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501 Osprey Drive, Redwood Shores
$2,398,000
4 Beds ⋅ 3 Baths ⋅ ML82065562 MLS
Discover this thoughtfully updated, light-filled corner-lot home in Redwood Shores' desirable Stratford Bay community. Soaring ceilings, expansive windows, and rich hardwood floors create an inviting sense of space and warmth throughout the living and dining areas. The remodeled kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, and a breakfast bar, while a separate family room with fireplace offers a comfortable space to relax or entertain. Upstairs, the primary suite features a spa-inspired bathroom with a freestanding soaking tub, spacious glass-enclosed shower, and sophisticated finishes. Step outside to a charming, landscaped backyard with lush greenery, mature plantings, a patio, deck, and shade sail, ideal for outdoor dining and relaxation. Enjoy the convenience of Redwood Shores living with nearby parks, trails, waterfront recreation, excellent schools and major Silicon Valley employers. Stratford Bay HOA: $321/month. RSOA: $80/year.

501 Osprey Drive, Redwood Shores

Listing courtesy of Caroline Dinsmore from The Agency. 650-773-2226

158 Positano Circle, Redwood Shores
$1,088,000
2 Beds ⋅ 2 Baths ⋅ ML82061972 MLS
Bright and beautifully appointed 2BR/2BA Redwood Shores townhome ideally located just steps from waterfront Bay trails and scenic views. Boasting 1,125s.f. of sun-filled living space, features include soaring ceilings, expansive windows, and an open-concept layout infusing the home with abundant natural light and an inviting sense of space. The kitchen, with new countertops and stainless-steel appliances, opens to the dining and living areas, highlighted by a cathedral-style ceiling and chic gas fireplace. A sliding glass door leads to a spacious, sun-filled balcony, perfect for morning coffee or al fresco dining. The primary suite offers a dramatic vaulted ceiling and an updated bath with dual-sink vanity. The second bedroom is serviced by a refreshed hall bath. Additional highlights include central AC, freshly painted interior, new lighting, refinished hardwood floors, new kitchen countertops, updated foyer and bathroom tile flooring, security system, and an attached two-car garage with epoxy-coated floor. Enjoy community pool and spa amenities, plus additional guest parking. Conveniently located near top-rated schools, tech hubs, The Marketplace at Redwood Shores, the library, and scenic waterways. Truly a lifestyle of effortless luxury, recreation, and convenience.

158 Positano Circle, Redwood Shores

Listing courtesy of Jim Arbeed from Coldwell Banker Realty. 650-430-7653

583 Shoal Circle, Redwood Shores
$1,199,000
2 Beds ⋅ 3 Baths ⋅ ML82061844 MLS
Welcome to 583 Shoal Circle, a delightful home situated in the peaceful community of Redwood Shores. This inviting residence offers a spacious and functional floor plan perfect for both entertaining guests and comfortable everyday living. With 1,425 square feet of well-planned living space, this home features 2 generously sized bedrooms and 2.5 bathrooms, ensuring comfort and ease for everyone. As you enter, you'll find an open and flowing layout that connects the living, dining, and kitchen area seamlessly. The expansive outdoor patio provides a tranquil escape ideal for unwinding or enjoying outdoor gatherings. The living room features new vinyl plank flooring and the kitchen is recently updated with new quartz counters and apliances. There is also cental AC. The home includes an attached garage that offers abundant storage and parking, along with convenient guest parking for visitors. In-unit laundry facilities add to the home's practicality, making chores a simple task. Set in a serene neighborhood within a desirable school district, this home is close to the Bay Trail, offering easy access to parks and recreational activities. Its convenient location near high-tech companies and the heart of Silicon Valley makes it perfect for those seeking a blend of work and leisure.

583 Shoal Circle, Redwood Shores

Listing courtesy of Stephen Bellingham from Compass. 650-922-3335

26 Lido Circle, Redwood Shores
$2,500,000
4 Beds ⋅ 3 Baths ⋅ ML82056273 MLS
Stunning Mediterranean-style home in the coveted Sunrise community of Redwood Shores minutes from Oracle's Redwood Shores campus, the Electronic Arts global headquarters, Nintendo, Shutterfly and Box, with Meta in Menlo Park, Stanford University and SFO a straight shot on Highway 101. This elegant two-story residence offers 4 bedrooms, 2.5 baths and 2,490 sq ft. A formal entry with dramatic high ceilings opens to a light-filled living room with vaulted architecture and a cozy fireplace, flowing into a formal dining room and a tastefully updated kitchen with bright breakfast area and adjoining family room. Upstairs, the sprawling primary suite is a private sanctuary with dedicated dressing area, dual closets and a spa-like double shower. Private, low-maintenance yard and attached 2-car garage. Sunrise residents enjoy exclusive access to a private park and tennis courts, with the San Francisco Bay Trail, Redwood Shores lagoons, Bay Club Redwood Shores, Nob Hill Foods and the Redwood Shores Library all close at hand.

26 Lido Circle, Redwood Shores

Listing courtesy of Ruba Kaileh from Sotheby's Intl Rlty. 650-766-7944

585 Shoal Circle, Redwood Shores
$970,000
1 Beds ⋅ 2 Baths ⋅ ML82036066 MLS
EXTRA ROOM ! Lower price than 2-Bedroom Townhouse ! Loft now enclosed with City permits and HOA's approval. Can use as 2nd bedroom - with attached bath. Gorgeous townhouse style, located on a corner with extra windows and soaring natural light. Many upgrades: Lago Collection 9/16 European Oak Engineered wood floors, freshly painted, new kitchen Quartz countertops, new SS appliances. New LED lightings, new fans, new toilets. High ceilings. Inside laundry, attached 1 car garage, new opener plus external key pad with back up battery, nearly 85K upgrades. Walk-in closet, community pool, many guests parkings. Easy access to 101 freeway, Caltrain, hiking and jogging trails, San Francisco Airport and Silicon Valley - World Hi-Tech, great schools.

585 Shoal Circle, Redwood Shores

Listing courtesy of Vinh Tran from Gen One Real Estate, Inc. 408-426-0571

Bay East © 2026. CCAR © 2026. BridgeMLS © 2026. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on:

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