Location: Kissimmee , 34747
Do Not Show Listings
2709 MANESTY LN, KISSIMMEE, FL 34747
$635,0004 Days on yellowkey MLS ID: O6415823
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2006Monthly Fee: $171 Tax: $8,100 (2025)Community: Windsor Hills Phase ThreeSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,100
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to your own piece of the magic! Located in the highly sought-after Windsor Hills Resort, just 3 miles from Disney, this fully furnished 6-bedroom vacation home offers the perfect combination of comfort, entertainment, and investment potential. Designed with guests in mind, the home features three spacious primary suites, a fully equipped kitchen, multiple gathering spaces, and plenty of room for large families or vacation groups. One of the highlights is the fun-filled Mickey Mouse-themed bunk room with a private play area, creating unforgettable memories for younger guests. Entertainment options are everywhere throughout the home, including a private home theater with theater seating, a game room featuring an arcade machine and foosball table, a billiards area, and a spacious living room perfect for relaxing after a day at the parks. Step outside to your own private oasis with a screened-in pool and spa, where you can enjoy peaceful views and added privacy thanks to no rear neighbors. Whether you're enjoying your morning coffee or winding down in the evening, the scenic backdrop creates the perfect Florida retreat. Recent updates include luxury vinyl plank flooring throughout the entire home with no carpet, providing a modern look, easy maintenance, and added durability for vacation rental use. Windsor Hills is one of Central Florida's premier vacation resort communities, offering a 24-hour guard-gated entrance and world-class amenities. Residents and guests enjoy a resort-style water park with slides, splash features, zero-entry pool and spa, a clubhouse with movie theater, fitness center, arcade, game room, sundry shop, tennis courts, basketball courts, volleyball court, putting green, and multiple playgrounds. Whether you're looking for a vacation getaway, a short-term rental investment, or both, this home offers an incredible opportunity in one of the closest resort communities to Disney. Schedule your private showing today and see why Windsor Hills remains one of the most desirable vacation destinations in Central Florida.
Listing is courtesy of: ALLIANCE REAL ESTATE GROUP (407-375-8680)
Listing Agent: Peter Dang (407-375-8680)
2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747
$299,0004 Days on yellowkey MLS ID: O6416435
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1394 Built: 2022Monthly Fee: $468 Tax: $7,689 (2025)Community: Rolling Oaks Ph 7Spa: NoTownhouse
Taxes:$7,689
Elementary School: Westside K-8
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: TURNKEY and ready for move in or rent out ! Welcome to 2968 Caribbean Soul Drive in Margaritaville Resort Orlando, one of Central Florida's most sought-after vacation home and short-term rental communities. This fully furnished, turnkey 2-bedroom, 2.5-bath townhome with a versatile loft offers an exceptional opportunity for investors, vacation home buyers, and those seeking a low-maintenance Florida lifestyle. Zoned for short-term rentals and located just minutes from Walt Disney World, this property is perfectly positioned to capitalize on the thriving Orlando vacation rental market. Step inside to discover an open-concept floor plan featuring ceramic tile flooring, soaring ceilings, solid surface countertops, designer finishes, and a modern kitchen that flows seamlessly into the living and dining areas. Upstairs, the spacious primary suite offers a walk-in closet and private bath, while the additional bedroom and loft provide flexible accommodations for guests and families. What truly sets this property apart is its incredible income-producing potential. Whether listed on Airbnb, VRBO, Booking.com, or other vacation rental platforms, guests are drawn to Margaritaville's world-famous resort atmosphere and unbeatable location near Orlando's top attractions. The home is offered fully furnished, allowing for immediate occupancy or rental activation. Residents and guests enjoy access to resort-style amenities including multiple lagoon-style pools, fitness center, restaurants, bars, shopping, walking trails, entertainment venues, trolley service, and 24-hour gated security. HOA services include exterior maintenance, cable, internet, and community amenities, creating a truly hassle-free ownership experience. Located in the heart of Kissimmee's tourism corridor, this home places visitors within minutes of: Walt Disney World Resort Disney's Animal Kingdom EPCOT Disney Springs Universal Orlando Resort SeaWorld Orlando Margaritaville Promenade at Sunset Walk Island H2O Water Park ESPN Wide World of Sports Championship golf courses Shopping, dining, and entertainment throughout Central Florida Whether you are searching for a high-performing vacation rental, a Disney-area investment property, a second home, or a full-time residence, this exceptional Margaritaville Resort Orlando townhome offers location, lifestyle, and investment potential all in one.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Cassie Lamoureux (407-432-9180)
3003 BIRD OF PARADISE LN, KISSIMMEE, FL 34747
$250,0003 Days on yellowkey MLS ID: O6416279
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1161 Built: 2011Monthly Fee: $594 Tax: $3,506 (2025)Community: Encantada Ph 2Spa: YesTownhouse
Taxes:$3,506
Remarks: Welcome to Encantada Resort, a popular gated community located just minutes from Walt Disney World, Universal Studios, SeaWorld, and many of Central Florida's top attractions. This fully furnished 2-bedroom, 2.5-bath townhome offers comfort, convenience, and excellent rental potential. The first floor features a bright and open living and dining area, an updated kitchen with granite countertops, plenty of cabinet and counter space, a half bath, and an in-unit laundry room. Sliding glass doors lead to a private screened lanai with a hot tub, outdoor seating area. Upstairs, both spacious bedrooms have their own en-suite bathrooms, walk-in closets, and TVs, providing privacy and comfort for owners and guests. The home is being sold fully furnished, making it ready to enjoy or rent immediately. Zoned for short-term rentals and with a strong rental history, this property is a great opportunity as a vacation home, investment property, or primary residence. Encantada offers resort-style amenities including a community pool and spa, fitness center, clubhouse, playground, game room, and walking paths. HOA fees cover exterior maintenance, landscaping, cable, and internet for easy ownership. Conveniently located near parks, restaurants, shopping, entertainment, Old Town Kissimmee, and major highways. This turnkey property offers the best of Florida living and investment potential.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Nadia Eggers (407-247-0906)
7753 BASNETT CIR, KISSIMMEE, FL 34747
$625,0004 Days on yellowkey MLS ID: O6416299
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $171 Tax: $8,050 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Taxes:$8,050
Remarks: Looking for a turnkey vacation home or investment property with future rental income potential? This beautifully maintained, fully furnished 6-bedroom, 4-bathroom pool home in the highly sought-after Windsor Hills Resort is ready for its next owner. This spacious residence offers 2,812 heated square feet and over 3,500 total square feet of living space. Professionally maintained and move-in ready, it presents an excellent opportunity for both vacation homeowners and investors seeking a proven short-term rental property. The thoughtfully designed floor plan features two primary suites, including a spacious owner's retreat upstairs with dual vanities, a soaking tub, separate shower, and private water closet. A second primary suite on the first floor offers added convenience for guests and multi-generational living. The open-concept living area is perfect for entertaining, featuring multiple gathering spaces, a formal dining room, breakfast nook, and a beautifully upgraded kitchen with stainless steel appliances and granite countertops. The family room opens directly to the outdoor living space, where you'll find a covered lanai, screened-in private pool, raised waterfall spa, and outdoor BBQ area—perfect for enjoying Florida's year-round sunshine. One of the home's most desirable features is the absence of carpet throughout. Instead, you'll find tile and luxury vinyl plank flooring, providing a modern look, easy maintenance, and added durability for vacation rental use. Located within the award-winning Windsor Hills Resort, residents and guests enjoy world-class amenities, including a 24-hour gated and guarded entrance, resort-style water park with lagoon pool, splash features and water slides, tennis courts, playgrounds, sports courts, fitness center, arcade and game rooms, and a 10,000-square-foot clubhouse complete with a state-of-the-art movie theater. Just minutes from Disney and Central Florida's top attractions, this property offers the perfect combination of location, lifestyle, and investment potential. Whether you're looking for a personal vacation retreat, a short-term rental investment, or both, this Windsor Hills gem is ready to deliver.
8060 DREAMSICLE DR, KISSIMMEE, FL 34747
$590,0004 Days on yellowkey MLS ID: W7886608
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1564 Built: 2019Monthly Fee: $665 Tax: $10,015 (2025)Community: Rolling Oaks Ph 5Spa: YesSingle Family
Taxes:$10,015
Remarks: Welcome to 8060 Dreamsicle Drive, where every day feels like a vacation and every stay creates an opportunity. Located within the world-renowned Margaritaville Resort Orlando, this beautifully FULLY FURNISHED and income-producing cottage offers the perfect combination of luxury resort living, investment potential, and unforgettable Florida lifestyle experiences, all just minutes from Walt Disney World. Whether you're searching for a high-performing vacation rental, a second home in paradise, or a personal retreat that generates income when you're away, this turnkey property delivers on every level. From the moment you arrive, the charming Key West-inspired architecture, tropical landscaping, and colorful coastal design create an atmosphere that instantly transports you into vacation mode. Inside, you'll discover a thoughtfully designed open-concept floor plan featuring soaring ceilings, abundant natural light, designer finishes, and the highly sought-after "Son of a Sailor" interior package. The beautifully appointed kitchen features quartz countertops, upgraded cabinetry, stainless steel appliances, and ample space for gathering with family and friends after a day of enjoying everything Orlando has to offer. The spacious living and dining areas flow seamlessly together, creating the perfect environment for entertaining, relaxing, and making lasting memories. This home is a 3 bedroom with a bonus room. One of the most desirable features of this home is the rare dual-primary-suite layout, with (2) PRIVATE OWNER'S SUITES located on both the first and second floors, providing exceptional comfort and flexibility for owners and guests alike. Step outside to your private tropical oasis where a beautifully paved patio, lush landscaping, and above-ground hot tub create the perfect setting to unwind under the Florida sunshine or enjoy peaceful evenings after visiting the nearby theme parks. This home is being offered fully furnished and turnkey, including furniture, televisions, artwork, décor, linens, kitchen essentials, window treatments, housewares, and more, allowing the next owner to immediately begin enjoying the property or continue operating it as a successful vacation rental. Beyond the home itself lies one of Central Florida's most exciting resort destinations. Margaritaville Resort Orlando offers a truly unmatched lifestyle experience featuring multiple resort-style pools, fitness center, on-site water park, entertainment venues, concierge services, and access to the vibrant Sunset Walk district featuring restaurants, bars, live music, shopping, nightlife, family attractions, and year-round events. Located just minutes from Disney Parks, Universal Studios, Epic Universe, championship golf courses, Orlando International Airport, shopping, dining, and major highways, this prime location continues to attract vacationers and investors from around the world. Opportunities like this are becoming increasingly rare. Whether your goal is generating rental income, owning a luxury vacation home, building a real estate investment portfolio, or simply embracing the Margaritaville lifestyle. Paradise isn't just a destination, it can be your next address. Schedule your private showing TODAY!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Dj Arrazcaeta Jr, Llc (727-808-6066)
8055 KING PALM CIR, KISSIMMEE, FL 34747
$395,00010 Days on yellowkey MLS ID: O6414590
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1567 Built: 2000Monthly Fee: $273 Tax: $4,917 (2025)Community: Wyndham Palms Ph 1ASpa: NoSingle Family
Taxes:$4,917
Remarks: Virtually Staged. Beautiful 3-Bedroom, 2-Bath Pool Home in Windsor Palms Resort! Just 10 minutes from Walt Disney World, this home is perfect for first-time homebuyers, vacation homeowners, or investors. Features include an open floor plan, private screened pool, and an enclosed garage that can be used as a bonus room, game room, office, or converted back to a garage. Enjoy resort-style amenities including a clubhouse with spa, movie theater, café, fitness center, resort pool, tennis courts, sports courts, and 24-hour gated security. Conveniently located near shopping, dining, golf, and Orlando's top attractions. A fantastic opportunity in one of Central Florida's most desirable resort communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Judith Enelus (407-722-4183)
2183 TRIPOLI CT, KISSIMMEE, FL 34747
$659,000338 Days on yellowkey MLS ID: S5130786
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2016Monthly Fee: $563 Tax: $12,617 (2024)Community: Windsor At WestsideSpa: YesSingle Family
Taxes:$12,617
Tax Year: 2024
Remarks: This spacious fully furnished 9-bedroom, 6-bathroom pool home is located in the sought-after Windsor at Westside Resort. One of the largest floor plans in the community, the home is ideal for large vacationing groups for investors and for your own pleasure. The open-concept floor plan features multiple living areas, a large upstairs loft/game room, and a modern kitchen with granite countertops, stainless steel appliances, and ample seating. The home includes themed bedrooms, generous sleeping capacity, and stylish furnishings throughout. The private screened-in pool and spa, complete with a covered lanai and outdoor dining area—perfect for relaxing or entertaining. Whether hosting guests or enjoying it personally, this outdoor space adds major rental appeal. Windsor at Westside offers resort-style amenities, including Clubhouse with restaurant and bar, with lazy river and water slide, fitness center, arcade, and sports courts, 24/7 manned security gate. With covered outdoor sitting, hot tub/spa, sand volley, basketball court, walking trails, store/ market place, it is Located only minutes from Walt Disney World! New laminate floors throughout the entire house! Come and take a look today!
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Ann Yu (215-495-8939)
8929 SYDNEY AVE, KISSIMMEE, FL 34747
$460,000242 Days on yellowkey MLS ID: O6353549
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $538 Tax: $7,070 (2024)Community: Windsor/Westside-Ph 3Townhouse
Taxes:$7,070
Remarks: ***We have bookings - great investment opportunity!!! This beautiful townhouse at 8929 Sydney Ave in Kissimmee, FL is ready for immediate occupancy and offers exceptional value in this desirable location. Situated in the heart of Kissimmee, you'll enjoy easy access to world-famous theme parks, shopping centers, restaurants, and major roadways. This impressive 2,263 square foot home features five spacious bedrooms and four and a half bathrooms, perfect for families of all sizes. The open floor plan creates a seamless flow throughout the main living areas, enhanced by soaring high ceilings that add to the sense of space and elegance. The kitchen showcases beautiful granite countertops and modern stainless steel appliances, making meal preparation a pleasure. Hard flooring extends throughout the main living areas, while the bedrooms feature comfortable carpeting. Ceiling fans are installed throughout the home for year-round comfort. The second floor includes a versatile loft area that can serve as a home office, playroom, or additional entertainment space. Step outside to your private oasis featuring a screened-in back porch overlooking a sparkling pool – perfect for Florida's sunny climate. The welcoming front porch adds charm and curb appeal. This move-in ready townhouse combines comfort, style, and convenience in one of Central Florida's most sought-after areas. With theme parks, shopping, dining, and major highways just minutes away, you'll have everything you need within easy reach. Don't miss this opportunity to own a piece of the Florida lifestyle in this well-appointed home.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Jessica Otero, Pa (407-780-1663)
2657 ONEIDA LOOP, KISSIMMEE, FL 34747
$479,00074 Days on yellowkey MLS ID: S5147106
REDUCED by $10,000 (2.0%) on 06/11/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 2001 Tax: $6,677 (2025)Community: Indian Creek Ph 4Spa: NoSingle Family
Taxes:$6,677
Middle School: West Side
Remarks: Welcome to this beautifully maintained, fully furnished 4-bedroom, 3-bath pool home located in the highly desirable Indian Creek community. Rarely do you find a property that offers NO HOA, NO CDD, short-term rental zoning, and a prime location just minutes from Walt Disney World and Central Florida's top attractions. Whether you are searching for a primary residence, second home, vacation retreat, or income-producing property, this move-in ready home offers exceptional flexibility to fit your lifestyle. The spacious open floor plan features generous living and dining areas with direct access to the private screened pool and fully fenced backyard, creating the perfect setting for relaxing, entertaining, and enjoying Florida living year-round. The split-bedroom layout provides privacy for owners and guests, while the outdoor living space delivers the resort-style atmosphere buyers are looking for. Being sold fully furnished, this home is truly turnkey and ready for immediate enjoyment. Major updates have already been completed for peace of mind, including a NEW ROOF (June 2026), HVAC system (2023), pool pump and heater (2023), interior paint (2025), tile flooring (2022), updated bathroom vanities (2022), and a renovated guest bathroom (2026). Conveniently located near Disney, shopping, dining, golf courses, and major highways, this property combines location, flexibility, and value. The short-term rental zoning allows owners the option to use the home as a full-time residence, seasonal getaway, vacation home, or income-producing rental. If you've been searching for a fully furnished pool home with all the major updates already completed, this is one you won't want to miss.
Listing is courtesy of: CRISTALDI REALTY LLC (863-420-6777)
Listing Agent: Terri Cristaldi (407-340-3522)
2307 BUTTERFLY PALM WAY #102, KISSIMMEE, FL 34747
$230,00062 Days on yellowkey MLS ID: S5147939
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1022 Built: 2000 Tax: $2,772 (2025)Community: Wyndham Palms Condo Ph 2Condo
Taxes:$2,772
Remarks: Exceptional vacation rental and ownership opportunity in the highly desirable guard-gated Wyndham Palms resort community. This fully furnished 2-bedroom, 2-bath fully furnished, condo nestled within the highly sought-after, upscale short-term rental community, Secured by a 24-hour. this property is truly a turn-key investment or a private paradise ready for immediate enjoyment. Its location is unbeatable, placing you just 3 miles from the enchantment of Walt Disney World! Enjoy effortless access to ALL Disney Parks, Universal Studios, and other world-class attractions, alongside championship Golf Courses, diverse Shopping options, a local Winery, and a plethora of fine dining and casual restaurants.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Nora Hazan (786-277-3870)
2629 STAR LAKE VIEW DR, KISSIMMEE, FL 34747
$440,00012 Days on yellowkey MLS ID: S5151228
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1998Monthly Fee: $53 Tax: $5,534 (2025)Community: Rolling Hills Estates Unit 1 At Formosa GardensSpa: NoSingle Family
Taxes:$5,534
Remarks: POOL HOME WITH WATER VIEW! Welcome to 2629 Star Lake View Drive, a beautifully maintained and fully furnished 4-bedroom, 3-bath home offering exceptional flexibility for homeowners and investors alike. Whether you’re seeking a primary residence, vacation home, or income-producing property, this turnkey and well-equipped home is ready for immediate enjoyment. The spacious open floor plan features volume ceilings, generous living and dining areas, and a bright kitchen overlooking the great room, creating an ideal setting for entertaining family and guests. The primary suite includes a walk-in closet and private bath, creating a comfortable retreat. Step outside to the screened pool and covered lanai overlooking a tranquil pond, providing the perfect setting to relax and enjoy Florida living year-round. Offered fully furnished and thoughtfully equipped, this property presents an outstanding opportunity for those looking for a move-in-ready home or a vacation rental investment. Located in a community that permits short-term rentals, the home is conveniently situated near local parks, playgrounds, recreational facilities, golf courses, shopping, dining, and major roadways. Enjoy easy access to Walt Disney World, Margaritaville Resort Orlando, Sunset Walk, ChampionsGate, and all of Central Florida’s world-class attractions and entertainment. With its desirable location, private pool, scenic water views, and flexible use options, this property offers a rare combination of lifestyle, convenience, and investment potential.
Listing is courtesy of: IMAGINE GLOBAL (407-603-1411)
Listing Agent: Christina Daugherty (407-921-9025)
2835 OAKWATER DR #2835, KISSIMMEE, FL 34747
$239,900184 Days on yellowkey MLS ID: S5140240
0 Days Off yellowkey (back on 6/12/2026)
REDUCED by $100 (0.0%) on 05/09/2026
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
Remarks: Under contract-accepting backup offers. 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)
8515 PALM HARBOR DR, KISSIMMEE, FL 34747
$454,00043 Days on yellowkey MLS ID: S5149105
REDUCED by $21,000 (4.4%) on 06/12/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2005Monthly Fee: $115 Tax: $5,725 (2025)Community: Emerald Island Resort Ph 5ASpa: YesSingle Family
Taxes:$5,725
Remarks: Looking for an unfurnished property so you can bring your style of furnishings to your next residence or short term rental property purchase. This 5-bedroom, 4-bathroom home is located at 8515 Palm Harbour Dr in Kissimmee Florida in the prestigious Emerald Island Resort with a 24 hour gated and guarded community, just minutes from Walt Disney World. 2,317 square feet of living space. Pool was resurfaced in 2025, new pool pump and motor in 2025. One of the largest corner lots in the community. Enjoy a spacious open-plan, living and dining area perfect for both family gatherings and entertaining. The kitchen features stainless steel appliances, ample counter space and a cozy breakfast nook. Each of the five large bedrooms provides a peaceful retreat with the main bedroom suite on the first floor offering a private en-suite bathroom with a tub and separate shower. Also on the first floor is another bedroom with a bathroom with shower just across the hall. The home also has a second en-suite bedroom and bathroom upstairs. With the rest of the bedrooms upstairs. The house has a central AC and heating system, that allows for efficient temperature control throughout the home. Step outside to your private backyard oasis, complete with a heated swimming pool, spa, and large covered patio, ideal for enjoying the Florida sunshine or relaxing in the evenings. Located in a 24-hour gated and guarded community, this home provides access to incredible amenities such as a clubhouse with a fitness center, tennis courts, basketball, waking trail, volley ball with a peaceful and secure environment. The HOA fee covers cable TV, internet, landscaping, and 24 hour gated security, ensuring ease and comfort for everyone. Parkes, shopping and schools are just minutes away.
Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)
Listing Agent: Bernard Scarpa (407-572-3022)
7526 BLISS WAY #7526, KISSIMMEE, FL 34747
$299,50027 Days on yellowkey MLS ID: O6409040
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1427 Built: 2007 Tax: $3,965 (2025)Community: Oakwater Ph 07-10 A CondoCondo
Taxes:$3,965
Remarks: Under contract-accepting backup offers. TURNKEY INVESTMENT OPPORTUNITY JUST 5 MINUTES FROM DISNEY! Welcome to this exceptional 3-bedroom, 2-bathroom, fully furnished condo complete with a converted 1-car garage in the highly desirable, gated community of Oakwater Resort. Positioned an incredible 5 minutes from the gates of Walt Disney World, this premier property serves as a proven cash-flowing asset, having generated an impressive $34,000 in short-term rental revenue in the last 12 months. Backed by pristine guest experiences, this listing has earned the highly coveted Airbnb "Guest Favorite" designation and has maintained consecutive "Superhost" status for the last 3 years! Beyond its powerful vacation rental performance, the property’s unbeatable location offers incredible versatility for long-term equity or primary residency providing a short, convenient commute less than 2.5 miles from the top-rated Celebration High School. Step inside to find an immaculate, light-filled open floor plan built for seamless modern living and upgraded with a NEW A/C system for ultimate efficiency. The layout features an intelligent split-bedroom configuration to maximize privacy. The entire home features soaring ceilings, low-maintenance solid surface flooring (absolutely NO CARPET anywhere), and premium quartz countertops throughout both the kitchen and bathrooms. The modern kitchen stands out with solid wood cabinetry, stainless steel appliances, a custom tile backsplash, and a breakfast bar perfect for casual dining. The generous great room flows beautifully out to your private, screened-in balcony, which serves as your own private outdoor oasis. When night falls, you can walk right down to the community lakefront trail to watch the magical Disney fireworks light up the night sky! For ultimate convenience, the unit also includes a dedicated, full-size interior laundry closet. Adding incredible value to the floor plan, the attached garage has been professionally converted into a fully equipped, high-energy games room a massive hit for vacationing families that drastically drives up occupancy rates. The resort-style amenities at Oakwater are unmatched, boasting a 4,000 sq ft luxury clubhouse, a lagoon-style heated pool, a hot tub, a splash pad, a state-of-the-art fitness center, tennis and basketball courts, and a scenic lakefront walking path. Peace of mind is provided via a secure gated entrance paired with patrolling night security. Within short distance to local dining and shopping, and minutes from the Promenade at Sunset Walk and major highways. Whether you are searching for a high performing vacation rental, a magical second home, or a primary residence NEAR TOP AREA SCHOOLS, this property delivers it all. Schedule your private showing today!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Ana Pelaez De Los Rios (786-818-8940)
2070 ROME DR, KISSIMMEE, FL 34747
$459,000150 Days on yellowkey MLS ID: O6374736
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2265 Built: 2015Monthly Fee: $665 Tax: $7,966 (2025)Community: Windsor At Westside Ph 1Townhouse
Taxes:$7,966
Remarks: Welcome to luxury resort-style living in the highly desirable Windsor at Westside Resort community. This beautifully furnished two-story corner-unit home which is right next to the club house features a spacious open floor plan designed for both comfort and entertaining. Inside, enjoy professional interior design, quality furnishings, and a well-appointed layout including a large primary suite with a king-size bedroom and private en-suite bath. Additional bedrooms are generously sized, including two queen bedrooms, plus themed bedrooms ideal for family and guests. Step outside to your own private pool, perfect for relaxing under the Florida sun. The home also offers the convenience of a one-car garage. Owners enjoy access to Windsor at Westside’s premier amenities including a resort-style pool with splash area, lazy river, Tiki Bar, fitness center, clubhouse, arcade, sand volleyball, multi-purpose courts, onsite dining options, market/deli, and concierge services. Ideally located just minutes from Orlando-area attractions, dining, and shopping, this home offers the perfect combination of lifestyle and location.
Listing is courtesy of: INNOVATIVE REALTY, LLC (407-772-5555)
Listing Agent: Alberto Nikodimov (305-775-5522)
8419 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747
$270,000187 Days on yellowkey MLS ID: O6366303
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1291 Built: 2004Monthly Fee: $305 Tax: $3,267 (2024)Community: Emerald Island Resort Ph 2Townhouse
Taxes:$3,267
Middle School: Celebration K-8
Remarks: Discover the perfect blend of comfort, resort-style living, and unbeatable location in this beautifully maintained 3-bedroom, 2.5-bath home located in a secure gated community just 15 minutes from Disney. This inviting two-story home features a bright, open layout ideal for relaxing, entertaining, or enjoying the Florida lifestyle year-round. This community truly stands out with a full suite of resort amenities including multiple sparkling pools, a mini-golf course, playgrounds, walk-up tiki bars, on-site mini restaurants, and a fully equipped fitness center. Enjoy the convenience of a clubhouse with social spaces, perfect for gatherings or vacation-style relaxation without ever leaving the neighborhood. Whether you're seeking a primary residence, vacation retreat, or investment opportunity, the location offers unmatched accessibility to theme parks, dining, shopping, golf, and major highways. OWNER IS MOTIVATED Don’t miss this chance to own in one of Central Florida’s most desirable in High Market area and amenity-rich communities.
Listing is courtesy of: REALTY OF AMERICA (321-732-5369)
Listing Agent: Kaylian Ocasio (689-269-4658)
7667 OTTERSPOOL ST, KISSIMMEE, FL 34747
$449,00012 Days on yellowkey MLS ID: S5151169
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2005Monthly Fee: $169 Tax: $5,064 (2025)Community: Windsor Hills Ph 2Spa: NoTownhouse
Taxes:$5,064
Remarks: Beautifully End-Unit Townhome in Windsor Hills! In a premier 24-hour guard-gated community! Perfect for year-round living, a vacation retreat, or a profitable short-term rental. Step inside to a bright, open-concept main floor, a kitchen with, breakfast bar, and premium appliances. The open living and dining area opens through sliding glass doors to your private screened-in pool, ideal for relaxing or entertaining. A main-level bedroom and full bath supply comfort and convenience for guests. Upstairs, the primary suite provides a walk-in closet and an en-suite bath. An additional bedroom, full hall bath, and in-unit laundry complete the second floor. Enjoy resort-style living with Windsor Hills with unmatched amenities: a community pool and hot tub, water park, fitness center, tennis, basketball, and volleyball courts, game room, movie theatre, tot lot & recreation park, plus an on-site marketplace and grill. Just minutes from Disney World and area attractions - this is the lifestyle you’ve been dreaming of. Schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Heather Werner (973-461-9914)
7519 BLISS WAY #7519, KISSIMMEE, FL 34747
$299,000102 Days on yellowkey MLS ID: O6388497
REDUCED by $3,450 (1.1%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1255 Built: 2007Monthly Fee: $495 Tax: $3,562 (2025)Community: Oakwater Ph 02-6 CondoSpa: YesCondo
Taxes:$3,562
Remarks: Virtually Staged. Beautiful single-story first-floor condo at 7519 Bliss Way, just 1.5 miles from the entrance to Disney property! This charming and well-maintained unit features no stairs, offering easy, accessible living with three bedrooms and two bathrooms, including a comfortable master suite with his and hers walk-in closets and a private en-suite bath. The open-concept floor plan flows from the kitchen—featuring granite countertops—to the dining and living areas, leading to a screened-in patio with peaceful views of the lush green conservation area. Recent upgrades include luxury vinyl flooring throughout, ceiling fans in the living room, master bedroom, and one additional bedroom, and a storage cabinet in the guest bathroom. Additional features include a one-car garage with direct access to the unit, private parking space, and ample guest parking. The unit is sold unfurnished, but furniture can be negotiated separately, giving you flexibility for personal use or rental. Oakwater Resort offers gated entrance and beautifully landscaped grounds, heated pool and spa, clubhouse with fitness center and game room, tennis, basketball and pickleball courts, catch-and-release fishing lake, and lush tropical landscaping throughout. Conveniently located minutes from Walt Disney World, major highways, restaurants, and shopping—including Walmart right next door—this condo is ideal as a primary residence, vacation retreat, or investment. This is also an excellent opportunity for short-term rental investors—first-floor units like this one are highly sought after for their convenience and accessibility. Schedule your private showing today and make this beautiful home yours!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
7752 SOMERSWORTH DR, KISSIMMEE, FL 34747
$529,900546 Days on yellowkey MLS ID: TB8331032
REDUCED by $18,000 (3.3%) on 05/15/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2268 Built: 2025Monthly Fee: $699 Tax: $6,156 (2025)Community: Reunion Village Phase 4Single Family
Taxes:$6,156
Elementary School: Knights Point
High School: Poinciana High School
Remarks: When it comes to finding the perfect home, the Verona is sure to be the home that ends your search. The covered porch welcomes you to see the beauty that awaits inside. From the foyer to the family room, dining room, and open kitchen, get togethers are a breeze in this spacious layout. Family and friends gathering in the open-concept kitchen can overlook the breakfast bar to a view of the back patio, where even more space to gather can take place. No matter what the occasion calls for, hosting in the Verona is made simple. A master bedroom on the first floor serves as an extra level of privacy for homeowners. Here, the spacious retreat hosts its own full bathroom with double sinks and a sizable walk-in closet with plenty of storage space. Homeowners will appreciate the amount of space offered in each bedroom, including the secondary bedrooms located on the second floor. With four secondary bedrooms, one of which has its own walk-in closet, and two full bathrooms on the second floor, growing families have all the space they could need or want, plus more. Best of all, the bonus loft on the second story can be used as a game room, home office or anything you wish! Highlights of these upgrades include all new Whirlpool® appliances in the kitchen, quartz countertops and a USB outlet with charging capabilities in the heart of the home. Recessed lighting, a Wi-Fi-enabled garage door opener and beautiful front yard landscaping are other notable features that homebuyers can look forward to.
Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)
Listing Agent: Gayle Van Wagenen (904-449-3938)
2403 SILVER PALM DR, KISSIMMEE, FL 34747
$280,00046 Days on yellowkey MLS ID: S5149029
REDUCED by $9,900 (3.4%) on 06/09/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2003Monthly Fee: $210 Tax: $2,895 (2025)Community: Windsor Palms Twnhms Ph 3ATownhouse
Taxes:$2,895
Remarks: Beautiful 3-bedroom, 3-bathroom home offering comfort and flexibility in a prime location—less than 3 miles from Walt Disney World! This well-designed layout features one bedroom and a full bathroom on the first floor, perfect for guests or multi-generational living. Enjoy Florida living in your screened-in courtyard—ideal for relaxing or entertaining year-round. Located in a resort-style community with incredible amenities, including a saltwater pool, splash pad, tennis and volleyball courts, clubhouse with gym and movie theater, tiki bar, convenience store, daily valet trash, and 24-hour guard-gated security. HOA includes cable and internet for added value.Perfect as a primary home, vacation getaway, or short-term rental investment with low-maintenance living and endless potential.
Listing is courtesy of: LA CASA LUXE REALTY (407-978-1088)
Listing Agent: Issanell Valdez Javier (407-978-1088)
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