Location: Kissimmee , 34747
Do Not Show Listings
3043 WHITE ORCHID RD, KISSIMMEE, FL 34747
$269,0001 Day on yellowkey MLS ID: O6415165
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1161 Built: 2012Monthly Fee: $594 Tax: $3,538 (2025)Community: Encantada Ph 2Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,538
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: None
Remarks: Welcome to Encantada Resort. Situated just minutes from Disney, Universal Studios and Central Florida's attractions, this FULLY FURNISHED, updated 2-bedroom, 2.5-bath townhome offers proven income opportunity. The first floor features an updated kitchen, spacious living and dining area, a half bath and a laundry room. Sliding glass doors open to a screened lanai where a hot tub awaits after a long day out. Upstairs, both bedrooms are generously sized, each complete with it's own en-suite bathroom, walk in closet and TV. This home is being sold FULLY FURNISHED and boasts of a strong rental history, making it a great opportunity for short-term or long-term rentals for investors or anyone seeking a turnkey vacation home.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Rita Johnson (407-923-6071)
8810 GRAND PALMS CIR #B, KISSIMMEE, FL 34747
$219,9996 Days on yellowkey MLS ID: O6414851
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1245 Built: 2002Monthly Fee: $331 Tax: $2,200 (2025)Community: Grand Palms Condo 4 Ph 1Condo
Taxes:$2,200
Elementary School: None
High School: None
Remarks: Step outside and you’re just a few feet from the community pool, tennis courts, and pickleball courts from this desirable top-floor unit. Whether you’re looking for a primary residence, vacation getaway, or income-producing property, this Airbnb-approved condo checks all the boxes. Zoned for short-term rentals and located in one of Central Florida’s most sought-after vacation corridors, it’s ready to be added to an investor’s portfolio from day one. Location is the headline here. Less than 20 minutes from Walt Disney World Resort, approximately 15 minutes from Sunset Walk dining and entertainment, under 15 minutes from Island H2O Water Park, and less than 20 minutes from Universal Orlando Resort, you’ll be surrounded by the attractions that draw millions of visitors to the area every year. With US-192 and I-4 nearby, getting anywhere in Central Florida is quick and convenient. For short-term rental investors targeting the Disney and theme park market, the opportunity here is clear. The HOA covers exterior maintenance, including the roof, helping simplify ownership and reduce maintenance concerns. Featuring three bedrooms, two bathrooms, and direct pool-and-court views, this top-floor condo offers the ideal combination of location, flexibility, and investment potential.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Avel Ramirez (321-304-1690)
7920 GOLDEN POND CIR, KISSIMMEE, FL 34747
$475,000Listed 06/13/2026 11:06AM MLS ID: O6414521
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2040 Built: 1998Monthly Fee: $53 Tax: $5,883 (2025)Community: Rolling Hills EstateSpa: YesSingle Family
Taxes:$5,883
Elementary School: Island Village Elementary School
Middle School: Celebration K-8
Remarks: Located just 3 miles from Orlando’s major theme parks, and close to the Route 192 shopping district, water park, and numerous restaurants, this well-maintained 4-bedroom, 3-bath pool home in Rolling Hills Estates is a short-term vacation rental, income-generating property offering 2,177 sq ft of living space on a 7,405 sq ft lot. The property backs to open green space, providing enhanced privacy and a peaceful outdoor setting. The home features two luxury en-suite bedrooms, along with Star Wars and Frozen themed twin bedrooms that appeal to families and guests. The private screened-in pool, free-standing 5-seat hot tub, and spacious patio create an inviting outdoor retreat. Inside, all bedrooms include upgraded LVP flooring, and the primary bathroom features an upgraded tile shower and vanity. The Marvel-themed game room includes an arcade machine, pool table, and theater seating for video or gaming entertainment, complemented by a luxury massage chair in the main living area. Major improvements completed in 2022 include a new roof, full interior and ceiling painting, bathroom updates, pool and patio enhancements, and a security system with smart lock and cameras. The property has been professionally managed and consistently maintained. This home has operated as a successful short-term rental with four years of documented performance, including $45,989 in verified 2025 gross rental income and a total of $207,501 in gross revenue from 2022–2025. Strong guest satisfaction and diversified booking channels have contributed to consistent occupancy. The community’s low HOA fee of just $635/year further enhances operating efficiency. With its prime location, private setting backing to open space, strong rental history, and extensive recent improvements, this home offers an appealing opportunity for both personal use and income generation in the Orlando short-term rental corridor.
Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)
Listing Agent: Mark Breymeier (215-275-0487)
1350 GREENFIELD LOOP, KISSIMMEE, FL 34747
$434,997111 Days on yellowkey MLS ID: A4683415
REDUCED by $15,003 (3.3%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1497 Built: 2023Monthly Fee: $137 Tax: $8,471 (2025)Community: Reunion Village Ph 4 & 5Spa: NoSingle Family
Taxes:$8,471
Remarks: Waterfront Luxury Living in Guarded Gated Reunion Village Welcome to 1350 Greenfield Loop, a stunning 2023-built 3-bedroom, 2-bath waterfront residence located in the highly sought-after Reunion Village community. Perfectly positioned on a premium water-view lot, this move-in ready home has been freshly updated with a soft, airy paint palette that enhances its bright, vacation-like ambiance from the moment you step inside. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating an inviting space ideal for both everyday living and entertaining. The modern kitchen features clean, contemporary finishes and flows effortlessly into the main living area. Step outside to your covered patio overlooking tranquil water views, offering the perfect setting for morning coffee, evening relaxation, or hosting guests in a peaceful outdoor backdrop. Residents of this guard-gated resort-style community enjoy exceptional amenities including a private waterpark, multiple resort pools, fitness center, and recreational spaces. All of this is just minutes from world-famous theme parks, premier shopping, dining, and major highways. Whether you’re seeking a primary residence, vacation retreat, or turnkey investment property, this waterfront home delivers effortless Florida resort living from day one.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
7771 INDIAN RIDGE TRL N, KISSIMMEE, FL 34747
$387,00058 Days on yellowkey MLS ID: S5148043
REDUCED by $8,000 (2.0%) on 05/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1992Monthly Fee: $6 Tax: $6,493 (2025)Community: Indian Ridge Unit 5Spa: NoSingle Family
Taxes:$6,493
Remarks: NEW LOWER PRICE — POOL HOME MINUTES FROM DISNEY A 4-bedroom, 2-bath home with 1,770 sq. ft. of living space, a big pool, and a covered lanai — set in the established Indian Ridge community just minutes from Disney, Universal, and the I-4 / 192 corridors. The home has been refreshed with fresh paint inside and out and all-new bathroom fixtures. Major systems are already handled: roof (2020), high-efficiency AC (2019), tankless water heater, and a gas line in place. A few things worth knowing: No mandatory HOA — flexibility for short-term rental use or personal getaway Big pool + covered lanai — the centerpiece of the backyard, built for Florida living Prime Kissimmee location — quick access to the parks, dining, and highways Private backyard — room to relax, grill, or entertain after a day out Whether you're looking for a vacation home, a rental property, or a primary residence close to the action, this one's worth a look.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Ryan Sager (407-342-6367)
450 NOVI PATH, KISSIMMEE, FL 34747
$649,000Listed 06/13/2026 7:28AM MLS ID: TB8518783
Bed: 8 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3412 Built: 2016Monthly Fee: $128 Tax: $12,611 (2025)Community: Reunion West Ph 1 West & Ament Ctr RpltSpa: YesSingle Family
Taxes:$12,611
Remarks: Welcome to your dream Florida retreat in the sought-after Encore at Reunion Resort! This grand and luxurious pool home delivers the ultimate WOW factor, offering 8 bedrooms, 7 bathrooms, and over 3,400 square feet of thoughtfully designed living space perfect for entertaining, vacationing, or generating rental income. The open-concept kitchen, dining, and great room create the perfect gathering space for family and friends. Step outside to your private backyard oasis featuring a covered lanai, brick paver pool deck, sparkling heated pool and spa, lush tropical landscaping, and elegant wrought iron fencing—perfect for relaxing after a day of fun in the Florida sunshine. Located within the guard-gated Encore at Reunion Resort, residents and guests enjoy world-class amenities including a spectacular water park with thrilling three-story slides, tennis courts, basketball courts, sand volleyball courts, fitness center, clubhouse, convenience store, restaurant, and sports bar. Just minutes from Walt Disney World, Universal Studios, and Central Florida's world-famous attractions, this fully furnished, move-in-ready home offers endless possibilities as a vacation getaway, or highly desirable short-term rental investment with no lease restrictions. Don't miss this incredible opportunity to own a piece of paradise. Schedule your private showing today and start living in the Florida lifestyle you've always dreamed of!
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-293-5100)
Listing Agent: Long Bui (813-297-8029)
7712 GRABEN ST, KISSIMMEE, FL 34747
$620,00059 Days on yellowkey MLS ID: O6391521
2 Days Off yellowkey (back on 4/23/2026)
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3317 Built: 2018Monthly Fee: $857 Tax: $12,109 (2025)Community: Reunion West Ph 2B WestSingle Family
Taxes:$12,109
High School: Poinciana High School
Middle School: West Side
Remarks: Under contract-accepting backup offers. Turnkey, fully furnished 6-bedroom, 6-bathroom two-story property located in the highly desirable Encore Resort at Reunion. Built in 2018, this home offers 3,317 sq ft of well-designed living space, including a primary bedroom on the first floor, making it ideal for short-term rental or personal use. The property features a private pool, movie theater, and game room, providing excellent entertainment options for guests. Conveniently situated just minutes from Walt Disney World and major attractions, and within a short distance to the community pool and resort-style water park. The HOA monthly fee includes landscaping, irrigation water, cable, internet, pest control, valet trash service, bulk trash removal, security patrol and gated access, as well as pool service, including weekly cleaning and chemical checks. This property is move-in ready and set up for immediate income production, making it an excellent opportunity for investors seeking a short-term rental in a prime location. Sold furnished.
Listing is courtesy of: ANCHOR REAL ESTATE (305-794-7901)
Listing Agent: Alexandra Gomez Lattuf Llc (786-477-2426)
2159 LIMESTONE TRL, KISSIMMEE, FL 34747
$982,0001 Day on yellowkey MLS ID: S5151700
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 2023Monthly Fee: $407 Tax: $11,449 (2025)Community: Four Seasons At Orlando Ph 3C & 3DSpa: YesSingle Family
Taxes:$11,449
Remarks: Welcome to 2159 Limestone Trail, an exceptional 4-bedroom, 3-bath residence offering more than 2,500 square feet of thoughtfully designed living space in the premier guard-gated 55+ community of Four Seasons at Orlando. Designed for both comfort and flexibility, this highly sought-after single-story floor plan includes a private Next Generation living suite, making it ideal for extended family, long-term guests, a home office, or a dedicated hobby space. What truly distinguishes this home is the extraordinary outdoor living experience. With more than $300,000 invested in custom improvements, the backyard has been transformed into a resort-inspired retreat featuring a stunning pool and spa, extensive hardscaping, lush landscaping, and remarkable privacy rarely found within the community. Whether entertaining guests or enjoying a quiet evening under the stars, this outdoor oasis offers a level of luxury that is difficult to replicate. Inside, the open-concept design provides generous living and dining spaces, a well-appointed gourmet kitchen, and comfortable accommodations for family and guests. Every detail has been carefully considered to create a home that is as functional as it is beautiful. Combining an exceptional floor plan, multi-generational living options, extensive upgrades, and one of the most private outdoor settings in Four Seasons Orlando, this is a rare opportunity to own a truly distinctive property in one of Central Florida’s most desirable active-adult communities. Professional photos coming soon.
Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)
Listing Agent: Susan Koptieff (407-334-7770)
2709 MANESTY LN, KISSIMMEE, FL 34747
$635,0001 Day on yellowkey MLS ID: O6415823
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2006Monthly Fee: $171 Tax: $8,100 (2025)Community: Windsor Hills Phase ThreeSpa: YesSingle Family
Taxes:$8,100
Remarks: Welcome to your own piece of the magic! Located in the highly sought-after Windsor Hills Resort, just 3 miles from Disney, this fully furnished 6-bedroom vacation home offers the perfect combination of comfort, entertainment, and investment potential. Designed with guests in mind, the home features three spacious primary suites, a fully equipped kitchen, multiple gathering spaces, and plenty of room for large families or vacation groups. One of the highlights is the fun-filled Mickey Mouse-themed bunk room with a private play area, creating unforgettable memories for younger guests. Entertainment options are everywhere throughout the home, including a private home theater with theater seating, a game room featuring an arcade machine and foosball table, a billiards area, and a spacious living room perfect for relaxing after a day at the parks. Step outside to your own private oasis with a screened-in pool and spa, where you can enjoy peaceful views and added privacy thanks to no rear neighbors. Whether you're enjoying your morning coffee or winding down in the evening, the scenic backdrop creates the perfect Florida retreat. Recent updates include luxury vinyl plank flooring throughout the entire home with no carpet, providing a modern look, easy maintenance, and added durability for vacation rental use. Windsor Hills is one of Central Florida's premier vacation resort communities, offering a 24-hour guard-gated entrance and world-class amenities. Residents and guests enjoy a resort-style water park with slides, splash features, zero-entry pool and spa, a clubhouse with movie theater, fitness center, arcade, game room, sundry shop, tennis courts, basketball courts, volleyball court, putting green, and multiple playgrounds. Whether you're looking for a vacation getaway, a short-term rental investment, or both, this home offers an incredible opportunity in one of the closest resort communities to Disney. Schedule your private showing today and see why Windsor Hills remains one of the most desirable vacation destinations in Central Florida.
Listing is courtesy of: ALLIANCE REAL ESTATE GROUP (407-375-8680)
Listing Agent: Peter Dang (407-375-8680)
2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747
$299,0001 Day on yellowkey MLS ID: O6416435
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1394 Built: 2022Monthly Fee: $468 Tax: $7,689 (2025)Community: Rolling Oaks Ph 7Spa: NoTownhouse
Taxes:$7,689
Middle School: Kissimmee Middle
Remarks: TURNKEY and ready for move in or rent out ! Welcome to 2968 Caribbean Soul Drive in Margaritaville Resort Orlando, one of Central Florida's most sought-after vacation home and short-term rental communities. This fully furnished, turnkey 2-bedroom, 2.5-bath townhome with a versatile loft offers an exceptional opportunity for investors, vacation home buyers, and those seeking a low-maintenance Florida lifestyle. Zoned for short-term rentals and located just minutes from Walt Disney World, this property is perfectly positioned to capitalize on the thriving Orlando vacation rental market. Step inside to discover an open-concept floor plan featuring ceramic tile flooring, soaring ceilings, solid surface countertops, designer finishes, and a modern kitchen that flows seamlessly into the living and dining areas. Upstairs, the spacious primary suite offers a walk-in closet and private bath, while the additional bedroom and loft provide flexible accommodations for guests and families. What truly sets this property apart is its incredible income-producing potential. Whether listed on Airbnb, VRBO, Booking.com, or other vacation rental platforms, guests are drawn to Margaritaville's world-famous resort atmosphere and unbeatable location near Orlando's top attractions. The home is offered fully furnished, allowing for immediate occupancy or rental activation. Residents and guests enjoy access to resort-style amenities including multiple lagoon-style pools, fitness center, restaurants, bars, shopping, walking trails, entertainment venues, trolley service, and 24-hour gated security. HOA services include exterior maintenance, cable, internet, and community amenities, creating a truly hassle-free ownership experience. Located in the heart of Kissimmee's tourism corridor, this home places visitors within minutes of: Walt Disney World Resort Disney's Animal Kingdom EPCOT Disney Springs Universal Orlando Resort SeaWorld Orlando Margaritaville Promenade at Sunset Walk Island H2O Water Park ESPN Wide World of Sports Championship golf courses Shopping, dining, and entertainment throughout Central Florida Whether you are searching for a high-performing vacation rental, a Disney-area investment property, a second home, or a full-time residence, this exceptional Margaritaville Resort Orlando townhome offers location, lifestyle, and investment potential all in one.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Cassie Lamoureux (407-432-9180)
3003 BIRD OF PARADISE LN, KISSIMMEE, FL 34747
$250,0001 Day on yellowkey MLS ID: O6416279
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1161 Built: 2011Monthly Fee: $594 Tax: $3,506 (2025)Community: Encantada Ph 2Spa: YesTownhouse
Taxes:$3,506
Remarks: Welcome to Encantada Resort, a popular gated community located just minutes from Walt Disney World, Universal Studios, SeaWorld, and many of Central Florida's top attractions. This fully furnished 2-bedroom, 2.5-bath townhome offers comfort, convenience, and excellent rental potential. The first floor features a bright and open living and dining area, an updated kitchen with granite countertops, plenty of cabinet and counter space, a half bath, and an in-unit laundry room. Sliding glass doors lead to a private screened lanai with a hot tub, outdoor seating area. Upstairs, both spacious bedrooms have their own en-suite bathrooms, walk-in closets, and TVs, providing privacy and comfort for owners and guests. The home is being sold fully furnished, making it ready to enjoy or rent immediately. Zoned for short-term rentals and with a strong rental history, this property is a great opportunity as a vacation home, investment property, or primary residence. Encantada offers resort-style amenities including a community pool and spa, fitness center, clubhouse, playground, game room, and walking paths. HOA fees cover exterior maintenance, landscaping, cable, and internet for easy ownership. Conveniently located near parks, restaurants, shopping, entertainment, Old Town Kissimmee, and major highways. This turnkey property offers the best of Florida living and investment potential.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Nadia Eggers (407-247-0906)
7753 BASNETT CIR, KISSIMMEE, FL 34747
$625,0001 Day on yellowkey MLS ID: O6416299
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $171 Tax: $8,050 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$8,050
Remarks: Looking for a turnkey vacation home or investment property with future rental income potential? This beautifully maintained, fully furnished 6-bedroom, 4-bathroom pool home in the highly sought-after Windsor Hills Resort is ready for its next owner. This spacious residence offers 2,812 heated square feet and over 3,500 total square feet of living space. Professionally maintained and move-in ready, it presents an excellent opportunity for both vacation homeowners and investors seeking a proven short-term rental property. The thoughtfully designed floor plan features two primary suites, including a spacious owner's retreat upstairs with dual vanities, a soaking tub, separate shower, and private water closet. A second primary suite on the first floor offers added convenience for guests and multi-generational living. The open-concept living area is perfect for entertaining, featuring multiple gathering spaces, a formal dining room, breakfast nook, and a beautifully upgraded kitchen with stainless steel appliances and granite countertops. The family room opens directly to the outdoor living space, where you'll find a covered lanai, screened-in private pool, raised waterfall spa, and outdoor BBQ area—perfect for enjoying Florida's year-round sunshine. One of the home's most desirable features is the absence of carpet throughout. Instead, you'll find tile and luxury vinyl plank flooring, providing a modern look, easy maintenance, and added durability for vacation rental use. Located within the award-winning Windsor Hills Resort, residents and guests enjoy world-class amenities, including a 24-hour gated and guarded entrance, resort-style water park with lagoon pool, splash features and water slides, tennis courts, playgrounds, sports courts, fitness center, arcade and game rooms, and a 10,000-square-foot clubhouse complete with a state-of-the-art movie theater. Just minutes from Disney and Central Florida's top attractions, this property offers the perfect combination of location, lifestyle, and investment potential. Whether you're looking for a personal vacation retreat, a short-term rental investment, or both, this Windsor Hills gem is ready to deliver.
2785 ALMATON LOOP #202, KISSIMMEE, FL 34747
$240,0001 Day on yellowkey MLS ID: O6416316
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005 Tax: $3,625 (2024)Community: Ventura At Windsor Hills Condo Ph 2Condo
Taxes:$3,625
Tax Year: 2024
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo located in the highly sought-after Windsor Hills community in Kissimmee. This spacious unit offers a well-designed floor plan with comfortable living and dining areas, perfect for both relaxing and entertaining. The condo features a functional kitchen with ample cabinet space and a breakfast bar that opens to the main living area, creating a bright and inviting atmosphere. Both bedrooms are generously sized, with the primary suite offering a private ensuite bathroom for added convenience. Whether you're looking for a vacation home, short-term rental opportunity, or a primary residence, this property offers incredible flexibility. While the unit has not been updated, it provides a clean and well-kept canvas ready for your personal touch or future enhancements. Windsor Hills is a gated resort-style community known for its outstanding amenities, including a resort pool with water park features, fitness center, clubhouse, tennis courts, playgrounds, and more—all just minutes from Walt Disney World, shopping, dining, and major attractions. Don’t miss this opportunity to own in one of Central Florida’s most popular communities!
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Paul Donovan (407-785-7070)
8060 DREAMSICLE DR, KISSIMMEE, FL 34747
$590,0001 Day on yellowkey MLS ID: W7886608
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1564 Built: 2019Monthly Fee: $665 Tax: $10,015 (2025)Community: Rolling Oaks Ph 5Spa: YesSingle Family
Taxes:$10,015
Remarks: Welcome to 8060 Dreamsicle Drive, where every day feels like a vacation and every stay creates an opportunity. Located within the world-renowned Margaritaville Resort Orlando, this beautifully FULLY FURNISHED and income-producing cottage offers the perfect combination of luxury resort living, investment potential, and unforgettable Florida lifestyle experiences, all just minutes from Walt Disney World. Whether you're searching for a high-performing vacation rental, a second home in paradise, or a personal retreat that generates income when you're away, this turnkey property delivers on every level. From the moment you arrive, the charming Key West-inspired architecture, tropical landscaping, and colorful coastal design create an atmosphere that instantly transports you into vacation mode. Inside, you'll discover a thoughtfully designed open-concept floor plan featuring soaring ceilings, abundant natural light, designer finishes, and the highly sought-after "Son of a Sailor" interior package. The beautifully appointed kitchen features quartz countertops, upgraded cabinetry, stainless steel appliances, and ample space for gathering with family and friends after a day of enjoying everything Orlando has to offer. The spacious living and dining areas flow seamlessly together, creating the perfect environment for entertaining, relaxing, and making lasting memories. This home is a 3 bedroom with a bonus room. One of the most desirable features of this home is the rare dual-primary-suite layout, with (2) PRIVATE OWNER'S SUITES located on both the first and second floors, providing exceptional comfort and flexibility for owners and guests alike. Step outside to your private tropical oasis where a beautifully paved patio, lush landscaping, and above-ground hot tub create the perfect setting to unwind under the Florida sunshine or enjoy peaceful evenings after visiting the nearby theme parks. This home is being offered fully furnished and turnkey, including furniture, televisions, artwork, décor, linens, kitchen essentials, window treatments, housewares, and more, allowing the next owner to immediately begin enjoying the property or continue operating it as a successful vacation rental. Beyond the home itself lies one of Central Florida's most exciting resort destinations. Margaritaville Resort Orlando offers a truly unmatched lifestyle experience featuring multiple resort-style pools, fitness center, on-site water park, entertainment venues, concierge services, and access to the vibrant Sunset Walk district featuring restaurants, bars, live music, shopping, nightlife, family attractions, and year-round events. Located just minutes from Disney Parks, Universal Studios, Epic Universe, championship golf courses, Orlando International Airport, shopping, dining, and major highways, this prime location continues to attract vacationers and investors from around the world. Opportunities like this are becoming increasingly rare. Whether your goal is generating rental income, owning a luxury vacation home, building a real estate investment portfolio, or simply embracing the Margaritaville lifestyle. Paradise isn't just a destination, it can be your next address. Schedule your private showing TODAY!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Dj Arrazcaeta Jr, Llc (727-808-6066)
8055 KING PALM CIR, KISSIMMEE, FL 34747
$395,0008 Days on yellowkey MLS ID: O6414590
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1567 Built: 2000Monthly Fee: $273 Tax: $4,917 (2025)Community: Wyndham Palms Ph 1ASpa: NoSingle Family
Taxes:$4,917
Remarks: Virtually Staged. Beautiful 3-Bedroom, 2-Bath Pool Home in Windsor Palms Resort! Just 10 minutes from Walt Disney World, this home is perfect for first-time homebuyers, vacation homeowners, or investors. Features include an open floor plan, private screened pool, and an enclosed garage that can be used as a bonus room, game room, office, or converted back to a garage. Enjoy resort-style amenities including a clubhouse with spa, movie theater, café, fitness center, resort pool, tennis courts, sports courts, and 24-hour gated security. Conveniently located near shopping, dining, golf, and Orlando's top attractions. A fantastic opportunity in one of Central Florida's most desirable resort communities!
Listing Agent: Judith Enelus (407-722-4183)
2183 TRIPOLI CT, KISSIMMEE, FL 34747
$659,000336 Days on yellowkey MLS ID: S5130786
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2016Monthly Fee: $563 Tax: $12,617 (2024)Community: Windsor At WestsideSpa: YesSingle Family
Taxes:$12,617
Remarks: This spacious fully furnished 9-bedroom, 6-bathroom pool home is located in the sought-after Windsor at Westside Resort. One of the largest floor plans in the community, the home is ideal for large vacationing groups for investors and for your own pleasure. The open-concept floor plan features multiple living areas, a large upstairs loft/game room, and a modern kitchen with granite countertops, stainless steel appliances, and ample seating. The home includes themed bedrooms, generous sleeping capacity, and stylish furnishings throughout. The private screened-in pool and spa, complete with a covered lanai and outdoor dining area—perfect for relaxing or entertaining. Whether hosting guests or enjoying it personally, this outdoor space adds major rental appeal. Windsor at Westside offers resort-style amenities, including Clubhouse with restaurant and bar, with lazy river and water slide, fitness center, arcade, and sports courts, 24/7 manned security gate. With covered outdoor sitting, hot tub/spa, sand volley, basketball court, walking trails, store/ market place, it is Located only minutes from Walt Disney World! New laminate floors throughout the entire house! Come and take a look today!
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Ann Yu (215-495-8939)
8929 SYDNEY AVE, KISSIMMEE, FL 34747
$460,000240 Days on yellowkey MLS ID: O6353549
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $538 Tax: $7,070 (2024)Community: Windsor/Westside-Ph 3Townhouse
Taxes:$7,070
Remarks: ***We have bookings - great investment opportunity!!! This beautiful townhouse at 8929 Sydney Ave in Kissimmee, FL is ready for immediate occupancy and offers exceptional value in this desirable location. Situated in the heart of Kissimmee, you'll enjoy easy access to world-famous theme parks, shopping centers, restaurants, and major roadways. This impressive 2,263 square foot home features five spacious bedrooms and four and a half bathrooms, perfect for families of all sizes. The open floor plan creates a seamless flow throughout the main living areas, enhanced by soaring high ceilings that add to the sense of space and elegance. The kitchen showcases beautiful granite countertops and modern stainless steel appliances, making meal preparation a pleasure. Hard flooring extends throughout the main living areas, while the bedrooms feature comfortable carpeting. Ceiling fans are installed throughout the home for year-round comfort. The second floor includes a versatile loft area that can serve as a home office, playroom, or additional entertainment space. Step outside to your private oasis featuring a screened-in back porch overlooking a sparkling pool – perfect for Florida's sunny climate. The welcoming front porch adds charm and curb appeal. This move-in ready townhouse combines comfort, style, and convenience in one of Central Florida's most sought-after areas. With theme parks, shopping, dining, and major highways just minutes away, you'll have everything you need within easy reach. Don't miss this opportunity to own a piece of the Florida lifestyle in this well-appointed home.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Jessica Otero, Pa (407-780-1663)
2657 ONEIDA LOOP, KISSIMMEE, FL 34747
$479,00072 Days on yellowkey MLS ID: S5147106
REDUCED by $10,000 (2.0%) on 06/11/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 2001 Tax: $6,677 (2025)Community: Indian Creek Ph 4Spa: NoSingle Family
Taxes:$6,677
Remarks: Welcome to this beautifully maintained, fully furnished 4-bedroom, 3-bath pool home located in the highly desirable Indian Creek community. Rarely do you find a property that offers NO HOA, NO CDD, short-term rental zoning, and a prime location just minutes from Walt Disney World and Central Florida's top attractions. Whether you are searching for a primary residence, second home, vacation retreat, or income-producing property, this move-in ready home offers exceptional flexibility to fit your lifestyle. The spacious open floor plan features generous living and dining areas with direct access to the private screened pool and fully fenced backyard, creating the perfect setting for relaxing, entertaining, and enjoying Florida living year-round. The split-bedroom layout provides privacy for owners and guests, while the outdoor living space delivers the resort-style atmosphere buyers are looking for. Being sold fully furnished, this home is truly turnkey and ready for immediate enjoyment. Major updates have already been completed for peace of mind, including a NEW ROOF (June 2026), HVAC system (2023), pool pump and heater (2023), interior paint (2025), tile flooring (2022), updated bathroom vanities (2022), and a renovated guest bathroom (2026). Conveniently located near Disney, shopping, dining, golf courses, and major highways, this property combines location, flexibility, and value. The short-term rental zoning allows owners the option to use the home as a full-time residence, seasonal getaway, vacation home, or income-producing rental. If you've been searching for a fully furnished pool home with all the major updates already completed, this is one you won't want to miss.
Listing is courtesy of: CRISTALDI REALTY LLC (863-420-6777)
Listing Agent: Terri Cristaldi (407-340-3522)
2307 BUTTERFLY PALM WAY #102, KISSIMMEE, FL 34747
$230,00060 Days on yellowkey MLS ID: S5147939
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1022 Built: 2000 Tax: $2,772 (2025)Community: Wyndham Palms Condo Ph 2Condo
Taxes:$2,772
Remarks: Exceptional vacation rental and ownership opportunity in the highly desirable guard-gated Wyndham Palms resort community. This fully furnished 2-bedroom, 2-bath fully furnished, condo nestled within the highly sought-after, upscale short-term rental community, Secured by a 24-hour. this property is truly a turn-key investment or a private paradise ready for immediate enjoyment. Its location is unbeatable, placing you just 3 miles from the enchantment of Walt Disney World! Enjoy effortless access to ALL Disney Parks, Universal Studios, and other world-class attractions, alongside championship Golf Courses, diverse Shopping options, a local Winery, and a plethora of fine dining and casual restaurants.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Nora Hazan (786-277-3870)
2629 STAR LAKE VIEW DR, KISSIMMEE, FL 34747
$440,00010 Days on yellowkey MLS ID: S5151228
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1998Monthly Fee: $53 Tax: $5,534 (2025)Community: Rolling Hills Estates Unit 1 At Formosa GardensSpa: NoSingle Family
Taxes:$5,534
Remarks: POOL HOME WITH WATER VIEW! Welcome to 2629 Star Lake View Drive, a beautifully maintained and fully furnished 4-bedroom, 3-bath home offering exceptional flexibility for homeowners and investors alike. Whether you’re seeking a primary residence, vacation home, or income-producing property, this turnkey and well-equipped home is ready for immediate enjoyment. The spacious open floor plan features volume ceilings, generous living and dining areas, and a bright kitchen overlooking the great room, creating an ideal setting for entertaining family and guests. The primary suite includes a walk-in closet and private bath, creating a comfortable retreat. Step outside to the screened pool and covered lanai overlooking a tranquil pond, providing the perfect setting to relax and enjoy Florida living year-round. Offered fully furnished and thoughtfully equipped, this property presents an outstanding opportunity for those looking for a move-in-ready home or a vacation rental investment. Located in a community that permits short-term rentals, the home is conveniently situated near local parks, playgrounds, recreational facilities, golf courses, shopping, dining, and major roadways. Enjoy easy access to Walt Disney World, Margaritaville Resort Orlando, Sunset Walk, ChampionsGate, and all of Central Florida’s world-class attractions and entertainment. With its desirable location, private pool, scenic water views, and flexible use options, this property offers a rare combination of lifestyle, convenience, and investment potential.
Listing is courtesy of: IMAGINE GLOBAL (407-603-1411)
Listing Agent: Christina Daugherty (407-921-9025)
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