Location: Kissimmee
Keyword(s): West Side
Keyword(s) Middle School: West Side
Do Not Show Listings
8836 DUNES CT #208, KISSIMMEE, FL 34747
$275,000300 Days on yellowkey MLS ID: O6344221
REDUCED by $4,000 (1.4%) on 06/18/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1377 Built: 2000Monthly Fee: $640 Tax: $3,428 (2024)Community: Legacy Dunes CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,428
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2024
Middle School: West Side
Remarks: Stunning Fully Renovated 4-Bedroom Condo – Prime Location, Fully Furnished & Airbnb-Ready Welcome to your dream investment or future home! This beautifully renovated 4-bedroom, 2 full bathroom condo offers a perfect blend of comfort, style, and functionality. Every inch of this property has been thoughtfully updated to meet the needs of modern living, making it move-in ready for homeowners, long-term renters, or short-term guests. Step inside to an open floor plan that seamlessly connects a spacious living room and an elegant dining area, both ideal for entertaining or relaxing with family. The kitchen comes fully equipped with included appliances and plenty of cabinet space, perfect for home cooking or hosting. All four bedrooms are generously sized, offering ample space and privacy. One of the bedrooms even features a unique themed design, perfect for kids or as a standout feature for Airbnb guests. This condo comes fully furnished, so you or your tenants can settle in with ease. Highlights include brand new vinyl flooring, a brand new roof (2025), and modern finishes throughout. Whether you're looking to live in, rent annually, or start a short-term rental business, this property is a turnkey opportunity. Located in a highly desirable neighborhood, you're just minutes from top-rated schools, shopping centers, restaurants, and all major conveniences. With its location, condition, and flexibility, this condo checks all the boxes for investors and homeowners alike. Don’t miss your chance to own this exceptional, all-renewed property — schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Fernanda Pizzamiglio (508-364-4606)
1174 SEASIDE MIST TRL, KISSIMMEE, FL 34747
$328,400118 Days on yellowkey MLS ID: O6390614
REDUCED by $20,200 (5.8%) on 06/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1654 Built: 2023Monthly Fee: $253 Tax: $6,154 (2025)Community: Soleil At WestsideTownhouse
Taxes:$6,154
Tax Year: 2025
Remarks: Excellent opportunity for investors or buyers looking for immediate rental income. This well-maintained 3-bedroom, 2.5-bath townhome is located in the desirable Soleil at Westside community, just minutes from Walt Disney World, major attractions, shopping, and dining. The property is currently tenant-occupied, month to month allowing the new owner to benefit from immediate rental income from day one. This makes it an ideal investment for those seeking a turnkey rental property in one of Central Florida’s most sought-after area. The home features a modern open-concept layout, spacious bedrooms, and a functional floor plan designed for comfortable living. Residents of the community enjoy convenient access to nearby resorts, entertainment, and major highways connecting to Orlando and surrounding areas.
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Ayrys Torres (407-227-5046)
3308 TRANQUIL TRL, KISSIMMEE, FL 34747
$370,000395 Days on yellowkey MLS ID: O6317867
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1365 Built: 2023Monthly Fee: $198 Tax: $3,705 (2025)Community: Hub At WestsideTownhouse
Taxes:$3,705
Remarks: FURNISHED TURNKEY UNIT - Welcome to 3308 Tranquil Trail, Kissimmee, FL 34787 — a fully furnished, newer construction home that’s the perfect turn-key short term rental investment or primary residence. Ideally located just minutes from Orlando International Airport (MCO), Walt Disney World, Universal Studios, and International Drive, this property offers unbeatable access to Central Florida’s top attractions. With modern finishes and an open-concept layout, this home is move-in ready and offers flexibility for short-term rentals, long-term leasing, or full-time living. Whether you’re looking to invest or settle down, this property is ready to meet your needs!
Listing is courtesy of: PREMIER BROKERS INTERNATIONAL (561-855-6179)
Listing Agent: Gabriela Santiago (515-554-8713)
2477 THACKER TRL, KISSIMMEE, FL 34747
$990,000101 Days on yellowkey MLS ID: O6395094
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2554 Built: 2003Monthly Fee: $52 Tax: $5,350 (2025)Community: Happy Trails Unit 3 UnrecSingle Family
Taxes:$5,350
Remarks: Peaceful living at its finest in Happy Trails, a gated community, minutes from the Disney Resort! Renovated 4/3 main house with separate 927 sf in law quarters and office/studio with 483 sf. This property is ideal for extended and multi generational families. Brand new kitchen with solid wood cabinets, butler's pantry, quartz countertops and stainless steel appliances. All 3 bathrooms remodeled in 2025 with quartz countertops, wood cabinets and high end fixtures. Brand new engineered wood flooring with wide baseboards installed throughout and interior freshly painted. Ugrades include new hot water heater 2025, Metal roof 10/21, 2 zone ac 6/21 and new window treatments throughout. Bring your horses, this property is Equestrian ready with room in barn for horse stalls or large storage area & fenced paddock. Property includes 6.2 acres. There are 2 separate adjacent lots also available for sale.
Listing is courtesy of: UNITED REALTY GROUP INC. (407-250-4852)
Listing Agent: Mirta Sucena (786-367-7307)
2756 LIDO KEY DR, KISSIMMEE, FL 34747
$460,00062 Days on yellowkey MLS ID: S5148950
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2005Monthly Fee: $367 Tax: $5,126 (2025)Community: Emerald Island Resort Ph 5BSpa: NoSingle Family
Taxes:$5,126
Remarks: Booked from June 16 to Junly 20! Welcome to this spacious and well-maintained home located in one of Kissimmee’s most desirable short-term rental friendly communities. This property features 5 bedrooms, 3 bathrooms, a bright and open floor plan with generous living and dining spaces, perfect for entertaining guests or enjoying family time. 1) hard floor in 2017 2) new pool water pump in 2019 3) new range in 2022 4) new dishwasher in 2024 5) new water heater in 2024 6) new refrigerator in 2025 7) new AC in 2020 The kitchen offers ample cabinetry, modern appliances, new fridge, and a functional layout that flows seamlessly into the main living area. The home includes comfortable bedrooms with plenty of natural light, while the primary suite provides a relaxing retreat with a private en-suite bathroom. Step outside to enjoy your own private outdoor space—perfect for relaxing after a day at the parks or hosting gatherings. Many homes in this area also feature private pools or patio areas (verify specific property features). Ideally located just minutes from Walt Disney World Resort, as well as shopping, dining, golf, and entertainment. Easy access to major highways makes commuting to Orlando and surrounding areas a breeze. Whether you're looking for a primary residence, vacation home, or investment property, this home offers excellent potential in a high-demand location. Don’t miss this opportunity—schedule your showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
3209 ENERGY DR, KISSIMMEE, FL 34747
$329,500207 Days on yellowkey MLS ID: O6367611
4 Days Off yellowkey (back on 6/16/2026)
REDUCED by $400 (0.1%) on 06/05/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1360 Built: 2024Monthly Fee: $227 Tax: $4,417 (2025)Community: Hub At Westside ReserveTownhouse
Taxes:$4,417
Elementary School: Westside Elem
Remarks: Under contract-accepting backup offers. Price to Sell, less than 2 years old, a beautiful and well-appointed 3-bedroom, 3-bath home located in the heart of Kissimmee, FL! This exceptional property offers the perfect combination of comfort, style, and convenience—ideal as a primary residence, vacation home, or investment opportunity. The home features a spacious and functional layout filled with natural light, an open living and dining area perfect for entertaining, and a well-equipped kitchen with ample storage. Each bedroom is generously sized, including a private primary suite, while three full bathrooms provide maximum comfort and flexibility for family members and guests. Enjoy Florida living with a private outdoor space ideal for relaxing or hosting gatherings. Conveniently located just minutes from world-renowned theme parks, shopping, dining, major highways, and entertainment, this property offers both lifestyle and strong rental potential. Whether you’re looking for a place to call home or a smart investment in one of Central Florida’s most desirable markets, this property is a must-see. Schedule your private showing today—this opportunity won’t last!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Mulcy Tenorio (407-403-8229)
3012 SECRET LAKE DR, KISSIMMEE, FL 34747
$310,00097 Days on yellowkey MLS ID: O6395642
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $19,000 (5.8%) on 04/29/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1470 Built: 2011Monthly Fee: $594 Tax: $4,208 (2025)Community: Encantada Ph 2Spa: YesTownhouse
Taxes:$4,208
Remarks: Under contract-accepting backup offers. This beautifully furnished 3-bedroom, 2.5-bath townhome in the GATE GUARDED Encantada Resort offers a rare combination of immediate rental readiness, flexible zoning, and prime location near Walt Disney World—making it an ideal addition to any real estate portfolio. ZONED FOR SHORT TERM RENTAL and LONG TERM RENTAL, this property gives investors maximum flexibility to optimize rental strategy and cash flow. Whether you’re targeting vacation renters, seasonal guests, or long-term tenants, this home is positioned to perform. What truly sets this property apart is its CUSTOM MURAL ARTWORK by a local Orlando artist, transforming each bedroom into a one-of-a-kind themed experience. From vibrant, immersive designs inspired by favorites like Encantada, Mulan, Star Wars and Spider-Man, every room offers a unique, memorable stay that stands out in the competitive short-term rental market—helping drive higher bookings, repeat guests, and premium nightly rates.The interior features a spacious open-concept floor plan designed for guest comfort and functionality, with durable ceramic tile flooring on the main level and granite countertops in the kitchen for a modern, low-maintenance finish. A first-floor laundry room and guest bathroom add convenience for both owners and renters. The home comes FULLY FURNISHED, allowing for a seamless transition to immediate occupancy or rental income from day one. Step outside to a private patio space with a hot tub, perfect for relaxing after a day at the parks—an attractive feature for short-term guests seeking a resort-style experience. Encantada Resort is a high-demand vacation community known for its robust amenities, which significantly enhance rental appeal, including: Multiple resort-style pools and spa, Clubhouse with on-site restaurant and bar, Fitness center, Scenic walking trails and lake with fishing dock, Playgrounds and family-friendly recreation areas and 24-hour guard-gated security. Strategically located in the heart of Central Florida’s tourism corridor, the property is just minutes from Walt Disney World Resort, with easy access to major highways, shopping centers, dining, and Orlando’s world-renowned attractions—ensuring consistent rental demand year-round. This is a true turnkey investment with strong potential for short-term rental income, appreciation, and personal use flexibility. Opportunities like this in established resort communities are limited—secure your foothold in one of Orlando’s most desirable vacation rental markets.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Sandra Velasquez (407-718-6244)
3191 BRASILIA AVE, KISSIMMEE, FL 34747
$450,00083 Days on yellowkey MLS ID: O6398263
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2396 Built: 2019Monthly Fee: $530 Tax: $5,582 (2025)Community: Magic Village RepTownhouse
Taxes:$5,582
Elementary School: Four Corner Elem
Remarks: This beautifully maintained townhome offers a 4-bedroom, 4-full-bath, 1-half-bath luxury townhome, a large Laundry Room, ideally located in one of Central Florida’s most desirable communities. Level up to the featuring soaring ceilings and a spacious open-concept layout, this home offers a bright and airy atmosphere perfect for both comfortable living and entertaining. Elegant design, modern finishes, and thoughtful details make this residence a standout, combining style, functionality, and excellent investment potential. At the heart of the home, the designer-caliber kitchen has been beautifully updated with modern finishes, offering both style and functionality for everyday living or hosting guests. A tankless water heater enhances efficiency and provides continuous comfort. Step outside to your private balcony, where you can unwind while enjoying breathtaking views toward Disney's Animal Kingdom, delivering a truly magical and one-of-a-kind experience. If you're seeking a Vacation Home in an elegant Resort Retreat this property is completely turnkey and ready to impress. Ideal for Disney Park enthusiast. Property features: 4 Bedrooms, 4 Full Bathrooms, a Half Bath, soaring ceilings & open-concept design, Updated, high-end designer kitchen, Energy-efficient tankless water heater, Private balcony from Primary Bedroom with a view to Animal Kingdom's backyard. This property is ideal for Airbnb, investment, or second home. Ideally located just minutes from Walt Disney World, Margaritaville Resort Orlando, and a vibrant mix of shopping, dining, and entertainment, this is a rare opportunity to own a home that seamlessly blends luxury living with strong income potential.
Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)
Listing Agent: Anna Bipat (718-216-0965)
8128 YELLOW CRANE DR, KISSIMMEE, FL 34747
$365,00075 Days on yellowkey MLS ID: O6402487
0 Days Off yellowkey (back on 6/11/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2707 Built: 2002Monthly Fee: $86 Tax: $6,704 (2025)Community: Oak Island CoveSingle Family
Taxes:$6,704
Remarks: This expansive five-bedroom, four-bath residence offers over 2,700 square feet of living space and is perfectly positioned in a highly desirable location. Brimming with potential, this property presents a rare opportunity with vision to transform it into a truly exceptional home. With generous room sizes, a versatile layout, and strong structural footprint, this home is ideal for a complete renovation tailored to your personal style or investment goals. Properties of this size in such a prime area are increasingly hard to come by, making this a unique chance to create significant value. Whether you’re looking to design your dream home or secure a promising investment in a sought-after neighborhood, this property is a canvas ready for its next chapter
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Neal Lovell (407-466-1529)
9033 FLAMINGO KEY WAY, KISSIMMEE, FL 34747
$574,000486 Days on yellowkey MLS ID: O6289623
REDUCED by $1,000 (0.2%) on 06/11/2026
Bed: 6 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2987 Built: 2018Monthly Fee: $550 Tax: $7,658 (2023)Community: Solara ResortSingle Family
Taxes:$7,658
Tax Year: 2023
Remarks: Step into the magic of Solara Resort and discover this exquisitely themed 6-bedroom, 4.5-bath vacation home—perfectly designed for short-term rentals ! Fully TURN-KEY and SHORT-TERM RENTAL APPROVED, this luxurious villa comes with an expertly curated furniture package, ensuring maximum rental income potential from day one. FULLY FURNISHED. This spacious retreat features themed bedrooms, a cozy upstairs family lounge, and plenty of room for guests to relax and unwind. Outside, enjoy your private screened pool and hot tub, ideal for family barbecues or a refreshing dip after a day at the parks. Located just minutes from world-renowned attractions like Walt Disney World, Universal Studios, SeaWorld, and Disney Springs, this home is perfectly positioned for vacationers. Florida’s famous beaches and I-Drive are also a short drive away. As part of Solara Resort, guests have access to top-tier amenities, including: Heated grand pool, FlowRider® Surf Simulator , On-site bar & grill and coffee bar , Fitness center , Sand volleyball, soccer field, and basketball court ,Indoor/outdoor lounges & workstations Playground and hangout center, Poolside cabanas & sundries store This themed villa is not only a show-stopper in design but also a prime investment opportunity. Whether you're seeking a vacation retreat or an income-producing short-term rental, this is the ultimate property to own in Solara Resort. Opportunities like this don’t last—make this income-generating vacation home yours today!
Listing is courtesy of: GLOBAL SAPPHIRE REALTY LLC (862-276-4143)
Listing Agent: Dennesha Leachman (321-638-7738)
8881 RHODES ST, KISSIMMEE, FL 34747
$525,000184 Days on yellowkey MLS ID: TB8462660
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2016Monthly Fee: $563 Tax: $7,694 (2025)Community: Windsor At Westside Ph 1Spa: YesSingle Family
Taxes:$7,694
Remarks: 100K Dropped! This luxurious vacation home comes fully furnished with a beautiful upgraded custom furniture package including granite counter tops in the kitchen and all bathrooms, stainless steel appliances, tile throughout the main living area and all bathrooms, upgraded lighting fixtures in the kitchen and dining room area, custom themed rooms and interior paint, TVs in all rooms, beautiful screened pool area with paver deck and covered lanai. All appliances are energy efficient along with energy efficient (15 seer) air conditioning units, LOW-E dual pane windows and much more. Amenities include: 8000 square foot resort style clubhouse, resort style heated pool and spa, wireless internet on the pool deck, lazy river, state of the art fitness center, poolside cabana's, on site store, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more. The house is an active rental program, very popular with vacationers. All homes at Windsor at Westside include: fully maintained landscaping, internet, cable and daily garbage pick up. This community is located minutes from Walt Disney World, golf courses, shopping, grocery stores, the airport and all major attractions.
Listing is courtesy of: BRIGHT REALTY GROUP LLC (813-240-7744)
Listing Agent: Yongkai Zheng (678-979-6850)
8404 RISING STAR CT, KISSIMMEE, FL 34747
$595,000296 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
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)
8424 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747
$260,00066 Days on yellowkey MLS ID: O6404613
REDUCED by $10,000 (3.7%) on 05/28/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1291 Built: 2003Monthly Fee: $305 Tax: $3,501 (2025)Community: Emerald Island Resort Ph 2Townhouse
Taxes:$3,501
Remarks: Welcome to 8424 Crystal Cove Loop, a stunning retreat in the heart of Kissimmee, FL, where comfort meets convenience just minutes from world-famous attractions. This beautifully maintained 3-bedroom, 2.5 bathroom home is nestled in the sought-after Emerald Island Resort community, offering an unbeatable combination of style, location, and amenities. Step inside to discover an open and airy floor plan bathed in natural light. The spacious living area flows seamlessly into a well-appointed kitchen featuring newer Whirlpool stainless steel appliances, and plenty of cabinet space—perfect for whipping up family meals or entertaining guests. Also included is an all new LVP flooring throughout, updated Rheem hot water heater, polywood balcony and a Nest Doorbell. The master suite is a true sanctuary, complete with a private en-suite bathroom and walk-in closet, while additional bedrooms provide ample space for family or visitors. The HVAC system is new in 2025, with UV light system and WIFI thermostat. Outside, you’ll find your very own slice of paradise. The lanai and view of the community pool make for the ultimate spot to unwind after a long day, whether you're soaking up the Florida sunshine or enjoying a quiet evening under the stars. The home also comes fully furnished, making it an ideal turn-key opportunity for investors or families seeking a vacation home. As part of Emerald Island Resort, you’ll have access to incredible amenities, including a clubhouse, heated community pool, fitness center, tennis courts, and playgrounds—not to mention 24-hour gated security for peace of mind. Located just a short drive from Disney, shopping, dining, and entertainment, this property truly has it all. Don’t miss your chance to own this gem in one of Central Florida’s premier communities. Schedule your private showing today and start living the Florida dream!
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Jill Kline Royka Kline (330-715-1740)
3024 BRANSBURY CT, KISSIMMEE, FL 34747
$399,99938 Days on yellowkey MLS ID: O6413949
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1991 Tax: $2,553 (2025)Community: Lindfields Unit 01Spa: NoSingle Family
Taxes:$2,553
Remarks: NO HOA! NO CDD! Short and Long Term Allowed! Excellent Location! Located just minutes from the major highways! This 3 bed/2 bathroom offering vaulted ceilings, and a screen enclosed, in-ground pool. Formal living and dining rooms are great for entertaining. The upgraded kitchen offers granite countertops, backsplash, stainless steel appliances and lots of cabinets space, as well as spacious dinette area . Perfectly for those seeking a full time residence or investment property. This is the one you’ve been waiting! Schedule your private showing today!
Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)
Listing Agent: Cassius De Moura (407-989-0007)
8811 MACAPA DR, KISSIMMEE, FL 34747
$735,000148 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
Taxes:$11,694
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)
1885 GOBI DR, KISSIMMEE, FL 34747
$740,000145 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)
308 SOUTHFIELD ST, KISSIMMEE, FL 34747
$1,350,000157 Days on yellowkey MLS ID: O6380091
0 Days Off yellowkey (back on 6/4/2026)
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)
8029 KNEE DEEP RD, KISSIMMEE, FL 34747
$679,000279 Days on yellowkey MLS ID: O6348965
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1564 Built: 2021Monthly Fee: $592 Tax: $11,482 (2024)Community: Rolling Oaks Ph 6BSpa: YesSingle Family
Taxes:$11,482
Remarks: Experience the Margaritaville lifestyle! This charming 3-bedroom, 3-bath cottage with a full, transferable booking calendar is the perfect blend of fun and investment potential. Located in Margaritaville Resort Orlando, this home offers resort-style living just minutes from Disney, shopping, and dining. Inside, enjoy a bright, open floor plan with stylish “wood” tile floors, ceiling fans, and a chef-inspired kitchen featuring quartz countertops, stainless steel appliances, and an abundance of counter space perfect for morning coffee and evening cocktails. French doors lead to a private backyard oasis with a heated pool and spa, ideal for relaxing or entertaining. The first-floor primary suite includes a nicely appointed en-suite bath, while second-floor has an alternate primary suite with en-suite bath, a guest bedroom -plus a bonus "half" bedroom or small retreat area and another full bath (sleeps up to nine total). This cottage comes fully furnished with the Margaritaville-approved furniture package—including décor, kitchenware, linens, and TVs—all included in the list price. Enjoy access to resort amenities: multiple pools, fitness center, water park, and Sunset Walk with 20+ restaurants, bars, shops. Live every day like you’re on vacation!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
3050 PIRATES RETREAT CT #307, KISSIMMEE, FL 34747
$264,950310 Days on yellowkey MLS ID: S5134118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1445 Built: 2007Monthly Fee: $684 Tax: $3,905 (2024)Community: Caribe Cove Ph 02 CondoCondo
Taxes:$3,905
Remarks: Discover a hidden Disney gem at Caribe Cove! This stunning 2-bedroom, 2-bath condo boasts 1,445 sq ft of living space with serene nature views. Located on the 3rd floor, this remodeled end unit is perfect for families or as a vacation home/investment property. Fully furnished and turnkey, the floorplan offers plenty of room for everyone. The spacious living room opens to a screened lanai overlooking nature, while the central dining room connects to a kitchen filled with cabinet space, stainless steel appliances, and a breakfast bar. The cozy master suite includes its own screened lanai, ideal for a peaceful morning coffee, and an adjoining bathroom with dual vanities, an upgraded walk-in shower, and a garden tub. The Star Wars-themed bedroom has two twin beds, a walk-in closet, and access to the guest bathroom. A laundry room adds convenience. Beautifully decorated with custom paintings, this home feels brand new. Recent updates include a newer AC unit and hot water tank. Caribe Cove is a gated community with fantastic amenities like a clubhouse, pool, spa, fitness center, and more. HOA fees cover community amenities, cable, security, exterior maintenance, trash, and sewer. Conveniently located near attractions, Hwy 192, and US 27 for great shopping and dining options. Virtual tour available—schedule your private tour today!
Listing is courtesy of: IMAGINE GLOBAL (407-603-1411)
Listing Agent: Christina Daugherty (407-921-9025)
8101 COCONUT PALM WAY #205, KISSIMMEE, FL 34747
$219,90098 Days on yellowkey MLS ID: O6396286
REDUCED by $9,100 (4.0%) on 06/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 2001 Tax: $3,188 (2025)Community: Wyndham Palms Ph 3Condo
Taxes:$3,188
Remarks: SHORT TERM RENTAL *** Located in a guard-gated resort community in Kissimmee, this property offers the perfect blend of convenience, lifestyle, and investment potential. Just minutes from Walt Disney World, approximately 3 miles from Disney's Animal Kingdom, and about a mile from Margaritaville Resort Orlando. The community itself is rich with resort-style amenities, including a saltwater pool, hot tub, kiddie pool, concierge services, a game room with billiards and arcade, a 58-seat movie theater, business center, fitness facility, sports courts, playground, BBQ areas, and scenic walking paths. This second-floor condo features a spacious 1,268 sq. ft. layout with three bedrooms and two full bathrooms, thoughtfully designed with a split-bedroom floor plan that enhances privacy—ideal for full-time living, a vacation getaway, or a short-term rental as permitted by zoning. The home is filled with natural light and includes a fully equipped kitchen with recently updated appliances, along with a screened-in balcony perfect for relaxing. Additional highlights include open parking and a walking path directly behind the building. The community allows short-term rentals, providing excellent income potential when the property is not in personal use. A Master HOA maintains the amenities and common areas, while the condo association covers essentials such as water, high-speed internet, exterior maintenance, roof, and staircases.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
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