Location: Kissimmee
Keyword(s): West Side
Keyword(s) Middle School: West Side
Do Not Show Listings
8811 MACAPA DR, KISSIMMEE, FL 34747
$740,00052 Days on yellowkey MLS ID: O6382041
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)
7755 WESTLAND DR, KISSIMMEE, FL 34747
$559,00026 Days on yellowkey MLS ID: O6389916
REDUCED by $15,000 (2.6%) on 04/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2363 Built: 2020Monthly Fee: $697 Tax: $10,131 (2025)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$10,131
High School: Poinciana High School
Remarks: Step into the ultimate Florida lifestyle, a stunning 4-bedroom, 3-bathroom sanctuary where luxury meets high-energy entertainment! Ideally situated on a premium corner-end lot, this home offers rare seclusion with only one neighbor and a peaceful, open view to the rear and side. This meticulously maintained, turnkey masterpiece comes fully loaded and move-in ready — literally just bring your suitcase or start your journey as a vacation rental owner on day one. From the spacious open floor plan to the versatile upstairs loft, every inch of this home screams "vacation vibes." The garage has been professionally transformed into a stylish, custom game room featuring a pool table and foosball, and unique wall-mounted games. Ensuring the fun never stops, head outside to the private open-air pool deck that serves as the perfect sun-drenched escape for soaking up the Florida heat and cooling off after a long day at the parks. Living here means saying goodbye to stress and hello to world-class convenience, as your HOA comprehensively covers cable, fiber internet, landscaping, exterior pest control, trash, and 24/7 guard-gated security. As part of the elite Reunion West community, you are steps away from a state-of-the-art fitness center, multiple sparkling pools, spas, and the lush Linear Park. For those who crave the peak of resort living, a Reunion Resort membership grants you access to an unparalleled playground featuring three world-class signature golf courses, a multimillion-dollar water park, 12 swimming pools, and championship-grade tennis and pickleball courts. Indulge in award-winning dining at six onsite restaurants, utilize the full-service concierge for Disney tickets and shuttles, or pamper yourself at the world-class spa and salon. As Walt Disney once said, "If you can dream it, you can do it," and this remarkable property is the manifestation of that dream. Whether you’re looking for a peaceful primary residence or a promising investment near the magic of the theme parks, this remarkable home is ready for its next chapter.
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Tony Ubaldini (407-242-6781)
8520 LA ISLA DR, KISSIMMEE, FL 34747
$569,90068 Days on yellowkey MLS ID: O6377229
Bed: 7 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3599 Built: 2003Monthly Fee: $367 Tax: $7,127 (2025)Community: Emerald Island Resort Ph 3Spa: YesSingle Family
Taxes:$7,127
Elementary School: Westside Elem
Remarks: One or more photo(s) has been virtually staged. SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED RESORT COMMUNITY MINUTES FROM DISNEY — 7 BEDROOMS, 6 BATHS, PRIVATE SCREENED POOL + SPA, AND LEASED/ASSUMABLE SOLAR.Welcome to 8520 LA ISLA DRIVE, a 7-BEDROOM, 6-BATH SINGLE-FAMILY RESIDENCE located inside the highly sought-after EMERALD ISLAND RESORT, one of Central Florida’s most established SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED COMMUNITIES. Built in 2003, this two-story home offers 3,599 HEATED SQ FT (5,273 TOTAL SQ FT) and sits on a 0.18-ACRE LOT (7,797 SQ FT) with SOUTHEAST FRONT EXPOSURE and a PRIVATE SCREENED GUNITE POOL + SPA (14x32)—a layout designed to support VACATION RENTALS, MULTI-GENERATIONAL LIVING, OR LARGE HOUSEHOLDS, with BEDROOMS AND BATHROOM ACCESS ON BOTH FLOORS. The home showcases durable Florida construction with BLOCK AND STUCCO EXTERIOR, SHINGLE ROOF, and a 2-CAR ATTACHED GARAGE, all within a resort setting featuring SIDEWALKS AND PRIVATE ROADS. Inside, the OPEN FLOORPLAN connects the LIVING, DINING, AND FAMILY AREAS, highlighted by CERAMIC TILE THROUGHOUT THE FIRST FLOOR for easy upkeep, while NATURAL LIGHT and sliding doors create effortless indoor-outdoor flow to the POOL AND LANAI. The centrally located KITCHEN includes MODERN APPLIANCES, AMPLE CABINETRY, EXTENSIVE COUNTER SPACE, and a BREAKFAST BAR, making it ideal for hosting and daily function. A FIRST-FLOOR GUEST SUITE WITH A FULL BATH adds flexibility, and the bath offers DIRECT ACCESS TO THE POOL AREA, a major convenience for guests; plus, a DEDICATED OFFICE WITH FRENCH DOORS supports remote work, property management, or flex use. Upstairs, BRAND-NEW CARPET (DEC 2023) adds comfort across SIX ADDITIONAL BEDROOMS, each with EASY ACCESS TO A BATHROOM, and the PRIMARY SUITE overlooks the backyard/pool with DUAL VANITIES, GARDEN TUB, SEPARATE SHOWER, AND A LARGE WALK-IN CLOSET. Outdoors, the SCREENED ENCLOSURE, SPACIOUS POOL DECK, and COVERED LANAI create a true Florida retreat for relaxation and entertaining, and SOLAR PANELS (LEASED AND ASSUMABLE) contribute to ENERGY EFFICIENCY and potential utility savings. As part of EMERALD ISLAND RESORT, owners and guests enjoy RESORT-STYLE AMENITIES including a GUARD-GATED ENTRANCE, CLUBHOUSE, COMMUNITY POOL, PLAYGROUND, PARKS, AND SIDEWALKS, and SHORT-TERM RENTALS ARE PERMITTED (MLS indicates MINIMUM LEASE PERIOD: 1–7 DAYS; buyer to verify HOA and Osceola County requirements). The location is outstanding—MINUTES TO DISNEY, close to HWY 192, CELEBRATION, shopping and dining, and a straightforward drive to ORLANDO INTERNATIONAL AIRPORT—with the added benefit of FLOOD ZONE X and OPUD ZONING supporting the planned resort environment. SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED RESORT COMMUNITY MINUTES FROM DISNEY — 7 BEDROOMS, 6 BATHS, PRIVATE SCREENED POOL + SPA, AND LEASED/ASSUMABLE SOLAR.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Charles Watson (818-321-6494)
2336 SILVER PALM DR, KISSIMMEE, FL 34747
$290,00032 Days on yellowkey MLS ID: O6388364
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1440 Built: 2003Monthly Fee: $200 Tax: $4,258 (2025)Community: Windsor PalmsTownhouse
Taxes:$4,258
Remarks: **2336 Silver Palm Dr, Kissimmee, FL 34747** This townhouse is priced right and sits in one of the most convenient locations in Kissimmee, just minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to this move-in ready 3-bedroom, 3-bathroom townhouse offering 1,440 square feet of comfortable living space. Step inside and you'll notice the high ceilings and open floor plan that make everything feel bright and spacious. The main living areas feature beautiful hard flooring, while the bedrooms have cozy carpet for a warm touch. The kitchen is a real standout with granite countertops and stainless steel appliances, giving you a great space to cook and hang out with family and friends. The split floor plan provides nice privacy, with the primary bedroom separated from the other bedrooms. Out back, you'll love the screened-in pool, perfect for relaxing year-round without worrying about bugs. It's your own private retreat right at home. The HOA community offers plenty of awesome amenities including a pool, tennis courts, basketball courts, and more, so there's always something fun to do. Whether you're looking for a primary residence or a short-term rental investment, this property checks all the boxes. With its unbeatable location near everything in Central Florida and a layout that works for just about anyone, this one won't last long. Schedule your showing today and come see everything this fantastic Kissimmee townhouse has!
Listing is courtesy of: PLATINUM REAL ESTATE (888-974-7253)
Listing Agent: Scot Hartwell (407-791-8466)
1885 GOBI DR, KISSIMMEE, FL 34747
$780,00049 Days on yellowkey MLS ID: O6383464
REDUCED by $5,000 (0.6%) on 04/06/2026
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)
3012 SECRET LAKE DR, KISSIMMEE, FL 34747
$329,0001 Day on yellowkey MLS ID: O6395642
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1470 Built: 2011Monthly Fee: $594 Tax: $4,208 (2025)Community: Encantada Ph 2Townhouse
Taxes:$4,208
Remarks: 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, LONG TERM, and OWNER-OCCUPIED, 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)
8101 COCONUT PALM WAY #205, KISSIMMEE, FL 34747
$238,0001 Day on yellowkey MLS ID: O6396286
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. To make ownership seamless, the property is offered fully furnished, creating a true turnkey opportunity. A walk-through tour is available upon request.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Daniel Araque (321-276-0747)
2615 SUMMER CREEK DR, KISSIMMEE, FL 34747
$475,0003 Days on yellowkey MLS ID: GC537190
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 2000 Tax: $6,408 (2025)Community: Indian Creek Ph 02Single Family
Taxes:$6,408
Remarks: This turnkey, fully furnished 4-bedroom, 3-bath pool home offers 1,791 square feet of well-designed living space in the desirable Indian Creek community with no HOA and no CDD fees. Situated just minutes from Walt Disney World, major attractions, shopping, dining, and entertainment, the property provides convenient access to major roadways and Central Florida destinations. Inside, the home features a flexible semi-open floor plan with cathedral ceilings and abundant natural light. Durable tile flooring runs throughout much of the home with luxury vinyl plank in the main living areas, creating a stylish and low-maintenance interior. The kitchen is equipped with modern cabinetry, Corian countertops, and an eat-in dining area, while seamlessly connecting to the formal dining space and spacious living room, making the layout ideal for everyday living or hosting guests. A dedicated laundry room and two-car garage add convenience and functionality. The thoughtfully designed split-bedroom layout provides privacy and versatility. A front guest bedroom with a nearby full bath offers convenience for visitors. Two additional bedrooms share a full bath on one side of the home, while another bedroom features its own en-suite bathroom and direct access to the pool area. The spacious primary suite is privately positioned and includes dual vanities, a soaking tub, a glass-enclosed shower, two walk-in closets, and private access to the outdoor living space. Sliding glass doors open to a screened-in pool and lanai, creating an inviting outdoor area ideal for relaxing or entertaining. The fully fenced backyard enhances privacy and provides additional outdoor space to enjoy Florida living year-round. Located in a community that also features recreational amenities including a playground along with tennis and basketball courts, this property offers a blend of comfort, convenience, and accessibility. Whether used as a primary residence, vacation home, or investment property, this well-maintained and move-in ready home offers a great opportunity in the heart of Central Florida.
Listing is courtesy of: FIRST CHOICE REALTY OF NORTH FLORIDA LLC (352-514-9508)
Listing Agent: Dawn Johnson (352-514-9508)
8986 SHINE DR, KISSIMMEE, FL 34747
$315,00067 Days on yellowkey MLS ID: O6377697
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 2017Monthly Fee: $464 Tax: $3,973 (2025)Community: West Lucaya VillageTownhouse
Taxes:$3,973
Remarks: Turnkey and fully furnished short-term rental offering immediate income potential. This move-in-ready investment property features brand-new furniture, new luxury vinyl plank flooring throughout, and new appliances, delivering a modern, low-maintenance living experience. The open-concept floor plan is ideal for vacation rental use, maximizing space, comfort, and functionality for guests. The kitchen is thoughtfully designed with ample cabinetry and counter space, enhanced by a new garbage disposal and updated finishes. Spacious bedrooms and well-appointed bathrooms provide comfort and privacy, making this home ideal for Airbnb, VRBO, or short-term rental income. Conveniently located near the community pool, the home offers added appeal for guests seeking resort-style amenities just steps away. The community features an impressive clubhouse with a fitness room, business center, convenience store, and playroom with flat-screen TVs and games, along with a resort-style community pool and spa. HOA dues include exterior maintenance, landscaping, internet, and cable TV, creating a truly low-maintenance ownership experience. Just minutes from Walt Disney World, major theme parks, shopping, dining, and entertainment, this property offers exceptional vacation rental appeal in Kissimmee, Florida, one of Central Florida’s most desirable short-term rental markets.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Christine Silva (315-420-2964)
2631 STAR LAKE VIEW DR, KISSIMMEE, FL 34747
$450,0005 Days on yellowkey MLS ID: O6390899
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1822 Built: 1998Monthly Fee: $53 Tax: $5,775 (2025)Community: Rolling Hills Estates Unit 1 At Formosa GardensSingle Family
Taxes:$5,775
Remarks: Premier lot and perfect location with gorgeous water views and no rear neighbors! ** Brand New HVAC 2026 ** Brand New Water Heater 2026 ** Brand New Pool Filtration System 2026 ** Roof 2018. This beautiful, one-of-a-kind 4-bedroom, 2-bathroom single-family home in Four Corners, Kissimmee—comes FULLY FURNISHED. Owned and meticulously maintained by the original owners, this home features a highly desirable open floor plan. Enjoy peaceful pond views and lush greenery from your private screened-in pool—perfect for relaxing or entertaining. Ideal as a primary home or an income-producing investment with long - and short-term rental flexibility. Opportunities like this don’t last long!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Meyer (865-789-0198)
8836 DUNES CT #206, KISSIMMEE, FL 34747
$199,50062 Days on yellowkey MLS ID: O6379558
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1249 Built: 2000 Tax: $3,147 (2025)Community: Legacy Dunes CondoCondo
Taxes:$3,147
Remarks: **Huge Price Drop!** Ideal for investors or vacation-home buyers—Legacy Dunes allows both Short-Term and Long-Term Rentals with no minimum lease period. Resort amenities include 2 POOLS, FITNESS CENTER, GAME ROOM, TENNIS & VOLLEYBALL, and walking paths. Live every day like you're on vacation in this 3-bedroom, 2-bath condo with a tranquil pool view, located in the highly sought-after gated community of Legacy Dunes in Kissimmee. This spacious second-floor unit offers 1,249 square feet of open living space with an open floor plan, solid surface counters, and an in-unit washer and dryer. Step out onto your private balcony and enjoy serene views of the resort-style pool surrounded by lush landscaping. Whether you're looking for a full-time residence, a weekend getaway, or a short-term rental investment, this property checks every box Legacy Dunes offers exceptional amenities including a resort-style pool, tennis courts, playground, volleyball court, fitness center, BBQ grills, picnic areas, walking paths, and even a car wash and vacuum station. Located just minutes from Disney, world-class dining, shopping, and entertainment, this pet-friendly community (up to 50 lbs) makes it easy to enjoy the Florida lifestyle to the fullest. Don't miss this opportunity to own a piece of paradise—schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Benjamin Berry, Iii (407-706-2684)
3229 ENERGY DR, KISSIMMEE, FL 34747
$349,00062 Days on yellowkey MLS ID: O6379756
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1372 Built: 2024Monthly Fee: $227 Tax: $4,432 (2025)Community: Hub At Westside ReserveTownhouse
Taxes:$4,432
Remarks: Make your Disney dreams come true – own your piece of The Hub today! Welcome to your dream home in The Hub, Kissimmee's premier gated community, just moments away from the Disney magic! This exquisite townhouse offers not just a place to live, but a lifestyle to embrace. With 3 beautifully designed suites, each with its own bathroom, privacy and comfort are at the forefront. The smart home system allows you to control your environment effortlessly, from lighting to security, creating the perfect ambiance for any occasion. Relax and unwind in your private pool, or stay active and fit in the well-appointed gym. Need to work from home? Your smart office space is ready to help you achieve peak productivity.
Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)
Listing Agent: Alex Leonardo (407-832-2946)
7657 RECIFE DR, KISSIMMEE, FL 34747
$430,000175 Days on yellowkey MLS ID: O6350643
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2396 Built: 2015Monthly Fee: $679 Tax: $5,872 (2024)Community: Magic VillageTownhouse
Taxes:$5,872
Tax Year: 2024
Remarks: Experience true resort-style living in this stunning 4-bedroom, 4.5-bath luxury villa located in the gorgeous Magic Village Resort, just 5 minutes from Walt Disney World. This fully furnished property offers an elegant open-concept layout with a gourmet kitchen, high-end finishes, and spacious living and dining areas designed for comfort and sophistication. Each bedroom is a private suite with its own full bathroom. Enjoy outdoor living with a private balcony and a summer kitchen, perfect for entertaining family and guests. Magic Village offers five-star hotel amenities, including a resort-style pool, fitness center, restaurant, concierge, and 24-hour security—ideal for personal use or as a high-income short-term rental investment. This villa combines luxury, location, and convenience in one of the most exclusive communities near Disney. The unit has never been used for vacation rentals, it is for family use, therefore, it is in impeccable conditions.
2634 DINVILLE ST, KISSIMMEE, FL 34747
$644,9004 Days on yellowkey MLS ID: V4948323
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2297 Built: 2005Monthly Fee: $171 Tax: $6,569 (2025)Community: Windsor Hills Ph 3Single Family
Taxes:$6,569
Remarks: Absolutely stunning, turnkey 5-bedroom, 5-bath pool home located in the premier vacation rental community of Windsor Hills Resort—just 2 miles from Walt Disney World. This beautifully maintained home features an open-concept floor plan with immediate views of the private pool and hot tub from the entry, living, and dining areas—creating a bright, inviting space perfect for entertaining or relaxing. The spacious dine-in kitchen opens seamlessly to the main living area. The first floor offers two primary suites, an additional bedroom with adjacent full bath, and a large game room/arcade equipped with a pool table, pinball machine, bubble hockey, arcade games, darts, computer station, and an additional large TV—an ideal setup for guests and rental appeal. Upstairs, you’ll find two more generously sized bedrooms, each with its own en-suite bathroom featuring tub/shower combinations. Windsor Hills Resort is one of the most sought-after short-term rental communities in the area, offering world-class amenities including a movie theater, game room, convenience store, multiple playgrounds, tennis courts, basketball court, volleyball court, and more. Recent upgrades include: • All A/C systems replaced in 2025 & 2026 Ideal as a turnkey vacation rental, investment property, or primary residence.
Listing is courtesy of: GLORY INTL. REAL ESTATE CO (386-775-7778)
Listing Agent: Greg Roberts (321-305-2303)
2657 ONEIDA LOOP, KISSIMMEE, FL 34747
$489,0004 Days on yellowkey MLS ID: S5147106
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1791 Built: 2001 Tax: $6,677 (2025)Community: Indian Creek Ph 4Single Family
Taxes:$6,677
Remarks: Welcome to 2657 Oneida Loop in the sought-after Indian Creek subdivision where the magic doesn't end at the park gates. This open, inviting 4-bedroom, 3-bathroom pool home puts you just 5 minutes from Walt Disney World, meaning the happiest place on earth is practically in your backyard. Whether you're dreaming of back-to-back park days or strong rental returns, this beautifully updated home delivers the full package. Step inside and feel the ease of a bright, open floor plan that's made for making memories. The living spaces flow effortlessly out to your private screened pool and fully fenced backyard the perfect spot to unwind after a day chasing magic, or to simply soak in that signature Florida sunshine. The updates are extensive so you can move in — or rent it out — without lifting a finger: stunning new tile flooring (2022), updated bathroom vanities (2022), freshly renovated guest bath (2026), newly painted interior (2025), and a new HVAC system (2023) keep everything feeling fresh and modern. The pool shines with a new pump and heater (both 2023) for year-round enjoyment, while a new roof (2020) and water heater (2019) give you solid peace of mind on the big-ticket items. Currently thriving as a short-term rental, this home has built an impressive track record with high occupancy and strong revenue — and it's completely turnkey. Sold fully furnished, the next owner steps right into a well-oiled machine in one of the most in-demand vacation rental markets in the world. Minutes to Disney, Universal, world-famous dining, shopping, and every Central Florida attraction imaginable - guests keep coming back, and once you visit, you'll understand why. This is the one that feels like a fairy tale and performs like a business.
Listing is courtesy of: CRISTALDI REALTY LLC (863-420-6777)
Listing Agent: Terri Cristaldi (407-340-3522)
1788 LIMA AVE, KISSIMMEE, FL 34747
$580,0008 Days on yellowkey MLS ID: O6393893
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2018Monthly Fee: $607 Tax: $10,221 (2025)Community: Windsor At Westside Ph 2ASingle Family
Taxes:$10,221
Remarks: Epic 6-Bedroom Vacation Retreat in Windsor at Westside – Your Dream Getaway Awaits! Get ready to experience the ultimate Orlando escape! This jaw-dropping 6-bedroom, 5-bathroom luxury vacation home in the upscale Windsor at Westside Resort is your ticket to unforgettable memories with family and friends. Just minutes from world-famous theme parks like Disney, Universal Studios, SeaWorld, and Legoland, this home is all about location, comfort, and nonstop fun. Step inside and be wowed by a modern, stylish interior that’s spacious, fully furnished, and ready to impress. With room for everyone, from large families to big groups, this home is made for gathering—whether you're sharing a meal in the sleek, fully-equipped kitchen or kicking back in the open-concept living area after a day of adventure. But the real magic happens outside! Take a dip in your private pool and spa, dine alfresco under the covered lanai, or soak up the sun in total comfort. This outdoor oasis is perfect for lounging, entertaining, or just enjoying the Florida vibes. This home is steps away from the Windsor at Westside community, you’ll have exclusive access to top-tier resort amenities: A massive 10,000 sq. ft. clubhouse Zero-entry resort pool, lazy river, waterslide & kid's splash zone Free game room & high-energy play center Tu Casa Bar & Lounge with poolside cocktails and bites Whether you want to relax, recharge, or stay active, this resort has it all. This stunning home is turnkey and move-in ready, sold fully furnished—just bring your suitcase! It’s the perfect choice for a vacation home, short-term rental investment, or both. Prime location. Elite amenities. Endless fun. Don't let this rare opportunity slip away—schedule your private showing today and make this dream retreat yours! All information is believed to be accurate but should be independently verified by buyers and their agents.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Jeff Friedman (407-719-0135)
8851 GENEVE CT, KISSIMMEE, FL 34747
$410,00096 Days on yellowkey MLS ID: O6370265
5 Days Off yellowkey (back on 4/3/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2265 Built: 2018Monthly Fee: $580 Tax: $7,963 (2024)Community: WindsorTownhouse
Taxes:$7,963
Remarks: Under contract-accepting backup offers. Welcome to 8851 Geneve Ct in Kissimmee, a fully furnished, turn-key vacation home located in the highly sought-after Windsor at Westside Resort, one of Central Florida’s premier short-term rental communities near Walt Disney World Resort. This income-producing property offers the perfect blend of investment potential and resort-style living. Situated within a gated resort community, residents and guests enjoy world-class amenities including a lazy river, resort-style pool, clubhouse, fitness center, restaurant, playground, and multiple sports courts. The HOA provides exceptional value, covering basic internet and cable, landscaping for the common areas surrounding the unit, daily valet trash service, and full access to the resort’s amenities, including a kids splash pool area, lazy river, basketball and tennis courts, soccer field, volleyball courts, and an additional clubhouse located in Phase 3 of the resort. Security and guest access are well managed with 24/7 guard-gated entry across three guardhouses located throughout the community, additional guards during heavy check-in times, and overnight security rovers. Owners and guests also benefit from the MyQ gate access system, which provides proxy cards for owners and temporary access cards for guests for seamless entry. Ideally located just minutes from Disney and Orlando’s top attractions, with convenient access to U.S. Route 192, State Road 429, and Interstate 4, the home is surrounded by popular shopping, dining, and entertainment options that attract visitors year-round. Being sold completely furnished, this property is move-in ready*and ideal for buyers seeking a vacation home near Disney or a high-performing short-term rental property in Kissimmee’s thriving resort market.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Sofia Lovinsky (407-376-1845)
2429 WHITE POPPY DR, KISSIMMEE, FL 34747
$382,50050 Days on yellowkey MLS ID: O6380779
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1672 Built: 2019Monthly Fee: $87 Tax: $3,153 (2025)Community: Murano At WestsideSingle Family
Taxes:$3,153
Remarks: New Improved asking price! Beautifully maintained one-story home featuring the award-winning Aria floor plan in Murano at Westside. This all-concrete block home offers an open-concept layout with a spacious kitchen overlooking the living and dining areas and a covered, screened lanai — perfect for entertaining. Enjoy a large backyard with peaceful pond views and no rear neighbors. The kitchen includes upgraded stainless steel appliances, island with seating, water purification system, and ample cabinetry. The private primary suite features dual vanities and a walk-in shower, while two additional bedrooms share a full bath. Additional highlights include a dedicated laundry room, partially owned solar panels for energy efficiency, and updated flooring in the bedrooms. Community amenities include a pool, playground, and sports court, all just minutes from Walt Disney World, dining, shopping, and major attractions. Schedule your private tour today!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Charles Kohlinger (407-421-9188)
3050 PIRATES RETREAT CT #103, KISSIMMEE, FL 34747
$185,000222 Days on yellowkey MLS ID: O6337276
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1700 Built: 2007 Tax: $4,015 (2024)Community: Caribe Cove Condo Ph 2Condo
Taxes:$4,015
Remarks: Welcome to Caribe Cove Resort, a gated resort-style community just minutes from Walt Disney World and Orlando’s top attractions. This beautiful first-floor 3-bedroom, 2-bath condominium offers a spacious open floor plan with a private screened balcony overlooking lush conservation views. The master suite features a walk-in closet, en-suite bath with dual vanities, soaking tub, and separate shower. Two additional bedrooms provide plenty of space for family or guests. The fully equipped kitchen with breakfast bar opens to the dining and living areas, perfect for entertaining. Residents and guests enjoy resort-style amenities including a clubhouse, fitness center, heated pool and spa, walking paths, and 24-hour gated security. HOA fees cover cable, internet, water, and exterior maintenance for carefree living. This unit is ideal as a vacation home, short-term rental investment, or primary residence. Caribe Cove is located near theme parks, shopping, dining, and major highways, offering convenience and strong rental demand. Don’t miss this opportunity to own a piece of paradise in Kissimmee!
Listing is courtesy of: WELCOME HOME REALTY GROUP LLC (305-904-4866)
Listing Agent: Consuelo Vilar (305-904-4866)
8042 KING PALM CIR, KISSIMMEE, FL 34747
$500,000141 Days on yellowkey MLS ID: O6361051
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)
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