Windemere Real Estate

Welcome to Windemere, a picturesque subdivision nestled in the heart of San Ramon, California, within the scenic Contra Costa County. This vibrant community is a true gem, offering a harmonious blend of modern living and natural beauty, making it an ideal place for families, professionals, and anyone looking to enjoy a serene lifestyle.

Windemere is known for its stunning landscapes, featuring meticulously landscaped parks, walking trails, and lush green spaces that invite residents to explore and unwind. The neighborhood boasts an array of beautifully designed homes, ranging from charming single-family residences to spacious townhouses, catering to diverse tastes and budgets. With a strong sense of community, Windemere hosts various events throughout the year, fostering connections among neighbors and creating lasting friendships.

Families will appreciate the top-rated schools in the area, which are part of the highly regarded San Ramon Valley Unified School District. Education is a priority here, ensuring that children receive a quality learning experience right at their doorstep.

Convenience is key in Windemere, with easy access to major highways, shopping centers, and dining options. Residents can enjoy a short drive to the vibrant downtown area of San Ramon, where a variety of restaurants and entertainment options await.

Whether you’re seeking outdoor adventures, a tight-knit community, or a peaceful retreat from the hustle and bustle, Windemere offers it all. Discover your dream home in this enchanting subdivision and experience the wonderful lifestyle that awaits in San Ramon, CA!

Newest Listings in Windemere

$2,598,800

5 Beds ⋅ 4 Baths ⋅ 41144633 MLS

Exceptional north-facing home in the heart of San Ramon’s dynamic Windemere neighborhood near amazing parks, scenic walking paths, top-rated SRVUSD schools, abundant open space. Beautifully crafted with timeless architectural detailing and a fresh contemporary ambiance. 3474+/- SF on 2 levels on 8319+/- SF lot. 4 bedrooms. 4 bathrooms. Executive office/main-level guest suite. Chef’s kitchen. Formal living & dining with soaring ceiling & fireplace. Striking curb appeal with elegant stone façade accents, manicured front landscaping. Peaceful & private backyard sanctuary under canopies of mature evergreens with landscaped garden beds, pergola, fire pit, stone retaining walls, multiple entertaining, dining, retreat spaces. Richly stained engineered hardwood flooring, upper-level carpeting, recessed lighting, decorative wainscoting, abundant natural light. Granite kitchen counters with beveled subway tile backsplash, upper glass-faced cabinets, island with pendant lighting, dual ovens, microwave, 5-burner gas cooktop, dishwasher, refrigerator. Butler’s pantry with wine refrigerator near walk-in pantry. Casual dining and family room anchored by gas fireplace with a stone surround, built-in media cabinetry. The main-level office & en suite are also ideal accommodations for guests or a multigenerational lifestyle as a potential 5th bedroom. Generously proportioned primary suite, extensive built-ins, window seat with storage, dresser drawers, shelving. Luxurious en suite with a jetted tub, dual vanities, makeup vanity, an oversized walk-in shower with dual showerheads, multiple body jets, decorative mosaic tile accents. 2 front-facing bedrooms feature custom built-ins & storage, walk-in or reach-in closets. Jack-and-Jill bathroom with a dual-sink vanity, a tub/shower combination, and a mosaic-tiled floor. 4th bedroom showcases custom-built bunk beds with handcrafted wood detailing and integrated storage, a reach-in closet, an en suite bathroom with a single-sink vanity, shower. 3-car garage, tankless water heater, dual-zoned Nest thermostats, security alarm system, laundry room with cabinetry, granite counter, utility sink, front-loading Samsung washer & dryer. Conveniently close to premier shopping and dining options, and many community events with easy access to Bishop Ranch and City Center, golf courses, farmers markets, freeways, and BART. Live Oak Elementary and Windemere Ranch Middle School are within a half-mile. Dougherty Valley HS is about a mile away.

3086 Hastings Way, San Ramon

Listing courtesy of Joujou Chawla from Compass. 510-406-4836

$3,029,000

5 Beds ⋅ 5 Baths ⋅ 41143991 MLS

Welcome to 227 Olivia Court — nestled on a quiet cul-de-sac in Windemere, where luxury, privacy, and resort-style living converge in one of San Ramon’s most prestigious communities. Arrive through your private gated entry to a stunning front yard where a beautiful pergola with swing and mature fruit trees frame a private golf practice area complete with putting green and pitching and chipping areas — a golfer’s dream and a striking first impression that sets the tone for everything this remarkable property offers. Freshly painted inside and out, this exceptional 5-bedroom, 4.5-bathroom residence offers 4,238 square feet of refined living space on a nearly 10,000 square foot premium lot. Plantation shutters throughout, a spectacular chef’s kitchen with abundant cabinetry, generous prep space, professional stainless-steel appliances, and adjoining butler’s pantry create the perfect setting for culinary enthusiasts and effortless hosting.The expansive open-plan living areas flow seamlessly from kitchen to family room, complemented by a formal living room, dining room, game room and a spacious loft. Step outside through dual sliding doors with retractable screens to a covered patio featuring a built-in gas fireplace — a sophisticated year-round outdoor dining room perfectly positioned for al fresco living. Beyond, your private resort awaits: a custom freeform pool with sky blue pebble and raised spa, dual curved pergolas, a fully appointed outdoor kitchen with 54-inch Grand Turbo built-in grill, side burner, sink and refrigerator, natural gas fire pit, and panoramic hill views with exceptional privacy. The magnificent primary suite features French doors opening to a covered private balcony overlooking the pool and rolling hills — a serene retreat above it all. With no HOA fees, top-rated award-winning schools, and convenient access to City Center Bishop Ranch, BART, premier shopping, fine dining, and major commuting routes, 227 Olivia Court offers an unparalleled lifestyle where every detail has been designed for elevated living. A rare opportunity. Welcome home!! OPEN HOUSES: Saturday 08/22 from 1:00- 5:00 Sunday 08/23 from 1:00 - 5:00

227 Olivia Ct, San Ramon

Listing courtesy of Rinku Khara from Intero Real Estate Services. 925-470-0488

$2,298,000

5 Beds ⋅ 5 Baths ⋅ 41142406 MLS

Over $70K in recent upgrades! Thoughtfully Designed. Nestled on a quiet court in San Ramon's sought-after Windemere community, this beautifully maintained Northwest-facing home is just a short walk to top-rated Dougherty Valley High School. Offering one of the neighborhood's most spacious and functional floor plans, the home features 3,296± square feet, 5 bedrooms plus a versatile loft, 4.5 bathrooms, and a highly desirable main-level bedroom with a private ensuite ~ ideal for guests, extended family, or multigenerational living. Designed for comfortable everyday living and effortless entertaining, the open-concept floor plan showcases a light-filled interior with a spacious kitchen featuring granite countertops, stainless appliances, a center island with seating, and seamless flow into the inviting family room with a fireplace and custom built-in entertainment center. Meticulously cared for and thoughtfully updated, recent 2026 improvements include a new HVAC system, new water heater, fresh interior paint throughout ~ including walls, cabinets and baseboards ~ new carpet, and designer light fixtures in the dining room and bathrooms. Custom shutters and shades enhance the home's bright, welcoming feel. Additional highlights include a 3-car garage, private backyard with an inviting patio and waterfall. Exceptional curb appeal ~ all in one of San Ramon's most desirable neighborhoods with nearby parks, trails, shopping, dining, and award-winning schools. Amazing value!

1273 Andreas Way, San Ramon

Listing courtesy of Teresa Hooper from Compass. 925-262-3820

$2,099,950

4 Beds ⋅ 3 Baths ⋅ 41143213 MLS

Nestled in one of San Ramon's desirable Windemere-area neighborhoods, this beautifully maintained 2,982-square-foot home was built in 2006 and offers a bright, North-facing orientation that fills the interior with natural light throughout the day. Engineered hardwood floors and soaring high ceilings create an open, elegant feel throughout the main living areas, and a recent inspection report reflects the home's excellent, move-in-ready condition. Families will also value the assignment to the highly rated San Ramon Valley Unified School District, including Live Oak Elementary, Windemere Ranch Middle, and Dougherty Valley High School. The home features an attached 3-car garage, while low-maintenance landscaping means more time enjoying the home and less time on upkeep — all with no HOA. Outdoor lovers will appreciate being just a short walk from Fire Truck Park, a great spot for morning strolls or letting the kids play. This well-cared-for home combines comfort, style, and an unbeatable location — schedule your showing today.

1352 Halifax Way, San Ramon

Listing courtesy of Kenny Kim from Compass. 408-202-7745

$2,547,000

4 Beds ⋅ 4 Baths ⋅ 41142606 MLS

Perched in one of San Ramon's most desirable Windemere neighborhoods, this exceptional residence is defined by its breathtaking, unobstructed panoramic views that create a spectacular backdrop from sunrise to sunset. Designed for both elegant entertaining and comfortable everyday living, the home offers approximately 3,714 square feet of beautifully appointed living space where expansive windows capture the remarkable vistas throughout. A thoughtfully designed floor plan features generous gathering spaces filled with natural light, hardwood and tile flooring, updated cabinetry, impressive lighting, and numerous architectural details. A private office provides the ideal work-from-home setting, while a desirable first floor level bedroom and full bath offer versatility for guests or multigenerational living. The heart of the home is an inviting great room where the spacious family room, highlighted by dramatic high ceilings and a cozy fireplace, seamlessly connects to the gourmet kitchen. Perfectly equipped for everyday living and entertaining, the kitchen features granite countertops, stainless steel appliances, a large center island with bar seating, a walk-in pantry, and a sunlit breakfast nook overlooking the stunning scenery beyond. Upstairs, an expansive bonus room offers endless possibilities as a media room, game room, or secondary living area. The luxurious primary suite is a true retreat, where sweeping views create a peaceful escape. Just imagine spending time in your soaking tub overlooking spectacular views. Additionally, the bathroom includes dual vanities, walk-in shower with seating, and an large walk-in closet. A conveniently located laundry room is centrally located on the second floor while the secondary bedrooms are generously sized to provide comfort and privacy for family and guests alike. Step outside to a beautifully landscaped, low-maintenance backyard designed to maximize the home's incredible setting. Whether enjoying morning coffee, dining al fresco, or hosting gatherings, multiple outdoor living spaces invite you to relax while taking in the spectacular, uninterrupted views. Combining Spanish-inspired architecture with an unbeatable view setting, this exceptional home is ideally located near award-winning San Ramon Valley schools, scenic parks and trails, and the premier shopping, dining, and entertainment of City Center Bishop Ranch. No HOA for this subdivision as well.

5078 Holborn Way, San Ramon

Listing courtesy of Adam Golden from Compass. 925-899-6103

$1,999,999

5 Beds ⋅ 3 Baths ⋅ 41140157 MLS

Motivated Sellers!! Beautifully Updated Brookfield Home in Windemere with Downstairs Bedroom and Full Bathroom! Close to top-rated Hidden Hills Elementary School & Dougherty Valley High School. Designed for entertaining with hardwood flooring in the Formal Living Room w/gas burning fireplace, Large Dining Room w/alcove for furniture, elegant chandelier & built-in speakers, 2nd Dining Area w/built-in cabinets & desk for everyday living, light-filled Family Room w/built-in media cabinets, gas burning fireplace w/tiled surround & raised hearth & built-in speakers. Gourmet kitchen is the heart of the home w/large granite island w/breakfast bar, abundant cabinetry, 5-burner gas range, built-in microwave & oven. Primary Suite has double-door entry, built-in cabinets in the foyer area, an oversized bedroom w/ceiling fan & spa-like bathroom w/jetted soaking tub, walk-in shower w/bench, dual vanities & large walk-in closet. Three additional bedrooms each have ceiling fans. One has hardwood flooring & another has a balcony overlooking the front yard. Shared hall bath features dual sinks & separate shower/tub. Upstairs Laundry with Cabinets & Sink, Tech Desk Area & Multiple Storage Cabinets. Tandem 3 Car Garage and low maintenance backyard with slate patio for outdoor entertaining & summer BBQ's.

3132 Ashbrook Ln, San Ramon

Listing courtesy of Rama Mehra from Asante Realty. 925-698-1815

$1,199,000

4 Beds ⋅ 4 Baths ⋅ 41136731 MLS

Gorgeous premium end-unit Townhome with abundant natural light and views, located in the highly desirable Windemere community of San Ramon. This beautifully designed residence offers 3 bedrooms and 3.5 bathrooms, PLUS an EXPANSIVE BONUS ROOM with a FULL BATH, ideal as a FOURTH BEDROOM, guest suite, media lounge, or game room. A spacious second-floor loft adds even more versatility, perfect for a home office, study area, or additional flex space. Stylish flooring and custom closet organizers enhance both functionality and design throughout. The inviting living room and opens to a private patio, perfect for relaxing or entertaining. The spacious primary suite includes a private retreat area, its own covered balcony, and a large walk-in closet complete with a custom built-in organization system for exceptional storage. The luxurious primary bath offers dual sinks, a soaking tub, and generous space. Conveniently located within walking distance to Top Rated Dougherty Valley High School and Hidden Hill Elementary School, neighborhood parks, scenic Alamo Creek Trail, and just minutes from shopping, dining, and commuter routes. An exceptional opportunity combining comfort, flexibility, and prime location in one of San Ramon’s most sought-after neighborhoods.

5216 Fioli Loop, San Ramon

Listing courtesy of Diana Fong from United Brokers Real Estate. 510-828-3832

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