Live in Baywood

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.

Recently rebuilt with young, fresh, designer finishes throughout, this stunning home is located in one of San Mateo's most sought after neighborhoods near award winning schools, beautiful parks, vibrant downtown dining and shopping, and easy access to Hwy 92 or 280. Designed for modern living and entertaining, the light filled open concept floor plan features soaring ceilings, spacious living and dining areas, and seamless indoor outdoor flow. The chefs kitchen is the heart of the home showcasing professional grade appliances, quartz countertops, custom cabinetry, oversized island, and abundant storage. The expansive great room and dining space create the perfect setting for everyday living and entertaining alike. The luxurious primary suite serves as a private retreat complete with fireplace, soaking tub, walk in closets and spa inspired bath. Three additional generously sized bedrooms and beautifully appointed bathrooms offer flexibility and comfort for family and guests. Step outside to the spectacular backyard featuring an outdoor entertainment center with built in BBQ, pergola, expansive deck and a flat turf yard, ideal for soccer, baseball, play or relaxing with family and friends. THIS IS THE ONE! A rare opportunity in an exception location. Don't Miss This One.

A rare architectural offering, this one-of-a-kind 1956 Mid-Century Modern X-100 prototype, designed by an acclaimed team of architects, represents a pivotal moment in mid-century modern design. The home showcases six exposed steel I-beams, eliminating interior load-bearing walls and creating a dramatic open, light-filled environment with seamless indoor-outdoor flow. Thoughtfully restored while honoring its original vision, recent updates include fresh interior/exterior paint, recoated foam roof, refinished vinyl and concrete floors, updated radiant heating, curated furnishings, and refreshed landscaping. The home is organized around two private garden atriums with in-ground planting beds, while 32 feet of skylights flood the interiors with natural light. Signature materials, steel, glass, and Formica, highlight the home's authentic modernist character. Built-ins and kitchen elements are fully integrated into the architecture. Debuted in 1956, the X-100 gained national attention and influenced generations of modern residential design, set against the backdrop of Crystal Springs Reservoir. Listed on the National Register, this is a true collector-grade property ideal for design enthusiasts, historians, and those seeking a singular living experience.

Set on a lush terraced hillside in one of San Mateos most desirable neighborhoods, this architecturally distinct 4BD/4BA residence offers a rare blend of privacy, natural beauty, and sophisticated indoor-outdoor living. Designed with a striking vertical layout connected by a newer elevator, the home maximizes both views and usable outdoor space. Expansive living and dining areas open seamlessly to multiple outdoor retreats, including a tranquil grotto, view terrace overlooking the Santa Cruz Mountains, and an enchanting top-floor patio with fountain reminiscent of a private treehouse sanctuary. Bathed in natural light, the home features designer finishes, a gourmet kitchen with premium appliances, generous entertaining spaces, and versatile bedroom arrangements. The secluded second-floor suite offers exceptional privacy while remaining easily accessible. The expansive south-facing grounds feature close to 20 fruit trees and are ideal for gardening, entertaining, or quiet relaxation amid mature landscaping. Recent improvements include a newer elevator, roof, fences, retaining walls, and garage door. Ideally located near downtown San Mateo, Burlingame Avenue, Caltrain, parks, dining, shopping, and major commuter routes.

Nestled in the heart of San Mateo Park, this Mediterranean villa is a rare blend of timeless architecture, thoughtful design, and state-of-the-art upgrades. Set back on a lush quarter-acre corner lot, the home offers both privacy and presence, framed by manicured gardens and mature trees. Inside, the residence unfolds with character and warmth. The living room impresses with its barrel ceiling, French doors, and original fireplace, while the sunroom, flooded with natural light, opens seamlessly to the patio. The formal dining room, highlighted by beveled glass windows, invites memorable gatherings. At the center of the home, the updated chefs kitchen boasts walnut cabinetry, granite countertops, a breakfast bar, and a charming nook overlooking the garden.The layout is designed for todays lifestyle, featuring two private offices, a primary suite with a jet tub and garden window, and a spacious attic and basement providing exceptional storage flexibility.This home is a perfect balance of timeless character and modern luxury, offering a lifestyle of comfort, convenience, and charm in one of the Bay Areas most desirable neighborhoods. Superb location with extraordinary walkability, equidistant to fine dining and boutique shopping in downtown Burlingame or San Mateo.

Welcome to this stunning 4-bedroom, 4-bathroom home in the vibrant city of San Mateo. With an expansive 3,664 sq ft of living space set on a generous 8,115 sq ft lot, this residence offers comfort and style. The spacious kitchen is a culinary enthusiasts dream, featuring a gas cooktop, dishwasher, garbage disposal, island, microwave, and a gas oven. The kitchen seamlessly flows into the family room, creating a perfect space for entertaining. The home boasts elegant hardwood flooring throughout, complemented by high and vaulted ceilings, enhancing the sense of openness. The ground floor hosts a bedroom, ideal for guests and a private office. Enjoy the warmth of the fireplace during cooler months. The primary suite is a retreat in itself, complete with a walk-in closet. Practical features include a convenient inside laundry room equipped with a washer and dryer. Situated within the San Mateo-Foster City Elementary School District, this home is perfect for families seeking both luxury and practicality. Additional amenities include a two-car garage and a gym, making this residence both functional and inviting.

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)

3223 Glendora Drive is a well-maintained 9-unit apartment property located in a prime San Mateo neighborhood directly adjacent to the Laurelwood Shopping Center. The asset reflects true pride of ownership and offers a compelling blend of stability, unit size, and rental upside. The unit mix consists of seven spacious one-bedroom/one-bath units and two two-bedroom/one-bath units. The one-bedroom units range approximately 750–800 square feet, while the two-bedroom units are approximately 950 square feet—sizes that are well above typical market averages and highly attractive to long-term tenants. The property is very well maintained and features tuck-under parking with one enclosed garage space currently being leased as storage, providing valuable off street parking in a supply-constrained area. Tenants benefit from a quiet rear courtyard and backyard area, enhancing livability and tenant retention. Current rents are below market, offering approximately 24% upside through rent growth, positioning the property as an ideal opportunity for an investor seeking both immediate cash flow and long-term value appreciation in one of San Mateo’s most desirable submarkets.