Location: Kissimmee , 34747
Do Not Show Listings
973 JACK NICKLAUS CT, KISSIMMEE, FL 34747
$1,600,00093 Days on yellowkey MLS ID: O6372323
3 Days Off yellowkey (back on 4/20/2026)
REDUCED by $100,000 (5.9%) on 04/15/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4466 Built: 2020Monthly Fee: $1,000 Tax: $23,132 (2025)Community: Reunion West Fairways 17 & 18 RepSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$23,132
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. In the exclusive Bear’s Den community at Reunion Resort, this luxury Montecito floor plan residence offers an exceptional combination of refined design and strong vacation rental appeal. On a desirable corner lot, the home showcases elegant architectural details, a paver driveway, manicured landscaping and scenic palm-lined approach. Private balconies and covered outdoor living areas create a seamless indoor-outdoor lifestyle within one of Reunion’s exclusive enclaves. Built in 2020 and offered fully furnished, the home features 4,466 square feet of living space with five bedrooms, five full baths and one half bath. The well-designed layout includes two bedrooms on the main level and three upstairs, each with access to a full bath, making it ideal for accommodating larger groups and maximizing rental flexibility. The open-concept kitchen, dining and living areas provide an inviting central gathering space designed to enhance guest experience and rental performance. The chef’s kitchen featuring a gas cooktop with exterior-vented hood, built-in oven and microwave, refrigerator, dishwasher and an expansive center island with generous seating. Crisp cabinetry, abundant counter space, and an open layout create a functional yet sophisticated environment that resonates with luxury renters. Designed for entertainment, the home includes a game room and a private theater with tiered seating, projection screen, ceiling-mounted projector and surround sound, delivering an authentic in-home cinema experience. The resort-style backyard offers a private oasis featuring a heated custom pool and raised heated spa, expansive paver deck, lush privacy landscaping and dramatic fire bowls. A covered lanai with summer kitchen and outdoor TV provides the ideal setting for outdoor dining and entertaining, while the second-story balcony overlooks the pool and offers a tranquil retreat for day-to-night enjoyment. Additional features include a two-car garage and a transferable Reunion Club membership. The property is ideally near the Traditions Clubhouse and within short distance to Reunion’s Water Park. Reunion Resort amenities include three championship golf courses, a multi-acre water park, resort-style pools, fitness centers, on-site dining, tennis and pickleball courts, concierge services, and a gated luxury resort setting. Minutes from Walt Disney World, Reunion Resort is one of Central Florida’s desirable luxury vacation communities, known for strong rental demand and repeat guests. Whether as a turnkey income-producing investment or a high-end second home, this Bear’s Den residence offers an exceptional combination of location, layout, amenities and long-term appeal.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Teresa White (904-994-9075)
8019 ACADIA ESTATES CT, KISSIMMEE, FL 34747
$534,50073 Days on yellowkey MLS ID: O6381002
REDUCED by $5,000 (0.9%) on 04/20/2026
Bed: 7 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 2884 Built: 2003Monthly Fee: $445 Tax: $7,729 (2025)Community: Wyndham PointeSpa: YesSingle Family
Taxes:$7,729
Elementary School: Westside K-8
High School: Celebration High
Remarks: Vacation living at its finest! Tucked behind the private gates of Wyndham Pointe, this turn-key, FULLY FURNISHED 2-story 7-bedroom, 6.5-bath pool home. The thoughtfully designed floor plan features impressive vaulted ceilings, tile flooring throughout, and an expansive open-concept living and kitchen area. The kitchen offers a breakfast bar, additional dining space, and stainless-steel appliances—perfect for entertaining. The home boasts two master suites (one on each level), two first-floor en-suite bedrooms, an upstairs en-suite, and two additional adjoining bedrooms with spacious bath, providing ample accommodations for guests or large families. French doors line the back of the home, opening to serene pool views and an extended lanai with a resort-style heated pool and spa, separate splash pad, outdoor shower, and convenient half bath. The two-car garage has been transformed into a home theater and billiard room, creating the ultimate entertainment space for family and friends to enjoy. ***UPGRADES include: ROOF (2023), HVAC (2025), and POOL PUMP (2024). *** Whether you’re seeking a primary residence, second home, or income-producing short-term rental, this property truly has it all!!!!! Located just minutes from Disney and Universal theme parks, H2O Water Park, premier dining, shopping, and entertainment, with easy access to SR 429 and the Florida Turnpike, offering quick routes to Central Florida beaches. Don’t miss this incredible opportunity!
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Erica Sadelfeld (407-427-0398)
8943 COCONUT BREEZE DR, KISSIMMEE, FL 34747
$599,00094 Days on yellowkey MLS ID: O6374170
Bed: 7 Bath: 6.5 Gar: 1 Liv Area Sq Ft: 3533 Built: 2022Monthly Fee: $560 Tax: $8,302 (2025)Community: Solara Resort Vacation Villas RepSpa: YesSingle Family
Taxes:$8,302
Remarks: Turnkey and fully furnished, this exceptional 2022-built vacation home offers a like-new experience with professionally curated décor, immersive themed bedrooms, and multiple entertainment spaces designed to delight guests of all ages. The converted garage has been transformed into a game room, creating the perfect gathering spot for fun and relaxation. The modern kitchen is fully equipped and features quartz countertops, a tiled backsplash, 42-inch cabinetry, and a spacious island with bar seating, ideal for casual meals, while a separate formal dining area provides space for special occasions. The home offers multiple living areas, including a generous main living space and an upstairs loft, allowing everyone room to unwind after enjoying the nearby attractions. Expansive triple sliding glass doors lead to a private, screened lanai with covered seating, a heated pool and spa, and peaceful conservation views. A convenient poolside bathroom enhances outdoor living and guest comfort. Two spacious primary suites with king beds and en-suite bathrooms featuring dual vanities are located on both the main and upper levels. Additional themed bedrooms, including Frozen and Mickey Mouse designs, add a memorable touch for younger guests. Located within the sought-after Solara Resort, owners and guests enjoy access to a 13,000-square-foot clubhouse offering a resort-style pool and water park, surf simulator, fitness center, sports courts, playgrounds, teen recreation areas, and a poolside café serving food, drinks, and frozen cocktails. Ideally situated near theme parks, dining, shopping, Sunset Walk, and entertainment, this rental-ready vacation home is an outstanding opportunity.
Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)
Listing Agent: Andre Kressler (407-864-2184)
8075 KNEE DEEP RD, KISSIMMEE, FL 34747
$650,00023 Days on yellowkey MLS ID: O6392268
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 1908 Built: 2019Monthly Fee: $468 Tax: $10,888 (2025)Community: MargaritavilleSingle Family
Taxes:$10,888
Elementary School: Westside Elem
Middle School: Kissimmee Middle
Remarks: Experience the Margaritaville lifestyle in the heart of Kissimmee, Florida, just minutes from Walt Disney World and Central Florida’s top attractions. This spacious 5 bedroom, 5.5 bathroom cottage is located in a premier vacation home community known for its unmatched amenities and vibrant atmosphere. Positioned within close proximity to the resort pool, spa, gym, and entertainment, this home offers both convenience and an elevated guest experience. The interior features upgraded countertops, stainless steel appliances, and wood look tile flooring that blends style with durability. Designed with both comfort and income potential in mind, each bedroom includes its own bathroom access, providing privacy for owners and guests alike. The primary bedroom offers a peaceful retreat with its own en suite bathroom. This home is located in a sold out resort community that allows for short term rentals, making it an ideal investment opportunity, vacation home, or full time residence. Enjoy access to multiple pools, a water park, fitness center, full service spa, and Sunset Walk, where you will find dining, shopping, bars, and live music just moments away. Situated in Kissimmee near Orlando, this property offers easy access to Disney Parks, major roadways, and everything Central Florida has to offer.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Jessica Estrada (863-409-1771)
851 ASSEMBLY CT, KISSIMMEE, FL 34747
$254,000153 Days on yellowkey MLS ID: S5139011
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1688 Built: 2005Monthly Fee: $510 Tax: $5,350 (2025)Community: Reunion Ph 1 Parcel 2Townhouse
Taxes:$5,350
Remarks: Discover this beautifully maintained townhome in the desirable Carriage Pointe at Reunion — perfectly zoned for vacation rentals and ideally situated just minutes from Disney. Move-in ready and built for strong investment performance, this property offers exceptional flexibility as a short-term rental, long-term rental, second home, or full-time residence. Step inside to a open layout featuring a spacious family room, dining area, and an amazing kitchen with ample storage. Sliding glass doors lead to your private patio—an ideal spot to relax and enjoy the Florida sunshine, with great conservation views. Upstairs, the oversized primary suite features its own private balcony with serene views of the lush conservation surroundings. As a Reunion owner, you’ll have access to the resort’s world-class amenities, including multiple pools, Restaurants & Bars, and proximity to top shopping and entertainment. This prime location is just minutes from Walt Disney World, Universal Studios, SeaWorld, and Champions Gate Town Center. This is the townhome you have been waiting for.
Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)
Listing Agent: Jeffrey Eddowes (407-310-0040)
9120 BORACAY CT, KISSIMMEE, FL 34747
$592,000294 Days on yellowkey MLS ID: O6324215
REDUCED by $6,000 (1.0%) on 04/20/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2226 Built: 2025Monthly Fee: $450 Tax: $1,032 (2024)Community: Westside CayTownhouse
Taxes:$1,032
Tax Year: 2024
Remarks: The most Luxurious Short Term NEW BuILD IN KISSIMMEE- 5-Bedroom Modern Townhome with Private Pool – Fully Furnished and STR-Ready near Disney! Welcome to this brand-new luxury townhouse located in one of the most sought-after short-term rental communities just minutes from the Disney Parks! This high-end 5-bedroom, 4-bathroom residence is professionally decorated and comes fully furnished, offering a turn-key investment opportunity or a dream vacation retreat.Designed with style and comfort in mind, the home features an open-concept layout, sleek modern finishes, and a private screened-in pool – perfect for relaxing after a day of adventure. Every detail has been thoughtfully curated to impress guests and maximize rental income. The community is packed with resort-style amenities, including an upcoming on-site restaurant and a state-of-the-art clubhouse with pool, fitness center, and more – creating a true destination experience. Whether you're looking to capitalize on Central Florida’s booming STR market or enjoy your own getaway near the magic, this property checks every box. Schedule your showing today and step into effortless ownership!
Listing is courtesy of: SUMMERHILL REALTY GROUP LLC (407-963-8083)
Listing Agent: Bruno Iarussi (954-643-4831)
7723 GRABEN ST, KISSIMMEE, FL 34747
$825,00014 Days on yellowkey MLS ID: O6396595
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4630 Built: 2017Monthly Fee: $697 Tax: $14,675 (2025)Community: Reunion West Ph 3 WestSpa: YesSingle Family
Taxes:$14,675
High School: Poinciana High School
Middle School: West Side
Remarks: One or more photo(s) has been virtually staged. Take advantage of the most aggressively priced 9-bedroom in Encore in the past year & priced to sell! VACATION in STYLE in this turnkey, fully furnished property in Encore Resort! This property offers 9 bedrooms, 8.5 bathrooms and sleeps 16+! Whether hosting family get-togethers, reunions, holidays, or business retreats, this home provides all the space guests need to spread out! The open concept living area features a large dining area, plenty of seating, and great views of the pool. The kitchen is well-equipped with two refrigerators, two dishwashers, and an oversized island to gather around. The pool area is the perfect place to enjoy the Florida sun while still being very private with an oversized lot, fence and hedges all around. The downstairs master retreat is spacious and offers access to the pool and its own private bathroom. The garage has been turned into a game room with Pacman, air hockey, foosball, and skee ball. Upstairs you will find a loft with a pool table and TV. Seven more bedrooms provide plenty of room for guests. The Encore at Reunion Resort includes a spectacular clubhouse, award-winning restaurant, a Water Park, full-service spa, two playgrounds, state-of-the-art gym, basketball, volleyball & tennis courts. The HOA fee covers 24-hour gated entrances & roaming security, trash pickup, & an annual exterior house cleaning. A concierge desk is available at the clubhouse to assist with booking tickets, meals, airline check ins, resort provided shuttles to parks, & more. Enjoy being minutes away from three golf courses and in the heart of attractions, shopping, dining and more. Call us today to schedule your private tour!
Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)
Listing Agent: Kelly French (352-988-4975)
2422 DUBAI ST, KISSIMMEE, FL 34747
$449,990279 Days on yellowkey MLS ID: O6328333
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2020Monthly Fee: $608 Tax: $6,643 (2024)Community: Windsor At Westside Ph 3Townhouse
Taxes:$6,643
Remarks: This stunning retreat Nestled Townhouse in Windsor at Westside, one of Kissimmee's premier short-term rental communities, this FULLY FURNISHED townhouse is your oasis of luxury and relaxation. With five spacious bedrooms and four and a half bathrooms, offers the perfect blend of comfort and sophistication. As you step inside, you're greeted by an open floor plan that seamlessly integrates the living, dining, and kitchen areas. The kitchen boasts elegant quartz countertops and sleek stainless steel appliances, creating a modern yet inviting atmosphere. The spacious loft upstairs provides an additional living area, perfect for relaxing, entertaining, or even setting up a home office. One of the highlights of this townhouse is the private pool, easily accessible through pool-facing telescopic sliding glass doors. Staying in Windsor at Westside means enjoying world-class amenities. The HOA grants you access to an impressive 8,000 sq ft clubhouse, featuring a lazy river, sports courts, an arcade game room, and more. To make your stay even more effortless, the HOA covers cable, high-speed internet, exterior maintenance, trash pick-up, pest control, and lawn care. Every detail has been thoughtfully curated to ensure your experience is nothing short of extraordinary. This townhouse isn't just a home; it's a lifestyle. Schedule a showing today and take the first step toward making this dream retreat yours.
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Karla Cintra (407-881-7730)
7494 MARKER AVE, KISSIMMEE, FL 34747
$660,000132 Days on yellowkey MLS ID: S5139555
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2574 Built: 2017Monthly Fee: $828 Tax: $10,623 (2024)Community: Reunion West Ph 2 EastSpa: YesSingle Family
Taxes:$10,623
Remarks: Welcome to your turnkey income-producing retreat at Encore Resort at Reunion. Situated on a rare 0.28-acre lot, this home offers an exceptionally large backyard, perfect for guests seeking space, privacy, and a true resort-style experience. The southwest-facing pool is a major highlight, delivering sun throughout the day and into the afternoon, ideal for year-round enjoyment. The upgraded oversized pool features a sun shelf and spa, creating a true vacation atmosphere. An outdoor kitchen completes the backyard, making it perfect for entertaining, relaxing, and maximizing rental appeal. Inside, the home has been fully refreshed with all-new furniture and is thoughtfully designed for short-term rental guests. Custom superhero mural artwork adds a fun, memorable touch that sets this property apart and attracts bookings, especially families and repeat visitors. Located within the highly desirable Encore Resort, the home is fully set up and ready for short-term rentals, offering owners great income potential. Encore’s resort-style amenities include a water park with slides, clubhouse, fitness center, sports courts, playgrounds, dining options, and more, all just minutes from Disney, Universal, and world-class golf. Whether you’re looking for a strong-performing investment, a vacation home, or both, this property delivers on space, style, sun exposure, and resort living. A rare opportunity in one of Central Florida’s most sought-after vacation communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Lisa Grinceri (407-533-3050)
8944 SYDNEY AVE, KISSIMMEE, FL 34747
$449,900346 Days on yellowkey MLS ID: O6306929
REDUCED by $5,000 (1.1%) on 04/15/2026
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2263 Built: 2019Monthly Fee: $538 Tax: $5,645 (2025)Community: Windsor/Westside-Ph 3Spa: NoTownhouse
Taxes:$5,645
Remarks: Step into this stunning and beautifully furnished 5-bedroom, 4-bathroom townhome nestled within an exclusive resort-style community. Designed with comfort and style in mind, this spacious home offers a modern layout perfect for families. Enjoy your own private pool, ideal for relaxing afternoons or entertaining in the Florida sun. The community itself is rich with amenities, including clubhouse access, fitness facilities, resort-style pools, sports courts, playgrounds, and more—ensuring there’s something for everyone to enjoy. Don't miss out on this great opportunitiy! Tour this amazing property today!
Listing is courtesy of: GOLDEN KEY REAL ESTATE SOLUTIONS LLC (407-801-8283)
Listing Agent: Gleyson Silva (407-575-7332)
8558 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747
$287,500261 Days on yellowkey MLS ID: S5132094
INCREASED by $8,600 (3.1%) on 04/18/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1291 Built: 2003Monthly Fee: $325 Tax: $3,781 (2024)Community: Emerald Island Resort Ph 2Townhouse
Taxes:$3,781
Remarks: Discover this move-in ready 3-bedroom, 2.5-bathroom home at 8558 Crystal Cove Loop in Kissimmee's popular Emerald Island Resort. This 1,291 square foot house features an open floor plan with high ceilings and hard flooring throughout the main living areas, while the bedrooms have beautiful brand new recently installed luxury flooring. The kitchen comes equipped with granite countertops, a convenient breakfast bar, and stainless-steel appliances. HVAC / AC unit only 2 years old, so as an Investor you have nothing to worry about. The primary bedroom includes its own private balcony for relaxation. This property is perfect for both long-term and short-term rentals. Living in Emerald Island Resort means enjoying 24-hour security and amazing amenities. The community offers a clubhouse, fitness center, game room, pool, spa, and tiki bar for entertaining. Active residents will appreciate the tennis and basketball courts, while families can enjoy the playgrounds and scenic walking trails. Internet access is included. Located in Kissimmee, this home provides easy access to Central Florida's attractions while offering a resort-style living experience. The combination of comfortable interior features and extensive community amenities makes this property an excellent choice for personal residence or investment purposes. The open layout creates a spacious feel throughout the home, making it ideal for daily living and hosting guests. With everything from recreational facilities to security features included, residents can enjoy a worry-free lifestyle in this well-maintained community. This new listing represents a great opportunity to own in one of the area's most sought-after resort communities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lemuel Rojas (321-282-8604)
193 LONGVIEW AVE #104, KISSIMMEE, FL 34747
$424,00091 Days on yellowkey MLS ID: O6375292
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1612 Built: 2002 Tax: $5,109 (2025)Community: Georgetown At Celebration CondoCondo
Taxes:$5,109
Elementary School: Celebration K-8
Middle School: Celebration K-8
Remarks: One or more photo(s) has been virtually staged. Enjoy the comfort of a single-family home with the convenience of maintenance-free condo living in this pristine first-floor, corner-unit residence located in the highly desirable Georgetown at Celebration community. Flooded with natural light and offering easy, stair-free access, this home is thoughtfully designed for both comfort and functionality. The spacious split floor plan features 3 bedrooms and 3 full bathrooms, all on one level. The updated kitchen showcases granite countertops, stainless steel appliances, a closet pantry, and space for a built-in coffee bar, opening seamlessly to the dining and living areas—perfect for everyday living and entertaining. Step outside to two generous covered patios, ideal for enjoying Florida’s year-round sunshine. Storage is abundant, with walk-in closets in every bedroom. Elegant crown molding and updated LVP flooring add a refined touch throughout the main living spaces. The water heater was installed in 2013, and the A/C was replaced in 2018. As a resident of Celebration, you’ll enjoy access to resort-style pools, a championship golf course, scenic walking trails, and a vibrant town center filled with shops and restaurants—all just minutes from Walt Disney World. This is a rare opportunity to own a beautifully maintained, move-in-ready home in one of Central Florida’s most sought-after communities. Schedule your private showing today! Some photos have been virtually staged.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Maxwell Wardlaw, Pa (407-720-6169)
955 JACK NICKLAUS CT, KISSIMMEE, FL 34747
$2,244,400104 Days on yellowkey MLS ID: O6371804
REDUCED by $100 (0.0%) on 04/17/2026
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4490 Built: 2021Monthly Fee: $1,000 Tax: $22,850 (2025)Community: Reunion West Fairways 17 & 18 RepSingle Family
Taxes:$22,850
Remarks: RARE 9 BEDROOM ***Only 4 years Old. Luxury, Legacy and Lifestyle greet you at the private “Bears Den” gate at Reunion Resort. Once inside you will be met by this stunning 9 bedroom 8 ½ bath Reunion Resort Membership property that is equally inviting and LARGE enough to accommodate families with forever stays or maybe just a long weekend. The home is one of just a few in the exclusive community that is an exclusive corner lot. The home is being offered fully furnished including all GAMING SYSTEMS AND ARCADES. All the upgrades have been completed including theming, design extras, and enhanced gathering spaces. The LARGE open main level of the home entices everyone to discover more of what the property has to offer. Starting in the kitchen area you find dual refrigerators, and dual dishwashers behind a nicely appointed island accompanied by a large pantry. The living room seating can accommodate up to 12 and overlooks the massive back yard, pool, lounge, and exterior kitchen space through a wall of windows that let in the natural Florida Sunshine! Once outside notice the OVERSIZED patio space that not every home can offer. This is a game changer for the perfect pool day. The newly added putting green only enhances the outdoor time experience. This truly makes this home feel like its own resort. The first floor of the home also features a re-imagined garage space that will keep residents and guests alike busy for hours. No quarters needed! Upstairs you will find a custom loft area that is the focal point for families to gather and enjoy a comfortable and relaxing entertaining space. The theater/loft space is enough for 8 and marqueed by an 86-inch television. You will also discover the two additional themed rooms that are classics and translate to multiple generations. A home filled with extras, charm and endless memory making possibilities. HUGE RENTAL AND MEMORY MAKING POTENTIAL. Reunion Resort has everything you want in a community including 3 signature golf courses, world class dining, waterparks, lazy river, water slides, firework viewing areas, tree lined streets, dog park, playground, driving range, golf simulator, member events, in-resort shuttle service, and event space. Live the resort lifestyle like a VIP. NO OTHER RESORT IN THE AREA HAS THIS!!!! Minutes to Disney and close to Beaches, Universal, Legoland and Sea World. Schedule a tour today. 80 million visitors are estimated to visit Orlando in 2026. Current reservations for 2026 are available to convey to new owner when choosing to maintain relationship with current property manager.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Derrick Mnick (407-408-4676)
7774 FOUR SEASONS BLVD, KISSIMMEE, FL 34747
$699,00034 Days on yellowkey MLS ID: O6392299
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1969 Built: 2021Monthly Fee: $407 Tax: $10,834 (2025)Community: Four Seasons At Orlando Pb 3B & 4ASingle Family
Taxes:$10,834
Remarks: Welcome to this beautiful St. Lucia home located at the Four Seasons of Orlando in Kissimmee. Orlando's most desirable 55+ Community. Four Seasons has a 24/7 manned guard gate and resort style amenities. This home has a water view in the front and hole #2 of the golf course in the back. Enjoy views of the heated pool and golf course from your enclosed entended Lanai. The gourmet kitchen has a large island with a breakfast bar, quartz counters, 42" cabinets, under cabinet lighting, stainless steel appliances including a built-in oven, microwave and gas cooktop. The dining room, living room and primary bedroom feature tray ceilings, all leading out to the extended screened lanai and heated pool and spa. You can also enter the lanai from the primary suite, sit by your fire pit and enjoy the scenery relaxing by your heated pool. This home comes with four security cameras on the exterior. You will also enjoy the whole house Britta water filtration system. The Four Seasons is entwined within Mystic Dunes Golf Course. Residents can enjoy dinner and drinks at the Mystic Dunes Club with a discount. The Four Seasons community has a large clubhouse (12,000 sq. ft) with a fitness center, kitchen, craft room game room, bar and coffee area. There is so much to do at the Four Seasons at Orlando's 55+ Community.
Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)
Listing Agent: Susan Rinaldi (201-952-9500)
3100 PARKWAY BLVD #227, KISSIMMEE, FL 34747
$132,000262 Days on yellowkey MLS ID: S5132034
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 524 Built: 1990Monthly Fee: $621 Tax: $1,436 (2024)Community: Parkway Palms Resort Maingate CondoCondo
Taxes:$1,436
Remarks: Under contract-accepting backup offers. INVESTOR ALERT - Great location near the pool! This 1 bedroom/1 bath condominium located just 1.5 miles from Walt Disney World at The Parkway Palms Resort. Located across from Celebration and minutes from numerous dining, shopping and entertainment establishments with easy access to major highways. This 2nd floor has a new AC and comes fully furnished. Prime location in Building 2 with easy access to pool and parking. The COA fee includes electric, cable, internet, water, exterior building, roof and maintenance of all common areas. AIRBNB currently as it is a perfect rental investment along with relaxing and enjoying your unit while on vacation in the Orlando area. Guests will enjoy the pool, jacuzzi, gazebo with grills, fitness center, basketball, sun deck and laundry facilities.
Listing is courtesy of: NABE REALTY (800-808-4870)
Listing Agent: Janine Venturella (724-252-5561)
7714 COMROW ST, KISSIMMEE, FL 34747
$585,0008 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)
1663 LIMA AVE, KISSIMMEE, FL 34747
$629,00054 Days on yellowkey MLS ID: O6386621
2 Days Off yellowkey (back on 3/6/2026)
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2018Monthly Fee: $561 Tax: $11,733 (2025)Community: Windsor At Westside Ph 2BSpa: YesSingle Family
Taxes:$11,733
Remarks: This fully furnished vacation/investment home is ideally located just minutes from Disney. With 8 bedrooms and 6 bathrooms, this property in theresort community of Windsor at Westside can comfortably accommodate up to 20 guests. It is ready for immediate use! The home features aspacious family and dining area, along with a large family room on the second floor. Enjoy outdoor gatherings in the private pool and hot spaarea, which offers amazing views of the water! The open kitchen is equipped with granite countertops and stainless-steel appliances, making itboth functional and stylish. Master suites are conveniently located on both the first and second floors, providing comfort and privacy for guestsand owners. Windsor at Westside, located in Kissimmee, FL, offers easy access to Orlando's theme parks, shopping, and dining options. Thecommunity features resort-style amenities, including a 10,000 sq. ft. clubhouse, a large pool with a slide and tiki bar, a fitness center, volleyballcourt, sundry shop, and video arcade. Plus, Florida’s popular beaches, such as Cocoa Beach and Clearwater Beach, are just over an hour's driveaway. This property presents a great opportunity for both personal use and investment.
Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)
Listing Agent: Zhiming Xu (407-984-0087)
8110 FAN PALM WAY, KISSIMMEE, FL 34747
$499,00023 Days on yellowkey MLS ID: O6395292
0 Days Off yellowkey (back on 4/19/2026)
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
Remarks: Under contract-accepting backup offers. 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)
2784 ROCCELLA CT, KISSIMMEE, FL 34747
$549,000153 Days on yellowkey MLS ID: O6360906
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 2013Monthly Fee: $142 Tax: $6,297 (2024)Community: WestsideSpa: YesSingle Family
Taxes:$6,297
Remarks: Under contract-accepting backup offers. Located in the highly sought-after community of Tuscany at Westside, this beautifully maintained 5-bedroom, 5-bathroom pool home offers the perfect blend of privacy, convenience, and income potential. Nestled on a cul-de-sac with no rear neighbors and serene conservation views, this fully furnished home features an open floor plan, spacious kitchen with breakfast bar, and a screened-in private pool—ideal for entertaining or relaxing. Zoned for short-term rentals and situated just minutes from Walt Disney World, Margaritaville Resort, and Sunset Walk, the location is ideal for vacationers or year-round residents. Whether you're seeking a primary residence, second home, or an income-producing investment, this move-in-ready home checks every box!
Listing is courtesy of: TRUVALOR REALTY LLC (407-218-0937)
Listing Agent: Carlos Lima Vieira, Jr (407-952-4134)
2213 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747
$470,00045 Days on yellowkey MLS ID: O6388889
INCREASED by $20,000 (4.4%) on 04/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1834 Built: 2002Monthly Fee: $270 Tax: $5,930 (2025)Community: Wyndham Palms Ph 3Single Family
Taxes:$5,930
Remarks: Beautiful 4-bedroom, 3-bathroom home located in the desirable Windsor resort community, just minutes from Disney. This spacious property features an open floor plan, a private pool, and comfortable living areas perfect for family living or short-term rentals. The home offers a fully equipped kitchen, generous bedrooms, and a relaxing outdoor space ideal for enjoying the Florida lifestyle. Windsor community amenities include a clubhouse, resort-style pool, fitness center, and more.
Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)
Listing Agent: Lisbey Tamayo Pa (786-514-9356)
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