Location: Kissimmee
Keyword(s): West Side
Keyword(s) Middle School: West Side
Do Not Show Listings
7761 TOSTETH ST, KISSIMMEE, FL 34747
$650,000123 Days on yellowkey MLS ID: O6376480
0 Days Off yellowkey (back on 5/19/2026)
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2005Monthly Fee: $512 Tax: $7,208 (2025)Community: Windsor Hills Ph 3Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,208
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: West Side
Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Danilo Aquino (689-243-6300)
3177 FELTRIM PL #104, KISSIMMEE, FL 34747
$195,000562 Days on yellowkey MLS ID: O6257327
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 2008Monthly Fee: $485 Tax: $2,490 (2023)Community: Villas At Secret Lake CondoCondo
Taxes:$2,490
Tax Year: 2023
Remarks: This FULLY FURNISHED, FIRST FLOOR condo is ready for its next owner - for primary living or short and long-term rental! As you walk in, you are greeted by a large OPEN CONCEPT kitchen with tons of cabinets and countertop space, including a large breakfast bar seating area. Continuing through, you have a spacious dining and living area that looks out to your private patio! The primary suite features a WALK-IN CLOSET, oversized vanity, and updated tile WALK-IN SHOWER. The guest bedroom is set apart from the other allowing for added privacy, and also features a large vanity and tiled shower and tub. Stepping out from the living area, you have a serene COVERED PATIO with views of the nearby green space! The Villas at Secret Lake Condo Community features a clubhouse, community pool, fitness center, dog park, walking trails and more! Plus, the HOA fee includes cable, internet, water, trash, sewer, and exterior maintenance allowing for total easy and care-free living! The community is located just off US-192, allowing easy access to Walt Disney World, Margaritaville, I-4 and all of the area's best shopping, dining, and entertainment destinations. Add this home to your investment portfolio before it is gone!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sophia Gordon, Llc (239-898-1841)
2943 PADDINGTON WAY, KISSIMMEE, FL 34747
$399,90032 Days on yellowkey MLS ID: O6402195
REDUCED by $20,090 (4.8%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1840 Built: 1991 Tax: $1,808 (2025)Community: Lindfields Unit 3Single Family
Taxes:$1,808
Remarks: PRICE IMPROVEMENT! Experience the best of Florida living in this beautifully maintained pool home featuring a one-of-a-kind custom pool design, updated 2024 exterior paint, and nearly 1,900 square feet of inviting living space surrounded by a true tropical oasis setting. This move-in-ready gem offers the freedom of No HOA living while being just minutes from world-famous theme parks, shopping, dining, and entertainment. Imagine waking up to your own slice of paradise just 15 minutes from Walt Disney World. Imagine picking fresh pineapples from your garden, enjoying sunny afternoons poolside, and ending each day in the privacy and tranquility of one of the areas most established and desirable neighborhoods. Designed for both comfort and entertaining, this warm and welcoming home offers 1,840 square feet of living space — noticeably larger than many comparable 3- or 4-bedroom homes in the area. Built in 1991, the residence features 3 bedrooms, 2 bathrooms, and a spacious 2-car garage. The oversized primary suite serves as a true retreat, complete with direct access to the pool area and a spacious en-suite bath. Multiple living spaces provide flexibility for everyday living and entertaining, including a formal living and dining great room, family room, and an eat-in kitchen. Thoughtful updates include fresh exterior paint completed in 2024 and newly painted pool patio surfaces in 2026. With NO HOA or CDD, you’ll enjoy the flexibility to make this property your own — whether as a primary residence, vacation getaway, second home, or income-producing Airbnb opportunity. Step outside into your private tropical escape, where a custom designed Africa-like shaped pool creates a stunning focal point for unforgettable gatherings and peaceful evenings under the stars. The expansive painted pool deck, elegant paver walkways, mature landscaping, and multiple outdoor entertaining areas create a setting that feels both relaxing and secluded. Pineapple plants throughout the property add a charming tropical touch that perfectly captures the Florida lifestyle. This home has been lovingly maintained with major updates already completed, including a full roof replacement in 2017 (inspected in 2024), water heater (2020), professionally serviced A/C in September 2025, new pool pump (2024), and brand-new LG refrigerator (2025). More than just a home, this is a place to relax, entertain, invest, and create lasting memories, all while enjoying the comfort, privacy, and convenience of a prime Central Florida location. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
3133 YELLOW LANTANA LN, KISSIMMEE, FL 34747
$309,500455 Days on yellowkey MLS ID: O6285491
2 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1295 Built: 2006Monthly Fee: $594 Tax: $3,853 (2024)Community: Encantada Ph 01Spa: NoTownhouse
Taxes:$3,853
Elementary School: Westside Elem
Tax Year: 2024
Remarks: Short Sale. Short Sale. Third-party lender approval required. Vacant residential townhome sold as-is. Seller and listing broker make no representations or guarantees regarding lender approval or time frame. Buyer to verify all information and conduct due diligence. Nestled in Kissimmee, Florida, is this 3-bedroom, 2.5-bathroom Airbnb-approved townhome offering beautiful views and access to a community pool. Featuring a spacious open-concept living area, a fully equipped kitchen, full-size washer and dryer in a separate laundry room, plus ample storage, this home is perfect for comfortable living, a vacation retreat, or use as a short-term rental. Enjoy a private patio overlooking the lake with shopping, dining, and parks just minutes away. With a motivated seller and priced to sell, this property presents an incredible opportunity for investors and homeowners alike. Don’t miss the chance to make this versatile townhome yours!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lesly Hijar (321-347-7383)
3167A BRASILIA AVE, KISSIMMEE, FL 34747
$420,00072 Days on yellowkey MLS ID: O6383923
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2181 Built: 2018Monthly Fee: $648 Tax: $5,256 (2025)Community: Magic VillageSpa: YesTownhouse
Taxes:$5,256
Remarks: This beautifully maintained vacation home in the luxurious Magic Village Resort is an excellent opportunity for short-term rentals when not in personal use. Located in a gated community just minutes from major theme parks, shopping, and dining, it offers the perfect setting for enjoying time with family and friends, combining resort-style amenities with the privacy of a home. The property features a gourmet kitchen with stainless steel appliances, granite countertops, and solid wood cabinetry. Just off the family room, you’ll find a patio with an outdoor barbecue area, and dining space—ideal for entertaining. Upstairs, there are three spacious bedrooms and a private balcony, perfect for relaxing and unwinding. The home is fully furnished and professionally decorated, making it truly move-in or rental ready. This is a great opportunity at an attractive price point.
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Adrian Antunes, Sr (857-343-9065)
1885 GOBI DR, KISSIMMEE, FL 34747
$765,000101 Days on yellowkey MLS ID: O6383464
REDUCED by $5,000 (0.6%) on 05/19/2026
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)
9033 ALBA LN, KISSIMMEE, FL 34747
$334,500344 Days on yellowkey MLS ID: O6319729
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1530 Built: 2019Monthly Fee: $129 Tax: $3,721 (2024)Community: Murano At WestsideTownhouse
Taxes:$3,721
Remarks: Beautiful Townhome for Sale! Welcome to this Pristine 3-bedroom, 2.5-bathroom townhome featuring a spacious layout and thoughtful design. The first floor boasts elegant ceramic tile flooring, while the second floor offers cozy carpeting throughout. An attached 1-car garage provides added convenience. Upstairs, you’ll find the laundry area for easy access and functionality. Located in a desirable community close to shopping centers, hospitals, restaurants, Disney World, and a variety of outdoor activities. Enjoy quick access to major roadways including US-192, I-4, Highway 27, and SR-429. The Orlando International Airport is also just a short drive away. No CDD Fees! Don't miss out on this fantastic opportunity—schedule your showing today!
Listing is courtesy of: REILE REALTY CORP (321-299-5123)
Listing Agent: Reina Mendez (321-299-5123)
8906 ZURICH LN, KISSIMMEE, FL 34747
$559,00085 Days on yellowkey MLS ID: O6387866
2 Days Off yellowkey (back on 5/18/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2019Monthly Fee: $577 Tax: $8,739 (2025)Community: Windsor At Westside Ph 3ASingle Family
Taxes:$8,739
Remarks: Beautiful vacation home, fully furnished, ready to start your rental business. Kissimmee's most desirable resort communities. Near Disney parks, major roads, restaurants and shops. Clubhouse with resort-style pool, lazy river, gym, bar, sports courts & more. Property is actively used as a short-term rental. Future bookings may convey with the sale. Buyer must honor all existing reservations currently in place after closing. All bookings and rental agreements will be transferred to the new owner.
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Andreza Machado (407-988-6639)
7714 COMROW ST, KISSIMMEE, FL 34747
$585,00044 Days on yellowkey MLS ID: S5147850
0 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 1824 Built: 2004Monthly Fee: $171 Tax: $6,331 (2025)Community: Windsor Hills Ph 1Spa: YesSingle Family
Taxes:$6,331
Elementary School: Four Corner Elem
Remarks: Under contract-accepting backup offers. Beautiful 4-bedroom, 4-bath Pool Home in Premier Windsor Hills Resort. Income-Producing and Fully Furnished. Don't miss this exceptional opportunity to own a high-performing vacation rental in the highly sought-after Windsor Hills Resort, just minutes from Walt Disney World. This tastefully furnished and meticulously maintained 4-bedroom, 4-bathroom home offers a private screened-in heated pool and spa, with no rear neighbors and serene views of a large pond. Step inside to an open-concept layout with a spacious main living area, perfect for entertaining or relaxing after a day at the parks. Each bedroom features its own private en-suite bathroom, providing comfort and privacy for all guests. The home is being sold fully furnished, including a game room (garage-converted), updated stainless steel appliances, and all new kitchen cabinet doors and drawer fronts recently installed. Other upgrades include: newer roof (December 2024), newer air conditioning system (Sept 2023), ceiling fans in all bedrooms (and 2 on the lanai), new air hockey and foosball table in game room (March 2026). Windsor Hills is a guard-gated resort community with world-class amenities, including a clubhouse with a movie theater, game room, fitness center, on-site market and snack bar. Enjoy the lagoon-style heated pool, water park with kid’s slide, hot tub, multiple playgrounds, sports courts (basketball, tennis, volleyball, pickle ball), putting green, BBQ area, and more. This home is currently an active vacation rental and comes with future bookings already in place, offering an immediate return on investment. Whether you’re looking for a personal getaway or a proven income-generating property, this home has it all. Schedule your private showing today; you have to see it to truly appreciate everything it offers!
Listing is courtesy of: BRIDGE REALTY GROUP (407-966-4700)
Listing Agent: Rem Vonk (407-966-4700)
7639 WILMINGTON LOOP, KISSIMMEE, FL 34747
$965,000169 Days on yellowkey MLS ID: O6366508
REDUCED by $21,000 (2.1%) on 05/16/2026
Bed: 11 Bath: 10.0 Gar: 2 Liv Area Sq Ft: 4707 Built: 2015Monthly Fee: $697 Tax: $11,518 (2025)Community: Reunion West Ph 1 West & Ament Ctr RpltSpa: YesSingle Family
Taxes:$11,518
High School: Poinciana High School
Remarks: OHANA OASIS | 11-BEDROOM LUXURY SHORT-TERM RENTAL INCOME PROPERTY NEAR DISNEY Discover a fully reimagined 11-bedroom, 10-bathroom luxury retreat in ENCORE AT REUNION RESORT, just minutes from DISNEY, positioned as a high-performing SHORT-TERM RENTAL / AIRBNB INVESTMENT PROPERTY with projected $120K+ NET ANNUAL INCOME. This TURNKEY, INCOME-PRODUCING VACATION HOME has been professionally curated and renovated (Nov–Dec 2025) to maximize bookings, occupancy, and nightly rates, offering a true plug-and-play opportunity for investors seeking a NEAR DISNEY AIRBNB with immediate revenue potential. Branded as “Ohana Oasis,” the home features a cohesive tropical, island-inspired design intentionally created to stand out on AIRBNB AND VRBO, drive clicks, and convert bookings. The property offers 11 bedrooms including 9 ENSUITE BEDROOMS and THREE PRIMARY SUITES, ideal for large groups and repeat guest stays. The open-concept living space flows into a fully equipped kitchen with dual refrigerators, dual dishwashers, granite counters, shaker cabinetry, designed for high guest capacity and functionality, making it a top-tier SHORT-TERM RENTAL LAYOUT. Themed bedrooms and entertainment spaces elevate the guest experience and increase booking appeal, including a Flamingo Suite, a Lilo & Stitch-inspired “Ohana” room, a nautical “Sail Away” bedroom, and a highly desirable Harry Potter-themed room. A major standout feature is the STAR WARS–THEMED, CLIMATE-CONTROLLED GAME ROOM (2024 CONVERSION), equipped with arcade games, air hockey, foosball, and Xbox gaming systems, impactful features for AIRBNB PERFORMANCE AND GUEST RETENTION. Outdoor living is equally designed for guest enjoyment, featuring a private heated pool and spa, a spacious covered lanai, and a fenced tropical backyard, creating a resort-style experience that enhances reviews and repeat bookings. Located within Encore at Reunion, this property benefits from access to a 10-ACRE WATERPARK, resort-style pools, fitness center, sports courts, on-site dining, concierge services, and shuttle transportation to Disney, Universal, and SeaWorld-making it one of the most desirable SHORT-TERM RENTAL COMMUNITIES NEAR DISNEY. Additional value-added features include a recently completed interior renovation (2025), a converted climate-controlled Star Wars game room (2024), and professionally curated furnishings and décor designed specifically for high-performing short-term rental use. The home offers DUAL LAUNDRY ROOMS for operational efficiency, MULTIPLE PRIMARY SUITES for flexible guest accommodations, and a fully equipped kitchen with dual refrigerators and dishwashers to support large group stays. Outdoor enhancements include a private heated pool and spa, covered lanai, and fenced tropical landscaping for added privacy. Located within a GUARD-GATED RESORT COMMUNITY with included HOA services such as cable, internet, landscaping, and maintenance, this property offers a LOW-MAINTENANCE, TURNKEY OWNERSHIP EXPERIENCE ideal for investors. The HOA includes cable, internet, landscaping, pest control, and community maintenance, allowing for simplified ownership and strong net returns. Fully furnished and professionally designed, this TURNKEY AIRBNB INVESTMENT PROPERTY is ready to generate income from day one. This is a rare opportunity to acquire a high-capacity, design-forward, INCOME-PRODUCING SHORT-TERM RENTAL NEAR DISNEY with proven rental appeal and strong projected returns.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)
8101 COCONUT PALM WAY #205, KISSIMMEE, FL 34747
$229,00054 Days on yellowkey MLS ID: O6396286
REDUCED by $9,000 (3.8%) on 05/15/2026
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)
8042 KING PALM CIR, KISSIMMEE, FL 34747
$475,000193 Days on yellowkey MLS ID: O6361051
REDUCED by $25,000 (5.0%) on 05/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2000Monthly Fee: $270 Tax: $2,956 (2024)Community: Wyndham Palms Ph 01ASingle Family
Taxes:$2,956
Remarks: Beautifully maintained 4-bedroom, 3-bath home offering a spacious layout, modern updates, and a bright open-concept living area. This property features a private screened-in pool, well-appointed bedrooms, and a functional split-floor plan ideal for comfort and privacy. Perfect as a primary residence, vacation home, or investment property, with close proximity to major attractions, dining, and shopping. Move-in ready and located in a desirable community with resort-style amenities.
Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)
Listing Agent: Lisbey Tamayo Pa (786-514-9356)
9014 PELICAN COVE TRL, KISSIMMEE, FL 34747
$860,00043 Days on yellowkey MLS ID: O6399359
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4378 Built: 2018Monthly Fee: $726 Tax: $11,915 (2025)Community: Solara ResortSpa: YesSingle Family
Taxes:$11,915
Elementary School: None
Remarks: Seller will contribute $10,000 toward buyer’s closing costs or to buy down your interest rate! Turnkey Luxury Investment Home Just Steps from the Clubhouse in Solara Resort – Fully Furnished 9-Bedroom Model with Pool, Spa & Game Room... Now available is a rare opportunity to own a former model home in the exclusive, guard-gated Solara Resort—ideally located just steps from the clubhouse and world-class amenities. This beautifully appointed Naples II floor plan features 9 spacious bedrooms, 6.5 bathrooms, a large loft, a two-car garage, and comes fully furnished, making it a true turnkey investment. Meticulously maintained and still under builder warranty for another year, this home was previously a lease-back to Mattamy Homes and showcases over $100,000 in high-end upgrades. From the moment you walk in, you’ll be impressed by the open-concept layout, soaring ceilings, abundant natural light, and stylish design. The gourmet kitchen is a chef’s dream, featuring 42-inch cabinets, granite countertops, stainless steel appliances, and a large island with breakfast bar—perfect for casual meals and entertaining. The living and dining areas flow seamlessly onto a covered patio overlooking a private heated pool and spa, creating the perfect outdoor retreat for relaxation or hosting guests. The primary suite is conveniently located on the first floor and includes a walk-in closet and spa-like en-suite bath with dual vanities, soaking tub, and separate shower. Upstairs, themed bedrooms and a large loft with multiple big-screen TVs an immersive and fun-filled experience for guests, making this home highly desirable for short-term rentals. The garage has been transformed into a vibrant game room, further enhancing the home’s appeal on platforms like Airbnb and VRBO. With strong booking performance and an option for the seller to share future reservations, this is an investment opportunity you don’t want to miss. Located less than 15 minutes from Walt Disney World and with easy access to I-4, US-192, and US-27, the home offers unmatched convenience to Orlando’s top attractions, restaurants, and shopping destinations. The HOA includes internet, cable, landscaping, and access to one of Central Florida’s most impressive amenity centers. Solara Resort delivers the ultimate resort lifestyle, with a zero-entry pool, FlowRider surf simulator, water slides, poolside cabanas, bar and grill, on-site café, state-of-the-art fitness center, yoga lawn, splash zone, playground, marketplace, and sports courts for basketball, soccer, and volleyball. Whether you’re looking to generate passive income or create a luxurious family getaway, this property checks every box. With limited inventory and high demand in Solara Resort, opportunities like this are extremely rare. The motivated seller is open to offers and welcomes Realtor collaboration.
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)
Listing Agent: Glauco Pochine (407-600-8766)
9026 PAOLOS PL, KISSIMMEE, FL 34747
$535,00015 Days on yellowkey MLS ID: S5149922
Bed: 6 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2870 Built: 2011Monthly Fee: $209 Tax: $9,016 (2025)Community: Westside Prcl D CalabriaSpa: YesSingle Family
Taxes:$9,016
Remarks: Welcome to Calabria at Westside, where resort-style living meets everyday comfort just minutes from Central Florida’s world-famous attractions. Situated on a nicely sized corner lot in this beautifully maintained community, this Mediterranean-inspired pool home offers 6 bedrooms, 3 full bathrooms, 1 half bath, and a spacious upstairs family room, creating the perfect blend of flexibility, comfort, and style.From the moment you arrive, you’ll appreciate the curb appeal and welcoming feel of the neighborhood. Step inside to a spacious entryway accented by porcelain tile, with a formal dining room just off the foyer that could also serve beautifully as a home office or flex space.The heart of the home features an open-concept kitchen, living room, and dinette, designed for gathering and entertaining while enjoying views of the sparkling screened-in pool. The first floor also includes a convenient half bath, garage access, and a generously sized primary suite with sliding glass doors overlooking the pool, a walk-in closet, and a spacious ensuite bath.Upstairs, you’ll find a huge family room/bonus space that offers endless possibilities for a second living area, game room, or media space. The thoughtfully designed split-bedroom layout places 2 bedrooms and a full bath on one side, with 3 additional bedrooms and another full bath on the other. The largest upstairs bedroom is located at the front of the home and is currently being used as an impressive office space.Step outside to enjoy your screened-in lanai and private pool, perfect for relaxing after a day at the parks or entertaining family and friends.As an added bonus, the reasonable HOA includes lawn care, cable, and internet, making ownership even more convenient. And if you’d like to meet your neighbors, simply step outside for a stroll through this active, well-kept community where you’ll often see residents enjoying their daily walks with their four-legged family members.This is your opportunity to own a spacious, well-appointed Central Florida retreat in a sought-after location close to shopping, dining, and area attractions.
Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)
Listing Agent: Gene May Sandobal (321-353-6150)
8927 LEGACY CT #302, KISSIMMEE, FL 34747
$135,00022 Days on yellowkey MLS ID: OM724293
1 Days Off yellowkey (back on 5/14/2026)
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 636 Built: 2000Monthly Fee: $323 Tax: $2,167 (2025)Community: Legacy Dunes CondoCondo
Taxes:$2,167
Remarks: Exceptional investment opportunity in the heart of Kissimmee! This versatile property is approved for short-term rentals, making it the perfect option for Airbnb, vacation rental income, or a primary residence with outstanding earning potential offering flexibility for both investors and future end users. Ideally situated just minutes from Orlando’s world-famous attractions, including approximately 18 minutes to Walt Disney World Resort and Disney's Animal Kingdom, while also providing quick access to US-192. Enjoy being surrounded by endless dining, shopping, entertainment, and area attractions that make this location highly desirable for visitors and residents alike. Whether you’re looking to expand your investment portfolio or secure a property in one of Central Florida’s most sought-after rental markets, this opportunity delivers the perfect blend of location, convenience, and income potential. Don’t miss your chance to own in the thriving Kissimmee vacation corridor!
Listing is courtesy of: TCT REALTY GROUP LLC (352-895-9044)
Listing Agent: Romel Camacho (352-229-2986)
631 LASSO DR, KISSIMMEE, FL 34747
$989,000104 Days on yellowkey MLS ID: O6382195
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!
2808 LIDO KEY CT, KISSIMMEE, FL 34747
$515,00016 Days on yellowkey MLS ID: O6406836
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2006Monthly Fee: $482 Tax: $5,958 (2025)Community: Emerald Island Resort Ph 5BSingle Family
Taxes:$5,958
Remarks: **For Sale – Spacious 5BR Pool Home in Emerald Island Resort** Welcome to this beautifully maintained 5-bedroom, 4-full bathroom home located in the highly desirable Emerald Island Resort community. This property is an excellent opportunity for investors seeking a short-term rental, or for those looking for a perfect full-time residence in a resort-style, guard-gated neighborhood. Featuring a spacious split floor plan, the home offers comfortable living and a highly functional layout. The open-concept main living area includes a bright living room and dining room combination, along with a granite-counter kitchen complete with a breakfast bar, appliances, and plenty of cabinet space. The oversized primary suite is conveniently located on the first floor and features walk-in closets, a luxurious soaking tub, walk-in shower, and dual vanities. Also on the first floor is a versatile office, studio, or additional bedroom with closet access, along with a full bathroom ideal for guests. Upstairs, you’ll find three additional bedrooms and two full bathrooms, providing ample space for family and visitors. This home has been freshly updated with NEW interior paint throughout the entire property, including the pool deck and garage, as well as NEW waterproof luxury laminate vinyl flooring that enhances both style and durability. A NEW air conditioning system installed in 2025 adds comfort and energy efficiency. Additional highlights include a utility room with washer and dryer, a screened-in patio with private pool and spa, and a 2-car garage. The property is well-suited for entertaining, relaxing, or generating income as a short-term rental. The community offers outstanding resort-style amenities including a clubhouse, fitness center, playground, and scenic natural walking trails, all within a beautifully maintained environment. Residents also benefit from a 24/7 human-guarded gated entrance, providing an added sense of security and peace of mind. Ideally located just minutes from shopping, dining, grocery stores, Walt Disney World Resort, I-4, 429, Universal Studios Florida, and more. Don’t miss this incredible opportunity—schedule your private showing today.
Listing is courtesy of: FLORIDA TOP REALTY (407-731-9938)
Listing Agent: Anna Cheng Cheung (407-731-9938)
2721 LIDO KEY DR, KISSIMMEE, FL 34747
$450,00046 Days on yellowkey MLS ID: O6397773
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2004Monthly Fee: $367 Tax: $5,199 (2025)Community: Emerald Island Resort Ph 4Spa: YesSingle Family
Taxes:$5,199
Remarks: One or more photo(s) has been virtually staged. Welcome to “Shooting Star” – a fully furnished, turnkey vacation home in one of Central Florida’s top-performing short-term rental communities, Emerald Island Resort. Ideally located less than 3 miles from Walt Disney World Resort, this 4-bedroom, 3-bathroom pool home offers a proven blend of guest appeal, location, and income potential. Designed with both comfort and functionality in mind, the home features an open-concept layout with updated furnishings and spacious living areas ideal for hosting families and groups. The property comfortably accommodates up to 8 guests, with a well-designed bedroom configuration including a king suite, queen bedroom, and two additional rooms with twin beds. The family-sized kitchen offers generous prep space, ideal for short-term rental guests seeking convenience and flexibility during their stay. Each bedroom is outfitted with its own TV, enhancing the overall guest experience and increasing booking appeal. Step outside to a private screened-in pool and spa, creating a true Florida resort-style experience. The covered outdoor area and safety fence add both functionality and peace of mind for guests of all ages. Inside, the converted game room featuring a pool table and air hockey provides additional entertainment value, an important feature for maximizing occupancy and guest satisfaction. Located within Emerald Island Resort, one of the most sought-after gated vacation rental communities near Disney, owners and guests enjoy access to resort-style amenities including a clubhouse, community pool, fitness center, and more. This community continues to be a top choice for investors due to its proximity to the parks, strong rental demand, and consistent occupancy rates. Whether you’re looking to expand your investment portfolio or secure a personal vacation home with income potential, this property offers a rare opportunity to own in a proven short-term rental market near Disney.
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kelly French (352-988-4975)
7525 BLISS WAY, KISSIMMEE, FL 34747
$319,900253 Days on yellowkey MLS ID: O6345659
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1808 Built: 2007 Tax: $4,544 (2024)Community: Oakwater Condo Ph 2-6Townhouse
Taxes:$4,544
Remarks: PRICE IMPROVEMENT! SELLER MOTIVATED! *** Back on the market with recent upgrades *** Beautiful fully furnished 3-bedroom townhouse in a prime Kissimmee location, just 10 minutes from Disney. This well-maintained property features 2 full bathrooms plus a convenient half bath, offering comfort and functionality for residents and guests. Move-in ready and ideal for a primary residence, vacation home, or income-producing property with short-term or long-term rental potential. The home includes all furnishings with numerous recent upgrades: brand-new bedding throughout, new living room sofa, new area rug, new dining table and chairs, new kitchen breakfast table, and new light fixtures. The living room TV and the master suite TV are also brand new. The property is exceptionally clean and well cared for, with professionally cleaned carpet and inviting, comfortable living spaces. Excellent location with convenient pedestrian access to Walmart via the same sidewalk and close proximity to restaurants, shopping, and major attractions.Turnkey opportunity in one of Kissimmee’s most desirable areas
Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)
Listing Agent: Roseli Pereira (407-793-7345)
2333 SILVER PALM DR, KISSIMMEE, FL 34747
$321,900192 Days on yellowkey MLS ID: S5138500
REDUCED by $4,000 (1.2%) on 05/13/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2002Monthly Fee: $200 Tax: $3,666 (2024)Community: Windsor Palms Twnhms Ph 3ASpa: NoTownhouse
Taxes:$3,666
Remarks: Fully Furnished 3-Bed End Unit in the highly sought after Windsor Palms Resort! Resort-style living at its best and just minutes from Disney World and Margaritaville. This fully furnished, turnkey home features charming decor throughout and is zoned for short-term rental, perfect as a vacation home or investment property, and also ideal for long-term or residential living. The open-concept floor plan seamlessly connects the kitchen and living area, filled with natural light and overlooking the private pool area. A downstairs bedroom with a full bath provides great flexibility for multi-generational living or guests. Upstairs, enjoy the spacious two bedrooms, each with ensuite bathrooms, plus a laundry area with washer and dryer. Updates include fresh interior paint (2021), new exterior paint (2025), new pool heater (2025), and new mattresses (2023). Relax by your private plunge pool or take advantage of resort amenities—clubhouse, pool, movie theater, fitness center, basketball courts and tennis courts - all within a secure, gated community. Don’t miss your chance to own a piece of paradise just minutes from Central Florida’s top attractions! Schedule a showing today!
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Virginia Bibby (407-749-8148)
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