luxury houses with pool for sale Kissimmee, United States

This custom-built residence seamlessly blends refined craftsmanship with resort-inspired amenities. Topped with a Spanish Mediterranean tile roof, it is on a fully fenced 0.9-acre homesite with a private electric gate and no homeowner's association. Designed with precision, the home features porcelain tile flooring throughout, impact-rated doors and windows, and plantation shutters, including in the garage. Encompassed by 125 feet of brick pavers, the grounds are as meticulously planned as the interiors. The outdoor living space centers around a saltwater pool framed by a hand-laid stone wall and anchored by a fully equipped, lighted tiki bar. This alfresco retreat includes a television, Bluetooth speakers, dual refrigerators, a grill, a fire pit and a heat pump heater for year-round enjoyment. Inside, the three-bedroom, three-bath residence includes 10-foot ceilings, motorized blinds, and a primary suite with an expansive walk-in closet. The gourmet kitchen is fitted with Smart LG appliances, Wi-Fi connectivity and a 14-by-5-foot island. Additional features include a beverage station with wine refrigeration, two pantries, a covered lanai and an oversized laundry room with built-in cabinetry. Technology and security are thoughtfully integrated with eight cameras and power access on each exterior corner. Architectural details such as tray ceilings, crown molding, arches and niches underscore the home's elevated design. Near Disney, Medical City and Universal, this Central Florida residence offers exceptional access with uncompromising luxury. Seller is willing to consider closing cost contribution or interest buydown with a full offer.

A Waterfront Masterpiece Near Lake Nona. SELLER FINANCING AVAILABLE! Wake up to Golden Sunrises over Lake Ajay in this BRAND NEW 2024 Lakefront Estate, a home where every day feels like a retreat. Nearly 6,000 sq ft of Modern Design on almost an ACRE of land with 6 bedrooms and 7 baths. This retreat combines seamless living with Architectural Sophistication: a Chef's Kitchen with Quartz Counters and Custom Cabinetry, a WINE CELLAR , Home THEATER , ELEVATOR , and an Olympic-Scale Pool & Spa overlooking the LAKE. Inside, 12-ft ceilings, warm Hardwood Floors, and Walls of Glass Frame Serene Lake Views. The Open Plan flows from kitchen to dining to great room, perfect for lively gatherings or quiet mornings with coffee and water views. The Primary Suite is a private sanctuary with a spa bath and a boutique-style closet. Outside, a Travertine Patio and screened Olympic Resort Style Pool set the scene for sunset living. The community offers Tennis, Basketball, and Pickleball Courts, plus a Community Private Dock for peaceful evening cruises. Built for comfort and efficiency with Tankless Water Heaters, Icynene Insulation, and Top-Tier HVAC. This address delivers privacy and just a few minutes to Lake Nona's Medical City, USTA, Tech/Innovation Hub, Shops, and Dining. If you've been dreaming of a home that feels like a getaway but functions for real life, this is it. Every Day here feels like a chapter worth living. Come see it yourself. Schedule your private tour today.

Fully furnished and professionally decorated four-bedroom pool home in Reunion Resorts Patriots Landing with beautiful pond views and strong short-term rental potential. This two-story residence offers 2,296 heated square feet, three full baths plus one half bath, open living areas, solid wood cabinetry, stone counters, French doors leading to the private pool area, balcony, metal roof and a one-car garage. Operating as a vacation rental. Reunion Resort offers world-class amenities including golf, tennis, pickleball, water park, restaurants and resort-style pools. Property is associated with a Reunion Club membership subject to club verification, re-issuance, initiation fees, dues and club policies. Buyer and buyer's agent to verify all measurements, HOA/CDD fees, membership information, rental restrictions and future bookings.

Virtually Staged. Rare opportunity to own a spectacular lakefront home in the exclusive 24-hour guard-gated community of Vizcaya, perfectly positioned on a pristine lakefront homesite in the heart of Orlando's renowned Restaurant Row. This stunning 5-bedroom, 3-bath pool home with a 3-car garage offers breathtaking water views and the perfect blend of luxury, comfort, and elegance. New roof (2022) and AC system (2015). From the moment you enter through the grand double doors, you'll be captivated by panoramic lake views that create a stunning backdrop throughout the home. Designed for both everyday living and entertaining, the open and light-filled floor plan features spacious living and dining areas, soaring ceilings, and seamless indoor-outdoor living. The gourmet kitchen boasts modern appliances, abundant cabinetry, a center island with breakfast bar, and a breakfast nook overlooking the sparkling pool and tranquil lake. The thoughtfully designed layout includes three bedrooms on the main floor, including a luxurious primary suite with lake views, a spacious walk-in closet, dual vanities, a garden tub, and a separate shower. Upstairs, you'll find two additional bedrooms and access to a private balcony, perfect for enjoying peaceful lake views and spectacular sunsets. Step outside to your private waterfront oasis, where a sparkling pool and spa overlook the lake, creating the ideal setting for relaxation and entertainment. Enjoy year-round outdoor living and watch Disney Magic Kingdom fireworks from your backyard. Vizcaya residents enjoy resort-style amenities including a lakefront clubhouse, community pool and spa, fitness center, tennis courts, walking paths, playground, and dog park. Conveniently located near Restaurant Row and just minutes from I-4, Orlando International Airport, world-class shopping, dining, and attractions. This is a rare lakefront retreat offering luxury living in one of Orlando's most sought-after communities. Schedule your private showing today.

Welcome to 8643 Farthington Way, a newly built (2025) courtyard pool estate offering 5 bedrooms, 5 full bathrooms, and 2 half baths, where elevated design and resort-style living come together in one exceptional residence. Centered around a stunning private courtyard, the home is designed to maximize both privacy and indoor-outdoor living. The courtyard showcases a gorgeous pool and spa, complemented by lush turf and a fully equipped summer kitchen, creating a true private oasis ideal for both intimate relaxation and elevated entertaining. Expansive glass doors and thoughtfully positioned living spaces capture views of this showpiece from throughout the home. Inside, grand ceilings, clean architectural lines, and an abundance of natural light define the main living areas. The open-concept layout offers a seamless flow between the kitchen, dining, and living spaces, all enhanced by newly installed electronic shades for both convenience and ambiance. The main level is designed for effortless living, featuring all primary spaces including the main living areas, a luxurious primary suite, a secondary bedroom, and laundry. The primary suite offers a private retreat with generous proportions, spa-inspired finishes, and beautifully designed closet space. Upstairs, the home offers exceptional flexibility with two distinct wings. The front staircase leads to a private suite complete with bedroom, full bath, and dry bar, perfect for guests or extended stays. The rear staircase leads to an additional living level featuring two bedrooms, two full bathrooms, one half bath, a spacious loft, and a second laundry area, ideal for multi-generational living or added convenience. Completing the home is an oversized rear-loading 3-car garage with dedicated golf cart space, offering both functionality and a clean, elevated streetscape. This newly constructed residence presents a rare opportunity to own a thoughtfully designed, luxury courtyard home that perfectly balances privacy, scale, and lifestyle, located within the gates of Lake Nona Golf and Country Club, recognized as a Platinum Club of the World, this home offers access to one of Central Florida's most sought-after communities.

Under contract-accepting backup offers. Pre-Construction. To be built. This is a rare opportunity to build a new construction custom home within an established, gated neighborhood - and the last available lakefront lot in the prestigious Cypress Point community. Konkol Custom Homes, one of Central Florida’s premier luxury builders, and MJS designed plans for a 7,000-square-foot lakefront masterpiece on nearly one acre along Lake Tibet, part of the world-renowned Butler Chain of Lakes. The proposed design includes five bedrooms, seven bathrooms, a pool, and a six-car garage, all fully customizable to your vision. From your backyard, enjoy breathtaking sunsets every evening and Disney fireworks each night - without the noise or the lines. From the front view of the home, enjoy a beautiful, well-maintained pond with a fountain, taken care of by the community - so you have water ON BOTH SIDES of the home. Nestled within Cypress Point, residents enjoy lush landscaping, 24-hour manned security, and exclusive community amenities including a clubhouse, playground, and walking paths. Located in the heart of Dr. Phillips, close to the Bay Hill area, this property offers the ultimate blend of luxury, privacy, and convenience - just minutes from Restaurant Row’s world-class dining, Bay Hill Country Club, and top-rated schools. Build not only your dream home, but your legacy, in one of Central Florida’s most exclusive lakefront enclaves. Don't miss this incredibly rare opportunity to fully customize your home that suits your needs, on one of the most premium lot sites available in Central Florida. The land itself is also available for purchase separately, offering endless potential to craft your dream home in one of Dr. Phillips’ most exclusive lakefront communities. Schedule a showing today!

Bring your horses, cars, RV, boat, and jet skis! This outstanding waterfront custom property offers a private dock and 400' of frontage on Alligator Lake in desired Saint Cloud! The main house features 4 bdrms., 3.5 baths, and an attached 2 car garage. You will have plenty of room to roam on the main house plus hickory cabinets, travertine flooring, bonus room, and more. If you are a car enthusiast you will have plenty of room on the detached 6 car garage plus a 1 bdrm, 1 bath guest house with lakefront view as well. Entertain friends and family in the screened pool area with over 900 sq. ft. of space and summer kitchen. You will love the majestic oaks and extensive landscaping along with the soothing waterfalls and Koi Pond. Enjoy boating and water skiing on Alligator Lake, life is good!

The Ultimate Entertainer’s Dream Home. Welcome to this exceptional custom-built courtyard estate by Bill Sauerwine, offering 4 bedrooms, 4.5 bathrooms, and 4,549 square feet of luxurious living in the highly sought-after Windermere area.Designed for both grand entertaining and everyday comfort, this stunning residence centers around a private courtyard pool, creating a true indoor-outdoor lifestyle. The expansive outdoor patio overlooks the sparkling pool, providing the perfect setting for hosting guests or enjoying peaceful Florida evenings in your own private retreat.Inside, the home showcases spacious, thoughtfully designed living areas, including a dedicated movie theater for an elevated at-home experience and a versatile separate living space complete with a full bathroom—ideal for guests, in-laws, or multi-generational living. A generously sized loft adds flexibility for a home office, game room, or additional lounge space.At the heart of the home, the gourmet kitchen is a true chef’s delight. Featuring a premium Sub-Zero refrigerator, gas cooktop, and built-in oven and microwave, this space blends high-end functionality with timeless design. Abundant counter space, a spacious breakfast bar, and soaring two-story ceilings create an open and inviting atmosphere perfect for both entertaining and everyday living.The luxurious primary suite serves as a private sanctuary, offering ample space and a spa-like bathroom designed for ultimate relaxation and comfort.Combining custom craftsmanship, elegant design, and resort-style amenities, this one-of-a-kind home delivers an unparalleled lifestyle in Windermere, just moments from premier dining, shopping, and convenient access to major roadways.Opportunity awaits in the highly coveted guard-gate community of Keenes Pointe. Expansive W.J. Sauerwine custom home offering the best value in the community.

Introducing 5333 Greenside Court, a rare opportunity to own one of Dr. Phillips' most versatile and thoughtfully designed private estates. Rarely does an estate of this scale, flexibility and long-term vision come available in this coveted community. Situated on a beautifully landscaped .71-acre homesite, this timeless Colonial-inspired residence offers over 8,000 square feet of thoughtfully designed living space where classic architecture and extraordinary versatility come together. Expanded with long-term functionality in mind, the home features significant capital improvements including a newer roof, 44 hurricane impact windows installed in 2022, fresh exterior paint, and a new roof with an impressive 110 panel solar system installed in 2021. That keeps average monthly electric costs at approximately 50 dollars, which is remarkable given its size. Separate septic systems serve the primary living areas, with the rear system intentionally oversized to support future expansion, including the potential conversion of portions of the garage into additional living space. Designed to evolve alongside your family's needs, this is far more than a luxury residence. It's a true legacy estate built for generations. The multi family compound offers the flexibility to function as approximately 6 to 11 bedrooms (according to your needs), 9 full bathrooms, and 3 complete kitchens, with every addition intentionally designed to create independent yet connected living spaces. The original residence offers the warmth and functionality of a traditional family home, featuring an expansive first-floor primary suite with an adjoining flex room. Upstairs, three bedrooms and two full baths provide an ideal layout while multiple living rooms, a formal dining room and an oversized kitchen create exceptional spaces for both everyday living and entertaining. The kitchen is complemented by a butler's pantry with second refrigerator and oversized laundry. At the heart of the estate, a beautifully designed heated pool and spa courtyard seamlessly connects the separate living wings while preserving privacy, creating an inviting retreat for gatherings or quiet evenings. Connecting the residences, a fully equipped gym, complete with a full bath, offers exceptional flexibility as either a private wellness center or guest suite. The secondary residential wing dramatically expands the possibilities with Spectacular 1500-square-foot executive office with its own kitchen and full bath, creating an incredible work-from-home environment or an opportunity for another luxurious primary suite, if you preferred. Adjacent is an expansive 1700+ sq. ft game room with another full kitchen, massive recreation space, additional full bath, and another private suite, providing essentially limitless options for future owners. Whether your vision includes extra bedrooms, studios, media rooms, or expanded family living. Below, an exceptional 9-car garage divided into separate four-car and five-car garages with extensive built-in storage caters to collectors, entrepreneurs, hobbyists alike. Behind the residence, an enormous motor court provides parking for roughly 25 additional vehicles, offering unmatched flexibility. Opportunities to own an estate offering this level of versatility and future potential are extraordinarily rare. 5333 Greenside Court is far more than a luxury home. It's a legacy estate where generations gather, grow, and create lasting memories for decades to come.

Spacious two-bedroom, two-bath walk-up condominium with a den and private balcony, featuring high ceilings and a one-car garage, in the Sunset Lake community of MetroWest. The open living room and den create a flexible, inviting layout filled with abundant natural light, while the kitchen features granite countertops for added style and functionality. The unit includes a new air conditioner installed Aug. 30, 2022, and offers low-maintenance condominium living ideal for everyday convenience and long-term ownership. Community amenities include a fitness center, swimming pool, clubhouse and outdoor grilling area overlooking a scenic 89-acre lake. Publix Super Market is within short distance, along with nearby restaurants, banks and fitness options. Convenient access to Interstate 4 and SR 408, minutes from Valencia College, Universal Studios, International Drive and The Mall at Millenia, and ideal as a primary residence or investment opportunity.

Welcome to The Grand Oasis, A ChampionsGate retreat of luxury and leisure. Look no further, this is more than a home, it's a lifestyle of luxury and leisure. The Grand Oasis is a fully furnished eight-bedroom, five-bath pool home in the exclusive ChampionsGate Resort, offering 4,018 square feet of professionally designed living space. Families and guests adore the themed bedrooms, especially the whimsical Mickey Mouse Clubhouse room kids can't get enough of. As part of an established short-term rental program, this home conveys with future bookings in place, making it an ideal investment opportunity or personal vacation escape. Just minutes from Walt Disney World, in a gated resort community loaded with amenities such as championship golf, tennis courts, multiple resort pools, playgrounds, clubhouses and a state-of-the-art fitness center, this home offers a balance of relaxation and fun. Whether you're seeking strong potential rental income or unforgettable family memories, The Grand Oasis delivers a turnkey experience in one of Central Florida's sought-after communities. Schedule your private showing today, while it's available! Seller will consider offers presented in cryptocurrency.

Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand double-door entry opens to formal living and dining spaces highlighted by contemporary accent walls and a striking fireplace. The spacious kitchen is designed for both everyday living and entertaining, featuring upgraded stainless steel appliances, abundant cabinetry, stylish countertops, a beverage refrigerator, and an open flow into the family room. The split-bedroom floor plan includes a private office and a spacious primary suite complete with California closets and a luxurious ensuite bath featuring dual vanities, a walk-in shower, and a freestanding soaking tub. Upstairs, the oversized bonus room with full bath offers flexibility as a guest suite, second primary suite, or media room. Sliding doors lead to an expansive screened pool area ideal for relaxing or entertaining, while the lush backyard garden creates a peaceful setting to enjoy your morning coffee. The home also features a spacious 3-car garage. *Roof and water heater was replaced 5 years ago.* Ideally located near top-rated schools, shopping, dining, and area attractions, this move-in ready Windermere home is one you won't want to miss.

Dramatic price improvement on this exceptional 5+ acre Lake Down development opportunity, offering 300 feet of pristine shoreline on the coveted Butler Chain of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a Windermere address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage-ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida's most desirable luxury corridors. Also listed as Residential MLS 6367852.

Welcome to 15554 Panther Lake Dr, a beautifully maintained residence located in the highly desirable Winter Garden community of Lakeshore Preserve. This spacious two-story 4345 sq ft home offers 5 bedrooms and 4.5 bathrooms with a thoughtfully designed layout that combines comfort, functionality, and style. One of the home's standout features is the presence of two primary suites; one conveniently located on the first floor and another upstairs, providing exceptional flexibility for multigenerational living, guests, or private retreats. The open-concept living spaces are filled with natural light and designed for both everyday living and entertaining. With the kitchen connecting seamlessly to the dining and great room areas, this charming layout is perfect for hosting friends and family. After dinner, step outside to your own private backyard retreat, where the pool, fountains, fire pit, and outdoor entertaining areas create the perfect setting to enjoy Florida living year-round. Adding to the home's appeal, it is equipped with a radiant barrier designed to help improve energy efficiency and reduce cooling costs, a valuable feature for enhanced comfort and long-term savings in the Florida climate. The home also brandishes spacious secondary bedrooms, abundant storage, a 2-car garage, and a meticulously maintained interior that reflects true pride of ownership throughout. Ideally situated just minutes from shopping and dining at Hamlin Town Center, top-rated schools, major highways, and Walt Disney World Resort, this home offers both convenience and an exceptional lifestyle. Residents of Lakeshore Preserve enjoy resort-style amenities including a community pool, clubhouse, fitness center, playground, and scenic access to Panther Lake. A rare opportunity to own a spacious pool home with a flexible floor plan in one of Winter Garden's most sought-after communities.

Discover a one-of-a-kind courtyard home with an in-law suite, nestled within the exclusive gated community of Havencrest in Orlando. Offering unparalleled privacy with no rear neighbors, this home is a true sanctuary of tranquility and sophistication, overlooking a serene pond that enhances its breathtaking views. From the moment you enter, you'll be captivated by the exceptional craftsmanship and designer touches that define this masterpiece. Soaring high ceilings, expansive windows, elegant chandeliers, and abundant natural light create an atmosphere of grandeur and openness. Thoughtfully designed, the home features six spacious bedrooms, including a breathtaking primary suite on the ground floor featuring a spa-inspired bathroom with a steam shower, spacious walking closet, an elegant home office, and a charming staircase leading to the second floor, where a scenic balcony and an immersive game & entertainment lounge elevate your living experience. A beautifully designed guest bedroom is further enhanced by a striking marble accent wall, adding a refined and contemporary touch. Outside, grand French doors open to your resort-style oasis, where a stunning saltwater pool takes center stage, enhanced by custom lighting both in and around the pool for a captivating evening ambiance. The outdoor living area is complete with a ceiling fan for added comfort, a fully equipped summer kitchen, and a stylish fire pit-creating the perfect setting for entertaining and relaxation while enjoying serene pond views. This home boasts an extensive array of upgrades and is located in one of the few communities in Orlando equipped with natural gas. Ideally situated between Windermere and the highly desired Dr. Phillips area, and just 30 minutes from Orlando International Airport, this exceptional estate offers the perfect blend of privacy, elegance, and convenience. Don't miss the chance to own one of the best lots in Havencrest. Schedule your private tour today!

Welcome to this stunning seven-bedroom, five-bath residence in the exclusive guard-gated community of Reserve at Belmere. This beautifully remodeled home offers 4,902 square feet of living space and a functional two-story layout featuring a spacious family room, formal living and dining areas, and a large kitchen with granite countertops, modern cabinetry and stainless steel appliances. The primary suite is on the first floor with a fully renovated bath and custom walk-in closet. Enjoy Florida living at its best with a screened-in pool, spa and a pergola complete with a summer kitchen, ideal for entertaining. The community offers a clubhouse, gym, playground, tennis courts and 24-hour security. Zoned for top-rated schools and just minutes from shopping, dining and major attractions, this home combines elegance, comfort and convenience in one ideal package.

Custom-Built Luxury Estate in the Heart of Park Lake Highland. Perfectly positioned in Orlando's renowned Park Lake Highland neighborhood, 835 Kenilworth Terrace is a custom-built luxury home offering timeless architecture, exceptional craftsmanship, and an unbeatable walkable lifestyle. Situated on an elevated homesite with downtown skyline views, this stunning residence is just steps from Lake Highland Preparatory School and moments from Mills 50, Ivanhoe Village, Downtown Orlando, and Winter Park. Designed for both grand entertaining and comfortable everyday living, this 5-bedroom, 4.5-bath home showcases soaring ceilings, extensive architectural millwork, solid-core doors, wood beam accents, custom built-ins, and abundant natural light throughout. The floor plan features elegant formal living and dining rooms, a private office that can serve as a sixth bedroom, a spacious great room, and a flexible bonus room ideal for a playroom, fitness studio, or media space. The chef's kitchen is designed for gathering and entertaining with custom cabinetry, dual islands with soapstone and marble countertops, a breakfast bar, butler's pantry, walk-in pantry, and premium luxury appliances. Upstairs, the owner's retreat offers a spa-inspired bath with garden tub, oversized dual rain shower, separate vanities, dual walk-in closets, and a private covered balcony with skyline views. Four additional bedrooms, Jack-and-Jill baths, an upper balcony, and a spacious laundry room complete the second floor.Outdoor living rivals a private resort with a heated pool and spa, covered lanai, summer kitchen, outdoor shower, pool bath, tropical landscaping, and low-maintenance turf. Recent improvements include refinished hardwood floors, a new roof (2025), updated pool equipment and heating systems, new exterior lighting, and newer luxury kitchen appliances. Additional features include a whole-house generator, oversized three-car tandem garage, and electric vehicle charging station. Enjoy walking to Lake Highland Preparatory School, neighborhood parks, the Orlando Urban Trail, restaurants, breweries, coffee shops, museums, and the cultural attractions of Mills 50 and Downtown Orlando. Call today to schedule a showing!