Homes For Sale in Kissimmee 34747 - 930 homes

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: 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: 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: 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: 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: 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: **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)

Remarks: Your own private getaway at 3222 Cupid Place, a stunning 4-bedroom, 3-bathroom townhome in the prestigious gated community of West Lucaya Village. This fully furnished home is tailored for the high-demand short-term rental market, offering a perfect mix of modern style and practical comfort. Ideally situated in the heart of the tourist corridor, you’re just a short drive from Walt Disney World’s gates, as well as the vibrant dining options, championship golf courses, and luxury shopping that define Central Florida. Outside, the West Lucaya Village resort lifestyle offers a range of impressive amenities. Guests and owners can relax by the swimming pool and jacuzzi, stay active in the modern fitness center, or enjoy the clubhouse game room and kids’ play area. The community also includes a basketball court and scenic picnic spots for outdoor gatherings. Whether you’re seeking a high-performing addition to your investment portfolio or a dream vacation home that pays for itself, this property delivers on all fronts.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Welcome to 7792 Somersworth Drive in Reunion Resort—a stunning 5-bedroom, 3.5-bath Verona model built in 2023 and offered fully furnished, with the rare flexibility to be used as a short-term rental, long-term rental, or primary residence. Perfectly positioned on an oversized conservation homesite, this premium lot offers peaceful Florida nature views and added privacy—an ideal backdrop for relaxing or entertaining. The extended covered lanai is perfect for grilling and unwinding as you soak in the sunshine before heading out to explore everything Central Florida has to offer. Inside, the thoughtfully designed floorplan features a downstairs primary suite and four additional bedrooms upstairs, making it ideal for larger groups, multi-family stays, or owners seeking space and comfort. Built with numerous upgrades and modern finishes, this home is truly move-in or rent-ready from day one. Located within Reunion, one of Florida’s most sought-after vacation communities, owners and guests enjoy access to championship golf courses, resort pools, water parks, dining, and the iconic rooftop bar atop the Reunion hotel—all just minutes from Walt Disney World, Universal Studios, and the heart of the Orlando tourism corridor. Whether you’re looking for a high-performing vacation rental, a second home, or a primary residence with resort-style living, 7792 Somersworth Drive stands out as one of the best newer construction opportunities in Reunion. Schedule your showing today and see why this home checks every box for lifestyle, location, and investment potential. Sold Fully furnished.

Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)

Listing Agent: Justin Pekarek (407-808-3695)

Remarks: Short Sale. Short Sale. Third-party lender approval required. Vacant residential townhome sold as-is. Seller and listing broker make no representations or guarantees regarding lender approval or time frame. Buyer to verify all information and conduct due diligence. Nestled in Kissimmee, Florida, is this 3-bedroom, 2.5-bathroom Airbnb-approved townhome offering beautiful views and access to a community pool. Featuring a spacious open-concept living area, a fully equipped kitchen, full-size washer and dryer in a separate laundry room, plus ample storage, this home is perfect for comfortable living, a vacation retreat, or use as a short-term rental. Enjoy a private patio overlooking the lake with shopping, dining, and parks just minutes away. With a motivated seller and priced to sell, this property presents an incredible opportunity for investors and homeowners alike. Don’t miss the chance to make this versatile townhome yours!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Lesly Hijar (321-347-7383)

Remarks: Beautiful Townhome for Sale! Welcome to this Pristine 3-bedroom, 2.5-bathroom townhome featuring a spacious layout and thoughtful design. The first floor boasts elegant ceramic tile flooring, while the second floor offers cozy carpeting throughout. An attached 1-car garage provides added convenience. Upstairs, you’ll find the laundry area for easy access and functionality. Located in a desirable community close to shopping centers, hospitals, restaurants, Disney World, and a variety of outdoor activities. Enjoy quick access to major roadways including US-192, I-4, Highway 27, and SR-429. The Orlando International Airport is also just a short drive away. No CDD Fees! Don't miss out on this fantastic opportunity—schedule your showing today!

Listing is courtesy of: REILE REALTY CORP (321-299-5123)

Listing Agent: Reina Mendez (321-299-5123)

Remarks: Welcome to your next lucrative investment or dream vacation getaway at 276 Southfield St, nestled within the highly sought-after, guard-gated community of Encore at Reunion. This fully furnished 4-bedroom, 3-bathroom home is thoughtfully designed for effortless short-term rentals or high-end seasonal living. Step inside to find a welcoming, meticulously maintained interior featuring new plush carpeting and a stylish new living room couch perfect for relaxing after a day at the parks. The garage has been expertly transformed into an action-packed gaming area, promising endless entertainment for guests of all ages. Outside, your private tropical oasis awaits, complete with a pristine pool and spa. Best of all, you can buy with ultimate peace of mind, backed by a brand-new pool heater with a 3-year warranty. Location and resort lifestyle are everything in the Central Florida market, and this property delivers on both fronts. Encore at Reunion boasts world-class luxury resort amenities, including a spectacular 10-acre water park with thrilling water slides, a massive community pool with private cabanas, a state-of-the-art fitness center, tennis and basketball courts, and on-site dining options like Finns Restaurant and the Shark Lounge. Positioned just minutes from Walt Disney World, Universal Orlando, and SeaWorld, this property offers complimentary resort shuttle service to the major theme parks, plus seamless access to premier dining, championship golf, and endless shopping. Whether you are looking to generate rental income as a savvy investor or claim your own magical piece of Florida sunshine, this property is completely ready to perform from day one.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Welcome to this exceptional 7-bedroom, 5-bathroom vacation home located in the highly desirable Windsor at Westside Resort. This fully furnished property is turn-key and revenue-ready, offering a spacious and well-designed floor plan ideal for large families and short-term rental guests. The home features an open-concept main living area, a generous upstairs loft, a 2-car garage, and a private screened-in pool with heated spa for year-round enjoyment. The kitchen offers stainless steel appliances, stone countertops, and a large island with seating, flowing seamlessly into the dining and living spaces. With ample bedrooms—including multiple suites—and thoughtfully designed themed rooms, this residence provides comfort and functionality for owners and guests alike. Located within one of Orlando’s top short-term rental communities, Windsor at Westside offers outstanding resort amenities such as a full-service clubhouse, resort-style pool with lazy river, fitness center, tennis and basketball courts, sand volleyball, arcade, restaurant, and 24-hour gated security. Just minutes from Disney and Central Florida’s world-class attractions, this property is an excellent opportunity for investors or buyers seeking a high-performing vacation retreat.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Rubens Aranha (407-308-9094)

Remarks: Under contract-accepting backup offers. Short Sale. Enjoy resort living in this 4-bedroom, 3-bath townhome in the heart of Margaritaville. The open layout brings the living, dining, and kitchen together for easy hosting. The first floor includes a bedroom and full bath with a large walk-in shower and quartz vanity. Upstairs, the primary suite offers a walk-in closet and a spacious bathroom with dual sinks and a walk-in shower. Two more bedrooms and an additional full bath provide room for family or guests. Relax on your private patio with views of the tropical landscaping and a short walk to the community pool. Margaritaville offers three pools, a hot tub, fitness center, spa, dining, live entertainment, and complimentary shuttles. The location gives you quick access to theme parks, golf, dining, shopping, and major highways. Ideal as a primary home or investment. Furniture is available. Book your tour today.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Rodrigo Marsal (407-431-8503)

Remarks: Escape to your own slice of paradise with this beautiful corner unit at Margaritaville Resort Orlando. Fully furnished and move-in ready, this home blends modern comfort with a laid-back tropical vibe. Just 10 minutes from Disney, you’ll enjoy the perfect mix of convenience and tranquility. Inside, the open layout is ideal for both relaxing getaways and hosting friends, while the spacious, contemporary kitchen makes cooking and gathering a true pleasure. As part of this sought-after resort community, you’ll have access to incredible amenities including a full-service spa, multiple resort-style pools, on-site dining, and the lively atmosphere that makes Margaritaville so special. Whether you’re searching for a smart investment, a vacation retreat, or a full-time residence, this property offers it all—right in the heart of the magic. Don’t miss the chance to call this tropical haven your own!

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Vanessa Scotland, Pa (407-217-4580)

Remarks: Spacious 8-bedroom, 6-bathroom single-family home located in the gated community Windsor at Westside Resort. This two-story home offers a functional layout with an open-concept living and dining area, as well as a well-appointed kitchen featuring granite countertops, stainless steel appliances, and a large island for additional workspace. The main floor includes two bedrooms—one of which is an en-suite with direct access to the pool area—along with an additional full bathroom for convenience.Upstairs, you’ll find a true standout feature: your very own cinema room, designed for movie nights and unforgettable moments. A spacious loft offers even more room to relax and enjoy, along with additional bedrooms including a second and a third en-suite and fun themed rooms. The exterior of the home includes a private pool and spa, covered lanai, and patio area with outdoor seating. The pool area provides ample space for relaxation and recreation. Fully furnished and turn key ready. The Windsor at Westside Resort is a Gated Community with a great Clubhouse for vacationers, and features amenities including a lazy river, splash pool, bar, gym, game room and more. This is a great vacation home, very close to other area attractions. Schedule your visit NOW. Stunning Home.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)