434 properties for sale in Regatta, Redwood City San Mateo CCD San Mateo County California

Welcome to this elegantly reimagined & NEWLY RENOVATED residence epitomizing mid-century modern, indoor-outdoor living. Designed for seamless flow, the open-concept living space, flexible great room, & stylishly revitalized primary en-suite all feature dramatic floor-to-ceiling glass doors opening directly to a private, central courtyard. Main living areas showcase newly installed, gorgeous wood floors & a contemporary electric fireplace, while the adjacent gourmet kitchen is beautifully finished with new cabinets, Porcelanosa tiles, a large island, & Bosch stainless kitchen appliances. Down the hall are 2 additional refreshed bedrooms, a renovated full bath, & a laundry area with a new washer & dryer. Outside, a spacious separate backyard provides excellent entertaining space, complemented by a 2-car garage & large driveway. This turnkey home delivers total peace of mind with extensive infrastructure upgrades: brand-new roof, replaced sewer lateral, & all-new windows, electrical, dryw

227 Madrone St is a stunning 3-unit apartment community with one single-family home located in the thriving city of Redwood City, California. Situated on a 7,500 square foot parcel of land, the subject property was originally constructed in 1950 and has a gross building area of approximately 4,268 square feet, offering its tenants beautifully designed three-bedroom and two-bedroom floor plans. 227 Madrone St has undergone significant capital improvements and updates in the past few years, including extensive interior renovations featuring updated kitchens, stainless steel appliances, renovated bathrooms, in-unit washers and dryers, and an updated electrical system. The subject property is located within walking distance to lively Downtown Redwood City, which offers tenants a myriad of high-end shopping, dining, and entertainment options. The Redwood City Caltrain Station, offering Baby Bullet service, is also within walking distance and provides an inexpensive, hassle-free commute to m

Quiet Cul-de-Sac, 3 Bedrooms plus Large Study / Potential 4th Bedroom, Two Primary Suites, Close to Nature, Minutes to Parks and Trails. Tucked away on a quiet cul-de-sac in desirable Farm Hill, this inviting home offers a peaceful setting surrounded by nature while remaining conveniently connected. Featuring 3 bedrooms plus a spacious study that can easily become a 4th bedroom, the home offers exceptional flexibility. Enjoy easy access to Peninsula outdoor destinations, including Stulsaft Park, Edgewood Park and Natural Preserve, Westwood Park, Red Morton Park and the renowned Filoli Historic House and Garden. Downtown Redwood City, Caltrain and Highway 280 are just minutes away. Inside, the thoughtfully designed floor plan features two primary suites, one on each level, providing flexibility for guests, extended family or a private retreat. Hardwood floors, abundant natural light and an inviting fireplace create a warm atmosphere. Additional features include a large walk-in pantry, d

Enter this sun-drenched single-level home to find an expansive great room anchored by a skylight that fills the space with natural light. The open-concept layout, featuring a gourmet kitchen with a Miele range, flows effortlessly into the living and dining areas. Thoughtful renovations over the years touch nearly every corner of the home, from hardwood floors to updated bathrooms, complemented by clever storage throughout. The dining area opens onto a pergola-covered patio and flagstone terrace, a true outdoor living room perfect for summer entertaining, before giving way to a backyard sanctuary of mature fruit trees, blueberry bushes, and a raised garden box. High-end upgrades abound: owned solar panels and a Tesla Powerwall battery system, central AC and a high-efficiency furnace, a ventless Miele heat-pump dryer, a newer (2019) 'cool roof, and a voluntary seismic retrofit with automatic gas shut-off for real peace of mind. Smart home features round out the package, including a Nest

Penthouse-style living awaits in the sought-after Pelican Cove community of Redwood Shores! Quietly situated on the top floor, this beautifully updated residence makes an immediate impression with soaring vaulted ceilings, oversized windows, wide-plank floors, architectural angles, and an abundance of natural light. The stylish living room centers around an inviting fireplace with views of the surrounding gardens and pool, while the adjoining dining area opens to a sunny, west-facing balcony, perfect for relaxation and entertaining. The designer kitchen features quartz counters, stainless steel appliances, refreshed cabinetry, modern hardware, and generous storage. Two comfortable bedrooms include a primary ensuite with private balcony, walk-in closet, and beautifully appointed bath. An upper-level loft provides flexible space for home office or retreat. In-unit laundry, radiant heat, additional storage, and two parking spaces add everyday convenience. Pelican Cove residents enjoy land

Beautifully reimagined from the ground up, 1124 Fay Street offers the comfort and confidence of a thoughtfully renewed home in a convenient Redwood City location. The extensive transformation includes a brand-new foundation along with updated finishes and systems throughout, creating a fresh, move-in-ready living experience. A bright, inviting floor plan provides comfortable spaces for everyday living and entertaining, while modern finishes bring a clean, timeless feel to the home. Conveniently located near downtown Redwood City, shopping, dining, parks, and major commute routes, this is a turnkey opportunity ready for its next chapter

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

A rare offering in coveted Emerald Hills, this beautifully reimagined residence blends timeless architecture with sophisticated modern living on over one-half acre of exceptionally level grounds. Framed by manicured landscaping and an expansive driveway, the home offers remarkable privacy, scale, and effortless elegance. Light-filled interiors showcase refined finishes, and a thoughtfully designed floor plan with gracious formal living and dining rooms, a private office, an inviting family room, and a beautifully appointed eat-in kitchen at the heart of the home. Four spacious bedrooms and three-and-a-half baths include a versatile main-level suite with custom built-ins, ideal for guests, a home office, or multi-generational living. Abundant storage and a three-car garage enhance everyday functionality. Designed for seamless indoor-outdoor living, multiple rooms open to expansive lawns and resort-inspired amenities, including a spa, pergola-covered lounge, and a fully equipped outdoor

Welcome to this charming Cape Cod-style home in the highly desirable Beacon Shores community of Redwood Shores. This light-filled 2-bedroom, 2.5-bath residence features soaring ceilings, hardwood floors, and an inviting living room with a classic brick fireplace. The bright, open kitchen offers two-tone cabinetry, stainless steel appliances, and seamless flow into the dining area, where sliding glass doors bring in abundant natural light and open to a private, low-maintenance paved backyardperfect for outdoor dining, entertaining, and relaxing. The thoughtful floor plan features two spacious en-suite bedrooms, one conveniently located on the main level and the other upstairs, offering flexibility for guests, a home office, or multi-generational living. A powder room, laundry area, and attached 2-car garage add everyday convenience. Excellent local schools include Redwood Shores Elementary, Ralston Intermediate, and Carlmont High. Enjoy Beacon Shores HOA amenities including a pool and s

Nestled in the vibrant heart of the Peninsula, this charming 3-bedroom, 2-bathroom home in the desirable Sunnybrae neighborhood offers the perfect blend of comfort, convenience, and thoughtful upgrades throughout; including owned Tesla solar system, EV charger, smart irrigation controller, and more! Step inside to be greeted by warm wood floors, recessed lighting, and a cozy fireplace. The inviting kitchen features stainless steel appliances and ample counter space, perfect for everyday living, gathering, and entertaining. The updated ensuite primary bedroom offers a comfortable retreat, while the beautifully landscaped yard is perfect for enjoying sunny afternoons, outdoor dining, or relaxing with family and friends. Just minutes from top-rated schools, shopping, dining, parks, Caltrain, and major commute routes, this lovely home shows pride of ownership and truly has it all!

Rarely available! Welcome to this stunning first-level corner condo in the highly desirable Pelican Cove community of Redwood Shores. This beautifully updated 2-bedroom, 2-bath home offers a spacious floor plan with hardwood floors, fresh interior paint, an inviting fireplace, and updated kitchen and bathrooms. Both bedrooms are generously sized, including a private primary suite with a walk-in closet and sliding glass door opening directly to one of TWO large private patios. With two private outdoor spaces, theres plenty of room for morning coffee, al fresco dining, entertaining, or simply relaxing and enjoying the peaceful surroundings. Indoor laundry with washer and dryer included adds everyday convenience. Enjoy the resort-style amenities of Pelican Cove, including two swimming pools, a spa, clubhouse, boat docks, and potential kayak storage. The home also includes an assigned covered carport space, plus ample additional parking for guests. Surrounded by scenic waterfront trails an

Welcome home to this lovely home in the secluded neighborhood of Homestead. This exquisite property offers 1720 sq ft of living space on a 5,000 sq ft lot. This family home of over 70 years features 3 bedrooms, including master suite, 2 full baths, formal living room with a fireplace, and a kitchen family great room for all your family gatherings. A fireplace in the living room makes a cozy atmosphere, hardwood floors throughout, plus new carpet and paint, which invites the buyer to move right in! This home is located in the highly recognized Baywood School district, Aragon, Borel, and Baywood schools are all within walking distance. Borel park is right around the corner, and close proximity to local transportation, shopping, restaurants, 101 and 92, one minute away. This home is a perfect blend of luxury, comfort and convenience. Don't miss this opportunity to make it yours!

Beautifully updated and full of charm, this 2 bed 2 bath Redwood City gem offers the ideal blend of modern upgrades, comfort, and inviting indoor-outdoor living. Enjoy a long list of thoughtful improvements including a new roof and solar system (2024), A/C, updated bathrooms, fresh interior and exterior paint, granite kitchen countertops, upgraded hood and appliances, an inviting electric fireplace with stone mantle, double-pane windows, new sliding door, new front door, and updated electrical wiring and panel. The primary suite was enhanced with the addition of a second bathroom for added functionality and comfort. A large patio, spacious backyard, and storage shed create the perfect environment for entertaining, play, gardening, or peaceful outdoor enjoyment. Conveniently located near vibrant Downtown Redwood City, Caltrain, Highway 101, Stanford Medical campus, META and top Silicon Valley employers, this move-in ready home delivers lifestyle, location, and value. Welcome Home!

Ready to Move-In. Beautiful Top-Floor Condominium Welcome to this beautifully updated 3-bedroom, 2-bath condominium. Offering approximately 1,550 SqFt of living space, this desirable top-floor unit features a private balcony, abundant natural light, and a bright, airy feel throughout. Thoughtfully upgraded with engineered hardwood flooring, sound-reducing double-pane windows, updated countertops and cabinetry, a built-in microwave/convection double oven, and fresh interior paint, this home is truly move-in ready and ready to impress. The open kitchen flows into the dining area, while the inviting living room features a cozy fireplace, creating the perfect setting for relaxing evenings or effortless entertaining. The spacious primary suite offers a large walk-in closet and private bath. Additional features include an in-unit washer and dryer, two secure gated parking spaces, private garage storage, and a community swimming pool. Ideally located in the heart of the Peninsula with easy ac

A rare presale opportunity to secure an extraordinary contemporary estate in Atherton, conceived as a private resort-like compound of exceptional scale and sophistication. The proposed residence offers approximately 10,666 sq. Ft. of total living space, including a 9,432 sq. Ft. main residence, detached 793 sq. Ft. ADU, and 441 sq. Ft. cabana. The architectural vision features clean modern lines, expansive walls of glass, warm natural materials, and seamless indoor-outdoor living. Grand entertaining spaces open to resort-style grounds centered around a pool and separate cabana, creating an exceptional setting for intimate gatherings and large-scale entertaining. The lower level is envisioned with a game room, bar, theater, gym, guest accommodations, and lifestyle spaces, with elevator access throughout. Offered at the conceptual presale stage, this is a rare opportunity to secure an exceptional Atherton estate early and participate in select design and finish decisions before completio

Rarely available and impeccably maintained, this beautifully updated home showcases true pride of ownership throughout. At the heart of the home is a stunning remodeled kitchen featuring an oversized quartz island, high-end appliances, wine fridge and crisp Shaker cabinetry. Soaring vaulted ceilings with shiplap detailing, skylights and a striking fireplace create a bright, inviting great room ideal for entertaining. The spacious primary suite features its own fireplace and ensuite bath, while versatile living spaces include a dedicated home office with custom built-ins and a fitness room. Enjoy exceptional indoor-outdoor living in the beautifully landscaped backyard with an expansive patio, lush lawn, mature trees and raised garden beds. Additional amenities include an indoor laundry room and two-car garage with built-in storage. Experience the idyllic Redwood Shores lifestyle with scenic waterways, abundant wildlife, walking paths, Bay Trails and excellent schools. Close to the Bay C

Home Sweet Home. With a WATERVIEWS That Never Gets Old! Imagine gazing out to the waterviews from every window! Ventana del Mar is a enclave of homes that enjoys a water-centric location that is close to parks, water views, and resort amenities that include a community center, on-site gym and pool plus 2 hot tubs. Top Floor, End Unit! The home has been tastefully updated with QUALITY FINISHES and with 1 bedroom and a DEN provides you the flexibility to design the space so that it matches your lifestyle. Simply move-in and unpack. Stop by! Have a cupcake! Enjoy the view. And imagine what it would be like to COME HOME

Beautifully remodeled and completely move-in ready, this single-level Redwood Village home pairs modern style with exceptional practical convenience. A standout highlight is the rare, extraordinarily huge driveway, offering effortless off-street parking to accommodate all your vehicles, guest parking, or extra gear with ease. Across a light-filled 1,010 sq ft floor plan, the home features 3 bedrooms, 1 designer-updated bath, warm hardwood floors, and a bright living room anchored by a classic fireplace. The sleek kitchen boasts crisp white cabinetry, gas cooking, and modern appliances, opening naturally into the adjacent dining area for seamless daily living and entertaining. Out front, a charming covered porch creates an inviting entry. The generous, low-maintenance backyardshaded by a mature treeprovides an ideal setting for outdoor dining, play, or weekend relaxation. Essential system upgrades deliver total peace of mind, including new central forced-air heating, updated roof coveri

A rare opportunity to create a brand-new contemporary home in Atherton with exceptional flexibility. Option 1: acquire the homesite with current conceptual plans at the current list price. Option 2: purchase the planned new-construction residence for $9.8M, subject to final specifications, construction terms, and purchase agreement. The proposed residence offers approximately 5,483 sq. Ft. of living space, including an approximately 4,686 sq. Ft. main residence and 797 sq. Ft. adu. Designed for modern luxury living, the home features expansive indoor-outdoor spaces, a private courtyard, elevator, open kitchen and family room, luxurious primary suite, and a lower level with gym, lounge/theater, golf simulator, guest accommodations, and flexible entertaining space. This is a rare chance to secure a new Atherton residence at this price point while still having the opportunity to personalize select finishes and design elements to create your dream home. A $300,000 Seller credit is availabl

414 E 16th Ave (the Property) is a four-unit multifamily asset built in 1959, situated on a two-story, slab-on-grade structure of stucco and wood construction in San Mateo's Hayward Park submarket. The Property features a unit mix of two (2) studio floorplans and two (2) one-bedroom/one-bathroom floorplans, averaging 775 square feet. The Property is 100% occupied as of August 2026. The Property offers a new owner a rare combination in this submarket: a fully occupied, free and clear fourplex with copper supply lines, dual-paned vinyl windows building-wide, on-site laundry, and covered tuck-under parking. In-place rents average $2,129 per unit, against market rents of $2,375 per unit, a loss-to-lease of 11.5%. A light interior renovation program, budgeted at $18,750 per unit, supports renovated rents of $2,750 per unit, or a 15.8% premium to current market. The Property's location places residents between Highway 101 and Interstate 280, within a short drive of Peninsula employers includ

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

50,000 price adjustment! WIDE Waterfront Living. Serenity, style & spacious living at this beautifully designed 2-bed 2-bath townhouse with den/office. Perfectly positioned along waterways of Redwood Shores, offering some of the most captivating panoramic waterfront views in the community. Formal entry to upper level to the spectacular great room/living rm with high vaulted ceilings, hardwood flooring, elegant inlays, sleek gas fireplace & large picture windows showcasing the water w/ sunrise & sunset views. 2 decks, perfect for indoor-outdoor living. The kitchen is a culinary dream w. High-end appliances, warm cabinetry w/undercabinet lighting & beautiful granite countertops & breakfast area. The primary bedroom suite is a sanctuary of comfort & style, featuring built-in closets & recessed ceilings with uplighting. The spa-like bathroom is finished in marble & includes an oversized jetted tub, glass-enclosed shower, dual pedestal sinks & radiant heated floors. The 2nd bedrm offers har

2 Bed 1 Bath corner condo in Redwood City's sought-after west side. This move-in-ready first-floor home features a bright open-concept layout with a private balcony, remodeled kitchen with marble countertops, subway tile backsplash, stainless steel appliances, and a warming drawer. The renovated bathroom offers a soaking tub, rainfall shower, and designer tile accents. Additional upgrades include laminate flooring, dual-pane windows, and modern finishes throughout. Community amenities include a swimming pool, laundry on every floor, and two deeded parking spaces. Ideally located across from Palm Park and the YMCA, and just minutes to downtown Redwood City, Caltrain, shopping, dining, parks, and major commute routes. An exceptional opportunity to enjoy stylish, low-maintenance living in a prime Peninsula location

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank