Orlando Homes with Windermere High School High school

Orlando Homes with Windermere High School High school

Welcome to Orlando, Florida—a vibrant city known for its enchanting theme parks, lush landscapes, and a dynamic cultural scene. Nestled in Orange County, Orlando is not just a tourist hotspot; it’s a thriving community that offers a perfect blend of excitement and tranquility. With its sunny weather, diverse dining options, and a plethora of recreational activities, Orlando is an ideal place for families, professionals, and retirees alike.

One of the most sought-after neighborhoods in the Orlando area is Windermere, famous for its picturesque lakes and serene atmosphere. Residents enjoy a suburban feel while being just a stone's throw away from the city’s bustling attractions. Families are particularly drawn to this area due to its proximity to Windermere High School, which is known for its commitment to academic excellence and a wide range of extracurricular activities. This school is a cornerstone of the community, providing students with the skills and opportunities they need to thrive.

The homes in Windermere are as charming as the community itself, featuring spacious layouts, modern amenities, and beautiful outdoor spaces perfect for entertaining or simply enjoying the Florida sunshine. Whether you're looking for a cozy single-family home or a luxurious estate, Windermere offers a variety of options to suit every lifestyle and budget.

Discover the magic of Orlando and the welcoming community of Windermere—where excellent education, beautiful homes, and a vibrant lifestyle await you!

Newest Orlando Homes with Windermere High School High school

5 Beds ⋅ 5 Baths ⋅ Royal Legacy Estates SubDv. ⋅ 32836 Zip Code

Luxury 5 Bedrooms and 5 Full Bath (including a First and Second Floor Owners Suite), Resort Style Backyard with fenced privacy includes a DELUXE CUSTOM POOL & raised SPA with Waterfall, Color-Changing LED lighting and AUTOMATION System, and GAS POOL WATER HEATER. Extended Cover lanai is an entertainer's dream featuring a full summer Kitchen with gas cooktop, BBQ Grill, double refrigerators, draft beer system, dishwasher, pool bath and mounted TV. Interior highlights include a WINE ROOM with Refrigerator and fingerprint access, designer walls with integrated lighting, crystal chandeliers, custom wood pantry and closet systems, and upgraded finishes in every bedroom. GOURMET KITCHEN with Elegant Raised Panel Cabinetry. Enjoy the Extended ISLAND with Storage, Granite Counters, BACKSPLASH, Butler Pantry with Sink & LARGE WALK-IN Pantry. Just sit on your EXTENDED COVERED PATIO and enjoy the Florida Lifestyle! The Convenient POOL BATH Opens to Lanai! Office with French Doors and Formal Dining Room are off Foyer. Double Doors Lead to Perfect FIRST FLOOR In-Law Suite complete with Sitting Area and PRIVATE Bath with SHOWER! Beautiful WOOD STAIRS with Tile Risers (Easy Maintenance) lead to the 2nd Floor Owners Suite! Double Doors open to Sitting Area. To the Left is SPACIOUS Bedroom with Morning Bar with Wine Fridge – great to have Morning Coffee or Evening Beverages! HUGE Spa Bath features Double Sinks, Extended Counters, Large Shower, Garden Tub and TWO Walk-In Closets! Bedrooms #2 and #3 share a Jack and Jill Bath with SHOWER. Bedroom 4 has Private Bath with SHOWER. Oversized Laundry Room with Sink completes the 2nd Floor. Outstanding UPGRADES include: Crown Molding, 8’ Doors, 7” Base Molding, Tray Ceilings, GUTTERS, Ample storage throughout the house and in the 3 1/2 car garage, including custom over garage door storage, maximizes use and functionality. Ceiling fans throughout, Additionally Upgraded TROPICAL and PRIVACY Landscaping DISNEY is moments away! Plus, LOW HOA and convenient to Shopping, Dining and 429! Zoned for TOP Schools - Castleview Elementary (Short walk) and Horizon West Middle and WINDERMERE High School!

9443 Royal Estates Boulevard, Orlando

3 Beds ⋅ 3 Baths ⋅ Newbury Park SubDv. ⋅ 32836 Zip Code

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 8481 Leeland Archer Boulevard, a beautifully maintained 3 bedroom, 2.5 bathroom townhouse offering a functional two story layout in the heart of Orlando. The open floor plan creates a bright and inviting living space, featuring brand new tile flooring installed just three months ago, a beautifully remodeled kitchen completed in 2022 with granite countertops, and a full suite of modern appliances, including a new washer and dryer installed in 2025. The main floor primary suite provides added privacy and convenience, while the spacious den offers flexibility as a home office, media room, or additional living space. Both the den and one of the upstairs bedrooms enjoy views of the Disney fireworks, creating a magical backdrop to everyday living. Thoughtfully maintained for peace of mind, the home also features a newer air conditioning system and water heater, both replaced in 2023, providing comfort, efficiency, and added value. Enjoy outdoor living with a welcoming front porch and a private open patio, ideal for relaxing or entertaining. A detached one car garage provides convenient parking and additional storage. Residents also enjoy access to the community swimming pool, playground, and dog park, with a gate access fob included for added convenience. Located in the desirable Windermere area of southwest Orlando, this home is close to shopping, dining, golf courses, and everyday conveniences. Residents enjoy easy access to Walt Disney World, Flamingo Crossings, Horizon West, major roadways including SR 429 and I-4, and Orlando International Airport, making it an excellent location for both work and recreation. Offering stylish updates, thoughtful improvements, a flexible layout, resort style community amenities, including a swimming pool, playground, and dog park, along with the added bonus of Disney fireworks views, 8481 Leeland Archer Boulevard is ready to welcome you home.

8481 Leeland Archer Boulevard, Orlando

6 Beds ⋅ 6 Baths ⋅ Royal Cypress Preserve SubDv. ⋅ 32836 Zip Code

Welcome to this exceptional recently updated 6-bedroom, 5.5-bath home in the sought-after gated community of Royal Cypress Preserve. Designed for comfortable luxury and effortless Florida living, this spacious residence features an open floor plan with high ceilings, laminate and porcelain tile flooring, and seamless access from the living room to the covered patio. The gourmet kitchen features granite countertops, stainless steel appliances, and an oversized center island, making it the perfect space for everything from casual breakfasts to entertaining guests. The living area opens to your private outdoor retreat, complete with a heated pool, heated spa, covered patio, and outdoor kitchen with a built-in grill. The fully fenced backyard offers the ideal space to relax, dine outdoors, and enjoy Florida's year-round sunshine. The thoughtful layout includes two spacious primary suites, one on the main floor and another upstairs. Both feature ensuite baths with dual vanity sinks, granite countertops, garden tubs, and walk-in closets. Upstairs, the expansive loft has been transformed into the ultimate entertainment space, featuring a theater area, center island, wine coolers, and an ice maker—perfect for movie nights, game days, or hosting friends. Royal Cypress Preserve delivers a true resort-style lifestyle with 24-hour gated security and an impressive array of amenities, including a clubhouse, fitness center, resort-style pool, playground, dog park, and private lake access with a boat ramp for boating, jet skiing, and paddle boarding. Enjoy the perfect balance of recreation, relaxation, and outdoor living right within your own community.

10824 Royal Cypress Way, Orlando

5 Beds ⋅ 4 Baths ⋅ Grande Pines SubDv. ⋅ 32836 Zip Code

Never listed before, this beautifully maintained residence is located in Grande Pines, an intimate community of only sixty homes just 1 mile from Disney and Winter Garden, — offering the rare opportunity to enjoy nightly fireworks from the comfort of your own backyard. This exceptional 5-bedroom, 3.5-bath home blends modern convenience with the timeless appeal of a traditional family home. Thoughtfully cared for by one owner, the property features a split 3-car garage and a classic two-staircase design that enhances both flow and privacy. One staircase leads to three spacious secondary bedrooms, while the second provides a private entry to the upstairs primary suite — a layout reminiscent of traditional homes where separation and quiet retreat were key elements of design. Inside, generous room sizes, walk-in closets, and designer window treatments evoke the warmth and character of a traditional home, while the true chef’s kitchen — complete with abundant cabinetry, stone counters, and double ovens — offers both charm and functionality. A flexible downstairs room (bedroom #5) serves perfectly as an office, playroom, craft room, or additional bedroom. Storage is abundant throughout, including extensive under-stair storage, linen closets in every bathroom and bonus room, which reflects the practical, built-in organization needed for busy family life. Situated on a premium lot beside protected community space that will never be developed, the home offers a sweeping yard, peaceful views, and a private pool and spa overlooking a serene water vista. Recent upgrades include two new A/C units (2019), a fully rescreened pool enclosure (2020), new roof (2023), freshly painted pool decking and enclosure (2024), not to mention the whole house water softener and surround sound! Located within Windermere’s top-rated school district and close to major highways, fine dining, and premier shopping, this home offers the perfect blend of traditional comfort, modern luxury, and the exclusivity of living in Grande Pines.

11942 Sheltering Pine Drive, Orlando

5 Beds ⋅ 6 Baths ⋅ Golden Oak Florian Park SubDv. ⋅ 32836 Zip Code

Virtually Staged. Welcome to an extraordinary brand-new boutique home in the exclusive Florian Park at Four Seasons Private Residences, nestled within the community of Golden Oak at Walt Disney World® Resort. This stunning French Modern masterpiece seamlessly blends elevated design with world-class resort living. Offering 5 spacious bedrooms, 5 1/2 luxurious bathrooms, and a 2½-car garage, this exceptional residence is thoughtfully designed for both elegant entertaining and everyday comfort. A dramatic two-story vaulted foyer welcomes you into light-filled living spaces featuring designer finishes throughout. The gourmet chef's kitchen is a showpiece, boasting solid wood cabinetry, quartz countertops, premium Wolf and Sub-Zero appliances, natural gas cooking, a butler's pantry, oversized walk-in pantry, convenient drop zone, and the signature Four Seasons concierge pantry. The first-floor owner's retreat is a true sanctuary, complete with a private morning bar, spa-inspired bath featuring a soaking tub, oversized walk-in shower, and an expansive custom walk-in closet. A second guest suite is also conveniently located on the main level, while three additional bedrooms and a spacious loft upstairs provide the perfect accommodations for family and guests. Step outside to your private resort-style oasis, where a screened outdoor living area includes a sparkling pool, fully equipped summer kitchen with BBQ, and a cozy gas fireplace—ideal for year-round entertaining. Perfectly positioned in a corner location, overlooking a tranquil pond, the home also enjoys views of the neighborhood pool and features an oversized driveway. Life at Florian Park extends far beyond your front door. Residents enjoy exclusive access to Golden Oak's private clubhouse, Summerhouse, featuring exceptional dining, resort-style pool, fitness center, family gathering spaces, and beautifully landscaped courtyards.As a resident, you'll also experience Golden Oak's renowned Club Life program, offering private theme park transportation, signature events, exclusive Disney experiences, and personalized services. Ownership within the Four Seasons Private Residences includes exceptional resort amenities such as in-home dining, poolside food and beverage service, dog walking areas, and privileged access to the Four Seasons Resort Orlando's award-winning spa, pools, fitness center, tennis and pickleball courts, Tom Fazio-designed championship golf course, and exclusive member events. This is more than a home—it's an invitation to experience one of the world's most exclusive luxury communities, where Disney magic meets Four Seasons elegance. Luxury. Privacy. Resort Living. Welcome Home.

10331 Winter Sparkle Circle, Golden Oak

4 Beds ⋅ 5 Baths ⋅ Golden Oak Florian Park Condominium SubDv. ⋅ 32836 Zip Code

Virtually Staged. Discover a new Four Seasons Private Residences opportunity in Golden Oak at Walt Disney World® Resort. Located within the exclusive Florian Park enclave of just nine boutique homes, this Summer floor plan offers 4,592 square feet of thoughtfully designed living space with 4 bedrooms, 4.5 baths, a spacious loft, flex room, and a two-car garage with golf cart storage. Modern-transitional finishes complement a gourmet kitchen with Wolf, Sub-Zero, and Cove appliances, butler's pantry, dramatic two-story foyer, and an exceptional primary suite with a custom walk-in closet. Outdoor living is equally inviting with a private terrace courtyard, heated lounging pool, and seamless indoor-outdoor flow. Enjoy the unparalleled Four Seasons lifestyle with renowned service in one of Golden Oak's most exclusive new residential offerings. Golden Oak is a gated residential resort community where families can enjoy luxury, privacy, and the magic of Disney. It features distinctive neighborhoods with magnificent homes, expansive natural preserves, and a range of inviting amenities. Residents will have access to Golden Oak’s private clubhouse, Summerhouse, with superb dining, courtyards, a pool area, fitness facilities, and a family room. Additionally, residents can enjoy Club Life, which includes services like park transportation, signature club events, theme park experiences, and much more. As Four Seasons residents, owners will have access to exceptional services such as in-home dining, poolside food and beverage service, dog walking areas, and more. Exclusive privileges also include access to the Four Seasons Resort Orlando amenities, such as the Fitness Center, Tennis and Pickleball courts, the 13,000-square-foot spa, and the acclaimed Tom Fazio-designed Golf Course. Members also have the opportunity for unlimited golf and invitations to special events.

10335 Winter Sparkle Circle, Golden Oak

4 Beds ⋅ 3 Baths ⋅ Royal Cypress Preserve-Ph 4 SubDv. ⋅ 32836 Zip Code

**4 Beds | 2.5 Baths | 2,298 Sq Ft | Single Story | Zoned for Windermere High School | Gateway to Golden Oak** Welcome to 10692 Royal Cypress Way, an impeccably maintained single-story home in the highly sought-after guard-gated community of Royal Cypress Preserve. Known as the gateway to Golden Oak, Orlando's most exclusive Disney-adjacent enclave, this community offers a rare combination of luxury, privacy, and everyday convenience just minutes from Walt Disney World Orlando. This 2,298-square-foot single-story residence features 4 bedrooms and 2.5 baths, designed with soaring 12-foot ceilings that create a bright, open, airy feel throughout. Rich engineered hardwood floors, upgraded cabinetry, and designer lighting fixtures run throughout the home, reflecting true pride of ownership and meticulous care. The open-concept layout is built for entertaining with room to comfortably host 16 guests and more without advance notice. Whether it's a holiday gathering or a weekend get-together, this floor plan flows effortlessly from room to room. The owner's suite is a true private sanctuary, featuring his-and-hers walk-in closets, a relaxing soaking tub and floor-to-ceiling tiled walk-in shower. The gourmet kitchen is equally impressive, showcasing a built-in pantry and a counter-depth, smudge-proof refrigerator creating a chef-inspired space that's as functional as it is beautiful. Living in Royal Cypress Preserve means enjoying five-star amenities without ever leaving the neighborhood. Residents enjoy the Zero-entry, resort-sized community pool, views of the nightly Disney fireworks, outdoor grilling and cooking areas, full-service clubhouse for entertaining, a state-of-the-art fitness center, private community dock with boat ramp access to the skiable South Lake, Dog park and playground. To top it off you have the peace of mind of 24-hour guard-gated security and included lawn maintenance. Zoned for A-rated schools, including Windermere High School, this home offers top-tier education alongside unbeatable connectivity. Quick, convenient access to I-4, the Florida Turnpike, and the 408 puts all of Orlando, from downtown to the theme parks to the airport, within easy reach. From the soaring ceilings, countless upgrades and hardwood floors to the resort-style amenities and unbeatable location near Golden Oak and Walt Disney World, 10692 Royal Cypress Way offers the rare blend of luxury, lifestyle, and location. Schedule your private showing today.

10692 Royal Cypress Way, Orlando

4 Beds ⋅ 3 Baths ⋅ Royal Cypress Preserve Ph 2 SubDv. ⋅ 32836 Zip Code

Virtually Staged. Luxury waterfront living awaits in this beautifully upgraded Toll Brothers Massiano model, ideally situated on a premium pond-front homesite within the prestigious 24-hour guard-gated community of Royal Cypress Preserve. Offering 2,390 square feet of thoughtfully designed single-story living, this exceptional residence features four bedrooms, two-and-a-half bathrooms, and an impressive collection of high-end renovations and custom improvements. Ideally located directly across from the award-winning Evermore Orlando Resort, residents enjoy the convenience of being moments from world-class dining, luxury amenities, championship golf, and Orlando's premier entertainment destinations, while still enjoying the privacy and tranquility of Royal Cypress Preserve. Designed for both comfortable everyday living and effortless entertaining, the open-concept floor plan is enhanced by triple concealed sliding doors, soaring ceilings, abundant natural light, tile flooring and designer finishes throughout. The centerpiece of the home is the extensively remodeled gourmet kitchen, where style meets functionality. Renovated with high end custom improvements, the space showcases updated countertops, a new sink and faucet, new waste disposal, custom cabinet doors and hardware, Miele range cooker, dishwasher, drawer microwave, and beautifully tiled backsplash and island accents creating a space that's equally suited for preparing meals or gathering with family and friends. The spacious owner's suite serves as a true private retreat, enhanced by an expanded bedroom layout and a beautifully renovated spa-inspired bath featuring new countertops, custom cabinet doors and drawers, dual sinks, updated faucets, and upgraded shower fixtures. The guest bathroom has also been refreshed with a new vanity countertop, sink, and faucet, providing a cohesive, move-in-ready feel throughout. Step outside to your covered lanai overlooking peaceful water views, complete with a retractable screen that lets you enjoy Florida's indoor-outdoor lifestyle year-round. Additional exterior improvements include a fully fenced backyard, French drains, rain gutters, irrigation, and overhead steel garage storage, providing both beauty and everyday practicality. Life in Royal Cypress Preserve extends well beyond the front door. Residents enjoy lawn maintenance included, a lakeside clubhouse, resort-style zero-entry pool, fitness center, playground, dog park, and a private community dock and boat ramp with access to skiable South Lake. As an added bonus, residents can enjoy spectacular views of Disney's nightly fireworks from within the community. Conveniently located just minutes from Walt Disney World, Disney Springs, Restaurant Row, world-class golf, and Orlando's premier shopping and dining, this home also offers quick access to I-4, SR-408, and Florida's Turnpike. Zoned for highly regarded Windermere High School, it offers the perfect balance of luxury, convenience, and location. With quality Toll Brothers construction, extensive renovations, tranquil waterfront views, and one of Southwest Orlando's most desirable resort-style communities, this is a rare opportunity to own a truly turnkey luxury home.

10481 Royal Cypress Way, Orlando

4 Beds ⋅ 4 Baths ⋅ Royal Cypress Preserve Ph 4 SubDv. ⋅ 32836 Zip Code

Welcome to an exceptional residence located in the highly sought-after gated community of Royal Cypress Preserve. Built by Toll Brothers and ideally situated just minutes from Walt Disney World and directly across from Evermore Resort, this beautifully upgraded home offers the perfect combination of luxury, comfort, and location. Designed for both luxury living and effortless entertaining, the home features engineered wood flooring throughout, an elegant wood staircase leading to the spacious bonus room, and beautifully upgraded cabinetry in the kitchen and bathrooms. The gourmet kitchen serves as the heart of the home, showcasing stunning Calacatta quartz countertops with a dramatic waterfall edge and a modern, timeless design.The exceptional indoor-outdoor living experience is enhanced by extended lanais finished with rustic French-pattern travertine pavers, a summer kitchen with quartz countertops, and automated privacy screens for added comfort and versatility. An automated sheer-weave screen complements the pocket sliding glass doors, allowing the living spaces to seamlessly transition to the outdoors. Technology and entertainment have also been thoughtfully integrated throughout the residence, featuring three high-end 5.1 home theater systems and Sonos sound in the living room, lanai, primary bedroom, and bonus room. The bathrooms continue the home’s elevated design with upgraded cabinetry and quartz countertops. Every detail has been carefully selected to create a beautiful and comfortable living environment. Offering exceptional upgrades, beautiful indoor-outdoor spaces, and an unbeatable location near Orlando’s world-class attractions, dining, shopping, and entertainment, 10654 Royal Cypress Way presents an outstanding opportunity to experience luxury living in one of Central Florida’s most desirable gated communities.

10654 Royal Cypress Way, Orlando

4 Beds ⋅ 4 Baths ⋅ Royal Legacy Estates SubDv. ⋅ 32836 Zip Code

Perfectly positioned in the sought-after Royal Estates community of Orlando, 9431 Royal Estates Blvd keeps you close to shopping, restaurants, theme parks, major roads, the airport, and so much more. This new listing pairs a coveted address with a spacious, move-in ready interior designed for modern living. Step inside and take in 4,218 square feet of bright, open space. High ceilings create an airy, welcoming feel, while an open floor plan connects the main living areas with effortless flow. Hard flooring runs through the shared spaces for easy upkeep, and cozy carpet warms each bedroom for added comfort. The kitchen anchors the home and shines with sleek quartz countertops and stainless steel appliances, ready for quick breakfasts or weekend gatherings. Modern finishes carry throughout, giving every room a clean, current look, while a dedicated mud room keeps daily life organized and clutter-free. Four bedrooms and four bathrooms provide plenty of room for everyone. The smart split layout tucks the primary bedroom away on its own side for extra privacy, creating a peaceful retreat at day's end, while additional rooms adapt easily to family, guests, or a home office. With a flex room that could be used for office or play room or more. Out back, a covered porch with pavers invites you to relax or entertain, and with no rear neighbors, you'll enjoy added privacy and open views. With its prime location, stylish finishes, and turnkey condition, this Orlando gem checks every box. Schedule your private showing today and make it yours before it's gone!

9431 Royal Estates Boulevard, Orlando

5 Beds ⋅ 6 Baths ⋅ Mabel Bridge Ph 3-A Rep SubDv. ⋅ 32836 Zip Code

CHARMING ELEGANCE, WATER VIEW, DISNEY FIREWORKS | Welcome to this beautifully maintained 3,292 sq. ft. home offering 5 BEDROOMS, 4 FULL BATHROOMS, and 2 HALF BATHROOMS, ideally located on the border of Windermere. You can enjoy the MAGIC of the Disney fireworks right from your beautiful backyard. The original owners built this home directly with the builder and thoughtfully selected custom upgrades throughout. Every single ROOM features a WALK-IN CLOSET. The true highlight of this home is its exceptional outdoor living space, featuring an expansive SCREENED-IN POOL area with an IN-GROUND SPA, SUMMER KITCHEN, covered seating area, and stunning POND VIEWS. On the backyard, you will find TURF Grass, so there's very low maintenance for you to enjoy. Whether you're entertaining guests or enjoying a quiet evening, this private backyard retreat offers the perfect Florida lifestyle. Nestled in a desirable family-friendly neighborhood, the home features a spacious OPEN and SPLIT FLOOR PLAN designed for both comfort and functionality. The updated kitchen is perfect for everyday living and entertaining, featuring BRAND NEW stainless steel appliances, a pantry, and a seamless flow into the main living areas. The generous living room and dining area provide plenty of space to gather with family and friends. Located in the highly sought-after area near Windermere, Disney, Restaurant Row, world-class attractions, premier shopping, and major roadways, this home offers the perfect combination of SPACE, LOCATION, and LIFESTYLE. Schedule your private showing today.

11750 Chateaubriand Avenue, Orlando

5 Beds ⋅ 4 Baths ⋅ Royal Legacy Estates SubDv. ⋅ 32836 Zip Code

Beautifully maintained 5-bedroom, 4-bath pool home in the desirable Royal Estates community, offering 3,291 square feet of thoughtfully designed living space. The open-concept layout showcases a spacious great room that flows into the gourmet kitchen, featuring a large center island, stainless steel appliances, and a generous breakfast area. All kitchen and laundry appliances convey with the home, making the transition effortless for the new owner. Designed with today's lifestyle in mind, the home offers two professionally designed home offices with custom built-in cabinetry, plus a spacious loft that provides additional flexibility for remote work, a media room, playroom, or hobby space. Outdoor living is equally impressive with a newly built, fully equipped summer kitchen, a heated saltwater pool with integrated LED lighting, and a motorized retractable screened lanai operated by remote control, creating an exceptional setting for entertaining and year-round enjoyment. Additional upgrades include a Tesla EV charger already installed, a whole-house water filtration system with a dedicated alkaline filtered water faucet in the kitchen, brand-new epoxy garage flooring, three overhead garage storage racks for added organization, and a security system featuring a video doorbell and exterior cameras positioned at the front entry, kitchen, and backyard. Conveniently located near shopping, dining, major highways, and Orlando's renowned attractions, this home combines functional living spaces with numerous high-quality upgrades throughout. Enjoy Magic Kingdom fireworks view.

9373 Royal Estates Boulevard, Orlando

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