Homes For Sale in Kissimmee 34747 - 910 homes

Remarks: Great investment opportunity. This property is currently leased for $2,500 per month through March 3, 2027, providing immediate rental income for the new owner. Own a one-of-a-kind 4-bedroom townhouse located in one of the most well-known resort communities in the Disney area of Orlando. The home features one large bedroom on the ground floor and three bedrooms upstairs, including the primary suite. It offers tile flooring throughout the main living areas, granite countertops, stainless steel appliances, and a spacious private pool area—perfect for entertaining and family gatherings. Residents and guests enjoy access to resort-style amenities, including a large pool with a slide, two jacuzzi tubs, a children’s splash area, bar, restaurant, movie theater, and game room. Do not miss this opportunity to invest in a high-demand vacation and rental community.

Listing is courtesy of: ORLANDO BROTHERS BUSINESS LLC (407-453-6663)

Listing Agent: Igor Alves (407-453-6663)

Remarks: Take a look at this GORGEOUS 5 bed, 5 bath home in Reunion West! Fully furnished and vacation ready. The moment you step onto this luxury property you will notice the meticulous care, love and attention the owners have invested into this beautiful, contemporary POOL home. HIGH END LVP FLOORING UPSTAIRS! NEW POOL HEATER! Located in spectacular GATED/GUARDED Encore Resort, a prime location, packed with onsite amenities and a less than 10 minute ride to Disney World and other Theme Parks. Sleeping up to 10 persons, this home provides bedrooms on both floors, with spacious well equipped accommodation including TWO king sized suites (one upstairs and one downstairs) and a themed/painted 'Alice in Wonderland' game room with a projector & newer minisplit AC. The private swimming pool and spa is perfect for enjoying the warm sunshine right outside your patio doors! This particular home provides privacy with NO REAR NEIGHBORS! This home is a popular and profitable Vacation home! Come see for yourself!

Listing is courtesy of: STRONG FOUNDATION REALTY LLC (407-272-2067)

Listing Agent: Harry Kazarian (407-272-2067)

Remarks: *****UPDATED PRICE*******Your dream home awaits! Welcome to this stunning 5-bedroom, 4-bathroom pool home in the coveted Windsor Palms Resort, just minutes from Disney World and all the magic of Orlando. Whether you're looking for the perfect getaway, a short-term rental investment, or a family retreat, this fully furnished home is ready for you! Step inside and discover a bright, open space designed for comfort and entertaining. The spacious kitchen is fully equipped for all your culinary needs and seamlessly integrates with the dining and living areas, perfect for gathering with family and friends. Step outside to your private, screened-in pool and spa, where you can enjoy the Florida sunshine or a relaxing sunset dip after a day at the parks. The garage has been transformed into an exciting game room, with entertainment for guests of all ages! Each bedroom is thoughtfully appointed, offering plenty of space and style. The master suite features a luxurious ensuite bathroom and provides a tranquil retreat for relaxation. Located in the Windsor Palms Resort, with guard-gated access, you'll have access to the incredible resort amenities: a sparkling community pool, clubhouse, tiki bar, movie theater, fitness center, tennis courts, and much more. This home is approved for short-term rentals, fully furnished, and ready to generate income from day one. Perfect as a vacation home, investment property, or personal paradise—it's up to you! Key Features: 5 bedrooms | 4 bathrooms, private pool & spa, exciting game room, fully furnished and move-in ready, short-term rental approved, minutes from Disney, restaurants, and shopping, resort amenities included. Don't miss your opportunity to own this fun and profitable Florida home in one of Kissimmee's most desirable communities. Schedule your private showing today and make this home your own slice of paradise!

Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)

Listing Agent: Ana Silva (407-770-8801)

Remarks: Under contract-accepting backup offers. 3D Home Tour & floor plan available by clicking on Virtual Tour 2 above. This is a must see, FULLY FURNISHED 8-bedroom, 7-bathroom home in ENCORE RESORT. It is the perfect blend of luxury and investment opportunity. A proven short-term rental performer. Designed to comfortably sleep up to 16 guests, the home features a spacious open floor plan combining the kitchen, dining, and living areas—ideal for entertaining and family gatherings. The layout offers two bedrooms on the main floor and six bedrooms upstairs, including TWO OWNER SUITES and a versatile loft area. Bedrooms are carpeted for comfort, while the main living areas and bathrooms feature durable tile flooring. Step outside to your own private retreat with a heated pool and spa, all overlooking a private backyard with no rear neighbors for added peace and relaxation. 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)

Remarks: This is Windsor at Westside, your new home far from home! This beautiful townhouse features an amazing living room facing the desired pool you crave to see after a day of all the parks fun! INVESTMENT, this is the name of the game, this house has still books to come, which means money in your pocket. Upstairs, you will find 4 bedrooms with decorations ready to go.

Listing is courtesy of: FABIANO DIAS REALTY LLC (689-241-6853)

Listing Agent: Fabiano Dias (689-241-6853)

Remarks: Location, location, location! This luxury townhome perfectly combines modern design, convenience, and the Florida lifestyle in one of the most desirable areas of Kissimmee – minutes from Disney, Margaritaville, and the best shopping, dining, and entertainment in Central Florida. Built in 2023, this stunning residence includes 3 bedrooms and 3 full bathrooms across 1,360 sq ft of elegant living space. The open-concept floor plan features a bright and spacious living area that flows seamlessly into the designer kitchen, complete with stone countertops, stainless-steel appliances, and contemporary cabinetry — perfect for entertaining or enjoying family meals. Upstairs, you’ll find a comfortable and private primary suite with a large walk-in closet and a beautifully finished bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Each bathroom showcases modern finishes and premium materials that enhance the home’s stylish feel. Enjoy maintenance-free living with an HOA that covers exterior care and common areas, allowing you to focus on what truly matters — relaxation and quality of life. The community features beautiful landscaping, well-kept streets, and a welcoming neighborhood atmosphere. Whether you’re seeking a primary residence, second home, or investment property, this luxury townhome at 3261 Tranquil Trail delivers the perfect combination of style, comfort, and prime location — just a short drive from I-4, world-class attractions, and everything Central Florida provides. The property currently has a tenant in place and can be sold either with the tenant (income-producing) or vacant at closing, depending on the buyer’s preference. La propiedad actualmente tiene un inquilino y puede venderse con el inquilino (generando ingresos) o desocupada al cierre, según la preferencia del comprador. Schedule your private showing today and see for yourself how beautiful this home truly is.

Listing is courtesy of: REALIZE INTERNATIONAL REALTY L (407-970-9935)

Listing Agent: Mara Brasil (407-970-9935)

Remarks: Exceptional corner unit at Magic Village offering rare privacy and beautiful garden views. This well-maintained home features four bedrooms, 4.5 baths, soaring ceilings in the living room, a summer kitchen and an excellent layout with a primary suite on the first floor. Upstairs includes an open-concept kitchen and full laundry room with full-size washer and dryer. In a prestigious gated resort community with concierge services, 24-hour clubhouse, pool, fitness center, playroom, on-site restaurant and housekeeping services, and just minutes from Orlando's top attractions. Ideal for short-term rental investment or vacation living. Strong income potential in one of the desirable resort-style communities in the area.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Carolina Medeiros (305-753-1943)

Remarks: NEW PRICE REDUCTION*** Fully furnished and turnkey-ready, this stylish 3-bedroom, 2.5-bath townhome in the gated Emerald Island Resort is just 3 miles from Disney and close to dining, shopping, and entertainment. With 1,291 sq ft of space, the home features granite countertops, tile and laminate flooring, a private balcony off the primary bedroom, and a peaceful conservation view. Guests enjoy access to resort-style amenities, including a heated pool, hot tub, sauna, gym, tiki bar, tennis, mini golf, nature trails, and 24/7 security. Perfect for families or investors, this active short-term rental sleeps up to 8 and requires no special HOA approval.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Kay Bingham (407-207-2220)

Remarks: Located in the popular gated community of Windsor Hills Resort, this condo offers resort-style living with access to fantastic amenities including a clubhouse with a movie theater and fitness center, a lagoon-style pool with water slides, sports courts, and scenic walking paths. The community is family-friendly and highly sought after for both residents and vacation rentals. Just minutes from Walt Disney World and close to Universal Studios and SeaWorld, the location provides easy access to Orlando’s top attractions. Nearby, you’ll find entertainment and shopping hubs like Old Town Kissimmee, The Loop outdoor mall, and charming Kissimmee Historic District. Outdoor lovers will enjoy nearby Kissimmee Lakefront Park and Lake Kissimmee State Park, perfect for relaxation and recreation. This blend of vibrant community amenities and proximity to world-class attractions makes it a great choice for living or investment.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Kay Bingham (407-207-2220)

Remarks: Well-maintained 1-bedroom, 1-bath condo featuring ceramic tile throughout and an open floor plan. Spacious bedroom with walk-in closet Kitchen equipped and utility room. Community offers pool, fitness center, tennis/basketball courts, playground, and clubhouse. near shopping, dining, major highways, theme parks, and Celebration. Investor opportunity – leased through March 2027, income-producing property.

Listing is courtesy of: VS INTERNATIONAL PROPERTIES (407-513-4722)

Listing Agent: Vanessa Serrano (407-513-4722)

Remarks: Exceptional 2 story townhome with private screened in pool and water view. This 5-bedroom 4-bathroom end unit home in located in the highly sought after guard gated resort community of Paradise Palms Resort. The property with 2 bedrooms on the first floor and 3 bedrooms upstairs comes FULLY FURNISHED allowing for vacations, short term rental, rental investment and even calling it HOME. You and your guests can enjoy the amazing resort amenities which are numerous. A clubhouse with over 9000 square feet, free movie theatre, arcade center, TIKI Bar and Grille, and fitness center. A large resort style swimming pool complete with cascading waterfall, slides and spa. A sundries shop, tennis, basketball, volleyball courts and a playground. HOA fee includes 24-hour manned security gate, exterior home maintenance, cable tv, internet, community pool, lawncare, private road and trash removal. Located just off Westside Blvd just south of highway 192 this property is close to major roads with lots of shopping and restaurants. Minutes from Disney World and close to other attractions, theme parks, and water parks.

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

Listing Agent: Joel Albert (407-435-7478)

Remarks: Amazing Townhouse at, just minutes away from DISNEY WOLD PARK ATTRACTIONS, GATED COMMUNITY, NESTLED IN A PREMIUM LOCATION! 3 BEDROOMS AND 2 BATHS. This home offers LAMINATE FLOORINGS throughout all common living and wet areas and MASTER SUITE on main level, for privacy and accessibility. The KITCHEN is equipped with 32" UPPER CABINETRY, GREY GRANITE COUNTERTOPS and STAINLESS-STEEL APPLIANCES such as side-by-side refrigerator, range, microwave and dishwasher. The MASTER SUITE features spacious BATHROOM with granite counters, double vanity and walk-in closet. Upstairs, BEDROOMS 2 and 3 share the 2nd BATHROOM and it is where the LAUNDRY is conveniently located. The community offers a CLUBHOUSE equipped with FITNESS ROOM, BUSINESS CENTER, CONVENIENCE STORE, PLAYROOM with flat screen TVs and games, community pool with spa. The external maintenance, landscaping, INTERNET and CABLE TV are INCLUDED. Walking distance from US192, close to shops, restaurants, groceries and attractions. Don't miss the chance to make this magical haven yours. Schedule a viewing today and step into a world where modern living meets the enchantment of Disney in Kissimmee, FL. **Call today to schedule a showing*. Ready quick move-in!

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

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

Remarks: INCOME-PRODUCING OPPORTUNITY in Windsor at Westside, one of Kissimmee’s most sought-after short-term rental communities near Orlando’s world-famous theme parks. Unlike many investment properties in the area, this FULLY FURNISHED and TURNKEY 4-bedroom, 3.5-bath townhome has been primarily owner-used and exceptionally maintained, offering investors and second-home buyers a rare combination of rental potential and pride of ownership. Designed for both guest appeal and long-term durability, the home features a highly functional layout with a private first-floor king suite and full bathroom, ideal for multigenerational stays and vacation guests seeking convenience and privacy. The open-concept living space showcases a modern kitchen with granite countertops, stainless steel appliances, and an oversized island that seamlessly connects to the spacious family room overlooking the private pool area. The covered lanai, complete with a convenient half bath, creates an ideal indoor-outdoor entertainment setting highly desirable in the vacation rental market. Upstairs, a versatile loft provides additional gathering space, complemented by three well-appointed bedrooms and two full bathrooms. This unit offers a one car garage, heated private pool with a pool bathroom and a florida room, and is located within a walking distance from a resort style club house. Whether you are seeking a proven income-producing asset, a second home with rental flexibility, or a well-maintained investment property in a high-demand tourism market, this residence offers exceptional value, location, and long-term potential.

Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)

Listing Agent: Laura Teixeira, Pa (941-962-2413)

Remarks: Fully furnished 3-bedroom, 3.5-bath luxury townhome just minutes from Walt Disney World®—an ideal private vacation retreat or high-performing short-term rental investment. Located within the exclusive gated community of Magic Village, this contemporary residence combines refined design with effortless ownership flexibility, allowing self-management or access to professional on-site rental services. The main living area showcases an open-concept layout filled with natural light, dramatic two-story ceilings, and expansive windows that enhance the sense of space. The modern chef’s kitchen features stainless-steel appliances, a five-burner gas range, generous cabinetry, and an oversized island with breakfast bar—perfect for entertaining. Sliding glass doors open to a covered lanai complete with built-in summer kitchen, tiled flooring, and no rear neighbors—creating a private outdoor setting ideal for dining and relaxation. Upstairs, the spacious primary suite offers a custom walk-in closet and a spa-style bath with floating dual vanities and a frameless glass shower. The second suite includes its own private balcony and en-suite bath, while the third bedroom also features a walk-in closet and private bathroom—providing comfort and privacy for guests. Additional highlights include a private elevator, main-level laundry, and a convenient guest powder room. Magic Village owners enjoy resort-style amenities including a pool, fitness center, clubhouse, on-site restaurant and bar, multilingual concierge services, daily curbside trash pickup, housekeeping options, complimentary Wi-Fi, and ample parking—all within a secure gated environment. Ideally positioned near Disney, world-class dining, premium outlets, and major highways, this turnkey property delivers luxury, convenience, and strong income potential in one of Orlando’s most sought-after vacation communities.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Braner De Lima Dantas (407-683-2878)

Remarks: Seller will contribute towards closing costs for all Active Military, Veterans and First Responders on this low maintenance lifestyle home!! This fantastic location offers short commutes when considering today’s costs of fuel, tolls, drive time compared to other locations. Take advantage of the Seller's current assumable loan rate of 4.875% for qualified buyers! Take in the views, stop paying rent and start building wealth in the heart of this Disney location situated in between picturesque Disney Resorts and Celebration communities. Seller relocation is to your benefit, as the work is done in this beautifully upgraded, immaculately maintained home on the top floor away from neighbors. Peaceful water views from the spacious front lanai allowing you to unwind from the day. Charming open floor plan is ideal for entertaining. Kitchen has a large island, commercial grade sink and faucet and beautifully designed with granite, glass tile back splash. Enjoy the split bedroom plan ensuring individual privacy with their own bathrooms. Primary Ensuite has been completely updated with rain shower doors, new vanity and custom closet for maximum storage. Every room has green tree and water views! You will appreciate the convenience of the separate private laundry room allowing you to close away while laundering duties in your home. For physical activity, take a dunk in the large pool after working out in the fitness center. Participate in a game of tennis or basketball and take tots to the playground and picnics for weekend fun. The clubhouse is very convenient for larger gatherings. Too much to share, schedule a private showing before this special property is gone in this outstanding location close to all Disney facilities, shopping and posh Celebration!

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)

Listing Agent: Chanda Mccollom (352-217-1410)

Remarks: Great 3-Bed, 2-Bath Condo with Serene Tree Views and Resort-Style Living. Nestled in the heart of Orlando, just 3 miles from the magic of Disney World, 1.5 miles from Margaritaville. Plus you can get in on the action at Universal Studios and SeaWorld too! This unit provides a serene retreat for both full-time residents and SHORT TERM vacation. Tenant occupied

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Nora Hazan (786-277-3870)

Remarks: A beautifully updated 3-bedroom, 3-bathroom townhome is ready for its next owner! This stunning home features upgraded kitchen cabinetry with elegant waterfall countertops, upgraded bathroom vanities, tile flooring throughout the main level, and luxury vinyl plank flooring throughout the rest of the home. Perfectly designed for vacation living, the home is fully themed with Disney-inspired décor, including a Mickey Mouse room in the main bedroom, a Star Wars-themed second room, and an Incredibles-themed primary suite. Located in the sought-after Windsor Palms Resort, residents and guests enjoy resort-style amenities including a community pool, tiki bar, spa, fitness center, tennis courts, basketball courts, volleyball court, convenience store, movie theater, arcade, playground, BBQ area, and picnic spaces.

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

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

Remarks: Back on the market due to the buyer’s financing falling through. Welcome to this beautiful vacation home located in the highly sought-after Windsor at Westside community. This stunning property has an open floor plan and features 8 spacious bedrooms and 6 bathrooms, offering ample space for families or groups. The home is perfectly situated with easy access to Disney World® theme parks via the nearby toll road 429, making it an ideal choice for those visiting the magical parks. Additionally, there are a variety of dining and shopping options just a short drive away. The Windsor at Westside community itself is a resort-style retreat, with an array of amenities that will enhance your vacation experience. The incredible 10,000 sq. ft. clubhouse is the perfect spot to relax and unwind, while the community’s lake and pier have serene views and outdoor activities. For ultimate relaxation and fun, enjoy the zero-entry resort-style pool, complete with a thrilling waterslide, lazy river, and a water playground. This home is not just a place to stay; it’s a destination in itself, offering both luxury and convenience. Don’t miss the opportunity to make this dream vacation home yours!

Listing is courtesy of: INTOP REALTY LLC (407-233-5453)

Listing Agent: Hanna Zhang (407-601-8668)

Remarks: **MAJOR PRICE IMPROVEMENT - NOW OFFERED AT $1,059,000. THE LOWEST-PRICED LARGE-FORMAT 11-BEDROOM HOME CURRENTLY AVAILABLE IN ENCORE AT REUNION.** This 11-bedroom, 13-bathroom, 5,496 sq ft estate is one of Encore’s largest floor plans and one of the most compelling high-capacity vacation home opportunities in the Disney-area short-term rental market. Whether purchased as a lifestyle vacation home, income-producing rental asset, or cosmetic value-add investment, 7616 Brookhurst offers rare scale, flexibility, and clear upside. Designed to accommodate up to 33 guests, this home offers the ability to enjoy personal use for holidays, group gatherings, and extended stays while also operating as a short-term rental when not in use. Brookhurst offers the scale, bedroom count, amenities, and location needed to support strong rental demand in one of Central Florida’s most established and desirable resort communities. For investors, Brookhurst presents a defined cosmetic value-add opportunity. A professionally curated **Villa Tropicana** redesign concept has already been developed by a vacation rental interior designer, giving the next owner a room-by-room roadmap to elevate guest experience and booking appeal. No major structural work is needed; the opportunity is in design, theming, presentation, and marketing. The concept reimagines the home with a resort-style living room, refreshed chef’s kitchen, Mojito Bar lounge, Miami Vice Theater Lounge, and Nickelodeon Loft with indoor slide. Each of the 11 suites has its own identity, including concepts such as Sunkissed Suite, Champagne Dreams, Roblox Suite, Stitch’s Surf Shack, Alligator Alley, and more. The design creates Instagram-worthy guest experiences throughout the home, helping it stand out in photos, videos, and booking platforms. The home features 10 bedrooms with ensuites, including three primary suites. One primary suite is downstairs with dual walk-in closets, while two upstairs primary suites offer screened balcony access with views of Disney fireworks and Kennedy Space Center launches. The chef’s kitchen is built for large groups with granite countertops, 42-inch cabinetry, bar seating, two refrigerators, two dishwashers, coffee bar, and walk-in pantry. Sold fully furnished and equipped for immediate use, the home also includes a theater room with stadium seating and projection system, upstairs loft with pool table, hardwood flooring upstairs, two laundry rooms, and multiple gathering zones for high-occupancy stays. Outdoor living features a heated pool and spa, paver patio, covered lanai, outdoor grill, and new professional-grade dining set within a private landscaped setting. Located just steps from Encore’s resort amenities, owners and guests enjoy access to a 10-acre waterpark, fitness center, sports courts, dining, concierge services, and transportation to Disney, Universal, and SeaWorld. HOA includes internet, cable, daily valet trash, irrigation, landscaping, pest control, and 24-hour gated security. For high-income buyers exploring short-term rental ownership as part of a broader tax strategy, this property may offer potential depreciation and STR tax benefits, subject to buyer’s circumstances and CPA guidance. Renderings and design concepts are clearly labeled, and the full Villa Tropicana design package is available upon request. **Large-scale lifestyle home. Income-producing potential. Defined value-add path. Schedule your showing today.**

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

Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)

Remarks: Welcome to your dream vacation and stunning fully furnished 5 bedroom, 4 bathroom pool home located on a corner lot in the highly sought after Windsor at Westside Resort. Perfectly designed for indoor/outdoor entertaining and is excellent income producing short-term rental or a fantastic personal retreat. Designed with lots of space in mind this two story layout and open floor plan is the perfect getaway. The home sleeps up to 14 comfortably and features large living areas with plenty of space for relaxing. The first floor master bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances with a nice island opening to the dining room and living space. Enjoy the gated resort style amenities with the zero entry point pool, water slide, lazy river, and water playground. It boasts a clubhouse, a lake with a pier, fitness center, volleyball courts, sundry shop and video arcade. This is an ideal location as it offers easy access to Disney World attractions and many other theme parks in the area. Welcoming any and all offers.

Listing is courtesy of: BEACHES WITHIN REACHES REALTY (386-864-3154)

Listing Agent: Abby Baker (386-864-3154)