Luxury homes for sale & real estate in Sugarloaf, CA

5 homes

Sort:

Recommended

ABOUT THIS HOME
Luxury Home for sale in Sugarloaf, CA:
A rare investment opportunity in a prime Westside San Mateo location, this spacious duplex sits on a desirable 5,023 sqft corner lot, providing excellent frontage and light exposure. With 2,470 sq ft of total living space across two well-proportioned units. The property offers immediate rental income with room and pride of ownership presence! Built in 1951, it features solid, long-lasting construction, two fireplaces, a spacious 2 Bed, 1 Bath unit along with a large 1 Bed 1 Bath unit! The generous lot size and corner placement create expansion potential, outdoor usability, and enhanced privacy! It calls to future tenants and buyers, alike! Located within the San Mateo-Foster City School Di

$1,495,000

— beds— baths2,470 sq ft

100 W 38th Ave, San Mateo, CA 94403

023 sqft corner lot • 5 • Expansion potential

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Sugarloaf, CA:
Major Price improvement! Welcome home to views in Westwood Knolls! This inviting 3-bedroom, 2-bath home offers 1,720 square feet of living space on a generous 6,790 square foot lot. The spacious family room showcases vaulted ceilings and floor-to-ceiling windows with a sliding door that opens to the large, level backyard with outstanding views. A separate living room with an adjoining dining area adds flexibility for both entertaining and everyday living. With two fireplaces, generous living spaces, and a thoughtfully designed floor plan, the home combines comfort with versatility. Freshly painted and professionally landscaped, it is move-in ready while also providing an excellent canvas fo

$1,800,000

3 beds2 baths1,720 sq ft

217 W 40th Ave, San Mateo, CA 94403

Close to schools • Large level backyard • Two fireplaces

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Sugarloaf, CA:
Magnificent 5-bedroom estate located in the highly desirable neighborhood. As you step inside, you are greeted by an abundance of natural light pouring through a huge picture window, illuminating the elegant living room & dining area. The heart of the home is the open chefs kitchen and great room combo with a vaulted ceiling, skylights, high-end cabinets, granite countertops, massive kitchen island, surround sound for 3 TVs, perfect for both luxury daily living and grand-scale gatherings. The secluded master suite completed with a den, spacious bathroom with a bathtub for ultimate relaxation. On the opposite side of the home, a separate wing has 4 bedrooms, 2 with en-suite, hallway ba

$2,998,888

5 beds4 baths2,855 sq ft

241 42nd Ave, San Mateo, CA 94403

Vaulted ceiling • Open chefs kitchen • Granite countertops

3D & VIDEO TOUR

ABOUT THIS HOME
Luxury Home for sale in Sugarloaf, CA:
Welcome into this lovingly maintained expanded home, offering hardwood floors, fresh paint and bay and city views. The eat in kitchen is equipped with stainless steel appliances, tile flooring, slider to the backyard and deck with more views. A large family room boasts a stone hearth and fireplace with vaulted ceilings and a bonus room used as an office or 5th bedroom. 4 good size bedrooms line the hallway, leading to the primary suite with more stunning views. Downstairs is an array of options, 500+ sq ft of stand-up storage, an extra room currently used as a second family room, 2 car garage and a workshop and access to this beautiful, lush, landscaped yard and mature trees. There is enoug

$2,888,000

4 beds2.5 baths2,213 sq ft

3709 Kenwood Ave, San Mateo, CA 94403

Stone hearth • Landscaped yard • Tile flooring

$3,498,000

4 beds6 baths7,915 sq ft

3708 S El Camino Real, San Mateo, CA 94403

4,078 sq ft lot • Built 1962 • Listed 198 days

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

OPEN SUN, 2PM TO 4PM

ABOUT THIS HOME
Luxury Home for sale in Sugarloaf, CA:
Come fall in love with this most wonderful 3 bdr, 2 ba home with its light, airy, open feel & lots of great space for everyday living & entertaining. Just about everything is new with high-end designer finishes & amenities throughout. Enjoy morning coffee on the front porch, or summer bbqs on the rear deck, host family & friends in the spacious living, dining, family rooms! The chef's kitchen is up to the task, with deluxe appliances & so much counterspace! Relax in your luxurious private primary retreat with its spa-like ensuite & ample closet space. The 2-car garage is hugely oversized, & the new detached room adds the extra square footage you need

$2,448,000

3 beds2 baths1,650 sq ft

1306 North Rd, Belmont, CA 94002

Front porch • Spa-like ensuite • Rear deck

OPEN SAT, 1:30PM TO 3:30PM

ABOUT THIS HOME
Luxury Home for sale in Sugarloaf, CA:
Resort Living at The Ashton! Built in 2019, this spacious 3-bedroom, 2.5-bath ground-floor live/work condo offers approximately 1,770 sq. ft. of modern luxury. Features include hardwood flooring, LED lighting, 9-ft ceilings, and a chefs kitchen with quartz countertops, large island, designer tile backsplash, Shaker cabinetry, and Bosch stainless steel appliances. The primary suite boasts a walk-in closet with organizer and a dual vanity bath. Enjoy two private patios, in-unit laundry, Nest thermostat, A/C, and EV-ready parking. Community amenities include a courtyard, outdoor kitchen and fire pit, fitness center, and secured garage. Prime Belmont Location! 10-min walk to Caltrain, 5-min to

$1,599,000

3 beds2.5 baths1,770 sq ft

400 El Camino Real #107, Belmont, CA 94002

Community amenities • In-unit laundry • Private patios

OPEN SAT, 10:30AM TO 4PM

ABOUT THIS HOME
Luxury Home for sale in Sugarloaf, CA:
This beautiful Plan 2 residence is upgraded throughout and a must-see. The gourmet kitchen includes upgraded cabinets and countertops and is an ideal home for entertaining family and friends. The incredible layout affords a one-of-a-kind lifestyle. Rooftop terrace. Open this weekend from 10 am to 5pm. Check in at the Sales Office for a tour of the home.

$2,641,149

4 beds3.5 baths2,300 sq ft

2512 Sage St, San Mateo, CA 94403

Incredible layout • Rooftop terrace • Upgraded countertops

OPEN SAT, 10:30AM TO 4PM

ABOUT THIS HOME
Luxury Home for sale in Sugarloaf, CA:
This spacious Plan B townhome is fully upgraded throughout. The gourmet kitchen with upgraded cabinets and countertops is perfect for entertaining. Enjoy an open floor plan and a one-of-a-kind lifestyle in this incredible unit. Beautiful views. Rooftop terrace. Open this weekend from 10 am to 5pm. Check in at the Sales Office for a tour of the home. Photos are of model home not of actual home.

$1,730,120

2 beds2.5 baths1,676 sq ft

2457 Willow Way, San Mateo, CA 94403

Open floor plan • Rooftop terrace • Upgraded countertops

OPEN SAT, 10:30AM TO 4PM

ABOUT THIS HOME
Luxury Home for sale in Sugarloaf, CA:
This spacious, fully upgraded Plan E home is a must-see. The gourmet kitchen features upgraded cabinets and countertops. A main-level bedroom and full bath add everyday convenience. Perfect for entertaining family and friends. Open this weekend from 10 am to 5pm. Check in at the Sales Office for a tour of the home.

$1,619,504

3 beds3 baths1,501 sq ft

2417 Willow Way, San Mateo, CA 94403

Main-level bedroom • Upgraded countertops • Gourmet kitchen

3D & VIDEO TOUR

ABOUT THIS HOME
Luxury Home for sale in Sugarloaf, CA:
Modern design and a serene Belmont address come together beautifully in this three-bedroom residence at The Ashton, a boutique community built in 2019. With direct ground-floor access, high ceilings, and designer finishes, this home blends sophistication with everyday ease. Step into an open-concept great room where high ceilings and a wall of windows fill the space with natural light. Wide-plank engineered hardwood floors add warmth and continuity while an architectural alcove subtly defines the layout. The chefs kitchen stands out with a striking quartz waterfall island, tall shaker cabinetry, a mosaic tile backsplash, and high-end appliances including a gas range, plus a deep pantry clos

$1,348,000

3 beds2 baths1,438 sq ft

400 El Camino Real #117, Belmont, CA 94002

Wall of windows • Chefs kitchen • $535 HOA

Property at 2326 Buena Vista Ave, Belmont, CA 94002, 4 beds, 2 baths

$1,899,000

4 beds2 baths1,600 sq ft

2326 Buena Vista Ave, Belmont, CA 94002

Property at 2371 Ticonderoga Dr, San Mateo, CA 94402, 2 beds, 2.5 baths

$1,198,000

2 beds2.5 baths1,470 sq ft

2371 Ticonderoga Dr, San Mateo, CA 94402

Property at 53 E 39th Ave, San Mateo, CA 94403, 5 beds, 3 baths

$1,999,888

5 beds3 baths2,962 sq ft

53 E 39th Ave, San Mateo, CA 94403

Property at 3605 Pacific Blvd, San Mateo, CA 94403, 2 beds, 1 bath

$1,298,000

2 beds1 bath940 sq ft

3605 Pacific Blvd, San Mateo, CA 94403

Property at 2500 Sage St, San Mateo, CA 94403, 4 beds, 3.5 baths

$2,998,000

4 beds3.5 baths2,562 sq ft

2500 Sage St, San Mateo, CA 94403

Property at 2830 Flores St, San Mateo, CA 94403, 22 beds, 15 baths

$8,888,000

22 beds15 baths15,311 sq ft

2830 Flores St, San Mateo, CA 94403

Property at 2934 San Juan Blvd, Belmont, CA 94002, 2 beds, 1 bath

$1,375,000

2 beds1 bath900 sq ft

2934 San Juan Blvd, Belmont, CA 94002

Property at 225 28th Ave, San Mateo, CA 94403, 3 beds, 3 baths

$2,298,000

3 beds3 baths1,965 sq ft

225 28th Ave, San Mateo, CA 94403

Property at 2440 Willow Way, San Mateo, CA 94403, 3 beds, 3 baths

$1,648,990

3 beds3 baths1,571 sq ft

2440 Willow Way, San Mateo, CA 94403

Property at 2419 Willow Dr, San Mateo, CA 94403, 3 beds, 3 baths

$1,412,031

3 beds3 baths1,386 sq ft

2419 Willow Dr, San Mateo, CA 94403

Property at 38 Weepingridge Ct, San Mateo, CA 94402, 2 beds, 2.5 baths

$1,385,000

2 beds2.5 baths1,520 sq ft

38 Weepingridge Ct, San Mateo, CA 94402

Property at 2425 Willow Way, San Mateo, CA 94403, 3 beds, 2 baths

$1,763,079

3 beds2 baths1,743 sq ft

2425 Willow Way, San Mateo, CA 94403

Property at 128 Rosewood Lane Ln, San Mateo, CA 94402, 4 beds, 4.5 baths

$3,150,000

4 beds4.5 baths4,000 sq ft

128 Rosewood Lane Ln, San Mateo, CA 94402

Property at 2004 Mezes Ave, Belmont, CA 94002

$2,075,000

— beds— baths— sq ft

2004 Mezes Ave, Belmont, CA 94002

Luxury Homes for Sale in Sugarloaf

There are currently 5 luxury homes for sale in Sugarloaf at a median listing price of $2.13M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Sugarloaf stay on the market for 30 days and receive 2 offers. Popular neighborhoods include Hillsdale, Redwood Shores, Baywood, San Mateo Park, and Aragon / Baywood. This map is refreshed with the newest listings in Sugarloaf every 15 minutes.

In the past month, 9 homes have been sold in Sugarloaf. In addition to houses in Sugarloaf, there was also 1 condo, 0 townhouses, and 1 multi-family unit for sale in Sugarloaf last month. Sugarloaf is a moderately walkable neighborhood in San Mateo with a Walk Score of 61. Sugarloaf is home to approximately 13,284 people and 1,662 jobs. Find your dream home in Sugarloaf using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Sugarloaf are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Sugarloaf. If you're looking to sell your home in the Sugarloaf area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Sugarloaf with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Sugarloaf, CA

Nearby Neighborhoods

Cities

Nearby Neighborhoods with Luxury Homes

Nearby Cities with Luxury Homes

More to explore in Sugarloaf, CA

How to buy a house in Sugarloaf, CA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in California

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.