Location: Kissimmee , 34747
Do Not Show Listings
2022 MAJORCA DR, KISSIMMEE, FL 34747
$399,990103 Days on yellowkey MLS ID: O6396215
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2102 Built: 2015Monthly Fee: $665 Tax: $7,697 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,697
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to 2022 Majorca Drive, a highly desirable 4-bedroom, 3.5-bathroom townhome located in the Windsor at Westside Resort. Positioned in the preferred Phase 1 of the community, this home sits close to the clubhouse, resort-style lagoon pool, lazy river, bar & lounge, and a full range of premium amenities—an exceptional location that vacation guests consistently look for when booking their stay. Whether used as a personal getaway or an income-producing property, this townhome delivers the perfect combination of comfort, convenience, and resort-style living. Inside, the open-concept layout is ideal for entertaining, featuring a well-equipped kitchen with granite countertops, stainless steel appliances. A convenient outdoor half bathroom enhances the pool area—an extra feature that guests truly appreciate. Each bedroom is thoughtfully furnished to create a relaxing and welcoming atmosphere, making it ideal for vacation stays. Currently operating as a successful full-time short-term rental, the property is fully turnkey and ready to generate income immediately, or to be enjoyed as your own retreat near Orlando’s world-renowned attractions. Windsor at Westside is recognized as one of Central Florida’s premier resort communities. Residents and guests have access to a 10,000 sq. ft. clubhouse, a lagoon-style pool with lazy river and waterslide, fitness center, arcade, volleyball court, poolside Tu Casa bar & lounge, and 24-hour gated security. Ideally located just minutes from Walt Disney World, this property presents a rare opportunity to own one of the best-positioned townhomes in a highly desirable vacation community—offering strong rental potential, excellent guest appeal, and unmatched access to resort amenities. All information provided, including room measurements, is considered reliable but not guaranteed. Buyers and agents are advised to verify all details independently.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Alexandre Zapparoli Llc (321-444-8701)
1598 WHITEWOOD CT, KISSIMMEE, FL 34747
$450,00049 Days on yellowkey MLS ID: O6411171
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 2022Monthly Fee: $407 Tax: $10,169 (2025)Community: Four Seasons At Orlando Pb 3B & 4ASingle Family
Taxes:$10,169
Remarks: K. HOVNANIAN'S 55+ COMMUNITY. This is a "ST. LUCIA" style home featuring a welcoming front porch, extended primary bedroom with a full bath and walk-in-closet, two additional bedrooms with a full bath, open concept kitchen, dining room and living room. There are French doors leading to the screened in Lanai. All flooring is luxury vinyl planking. Attached two car garage with plenting of parking in the long driveway. You will love living at "THE FOUR SEASONS OF ORLANDO IN KISSIMMEE'S" private gated community with a 24 hour guard. The "Calypso" clubhouse features a large ballroom, meeting rooms, full kitchen for cooking demos, welcoming foyer and front desk, game room for cards and arts, pool table room, gym and showers and an exercise room, two large heated pools and hot tub. There are outdoor grills for your use and pickle ball courts, tennis courts and shuffle board courts. There are so many activities to join in on and everyone loves Bingo nights. Come visit us and remember to enter only from Formosa Garden Blvd.
Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)
Listing Agent: Susan Rinaldi (201-952-9500)
8110 FAN PALM WAY, KISSIMMEE, FL 34747
$489,000106 Days on yellowkey MLS ID: O6395292
REDUCED by $10,000 (2.0%) on 05/28/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 2001Monthly Fee: $250 Tax: $6,261 (2024)Community: Windsor HillsSpa: YesSingle Family
Taxes:$6,261
Tax Year: 2024
Remarks: Motivated Seller!! Don’t wait any longer! Beautifully and professionally decorated 5 Bedroom / 4 Bath luxury vacation home in one of the most sought-after and secluded short-term rental communities—Windsor Palms, very well managed, low maintenance fees and manned-gate community. This fully furnished single-family pool home is turnkey-ready, ideal as a primary residence, second home, or an income-producing Airbnb vacation property. The home offers 2 spacious master suites downstairs plus 1 additional bedroom, along with 2 more bedrooms upstairs. Both upstairs bedrooms include large walk-in closets, king-size beds, and en-suite bathrooms, with one featuring a Jack-and-Jill layout. A Disney Castle-themed twin bedroom adds a magical touch for families. Recent upgrades include a new AC unit (2021), new carpets (2022), rescreened pool (2024) and a new pool filter (2024). The open living room, kitchen, and dining room combination provides the perfect space for family gatherings and entertaining. The home is also equipped with a smart electronic door lock system with internet and app control, allowing up to 30 unique codes, plus a Nest-style smart thermostat. Windsor Palms Resort is one of the premier vacation destinations in Kissimmee—just 2.5 miles (4 km) from Walt Disney World. Residents and guests enjoy a huge resort-style pool with a clubhouse and tiki bar, a comfortable lounge, a private 58-seat movie theater with regular showings, a gaming arcade, internet café, and fitness center. There’s also a coffee shop and convenience store on-site. Outdoor activities include tennis, basketball, and volleyball courts. Call today to schedule your private showing!
Listing is courtesy of: FLORIDA STATEWIDE REALTY (772-766-3333)
Listing Agent: Olga Fajardo (407-873-1664)
1524 EUSTON DR, KISSIMMEE, FL 34747
$1,400,00046 Days on yellowkey MLS ID: S5150888
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3775 Built: 2005Monthly Fee: $559 Tax: $8,805 (2025)Community: Reunion Ph 2 Prcl 1 & 1ASpa: YesSingle Family
Taxes:$8,805
Remarks: Welcome to this exceptional golf-front estate overlooking the 6th fairway and green of the Arnold Palmer Signature Course in Reunion. Offering nearly 3,800 square feet of living space, this unique three-story residence combines luxury, flexibility, and outstanding rental potential in one of Central Florida's most sought-after resort communities. Featuring five bedrooms, five-and-a-half baths, a private elevator, private pool and spa, and multiple balconies with panoramic golf course views, this home was designed for both entertaining and comfortable resort-style living. One of the property's most desirable features is the detached guest house overlooking the pool area. Complete with its own private bedroom and bath, this separate retreat offers ideal accommodations for extended family, visiting guests, or additional rental flexibility while maintaining privacy from the main residence. Inside the main home, spacious living and dining areas flow seamlessly to the outdoor entertainment space. The second-floor primary suite features a private balcony with breathtaking views of the 6th green, creating the perfect setting for morning coffee or evening relaxation. The third-floor entertainment level serves as a destination of its own, featuring a game room, wet bar, media space, and an expansive balcony overlooking the golf course. From this elevated vantage point, enjoy stunning sunsets, beautiful fairway views, and Disney fireworks in the distance. Outside, the private pool and spa create a true resort atmosphere, surrounded by mature landscaping and picturesque golf course scenery. Whether hosting family gatherings, entertaining guests, or maximizing vacation rental income, the home's thoughtful design provides exceptional versatility. Located just minutes from Walt Disney World, world-class dining, shopping, and entertainment, this remarkable golf-front property presents a rare opportunity to own one of Reunion's most distinctive homes.
Listing is courtesy of: CHAMPIONSGATE REALTY (407-818-5588)
Listing Agent: Matthew Link (309-433-3258)
8474 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747
$249,50058 Days on yellowkey MLS ID: O6408934
INCREASED by $500 (0.2%) on 05/30/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1263 Built: 2003Monthly Fee: $325 Tax: $3,377 (2025)Community: Emerald Island Resort Ph 2Townhouse
Taxes:$3,377
Remarks: Located in the gated community of Emerald Island Resort, this 3-bedroom, 2.5-bath townhouse offers an excellent opportunity for investors, Airbnb-vacation-home buyers, or anyone looking to own near Orlando’s world-famous attractions. The property features an open floor plan, a primary bedroom with a private balcony, and access to resort-style amenities including a clubhouse, fitness center, pool, tennis courts, playgrounds, and 24-hour gated security. Just minutes from Disney, shopping, dining, entertainment, and major roads, this townhouse offers location, flexibility, and strong potential in one of Central Florida’s most visited areas.
Listing is courtesy of: FABIO CRUZ REALTY (407-636-0544)
Listing Agent: Fabio Cruz (407-636-0544)
2365 DISTANT SUN TRL, KISSIMMEE, FL 34747
$525,000181 Days on yellowkey MLS ID: O6374088
REDUCED by $10,000 (1.9%) on 05/30/2026
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2207 Built: 2024Monthly Fee: $663 Tax: $7,993 (2025)Community: Solara Ph 3 RepTownhouse
Taxes:$7,993
Remarks: Style + Income Opportunity This 2024 townhouse at Solara Resort is fully furnished and ready to make money from day one. It offers 4 bedrooms, 4.5 bathrooms, and 2,207 sq. ft. Designed for short-term rentals, with an open layout, modern kitchen, and a private pool with BBQ area. Located just minutes from major theme parks, with strong rental demand all year. The resort includes 24/7 security, clubhouse, resort pool, gym, sports courts, cable, internet, and maintenance.Perfect as an Airbnb, vacation home, or both. Modern, easy to maintain, and ready to generate income immediately.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Daniella Caliendo (305-497-2601)
3038 PARKWAY BLVD #208, KISSIMMEE, FL 34747
$195,00047 Days on yellowkey MLS ID: S5150902
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990Monthly Fee: $593 Tax: $2,519 (2024)Community: Blossom Park Villas CondoCondo
Taxes:$2,519
Elementary School: Reedy Creek Elem (K 5)
High School: Celebration High
Middle School: Kissimmee Middle
Remarks: Excellent opportunity in a prime Central Florida location! This well-maintained property features a bright open layout with spacious living and dining areas, abundant natural light, and a functional kitchen with ample cabinet space. The comfortable bedroom areas provide privacy and flexibility for everyday living or rental potential. Conveniently located near major highways, shopping, dining, entertainment, and Orlando attractions, this property is ideal for homeowners, vacation use, or investment purposes. The community features resort-style amenities and beautifully maintained common areas. Move-in ready and easy to show — schedule your private tour today.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Samir Naim (818-268-9917)
7390 GATHERING CT, KISSIMMEE, FL 34747
$1,750,00085 Days on yellowkey MLS ID: O6400833
REDUCED by $25,000 (1.4%) on 05/30/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4615 Built: 2008Monthly Fee: $207 Tax: $19,087 (2025)Community: Reunion Ph 1 Prcl 1 Unit 3Spa: YesSingle Family
Taxes:$19,087
Remarks: *ACTIVE MEMBERSHIP AVAILABLE*** MUST SEE HOME!!! Located at the end of a quiet cul-de-sac backing up to the tee box of the 7th hole of the Watson designed course in the one of a kind Reunion Resort & Golf Club. Architecturally designed to impress, and accentuated with HIGH-END finishes throughout such as, upgraded light fixtures, soaring ceilings, Cambria Quartz countertops throughout and large windows throughout enhancing the natural light. The Great room opens up into the expansive Lanai area, boasting a large pool & Sauna all WEST FACING WITH SPECTACULAR SUNSET & GOLF COURSE VIEWS! This home has been used only as a personal rental home and has never been rented. It has been meticulously maintained by the current and original owners, it has been equipped with all the upgrades to make it a top rental performer. The current owner has converted the garage to be the ultimate themed game room with all the fan favorites such as the multiple game arcade machine, the Golden Tee, side by side immersive racing machines , Skee Ball, and Basketball Shoot game. Able to occupy 15 guests, and suited for both families or adult groups. It features a Mickey themed bunk room as well as a Encanto themed room. The downstairs billiard room is equipped with a professional style pool table and leads into the oversized dining room table and separate gathering area, perfect for entertaining. The two large upstairs en- suites, with king sized beds, both have private access to the oversized balcony and sensational views, with one featuring a small office area for those who must bring their work with them. The first floor oversized Master Bedroom features a stand alone tub and sliding doors that open up to the lanai. All rooms beside the Encanto themed room are en-suites. This home went through an extensive renovation by previous owners in 2022 with the following upgrades: All new flooring throughout the entire home, repainted ceilings, walls, & trim throughout the home, complete remodel of both master bathrooms with BRAND NEW custom showers in three bathrooms. Stand-alone tubs and designer champagne bronze tub fillers added in both master baths, nearly every window in the home has been replaced, and updated every light fixture in the home. BRAND NEW LED can lights both inside and outside of the homer. Custom linen draperies, shutters and blinds from Cameron Designs in Orlando, All new Cambria Quartz countertops throughout -- kitchen, baths, laundry room, upstairs bar area and dining room buffet. Removed the upstairs laundry room, moved walls, and added an additional bedroom. Additional HVAC venting and electrical added for the new room. Flat screen TV's, double front-load washer and dryer to laundry room. Added a second vent and electrical for additional units, and more! No expense was spared during the renovations of this truly TURN KEY property! Located in a luxury Reunion Resort, one of the kind in the World, the 3 World Class Championship GOLF COURSES and so much more to enjoy! Make this home your primary residence, second home, or income producing rental home! Start making lifelong family memories today!! Dream home, dream views, dream location for family who loves elegance! Schedule your showing today!
Listing is courtesy of: LANDMARK REALTY GROUP OF CENTRAL FLORIDA (321-283-1420)
Listing Agent: Richard Kneeland (407-694-2028)
8900 PRAGUE WAY, KISSIMMEE, FL 34747
$579,000356 Days on yellowkey MLS ID: O6329265
REDUCED by $11,000 (1.9%) on 05/20/2026
Bed: 7 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3314 Built: 2019Monthly Fee: $587 Tax: $9,677 (2024)Community: Windsor At Westside Ph 3Spa: YesSingle Family
Taxes:$9,677
Elementary School: Westside K-8
Middle School: West Side
Remarks: Welcome to this stunning 7-bedroom, 5-bathroom pool home situated on a spacious corner lot in the highly sought-after Windsor at Westside Resort. Ideal for large families, multi-generational living, or short-term rental investment, this beautifully maintained home combines comfort, style, and resort-style amenities in a gated community just minutes from Disney and major attractions. The main floor features two generously sized bedrooms, including a primary suite with direct access to the private pool. Upstairs, you'll find five additional themed bedrooms—Harry Potter, Frozen, and Star Wars—plus a large loft that has been transformed into a movie room, perfect for family entertainment. Step outside to enjoy your own screened-in private pool and spa, complete with a child safety fence, offering the ideal setting for relaxation and fun. Residents and guests enjoy full access to world-class amenities, including a lazy river, splash pad, resort-style pools, tennis courts, fitness center, arcade, on-site restaurant, and a clubhouse—all secured with 24-hour gated entry. Conveniently located off US Hwy 192 and Toll Road 429, Windsor at Westside offers quick access to shopping, dining, and the “secret” west entrance to Disney via Western Way. Whether you're searching for a vacation retreat, or a high-performing investment property, this home is move-in ready and offers exceptional value in one of Central Florida’s premier resort communities. Don’t miss your opportunity to own a piece of the magic!
Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)
Listing Agent: Veronica Li (407-674-0460)
9004 SHINE DR, KISSIMMEE, FL 34747
$285,000148 Days on yellowkey MLS ID: O6383458
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 2016Monthly Fee: $432 Tax: $3,942 (2025)Community: West Lucaya VillageTownhouse
Taxes:$3,942
Remarks: Great Opportunity! Beautiful Townhome - Perfect for your Vacation! Welcome to your dream vacation home in the heart of West Lucaya Village! This stunning townhome, located in a resort-style gated community, offers everything you need for an unforgettable vacation. Fully furnished and accommodating up to 6 guests, this property is ideal for families and friends looking for the ultimate vacation experience. Property Features: 3 bedrooms, 2 bathrooms Comfortable open-concept living space Fully equipped kitchen, with granite countertops and cabinets Cozy family room for relaxing evenings Spacious master suite with private bathroom and two additional bedrooms Resort-style amenities: pool, spa, clubhouse, fitness center, playground, BBQ area and more Secure gated community for your peace of mind Just 5 minutes from Disney parks Approximately 30 minutes from Universal parks Just minutes from restaurants and shopping centers
Listing Agent: Ana Cavero Pasco (321-438-9489)
2948 PEMBRIDGE ST, KISSIMMEE, FL 34747
$480,00078 Days on yellowkey MLS ID: S5148845
REDUCED by $20,000 (4.0%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1778 Built: 1991 Tax: $5,527 (2025)Community: Lindfields Unit 3Spa: NoSingle Family
Taxes:$5,527
Elementary School: Westside Elem
Remarks: A rare no-HOA opportunity just minutes from Disney — this beautifully furnished 4-bedroom, 2-bathroom pool home delivers one of the most impressive outdoor living setups you'll find in this price range. With no HOA restrictions, a turnkey furnished interior, and tens of thousands of dollars in recent upgrades, this property is ready to live in, rent out, or enjoy as a Central Florida getaway from day one. Maintained by its original owner since 1991, the home shows true pride of ownership throughout. A welcoming foyer opens into a bright, vaulted dining room that flows into the kitchen, with tile flooring throughout the main living spaces. The split-bedroom layout offers excellent privacy — the spacious primary suite sits on its own side of the home and features French doors leading directly to the pool deck, a walk-in closet, and an updated ensuite bathroom with a brand-new shower and double sinks. Three additional bedrooms on the opposite side share a tastefully refreshed second bathroom with new sinks and updated shower tile, offering flexibility for guests, a home office, or hobby space. The outdoor space is where this property truly stands out. The screened enclosure measures roughly 42 feet wide by nearly 38 feet deep — an enormous footprint anchored by a free-form pool with solar heating and an extended sundeck. The covered lanai is generously sized and ready for outdoor dining, lounging, or entertaining, with opaque privacy panels along the screen enclosure adding a welcome sense of seclusion. Mature trees beyond the pool cage complete the peaceful setting. The list of recent upgrades is genuinely impressive. A new roof was installed in 2024 ($29,000), along with new solar pool heating panels ($7,500). All windows have been replaced with energy-efficient double-glazed units and exterior doors have been upgraded — including French doors in place of standard sliders — for a combined investment of over $17,000. Add fresh exterior paint, all-new interior blinds, all-new toilets, newer appliances, a Nest smart thermostat, Whirlpool washer and dryer, Rainbird irrigation, and a pool cover, and the costly behind-the-scenes work is already done. The home comes fully furnished and turnkey — ideal for a short-term rental, vacation home, or move-in-ready primary residence. The location is hard to beat: roughly 10 minutes to Walt Disney World, 5 minutes to US-192 shopping and dining, 5 minutes to I-4, 20 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Florida's east coast beaches are about 90 minutes away, with Gulf coast beaches around two hours. With no HOA restrictions, a standout outdoor setup, extensive upgrades, and a fully furnished interior in a high-demand Kissimmee location, 2948 Pembridge Street is a rare opportunity offering true freedom of ownership and exceptional flexibility.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
3016 PARKWAY BLVD #204, KISSIMMEE, FL 34747
$170,00061 Days on yellowkey MLS ID: S5149895
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 937 Built: 1990 Tax: $2,448 (2025)Community: Blossom Park Villas CondoSpa: NoCondo
Taxes:$2,448
Elementary School: Celebration K-8
Remarks: Tenant occupied. Showings by appointment only. Minimum 24-hour notice required. Please do not disturb tenants. Welcome to this well-maintained 2 bedrooms, 2 bathrooms, Pond view, condo located in the desirable gated community of Blossom Park Villas in Kissimmee, just minutes from Disney, shopping, dining, golf courses, major highways, and Orlando’s top attractions. This community offers a convenient and attractive lifestyle with amenities that may include a community pool, fitness center, clubhouse, and beautifully maintained grounds. The spacious unit features an open and functional floor plan with comfortable living and dining areas, perfect for full-time living, vacation use, or investment opportunities. The kitchen offers ample cabinetry and counter space, while the bedrooms provide generous natural light and comfortable accommodations. Enjoy a private balcony/patio area ideal for relaxing after a long day. Whether you are looking for a primary residence, vacation property, or investment opportunity, this condo offers excellent location and value in one of Central Florida’s most convenient areas. Schedule your private showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
8616 CAVENDISH, KISSIMMEE, FL 34747
$439,000107 Days on yellowkey MLS ID: S5146648
2 Days Off yellowkey (back on 5/29/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2094 Built: 1995 Tax: $5,760 (2025)Community: LindfieldsSpa: NoSingle Family
Taxes:$5,760
Remarks: Spacious and versatile 4-bedroom, 2-bathroom pool home located in the established Lindfields community, just minutes from Walt Disney World and the shopping, dining, and entertainment along US-192. A new roof was installed in 2020 and the property was just refurbished including interior paint, exterior paint, pool deck painted, luxury vinyl flooring installed throughout the property, new light fittings and a new roof 2020. Positioned toward the rear of the neighborhood, this community benefits from good sized lots and a floor plan offering over 2,000 sq ft of well-designed living space. No HOA—one of the few communities in the area - offers home owners unrivaled flexibility. The home features a bright and open layout filled with lots of natural light, including a large living and dining room with sliding doors leading to the pool deck, a separate family room, and a breakfast nook with sliding patio doors offering additional pool deck access. The spacious kitchen includes a breakfast bar and ample cabinetry, ideal for both everyday living and entertaining. A split floor plan provides privacy, with a generously sized primary suite offering dual sinks, a garden tub, and separate shower. The house bathroom also includes direct pool access for added convenience. Step outside to enjoy a private fenced yard and expansive south facing L-shaped pool deck—perfect for relaxing, entertaining, or enjoying the Florida lifestyle. Zoned for short-term rental, this home is ideal as a primary residence, vacation home, or income-producing investment in a prime Central Florida location.
Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)
Listing Agent: Steven Silcock (407-574-0218)
8908 PRAGUE WAY, KISSIMMEE, FL 34747
$529,000257 Days on yellowkey MLS ID: O6356954
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3142 Built: 2019Monthly Fee: $563 Tax: $8,764 (2025)Community: Windsor At WestsideSpa: YesSingle Family
Taxes:$8,764
Remarks: Your Private Oasis Awaits at the fantastic Windsor at Westside Resort community. Step into luxury and leisure of this fully furnished 6-bedroom, 4.5-bathroom retreat nestled in one of Central Florida’s most sought-after vacation communities. Designed for comfort and entertainment, this spacious home features a stunning loft, soaring ceilings, and an open-concept layout that seamlessly blends elegance with functionality. It features a private heated south facing pool and spa for year-round relaxation, an expansive covered lanai with sun loungers and patio seating, a gourmet kitchen with stainless steel appliances and generous counter space and a breakfast bar, dual master suites, one on each floor making it ideal for guests or multi-generational living, a converted garage game room for added fun and entertainment, and stylish finishes throughout, including ceramic tile and plush carpeting. Recent upgrades include a brand-new AC compressor and brand-new dryer. The resort features lots of great amenities including a lazy river, splash pool, clubhouse bar, fitness center, and game room. The community is guard gated and the HOA includes cable, internet, and grounds maintenance. All this and just minutes from world-famous attractions, shopping, and dining, this property offers the perfect blend of convenience and escape. Whether you're seeking a second home, a vacation getaway, or a high-performing short-term rental, this residence delivers exceptional value and unforgettable experiences.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ping Ma (863-332-0298)
2452 DUBAI ST, KISSIMMEE, FL 34747
$479,000339 Days on yellowkey MLS ID: O6334730
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2265 Built: 2020Monthly Fee: $563 Tax: $7,109 (2025)Community: Wndsor/Westside-Ph 3Spa: NoTownhouse
Taxes:$7,109
Remarks: Welcome to Windsor at Westside! This stunning 5-bedroom, 4.5-bathroom townhome is beautifully decorated and comes fully furnished with top-of-the-line model home furniture. Zoned for short term rental this fantastic vacation home is the perfect investment property or second home. The home features open floor plan and a fantastic kitchen with granite countertops, 42-inch cabinets and stainless-steel appliances. It boasts spacious living spaces, a lovely covered lanai and screened in private swimming pool. Windsor at Westside Resort provides one of a kind amenities including an 8,000 square foot resort-style clubhouse with a huge heated pool, a spa, and a lazy river as well as a recreation center, poolside cabana, playground, volleyball, tennis, and basketball courts and a game room, restaurant, bar, and relaxing lounge area with indoor/outdoor fireplace! The community is just minutes to Disney World and all the other famous attractions!
1512 MUMBAI WAY, KISSIMMEE, FL 34747
$495,000340 Days on yellowkey MLS ID: O6334704
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2492 Built: 2019Monthly Fee: $563 Tax: $8,849 (2025)Community: Windsor/Westside-Ph 2BSpa: NoSingle Family
Taxes:$8,849
Remarks: Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining or hosting extended family vacations. The modern kitchen impresses with 42" cabinets, stainless steel appliances, stone countertops, and a breakfast bar ideal for casual meals. Step through the sliding doors to your private outdoor paradise, a west-facing heated pool that basks in afternoon sun, complete with a brick-paver deck and covered lanai for all-weather relaxation. Inside, the home comes tastefully furnished with a stylish, turn-key décor. A converted garage adds a bonus game room to the already expansive layout, ensuring fun and comfort for every guest. Windsor at Westside offers a gated, amenity-rich lifestyle with a resort-style clubhouse, heated pool and spa, lazy river, splash pad, fitness center, arcade, sand volleyball, tennis and basketball courts, and an on-site restaurant and bar.
8512 SUNRISE KEY DR, KISSIMMEE, FL 34747
$560,000110 Days on yellowkey MLS ID: O6388410
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2881 Built: 2004Monthly Fee: $115 Tax: $6,949 (2025)Community: Emerald Island Resort Ph 4Single Family
Taxes:$6,949
Remarks: Welcome to this spacious 7-bedroom, 4.5-bathroom pool home located in the highly desirable Emerald Island Resort, one of the most sought-after short-term rental communities in the Orlando area. With nearly 2,900 square feet of living space, this home is ideal as an income-producing vacation rental or a private second home near the attractions. Designed for comfort and entertainment, the home features multiple living areas, themed bedrooms, a theater room, and a game room, offering an unforgettable experience for guests and owners alike. The private screened pool and spa provide the perfect place to relax after a day exploring Orlando. Recent updates include fresh interior and exterior paint and updated furnishings, including new living room furniture and refreshed pool patio furniture. The roof is a 2023, the pool equipment is 2025, and the HVAC units are newer and have been serviced regularly. Emerald Island Resort is a 24-hour guard-gated community offering resort-style amenities including a clubhouse, community pool and spa, fitness center, tennis and basketball courts, playgrounds, and walking trails. Ideally located just 10–15 minutes from Walt Disney World, approximately 20–25 minutes to Universal Orlando Resort and Epic Universe, and around 20 minutes to SeaWorld. Florida’s East Coast beaches such as Cocoa Beach are about an hour away, while the Gulf Coast beaches including Clearwater and St. Pete Beach are roughly 1 hour and 45 minutes away. With its prime location near shopping, dining, and major attractions, this property offers the perfect combination of investment potential and vacation lifestyle in the heart of Central Florida. BOOKING AND INCOME HISTORY AVAILABLE UPON REQUEST.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Rebecca Readus (423-414-5019)
8958 SUGAR PALM RD, KISSIMMEE, FL 34747
$459,90071 Days on yellowkey MLS ID: S5149166
REDUCED by $9,800 (2.1%) on 05/29/2026
Bed: 5 Bath: 5.0 Gar: 1 Liv Area Sq Ft: 3081 Built: 2014Monthly Fee: $682 Tax: $6,821 (2025)Community: Paradise Palms Resort Ph 3BSpa: NoSingle Family
Taxes:$6,821
Remarks: Welcome to this beautiful fully furnished 5 bedroom, 5 bathroom pool home located in a highly desirable gated resort community in Kissimmee. Whether you are looking for a vacation getaway, primary residence, or investment opportunity, this property offers the perfect combination of comfort, style, and convenience. Step inside to an inviting open concept layout filled with natural light, high ceilings, and a spacious living and dining area designed for relaxing and entertaining. The modern kitchen features granite countertops and ample cabinetry, making it ideal for hosting family and guests. All bedrooms are generously sized, providing privacy and comfort for everyone. Enjoy the Florida lifestyle year round in your private screened pool and lanai, perfect for morning coffee or evening gatherings.Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, Disney Springs, as well as shopping, dining, and major highways, this home offers unbeatable access to everything Central Florida has to enjoy. The community features resort style amenities including a clubhouse, pool, fitness center, movie theater, game room, and more. Move in ready and full of potential, this is a rare opportunity to own in one of the most sought after areas in Kissimmee. Schedule your private showing today.
Listing Agent: Antonio Nouer (407-837-6981)
8932 ADRIATICO LN, KISSIMMEE, FL 34747
$425,00048 Days on yellowkey MLS ID: O6411777
Bed: 5 Bath: 4.5 Gar: 1 Liv Area Sq Ft: 2265 Built: 2017Monthly Fee: $582 Tax: $6,709 (2026)Community: Windsor/Westside Ph 1Spa: NoTownhouse
Taxes:$6,709
Tax Year: 2026
Remarks: Welcome to resort-style living and effortless ownership in this fully furnished end-unit townhome, ideally located just a short 3-minute walk from the community's premier amenities. Whether you're searching for a vacation retreat, short-term rental investment, or a combination of both, this property offers the flexibility and convenience today's buyers are looking for. Inside, durable wood-look luxury vinyl flooring provides a stylish, low-maintenance space designed to accommodate guests with ease. Outside your door, enjoy peace of mind with 24-hour manned gate security and access to an impressive lineup of resort amenities. Residents and guests can take advantage of a sprawling clubhouse, resort-style pool, lazy river, hot tub, tennis and volleyball courts, a fully equipped fitness center, and an arcade, creating an unforgettable vacation experience year-round. Perfectly positioned for personal enjoyment or income-producing potential, this turnkey property offers the opportunity to own a piece of Central Florida's thriving vacation market while enjoying all the benefits of a world-class resort community.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Liam Glover Pa (954-804-7579)
7950 SEA PEARL CIR, KISSIMMEE, FL 34747
$775,00048 Days on yellowkey MLS ID: S5150770
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3126 Built: 2002Monthly Fee: $125 Tax: $8,286 (2025)Community: Formosa GardensSpa: YesSingle Family
Taxes:$8,286
Remarks: Welcome to 7950 Sea Pearl Circle, a beautifully upgraded 5-bedroom, 4-bath retreat tucked behind the gates of Formosa Gardens — one of Kissimmee's premier gated communities, with the rare flexibility to be enjoyed as a primary residence, second home, or short-term rental. Just minutes from Walt Disney World and set on an oversized half-acre corner lot, this nearly 3,200-square-foot Florida-style home offers space, privacy, and resort living in equal measure. In a market where most vacation-home communities require a car for everything, Formosa Gardens offers the rare luxury of walkable access to dining, shopping, and entertainment — a feature that's nearly impossible to replicate nearby. Major-ticket items are already handled — new roof (2022), new HVAC system (2023), new pool heater (2023), and new carpet throughout (2023). Smart thermostats and exterior security cameras let you monitor and control the home from anywhere via an app. Inside, an open floor plan with soaring ceilings flows from the kitchen and living areas to a primary suite on the main floor, with additional bedrooms upstairs. The standout feature is the fully air-conditioned and heated game room — the year-round entertainment hub guests and families rave about. Step outside to your private heated pool and spa with a screen enclosure, surrounded by deck space built for Florida sunshine. This is a true turnkey opportunity: all furniture, televisions, and games convey — ready to move in, enjoy as your getaway, or book from day one. Formosa Gardens' flexible use policy makes this home equally suited for a family looking for a forever home with resort amenities, a second-home buyer wanting a Disney-area escape, or an investor seeking an income-producing rental. Whatever your vision, 7950 Sea Pearl is move-in ready and waiting for its next chapter.
Listing is courtesy of: TEAM DONOVAN (407-705-2616)
Listing Agent: James Donovan (407-705-2616)
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