Location: Kissimmee , 34747
Do Not Show Listings
8936 SYDNEY AVE, KISSIMMEE, FL 34747
$445,000132 Days on yellowkey MLS ID: O6374304
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $673 Tax: $5,571 (2025)Community: Windsor At Westside Ph 3Spa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,571
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Beautiful fully furnished vacation home located in the highly desirable Windsor at Westside Resort. This property offers an open floor plan, private screened pool and spa, and access to world-class community amenities including clubhouse, resort-style pool, fitness center, playground, and sports courts. Zoned for short-term rental, making it ideal for investors or as a second home. Conveniently located near major highways, shopping, dining, and Orlando’s top attractions. HOA includes cable, internet, lawn care, and resort amenities. Buyer to verify all information, including rental restrictions and HOA requirements.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Paula Maestrini (407-728-2666)
7803 BASNETT CIR, KISSIMMEE, FL 34747
$699,00030 Days on yellowkey MLS ID: O6397158
0 Days Off yellowkey (back on 5/22/2026)
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $171 Tax: $7,362 (2025)Community: Windsor HillsSpa: YesVilla
Taxes:$7,362
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: Under contract-accepting backup offers. Welcome to 7803 Basnett Circle, one of the most desirable vacation homes in the heart of Windsor Hills Resort — Orlando's premier gated short-term rental community, just minutes from Walt Disney World. This stunning 6-bedroom, 4-bathroom pool home offers 2,812 sq ft of beautifully appointed living space, thoughtfully designed to sleep large groups in comfort and style. The open-concept main floor features a spacious living and dining area perfect for entertaining, a fully equipped kitchen with breakfast nook, a first-floor bedroom with full bath — ideal for guests who prefer single-level living — and a dedicated laundry room for added convenience. Step outside and discover what truly sets this home apart: a private screened pool with an integrated spa, surrounded by a generous covered patio and deck that opens to a wide, unobstructed green view — no rear neighbors, no walls, just open space and natural light. The home's premium lot orientation maximizes sunlight throughout the day, making every afternoon by the pool feel like a resort experience. Upstairs, five additional bedrooms include two master suites, offering the privacy and comfort that today's vacation rental guests expect and remember. Windsor Hills Resort amenities include a clubhouse, resort-style community pool, waterpark, fitness center, game room, tennis courts, and 24-hour gated security — everything your guests need without ever leaving the community. Whether you're looking for a turn-key investment property with proven vacation rental appeal or a private family retreat steps from the magic of Orlando, 7803 Basnett Circle delivers on every level. Offered fully furnished and ready to generate income from day one.
Listing is courtesy of: FLORIDA 360 REALTY LLC (954-325-2625)
Listing Agent: Cristobal Murature Reggiardo (407-433-1933)
2108 MOROCCO WAY, KISSIMMEE, FL 34747
$589,90059 Days on yellowkey MLS ID: S5147141
REDUCED by $5,000 (0.8%) on 05/15/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2017Monthly Fee: $563 Tax: $10,059 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$10,059
Remarks: Under contract-accepting backup offers. Ideally located in the main section of the highly sought-after Windsor at Westside, just a short distance from the community’s premier entertainment complex and resort amenities. This exceptional pool home presents an outstanding opportunity as a luxury vacation rental, personal retreat, or high-performing investment property. If you are looking for a completely turnkey property, this is the home for you. In only its first year as an active Airbnb this home is already producing strong revenue numbers primarily due to its location and the tens of thousands spent on recent updates. This IS that extremely turnkey home you’ve been looking for. Projections look fantastic and are expected to continue increasing, this property offers immediate and growing income potential. Even better, all future bookings are transferable if the current management company is retained, allowing for a seamless transition and day-one revenue. Inside, the home showcases tens of thousands of dollars in upgrades and custom theming, designed to maximize guest appeal and long-term durability. Featuring all tile and luxury vinyl plank flooring throughout with absolutely no carpet, this home combines style with easy maintenance. The spacious open-concept floor plan flows beautifully from the main living and dining areas to the private screened lanai with pool and spa, creating the ideal space for entertaining and relaxation. The kitchen is fully upgraded with stainless steel appliances, granite countertops, and a large island with seating, while the first-floor primary suite offers privacy and convenience. Upstairs, a generous media and entertainment space provides the perfect setting for movie nights, gaming, and guest enjoyment. Additional bedrooms include a second primary suite, beautifully appointed guest rooms, and professionally themed bunk rooms that elevate the vacation rental experience. Residents and guests enjoy access to one of Central Florida’s premier resort communities, featuring a 5,000-square-foot clubhouse, resort-style pool, lazy river, water slide, fitness center, tennis, basketball, volleyball, soccer field, kids play area, arcade, on-site restaurant, tiki bar, and shop. The HOA covers landscaping, internet, cable, and daily trash service, making ownership easy and hassle-free. Conveniently located near Walt Disney World, shopping, dining, golf, major highways, and Orlando’s top attractions, this property checks every box for both lifestyle and investment performance. Schedule your private showing today and secure one of the strongest opportunities currently available in Windsor at Westside.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Jim Mcquade (407-906-6508)
8781 ZEN DR, KISSIMMEE, FL 34747
$325,00025 Days on yellowkey MLS ID: O6405717
INCREASED by $6,000 (1.9%) on 05/22/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1360 Built: 2024Monthly Fee: $230 Tax: $4,020 (2025)Community: Hub At Westside ReserveTownhouse
Taxes:$4,020
Remarks: .
Listing is courtesy of: MIAMI LIFE REALTY LLC (786-464-8804)
Listing Agent: Jorge Kupferman (786-306-7308)
2308 DISTANT SUN TRL, KISSIMMEE, FL 34747
$1,200,00036 Days on yellowkey MLS ID: O6402383
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3544 Built: 2025Monthly Fee: $718Community: Solara Phase 3Single Family
Taxes:$0
Remarks: Enjoy the luxury and excitement with this professionally decorated vacation home. Just last month 8 BEDROOMS decorate (7 BR + bonus room converted to the 8th BEDROOM), this stunning property already offers an unforgettable experience with beautifully designed interiors and themed rooms that bring a true Theme Park sensation right into your home—perfect for guests of all ages. Whether you’re looking for a HIGH-PERFORMING short-term rental, or a personal getaway, or both, this home checks every box. It’s fully turnkey with immersive themed rooms, access to resort-style amenities, a prime location near world-famous attractions. With spacious living areas, a modern kitchen, and private outdoor space, this home is ideal as a vacation retreat or income-producing investment. Imagine owning your slice of paradise in one of Central Florida’s most sought-after destinations—message now for details or to schedule your private showing and the income rental numbers!
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Monica Gallo (407-520-9579)
8719 ROCKINGHAM TER #C, KISSIMMEE, FL 34747
$210,000208 Days on yellowkey MLS ID: O6358064
1 Days Off yellowkey (back on 5/22/2026)
REDUCED by $5,000 (2.3%) on 05/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1381 Built: 1998Monthly Fee: $345 Tax: $2,895 (2024)Community: Villas At Island Club Phase 4Condo
Taxes:$2,895
Tax Year: 2024
Remarks: Under contract-accepting backup offers. ***BACK MARKET- NO FAULT OF SELLER***INCREDIBLE NEW PRICE***Ideal Location! Beautifully Renovated Condominium in the Villas at Island Club. Discover this well-maintained condominium in the highly sought-after Villas at Island Club—a gated community perfectly suited for short-term vacation rentals (STRs) or as your private residence. Located just minutes from Walt Disney World, Margaritaville Resort-Orlando, world-class theme parks, shopping, golfing, and dining, this property offers both convenience and resort-style living. Enjoy a prime location directly across from the tennis courts, clubhouse, fitness center, pool, heated spa, playground, and BBQ area. There’s even an additional community pool on site for your enjoyment. Inside, you’ll find a spacious split floor plan with vaulted ceilings and abundant natural light streaming through large windows. The primary suite features private balcony access, perfect for relaxing and enjoying the Florida sunshine. Unit features a modern kitchen with granite countertops, newer stainless-steel appliances, and stylish laminate flooring throughout. Both bathrooms have been tastefully remodeled with contemporary finishes, offering a fresh and move-in ready feel. The home contains lots of storage throughout while both the primary suite and 2nd bedroom have spacious walk-in closets. Enjoy a BRAND NEW HOT WATER HEATER. A few pictures are virtually staged. Fantastic access with nearby SR 429, U.S. Highway 192 (W. Irlo Bronson Memorial Highway), U.S. Highway 27 and Orlando International Airport. Whether you’re looking for an investment property, vacation getaway, or a full-time residence, this condo combines comfort, style, and an unbeatable location.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Deborah Moran (407-579-5368)
7750 TEASCONE BLVD, KISSIMMEE, FL 34747
$559,00094 Days on yellowkey MLS ID: S5144428
REDUCED by $10,000 (1.8%) on 05/02/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2007Monthly Fee: $171 Tax: $6,071 (2025)Community: Windsor Hills Ph 6Spa: YesSingle Family
Taxes:$6,071
Remarks: Here is your opportunity to own one of the small number of single story 4 bedroom 4 bathroom homes that were built in the gated resort of Windsor Hills. The turnkey home is being sold fully furnished and features tasteful upgrades throughout including stainless steel appliances and solid stone countertops in the open plan kitchen. There are two ensuite primary bedrooms and two further bedrooms featuring two twin beds in each room. Ceramic tiling is featured throughout the main living spaces and in the bathrooms while the bedrooms are carpeted. At the rear of the property through any of the numerous sliding glass doors is a covered lanai, block paved deck and the south-facing screened in pool & spa, perfect for soaking up the Florida sun all day long! The 2-car garage is currently being used as an air conditioned games room equipped with a pool table, an arcade style video game, a table Foosball game, an air hockey table and a television. The roof is constructed using tiles as opposed to the more common asphalt shingles, alleviating any concerns about replacement or insurance worries. The resort offers many amenities for you to enjoy such as 24 hour gated manned entry point, a large zero-entry lagoon-style heated pool with water slides, tennis courts, fitness center, movie theater, sundry shop and cafe, and much more! Windsor Hills is one of the closest communities to Walt Disney World at just 4 miles to the main gates! This home is being sold fully furnished and is ready to live in or can continue to be used as an income producing short term rental property. As a very popular rental property on VRBO, a full rental history is available upon request.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Iain Robinson (407-334-3804)
9055 TREASURE TROVE LN #105, KISSIMMEE, FL 34747
$229,90027 Days on yellowkey MLS ID: O6404769
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 2007Monthly Fee: $837 Tax: $3,739 (2025)Community: Caribe Cove Resort CSpa: NoCondo
Taxes:$3,739
Middle School: Celebration K-8
Remarks: Welcome to 9055 Treasure Trove Ln #105, a charming and effortlessly inviting first-floor furnished condo residence tucked inside the sought-after Caribe Cove community in Kissimmee. This thoughtfully designed home blends comfort, convenience, and relaxed Florida living, offering a bright open-concept layout that immediately feels spacious and welcoming from the moment you step inside. The heart of the home features a seamless flow between the kitchen, dining, and living areas—perfect for both everyday comfort and easy entertaining. Natural light fills the space through large sliding glass doors that open to a private balcony-style retreat, creating a peaceful indoor-outdoor connection ideal for morning coffee or winding down after a long day. The split-bedroom layout enhances privacy, giving the primary suite its own quiet escape with a generous walk-in closet and private bath. Designed for ease of living, this fully furnished unit also includes in-home laundry and practical storage solutions that make day-to-day life simple and efficient. Being on the ground floor adds a layer of convenience that’s hard to beat—no stairs, easy access, and a smooth flow in and out of the home. Spectrum basic cable and WiFi, along with water and sewer, are included—adding even more value and convenience for owners and guests alike. Perfectly suited as a short-term rental or vacation getaway, this turnkey property is being sold fully furnished, including TVs, dishes, flatware, small appliances, and more! This residence delivers the perfect combination of comfort, location, and lifestyle appeal—all wrapped in a resort-style setting just minutes from Orlando’s world-famous attractions.
Listing is courtesy of: CANI PROPERTY MANAGEMENT (321-280-9065)
Listing Agent: Jeremy Porter (321-280-9065)
241 FALLS DR, KISSIMMEE, FL 34747
$1,150,00053 Days on yellowkey MLS ID: S5146843
2 Days Off yellowkey (back on 5/22/2026)
Bed: 11 Bath: 11.5 Gar: 2 Liv Area Sq Ft: 5496 Built: 2017Monthly Fee: $725 Tax: $8,395 (2025)Community: Reunion West Ph 2A WestSpa: YesSingle Family
Taxes:$8,395
Remarks: Under contract-accepting backup offers. AMAZING OPPORTUNITY… LOCATION, LOCATION, LOCATION ,VACATION, INCOME!!! GREAT OPPORTUNITY FOR INVESTORS, as a short rental home or even residential home . THE AMAZING HOME OF 11 BEDROOMS, 10 full BATHROOMS, 3 HALF-BATH…GATED COMMUNITY in the heart of Kissimmee , The home features a grand open entertaining space encompassing a stunning kitchen with a beautiful GRANITE counters island style breakfast bar, the gourmet kitchen also features stainless steel appliances and modern backsplash, family room and dining area, Head out to the SPARKLING private pool deck. The stunning master bedroom and three further bedrooms can be found on the lower floor. Upstairs, you will find the seven additional bedrooms with six being on-suites. Upstairs is where you will also find the themed movie theater with leather recliners, relaxing balcony area overlooking the glistening private pool, spa and the most beautiful view of the entire resort…new wood laminate flooring throughout the home. The home is professionally decorated and furnished to the highest standards and features custom one-off family-friendly and fun, There is something for everyone. The current owner has invested over $200,000 in this furniture package, which is included in the price, all appliances are included with 2 dishwashers . This house is located on a spectacular oversized lot, just a few steps from Encore at Reunion community. The resort community Water Park features: water slides, splash pad, beach volleyball bar/restaurant and other beach-side amenities. The indoor recreation includes large screen TV, gaming systems, snack market, and arcade room. The resort offers complimentary transportation to the top Orlando theme parks, including Walt Disney World® Resort, SeaWorld, and Universal Orlando Resort. home is sold as is , price includes all the appliances and the ALL the furniture .
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Ahmed Hathout (801-859-4043)
1861 NICE CT, KISSIMMEE, FL 34747
$577,000183 Days on yellowkey MLS ID: O6363676
REDUCED by $3,000 (0.5%) on 05/22/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3281 Built: 2018Monthly Fee: $563 Tax: $7,850 (2025)Community: Windsor At WestsideSingle Family
Taxes:$7,850
Remarks: Short Sale. Price Reduction! Turnkey 7-Bedroom Vacation Home in Windsor at Westside – Active Short-Term Rental! Welcome to 1861 Nice Court, a beautifully furnished and actively producing 7-bedroom, 5-bathroom short-term rental located in the sought-after Windsor at Westside Resort. With 3,281 sq ft of living space, this stunning home is designed to impress guests and maximize occupancy—making it the perfect investment property or vacation retreat near the magic of Disney. Step inside to a bright, open-concept layout featuring a spacious living area, modern kitchen with stainless steel appliances, and generous dining space ideal for large families and groups. This home offers multiple ensuite bedrooms and themed guest rooms that delight visitors of all ages and keep bookings strong year-round. The private screened-in pool and patio provide the perfect place to unwind after a day at the parks, offering your guests the relaxation and resort-style experience they’re searching for. Located in the gated, 24-hour resort community of Windsor at Westside, owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities—making ownership truly hassle-free. Just minutes from Walt Disney World, Margaritaville, Sunset Walk, shopping, dining, and major attractions, this property offers strong rental history, excellent future booking potential, and a turnkey setup ready for its next owner. Whether you're looking to expand your STR portfolio or secure a high-performing vacation home, 1861 Nice Court is an exceptional opportunity in one of Central Florida’s premier resort communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Michael Steward (386-243-9585)
2774 ALMATON LOOP #402, KISSIMMEE, FL 34747
$279,000164 Days on yellowkey MLS ID: O6368621
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005 Tax: $3,368 (2024)Community: Ventura At Windsor Hills Condo Ph 3Condo
Taxes:$3,368
Remarks: Welcome to this fully furnished and well decorated vacation home just minutes from Walt Disney World. Perfectly located near shopping, dining and everyday conveniences including Walmart and gas station, with easy access to I-4 for quick travel throughout Central Florida. Located in the highly sought-after Windsor Hills Resort, this gated community with 24/7 guard offers incredible resort-like amenities including a spectacular lagoon-style pool that feels like a beach, kids splash zone, exciting water slides, snack bar, arcade, and even a private movie theater for residents and guests to enjoy. This fully furnished and beautifully themed unit is move in and rental ready, making it perfect as a vacation home, short term rental investment, or second home near Disney. The building features elevators for convenient luggage transport, making arrivals and departures effortless. The community also benefits from an on-site HOA management, adding an extra layer of convenience for owners and guests. Major recent upgrades include a brand-new boiler and new A/C system installed in 2025 with a 10-year warranty, providing peace of mind and long-term value. Buyer to check all measurements, HOA fees and restrictions.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Lucia Souza (321-239-0287)
1540 NASSAU POINT TRL, KISSIMMEE, FL 34747
$789,90054 Days on yellowkey MLS ID: O6396739
0 Days Off yellowkey (back on 5/12/2026)
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2019Monthly Fee: $726 Tax: $11,424 (2025)Community: Solara ResidenceSpa: YesSingle Family
Taxes:$11,424
Remarks: Under contract-accepting backup offers. Welcome to your new home at 1540 Nassau Point Trl, Kissimmee, FL 34747, a 9-bedroom, 6.5-bath pool and spa home in Solara Resort, just minutes from Orlando’s top theme parks. Built in 2019 and fully remodeled, this 4,363 sqft home is offered fully furnished and turnkey, making it ideal as a primary residence, second home, or high-performing vacation rental. The current owner has invested extensively in finishes, furnishings, and design, creating a move-in-ready opportunity with no additional work required. Designed for entertainment, this home features multiple living spaces, including a Star Wars-themed game room, a second fully equipped games room with foosball, shuffleboard, and a large TV, plus a den and a poolside bar for relaxation or hosting guests. The main living area opens to a private outdoor oasis with a screened pool, spa, covered patio, outdoor dining table, grill, and lounge seating—perfect for soaking up the Florida sunshine. Nine beautifully appointed bedrooms and 6.5 bathrooms provide ample space for up to 22 guests, each thoughtfully designed for comfort and privacy. The dining area seats 14, and a pool table located off the main living space provides an additional fun entertainment option for everyone. Located in Solara Resort with convenient access to dining, shopping, and Orlando attractions, this home combines exceptional design, flexibility, and rental potential in one of Central Florida’s most sought-after vacation communities. Schedule your private showing today and experience the full potential of this fully furnished, move-in-ready Solara Resort retreat.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
8040 LOST SHAKER LN, KISSIMMEE, FL 34747
$585,99911 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 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. 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.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Nikki Felix (916-765-9564)
3054 PIRATE WAY, KISSIMMEE, FL 34747
$355,99911 Days on yellowkey MLS ID: S5150421
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 and decorated. The kitchen opens seamlessly to the main living area, making it perfect for entertaining or vacation hosting. 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.
8815 DUNES CT #305, KISSIMMEE, FL 34747
$209,90011 Days on yellowkey MLS ID: O6409753
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 2000 Tax: $2,899 (2025)Community: Legacy Dunes CondoCondo
Taxes:$2,899
Remarks: Step into a turnkey 2-bedroom, 2-bathroom top-floor condo that is already generating short-term rental income in one of Central Florida's most sought-after gated communities. Legacy Dunes puts you right in the heart of the Disney corridor, with theme parks, dining, shopping, and major attractions all within a short drive. This unit is fully furnished and ready to keep producing on day one, whether you want to continue running it as a vacation rental, use it as your own getaway, or settle in as a primary residence. The interior features easy-care laminate flooring throughout, tall ceilings and open floor plan throughout. The HOA covers internet, water, trash, and pest control, which keeps operating costs predictable and guest reviews high. Residents and guests also enjoy the full resort-style amenity package: a large clubhouse, two pools, fitness center, tennis and basketball courts, walking trails, and playgrounds. If you have been looking for a Disney-area condo with a real rental track record, strong amenities, and low-maintenance finishes, this one belongs on your short list. Reach out to schedule a private tour before it is gone.
Listing is courtesy of: ZEAL REALTY (407-789-2051)
Listing Agent: Ryan Hoppe (321-247-1098)
1844 SANDY PARK TRL, KISSIMMEE, FL 34747
$650,00011 Days on yellowkey MLS ID: O6409303
Bed: 7 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3533 Built: 2018Monthly Fee: $710 Tax: $8,903 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$8,903
Remarks: Experience the perfect blend of luxury, entertainment, and resort living in this stunning 7-bedroom, 6.5-bath vacation home in Solara Resort, located less than 10 miles from Disney World. Designed for unforgettable family vacations and excellent short-term rental potential, this fully furnished home features incredible themed bedrooms inspired by Jurassic Park, Harry Potter, Avengers, Moana, and Disney, creating a one-of-a-kind guest experience. The spacious open-concept layout offers stylish modern finishes, multiple gathering spaces, and custom entertainment rooms perfect for large families and groups. Step outside to your private screened pool and spa, ideal for relaxing after a day at the parks. As part of Solara Resort, guests enjoy access to world-class amenities including a resort-style heated pool, FlowRider surf simulator, splash pad, water slides, fitness center, basketball and volleyball courts, restaurant and bar, coffee bar, ice cream parlor, and a beautifully designed clubhouse. Whether you’re searching for a luxury vacation retreat or a high-performing investment property, this home delivers the ultimate Central Florida resort lifestyle.
Listing is courtesy of: HOLIDAY REALTY LLC (321-278-5486)
Listing Agent: Brad Rogers (407-617-6757)
9029 FLAMINGO KEY WAY, KISSIMMEE, FL 34747
$530,00011 Days on yellowkey MLS ID: O6409063
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2472 Built: 2018Monthly Fee: $717 Tax: $7,379 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$7,379
Remarks: Welcome to this beautifully maintained 4-bedroom, 3.5-bath pool home located in the highly desirable Solara Resort community in Kissimmee. Built in 2018, this spacious two-story residence offers 2,472 square feet of living space and is perfectly suited as a primary residence, vacation retreat, or income-producing short-term rental property. Featuring an open-concept layout, the home boasts a modern kitchen with granite countertops, stainless steel appliances, oversized breakfast bar, and generous dining space ideal for entertaining. The spacious living area opens directly to your private screened-in splash pool and patio, creating the perfect indoor-outdoor Florida lifestyle. Upstairs, you’ll find a luxurious primary suite along with additional bedrooms designed for comfort and privacy. Located just minutes from Walt Disney World, shopping, dining, golf, and major attractions, Solara Resort offers world-class resort-style amenities including a heated zero-entry pool, FlowRider surf simulator, water slides, splash pad, fitness center, full-service restaurant and bar, arcade, playground, volleyball court, soccer field, basketball court, and walking trails. Whether you're searching for a vacation home, second home, or turnkey investment opportunity, this property checks all the boxes. Schedule your private showing today.
Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)
Listing Agent: Ursula Garcia Moraes (407-429-1417)
1981 FLORA PASS PL, KISSIMMEE, FL 34747
$685,00011 Days on yellowkey MLS ID: O6408833
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2020Monthly Fee: $408 Tax: $11,198 (2025)Community: Four Seasons At Orlando Ph 2Single Family
Taxes:$11,198
Remarks: ALL you want and could need in this luxurious and fully upgraded pool home in the guard gated 55+ community of Four Seasons. With 2,130 sq ft, 3 bedrooms, and 2 baths, this St. Lucia model gives you space for entertaining family and guests with its amazing screen enclosed heated saltwater pool, paver deck and fully fenced large backyard (ALL new St Augustine sod being installed by seller before closing). A paver driveway and friendly covered porch welcomes you to the elegant beveled glass front door. Inside you’ll find 8’ interior doors, an oversized foyer with cove ceiling, wood-look ceramic tile flooring that runs through the entire abode, and thousands spent on NEW designer lighting and ceiling fans (all of which stay). Both guest bedrooms and hall bathroom (with quartz countertop and walk-in tiled shower) are right off the foyer and separate from the primary suite offering privacy to both you and your guests. Don’t miss the large interior storage closet perfect for holiday décor or all the stuff you used to have in your basement “up-north”. NEW interior shutters installed (2026) on every double pane insulated window and open-plan living shines in the expansive great room featuring a 4 ft extension of the floorplan along with extra optional windows in the dining area. The gourmet kitchen is sure to please your home chef with a huge quartz countertop breakfast island seating 6, upgraded soft-close wood drawers and cabinets, GE Profile appliances, gas stove-top, exhaust hood, and chic tile backsplash. And don’t miss the butler’s pantry/drop zone for extra storage space and a wine fridge off the 2-car garage and interior laundry room with even more added cabinetry. Luxury upgrades in the living and dining areas include the cove ceiling, recessed lighting, 12’ glass sliders to the extended covered lanai, and even remote electronic window coverings for the sliders. The primary bedroom is a true owners’ retreat with optional extra sq ft added to this room too plus double sliders with remote motorized blinds and access to the covered lanai. A spa-like bath offers a large frameless glass shower with bench seat, a quartz topped double vanity, mosaic tile backsplash wall, separate toilet room, and a huge walk-in closet with custom built-in cabinets. Your private resort continues out back with the screened-in, heated, saltwater pool, paver patio, extended covered lanai, built-in natural gas grilling station, beverage fridge, ceiling fans, and recessed lighting. And the view to the extra-large premium fenced lot (50’ x 175’) which will have a NEW lush grassy lawn installed before closing, can’t be beat (and HOA takes care of all lawn mowing, shrub trimming, and watering). The 12,000 sq ft clubhouse has a fitness center, bar space, event spaces, lounge area, kitchen, and screened porch. In addition is a resort pool, family pool, and spa, as well as pickle ball, bocce ball, and tennis courts, and a full-time activity director to keep the fun going 7 days a week. Come live the carefree, elegant lifestyle in this active resort neighborhood. Close to Disney, Celebration shops and restaurants, and nearby highways taking you east to Orlando or west to Tampa.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Steven Ritz (321-277-8271)
2658 MAYAGUANA ST, KISSIMMEE, FL 34747
$269,00029 Days on yellowkey MLS ID: O6404355
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1362 Built: 2006Monthly Fee: $333 Tax: $3,447 (2025)Community: Crestwynd BayTownhouse
Taxes:$3,447
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 3-bath townhome located in the desirable gated community of Crestwynd Bay in Kissimmee—where modern upgrades, prime location, and investment potential come together. Property Highlights: HOA fee includes TV Cable and internet Fully renovated interior with stylish laminate flooring throughout Newly redo the vinyl stairs New Modern kitchen featuring new cabinetry and elegant quartz countertops Fresh interior paint for a bright, clean look in neatrul color Flexible floor plan with a first-floor bedroom and full bath—ideal for guests, in-laws, or multi-generational living Recent upgrades (2026): New refrigerator, dishwasher, and water heater Updated bathroom lighting and fixtures Community Features: Secure gated access Resort-style amenities including pool, playground, and scenic walking trails HOA covers exterior maintenance, cable, internet, and trash service—offering truly low-maintenance ownership Unbeatable Location: Less than 2 miles to Walt Disney World Minutes to US-192, with easy access to I-4 and 429 Close to world-class golf, shopping, dining, and entertainment Investment Opportunity: Zoned for short-term and long-term rentals—perfect as a primary residence, vacation home, or income-producing property Live, vacation, or invest in one of Central Florida’s most sought-after areas. Schedule your private showing today and start enjoying the Florida lifestyle!
Listing is courtesy of: GOLDEN SUN REALTY INC (407-479-8898)
Listing Agent: Lucia Wu (407-765-2618)
8841 CANDY PALM RD, KISSIMMEE, FL 34747
$394,90070 Days on yellowkey MLS ID: O6391123
REDUCED by $5,100 (1.3%) on 05/21/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1902 Built: 2013Monthly Fee: $737 Tax: $5,192 (2025)Community: Paradise Palms Resort Ph 2Townhouse
Taxes:$5,192
Remarks: Great investment opportunity. This property is currently leased for $2,500 per month through March 3, 2027, providing immediate rental income for the new owner. Own a one-of-a-kind 4-bedroom townhouse located in one of the most well-known resort communities in the Disney area of Orlando. The home features one large bedroom on the ground floor and three bedrooms upstairs, including the primary suite. It offers tile flooring throughout the main living areas, granite countertops, stainless steel appliances, and a spacious private pool area—perfect for entertaining and family gatherings. Residents and guests enjoy access to resort-style amenities, including a large pool with a slide, two jacuzzi tubs, a children’s splash area, bar, restaurant, movie theater, and game room. Do not miss this opportunity to invest in a high-demand vacation and rental community.
Listing is courtesy of: ORLANDO BROTHERS BUSINESS LLC (407-453-6663)
Listing Agent: Igor Alves (407-453-6663)
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