Location: Kissimmee , 34747
Do Not Show Listings
7638 WHITEMARSH WAY, KISSIMMEE, FL 34747
$1,500,00018 Days on yellowkey MLS ID: O6395185
Bed: 9 Bath: 9.0 Liv Area Sq Ft: 5154 Built: 2025Monthly Fee: $750 Tax: $3,512 (2026)Community: Whitemarsh CoveSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,512
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Reunion Resort Escape: 9BR Whitemarsh Cove Villa—Pool, Theater, & Disney Thrills! To all Investors —welcome to 7638 Whitemarsh Way, your slice of paradise in gated Whitemarsh Cove at Reunion Resort. Nine bedrooms, ten baths, bright open floor plan and vibes—massive living space, chef’s kitchen with island magic, game room packed with endless possibilities and arcade fun, and a private heated pool & spa just steps from the Jack Nicklaus Signature Golf course in Reunion Resort. House could easily sleep over 20+ which includes the installed theme room bunk beds Reunion Resort is a 2300 Acre ultimate Resort Living and investment made easy with lazy river, water slides, tennis, pickleball, fitness center, Restaurants, and Three Championship Signature golf courses—designed by Arnold Palmer, Jack Nicklaus and Tom Watson. Tremendous opportunity to own and invest in the number one Resort in Orlando Florida. From the Resort, take the Disney shuttle which is just minutes away for endless memories that last lifetimes.. Come see what we have at Whitemarsh Cove in Reunion Resort.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Tj Cosgrove (407-873-7011)
8949 CANDY PALM RD, KISSIMMEE, FL 34747
$405,00026 Days on yellowkey MLS ID: S5146382
REDUCED by $15,000 (3.6%) on 04/13/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2024 Built: 2013Monthly Fee: $787 Tax: $5,331 (2025)Community: Paradise Palms Resort Ph 2Townhouse
Taxes:$5,331
Tax Year: 2025
Remarks: Exceptional 5-bedroom, 4-bathroom townhouse located in a highly sought-after resort-style community in Central Florida, ideal for short-term rental investment, Airbnb income, and vacation home buyers. This fully furnished, turnkey property features a spacious open-concept floor plan, modern kitchen with upgraded finishes, and bright living spaces designed for comfort and functionality. A rare and powerful differentiator, this is the ONLY home in the community with all bedrooms fully themed, creating a unique guest experience that drives higher occupancy rates, premium nightly pricing, and repeat bookings. Step outside to your private patio with a screened-in pool, a highly desirable feature for vacation rentals that enhances guest satisfaction and increases booking performance. The home is designed for entertainment and guest appeal, including dedicated entertainment areas, making it highly competitive in the short-term rental market. Residents and guests enjoy access to premium resort amenities, including resort-style pool, tiki bar, beach volleyball court, basketball court, state-of-the-art fitness center, and a full arcade/game room, delivering a true vacation resort experience. Strategically located near major attractions, theme parks, shopping centers, and dining, this property benefits from year-round tourism demand and strong rental performance. Zoned for short-term rentals (Airbnb/VRBO approved), this property presents an outstanding opportunity for investors seeking cash flow in one of Florida’s top-performing vacation rental markets. Whether used as an income-producing property, vacation home, or primary residence, this home offers unmatched value, uniqueness, and investment potential.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Sandra Wyhnanskyj, Pa (305-498-3837)
1181 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747
$529,9901 Day on yellowkey MLS ID: O6399978
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2580 Built: 2023Monthly Fee: $132 Tax: $7,792 (2025)Community: Soleil At WestsideSingle Family
Taxes:$7,792
Elementary School: Westside K-8
High School: Celebration High
Middle School: West Side
Remarks: One or more photo(s) has been virtually staged. Location, lifestyle, and opportunity all come together at 1181 Lakeshore Breeze Place in Kissimmee! This well-maintained home welcomes you with a bright, open floor plan, abundant natural light, and a spacious layout designed for comfortable everyday living and effortless entertaining. Step outside to a generously sized backyard with endless potential perfect for building a pool, creating an outdoor kitchen, or designing your own private Florida oasis. Whether you're a homeowner ready to personalize your space or an investor seeking value-add potential, this property delivers flexibility and future upside. Set within the desirable Soleil at Westside community, residents enjoy access to resort-style amenities including a modern clubhouse, pool, and recreational areas that enhance the overall living experience. The location is a standout -just minutes from Walt Disney World Resort and with convenient access to major roadways including US-192, State Road 429, and I-4, making travel throughout Central Florida seamless. Surrounded by a growing mix of shopping, dining, and entertainment options such as Sunset Walk, Rolling Oaks Commons, and Posner Park, everything you need is within easy reach. The area continues to expand with new developments, infrastructure improvements, and enhanced connectivity, adding long-term value and convenience. Situated in a beautiful, well-kept neighborhood, this home offers peaceful surroundings, scenic streets, and a true sense of community while keeping you close to all that Central Florida has to offer. Don’t miss your chance to own in one of Kissimmee’s most desirable and fast-growing areas, with room to grow, customize, and maximize value.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Paula Chavez (201-618-7652)
2511 LA JOLLA TRL, KISSIMMEE, FL 34747
$425,0003 Days on yellowkey MLS ID: S5147944
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1760 Built: 2001 Tax: $6,086 (2025)Community: Indian Creek Ph 4Spa: NoSingle Family
Taxes:$6,086
Remarks: Corner Lot Pool Home – No HOA / No CDD – STR Friendly Near Disney, Walmart, Restaurants etc ? Welcome to this spacious 4-bedroom, 3-bathroom pool home located on a desirable corner lot in a short-term and long-term rental-friendly community just minutes from Disney and major attractions. This well-designed residence features an open and inviting floor plan with high ceilings and skylights, allowing for abundant natural light and an airy, expansive feel throughout the main living areas. The combined living and dining space is ideal for entertaining guests or maximizing rental appeal. The home offers a large kitchen with plenty of counter space and storage, along with generously sized bedrooms and three full bathrooms, providing comfort and functionality for both personal use and vacation stays. Enjoy Florida living in your private screened pool area, perfect for relaxing or hosting. Additional value includes a roof replaced just 2 years ago and a gas-powered system for efficiency and reliability. This property is a strong opportunity for investors or end users looking for flexibility, as it is suitable for short-term rental, long-term rental, or primary residence use in a highly desirable location. ?? Bonus: Most furniture and appliances convey (excluding washer and dryer), making this a strong turnkey rental opportunity with minimal setup required. ?? Value-add opportunity: Minor cosmetic updates such as interior paint and flooring replacement allow for immediate equity upside and customization potential.
Listing is courtesy of: RE/MAX REALTEC GROUP (407-818-1100)
Listing Agent: Ada Molina (407-301-4841)
7661 SOMERSWORTH DR, KISSIMMEE, FL 34747
$421,9008 Days on yellowkey MLS ID: TB8496281
2 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 2025Monthly Fee: $699 Tax: $4,944 (2025)Community: Reunion Village Phase 4Single Family
Taxes:$4,944
Elementary School: Knights Point
High School: Poinciana High School
Remarks: This single-story home is comprised of three spacious bedrooms, two full bathrooms and incredible entertainment space. Features included with the home are stainless steel appliances, quartz countertops, recessed lighting, front yard landscaping and much more. A dining room and connected family room stretch across the home to the covered back patio, providing even greater entertainment space. Best of all, residents have exclusive access to resort amenities just up the road, including a 10- acre water park with a water slide, swimming pool, playground, sports courts and more!
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
955 JACK NICKLAUS CT, KISSIMMEE, FL 34747
$2,244,40099 Days on yellowkey MLS ID: O6371804
REDUCED by $100 (0.0%) on 04/17/2026
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4490 Built: 2021Monthly Fee: $1,000 Tax: $22,850 (2025)Community: Reunion West Fairways 17 & 18 RepSingle Family
Taxes:$22,850
Remarks: RARE 9 BEDROOM ***Open 4/18 ** Only 4 years Old. Luxury, Legacy and Lifestyle greet you at the private “Bears Den” gate at Reunion Resort. Once inside you will be met by this stunning 9 bedroom 8 ½ bath Reunion Resort Membership property that is equally inviting and LARGE enough to accommodate families with forever stays or maybe just a long weekend. The home is one of just a few in the exclusive community that is an exclusive corner lot. The home is being offered fully furnished including all GAMING SYSTEMS AND ARCADES. All the upgrades have been completed including theming, design extras, and enhanced gathering spaces. The LARGE open main level of the home entices everyone to discover more of what the property has to offer. Starting in the kitchen area you find dual refrigerators, and dual dishwashers behind a nicely appointed island accompanied by a large pantry. The living room seating can accommodate up to 12 and overlooks the massive back yard, pool, lounge, and exterior kitchen space through a wall of windows that let in the natural Florida Sunshine! Once outside notice the OVERSIZED patio space that not every home can offer. This is a game changer for the perfect pool day. The newly added putting green only enhances the outdoor time experience. This truly makes this home feel like its own resort. The first floor of the home also features a re-imagined garage space that will keep residents and guests alike busy for hours. No quarters needed! Upstairs you will find a custom loft area that is the focal point for families to gather and enjoy a comfortable and relaxing entertaining space. The theater/loft space is enough for 8 and marqueed by an 86-inch television. You will also discover the two additional themed rooms that are classics and translate to multiple generations. A home filled with extras, charm and endless memory making possibilities. HUGE RENTAL AND MEMORY MAKING POTENTIAL. Reunion Resort has everything you want in a community including 3 signature golf courses, world class dining, waterparks, lazy river, water slides, firework viewing areas, tree lined streets, dog park, playground, driving range, golf simulator, member events, in-resort shuttle service, and event space. Live the resort lifestyle like a VIP. NO OTHER RESORT IN THE AREA HAS THIS!!!! Minutes to Disney and close to Beaches, Universal, Legoland and Sea World. Schedule a tour today. 80 million visitors are estimated to visit Orlando in 2026. Current reservations for 2026 are available to convey to new owner when choosing to maintain relationship with current property manager.
Listing Agent: Derrick Mnick (407-408-4676)
7714 COMROW ST, KISSIMMEE, FL 34747
$585,0003 Days on yellowkey MLS ID: S5147850
0 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2004Monthly Fee: $171 Tax: $6,331 (2025)Community: Windsor Hills Ph 1Spa: YesSingle Family
Taxes:$6,331
Elementary School: Four Corner Elem
Remarks: Under contract-accepting backup offers. Beautiful 4-bedroom, 4-bath Pool Home in Premier Windsor Hills Resort. Income-Producing and Fully Furnished. Don't miss this exceptional opportunity to own a high-performing vacation rental in the highly sought-after Windsor Hills Resort, just minutes from Walt Disney World. This tastefully furnished and meticulously maintained 4-bedroom, 4-bathroom home offers a private screened-in heated pool and spa, with no rear neighbors and serene views of a large pond. Step inside to an open-concept layout with a spacious main living area, perfect for entertaining or relaxing after a day at the parks. Each bedroom features its own private en-suite bathroom, providing comfort and privacy for all guests. The home is being sold fully furnished, including a game room (garage-converted), updated stainless steel appliances, and all new kitchen cabinet doors and drawer fronts recently installed. Other upgrades include: newer roof (December 2024), newer air conditioning system (Sept 2023), ceiling fans in all bedrooms (and 2 on the lanai), new air hockey and foosball table in game room (March 2026). Windsor Hills is a guard-gated resort community with world-class amenities, including a clubhouse with a movie theater, game room, fitness center, on-site market and snack bar. Enjoy the lagoon-style heated pool, water park with kid’s slide, hot tub, multiple playgrounds, sports courts (basketball, tennis, volleyball, pickle ball), putting green, BBQ area, and more. This home is currently an active vacation rental and comes with future bookings already in place, offering an immediate return on investment. Whether you’re looking for a personal getaway or a proven income-generating property, this home has it all. Schedule your private showing today; you have to see it to truly appreciate everything it offers!
Listing is courtesy of: BRIDGE REALTY GROUP (407-966-4700)
Listing Agent: Rem Vonk (407-966-4700)
9042 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747
$734,90010 Days on yellowkey MLS ID: O6396881
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2018Monthly Fee: $726 Tax: $11,275 (2025)Community: Solara ResortSingle Family
Taxes:$11,275
Remarks: ** Better than the rest and fully themed** Welcome to your new home at 9042 Sunshine Ridge Loop, Kissimmee, FL 34747, a 9-bedroom, 6.5-bathroom luxury pool and spa home in Solara Resort, just minutes from Orlando’s world-famous theme parks, dining, and entertainment. Built in 2018 and fully furnished, this 4,363 sqft turnkey home comfortably accommodates up to 21 guests, offering a seamless opportunity for a primary residence, second home, or high-performing short-term rental. Designed for comfort, connection, and fun, the home features a bright, airy layout with high-end finishes throughout. Multiple living spaces provide room for relaxation and entertainment, including a fully equipped kitchen, dining area, and game spaces that are perfect for gatherings or hosting guests. The current owner has invested extensively in furnishings and finishes, making this a move-in-ready property with no additional work required. Sleeping arrangements include a mix of king suites, twin bedrooms, and a fun themed bunk room, ensuring everyone has a comfortable space to recharge. Kids will delight in the themed bedrooms that bring their favorite characters to life. Step outside to your private outdoor oasis featuring a pool, hot tub, and shaded al fresco dining area—ideal for enjoying Florida’s year-round sunshine and hosting BBQs or poolside fun. Located in one of Central Florida’s most sought-after resort communities, this home combines turnkey convenience, flexible living, and strong rental potential in the heart of Kissimmee. Schedule your private showing today and experience the perfect blend of luxury, lifestyle, and income potential in Solara Resort.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
1864 NICE CT, KISSIMMEE, FL 34747
$695,90010 Days on yellowkey MLS ID: O6396750
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2018Monthly Fee: $607 Tax: $11,733 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$11,733
Remarks: Welcome to 1864 Nice Ct, Davenport, FL - this 8-bedroom, 6-bath, 4,041 sq ft turnkey vacation home at Windsor at Westside is just 20 minutes from Orlando’s top theme parks. Perfect for large groups, this home comfortably sleeps up to 20 guests, offering the ultimate combination of comfort, space, and Florida-style fun. The open-concept great room brings everyone together with a gourmet kitchen, living, and dining area designed for entertaining or relaxing after a day at the parks. Both the first-floor and second-floor primary suites provide privacy and luxury, while the remaining bedrooms are perfectly set up for groups. Step outside to your fully enclosed pool and spa with lake views, ideal for sun-soaked afternoons, poolside dinners, or evening relaxation. The home is fully furnished and move-in ready, making it an effortless turnkey option for a second home, vacation rental, or short-term rental investment. Upstairs, the family room ensures there’s plenty of room for everyone to spread out comfortably and create memories together. Windsor at Westside Resort offers resort-style amenities that elevate the vacation experience, including a 10,000 sq ft clubhouse, zero-entry pool with waterslide, lazy river, kid’s splash park, lake and pier, tiki bar & fireplace lounge, fitness center, volleyball courts, and daily maintenance included in the HOA. This is a rare opportunity to own a fully furnished, move-in-ready, large-group vacation home in one of Orlando’s most sought-after resort communities. Schedule your private showing today and experience the perfect blend of Florida lifestyle, turnkey convenience, and rental income potential!
1540 NASSAU POINT TRL, KISSIMMEE, FL 34747
$789,90010 Days on yellowkey MLS ID: O6396739
Bed: 10 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: One or more photo(s) has been virtually staged. 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.
2346 SILVER PALM DR, KISSIMMEE, FL 34747
$329,90044 Days on yellowkey MLS ID: O6387968
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2003Monthly Fee: $200 Tax: $3,976 (2025)Community: Windsor Palms Twnhms Ph 3ATownhouse
Taxes:$3,976
Remarks: Welcome to 2346 Silver Palm Drive, a beautifully updated and fully furnished townhome located in the heart of the highly desirable Windsor Palms Resort in Kissimmee, Florida. This turnkey property offers a rare combination of style, location, and income potential, making it an ideal choice for investors, vacation homeowners, or full-time residents. NEW AC, NEW Water Heater, NEW countertops, faucets and kitchen/bathroom lighting throughout the property. Own a superb townhome in a thriving and popular community $100k less than in neighboring developments. A must-see for those looking for an investment property at a modest price that is move-in ready. This spacious 3-bedroom, 3-bathroom townhome features 1,440 square feet of thoughtfully designed living space and has been refreshed with new countertops, updated faucets, fresh interior paint, modern lighting, and additional enhancements, allowing the next owner to step right in and enjoy or rent immediately. The open layout creates a bright, welcoming atmosphere that flows effortlessly from the kitchen to the main living areas, perfect for gathering, relaxing, or entertaining. The kitchen is fully equipped with a complete appliance package, generous counter space, and ample storage, making it equally functional for everyday living or hosting guests. A first-floor bedroom with a private en-suite bath adds flexibility and convenience, ideal for guests or multigenerational living, while two additional bedrooms upstairs provide comfortable private retreats. Step outside to your private screened-in pool, where serene, wooded views and no rear neighbors create a peaceful, resort-like setting rarely found in this community. Whether enjoying a quiet morning or an evening swim, this outdoor space is designed for relaxation and enjoyment. As an added advantage, the home includes secured future bookings through 2026, offering immediate income potential and peace of mind for investors seeking a proven short-term rental. Located within Windsor Palms, a guard-gated resort community, owners and guests enjoy access to an impressive lineup of amenities, including a grand clubhouse, Olympic-sized saltwater pool and spa, private cinema, fitness center, tennis courts, basketball and volleyball courts, playground, tiki bar, sundry shop, and more — all just minutes from Walt Disney World®, major attractions, dining, and shopping. 2346 Silver Palm Drive delivers the ultimate blend of turnkey convenience, resort amenities, and prime Central Florida location — a true standout in Windsor Palms
8934 COCONUT BREEZE DR, KISSIMMEE, FL 34747
$734,90010 Days on yellowkey MLS ID: O6396867
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4387 Built: 2022Monthly Fee: $726 Tax: $11,460 (2025)Community: Solara Res Vacation Villas RepSpa: YesSingle Family
Taxes:$11,460
Remarks: Welcome to your new home at 8934 Coconut Breeze Dr, Kissimmee, FL 34747, a 9-bedroom, 6.5-bath pool and spa home located in Phase 2 of Solara Resort, just steps from the clubhouse and resort amenities. Built in 2022 and offered fully furnished, this luxury vacation home accommodates up to 25 guests, making it an ideal primary residence, second home, or high-performing short-term rental. The current owner has invested significantly in furnishings, décor, and overall presentation, creating a true turnkey opportunity ready for immediate use or income generation. The home is designed with an open-concept floor plan that maximizes space and functionality, highlighted by two primary suites, including one conveniently located on the main floor. The kitchen is equipped with stainless steel appliances, granite countertops, and an oversized island with a double sink and ample seating, flowing seamlessly into the main living and dining areas. Entertainment is built in, with a fully equipped game room featuring air hockey, foosball, a pool table, and an Xbox, along with themed bedrooms designed to enhance the guest experience. Step outside to an extended lanai with a private pool and spa, offering a spacious outdoor setting for relaxing or entertaining. Located in one of Central Florida’s most sought-after resort communities, Solara offers resort-style amenities including a clubhouse, restaurant and coffee bar, zero-entry pool, fitness center, sports courts, splash pad, waterslides, FlowRider, and more—all just moments from your front door. This is a well-positioned, move-in-ready property combining location, layout, and strong rental potential in the heart of the Orlando vacation market. Schedule your private showing today.
2835 OAKWATER DR #2835, KISSIMMEE, FL 34747
$245,000125 Days on yellowkey MLS ID: S5140240
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1015 Built: 2007Monthly Fee: $495 Tax: $3,378 (2024)Community: Oakwater Condo Ph 20-23Condo
Taxes:$3,378
Tax Year: 2024
Remarks: DISNEY DREAM LOCATION! - **LOWEST PRICE AVAILABLE** DISNEY Zip Code 34747. Short Term Rental AirBnb *VERY DESIRBLE UNDER 3 Miles to DISNEY PROPERTY. EVERYTHING NEEDED TO BE an AirBnb "Guest Favorite" Even a Walmart DIRECTLY NEXT DOOR. ALSO Excellent Primary or Second Home. This BEAUTIFUL 2 Bed Condo Unit With SCREENED BALCONY and 1 CAR GARAGE comes *COMPLETELY FURNISHED. Guests will love being able to walk to the nearby Walmart and a variety of restaurants on Irlo Bronson Memorial Highway. The community of Oakwater itself is a major selling point, with resort-style amenities including a sparkling pool, a clubhouse with a gym, a games room, a kids' splash pad, and tennis and pickleball courts—all just steps from your door. With easy access to I-4 for trips to Universal, Orlando, and Tampa, this property is poised to deliver exceptional returns and provide an unforgettable vacation experience.
Listing is courtesy of: TOP AGENCY REALTY INC (407-592-9211)
Listing Agent: John Hill (407-592-9211)
3055 BEACH PALM AVE, KISSIMMEE, FL 34747
$369,00081 Days on yellowkey MLS ID: O6377341
1 Days Off yellowkey (back on 4/17/2026)
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2024 Built: 2012Monthly Fee: $738 Tax: $4,320 (2025)Community: Paradise Palms Resort Ph 2Townhouse
Taxes:$4,320
Remarks: This is a truly beautiful town home located on one of the most desirable lots in Paradise Palms Resort. Featuring 5 spacious bedrooms and 4 full bathrooms, this fully furnished property offers a thoughtfully designed living space with an incredible backyard setting with water views. Step outside to your private pool and patio and enjoy serene views of a large pond and lush natural greenery, creating a peaceful and private outdoor retreat. Inside, the open concept layout is bright, welcoming, and ideal for both everyday living and entertaining. ,The home has a clean, modern feel while making maintenance easy and practical for high traffic living or vacation use. This home is perfectly suited as a short term rental, second home, or full time residence and truly checks every box. Paradise Palms Resort is a gated community known for its impressive amenities, including a resort style pool, fitness center, clubhouse, arcade and game room, movie theater, basketball and pickleball courts, sand volleyball, playground, and more. Ideally located just minutes from world famous theme parks, dining, shopping, and entertainment, this home offers the perfect blend of comfort, lifestyle, and investment potential. Properties with views and locations like this are rare. Do not miss the opportunity to own one of the best homes in the community.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
2326 SILVER PALM DR, KISSIMMEE, FL 34747
$329,000362 Days on yellowkey MLS ID: TB8376589
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2002Monthly Fee: $200 Tax: $3,617 (2024)Community: Windsor Palms Twnhms Ph 3ASpa: NoTownhouse
Taxes:$3,617
Elementary School: Westside Elem
Middle School: Horizon Middle
Remarks: Discover the ultimate Orlando lifestyle in this sensational, fully furnished 3-bedroom, 3-bathroom townhome, perfectly located within the prestigious, 24-hour guard-gated Windsor Palms resort community. Just a short 3-mile drive from Walt Disney World, this property is a perfect base for exploring all the magic Orlando has to offer. This turn-key townhome is not only beautifully decorated and ready for guests, but it also features a range of valuable updates for worry-free ownership. The new roof (2020), resurfaced pool (2024), and new pool heater (March 2025) ensure a low-maintenance and enjoyable experience. The AC system and appliances have also been recently replaced, adding to the property's value and appeal. Step outside to your own private oasis: a screened-in patio with a sparkling pool, perfect for relaxing after a day at the parks. All furnishings, including flat-panel TVs, are included, making this a truly effortless move-in or rental property. As an owner or guest, you'll have full access to Windsor Palms' world-class amenities. The community's impressive clubhouse features a massive communal pool with a tiki bar, a whirlpool spa, a fitness center, a game room, and a 58-seat movie theater. Outdoor activities abound with tennis, basketball, and volleyball courts, as well as a playground. An on-site convenience store and cafe make it easy to grab essentials. This property offers the flexibility to be a full-time residence, a private vacation home, or a highly sought-after short-term rental. Its central location provides easy access to all Disney and Universal Studios parks, top-tier golf courses, and a wide variety of shopping and dining. Equal opportunity housing. YOUTUBE VIDEO STREAMING TOUR: https://youtu.be/3_eIQSChO2E
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Bill Owens (813-220-8877)
2555 ONEIDA LOOP, KISSIMMEE, FL 34747
$428,00032 Days on yellowkey MLS ID: O6390689
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1800 Built: 2003 Tax: $6,037 (2025)Community: Indian CreekSpa: YesSingle Family
Taxes:$6,037
Remarks: Immaculate, fully furnished pool home with no rear neighbors, offering privacy and serene conservation views. This spacious home features an open floor plan with a formal dining room, a large primary suite with a garden tub and separate shower, a second primary bedroom with its own en-suite bath, plus two additional bedrooms and another full bathroom—perfect for family or guests. Enjoy relaxing outdoors in the screened-in private pool and hot tub with a covered lanai overlooking conservation. Recent updates include a new roof (2024) and a resurfaced pool with a freshly painted pool deck. Ideally located near world-famous attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando. The community offers excellent amenities such as a playground, tennis court, and basketball court. Currently operating as a successful short-term rental generating approximately $25,000–$30,000/year in rental revenue.
Listing is courtesy of: WAYPOINT REAL ESTATE GROUP INC (407-566-8265)
Listing Agent: James W Tate (407-716-2090)
1999 KEY BAY TRL, KISSIMMEE, FL 34747
$429,9809 Days on yellowkey MLS ID: O6396388
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1557 Built: 2023Monthly Fee: $480 Tax: $6,794 (2025)Community: Four Seasons At Orlando Ph 4BVilla
Taxes:$6,794
Elementary School: Island Village Elementary School
Remarks: Welcome to resort-style living in the sought-after 55+ guard-gated community of Four Seasons at Orlando. This beautifully maintained home at 1999 Kay Bay Trail offers comfort, security, and thoughtful upgrades designed for easy, relaxed living. From the moment you arrive, you’ll notice the care and improvements throughout the home. Enjoy your extended paver lanai (2023), perfect for morning coffee or evening gatherings, along with added gutters (2024), full-house crown molding (2023), updated blinds (2023), a screened patio (2024), and a security system (2023). The home also features a water heater with a built-in circulating pump for added convenience. Peace of mind comes standard here. A 22.000 kw standby generator ensures you’ll never be without power it automatically activates within seconds, so you can continue cooking, doing laundry, and enjoying your home without interruption. For added protection, all openings are equipped with motorized roll-down shutters, offering security during storms and strong winds. This is just a glimpse of what this home has to provide. Located near hospitals, shopping, dining, and world-famous attractions like Disney, you’ll have everything you need just minutes away. Come see it for yourself this may be the lifestyle and home you’ve been waiting for.
Listing Agent: Fernando Pavon Sosa (321-278-8555)
8912 BENGAL CT, KISSIMMEE, FL 34747
$679,90074 Days on yellowkey MLS ID: O6379285
3 Days Off yellowkey (back on 2/23/2026)
Bed: 10 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2019Monthly Fee: $698 Tax: $12,169 (2025)Community: Windsor At Westside Ph 2BSpa: YesSingle Family
Taxes:$12,169
Remarks: Step into luxury resort-style living in this turn-key, fully furnished 10-bedroom, 6-bath pool home located in the highly sought-after Windsor at Westside community. Approved for short-term rentals, this property is a proven income-producer and an incredible vacation retreat all in one. Designed for comfort and fun, the home features a private pool with spa, an in-home movie theater, a game room upstairs, and two themed bedrooms created especially for Disney lovers. Every detail is set up for guests to arrive and start enjoying immediately. Windsor at Westside offers 24-hour guard-gated security and world-class amenities including a clubhouse, resort-style community pool, lazy river, splash zone, fitness center, arcade room, tennis courts, basketball courts, and volleyball courts. Lawn care, cable and internet are included, and the community is pet friendly. Whether you’re looking for a high-performing vacation rental or a spacious luxury getaway near the theme parks, this home checks every box. Call today before it's gone!
Listing is courtesy of: TAL BUSIDAN PA (407-227-3001)
Listing Agent: Tal Busidan (407-227-3001)
2821 ALMATON LOOP #203, KISSIMMEE, FL 34747
$349,9001 Day on yellowkey MLS ID: S5147977
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 2005Monthly Fee: $354 Tax: $4,000 (2025)Community: Windsor Hills, Ventura At Windsor HillsCondo
Taxes:$4,000
Remarks: Welcome to your dream vacation retreat or high-performing investment property at 2821 Almaton Loop, Unit 203. Just a few steps from the Club House and Pool area. This meticulously maintained 3-bedroom, 2-bathroom condo comes fully furnished with new HVAC system and new appliances, offering a seamless turnkey experience for those looking to enter the short-term rental market or secure a private getaway. Situated on the second floor, the home features a bright, open floor plan that flows effortlessly to a private screened balcony—the perfect spot to enjoy your morning coffee or evening cocktails in the Florida breeze. Located in the prestigious, 24-hour guard-gated Windsor Hills Resort, this property places you and your guests in the heart of the action, just minutes from Walt Disney World, premier dining, and world-class shopping. The resort itself is a destination, boasting a massive zero-entry heated lagoon pool, the Sir Windsor AquaVenture Water Park, a state-of-the-art fitness center, a 48-seat high-definition movie theater, and a lively games room. Residents also enjoy lighted tennis, basketball, and pickleball courts, sand volleyball, and a putting green. With its unbeatable proximity to Central Florida's top attractions and a robust suite of amenities, this condo represents a premier opportunity for discerning buyers seeking both luxury and location.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: Dan Palmer (407-925-2432)
8824 DUNES COURT CT #103, KISSIMMEE, FL 34747
$210,0009 Days on yellowkey MLS ID: O6396954
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 901 Built: 2000Monthly Fee: $540 Tax: $2,717 (2025)Community: Legacy Dunes CondoSpa: YesCondo
Taxes:$2,717
Remarks: Welcome to this stunning, nearly new condo in the heart of Kissimmee! Designed with luxury finishes and meticulous attention to detail, this 2-bedroom, 1-bathroom residence is the perfect blend of modern elegance and comfort. From the sleek, open-concept kitchen with premium countertops and stainless steel appliances to the stylish flooring and designer lighting, every inch of this space radiates sophistication. Guests will enjoy the convenience of a tranquil on-site park, ideal for relaxing strolls or outdoor leisure. Situated just minutes from Orlando's top attractions, this condo is an incredible Airbnb opportunity, offering a prime location, unmatched style, and an unforgettable experience for every visitor. This property can be sold furnished or unfurnished.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Viviana Arias (760-313-9240)
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