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Browse All Kissimmee FL Properties with Pool for Sale

8812 Macapa Drive, Kissimmee
$680,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
Discover an exceptional opportunity to own this beautifully furnished 8-bedroom, 6-bathroom pool home in the highly sought-after GATED resort community of Windsor at Westside.NO REAR NEIGHBORS*NO CARPET, NEW LUXURY VINYL FLOORING* PAID OFF SOLAR PANEL*Offering an ideal blend of luxury, comfort, privacy, and investment potential, this turnkey property is perfectly suited as a primary residence, vacation retreat, or high-performing short-term rental. The thoughtfully designed open floor plan features expansive living and dining areas that flow effortlessly into the well-appointed kitchen, complete with granite countertops, stainless steel appliances, and a large center island. Sliding glass doors lead to the screened lanai, where you'll find a private pool and spa overlooking a peaceful wooded backdrop with *NO REAR NEIGHBORS, providing a rare sense of privacy and a tranquil setting to relax or entertain*. The first floor includes two bedrooms, including a spacious ensuite with direct access to the pool area, while upstairs offers additional guest suites, themed bedrooms, a generous loft, and a dedicated theater room for unforgettable movie nights. Throughout the home, you'll appreciate the low-maintenance flooring with tile and *NEW LUXURY VINYL FLOORING throughout—there is NO CARPET, making the home both stylish and easy to maintain*. A valuable bonus is the* FULLY PAID-OFF SOLAR PANEL SYSTEM installed 2025, valued at approximately $80,000, which can significantly reduce monthly electric costs by an estimated $500+ *while improving long-term energy efficiency. Residents and guests enjoy access to Windsor at Westside's outstanding resort amenities, including a spectacular clubhouse, resort-style pool with lazy river and splash area, fitness center, game room, sports courts, playground, and more. The HOA also includes cable, internet, lawn maintenance, valet trash service, and 24-hour gated security for added convenience. Ideally located just minutes from Walt Disney World, world-class attractions, shopping, dining, golf, and major highways, this move-in-ready home offers the perfect combination of lifestyle, privacy, and exceptional investment value.

8812 Macapa Drive, Kissimmee

46 Cordona Drive, Kissimmee
$396,000
4 Beds ⋅ 2 Baths ⋅ Poinciana Village 1 Nbhd 3 East SubDv. ⋅ 34758 Zip Code
Virtually Staged. *One or more photos are virtually staged* HUGE PRICE IMPROVEMENT! THIS IS A TRULY TURN-KEY HOME!!! Welcome to 46 Cordona Drive—a beautifully renovated pool home offering modern finishes, energy-efficient features, and move-in-ready appeal. Fresh interior and exterior paint, updated lighting, luxury vinyl plank flooring, and stylish new fixtures create a bright, cohesive interior. The remodeled kitchen features wood cabinetry, quartz countertops, and new appliances, while the renovated bathrooms continue the elevated design with quartz surfaces and contemporary finishes. Additional improvements include a 2023 HVAC system, new water heater, garage door opener, washer/dryer combination, and refreshed landscaping.Outdoors, the property is fully enhanced for privacy and enjoyment with vinyl fencing enclosing both the front and back yards, along with a screen-enclosed pool area perfect for year-round outdoor living. The revitalized swimming pool features a new pump and acid-washed surface, creating a clean and inviting retreat. The home also features a newer 2016 roof with 30-year architectural shingles and a full roof-mounted photovoltaic solar system, fully owned. Thoughtfully updated inside and out, this impressive home is ready for its next owner! Located in the established Poinciana area of Kissimmee, this home offers convenient access to everyday shopping, dining, healthcare services, parks, and recreational facilities. The surrounding community features swimming pools, playgrounds, athletic fields, fitness facilities, and outdoor recreation opportunities. Nearby Poinciana Parkway provides connections to major Central Florida roadways, while the Poinciana SunRail Station offers an additional transportation option. Perfectly positioned near Downtown Kissimmee and world-class attractions for the ultimate Central Florida lifestyle.

46 Cordona Drive, Kissimmee

3221 Cupid Place, Kissimmee
$365,000
4 Beds ⋅ 3 Baths ⋅ West Lucaya Village SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully maintained corner-unit townhome located in the highly desirable West Lucaya Resort, offering the perfect combination of comfort, style, and investment potential. This fully furnished home features 4 spacious bedrooms and 3 full bathrooms, making it ideal as a primary residence, vacation home, or short-term rental investment. The open-concept layout includes a modern kitchen with granite countertops, stainless steel appliances, and elegant laminate flooring, creating a functional and inviting space for everyday living and entertaining. As a desirable corner unit, the property offers additional privacy, more natural light, and an enhanced sense of space. Ideally located just minutes from Walt Disney World, Margaritaville Resort Orlando, Island H2O Water Park, premier shopping, dining, and entertainment, this home places you in the heart of Central Florida’s most popular attractions. Convenient access to I-4 also makes traveling to Universal Orlando Resort, Orlando International Airport, and surrounding areas quick and easy. Residents of West Lucaya Resort enjoy an exceptional selection of resort-style amenities, including a sparkling community pool, clubhouse, fitness center, game room, Jacuzzi, playground, and business center. Whether you’re looking for a personal getaway or an income-producing property, this corner-unit townhome is an outstanding opportunity in one of the area’s most sought-after resort communities.

3221 Cupid Place, Kissimmee

537 Marcello Boulevard, Kissimmee
$805,000
10 Beds ⋅ 8 Baths ⋅ Bellavida Ph 2b SubDv. ⋅ 34746 Zip Code
Experience exceptional resort-style living in this stunning, fully furnished 10-bedroom, 8-bathroom home located in the highly sought-after Bella Vida Resort. Designed with both comfort and entertainment in mind, this spacious residence features an open-concept layout that seamlessly connects the living, dining, and kitchen areas. The gourmet kitchen is beautifully appointed with sleek white quartz countertops, stainless steel appliances, and an oversized island, all overlooking tranquil lake views. Step outside to your private outdoor oasis, complete with a screened-in pool, relaxing spa, and expansive patio - perfect for entertaining guests or enjoying quality time with family. The converted garage has been transformed into an impressive game room featuring theater-style seating and a variety of entertainment options for all ages. Professionally furnished and thoughtfully designed throughout, the home showcases high-end finishes and beautifully themed bedrooms, including enchanting Disney-inspired spaces that make it an ideal vacation retreat. Bella Vida Resort offers outstanding amenities, including a resort-style swimming pool with cabanas, an elegant clubhouse, high-speed internet, and professionally maintained landscaping, all included through the HOA. Whether you're searching for a primary residence, vacation home, or income-producing investment property, this exceptional home offers the perfect combination of luxury, comfort, and location. Schedule your private showing today!

537 Marcello Boulevard, Kissimmee

7846 Palmilla Court, Reunion
$2,099,000
8 Beds ⋅ 10 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Welcome to an extraordinary luxury residence nestled within the prestigious gated community of Reunion Resort, one of Central Florida's most sought-after destinations. Offering over 6,245 square feet of impeccably designed living space, this exceptional eight-bedroom, eight full bathroom and two half bathroom home has lovingly been upgraded, redecorated & renovated. This home combines elegant accommodation with world-class entertainment, making it the perfect primary residence, vacation home, or high-performing investment property. Designed for both relaxation and entertaining, the heart of the home is a stunning open-plan living area complemented by a fully equipped gourmet kitchen featuring premium appliances, an oversized breakfast bar with seating for six, and a spacious dining area accommodating twelve guests—ideal for hosting family gatherings and special occasions. The thoughtfully designed floor plan offers three luxurious primary suites on the ground floor, providing convenience and privacy, while the second floor features three additional king bedrooms and two spectacular themed children's rooms, which both have elaborate custom-built bunks that creates an unforgettable experience for younger guests. Entertainment has been taken to another level throughout the home. Enjoy movie nights in the private cinema with a large projection screen and ten reclining theatre chairs, challenge family and friends in the dedicated arcade featuring Skee-Ball, Air Hockey, Batman and Transformers arcade games, or unwind in the spacious loft games room complete with shuffleboard, foosball, arcade gaming, PlayStation 5 and Xbox. Step outside to your own private resort-style oasis over looking the golf course, where a sparkling swimming pool with a spillover spa is surrounded by expansive outdoor living spaces. Enjoy alfresco dining from the fully equipped summer kitchen, relax beneath the covered lanai, soak up the Florida sunshine on one of the loungers, or entertain family or friends with the outdoor pool and ping pong table. Practicality meets luxury with two fully equipped laundry rooms, each featuring full-size washers and dryers, ensuring effortless accommodation for large families and guests. Located within the award-winning Reunion Resort, owners and guests enjoy access to an exceptional range of luxury amenities, including three championship golf courses designed by legendary golfers, a spectacular water park, tennis courts, a state-of-the-art fitness centre, multiple restaurants, and an on-site Starbucks. The resort is just minutes from Walt Disney World and offers convenient access to Orlando's renowned attractions, shopping, dining, and Orlando International Airport. This remarkable home offers an exceptional opportunity to own one of Reunion Resort's premier luxury residences, combining sophisticated design, outstanding entertainment amenities, and an unrivaled resort lifestyle in one of Florida's most desirable communities. This property has membership enabling future owners to carry it over to access all of the 3 championship golf courses, the huge water park with a lazy river, tennis courts, amazing gym, and multiple restaurants. Please call me today to schedule a viewing.

7846 Palmilla Court, Reunion

1216 Royal View Terrace, Kissimmee
$389,000
3 Beds ⋅ 3 Baths ⋅ Spectrum At Reunion Ph 2 SubDv. ⋅ 34747 Zip Code
WOW – MUST SEE! Welcome to this BRAND NEW, NEVER LIVED IN 3-bedroom, 2.5-bathroom fully furnished luxury townhome located inside the world-renowned Reunion Resort. Situated directly across from the iconic Reunion Water Park, this home offers stunning, serene sunset views over a protected conservation area for ultimate privacy. Open-concept main level featuring a modern kitchen and spacious living room Premium finishes: Quartz countertops, luxury plank vinyl flooring on stairs & upper level, and upgraded Samsung stainless steel appliances Superior construction: Concrete block on the 1st floor, engineered roof trusses with tie-downs, and architectural concrete tile roof Soaring 10-foot ceilings on the main floor and 9-foot ceilings upstairs, Brick paver driveway, walkways, entry, and lanai with 1-car garage with custom Epoxy flooring WORLD-CLASS REUNION RESORT AMENITIES: Enjoy an extraordinary resort lifestyle featuring 3 signature award-winning golf courses (Palmer, Watson & Nicklaus), a private clubhouse with concierge, 10 resort-style pools, a state-of-the-art water park with lazy river (wave pool coming soon!), private gym , tennis and pickleball courts, mini-golf, playgrounds, bike/golf cart rentals, and on-site dining options. UNBEATABLE LOCATION: Located just 3 miles from Walt Disney World® and minutes from all major Orlando theme parks and attractions. Either you your desire as a primary residence, vacation getaway, or short-term rental investment. this unbeatable price within incredible world class destination won't last long! Schedule your private showing today.

1216 Royal View Terrace, Kissimmee

7740 Sandy Ridge Drive Unit 241 BLDG 44, Reunion
$430,000
5 Beds ⋅ 4 Baths ⋅ Spectrum At Reunion Condo Ph 9a & 9b SubDv. ⋅ 34747 Zip Code
**ACTIVE MEMBERSHIP **...Move in Ready**.. UPDATED PHOTOS COMING**Enjoy this brand new luxurious contemporary townhome as a full time resident, second home or short term rental. This spectacular 5 bedroom townhome has expansive views of the 15th hole of the Watson Golf Course at Reunion Resort. Relax on the massive lanai and watch the Disney fireworks at night. As you enter the home, you will be greeted by 20 ft ceilings from floor to ceiling. This open floor plan has a large master on the main floor with 3 junior suites. There is an additional bedroom on the top floor. Reunion Resort is located just 6 miles from Walt Disney World and theme parks. The Resort offers incredible amenities from 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson and Jack Nicklaus as well as 12 pools in community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide. Please note any property without a Resort membership may not be able to use any of the resort amenities. All Information Deemed Correct And Is Provided In Good Faith, However This Cannot Be Guaranteed, If Room Sizes, Sq. Ft. Taxes And Other Details Are Of Concern The Buyer And Buyers Agent Are Advised To Verify. The property has a mandatory membership, the new buyer will need to activate the membership as of day of closing. There will be an initiation fee of $15,000+ tax which will be collected at closing. Since this property has a mandatory membership and is located in Spectrum, the owner will receive 25% off their standard Gold dues of $500.00 per month.

7740 Sandy Ridge Drive Unit 241 BLDG 44, Reunion

7770 Sandy Ridge Drive Unit 227, Reunion
$400,000
5 Beds ⋅ 5 Baths ⋅ Spectrum At Reunion Condo Ph 6a & 6b SubDv. ⋅ 34747 Zip Code
Short Sale. SPECIAL LENDER-PAID INTEREST RATE BUY DOWN AVAILABLE ON THIS PROPERTY! Short Sale – Bank-Approved Price! Don't miss this incredible opportunity to own a fully furnished, turnkey home in the highly sought-after Reunion Resort at a bank-approved price. Whether you're searching for a primary residence, a luxurious vacation retreat, or an income-producing investment property, this home is ready for you from day one with furnishings included, allowing you to move in or begin renting with minimal preparation. There is something special about coming home to a place where every day feels like a getaway. Located within the world-renowned Reunion Resort, this exceptional property offers the perfect blend of comfort, luxury, and convenience in one of Central Florida's premier resort communities. Imagine starting your mornings with a cup of coffee or tea before teeing off on one of three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus. Spend your afternoons floating through the multimillion-dollar water park's lazy river, relaxing at one of 12 resort-style pools, or enjoying the community's outstanding recreational amenities. In the evenings, explore nearby shopping and dining or take in the spectacular Walt Disney World fireworks just minutes from your doorstep. With its unbeatable location, resort-style lifestyle, and exceptional value, this bank-approved short sale presents a rare opportunity to own in Reunion Resort at an attractive price. Whether you're looking to create unforgettable family memories or expand your investment portfolio, this home offers the Florida lifestyle you've been waiting for.

7770 Sandy Ridge Drive Unit 227, Reunion

4997 Town Terrace S, Kissimmee
$239,900
3 Beds ⋅ 3 Baths ⋅ Trafalgar Village Ph 1 SubDv. ⋅ 34758 Zip Code
Beautifully maintained 3-bedroom, 3 full-bath townhome located in Trafalgar Village, one of Kissimmee's most desirable guard-gated communities. This move-in-ready home features an open-concept floor plan with a spacious kitchen overlooking the dining and living areas, creating the perfect space for entertaining or everyday living. A full bathroom and laundry closet are conveniently located on the first floor, while upstairs you'll a spacious primary suite featuring two closets and an ensuite primary bathroom with a double vanity, along with generously sized secondary bedrooms offering ample closet space. The HOA provides exceptional value by covering the roof, exterior maintenance, exterior siding, lawn care, landscaping, and trash service, allowing you to enjoy truly low-maintenance living. Trafalgar Village offers an impressive collection of resort-style amenities, including 24-hour guarded security, a large community pool with spa, an artificial beach, fitness center, 48-seat movie theater, game room with billiards and video games, basketball court, pickleball court, shuffleboard courts, dog park, playground, barbecue and picnic area, scenic walking and jogging trails, private community mailboxes, and beautifully maintained common areas. Conveniently located just minutes from major highways, shopping, dining, entertainment, and approximately 10 minutes from Walt Disney World and Central Florida's world-famous attractions, this home is an excellent opportunity as a primary residence, vacation, or investment property.

4997 Town Terrace S, Kissimmee

159 Casavista Drive, Kissimmee
$419,500
2 Beds ⋅ 2 Baths ⋅ Solivita SubDv. ⋅ 34759 Zip Code
Virtually Staged. PRICE REDUCTION! Location, Location, Location! NEW ROOF 3/26! This stunning builder’s custom Cabella Model offers the perfect combination of luxury, comfort, and convenience. Ideally situated just a short distance from the main gate and a quick walk to the Village Center with its amenities, restaurants, and events, this home truly has it all. Enjoy expansive golf course views from this 2-bedroom, 2-bath home with a den/study and a climate-controlled workshop/hobby room. Designed as a builder’s model, this residence boasts numerous custom upgrades and has been meticulously cared for—LIVED IN ONLY FOUR YEARS! Step through the stone façade and leaded glass front door into a bright, open-concept living area that seamlessly flows to the screened lanai and the serene golf course beyond. The chef’s kitchen features Quartz counters, an eat-at bar, walk-in pantry, and abundant cabinetry, while the dining area offers beautiful views of the lanai and fairway. The spacious primary suite includes an en-suite bath with Quartz counters, dual sinks, a walk-in shower with seat, and an oversized walk-in closet. The guest bedroom and guest bath with walk-in shower, are thoughtfully positioned on the opposite side for privacy. The den/study is enhanced with custom built-in cabinetry and shelving. Outdoor living is at its finest with a screened lanai, a large pavered patio, and a custom outdoor fireplace—perfect for entertaining. Additional highlights include: CDD Debt Paid Off. Exterior Painted 2025. Custom landscaping & pavered walkway. Tray ceilings & crown molding. Whole-house water filtration system with UV light. Extra closet shelving. New bedroom carpets (2021). Air-conditioned shop/craft room with storage. 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.

159 Casavista Drive, Kissimmee

4330 Sunny Creek Place, Kissimmee
$384,900
4 Beds ⋅ 3 Baths ⋅ Storey Creek SubDv. ⋅ 34746 Zip Code
***PRICE IMPROVEMENT***Welcome home to this beautifully maintained 4 bedroom, 2.5 bath Lennar Dawson floor plan, built in 2020 and cared for by its original owners. Offering 2,357 square feet of designed living space, this home features an open concept layout that's perfect for both everyday living and entertaining. Step inside to a welcoming foyer that opens to a spacious living area filled with natural light from large windows and sliding glass doors. The kitchen is the heart of the home, featuring a large center island with space for bar seating, stainless steel appliances, abundant cabinet and counter space, and an open view of the living room. Just off the kitchen, the dedicated dining area overlooks the fully fenced backyard, creating the perfect setting for family meals and gatherings. Enjoy Florida living year-round from the screened-in patio, offering a peaceful space to relax while overlooking the private backyard. A convenient half bath and under stair storage complete the first floor. Upstairs, you'll find all four bedrooms, along with a versatile loft that makes an ideal home office, study area, or second living space. The spacious primary suite offers plenty of room to unwind and features a large walk-in closet, dual vanity, and private en-suite bath. The upstairs laundry room includes the washer and dryer for added convenience. Located in a desirable Kissimmee community close to shopping, dining, major roadways, and Central Florida attractions, this move-in-ready home combines modern design, functional living spaces, and pride of ownership throughout. Don't miss your opportunity to make it yours!

4330 Sunny Creek Place, Kissimmee

3141 Sun Lake Court Unit A, Kissimmee
$244,900
3 Beds ⋅ 2 Baths ⋅ Sun Lake Condo SubDv. ⋅ 34747 Zip Code
Welcome to effortless resort-style living and exceptional investment opportunity in the heart of Central Florida's world-famous vacation corridor. Perfectly positioned within the highly desirable gated community of Sun Lake Condominiums, this beautifully updated 3-bedroom, 2-bath residence offers a rare combination of location, lifestyle, and short-term rental flexibility just minutes from Walt Disney World, Margaritaville Resort Orlando, Island H2O Water Park, ESPN Wide World of Sports, Celebration Golf Club, Sunset Walk, world-class dining, shopping, and entertainment. Whether you're searching for a primary residence, a Florida vacation retreat, or an income-producing short-term rental, this property delivers outstanding versatility in one of the most sought-after tourist destinations in the world. Inside, you'll discover a bright, open-concept floor plan designed for both everyday comfort and entertaining. The spacious gathering room is filled with natural light and flows seamlessly to the oversized screened balcony, where tranquil lake views provide the perfect backdrop for morning coffee, evening sunsets, or relaxing after a day exploring Orlando's renowned attractions. The kitchen overlooks the living and dining areas and features abundant cabinetry, generous counter space, a breakfast bar, stainless steel appliances, and a brand-new refrigerator, creating a space that is both functional and inviting. The private primary suite serves as a peaceful retreat with beautiful water views and direct balcony access. The spacious en-suite bathroom features dual vanities and abundant storage, while luxury vinyl plank flooring throughout all three bedrooms, updated lighting, designer switches and outlets, and tasteful finishes create a fresh, modern feel throughout the home. Thoughtfully updated for years of worry-free ownership, the property features a new roof completed in 2025, a 2020 HVAC system, a 2021 water heater, and all appliances included, making this residence truly move-in ready and equally attractive for personal use or immediate rental operation. Beyond the home itself, Sun Lake offers an outstanding resort lifestyle with gated entry, a beautifully appointed clubhouse, heated swimming pool, spa, fitness center, tennis courts, and meticulously maintained grounds. The condominium association further enhances long-term value by power washing every building approximately every two years, helping preserve the community's attractive appearance and curb appeal. Few locations offer this level of convenience. Within minutes you'll find Walt Disney World's four theme parks, Margaritaville Resort Orlando, Sunset Walk, Island H2O Water Park, Celebration, championship golf, countless restaurants, shopping, and direct access to SR-429, SR-417, I-4, and Orlando International Airport. Properties offering peaceful lake views, modern updates, short-term rental flexibility, and this level of proximity to Disney are increasingly difficult to find. Whether your goal is creating unforgettable family vacations, generating rental income, building long-term equity, or enjoying full-time Florida living, this exceptional condominium offers an opportunity that is as compelling as its location.

3141 Sun Lake Court Unit A, Kissimmee

8904 Prague Way, Kissimmee
$515,000
5 Beds ⋅ 4 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
Located in one of Central Florida's premier resort communities, this beautifully maintained and fully furnished 5-bedroom, 4-bath pool home offers the perfect blend of comfort, style, and convenience. One of its biggest advantages is its exceptional location within the community—just a short walk to the spectacular clubhouse, allowing you and your guests to easily enjoy all of the resort amenities without needing to drive. Inside, the home features an open-concept floor plan with abundant natural light, creating an inviting space for relaxing or entertaining. The spacious kitchen is the heart of the home, complete with granite countertops, stainless steel appliances, a large center island with seating, and plenty of cabinet space. It flows seamlessly into the dining area and family room before opening to the private screened pool, making indoor-outdoor living effortless. The spacious primary suite offers a peaceful retreat with a large walk-in closet and an ensuite bathroom designed for comfort. Each additional bedroom is generously sized and thoughtfully furnished, providing plenty of room for family and guests. A converted garage game room featuring a pool table, foosball, and air hockey creates the ultimate entertainment space and adds tremendous appeal for vacation rentals. Windsor at Westside is one of the area's most sought-after gated resort communities, featuring a stunning clubhouse with a resort-style pool, lazy river, waterslide, children's splash area, hot tub, fitness center, arcade, sports courts, playground, and the popular Tu Casa Bar & Lounge for poolside dining and drinks. These resort amenities have made the community a favorite destination for vacationers from around the world. Beyond the gates, you'll enjoy an unbeatable location just minutes from Walt Disney World Resort, with easy access to Universal Orlando, SeaWorld, Disney Springs, Margaritaville, Sunset Walk, championship golf courses, countless restaurants, shopping, and major highways that make exploring all of Central Florida simple and convenient. Orlando International Airport is also within an easy drive, making travel effortless for both owners and guests. Whether you're looking for a primary residence, a second home, or a high-performing vacation rental, this home checks every box with its spacious layout, private pool, impressive game room, and one of the best locations in Windsor at Westside—just steps from the community's incredible resort amenities.

8904 Prague Way, Kissimmee

5367 W Irlo Bronson Memorial Hwy Unit 1-103, Kissimmee
$59,900
1 Baths ⋅ Greenpoint Essential Hotel Condo SubDv. ⋅ 34746 Zip Code
Rare opportunity to own one of the few units in the community that is not required to participate in the on-site hotel rental program. Unlike many other units, the new owner has the flexibility to self-manage, choose a third-party property manager, or simply enjoy the property as a personal vacation retreat. This beautifully updated first-floor studio has been thoughtfully renovated and is being offered fully furnished and turn-key. The bright, modern interior features luxury vinyl plank flooring, two queen beds, updated furnishings, a refreshed bathroom with a tiled tub/shower and glass enclosure, a stylish vessel sink vanity, mini refrigerator, microwave, coffee station, workspace, and ample storage, providing everything guests need for a comfortable stay. Located on the first floor with convenient parking directly outside the unit, owners and guests also enjoy access to community amenities including the swimming pool, playground, and laundry facilities. Situated along the highly desirable US-192 tourist corridor, you'll be surrounded by restaurants, shopping, entertainment, golf courses, and world-famous attractions. Walt Disney World is just a short drive away, while Disney Springs, Margaritaville Resort, Island H2O Water Park, Sunset Walk, and major highways are all easily accessible, making this an ideal location for vacationers year-round. Whether you're looking for a flexible investment property, a personal vacation getaway, or a combination of both, this unique studio offers options that are difficult to find in this community.

5367 W Irlo Bronson Memorial Hwy Unit 1-103, Kissimmee

2568 Archfeld Boulevard, Kissimmee
$569,900
4 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 7 SubDv. ⋅ 34747 Zip Code
Under contract-accepting backup offers. Exceptional Windsor Hills Pool Home with One of the Community’s Most Spectacular Views! Welcome to 2568 Archfeld Boulevard, where luxury, comfort, and investment potential come together in one of Central Florida’s premier vacation home communities. This beautifully appointed home offers soaring 10-foot ceilings, creating an open, spacious feel that sets it apart from the competition. Designed with entertaining in mind, the custom garage game room provides endless fun for guests while maximizing rental appeal. The home is being offered fully furnished with a designer furniture package, allowing you to begin enjoying or renting the property immediately. Step outside and discover what truly makes this property exceptional. The southwest-facing private pool is perfectly positioned to capture Florida’s breathtaking afternoon sunshine and spectacular sunset skies. Unlike many homes in the community, you’ll enjoy expansive, open views with no direct rear neighbors and no back-to-back pool views, creating an unmatched sense of privacy and tranquility. Widely regarded as one of the finest views in all of Windsor Hills, this outdoor oasis is the perfect place to relax after a day at the parks or entertain family and guests. For investors, future rental bookings may be included, offering the opportunity for immediate income after closing. Whether you’re searching for a luxury vacation retreat, a high-performing short-term rental, or both, this exceptional Windsor Hills home delivers an unbeatable combination of location, privacy, designer finishes, and income potential—just minutes from Walt Disney World, shopping, dining, and Orlando’s world-famous attractions.

2568 Archfeld Boulevard, Kissimmee

2070 Rome Drive, Kissimmee
$415,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to one of the best-located homes in Windsor at Westside Resort! Situated on a premium corner lot and just steps from the clubhouse, this fully furnished 5-bedroom, 4.5-bathroom townhome offers one of the closest walkable locations to the resort’s incredible amenities, making it especially desirable for vacation guests and short-term rental success. Enjoy easy access to the resort-style pool, lazy river, water slides, hot tub, fitness center, arcade, playground, sports courts, tiki bar, and on-site restaurant. Inside, you’ll find a welcoming foyer with a convenient drop zone leading into a bright, open-concept floor plan. The first floor features tile throughout with no carpet, a spacious living and dining area, and a beautifully appointed kitchen with white shaker cabinets, granite countertops, abundant cabinet space, and a large island overlooking the main living area. A first-floor bedroom with a private en suite bathroom offers the perfect setup for guests or multigenerational living. Upstairs features luxury vinyl plank flooring throughout, a spacious loft, laundry room, and four additional bedrooms, including themed Frozen and Mickey Mouse bedrooms with two sets of twin beds. The primary suite offers a king bedroom with a private en suite featuring dual sinks, while an additional queen suite also includes its own private bathroom. Step outside to your private screened-in pool with brick pavers, a covered lanai, and a child safety fence already installed. The detached garage, private driveway, and additional parking directly in front of the home provide plenty of space for owners and guests. The HOA includes cable, internet, valet trash service, lawn maintenance, and access to all of Windsor at Westside’s world-class resort amenities. Whether you’re searching for a primary residence, vacation home, or income-producing short-term rental, this exceptional property offers an unbeatable combination of location, comfort, and resort-style living just minutes from Walt Disney World, shopping, dining, and major highways. Schedule your showing today!

2070 Rome Drive, Kissimmee

865 Desert Mountain Court, Reunion
$1,499,000
6 Beds ⋅ 6 Baths ⋅ Reunion West Village 03a SubDv. ⋅ 34747 Zip Code
Experience luxury resort living and exceptional investment potential in this stunning, turnkey vacation home located within the exclusive gated community of Reunion Resort. Perfectly positioned overlooking the Jack Nicklaus golf course, this beautifully furnished residence offers spectacular golf views, outstanding privacy, and immediate vacation rental income potential. This impressive three-story home showcases exceptional craftsmanship and thoughtful design throughout. A private elevator provides convenient access to every level, while elegant architectural details including wood beam ceilings, crown molding, stone accents, hardwood staircase, and custom brick features create a warm yet sophisticated atmosphere. The chef's kitchen is a true showpiece, featuring a premium Wolf six-burner gas range with dual ovens, pot filler, abundant cabinetry, generous counter space, and everything needed for entertaining family and guests. Multiple dining areas include a formal dining room with built-in wine storage and a spacious casual dining area that flows seamlessly into the open-concept living room, where exposed wood beams and expansive windows capture beautiful golf course views. Step outside to your private outdoor oasis featuring a beautiful pool and seating area —ideal for relaxing after a day at the parks or hosting unforgettable gatherings. Offering six spacious bedrooms and five luxurious bathrooms, the home's flexible layout comfortably accommodates family and guests. The entire second floor is dedicated to an impressive primary suite complete with a wall-to-wall private balcony overlooking the golf course, creating the perfect owner's retreat. A spacious loft area offers additional living or game room space, while a private in-law suite with separate stair access provides added flexibility. The third floor features three generously sized bedrooms, each enjoying access to the expansive balcony. Located just minutes from Walt Disney World, Orlando's premier attractions, world-class shopping, dining, Reunion Resort offers an unparalleled lifestyle with championship golf courses, resort pools, tennis, fitness center, spa, restaurants, and endless entertainment. Whether you're searching for a luxury primary residence, a second home, or a proven income-producing vacation rental, this exceptional property offers the perfect combination of location, luxury, privacy, and investment opportunity. Schedule your private showing today and discover everything Reunion Resort has to offer.

865 Desert Mountain Court, Reunion

3157 Sun Lake Court Unit B, Kissimmee
$255,000
3 Beds ⋅ 2 Baths ⋅ Sun Lake Condo SubDv. ⋅ 34747 Zip Code
Location, Location, Location! Don't miss this spacious 3-bed, 2-bath second-floor condominium featuring a private screened balcony with beautiful lake views, ideally located in the desirable Formosa Gardens area just minutes from Walt Disney Theme Parks and other Central Florida attractions. The open, split-bedroom floor plan offers a spacious living room with soaring ceilings, creating a bright and inviting atmosphere. The private primary suite overlooks the screened lanai, providing the perfect place to relax and unwind. The primary bathroom features a garden tub with Jacuzzi. The second bedroom also offers direct access to the screened lanai, creating a comfortable indoor-outdoor space for family and guests while providing a secure, enclosed area for children to enjoy. The fully equipped kitchen offers generous counter space, ample cabinetry, and plenty of storage for everyday living or vacation stays. Whether you're looking for a primary residence, vacation home, or investment property, this condo is an outstanding opportunity. Sun Lake Condominium is a gated community offering exceptional amenities, including: private gated entrance, Resort-style heated swimming pool and hot tub, clubhouse, equipped fitness center, tennis court. Enjoy being within walking distance of popular restaurants (fine and casual), shopping, and entertainment. Located just a few miles from Disney Theme Parks, the community is zoned for short-term rentals, long-term rentals, and owner occupancy, making it an excellent choice for investors and homeowners alike. It's also an ideal location for Disney employees. Schedule your private showing today and discover everything this exceptional property has to offer!

3157 Sun Lake Court Unit B, Kissimmee

1070 Park Ridge Circle, Kissimmee
$199,900
3 Beds ⋅ 3 Baths ⋅ Lake Berkley Resort Villas Ph 2 SubDv. ⋅ 34746 Zip Code
**Beautiful Resort-Style Townhome – Exceptional Value & Investment Opportunity!** Don't miss this opportunity to own the **lowest-priced property currently available in the complex**, offering exceptional value for buyers looking for a Florida getaway, an income-producing investment, or the perfect combination of both. This resort-style community offers the flexibility to enjoy your property as a vacation home for part of the year while taking advantage of the area's strong short-term rental market when you're away. Generate potential rental income while owning your own Florida retreat just minutes from Walt Disney World® and Central Florida's most popular attractions. Upstairs, the primary suite features a spacious closet and private en-suite bathroom. Two additional bedrooms share a full bathroom, providing plenty of space for family, guests, or even a home office. Step outside to the screened-in patio—the perfect place to relax and enjoy Florida's beautiful weather year-round. Residents of Park Ridge enjoy access to a community swimming pool, walking areas, and beautifully maintained common spaces. The property is conveniently located near major highways, shopping, restaurants, schools, and Central Florida's world-famous attractions. Approximately **20–25 minutes to Walt Disney World®, 25–30 minutes to Universal Orlando Resort, 20 minutes to SeaWorld Orlando, and 30–35 minutes to Orlando International Airport (MCO).** With its **attractive price point, resort-style setting, rental potential, and convenient location, this is one of the best-value opportunities in the community.** Whether you're searching for a vacation retreat, investment property, or both, this townhome deserves a closer look.

1070 Park Ridge Circle, Kissimmee

4021 Venetian Bay Drive Unit 101, Kissimmee
$269,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code
FURNISHED, SHORT-TERM RENTAL FRIENDLY KISSIMMEE CONDO + $5,000 LENDER CREDIT! This recently refreshed 4-bedroom, 3-bathroom townhome-style corner condo offers 1,470 sq ft in the guard-gated Venetian Bay Village community in Kissimmee, FL. Short-term rentals are permitted with a one-week minimum per the condo documents, and the home is sold furnished, so it works as a turnkey vacation rental, second home, or primary residence. Updates include fresh interior paint, new kitchen recessed lighting, a new pull-down faucet, sage cabinetry with modern pulls, and white quartz countertops. The kitchen's breakfast bar opens to the living and dining area, where French doors bring in natural light. The first-floor primary suite has a walk-in closet and a private bath with a jetted soaking tub. Upstairs are three more bedrooms, including a second en-suite, plus a full bath and a laundry area with a stacked washer and dryer. The $516 monthly HOA fee covers 24-hour guard, community pool, clubhouse, fitness center, tennis, playground, building insurance, exterior and grounds maintenance, sewer, and trash. Small pets are allowed. The home is close to The Loop shopping and dining, Downtown Kissimmee, the Lakefront, Florida's Turnpike, Osceola Parkway, and Orlando-area theme parks. A $5,000 lender credit is available through the seller's preferred lender, and FHA financing may be possible through spot approval. Take the 3D virtual tour today!

4021 Venetian Bay Drive Unit 101, Kissimmee

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