Kissimmee Homes For Sale & Real Estate - 3388 homes

Remarks: Investor opportunity just minutes from Orlando’s world-famous attractions, including Disney! This beautifully remodeled studio is located in the heart of Kissimmee/Orlando and features two beds inside the unit, making it an excellent option for vacation stays, short-term rentals, or long-term income potential. Situated in an excellent location near theme parks, restaurants, shopping centers, entertainment, and major highways, this unit offers both convenience and strong rental appeal. The interior has been updated with modern finishes and an efficient layout designed for comfort and functionality. Perfect for investors looking for a turnkey, rental-ready property in one of Central Florida’s most visited areas. Whether expanding your portfolio or purchasing your first investment property, this is a fantastic opportunity with strong potential. MOTIVATED SELLER — schedule your showing today!

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (689-343-3583)

Listing Agent: Maritza Lopez (407-219-8914)

Remarks: Investor opportunity just minutes from Orlando’s world-famous attractions, including Disney! This beautifully remodeled studio is located in the heart of Kissimmee/Orlando and features two beds inside the unit, making it an excellent option for vacation stays, short-term rentals, or long-term income potential. Situated in an excellent location near theme parks, restaurants, shopping centers, entertainment, and major highways, this unit offers both convenience and strong rental appeal. The interior has been updated with modern finishes and an efficient layout designed for comfort and functionality. Perfect for investors looking for a turnkey, rental-ready property in one of Central Florida’s most visited areas. Whether expanding your portfolio or purchasing your first investment property, this is a fantastic opportunity with strong potential. MOTIVATED SELLER — schedule your showing today!

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (689-343-3583)

Listing Agent: Maritza Lopez (407-219-8914)

Remarks: Welcome to this stunning 2-bedroom, 2.5-bath townhome in the sought-after community of Regal Oaks. Perfectly situated with direct access to the serene courtyard garden, this home offers peaceful views and a unique connection to nature—deer are often seen roaming just beyond your private lanai. The outdoor living space is an entertainer’s dream, featuring a private hot tub, grill, and spacious lanai overlooking the lush garden. Just a short walk away, you’ll enjoy the resort-style community pool and amenities. Inside, the home is beautifully updated and thoughtfully decorated with tasteful, modern finishes that create a warm and inviting atmosphere. From the open-concept living area to the stylish kitchen and comfortable bedrooms, every detail has been designed to please. This property is rental ready—whether you’re looking for a personal retreat, vacation home, or investment opportunity, this townhome is the perfect choice. Key Features: - 2 Bedrooms / 2.5 Bathrooms - Private lanai with hot tub & grill - Peaceful courtyard garden views with wildlife sightings - Walking distance to the pool and resort amenities - Beautifully updated interior with tasteful décor - Rental ready for immediate income potential Don’t miss your chance to own this exceptional townhome in Regal Oaks!

Listing is courtesy of: BETTER HOMES & GARDENS LIFESTYLES REALTY (904-853-6386)

Listing Agent: Paula Casey (689-288-5163)

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: PRICE IMPROVED!!!!! Exceptional Investment Opportunity in the Heart of Kissimmee! This fully remodeled 2-bedroom, 2-bathroom second-floor condo is a turnkey income-producing property ideally suited for short-term rentals, long-term leasing, or a vacation home investment. With everything completely updated, this unit requires minimal upfront capital—allowing for immediate rental readiness and optimized returns. Strategically located just minutes from world-famous theme parks, shopping, dining, and major attractions, this property benefits from consistent high rental demand year-round. Its prime location makes it highly attractive to both vacation renters and long-term tenants. The community offers desirable amenities including a resort-style pool and fitness center, enhancing guest experience and increasing occupancy potential. Key Investment Highlights: Fully renovated – no deferred maintenance Strong short-term and long-term rental potential High-demand tourist corridor location Low-maintenance condo ownership Excellent opportunity for cash flow and appreciation Whether you are expanding your portfolio or entering the Central Florida market, this property delivers a compelling combination of location, condition, and income potential.

Listing is courtesy of: MP FLORIDA PROPERTY & REALTY INC (954-701-0824)

Listing Agent: Evelyn Figueroa (407-724-1846)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse offering 1,468 sq.ft of well-designed living space in the sought-after Fiesta Key community. Fully furnished and turn-key, this property is ideal as a short-term rental investment, vacation home, or full-time residence. What truly sets this home apart are the TWO fully renovated upstairs bathrooms – a rare upgrade in Fiesta Key. Both full bathrooms have been completely remodeled with modern finishes, updated showers, contemporary fixtures, and a clean, stylish design that today’s buyers and guests appreciate. Most comparable units in the community still feature original bathrooms, making this a significant value advantage. The main floor features an open-concept layout with living room, dining area, and kitchen, all complemented by durable laminate flooring. The kitchen is fully equipped and ready for owner use or guest stays. A convenient half bath downstairs adds functionality for entertaining. Upstairs, all three bedrooms provide privacy and comfort. The primary suite includes an updated en-suite bathroom with a modern shower, creating a fresh and inviting retreat. The additional full bathroom has also been completely renovated, offering consistency in quality throughout the home. Step outside to your private back porch with tranquil pond views — the perfect setting to relax after a day at the parks. Recent upgrades include: Two fully renovated upstairs bathrooms, New AC (2018), New water heater (2023). Fiesta Key offers resort-style amenities including a clubhouse, fitness center, community pool, and tennis courts. Located just minutes from Disney, shopping, dining, and major highways, this property checks all the boxes for investors and lifestyle buyers alike. Move-in ready and rental ready — with upgrades that truly make it stand out from the competition.

Listing is courtesy of: HOPKEY REALTY (407-454-1217)

Listing Agent: Uno Sorlie (407-454-1217)

Remarks: Fully renovated and move-in ready 3-bedroom, 2-bath condo located in the desirable Gables at Lakeside community. This spacious second-floor unit offers a private entrance and peaceful pond views, creating the perfect setting to relax and unwind. Inside, you’ll find a bright and open layout with modern updates throughout, providing comfort and functionality for everyday living. The community features excellent amenities including a swimming pool, fitness center, tennis court, clubhouse, playground, and more — all within a quiet and well-maintained environment. Conveniently located in the heart of Kissimmee, just minutes from shopping, dining, major roadways, and The Loop. Whether you’re looking for a primary residence or an investment opportunity, this property offers both value and location. Schedule your private showing today.

Listing is courtesy of: CAINANBA LLC (407-724-4173)

Listing Agent: Cainan Almeida (407-724-4173)

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: Positioned along the storied shoreline of Lakeshore Boulevard, this rare income-producing property and location captures the timeless character of Historic Downtown Kissimmee with an address that places lifestyle, recreation, and long-term upside in one compelling package. Comprising six separate income producing apartments, 4 furnished and 2 unfurnished, with a total of 9 bedrooms and 6.5 baths. Property presents a remarkable opportunity for investors seeking immediate rental income or the possibility of a boutique hotel location in one of Central Florida’s steadily evolving waterfront corridors. Originally constructed in 1930, the building carries an architectural presence rarely replicated today blending vintage charm, and an unmistakable sense of place with views and walkability that continue to drive tenant demand. Situated directly across from Kissimmee Lakefront Park, residents enjoy effortless access to the marina, waterfront trails, fishing pier, playgrounds, amphitheater events, dining, cafés, and downtown entertainment all without relying on a car. The building spans over 4,100 square feet on an oversized corner-style lot and features private parking, scenic water and park views, and a setting surrounded by mature trees and historic homes that give the neighborhood its distinctive identity. The property’s layout creates unlimited opportunities. Downtown Kissimmee continues attracting attention for its lakefront revitalization, expanding SunRail connectivity and tourism corridor. Assets with authentic architectural appeal and irreplaceable positioning near the waterfront are becoming increasingly difficult to secure particularly those offering multi-unit versatility near the city’s cultural core. For the discerning investor, this is legacy-style holding in one of Kissimmee's most recognizable districts, where historic ambiance, waterfront surroundings, and enduring rental appeal converge.

Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)

Listing Agent: Petie Bilyk (407-361-1415)

Remarks: Beautiful and fully furnished home, featuring 4 beds and 3 baths, located in the highly desirable Storey Lake community! This home is move-in or rental ready. Enjoy resort-style amenities including a clubhouse, fitness center, multiple pools, lazy river, water slides, sports courts, and more. Conveniently situated just 25 minutes from Orlando International Airport, Just minutes from Disney World, Universal Studios, shopping outlets, and top dining options. Whether you're looking for a short-term rental investment or a vacation retreat, this property offers the perfect opportunity in one of Central Florida’s most sought-after locations. Buyer's responsibility to confirm all information is accurate with the HOA.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Nicole Duque Estrada Almeida Pereira (813-215-7422)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. **Discover PEACEFUL LIVING in this move-in-ready 3-bedroom, 2-bathroom single-story home, offering over 1,800 SQUARE FEET of comfortable space in a QUIET, RURAL setting away from the hustle and bustle. Set in a safe, serene neighborhood with a LOW HOA, this home features a welcoming front LANAI-STYLE PORCH that opens to a light-filled foyer with VAULTED CEILINGS. Inside, you'll find a thoughtful layout that includes both a separate Living Room and Dining Room, offering FLEXIBLE SPACES for entertaining, relaxing, or hosting special gatherings. The split floor plan ensures privacy, with the Primary Suite on one side of the home, boasting a WALK-IN CLOSET and an en suite bath with dual sinks, a GARDEN TUB, and a separate shower. On the opposite side, two additional bedrooms share a full bath, ideal for family or guests.The heart of the home is a SPACIOUS KITCHEN with vaulted ceilings, wood cabinetry, stone countertops, a breakfast bar, and a generous pantry, all flowing seamlessly into the open Family Room. WOOD-LOOK LAMINATE flooring enhances the main living areas and Primary Suite, combining durability with style. Step through sliding glass doors to the screened back porch, where a HOT TUB invites relaxation as you take in the peaceful surroundings. The 2-car garage adds convenience, and the community offers desirable AMENITIES including a pool, community center, fitness facility, parks, and year-round events.While this home offers a QUIET ESCAPE, you’re still close to everything you need—local shopping, schools, dining, and recreation. For nature enthusiasts, you're less than 5 minutes from hiking trails at BELLINI PRESERVE, or enjoy an easy 30-minute drive to DISNEY parks, and QUICK ACCESS to other major Central Florida attractions and highways, making this the perfect blend of tranquility and convenience. Don’t miss the opportunity to make this Florida retreat your own!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

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: Fully furnished, beautifully decorated, 6Bed/4.5Bath vacation home with brand new roof, quartz countertops, new luxury plank flooring, themed rooms, and screened in pool. Perfectly situated in the coveted vacation community of Crystal Cove Resort; with excellent amenities including clubhouse, gym, community pool, and playground. Ideal for any investor looking for a family vacation residence or short-term rental investment. All while, easy access to major highways, theme parks, shopping, dining, and the Orlando International Airport.

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

Listing Agent: Victor Nguyen (407-721-1032)

Remarks: Welcome to this beautifully maintained single-story home featuring 4 bedrooms and 2 bathrooms. Step inside to an open living area with vaulted ceilings and plenty of natural light. The updated kitchen boasts dark cabinetry, granite countertops, and ample storage space. Enjoy Florida living with a screened-in pool and fenced backyard, ideal for relaxing or hosting friends. Close to schools, shopping, and dining. Easy to show!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Welcome home to this spacious and beautifully maintained 4-bedroom, 3-bathroom two-story pool home located in the heart of growing Kissimmee! Offering the perfect blend of comfort, functionality, and lifestyle, this impressive home features an open and versatile floorplan with gorgeous hardwood flooring and tile throughout the main living areas on the first floor for both elegance and easy maintenance. The oversized primary suite is truly a retreat, featuring double walk-in closets, a large soaking tub, and an additional bonus room perfect for a private home office, nursery, fitness space, reading lounge, or craft room. Upstairs, the open loft provides even more flexible living space and could easily serve as a media room, game room, playroom, second living area, or study space. Step outside and enjoy your own Florida oasis with a screened-in pool patio, ideal for entertaining, relaxing, or enjoying year-round outdoor living. Major updates include a BRAND NEW ROOF and complete replumbing completed in May 2026, offering buyers valuable peace of mind for years to come. Conveniently located in the vibrant Poinciana area, residents enjoy easy access to parks, playgrounds, sports fields, fitness trails, shopping, dining, schools, and recreation centers. Commuters will appreciate the proximity to Cypress Parkway, John Young Parkway, US-17/92, Florida’s Turnpike, and Central Florida attractions. Whether you are looking for space to grow, work-from-home flexibility, or the ultimate Florida pool lifestyle, this home checks all the boxes. This one is expected to go fast!

Listing is courtesy of: SUNDIAL REAL ESTATE LLC (407-601-2200)

Listing Agent: Nicole Van Treese (407-462-9050)

Remarks: Excellent opportunity to own a hotel unit in one of Central Florida’s most visited areas. Just minutes away from Walt Disney World, ESPN Wide World of Sports, and Disney’s Hollywood Studios, this unit is ideally positioned to attract year-round visitors. The surrounding area is filled with popular restaurants, outlet shopping, and entertainment options, all with easy access to main roads and highways. This is a great opportunity for investors seeking steady passive income. The property is part of a professionally managed hotel, where all guest services, maintenance, and bookings are handled on-site, offering a truly hands free ownership experience. Its location makes it highly desirable for short-term stays year-round.

Listing is courtesy of: RE/MAX REX (561-220-1520)

Listing Agent: Ana Armua (954-225-2979)

Remarks: Excellent opportunity to own a hotel unit in one of Central Florida’s most visited areas. Just minutes away from Walt Disney World, ESPN Wide World of Sports, and Disney’s Hollywood Studios, this unit is ideally positioned to attract year-round visitors. The surrounding area is filled with popular restaurants, outlet shopping, and entertainment options, all with easy access to main roads and highways. This is a great opportunity for investors seeking steady passive income. The property is part of a professionally managed hotel, where all guest services, maintenance, and bookings are handled on-site, offering a truly hands free ownership experience. Its location makes it highly desirable for short-term stays year-round.

Listing is courtesy of: RE/MAX REX (561-220-1520)

Listing Agent: Ana Armua (954-225-2979)

Remarks: Under Construction. Evergreen presents the Pearson. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen, dining area and a living room overlooking a covered patio. The well-appointed kitchen features an island with bar seating, plentiful cabinets, counter space and stainless steel appliances, making entertaining a breeze. As we head upstairs, you are greeted with a landing area and linen closet. Bedroom one is located just off the landing area and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. This popular townhome features a single car garage at the front of the home. Like all homes in Evergreen, the Pearson includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

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: One or more photo(s) has been virtually staged. Experience elegant resort-style living in this stunning Venetian Model located in the award-winning 55+ community of Solivita’s highly sought-after Bella Viana neighborhood. This beautifully designed 3-bedroom, 3.5-bath residence offers an exceptional blend of comfort, space, and sophistication with soaring vaulted ceilings, tray ceilings, a desirable split floor plan, and a versatile bonus room perfect for a home office, den, craft room, or additional flex space.Designed for both entertaining and everyday living, the gourmet kitchen features Corian countertops, double ovens, a glass-top range, microwave, double-door refrigerator, and an inviting breakfast nook overlooking the tranquil pond views. The formal dining area with elegant pendant lighting creates the perfect setting for gatherings with family and friends. Step through the glass doors onto the spacious lanai and enjoy peaceful mornings with coffee while taking in the serene waterfront setting and Florida wildlife.The expansive primary suite serves as a private retreat with two walk-in closets, dual vanities, linen storage, and a luxurious garden tub with separate shower. Spacious guest bedrooms, with their own bathrooms, provide comfort and privacy for visitors, while the well-equipped laundry room with built-in cabinetry and utility sink leads to the oversized 3-car garage.Beyond the home itself, Solivita offers an unmatched lifestyle filled with world-class amenities and endless opportunities for recreation and connection. Residents enjoy 14 resort-style pools, two championship 18-hole golf courses at Stonegate Golf Club, tennis and pickleball courts, softball fields, bocce ball, fitness centers, spas, walking trails, restaurants, art studios, social clubs, dog parks, community gardens, and over 200 clubs and activities. The gated, golf-cart-friendly community is guarded 24 hours a day and ideally located near Orlando’s premier shopping, dining, entertainment, and attractions including Disney, SeaWorld, and more.This is more than just a home — it’s a lifestyle. Schedule your private showing today!

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Corey Smallman (407-744-2765)