Kissimmee Real Estate

Homes for Sale with a Pool in Kissimmee, FL

Welcome to your dedicated resource for homes for sale with a pool in Kissimmee, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Kissimmee, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Kissimmee, FL

$14,500,000
16 Beds 20 Baths Reunion West Village 03a SubDv. 34747 Zip Code
Welcome to 1148 Grand Traverse Pkwy, a stunning 21,397 sq. ft. estate that redefines the meaning of luxury living. This extraordinary 16-bedroom, 18-bathroom home comfortably accommodates up to 36 guests, making it the ultimate destination for family reunions, group retreats, milestone celebrations, or even your dream home for gatherings with family and friends. With its unparalleled amenities and contemporary design, this property is a premier vacation rental with a proven track record of success. Upon entering this magnificent property, you are greeted by grand interiors with high-end finishes, expansive living spaces, and the ultimate resort living experience Florida has to offer. The chef’s kitchen is a culinary masterpiece, featuring top-of-the-line appliances, stunning stone countertops, a large island for preparing gourmet meals, and an impressive two commercial-sized refrigerators and freezers. The walk-in pantry and seating for 12 provide everything you need for entertaining in style. The adjacent dining area seats 20, creating the perfect setting for shared meals and unforgettable moments. Each of the 16 bedrooms serves as a private retreat, complete with luxurious finishes and spa-inspired en-suite bathrooms. The themed bedroom, inspired by Star Wars, is a showstopper, with a total of 12 bunks and a loft gaming area sure to captivate young adventurers. 1148 Grand Traverse Pkwy is an entertainer’s dream, offering an unmatched array of amenities for both relaxation and fun. The home features a dedicated spa room with a sauna, a state-of-the-art in-home gym for fitness enthusiasts, and a professional-grade golf simulator for those looking to perfect their swing. For sports lovers, there is a ½ court basketball court, while the arcade/game room will provide hours of entertainment with its 2-lane bowling alley, complete with bowling shoes in all sizes for a truly fun-filled experience. Movie lovers will delight in the private theater room, which seats 12 and offers the ultimate cinematic experience. The outdoor living area is truly a highlight of this exceptional estate. The expansive back patio is equipped with a summer kitchen, perfect for preparing meals and dining al fresco. Numerous seating areas provide space for relaxation, while the hot tub, pool, water slide, and winding lazy river offer endless enjoyment. Whether you are lounging by the pool or enjoying a meal under the stars, the outdoor space at 1148 Grand Traverse Pkwy offers the perfect balance of luxury, leisure, and entertainment. Reunion Resort is a luxurious vacation destination located near all that Central Florida is famous for and just a few miles from Walt Disney World. Along with 3 signature championship level golf courses designed by golf legends Jack Nicklaus, Tom Watson & Arnold Palmer, you'll enjoy a variety of restaurants from fine dining to more casual options along with poolside bars and coffee shops to start your day while never having to leave the resort. Additionally, there are multiple pools, onsite water park, kid's play areas, tennis, picklelball, fitness center & more.

1148 Grand Traverse Parkway, Reunion

$8,250,000
11 Beds 14 Baths Reunion West Village North SubDv. 34747 Zip Code
Experience true luxury living in one of Reunion’s most striking custom-built homes — crafted by Trophy Custom Homes and showcasing one of the community’s very first modern flat roof designs. This 11-bedroom, 11 full bath, and 3 half bath residence combines sleek contemporary architecture with resort-style amenities and breathtaking golf course views of the Nicklaus 15th green and 16th tee. Step through the storefront-style Jeld-Wen glass entryway into a light-filled interior featuring custom Brazilian cabinetry by Dell Anno, floating glass staircase, and interior and exterior glass balconies with matte black hardware. Every inch of this home has been curated with precision — from WAC lighting details to integrated home automation by Control4. Entertainment abounds with a Full Swing golf simulator, movie theater, and a garage arcade equipped with its own mini-split A/C system for year-round comfort. The loft-level bar includes an under-counter fridge and ice maker, offering the perfect gathering space for guests. Outdoor living reaches new heights with a resort-style lanai featuring Infratech heaters, outdoor fireplace, and dual fire pits — one in the cabana and another built into the pool. Enjoy an outdoor kitchen with a 54” Wolf BBQ grill, under-counter refrigerator, and ice maker, plus a cabana bar with ice trough and beverage fridge. The outdoor theater and sound system create the ultimate setting for movie nights under the stars, enhanced by custom landscape lighting and Artistic Shellock pavers surrounding the pool deck. Unique touches include a camping-themed bedroom and playroom, designed to inspire imagination and family fun. The home is being offered fully furnished, making it an exceptional turnkey investment opportunity for those seeking a premier vacation rental property or luxury retreat in Reunion Resort. Luxury, innovation, and lifestyle come together seamlessly in this one-of-a-kind home — where every detail reflects craftsmanship, comfort, and modern elegance.

901 Golden Bear Drive, Reunion

$7,995,000
10 Beds 14 Baths Reunion West Vlgs North SubDv. 34747 Zip Code
Welcome to the Golden Bear Mansion, an extraordinary 10-bedroom custom estate situated on an oversized double lot in the renowned golf community of Reunion Resort this one-of-a-kind residence offers an unmatched collection of luxury amenities rarely found in a private home. The striking front façade immediately sets the tone, highlighted by dramatic dual travertine staircases that lead to a fully covered balcony with retractable screens—perfect for enjoying the Florida lifestyle year-round. Inside, regal entry doors with Oni signature hands-free automatic operation welcome you into the grand atrium and the first of several spectacular entertaining spaces. This area features a full chef’s kitchen with high-end commercial appliances, custom quartz countertops, marble-inlaid flooring, and a card lounge with multiple televisions. Beyond the main entertaining area, a custom vestibule leads to several remarkable spaces including a private 12-seat movie theater, the main entertainment living room, a two-lane bowling alley, and access to the fully finished lower level. The finished basement offers an incredible collection of wellness and recreation amenities, including a private massage room, a full indoor basketball court with a retractable hoop that converts the space into a squash court, locker facilities with his-and-hers showers, a sauna, and a steam room. The wellness experience continues with an indoor spa featuring a hot tub and heated lounge chairs, as well as a fully equipped private fitness center. On the second level, the formal living room flows seamlessly into a stunning custom kitchen anchored by a massive single-slab quartz island. A grand hallway showcases tray ceilings, marble inlaid floors, dramatic chandeliers, and elegant architectural details throughout. This floor also hosts beautifully designed guest suites, each uniquely styled with tray ceilings, private en-suite bathrooms, custom showers, and thoughtful luxury touches such as heated towel racks. The third level functions perfectly as a private multi-generational suite, complete with its own kitchen, living room, and two expansive primary suites. Each suite features spa-inspired bathrooms, including one with a steam shower and another with a Jacuzzi tub with a hidden television. Outside, the resort-style pool area overlooks the renowned Jack Nicklaus Signature Golf Course at Reunion Resort and is designed for ultimate relaxation and entertainment. Enjoy an oversized pool with a waterslide and built-in spa, travertine decking, a custom swim-up bar, and a pavilion with retractable screens and a fire pit—perfect for entertaining in style. This exceptional estate offers far more than words can capture. Experience the Golden Bear Mansion in person and discover one of the most remarkable luxury homes in Central Florida.

905 Golden Bear Drive, Reunion

$5,990,000
10 Beds 14 Baths Reunion West Vlgs North SubDv. 34747 Zip Code
Newly Built (2026 Construction), Three-Story Golf Front Home at Reunion Resort Step into a home that’s ready for you to move right in — a 2026-built, turnkey estate sitting right on the golf front at Reunion Resort. With 10 en-suite bedrooms and four half-baths, this place was built for both everyday family life and serious entertaining. Every detail has been thought through, from the finishes to the natural light pouring in throughout, giving you a home that feels as good to live in as it looks. You’ll find distinct spaces to enjoy on every level: • A private home theater and golf simulator on the first floor for whenever you’re in the mood for a movie night or a round of golf without leaving the house • A second-floor lounge with a wet bar, pool table, and indoor sauna — your own private hangout spot • A covered hot tub and outdoor seating area on the second floor, perfect for relaxing any time of year • A two-story Mario-themed playroom, along with Jurassic Park and Tangle-themed bunk rooms that kids (and kids at heart) will love • A third-floor game room, plus an outdoor covered gym and extra seating for when you want fresh air with your workout Outside, the sport pool comes with a disappearing-edge spa and loungers made for soaking up the sun all day. The outdoor living spaces spread across multiple levels, so the flow between indoors and out feels natural and easy. Walk inside and you’re greeted by a grand two-story entrance with tall stairwell windows that fill the whole space with light. The kitchen is finished with honed quartz counters and a matching backsplash, while the entry and living areas feature wood-inlay details framed by large 4’ x 4’ porcelain tile. Upstairs, you’ll find warm wood flooring throughout the second and third floors, and black-and-gold fixtures and hardware tie it all together with a timeless, upscale feel. Built in 2026 and completely turnkey, this home is move-in ready and checks every box — whether you’re a luxury buyer, a family that needs the space, or an investor eyeing a high-end short-term rental. Between the theater, golf simulator, themed bunk rooms, multiple lounges, outdoor gym, fire pit, and resort-style living, it’s a true lifestyle property — all set in one of Reunion Resort’s prime locations with access to world-class amenities, dining, and golf. Active membership included.

805 Golden Bear Drive, Reunion

$5,395,000
12 Beds 15 Baths Reunion West Vlgs North SubDv. 34747 Zip Code
**The Kingdom at Reunion | 521 Muirfield Loop | Reunion Resort** Limited Time To View Due To Current Income-Generating Reservations With Only A Small Showing Window Available June 19-20. Don't Miss This Rare Opportunity To Tour One Of The Finest Luxury Estates Ever Offered Within Reunion Resort. Known As “The Kingdom At Reunion,” this renovated, fully furnished estate spans nearly 13,000 square feet and sits on a rare double homesite overlooking the 14th fairway of the Jack Nicklaus Signature Golf Course. The highly coveted west-facing orientation delivers breathtaking sunset views across the golf course each evening. Beyond its extraordinary design and amenity package, this property stands in a class of its own as one of Reunion Resort's premier income-producing assets, generating more than $1.39 million in gross rental revenue since 2024 while maintaining strong future bookings already in place. Properties of this caliber, with both proven performance and exceptional lifestyle appeal, are exceptionally rare. The residence features 12 themed bedroom suites, 12 full baths, and 3 half baths, making it ideal for large family gatherings, entertaining, corporate retreats, and luxury vacation use. The open-concept floor plan was designed around the spectacular golf views and offers expansive living areas that seamlessly connect to the outdoor entertaining spaces. The chef's kitchen is appointed with premium appliances, a large center island, generous bar seating, and a custom dining area accommodating up to 36 guests indoors. The west-facing resort-style pool and oversized spa are surrounded by multiple lounge areas, a sun shelf, and lush landscaping that creates both privacy and stunning golf course vistas. Outdoor amenities include a fully equipped summer kitchen, outdoor shower, pool bath, and dining and bar seating for up to 36 guests. The home offers an extraordinary collection of amenities rarely found in a private residence, including a 15-seat theater, private bowling alley, two game rooms, an upstairs lounge with billiards, poker table and wet bar, themed bunk rooms, karaoke room, hidden playroom with ball pit and slide, private fitness studio, and a dedicated wellness retreat featuring a Turkish steam room, redwood sauna, massage area, heated towel warmer, ambient lighting, and lounge space. The first-floor "Milan" suite serves as a private retreat with direct pool access, private bar, oversized walk-in closet, makeup vanity, soaking tub, and expansive multi-head shower. Additional suites inspired by iconic cities around the world create an unforgettable guest experience while maintaining sophistication throughout. An active Reunion Membership is included, providing access to three championship golf courses by Arnold Palmer, Tom Watson, and Jack Nicklaus, the water park, tennis and pickleball facilities, restaurants, multiple resort pools, and the Bear's Den Clubhouse. Located just minutes from Walt Disney World Resort, Universal Orlando Resort, and Orlando International Airport, The Kingdom At Reunion represents a rare opportunity to acquire a true trophy estate that seamlessly combines luxury living, immediate income potential, and long-term investment value within one of Central Florida's most sought-after resort communities.

521 Muirfield Loop, Reunion

$5,250,000
5 Beds 9 Baths Happy Trails Unit 5 SubDv. 34747 Zip Code
Welcome to a truly unparalleled luxury estate, nestled on 5 acres of serene privacy. This custom-built masterpiece, completed in 2009, boasts an impressive 11,138 square feet of meticulously designed living space, where every detail has been thoughtfully curated for the discerning homeowner. As you enter through the private gate, you are greeted by a stunning family room featuring a handcrafted stone gas fireplace and soaring ceilings that create an inviting atmosphere. The elegant curving marble staircase, adorned with a magnificent Swarovski crystal chandelier, sets the tone for the opulence that awaits. This estate offers 5 spacious bedrooms, each with large walk-in closets and en-suite bathrooms, ensuring comfort and privacy for family and guests alike. The main living areas are enhanced by exquisite woodwork, including a gorgeous dining room and a living room that seamlessly connects to the outdoor oasis through sliding glass doors that open at the corner, perfect for entertaining. Indulge in the ultimate entertainment experience in the media room, complete with luxurious seating and a stunning chandelier commissioned from Tiffany's in New York. The primary suite is a true retreat, featuring a cozy sitting area and an expansive closet. Additional highlights include a gym with a steam room, an office/study/library, and an upstairs game room that overlooks a spacious covered balcony. The outdoor amenities are equally impressive, featuring a large pool with a spa, ample undercover seating, an outdoor kitchen, and tennis courts, all surrounded by lush landscaping and majestic oak trees. The estate also includes a wine cellar, a wet bar with custom woodwork, and coffered ceilings adorned with unique prints. With a 4-car side garage and an attention to detail that is truly one of a kind, this estate is unlike anything you have ever seen. Experience luxury living at its finest—schedule your private tour today and discover the extraordinary lifestyle that awaits you.

8590 Apache Trail, Kissimmee

$4,950,000
8 Beds 10 Baths Reunion West Vlgs North SubDv. 34747 Zip Code
Welcome to 7825 Palmilla Court, a stunning 8-bedroom, 11-bathroom luxury residence offering over 8,000 square feet of living space in Reunion Resort. Designed with elegance and entertainment in mind, this home comfortably sleeps up to 18 guests and delivers a resort experience unlike any other. From the moment you enter the grand hallway, the scale of the home is apparent. Multiple living areas flow seamlessly into the formal dining room and a chef’s kitchen outfitted with top-of-the-line appliances, a breakfast bar, and generous gathering space. Floor-to-ceiling detail continues with luxury furnishings and multiple balconies that frame panoramic golf course views. Each of the 8 bedrooms is a private suite, complete with en-suite bathrooms, walk-in closets, and HDTVs. Among them are two grand master suites, one with its own private lounge, balcony access, and spa-inspired bath with a soaking tub and walk-in shower. Six additional suites, including two with dual double beds, ensure ample accommodations for large families or groups. This residence was built for fun and relaxation. Entertainment options include a 12-seat private cinema with surround sound and wet bar, a games room with pool and poker tables, custom chess table, and HDTV, and a family lounge featuring foosball, gaming consoles, and Bose surround sound. Fitness enthusiasts will enjoy the private gym with cardio and strength equipment, while evenings can be spent gathered in one of the many lounges or outdoor living spaces. Outside, the home transforms into a true resort. A custom-designed pool with spa and water slide anchors the expansive patio, complete with an outdoor kitchen, grill, and covered dining areas. Luxury poolside furniture, a pool bar, and outdoor HDTV create the perfect setting to enjoy Florida days and nights, all overlooking the Jack Nicklaus Signature Golf Course. Automated insect screens on balconies and lanais provide additional comfort while taking in the views. Located just minutes from Walt Disney World, this property combines convenience with world-class amenities. Reunion Resort offers three championship golf courses, a water park with lazy river, multiple pools, tennis and pickleball courts, a full-service spa, and upscale dining. Whether as a primary residence, a second home, or a high-performing vacation rental, 7825 Palmilla Court delivers luxury, lifestyle, and investment opportunity in one extraordinary package.

7825 Palmilla Court, Reunion

$4,250,000
8 Beds 11 Baths Reunion West Vlgs North SubDv. 34747 Zip Code
LUXURY & LEGACY has an ADDRESS! Welcome to 7840 Palmilla Court in beautiful Reunion Resort. This home greets you with its warm and inviting expansive façade, lush landscaping, and grandiose duel front doors. This well-appointed home offers a bright open-floor concept that blends everyday living and extensive entertaining inside and out. At almost 8,000 sq ft under air, and 8 full bedrooms, 11 baths and extensive gathering spaces, it is sure to impress those who are looking for luxury living and an opulent lifestyle. Inside this magnificent home, you’ll find generously sized living spaces bathed in natural light, a chef-inspired kitchen featuring stainless steel appliances, granite countertops, and ample eating and dining space for varied generations of the family. This Reunion Resort custom designed home offers the perfect Open Florida Floor plan and gathering spaces for those timeless family moments. There are duel master bedrooms offering in room wet bar for that evening nightcap or morning coffee. Every bedroom is designed with luxury in mind and every bathroom offers high-end floating vanities with soft night under cabinet lighting. Upstairs you have several themed rooms for ALL ages and a Mickey Mouse Clubhouse slide into a secret “Kidz Zone” with no adults allowed.. When it comes to entertainment this house is at the top of your list; from the Newly upgraded immersive Cinematic home theatre system and LED lighting controls with Starlite ceiling and literally shooting stars. The private gym and fitness room to the oversized entertainment room and expansive double balcony overlooking the pool oasis, this home will surly not disappoint. There are laundry rooms on both floors offer additional ample storage. As you make your way out of your family and kitchen gathering spaces through your 10’ PGT sliding pocket doors you are met with the amazing private oasis backyard area with bountiful tropical landscaping and lower level fire pit serving as a warm gathering spot. There is tremendous lounging space to catch the perfect sun or sit in the shade under the covered lanai to read a book or watch your favorite games above the fireplace. The oversized pool can cool everyone off or chill in the hot tub with zero edge spill over.. If that isn’t enough there is a Pergola Waterfall that puts you in a state of relaxation after a day on the links or a fun filled day at the theme parks. Speaking of links, Reunion Resort is the #1 Family destination in the World and Reunion Resort offers THREE Championship golf courses designed by the greats; Jack Nicklaus, Tom Watson and Arnold Palmer. Other amazing amenities include Waterpark, har-tru tennis courts, pickleball, Golf Putt-Putt, Dining, Pool Pavilions, Kids splash pads and endless fun for the whole family to enjoy. **This house has an active Reunion Resort Membership associated with the purchase. Please inquire for more details on this and everything to do with Reunion Resort and this home.**

7840 Palmilla Court, Reunion

$3,499,000
10 Beds 8 Baths Florida Fruit Belt Sales Co 1 SubDv. 34744 Zip Code
Discover the epitome of equestrian luxury with this pristine 5.85-acre estate, featuring a state-of-the-art four-stall barn, premier riding ring, and a meticulously designed custom home and guest house. Strategically in Central Florida, just minutes from major roadways and an easy location to all the major horse shows and events Florida offers. Property also backs up to an 18-hole beautiful golf course, adding to the privacy of this property. This exceptional estate’s main residence boasts 8,261 sf of luxury living with seven bedrooms, five baths, all carefully renovated with designer selections. Gorgeous formal dining room can seat 12, ideal for those special holidays. An incredible chef’s kitchen features a bar-style center island, all opening to large gathering space, which features a gorgeous fireplace with custom-built mantle. The chef’s kitchen is home to updated stainless appliances, custom wood cabinetry, center island with sink and bar seating, granite counters, hidden pantry, double refrigerator and freezer, and generous counter space to spread out. The back of house has views from an incredible window and door bank, which allows beautiful ambient light through the house and overlooks the outdoor resort-style pool and entertaining area. This is the home your friends and family will gather in and want to stay! The home office or flex room is designed for a golf simulator, so practice your game while taking those work calls. As you go outside, an outdoor paradise awaits, where the pool takes center stage for a staycation at home with a lazy river, spa, pool cabana and firepit, and deck that wraps the pool, providing plenty of space for a large crowd. The covered lanai extends across the back and includes a fully appointed summer kitchen with room for alfresco dining space to soak in the Florida weather. Primary suite with spa-like bath, which includes dual vanities, steam station of clothing, makeup vanity, double head shower, jetted tub and built-in jewelry cabinet. Two of the seven bedrooms are upstairs with great landing area. Home has terrific storage and every detail accounted for. The equestrian amenities are designed for horse lovers and include four stables, a tack room, sliding doors on three sides, an incredible 1,800-square-foot garage with roll-up doors for ease of parking your vehicles and toys, as well as a Tesla charger. A 1,324-square-foot porte-cochere connects the main house to guest house. Guest house or in-law suite is 1,620 square feet, three bedrooms and two baths, providing privacy for all. The function of this property is designed for the serious equestrian in a serene location while being close to a city lifestyle. Other features of the unique property include whole-house generator (Generac), inside laundry organization center with pet washing area, plantation shutters, Icynene insulation, irrigation (not in pastures), crown molding and chair rail, central vacuum system, in-floor outlets, tankless water heater, garage roof 2022, upstairs air conditioner 2023, and more. This property was carefully designed with the highest quality architectural details and craftsmanship, so expect to be impressed. If the equestrian lifestyle is what you are looking for, this location and property cannot be matched. In the heart of Central Florida, it is close to attractions, airports, downtown Orlando and more. Only five minutes by golf cart to Kissimmee Bay Country Club and golf course. Inquire about a private tour.

2780 Vickie Court, Kissimmee

$3,200,000
10 Beds 14 Baths Reunion West Vlgs North SubDv. 34747 Zip Code
MAY 16th from 9AM TO 1PM! DON'T LOOSE THE OPPORTUNITY TO COME BECAUSE THE HOUSE IS OFTEN FULLY BOOKED ON AIRBNB, COME SEE THE HOUSE WITH TIME AND SNACKS!! Experience elevated luxury living with this turnkey, three-story masterpiece featuring 10 bedrooms, 11 full baths, and 3 half baths, designed from the ground up to function as a premier vacation and income-producing estate. This residence comes fully furnished and professionally decorated, offering an immediate high-end rental opportunity with no additional upgrades required. Extensive enhancements, including impact-rated windows and doors, ensure exceptional quality and comfort throughout. The interior showcases expansive living and entertainment spaces, including a large billiards lounge, a private state-of-the-art movie theater, and a vibrant multi-room game and arcade area suited for guests of every age. Multiple themed and luxury bedroom suites, along with the home’s thoughtful design across all three levels, create a resort-style experience unmatched in the community. From the top-floor balcony, enjoy stunning panoramic views overlooking the Jack Nicklaus-designed 14th Green, perfectly complementing the home’s five-star ambiance. Situated on one of the largest homesites in the highly sought-after Legend’s Corner neighborhood, this property stands among the most impressive offerings in Reunion Resort. Residents and guests enjoy access to world-class amenities, including championship golf courses, a large water park with a lazy river and slides, tennis and golf centers, fine dining venues, a spa, and multiple gated entrances. Located just minutes from major attractions, this home delivers the perfect blend of luxury, lifestyle, and investment potential. Properties of this caliber rarely come to market, making this an exceptional opportunity within Reunion Resort.

331 Muirfield Loop, Reunion

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