Kissimmee Homes For Sale & Real Estate - 3307 homes

Remarks: Short Sale. Short Sale. Take advantage of this great opportunity in the OVERLOOK RESERVE community. This home is a 1 story home with 1,859 sqft of elegant living space, featuring 4 spacious bedrooms with 2 full bathrooms. As you walk into an open concept floor plan with Vaulted Ceiling and open Kitchen/Dining and Family Room works well for family and friends gathering.42" cabinets and granite countertops throughout. Backyard is very private as is fence in all around the patio to enjoy your afternoon strolls and your private BBQ with family and friends. Just 5 Minutes from Valencia college, Aprx 25-30 minutes to all major attractions, and Orlando Airport. Don’t miss out on this great opportunity for a 1st time buyers primary residence. Schedule your private showing today and experience this great opportunity for yourself!.

Listing is courtesy of: VYLLA HOME (813-947-7996)

Listing Agent: Manny Duran, Jr (407-334-8893)

Remarks: Welcome to this beautifully updated 4-bed, 2.5-bath, 2-story home offering 2,144 sq ft of comfortable living in a highly desirable Kissimmee location just minutes from Disney, major hospitals, shopping, and dining. This well-maintained property features updated vinyl flooring throughout the main living areas, custom wood window sills, and a bright, open layout perfect for everyday living and entertaining. Major improvements include a 6-year-old roof, a Trane 4-ton AC system replaced within the last 10 years, and a new water heater installed in January 2026. Enjoy the covered and screened back porch added in 2020, overlooking a fully fenced backyard with no rear neighbors. With spacious bedrooms, a functional floor plan, and thoughtful upgrades throughout, this move-in-ready home offers the perfect blend of comfort, convenience, and value.

Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)

Listing Agent: Milo Smith (407-221-3306)

Remarks: Under contract-accepting backup offers. Turnkey, fully furnished 3-bedroom, 2.5-bathroom end-unit townhome in the gated Regal Oaks Resort community just minutes from Disney. This two-story property features an open-concept living and dining area on the first floor, with all bedrooms located upstairs. Tile and laminate flooring run throughout the entire home. The spacious primary suite offers a private ensuite bathroom and balcony. Enjoy relaxing water views from the screened private lanai. Regal Oaks offers resort-style amenities including a large community pool, water slide, clubhouse, game room, restaurant, and tiki bar. Conveniently located near Walt Disney World, major attractions, shopping, dining, and within walk distance to the popular Old Town entertainment district. Zoned for both short-term and long-term rentals, making it an excellent vacation home, income-producing investment property, or primary residence. Some furniture may have been updated. Room measurements are approximate. The buyer or buyer agent are responsible to verify dimensions, measurements, and Contact HOA to verify HOA fees, restrictions, access and all other information. The home is currently under contract but accept backup offer.

Listing is courtesy of: CORNERSTONE INTERNATIONAL PROPERTY GROUP LLC (407-334-7497)

Listing Agent: Helen Lei (407-371-1225)

Remarks: Under Construction. This new four-bedroom Walsh provides single-story living with a seamless open layout, perfect for modern lifestyles. Three secondary bedrooms share a private hallway near the front of the home, leading to an inviting open-concept floorplan shared between the kitchen, dining nook and family room. A nearby covered patio encourages simple indoor-outdoor living, while a luxurious owner’s suite is nestled into a private rear corner with a full bathroom and walk-in closet. A spacious three-car garage completes the home. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Just minutes from the lively Lake Nona area, 4871 FELLS COVE AVE puts top-rated schools, premier attractions, Orlando International Airport, and Medical City all within easy reach. This 4-bedroom, 3-bathroom home sits in the sought-after Fells Cove community, where generous spacing between properties means real privacy. Inside, the single-story layout centers on a spacious master suite with its own private bath. Add in a low HOA, and it's a rare find. Schedule your viewing today and see it for yourself.

Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)

Listing Agent: Scott Fader (248-294-7850)

Remarks: Discover the perfect blend of style and serenity in this elegant two-story townhouse, offering three spacious bedrooms and three beautifully appointed baths that provide plenty of room to unwind. Spanning 1,440 square feet of impeccably designed living space , the home features a modern kitchen that makes hosting effortless. Nestled within the secure, gated enclave of Regal Oaks at Old Town , this retreat is designed for a lifestyle of ease with resort-style amenities including a playground , lush surroundings, and a private balcony for morning reflections. You will love the convenience of being within walking distance to the boutique shopping and dining of Old Town and just a short drive from the magic of Walt Disney World Resort. Whether you are envisioning a savvy investment with no minimum lease restrictions or a stylish personal sanctuary, you are perfectly positioned near world-class attractions and the best of Central Florida. This move-in-ready gem comes with a dedicated parking space and low-maintenance living, ensuring you have more time to enjoy the sunshine and the vibrant community atmosphere.

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

Listing Agent: Noella Tinkler (407-450-5667)

Remarks: Fantastic Value! Move-in ready and completely renovated! One or more photo(s) has been virtually staged. Experience the rare advantage of a meticulously maintained, owner-occupied sanctuary in the heart of Storey Lake. Unlike typical high-turnover rentals, this 4,000 sq. ft. masterpiece has been cherished by its original owner, offering a level of care and finish that stands in a class of its own. Inside, the expansive five-bedroom layout is anchored by refined hardwood and tile flooring, sleek granite surfaces, and the ultra-convenience of dual laundry suites, one on each level. The chef-inspired kitchen flows seamlessly into a screened patio and a fully fenced backyard, providing a private outdoor retreat that is increasingly hard to find. Car enthusiasts or those needing extra storage will prize the rare 3-car garage and custom paver driveway. Perfectly positioned just 15 minutes from Disney and steps from resort-style amenities, including a fitness center, splash park, and dog park. This turnkey residence blends luxury living with unparalleled convenience. Your next chapter begins here.

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

Listing Agent: Noella Tinkler (407-450-5667)

Remarks: Under contract-accepting backup offers. SELLER OFFERS INSPECTION CREDIT AT CLOSING! The seller is confident in the condition of the home and is offering a credit toward the buyer’s inspection at closing, allowing buyers to choose their own licensed inspector. Discover your perfect Florida getaway or your next investment! Whether you’re looking for a vacation escape, a full-time residence, or a short-term rental opportunity, this rare 4-bedroom pool home in the desirable Chatham Park community has it all. With 1,874 sq ft of living space, this home sits on an oversized lot backing onto a wooded green area, offering peaceful views and complete privacy — no rear neighbors. The extended driveway provides plenty of parking for family and guests. Inside, you’ll find a first-floor master suite with direct pool access, elegant wood floors, and a relaxing garden tub. Upstairs, three additional bedrooms and a full bath provide plenty of space for family and friends. Best of all, there’s no carpet anywhere — only wood and ceramic tile for easy maintenance. Recent updates include a new AC system (indoor and outdoor units), a new water heater, a fully redone roof with fine-quality finishing, and a pool pump and heater replaced just two years ago. The kitchen has been completely renovated with an open-concept layout and granite countertops in both the kitchen and bathrooms. The pool area was fully renovated just one year ago, featuring travertine decking, a new pool finish, new screening, and a refinished pool floor. In addition, SOLAR PANELS WILL BE PAID IN FULL AT CLOSING, offering the new owner approximately $350 in monthly energy savings. Ideally located in Kissimmee, you’ll be just minutes from shopping, dining, world-famous theme parks, and the convenience of Highway 192 (West Irlo Bronson Hwy). Chatham Park offers a community pool, basketball and tennis courts, a playground, and a large park area to relax and enjoy. This home checks all the boxes for comfort, income potential, and a location you’ll love. Don’t miss your chance to make it yours!

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Emilia Faria (407-907-0733)

Remarks: Unlock the Magic—A Standout Investment Opportunity Near Walt Disney World. FULLY FURNISHED and turnkey, this 3-bedroom, 2-bathroom top-floor corner unit is located in Windsor Hills Resort, nestled in one of Orlando’s most sought-after gated communities. Offering 1,450 SQ FT of bright, open living space, this exceptional TOP-FLOOR CORNER UNIT features the largest and most desirable floor plan in the community, positioned in a premier location within Windsor Hills. Just minutes from Walt Disney World, this vacation-ready property delivers both elevated living and INCOME POTENTIAL. Whether you're building your investment portfolio, enjoying a seasonal retreat, or creating unforgettable family moments, this residence delivers an exceptional experience. INSIDE THE UNIT. Fully furnished and thoughtfully designed—just bring your suitcase. The spacious open-concept layout is filled with natural light, creating an inviting and comfortable atmosphere. The private primary suite includes an en-suite bath and walk-in closet, while the split floor plan offers added privacy for guests. Strong rental history with proven performance—ready to generate income from day one. ZONED FOR SHORT-TERM RENTALS and currently operating as a successful vacation property, boasting a 4.95-STAR RATING across 171 reviews. BUILDING & COMMUNITY FEATURES. Located in the desirable Ventura building with ELEVATOR ACCESS to every floor, offering convenience for all. Ample parking available, including oversized and RV-friendly options. RESORT-STYLE AMENITIES. Enjoy a lagoon-style pool with water slides and splash pad, a modern clubhouse with fitness center and game room, plus tennis, volleyball, and basketball courts. Additional features include a putting green, playground, and picnic areas. Guard-gated with 24/7 security for peace of mind. The HOA provides exceptional value, covering 24-hour security, cable TV, internet, water, trash service, and exterior pest control. PRIME LOCATION. Unmatched location just minutes from Walt Disney World, Sunset Walk, Margaritaville, and top attractions like Fun Spot America and Old Town—placing entertainment, dining, and adventure right at your doorstep. Easy access to I-4, US-192, and SR-429.Whether you're seeking income, lifestyle, or both—this is a rare opportunity in Windsor Hills. Schedule your private tour today. Visit our 3D TOUR.

Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)

Listing Agent: Martha Loss (813-421-0042)

Remarks: Excellent opportunity for investors or buyers looking for immediate rental income. This well-maintained 3-bedroom, 2.5-bath townhome is located in the desirable Soleil at Westside community, just minutes from Walt Disney World, major attractions, shopping, and dining. The property is currently tenant-occupied, month to month allowing the new owner to benefit from immediate rental income from day one. This makes it an ideal investment for those seeking a turnkey rental property in one of Central Florida’s most sought-after area. The home features a modern open-concept layout, spacious bedrooms, and a functional floor plan designed for comfortable living. Residents of the community enjoy convenient access to nearby resorts, entertainment, and major highways connecting to Orlando and surrounding areas.

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

Listing Agent: Ayrys Torres (407-227-5046)

Remarks: Property returned to market solely due to buyer financing. Inspections were completed and accepted by previous buyer. This warm and inviting home has been lovingly cared for by the same owner for over 20 years, showcasing true pride of ownership. Featuring a new AC (2019), roof (2016), water heater (2015), updated kitchen (2016), and beautiful wood-grain style tile flooring throughout. The home offers tons of natural light, rain gutters, and a spacious split-bedroom layout for excellent privacy. The huge master suite includes a large walk-in shower, while the second bathroom has a tub/shower combo. Outside, enjoy a stunning crystal-blue oversized pool, generous outdoor deck, and a large fully fenced backyard with vinyl fencing — perfect for relaxation and gatherings. Additional highlights include a 2-car garage, no CDD fees, and low monthly HOA in the desirable Association of Poinciana Villages. Nestled on a quiet cul-de-sac in a wonderful family-friendly neighborhood, this charming home is just minutes from schools, parks, and shopping. Conveniently located only 40 minutes to Walt Disney World and within 20 miles of Orlando. A perfect blend of comfort, style, and Florida living!

Listing is courtesy of: BLUE PEAK REALTY LLC (727-777-7100)

Listing Agent: Matt Pereira (813-399-9166)

Remarks: Under contract-accepting backup offers. A Must-See Gem in Bellalago – !! BELOW MARKET VALUE !! Turnkey Solar-Powered Paradise! This stunning home is ready to impress and won’t last long. Fully equipped with $50,000 in solar panels, you’ll enjoy dramatically low energy bills for years to come while living in one of the most desirable resort-style gated communities in the area. From the moment you arrive, you’re greeted by a beautifully paved driveway leading to an oversized 3-car garage. Nestled on a peaceful conservation lot with no rear neighbors, this home offers privacy and tranquility in a prime location. Recent Upgrades Include: Brand new 42-inch solid wood kitchen cabinets Beautiful new quartz granite countertops Upgraded stainless steel appliances All new solid wood floors throughout the entire first floor New waterproof vinyl plank flooring on the second floor Fresh, modern interior paint throughout Brand new full-size tankless water heater This lightly lived-in home (only two owners) features a spacious, open split floor plan perfect for families. It includes a formal living room, formal dining room, separate family room, and breakfast area. Step outside to your private screened-in rear porch — the ideal spot for morning coffee, evening relaxation, or entertaining, all with peaceful conservation views. Bellalago Resort-Style Living at Its Finest: Gated community with two clubhouses State-of-the-art fitness centers Pools, water parks, and playgrounds Tennis and basketball courts Extensive walking/biking trails Scenic boardwalk with breathtaking views of Lake Tohopekaliga (Lake Toho) Direct access to over 300 acres of inland lakes and waterways — bring your boat and enjoy world-class bass fishing! Conveniently located near top-rated schools, shopping, dining, and major roadways. This is hands-down one of the best homes currently available in Bellalago — fully updated, move-in ready, and loaded with upgrades. This beauty is priced to sell fast. Don’t miss your chance to own this exceptional home in a resort-style community. Schedule your private showing today before it’s gone!

Listing is courtesy of: ROAD HOUSE REALTY INC. (407-392-4663)

Listing Agent: Licinio Brizzio (407-738-9947)

Remarks: Virtually Staged. ACREAGE | POOL HOME | MOTHER-IN-LAW SUITE | HUGE BARN/SHOP | RV HOOKUP Beautiful and versatile Florida home offering over 3,000 sq. ft. of living space on nearly 2 acres. The main home features 3 bedrooms and 2 bathrooms with spacious bedrooms throughout, each with walk-in closets. The primary suite includes his-and-her closets for added convenience. Designed for both comfortable living and entertaining, the home offers a formal dining room, separate living and family rooms, and a bonus room that is perfect for a home office, den, playroom, or flex space. A fully equipped 1-bedroom, 1-bath mother-in-law suite with private entrance includes a kitchenette and combined living/dining area, ideal for guests, extended family, or potential rental income. The kitchen offers granite countertops, slate tile flooring, and an inviting eat-in booth. Step outside to your private backyard retreat featuring an in-ground pool with a sun deck, and large paver patio perfect for entertaining. The property is beautifully landscaped with mature tropicals including coconut palms, foxtail palms, royal palms, queen palms, bird of paradise, orchid trees, and sea grapes, creating a true Florida home feel. For those needing space and functionality, the property includes a massive 48x36 barn/shop with room for boats, toys, or equipment, plus 2 horse stalls and a feed/tack area. Additional improvements include a 23x11 workshop, two-car garage, and ample parking for multiple vehicles, including space for a fifth wheel or motorhome with RV power hookup. Ideally located just minutes from Disney, Orlando International Airport, downtown Kissimmee, Lake Toho, and major attractions, offering the perfect blend of privacy, acreage, and convenience.

Listing is courtesy of: DREAM BUILDERS REALTY (407-847-5428)

Listing Agent: Tim Weisheyer (407-847-5428)

Remarks: Welcome to the beautiful community of Adriane Park. With large lots and only 54 homes, they just don't make neighborhoods like this one any more. This home sits on over 1/3 of an acre and overlooks the beautiful pond with a fountain. The home itself is absolutely gorgeous, with exquisite curb appeal with brick overlays and hardy board siding. The roof was replaced in December of 2024. The main living and dining area have hardwood floors and there is crown moulding throughout the downstairs. The living room has a wood burning fireplace. The kitchen has ceramic tile, stainless steel appliances and Schrock handcrafted pecan wood cabinetry. The primary bedroom is downstairs with it's own private bathroom, as well as another half bathroom downstairs. Indoor laundry is located downstairs next to the half bath. Upstairs there are 4 more spacious bedrooms, all with walk-in closets! The fifth bedroom has double doors and dual walk-in closets and can be used as a flex space, or upstairs living area. The Florida Room is huge with ceramic tile and is air conditioned through the main unit and also offers a mini split HVAC unit. It leads out to the beautiful screened in pool area that is perfect for entertaining, with landscaping and an electric above ground hot tub. The pool overlooks the neighborhood pond, which also means no rear neighbors. This home is ready to be the focal point of all of your family gatherings!

Listing is courtesy of: ALL STAR PROPERTIES OF CENTRAL (407-846-9100)

Listing Agent: Kevin Waldbieser (407-460-7993)

Remarks: Excellent Income-Producing Quadplex located on Ivy Lane in the heart of the city! This well-maintained 4-unit multifamily property offers strong rental income potential and reliable cash flow. Recent improvements include a brand-new roof and three new A/C units, providing added value and peace of mind for the new owner. Each spacious unit features 2 bedrooms and 2.5 bathrooms, offering an attractive and functional layout for long-term tenants. All units are individually metered, with tenants responsible for their own utilities, helping to reduce operating expenses and simplify property management. Situated in a high-demand rental market, the property enjoys convenient access to major highways, shopping centers, restaurants, schools, and local attractions. Whether you're expanding your investment portfolio or seeking a stable income-producing asset, this quadplex presents an outstanding opportunity. Don't miss out on this exceptional investment opportunity—schedule your showing today!

Listing is courtesy of: JOSH REALTY, INC. (954-445-0408)

Listing Agent: Cheriyan Chacko (954-445-0408)

Remarks: Welcome to this beautifully updated 3 bedroom, 2 bathroom condominium located in the highly desirable gated community of Flora Ridge in the heart of Kissimmee. Situated in the first building of the community with convenient elevator access, this second floor residence offers 1,433 square feet of comfortable living space designed for both everyday living and entertaining. The open concept floor plan seamlessly connects the living, dining, and kitchen areas, creating a bright and inviting atmosphere. Recent upgrades provide exceptional value and peace of mind, including a new AC system installed in 2025, water heater replaced in 2025, stove replaced in 2025, dryer replaced in 2025, and modern light fixtures installed throughout the entire home. The condo features beautiful laminate flooring throughout, creating a clean and contemporary look with no carpet. Freshly painted in June 2026, this home is truly move in ready. The spacious primary suite offers a private en suite bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Residents enjoy access to community amenities including a swimming pool, fitness center, and beautifully maintained grounds. Ideally located just minutes from The Loop, major shopping centers, restaurants, medical facilities, schools, Orlando International Airport, world famous attractions, and major highways, this property offers the perfect combination of comfort, convenience, and lifestyle. Whether you are searching for a primary residence, vacation home, or investment opportunity, this meticulously maintained condo is a must see.

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

Listing Agent: Maria Santacruz (407-552-8213)

Remarks: Welcome to a fantastic investment opportunity in a prime location! This property is situated close to schools, shopping centers, restaurants, retail stores, and hospitals, ensuring convenience at every turn. The main home features 3 bedrooms and 2 baths, along with two separate efficiency units, each with its own bedroom, kitchen, and private entrance—making it perfect for maximizing rental income. Whether you’re an investor seeking great returns or a first-time homebuyer looking for a property with income potential, this home offers immense possibilities. Don’t miss out—schedule your private showing today!

Listing is courtesy of: C&D INTERNATIONAL REAL ESTATE (305-305-2021)

Listing Agent: Jesmy Hernandez (407-493-8589)

Remarks: Beautiful two-story home located in Kissimmee featuring 4 bedrooms and 2 bathrooms. This well-designed residence offers spacious living areas, abundant natural light, and a functional floor plan ideal for both everyday living and entertaining. The main level includes inviting living and dining spaces, along with a well-appointed kitchen designed for convenience and comfort. The generously sized bedrooms provide privacy and flexibility for family members or guests, while the two-story layout creates a comfortable separation between living and sleeping areas. Outside, enjoy a private backyard with space for relaxation and outdoor activities. Conveniently located near schools, shopping, dining, major highways, and Central Florida’s world-famous attractions, this property offers the perfect combination of comfort, space, and accessibility. A great opportunity to own a home in one of Kissimmee’s most desirable areas.

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

Listing Agent: Yudisley Molina Loo (407-508-2847)

Remarks: Investor Opportunity! Fully Furnished Turn key Vacation Rental just 4 miles to Disney with No HOA! 4 bedroom 2 bagthrooms with no rear neighbors. Private Pool with pool deck, lanai and Hot Tub. Master bedroom features en-suite bathroom and direct pool access. Flat Screen TV's in Living room, Movie Room and all bedrooms. Garage converted to a Movie Room. tankless water heater. Flooring and remodeled master bath in 2019. Laminate Floors in bedrooms, Ceramic Tile elsewhere. New granite countertops in the kitchen and both bathrooms 2019 Remodeled Master Bath with glass enclosure in 2019.  New Remote Wi-Fi control of the Gas Pool Heater 2025, New Dryer 2026, AC System less than 5 years old. Community Park features a playground, tennis court and pool. Full service Management company in place.

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

Listing Agent: Carlos German (888-883-8509)

Remarks: Welcome to your own private Florida retreat at 452 Boxwood Court in Kissimmee! This stunning 4-bedroom, 3-bath POOL Home that provides the perfect combination of comfort, space, and freedom with NO HOA restrictions. From the moment you arrive, you’ll appreciate the inviting curb appeal, spacious 2-car garage, and the lifestyle opportunity this home provides. Step inside to discover a bright and open floor plan designed for both relaxing and entertaining. The spacious living areas flow seamlessly to the screened-in patio and sparkling private pool, creating the ultimate indoor-outdoor living experience Florida buyers dream about. Imagine weekend BBQs, pool parties, peaceful morning coffee by the water, or relaxing evenings under the covered lanai after a long day. The thoughtfully designed layout offers flexibility for families, guests, multi-generational living, or even a home office setup with four spacious bedrooms and three full bathrooms. The oversized primary suite provides a peaceful escape, while the additional bedrooms that provides comfort and privacy for everyone. Located in a highly desirable Kissimmee location, this home is close to schools, shopping, restaurants, major highways, Orlando attractions, and everyday conveniences while still offering a quiet residential setting. With NO HOA, you’ll enjoy the freedom to truly make this property your own without added restrictions or fees. Whether you are searching for your forever home, vacation property, or investment opportunity, this home checks all the boxes. Pool homes with this much space, flexibility, and no HOA are hard to find — schedule your private showing today before this opportunity is gone!

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Jay Winston (407-497-1112)