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$3,850,000
8 Beds ⋅ ML82055296 MLS
TRUE TROPHY FOURPLEX BORDERING HILLSBOROUGH!! The Hillsborough Apartments is an incredible opportunity to acquire a true pride of ownership property in one of the most sought after locations on the peninsula. With outstanding in-place rents, this trophy asset is a true turnkey apartment building perfect for investors, owner-occupiers, and generational family purchasers alike. Strategically positioned west of the El Camino Real, bordering the prestigious Hillsborough neighborhood, this property is a MUST SEE! Attractive Unit Mix: All four units are 2-bed, 1-bath, approximately 1,000 sf each. The property benefits from numerous recent upgrades and capital improvements. All 4 units updated with granite counters and subway tile wainscoting, crown molding, arched walkways, custom cherry cabinets, Restoration Hardware fixtures, Baldwin door knobs & deadbolts, and Leviton dimmer lights and electric plugs. New roof in 2021, new water heaters, new sewer lateral in 2019 & new sewer line and cleanout. New plumbing valves. Double-Paned windows throughout with custom plantation shutters. Energy Efficient Washer/ Dryer in each unit. Add an ADU by converting the garage parking into an additional unit or two to increase value and cash flow!

16 W Bellevue AVE, San Mateo

Listed by Bryan Danforth, 650-274-5227 from Compass
(If provided) CoList: Matthew Thomson from Compass
$2,200,000
ML82054740 MLS

2277-2283 South El camino Real, San Mateo

Listed by Steve Belluomini, (650) 281-8877 from Corcoran Icon Properties
(If provided) CoList: from

$2,495,000
8 Beds ⋅ ML82052512 MLS
Beautifully maintained 4 unit building in a prime San Mateo location near top rated schools. Excellent Investment Opportunity, long-term tenants with a low vacancy rate. Each 2BR 1BA unit offers private outdoor space, with decks for the upper units and yards for the lower units. Unit 2 includes a carport plus an uncovered space and could serve as an ideal owners unit with its private backyard. Unit 3 features remodeled kitchen with quartz counters, new cabinets, fixtures, and appliances, and modern bath with new tile, vanity, and flooring. Recent upgrades include roof work, deck waterproofing, exterior paint, new doors, and rebuilt carport. Large 7500 sf lot offers room for expansion and possible additional unit over carports. Walk to downtown Burlingame and San Mateo.

444 Villa TER, San Mateo

Listed by Alex Hawkins, 650-639-9640 from Cronan Real Estate Services, Inc.
(If provided) CoList: from

$2,600,000
6 Beds ⋅ ML82051983 MLS
Located in one of the most desirable residential neighborhoods in San Mateo, 109-111 Hobart Avenue offers a unique duplex opportunity with both investment appeal and owner-user flexibility. The property consists of two spacious three-bedroom units, each with generous layouts, and attached garages. The rear unit features a private outdoor area, enhancing tenant appeal and livability. Set on an oversized lot, the property also offers potential for future ADU development, creating additional income opportunities. 109-111 Hobart Ave is within one mile to San Mateo Central Park and Downtown San Mateo, featuring a myriad of high-end shopping, dining and entertainment options. The subject property is also located within close proximity to the major transportation corridors of U.S. Highway 101, California State Route 92, the San Mateo Caltrain Station, and the major thoroughfare of El Camino Real. These transportation hubs provide tenants and residents with convenient access to San Francisco and San Jose and provides close proximity to many of the nation's top tech employers including Google, Meta, Stanford, Box Inc., Visa, Sony as well as many others.

109 Hobart AVE, San Mateo

Listed by Cole Simpson, 650-391-1735 from Marcus & Millichap
(If provided) CoList: from

$2,500,000
8 Beds ⋅ ML82051839 MLS
An extraordinary find in the heart of the Peninsula, this large, meticulously configured fourplex located at 711-717 Highland Avenue presents a rare combination of immediate cash-flow and long-term appreciation. Situated across two independent buildings on a single parcel, the property balances structural versatility with extensive tenant appeal. The front building consists of two massive 2 bedroom 1.5 bathroom townhome style units spanning approximately 1,770 square feet each. These two-story spaces are designed for premium living, featuring an expansive first floor with a spacious living room, formal dining room, private breakfast nook, kitchen, laundry area, and a convenient half-bathroom, while the upper level hosts two bright bedrooms, a bonus room and a full bath. The rear building houses two flat-style 2 bedroom 1 bathroom units measuring a generous 1,000 square feet each. The ground-floor flat enjoys direct access to a private backyard space, while the upper unit benefits from an expansive balcony. Each unit is fully equipped with washer and dryer, refrigerator, range/oven, garbage disposal as well as four dedicated carports. Perfect for owner occupied and multifamily operators looking to capture top-tier Bay Area rents.

711 Highland AVE, San Mateo

Listed by Michael Hecht, 408-250-3442 from Intero Real Estate Services
(If provided) CoList: Shawn Jones from Intero Real Estate Services
$4,800,000
5 Beds ⋅ 3 Baths ⋅ ML82051730 MLS
A rare offering in the heart of San Mateo Park, 554 Edgewood Road blends elegant architectural details, enchanting interiors, & an extraordinary backyard retreat designed for both entertaining & everyday enjoyment. Rich with timeless character and lovingly shaped over generations, this distinguished residence carries a legacy of artistry, craftsmanship, and joyful living. Spanning approximately 3,205 sq ft, the home offers a gracious floor plan with formal rooms, inviting gathering spaces, five bedrooms, an office, study, and generous storage. French doors, warm light-filled interiors, and a striking living room fireplace framed by richly detailed California Batchelder-style relief tilework create a refined & welcoming atmosphere. Outdoors, the expansive backyard is a private retreat with a pool, patio, BBQ area, lawn, garage, and shed, offering an exceptional setting for summer afternoons, dinner parties, and relaxed California living. Recent improvements: new roof, new furnace, and new driveway gate, enhance comfort and convenience while preserving the homes historic charm. Elegant, warm - a rare opportunity in one of the Peninsulas most cherished neighborhoods, equidistant to downtown Burlingame and San Mateo.

554 Edgewood RD, San Mateo

Listed by Laura Bryant, 650-888-0772 from KW Advisors
(If provided) CoList: from

$3,595,000
4 Beds ⋅ 2 Baths ⋅ ML82051094 MLS
Nestled along a tree-lined street, this home blends timeless character with exceptional versatility. A long Hollywood-style driveway and distinctive turret introduce the property, which enjoys a coveted location near top-rated schools, parks, downtown shopping and dining, and major commuter routes. Soaring ceilings and a multi-paned picture window overlooking Aragon Blvd create a sense of scale and architectural interest. The living room flows into the formal dining room before opening to the updated eat-in kitchen, with an adjacent mudroom and convenient access to the backyard. Two bedrooms and a full bath are located on the main level, while upstairs features a private primary retreat with a walk-in closet and spacious bathroom, along with a fourth bedroom. The lower level provides endless possibilities for a media room, office, or additional storage. The detached structure, with a bonus bathroom, presents exciting potential as a fitness studio, guest retreat, casual living area, or future ADU opportunity. An expansive redwood entertaining deck with waterfall steps overlooks a beautifully landscaped backyard framed by mature trees and lush vegetation, creating a private setting for everyday living and entertaining.

111 Aragon BLVD, San Mateo

Listed by The Sharp Group, 650-766-5333 from KW Advisors
(If provided) CoList: from

$9,450,000
ML82050464 MLS ⋅ Knights Inn Apartments BLDG.
Knights Inn Apartments, located at 100-106 N. Bayshore Boulevard in San Mateo, presents a rare 38-unit multifamily investment opportunity in San Mateo. The property offers a unit mix of thirty-four (34) studios (~381 sqft) and four (4) 1-Bedroom/1-Bath units (~570 sqft). Constructed in 1960 and situated on a 24,944 sqft lot, with approximately 24,592 sqft of gross building area across two (2) buildings. SB-721 COMPLIANT, BALCONY REBUILD COMPLETED, eliminating a significant capital expenditure obligation and providing investors with a clean compliance profile at close. The property further features a secured fenced-in pool, on-site coin-operated laundry, and 36 covered carports + 4 uncovered assigned spaces. Gas and electric utilities are master metered for each building, presenting a direct value-add opportunity through implementation of a Ratio Utility Billing System (RUBS), a strategy not currently utilized under existing ownership. The pro forma reflects an estimated $45,600 in additional RUBS income upon implementation.Current rents averaging approximately $1,610/month for studios and $2,085/month for 1-Bed/1-Bath units reflect meaningful upside to market rents of $2,100 and $2,395 respectively, as validated by the nearby Country Club Apartments at 420 N. Bayshore Boulevard.

100-106 N Bayshore BLVD, San Mateo

Listed by Nate Gustavson, 415-786-9410 from Compass
(If provided) CoList: Cameron Foster from Compass
$5,595,000
4 Beds ⋅ 5 Baths ⋅ ML82050205 MLS ⋅ Bel Aire Heights BLDG.
Welcome to 9 Bel Aire Lane, a rare opportunity to won one of the premier residences within Bel Aire Heights, an exclusive new construction community of just 19 custom-built luxury homes. Perfectly positioned to capture breathtaking, unobstructed water and some San Francisco views, this exceptional residence offers approximately 3908 sq ft of thoughtfully designed living space on an expansive 9500 sq ft lot. Designed for today's luxury lifestyle, the home features four spacious ensuite bedrooms, a private office, and spectacular indoor-outdoor living spaces. The chef's kitchen is a true showpiece, appointed with custom cabinetry, premium Thermador appliances, built in latte machine, wine refrigerator, and an oversized island, ideal for gathering and entertaining. Walls of glass frame the stunning views and open to an expansive deck, creating a seamless connection between the elegant interior and the spectacular natural surroundings. Designer-selected finishes, sophisticated details, and impeccable craftsmanship are showcased throughout the home, elevating every space and timeless style and comfort. Located within one of San Mateo's most sought-after luxury communities, 9 Bel Aire offers a rare combination of new construction, panoramic views, and exceptional quality.

9 Bel Aire, San Mateo

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: from

$5,400,000
4 Beds ⋅ 3 Baths ⋅ ML82049574 MLS
Classic East Coast Colonial elegance meets modern living in this beautifully renovated residence in coveted San Mateo Park. Beyond an automatic gate, lush landscaping, blooming hydrangeas, and an expansive gated front yard create exceptional curb appeal, privacy, and outdoor space. The inviting front porch adds warmth and character from the moment you arrive. Updated throughout, the home features remodeled interiors, refreshed electrical systems, select new windows, central air conditioning, and timeless finishes. The living room features custom built-ins and a wet bar, creating a welcoming space for entertaining. A formal dining room, charming kitchen with built-in banquette, and ground-floor study or den provide both functionality and flexibility. Upstairs, four bedrooms and laundry are highlighted by a spacious primary suite with a beautifully appointed bath featuring a soaking tub, double vanity, oversized shower, and private water closet. A remodeled hall bath and updated main-level bath showcase designer finishes. The private backyard is designed for enjoyment with a brick patio, outdoor fireplace, raised garden beds, and mature landscaping. Realist reflects 3BD and 3,090 sqft. Property shows as a 4BD home. FPV measured approximately 3,195 sqft. Buyers to verify.

420 W Poplar AVE, San Mateo

Listed by Alicia Sanguinetti, 650-888-6432 from Compass
(If provided) CoList: Andrew Greenman from Compass

Sold listing courtesy of Jenny MacLeod from APR
$6,600,000
4 Beds ⋅ 5 Baths ⋅ ML82047273 MLS
A historic beauty in San Mateo Park, this timeless Cape Cod residence blends classic character with exceptional updates throughout. Rich brown shingles, crisp white trim, charming flower boxes, and manicured landscaping create stunning curb appeal, while the private, park-like backyard offers the ultimate setting for relaxation and entertaining with a sparkling pool, spa, half-court basketball area, and detached legal studio ADU with its own kitchen and bath. Inside, elegant formal living and dining rooms are filled with natural light and overlook the picturesque gardens. The updated kitchen opens seamlessly to the family room and backyard, creating effortless indoor-outdoor living, while a charming eat-in banquette provides the perfect space for casual dining. Upstairs, the luxurious primary suite offers peaceful garden views, a spa-inspired bath, and private office. Three additional bedrooms and an upstairs laundry area complete the thoughtfully designed floor plan. Beautifully updated throughout, this exceptional home combines timeless character, modern comfort, and outstanding versatility. Realist reflects 3,640 sq. ft. Floor Plans Visuals measured approximately 4,210 sq. ft., including 3,725 sq. ft. in the main residence and 485 sq. ft. in the detached legal ADU.

537 Hurlingham AVE, San Mateo

Listed by Alicia Sanguinetti, 650-888-6432 from Compass
(If provided) CoList: Andrew Greenman from Compass

Sold listing courtesy of Mike Bohnert from CBR
$4,800,000
5 Beds ⋅ 4 Baths ⋅ ML82048235 MLS
Elevated above the street in the sought-after Baywood neighborhood, this extensively transformed Craftsman home commands sweeping views across the Bay, the San Francisco skyline, and the East Bay hills. The authentic Craftsman architectural details including stone cladding, tapered columns, shingled siding, and bluestone walkways. Brazilian cherry wood floors, extensive custom built-ins, skylights, and natural stone and tile finishes extend throughout. Spacious living room with stone fireplace, walls of open cabinetry, and expansive front windows. Open dining area connects to the covered built-in barbecue patio and beautifully appointed kitchen with sleek taupe cabinetry, granite slab counters, premium appliances, peninsula seating, spacious island, and operable skylight. There are 5 bedrooms and 3.5 baths across two levels for a variety of lifestyle needs, including two en suite baths. The upstairs primary suite has a balcony, two walk-in closets, and a spa-inspired bath, plus a family/media room upstairs with a wet bar. Detached bonus studio is perfect for an office, fitness center, or playroom, plus there is a privately located spa. Just one-half mile from downtown San Mateo. Schools: Baywood Elementary, Borel Middle, and Aragon High (buyer to verify).

429 Virginia AVE, San Mateo

Listed by Raziel A. Ungar, 650-720-5483 from Compass
(If provided) CoList: from

Sold listing courtesy of Aileen Fernandez from COMP90
$2,500,000
ML82047855 MLS ⋅ Fiesta Gardens BLDG.
Fiesta Gardens Six unit building in very good condition. Upper units have decks; lower units have patio yards. Great location for access to shops, parks, transportation and schools. Easy access to Hwy 101/92/280 to SF, SJ or Hayward HOA has pool, tennis clubhouse etc. Rents are low, excellent opportunity to upgrade and increase cash flow.

19th AVE, San Mateo

Listed by Terry Michaud, 650-349-9300 from Heritage Realty
(If provided) CoList: from

$5,420,000
4 Beds ⋅ 3 Baths ⋅ ML82047419 MLS
In the heart of sought after San Mateo Park, this stately circa 1924 Tudor reflects the enduring character and architectural grace that define one of the Peninsula's most treasured neighborhoods. Timeless details - richly paneled walls, leaded glass accents, decorative ceiling, and fine millwork - are complemented by thoughtful updates, including a remodeled kitchen, beautifully renovated primary suite bath, and upstairs carpet. Grand formal living and dining rooms are balanced by everyday comfort in the expansive family room, which opens fully to the kitchen for modern living, and the four bedrooms are all arranged upstairs. The entire home is bright and light with excellent proportions for today's lifestyle. The approximately one-third-acre lot offers exceptional outdoor space with a fireplace courtyard, large rear yard, raised garden beds, and a charming Western-themed barn. Ideally located between downtown Burlingame and San Mateo, the home offers classic elegance in a premier setting.

641 Crescent AVE, San Mateo

Listed by Mark Johnson, 650-685-7648 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Emma Elfving from APR
$1,900,000
2 Beds ⋅ 3 Baths ⋅ ML82043593 MLS ⋅ 1000 Park Place BLDG.
Welcome to the pinnacle of urban sophistication in the prestigious Park Place at Bay Meadows. This rarely available corner unit is the largest floor plan in the complex, offering an unparalleled blend of scale, luxury, and natural light. The heart of the home is an expansive living room defined by dramatic two-story ceilings and massive windows that create a bright, airy sanctuary perfect for both grand entertaining and quiet relaxation. The modern open floor plan flows seamlessly into a gourmet chefs kitchen, which features high-end stainless steel appliances, professional-grade range, sleek cabinetry, and sprawling granite countertops with a convenient breakfast bar. Elegant finishes throughout include beautiful hardwood-style flooring and a thoughtful custom built-in window seat ideal for enjoying your morning coffee. Living at Park Place offers a lifestyle of unmatched convenience with premier amenities right at your doorstep. Located directly above Whole Foods Market, Peets Coffee, and a curated selection of popular restaurants, everything you need is just an elevator ride away. This location is a commuter's dream, providing rapid access to both Hwy 101 and 92 for effortless travel to San Francisco, Silicon Valley, or the East Bay.

1000 Park PL H, San Mateo

Listed by Rico Bautista, 650-787-4800 from Compass
(If provided) CoList: from

$2,050,000
4 Beds ⋅ 3 Baths ⋅ ML82044463 MLS
EXCEPTIONAL property with endless possibilities for multi-generational living or investment. This oversized lot, 2 parcel property features a 1934 3 bed 2 bath Tudor, large updated eat in kitchen w/ stainless steel appliances as well as an open airy dining room and laundry room. The home is highlighted by rich architectural details, vintage craftsmanship, and an abundance of old-world charm. The well-appointed ADU provides exceptional flexibility with 1 bedroom, 1 bathroom, and an additional large bonus space perfect for a home office, laundry room, or creative studio. The large property continues to impress outdoors with an expansive backyard designed for both relaxation and productivity. Enjoy a built-in BBQ for entertaining, established garden beds, and a charming chicken coop-perfect for those seeking a more sustainable, farm-to-table lifestyle. An extra-large two-car garage adds practicality and storage, completing this unique offering. Ideally situated in an excellent commuter location with easy access to major freeways and Caltrain. Close to downtown, shopping, dining & parks. Located within the boundaries of the highly regarded Baywood Elementary School (buyer to verify), this is a rare opportunity to own a piece of San Mateo history with room to live, work, and grow.

226 N Fremont ST, San Mateo

Listed by Julie Halpin, 650-315-4017 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Alice Chakhmazova from CBR
$1,825,000
6 Beds ⋅ ML82043896 MLS
A high-quality Peninsula duplex with stable income, minimal expense drag, and clearly defined long-term upside.117 N. Delaware Street presents a rare opportunity to acquire a well-located duplex in the heart of San Mateo. The property consists of two large units, each configured as 3 bedrooms and 2 bathrooms with garage parking offering strong fundamentals for both owner-occupiers and long-term investors. With tenants in place for over 20 years, the asset provides stable in-place income and a clear path for predictable rent growth under California rent control guidelines. The property currently generates $7,610 per month ($91,320 annually), with a highly efficient expense. Market rents for comparable units are estimated at approximately $4,500+ per month, indicating meaningful long-term upside. At market levels, the property would generate approximately $108,000. Generous layouts, strong rental demand and a desirable unit mix support long-term growth and income optimization. Don't miss this rare opportunity whether as an investment or a property you could occupy!

117 N Delaware ST, San Mateo

Listed by Tim Gilmartin, 650-348-2020 from Gilmartin Group
(If provided) CoList: Kathryn Gerhardt from Gilmartin Group

Sold listing courtesy of Kathryn Gerhardt from GILM
$3,150,000
4 Beds ⋅ 3 Baths ⋅ ML82042374 MLS
Classic Craftsman, beautifully updated to reflect how we live today. This remodeled and expanded 4 bed, 3 bath corner lot home blends 1930s character w/ modern updates. Living/dining rooms feature courtyard views, detailed millwork, framed openings w/ decorative molding, fireplace, casement windows, and red oak hardwood floors w/ inlaid strips. Kitchen with defined spaces for prep, cooking, and gathering, custom cabinetry, Absolute Black granite, hand finished Beech wood ceiling, and Italian low voltage lighting. It flows into a breakfast nook w/ French doors to a pergola covered deck. A butcher block island w/ bar seating, Thermador 8 burner gas range, double oven, and wine bar complete the space. Ensuite on its own level w/ casement windows and views of the grounds. Bath features a floating vanity and glass enclosed shower. Lower level w/ separate access includes a permitted junior ADU, family room, bedroom, full bath, laundry, wine cellar, and courtyard access. Outdoor living w/ multiple areas, winding pathways, pergola covered deck/patio, custom wood-fired pizza oven, courtyard, raised garden beds, citrus trees. Detached garage w/cabinetry. Upgrades: TPO flat roofing, electrical 200 amps, copper plumbing, sewer, tankless water heater, and energy-efficient furnace - AC ready!

1120 Palm AVE, San Mateo

Listed by Christopher Eckert, 650-627-3799 from KW Advisors
(If provided) CoList: from

Sold listing courtesy of Ranya Kaileh Francis from SIR
$3,000,000
4 Beds ⋅ 3 Baths ⋅ ML82040752 MLS ⋅ SM Highlands BLDG.
This gorgeous custom built SM Highlands home offers privacy & Zen like experiences w/ a babbling creek in the rear yard. Located next to protected county land. 4BD/2BA upstairs. Large office could be 5th BD and full BA downstairs. Family room, 2 gas/wood burning fireplaces, formal dining, Gourmet kitchen, Radiant heat, central vacuum, integrated sound system, custom lighting. Much more! Don't miss out! Rec center includes community pool, tennis courts, & after school programs. Sawyer Camp road close by for walking, jogging, & bike trails along the Crystal Springs reservoir. Great school district. Location! Location! Location!

2060 Bunker Hill DR, San Mateo

Listed by Glenn Sennett, 650-208-7355 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Daniel Smith from APR
$5,495,000
5 Beds ⋅ 5 Baths ⋅ ML82040647 MLS
Brand New Luxury Residence in the highly sought-after Bel Aire Heights community of San Mateo. This exceptional home tryly has it all, nearly 4000 sq ft of thoughtfully designed living space featuring 5 bedrooms and 4.5 bathrooms, including two luxurious primary suites, one on each level, ideal for multi generational living or ultimate flexibility. The open-floor concept floor plan is light filled and expansive, seamlessly blending modern design with everyday functionality. A Chef's Dream kitchen showcases top of the line Thermador stainless steel appliances, including a built in espresso machine and wine refrigerator, perfect for both daily living and entertaining. Elegant finishes throughout, highlighted by a gas fireplace and walls of windows that capture stunning mountain and water views from most rooms. Set on approximately 9000 sq ft lot, the home also offers a spacious 3 car garage with multiple EV charging outlets. Located in one of San Mateo's premier new developments, Bel Aire Heights offers a rare opportunity to own a brand new, luxury home in a truly special setting.

18 Bel Aire LN, San Mateo

Listed by The Laugesen Team, 650-465-5742 from KW Advisors
(If provided) CoList: from

$4,800,000
4 Beds ⋅ 4 Baths ⋅ ML82039233 MLS
Architectural treasure in the heart of prestigious San Mateo Park! Built in 1924 and influenced by the timeless elegance of Julia Morgan, this single level 4-bedroom, 4-bathroom home offers over 3000sf of refined living space, artfully arranged around a central courtyard that enhances privacy and natural light. Set on a large lot of lush, fragrant grounds, this home is surrounded by fragrant jasmine and vibrant bougainvillea, gardenias, azaleas and abundant greenery. Rich with character and detail, curved double doors, intricate woodwork, brass patina finishes, and leaded glass windows speak to its historic charm and craftsmanship. This home features a large kitchen with stone floors & countertops with state-of-the-art appliances. TWO spacious suites are situated on opposite wings of the home, creating ideal separation for guests, family, or multi-generational living. A grand living room with a stately fireplace and a formal dining room provide gracious spaces for entertaining. French doors invite you outside to the backyard, where a sparkling pool and entertaining patio awaitperfect for gatherings or relaxing in the California sun. This is a lovely blend of classic sophistication, thoughtful design, and timeless charm in one of San Mateos most desirable neighborhoods.

626 Occidental AVE, San Mateo

Listed by Jean Joh, 650-636-3147 from Perisson Real Estate, Inc.
(If provided) CoList: from

Sold listing courtesy of Matthew Rogers from ELI
$2,400,000
3 Beds ⋅ 4 Baths ⋅ ML82038316 MLS
Located on a lovely, tree-lined street, this truly exceptional home is just a short walk to vibrant downtown San Mateo, known for its excellent restaurants, shopping & nearby Central Park. Blending timeless character with modern comfort, the home offers a spacious & highly versatile floor plan with multiple living areas. The main level welcomes you through a striking carousel-shaped entry that opens to a bright & inviting living room, a formal dining room, office, full bathroom, and laundry room. The open kitchen flows seamlessly to the beautifully landscaped backyard. Upstairs are two spacious bedrooms, an additional full bathroom & a cozy bonus room currently set up as a nursery. The lower level features an expansive bonus space with a full bathroom, dining area & a kitchenette (without stove). This flexible area is ideal for guests, a family or media room. Outside, the property offers beautifully landscaped front & back yards, along with a long, electronically gated, driveway perfect for RV parking. The driveway leads to a large two-car garage. Above the garage is a charming, light-filled one-bedroom in-law unit, adding even more flexibility to this remarkable property. With its unique character, generous space and prime location, this special home is not to be missed.

809 E 5th AVE, San Mateo

Listed by Kathy Wall, 415-608-4168 from Intero Real Estate Services
(If provided) CoList: Michael Darling from Intero Real Estate Services

Sold listing courtesy of Christopher Eckert from KWPEN
$2,499,000
ML82037914 MLS
Fantastic investment property in ideal Peninsula location. Six large one bedroom, one bath units. New roof, exterior paint, and landscaping. Easy property to manage and lease. Tremendous upside. Pro forma income of over $200,000 per year. Approximately 7,500 sq ft property on a 4,885 sq ft lot. Three garage spaces, each with tandem parking. Great west side San Mateo asset with easy access to Caltrain, Freeways, and SamTrans. Separate PG&E and water meters.

4111 Beresford ST, San Mateo

Listed by John F. Britton, (650) 208-6518 from W. J. Britton & Company
(If provided) CoList: from

$5,650,000
ML82036937 MLS ⋅ Crystal Springs Apartments BLDG.
Price reduced 4/29/2026. Crystal Springs Apartments is a generational multifamily asset, held by the same family for decades after establishing deep roots in San Mateo County more than 90 years ago. Constructed in 1978 by the developer of the adjacent Crystal Springs Village Shopping Center, the property reflects a level of care, intention, and permanence that is increasingly rare. Both in construction and interior character, the residences offer an experience more akin to a single-family home than a conventional rental property. It is 10-units consisting of (2) 2 bed / 2.5-bath townhouses, (5) 2 bed / 2 bath, and (3) 1 bed / 1 bath units. The property is two separate buildings located in a primarily single family residential neighborhood. It is situated on two separate parcels (041-203-010 and 041-203-020) that combine for ~0.35 acres of land. Residents enjoy amenities such as enclosed garage and covered parking, vaulted ceilings in second floor units, fireplace in each unit, and balconies and/or patios. The property's Peninsula location is near the midpoint of San Francisco and the Silicon Valley allowing for easy access to all major Bay Area employment centers. The neighboring multifamily property at 2005 Parrott Dr sold for $769,533 per unit on 2/20/2026.

2001-2003 Parrott DR, San Mateo

Listed by Carlos Azucena, 408-205-2679 from Marcus & Millichap
(If provided) CoList: from

Sold listing courtesy of Carlos Azucena from M&MKW
$3,550,000
4 Beds ⋅ 3 Baths ⋅ ML82036747 MLS
This beautifully preserved home showcases rich wood detailing, elegant millwork, and charming vintage touches at every turn. Sun-filled living spaces feature hardwood floors, classic fireplace, stained glass accents, and oversized windows that frame lovely neighborhood views. The inviting dining room, cozy bedrooms, and thoughtfully designed living areas blend historic craftsmanship with comfortable everyday livingcreating a warm, character-filled home that feels both refined and welcoming. Close to Silicon Valley, San Francisco and top-rated public and private schools. Disclosure link: https://app.disclosures.io/link/250-Harvard-Road-oh6wdpwz Open house Sat 3/28 2-4pm Sun 3/29 1-4 or tex Ting at 415.359.8419 or Trish at 650.808.0972 for showings.

250 Harvard RD, San Mateo

Listed by Ting Wang Conway, 415-359-8419 from Compass
(If provided) CoList: Trish Power from Compass

Sold listing courtesy of Mariana Pappalardo from COMPS
$7,300,000
4 Beds ⋅ 5 Baths ⋅ ML82036113 MLS
Set on a magnificent 30,851± sq ft flat estate parcel in coveted San Mateo Park, this timeless residence offers beautifully scaled living space and resort-style grounds designed for indoor-outdoor living. A sweeping circular motor court and detached 3-car garage create a grand arrival. Inside, hardwood floors, classic millwork, and formal living and dining rooms establish warmth and presence. The updated kitchen features custom cabinetry, stone countertops, professional-grade appliances, generous island, and a light-filled breakfast area opening to the family room and rear grounds. Upstairs includes spacious four bedrooms highlighted by a junior suite and a serene primary suite with office. Three full baths serve the upper level, complemented by a powder room and additional half bath downstairs. A finished basement adds flexibility. The grounds feature a sparkling pool, spa, expansive patios, private Entertainer's Cabana, level rear turf lawn, and lush front lawn framed by mature trees for privacy. Flat parcels of this scale in San Mateo Park are increasingly rare. Combined with a detached garage, circular drive, pool, spa, and move-in livability, this represents a compelling opportunity in one of the Peninsula's most prestigious neighborhoods.

124 W Poplar AVE, San Mateo

Listed by Dan Gilmartin, 650-796-3971 from Gilmartin Group
(If provided) CoList: from

Sold listing courtesy of Tatiana Narkiewicz from APR
$6,500,000
4 Beds ⋅ 5 Baths ⋅ ML82035872 MLS
Polished and poised meets lively and fun. Set behind formal gates in prestigious San Mateo Park, this 1929 Spanish Colonial Revival estate makes a striking first impression. Color-rich tile details hint at the warmth and personality within, where timeless architecture and modern livability coexist beautifully. Thoughtful renovations and major system upgrades, including a 1,100 sq+/- ft San Francisco style garage, preserve original character while providing contemporary comfort. Arches, ironwork, rich wood detailing, and dramatic scale define the interiors. The grand living room with cathedral ceiling and statement fireplace, formal dining room, and chefs kitchen designed for gathering create an ideal setting for everyday living and entertaining. The main level also includes an office, pantry, and inviting family spaces. Spacious bedrooms. Custom designed Primary. A large lower-level rec room offers ideal hangout and game space. Set on nearly half an acre, the fully landscaped grounds connect multiple play and entertaining areas, including a level lawn and elevated front patio designed for memorable gatherings. San Mateo Park is prized for its tree-lined streets, architectural charm, and central Peninsula location with convenient access to SFO, San Francisco, and Silicon Valley.

414 Edgewood RD, San Mateo

Listed by Mike Bohnert, 650-504-2378 from Coldwell Banker Realty
(If provided) CoList: Heidi Maierhofer from KW Advisors

Sold listing courtesy of Marc Roos from SGP
$10,400,000
4 Beds ⋅ 6 Baths ⋅ ML82035852 MLS
2023 new build. A magnificent three-story estate of striking stature that embodies the pinnacle of luxury. On the most prestigious, tree-canopied street in The Park, backing onto Hillsborough's storied estates on Brewer Drive. Stroll to Burlingame Ave. Expansive lot, over one-third of an acre of beautifully curated grounds providing privacy and an impressive sense of arrival. Step inside and experience the grandeur, 6070 sq. ft. of stylish living. Light-filled rooms. Oversized windows framing peaceful treetop views. 6 cooling and heating zones. Professional chef's kitchen, 4 ovens, 72-inch fridge, 2 dishwashers. 2 wine coolers. Pristine marble adorns the 15-foot island. Butler's pantry. Office. 4 ensuite bedrooms, marble bathrooms with heated floors. Dreamy primary suite, large custom closet and sumptuous bathroom with double showers. Vibrant gardens with an orchard, gas heated pool. Jacuzzi. Cabana. Pergola. Fireplaces. Outdoor bar. Full outdoor kitchen. 1,000 sq. ft. hosting patio. A bench, perfect for quiet reflection, capturing unforgettable sunsets over the spa, all to nourish the body, mind and spirit. Gym. Wine tasting lounge. Wine cellar. Bespoke cocktail bar with a sweeping marble counter. Billiards room. 4 car garage. So new, a rare offering in the most coveted area.

830 Bromfield RD, San Mateo

Listed by Margaret Duffy, 650-676-0294 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Gurveer Bains from SZPR01
$5,600,000
5 Beds ⋅ 5 Baths ⋅ ML82033993 MLS
A stunning Spanish Revival down-to-the-studs remodel on the picturesque, tree-lined streets of San Mateo Park, this expansive five-bedroom, five-bathroom residence offers a rare blend of architectural elegance and modern sophistication. Soaring nine-foot ceilings grace the main level, where a sunlit formal living room flows effortlessly into an elegant dining room. The chefs kitchen is both refined and functional, appointed with premium Thermador appliances, generous counter space, a substantial center island with seating, and a serving window opening to the pool terrace for seamless indoor-outdoor entertaining. The primary suite is a private sanctuary, featuring a dedicated office and sitting area with direct access to a terrace overlooking the manicured grounds, limestone patio, and newly refinished swimming pool, an idyllic setting for relaxation. A separate pool room offers exceptional versatility and may serve as a fitness studio, yoga retreat, or guest suite with an en suite bath. Additional amenities include multi-zone climate control, an EV charging station, and exceptional craftsmanship throughout. This distinguished Spanish Revival residence presents timeless style with modern comforts, ideally located moments from downtown San Mateos dining, shopping, and amenities.

150 Clark DR, San Mateo

Listed by Lisa Karson, 650-759-4644 from Golden Gate Sotheby's International Realty
(If provided) CoList: Victor Lau from KW Advisors

Sold listing courtesy of Dan Gilmartin from GILM
$3,625,000
5 Beds ⋅ 3 Baths ⋅ ML82032415 MLS
Discover the perfect blend of comfort, style, and convenience in this stunning 5-bedroom, 3-bathroom single-family home located in the heart of San Mateo. Offering the perfect blend of suburban tranquility and city convenience, this home is located within walking distance of downtown San Mateo. Easy access to shopping, dining, and entertainment means vibrant cafes, boutique shops, and countless culinary options are just minutes from your front door. Step inside and be greeted by a spacious, light-filled layout designed for both relaxation and entertaining. The thoughtfully updated interiors feature tasteful finishes, ample storage, and versatile spaces to accommodate your lifestyle. With its unbeatable combination of size, location, and move-in readiness, this home is a rare find in todays market. Welcome home! (Bedrooms Per County Records: 4)

74 Crystal Springs RD, San Mateo

Listed by Pierre & Alex Buljan, 650-400-1188 from Compass
(If provided) CoList: from

Sold listing courtesy of John Sayage from APR

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