Homes For Sale in Kissimmee 34747 - 853 homes

Remarks: Welcome to tastefully designed 5/bed 4/bath home with private pool facing conservation area in the prestige Community Windsor at Westside, zoned for short term vacation rental. The open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for everyday living and entertaining. There is a master bedroom on the first floor and upstairs you’ll find another spacious master bedroom and additional bedrooms for privacy and comfort. Residents can enjoy world-class resort amenities, including an 8,000 sq. ft. clubhouse, heated pool, lazy river, spa, volleyball and basketball courts, and on-site restaurant and bar. The home is just minutes from Disney Parks and other Orlando attractions.

Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)

Listing Agent: Eileen Li (407-765-2589)

Remarks: Stunning Vacation Home in the Heart of Solara Resort – Close to Disney! Fully furnished Brand NEW vacation home located in the sought-after Solara Resort. This beautifully designed property offers the perfect blend of luxury, comfort, and convenience, ideal for short-term rental or your personal retreat. This spacious home features 5 bedrooms and 4 1/2 bathrooms, an open-concept layout, and stylish finishes throughout. The gourmet kitchen boasts modern cabinetry, stainless steel appliances, and a large island perfect for entertaining. Step outside to your private screened-in pool and spa, the ultimate spot to relax after a day at the parks. Solara Resort offers great amenities, including a resort-style pool with a splash pad, flow rider surf simulator, clubhouse, fitness center, restaurant, bar, playgrounds, sports courts, and more, all within a gated, secure community.HOA fee includes resort security, use of clubhouse and amenities, landscaping house, irrigation, cable and internet house, daily trash pick up. Whether you're looking for an income-producing property or a vacation home for family getaways, this property offers it all turnkey ready and perfectly located close to Disney, shopping, dining, and entertainment. Don't miss your chance to own a piece of paradise.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Rosa Suarez (954-682-2633)

Remarks: Experience the ultimate vacation retreat and investment opportunity at 1576 Nassau Point Trail in the highly sought-after Solara Resort! This stunning 9-bedroom, 6.5-bath fully furnished pool home generated over $100,000 in rental income from Jan 2025–Jan 2026 and is completely turn-key and rental ready. Built in 2019, the home features an upgraded luxury furniture package, private movie theater, spacious game room loft, custom bar area, themed bedrooms, and expansive open-concept living spaces designed for unforgettable guest experiences. Step outside to your private screened-in oasis featuring a sparkling pool, spa, and extended sun deck — perfect for relaxing after a day at the parks. Located just minutes from Walt Disney World and Orlando’s top attractions, this property offers both luxury and convenience. Owners and guests enjoy access to Solara Resort’s incredible world-class amenities including the FlowRider® surf simulator, resort-style heated pool, splash pad, fitness center, sports courts, on-site dining, and 24/7 gated security. Whether you're looking for a high-performing short-term rental investment or a dream vacation home, this exceptional property checks every box!

Listing is courtesy of: HOLIDAY REALTY LLC (321-278-5486)

Listing Agent: Bryan Rogers (321-278-5486)

Remarks: Turnkey investment opportunity in a highly sought-after resort-style community just minutes from Disney World! This fully furnished home is a heavily booked short-term rental with strong income potential and future bookings in place. Designed to stand out, the property features themed rooms including a Frozen-inspired bedroom and a Star Wars-themed room with immersive LED lighting, creating a memorable guest experience that drives repeat bookings. The garage has been professionally converted into a game room, perfect for entertainment and maximizing rental appeal. Recent updates include new vinyl flooring in the loft, adding a fresh, modern touch to the living space. The open layout, spacious bedrooms, and private accommodations make this home ideal for large groups and vacationing families. Located just minutes from world-class attractions, dining, and shopping, this property offers both a fantastic personal getaway and a income-producing asset. Bookings, financials, and rental history available upon request!

Listing is courtesy of: SPECTRUM GLOBAL REALTY, INC (407-770-0067)

Listing Agent: Nisha Mehta (407-462-9297)

Remarks: AMAZING FULLY FURNSIHED VILLA AVAILABLE FOR SALE AT MARGARITAVILLE RESORT ORLANDO! This CORNER VILLA has 4 Bedrooms and 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances. Kitchen has Island with Seating, Large Counter Space and Windows with Lots of Natural Light. Master Bedroom Located Upstairs has En Suite Bathroom. Each of the Bedrooms has Ceiling Fans. Backyard has a Beautiful Paved Patio with Tropical Foliage! High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Includes Furniture, Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Great Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Priced to Sell! Motivated Seller! Stunning 6BD/4.5BA villa, professionally designed, truly a gem at this price! Fully furnished and ready to generate attractive short-term rental income. Enjoy a private pool, modern layout, and access to Solara Resort’s top-tier amenities, heated pool, surf simulator, gym, bar & grill, and more. HOA includes internet, landscaping, and full access to resort perks.

Listing is courtesy of: SINGULAR REALTY LLC (407-999-6899)

Listing Agent: Juliana Martins (786-546-6195)

Remarks: Priced to sell! This beautifully maintained 3-bedroom, 2-bathroom top-floor condo is offered fully furnished and zoned for short-term rental, making it an ideal investment or personal getaway. Lovingly used as a family vacation home, it has no rental history and has been exceptionally well cared for. A brand-new AC system will be installed prior to closing for added peace of mind. NEW AC just installed!! Located in the highly sought-after, gated community of Windsor Hills, you’re just minutes from Walt Disney World and Universal Studios Florida. Windsor Hills offers a true resort-style experience with world-class amenities, including a lagoon-style pool, water park, movie theater, fitness center, game room, on-site convenience store, bar, and more. Schedule your private showing today—this one won’t last!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Mike Chen, P.A (503-888-8070)

Remarks: Welcome to an extraordinary opportunity in the highly sought-after Solara Resort in Kissimmee, Florida. This impeccably appointed 5-bedroom, 4.5-bath townhome is a true statement of luxury, offering an exceptional furniture and professionally decorated by an interior decorator curated for both elegance and comfort. Whether as a private retreat or investment property, this townhome delivers an elevated vacation experience. From the moment you step inside, you are greeted by a open-concept layout featuring a designer kitchen with modern finishes, an elegant dining space, and a beautifully styled living room that flows seamlessly for effortless entertaining. Every detail has been thoughtfully selected — from statement lighting to premium finishings — creating a warm yet refined ambiance. The primary ensuite is conveniently located on the main floor, providing privacy and convenience. A stylish half bath with direct access to the private pool area enhances functionality for guests enjoying the outdoor oasis. The covered patio and private pool create the perfect setting for relaxation after a day at the parks. Upstairs, a spacious loft offers a secondary lounge or entertainment space. The upper level features two additional ensuite bedrooms and two more exquisitely themed bedrooms that share a full bath. Each themed room has been professionally designed to captivate all guests, making this home especially desirable for short-term rentals. A dedicated laundry closet completes the second floor for added convenience. Smart Thermostat, Private Pool and much more. Located just moments from the Solara resort clubhouse, residents and guests enjoy access to world-class amenities including a resort-style pool, fitness center, sports courts, dining options, and entertainment areas.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Ana Daviglus (407-463-3311)

Remarks: Welcome to a truly unparalleled luxury estate, nestled on 5 acres of serene privacy. This custom-built masterpiece, completed in 2009, boasts an impressive 11,138 square feet of meticulously designed living space, where every detail has been thoughtfully curated for the discerning homeowner. As you enter through the private gate, you are greeted by a stunning family room featuring a handcrafted stone gas fireplace and soaring ceilings that create an inviting atmosphere. The elegant curving marble staircase, adorned with a magnificent Swarovski crystal chandelier, sets the tone for the opulence that awaits. This estate offers 5 spacious bedrooms, each with large walk-in closets and en-suite bathrooms, ensuring comfort and privacy for family and guests alike. The main living areas are enhanced by exquisite woodwork, including a gorgeous dining room and a living room that seamlessly connects to the outdoor oasis through sliding glass doors that open at the corner, perfect for entertaining. Indulge in the ultimate entertainment experience in the media room, complete with luxurious seating and a stunning chandelier commissioned from Tiffany's in New York. The primary suite is a true retreat, featuring a cozy sitting area and an expansive closet. Additional highlights include a gym with a steam room, an office/study/library, and an upstairs game room that overlooks a spacious covered balcony. The outdoor amenities are equally impressive, featuring a large pool with a spa, ample undercover seating, an outdoor kitchen, and tennis courts, all surrounded by lush landscaping and majestic oak trees. The estate also includes a wine cellar, a wet bar with custom woodwork, and coffered ceilings adorned with unique prints. With a 4-car side garage and an attention to detail that is truly one of a kind, this estate is unlike anything you have ever seen. Experience luxury living at its finest—schedule your private tour today and discover the extraordinary lifestyle that awaits you.

Listing is courtesy of: THE AGENCY FL (407-335-4119)

Listing Agent: Brian Hyser (407-951-2472)

Remarks: Exceptional opportunity to own a fully furnished, income-producing 1-bedroom, 1-bathroom condo located on the 4th floor of Building 1, the main building at Embassy Suites by Hilton Orlando Sunset Walk—home to the front desk check-in and fitness center, offering unmatched convenience for guests and owners. This turnkey unit features a private balcony and is designed for both personal use and strong rental performance. Positioned within a professionally managed hotel program, this property delivers a true hands-off investment experience, ideal for investors seeking passive income in one of Central Florida’s most in-demand vacation destinations. Residents and guests enjoy access to premium resort-style amenities, including a spectacular Beach Club with resort pool, on-site bar and grill, 24/7 fitness center, and full-service hospitality. Located just minutes from Walt Disney World, Margaritaville, top-rated dining, shopping, and entertainment, this property sits in a high-traffic tourist corridor with year-round demand. Perfect for investors or vacation home buyers looking for location, convenience, and income potential. Don’t miss this opportunity—schedule your private showing today.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Fabian Querales Perez (407-486-9655)

Remarks: Back on market. Buyer backed out at the last minute. Their loss is your gain. All new kitchen appliances. New quartz countertops in kitchen and bathrooms, new laminate flooring, fresh paint. Check out this beautiful Fully Furnished Apartment that offers it ALL! Perfect for Investors for either short-term or long-term rental, vacation Home Seekers, or Full-time residents! Only 10 Minutes from Disney World! You will love living in this beautiful resort-style community. HOA includes High-speed internet, cable, water, and trash removal. Plus, access to all amenities. You will enjoy resort-style amenities such as a resort pool with a splash pad, tiki bar, fitness center, a massive clubhouse with a sundries shop, movie theater, arcade, basketball and tennis courts, and sand volleyball. There’s even a playground for the children. AC unit is 26 years old but fully functioning. Seller is willing to offer a Home Warranty.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Kristine Charles (407-592-0477)

Remarks: Discover this exceptional, fully furnished 8-bedroom, 7-bathroom luxury home located in the highly sought-after Encore Resort at Reunion—a premier vacation home community just minutes from Walt Disney World. This spacious residence features an open-concept living, dining, and kitchen area with granite countertops and solid wood cabinetry throughout, creating an inviting space for large gatherings. The thoughtfully designed layout includes two bedrooms on the first floor, one with an en-suite bath, while the second level offers an additional living area and six more bedrooms, including two primary suites, two bedrooms connected by a Jack & Jill bath, and the remainder with private en-suites. Entertainment is at the forefront with a fully converted game room in the garage featuring table tennis, shuffleboard, mini basketball, a card table, and a TV. Step outside to your private oasis complete with a heated pool and spa, covered patio dining area, grill, and lounge seating—perfect for enjoying the Florida sunshine. As part of Encore Resort, guests and owners enjoy access to a 10-acre private water park with thrilling slides, a lazy river, and splash zones, along with on-site dining, fitness facilities, sports courts, arcade, and daily activities, making this property a true resort-style experience. Whether you're seeking a turnkey investment or a luxurious vacation retreat, this home delivers the ideal blend of comfort, entertainment, and location.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Frank Baloun (407-488-4969)

Remarks: Indulge in Luxury Living at Encore Reunion! Welcome to this stunning 2-story home, located in the exclusive, sought-after community of Encore at Reunion. Renowned for its private waterpark and world-class amenities, Encore is the ideal place for relaxation and adventure. Nestled on THE LARGEST LOT in the community, this Grand Pool home offers the perfect balance of comfort and excitement. Boasting 8 spacious bedrooms and 7 full bathrooms, this expansive fully furnished residence provides ample space for family, guests, or business use. The state-of-the-art kitchen features top-tier appliances, while the generously sized living areas and cozy bedrooms ensure guests experience ultimate comfort. On the first floor, two beautifully designed rooms serve as either guest accommodations or private offices. The second floor features a large loft area that leads to five additional rooms, in addition to its luxurious primary bedroom suite that offers a serene retreat. Every corner of this home has been thoughtfully designed for both style and comfort. Recently updated, the home showcases a fresh, clean look with a new coat of paint that brightens the interior. Plush new carpeting throughout the bedrooms adds warmth and coziness, while ceiling fans improve airflow and enhance the modern aesthetic. The oversized, fully fenced lot boasts a private pool and ample yard space, ideal for a wide range of outdoor activities or enjoyable family game time. The garage has been upgraded with durable epoxy flooring and an AC unit, making it perfect for storage or as a versatile workspace. The new HVAC system ensures efficient climate control for year-round comfort. Beyond its luxurious features, this property also represents an exceptional investment opportunity. Located within an approved short-term rental community, this fully furnished home is perfectly positioned to succeed in the short-term rental market. Whether you're looking to generate income or provide guests with an unforgettable stay, this home is an ideal choice. Guests will love the convenient access to local cafes, restaurants, shopping, and entertainment, including parks and theaters. Encore at Reunion offers premier facilities and top-notch security, providing peace of mind for both residents and renters alike. With outstanding potential for strong returns on investment, this property is ready to start earning immediately. Don’t miss out on this incredible opportunity!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Christina Laidley (954-579-3742)

Remarks: Just minutes from Walt Disney World, this beautifully maintained 4-bedroom, 3-bathroom vacation home is located in the highly sought-after Emerald Island Resort and enjoys a private setting backing to a peaceful wooded conservation area in the heart of the community. Fully furnished and truly turnkey, the home features an open-concept layout designed for comfort, entertaining, and strong rental appeal. The garage has been professionally converted into a fully air-conditioned games room—an amenity guests consistently love and one that enhances occupancy and revenue performance. This property is an established and successful vacation rental with a strong booking history, and future reservations can transfer to the new owner if desired—offering immediate income from day one. Major capital improvements provide added peace of mind, including a new roof (2023), new pool heater, and new A/C system. Step outside to your private pool and covered lanai overlooking tranquil wooded surroundings with no rear neighbors—an ideal setting for guests to unwind after a day at the parks. Whether you are seeking a high-performing investment property or a personal Florida retreat with income potential, this home offers the flexibility to do both. Emerald Island Resort offers resort-style amenities including a gated entrance, clubhouse, community pool, fitness center, tiki bar, tennis and volleyball courts, and playground. With its unbeatable proximity to Disney, central resort location, strong rental performance, and recent upgrades, this property delivers the ultimate Central Florida vacation lifestyle and investment opportunity.

Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)

Listing Agent: Steven Silcock (407-574-0218)

Remarks: Located in the highly sought-after resort-style community of Windsor at Westside, this beautifully maintained and fully furnished 5-bedroom, 4-bathroom townhome offers comfort, functionality, and excellent flexibility for both personal use and investment. The home features an open-concept floor plan with a spacious living and dining area, ideal for entertaining. The kitchen is equipped with modern appliances and ample cabinetry. One bedroom is conveniently located on the first floor, while the remaining bedrooms are upstairs, providing privacy and space for family or guests. Step outside to your private screened-in splash pool, perfect for relaxing after a day in the Orlando area. The property is tastefully decorated and move-in ready, making it suitable as a primary residence, second home, or short-term rental (buyer to verify rental restrictions). Windsor at Westside offers resort-style amenities, including a clubhouse, fitness center, community pool with lazy river, water playground, sports courts, playground, restaurant, and 24-hour gated security. Conveniently located near major highways, shopping, dining, and world-renowned attractions.

Listing is courtesy of: FLORIDA MORNING REALTY LLC (941-441-5990)

Listing Agent: Bin Cao (407-865-0588)

Remarks: Welcome to this spacious 3-bedroom, 2.5-bath townhome located in the highly desirable Oakwater Resort Community in Kissimmee. This home features a bright and open layout designed for comfort and functionality.The main living area includes a large living and dining room, perfect for entertaining or relaxing. The oversized eat-in kitchen comes fully equipped with all appliances and offers ample cabinetry and counter space. A mix of tile and carpet flooring, generous closet space, and a spacious primary suite with an en-suite bath complete the interior. Additional convenience includes a 1-car garage. Situated within a gated resort-style community, residents enjoy access to a lagoon-style pool, playground, state-of-the-art fitness center, tennis courts, and sand volleyball court. Fully furnished and approved for short-term rentals, this property is ideal as a primary residence, vacation home, or investment opportunity.

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Wilianny Brillante (407-873-9654)

Remarks: Short Sale. Make your dream a reality. Enjoy this Luxury, conveniently located, Central Florida lifestyle Home. Property can be, and currently is, used as a short-term vacation rental.

Listing is courtesy of: VMY REALTY INC (407-412-4164)

Listing Agent: Eugene Vilkovskiy (407-412-4164)

Remarks: Under contract-accepting backup offers. TURNKEY and MOVE-IN READY, this 4-bedroom, 2-bath home is ideally positioned on a CUL-DE-SAC in the community, just minutes from Disney and conveniently located between Davenport and Kissimmee with quick access to major highways, shopping, dining, and Central Florida attractions. Zoned for short-term rentals, this property offers excellent flexibility as a primary residence, vacation home, or income-producing investment. From the moment you arrive, the home offers a welcoming first impression with a spacious driveway, attached 2-car garage, and a practical single-story layout designed for comfortable everyday living and easy guest use.As you step inside, you are welcomed by TILE FLOORING throughout, creating a clean, cohesive look and low-maintenance convenience from room to room. The layout flows naturally through the main living areas, with an inviting combination of living, dining, and family spaces that feel open yet functional. Natural light fills the home and helps each space feel bright and comfortable. The separate dining area provides flexibility for formal meals, casual gatherings, or additional entertaining space, while the spacious family room offers a relaxed setting for everyday living.At the center of the home, the beautifully updated kitchen stands out as a focal point with QUARTZ COUNTERTOPS, a sleek WATERFALL ISLAND, ample cabinet space, pantry storage, and an open connection to the surrounding living areas. This layout makes it easy to cook, serve, gather, and stay connected whether the home is being enjoyed by full-time residents or short-term guests. The primary suite is privately positioned and offers a comfortable retreat with good natural light, generous space, and an en suite bath designed for everyday convenience. The bathroom includes dual sinks, vanity space, and a STAND-UP SHOWER for a clean, updated feel. The additional bedrooms are well-sized and versatile, making them ideal for guests, family members, office use, or a flex setup depending on the buyer’s needs. The second bath is positioned to serve the secondary bedrooms and common areas well, giving the layout added functionality for larger households or vacation use.Moving to the rear of the home, the SCREENED PORCH extends the living space outdoors and creates a comfortable transition to the backyard. The FULLY FENCED yard offers privacy and flexibility for outdoor dining, pets, play, or simply enjoying a quiet evening at home. This exterior setup adds to the home’s livability and gives buyers usable outdoor space without requiring heavy maintenance.Important updates help set this property apart, including a NEW ROOF completed in 2020, a TANKLESS WATER HEATER installed in 2022, interior paint completed in 2023, and front and back irrigation for easier upkeep. These improvements contribute to the home’s MOVE-IN READY appeal and can give buyers added confidence in the condition and care of the property.The community features a pool, playground, walking trails, tennis courts, and basketball courts. With its short-term rental zoning, established neighborhood setting, and proximity to Disney, this home is well positioned for buyers searching Orlando homes for sale, Kissimmee property opportunities, near Disney homes, or a short-term rental investment in the Central Florida real estate market. This is a opportunity for a buyer seeking value, flexibility, and location in one well-rounded property. Contact us today for a private tour or more details.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Simi Lakhani (407-408-7393)

Remarks: Welcome to your next home in Windsor Hills, a fully furnished, turnkey 2/2 condo right in the heart of the best that Central Florida has to offer. A full resort community, your home away from home consists of a clubhouse with on-site bar and sundry shop, community pool with water park and various other onsite amenities including a park, tennis courts and volleyball court. With 24-hour gated security, the resort provides a safe environment for your family to unwind. Located close to many restaurants, stores, attractions and major highways, you are never far away from finding everything that you need. The condominium itself is beautifully furnished and ready to perform as an investment property or your own personal second home. A spacious 2/2 floorplan, the unit generously provides plenty of communal space as well as decent-sized bedrooms. With a short walking distance to the amenities, you can also enjoy a private screened patio as well as your own laundry features located inside the unit. Set up for short term rental, this home is waiting for you.

Listing is courtesy of: EVERGREEN REAL ESTATE SERVICES (800-406-4140)

Listing Agent: Daniel Young (407-361-6236)

Remarks: Welcome to your dream home! This stunning 9-BEDROOM, 6-bathroom LAKE VIEW property is located in the sought-after community of SOLARA RESORT. It's a short-term rental community with a stunning 4-Star Resort Level Club House and amenities. This home is well decorated with themed and customized furniture, which generates good rental income with a high occupancy rate. As you enter, you'll be greeted by a spacious and bright living room with high ceilings and large windows that let in plenty of natural light. The open floor plan seamlessly connects the living room to the dining area and kitchen, making it perfect for entertaining. The kitchen features modern appliances, granite countertops, and plenty of storage space. The large island with a breakfast bar is perfect for enjoying your morning coffee or chatting with guests while preparing meals. The dining area has sliding doors that lead out to the covered patio, where you can enjoy al fresco dining or simply relax and take in the beautiful Florida weather. The primary bedroom is located on the first floor and features a walk-in closet and an en-suite bathroom with dual sinks, a soaking tub, and a separate shower. Upstairs, you'll find three more bedrooms and two bathrooms, providing plenty of space for family and guests. The property also features a two-car garage, a laundry room, and a spacious backyard with plenty of room for outdoor activities. The community amenities include a clubhouse, a fitness center, a swimming pool, and a playground. Located just minutes away from world-renowned theme parks, shopping, and dining, this property offers the perfect balance of luxury and convenience. Don't miss this opportunity to make it your own! THE PROPERTY HAVE SOLAR PANEL LEASE, AND IT IS $399 A MONTH, BUYER HAVE TO ASSUME THE SOLAR LOAN AT CLOSING.

Listing is courtesy of: SIMPSON REALTY LLC (407-371-5955)

Listing Agent: Cristian Cen Chen (407-450-9010)