Homes For Sale in Kissimmee 34741 - 279 homes

Remarks: Full of old-school charm and lovingly maintained by the same family since new, this inviting 3-bedroom, 2-bath home offers comfort, character, and an unbeatable central location. From the moment you arrive, you’ll appreciate the pride of ownership and timeless appeal throughout. Inside, the home features a warm and welcoming layout highlighted by a cozy wood-burning fireplace—perfect for relaxing evenings. The functional floorplan includes an inside utility area for added convenience, while thoughtful updates such as a tankless water heater and an updated electrical breaker box provide peace of mind. Step outside to enjoy a fully fenced backyard, ideal for pets, play, or entertaining. The covered and screened back porch creates the perfect space to unwind year-round while enjoying the outdoors in comfort. A carport with additional storage above offers practical space for vehicles and extra belongings. Located just minutes from the hospital, downtown, Amtrak, the bus station, and SunRail, this home offers easy access to everything you need while maintaining a quiet, established neighborhood feel. A rare opportunity to own a well-cared-for home with character, updates, and a prime location—schedule your showing today!

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: Short Sale. Dive into the tranquil Florida life with this charming 3-bedroom, 2-bathroom home located in BRUCES SUNSHINE HOMES, Kissimmee. This is more than just a house; it's a completely renovated oasis! Enjoy the Florida sun in your own backyard! The property features a spacious, private, fenced yard and a 30x15 ft pool with a brand new pump system. Skip the headache of repairs! The home boasts a roof replaced in 2019, a newly installed AC unit (only one year old), and a large, new kitchen awaiting your culinary creations. With separate living and dining rooms, you have ideal areas for both entertaining guests and everyday family life. Freshly painted interiors and new laminate flooring add a modern, bright touch throughout!

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

Listing Agent: Maria Santana (407-453-6450)

Remarks: Fantastic Opportunity in Kissimmee! Welcome to this well-maintained 2-bedroom, 2-bathroom condo offering 933 sq.ft. of functional living space in the desirable gated community of Bella Vista Condominiums. This unit features an efficient layout with comfortable living areas and ample natural light. Residents enjoy access to excellent community amenities, including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, this property provides easy access to everything Kissimmee has to offer. SCHEDULE YOUR TOUR TODAY!

Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)

Listing Agent: Douglas Casique (689-251-0612)

Remarks: HUGE PRICE REDUCTION! Welcome to this inviting and well-maintained home located in the heart of Kissimmee. Offering a functional layout with spacious living areas, this property blends comfort, convenience, and everyday practicality. Natural light flows through the home, creating a warm and welcoming atmosphere perfect for both relaxing and entertaining. The generous backyard provides endless possibilities — ideal for gatherings, gardening, or creating your own outdoor retreat. With no HOA, you’ll enjoy flexibility and freedom rarely found in today’s market. Centrally located near shopping, dining, schools, and major highways, this home offers easy access to everything Kissimmee has to offer while still providing a sense of privacy and calm. Whether you’re a first-time buyer, growing household, or investor, this property represents a solid opportunity and a place ready to create new memories. Schedule your private showing today — homes like this don’t last.

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Paola Almonte (407-968-7511)

Remarks: BACK ON THE MARKET! THE PREVIOUS CONTRACT WAS TERMINATED DUE TO THE BUYER NOT QUALIFYING FOR FINANCING. This gem is available again. DON'T MISS THIS OPPORTUNITY. PRICE REDUCED — This modern 1,716-square-foot townhouse has been beautifully remodeled for lifestyle where convenience and serenity meet. Strategically located at 1933 Estancia Dr, you are just minutes away from the best the area: from daily grocery runs at Publix and Walmart to afternoon shopping at premier malls and dinners at top-rated restaurants. Upon entering, you are greeted by an intelligent and cozy layout that flows into a second floor with three spacious bedrooms and two full bathrooms, while the main level provides a convenient half-bath for guests and a spacious two-car garage. What truly sets this property apart is the peace of its backyard; with no rear neighbors, you can enjoy beautiful, private afternoons perfect for relaxing or hosting a family BBQ in total tranquility. For your family’s ultimate peace of mind, the association takes care of the landscaping, irrigation, exterior painting, and roof maintenance—so after a long day at work, you can simply come home to relax, unwind, and focus on what truly matters: spending quality time with your loved ones. Look no further; this home combines a premium location with the comfort you’ve been searching for.

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Cielo Diaz (321-443-5029)

Remarks: Welcome to 2518 Empress Drive, a fully upgraded, luxury-inspired residence located within the highly desirable gated community of Tapestry in Kissimmee. Built in 2020 and extensively enhanced with high-end finishes and custom outdoor living upgrades, this exceptional 4-bedroom, 2.5-bath home delivers the lifestyle, design, and presentation typically associated with significantly higher-priced properties. Positioned on a premium corner lot, the home immediately impresses with its modern elevation, expansive paver driveway, and oversized 3-car garage. Inside, the open-concept layout showcases elevated contemporary finishes, oversized tile flooring, upgraded lighting, designer accent walls, and expansive living spaces thoughtfully designed for both everyday comfort and upscale entertaining. The true showpiece of the property is the spectacular resort-style backyard, representing approximately $200,000 in custom improvements and curated outdoor enhancements. Designed to rival luxury vacation retreats, the outdoor living experience features a heated saltwater pool with modern architectural lines, premium hardscaping, artificial turf accents, custom lounge areas, covered lanai, pergola, summer kitchen, wood-paneled ceiling detail, integrated entertainment space, and multiple gathering areas designed for seamless indoor-outdoor living year-round. The gourmet kitchen overlooks the main living and outdoor entertaining areas, creating an ideal setting for hosting guests while maintaining functionality and flow. Upstairs, the spacious primary suite offers a private retreat complete with a beautifully upgraded bathroom and oversized custom walk-in closet. Additional bedrooms provide flexibility for family, guests, office space, or lifestyle needs. Every detail of this home has been thoughtfully designed to create a polished, move-in-ready experience that blends modern elegance with resort-style comfort. Residents of Tapestry enjoy access to resort-inspired community amenities including a clubhouse, fitness center, community pool, parks, and recreational areas, all conveniently located near premier shopping, dining, major highways, and Central Florida attractions. This is a rare opportunity to own a highly upgraded, entertainer-focused home offering luxury presentation, exceptional outdoor living, and turnkey sophistication without the million-dollar price tag. Schedule your private showing today via Showingtime.

Listing is courtesy of: CENTURY 21 BE3 (727-596-1811)

Listing Agent: Tom Vitale (407-922-9934)

Remarks: Virtually Staged. Welcome to 3463 Forest Ridge Ln, located in the quiet gated community of Crestwood. This spacious 4-bedroom, 3.5-bath home with a 3-car garage offers over 3,800 square feet of thoughtfully designed living space, combining comfort, privacy, and an unbeatable Central Florida location close to shopping, dining, schools, and world-famous attractions. Designed for comfortable everyday living and entertaining, the home features expansive living spaces, a large kitchen with rich wood cabinetry, center island, pantry, breakfast nook, and a light-filled family room. The screened pool area provides the perfect private retreat for enjoying the Florida lifestyle year-round. The functional floor plan includes a designated office/den on the first floor, a convenient downstairs guest bedroom with its own en suite bath, generous living and dining areas, and a spacious primary suite featuring dual walk-in closets, double vanities, and a garden tub. The home is also ideally positioned near the community playground and pool area, offering convenient access to neighborhood amenities. major improvements provide peace of mind, including a new roof installed in 2021, two HVAC systems installed less than three years ago, a fairly new water heater and pool pump. Conveniently located near The Loop, Walt Disney World Resort, SeaWorld Orlando, Universal Orlando Resort, and Orlando International Airport, this home combines convenience, comfort, and value in one exceptional opportunity.

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

Listing Agent: Erica Diaz (407-897-5400)

Remarks: HUGE PRICE IMPROVEMENT - ESTATE SALE - Property Must Go! PROPERTY TO BE RE-ROOFED IN NEAR FUTURE AT NO EXPENSE TO BUYER. Great investment opportunity, snowbird retreat, or primary residence! Prime Location! PRISTINE CONDITION! This fully furnished 3-bedroom, 2-bath condo in Shadow Bay is perfectly located in the heart of Kissimmee. Enjoy peace of mind with a new HVAC (2025) and brand-new carpet throughout. The spacious primary suite is conveniently located on the first floor and features an ensuite bath with dual access from both the bedroom and main living area, plus an additional vanity and sink for added convenience. The living and dining areas feel bright and open with vaulted ceilings and a large sliding glass door leading to your private paved patio—ideal for relaxing or entertaining. The kitchen offers a charming bay window, all appliances, and plenty of storage. Upstairs, you’ll find two generous bedrooms—one with a walk-in closet—each with private access to the shared full bath. Indoor laundry includes a washer and dryer. This one-owner home comes fully furnished, has been lovingly maintained, and is ready for new owners to enjoy! Great location – close to The Loop in Kissimmee with tons of restaurants and shopping. Convenient to major roadways, all Central Florida attractions, Orlando International Airport, and nearby schools.

Listing is courtesy of: GODWIN REALTY GROUP (407-957-9545)

Listing Agent: Melissa Godwin (407-957-9545)

Remarks: Welcome to 424 Lakeshore Boulevard, where direct lake views, a beautifully renovated main home, and a permitted detached in-law suite all live on one rare half-acre lot a short walk from downtown Kissimmee. From the front porch, the view stretches across Lake Toho, part of the Kissimmee Chain of Lakes and one of Central Florida's premier destinations for bass fishing, boating, kayaking, and birdwatching. The Kissimmee Lakefront Park, with its playground, splash pad, walking paths, and seasonal events, sits just down the street, and Toho Marina, with restaurant and boat rentals, is less than a mile away. A large circular drive welcomes you to a freshly redesigned front yard of native Florida plants, a Nationally Registered Certified Wildlife Habitat that supports local bees and wildlife. Inside, the entire home has been thoughtfully renovated, with quality finishes throughout. The main house opens into a flowing kitchen, living, and dining space anchored by a beautiful brick fireplace, with refinished original terrazzo floors and oversized windows that pull water views into the heart of the home. The kitchen features custom walnut wood cabinetry, Silestone Ethereal Glow quartz counters, and Rejuvenation light fixtures, while the bathrooms carry custom oak wood cabinetry and tiled showers. Just off the kitchen, a window-lined flex room overlooks the backyard and works just as well as a home office or den, kept comfortable year round. Three bedrooms, three full baths, and 2,249 square feet of fully renovated living space. Behind the main house, the detached studio is its own private oasis. Permitted by the City of Kissimmee and finished with the same care as the main house, it offers 576 square feet with a full kitchen, full bath, in-unit washer and dryer, private entrance, and its own dedicated bay in the three-car detached garage. This space is the perfect solution for multi-generational living or a long-term tenant who quietly offsets the mortgage. The detached three-car garage features two doors with openers and an interior separator wall, designed for exactly this kind of configuration. A half-acre lot like this is genuinely hard to find this close to downtown. Fully fenced in back, the yard offers established fruit trees, including banana, peach, plum, persimmon, lime, and avocado, along with blackberry bushes, plus room for a garden, a play space, or even a pool. The systems are just as new. The electrical, plumbing, ductwork, and insulation were all replaced during the remodel, and the home runs energy efficient. There are new mini-split AC systems for both the flex room and the ADU, two tankless water heaters (one for the main house and one for the ADU), and fiber internet already in place. The home also has a tile roof installed in 2014, hurricane shutters, and two irrigation systems, including a private well in the backyard. What surrounds this home is truly rare. The SunRail station is under one mile, putting Orlando within an easy ride, while downtown Kissimmee, with its restaurants, shops, and library, is a short walk from your back gate. From this home, you can be on a boat, on a train to Orlando, on a sidewalk to dinner, or bird watching with beautiful lake views from your living room sofa. 424 Lakeshore is one of a kind, a home that feels like a destination, not just somewhere you live. Call today for your private tour!

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

Listing Agent: Lindsey Hudson (865-712-8452)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom first-floor condominium in the heart of Kissimmee. Offering a spacious and functional floor plan, this residence features an open living and dining area that flows seamlessly into the well-appointed kitchen, creating an inviting space for everyday living and entertaining. The generously sized primary suite provides a private retreat, while two additional bedrooms offer flexibility for guests, a home office, or growing households. Enjoy the convenience of first-floor living with easy access . Located within a gated community, residents enjoy access to exceptional amenities including a resort-style swimming pool, tennis courts, and a playground. Ideally situated near shopping, restaurants, major highways, medical facilities, and Central Florida's world-famous attractions. Just minutes from The LOOP, offering an abundance of retail, dining, and entertainment options. Whether you're looking for a primary residence, or investment opportunity, this property combines comfort, convenience, and an outstanding location.

Listing is courtesy of: RELIABLE PROPERTY MGMT & SALES (407-933-7368)

Listing Agent: Jose De Jesus (407-933-7368)

Remarks: Welcome home to this beautifully designed, low maintenance townhouse that perfectly balances style and convenience. Rare Opportunity. Pristine former model home in the Guard-Gated Community of Tapestry. Experience luxury and peace of mind in this meticulously maintained home, designer-upgraded townhouse. As a former model home, this property boasts premium finishes and has been kept in impeccable condition- never used as a rental and ready for its new owners. Open Concept living, the spacious floor plan seamlessly connects the living, dining, and kitchen areas, making it perfect for entertaining. Located in the heart of Kissimmee, the Tapestry community offers an active, resort-style lifestyle. Prime location: just minutes away from world class shopping, dining, top rated schools, and the excitement of Disney and Orlando's world-famous theme parks. Do not miss the opportunity, SCHEDULE YOUR VISIT TODAY!!!

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

Listing Agent: Alexandra Cana (407-364-3578)

Remarks: Under contract-accepting backup offers. Welcome to the beautifully decorated Gardenia Floor plan, a designed 3-bedroom, 2-bath single-family home offering 1,706 square feet of thoughtful living space in the highly sought-after, guard-gated Tapestry community in Kissimmee. This isn’t just a home it’s a lifestyle. Step inside to an open, airy layout perfect for modern living. From cozy family nights to weekend entertaining, every square foot is optimized for comfort and flow. With three spacious bedrooms and sleek, contemporary finishes, the Gardenia model is the ideal blend of function and flair. Live like you're on vacation every day with access to a Zero-entry resort-style pool & cabana lounges, Splash pad & play spaces, State-of-the-art fitness center with yoga & movement studio, a Grand ballroom & catering kitchen for hosting unforgettable events, an Open-air veranda for sunset relaxation. Lots of Sports fields, BBQ pavilions, dog park, and walking and biking trails. And it’s all nestled in a 24-hour guard-gated community, minutes from Orlando's top attractions, major highways, the airport, shopping, dining, and great schools. Whether you’re looking for your primary residence, second home, or investment opportunity, this Gardenia beauty is your gateway to elevated living in Central Florida. Homes like this don’t just go on the market they go viral. Schedule your private tour before it’s gone!

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

Listing Agent: Gladys Bezerra (407-701-4034)

Remarks: Outstanding investment opportunity! This rare 22-unit portfolio is located within the sought-after Villa del Sol community in Kissimmee, FL — just minutes from world-famous attractions. Villa del Sol offers resort-style amenities including a sparkling pool, fitness center, tennis court, playgrounds, car wash area, and more. The community is short-term rental approved, making it ideal for both long-term investors and vacation rental operators. Conveniently located near major malls, shopping, dining, and entertainment, with Disney World less than 20 minutes away. Seller is willing to finance the portfolio, providing a unique opportunity to expand or start your investment portfolio in one of Central Florida’s most desirable locations!

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

Listing Agent: Victor Avila (407-962-5738)

Remarks: Welcome home to this beautifully refreshed 3-bedroom, 2-bath residence located in a desirable Kissimmee community. This move-in-ready home has just been updated with fresh interior paint, brand new carpet in the bonus room and secondary bedroom, and new baseboards, giving the home a clean, modern feel throughout. The kitchen features brand new, state-of-the-art Frigidaire stainless steel appliances and opens to the main living areas, making it perfect for both everyday living and entertaining. The spacious bonus room offers flexible space ideal for a second living area, home office, media room, or playroom. Outside, over $3,100 in recent landscaping improvements have transformed the yard, including professional tree clearing to create a more open, usable outdoor space. This well-designed split layout provides comfortable bedroom separation, generous living areas, and excellent natural light. Conveniently located near major roadways, shopping, dining, and area attractions. A move-in-ready home with recent upgrades already completed.

Listing is courtesy of: CHRISTOPHER SCOTT REALTY GROUP (770-374-0953)

Listing Agent: Scott Savage (770-374-0953)

Remarks: Beautiful 4- Bedroom, 2-bath home on a desirable corner lot! Featuring a private screen porch, spacious living areas, and a prime location just steps from the community pool and recreation park. Conveniently located near The Loop, shopping, dining, major highways, and Central Florida's famous theme parks. Don't miss this fantastic opportunity!

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

Listing Agent: Ralph Carrion (407-572-1266)

Remarks: Two stories, two bedrooms, two and a half baths, with the boring expensive stuff already handled. NEW roof overhead, NEW AC, NEW hot water heater, special assessment already paid, NEW living room flooring downstairs, NEW carpet up, and FRESH paint throughout. The first floor opens into a foyer that gives way to a full dining room on one side and a kitchen with breakfast bar seating on the other, both flanking a living room that stretches to back sliders. A second set of sliders off the front leads to a private patio, so you get cross-breeze and two outdoor spots before you even head upstairs. A half bath sits tucked off the kitchen for guests. Upstairs holds two true primary suites, each with its own full bathroom and its own private balcony. One faces the front, one faces the back, both have walk-in closets, and the laundry closet lives upstairs where the laundry actually is. Windsor Pines comes with a community pool and a playground, and the location does the rest of the work. You're a few minutes from The Loop, where the grocery run, the dinner reservation, and the movie all happen in one parking lot. Ten minutes to downtown Kissimmee and the lakefront, straight onto Osceola Parkway or the Turnpike when you need to be elsewhere, and about fifteen minutes from the Disney gates when you don't. Two primaries. Two porches. Two private balconies. One opportunity.

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

Listing Agent: Shawn Layton (321-514-8055)

Remarks: eautiful property located in the highly desirable gated community of Tapestry. This residence features a modern open-concept layout with spacious living areas and abundant natural light. The kitchen offers contemporary finishes and seamlessly connects to the main living space, ideal for entertaining and everyday living. The community offers resort-style amenities, including a clubhouse, swimming pool, fitness center, playgrounds, and walking trails. Conveniently located near The Loop, major highways, shopping centers, restaurants, and just minutes from Orlando’s world-famous attractions. Excellent opportunity for both primary residence and investment. The property is shown by appointment only. All showings must be scheduled through ShowingTime.

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Maria Martell (407-613-4528)

Remarks: Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhome with a versatile loft in the heart of Kissimmee! Step inside to find an open-concept living and dining area filled with natural light, perfect for entertaining or relaxing at home. The spacious loft upstairs offers endless possibilities — use it as a home office, media room, or easily convert it into a 3rd bedroom to fit your needs. Enjoy a kitchen with ample counter space, living room with high ceiling, elegant wood floors, a cozy primary suite with a private bath, and a screened patio ideal for morning coffee or evening unwinding. Conveniently located near shopping, dining, major highways, and Central Florida’s world-famous attractions, this home combines comfort, flexibility, and location — the perfect place to live, work, and play!

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

Listing Agent: Edwin Ayala, Jr (585-749-8273)

Remarks: Under contract-accepting backup offers. Virtually Staged. Bienvenido a casa! Una casa comoda con un efficiency que tiene su propia entrada. NO HOA, a NEWER ROOF and NEW WINDOWS, Studio/Efficiency/Mother in law Suite – this versatile single story Orange Gardens home is an opportunity you don’t want to miss! The flexible layout of 4-bedrooms and 2-baths opens the door to multi-generational living, rental income, or a private work-from-home setup. Set on a spacious .19 ACRE LOT in an established community just off US-192, this home delivers easy access to shopping, dining, area lakes, resort destinations, and is just minutes to Walt Disney World Resort. Front and rear porches overlook generous yard space with plenty of room to relax, entertain, or expand. Inside, you will find TERRAZZO FLOORING throughout and a light-filled layout featuring OPEN LIVING & DINING spaces that flow easily into a galley-style kitchen complete with a fresh neutral palette, solid surface countertops, and ample cabinet storage. Just off the main living area is a light filled FLEX/OFFICE space, ideal for remote work, hobbies, or additional living space. The main portion of the home offers three bedrooms situated on one side, sharing a full bath for a functional and traditional layout. What truly sets this home apart is the BONUS/EFFICIENCY/IN-LAW SUITE with a PRIVATE ENTRANCE off the kitchen, WALK-IN CLOSET, and FULL BATH – perfect for extended family, guests, or income-producing potential. Whether you are looking for a first home to make your own or a smart investment property in a high-demand location near Disney and Central Florida attractions, this home checks all the boxes with space, flexibility, and location. Call today to schedule a tour!

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

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

Remarks: Welcome to this exceptional former builder model home in the desirable Avilla community. This beautifully maintained 4-bedroom, 3-bath residence offers 3,410 heated square feet of thoughtfully designed living space on a spacious 0.21-acre homesite. The open floor plan features a gourmet kitchen with granite countertops, stainless steel appliances, custom cabinetry, and a large center island. The luxurious primary suite includes a spa-like bath and an oversized custom walk-in closet. Enjoy Florida living at its finest with a private screened pool, expansive pool deck, and fully equipped outdoor summer kitchen, perfect for entertaining. Originally purchased as the builder's final model home, the property showcases premium upgrades and exceptional craftsmanship throughout. Seller intends to convey the property substantially furnished, excluding personal belongings and décor. Conveniently located near shopping, dining, major highways, and Orlando's world-famous attractions. Schedule your private showing today!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Elias Pedro Vieira Manna (407-201-2693)