, and shopping, everything you need is within blocks. Whether purchasing your first home or your children's first home, or downsizing to a one level, or seeking a convenient Peninsula retreat, this home delivers an exceptional combination of space, lifestyle, location, and affordability. Why rent when you can own in San Mateo!

35 28th Avenue Unit #203, San Mateo

Listing courtesy of Milana Ostroy from Serhant California Inc. 650-222-0706
3809 Colegrove Street, San Mateo
$1,398,000
2 Beds ⋅ 1 Baths ⋅ ML82065217 MLS
Pride of ownership! Offer date: Mon Nov 2 by 3:30 R2 Zone. This truly unique home is exceptional for casual living and designed for entertainment. The backyard gazebo extends the living space for al fresco dining, complemented by a covered, year-round built-in rotisserie grill. The detached two-car garage has been upgraded with heating, air conditioning, and a full bathroom, making it a perfect home office or multipurpose space. Outside, the yard features solid fencing for privacy, artificial turf for low maintenance, custom rolling storage cabinets, additional built-in storage throughout, and a dedicated greenhouse area for growing vegetables. Additional key features include: - R2 Zoning - 12-panel solar system for energy efficiency - Updated front yard for maximum curb appeal - Central A/C and double-pane windows - New appliances and porcelain tile kitchen flooring - Upgraded 200-amp electrical panel - Skylight and Jacuzzi The location is ideally situated close to shopping, schools, restaurants, and major freeways. A full feature list will be available to pick up during the open house

3809 Colegrove Street, San Mateo

Listing courtesy of Michele Dee from Better Homes and Gardens RE Reliance. 650-455-2260
45 El Bonito Way, Millbrae
$2,888,000
4 Beds ⋅ 5 Baths ⋅ ML82065231 MLS
Elegance meets panoramic Bay views at 45 El Bonito Way, set in the coveted Millbrae Highlands. Grand double doors open to a sunlit foyer with skylight, polished stone floors with inlaid borders, and a floating staircase with glass railings. The formal living room has a sculpted stone fireplace and a bay window, and the dining room has a coffered ceiling with soft cove lighting. The kitchen offers sleek high-gloss cabinetry, quartz counters, stainless appliances, and a sunny breakfast nook. The lower-level family room has a fireplace, a wet bar with wine fridge, and sliders to an expansive deck with sweeping Bay views, ideal for entertaining. Upstairs, the primary suite showcases rich hardwood floors, picture windows framing the Bay, and a spa-like bath with a soaking tub, frameless glass shower, and dual vanity. The home has 4 bedrooms and 4.5 baths, including a top-floor bedroom suite with a loft. Solar and an attached 2-car garage complete this exceptional home near Sawyer Camp Trail, BART, SFO, and Hwy 280/101.

45 El Bonito Way, Millbrae

Listing courtesy of John Pang from Realty One Group Extreme. 650-699-2838
853 Woodside Way Unit #136, San Mateo
$439,000
1 Beds ⋅ 1 Baths ⋅ ML82065148 MLS
Wonderful location at the border of San Mateo and Burlingame, this Bay Breeze condo features a spacious living room, dining room, kitchen, pantry, in-unit laundry, a large bedroom, one bath with double sinks, secure parking and low HOA dues. Walking distance to shops, close to tranportaiton. Complex amenties include pool, span and recreation room.

853 Woodside Way Unit #136, San Mateo

Listing courtesy of Larry Franzella from Intero Real Estate Services. 650-871-3601
3726 Branson Drive, San Mateo
$1,488,000
2 Beds ⋅ 1 Baths ⋅ ML82062264 MLS
Welcome to 1326 Branson, located in the highly sought-after San Mateo Village neighborhood. This charming 2-bedroom, 1-bath home offers 920 sq. ft. of living space plus approximately 275 sq. ft. of additional space, offering flexibility for a family room, home office, playroom, or entertaining area. Inside, hardwood floors add warmth and character, while a wood-burning fireplace creates a cozy focal point in the additional living area. The light-filled kitchen features a skylight along with a gas cooktop, dishwasher, microwave, and refrigerator, and opens to an adjacent dining area for easy everyday living. Situated on a 5,000 sq. ft. lot, the property also features a one-car garage with laundry area, washer and dryer, an existing storage shed, and plenty of opportunity to make the outdoor space your own. Conveniently located near shopping, dining, transportation, and major commute routes, this San Mateo Village home offers a wonderful opportunity to enjoy one of San Mateo's most desirable neighborhoods.

3726 Branson Drive, San Mateo

Listing courtesy of Gary Mano from Intero Real Estate Services. 408-315-5086
2015 Ticonderoga Drive, San Mateo
$2,488,888
3 Beds ⋅ 2 Baths ⋅ ML82065002 MLS
Set on a quiet cul-de-sac, this 3 Bedroom 2 Bath home sits on an oversized 12,638 sq. ft. lot, blending iconic mid-century design. One of the largest level lots in the SM Highlands for expansion possibilities. The 1,650 sq foot layout flows effortlessly from living and dining spaces to outdoor entertaining areas, ideal for both everyday living and hosting large events. Floor to ceiling walls of glass w/original Mahogany wood paneling. A permitted free-standing studio adds flexible space for a home office, gym, or artist workshop. Recently epoxied 2-car garage floor. Resealed Foam roof. Sewer lateral replaced in 2025. Successor Trustee sale with limited disclosures. This original owner home has been cared for since 1958. Staged for the fall season with a pumpkin patch to show off the generous sized grounds! Rec center includes community pool, tennis courts, and after school programs. Sawyer Camp Road close by for walking, jogging, plus bike trails along the Crystal Springs reservoir. Close to Highlands Elementary School. In the Aragon High School district. Location! Location! Location!

2015 Ticonderoga Drive, San Mateo

Listing courtesy of Glenn Sennett from Coldwell Banker Realty. 650-208-7355
920 Masson Avenue, San Bruno
$1,149,950
3 Beds ⋅ 1 Baths ⋅ ML82061932 MLS
Welcome to 920 Masson Avenue! A fantastic opportunity for homeowners and investors, featuring a charming 3-bedroom main residence and a separate 240 sq. ft. ADU, both vacant and move-in ready! The main home offers a spacious living room with a wood-burning fireplace, a bright dining area, and an updated kitchen with granite countertops, wood cabinetry, and a breakfast bar. Three comfortable bedrooms offer ample closet space, while the rear bedroom opens to a deck and backyard. The updated bathroom features a dual-sink vanity, tile flooring, and shower-over-tub combination. The ADU includes a private entrance, kitchenette, bathroom, and patio, ideal for extended family, guests, or rental income. Previously rented for a combined $6,000/month! Improvements completed in 2025 include new roofs, sewer lateral, water heater, and fresh interior and exterior paint. Additional upgrades include concrete walkways and drainage improvements. Enjoy a backyard with mature fruit trees, including a beautiful avocado tree. Conveniently located near BART, parks, shopping, and highways 101 and 380. Whether you're looking for your next home, an investment, or both, this property offers incredible flexibility and potential!

920 Masson Avenue, San Bruno

Listing courtesy of Blanca Lepez Vazquez from Intero Real Estate Services. 650-208-5706
7203 Admiralty Lane, Foster City
$699,000
2 Beds ⋅ 2 Baths ⋅ ML82064991 MLS
This completely renovated place feels like a brand new home. Permits obtained for all applicable work. Beautifully renovated two-level home with a clean, minimalist design and contemporary finishes. The modern kitchen features quartz countertops and new stainless steel appliances. A full bathroom has been added on the main level. Also added indoor laundry with a GE combination washer-dryer. Large windows fill the home with natural light. The living room opens to a spacious balcony, creating an inviting space to relax. Luxury vinyl flooring with additional soundproofing underlayment throughout the home. Other upgrades include: LED lights throughout home, LED integrated medicine cabinets in bathrooms; Smart thermostat, Smart doorbell and lock. Electric panel has also been upgraded. HOA covers: gas for heating, water, sewer, building insurance, garbage, common area maintenance, etc. Admiralty offers the best value condos in Foster City. Plus it has a great central location walking distance to the Library, Starbucks, Grocery Stores, Restaurants, PJCC gym, and community events at the new state of the art Recreation Center. Walking Score 73. Everything is new and up to code here. Move-in and Enjoy!!

7203 Admiralty Lane, Foster City

Listing courtesy of Shiraz Zack-Kanga from Compass. 650-245-4915
20 W 3rd Avenue Unit #601, San Mateo
$2,500,000
2 Beds ⋅ 3 Baths ⋅ ML82064960 MLS
NEW PRICE!! Welcome to luxury living at the Towers in the heart of San Mateo! This stunning 2BR/2.5BA condo offers an expansive 2,800 SF of modern elegance. Step inside to find high ceilings, sleek hardwood floors, recessed lighting, and plenty of natural light streaming through a multitude of windows. The open layout features a spacious foyer, formal dining room, and a cozy library/den, perfect for working from home or unwinding. The sunlit kitchen is complete with a breakfast nook, cooktop, range hood, dishwasher, refrigerator, and even a wine cooler for entertaining. The private primary ensuite boasts a walk-in closet, a large shower and generous primary bedroom. A small private patio off kitchen offers a serene outdoor space, while the building includes shared rooftop deck, patios, and common outdoor areas. Amenities include pool/spa, sauna, gym, game room, and media/recreation room. With a doorman, elevator access, & security features like an electric gate and voice intercom, convenience and peace of mind are yours. Add'l features include central AC/heating, an in-unit washer/dryer and private storage Located near downtown San Mateo, this condo combines convenience, style, and easy access to downtown restaurants, shops and library

20 W 3rd Avenue Unit #601, San Mateo

Listing courtesy of Susan Herman from Compass. 650-400-4383
934 S Delaware Street, San Mateo
$1,825,000
4 Beds ⋅ 2 Baths ⋅ ML82064947 MLS
Charming 1930s Home Near Downtown Offering Flexible Multi-Unit Living Owned by the same family for over 60 years, this multi-unit property is located just blocks from downtown dining and Central Parks tranquil Japanese Garden. It offers exceptional flexibility for investment income, owner occupancy or a combination of both, while retaining many of its original character details. Tudor half-timbering accents and fresh landscaping enhance the exterior, while newly painted interiors, high coved ceilings, and refinished hardwood floors create a fresh, move-in-ready feel. A large, sunny, two-level deck extends between the two rear units, providing generous outdoor living space, while substantial off-street parking adds valuable convenience. Multi-unit property with investment income potential and flexibility for owner occupancy (permit status unknown) Two-story 4-bedroom, 2-bath main home; approx.1,942 square feet Detached garage (partially converted) with adjoining 1-bedroom, 1-bath unit; approx. 500 square feet (Non Permitted) 1-bedroom, 1-bath unit with separate address (936 S. Delaware Street); approx. 468 square feet Fresh paint inside and out and updated flooring in all units Significant off-street parking Just one-half mile from downtown San Mateo

934 S Delaware Street, San Mateo

Listing courtesy of Ryan Gowdy from The Agency. 408-309-8660
1039 Foster Square Lane Unit #403, Foster City
$1,588,000
3 Beds ⋅ 2 Baths ⋅ ML82064929 MLS
If you want the best, this is the one! Discover the exceptional appeal of this largest coveted top-floor penthouse corner residence in Foster Square, one of Foster City's premier 55+ communities. Enjoy the advantages of penthouse living with no neighbors above you and fewer adjoining neighbors, offering a greater sense of privacy and separation that sets this home apart from ordinary condominium living. The desirable corner location provides an inviting sense of openness, while the top-floor setting adds an extra level of exclusivity. Designed for comfortable, contemporary living, this residence offers the perfect balance of sophistication, convenience, and low-maintenance living. Beyond your front door, enjoy the exceptional Foster Square lifestyle. Beautiful lagoon trails, Leo Ryan Park, the Foster City Library, Community Center, shopping, restaurants, and recreational amenities are all nearby. Convenient access to Highways 92 and 101 makes getting around the Peninsula and Bay Area easy. Why settle for an ordinary condominium when you can enjoy the advantages of a penthouse corner residence? Top-floor location, no upstairs neighbors, fewer shared walls, and an outstanding Foster City setting make this a special opportunity. Elevate your lifestyle. Experience the difference.

1039 Foster Square Lane Unit #403, Foster City

Listing courtesy of Donald Kung from Remax Capital. 650-219-8700
934 S Delaware Street, San Mateo
$1,825,000
ML82064948 MLS
Charming 1930s Home Near Downtown Offering Flexible Multi-Unit Living - Main House & 2 units Owned by the same family for over 60 years, this multi-unit property is located just blocks from downtown dining and Central Parks tranquil Japanese Garden. It offers exceptional flexibility for investment income, owner occupancy or a combination of both, while retaining many of its original character details. Tudor half-timbering accents & fresh landscaping enhance the exterior, while newly painted interiors, high coved ceilings, and refinished hardwood floors create a fresh, move-in-ready feel. A large, sunny, two-level deck extends between the two rear units, providing generous outdoor living space, while substantial off-street parking adds valuable convenience. Multi-unit property with investment income potential and flexibility for owner occupancy Two-story 4-bedroom, 2-bath main home; approx.1,942 square feet Detached garage (partially converted) with adjoining 1-bedroom, 1-bath unit; approx. 500 square feet (Non permitted) 1-bedroom, 1-bath unit with separate address (936 S. Delaware Street); approx. 468 square feet Fresh paint inside and out and updated flooring in all units Significant off-street parking Just one-half mile from downtown San Mateo

934 S Delaware Street, San Mateo

Listing courtesy of Ryan Gowdy from The Agency. 408-309-8660
24 N Idaho Street, San Mateo
$1,388,000
3 Beds ⋅ 2 Baths ⋅ ML82064914 MLS
Welcome to 24 N Idaho, a thoughtfully reimagined 3-bedroom, 2-bath home where every detail has been renewed to match the way people want to live today. The layout opens directly to the backyard, creating an easy, natural flow between indoor living and the outdoors that makes everyday life and entertaining feel effortless. Inside, entirely new interiors are filled with natural light from morning through evening. The kitchen is the heart of the home, finished with brand-new appliances, fresh cabinetry, and refined surfaces that balance clean, modern style with everyday function. New finishes carry throughout every room, giving the home a bright, cohesive feel that is ready for you to move right in. The real treasure in this home is the expansive lot - 7,828 square feet, offering a rare sense of space for the area. There is room to garden, play, gather with friends, or simply unwind outside, along with exciting potential to add an ADU for extended family, guests, a home office, or rental income. Downtown San Mateos restaurants, caf s, shops, and Caltrain are moments away, and quick access to Highway 101 makes commuting up and down the Peninsula remarkably easy. It is a home that offers both a relaxed, light-filled retreat and an exceptionally connected lifestyle.

24 N Idaho Street, San Mateo

Listing courtesy of Lailah Morris from KW Advisors. 650-740-1066
606 S Humboldt Street Unit #1, San Mateo
$915,000
2 Beds ⋅ 2 Baths ⋅ ML82064877 MLS
OW HOA DUES $440/mo. AND BIG VALUE near Downtown San Mateo! Modern 2 bed, 1 full + 1 half bath townhome sits in a boutique 7-unit complex. Enjoy a remodeled kitchen with stainless appliances, a modern floating staircase, an updated bath with dual sinks, a guest powder room, and in-unit laundry. Step outside to a private patio made for BBQs and al fresco dining. Also includes 1-car detached garage space, extra storage, a community garden, and a pet-friendly HOA. Under a mile to downtown dining, Central Park, and Caltrain, with quick access to 101.

606 S Humboldt Street Unit #1, San Mateo

Listing courtesy of Stacey Woods from Compass. 650-793-4583
1455 Ascension Drive, San Mateo
$2,895,000
4 Beds ⋅ 3 Baths ⋅ ML82064849 MLS
Surrounded by mature trees in desirable Baywood Park is a beautifully updated 4 bed, 3 bath home offering approximately 2,260 sq ft of stylish living and inviting indoor-outdoor spaces. Thoughtfully refreshed throughout with new windows, new hardwood floors, a new deck, a new fire pit, and refreshed landscaping. An open living and dining area welcomes you with abundant natural light, a cozy fireplace, and wide-plank flooring. The skylit kitchen features warm wood cabinetry, a statement range, generous counter space, and ample seating, creating an ideal setting for everyday living and entertaining. Step outside to the expansive new deck, perfect for al fresco dining and relaxing with a new fire pit creating the perfect gathering spot. The spacious primary suite offers a well-appointed bath with dual sinks and a separate tub. A lower-level bedroom and full bath provide flexibility for guests, extended family, or a home office. A dedicated laundry room, additional storage, and attached garage complete the homes thoughtful amenities. Enjoy close proximity to Crystal Springs Shopping Center, scenic Crystal Springs trails, and convenient access to Highways 92 and 280. A wonderful opportunity to enjoy modern comfort, natural beauty, and the best of Peninsula living.

1455 Ascension Drive, San Mateo

Listing courtesy of from KW Advisors. 650-465-5742
150 Tehama Court, San Bruno
$1,599,000
4 Beds ⋅ 3 Baths ⋅ ML82064436 MLS
Enjoy spectacular views, abundant natural light, and a versatile floor plan in this spacious 4 bedroom, 3 bath home tucked away on a cul-de-sac in San Brunos desirable Portola Highlands neighborhood. The main level features an open living and dining area that flows seamlessly to the patio and serene backyard, creating an inviting setting for everyday living and entertaining. The kitchen features stainless steel appliances, while the spacious primary bedroom offers French doors that open directly to the backyard and hot tub providing an ideal spot to unwind and enjoy the peaceful surroundings. Two additional bedrooms and a full bath complete the main level. The lower level offers exceptional flexibility, with a 4th bedroom, full bath, family room, and kitchenette, plus a separate entrance. This versatile space is ideal for extended family, guests, a private home office, or potential in-law living. Outside, the beautiful backyard provides a private retreat with room to relax, gather, and entertain. Additional features include solar, AC, EV charging, 2 car garage with extensive cabinetry, and abundant storage. A convenient location close to Portola Elementary School and the scenic Sweeney Ridge Trail, with shopping, beaches, Caltrain, BART, SFO, and Hwy 280 and 101 minutes away.

150 Tehama Court, San Bruno

Listing courtesy of Joakim Bye from Ocean Element Real Estate. 650-284-2080
3605 Kingridge Drive, San Mateo
$2,899,888
4 Beds ⋅ 2 Baths ⋅ ML82064445 MLS
A rare opportunity in San Mateo's desirable Knolls neighborhood! Custom-built in 1957 and cherished by the same family for nearly 70 years, this exceptional home is offered for the first time. Nestled on a secluded, nearly half-acre lot, the property offers privacy, space, and effortless single-level living. With 2,290 sq. ft., the home features 4 bedrooms and 2 bathrooms; beautifully updated kitchen and baths. The thoughtfully designed floor plan separates lively gathering spaces from the peaceful bedroom wing, offering an ideal balance of entertaining and everyday comfort. Light-filled living areas and expansive windows seamlessly connect indoors and out. The true showstopper is the resort-inspired backyard, featuring a sparkling pool, pool house, overlook deck, and generous entertaining spaces. Mature trees and lush surroundings create a private retreat. Ample additional parking alongside the home adds convenience and flexibility offering additional parking for cars or guests. Moments from Sugarloaf Open Space, scenic trails, parks, and schools, this special property is ready for its next chapter. Welcome to The Knolls Haven!

3605 Kingridge Drive, San Mateo

Listing courtesy of Rosa Baltodano from Compass. 650-267-1548
453 Remillard Drive, Hillsborough
$3,690,000
4 Beds ⋅ 3 Baths ⋅ ML82064837 MLS
Recently remodeled throughout, 453 Remillard Drive offers modern living in Hillsborough's desirable Carolands neighborhood. Hardwood floors, recessed lighting and an open floor plan welcome you into a bright great room connecting the living and dining areas with an updated kitchen featuring granite countertops, ample cabinetry, new stainless steel appliances and a breakfast bar. A powder room near the foyer adds convenience. On one side of the home, the upper-level primary suite features high ceilings, a fireplace, private balcony, walk-in closet and an en-suite bath with a double-sink vanity and glass-enclosed shower and tub area. Two bedrooms on the lower level of this same side share a bath; one opens to a deck. Laundry is also on this level. On the opposite side, an upper-level guest suite offers high ceilings, a walk-in closet and private bath, while a spacious family room with high ceilings occupies the lower level on that same side. Multiple decks and generous grounds invite outdoor dining, relaxing and entertaining. Less than a mile from I-280, with West Hillsborough Elementary and Preschool nearby, the home is also a short drive from Sawyer Camp Trail and the scenic Lower Crystal Springs Reservoir. Thoughtfully updated spaces offer comfort style and room to unwind daily.

453 Remillard Drive, Hillsborough

Listing courtesy of Stanley Lo from Green Banker Realty. 650-373-0007
1531 Marina Court Unit B, San Mateo
$475,000
1 Beds ⋅ 1 Baths ⋅ ML82064833 MLS
Nestled within the desirable Marina Gardens community, this thoughtfully updated ground-floor residence offers comfort, convenience, and a relaxed Peninsula lifestyle. Filled with natural light, the home features an open living and dining area, stylish contemporary finishes, and seamless access to a private outdoor patio retreat. The spacious bedroom provides ample storage and a peaceful setting for everyday living. Residents enjoy resort-style amenities including swimming pools, fitness center, clubhouse, and beautifully maintained grounds. Ideally situated near the waterfront, shopping, dining, and major commute corridors, this move-in-ready home presents an exceptional opportunity to enjoy all that San Mateo has to offer.

1531 Marina Court Unit B, San Mateo

Listing courtesy of Ben Zhang from Compass. 650-212-6868
221 N Delaware Street, San Mateo
$1,198,000
3 Beds ⋅ 2 Baths ⋅ ML82064806 MLS
An extra-deep lot in downtown San Mateo with two units and room to grow. Built in 1907, this single-family home retains its original character, including an enclosed front porch. It has been converted so that each unit has its own full kitchen and bath. The front unit offers 2 bedrooms and 1 bath, and the back unit offers 1 bedroom and 1 bath. New heating and air conditioning are already in place. The possibilities are wide open. Live in one unit and let the rent from the other help cover the mortgage. Use both for multigenerational living, with privacy and independence under one roof. Or add it to your portfolio as a two-unit investment. The property is delivered vacant, so you can set your own rents and move at your own pace. Out back, the oversized yard is a rare find in such a central location. Mature fig and lemon trees frame a generous space for gardening and entertaining, with the potential to expand the existing home or add another dwelling. A detached garage and long driveway offer off-street parking, along with flexibility for storage, a workshop, or a possible future ADU conversion. Walk to the shops and restaurants of downtown San Mateo, with Caltrain and Hwy 101 close by for an easy commute anywhere on the Peninsula.

221 N Delaware Street, San Mateo

Listing courtesy of Michael Mclean from Coldwell Banker Realty. 650-240-6566
421 W 39th Avenue, San Mateo
$1,789,000
3 Beds ⋅ 2 Baths ⋅ ML82064798 MLS
Views! Views! Views!!!!!! Perched atop a hillside, this residence offers breathtaking, excellent views that stretch across the expansive San Francisco Bay to the East Bay Hills. This elevated ranch-style home is perfectly situated within the highly sought-after and prestigious Westwood Knolls neighborhood, known for its charm and tranquility. The residence features three generously sized bedrooms, highlighted by an expansive primary suite designed for comfort. The full-sized kitchen serves as a functional heart of the home, complete with a charming breakfast nook and convenient, direct access to the private rear yard, perfect for seamless indoor-outdoor living. The interior is anchored by an expansive L-shaped living and dining area, which serves as a stunning vantage point for taking in the impressive northern vistas of the city skyline and the shimmering bay. The living spaces are elegantly finished with classic hardwood floors and benefit from the efficiency and clarity of updated dual-pane windows throughout. Additionally, the property includes a spacious two-car garage. With its exceptional layout and inherent potential, this property presents a remarkable opportunity to customize and create a personalized sanctuary that perfectly reflects your unique lifestyle.

421 W 39th Avenue, San Mateo

Listing courtesy of Charles Floyd from Compass. 650-892-3464

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