Homes For Sale in Kissimmee 34741 - 274 homes

Remarks: INVESTORS OPPORTUNITY !!!! TENANT OCCUPIED. Fully remodeled, this inviting single-family home at 709 S Dillingham Ave in Kissimmee is designed for comfort and flexibility. The thoughtfully updated interior offers modern finishes throughout, creating a fresh and welcoming feel from the moment you arrive. Ideal for multi-generational living, the home includes a private mother-in-law suite with 2 bedrooms and 1 bathroom, perfect for extended family or guests while still maintaining privacy. Centrally located near downtown Kissimmee, shopping, dining, schools, and major roadways. Enjoy peace of mind with a beautifully updated home ready for its next chapter. A wonderful opportunity to settle into a space where everyone feels at home. Buyer to verify all measurements and information.

Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)

Listing Agent: Abel Jimenez (407-452-4119)

Remarks: **Turnkey Resort Townhome – Active Short-Term Rental Opportunity** Welcome to this beautifully maintained 4-bedroom, 3-bath fully furnished townhome located in the highly desirable guard-gated resort community of Venetian Bay Villages. This turnkey property is currently operating as an active short-term rental, making it an excellent opportunity for investors, vacation home buyers, or full-time residents. The home features a spacious open living and dining area, a fully equipped kitchen, and a private porch just off the living room—perfect for relaxing after a day enjoying Central Florida’s attractions. The primary bedroom with en-suite bath is conveniently located on the first floor, while the second level offers additional bedrooms, including one bedroom with its own en-suite bathroom, providing comfort and privacy for guests and family. Residents and guests enjoy resort-style amenities, including multiple swimming pools, tennis courts, basketball courts, volleyball courts, a large clubhouse and recreation center, fitness center, game room, and playground. Ideally situated just minutes from Walt Disney World, The Loop, and Lake Tohopekaliga, with convenient access to shopping, restaurants, International Drive, and world-famous theme parks. Fully furnished and move-in or rental ready. Whether you’re looking for a vacation getaway, investment property, or primary residence, this home offers flexibility, location, and resort-style living all in one.

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

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

Remarks: Under contract-accepting backup offers. Opportunity is knocking at Terra Condo’s in Kissimmee! This FIRST FLOOR ~ END-UNIT condo is being sold FURNISHED, and is priced so you can bring your vision and make it your own. Whether you are ready to modernize with fresh finishes or lean into a bit of its vintage charm, the possibilities are wide open here. With just a little TLC, this light and bright space can truly shine! A covered front entry welcomes you inside to a nice layout featuring dedicated living and dining spaces that feel open yet defined. Natural light pours in thanks to the end-unit location, giving the home an airy feel throughout. The galley-style kitchen offers a generous amount of cabinet and counter space, providing a functional layout that is ready for your personal touch. Off the dining area, sliding glass doors lead to a SCREENED LANAI complete with a convenient STORAGE closet – perfect for enjoying Florida’s year-round weather. Located in a GATED ACCESS, all owner-occupied community, Terra Condo offers amenities designed for easy living, including a COMMUNITY POOL and clubhouse, with water, sewer, and trash included in the HOA. The location puts you close to shopping, dining, local lakes, area resorts, and world-famous theme parks, making it ideal as a primary residence or seasonal getaway! If you have been looking for an affordable first-floor condo in Kissimmee with room to add value and personalize, this is your chance. Bring your ideas and unlock the potential! **Seller may consider buyer concessions if made in an offer**

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

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

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: NEW ROOF 2026!!!!!!! This cozy and spacious 3-bedroom, 2.5-bathroom home is perfect for families who want the option of a legally recognized fourth bedroom, already reflected in the public records. This property offers a convenient and highly desirable location, close to top-rated public and private schools, shopping, dining, and entertainment. Just minutes from The Loop Shopping Center, providing easy access to retail stores, restaurants, and movie theaters. Centrally located with quick access to major highways, making commuting throughout Central Florida easy. Ideal for owner-occupants or long-term investment

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

Listing Agent: Viviana Arias (760-313-9240)

Remarks: Welcome to this beautiful, completely renovated villa. Location, location, location! This area in downtown Kissimmee is situated close to The Loop Shopping Center, featuring all the best shops and restaurants. It also offers access to top-tier medical care, including hospitals, medical specialists, and excellent healthcare services. This villa has been fully renovated and features stainless steel appliances, granite countertops, a washer and dryer, updated bathrooms, and perfectly coordinated wood flooring. Additionally, it includes two parking spaces directly in front of the property. The community also offers a swimming pool and a recreational area.

Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)

Listing Agent: Yolanda Gonzalez (407-535-9722)

Remarks: NO HOA – 3BR/2BA with Bonus Room, Large Carport & Detached Garage! Tucked in the established Country Green area, this move-in ready 2005 manufactured home sits on a quarter-acre (approx. 85’ x 132’) lot and features a covered carport 39'8" x 12'1" plus a detached garage—perfect for extra storage, hobbies, or a workshop. Inside you’ll find easy single-level living with tile floors throughout, an open living/dining area, and a kitchen with good prep space. The split layout includes a spacious primary bedroom (14'0" x 13'11") with an en-suite bath, a generous second bedroom (10'6" x 13'11"), and a third room (5'0" x 8'0") ideal for a nursery or home office. A flexible bonus room (11'11" x 12'1") off the carport adds great utility for a gym, studio, or playroom. Outside, enjoy the fully fenced yard, shade trees, and covered porches—perfect for pets, play, and weekend projects. Fantastic location close to restaurants, supermarkets, Downtown Kissimmee, and Kissimmee Gateway Airport with quick access to US-192, John Young Pkwy, and the Turnpike. Public records indicate 3 beds/2 baths and 924 sf; buyer to verify all measurements, room count, and uses shown on the floor plan. Flood Zone X per FEMA (generally outside special flood-hazard areas). Come see it today! all measurements are approximate.

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

Listing Agent: Jose Hooker-Gomez (407-272-6986)

Remarks: Under contract-accepting backup offers. Located in the heart of Kissimmee, this beautifully updated 1-bedroom, 1-bath condo is on the second floor of the desirable Gables at Lakeside community. The unit has been recently refreshed with fresh interior paint, brand-new stainless steel appliances, and a fully upgraded bathroom — giving it a clean, modern feel from the moment you walk in. The bright, open layout offers a comfortable living area, dining space, and a functional kitchen, making it perfect for everyday living or as a low-maintenance investment property. Enjoy a peaceful setting with easy access to all the community amenities. Gables at Lakeside features a fitness center, clubhouse, playground, basketball court, tennis court, and several grilling areas for outdoor gatherings. Residents also appreciate the convenience of being just minutes away from major retailers, grocery stores, dining options, and local attractions. Whether you're a first-time homebuyer, downsizing, or seeking an income-producing opportunity, this move-in-ready condo delivers comfort, style, and an exceptional location.

Listing is courtesy of: CENTRIC REALTY SERVICES LLC (407-421-9391)

Listing Agent: Abdias Alexandre (407-421-9391)

Remarks: Opportunity is knocking with this stunning property nestled within the highly sought-after Stonefield community in Hunter’s Creek. This is a rare chance to own a spacious, updated townhome with an ASSUMABLE FHA LOAN at an incredible 3.375 interest rate, a true game changer in today’s market! But wait that’s not all! This 2-bedroom, 2-bath home with a 1-car garage features three additional flex rooms, offering incredible versatility for your lifestyle. Whether you need a private home office, formal dining room, cozy den, or guest suite, this floor plan easily adapts to your needs. Enjoy the perks of modern living and energy efficiency with a paid off solar energy system providing substantial savings, plus a newer 2021 energy-efficient A/C unit. Inside, you’ll find tile and laminate flooring throughout, appliances and an interior laundry room with washer & dryer included along with built-in cabinetry for convenient storage. The primary suite offers abundant natural light, a spacious walk-in closet, private ensuite bathroom featuring double vanities and an oversized walk-in linen closet. Upstairs, you’ll discover two large bonus rooms perfect for an office, studio, guest quarters or extra storage that many homes lack. The second bedroom is located on the main floor across from the updated second bathroom, which, like the primary, features stone countertops and modern finishes. Stylish lighting fixtures throughout the home add a contemporary touch, making this property truly move-in ready. Residents of Stonefield enjoy a secure gated community with resort-style amenities, including resort style pool, clubhouse, fitness center, tennis courts, fishing dock and walking / biking trails surrounded by exotic landscaping. Located just 15 minutes from Disney, Universal, Orlando’s top attractions, 20 minutes from Orlando International Airport, hospitals, schools, medical offices, markets and steps from The Loop’s dining with plenty of shopping for everyday needs. This home perfectly blends convenience, comfort and lifestyle. Live a life of ease, style and abundance of opportunity.

Listing is courtesy of: LPT REALTY LLC (386-204-6398)

Listing Agent: Scarlett Napolitano (407-808-6757)

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: LISTING PRICE DRASTICALLY REDUCED!! Nestled in the peaceful Heritage Homes Condo community, this charming 2-bedroom, 1-bathroom, fully furnished unit offers a serene retreat in the heart of Kissimmee. A major infrastructure upgrade was finished in Feb. 2026, including the replacement of old iron sewer mains, inlet pipes, and drinking-water lines with modern heavy-duty systems. Also new roof replacement is on the way to be finished during March 2026. Step inside to an inviting home with a cozy and tranquil ambiance—perfect for comfortable living or entertaining. Residents enjoy access to a community swimming pool, amenity center, and beautifully maintained green areas. The location is exceptionally convenient, just minutes from State Road 192, top-rated schools, shopping centers, hospitals, medical offices, restaurants, and Central Florida’s renowned attractions. Recent updates included repaved community roads and parking lots in 2023, as well as a new A/C unit. Heritage Homes is a 55+ restricted community, residents must be 18 years or older, with limited exceptions for temporary visitors under 18. This wonderful unit combines comfort, convenience, and peace of mind. Contact your agent to schedule a showing—this home will sell fast!

Listing is courtesy of: CENTURY 21 ALL HOMES & PROPERT (407-343-1300)

Listing Agent: Alberto Sanchez (787-347-5400)

Remarks: Hot water heater and stove are gas. Will not qualify for FHA loans- condo complex is not on FHA approved condo list. Community does not allow for short term rentals. Please check with property management company for pet restrictions. Please use "As-Is" FR/BAR contract. Text the listing agent to set up an appointment.

Listing is courtesy of: R LUGO REALTY (407-346-9920)

Listing Agent: Rosa Hernandez (407-346-9920)

Remarks: Welcome to 2250 San Vital Dr #105 in the highly sought-after Venetian Bay Villages of Kissimmee, Florida. This beautifully maintained 3-bedroom, 2-bath condo offers 1,296 square feet of comfortable living space in a resort-style community built for convenience, flexibility, and lifestyle. Located inside a 24-hour guarded/gated community, this property is ideal for buyers seeking a primary residence, a vacation getaway, or an income-producing opportunity. 3 bed / 2 bath layout, 1,296 square feet, and 2005 build year. What makes this one stand out? Venetian Bay Villages is known for investor appeal and short-term-rental activity, with vacation rental inventory actively marketed in the community across major travel platforms, and community marketing also highlights the 24-hour manned gate/security. Whether your buyer is looking for flexibility, security, or location, this property checks all three boxes. Opportunities like this in Venetian Bay Villages do not sit still for long. Schedule your showing today.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Lauren Fowler (407-242-4120)

Remarks: Welcome to your vacation lifestyle! This stunning 3-bedroom, 2-bathroom, two-story condo is located in the highly desirable Venetian Villages resort community. Perfect for either a primary residence or a lucrative short-term rental investment. Property Highlights Two-Story Layout: Enter into a bright, open-concept living room/dinette combo. Modern Kitchen: Features granite countertops and brand-new appliances, overlooking the main living area for easy entertaining. First-Floor Primary: The primary bedroom is conveniently located on the main floor with an ensuite bathroom (shower-tub combo). Convenient Laundry: Includes a new, full-size stackable washer/dryer set on the first floor. Upstairs Bedrooms: The second floor offers two additional bedrooms and a shared full bathroom, plus a dedicated owners' storage closet in the hall. Community Features Enjoy an amazing array of resort-style amenities including a sparkling pool, tennis courts, basketball courts, and a volleyball court. The community's location and amenities are ideal for buyers seeking a peaceful, vacation-like setting or investors looking for a prime rental property. Don't miss out on this excellent opportunity!

Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)

Listing Agent: Millie Alicea (407-929-1646)

Remarks: Welcome to this exceptional townhome located in the desirable Townhomes of Flora Ridge community of Kissimmee, Florida. The interior features beautiful tile flooring throughout and is designed for easy, low-maintenance living. The open floor plan is well planned out and feels larger than it is. The first floor includes a spacious kitchen that perfectly blends comfort and style. The primary bedroom is on the second floor, serving as a relaxing retreat highlighted by a spacious bathroom and a walk in closet. For your comfort in any season, the home is equipped with central air conditioning and ceiling fans. The staircase comes with a handicap accessible elevator. Outside, this residence boasts stucco construction and includes a one-car attached garage for added convenience and security. Residents will benefit from the well-maintained nature of the community. The property is near Flora Ridge Elementary, Kissimmee Middle, and the Osceola County School for the Arts. The community has a pool as well as a walking path around a beautiful lake.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Nicholas Feinsod (407-607-7485)

Remarks: Short term rentals allowed! Welcome to this well-maintained 3-bedroom, 2-bathroom home offering the perfect blend of comfort, functionality, and location. Inside, you’ll find multiple living spaces including a formal living room, dining room, and a spacious family room—ideal for both everyday living and entertaining. The kitchen flows seamlessly into the main living areas, creating a warm and inviting atmosphere. The primary suite features a large bathroom complete with a soaking tub and separate walk-in shower, providing a relaxing retreat. Step outside to your private backyard oasis with a screened-in pool and fully fenced PVC yard—perfect for enjoying Florida living year-round. Additional updates include a newer AC system installed in 2023 for added peace of mind. Located in the desirable Cranes Cove community, residents enjoy low HOA fees and access to a community pool. Just minutes from The Loop shopping center, you’ll have convenient access to restaurants, movie theaters, shopping, and more. Plus, you’re a short drive to Disney and all that Central Florida has to offer. Whether you’re looking for a primary residence, investment property, or vacation home, this one truly checks all the boxes.

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Dominick Florio (321-377-4045)

Remarks: Location, location, location! Investors and buyer's delight. This ground floor apartment with screen in porch offers 2 bedrooms and 1 bathroom with lovely tiles all around. Gorgeous stone counter tops, washer and dryer, a very sunny and open space for your enjoyment. A great gated community with basketball course, gym, club House and pool. Plenty of parking and easy access to all the supermarkets, stores, restaurants and parks. Call to schedule a private showing today.

Listing is courtesy of: LA ROSA REALTY CENTRAL FLORIDA LLC (407-861-8009)

Listing Agent: Britzeida Pichardo (347-549-7568)

Remarks: NO HOA. 1355 sq ft PLUS BONUS BEDROOM. Conveniently located near downtown Kissimmee, this charming home offers both comfort and accessibility. ROOF 2018. High quality imported BRAZILIAN ENGINEERED WOOD throughout the house, waterproof, superior stability against moisture, upgraded in 2021. New fence and brand new refrigerator. The interior features beautiful wood flooring throughout, along with newly upgraded windows (2021) that bring in abundant natural light. A versatile bonus room provides flexibility and can easily be used as a 4th bedroom, home office, or additional living space. Step outside to enjoy the stunning backyard highlighted by a beautiful gazebo set on an elegantly paved floor, perfect for outdoor relaxation, dining, or entertaining. This home blends convenience, style, and outdoor living in a desirable central location.

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

Listing Agent: Kimberly Doan (407-701-1584)

Remarks: **PRICE REDUCTION** Owner offering $5000 towards buyer's Closing Cost. Welcome to this spacious and beautifully maintained 5-bedroom, 4-bathroom home located in the desirable Preserve at Tapestry community. Built in 2015, this two-story residence offers over 3,500 sq. ft. of living space designed with comfort, elegance, and functionality in mind. Step into the heart of the home – a gourmet kitchen featuring premium cabinetry, granite countertops, stainless steel appliances, a center island, and a walk-in pantry, ideal for home chefs and entertaining. The open-concept layout flows seamlessly into the dining and living areas, providing an inviting space for family and guests.The luxurious master suite includes a spa-inspired bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Additional bedrooms are generously sized with access to full bathrooms, perfect for a growing family or multigenerational living.Situated on a spacious lot, the property offers a private backyard with room for outdoor living or a future pool. Community amenities include gated access, parks, and walking trails. Roof Replaced in 2024. Unbeatable location just minutes from The Loop Mall, Orlando International Airport, and all major Central Florida attractions, including Walt Disney World and Universal Studios.Don’t miss this opportunity to own a move-in ready home in one of Kissimmee’s most convenient and vibrant neighborhoods!

Listing is courtesy of: ONE TEAM REALTY (407-530-5006)

Listing Agent: Ruben Salvatella (407-530-5006)

Remarks: Under contract-accepting backup offers. Welcome to 2584 Nouveau Way in Kissimmee, located inside the gated community of Tapestry. This well-maintained two-story home offers 3 bedrooms, 2.5 bathrooms, and sits on a rare oversized lot with a huge backyard — a feature that’s hard to find in this neighborhood. The yard has already been fully fenced in, giving you plenty of space for pets, outdoor gatherings, or simply enjoying the extra room. Inside, the home features an open floor plan that connects the main living areas, creating a comfortable and functional layout for both everyday living and entertaining. Just off the living area, you’ll find an oversized covered lanai overlooking the backyard, providing a great outdoor space to relax or host guests. Upstairs, there is a versatile loft area that can easily serve as a second living room, home office, playroom, or media space depending on your needs. The home has recently been refreshed with both exterior and interior paint. You'll also find smart switches installed throughout the entire home, making it easy to control lighting and add smart home automation. Tapestry residents enjoy a gated entrance, a beautiful clubhouse, resort-style pool, fitness center, and walking paths. There’s also a park located right next door, adding even more outdoor space just steps away. The location is extremely convenient, just minutes from The Loop shopping center with restaurants, retail stores, and a movie theater. Schools, grocery stores, and everyday essentials are all nearby, with easy access to major roads connecting you to Orlando, the attractions, and Orlando International Airport. If you’re looking for a home in a gated community with a large backyard and a flexible layout close to everything Kissimmee has to offer, this one is worth seeing.

Listing is courtesy of: DELUCA REAL ESTATE SERVICES CORP (407-690-9941)

Listing Agent: Lucas Desouza (407-690-9941)