Homes For Sale in Kissimmee 34747 - 693 homes

Remarks: With six bedrooms the Toho offers an abundance of space that ensures everyone has their own room to relax, work, or unwind. Whether you have a large family, frequent guests, or simply need extra room for hobbies, this home provides the perfect amount of space. Each bedroom is generously sized, giving everyone the privacy and comfort. The Toho creates a perfect balance of functionality and comfort for every one. The open downstairs layout includes a large family room with an adjoining kitchen and dining room. A spacious loft also provides the perfect space for a home office or a cozy area for everyone to enjoy. The Toho features a generously sized laundry room, providing added convenience and organization. The master retreat is a true highlight with a large walk-in closet, and a luxurious en-suite bathroom.

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: BEST VALUE IN REUNION. Experience resort-style living in Reunion Village with this immaculate 3-bedroom, 2-bath home offering rare privacy and serene conservation views with no rear neighbors. Lightly lived in and beautifully maintained, the home features high-quality furnishings and shows like new—truly move-in ready. The open-concept layout is ideal for modern living and entertaining, anchored by a chef-inspired kitchen with quartz countertops, tall upper cabinets with crown molding, Whirlpool stainless steel appliances, and a spacious walk-in pantry. Sun-filled dining and living areas flow seamlessly to a covered patio, perfect for indoor-outdoor enjoyment. The private primary suite is a relaxing retreat featuring tray ceilings, a walk-in closet, and a spa-style bath with dual granite vanities and a walk-in shower. Two additional bedrooms and a full bath are thoughtfully positioned on the opposite side of the home for added privacy. Additional upgrades include 9-foot ceilings, luxury vinyl plank flooring, and a Wi-Fi–enabled garage door opener. Ideally located just minutes from Disney, Universal, and world-class golf, Reunion Village delivers an unmatched lifestyle with 24-hour guard-gated security and an impressive array of resort amenities, including three signature golf courses, seven restaurants, seven swimming pools, a five-acre water park, tennis and pickleball courts, fitness centers, walking trails, two playgrounds, bocce ball, miniature golf, bike and golf cart rentals, and on-resort shuttle service. This is Florida living at its finest.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Under contract-accepting backup offers. Great Value! Welcome to this stunning 9-bedroom, 8.5-bathroom pool home located in the highly desirable guard-gated Encore Resort at Reunion. Fully furnished and turnkey, this expansive residence offers over 4,600 square feet of beautifully designed living space, ideal as a primary residence, second home, or high-performing vacation rental. Situated on a premium lot with no rear neighbors, the home enjoys added privacy and close proximity to the community's water park, clubhouse and sports courts and soccer field. This two-story home comfortably accommodates up to 20 guests and features a highly popular floorplan, favored by returning vacationers year after year. The main level includes two bedrooms and two-and-a-half bathrooms, while the upper level offers seven additional bedrooms and six full baths. The open-concept layout is enhanced by custom design elements, premium furnishings, and tasteful decor—all included in the sale. Recent upgrades completed in 2024 include a new roof, upgraded kitchen appliances, designer furniture, fresh paint and soft furnishings. Outdoor living is equally impressive with a private heated pool and spa, a covered lounge and dining area, and an oversized driveway with ample parking. Encore Resort offers resort-style amenities such as 24-hour gated security, a full water park, clubhouse, restaurant, fitness center, playgrounds, and shuttle service to Walt Disney World and nearby attractions—all just 15 to 30 minutes away. The listing agent also serves as the property’s managing agent and can provide detailed rental income and expense records upon request, this home has done really well for income over the last 5 years with returning visitors year on year. This exceptional home presents a rare opportunity to own a luxury property in one of Orlando’s top short-term rental communities. All measurements, HOA details, and community information should be independently verified by the buyer or buyer's agent.

Listing is courtesy of: ORANGE REALTY PROFESSIONALS LLC (321-525-3505)

Listing Agent: Sonia Jenkins (321-525-3505)

Remarks: Welcome to this beautifully maintained 6-bedroom, 4-bathroom fully furnished home located in the highly sought-after Windsor Hills Resort in Kissimmee. Designed for comfort and convenience, this spacious property is ideal as a primary residence, vacation retreat, or income-producing short-term rental. Step inside to an open and inviting floor plan featuring generous living spaces perfect for gatherings. The home comes turn-key furnished, allowing for a seamless move-in or immediate rental potential. Guests of all ages will enjoy the dedicated game room, offering endless entertainment. Outdoors, unwind in your private screened pool, an ideal spot to relax after a day at the parks or soak up Florida sunshine in complete privacy. With six well-appointed bedrooms and four full bathrooms, there’s ample space for family and guests alike. Situated just minutes from world-class attractions, shopping, dining, and entertainment, Windsor Hills also offers resort-style amenities including a clubhouse, water park, fitness center, and more—all within a secure, gated community. This exceptional home truly offers the best of Florida resort living. Schedule your private showing today.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Paul Donovan (407-785-7070)

Remarks: Under contract-accepting backup offers. NEW ROOF 2025 • Welcome to your new home or investment opportunity in the highly desired gated Legacy Dunes community! Perfect as a primary residence or income-producing property, this 1-BEDROOM, 1-BATHROOM TOP-FLOOR UNIT allows SHORT-TERM OR LONG-TERM RENTALS, making it ideally positioned for Central Florida’s thriving market. This is one of the 2 units sold by seller in Legacy Dunes. There is a tenant in place paying $1,325/month through 06/30/2026, offering immediate rental income for investors. The open floor plan provides low-maintenance living with modern style, and the reasonable condo fee includes water, valet trash service, pest control, high-speed Wi-Fi, and access to all community amenities. The spacious bedroom features a walk-in closet and ensuite bathroom for comfort and functionality. The bright and practical kitchen opens to the living and dining area and includes a refrigerator, dishwasher, range, and a washer and dryer conveniently located in a dedicated closet, along with a counter bar perfect for casual dining. Enjoy resort-style amenities that make Legacy Dunes stand out: two sparkling pools (one with splash pad), fitness center, game room, tennis and basketball courts, sand volleyball, playground, BBQ areas, and more, all within a secure gated community. Ideally located just minutes from Disney Parks, FL-429, I-4, SeaWorld, shopping, dining, and entertainment, this condo blends comfort, convenience, and strong investment potential. Schedule your showing today and experience the Legacy Dunes lifestyle for yourself!

Listing is courtesy of: ORLANDO EXPERT REALTY LLC (321-274-6991)

Listing Agent: Virginia Silberstein (321-274-6991)

Remarks: Under contract-accepting backup offers. Discover the perfect blend of comfort, convenience, and investment potential with this beautifully appointed 4-bed, 3-bath, first-floor corner condo at the Villas at Island Club. Situated just a short drive to Walt Disney World, Universal Studios, SeaWorld Orlando, and other major theme parks and convenient to major highways like US-192 and FL-429, this property offers easy access to shopping centers, dining, and entertainment venues making travel to and from the property straightforward. It is a DESIREABLE LOCATION for vacationers and residents alike. FULLY FURNISHED and move-in ready with tasteful furnishings and décor. Equipped with HIGH-END APPLIANCES including an Induction Cook Top Range, Convection Oven w/Timer, and a Microwave/Convection Oven w/Timer that can be accessed remotely which provides a contemporary living experience. Ceramic tile in the kitchen, hall, and bathrooms; engineered hardwood flooring in the living room and bedrooms. This CORNER UNIT design allows for abundant NATURAL LIGHTING throughout. Enjoy a PRIVATE COVERED PATIO that backs onto a serene, wooded area, providing a peaceful retreat. There are TWO PRIMARY SUITES with en-suite bathrooms and patio access, plus 2 additional bedrooms to accommodate guests. INVESTMENT OPPORTUNITY: Ideal for both LONG-TERM and SHORT-TERM rentals, offering flexibility for investors. Residents and guests of Villas at Island Club have access to a range of RESORT STYLE AMMENITIES, including. Two heated pools for relaxation and recreation. Hot Tubs: Soothing spas to unwind after a day of activities. Fitness Center: Stay active with on-site exercise facilities. Sports Courts, Playground, Clubhouse, Picnic Area with outdoor grills and seating for meals and gatherings. TURNKEY PROPERTY: Fully furnished and equipped, minimizing initial setup costs for investors. Experience the charm and convenience of this exceptional property firsthand. Contact us today to schedule a private tour and explore the possibilities that await at Villas at Island Club.

Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)

Listing Agent: Jennifer Van Loon (407-924-5680)

Remarks: Fully furnished and beautifully updated home located in the gated community of Emerald Island Resort, just minutes from Walt Disney World. This spacious property features 4 bedrooms and 3 full bathrooms, including themed rooms ideal for short-term rentals, along with recent upgrades such as new flooring, renovated kitchen and bathrooms, updated electrical system, a new A/C unit (2019), and a roof replaced in 2023. The A/C ductwork was replaced and properly serviced in 2023, ensuring improved efficiency and comfort. Enjoy a bright open living area, fully equipped kitchen with modern appliances, large game room, and a private screened-in pool with outdoor patio. Perfect as a primary residence, vacation home, or investment property with no rental restrictions, offering excellent income potential in one of Central Florida’s most sought-after communities. Schedule your showing today and take advantage of this exceptional opportunity.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Janessi Rodriguez (407-280-5817)

Remarks: One or more photo(s) has been virtually staged. Location, lifestyle, and opportunity all come together at 1181 Lakeshore Breeze Place in Kissimmee! This well-maintained home welcomes you with a bright, open floor plan, abundant natural light, and a spacious layout designed for comfortable everyday living and effortless entertaining. Step outside to a generously sized backyard with endless potential perfect for building a pool, creating an outdoor kitchen, or designing your own private Florida oasis. Whether you're a homeowner ready to personalize your space or an investor seeking value-add potential, this property delivers flexibility and future upside. Set within the desirable Soleil at Westside community, residents enjoy access to resort-style amenities including a modern clubhouse, pool, and recreational areas that enhance the overall living experience. The location is a standout -just minutes from Walt Disney World Resort and with convenient access to major roadways including US-192, State Road 429, and I-4, making travel throughout Central Florida seamless. Surrounded by a growing mix of shopping, dining, and entertainment options such as Sunset Walk, Rolling Oaks Commons, and Posner Park, everything you need is within easy reach. The area continues to expand with new developments, infrastructure improvements, and enhanced connectivity, adding long-term value and convenience. Situated in a beautiful, well-kept neighborhood, this home offers peaceful surroundings, scenic streets, and a true sense of community while keeping you close to all that Central Florida has to offer. Don’t miss your chance to own in one of Kissimmee’s most desirable and fast-growing areas, with room to grow, customize, and maximize value.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Paula Chavez (201-618-7652)

Remarks: Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic!

Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)

Listing Agent: Susan Koptieff (407-334-7770)

Remarks: Spacious 8-bedroom, 6-bathroom vacation home just minutes from Disney and major attractions. Ideal for short-term rental, investment, or personal use. This well-maintained, fully furnished corner lot property features an open floor plan, fully equipped kitchen, large living and dining areas, and generously sized bedrooms with excellent decoration. Enjoy a private pool and spa, along with outdoor space perfect for relaxation and entertainment. Located in the desirable Windsor at Westside community, offering resort-style amenities including clubhouse, fitness center, and community pool. Zoned for short-term rentals with strong income potential. Conveniently located near shopping, dining, and major highways. Schedule your private showing today.

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

Listing Agent: Antonio Nouer (407-837-6981)

Remarks: Turnkey 8-bedroom, 6-bath fully furnished pool home located in the highly desirable Windsor at Westside Resort. This well-maintained property offers over 4,000 sq ft of living space with a functional and spacious layout ideal for short-term rental use. The home features an open-concept main floor with a large kitchen, breakfast bar, formal dining area, and expansive living room. A first-floor bedroom and full bath provide convenience, along with a rear primary suite offering direct pool access and functioning as a pool bath. The covered lanai overlooks a private setting with no rear neighbors and a pond to the side. Upstairs includes a large loft/game area with projector and gaming stations. The second floor consists of 6 bedrooms and 4 bathrooms, including multiple themed rooms, a Jack-and-Jill bathroom with dual vanities, and additional ensuite configurations. In total, the property offers 3 ensuite bedrooms. The garage has been converted into a game room, enhancing rental appeal. Located just minutes from major theme parks, shopping, and dining. Windsor at Westside offers resort-style amenities including a 10,000 sq ft clubhouse, pool, lazy river, restaurant/bar, fitness center, sports courts, and more. HOA includes gated access, lawn care, daily valet trash service, cable, internet, and full access to amenities. Property has strong rental potential and is being sold fully furnished and ready for immediate use or income production.

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

Listing Agent: Antonio Nouer (407-837-6981)

Remarks: Attention Investor, and First-Time Buyer!! Condominium in the Desirable location, just minutes away from DISNEY WOLD PARK ATTRACTIONS!!! 2 BEDROOMS AND 2 BATHS. This home offers LAMINATE FLOORINGS AND TILES throughout all common living and wet areas, split floor plan with living and dining room combination. Spacious kitchen, and all appliances. Master suite with walk-in closets, and the second bedroom is separated from the master bedroom. Inside laundry. The Community features Subdivision BLOSSOM PAKS VILLAS a clubhouse, FITNESS CENTER, SWIMMING POOL, PICNIC area, and PLAYGROUD for your family or friends to enjoy. It has easy access to all the best CENTRAL FLORIDA, including I-4 Highway, DISNEY WORLD, DOWNTOWN DISNEY, UNIVERSAL STUDIOS, SEA WORLD, the Convention Center, and INTERNATIONAL AIRPORT, and if you want to go out eat, you have restaurants close and for recreate Old Town, Malls, and so much more. Ready, just pack your bags and move in. Schedule a viewing today and step into a world where modern living meets the enchantment of Disney in Orlando, FL. Live, Work and, Play!!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Jacky Montes Mays (321-746-2608)

Remarks: Turnkey short term rental, fully furnished, fully themed, and already booked. Walk in, take over the calendar, keep the income going. Four bedrooms, four and a half baths, every room pulled into one wizarding world. Cathedral window murals, house banners, potion shelves, and details guests will photograph from the second they walk in. This is not a townhome with theming, it is an experience guests book specifically to stay in. The main level is built for groups. Open kitchen with a large center island, bar seating for six, a dining table that handles the whole party, and a living room that flows straight into the outdoor space. Out back, a private paver patio with a full outdoor kitchen, grill, and dining setup under a shade tree. This is where the five star reviews come from. Rare for a townhome, the main floor primary suite is a booking magnet for groups that need single level access; the kind of detail guests filter for. A half bath off the main living area keeps the bedrooms private. Upstairs, every bedroom has its own dedicated bath. No one is negotiating over showers, no one is waiting in line. Summerville Resort is gated, zoned for short term rental, and loaded with amenities guests expect. Resort style pool and spa, fitness center, clubhouse, and a game room with foosball. Minutes to the theme parks, shopping, dining, and easy access to the highway. HOA covers cable, internet, trash, pool, grounds, and exterior maintenance, so the operating side stays clean. Sold fully furnished with existing bookings in place. Turnkey, producing, ready for the next owner to step in.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Brad Young (407-897-5400)

Remarks: This beautifully maintained and fully furnished 8-bedroom, 6-bath pool home is located in the highly sought-after Windsor at Westside resort community, one of the most popular vacation destinations near Disney. Designed for both comfort and functionality, the home features a spacious open-concept layout with a modern kitchen equipped with solid surface countertops, quality appliances, and ample storage. The dining area flows seamlessly into the inviting family room, offering plenty of space for gathering and entertaining. The primary suite is conveniently located on the first floor and features a large bedroom, generous closet space. An additional bedroom suite on the first floor provides added flexibility for guests. Step outside to your private screened-in pool and spa, along with a covered lanai perfect for outdoor dining and relaxation. Windsor at Westside offers resort-style amenities including a clubhouse, lazy river, resort pool, fitness center, and more. Ideally located just minutes from Disney, shopping, dining, and major attractions, this property is perfect as a vacation home or a high-performing short-term rental investment.

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

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

Remarks: Pre-Construction. To be built. Reunion Resort. 4 bed 2 bath home. 1st floor master suite

Listing is courtesy of: COMMERCE BROKERAGE LLC (407-566-7171)

Listing Agent: James Bagley (407-446-8250)

Remarks: Welcome to this immaculate and exquisitely maintained 4-bedroom, 4 full bathroom, and 1 half-bath luxury townhome, perfectly positioned in one of Central Florida’s most sought-after locations. This exceptional residence showcases the perfect blend of elegance, comfort, and investment potential. Soaring high ceilings and a thoughtfully designed open-concept layout create a bright, expansive atmosphere ideal for both refined living and effortless entertaining. At the heart of the home, the designer-caliber kitchen has been beautifully updated with modern finishes, offering both style and functionality for everyday living or hosting guests. A tankless water heater enhances efficiency and provides continuous comfort. Step outside to your private balcony, where you can unwind while enjoying breathtaking views toward Disney's Animal Kingdom, delivering a truly magical and one-of-a-kind experience. Whether you’re seeking a high-performing short-term rental investment, an elegant vacation retreat, or a sophisticated second home, this property is completely turnkey and ready to impress. Property features: 4 Bedrooms, 4 Full Bathrooms, a Half Bath, soaring ceilings & open-concept design, Updated, high-end designer kitchen Energy-efficient tankless water heater, Private balcony from Primary Bedroom with a view, Ideal for Airbnb, investment, or second home. Ideally located just minutes from Walt Disney World, Margaritaville Resort Orlando, and a vibrant mix of shopping, dining, and entertainment, this is a rare opportunity to own a home that seamlessly blends luxury living with strong income potential.

Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)

Listing Agent: Anna Bipat (718-216-0965)

Remarks: Discover an incredible opportunity for residential living, a vacation getaway, or a short-term rental investment, located just minutes from Disney, Magic Kingdom, Celebration, Universal Studios, and SeaWorld. This beautifully updated single-story home features an open-concept layout with a spacious kitchen that flows seamlessly into the family room and dining area which is perfect for entertaining. The kitchen is a showstopper, boasting quartz countertops, a large island with an oversized deep sink, and custom 35” cabinetry. Both bathrooms have been completely renovated with modern finishes. The primary suite offers private access to the pool through sliding glass doors and includes new tile throughout, a large walk-in closet, and a luxurious en-suite bathroom with updated vanities, lighting, and a state-of-the-art steam shower. The second bathroom features new tile, a rain shower head, and a jetted whirlpool tub. Step outside to your private Florida oasis. The covered, screened-in lanai overlooks a sparkling pool and a spacious, fully fenced backyard. Enjoy new screens, fresh sod, a brand-new (never used) 8x10 storage shed, and a charming gazebo—perfect for relaxing or entertaining guests. Additional upgrades include new tile flooring throughout the home, a new roof (2023), and a PVC vinyl privacy fence (2023). Nestled in a quiet neighborhood with no HOA, this home offers both tranquility and unbeatable proximity to Orlando’s top attractions.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Jeffery Reupert (321-287-0697)

Remarks: This Disney Airbnb produced $54,000 in 2024! Discover this stunning 8-bedroom, 7-bath luxury retreat in the world-renowned Encore Resort at Reunion, just minutes from Walt Disney World! This fully furnished, turnkey investment property is already a successful and regularly booked short-term rental, offering immediate income potential and the flexibility to enjoy it as your own family vacation home. Step inside to an expansive open-concept living space, a gourmet kitchen with quartz countertops and stainless steel appliances, and themed bedrooms that guests adore. Outside, relax in your private screened pool and spa, complete with a spacious lanai perfect for lounging and dining outdoors. Encore Resort boasts five-star amenities, including a water park with thrilling slides, resort pool, clubhouse with restaurant and bar, fitness center, sports courts, concierge services, and shuttle service to Disney Parks. Perfectly located 10 minutes from Disney, 15 minutes from Universal and SeaWorld, and close to shopping, dining, and golf—this home is both a proven income generator and a dream family getaway. Move-in ready, fully equipped, and performing—this Encore Resort gem truly has it all!

Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)

Listing Agent: Heather Spirazza (407-757-6022)

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. 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 splash pad, tiki bar, fitness center, a massive clubhouse with a sundries shop, movie theater, arcade, and basketball and tennis court, and sand volleyball. There’s even a playground for the children.

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

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

Remarks: Pond view unit. Amazing location and view. Discover exceptional value in this beautifully maintained two-bedroom, two-bathroom second-floor residence in Blossom Park Villas—currently the best-priced unit in the community with a lovely view. This private and quiet condo offers abundant parking and features stylish vinyl plank flooring throughout. Ceiling fans in both bedrooms and the living room provide added comfort and energy efficiency. Residents enjoy resort-style amenities, including a sparkling pool, heated spa, fully equipped fitness center, tennis and basketball courts, and a playground. Ideally located near shopping, hospitals, and I-4, and just minutes from Disney and Celebration, this property offers both convenience and lifestyle appeal. An outstanding opportunity for homeowners and investors alike.

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

Listing Agent: Adriana Murcia (352-217-8200)