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3817 Martin DR, San Mateo
$2,050,000
3 Beds ⋅ 2 Baths ⋅ ML82038494 MLS
San Mateo Village living at its best! Modern refinement, quality upgrades, and pride of ownership are evident throughout this beautifully maintained 3-bedroom, 2-bathroom home. Features include luxury vinyl flooring, crown molding, dual-pane windows & central heating. The well-appointed kitchen boasts stainless steel appliances, granite countertops & an Italian-tiled floor & opens to the adjoining dining room highlighted by a skylight that fills the space with natural light. Both bathrooms have been tastefully updated and feature Toto toilets and blue-light ventilation fans. The hallway bathroom includes a jetted tub and Brazilian tiled floor, while the primary bathroom offers a step-in shower, lighted mirror, and skylight. Enjoy the spacious family room with a sliding patio door that opens to a fabulous private backyard....perfect for relaxing or entertaining. The outdoor space features a Calstone paver patio, numerous fruit trees, drought-resistant landscaping, and decorative Salmon Bay pebbles. Ideally located near Casanova Park & just blocks from George Hall Elementary School. Conveniently located near the Hillsdale Shopping Center, Whole Foods Market & the vibrant Bay Meadows development. Commuters will appreciate easy access to Caltrain & nearby Highways 101, 92, and 280.

3817 Martin DR, San Mateo

18 Barneson AVE, San Mateo
$2,020,000
3 Beds ⋅ 3 Baths ⋅ ML82053527 MLS
Experience modern living in this beautifully designed luxury 3BDRM, 2.5BTH corner townhouse in a boutique 7 unit community, built in 2016 & located in the desirable Baywood neighborhood on SM west side. Ideally situated at the front of the complex w/ only one shared wall, this home lives like a single-family. Step inside to a light-filled living area, open-concept floor plan, soaring vaulted ceilings, gas fireplace & dining area. The chef's kitchen w/ a large center island, quartz countertops, SS appliances & abundant cabinetry. Sliding doors provide access to the patio area, private side & backyard that is perfect for outdoor relaxing. The upper level w/ 3 BDRMS, including a luxurious primary suite w/ a spa-inspired ensuite bath complete w/ a soaking tub, stall shower, dual vanity & a walk-in closet. Two additional bdrms w/ a modern guest bath/ tub-over-shower combo. Versatile family room, ideal as a media rm or home office,along with a laundry area w/ a stackable washer/dryer complete the top floor. Features freshly painted interior, powder room on the main lvl & attached side-by-side 2 car grg w/ newly painted epoxy-style flooring. Ideally located just minutes from vibrant downtown SM, Hillsdale Mall, top-rated schools, parks, Caltrain, HWY 92/101/280 & major tech employers.

18 Barneson AVE, San Mateo

343 27th AVE, San Mateo
$2,010,000
4 Beds ⋅ 2 Baths ⋅ ML82035851 MLS
Beautifully renovated, move-in ready, bright 4-bedroom, 2-bath home offers comfort, style, and convenience in San Mateos sought-after Beresford Park neighborhood. Situated on a prominent corner lot, the home enjoys abundant natural light, enhanced privacy, and easy access with ample guest parking. Updated in 2023, improvements include a new roof, remodeled kitchen and bathrooms, new laundry room, updated plumbing and electrical systems, and refreshed walls; all completed with permits, offering peace of mind. The home is designed for todays lifestyle, with flexible living spaces ideal for a home office, guests, or shared living. The updated kitchen is designed for everyday efficiency, while the living and dining areas provide a comfortable flow for both daily living and entertaining. Enjoy a low-maintenance outdoor setting, for relaxing without the upkeep of a larger yard. The attached two-car garage features fresh paint and epoxy-coated flooring, adding convenience, storage, and versatility. Ideally located near parks, schools, shopping, and major commute routes, this home offers exceptional accessibility and a strong sense of community. A compelling opportunity for buyers seeking a stylish, fully updated home with value and convenience in a prime San Mateo location.

343 27th AVE, San Mateo

640 Cuesta AVE, San Mateo
$2,005,000
3 Beds ⋅ 1 Baths ⋅ ML82044500 MLS
Welcome to 640 Cuesta Avenue in the highly sought-after San Mateo Terrace neighborhood, where charm, comfort, and convenience come together. Inviting curb appeal and a charming front porch welcome you inside to a bright, spacious living and dining room combo featuring a wall of windows, cozy fireplace, and seamless access to the backyard perfect for everyday living and entertaining. The adjacent eat-in kitchen offers ample counter space and cabinetry for functionality and ease. Down the hall are generously sized bedrooms with ample closet space and a centrally located bathroom. Fresh interior paint and beautifully refinished hardwood floors create a light, move-in-ready feel throughout. A large two-car garage includes a laundry area and abundant storage. The landscaped backyard features fruit trees, a lush lawn, and a spacious patio ideal for relaxing or entertaining in San Mateo's mild climate. Just moments from Beresford Park with playground, recreation center, tennis courts, sports fields, skate park, and community garden. Ideally located between San Francisco and Silicon Valley with easy access to major commute routes. A fantastic opportunity not to be missed. (Some photos have been altered.)

640 Cuesta AVE, San Mateo

321 La Casa AVE, San Mateo
$2,002,888
3 Beds ⋅ 2 Baths ⋅ ML82047405 MLS
Some homes feel like a beautiful next chapter. At 321 La Casa Ave., warmth, calm, and privacy welcome you in, creating a place where everyday life unfolds with ease. Natural light fills the living and dining rooms, opening to views of trees, greenery, and the peaceful backyard beyond. Casual breakfasts in the eat-in kitchen become favorite routines, quiet afternoons feel restorative, and evenings bring everyone together in a home that feels updated, comfortable, and connected to nature. The kitchen features stainless appliances, quartz countertops, and a beautiful tiled backsplash. The hall bathroom has been freshly updated with new fixtures, while the newly added primary bath offers custom-built white maple cabinetry and a natural soapstone countertop. White plank flooring in the kitchen and baths transitions smoothly into warm French oak hardwood flooring in the main living areas, giving the home a natural sense of flow and warmth. In the bedrooms, soft carpeting offers a cozy retreat at the end of the day. Outside, the low-maintenance backyard is ready for easy entertaining, relaxed weekends, and time spent enjoying the privacy of home. Located on the west side of San Mateo near shopping, schools, and freeway access, this home offers a rare balance of convenience and retreat.

321 La Casa AVE, San Mateo

617 Harrow AVE, San Mateo
$2,000,000
3 Beds ⋅ 2 Baths ⋅ ML82061445 MLS
Welcome to this charming Sunnybrae home, where original character, thoughtful updates and an exceptional San Mateo location come together. Offering 3 bedrooms, 2 baths and approx. 1,450 sq ft on a 4,500+ sq ft lot, the home features original hardwood floors, abundant natural light, bay and garden windows, skylights and a wood-burning fireplace. The spacious eat-in kitchen offers generous cabinetry, Corian counters, built-in ovens and a wine fridge. The private primary suite includes a walk-in closet and refreshed en-suite bath with Carrara-inspired porcelain tile and double sinks. Out back, a brick patio opens to a private garden recently pruned for the season, with mature roses, bougainvillea and hydrangeas that burst into color throughout the year. Also includes a private sauna and bonus workspace. Close to parks, downtown shopping and dining, SF and Silicon Valley, with district-wide magnet school options and Aragon High nearby.

617 Harrow AVE, San Mateo

406 E 28th AVE, San Mateo
$2,000,000
3 Beds ⋅ 4 Baths ⋅ ML82034765 MLS
End-unit 2-floor townhome overlooking Bay Meadows Park on E 28th with unobstructed park views. Open main floor with living, dining, kitchen, laundry room and large bedroom suite with full and half bath naturally flowing from one room to the next on the first floor. Upgrades include quartz counters, brand new blinds, designer lighting fixtures, a large island, and custom pull-out cabinets. Upstairs there are 2 additional bedroom suites with generous storage. Mastersuite features a large walk-in closet with deluxe organizers, double vanities, and shower with large bathtub and separate toilet stall for privacy. 11 ceilings, recessed lighting with dimmers, new high-end fixtures and ethernet wiring. Large extra long 2-car tandem garage with extra motorcycle parking or storage area. Coveted Bay Meadows location and low HOA fee of $560/month which covers water and exterior. A short walk to Hillsdale Mall, Caltrain baby bullet station, multiple parks, Nueva School, Whole Foods, Blue Bottle Coffee, Fieldwork Beer Garden, and many more.

406 E 28th AVE, San Mateo

413 36th AVE, San Mateo
$2,000,000
3 Beds ⋅ 2 Baths ⋅ ML82018486 MLS
Experience modern sophistication at 413 36th Avenue, a beautifully updated single-family residence nestled in one of San Mateo's most coveted neighborhoods. This exceptional home offers a harmonious blend of comfort, style, and functionality, ideal for those seeking a refined lifestyle in a prime Peninsula location. Step inside to discover three spacious bedrooms, a beautifully appointed full bathroom, and a half bath. Upstairs, you'll also find a generous flex space that offers endless possibilities-perfect as an additional bedroom, home office, or a family room tailored to meet your lifestyle needs. The outdoor space is equally impressive, featuring a sun-drenched backyard with manicured lawn, a covered patio ideal for elegant entertaining, and mature trees that create a serene sense of privacy. Whether you're hosting al fresco dinners or enjoying a quiet afternoon in the garden, this outdoor retreat is designed for relaxation and refined living. Located just minutes from top-rated schools, Hillsdale Mall, fine dining, and picturesque parks, this residence offers both convenience and prestige. Don't miss this rare opportunity to own a truly distinguished home in the heart of San Mateo.

413 36th AVE, San Mateo

128 42nd AVE, San Mateo
$2,000,000
4 Beds ⋅ 2 Baths ⋅ ML82024243 MLS
OFFERS DUE WEDNESDAY(29TH) BY 12NOON - Set high above the Bay with spectacular views, this beautiful 4-bed, 2-bath home blends style with seamless indoor-outdoor living. Designed for both comfort and flexibility, the home features two view balconies and a 560sqft deck perfect for entertaining, relaxing, and watching sunsets. Inside, the open-concept living area showcases refinished red oak hardwood floors, a gas fireplace, stylish kitchen with black marble tile floors, marble countertops, and a glass tile backsplash. A versatile lower-level room with its own private exterior entrance offers endless possibilities: home office, studio, or creative pursuits. The bedroom layout offers two bedrooms and a full bath on the main level, with two additional bedrooms and a full bath upstairs, providing great separation of space. Out back, a serene garden oasis awaits. Raised vegetable beds, a private seating nook, and a lush lawn create the perfect setting for slow mornings, golden afternoons, and garden-to-table living. An attached 2-car garage, additional driveway parking, and easy access to Caltrain, commute routes, and SFO (just 15 minutes away) make daily life effortless. Discover a home where comfort, style, and views come together and all just minutes from shopping, dining.

128 42nd AVE, San Mateo

435 Voelker DR, San Mateo
$2,000,000
4 Beds ⋅ 2 Baths ⋅ ML82020534 MLS
Don't let this one pass you by. So much to offer in an outstanding location. Imagine being able to walk to, elementary, middle school, and high school, Beresford Park, or even Hillsdale Mall from this wonderful westside home. This bright and inviting split level home has everything you are looking for: space to entertain, relax in the garden, work from home, and cozy up in front of the fire. 4 Bedrooms and 2 baths plus a versatile bonus room provide so many options for living and working. The large, fenced in backyard offers privacy and beauty with mature trees and low maintenance landscaping. Eat in kitchen with great views of the yard with separate dining room area or flex space. Floor to ceiling windows in the living room offer sunlight and scenery of the surrounding San Mateo area. Because the home sits uniquely on a "drive" not a thoroughfare, traffic is minimal. You will love living here. Welcome home to Voelker Drive!

435 Voelker DR, San Mateo

413 Franklin PKWY, San Mateo
$1,999,000
4 Beds ⋅ 4 Baths ⋅ ML82031510 MLS
Stunning Bay Meadows residence in a vibrant, walkable community with top-rated schools. This beautifully designed home offers four bedrooms, four bathrooms, and approximately 2,454 square feet of refined modern living. Built in 2017, it showcases sleek architecture and a bright, open-concept layout ideal for today's lifestyle. The chef's kitchen is a showstopper, featuring a six-burner range, quartz countertops, custom cabinetry, and an oversized island perfect for entertaining. The luxurious primary suite includes a spa-inspired bathroom and a generous walk-in closet, while a first-floor bedroom suite provides exceptional flexibility for guests, a home office, or a playroom. Thoughtful designer upgrades include white oak flooring, solar shades, custom closet systems, surround sound, and a Nest smart home system. Additional highlights include an attached two-car garage with epoxy floors and energy-efficient systems throughout. Ideally located just steps from parks, restaurants, coffee shops, and Whole Foods, with convenient access to Caltrain and Highways 101 and 280, this home offers the perfect blend of comfort, style, and connectivity.

413 Franklin PKWY, San Mateo

2876 Catalino ST, San Mateo
$1,988,000
3 Beds ⋅ 4 Baths ⋅ ML82059854 MLS
RARELY AVAILABLE END-UNIT | COMMUNITY GARDEN VIEWS | IN THE HEART OF BAY MEADOWS| SIDE-BY-SIDE 2-CAR GARAGE Welcome to 2876 Catalino St - this beautifully positioned end-unit townhome with a community garden views on a quiet st. The light-filled main level features : soaring ceilings, wood flooring, an open-concept floor plan - the dinning area flowing seamlessly into the gourmet kitchen & the spacious great room. The kitchen features granite countertops & full backsplash/white cabinetry/GE Monogram SS appliances/a newer KitchenAid dishwasher. 2 balconies extend the living space outdoors. Take the daily retreat at the Primary bedroom w/ his&her closets w/organizers/dual vanities/a spacious shower/a separate toilet area. An additional bedroom has its own en-suite full bath & WIC. The entry-level features an en-suite bedroom perfect for visiting guest/extended family or home office. Extra benefits include in-unit laundry, Hunter Douglass roller shades, recessed lighting, generous storage throughout & a side-by-side 2-car garage. Walk to parks, playgrounds, Caltrain, Whole Foods, Blue Bottle Coffee, and Hillsdale Shopping Center, national recognized Nueva School. Easy access to HWY 101/92 makes commuting to SFO /South Bay a breeze. Your dream home awaits here!

2876 Catalino ST, San Mateo

201 Chesterton PL, San Mateo
$1,975,000
3 Beds ⋅ 2 Baths ⋅ ML82042458 MLS
Welcome to 201 Chesterton Place in beautiful San Mateo, a wonderfully updated 3 Bed / 1.5 Bath home. This is an enchanting, storybook home, on a corner with excellent curb appeal. Wonderful mature trees are complimented by a blooming garden. Fresh paint and newly refinished hardwood floors showcase the inviting floorpan. Relish in the remodeled kitchen, a perfect place for your culinary creations. The dining room and backyard can be easily accessed from the kitchen, providing you with seamless indoor/outdoor entertaining. The spacious living room has a wood burning fireplace and an abundance of natural sunlight. The home is wired for high-speed internet, and comes with a large one car garage with ample storage and an adjacent home office. Whether you're a homeowner looking for a welcoming space or an investor seeking value, this property's combination of solid bones and thoughtful improvements makes it a compelling opportunity. Situated just steps from downtown San Mateo and Burlingame, this location is truly walk-to-everything living, minutes to Caltrain, Central Park, and an incredible array of shops, cafes, and restaurants, with easy access to Highway 101 & 92 for seamless commutes up and down the Peninsula.

201 Chesterton PL, San Mateo

308 Midvale AVE, San Mateo
$1,970,000
3 Beds ⋅ 2 Baths ⋅ ML82022181 MLS
Welcome to 308 Midvale Avenue - a fantastic new offering in one of San Mateo's most sought after locations! Beautifully upgraded and polished into absolute move in condition, the Midvale home will not leave you wanting! New front landscaping greets you upon arrival and acts as the perfect ambassador to the lovely interior. Refinished hardwood flooring, fresh interior paint, sun-filled windows and pleasing views greet you upon arrival and offer a fantastic first impression... The kitchen / family room areas are in a word - incredible... Trendy colors, tons of cabinet space, sleek Calcutta-Quartz counters, a spacious center island work station, new stainless appliances, wonderful living space and fantastic views make this a natural gathering area. For outdoor entertaining, large glass sliding doors seamlessly segue to an oversized walk-out deck overlooking an incredible, private rear play-yard. Highlighted by lovely views towards the Bay, the rear yard offers something for everyone! Other highlights include two artistically remodeled bathrooms (featuring lighted mirrors, trendy new tile and new fixtures), spacious bedrooms, dual pane windows and more... Situated close to nearly every imaginable convenience, the Midvale location is nearly impossible to beat!

308 Midvale AVE, San Mateo

420 Voelker DR, San Mateo
$1,960,000
2 Beds ⋅ 2 Baths ⋅ ML82056912 MLS
Nestled in a serene, peaceful setting, this inviting two-bedroom-plus-office home offers a rare blend of privacy, comfort, and effortless convenience. Beautifully refreshed with new interior paint, stylish luxury vinyl plank flooring, and two updated, yet not fully remodeled, bathrooms, the residence exudes a warm, contemporary charm. The kitchen offers a functional, efficient layout with modern appliances and practical counter space, suitable for everyday needs. The sun-drenched living room is anchored by a fireplace, creating an airy and inviting atmosphere. A versatile office provides the perfect space for remote work, creative projects, or hosting overnight guests. Indoor-outdoor living is seamless here. Enjoy your morning coffee in the private, enclosed front courtyard, or retreat to your generous backyard, featuring a spacious deck and poured-concrete patio a true outdoor oasis. The primary bedroom opens directly to this private retreat, blending comfort with nature. Ideally located near vibrant pocket parks, the Hillsdale Shopping Center, Caltrain, and major commute routes, this home offers the perfect balance: a peaceful, private sanctuary with exceptional walkability.

420 Voelker DR, San Mateo

3031 Flores ST, San Mateo
$1,950,000
3 Beds ⋅ 2 Baths ⋅ ML82052310 MLS
First time on the market in over 35 years! From the welcoming front porch to the expansive backyard deck, this charming home offers a warmth and character that feels increasingly rare. Lovingly maintained, this single-level residence features inviting living spaces, 3 bedrooms, 2 baths, a fireplace-centered living room, a sunroom retreat, and a spacious primary suite with its own fireplace. The kitchen shines with sleek quartz countertops and a suite of brand-new stainless steel appliances, creating a space that's as functional as it is beautiful. A detached cottage tucked toward the rear of the property adds flexibility and separation from the main residence, while the backyard deck provides an ideal setting for entertaining, outdoor dining, or simply enjoying time at home. Ideally located near Hillsdale Shopping Center, Caltrain, parks, dining, and major commute routes, this special property offers a unique blend of charm, convenience, and opportunity in a sought-after San Mateo neighborhood. Welcome home!

3031 Flores ST, San Mateo

1519 Trollman AVE, San Mateo
$1,950,000
4 Beds ⋅ 4 Baths ⋅ ML82038810 MLS
Beautifully updated home located on a quiet street in the heart of San Mateo. 1,610 sqft main house plus 438 sqft ADU.The main home features a thoughtfully designed 3-bedroom, 3-bathroom layout, complemented by a fully permitted 1-bedroom, 1-bathroom ADU, an ideal setup for multi-generational living, a private guest suite, or rental income. Every inch has been updated with modern finishes, including new flooring, fresh designer paint, and updated kitchen and bathrooms. The exterior is equally impressive, featuring a beautifully landscaped front yard and a low-maintenance backyard designed for effortless outdoor entertaining. The location offers a lifestyle of unparalleled convenience: enjoy a 8-minute bike ride to the vibrant restaurants and cafes of Downtown San Mateo, or take a short stroll to the Bay Trail, Harborview Park, Golf Course, and Yacht Club. Families will especially love the proximity to the "magical" playground at Coyote Point Recreation Area. Perfectly positioned in the center of the Peninsula, this home is a commuters dream. Just 20 minutes to San Francisco and 30 minutes to the South Bay with easy access to all major transit. This is a rare opportunity to own a turnkey, income-potential property in one of San Mateo's most convenient, amenity-rich neighborhoods.

1519 Trollman AVE, San Mateo

121 S Fremont ST, San Mateo
$1,950,000
4 Beds ⋅ 5 Baths ⋅ ML82027650 MLS
Welcome to 121 S Fremont Street, a brand-new, meticulously crafted home showcasing designer finishes and exceptional attention to detail throughout. This spacious residence offers four generously sized bedrooms and five luxurious bathrooms, including a spa-inspired primary suite featuring a serene bath retreat and a large walk-in closet. Thoughtfully designed for modern living, the open-concept layout seamlessly connects the living, dining, and gourmet kitchen areas, making it perfect for both everyday comfort and entertaining. Every element of this home has been curated for style and functionality. Additional highlights include a one-car garage, plus extra off-street parking for convenience. Ideally situated just moments from vibrant downtown San Mateo, you'll enjoy easy access to an array of shops, restaurants, parks, and top-rated schools. Commuters will appreciate the quick connections to Highways 101 and 280, offering smooth travel to both Silicon Valley and San Francisco. Don't miss this rare opportunity to own a turnkey, design-forward home in one of the Peninsula's most desirable neighborhoods.

121 S Fremont ST, San Mateo

1418 Hancock AVE, San Mateo
$1,950,000
4 Beds ⋅ 2 Baths ⋅ ML82024526 MLS
Welcome to this stunning 4BD/2BA home in the highly sought-after San Mateo Parkside neighborhood! Filled with natural light & modern comfort, this beautifully maintained home sits on an impressive 9745 SqFt corner lot surrounded by mature trees, offering privacy, shade & exceptional outdoor living. Enjoy 1670 SqFt of single-level living w/ a bright & spacious living room w/ a fireplace, refinished hardwood floors, an updated kitchen w/ refaced cabinets, stone countertops, stainless steel appliances & a cozy dining nook. Entertain in the separate family & dining area that opens directly to a huge backyard oasis, perfect for gatherings, relaxation & gardening under a canopy of greenery. Retreat to the primary suite w/ a spa-like updated bath, while three additional bedrooms share an enhanced full bath with a shower/tub combo. Additional upgrades include refinished hardwood & LVP flooring, dual-pane windows, updated electrical, structural retrofit, and an energy-efficient HVAC with mini-split system for year-round comfort. Attached two-car garage, storage, and laundry area with washer and dryer, this home blends style, function & unbeatable outdoor space. Located moments from top rated schools, parks, waterfront trails, shopping & HWY101, this is Parkside living at its finest!

1418 Hancock AVE, San Mateo

617 Guildford AVE, San Mateo
$1,920,001
4 Beds ⋅ 2 Baths ⋅ ML82024095 MLS
Welcome to this beautifully updated one-level home in San Mateos sought-after Sunnybrae neighborhood. Thoughtfully remodeled and expanded with permits in 2017, this residence seamlessly blends timeless charm with modern living. A formal entry leads into a bright and inviting living room featuring a large picture window with plantation shutters, hardwood floors, and a cozy fireplace. The remodeled kitchen boasts sleek cabinetry, updated finishes, and plenty of workspace for everyday cooking and entertaining. Both bathrooms have been tastefully renovated, offering contemporary style and comfort. The spacious primary suite, added in 2017, includes a walk-in closet and a spa-like ensuite bathroom creating a private retreat rarely found in Sunnybrae homes. Additional highlights include double-pane windows, an attached one-car garage with laundry area, and thoughtful updates throughout. Set in one of San Mateos most desirable neighborhoods, Sunnybrae offers a true community feel with tree-lined streets, excellent schools (Aragon), local parks, and easy access to Downtown San Mateos dining and shopping. Commuters will appreciate close proximity to Caltrain and major freeways, making work and play equally convenient.

617 Guildford AVE, San Mateo

908 S Grant ST, San Mateo
$1,920,000
3 Beds ⋅ 2 Baths ⋅ ML82025806 MLS
This beautifully maintained Mediterranean-style split-level home blends original architectural details with contemporary upgrades. The lower level features a spacious 3rd bedroom (converted with permits) with recessed lighting, and bright accent windows, complemented by a second full bathroom. French doors open to a large, tiled courtyard ideal for outdoor entertaining. The private, lushly landscaped garden and yard offers a serene retreat. Inside, the elegant open-concept living, dining, and kitchen areas showcase a coved ceiling and a striking granite-faced fireplace. The updated kitchen includes granite countertops, stainless steel appliances, skylight, birch cabinetry, and a welcoming breakfast bar. Upstairs, two full bedrooms feature custom plantation shutters, gleaming hardwood floors, and double-pane windows. The remodeled designer bathroom boasts marble and tile accents, a relaxing soaking tub, and a separate stall shower. The larger bedroom offers French doors opening to a period-inspired tiled balcony with wrought iron railing. Additional highlights include a full basement with laundry area, abundant storage, and potential for a wine cellar or home gym. This unique and versatile home is a true gem that combines sophistication, comfort, and classic Mediterranean appeal.

908 S Grant ST, San Mateo

1657 Sugarloaf DR, San Mateo
$1,920,000
3 Beds ⋅ 3 Baths ⋅ ML82023574 MLS ⋅ Sugarloaf HOA BLDG.
Step into this beautiful home in the coveted Sugarloaf neighborhood, where comfort, style & a serene private setting come together. The main level features a bright & spacious living room w/ vaulted ceilings & direct access to a deck w/ peaceful tree viewsperfect for relaxation/entertaining. The living room flows seamlessly into the formal dining area, while the inviting family room offers additional access to a side yard & rear deck for indoor-outdoor living. A well-appointed kitchen, convenient laundry room & guest half bathroom complete the main floor. Upstairs, the expansive primary suite serves as a true retreat w/ its own private patio deck & a stunning en-suite bathroom. Two additional bedrooms & a full bathroom complete the upper level, providing plenty of space for family/guests. Additional highlights include a two-car side-by-side garage, ample storage & an excellent location. Zone for HIGHLY rated Belmont Schools (Buyers to confirm). This home is conveniently situated near major freeways, shopping, dining & is centrally located between SF & Silicon Valley, making commuting a breeze. Combining natural surroundings, a functional layout & modern comforts, this home is a rare find in one of the most desirable neighborhoods. Dont miss this opportunity to make it yours!

1657 Sugarloaf DR, San Mateo

3518 Winway CIR, San Mateo
$1,915,000
3 Beds ⋅ 1 Baths ⋅ ML82050634 MLS
Tucked away on a peaceful cul-de-sac, this charming 1951 home offers the rare feeling of a private retreat in the heart of San Mateo. Just moments from the soon-to-be reimagined Hillsdale Mall, 3518 Winway Circle blends timeless character, modern comfort, and an exceptional location. Original details include a picture window overlooking the front porch, a fireplace with period millwork, crown molding, and vintage chime doorbells. Natural light fills the living spaces throughout. The kitchen features stainless steel appliances, a pantry, generous storage, brushed gold hardware, and a peninsula that opens to the dining area. Double French doors lead to a flagstone patio for seamless indoor-outdoor living. The backyard is a hidden garden retreat with stone fountains, heritage roses, privacy fencing, and multiple spaces for entertaining or relaxing. Garden views can be enjoyed from the rear bedrooms. Additional highlights include three bedrooms, a bright bath featuring a pedestal sink, hallway linen storage, ample closet space, and an attached garage with utility sink, laundry, plumbing, and overhead attic storage. Ideally located near shopping, dining, parks, and transit, this special home combines timeless charm, an enchanting garden, and exceptional convenience.

3518 Winway CIR, San Mateo

535 W Hillsdale BLVD, San Mateo
$1,910,000
3 Beds ⋅ 2 Baths ⋅ ML82060990 MLS
Westside Opportunity! Located in the heart of the popular Hillsdale area of San Mateo, this home greets you with a courtyard entry. Step into the spacious light filled living /dining room with dramatic walls of glass to enjoy the outdoor scenery. The cheerful kitchen has an abundance of cabinet space and a generous eating area. Next to the kitchen is a convenient laundry room. Off the living room area, you will discover the first bedroom with built-in desk and shelving. A Jack & Jill bathroom and another larger bedroom. At the end of the hall is the spacious Primary bedroom, which has a built-in dressing table, double closets, lots of natural light and a door to the side outdoor area. The primary bathroom features a shower over the tub and a linen closet. Use your imagination to make the private backyard a special haven, lots of possibilities with a beautiful oak tree, persimmon tree, and citrus tree. The yard goes beyond the fence with a creek side setting. The property also has a two car garage. Additional benefits to this location are your close proximity to the Hillsdale Mall, trader Joe's, parks, library, schools, public transportation, and easy access to both 101,92, and 280 freeways.

535 W Hillsdale BLVD, San Mateo

18 Hillbarn CT, San Mateo
$1,910,000
2 Beds ⋅ 2 Baths ⋅ ML82055327 MLS
VIEWS, VIEWS, VIEWS! 2 BEDROOM PLUS DEN OR STUDY COULD BE 3RD BEDROOM AND 2 FULL BATHROOMS! MID-CENTURY WESTWOOD KNOLLS CONTEMPORARY HOME ELEVATED BY VIEWS, STYLE, COMFORT AND A PREMIUM LOCATION BETWEEN SILICON VALLEY AND SAN FRANCISCO! A FEW MINUTES FROM SHOPPING, HILLSDALE SHOPPING CENTER,GROCERY SHOPPING, TRADER JOE'S, SHOPS, DINING ,ENTERTAINMENT, ROBLOX, DOWNTOWN SAN MATEO, PLENTIFUL PARKS INCLUDE LAURELWOOD, SAN MATEO CENTRAL, CRYSTAL SPRINGS, SAWYER COMP TRAIL, AND COYOTE POINT RECREATION AREA. THE MAJOR CLOSE COMMUTE ARTERIES ARE HIGHWAYS 92,101, 280 AND 82 (THE EL CAMINO REAL) . PLEASE DON'T FORGET THE AWARD WINNING SCHOOLS. THE NIGHT VIEWS ARE BEAUTIFUL AND PANORAMIC WHETHER OUTSIDE OR RELAXING INSIDE THE HOME. THE REAR YARD IS VERY PRIVATE. THE CARPORT IS OVERSIZED WITH CABINETRY FOR STORAGE. THE OFFICE/DEN CAN BE USED AS A 3RD BEDROOM. THIS CONTEMPORARY HOME CAPITALIZES ON A FLOWING AND OPEN FLOOR PLAN. THE KITCHEN AND BATHROOM WERE REMODELED IN 2025. THE 6 BURNER GAS OVEN AND RANGE AND THE REFRIGERATOR ARE NEW IN JULY, 2026. THE FOAM ROOF HAS BEEN RE-COATED BY DURA FOAM ROOFING IN 2026 AND SECTION 1 TERMITE CLEARANCE IN 2026.

18 Hillbarn CT, San Mateo

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