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Browse All Kissimmee FL Properties with Pool for Sale

$295,000
3 Beds 2 Baths West Lucaya Village SubDv. 34747 Zip Code
"LOCATION, LOCATION, LOCATION" Beautiful Location with 24/7 access to the community with electronic gate code, 24/7 private surveillance with vehicle security ,cameras with TV'S screens monitoring in the community , FULLY FURNISHED!!! *3 BED / 2 BATH* Townhome nestled in a premium location at the sought-after VACATION COMMUNITY * WEST LUCAYA RESORT*. This home offers LAMINATE VINYL FLOORINGS throughout all common living and wet areas on main level, for easier cleaning and maintenance. The KITCHEN is equipped with 32" UPPER CABINETRY, GREY GRANITE COUNTERTOPS and STAINLESS STEEL APPLIANCES such as side-by-side refrigerator, range, microwave and dishwasher. The carpeted MASTER SUITE features spacious BATHROOM with granite counters, bath tub, double vanity and walk-in closet. Upstairs, BEDROOMS 2 and 3 share the 2nd BATHROOM and it is where the LAUNDRY is conveniently located and include Smarts TV's in all beds and Living Room. The community offers a CLUBHOUSE equipped with FITNESS ROOM, BUSINESS CENTER, CONVENIENCE STORE, PLAY ROOM with flat screen TVs and games, community pool with spa. The external maintenance, landscaping, INTERNET and CABLE TV are INCLUDED on HOA. Walking distance from US192, close to shops, restaurants, groceries and attractions, West Lucaya Resort is within 10 minutes from Disney Parks, Margaritaville Resort and different shopping places. There are no restrictions one short-term or long -term. IT IS CURRENTLY LEASED FOR $2,150 MONTHLY, WITH A SECURITY DEPOSIT OF $4,300, EQUIVALENT TWO MONTHS RENT. THE CURRENT LEASE EXPIRES ON MARCH 31, 2027. MOTIVATED SELLER DON'T MISS THIS OPPORTUNITY.

8927 Shine Drive, Kissimmee

$580,000
4 Beds 5 Baths Magic Village Resort 2 SubDv. 34747 Zip Code
Located in the exclusive Magic Village Yards, a luxury gated resort community just minutes from Walt Disney World®, this stunning 4-bedroom, 4-bathroom residence offers the perfect combination of comfort, sophistication, and excellent investment potential. Designed for short-term rentals, this property is ideal as a vacation home or income-producing asset in one of Central Florida’s most desirable areas. The residence features a spacious open-concept floor plan, abundant natural light, a fully equipped modern kitchen with stainless steel appliances, and elegant living and dining areas designed for both relaxation and entertaining. Each bedroom includes its own private bathroom, providing comfort and privacy for both owners and guests. The property also features a private patio, perfect for enjoying Florida’s outdoor lifestyle. Sold fully furnished and professionally decorated, the home is ready for immediate use or rental income generation. Interior features include upscale finishes, an in-unit washer and dryer, high-speed internet, and flat-screen TVs throughout the property, ensuring a premium experience for guests. Magic Village Yards offers resort-style amenities, including 24-hour gated security, concierge services, a clubhouse, heated swimming pool and spa, fitness center, on-site restaurant, housekeeping services, and professional property management options. Its prime location places the community just minutes from Disney parks, major attractions, shopping, dining, and entertainment, with convenient access to major highways and Orlando International Airport. With strong year-round demand for short-term rentals, this property represents an excellent opportunity for investors seeking high occupancy potential in an established vacation rental market, as well as for buyers looking for a luxurious second home near Orlando’s world-famous attractions.

3065 Rockefeller Way, Kissimmee

$698,000
6 Beds 4 Baths Windsor Hills Ph 7 SubDv. 34747 Zip Code
Welcome to your ultimate vacation retreat, ideally located just 5 miles from Walt Disney World in the highly sought-after Windsor Hills Resort! This beautifully maintained 6-bedroom, 4-bathroom pool home offers the perfect combination of comfort, entertainment, and resort-style living, making it an excellent choice as a second home or high-performing short-term rental investment. The property has been meticulously cared for and features numerous significant upgrades, including luxury vinyl plank flooring throughout (2022), upstairs A/C (2020), downstairs A/C (2022), pool heater (2021), pool motor/pump (2023), pool safety fence (2023), and dishwasher (2026). The home also features a durable tile roof, offering added longevity and value. The main level includes a bedroom and full bathroom, ideal for guests or multi-generational living. Upstairs, you'll find two spacious suites plus three themed guest bedrooms, providing plenty of room for family and vacation guests. The garage has been converted into a fun-filled game room, creating additional entertainment space for all ages. Step outside to your private screened-in pool, the perfect place to relax and enjoy the Florida sunshine. The HOA fee includes lawn service, daily valet trash pickup, internet, and basic cable. Windsor Hills offers outstanding resort amenities, including 24/7 manned gated entry, a resort-style clubhouse and community pool, sports courts, putting green, and more. Conveniently located just minutes from Disney theme parks, major Central Florida attractions, dining, shopping, championship golf courses, airports, and Florida's famous beaches, this is an exceptional opportunity to own a turn-key vacation home in one of Central Florida's most desirable resort communities.

2536 Holtrock Street, Kissimmee

$549,000
3 Beds 3 Baths Four Seasons At Orlando Pb 3b & 4a SubDv. 34747 Zip Code
Welcome to refined Florida living in the sought-after Four Seasons at Orlando 55+ community. Set on a **premium conservation-view homesite within walking distance of the clubhouse and amenities**, this beautifully upgraded Dominica model offers 2,360 square feet of thoughtfully designed living space and exceptional indoor-outdoor living. The home features **2 bedrooms, 2.5 bathrooms, and a dedicated office with a closet that can function as a third bedroom**. The private guest suite includes its own full bath, while the expanded primary suite offers **2 walk-in closets with custom built-ins** and an upgraded bath with dual vanities, granite countertops, and an oversized walk-in shower. The kitchen features **GE Profile appliances, enhanced lighting, additional outlets, and a redesigned pantry with custom shelving**. The laundry room includes added cabinetry and storage, while the office is enhanced with **wall-to-wall book shelves and a large custom desk**. Additional garage shelving and a separate storage area provide even more functionality. A true highlight is the private outdoor living space. **Seamless corner glass sliders** open to an expansive covered lanai overlooking the peaceful conservation setting. The custom summer kitchen includes a **gas grill, 2 burners, refrigerator, sink, and ample storage**, representing an estimated $17,000 investment. The beautifully landscaped yard features approximately **40 to 50 recently added plants**, professionally maintained pavers, and significant **drainage and erosion improvements already completed**. The home has been exceptionally well maintained and shows beautifully. **Furniture is negotiable, and TVs may remain.** Jimmy Buffett and Disney-themed memorabilia and media do not convey. Residents of **Four Seasons at Orlando** enjoy 24-hour guarded entry, a 13,000-square-foot clubhouse, 2 resort-style pools, spa, fitness center, tennis, pickleball, and bocce courts. HOA fees include exterior landscaping for truly low-maintenance living. Just minutes from **Walt Disney World®**, dining, shopping, and entertainment, this home combines a premium location, conservation views, meaningful upgrades, and resort-style living in one exceptional residence. **Schedule your private showing today and experience Four Seasons living for yourself.**

7789 Four Seasons Boulevard, Kissimmee

$655,000
8 Beds 6 Baths Windsor At Westside Ph 2b SubDv. 34747 Zip Code
Imagine pulling into a community where every day feels like you're on vacation. Located in the 24/7 guard-gated community of Windsor at Westside, this sprawling 8-bedroom, 6-bathroom home spans over 4,000 square feet of space designed for bringing loved ones together. Best of all, it comes fully furnished and turnkey, making it completely move-in or rental-ready from day one. Whether you are looking for a short-term rental investment or a primary residence where family and friends can spread out, this property delivers comfort, luxury, and convenience. From the moment you walk through the front door, the open-concept layout feels welcoming and effortless. The main floor features durable tile flooring throughout the main living areas, centered around a kitchen with rich cabinetry, stone countertops, and a large island where everyone naturally gathers. Just off the main space, slide open the glass doors to your private, screened outdoor oasis, featuring a crystal-clear pool, relaxing spa, and covered brick-paver lanai perfect for outdoor dining and evening relaxation. Thoughtful main-floor planning sets this home apart. The main level includes a private primary bedroom suite, as well as a second full bedroom and guest bathroom—ideal for guests who prefer to avoid stairs or for multi-generational living arrangements. Upstairs and across all bedrooms, you will find newly updated low-maintenance LVP flooring. For added entertainment, the full garage game room comes ready for fun with billiards and air hockey. Beyond the home, the neighborhood offers a complete resort lifestyle. The community amenities include a zero-entry pool with a water slide, lazy river, clubhouse, fitness center, bar and lounge, convenience store, tennis courts, playground, private rentable cabanas and more. The HOA fee simplifies daily living by covering high-speed internet, cable TV, daily trash pick-up, and full lawn maintenance. The location places you close to Central Florida's top attractions. You are approximately 25 minutes from Walt Disney World, minutes from shopping and dining at Posner Park, and close to the dining, shopping, and entertainment options at the Promenade at Sunset Walk, as well as nearby championship golf at ChampionsGate and major roadways like I-4 and US-27. Opportunities like this don't wait long—reach out now to claim your piece of Central Florida resort living today!

1610 Lima Avenue, Kissimmee

$649,900
5 Beds 3 Baths Tohop Estates SubDv. 34746 Zip Code
Virtually Staged. Rare opportunity to own a truly unique 2.4-acre property offering two detached residences, a pool, multiple garages, workshop space, and exceptional room for recreational vehicles and equipment—all just down the road from a public boat ramp providing access to world-famous Lake Tohopekaliga! The main residence is a 1,440 sq. ft. 4-bedroom, 2-bath pool home featuring vaulted ceilings with exposed beams and a beautifully updated open kitchen with shaker cabinetry, quartz countertops, and stainless steel appliances. Enjoy an attached 2-car garage, additional covered carport, and a rear porch overlooking the in-ground pool. Continue down the private drive to a separate 872 sq. ft. 1-bedroom, 1-bath detached home, complete with its own updated open kitchen, shaker cabinetry, quartz countertops, and stainless steel appliances—ideal for guests, extended living, a private office setup, or potential rental use. Both residences have been extensively refreshed with new roofs (2026), electrical rewiring (2026), New HVAC, luxury vinyl plank flooring, updated bathrooms, fresh interior and exterior paint, and new fixtures and hardware. At the rear of the property, you'll find even more versatility with an additional covered carport and a detached oversized 2-car garage/workshop with adjoining flex space offering potential for an office, studio, hobby area, workshop, storage, or future conversion. With 2.4 acres, there is plenty of room for boats, RVs, ATVs, trailers, and all the toys that come with the Florida lifestyle. A public boat ramp at the end of the road provides convenient access to Lake Tohopekaliga (Lake Toho), renowned for trophy largemouth bass fishing and outdoor recreation. Whether you're looking for a private multi-home retreat, separate guest quarters, income-producing potential, serious workshop and storage space, or simply room to spread out, this one-of-a-kind property delivers a combination that is difficult to find. Florida living at its finest—space, flexibility, recreation, and Lake Toho access all in one property.

1651 Granada Boulevard, Kissimmee

$299,000
3 Beds 3 Baths Poinciana Village 1 Nbhd 3 West SubDv. 34758 Zip Code
Welcome to this spacious one-story pool home offering exceptional flexibility, generous living spaces, and three bedrooms, each with its own ensuite bathroom. From the moment you arrive, you’ll appreciate the extra-wide driveway providing an abundance of parking for family, guests, or recreational vehicles. Step inside to a welcoming main living area featuring a living room, dining room, and kitchen. To the right of the home, the primary suite offers a walk-in closet and private primary bathroom. Toward the back of the home, a second living room provides additional space for entertaining, relaxing, or creating a separate family gathering area. Beyond the second living room is an oversized guest bedroom with its own ensuite bathroom. This exceptionally large room offers the unique possibility of being divided into two separate rooms, depending on your needs. Off the second living room is a large Florida room that offers endless possibilities. Use it as a game room, home office, hobby space, fitness room, entertainment area, or simply an additional place to enjoy the Florida lifestyle. The home also features a large ADA-accessible bedroom and bathroom located to the left upon entering. This versatile space has its own private entrance from the left side of the home, providing added privacy and flexibility for guests or extended family. A ramp leads from the left-side fenced entrance directly to the private entry door, offering convenient accessibility. Step outside to a fully privacy-fenced backyard designed for enjoying the Florida lifestyle. The screened-in lanai features a pool, creating a wonderful space for swimming, relaxing, and entertaining year-round. The pool was resurfaced in 2021 and features a new pool pump installed in 2023. A backyard shed provides additional storage for tools, pool equipment, and outdoor belongings. Major updates provide added peace of mind, including a NEW roof and NEW AC system, both installed in 2024, a new privacy fence installed in 2026, and updated bathrooms throughout the home. With multiple living areas, three ensuite bedrooms, an oversized flexible guest suite, a large Florida room, an ADA-accessible private-entry suite, abundant parking, and a private pool, this home offers an impressive combination of space, versatility, and functionality. Whether you’re looking for room for a large family, multigenerational living, space for guests, or simply a home with plenty of options, this property is ready to accommodate a variety of lifestyles.

664 Madrid Drive, Kissimmee

$315,000
2 Beds 3 Baths Margaritaville, Rolling Oaks SubDv. 34747 Zip Code
Welcome to paradise at 8201 Surf St, a beautifully appointed, fully furnished 2-bedroom, 2.5-bathroom townhome offering the ultimate turn-key resort lifestyle. Nestled in the heart of the world-class Margaritaville Resort Orlando, this property boasts a prime location on the same street as the signature cottages and stands as one of the closest units to the main hotel building and its sprawling resort-style pool complex. Step inside to an inviting, open-concept floor plan filled with tropical charm and modern finishes, seamlessly extending out to a private patio area perfect for enjoying warm Florida sunshine, morning coffee, or evening relaxation. Positioned for exceptional investment potential, this home generated $45,587.00 in rental revenue for 2025, making it a proven performer for savvy real estate investors or buyers seeking an income-producing personal vacation getaway. Owners and guests enjoy top-tier resort amenities, including the zero-entry pools at Fins Up Beach Club, the tranquil St. Somewhere Spa, poolside dining at Salty Rim Bar & Grill, a state-of-the-art fitness center, and access to the adjacent Promenade at Sunset Walk and Island H2O Water Park. Located just minutes from Walt Disney World, Universal Orlando, premier shopping, and world-class dining, this move-in-ready property delivers effortless island living and lucrative return potential in Central Florida’s premier destination.

8201 Surf Street, Kissimmee

$474,000
4 Beds 3 Baths Solivita Ph 5-A SubDv. 34759 Zip Code
Virtually Staged. Like-New Calabria Model with Water & Conservation Views and Private In-Law Suite! Welcome to this beautifully maintained 2019 Calabria model featuring 4 bedrooms, 3 bathrooms, a private in-law suite with separate entry, and stunning water and conservation views on a . Ideally located just minutes from the Village Amenities Center, this home offers the perfect combination of comfort, privacy, and convenience. Enter through the screened-in front walkway, where you’ll find the private entrance to the in-law suite as well as the impressive leaded-glass front door. Inside, you’ll discover a spacious open-concept living, dining, and kitchen area designed to take full advantage of the beautiful water and conservation views. The large kitchen features a generous eat-at island/bar, abundant cabinetry with convenient pull-out drawers, beautiful quartz countertops, and a walk-in pantry. The adjoining dining area provides a wonderful view of the screened lanai, water, and conservation area. The spacious primary bedroom offers a tray ceiling, ceiling fan, and a peaceful private view of the water and conservation area. The luxurious primary bath features dual sinks, a large custom walk-in shower, and an enormous walk-in closet with enough room to feel like a small bedroom. Two additional guest bedrooms are located on the opposite side of the home, providing privacy for family or guests. These rooms can also easily be used as den, office, or flex spaces, with a conveniently located bathroom between them. The private in-law suite is accessed through its own separate entrance from the screened front walkway and includes a full bathroom, making it ideal for extended family, overnight guests, or a private retreat. Step outside to the screened and covered lanai, where you can relax and enjoy peaceful water and conservation views. It’s the perfect spot for morning coffee, entertaining, or simply enjoying the Florida lifestyle. The spacious two-car garage provides plenty of storage, along with a golf cart hookup and attic storage space. Additional benefits include windows, doors, and construction features designed to meet current hurricane-code standards, which will qualify the home for available new-home and hurricane-protection insurance discounts. The property is also NOT in a flood zone (Zone X). This exceptional Calabria model combines a desirable floor plan, private in-law suite, beautiful views, abundant storage, and a fantastic location near the Village Amenities Center. A must-see home that truly feels like new! The HOA provides exceptional value by covering landscaping maintenance, irrigation, cable TV, and high-speed Internet, allowing you to enjoy a low-maintenance lifestyle in this desirable community. Solivita is a premier 55+ community, offering residents an exceptional lifestyle with state-of-the-art amenities. Enjoy a fully 2 equipped fitness centers, dance and aerobics studios, and an impressive array of recreational options including 14 heated swimming pools, two heated spas, tennis courts, pickleball courts, shuffleboard, bocce ball, billiards, and an art gallery. The community also features three on-site restaurants and two championship 18-hole golf courses. With a full calendar of activities and events, there’s always something new to explore and enjoy. This home is conveniently located near a hospital and medical office complex, and shopping center.

163 Olympus Way, Kissimmee

$360,000
2 Beds 2 Baths Artisan Club Condo SubDv. 34747 Zip Code
Welcome Home to Breathtaking Views! This amazing two bedroom/two bath condominium is located on the top floor with views of the gorgeous Artisan Park Village from your balcony. It's located in the exciting town Disney developed — Celebration, Florida! Take the elevator to the highest level and feel a sense of pride as soon as you enter your new condo. It has been beautifully updated with lovely, non-slip driftwood porcelain tile floors and crown molding throughout, classy lighting/ceiling fans, upgraded bathrooms, high-level wood shutters throughout, and top-of-the-line appliances (including large capacity Maytag washer and dryer). The kitchen features 42" raised panel maple cabinets, a built-in desk which provides a convenient place for your paperwork, newer dark grey stainless steel appliances, a farmhouse sink with a pullout spray faucet, and a light and bright breakfast nook/eat-in area. The split bedrooms afford privacy with the luxurious primary suite featuring a trey ceiling, a spacious walk-in closet with custom built-ins, and a classy bathroom that's complete with dual sinks and a large, walk-in shower boasting an extra-large Rain showerhead. French doors in the combination living/dining room lead to the amazing balcony — the perfect place to start and end your day! You'll love the extra storage cabinets in the laundry room and the outside storage cage that is a short walk from the condo. The furniture can also be purchased and there is a dedicated one-car garage. The clubhouse in Artisan Park is awesome with a restaurant, bar, billiard room, fitness center, outdoor kitchen, banquet room, and a fabulous resort-style heated pool and spa. The Artisan Park condos are adjacent to one of the wonderful walking trails of Celebration and is a short drive (or walk) to the downtown area which offers restaurants, shops, and a charming hotel. What a wonderful place to call home!

1410 Celebration Avenue Unit 407, Celebration

$560,000
6 Beds 5 Baths Solara Resort SubDv. 34747 Zip Code
THE SELLER IS VERY MOTIVATED TO SELL!!!! Exceptional Vacation Home in Solara Resort – Private Pool, Short-Term Rental Approved & Minutes from Walt Disney World®! Welcome to this stunning fully furnished vacation home located in the highly sought-after Solara Resort, one of Central Florida's premier resort communities for short-term rentals. Whether you're looking for a profitable investment property, a vacation retreat, or a second home, this property offers the perfect combination of luxury, comfort, and location. From the moment you arrive, you'll be welcomed by a charming covered front porch and an inviting entryway leading into a bright, open-concept living area. Large sliding glass doors fill the home with natural light and open to a covered lanai overlooking the private screened-in pool, creating the perfect indoor-outdoor living space for relaxing or entertaining. The spacious kitchen is designed for both functionality and style, featuring solid wood cabinetry, a large breakfast bar, generous counter space, and a full set of appliances, making meal preparation effortless. This beautiful home offers 6 spacious bedrooms, 4 full bathrooms, and 1 half bath, plus a versatile upstairs loft ideal as a second family room or game area. The primary suite is conveniently located on the first floor and features a large walk-in closet and an elegant en-suite bathroom with dual vanities and plenty of space. Several bedrooms are professionally decorated with themed designs, creating an unforgettable experience for guests of all ages. The home also includes a 1-car garage. As part of the renowned Solara Resort, owners and guests enjoy access to world-class resort amenities, including a spectacular resort-style pool, FlowRider® surf simulator, clubhouse, fitness center, restaurant and poolside bar, splash pad, water slides, sports simulator, basketball court, beach volleyball court, soccer field, playground, game room, walking areas, and a gated entrance with resort-style security. Ideally located just minutes from Walt Disney World® Resort, Disney's Animal Kingdom, shopping, restaurants, golf courses, major highways, Island H2O Water Park, Sunset Walk, and other world-famous Orlando attractions, this home offers exceptional convenience for both owners and vacation guests. Don't miss this incredible opportunity to own a high-demand vacation home in one of Kissimmee's most desirable resort communities. Schedule your private showing today!

9012 Egret Mills Terrace, Kissimmee

$740,000
4 Beds 3 Baths Celebration South Village Unit 4 Rep 2 SubDv. 34747 Zip Code
Welcome to 1425 Resolute Street, a beautifully designed David Weekley "Alameda" home nestled along the tree-lined streets of Spring Lake in Celebration. Charming Craftsman-inspired details and a picturesque covered front porch create an inviting first impression, while inside, a bright and spacious open floor plan was designed for comfortable everyday living and effortless entertaining. Beautiful wood flooring, crown molding, recessed lighting, updated fixtures, ceiling fans, and Hunter Douglas window treatments add warmth and character throughout. The kitchen is truly the heart of the home, featuring light cabinetry with glass-front accents and a built-in wine rack, granite countertops, stainless steel appliances, undermount sinks, a closet pantry, and a generous center island with additional storage and breakfast-bar seating. Open to the dining and family rooms, this welcoming space makes it easy to gather with family and friends. Wood stairs lead to the second floor, where you'll find three generously sized secondary bedrooms and a versatile loft featuring beautiful wood flooring. Ideal for today's flexible lifestyles, the loft offers wonderful additional living space for a home office, media room, playroom, or reading retreat. The oversized primary suite is filled with natural light and offers plenty of room for substantial furnishings plus a sitting area, reading nook, or workspace. The spacious primary bath features dual sinks, a garden tub, and separate shower. A large laundry room with tile flooring and additional storage adds everyday convenience. Built by David Weekley Homes, the residence also incorporates energy-efficient building features designed to enhance comfort and help reduce heating and cooling demands. Spring Lake residents enjoy their own neighborhood pool, fitness center, parks, green spaces, and access to Celebration's extensive network of scenic walking and biking trails. Follow the trails toward downtown Celebration, where lakeside views, restaurants, shops, community events, and charming Market Street create the distinctive small-town atmosphere Celebration is known for. Throughout the community, picturesque lakes, neighborhood parks, playgrounds, recreation facilities, and miles of trails offer endless opportunities to enjoy the Florida lifestyle. Spring Lake's convenient location near World Drive and I-4 also provides easy access to Walt Disney World Resort, Orlando's world-famous attractions, shopping, dining, entertainment, and major employment centers. AdventHealth Celebration and everyday conveniences are also nearby. With its welcoming front porch, spacious and flexible floor plan, beautiful interior details, energy-efficient construction, and wonderful Spring Lake location, 1425 Resolute Street is ready to welcome you home to the Celebration lifestyle.

1425 Resolute Street, Celebration

$648,000
7 Beds 7 Baths Solara Resort SubDv. 34747 Zip Code
Step into your next high-performing investment at 1633 Nassau Point Trail! This breathtaking, fully furnished 7-bedroom, 6.5-bathroom retreat in the premier gated Solara Resort is a proven revenue generator built for ultimate guest satisfaction. Perfectly positioned just steps from the clubhouse and adjacent to convenient extra guest parking, this turnkey powerhouse delivers high-yield performance alongside effortless vacation living. Guests can cool off in the private screened-in pool and spa, catch the big game on multiple outdoor TV setups, or unwind in the air-conditioned, tiki-themed garage lounge—a massive hit for both adults and teens. Inside, custom hand-painted murals and immersive themed bedrooms elevate the guest experience, driving stellar reviews and consistent bookings. The numbers speak for themselves: this top-performing property boasts an impressive 70% overall occupancy rate over the last 12 months, surging to an incredible 82% occupancy so far in 2026. For savvy investors or vacation home buyers, Solara Resort offers unmatched marketing power, attracting global travelers directly and through travel agency networks, as well as major booking platforms. The resort itself is a major draw, featuring world-class amenities, including the famous FlowRider® surf simulator, a zero-entry pool, a splash pad, a fitness center, a bar and grill, and sports courts. Located just minutes from Orlando’s world-renowned theme parks, premier dining, and top shopping destinations, this income-generating asset is completely plug-and-play and ready to start delivering returns from day one.

1633 Nassau Point Trail, Kissimmee

$800,000
8 Beds 5 Baths Bellavida Ph 2c SubDv. 34746 Zip Code
Luxury Vacation Home in BellaVida Resort – Private Pool, Lake View & Approved for Short-Term Rentals! Discover this exceptional fully furnished home in the highly sought-after BellaVida Resort, one of Kissimmee's premier gated resort communities, perfectly located just minutes from Orlando's world-famous attractions. Designed for both personal enjoyment and investment, this spacious residence is approved for short-term rentals, making it an outstanding opportunity for vacation home buyers and investors alike. The home features 8 spacious bedrooms, 5 full bathrooms, and a versatile loft, providing plenty of space for large families and guests. The open-concept floor plan creates a bright and inviting atmosphere, seamlessly connecting the living room, dining area, and gourmet kitchen. The modern kitchen is beautifully appointed with luxury quartz countertops, solid wood cabinetry, stainless steel appliances, and premium finishes, offering both style and functionality. On the first floor, you'll find the elegant primary suite along with a convenient guest bedroom, ideal for added privacy and accessibility. Upstairs, a spacious loft provides additional entertainment or relaxation space, accompanied by six additional bedrooms, comfortably accommodating multiple guests. Step outside to your own private Florida oasis featuring a screen-enclosed heated pool overlooking a peaceful lake, creating the perfect setting to relax after a day at the parks or entertain family and friends while enjoying beautiful water views. Residents and guests enjoy access to the outstanding amenities of BellaVida Resort, including: Resort-style community pool Elegant clubhouse State-of-the-art fitness center Game room Movie theater Playground Sports courts Walking trails Gated entrance with security Beautifully maintained landscaping Located at 4472 Monado Dr, Kissimmee, FL 34746, this home is just minutes from Walt Disney World®, Universal Orlando Resort, SeaWorld®, Old Town Kissimmee, The Loop shopping and dining district, Orlando Vineland Premium Outlets, top-rated restaurants, golf courses, and Orlando International Airport, offering unmatched convenience for homeowners and vacation guests. Whether you're looking for a luxury vacation home, a primary residence, or a high-income investment property, this exceptional home offers the perfect combination of location, comfort, and resort-style living. Schedule your private showing today and experience everything this incredible property has in store!

4472 Monado Drive, Kissimmee

$264,000
2 Beds 2 Baths Siena At Celebration Condo B SubDv. 34747 Zip Code
Positioned within the highly sought-after Siena at Celebration community, this beautifully maintained 2-bedroom, 2-bathroom condo with a rare 1-car garage offers a light-filled, open floor plan, peaceful lake and golf course views, and the charming lifestyle Celebration is known for. From the moment you step through the front door, you are welcomed by an inviting living space filled with natural light. The thoughtfully designed kitchen is positioned just off the entry and overlooks the main living area, creating an open feel that flows seamlessly into the living room and dining room. At the end of the kitchen, a dedicated laundry room provides added convenience, and the washer and dryer will convey with the sale. French doors off the living and dining area lead to the private balcony, where beautiful lake and golf course views create a peaceful backdrop to enjoy throughout the day. Tucked off the left side of the living room, the spacious primary suite features bamboo laminate flooring, a walk-in closet, and a private en-suite bathroom. The lake and golf course views can also be enjoyed directly from the primary bedroom, and during Celebration’s Fourth of July festivities, you can even watch the fireworks right from your bedroom window. On the opposite side of the condo, the spacious second bedroom offers plenty of room and direct access to the second full bathroom. The bathroom also opens to the main living area, providing convenient dual access for both the bedroom and guests. Laminate flooring flows throughout the living room, dining room, and second bedroom, while tile can be found in the kitchen and both bathrooms. Both bedrooms have also been freshly painted. Additional features throughout the home include new light fixtures, smart light switches that can connect to a security system, a Ring doorbell, and hardwired features. The building itself has also recently been painted and received a new roof. Adding even more convenience is the rare private 1-car garage, with existing shelving that will convey with the sale, as well as an assigned parking space. Residents of Siena at Celebration enjoy access to a resort-style pool, clubhouse, fitness center, and playground. Living in Celebration also grants access to six additional community pools, tennis, basketball, and sand volleyball courts, sports fields for soccer, softball, and lacrosse, and over 26 miles of scenic walking and biking trails throughout town. Located just minutes from Celebration’s vibrant downtown filled with restaurants, shops, and lakeside events, this condo also offers quick access to Celebration Pointe’s grocery store, brewery, and dining options. AdventHealth Celebration is nearby, and Walt Disney World is only about 10 minutes away. With Orlando International Airport approximately 25 minutes from your doorstep and both Florida coasts within reach for easy day trips, this home places you in the center of everything that makes Central Florida living so special. Don’t miss your opportunity to own this beautifully maintained condo with peaceful views and a rare private garage in one of Central Florida’s most beloved and picturesque communities.

700 Siena Palm Drive Unit 302, Celebration

$450,000
4 Beds 3 Baths Lindfields Unit 4 SubDv. 34747 Zip Code
Welcome to 2791 Picadilly Circle, Kissimmee, FL — a beautifully updated 4-bedroom, 2.5-bath pool home offering the perfect combination of modern upgrades, generous living space, privacy, and the Florida lifestyle. From the moment you step inside, you’ll appreciate the bright, open floor plan and thoughtfully upgraded interior. At the heart of the home is the updated gourmet kitchen, designed to impress with stylish finishes and an inviting layout perfect for everything from everyday meals to entertaining family and friends. The bathrooms have also been tastefully updated and upgraded, giving the home a fresh, modern feel throughout. With four spacious bedrooms and 2.5 baths, there’s plenty of room to spread out. The versatile living areas provide flexibility for entertaining, working from home, family gatherings, or simply relaxing at the end of the day. Step outside and discover your own private Florida retreat. The fully fenced backyard features a sparkling swimming pool and plenty of space to relax, entertain, barbecue, or soak up the Florida sunshine. Whether hosting weekend gatherings or enjoying a quiet afternoon poolside, this outdoor space is designed to be enjoyed year-round. Conveniently located in the heart of Kissimmee, 2791 Picadilly Circle puts you just minutes from shopping, dining, schools, major roadways, Orlando-area attractions, and everything Central Florida has to offer. Updated gourmet kitchen. Upgraded bathrooms. Four spacious bedrooms. Private fenced backyard. Sparkling pool. Prime Kissimmee location. This home checks all the boxes and is ready for its next owner. Schedule your private showing today and experience everything 2791 Picadilly Circle has to offer!

2791 Picadilly Circle, Kissimmee

$949,000
4 Beds 4 Baths Spring Park Twnhms Of South Village SubDv. 34747 Zip Code
Three Stories • Private Pool • Renovated Kitchen • Incredible Bonus Suite Welcome to 1208 Celebration Avenue, where spacious living, thoughtful updates, and the unmistakable charm of Celebration, Florida's South Village come together in one exceptional townhome. This beautiful three-story townhome offers a wonderfully open and flexible floor plan designed for both everyday living and entertaining. The heart of the home is the renovated kitchen, complete with a breakfast nook and additional seating area, creating the perfect gathering place for family and friends. The adjoining living spaces feel open and inviting, while architectural details including trey ceilings give the home an elevated, distinctive look. Upstairs, the spacious primary suite provides a relaxing retreat with a luxurious en-suite bath featuring a jetted tub and an impressive walk-in closet with custom cabinetry. Two additional bedrooms offer plenty of room for family, guests, or a home office. And then there’s the THIRD FLOOR! Nearly 800 square feet of bonus living space with its own full bath opens up a world of possibilities. Create an additional primary or guest suite, home theater, game room, private office, fitness studio—or a combination of them all. It’s the kind of flexible space that makes this home truly stand apart. Step outside and discover your own Rare private pool and patio, an inviting setting for morning coffee, sunny Florida afternoons, entertaining friends, or relaxing at the end of the day. Even the garage has been thoughtfully finished, featuring an organized two-car garage with tiled flooring and decked attic storage with pull down ladder. Wonderful sized apron behind the garage to park additional vehicles. Brand New water heater adds another practical upgrade, and some furnishings may also be available for inclusion. Best of all, you’re living in the heart of Celebration—the town that Disney built—with beautiful parks, community pools, walking and biking trails, neighborhood amenities, dining, shopping, and the Celebration lifestyle all close by. 1208 Celebration Avenue isn’t simply a townhome—it’s three floors of possibilities, your own private Florida pool, and the opportunity to call one of Central Florida’s most beloved communities HOME. Welcome to Celebration. Welcome home.

1208 Celebration Avenue, Celebration

$1,700,000
5 Beds 4 Baths Lasseters SubDv. 34744 Zip Code
Welcome to the quintessential Florida lakefront lifestyle. Tucked beneath a breathtaking canopy of majestic Southern Live Oaks, this extraordinary 4-bedroom, 3-bath estate—with a detached 1-bedroom, 1-bath guest house—offers approximately 105 feet of shoreline on beautiful Lake Tohopekaliga (Lake Toho) and a setting unlike anything else on the market. Beyond the private wrought-iron gates off Neptune Road, this 1.5-acre estate offers the privacy and freedom of no HOA, allowing you to keep your boat just steps from the water and your RV on its own dedicated pad with electrical hookup. From the sparkling saltwater pool and tranquil koi pond with cascading waterfall to the countless custom features throughout the property, this is a home that truly must be experienced in person. Built with durable concrete block construction and topped with a newer roof, the residence features a timeless blend of hardwood and tile flooring. The heart of the home is a chef’s kitchen designed for both everyday living and entertaining, complete with custom wood cabinetry, a premium Viking vent hood over a six-burner gas cooktop, and sunset views of Lake Toho from the kitchen sink. The outdoor living spaces are equally impressive. Positioned between the pool area and the lakeshore, the custom outdoor kitchen is an entertainer’s dream, featuring a full brick wood-fired oven, brick rotisserie, brick smoker, and expansive concrete cooking area—perfect for hosting everything from intimate family dinners to large gatherings. The spacious primary suite occupies its own private wing of the home and showcases an entire wall of windows framing spectacular lake views. The en-suite bath includes a relaxing garden tub, separate walk-in shower, generous walk-in closet, and ample space to create your own private retreat. The main residence also offers three additional bedrooms, a dedicated office with a closet that could serve as a fifth bedroom, and thoughtfully designed living spaces throughout. Adding even more versatility is the detached guest house, complete with its own private driveway and rear entrance. Featuring an open-concept living and kitchen area, separate bedroom, full bath, and its own HVAC system, it’s ideal for extended family, guests, a private office, or potential rental opportunities. Despite its peaceful, estate-like setting, this exceptional property is conveniently located just minutes from the rapidly growing NeoCity technology district, Osceola Heritage Park, the Florida Turnpike for easy access throughout Central Florida, as well as the Kissimmee and Amtrak SunRail stations for a convenient alternative to highway commuting. This location is also great for the theme park enthusiasts, with over 15 major Disney, Universal, and SeaWorld parks combined within a short drive. For the avid boater/fisherman, you will be delighted to know that your boat- parked on your own dock (with a boat lift)- here on Lake Toho is a part of the Chain-of-Lakes, allowing you to travel through lakes all over Florida, and even to the Atlantic or Gulf of America. Lake Toho also hosts several professional bass fishing tournaments each year. Whether you’re searching for a private waterfront retreat, an entertainer’s paradise, or a place where you can truly enjoy the Florida lifestyle, this one-of-a-kind Lake Toho estate offers an opportunity that’s rarely available.

807 Neptune Road, Kissimmee

$679,000
5 Beds 5 Baths Windsor Hills Ph 06 SubDv. 34747 Zip Code
This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States. Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime. Interior Features for High-Demand Guest Use Multiple dining areas and a spacious main living room built to accommodate high guest volume Stainless steel appliances in the kitchen Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance Outdoor & Resort Amenities The screened lanai features a private heated pool, a top-performing feature for year-round bookings. Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering: Lagoon-style resort pool Clubhouse, fitness center, and marketplace Tennis, racquetball, basketball, and volleyball Theater, arcade, playgrounds, and putting greens 24-hour guarded security Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand. Investment Highlights This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.

7777 Teascone Boulevard, Kissimmee

$540,000
3 Beds 3 Baths Esplanade At Westview SubDv. 34758 Zip Code
What's Special: Larger Lot | Flex Room | Pond View | Gourmet Kitchen. New Construction – Ready Now! Welcome to the Ambra at 5676 Nevis Terrace at Esplanade at Westview! The open-concept living area seamlessly connects the great room, spacious kitchen with a large center island, and views of the covered lanai, creating an inviting space for everyday living and entertaining. A formal dining room is conveniently located near the kitchen for special gatherings. At the back of the home, two private primary suites each feature a walk-in closet and en-suite bathroom. A secondary bedroom and full bathroom are situated at the front of the home, while a spacious laundry room just off the garage entry adds everyday convenience. Additional Highlights Include: a bay window in the primary bedroom, a bay window in the second primary bedroom, gourmet kitchen, tray ceiling package, 8' interior doors, and laundry room sink. Photos are for representative purposes only. MLS#O6432452 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.

5676 Nevis Terrace, Kissimmee

$265,000
4 Beds 3 Baths Club Cortile SubDv. 34746 Zip Code
Welcome to this newly renovated 4-bedroom, 3-bathroom townhome located in the desirable Club Cortile gated community in the heart of Kissimmee. This move-in-ready property features brand-new flooring, fresh interior paint, a new microwave, and a new dishwasher, creating a clean and updated living space. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, providing plenty of natural light and functional living space. The kitchen features ample cabinetry, generous countertop space, and modern appliances for everyday convenience. The thoughtfully designed layout includes four spacious bedrooms and three full bathrooms, providing flexibility for family living, guests, or a home office. The primary suite includes a private en-suite bathroom and generous closet space. Step outside to the private screened lanai, providing a comfortable outdoor space for relaxing or entertaining. Residents of Club Cortile enjoy access to community amenities including a gated entrance, clubhouse, resort-style swimming pool and spa, fitness center, tennis courts, basketball court, playground, and beautifully maintained common areas. Conveniently located just minutes from Walt Disney World, Universal Orlando, SeaWorld, shopping, dining, golf courses, and major roadways including US-192, Osceola Parkway, SR 417, and Florida's Turnpike, this home provides convenient access to Central Florida's attractions and everyday amenities.

2848 Club Cortile Circle, Kissimmee

$470,000
4 Beds 2 Baths Oaks Ph 1 B2 SubDv. 34746 Zip Code
2111 Eagleview Ct, Kissimmee, FL 34746 The Oaks – Golf & Lake Community Welcome home to this beautifully maintained 4-bedroom, 2-bath pool home nestled on a quiet cul-de-sac in the sought-after Oaks golf community. Enjoy front-row views of the 9th tee box along with a peaceful water and nature backdrop right from your screened lanai. Inside, soaring 10'6" ceilings and 18x18 tile set the stage in the open kitchen/family room combo, while separate formal living and dining rooms add versatility for entertaining. The well-appointed kitchen features a closet pantry, breakfast bar, crown-molded cabinetry, and stainless steel appliances. The thoughtful 3-way split floor plan places all four bedrooms for maximum privacy, and the spacious primary suite offers a large walk-in closet, dual sinks, garden tub, and separate shower. Step outside to your private, heated in-ground pool with screen enclosure and child safety fence — the perfect spot to soak up the Florida sunshine. A 2-car garage with drop-down attic stairs adds extra storage. Additional highlights: NEW ROOF (2024), newer water heater, rounded corners, chair rail, decorative columns, and lighted display niche. The Oaks offers resort-style amenities including an 18-hole championship golf course winding through century-old oaks, tennis and basketball courts, a playground, and community lake access with a boat ramp and lift on Lake Toho — plus RV/boat storage available for a fee. Conveniently located near shopping, dining, top schools, medical facilities, theme parks, and the airport. Don't miss this rare opportunity to enjoy the Florida lifestyle in a premier golf and lake community! Beds: 4 | Baths: 2 | Heated SF: 2,109 | Total SF: 2,925 | Year Built: 2005 | Lot: 0.18 acres | Garage: 2-car attached | Pool: Private, heated, screened | HOA: $288/yr | CDD: $543/yr | Flood Zone: X

2111 Eagleview Court, Kissimmee

$309,000
3 Beds 3 Baths Amber Pointe SubDv. 34744 Zip Code
Welcome to 2510 Hassonite Street, a beautifully maintained corner-unit townhome in the desirable gated community of Amber Pointe in Kissimmee. This spacious 3-bedroom, 2.5-bath home offers approximately 1,763 square feet of comfortable living space and features an open, functional floor plan with abundant natural light. The main level features a welcoming living and dining area, a convenient half bath, and a well-appointed kitchen with granite countertops, solid wood cabinetry, and a breakfast/eat-in area. The kitchen opens to the living space, creating an ideal layout for entertaining and everyday living. Tile flooring is featured throughout the first floor, while the second floor offers laminate flooring and generously sized bedrooms. As a corner unit, the home benefits from additional windows, increased natural light, and added privacy. The spacious primary bedroom is located upstairs and features a walk-in closet and private bathroom. Two additional bedrooms and a full bathroom provide plenty of space for family, guests, or a home office. The property also includes an attached one-car garage and convenient interior laundry. Residents of Amber Pointe enjoy access to community amenities including a resort-style swimming pool and playground, all within a gated community. Conveniently located near US-192, Florida's Turnpike, shopping, restaurants, schools, major roadways, and Central Florida's world-famous attractions, this home offers an excellent combination of location, comfort, and convenience. Don't miss the opportunity to make this beautiful Kissimmee townhome your new home! Schedule your private showing today.

2510 Hassonite Street, Kissimmee

$3,199,999
11 Beds 13 Baths Reunion West Vlgs North SubDv. 34747 Zip Code
Welcome to an exceptional luxury estate located within the prestigious Reunion Resort, where sophisticated design, expansive living spaces, and resort-style entertainment come together to create an extraordinary Central Florida retreat. Spanning three thoughtfully designed levels, this impressive 11-bedroom, 11-bath residence has been curated for both luxurious everyday living and the highly desirable vacation rental market. The main level welcomes you with beautifully appointed living and dining spaces anchored by a spacious gourmet kitchen designed for entertaining. An impressive game room offers skeeball, basketball, air hockey, arcade games and shuffleboard, while multiple gathering areas throughout the home provide plenty of space for guests to relax and entertain. Step outside to your private resort-style pool and spillover spa surrounded by generous patio space, outdoor seating and a built-in barbecue—creating the perfect setting for enjoying Florida's year-round sunshine. Entertainment continues throughout the upper levels with a dedicated movie theater featuring reclining theater seating, fitness area, playroom, billiards room, dual gaming stations and multiple screened balconies. The home's extensive bedroom configuration includes multiple king suites along with imaginative themed bunk rooms, offering exceptional flexibility for large families and vacationing groups. Located within Reunion Resort's sought-after Legends Corner neighborhood, the property combines privacy with convenient access to the world-class attractions, dining, golf and entertainment that make the Orlando area one of the world's premier vacation destinations. Whether envisioned as an impressive personal retreat, second home or luxury vacation-rental investment, this remarkable Reunion estate delivers the space, amenities and entertainment today's resort buyer is looking for—all in one unforgettable property.

550 Muirfield Loop, Kissimmee

$345,000
2 Beds 2 Baths Four Seasons At Orlando Pb 3b & 4a SubDv. 34747 Zip Code
Experience resort-style Florida living in this beautifully upgraded 2-bedroom, 2-bath home located in the highly desirable Four Seasons 55+ guard-gated community in Kissimmee. Move-in ready and thoughtfully enhanced throughout, this home combines stylish upgrades, excellent storage, comfortable living spaces, and an exceptional amenity-filled lifestyle. Inside, you'll find upgraded flooring extending through the living areas, bedroom and closets, along with beautiful French doors, window blinds and draperies, upgraded ceiling fans and lighting throughout, and an elegant upgraded dining room light fixture. The kitchen features a stylish backsplash, additional cabinetry and cupboards, an added bank of drawers for convenient storage, decorative cabinet and drawer pulls, and an exhaust fan over the stove. These thoughtful additions provide both functionality and an attractive finished look. The laundry room offers additional cabinetry and storage, decorative hardware, a coordinating backsplash and plumbing already in place for a laundry sink. Both bathrooms feature attractive finishes, including a guest shower and an upgraded beveled-edge finish in the primary shower. Enjoy Florida's beautiful weather from the screened-in lanai, creating an inviting additional space for morning coffee, relaxing, entertaining family and friends, or simply enjoying the Florida lifestyle. Additional improvements include gutters and upgraded garage shelving, providing even more convenient storage and organization. And the lifestyle doesn't stop at your front door. Four Seasons offers an outstanding resort-style 55+ lifestyle within a guard-gated community, complete with an impressive clubhouse offering a wide variety of activities and social opportunities, oversized swimming pools, fitness center, pickleball courts, tennis courts, golf, and much more. Whether you enjoy staying active, playing golf, relaxing poolside, participating in community activities, or spending time with friends at the clubhouse, Four Seasons offers something for virtually every lifestyle. With extensive upgrades already completed, generous living and storage space, outstanding community amenities, and a desirable Kissimmee location, this home offers the opportunity to simply move in and start enjoying everything Central Florida has to enjoy. This is more than a home—it's the Florida lifestyle you've been looking for. Schedule your private showing today and experience Four Seasons for yourself!

1667 Key Bay Trail, Kissimmee

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