Location: Kissimmee , 34747
Do Not Show Listings
KISSIMMEE, FL 34747
$610,0004 Days on yellowkey MLS ID: O6413930
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2297 Built: 2006Monthly Fee: $572 Tax: $6,546 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,546
Elementary School: Island Village Elementary School
High School: Celebration High
Tax Year: 2025
Middle School: Celebration K-8
Remarks: This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is an income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately stands out thanks to extensive mechanical and interior upgrades, including a 2022 roof with 30-year architectural shingles, a 2023 saltwater pool system that is both low-cost and low-maintenance, a 2023 WiFi-controlled pool heater, a brand-new 2026 water heater with WiFi capability, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils added within the last two years. Nest thermostats enhance efficiency, while upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms elevate the home’s interior appeal, durability, and rental desirability. For investors, the seller is willing to transfer any future bookings, allowing for immediate income continuity. Inside, the open main level features a spacious main dining area, a separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area ideal for gathering. Two first-floor ensuite bedrooms and an additional queen bedroom with adjacent bath provide convenient main-level living, while the second floor offers two Disney-themed junior suites, each with its own bathroom—an instant favorite among vacationing families. The converted garage game room with air hockey and pool tables adds to the home’s strong guest appeal. Outside, the screened lanai features a private heated saltwater pool and spa surrounded by privacy screening and a mature hedge, creating a secluded retreat perfect for relaxing after a day at the parks. Windsor Hills Resort remains one of Central Florida’s most desirable vacation rental communities, offering a clubhouse with lagoon-style pool, tennis courts, racquetball court, basketball court, marketplace, theater, game room, and fitness center, along with playgrounds, putting greens, and 24-hour guarded security. It is a prime vacation location due to its proximity to Disney, making this home an exceptional opportunity for buyers seeking a reliable, well-maintained, income-generating vacation property.
Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)
Listing Agent: Mark Breymeier (215-275-0487)
7920 GOLDEN POND CIR, KISSIMMEE, FL 34747
$475,0001 Day on yellowkey 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
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.
2632 SUNRISE SHORES DR, KISSIMMEE, FL 34747
$400,00055 Days on yellowkey MLS ID: O6400855
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 1823 Built: 2017Monthly Fee: $525 Tax: $4,970 (2025)Community: Summerville ResortTownhouse
Taxes:$4,970
Elementary School: None
High School: None
Middle School: None
Remarks: Turnkey short term rental, fully furnished, fully themed, and already booked. Walk in, take over the calendar, keep the income going. Four bedrooms, four and a half baths, every room pulled into one wizarding world. Cathedral window murals, house banners, potion shelves, and details guests will photograph from the second they walk in. This is not a townhome with theming, it is an experience guests book specifically to stay in. The main level is built for groups. Open kitchen with a large center island, bar seating for six, a dining table that handles the whole party, and a living room that flows straight into the outdoor space. Out back, a private paver patio with a full outdoor kitchen, grill, and dining setup under a shade tree. This is where the five star reviews come from. Rare for a townhome, the main floor primary suite is a booking magnet for groups that need single level access; the kind of detail guests filter for. A half bath off the main living area keeps the bedrooms private. Upstairs, every bedroom has its own dedicated bath. No one is negotiating over showers, no one is waiting in line. Summerville Resort is gated, zoned for short term rental, and loaded with amenities guests expect. Resort style pool and spa, fitness center, clubhouse, and a game room with foosball. Minutes to the theme parks, shopping, dining, and easy access to the highway. HOA covers cable, internet, trash, pool, grounds, and exterior maintenance, so the operating side stays clean. Sold fully furnished with existing bookings in place. Turnkey, producing, ready for the next owner to step in.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Brad Young (407-897-5400)
2785 ALMATON LOOP #202, KISSIMMEE, FL 34747
$240,0003 Days 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)
3012 SECRET LAKE DR, KISSIMMEE, FL 34747
$310,00070 Days on yellowkey MLS ID: O6395642
REDUCED by $19,000 (5.8%) on 04/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1470 Built: 2011Monthly Fee: $594 Tax: $4,208 (2025)Community: Encantada Ph 2Spa: YesTownhouse
Taxes:$4,208
Elementary School: Westside K-8
Middle School: West Side
Remarks: This beautifully furnished 3-bedroom, 2.5-bath townhome in the GATE GUARDED Encantada Resort offers a rare combination of immediate rental readiness, flexible zoning, and prime location near Walt Disney World—making it an ideal addition to any real estate portfolio. ZONED FOR SHORT TERM RENTAL and LONG TERM RENTAL, this property gives investors maximum flexibility to optimize rental strategy and cash flow. Whether you’re targeting vacation renters, seasonal guests, or long-term tenants, this home is positioned to perform. What truly sets this property apart is its CUSTOM MURAL ARTWORK by a local Orlando artist, transforming each bedroom into a one-of-a-kind themed experience. From vibrant, immersive designs inspired by favorites like Encantada, Mulan, Star Wars and Spider-Man, every room offers a unique, memorable stay that stands out in the competitive short-term rental market—helping drive higher bookings, repeat guests, and premium nightly rates.The interior features a spacious open-concept floor plan designed for guest comfort and functionality, with durable ceramic tile flooring on the main level and granite countertops in the kitchen for a modern, low-maintenance finish. A first-floor laundry room and guest bathroom add convenience for both owners and renters. The home comes FULLY FURNISHED, allowing for a seamless transition to immediate occupancy or rental income from day one. Step outside to a private patio space with a hot tub, perfect for relaxing after a day at the parks—an attractive feature for short-term guests seeking a resort-style experience. Encantada Resort is a high-demand vacation community known for its robust amenities, which significantly enhance rental appeal, including: Multiple resort-style pools and spa, Clubhouse with on-site restaurant and bar, Fitness center, Scenic walking trails and lake with fishing dock, Playgrounds and family-friendly recreation areas and 24-hour guard-gated security. Strategically located in the heart of Central Florida’s tourism corridor, the property is just minutes from Walt Disney World Resort, with easy access to major highways, shopping centers, dining, and Orlando’s world-renowned attractions—ensuring consistent rental demand year-round. This is a true turnkey investment with strong potential for short-term rental income, appreciation, and personal use flexibility. Opportunities like this in established resort communities are limited—secure your foothold in one of Orlando’s most desirable vacation rental markets.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Sandra Velasquez (407-718-6244)
2411 DUBAI ST, KISSIMMEE, FL 34747
$415,00065 Days on yellowkey MLS ID: O6398120
0 Days Off yellowkey (back on 4/23/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $579 Tax: $6,787 (2025)Community: Windsor At Westside Ph 3Townhouse
Taxes:$6,787
Remarks: Under contract-accepting backup offers. Lowest-Priced Fully furnished with high-end designer finishes. 5-Bedroom with Private Pool in Windsor at Westside! Welcome to this well-maintained 5-bedroom, 4.5-bathroom townhome built in 2020, located in the highly desirable Windsor at Westside resort community. This property stands out with a private screened-in pool and no rear neighbors, offering added privacy—an important feature for both homeowners and short-term rental guests. The first floor features a bedroom with full bath, ideal for guests or flexible use. The open-concept layout connects the kitchen, dining, and living areas, with sliding doors leading directly to the pool area. Upstairs includes a spacious loft and four additional bedrooms, including a primary suite and an ensuite bedroom, providing functional separation and comfort. Windsor at Westside offers resort-style amenities, including a clubhouse, lazy river, pool, fitness center, restaurant, sports courts, and more. Conveniently located near Disney, major highways, shopping, and dining, this home is well-suited for short-term rental investment, vacation use, or primary residence. Priced to sell and currently one of the best values in the community.
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: Rui Gao (407-222-7801)
8810 GRAND PALMS CIR #A, KISSIMMEE, FL 34747
$230,00024 Days on yellowkey MLS ID: O6410146
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1245 Built: 2002Monthly Fee: $331 Tax: $3,104 (2025)Community: Grand Palms Condo 4 Ph 1Condo
Taxes:$3,104
Remarks: Virtually Staged. Walk through the front door and the space opens up — nearly 1,300 square feet of first-floor living that feels larger than the number suggests, with natural light pouring in from every direction and a layout that flows easily from the foyer through the dining and living areas out to the screened porch. The home has all new window treatments and fresh paint throughout. The smart split floor plan keeps the primary suite separate from the secondary bedrooms for added privacy. The updated kitchen features white shaker cabinets, new stainless appliances, and a large pantry with room to actually stock up. The bathrooms have been refreshed, and the screened porch off the living room gives you a spot to settle in with morning coffee or wind down after a day out. Washer and dryer are included. Step outside and you're a few feet from the community pool and the tennis and pickleball court. Zoned for short-term rental, this one is ready to drop straight into an investor's portfolio, or settle into as a primary home or seasonal getaway. Location is the headline here. You're ten minutes from Walt Disney World, eight minutes from Sunset Walk dining and entertainment, seven minutes from H2O Live water park, and twenty-five minutes from Universal Studios. US-192 and I-4 are right there, putting every Central Florida attraction inside an easy drive. For STR investors targeting the Disney crowd, the math here writes itself. The HOA covers exterior maintenance including the roof. Three bedrooms, two baths, pool-and-court views, STR-ready, ten minutes from the Magic. Come see it.
3009 SEA PLANE LN, KISSIMMEE, FL 34747
$399,99924 Days on yellowkey MLS ID: S5150143
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1283 Built: 2018Monthly Fee: $197 Tax: $5,223 (2025)Community: Rolling Oaks Ph 5Spa: YesSingle Family
Taxes:$5,223
Elementary School: Westside Elem
Remarks: FULLY FURNISHED!!! This Margaritaville Resort beauty is amazing and has the Ethan Allen Furniture Package. Your back patio has a PERSONAL HOT TUB. With 2-bedrooms, 2.5-baths, it is the perfect blend of luxury, comfort, and unforgettable full-time or vacation living. Inside you'll find an inviting open-concept floor plan with upgrades throughout, including wood-look ceramic tile flooring, over- and under-cabinet lighting, and custom backsplash and island kickplate tiling in the kitchen. The open living area has in-ceiling speakers, a Klipsch soundbar, Samsung Frame TV, and a queen sleeper sofa for extra guests. Each of the two spacious bedrooms has a large flat screen TV and its own private ensuite bathroom, providing comfort and privacy for owners and guests alike. The primary suite has a walk-in closet and its own balcony for morning views and coffee, and the second bedroom also has its very own balcony as well, making it the perfect place to unwind while enjoying breathtaking views. Your back patio is designed for ultimate outdoor living. You can enjoy the tranquil park views or relax in your very own hot tub. Your patio area is ideal for entertaining or relaxing after a day at work or the fun day at the parks with a patio table, chairs and sun loungers, giving you endless possibilities to create your own private oasis. Whether you’re looking for a luxury vacation home, investment property, or a personal retreat, this rare offering delivers the best resort-style living just minutes from world-class attractions, dining, and entertainment. Sunset Walk is located within the resort and is filled with a ton of restaurants, a movie theater, live entertainment, and more. The resort also has H20 Waterpark and a ton of retail which is ALL walkable from this home. HOA and The Fins Up Club cover daily trash removal, internet, cable, phone, pest control, landscaping, free resort shuttle, shuttle to parks, resort pools, and fitness center.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Nikki Felix (916-765-9564)
8838 CORAL PALMS CT #A, KISSIMMEE, FL 34747
$189,90034 Days on yellowkey MLS ID: O6406600
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1168 Built: 1994Monthly Fee: $347 Tax: $2,766 (2025)Community: Palm Villas CondoCondo
Taxes:$2,766
Remarks: Have you visited Orlando so much that you thought it would simply make more sense to have your own condominium here, well you're correct! 8838 Coral Springs is just that: a "lock & leave" style home that gives you full peace of mind when you're not here, and the true convenience of having a home away from home. Located minutes away from Disney World Resort & Parks, Universal Studios & H2O Waterpark, and 45 minutes from each coast....there is no shortage of places to visit. Located on the 1st floor, this fully furnished three-bedroom, two-bathroom unit doesn't have one stitch of carpet, and offers a 3-way split floor-plan, making it the ideal layout for larger families or guests who want privacy, with the primary bedroom positioned in the rear of the house. Neutral colored laminate flooring and tile cover the entire space wall to wall, while there is a separate space for your family room and dining room, both adjacent to your open kitchen. Do you like enjoying a morning cappuccino or an evening cabernet, well imagine doing that on your own private (screened-in) patio with the backdrop of the conservation immediately behind you... tranquility at its finest! Palm Villas is an amenity-rich community with a pool, tennis courts, a picnic area, fitness center and much more. Don't you believe that you finally deserve to own a home in Orlando in 2026?
Listing Agent: Steven Horner (321-226-8499)
8040 LOST SHAKER LN, KISSIMMEE, FL 34747
$585,99925 Days on yellowkey MLS ID: S5150411
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 1948 Built: 2019Monthly Fee: $468 Tax: $9,514 (2025)Community: Rolling Oaks Ph 6Spa: NoSingle Family
Taxes:$9,514
Elementary School: Celebration K-8
Remarks: It’s 5 O’clock right here in the world-renowned Margaritaville Resort Orlando! This FULLY FURNISHED spectacular, carpet-free luxury home features durable tile flooring and ceiling fans throughout, offering 4 generously sized bedrooms, each equipped with its own private en-suite bathroom. The kitchen opens seamlessly to the main living area, making it perfect for entertaining or vacation hosting. One of the bedrooms has a custom storage closet, setting this home apart from other resort 4 bedrooms. Enjoy the quintessential Florida lifestyle with front balcony access on both the second and third floors, offering incredible nightly views of the theme park fireworks. Located in a pet-friendly community, the monthly HOA covers high-speed internet, digital cable, phone, daily doorstep garbage pickup, professional landscaping, and pest control. The Fins UP Beach Club gives you access to enjoy full access to world-class resort amenities including 7 resort pools, a fitness center/gym, an internal resort shuttle, and free transportation shuttles directly to the local theme parks. This unique resort setup is highly walkable, situated just steps from Island H2O Water Park and Sunset Walk’s vibrant mix of restaurants, bars, live music, Target, and Ulta. Centrally located with lightning-fast access to Disney, Universal, SeaWorld, and Gatorland, this property is a premier choice for a primary residence, second home, or lucrative vacation investment.
450 NOVI PATH, KISSIMMEE, FL 34747
$649,0001 Day on yellowkey 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! https://site.orlandorealestatephotography.com/sites/450-novi-path-kissimmee-fl-34747-4266983/unbranded
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-293-5100)
Listing Agent: Long Bui (813-297-8029)
1974 MAJORCA DR, KISSIMMEE, FL 34747
$444,9001 Day on yellowkey MLS ID: S5151890
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2265 Built: 2015Monthly Fee: $580 Tax: $6,044 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Taxes:$6,044
Remarks: Welcome to 1974 Majorca Drive, located in the highly sought-after resort community of Windsor at Westside, where luxury vacation living meets exceptional investment potential. This home made such an impression on the current owners that they loved the lifestyle so much they ultimately decided to relocate here full time. Their change in plans creates an incredible opportunity for the next owner. Whether you're seeking a high-performing vacation rental, a second home, or a primary residence, this property checks every box. Despite being available for only a short period of time, the home is already producing strong rental revenue through a well-known, low-cost professional management company. Even better, there are numerous future bookings that can be transferred to the new owner when the current management company is retained, providing immediate income potential from day one. Originally intended to remain in the family's portfolio for years to come, the home has undergone several recent improvements and upgrades. Enjoy brand-new furnishings throughout many areas of the home, including a beautifully redesigned primary suite, a stylishly refreshed living room, a newly themed Disney bedroom, and an incredible Harry Potter themed loft and theater room that is sure to be a guest favorite. Additional updates include a brand-new washer and dryer, helping make this property completely turnkey. Step outside and enjoy your own private pool, perfect for relaxing after a day at the parks. Just steps away, the detached garage has been transformed into a dedicated game room, creating the ultimate entertainment space for family and guests. The combination of a private pool and game room significantly enhances both guest appeal and rental performance. The location is outstanding, just minutes from the world-class golf courses of ChampionsGate and Reunion Resort, Walt Disney World, shopping, dining, and major highways that provide convenient access to some of Florida's most beautiful beaches and attractions. As an added bonus, this home is one of the closest properties in Windsor at Westside to the community's renowned entertainment complex and resort amenities, making it especially convenient for owners and guests to enjoy everything the community has to offer. Windsor at Westside is renowned for its incredible resort amenities that attract guests year-round while providing an exceptional lifestyle for residents. Enjoy a resort-style pool, lazy river, splash pad, cabanas, bar and grill, fitness center, basketball, tennis, pickleball, scenic walking and jogging trails, concierge services, organized community events, and the peace of mind that comes with 24/7 live gated and roaming security. If you're looking for a property that offers immediate rental income, extensive upgrades, resort-style amenities, and the flexibility to serve as a vacation home or primary residence, 1974 Majorca Drive deserves a place at the top of your list.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Jim Mcquade (407-906-6508)
3028 PARKWAY BLVD #301, KISSIMMEE, FL 34747
$190,0001 Day on yellowkey MLS ID: O6415164
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990Monthly Fee: $593 Tax: $2,991 (2025)Community: Blossom Park VillasCondo
Taxes:$2,991
Remarks: Welcome to this beautifully updated 2-bedroom, 2-bathroom condominium, offering the perfect blend of comfort, style, and convenience. MOVE IN READY and THOUGHTFULLY UPGRADED, this home features BRAND-NEW PAINT, TILE FLOORING THROUGHOUT, ENERGY-EFFICIENT DOUBLE-PANEL WINDOWS, MODERM LIGHT FIXTURES, CEILING FANS, and STYLISH MIRRORS IN BOTH BATHROOMS. The open and functional layout is designed for everyday living and easy maintenance. Enjoy the convenience of a community swimming pool, fitness center, playground, and clubhouse, providing a resort-style lifestyle for residents. Ideally located just minutes from AdventHealth Celebration Hospital, Walt Disney World, major highways (417, I-4, and 192), shopping centers, restaurants, outlets, and entertainment, making it an excellent option for both primary residence and investment. WATER INCLUDED IN THE HOA , adding even more value and convenience.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Claudia Bonilla Pa (407-754-5700)
2788 ALMATON LOOP #202, KISSIMMEE, FL 34747
$275,00013 Days on yellowkey MLS ID: S5151029
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005Monthly Fee: $354 Tax: $3,545 (2025)Community: Windsor Hills P1Spa: NoCondo
Taxes:$3,545
Middle School: Kissimmee Middle
Remarks: Located in the beautiful resort community of Windsor Hills just minutes from Disney. This spacious 2-bedroom, 2-bathroom condo comes fully furnished and is currently being used for short-term rental. Turnkey condo is in the perfect 2nd floor location, New AC (August 2024) and water heater (March 2025) ready for short-term rentals with opportunity to transfer management and bookings already in place. The Windsor Hills Resort is a 24-hour guard gated community with amazing amenities such as a large resort “beach entry style” pool and waterpark with a waterslide and splash pad. The large clubhouse includes a fitness center, theatre and game rooms, welcome center and Sundry Shop. The resort amenities also include outdoor tennis courts, basketball court and picnic/grill area, all adjacent to this condo building. Association fees include water, high-speed Internet, cable TV, trash service and 24-hour resort security. Located just 2.5 miles from the Disney entrance and extremely close to dining, shopping and entertainment don’t miss out on this opportunity!!
Listing is courtesy of: IMAGINATION REALTY, INC (321-939-1300)
Listing Agent: Jennifer Schreiber (407-973-5575)
3054 PIRATE WAY, KISSIMMEE, FL 34747
$349,90025 Days on yellowkey MLS ID: S5150421
REDUCED by $6,099 (1.7%) on 06/05/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 660 Built: 2018Monthly Fee: $197 Tax: $7,562 (2025)Community: Rolling Oaks Ph 5Spa: NoSingle Family
Taxes:$7,562
Remarks: It’s 5 O’clock right here in the world-renowned Margaritaville Resort Orlando! This spectacular, carpet-free home features durable tile flooring and ceiling fans throughout. It is a 1 story, 1 bedroom and 1 bath fully furnished cottage, beautifully themed bright and decorated. The kitchen opens seamlessly to the main living area, making it perfect for entertaining or vacation hosting. The back patio includes a table and 4 chairs as well as 2 sun loungers, Enjoy the resort lifestyle being just steps from the resort amenities. Located in a pet-friendly community, which also has great dog park. The monthly HOA covers high-speed internet, cable, phone, daily doorstep garbage pickup, professional landscaping, and pest control. The Fins UP Beach Club gives you access to enjoy full access to world-class resort amenities including 7 resort pools, a fitness center/gym, an internal resort shuttle, and free transportation shuttles directly to the local theme parks. This unique resort setup is highly walkable, situated just steps from Island H2O Water Park and Sunset Walk’s vibrant mix of restaurants, bars, live music, Target, Ulta and more. Centrally located with lightning-fast access to Disney, Universal, SeaWorld, and Gatorland, this property is a premier choice for a primary residence, second home, or lucrative vacation investment.
3191 BRASILIA AVE, KISSIMMEE, FL 34747
$450,00056 Days on yellowkey MLS ID: O6398263
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2396 Built: 2019Monthly Fee: $530 Tax: $5,582 (2025)Community: Magic Village RepTownhouse
Taxes:$5,582
Elementary School: Four Corner Elem
Remarks: This beautifully maintained townhome offers a 4-bedroom, 4-full-bath, 1-half-bath luxury townhome, a large Laundry Room, ideally located in one of Central Florida’s most desirable communities. Level up to the featuring soaring ceilings and a spacious open-concept layout, this home offers a bright and airy atmosphere perfect for both comfortable living and entertaining. Elegant design, modern finishes, and thoughtful details make this residence a standout, combining style, functionality, and excellent investment potential. At the heart of the home, the designer-caliber kitchen has been beautifully updated with modern finishes, offering both style and functionality for everyday living or hosting guests. A tankless water heater enhances efficiency and provides continuous comfort. Step outside to your private balcony, where you can unwind while enjoying breathtaking views toward Disney's Animal Kingdom, delivering a truly magical and one-of-a-kind experience. If you're seeking a Vacation Home in an elegant Resort Retreat this property is completely turnkey and ready to impress. Ideal for Disney Park enthusiast. Property features: 4 Bedrooms, 4 Full Bathrooms, a Half Bath, soaring ceilings & open-concept design, Updated, high-end designer kitchen, Energy-efficient tankless water heater, Private balcony from Primary Bedroom with a view to Animal Kingdom's backyard. This property is ideal for Airbnb, investment, or second home. Ideally located just minutes from Walt Disney World, Margaritaville Resort Orlando, and a vibrant mix of shopping, dining, and entertainment, this is a rare opportunity to own a home that seamlessly blends luxury living with strong income potential.
Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)
Listing Agent: Anna Bipat (718-216-0965)
8211 FAN PALM WAY, KISSIMMEE, FL 34747
$475,00061 Days on yellowkey MLS ID: S5147833
2 Days Off yellowkey (back on 5/4/2026)
REDUCED by $24,900 (5.0%) on 05/01/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 2001Monthly Fee: $275 Tax: $6,629 (2025)Community: Wyndham Palms Ph 1BSingle Family
Taxes:$6,629
High School: Gateway High School (9 12)
Middle School: Horizon Middle
Remarks: Looking for an investment opportunity or first home? Look no further; this one has it all. Located in Windsor Palms Resort near Orlando's Theme Parks and attractions. NEW ROOF. NEW HVAC system and brand-new pool equipment. Spacious fully equipped kitchen with all appliances, dishware, and cutlery. Dining room with wooden table and 8 chairs. Half-bathroom with access to pool deck. The expansive family room comes with sofa, loveseat, and armchair and 65? Smart TV. Master bedroom with King bed and ultra spacious bathroom. Shower stall. Separate bathtub. Jack and Jill wash basins. Walk-in closet. Direct access to pool. Blackout blinds for your comfort and sleeping time. Second King bedroom with ensuite. Bathtub with shower. 40? Smart TV. Walk-in closet. Bunk bedroom. Full bed on bottom and single on top. Shared bathroom with second king bedroom. 32? Smart TV. Closet. Queen bedroom with ensuite. Shower stall. Walk-in closet. 40? Smart TV. Twin bedroom which shares bathroom with Queen bedroom. Walk-in closet. 32? Smart TV. PRIVATE POOL /JACUZZI with Child Safety Fence. The home comes with a fully enclosed pool and large jacuzzi which nestles up to a marvelous conservation area with Florida pines and other beautiful flora. An outdoor dining set for 6 guests is located in covered lanai area with high ceiling, fan, and light.
Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)
Listing Agent: Lizzy Byrne (863-585-8266)
7755 WESTLAND DR, KISSIMMEE, FL 34747
$539,00095 Days on yellowkey MLS ID: O6389916
REDUCED by $10,000 (1.8%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2363 Built: 2020Monthly Fee: $697 Tax: $10,131 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$10,131
High School: Poinciana High School
Remarks: Step into the ultimate Florida lifestyle, a stunning 4-bedroom, 3-bathroom sanctuary where luxury meets high-energy entertainment! Ideally situated on a premium corner-end lot, this home offers rare seclusion with only one neighbor and a peaceful, open view to the rear and side. This meticulously maintained, turnkey masterpiece comes fully loaded and move-in ready — literally just bring your suitcase or start your journey as a vacation rental owner on day one. From the spacious open floor plan to the versatile upstairs loft, every inch of this home screams "vacation vibes." The garage has been professionally transformed into a stylish, custom game room featuring a pool table and foosball, and unique wall-mounted games. Ensuring the fun never stops, head outside to the private open-air pool deck that serves as the perfect sun-drenched escape for soaking up the Florida heat and cooling off after a long day at the parks. Living here means saying goodbye to stress and hello to world-class convenience, as your HOA comprehensively covers cable, fiber internet, landscaping, exterior pest control, trash, and 24/7 guard-gated security. As part of the elite Reunion West community, you are steps away from a state-of-the-art fitness center, multiple sparkling pools, spas, and the lush Linear Park. For those who crave the peak of resort living, a Reunion Resort membership grants you access to an unparalleled playground featuring three world-class signature golf courses, a multimillion-dollar water park, 12 swimming pools, and championship-grade tennis and pickleball courts. Indulge in award-winning dining at six onsite restaurants, utilize the full-service concierge for Disney tickets and shuttles, or pamper yourself at the world-class spa and salon. As Walt Disney once said, "If you can dream it, you can do it," and this remarkable property is the manifestation of that dream. Whether you’re looking for a peaceful primary residence or a promising investment near the magic of the theme parks, this remarkable home is ready for its next chapter.
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Tony Ubaldini (407-242-6781)
8612 LA ISLA DR, KISSIMMEE, FL 34747
$460,000724 Days on yellowkey MLS ID: S5107186
REDUCED by $15,000 (3.2%) on 06/03/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2005Monthly Fee: $115 Tax: $5,749 (2024)Community: Emerald Island Resort Ph 5ASpa: YesSingle Family
Taxes:$5,749
Remarks: It's time to show this beautiful Kissimmee area 24 hour gated community home with pool and hot tub. This home has 5 bedrooms with 4 bathrooms and two primary main bedrooms. One on the first floor and the another on the second floor. This property can be used as a residential home or a short term rental Disney rental property. New air handler was replaced in 2025. Roof was replaced June 2023. Pool re- surfaced 2018, All new carpet 2022 & new pool pump and motor 2023. Just minutes from the Disney parks. The pool deck has a 14 x 28 ft pool plus an in-ground hot tub with a shaded Lanai and is South facing. The pool deck has sun loungers a table and chairs. The home is fully furnished. The home itself has 5 bedrooms and 4 bathrooms. All bedrooms have cable TV's. The spacious main bedroom on ground level has an en-suite bathroom which has a walk-in closet, corner bathtub and a walk-in shower. There is also a double bedroom on the ground level with bathroom directly across the hall with a shower in the bathroom. On the upper level, there are two twin rooms which share the fourth bathroom and also a second primary suite with en-suite bathroom. The garage has been converted into a games room with pool table, foosball and air hockey tables. (You can easily change it back to a garage if you want to use the home as your residents.) The living area is a large spacious room with a ceiling height of 17 ft. Furnished with Cable TV and surround sound system. The kitchen area is fully equipped with a range cooker, microwave oven, dishwasher and large fridge/freezer. There is also a separate dining area as well as a utility room with a washing machine and dryer. The home also benefits broadband connection part of the HOA payment. The resort itself is a gated community with the gatehouse manned 24/7. The resort has a clubhouse with concierge service, fitness room and a sauna. Also a new food and bar area as viewed on the photos. Outside the clubhouse, there is a communal pool with spa and poolside bar. Community also has a walking trail, mini golf, tennis, volley ball, basket ball and playgrounds for the little ones.
Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-397-7058)
Listing Agent: Bernard Scarpa (407-572-3022)
8511 LA ISLA DR, KISSIMMEE, FL 34747
$649,000504 Days on yellowkey MLS ID: O6273598
REDUCED by $30,000 (4.4%) on 05/02/2026
Bed: 7 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3599 Built: 2003Monthly Fee: $115 Tax: $6,968 (2023)Community: Emerald Island Resort Ph 3Spa: YesSingle Family
Taxes:$6,968
Tax Year: 2023
Remarks: Seller is now ready to sell after enjoying her home and now we can show it anytime. Just 4.5 miles from Walt Disney World, this beautifully furnished and meticulously maintained home is located in a secure, guard-gated community and offers the perfect blend of comfort, quality, and convenience. Ideal as a primary residence, second home, or vacation rental investment, the property is truly turnkey with each room thoughtfully furnished to create a warm and cohesive living environment. Freshly painted inside and out, the home features a roof installed in 2018 with wind mitigation documentation and a recently completed annual termite inspection in January 2026. Situated on an upgraded lot backing to a peaceful pond and conservation area, the property provides privacy and tranquil views. The kitchen and laundry areas are equipped with quality appliances, including two Bradford White 50-gallon water heaters installed in September 2023, a Whirlpool French-door refrigerator, Bosch dishwasher, self-cleaning electric range, microwave, Maytag commercial-grade dryer, and a new Maytag washer added in January 2025. Comfort is enhanced by two HVAC systems, American Standard and Rheem, both serviced semi-annually, with the Rheem system featuring a UV air purification light and a Honeywell wireless thermostat for remote temperature control. Additional upgrades include DACOR electrical fixtures, Kwikset brushed nickel interior door hardware, keyless entry, and a fully monitored Ring security system with video doorbell and exterior cameras. Bathrooms are outfitted with Kohler Memoir toilets featuring Aqua Piston technology, while the primary suite offers a king bed, upgraded ceiling fan, smart TV, and a renovated bathroom with subway tile shower, Grohe fixtures, and quartz sinks. Additional bedrooms are tastefully furnished with solid wood pieces, custom window treatments, and coordinated décor. Designed for entertaining, the home includes a dedicated theater room with an 80-inch Samsung smart TV, a spacious family room with a 75-inch smart TV and new sofa, and a dining area with solid wood furnishings. Combining thoughtful design, modern upgrades, and a prime location near Disney, this exceptional property presents a rare opportunity to own a turnkey home in one of the area’s most desirable guard-gated communities.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Jane Lafrance (407-436-2130)
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