Winchester Homes with Pool

Welcome to Winchester, California – a hidden gem nestled in the heart of Riverside County! Known for its picturesque landscapes and family-friendly atmosphere, Winchester offers an idyllic blend of suburban charm and modern conveniences. This vibrant community is perfect for those seeking a peaceful lifestyle while still being just a short drive away from the bustling cities of Temecula and Murrieta.

One of the standout features of Winchester is its stunning homes, many of which come equipped with luxurious pools. Imagine stepping out into your backyard oasis on a warm California day, where you can relax by the shimmering waters, host summer barbecues, or enjoy a refreshing swim at your leisure. Homes with pools in Winchester are designed for both comfort and entertainment, featuring spacious layouts, beautiful landscaping, and plenty of outdoor space for family gatherings and celebrations.

The neighborhood is also known for its excellent schools, parks, and recreational facilities, making it an ideal place for families to thrive. Whether you’re taking a leisurely stroll through the scenic streets or exploring the nearby wine country, Winchester offers a wealth of outdoor activities to keep you engaged and active.

With its friendly community vibe and stunning properties, Winchester is more than just a place to live; it’s a lifestyle. If you’re searching for a home with a pool in this charming neighborhood, you’ll find that it’s not just about the house – it’s about creating memories in a beautiful environment. Come discover the magic of Winchester, where your dream home awaits!

Newest Winchester Homes with Pool

$3,400,000

5 Beds ⋅ 6 Baths ⋅ 4,405 SqFt. ⋅ 226106828 MLS

Positioned on the largest buildable lot in Winchester Country Club, this 6.3-acre estate commands sweeping Sierra Nevada and Tahoe-area views while delivering a level of craftsmanship and livability that is simply unmatched in the community. The 4,405 square foot residence offers five bedrooms and six bathrooms, with four en-suite rooms thoughtfully arranged for both privacy and ease of hosting. At the center of it all, the great room rises to 21-foot ceilings and draws kitchen, dining, and living into one seamless space anchored by a fireplace with a custom 22-gauge steel mantel. A full-width pocket sliding glass wall opens to the covered patio, dissolving the boundary between interior comfort and open-air living. The kitchen is built to impress: a 14-foot quartzite slab island, custom cabinetry, and premium appliances set within a space that is as functional as it is refined. Hardwood flooring, Venetian plaster walls, custom moldings, and designer trim work carry throughout, with ambient lighting that shifts the mood from everyday to elevated. The primary suite offers custom closets and integrated audio, while the spa bath features heated flooring, premium fixtures, and smart toilet technology. Heated floors extend through every bathroom and the laundry room. The home operates as a fully integrated smart residence, with motorized hardwired blinds, whole-home audio, built-in central vacuum, and smart-home technology throughout. The lower level adds a wine cellar and theater-quality surround sound. Outside, the covered patio is fully equipped for outdoor entertaining with a built-in kitchen, integrated audio, Venetian plaster finishes, and glass railings with ambient lighting. The resort-style backyard centers on a saltwater infinity-edge pool and matching spa, accompanied by a private Himalayan salt sauna, all framed by mature trees, irrigated landscaping, and hardwired landscape lighting designed to perform as beautifully at night as by day. The finished garage features custom metallic epoxy flooring, EV charging, and a built-in vehicle vacuum. Offered turnkey and without compromise, this is a rare opportunity to own one of Winchester Country Club's newest luxury estates.

15040 Grand Knoll Drive, Meadow Vista

Listing courtesy of USKO Realty.

$1,550,000

3 Beds ⋅ 4 Baths ⋅ 4,273 SqFt. ⋅ 226105091 MLS

SEE THE CINEMATIC VIDEO! Located within the prestigious Winchester Country Club golf course community, this custom estate with OWNED SOLAR offers luxurious MAIN-LEVEL LIVING surrounded by towering pines, majestic oaks, and a serene natural setting that feels like Lake Tahoe. A sweeping driveway leads to the beautifully designed stucco home featuring natural stone accents, rock outcroppings, and an oversized 4-CAR GARAGE with epoxy floors, Tesla charger, Moen and Halo whole-house water systems. Inside, travertine flooring, exposed beam ceilings, wood-cased transom windows, and arched architecture create timeless elegance throughout. The chef's kitchen includes Sub-Zero refrigeration, double built-in Wolf ovens and a Wolf gas range with pot filler, granite slab counters, prep sink island, custom cabinetry, and walk-in pantry storage. The formal dining room with tray and hand-painted ceilings, Butler's pantry with warming drawer, and wine room elevate every gathering. The expansive great room offers custom built-ins, a precast gas fireplace, and seamless indoor-outdoor flow to the covered patio plumbed for BBQ entertaining. The luxurious primary suite features a fireplace, covered deck access, spa-inspired bath with jetted soaking tub, oversized walk-in shower, and dual walk-in closets. Down the hall are Jack-and-Jill bedrooms with walk-in closets, plus a large executive office with custom built-ins and front patio access. Downstairs, the recreation/media room with full bath offers flexible living with direct access to the backyard, hot tub, and dog run. Additional highlights include fresh interior paint, brand-new garage doors, owned security system, and exceptional privacy. Winchester Country Club offers resort-style living with a clubhouse, swim and sports courts, walking trails, 24/7 roaming security, and more. SEE THE CINEMATIC VIDEO!

1306 Shady Tree Lane, Meadow Vista

Listing courtesy of GUIDE Real Estate.

$1,775,000

4 Beds ⋅ 5 Baths ⋅ 3,576 SqFt. ⋅ 226097893 MLS

Wake to cascading water, watch deer wander beyond the fenced yard, enjoy a round of golf or a swim above the fog and below the snow line, then unwind beside a glowing linear fireplace. This is retreat-style living in Winchester Golf & Country Club. A flat driveway, glass garage doors and a dramatic iron pivot door introduce a light-filled modern farmhouse where European white oak floors, exposed beams, designer chandeliers and Andersen E-Series windows frame serene treetop views. The showpiece kitchen pairs QUARTZITE slab counters and an oversized island with custom soft-close cabinetry, built-in organizers, a Thermador refrigerator, 6-burner range with griddle and double ovens, beverage refrigerator and walk-in pantry. The main-level primary suite offers a fireplace, deck access, spa bath with soaking tub and oversized frameless shower, plus a custom closet. Another bedroom and full bath, designer powder room, spacious laundry with second refrigerator and 3-car garage complete the main level. Downstairs, an en-suite bedroom + a fourth bedroom and full bath accompany a generous family room with wet bar and surround sound. Sliding doors open to a covered patio, flat lawn and a large yard that the dogs would love. Owned solar, multizone HVAC, whole-house fan, remote shades and built in garage cabinets and workbench provide comfort and ease. See the property website for more details!

2078 Long View Drive, Meadow Vista

Listing courtesy of GUIDE Real Estate.

$1,895,000

3 Beds ⋅ 5 Baths ⋅ 3,693 SqFt. ⋅ 226096939 MLS

Modern Single-Story Luxury in Winchester Country Club -- Built in 2020, this beautifully designed single-story custom home offers approximately 3,693 square feet of thoughtfully planned living space on a private 1.8-acre lot. Featuring three spacious ensuite bedrooms, five full bathrooms, a dedicated office, and a large flex room with exterior access that could serve as a media room, game room, home gym, guest retreat, or future pool room, this home offers exceptional flexibility to fit your lifestyle. The heart of the home is the open-concept great room, where the gourmet kitchen overlooks the family room and beautifully landscaped backyard, creating an ideal setting for everyday living and entertaining. Quality craftsmanship is evident throughout with engineered wood flooring, solid core interior doors, insulated bedroom and bathroom walls, custom trim work, a custom walk-in pantry, custom closet organizers, surround sound wiring, dual-zone HVAC with Nest thermostats, owned solar, a whole-house natural gas generator, and temperature-controlled attic storage. Outdoor living is equally impressive with nearly 700 square feet of covered patio, a built-in BBQ, fire pit, hot tub, raised garden beds, fountains, and a fully landscaped, private backyard designed for relaxing or entertaining. Car enthusiasts, hobbyists, and outdoor adventurers will appreciate the oversized 1,390-square-foot finished garage featuring epoxy floors, built-in cabinetry, dedicated workspace, side-mount garage door openers, and abundant storage. Located just a short golf cart ride from the community pool, tennis and pickleball courts, clubhouse, and other HOA amenities included with ownership, the home is also conveniently close to Winchester Country Club's championship golf course, with memberships available separately. If you've been searching for a newer custom home that combines luxury, privacy, flexible living spaces, and one of the few true single-story floor plans for sale in Winchester Country Club, this is an opportunity you won't want to miss.

1520 Ridgemore Drive, Meadow Vista

Listing courtesy of eXp Realty of California Inc..

$1,595,000

4 Beds ⋅ 5 Baths ⋅ 3,338 SqFt. ⋅ 226092339 MLS

Welcome to Winchester Golf & Country Clubluxury living nestled perfectly below the snow line, just an hour from Lake Tahoe. This stunning, 2024 modern craftsman residence spans 3,338 sq. ft. of single-story sophistication. Designed with seamless entertaining in mind, the home features four private en-suite bedrooms, four full bathrooms, and an expansive Great Room anchored by a massive floor-to-ceiling fireplace. The chef-inspired kitchen boasts a grand center island and a spacious walk-in pantry, perfectly positioned to anchor the main living area. Premium finishes abound, including rich white oak plank hardwood floors, owned solar, battery backup system, and wall-to-wall glass windows and doors that invite the outdoors in. Step out into the central courtyardcomplete with its own cozy fireplaceto take in crisp, star-filled evenings. Resort-style amenities await at Winchester, including walking trails, swimming, tennis, bocce, and pickleball included in the HOA, with golf, fitness, dining, and social events available through club membership.

1510 Ridgemore Drive, Meadow Vista

Listing courtesy of eXp Realty of California Inc..

$2,299,999

4 Beds ⋅ 6 Baths ⋅ 4,199 SqFt. ⋅ 226092920 MLS

This estate is situated on a premium view lot on the 18th hole of Winchester Country Club. The very definition of elegance and luxury, offering an extraordinary blend of timeless design and modern sophistication. From the moment you arrive, you're greeted by impeccable craftsmanship, grand architectural details, and meticulously landscaped grounds that create a true sense of arrival. Inside, expansive living spaces are filled with natural light, featuring soaring ceilings, designer finishes, and seamless indoor-outdoor flow ideal for both everyday living and upscale entertaining. The gourmet kitchen is a chef's dream, complete with top-of-the-line appliances, custom cabinetry, and an oversized island. Retreat to one of two lavish primary suites, where comfort meets opulence with a spa-inspired bath and serene views. The oversized game room can easily be converted to a 5th bedroom suite. Every detail of this exceptional residence has been thoughtfully curated to deliver a lifestyle of unparalleled refinement, privacy, and prestige.

2056 Long View Drive, Meadow Vista

Listing courtesy of Nick Sadek Sotheby's International Realty.

$1,998,000

5 Beds ⋅ 5 Baths ⋅ 4,565 SqFt. ⋅ 226092226 MLS

SEE THE CINEMATIC VIDEO! Experience modern luxury in this newly completed custom home overlooking the golf course in the prestigious gated community of Winchester Country Club. Designed for effortless living and entertaining, the dramatic great room showcases soaring beamed ceilings, a statement chandelier, expansive walls of glass, and breathtaking golf course views. The chef's kitchen is a true showpiece featuring white oak cabinetry, a soapstone island, quartz countertops, premium Monogram appliances including a built-in refrigerator, double ovens, and a six-burner range with griddle. The main-level primary suite is a private sanctuary with a fireplace, spa-inspired bath highlighted by a freestanding soaking tub against a dramatic rock feature wall, oversized walk-in shower, expansive closet, and direct access to the covered deck. A dedicated office and second ensuite bedroom on the main level provide exceptional flexibility. Downstairs offers generous guest accommodations with an ensuite, two bedrooms, a hall bath, a storage room and a spacious family room with bar. Also downstairs is a finished space ideal for a home theater, fitness studio, or game room and is NOT included in square footage. Stacking glass doors open to a covered patio and beautifully landscaped backyard accented by olive trees. Wide-plank wood flooring, designer finishes throughout, and exceptional craftsmanship complete this one-of-a-kind luxury residence. See the cinematic video!

1632 The Point Road, Meadow Vista

Listing courtesy of GUIDE Real Estate.

$1,450,000

4 Beds ⋅ 4 Baths ⋅ 3,830 SqFt. ⋅ 226075927 MLS

Nestled on a peaceful cul-de-sac near the entrance of Winchester Country Club, this exceptional custom residence offers the convenience of primarily single-story living on a rare 1.6-acre homesite backing to a protected nature preserve. Built in 2004 and encompassing approximately 3,830 square feet, the home features 4 bedrooms, 4 bathrooms, a private office, and a spacious 3-car garage. Craftsman-inspired architecture, accented by stone and rich earth tones, blends seamlessly with the surrounding landscape. Inside, generous living spaces include formal living and dining rooms, a dedicated office, and an inviting great room anchored by a floor-to-ceiling stone fireplace. The gourmet kitchen is designed for entertaining with granite countertops, stainless steel appliances, double islands, and abundant workspace. The thoughtfully designed floorplan offers comfortable everyday living with the primary suite and main gathering areas on the primary level, while additional guest accommodations provide flexibility for family and visitors. Travertine flooring, Anderson windows, and quality craftsmanship are showcased throughout. The expansive backyard enjoys coveted south-facing views across the nature preserve, creating a private and tranquil setting with ample room to add a resort-style pool, outdoor kitchen, or guest retreat. Mature landscaping, multiple patios, and outdoor entertaining areas invite year-round enjoyment of the Sierra Foothills lifestyle. Residents enjoy access to Winchester's gated community amenities, including clubhouse, swimming pool, spa, tennis courts, bocce ball, and 24-hour security patrol. Optional membership to the 35,000-square-foot country club provides access to championship golf, fitness facilities, dining, and a vibrant social calendar. This is a rare opportunity to create your dream retreat in one of Placer County's most desirable private golf communities.

1109 Holly Leaf Lane, Meadow Vista

Listing courtesy of Nick Sadek Sotheby's International Realty.

$1,375,000

4 Beds ⋅ 5 Baths ⋅ 4,609 SqFt. ⋅ 226071950 MLS

PRIVATE. POLISHED. PEACEFUL. Thoughtfully designed and meticulously maintained, this Winchester Country Club home offers the space, flexibility, and timeless craftsmanship that never go out of style. A welcoming wrap-around porch invites morning coffee, evening sunsets, and the slower pace that makes foothill living so special. Inside, generous living spaces, a beautifully updated kitchen, and quality finishes create an inviting setting for everyday living and effortless entertaining. The spacious primary suite offers a welcome escape at day's end, while a private office/library provides a quiet corner for work, reading, or reflection. The versatile Lower Level with its Own Entrance, wet bar, and full bath with heated floors offers exceptional flexibility for Guests, Extended Family, Multigenerational Living, or a Private Retreat of its own. Set on a Peaceful, Low-Maintenance Lot with Foothill Views and Solar, this home allows more time to enjoy everything Winchester has to offer, including golf, clubhouse amenities, pool, tennis, pickleball, bocce, and 24-hour security patrol. Luxury, lifestyle, and exceptional value in one of the Foothills' premier golf course communities.

16315 Winchester Club Drive, Meadow Vista

Listing courtesy of GUIDE Real Estate.

$1,899,000

4 Beds ⋅ 5 Baths ⋅ 5,325 SqFt. ⋅ 226067535 MLS

Nestled among towering pines on a private, beautifully landscaped 1 Acre lot, this exceptional custom estate blends timeless craftsmanship with refined luxury. Lives like a single story with a primary bedroom and a guest suite on the main floor. Soaring ceilings, grand picture windows, rich hardwood floors, and extensive custom millwork create an elegant yet welcoming atmosphere throughout. The gourmet kitchen features handcrafted cabinetry, a large center island, professional grade appliances, and seamless flow into the expansive family room anchored by a dramatic floor to ceiling stone fireplace. A stunning formal living room showcases two story windows and exquisite architectural detailing. The luxurious primary retreat offers a fireplace, spa inspired bath with soaking tub, oversized shower, and custom built ins. Multiple spacious guest suites provide comfort and privacy, while generous indoor and outdoor entertaining spaces invite gatherings year round. The private office features wood custom detailing and private views of the mature landscaping. The property features an owned solar system sized to efficiently support the home's energy needs. 2025 Natural Gas Furnace & AC Compressor. Outdoors, a beautiful gunite constructed pond currently stocked with Koi fish offers the potential for conversion into a swimming pool and just off the patio is a private hot tub.Garages for 4 cars are deep with a detached 2 car and an attached 2 car giving room for toys. Residents enjoy Winchester Country Club's exceptional lifestyle with HOA dues of just $265 per month, including pickleball, bocce, tennis, a heated lap pool, hot tub, a vibrant social calendar and 24/7 security patrol. Optional Winchester Golf club memberships start at approximately $125 per month and provide access to the fitness center, group classes, restaurant, and golf. Surrounded by natural beauty and offering remarkable quality throughout, this is luxury foothill living at its finest.

17340 Winchester Club Drive, Meadow Vista

Listing courtesy of Nick Sadek Sotheby's International Realty.

$1,900,000

5 Beds ⋅ 5 Baths ⋅ 4,202 SqFt. ⋅ 226054732 MLS

Price Improvement! Winchester Golf *Social Membership included! Set gracefully along a 1 acre greenbelt parcel within Winchester Golf and Country Club, this striking custom residence is a study in modern design where clean architectural lines, curated materials, and dynamic lighting converge to create a home that is both visually bold and effortlessly livable. Designed to live primarily on the main level, the home offers the ease of single-story living wrapped in a dramatic, contemporary aesthetic. Spanning over 4,200 sqft, the interior unfolds with a grand open concept living space defined by soaring 12 to 14 ft ceilings, crisp linear forms, and expansive walls of glass that blur the boundary between indoors and the surrounding woodland. Integrated LED lighting thoughtfully placed throughout offers customizable color tones, allowing each space to shift in mood from soft and ambient to vibrant and energized at the touch of a button. The formal dining area is illuminated by both natural light and architectural lighting elements, creating a refined yet modern setting framed by tranquil, tree lined views. From the main living areas and the expansive 700 sqft terrace, the home feels both elevated and deeply connected to nature. The kitchen is a statement of precision and performance. A fully integrated Thermador suite features a column refrigerator and freezer, a commanding 48 inch range, double dishwashers, and stacked ovens enhanced by a sleek service kitchen that keeps entertaining seamless and discreet. Waterfall edge quartz, custom cabinetry, and bold tile selections reinforce the home's modern identity, while every finish has been selected for both beauty and cohesion. Five en suite bedrooms and five baths provide privacy and comfort, with the primary suite and core living spaces all located on the main level for effortless daily living. Additional guest suites are thoughtfully positioned to maintain separation without disrupting the home's intuitive flow. A generous laundry suite and a 1,000+ sqft 3 car garage with 10 ft doors add scale and functionality.Beyond the home, residents enjoy access to a championship golf course co-designed by Robert Trent Jones Sr. and Jr., offering a lifestyle as refined as the residence itself. HOA Swim & Tennis Club feature Pickle Ball, Tennis, Bocce, Heated lap lan pool and a hot tub. 24/7 Security Patrol. Below the snow. *Social Membership initiation fee with 3months of dues

1455 Lodge View Drive, Meadow Vista

Listing courtesy of Nick Sadek Sotheby's International Realty.

$1,389,000

3 Beds ⋅ 4 Baths ⋅ 3,600 SqFt. ⋅ 226027499 MLS

Located at the end of a private cul-de-sac in the prestigious Winchester Golf & Country Club, this stunning single-story Craftsman estate offers privacy, architectural character, and exceptional indoor-outdoor living on 1.4 acres. A long private driveway provides ample guest parking and leads to this beautifully designed 3,600 sq ft home featuring 4 bedrooms, 3 full baths, and a powder bath, along with an oversized 3-car garage. Warm tones of plaster and stacked stone create a welcoming presence, while the covered entry opens to a formal foyer with chiseled Versailles-pattern travertine flooring. Elegant arches frame the hallways throughout the home. Just off the entry is a den with glass French doors, built-ins, and a desk workspace. The den includes a closet and can function as a fourth bedroom if desired. A Jack-and-Jill bath connects the space to a comfortable guest bedroom. The formal dining room is designed for entertaining with illuminated corner hutches, a built-in credenza with marble counter, and a butler's pantry featuring a wine refrigerator, warming drawer, seeded glass cabinetry, and ample storage. An iron scrolled door leads to a private wine cellar with wine refrigerator and open bottle storage. The great room features hand-hewn ceiling beams, custom wood built-ins, and a dramatic floor-to-ceiling stacked stone fireplace. The chef's kitchen includes Thermador appliances, built-in refrigerator, six-burner range with griddle, alder cabinetry, granite countertops, island seating, built-in desk, and dining nook. French doors open to an expansive patio designed for entertaining with covered seating, outdoor BBQ island, and a sunken gas fire pit with curved seating and blue glass accents. The backyard features mature oaks, natural manzanita landscaping, a bocce ball court, and ample space for a future pool. The opposite wing includes a large bonus/media room with two walls of floor-to-ceiling built-in bookcases and entertainment center, an additional guest bedroom, full bath with walk-in shower, and a spacious laundry room with deep sink and extensive cabinetry. A rare opportunity to enjoy peaceful foothill living in one of Winchester's most desirable locations.

15255 Woodmont Lane, Meadow Vista

Listing courtesy of Brenda Brown Luxury Homes, Inc.

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