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Browse All Kissimmee FL Properties with Pool for Sale

$330,000
3 Beds 3 Baths Regal Oaks At Old Town SubDv. 34746 Zip Code
Welcome home to this beautifully updated fully furnished 3/2.5 property inside the highly sought-after Regal Oaks Resort, located right next to Old Town in the heart of Kissimmee! This home features a fully renovated kitchen showcasing new cabinets, elegant quartz countertops, brand-new appliances, and a stylish breakfast bar accented with modern pendant lighting — perfect for casual dining or entertaining guests. Say goodbye to carpet throughout: durable, low-maintenance vinyl plank flooring flows seamlessly through all bedrooms, hallway and staircases, offering both style and easy upkeep. The entire home has been thoughtfully furnished with updated furniture, making it truly move-in ready, and includes a dedicated work-from-home desk and chair — perfect for remote work or studying, The home is ideal as a turnkey short-term rental investment. Residents and guests enjoy access to a resort-style clubhouse featuring a large pool with thrilling water slides, a relaxing spa, game room, fully equipped gym, on-site restaurant, and a fun tiki bar — resort living right at home! Regal Oaks Resort offers an unbeatable location just minutes from Disney's theme parks, with easy access to world-class entertainment, dining, and shopping at Old Town and beyond. Whether you're searching for the perfect investment property or a vacation home in one of Central Florida's premier resort communities, this is an opportunity you don't want to miss — schedule your private showing today! All measurements and dimensions are approximate. While we have made every effort to provide accurate information, buyer and buyer's agent are responsible for independently verifying all dimensions, measurements, square footage, HOA fees, rental restrictions, and any other community guidelines directly with the HOA.

2705 Impala Lane, Kissimmee

$388,500
3 Beds 3 Baths Tohoqua Ph 4b SubDv. 34744 Zip Code
Welcome to this beautifully maintained Pulte-built bungalow in the highly desirable Tohoqua community. Built in 2023, this move-in ready home offers 2,072 square feet of thoughtfully designed living space featuring 3 bedrooms, 2.5 bathrooms, a spacious loft, and a rear-entry 2-car garage. A charming covered front porch welcomes you into a bright and inviting open-concept floor plan designed for both comfortable everyday living and effortless entertaining. The main level features tile flooring throughout the living areas, abundant natural light, and seamless flow between the living room, dining area, and kitchen. The kitchen serves as the heart of the home, showcasing white shaker cabinetry, quartz countertops, stainless steel appliances, a large center island with seating, stylish pendant lighting, and ample storage space. All kitchen appliances, along with the washer and dryer, are included for the new owner. Upstairs, an oversized loft provides flexible space ideal for a second living area, media room, home office, fitness area, or playroom. The spacious primary suite features a large walk-in closet and a private ensuite bathroom with dual vanities and quartz countertops. Two additional bedrooms share a full bathroom, while a convenient half bath is located on the first floor for guests. Additional highlights include ceiling fans, window blinds throughout, Ring doorbell, tile flooring throughout the main living areas, well-maintained carpeting upstairs and on the staircase, and a rear-entry 2-car garage with additional driveway parking for two more vehicles. Perfectly positioned facing a beautifully landscaped green space with sidewalks and pedestrian-friendly walkways, this home offers a peaceful setting without direct traffic immediately in front of the property, creating a more private and welcoming environment. Residents of Tohoqua enjoy outstanding community amenities, including multiple resort-style swimming pools, cabanas, a recently opened clubhouse and pool area, tennis courts, passive parks, playgrounds, walking trails, and beautifully maintained common areas designed to promote an active and connected lifestyle. Conveniently located near schools, shopping, dining, and everyday conveniences, this exceptional home combines modern construction, functional living spaces, and outstanding value in one of Osceola County’s most sought-after newer communities.

1959 Summer Serenity Drive, Kissimmee

$1,650,000
5 Beds 5 Baths Reunion Ph 01 Prcl 01 Unit 03 SubDv. 34747 Zip Code
Ideally located on a PREMIER LOT within the award-winning REUNION RESORT, this luxurious GOLF FRONT ESTATE home overlooks the 2nd hole of the Tom Watson signature golf course. With an ACTIVE TRANSFERRABLE MEMBERSHIP and benefiting from a NEW ROOF (Oct 2025), this spectacular TURNKEY & FULLY FURNISHED home is set out over 3 floors which are serviced by a residential ELEVATOR. Perfect for entertaining family & guests, the VERSATILITY OF USAGE ranges from a primary residence, second/vacation home and/or high yield investment asset. With stunning curb appeal, the approach to the home immediately sets the scene of grandeur with its inviting covered front porch and double heighted entryway foyer. The floorplan flows effortlessly with its OPEN-PLAN CONCEPT living featuring a focal point gourmet kitchen with expansive island and stainless-steel appliances, separate dining space & expansive family room with multiple seating areas and gorgeous two-sided fireplace. The ensuite guest bedroom on the 1st floor has direct access to the patio/pool and there are two primary bedrooms with lounge areas & ensuite bathrooms situated on both the 2nd and 3rd floors. In addition there are two BESPOKE THEMED bedrooms – a magical Harry Potter bedroom which sleeps 10 and a seaside beach inspired bedroom which sleeps 8 together with a stunning hidden immersive undersea hideaway gaming/playroom. The property boasts abundant spaces for both relaxation as well as ample ENTERTAINMENT AREAS including a dedicated themed arcade room as well as pool, card and games tables. Seamlessly blending the indoor with the outdoor and further complementing the home, there is access to multiple PRIVATE BALCONIES to avail of the early morning sunrises or evening sunsets. Enjoy outdoor Florida lifestyle at its finest sitting out on the large patio OASIS area soaking up the sunrays, swimming in the pool or lounging in the spa. Cook on the outdoor grill and dine poolside whilst admiring the backdrop of the unbeatable PANORAMIC VIEWS overlooking both the pool area as well as the stunning sweeping views of the fairway. Reunion Resort features three world class golf courses (designed by Arnold Palmer, Tom Watson & Jack Nicklaus), a golf academy, Clubhouse at The Bear’s Den, six onsite restaurants, twelve community swimming pools, a multimillion-dollar water park, Har-True tennis courts, pickleball, bocce ball, volleyball, crazy golf, a playground, full-service salon and spa. Reunion is conveniently located a couple of miles away from Walt Disney World Resort, Seaworld and Universal Studios. Video as well as 3D virtual tour & floorplan available! DON’T MISS OUT, schedule your showing today!

7481 Gathering Loop, Reunion

$540,000
5 Beds 4 Baths Bellalago Ph 3m SubDv. 34746 Zip Code
Welcome to this stunning, Mediterranean-inspired 5-bed, 4-bath masterpiece in the gated Bellalago community, offering over 3,000 sq. ft. of thoughtfully designed living space in Kissimmee’s premier lifestyle neighborhood. Step inside to an open floorplan with all-tile flooring, fresh interior paint, and designer light fixtures. The chef’s kitchen is well-appointed with modern cabinetry, granite countertops, stainless steel appliances, and custom backsplash, creating a bright, modern heart of the home. The main-level primary suite is a private retreat complete with natural light, walk-in closet, and spa-style bath with garden tub and separate shower. A versatile upstairs flex space with full bath offers endless possibilities — home office, media room, guest suite or play area. Outdoor living is effortless on the screened-in patio overlooking lush preserve, ideal for relaxing or entertaining. Additional highlights include a three-car garage with tile floor, cathedral ceilings, and split bedroom plan. Life in Bellalago means resort-style amenities — two clubhouses, community pools with slides, tennis & pickleball courts, fitness center, walking trails, boardwalk over Lake Toho with fishing piers and boat docks, on-site restaurant, and 24/7 manned gates for peace of mind. Convenient to shopping, dining, schools and major attractions, this home offers a perfect blend of luxury, comfort and community living. (Motivated Client)

3540 Valleyview Dr, Kissimmee

$669,999
2 Beds 2 Baths Sunset Walk Hotel, Embassy Suites At Sunset Walk SubDv. 34747 Zip Code
An incredible opportunity awaits at 3151 SUNSET WALK DRIVE (Units #316 & #318), a premium true 2-unit combo nestled on the 3rd floor of Building 1 at the highly sought-after Embassy Suites at Sunset Walk. Offered fully furnished, this property is ready for immediate enjoyment or rental placement. Positioned as highly desirable, quiet corner units, these specific residences boast the largest square footage available on the entire 3rd floor. Perfect for home buyers looking for a resort lifestyle or investors aiming to maximize rental versatility, the property features a high-demand lock-off door that provides massive resort and Airbnb-style income potential. This flexible rental strategy allows you to rent the property out as two separate units or as one larger combined unit. One fully furnished unit features a full kitchen, while the second flex unit includes a convenient kitchenette. This premium condo-hotel layout is exactly what savvy investor buyers look for, as it dramatically increases occupancy flexibility, allows for dual income streams, and reduces vacancy risk. To top it off, being located in Building 1 gives this property a major competitive edge, offering a prime, easily accessible location that stands out above all other buildings in the resort. Life at Embassy Suites means unlocking a world-class vacation experience right at your doorstep. Residents and guests enjoy a wealth of upscale amenities, including a stunning zero-entry resort pool and hot tub, a state-of-the-art fitness center, the Oasis Beach Club, an on-site restaurant, and the festive Mango Moon Bar & Grill. A daily resort fee even grants unlimited access to the adjacent Island H2O Water Park! Beyond the resort, you are in the absolute heart of the action, just a short walk or complimentary shuttle ride to the Promenade at Sunset Walk—home to over 25 dining venues, a dine-in movie theater, live entertainment, and endless shopping. With world-famous Central Florida attractions like Walt Disney World just 10 minutes away, this prime, turn-key property represents the ultimate blend of luxury, convenience, and high-yield investment potential.

3151 Sunset Walk Drive Unit 1316 and 1318, Kissimmee

$399,000
3 Beds 3 Baths Windsor Hills Ph 2 SubDv. 34747 Zip Code
SOUTH-FACING POOL! Welcome to a standout vacation home in the popular Windsor Hills Resort, just minutes from the magic of Disney! This beautifully furnished 3-bedroom, 3-bathroom townhome offers an exceptional blend of comfort, style, and rental potential. Guests are immediately drawn to the Disney-inspired living room, designed to create a memorable vacation experience from the moment they walk through the door. The home also features an incredible Toy Story-themed bedroom that delights younger guests, while the spacious first-floor primary suite showcases a unique Incredibles theme, making it both fun and functional for families visiting the area. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating the perfect gathering space for entertaining and relaxing after a day at the parks. A convenient first-floor bedroom with bath provides easy accessibility for owners and guests alike. Upstairs, an additional ensuite bedroom offers privacy and comfort, while durable flooring throughout the home eliminates carpet maintenance and is ideal for a high-performing short-term rental property. Step outside to your private screened lanai and enjoy the highly desirable south-facing heated pool, perfect for soaking up the Florida sunshine year-round. Whether guests are spending the afternoon poolside or unwinding after an exciting day at Disney, this outdoor oasis is sure to impress. Located within the gated Windsor Hills Resort community, residents and guests enjoy world-class amenities including a lagoon-style resort pool, water park, thrilling water slides, movie theater, fitness center, game room, sports courts, onsite convenience store, bar and grill, playgrounds, and more. Just minutes from Walt Disney World, Universal Orlando Resort, shopping, dining, and entertainment, this property offers the perfect combination of location, comfort, and investment potential. Don't miss this opportunity to own your own piece of the magic—schedule your private showing today!

7654 Otterspool Street, Kissimmee

$400,000
4 Beds 3 Baths Cumbrian Lakes Resort Ph 2 SubDv. 34746 Zip Code
Welcome to your private Florida retreat! This beautifully maintained 4-bedroom, 3-bathroom pool home is perfectly situated on a serene conservation lot in the sought-after gated community of Cumbrian Lakes—offering both tranquility and convenience. Step inside to discover a bright, open floor plan designed for comfortable living and effortless entertaining. The spacious living and dining areas flow seamlessly into the well-appointed kitchen, complete with ample cabinetry, and a breakfast nook overlooking the pool. The split-bedroom layout provides added privacy, with a generous primary suite featuring direct pool access, a large walk-in closet, and an en-suite bath with dual vanities, a soaking tub, and separate shower. Three additional bedrooms offer plenty of space for family, guests, or a home office. Outdoor living is where this home truly shines. Enjoy the Florida lifestyle year-round with your screened-in pool and spa, perfect for relaxing or entertaining—all while taking in peaceful conservation views with no rear neighbors. Located just minutes from Disney World, shopping, dining, and major highways, this home offers the best of both worlds—peaceful surroundings with easy access to everything Central Florida has to offer. Whether you're looking for a primary residence, vacation getaway, or income-producing property, this is an opportunity you don’t want to miss!

4706 Cumbrian Lakes Drive, Kissimmee

$329,900
2 Beds 2 Baths Georgetown At Celebration SubDv. 34747 Zip Code
Welcome to Georgetown at Celebration! Rarely available first-floor corner 2-bedroom, 2-bathroom condo. This exceptional condo offers outstanding privacy, abundant natural light, peaceful views from the private covered patio, convenient access from both the parking area and the street and EV charging stations available within the community. Furniture may be included with an acceptable offer. Artwork does not convey. This condo features an open-concept floor plan designed for comfortable Florida living. The updated kitchen showcases elegant quartz countertops and a breakfast bar overlooking the living and dining areas. Laminate wood flooring throughout the living area and bedrooms, providing both style and easy maintenance with no carpet anywhere. The interior has also been recently painted. The spacious living area opens to a private covered patio, the perfect place to enjoy your morning coffee, unwind after a long day, or relax while overlooking a peaceful setting. A versatile built-in workspace provides the perfect spot for a home office, study area, or coffee bar, adding both functionality and charm to the living space. The thoughtfully designed split-bedroom floor plan offers two spacious bedrooms, each featuring a walk-in closet and private bathroom. The windows were replaced with double-pane windows, enhancing energy efficiency and comfort throughout the home. The unit comes with a full-size washer and dryer for added convenience. Residents of Georgetown enjoy resort-style amenities including a community pool, fitness center, clubhouse, tennis court, gazebo, car wash station and valet trash service. Just a short walk away, you'll find Celebration's North Village amenities, including a community pool, sand volleyball court and playground. Experience the Celebration lifestyle with its vibrant downtown filled with restaurants, cafés, shops, pools, playground, tennis courts, basketball court, walking trails, community events, and year-round entertainment. Conveniently located minutes from I-4, US-192, and Walt Disney World just a short drive away, this property is ideal as a primary residence, second home, or investment opportunity. Floor plan and 3D tour available. Don't miss this unique opportunity and schedule your private showing today!

193 Longview Avenue Unit 103, Celebration

$283,500
3 Beds 3 Baths Villas At Reunion Square Condo Ph 2 SubDv. 34747 Zip Code
MOTIVATED SELLER!!! Experience resort-style living in the highly sought-after Reunion Resort Villas at Reunion Square! Reunion Resort is 24 hour guard gated community. This beautifully updated second-floor condo is being sold fully furnished and combines comfort, convenience, and excellent investment potential. Whether you're searching for a primary residence, vacation home, or short-term rental property, this move-in-ready home is sure to impress. Recent updates include NEW FLOORING (2026), NEW DISHWASHER (2025), NEW WASHER & DRYER (2025), and a KEYLESS ENTRY SYSTEM, creating a fresh, modern feel throughout. Throughout the main living areas, ELEGANT LOOKING VINYL PLANK FLOORING enhances the space with style and durability, while high tray ceilings and crown molding add an elegant touch. The spacious open-concept floor plan is filled with natural light and features three bedrooms and three bathrooms, providing plenty of room for family and guests. Enjoy your morning coffee or unwind in the evening from your private balcony overlooking the Tom Watson Signature Golf Course, one of Reunion Resort's three championship golf courses, creating a peaceful and picturesque setting. Located just minutes from Walt Disney World, major highways, shopping, dining, and entertainment, this property places you in the heart of Central Florida's premier resort destination. The Villas at Reunion Square provide a low-maintenance lifestyle ideal for full-time living, seasonal use, or income-producing rental opportunities. Seller does not maintain an active Reunion Membership. Buyers are encouraged to verify membership availability and applicable fees directly with Reunion Resort.

7612 Cabana Court Unit 202, Reunion

$765,000
7 Beds 5 Baths North Point Ph 2b-2c SubDv. 34744 Zip Code
Virtually Staged. Welcome to 2892 Spring Breeze Way, a rare pool home offering Lennar's highly sought-after Next Gen® floor plan just minutes from Lake Nona. Designed for true multigenerational living, this expansive residence features 6 bedrooms, 4.5 bathrooms, and a private attached suite that functions as a home within a home. The Next Gen suite includes its own private entrance, living room, kitchenette, bedroom, full bathroom with an oversized shower, washer and dryer, and a dedicated single-car garage. Whether you're accommodating extended family, hosting long-term guests, creating a private office, or providing independent living space for adult children, this setup offers flexibility that few homes can match. Inside the main residence, you'll find an open-concept floor plan designed for both everyday living and entertaining. The spacious kitchen features granite countertops, 42-inch cabinetry, stainless steel appliances, and a walk-in pantry, all overlooking the dining and living areas. A first-floor flex room provides endless possibilities as a home office, gym, playroom, or additional bedroom. Natural light fills the living space, while oversized sliding glass doors create a seamless connection to the backyard oasis. Step outside to enjoy the private pool and expansive 30' x 17' covered lanai, the perfect setting for outdoor dining, weekend gatherings, or simply enjoying Florida sunsets. Upstairs, a generous loft creates a second living area ideal for a media room, game room, or homework space. The spacious primary suite offers a large walk-in closet and ensuite bath, while four additional bedrooms provide room for everyone. Recent updates include brand-new laminate flooring throughout the stairs, loft, and primary bedroom, adding a fresh, modern look while eliminating carpet in these high-traffic living spaces. Combining flexible living arrangements, abundant space, modern finishes, and a private pool, this is a unique opportunity to own one of the most versatile floor plans in the area.

2892 Spring Breeze Way, Kissimmee

$1,414,000
4 Beds 4 Baths Celebration East Village Unit 1 SubDv. 34747 Zip Code
SELLER WILLING TO BUY DOWN BUYER'S INTEREST RATE. You’ve worked hard to reach this stage of life. Now you’re looking for a home that gives you more freedom—not another renovation project. At 816 Runner Oak Street, you’ll find beautifully updated living spaces, peaceful conservation views, a private pool, and the flexibility of dual primary suites—all just minutes from the shops, restaurants, and events that make Celebration one of Florida’s most beloved communities. This isn’t simply a beautiful house—it’s the lifestyle you’ve been searching for. PRIMARY SUITE ON THE FIRST FLOOR - no other floor plan like it in Disney’s town of Celebration — a true Fairytale Home that has been completely reimagined from the inside out. Backing to conservation and surrounded by shaded walking paths with some leading to downtown Celebration, this fully renovated residence offers a rare blend of luxury, functionality, and thoughtful design. Walls were moved, space was reconfigured, an additional primary bathroom was added, and a second primary suite was created, resulting in a floor plan not found elsewhere in Celebration Florida - the town that Disney built. With 4 bedrooms, a potential 5th bedroom, three full baths, and one half bath, this home offers the flexibility today's families desire. A truly rare feature is the presence of both first-floor and second-floor primary suites. The upstairs primary retreat includes a massive custom closet, spa-inspired bathroom with multi-jet soaking tub, custom towel shelving, and a shower system that allows you to enjoy music while getting ready for the day. The first-floor primary suite enjoys pool and conservation views with direct access through double doors to the screened lanai. Designed with the guidance of acclaimed interior designer Kim Keaton, the home showcases double crown moldings, deep baseboards, plantation shutters, soaring ceilings, wrought iron stair railings, and luxury finishes throughout. The chef's kitchen features a massive island, custom double-stacked cabinetry, professional-grade sink system with specialty wine glass rinsing station, two separate pull-out trash cabinets, two separate utensil drawers, specialty dinnerware peg system and a beautifully designed kitchen pantry with deep, solid built-in shelving. The family room centers around a cozy fireplace and opens seamlessly through double French doors to the screened pool and spa area, where privacy screens and tranquil conservation views create your own private oasis. During Florida's cooler months, open the doors and enjoy the soothing sounds of the waterfall while blending indoor and outdoor living. Adding even more versatility, you'll discover a charming flex room perfect for a home gym, playroom, office, or hobby space. A custom-carved Tree of Life barn door introduces a room that can function as an elegant dining room or your own private YouTube studio. Additional highlights include wall-mounted and ceiling-mounted televisions, a true laundry room with an innovative pass-through window connecting directly to the upstairs closet, a pre-plumbed space for a future second laundry area downstairs, tankless water heaters, newer HVAC system, countless custom details, and a transferable home warranty. With a private conservation backdrop, resort-style pool and spa, luxurious dual primary suites, and a location that places Celebration's charming downtown just a leisurely stroll away, this is more than a home.

816 Runner Oak Street, Celebration

$410,000
3 Beds 2 Baths Buenaventura Lakes Unit 02 Add 01 SubDv. 34743 Zip Code
197 Tulip Way welcomes you with comfort, style, and an impressive list of upgrades that make this home truly move in ready. Situated on a desirable corner lot in Kissimmee, this beautifully maintained 3 bedroom, 2 bath pool home offers the perfect blend of indoor comfort and outdoor entertaining. Step inside to discover ceramic tile flooring throughout the entire home with no carpet since 2019, creating a clean and modern feel with easy maintenance. The remodeled bathrooms completed in 2020 add a fresh contemporary touch, while the spacious layout offers inviting living areas filled with natural light. The backyard is designed for enjoying the Florida lifestyle. Relax in your private saltwater pool refurbished in 2021, surrounded by an expanded pool enclosure completed in 2022 for even more outdoor enjoyment. A beautiful pergola added in 2022 creates the perfect setting for gatherings, cookouts, or peaceful evenings at home. The privacy fence was expanded in 2019, and extensive concrete improvements completed in 2023 include a large 22x40 cemented and paved patio area with additional concrete space ideal for entertaining, recreation, or extra functionality. This home also offers valuable major updates including a NEW roof installed in July 2023 and a NEW 4.5 ton AC unit installed in July 2025 for added peace of mind. Additional features include stainless steel kitchen appliances, double pane windows, recessed lighting, a tankless water heater, programmable Nest thermostat, ceiling fans, oversized garage with storage, pull down attic access, sprinkler system, automatic pool vacuum, and screened lanais perfect for year round Florida living. Conveniently located near parks, shopping, restaurants, libraries, major roadways, and Central Florida attractions, 197 Tulip Way delivers the space, upgrades, and lifestyle buyers are searching for. Poolside living, modern upgrades, and room to entertain all come together in one exceptional property, so schedule your private showing today before this opportunity is gone.

197 Tulip Way, Kissimmee

$850,000
4 Beds 3 Baths Tapestry Ph 5 SubDv. 34741 Zip Code
Welcome to 2518 Empress Drive, a fully upgraded, luxury-inspired residence located within the highly desirable gated community of Tapestry in Kissimmee. Built in 2020 and extensively enhanced with high-end finishes and custom outdoor living upgrades, this exceptional 4-bedroom, 2.5-bath home delivers the lifestyle, design, and presentation typically associated with significantly higher-priced properties. Positioned on a premium corner lot, the home immediately impresses with its modern elevation, expansive paver driveway, and oversized 3-car garage. Inside, the open-concept layout showcases elevated contemporary finishes, oversized tile flooring, upgraded lighting, designer accent walls, and expansive living spaces thoughtfully designed for both everyday comfort and upscale entertaining. The true showpiece of the property is the spectacular resort-style backyard, representing approximately $200,000 in custom improvements and curated outdoor enhancements. Designed to rival luxury vacation retreats, the outdoor living experience features a heated saltwater pool with modern architectural lines, premium hardscaping, artificial turf accents, custom lounge areas, covered lanai, pergola, summer kitchen, wood-paneled ceiling detail, integrated entertainment space, and multiple gathering areas designed for seamless indoor-outdoor living year-round. The gourmet kitchen overlooks the main living and outdoor entertaining areas, creating an ideal setting for hosting guests while maintaining functionality and flow. Upstairs, the spacious primary suite offers a private retreat complete with a beautifully upgraded bathroom and oversized custom walk-in closet. Additional bedrooms provide flexibility for family, guests, office space, or lifestyle needs. Every detail of this home has been thoughtfully designed to create a polished, move-in-ready experience that blends modern elegance with resort-style comfort. Residents of Tapestry enjoy access to resort-inspired community amenities including a clubhouse, fitness center, community pool, parks, and recreational areas, all conveniently located near premier shopping, dining, major highways, and Central Florida attractions. This is a rare opportunity to own a highly upgraded, entertainer-focused home offering luxury presentation, exceptional outdoor living, and turnkey sophistication without the million-dollar price tag. Schedule your private showing today via Showingtime.

2518 Empress Drive, Kissimmee

$439,000
5 Beds 5 Baths Windsor At Westside SubDv. 34747 Zip Code
Welcome to this exceptional 5-bedroom, 4 full bathroom, and 1 half-bathroom home, where luxury, comfort, and entertainment come together perfectly! Located in a highly desirable area, this stunning residence offers an unforgettable experience with spacious living areas and incredible features designed for the ultimate Florida lifestyle. Step inside and discover a thoughtfully designed floor plan with plenty of space for family and guests. One of the highlights of this unique home is the incredible Star Wars-themed bedroom, creating a one-of-a-kind experience that will delight fans of all ages and add a touch of magic to the property. Enjoy your own private backyard oasis featuring a sparkling private pool, perfect for relaxing, entertaining, and enjoying sunny Florida days. Whether hosting gatherings, creating family memories, or simply unwinding after a long day, this outdoor space provides the perfect retreat. With five spacious bedrooms, multiple bathrooms, and an inviting layout, this home delivers the ideal combination of functionality and entertainment. Every detail has been designed to provide comfort, style, and an exceptional living experience. Don’t miss this rare opportunity to own a home that combines luxury living with unique character and resort-style amenities. Schedule your private showing today and experience everything this amazing property has to provides!

2413 Dubai St, Kissimmee

$1,499,000
5 Beds 4 Baths Celebration Village Unit 02 SubDv. 34747 Zip Code
Tucked within the heart of Celebration’s coveted Main Village, 928 Jasmine Street offers a rare blend of timeless architecture and modern refinement, just a leisurely stroll from the charm of downtown Celebration and less than 2 blocks from the Celebration K-8 school. Set on an expansive homesite, this exceptional 5-bedroom, 4-bath residence with a 3-car garage and private garage apartment is designed for both elegant living and effortless entertaining. From the moment you enter, the home reveals a thoughtful balance of craftsmanship and comfort. Brand-new flooring (2026), custom millwork, plantation shutters, and beautifully integrated built-ins create a warm, tailored aesthetic throughout. The well-designed floor plan includes formal living and dining rooms, a spacious great room, and a beautifully updated gourmet kitchen featuring new appliances (2026), making it the perfect gathering space for family and friends. A first-floor bedroom provides flexibility for guests or a private office, while upstairs offers additional bedrooms and a versatile bonus room. Step outside to your own private oasis where a stunning heated pool and spa invite year-round enjoyment. The backyard was thoughtfully enhanced with premium limestone decking (2023), a luxurious surface that stays cool underfoot even during Florida summers along with a new pool heater in 2023, creating the perfect outdoor retreat. The one-bedroom garage apartment adds tremendous value, featuring wood cabinetry, granite countertops, stainless steel appliances, hardwood flooring, and plantation shutters, making it ideal for guests, extended family, or rental income. This home has been updated for both style and peace of mind. Recent improvements include a luxurious primary bathroom renovation (2025), new flooring (2026), new kitchen appliances (2026), new hot water heater (2024), new A/C blower (2025), premium limestone backyard (2023), and new pool heater (2023). Previous major updates include a new roof (2017) and new A/C systems for both the main home and garage apartment, electrical panel, and additional system improvements completed in 2020. Beyond the home, Celebration is a storybook community celebrated for its picturesque streets, vibrant downtown, and exceptional lifestyle. Residents enjoy more than 26 miles of scenic walking and biking trails, beautiful parks, resort-style community pools, year-round festivals, farmers markets, boutique shopping, and lakeside dining. Conveniently located just minutes from Walt Disney World, major highways, premier shopping, and Orlando International Airport, this remarkable home offers the perfect combination of luxury, comfort, and location.

928 Jasmine Street, Celebration

$375,900
4 Beds 2 Baths Remington Prcl H Ph 2 SubDv. 34744 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bathroom home with a 2-car garage located in the highly desirable gated community of Remington in Kissimmee. This spacious home offers a functional open floor plan with generous living and dining areas, perfect for both everyday living and entertaining. The kitchen features ample cabinet and counter space and overlooks the main living area, creating a warm and inviting atmosphere. The split-bedroom layout provides privacy for the primary suite, which includes a walk-in closet and an en-suite bathroom. The additional bedrooms flexibility for family, guests, or a home office. Recent updates include a NEW ROOF (2019) and fresh interior paint. Enjoy relaxing outdoors in the private backyard with plenty of space for gatherings and recreation. Remington is a sought-after golf community offering gated access, scenic surroundings, parks, playgrounds, walking trails, tennis courts, basketball courts, and community amenities. Conveniently located near major highways, schools, shopping, dining, medical facilities, Orlando International Airport, Lake Nona Medical City, and world-famous attractions. Don't miss this opportunity to own a beautiful home in one of Kissimmee's most established communities. Schedule your private showing today! Photos have been digitally enhanced, and certain images may have been virtually staged for illustrative purposes.

145 Thornbury Drive, Kissimmee

$530,000
4 Beds 4 Baths Bellalago Ph 4k SubDv. 34746 Zip Code
Experience luxury living in the highly sought-after waterfront community of Bellalago! This immaculately maintained, like-new home showcases an open-concept floor plan designed for both everyday living and entertaining. From the moment you arrive, you'll appreciate the barrel tile roof, paver driveway, rain gutters, and impressive oversized 3-car tandem garage. Inside, upgraded tile flooring flows throughout the home, complemented by upgraded LED lighting and an abundance of natural light. The chef’s kitchen is the heart of the home, featuring a large center island with breakfast bar, built-in oven, walk-in pantry, and ample cabinetry for storage and meal preparation. The spacious living and dining areas seamlessly connect to the huge covered and screened lanai, where you can relax and enjoy peaceful wooded conservation views with exceptional privacy. A dedicated office with glass French doors provides the perfect work-from-home space or flex room. The luxurious primary suite offers a true retreat with a spa-inspired bathroom featuring an oversized walk-in shower, relaxing soaker tub, and generous space to unwind. Additional highlights include an inside utility room complete with storage cabinets and utility sink. Located within Bellalago, a premier waterfront community on the shores of West Lake Tohopekaliga, residents enjoy a 24-hour manned guard gate, private boat ramp, and an incredible array of resort-style amenities. From lakeside living and recreation to fitness, swimming, sports courts, walking trails, and community events, this neighborhood offers a lifestyle that's second to none. Don't miss the opportunity to own this exceptional home in one of Central Florida's most desirable lakefront communities!

3874 Bowfin Trail, Kissimmee

$324,900
3 Beds 3 Baths Windsor Palms Twnhms Ph 3a SubDv. 34747 Zip Code
Under contract-accepting backup offers. **Turnkey Disney Vacation Home | Private Pool | Future Bookings Included** Welcome to 2356 Silver Palm Drive, a fully furnished, turnkey vacation home located in the highly desirable resort community of Windsor Palms Resort, just minutes from Walt Disney World® and Central Florida's world-famous attractions. This beautifully maintained 3-bedroom, 3-bathroom townhome offers approximately 1,440 square feet of comfortable living space and is perfectly suited as a short-term rental investment, vacation home, second residence, or primary home. Featuring a highly sought-after floor plan with three en-suite bedrooms, including one conveniently located on the first floor, the property offers privacy and flexibility for families and guests alike. The open-concept living and dining area flows seamlessly into the fully equipped kitchen, creating an inviting space for entertaining and relaxing after a day at the parks. Step outside to your private screened-in splash pool overlooking a peaceful conservation area with no rear neighbors, providing a tranquil setting and added privacy that guests consistently seek when booking a Florida vacation home. The west-facing pool area offers beautiful sunset views, enhancing the resort-style experience. **Investor Opportunity:** This property is being offered fully furnished and includes future bookings in place, allowing a new owner to generate immediate rental income from day one. Located within one of the area's most established and successful short-term rental communities, this home presents an excellent opportunity to own a proven income-producing asset in the Disney vacation corridor. Residents and guests enjoy access to Windsor Palms' exceptional resort amenities, including a clubhouse, Olympic-style heated pool, spa, fitness center, movie theater, tennis courts, basketball courts, volleyball court, playground, arcade, and 24-hour guard-gated security. Conveniently located near Disney, major attractions, shopping, dining, golf courses, and major highways, this move-in-ready vacation home offers the perfect combination of location, lifestyle, and investment potential. Don't miss this opportunity to own a fully furnished, income-producing Disney-area vacation home. Schedule your private showing today.

2356 Silver Palm Drive, Kissimmee

$530,000
6 Beds 4 Baths Montego Bay SubDv. 34746 Zip Code
Under contract-accepting backup offers. Virtually Staged. Multiple offers. Please submit best and highest by 7/1/2026 at 6:00 pm. Seller is offering assistance toward buyer’s closing costs. The moment you step through the front door, the scale of this home stops you. A soaring 24-foot ceiling pulls your eye upward and fills the entry with a sense of arrival that belongs in homes twice this price. The open living, dining, and kitchen layout unfolds beneath that ceiling in a way that feels expansive, warm, and completely deliberate— luxury plank flooring underfoot, quartz countertops and custom cabinetry in the kitchen, fully updated bathrooms, and fresh finishes throughout every room. Over $112,000 in documented recent renovations, Every surface was touched, and the result feels like a private residence that was designed with intention. Behind the house, a covered 18x22 pavilion with a full roof extends the living space into the backyard — ideal for weekend gatherings, birthday parties, or simply enjoying the Florida evenings without the Florida sun. This home features separate living spaces perfect for multi-generational living, a home office, or guest quarters. The lot is nearly 11,000 square feet with a wide-open driveway that accommodates four vehicles comfortably—no garage means no wasted interior square footage, and no parking restrictions mean genuine flexibility for households with multiple cars or guests. Hurricane shutters protect every window and door. The roof was replaced in 2015. Property taxes are $2,304 per year — among the lowest in the area. Zoned for both short-term and long-term rentals. 15 minutes from Walt Disney World, minutes from major highways, shopping, restaurants, and the full range of Central Florida amenities. Some homes are just homes. This one has a presence.

4840 Kingston Circle, Kissimmee

$620,000
4 Beds 3 Baths N/A SubDv. 34746 Zip Code
Virtually Staged. ACREAGE | POOL HOME | MOTHER-IN-LAW SUITE | HUGE BARN/SHOP | RV HOOKUP | NEW HVAC Beautiful and versatile Florida home offering over 3,000 sq. ft. of living space on nearly 2 acres. The main home features 3 bedrooms and 2 bathrooms with spacious bedrooms throughout, each with walk-in closets. The primary suite includes his-and-her closets for added convenience. Designed for both comfortable living and entertaining, the home offers a formal dining room, separate living and family rooms, and a bonus room that is perfect for a home office, den, playroom, or flex space. A fully equipped 1-bedroom, 1-bath mother-in-law suite with private entrance includes a kitchenette and combined living/dining area, ideal for guests, extended family, or potential rental income. The kitchen offers granite countertops, slate tile flooring, and an inviting eat-in booth. Step outside to your private backyard retreat featuring an in-ground pool with a sun deck, and large paver patio perfect for entertaining. The property is beautifully landscaped with mature tropicals including coconut palms, foxtail palms, royal palms, queen palms, bird of paradise, orchid trees, and sea grapes, creating a true Florida home feel. For those needing space and functionality, the property includes a massive 48x36 barn/shop with room for boats, toys, or equipment, plus 2 horse stalls and a feed/tack area. Additional improvements include a 23x11 workshop, two-car garage, and ample parking for multiple vehicles, including space for a fifth wheel or motorhome with RV power hookup. Ideally located just minutes from Disney, Orlando International Airport, downtown Kissimmee, Lake Toho, and major attractions, offering the perfect blend of privacy, acreage, and convenience.

1770 Pleasant Hill Road, Kissimmee

$219,900
2 Beds 2 Baths Rio Hills Townhomes SubDv. 34743 Zip Code
Welcome to Rio Hills, a quaint, gated townhome community offering a peaceful residential feel and a low-maintenance lifestyle. This move-in ready 2-bedroom, 1.5-bathroom unit enjoys a premium location directly across from the community pool and clubhouse, tucked into an established neighborhood with an inviting local vibe.Enjoy ultimate peace of mind with massive, high-ticket structural and mechanical upgrades, including a New Roof (2025), New HVAC (2026), and a New Hot Water Heater (2026). THE INTERIOR:Step inside to find extensive modern updates, featuring freshly painted walls, sleek laminate flooring, and an open kitchen elevated by a custom-tiled backsplash. The functional first floor seamlessly connects the living room, kitchen, and a versatile dining/flex space, complete with a guest half-bath and direct access to the back patio. Upstairs serves as a quiet retreat, offering a restful primary suite, a full bathroom with a luxury walk-in shower (2024), and a comfortable secondary bedroom completely refreshed with a new ceiling and flooring (2025). COMMUNITY & PARKING:The HOA covers private gates, common area maintenance, and access to the pool and clubhouse. Parking is a breeze with your designated spot right in front of the unit (marked with the unit number), plus visitor parking conveniently located next to the pool (restrictions apply). PETS: Bring your furry friends! The community allows a maximum of 3 pets (restrictions apply). INVESTORS: Will love this stable, high-demand area—long-term renting is permitted with a 12-month minimum lease (no short-term rentals). THE LOCATION:Perfectly situated near local dining, shopping, top-rated schools, and major highways. You are just minutes away from Orlando's world-famous theme parks, attractions, and a short drive to Florida’s beautiful beaches.

344 Cervantes Drive, Kissimmee

$325,000
2 Beds 2 Baths Esplanade At Westview SubDv. 34758 Zip Code
Under Construction. What's Special: Pond View | Flex Room | Gourmet Kitchen | Single Level Living. New Construction - October Completion! Welcome to the Alta at 4457 Ochos Rios Place in Esplanade at Westview! This thoughtfully designed single-story home features an open-concept layout with a spacious great room, dining area, and gourmet kitchen centered around a large island, creating an inviting space for everyday living and entertaining. The private primary suite offers a spacious bath and walk-in closet with convenient laundry room access, while a secondary bedroom and full bath provide comfort for guests. A dedicated study in place of a flex room adds versatility for a home office or hobby space. Enjoy relaxing pond views from the covered lanai. Additional Highlights Include: quartz countertops, tray ceiling package, shower in lieu of tub in secondary bath, study in place of flex room, and laundry room door to primary closet. Photos are for representative purposes only. MLS#O6417711. Experience resort-style living at Esplanade at Westview in Kissimmee! Enjoy a resort-style pool, Bahama Bar, private cabanas, fitness center, tennis, pickleball, and bocce courts. Relax with spa services, gather around the firepit, or visit the Bark Park with your pup. This thoughtfully designed community offers endless opportunities to stay active, social, and refreshed. Conveniently located near BridgePrep Academy of Osceola charter school.

4457 Ochos Rios Place, Kissimmee

$380,019
2 Beds 2 Baths Esplanade At Westview SubDv. 34758 Zip Code
Under Construction. What's Special: Pond View | Gourmet Kitchen | Close to Amenities. New Construction - October Completion! Welcome to the Rivera at 4463 Ochos Rios Place in Esplanade at Westview! This thoughtfully designed single-story home features an open-concept layout with a spacious great room, dining area, and gourmet kitchen that create an inviting setting for everyday living and entertaining. The kitchen showcases quartz countertops, a large island, and pendant lighting. A private study with French doors offers flexibility for a home office or hobby space. Tucked away for privacy, the primary suite features tray ceilings, dual vanities, and a generous walk-in closet. A secondary bedroom and full bath provide comfortable accommodations for guests. Enjoy indoor-outdoor living on the spacious lanai overlooking peaceful pond views. Additional Highlights Include: tray ceiling package, 8' interior doors, alternate interior entry at bath two, spacious laundry room, pantry storage, and convenient drop zone. MLS#O6417693. Experience resort-style living at Esplanade at Westview in Kissimmee! Enjoy a resort-style pool, Bahama Bar, private cabanas, fitness center, tennis, pickleball, and bocce courts. Relax with spa services, gather around the firepit, or visit the Bark Park with your pup. This thoughtfully designed community offers endless opportunities to stay active, social, and refreshed. Conveniently located near BridgePrep Academy of Osceola charter school.

4463 Ochos Rios Place, Kissimmee

$408,888
4 Beds 2 Baths Kindred Ph 2c & 2d SubDv. 34744 Zip Code
Welcome to your next chapter in Kissimmee, where comfort meets convenience in this charming four-bedroom, two-bathroom rental home. The thoughtful layout is designed for everyday living and effortless entertaining alike. The living space flows naturally into the dining and kitchen areas, creating an open atmosphere perfect for gathering and entertaining. The kitchen offers ample counter space and storage, making meal preparation a genuine pleasure. The spacious primary bedroom serves as your personal retreat with an accompanying full bathroom for a peaceful escape at the end of the day. Three additional bedrooms provide generous room for guests, hobbies, or a dedicated home office. The second full bathroom is conveniently positioned to serve the entire home. Head outside and enjoy the Florida lifestyle in your own private outdoor space, ideal for weekend barbecues, morning coffee, or simply soaking up the sunshine. The surrounding neighborhood delivers excellent access to everyday essentials, including grocery shopping at Publix Super Market at Partin Village, green space at Twin Oaks Conservation Area for outdoor adventures, and the Kissimmee train station for convenient commuting options. This home strikes that rare balance between peaceful residential living and proximity to everything you need. Opportunities like this do not linger on the market for long. Schedule your private showing today and discover why this could be the home you have been searching for.

1575 Barberry Drive, Kissimmee

$350,000
3 Beds 2 Baths Lindfields Unit 1 SubDv. 34747 Zip Code
Welcome to 8821 Parliament Court, a 3-bedroom, 2-bathroom, pool home that sets the stage for effortless Florida living. Nestled on a quiet street, this recently updated property features great curb appeal and a 2-car garage. Roof Was Replaced in 2019. Best of all, there are no HOA or CDD fees, giving you total freedom and extra monthly savings. Inside, the home features a bright, open layout with vaulted ceilings and modern recessed lighting that makes the entire space feel inviting and comfortable. The kitchen has been updated with new stainless steel appliances, an elegant new backsplash, a dedicated food pantry for plenty of storage, and a sliding glass door with direct access to the private pool. One of the best advantages of this property is its short-term rental zoning. This flexible designation gives you the versatility to use the home as your full-time primary residence, a private holiday escape, or a rental property catering to both traditional long-term tenants and short-term vacationers. The primary bedroom offers a peaceful retreat, complete with a walk-in closet and a private en-suite bathroom. The primary bathroom features a beautiful floor-to-ceiling tiled shower with a relaxing rainforest showerhead. The other two bedrooms are well-sized and share a second full bathroom, making the floor plan highly functional for family, guests, or a home office. The backyard is built for warm weather and entertaining. The private pool sits inside a large screened-in enclosure, and there is plenty of concrete deck space for patio furniture, grilling, and relaxing outside in total comfort. The location is incredibly convenient. You are just minutes from Disney World, which is perfect if you love the parks or want to attract vacation renters. You are also a quick drive from all the restaurants, grocery stores, and shopping along Highway 192 and the Margaritaville Resort area. Getting around is easy, with quick access to the 429 Expressway and I-4 for smooth trips to downtown Orlando or the airport. Home sweet home or a smart investment—this place is both; schedule your private showing today!

8821 Parliament Court, Kissimmee

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