Location: Kissimmee , 34747
Do Not Show Listings
8811 MACAPA DR, KISSIMMEE, FL 34747
$735,000111 Days on yellowkey MLS ID: O6382041
REDUCED by $5,000 (0.7%) on 06/04/2026
Bed: 9 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4391 Built: 2017Monthly Fee: $563 Tax: $11,694 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,694
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: West Side
Remarks: Beautiful 9-bedroom,6-bathroom water-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water view, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including newly installed: *Luxury vinyl plank flooring throughout (no carpet)*, all bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests! Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!
Listing is courtesy of: YOUR DREAM HOUSE REALTY (440-477-7276)
Listing Agent: Selina Li (440-477-7276)
8942 SYDNEY AVE, KISSIMMEE, FL 34747
$458,00031 Days on yellowkey MLS ID: O6404821
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $584 Tax: $6,808 (2025)Community: Windsor At Westside; Windsor/WestsideSpa: YesTownhouse
Taxes:$6,808
Elementary School: None
High School: None
Middle School: None
Remarks: TURN-KEY SHORT-TERM RENTAL | FULLY FURNISHED | SOUTH-FACING POOL| NO CARPET Welcome to this exceptional 5-bedroom, 4.5-bathroom townhome—a true turn-key investment opportunity or vacation retreat, professionally designed and ready to generate income from day one. Property Highlights: Newly upgraded laminate floor Highly desirable 5-bedroom floor plan with one bedroom conveniently located on the first floor Private south-facing pool—perfect for all-day sunshine and guest enjoyment Half bath on the patio for added convenience by the pool area Spacious loft area—themed star war for a game room with sofa and TV Upgraded kitchen with modern cabinetry and countertops Professional furniture package included—stylish, cohesive, and rental-ready by a professional Community & Resort Amenities: Access to TWO resort-style pools—one within the subdivision and another at the main clubhouse Stunning Mediterranean-style recreation center featuring: Grand lobby Resort-style pool with lazy river Kids’ splash zone Indoor/outdoor restaurant & bar Fitness center Outdoor fireplace, sports courts, and playground Prime Location: Ideally situated between ChampionsGate and US-192 Easy access to I-4, Walt Disney World, and Orlando International Airport Minutes from shopping, dining, golf courses, and major attractions Whether you're looking for a high-performing short-term rental, a vacation getaway, or a second home, this property checks every box with its unbeatable layout, location, and amenities. Schedule your showing today—this one won’t last!
Listing is courtesy of: GOLDEN SUN REALTY INC (407-479-8898)
Listing Agent: Lucia Wu (407-765-2618)
351 PENDANT CT, KISSIMMEE, FL 34747
$634,000274 Days on yellowkey MLS ID: O6340878
REDUCED by $5,000 (0.8%) on 06/04/2026
Bed: 8 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3412 Built: 2016Monthly Fee: $783 Tax: $12,340 (2024)Community: Reunion West Ph 1 EastSpa: YesSingle Family
Taxes:$12,340
Tax Year: 2024
Remarks: Best priced 8 bed!!! Busy rental! Ask your agent to get you in! **Active transferrable MEMBERSHIP with property** SHORT TERM RENTAL – FULLY FURNISHED Beautifully maintained 8 bedroom home in the Homestead neighborhood of Reunion Resort. Comes with an active, transferrable membership, unlocking Reunion’s world-class waterpark, golf, tennis, and resort amenities. This property is turnkey and ready to enjoy. Perfect as a main residence, vacation home, or income producing short term rental. Features include a private pool, open living spaces, and updated flooring (all carpet has been replaced). Just minutes from Disney and surrounded by dining, shopping, and entertainment, this home offers exceptional value and flexibility for owners and investors alike.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Holly Hudson (321-391-0929)
3212 CUPID PL, KISSIMMEE, FL 34747
$325,000546 Days on yellowkey MLS ID: O6262801
REDUCED by $1,000 (0.3%) on 06/04/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1694 Built: 2018Monthly Fee: $535 Tax: $4,598 (2023)Community: West Lucaya VillageTownhouse
Taxes:$4,598
Tax Year: 2023
Remarks: Seller is offering $2000 in buyer credits to be used for upgrades and/or closing costs. It's been hard to get in to view this property as it has booked solid for months but we are blocking off some days. Contact your agent today to see it now! The sellers have loved this home, but with their family growing, they are ready for their next chapter. Short term rental property that’s ready to generate income! Here’s your chance to own a fully furnished, END UNIT in the highly popular West Lucaya Village. Open floor plan that creates a welcoming and spacious feel. The living area is great for relaxing after a day at the theme parks. Kitchen comes equipped with everything needed to prepare meals, including modern appliances. Primary bedroom has an en-suite bathroom. Two additional bedrooms are ideal for accommodating groups or families. Each room is designed with comfort in mind, ensuring your guests enjoy their stay.One of the best features is the unbeatable location***just minutes from Disney, Universal, and other top attractions! Guests can spend the day enjoying the parks and come back to unwind in this quiet, gated community. West Lucaya Village also offers resort-style amenities, including a pool, fitness center, and playground, giving guests even more reasons to book their stay. This property is perfectly set up for short-term rentals, making it an excellent investment opportunity!
2658 MAYAGUANA ST, KISSIMMEE, FL 34747
$269,00033 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!
8832 MACAPA DR, KISSIMMEE, FL 34747
$699,000584 Days on yellowkey MLS ID: O6252445
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $607 Tax: $10,965 (2023)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$10,965
Middle School: Horizon Middle
Remarks: Welcome to the best of Florida resort life! This 8 bedroom 6 bathroom house has all you can ask for and more! Fully furnished, this home is ready for an immediate occupancy, whether you're seeking an ideal AirBNB/Short-Term Rental or a personal vacation/ winter time residence. Airy and bright, the open-concept floor plan connects the living, dining, and kitchen areas, providing the perfect layout. The sliding doors in the family room area lead you directly to the pool patio area, creating a seamless indoor-outdoor living experience. An oversized heated pool with a jacuzzi and large patio space allows for cookouts, pool parties and watching the sunsets. The first-floor primary suite with a private bathroom and direct access to the lanai provides you a great personal space. An additional first-floor bedroom offers flexibility. Upstairs, there are six more spacious bedrooms and a loft space suitable for movie nights or a play area. Located in the luxurious community of Windsor at Westside, you'll have access to a variety of resort-style amenities, including a grand clubhouse, fitness center, lazy river, and more. Theme parks , beaches and shopping are just a short drive away, you'll have endless entertainment options at your fingertips. The HOA covers cable, internet, lawn care, trash, 24 hr security guard for a smooth and worry free life style. Make your appointment today! Equal Opportunity Housing.
Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA:FLORIDA REALTY INVESTMENTS IV (407-207-2220)
Listing Agent: Magdalena Danos, Pll (407-760-9286)
1051 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747
$459,00049 Days on yellowkey MLS ID: S5148068
REDUCED by $6,000 (1.3%) on 06/04/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2588 Built: 2023Monthly Fee: $67 Tax: $8,074 (2024)Community: Soleil At WestsideSingle Family
Taxes:$8,074
Remarks: Step into this stunning 5-bedroom, 3-bath home with a 2-car garage, designed for both elegance and everyday comfort. The kitchen features sleek stainless steel appliances, a walk-in pantry, and gorgeous granite countertops, flowing seamlessly into the dining area for easy gatherings. All bathrooms are finished with stylish granite vanities for a touch of luxury. A pavered driveway welcomes you home, while th e spacious layout offers plenty of room to entertain. Host friends and family in the open living areas or on the covered lanai, perfect for enjoying the outdoors in any weather. The owner’s suite boasts a generous walk-in closet and linen storage, while bedrooms 2 and 3 also feature walk-in closets. A versatile loft adds even more flexible living space. Located in a highly sought-after area near world-famous theme parks, endless entertainment, top shopping, and diverse dining options, this home offers both luxury and convenience. Don’t miss your chance to own this beautiful newer construction home.
Listing is courtesy of: RE/MAX REALTEC GROUP (407-818-1100)
Listing Agent: Kenneth Holden, Pa (407-808-8175)
9098 BEACH TEA WAY, KISSIMMEE, FL 34747
$489,00049 Days on yellowkey MLS ID: S5148065
REDUCED by $10,000 (2.0%) on 06/04/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2580 Built: 2023Monthly Fee: $67 Tax: $8,068 (2024)Community: Soleil At WestsideSingle Family
Taxes:$8,068
Remarks: Stunning 5-Bedroom Home in Prime Location – Perfect for Entertaining and Everyday Living! Welcome to this beautifully designed home featuring a spacious main floor guest bedroom and full bathroom, ideal for hosting visitors in comfort and privacy. Step into the heart of the home – a bright, open-concept kitchen boasting quartz countertops, stainless steel appliances, light cabinetry, a stylish light tile backsplash, and a farmhouse sink. The kitchen seamlessly flows into the living and dining areas, perfect for entertaining or relaxing with family. Enjoy Florida living year-round on the large covered lanai, offering the perfect outdoor retreat. Modern light fixtures accentuate the home’s contemporary style throughout. Upstairs, you’ll find the owner’s suite complete with a massive walk-in closet, along with three additional bedrooms and a generous loft space – ideal for a playroom, home office, or additional lounge area. Located in the sought-after Soleil community, this home places you in the heart of the magic, just minutes from world-famous theme parks, premier shopping, entertainment, recreation, and a variety of dining options. Don’t miss your chance to own this move-in ready gem in one of Central Florida’s most vibrant locations!
8704 KNIGHTSBRIDGE CT #B, KISSIMMEE, FL 34747
$295,00080 Days on yellowkey MLS ID: O6391236
1 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1616 Built: 2001 Tax: $3,687 (2025)Community: Villas At Island Club Ph 2 Bldg UCondo
Taxes:$3,687
Remarks: Discover the perfect blend of comfort, convenience, and investment potential with this beautifully appointed 4-bed, 3-bath, first-floor corner condo at the Villas at Island Club. Situated just a short drive to Walt Disney World, Universal Studios, SeaWorld Orlando, and other major theme parks and convenient to major highways like US-192 and FL-429, this property offers easy access to shopping centers, dining, and entertainment venues making travel to and from the property straightforward. It is a DESIREABLE LOCATION for vacationers and residents alike. FULLY FURNISHED and move-in ready with tasteful furnishings and décor. Equipped with HIGH-END APPLIANCES including an Induction Cook Top Range, Convection Oven w/Timer, and a Microwave/Convection Oven w/Timer that can be accessed remotely which provides a contemporary living experience. Ceramic tile in the kitchen, hall, and bathrooms; engineered hardwood flooring in the living room and bedrooms. This CORNER UNIT design allows for abundant NATURAL LIGHTING throughout. Enjoy a PRIVATE COVERED PATIO that backs onto a serene, wooded area, providing a peaceful retreat. There are TWO PRIMARY SUITES with en-suite bathrooms and patio access, plus 2 additional bedrooms to accommodate guests. INVESTMENT OPPORTUNITY: Ideal for both LONG-TERM and SHORT-TERM rentals, offering flexibility for investors. Residents and guests of Villas at Island Club have access to a range of RESORT STYLE AMMENITIES, including. Two heated pools for relaxation and recreation. Hot Tubs: Soothing spas to unwind after a day of activities. Fitness Center: Stay active with on-site exercise facilities. Sports Courts, Playground, Clubhouse, Picnic Area with outdoor grills and seating for meals and gatherings. TURNKEY PROPERTY: Fully furnished and equipped, minimizing initial setup costs for investors. Experience the charm and convenience of this exceptional property firsthand. Contact us today to schedule a private tour and explore the possibilities that await at Villas at Island Club.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Jennifer Van Loon (407-924-5680)
1885 GOBI DR, KISSIMMEE, FL 34747
$740,000108 Days on yellowkey MLS ID: O6383464
REDUCED by $25,000 (3.3%) on 06/04/2026
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2016Monthly Fee: $607 Tax: $11,612 (2025)Community: Windsor/Westside, Windsor At WestsideSpa: YesSingle Family
Taxes:$11,612
Remarks: Welcome to the Epic Universe House! Experience a truly immersive vacation lifestyle in this stunning 8-bedroom, 6-bathroom pool home located in the gated community of Windsor at Westside. Fully themed, recently renovated, and professionally designed, this turn-key residence pays tribute to the highly anticipated Epic Universe, featuring an arcade, a Nintendo World gaming room, and immersive themed bedrooms including Harry Potter, How to Train Your Dragon, Legend of Zelda, and more! Spanning over 4,000 sq ft, this spacious retreat perfectly blends modern elegance with family entertainment. The open-concept first floor features ceramic tile flooring, a chef’s kitchen with granite countertops, and an oversized island designed for large gatherings. Step outside to your private outdoor oasis—a screened-in lanai with a sparkling pool and spa overlooking a serene water view. Recent Upgrades: This home is being sold AS-IS and Fully Furnished, featuring high-end furniture and professional decor. It is a proven, high-performing vacation rental with a history of top-tier reviews making it the perfect addition to any investment portfolio. World Class Resort Amenties: Living in Windsor at Westside provides 24/7 gated security and access to a 10,000 sq ft clubhouse including: Resort-Style Pool & Interactive Splash Park, Winding Lazy River & Water Slide, State-of-the-Art Fitness Center, Tu Casa Bar & Lounge / Poolside Tiki Bar, Arcade Game Room, Multi-purpose Sports Courts, & Sand Volleyball, Sundry Shop & Playground Unbeatable Location: Located just minutes from Walt Disney World, Universal Orlando Resort, and the newly opened Epic Universe park, you are at the heart of Central Florida’s top attractions, world-class dining, and premium shopping. Don't miss the chance to own a piece of the magic! Schedule your private showing today and step into a world of epic possibilities.
Listing is courtesy of: PABLA PROPERTIES (407-967-2757)
Listing Agent: Sunny Pabla (407-967-2757)
7977 HANSON BAY PL, KISSIMMEE, FL 34747
$475,000108 Days on yellowkey MLS ID: O6382804
REDUCED by $15,000 (3.1%) on 04/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2019Monthly Fee: $407 Tax: $7,381 (2025)Community: Four Seasons At Orlando Ph 1Spa: NoSingle Family
Taxes:$7,381
Elementary School: Island Village Elementary School
High School: Poinciana High School
Middle School: Celebration K-8
Remarks: Welcome to the Four Seasons at Orlando – Where Resort Living Meets Everyday Luxury! FULLY FURNISHED AND MOVE IN READY! Nestled within Orlando’s premier 55+ guard-gated community, this stunning home is situated on the famed Mystic Dunes Golf Club. Built in 2019 and offering just over 2,000 square feet, this exceptional 3-bedroom, 2-bath residence is perfectly positioned on a quiet cul-de-sac with sweeping golf course views. From the moment you arrive, the paved driveway and manicured setting set the tone. Inside, luxury vinyl plank flooring flows through the main living areas, complemented by plush carpeting in the bedrooms. Crown molding, tray ceilings, and designer finishes elevate every space. The wide-open floor plan centers around a stunning bright white kitchen featuring Shaker-style cabinetry, stone countertops, a built-in oven and cooktop, walk-in pantry, and an enormous island designed for gathering. A built-in office/workspace greets you at the entry — ideal for remote work or organization. An extra-wide sliding glass door frames the golf course beyond, filling the home with natural light and seamlessly connecting to the covered, paved back porch. The primary suite is a true retreat, overlooking the course and offering a spa-inspired bath with glass-enclosed shower, double vanity, private water closet, and an oversized walk-in closet. Secondary bedrooms are generously sized, and both bathrooms showcase beautiful tile detail and stone countertops. The laundry/utility room includes, shelving, and a utility tub for added functionality. The backyard features a covered lanai and extended paver patios overlooking serene mature landscaping and a breathtaking golf course view and is also pre-wired for a custom pool. The home is equipped with a whole home water filtration system and EV car charger in Garage. Home can be sold furnished with a few minor exceptions see attachments for exclusions. Located minutes from Walt Disney World, major highways, shopping, and dining — and just a couple hours from Florida’s pristine east and west coast beaches — this home delivers luxury, convenience, and lifestyle in one extraordinary package. This is not just move-in ready. This is a showpiece.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Tyler Labod (407-490-5289)
3215 BRASILIA AVE, KISSIMMEE, FL 34747
$390,000178 Days on yellowkey MLS ID: O6365782
REDUCED by $15,000 (3.7%) on 05/10/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2268 Built: 2019Monthly Fee: $647 Tax: $5,045 (2025)Community: Magic Village RepTownhouse
Taxes:$5,045
Remarks: Price Improvement!!! Now is your time for this Turnkey, fully furnished 3-bedroom, 3.5-bath townhome just minutes from Walt Disney World®—an ideal short-term rental investment with strong income potential. Located in the gated Magic Village resort, this property allows for flexible self-management or on-site professional management, making it well-suited for both hands-on and passive investors. This modern residence features a rare PRIVATE ELEVAOR, a spacious open-concept layout with two-story ceilings, and a highly desirable indoor-outdoor design. The main level includes a bright great room and a fully equipped kitchen with stainless steel appliances, gas range, and oversized breakfast bar—designed to accommodate high guest turnover and extended stays. Sliding doors open to a private covered lanai with summer kitchen and no rear neighbors, enhancing guest appeal and rental value. All three bedrooms feature en-suite baths, including a primary suite with walk-in closet and spa-style bath, plus a secondary suite with private balcony—an attractive layout for vacation renters seeking privacy and comfort. Main-level laundry and a guest powder room add convenience for both owners and guests. Magic Village offers resort-style amenities including a pool, fitness center, clubhouse, on-site restaurant and bar, multilingual front desk, daily trash service, housekeeping options, and ample parking—key features that drive occupancy and guest satisfaction. Prime location near Disney, major attractions, shopping, dining, and highways ensures consistent rental demand. Whether added to an existing portfolio or purchased as a first investment property, this fully operational, income-ready townhome checks all the boxes for short-term rental success.
Listing is courtesy of: METRO CITY REALTY (407-237-3331)
Listing Agent: Beatrice Miranda (407-592-4448)
2307 SILVER PALM DR #102, KISSIMMEE, FL 34747
$189,50074 Days on yellowkey MLS ID: O6392836
1 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1022 Built: 2001Monthly Fee: $270 Tax: $2,793 (2025)Community: Wyndham Palms Condo Ph 9Condo
Taxes:$2,793
Remarks: Under contract-accepting backup offers. Discover an excellent vacation rental investment in the highly desirable resort-style, guard-gated community of Windsor Palms. This 2-bedroom, 2-bath, First Floor condo is just minutes from Disney Theme Parks and Orlando’s most popular attractions, making it a high-demand option for short-term rentals or personal use. Fully furnished and ready to move in. The building received fresh exterior paint in 2025. HOA fees cover water, trash, internet, and cable, so the owner only pays for electricity. Inside, this First Floor condo offers a bright, open layout with comfortable living and dining space, a fully equipped kitchen, an in-unit washer and dryer, and a screened lanai that is perfect for relaxing after a day at the parks. The primary suite includes a private ensuite bathroom, and the second bedroom and bathroom work well for family or guests. The condo also has new windows throughout, installed in 2025. Plank flooring throughout. Fully Furnished. No stairs, handicap accessible. Condo is close to parking area. Windsor Palms is a well-established vacation rental community with no usage restrictions. You can use the property as a primary home, second home, long-term rental, or short-term rental through platforms like Airbnb or VRBO. Owners are free to choose any property management company, which makes hands-off ownership very easy. Residents and visitors enjoy a full range of resort-style amenities, including a clubhouse, large community pool, fitness center, tennis courts, playground, basketball court, volleyball court, movie theater, and a convenience store. These features help keep rental demand strong. The location is close to Disney Theme Parks, Margaritaville Resort, shopping, dining fine and casual, and major roads such as US-192, I-4, and SR-429. Easy access from airport either via Freeway or Toll road. This condo offers an excellent mix of location, flexibility, and long-term investment value.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Larysa Tsyupenko (407-780-5456)
3032 PARKWAY BLVD #305, KISSIMMEE, FL 34747
$210,00092 Days on yellowkey MLS ID: O6388197
REDUCED by $10,000 (4.5%) on 04/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990 Tax: $1,247 (2025)Community: Blossom Park Villas CondoCondo
Taxes:$1,247
Remarks: Welcome to this beautifully remodeled 2-bedroom, 2-bathroom condo located in the heart of Central Florida. Offered at $220,000, this versatile property is ideal as a primary residence or a long-term investment opportunity. Please note, short-term rentals are not permitted, and the community requires a minimum lease term of six (6) months, offering a more stable and residential environment. The unit features thoughtful upgrades, including new appliances, modern flooring, and updated countertops, creating a fresh and inviting living space ready for immediate enjoyment. Conveniently located near the community pool, residents can easily take advantage of relaxing days in the Florida sunshine. The community offers a well-rounded amenity package, including a clubhouse, fitness center, swimming pool, basketball court, tennis courts, and playground—enhancing both lifestyle and long-term appeal. Positioned just minutes from EPCOT and the greater Walt Disney World Resort area, this property is not only centrally located but also surrounded by ongoing growth and development. The Kissimmee and Disney corridor continues to see significant expansion, including new commercial centers, entertainment offerings, and infrastructure improvements tied to the broader tourism and residential boom. Nearby areas along US-192 and International Drive are experiencing revitalization, with new retail, dining, and experiential attractions enhancing the overall desirability of the location. Whether you're looking for a place to call home or a steady income-producing property, this condo offers comfort, convenience, and the advantage of being in a rapidly evolving and high-demand area.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Michelle Bell (689-316-7799)
8404 RISING STAR CT, KISSIMMEE, FL 34747
$595,000259 Days on yellowkey MLS ID: S5134441
REDUCED by $55,000 (8.5%) on 05/11/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2604 Built: 1999Monthly Fee: $125 Tax: $6,273 (2024)Community: Sunset Lakes Ph 3Single Family
Taxes:$6,273
Elementary School: Westside Elem
Remarks: DRASTIC PRICE REDUCTION . . .Experience ELEGANCE AND EXTRAVAGENCE at Sunset Lakes Whether you’re searching for a dream vacation getaway or your next primary residence, this stunning home truly has it all. Featuring 6 bedrooms (including 2 luxurious master suites) and 4 full bathrooms, there’s plenty of space for family, friends, or even in-laws—this residence feels like a PRIVATE 5-STAR RETREAT. The upstairs master suite offers a private balcony, perfect for sipping your morning coffee or unwinding with a glass of wine at sunset. The spa-inspired bathroom includes a garden tub, separate shower, and dual sinks. Inside, you’ll find a home designed with comfort and style in mind: ceramic tile flooring, tasteful furnishings, ceiling fans, and smart TVs in nearly every room. The GOURMET KITCHEN boasts upgraded cabinetry, granite countertops, stylish backsplash, and Bosch/Samsung stainless steel appliances, along with a breakfast bar, dinette, and double-size pantry. Step outside to your own tropical paradise. The OVERSIZED SWIMMING POOL with expansive deck and covered lanai is perfect for relaxing or entertaining. For cooler days, an electric pool heater is available. Indoors, enjoy the game room with pool table for hours of fun. ADDITIONAL FEATURES include: 119-gallon solar-assisted electric hot water heater Triple-glazed windows and doors for energy efficiency Termite Bond in place MAGNIFICENT WATER AND WILDLIFE VIEWS from multiple living spaces Nestled in Sunset Lakes, a small GATED COMMUNITY, this property combines peace and privacy with UNBEATABLE CONVENIENCE. You’ll be just minutes from shopping, dining, and attractions: Disney’s Main Gate, Margaritaville & H2O Waterpark, Universal, SeaWorld, championship golf courses, and more—all just a short drive away. This isn’t just a home—it’s a LIFESTYLE OF LUXURY, comfort, and convenience. 2024 Occupancy 69%, 22% Owner/ 2025 Occupancy 64%, 16% Owner (Income Info in attachments)
Listing is courtesy of: FIRST INTERNATIONAL REAL ESTAT (407-932-3400)
Listing Agent: Connie Culbertson (407-932-3400)
631 LASSO DR, KISSIMMEE, FL 34747
$965,000111 Days on yellowkey MLS ID: O6382195
REDUCED by $24,000 (2.4%) on 06/04/2026
Bed: 10 Bath: 10.0 Gar: 2 Liv Area Sq Ft: 4724 Built: 2016Monthly Fee: $697 Tax: $13,956 (2025)Community: Encore At Reunion, Reunion WestSpa: YesSingle Family
Taxes:$13,956
Remarks: DESIGNED TO IMPRESS. POSITIONED TO PERFORM. Welcome to this exceptional 10-bedroom, 10-bath luxury retreat in the highly sought-after Encore at Reunion - just minutes from Orlando’s world-renowned theme parks and projected to generate $120,000 in annual income. Sold FULLY FURNISHED and completely TURNKEY, this 4,730 sq ft residence is crafted for elevated group travel and consistent rental demand. Featuring 9 private ENSUITE bedrooms, including FOUR PRIMARY SUITES (two downstairs and two upstairs), the layout delivers privacy, flexibility, and comfort at scale. Every closet includes custom built-in shelving, adding thoughtful organization throughout. What truly sets this home apart is its IMMERSIVE “WORLD SHOWCASE INSPIRED - AROUND THE WORLD” design concept; each bedroom carefully curated to transport guests across iconic destinations. From the historic charm of Philadelphia to the timeless sophistication of London, the skyline energy of Manhattan, the Mickey Inspired Orlando suite, the bold glamour of Vegas, the icy enchantment of Arendelle, and the romance of Paris - every space is layered with custom murals, curated décor, and thoughtful design elements that create a stay guests remember long after checkout. This intentional theming enhances booking appeal, guest experience, and repeat revenue. The OPEN-CONCEPT living space invites connection, flowing into a gourmet kitchen built for entertaining with granite counters, 42” shaker cabinetry, dual stainless steel refrigerators, dual dishwashers, and a dedicated coffee bar. Upstairs and downstairs laundry suites plus two Owner’s Closets provide seamless management and owner convenience. Entertainment is effortless. The interactive STAR WARS INSPIRED GAME ROOM features ping pong, air hockey, and foosball, while the private THEATER ROOM sets the stage for cozy movie nights after a day at the parks. A dedicated WORK-FROM-HOME-STATION accommodates extended stays with ease. Outside, your private resort oasis awaits, complete with a HEATED POOL AND SPA, expansive paver lanai, fenced tropical backyard, and a NEW high-rated insurance-compliant pool safety fence with self-closing, self-latching gate for added peace of mind. Major value-enhancing upgrades include a NEW ROOF (2025), FRESH INTERIOR PAINT (2026), two newer refrigerators (2024 & 2025), new upstairs washer (2024), tankless water heaters, and dual A/C systems - providing durability, efficiency, and insurance advantages. Curb appeal shines with a stone façade, paver driveway, and epoxied garage floor. Encore at Reunion delivers premier resort living with access to a 10-acre waterpark with exhilarating slides, splash pad, poolside cabanas, fitness center, courts for tennis, volleyball and basketball, a full soccer field, casual on-site dining and bar, a concierge desk, and shuttle transportation to the parks - all within walking distance. HOA includes gated security, internet, cable, landscaping, irrigation, daily valet trash, pest control, and community maintenance - supporting simplified ownership. This is more than a vacation home - it’s a powerful blend of LIFESTYLE and INCOME. With tourism growth and major park expansions continuing to fuel demand, this property is positioned to perform and provide the opportunity to create cherished moments with loved ones while paying for itself. Schedule your private showing today and secure your position in one of Central Florida’s most desirable vacation rental communities!
Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)
1829 CARIBBEAN VIEW TER, KISSIMMEE, FL 34747
$797,000324 Days on yellowkey MLS ID: TB8408125
0 Days Off yellowkey (back on 6/4/2026)
REDUCED by $52,999 (6.2%) on 05/27/2026
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2019Monthly Fee: $731 Tax: $11,563 (2023)Community: Solara ResortSpa: YesSingle Family
Taxes:$11,563
Remarks: Under contract-accepting backup offers. PRICE TO SELL. Under market value. AIRBNB ACTIVE AND FULLY BOOK EVERY MONTH. GREAT INVESTMENT This beautiful home is completely furnished with high-quality furniture and is completely decorated by a professional interior designer, bringing refinement and modernity to the property. Excellent location at the SOLARA RESORT CLUBHOUSE, which offers Clubhouse with Heated Grand Pool, FlowRider® Surf Simulator, Fitness Center & Fitness Lawn, Sand Volleyball Court, Soccer Field, & Basketball Court, Nearby Shopping & Dining, Bar and grill, Coffee bar, Sundries store, and Indoor and outdoor lounge for you to have memorable moments with family and friends! The interior of the house is a spectacle apart: this property has themed rooms for all preferences: you will have fun and creative moments in the world of Minions or classic Mickey and teenagers will freak out at the magic of Harry Potter! If you prefer, you can immerse yourself in greater New York in a modern, urban bedroom. This floor plan has 9 Bedrooms, 6.1 Bathrooms, and is perfect in its proposal to comfort along with infinite possibilities of recreation, including a garage transformed into a beautiful play area that includes board games, hero decor, and chairs for racing simulator games (or simply relaxing watching TV) for all ages. READY FOR YOU TO MOVE OR TO RENT!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Thao Bui (646-552-8509)
308 SOUTHFIELD ST, KISSIMMEE, FL 34747
$1,350,000120 Days on yellowkey MLS ID: O6380091
Bed: 13 Bath: 12.5 Gar: 4 Liv Area Sq Ft: 6351 Built: 2020Monthly Fee: $697 Tax: $14,776 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$14,776
Remarks: Under contract-accepting backup offers. Welcome to 308 Southfield Street, a standout luxury vacation estate home in the exclusive Encore Resort at Reunion—one of Central Florida’s premier short-term rental communities. Built in 2020, this fully furnished 13 bedroom, 12.5 bathroom home spans 6,351 sq ft and comfortably accommodates up to 32 guests, making it an exceptional opportunity for both personal use and high-performing rental income. Offered fully furnished and turnkey, this is a true income-producing asset. The current owner has invested over $250,000 in upgrades, including new furnishings, cosmetic enhancements, and key improvements—allowing the next owner to step seamlessly into a proven operation. Designed for large groups, the open-concept living, dining, and kitchen space is bright, modern, and built to impress. The chef’s kitchen features dual refrigerators, dual dishwashers, premium appliances, and ample prep space. An 86-inch TV anchors the spacious living area, while the oversized dining space is perfect for gathering and entertaining. Entertainment is a highlight throughout. Both garages have been converted into fully equipped game rooms, while the upstairs loft features a unique spaceship-themed experience. A private movie theater adds another layer of luxury for guests to enjoy. The home offers two primary suites (one on each level), multiple themed bedrooms with bunk layouts, and a wheelchair-accessible first-floor suite—making it ideal for multi-generational stays and maximizing rental appeal. Step outside to a private resort-style pool and spa with a covered lanai, outdoor seating, and TV—perfect for year-round indoor-outdoor living. Encore Resort delivers a true resort lifestyle with a clubhouse, restaurants, water park, fitness center, sports courts, and concierge services—all just minutes from Disney, dining, shopping, and entertainment. A rare opportunity to own a fully upgraded, high-capacity vacation home in a prime location—priced to sell.
Listing Agent: Matt Dixon (407-965-8906)
225 CELEBRATION PL #316, KISSIMMEE, FL 34747
$188,000480 Days on yellowkey MLS ID: O6279113
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2008Monthly Fee: $1,408 Tax: $2,447 (2024)Community: Mona Lisa CelebCondo
Taxes:$2,447
Remarks: Direct your attention to this gorgeous corner suite with 2 bed-, 2 bathrooms and 2 BALCONIES with a relaxing view of Celebration’s natural beauty: this place is your Dream Getaway and investment! Enjoy this spacious fully furnished condo located within the upscale Melia Orlando Condo Hotel at Celebration. This condo offers a personal vacation space with the potential for a strong investment. Everything you need is already there. With quick and easy access to Orlando’s world-famous attractions: located just 3 miles from Walt Disney World, 9 miles from SeaWorld, and 14 miles from Universal Studios, as well as about 20 minutes to Orlando International Airport! This community allows the owners to stay up to 179 days and rent the rest of year! Or rent out for the entire year. This service can be provided by the Melia hotel management effectively during non-use periods, ensuring a hassle-free investment. This sunny condo on the 3d floor (elevators available) offers a convenient space for a big family with plenty of privacy, modern kitchen and outdoor balcony areas for relaxing and dinning to top of your vacation experience. The Master bedroom features a king-sized bed with desk to check your emails. The main living area has a couch that converts to a large hide-away bed with large LCD TV, and comfortable dining area. The resort-style amenities such as a fitness center, swimming pool, The Wilson Restaurant offering Americana cuisine, a dog park, 24-hour concierge service, and a vibrant bar are available right at the hotel. There are several famous restaurants and shopping areas within a short walking distance around the hotel and in picturesque Celebration downtown. Schedule an appointment to visit the property today!
Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)
Listing Agent: Iryna Harbar (321-666-2728)
7519 BLISS WAY #7519, KISSIMMEE, FL 34747
$299,00091 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: One or more photo(s) has been 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)
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