Winchester Real Estate Search

Winchester 5 Bedroom Properties for Sale

Our website features the best real estate search for 5 bedroom properties available in Winchester and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Winchester 5 Bedroom Properties for Sale

$960,000
5 Beds 3 Baths SW26096021 MLS Active Status
A rare entertainer’s dream at the end of a quiet cul de sac, this one of a kind home is loaded with custom upgrades throughout the interior. Beautiful tile wood look flooring, halo lighting in both the formal living and main living areas, and extra large crown molding give the home an elegant, cohesive feel. A spacious downstairs bedroom sits next to a full bathroom, ideal for guests or multigenerational living. The gourmet kitchen centers around an impressive extra large marble island with seating on both sides, a built in microwave and cabinet space on both sides, pot filler over the stove, large pull out shelves on both sides of the extra large 2 door refrigerator, and abundant storage. The large laundry room provides ample cabinet space and a convenient utility sink. Ceiling fans are found throughout the entire home, including in the bathrooms, to keep every room comfortable. The luxurious primary suite features a large bedroom with a modern ceiling fan and a custom built in media wall with display shelving and storage cabinets. The spa style primary bathroom offers a cozy fireplace, double sinks, two separate walk in closets, and a wine refrigerator, creating a true retreat. A dedicated theater room delivers the ultimate movie experience with built in surround sound, high quality projector and equipment, two ceiling fans, and elevated second row seating. Additional interior highlights include a pool table in the formal living room and a whole home water softener, plus extensive built in storage cabinets in the extra large garage with stained custom concrete floors. The resort style backyard is built for entertaining, with a custom pool and jacuzzi as the centerpiece. An incredible outdoor living area includes a gas powered grill behind the seating area, outdoor sitting area with TV, ceiling fan, gas fire counter, and a running sink, plus a fire pit next to the TV area and a separate fire pit beside the pool. Two automatic awnings over the outer rear garage doors provide welcome shade and extend your usable outdoor space. For toys and storage, the property offers RV parking with electric hookup and waste disposal, dedicated boat parking, and a custom back of home layout with three garage doors. Located at the end of a quiet cul de sac with no comparable homes nearby, this property truly stands out as a one of a kind opportunity. NO HOA

36761 Pebley Court, Winchester

$699,999
5 Beds 3 Baths PW26091177 MLS Active Status
Experience elevated Southern California living in this stunning 5-bedroom, 3-bathroom home with a 4-car garage and pool-sized lot, located in one of the area's most desirable communities. Spanning 3,188 sq ft, this move-in-ready residence features a bright open floor plan, 9-foot ceilings, porcelain tile flooring, and abundant natural light throughout. The chef-inspired kitchen is a true centerpiece, showcasing quartz countertops, white cabinetry, stainless steel appliances, and a large center island—perfect for entertaining or everyday living. The flexible layout includes a main-floor bedroom and full bathroom, ideal for guests, a home office, or multigenerational living. Upstairs, enjoy a spacious loft and four additional bedrooms, including a private primary suite retreat designed for comfort and relaxation. Outside the oversized 11,000+ sq ft backyard offers endless potential to design your dream pool, outdoor kitchen, or entertainment space. The covered Alumawood patio and newly landscaped lawn create the perfect setting for year-round gatherings. Additional highlights include a cozy fireplace in the great room, custom shutters throughout and an expansive tandem 4-car garage (ideal for storage, gym, or workshop). Conveniently located near top-rated schools, parks, shopping, and dining, this home combines space, function, and lifestyle. Rare combination of size, layout, lot, and location—schedule your showing today.

34534 Spindle Tree Street, Winchester

$680,000
5 Beds 3 Baths IV25177329 MLS Active Status
The weather is perfect for house hunting.This amazing property has a floor plan that's ideal for a multigenerational family, housemates, or anyone who simply wants plenty of space.You get to enjoy a new neighborhood without the mess and noise of ongoing construction. The community amenities are already finished and ready for you, including a playground, a basketball court, and a pavilion for celebrations, all just a short walk away.This large, level lot gives you the freedom to design the backyard of your dreams. Imagine a sparkling pool, a peaceful private sanctuary, or RV parking—the possibilities are endless. The front yard is already beautifully landscaped with drought-tolerant plants and a lighted walkway for a welcoming, low-maintenance curb appeal.Security is already taken care of with a Ring doorbell and several outdoor cameras included, providing views of the front porch, driveway, and backyard. An additional interior camera is also installed, offering a comprehensive security system that stays with the home. Step inside and discover an amazing interior with a smart layout. The lower level features a separate secondary bedroom and full bathroom at the front of the house, offering privacy for guests or family. The laminate flooring in the main living areas is durable, easy to clean, and provides a fresh, modern look.The heart of the home is the open-concept great room, with high ceilings, recessed lighting, and lots of windows that fill the space with natural light. The kitchen is a chef's delight, with a large granite island for seating, stainless steel appliances, and tons of storage. The outlets even have convenient night lights built-in. A downstairs laundry room makes multitasking a breeze. A storm door with screen option on the garage entry allows for cross-ventilation. The primary suite is also on the first level and features a luxurious oversized shower with dual showerheads, a beautiful vanity, and a spacious walk-in closet. Upstairs, a spacious area awaits. What will you do with this versatile space? A home office, a playroom, or a movie theater? Down the hall, you'll find three more generously sized bedrooms and a full bathroom. Adding to the value, the 12 solar panels are owned, which will help keep your energy bills low land an EV charger is installed.This home is located close to schools and is in one of the few developments with NO HOA fees. Don't miss out on this incredible opportunity!

31381 Linden Flower Road, Winchester

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Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.