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$3,850,000
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 Avenue, San Mateo

Listing courtesy of Bryan Danforth from Compass. 650-274-5227

$1,648,000
41142446 MLS
Recently remodeled (2023) and never occupied commercial space, offering a rare move-in ready mixed-use opportunity in the heart of San Mateo Village and a central Peninsula location. This property features a street-level commercial unit with strong visibility and direct street access, along with a separately accessed upper-level residential unit. The ground-floor commercial space offers an office/storefront-style frontage with large display windows, providing abundant natural light and excellent street presence. Front and rear entrances provide ADA-accessible sloped entry conditions. The commercial space has been extensively reconfigured, including demolition of prior interior improvements and the addition of newly designed storage and break rooms. Electrical upgrades include enhanced commercial-grade 220V power capacity, while existing wiring was partially retained and supplemented as needed. New Title 24–compliant lighting has been installed throughout. Additional improvements include an integrated HVAC system, a new hot water heater, commercial-grade laminate flooring, and an updated restroom. The flexible interior layout allows for immediate occupancy and supports a variety of business uses. The upper-level residential unit has been remodeled with fresh interior paint, a new kitchen, and a tastefully updated bathroom featuring a new vanity, mirror, lighting fixtures, and updated tile flooring. On-site parking is located at the rear of the property and accessed via the alley. Well-maintained and thoughtfully configured, this property is ideal for an owner-user or investor seeking a professional, service-oriented, or long-term investment opportunity. AI-generated virtual staging shown for illustrative purposes use inspiration only. Actual property condition and layout may differ.

869 Woodside Way, San Mateo

Listing courtesy of Ting Yu Zhu from BHG RE Reliance Partners. 510-282-9898

$2,495,000
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 Terrace, San Mateo

Listing courtesy of Alex Hawkins from Cronan Real Estate Services, Inc.. 408-348-5013

$2,600,000
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 Avenue, San Mateo

Listing courtesy of Cole Simpson from Marcus & Millichap. 650-391-1735

$1,799,000
ML82042066 MLS
Great location close to everything! You will love this charming duplex located on a wide, tree-lined street in the highly desirable Sunnybrae neighborhood of San Mateo. Exterior repainted. New roof on the rear unit. The front residence features 2 bedrooms and 2 bathrooms, two cozy fireplaces, original oak hardwood floors, and a large welcoming entryway, all thoughtfully updated while maintaining classic character. The separate dining room flows into a spacious kitchen with pantry space and an in-unit washer and dryer, creating a functional layout ideal for everyday living and entertaining. A detached 2-car garage and additional parking at the end of the driveway provide excellent convenience. Sunnybrae is known for its unique, solidly built homes and excellent access to transportation, shopping, and diningall within minutes. The property is also located in a strong local school district, adding to its long-term appeal. The rear unit offers a private 2-bedroom, 1-bath layout with its own kitchen and laundry room, making it perfect for extended family, guests, or rental income potential. This versatile duplex presents a rare opportunity for both owner-occupants and investors in one of the Peninsulas most sought-after neighborhoods.

515 S Fremont Street, San Mateo

Listing courtesy of Bret Evans from RE/MAX Gold Redwood Shores. 650-722-6555

$1,999,999
ML82027074 MLS
LIVE/WORK Office building permissible for preschool, school, medical, lab, wide variety of purposes including 3 residential, new housing dev. Use as triplex requires adding showers, other improvements. For Lease or Sale. Reception, 9 Private Offices, 1 Large Conference Room, 3 x 2 Restrooms, Break Room, Outdoor Patio 1/2 mile, Walking Distance to Burlingame Caltrain. Zoning Summary: Administrative, executive, and professional offices, provided that the professional offices are limited to those professions listed in Section 5.24.160: accountant, appraiser, architect, assayer, attorney, auditor, bacteriologist, certified public accountant, chemist or laboratory specialist or operator, chiropodist, chiropractor, civil engineer, dental laboratory specialist or operator, dentist, electrical engineer, geologist, hydraulic engineer, medical laboratory specialist or operator, oculist, optician, optometrist, osteopath, physician, structural engineer, surgeon, surveyor, and veterinarian (check for kennel). Retail of goods and services, Restaurants, Health and recreation, Schools, day care, Financial, business offices, laboratories. Warehousing, storage, and distribution. Residential, R3 multi-family. Special Uses: clubs, hotels, religious, kennel, community center, schools.

422-426 Peninsula Avenue, San Mateo

Listing courtesy of Alexander Kent from Compass. 650-793-0541

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