Kissimmee Homes For Sale & Real Estate - 3291 homes

Remarks: Under contract-accepting backup offers. ** Calling for Highest and Best to be delivered by Tuesday, 6/9, 5:00 EST. ** Step into the perfect blend of comfort and opportunity at 8617 Cavendish Drive. Tucked away in the heart of Kissimmee’s most sought-after corridor, this home offers the rare versatility of being a serene primary residence or a high-performing short-term or long-term rental investment. From the moment you walk through the door, the space feels bright and inviting, with an open layout designed for both easy daily living and effortless entertaining. The kitchen flows seamlessly into the main living areas, making it the natural hub for morning coffee or post-park wind-downs. Large windows invite the Florida sunshine in, while the private outdoor space offers a quiet retreat to enjoy the warm evenings. Location is everything here. You’re just minutes away from the magic of Walt Disney World, world-class golf courses, and the vibrant dining and shopping options all around. Whether you’re looking for a home that feels like a permanent vacation or a turnkey property in a world-renowned destination, this address delivers. Don't miss the chance to own a slice of the Sunshine State where the lifestyle is as breezy as the location is convenient. 8617 Cavendish Drive is ready for its next chapter—come see why this is the one you’ve been waiting for.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: David Purdie, Pa (407-446-2961)

Remarks: This 3 bedroom 2 bath home is move in ready and features a spacious kitchen, attached 1 car garage and screened lanai. This is a Fannie Mae Homepath property.

Listing is courtesy of: ALLSTATE REALTY SERVICES (863-965-0207)

Listing Agent: Dwight Head (863-965-0207)

Remarks: Beautiful 3-bedroom, 2-bath townhouse located in the highly desirable Venetian Bay Village, a 24-hour guard-gated resort-style community in Kissimmee. This property can be rented fully furnished or unfurnished. Ideal as a primary home, vacation retreat, or income-producing investment. Primary master bedroom on first floor for convenience. Enjoy resort-style amenities including 4 pools, fitness center, spa, clubhouse, theater, game room, playgrounds, tennis, basketball, volleyball, and BBQ areas. Conveniently located just minutes from Disney parks, Osceola Parkway, major highways, shopping centers, restaurants, and Orlando attractions. Perfect for comfortable Florida living or short-term rental investment!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Natalie Pacienza (407-310-8162)

Remarks: Welcome to this full remodeled 3 beds & 2 baths house with the most modern second generation smart Samsung Hub fridge, induction oven, and microwave. Partially furnished with tiled floors thoroughly to the bedrooms, bathrooms, kitchen, and entrance. The living room and dining room are laminated. Fully Fenced large backyard and screened porch It’s in a very convenient location. Only minutes from the mall, shopping centers, hospitals, schools and even access to the highways taking you to all through Kissimmee and Orlando areas! Roof, A/C, Hot water tank installed few years ago.

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

Listing Agent: Maria Batista (321-208-4649)

Remarks: Lakefront, no carpet home with Private Dock in Resort style 24 hours guarder gated community–Bellalago. 3-car garage, central vacuum, 4-bedroom, 3-bath home includes in-law suite, spans 2604 square feet. Backyard face to south. The main living areas flood updated with vinyl, the wet areas are cover with tiles. Front porch and lanai are screened. This lakefront property features a private dock with direct access to Lake Tohopekaliga. Across the water, enjoy peaceful views of a conservation area, where you can observe Florida’s diverse wildlife and bird species in their natural habitat. The community offers a secure, amenity-rich lifestyle with three pools, two fitness centers, scenic walking trails, a fishing pier, Basic internet, TV Chanel, and on-site dining at Flip Flops restaurant. Sports and recreation enthusiasts will appreciate the variety of options, including pickleball, tennis, basketball, beach volleyball. while boating enthusiasts will love the private boat lift and launch, providing seamless access to Lake Toho’s vast waters. At the resident gate, there are Publix, Walgreens, restaurants, and many more!

Listing is courtesy of: JP NEW HORIZON REALTY LLC (407-572-9649)

Listing Agent: Nelly Pan (407-572-9649)

Remarks: Exceptional Opportunity to Own a Fully Renovated Ranch Property on 2.06 Acres in Kissimmee FL! Welcome to this beautifully remodeled ranch-style estate offering the perfect blend of privacy, functionality, and modern upgrades. Situated on 2.06 fully fenced acres with chain-link fencing and a secured electric gate, this versatile property is ideal for those seeking space, flexibility, and country living with convenient access to city amenities. The main residence features 3 spacious bedrooms(TWO MASTERS/suite) and 3.5 bathrooms, thoughtfully updated throughout. Major improvements include a new roof installed in 2021, two HVAC systems installed in 2023 and 2025, and impact-resistant hurricane windows for enhanced safety, energy efficiency, and peace of mind. Adding exceptional value, the property includes a detached guest quarters complete with a private 4-car garage, 1 bedroom, 1 full bathroom, kitchen, and laundry area—perfect for extended family, guests, rental income potential, or a home-based business. Additional features include a septic system installed in 2023, a private well, and the added convenience of access to public water service. Outdoor amenities include a 10' x 10' storage shed, a large chicken coop with capacity for approximately 300 birds, and a variety of mature fruit trees throughout the property. Ideally located just minutes from major roadways, shopping centers, dining, and everyday conveniences, this property offers the freedom of country living with no HOA restrictions. A rare and unique opportunity with endless possibilities. Schedule your private showing today!

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

Listing Agent: Maria Batista (321-208-4649)

Remarks: Under contract-accepting backup offers. Short Sale. BACK ON THE MARKET with READY TO MOVE ASKING PRICE. Welcome to a beautiful and private 4-bedroom, 3-bathroom pool home offering exceptional comfort, flexibility, and buyer opportunity in the gated Magic Landings community. Perfectly positioned on a desirable corner cul-de-sac lot with no rear neighbors, this turnkey home features a privacy-fenced yard, wooded rear exposure, and a spacious pool patio that extends across the full rear of the home—ideal for relaxing, entertaining, or enjoying the Florida lifestyle. With NO CDD and convenient access just off the Turnpike, the property is close to Central Florida’s major attractions while still offering a peaceful residential setting. A cooperative HOA allows for use as a primary residence, vacation home, or investment property, creating excellent possibilities for a wide range of buyers. Inside, the open-concept kitchen, dining, and living areas provide the modern flow today’s buyers want. The private rear master suite opens directly to the pool deck and includes an en-suite bathroom, while the second bedroom also offers pool access and its own en-suite bath. Two additional front bedrooms provide comfortable separation for family, guests, or rental flexibility. The oversized finished garage offers parking for two vehicles and may also be converted into a game room or additional entertainment space. Best of all, qualified buyers may have the opportunity to assume a low-interest mortgage, making this property an even more attractive option in today’s market.

Listing is courtesy of: KEYSTONE PROPERTY CONSULTING FIRM (813-596-5577)

Listing Agent: Alexander Bartnesky (813-334-3852)

Remarks: Tohoqua is the kind of neighborhood you've been looking for, with a family-friendly amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Our new construction two-story Whitestone home features our Craftsman C1 exterior, 4 bedrooms, 3 full bathrooms, a powder room, an open-concept kitchen, café and gathering room, an open flex room, a spacious loft, a covered lanai, and a 2-car garage. Upon entry, you are greeted by the open flex room and powder room. The stunning foyer continues past the laundry room towards the kitchen, gathering room and café - which overlook the covered lanai and bathe your home in natural light. Your gourmet kitchen features a corner walk-in pantry, a large center island, stainless-steel Whirlpool appliances – including Dana Stone Gray cabinets with quartz countertops, and pendant lighting pre-wiring. The owner’s suite is located on the main level of your home and features an en suite bathroom with a walk-in closet, a private water closet, a spa-like walk-in shower, and a Blanco Matrix quartz-topped dual sink vanity. Upstairs you'll find your spacious loft, three bedrooms, and 2 full baths – one bathroom is attached as an en suite. This Whitestone home is where luxury and practicality meet. Don’t miss your chance to make this exceptional home yours—schedule a tour today!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Open to Offers and Price to Sell. Set within the tree-lined streets of the Remington Golf Community, this 4-bedroom, 2-bath home welcomes you with a layout that feels open, comfortable, and easy to settle into. The foyer leads into connected living and dining spaces that flow effortlessly from one room to the next, offering plenty of room for gathering, relaxing, or finding a quiet corner of your own. The kitchen sits at the center of it all, allowing conversations to move naturally throughout the home. The split-bedroom design places the primary suite in its own peaceful wing, complete with a walk-in closet and private bath. Three additional bedrooms offer flexibility for guests, work, or hobbies. Just beyond the main living areas, a large, screened patio becomes an extension of the home — a place where you can unwind in the shade, listen to the breeze move across the fairway, and imagine watching the sunset settle over the golf course at the end of the day. Life in Remington comes with access to a championship golf course, community pool, fitness center, tennis courts, and walking paths, creating an environment where staying active and enjoying the outdoors feels effortless. The location adds even more convenience, with everyday shopping, dining, and services just minutes away along East Irlo Bronson Memorial Highway. Larger destinations such as The Loop, Lake Nona, and Orlando International Airport are also within easy reach. A welcoming layout, a community full of amenities, and a setting that lets you enjoy the beauty of the fairway from your own patio — all waiting for you at 237 Strathmore Circle.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Jonathan Speagle (217-521-1866)

Remarks: Under contract-accepting backup offers. Discover your dream home in the heart of the desirable Kindred community. This expansive 5 bedroom, 3 bathroom residence offers 2,601 square feet of comfortable living space, perfectly positioned to provide unmatched views and lifestyle benefits. The home sits directly in front of a community park, offering a peaceful and scenic outlook right from your front door. The interior is designed for functionality and space, accommodating any lifestyle with ease. The backyard is truly the star of this property. Fully fenced for privacy and security, it has been transformed into an outdoor entertaining masterpiece. You will find a beautiful custom gazebo that serves as a tranquil retreat, plus an impressive outdoor kitchen setup that makes hosting gatherings, celebrations, and weekend cookouts an absolute breeze. Do not miss this unique opportunity to own a home that perfectly combines modern comfort with an incredible outdoor lifestyle. Schedule your showing today.

Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)

Listing Agent: Mitch Susana, Llc (407-781-6586)

Remarks: Corner-unit townhome featuring peaceful views from the living room, kitchen, and primary bedroom suite, as shown in the photos. Unlike the interior units, this model offers a unique layout with additional living space, enhanced privacy, and a more open feel. Freshly painted and well maintained, this 3-bedroom, 2.5-bathroom home features an open-concept layout, a bright and inviting living area, solid wood cabinetry, elegant countertops, and a versatile upstairs loft perfect for a TV room, office, or study area. The property also benefits from an expansive side lot and open views that create an enhanced sense of space. Enjoy relaxing on your private patio while having access to resort-style amenities including a pool, lakes, clubhouse, fitness center, and walking trails. Conveniently located near The Loop shopping center, Disney attractions, major highways, dining, and entertainment, this home is ideal as a primary residence, second home, or investment opportunity.

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

Listing Agent: Reinaldo Roman (321-682-1124)

Remarks: Under contract-accepting backup offers. Welcome to this stunning, fully remodeled 4-bedroom, 2½-bath residence where no detail has been overlooked. From the brand-new roof overhead to the beautifully reimagined kitchen and bathrooms, every inch of this home has been thoughtfully upgraded for modern living. Bright, airy open-concept spaces flow seamlessly from room to room, creating the perfect setting for both daily life and effortless entertaining — all in one of the most sought-after locations in the area, with premier shopping, dining, and conveniences just minutes from your door. Key Features: Brand-new roof — worry-free for years to come, Fully remodeled gourmet kitchen with premium finishes. Designer-updated bathrooms throughout and open-concept floor plan, bright and airy. 4 spacious bedrooms with ample closet and 2 full baths + powder room for guests, Move-in ready — nothing left to do. Minutes from major retail and big-box stores. Schedule your showing today.

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

Listing Agent: Efreen Garcia Rodriguez (407-748-7642)

Remarks: Welcome to your perfect home away from home! This bright, clean, is available for short-term rentals, seasonal stays, or long-term accommodations, making it ideal for vacationers, traveling professionals, remote workers, and snowbirds looking to escape the cold. Located in a quiet and secure community, this spacious condo features: • 1–2 Bedrooms (depending on unit layout) • Fully equipped kitchen with modern appliances • Comfortable living and dining area • Private balcony or patio (some units) • In-unit washer & dryer • High-speed Wi-Fi and Smart TV • Central heating and air conditioning The community offers resort-style amenities including •  Sparkling swimming pool •  Scenic walking paths •  Clubhouse or social room (perfect for snowbird gatherings! • On-site parking included Conveniently located close to shopping, restaurants, golf courses, beaches (if applicable), and major highways. Whether you’re here for a week, a few months, or the full season, you’ll feel right at home in this welcoming, well-maintained condo.Flexible lease options available. Snowbirds welcome – enjoy the sunshine and comfort without the long-term commitment!

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

Listing Agent: Efreen Garcia Rodriguez (407-748-7642)

Remarks: BACK ON THE MARKET,PRICE REDUCED AGAIN !!! THIS IS THE NEXT TO THE NEWEST HOUSE LISTED WITH EVERYTHING YOU WOULD DESIRE,NICE SINGLE FAMILY HOME IN PRIME LOCATION, CLOSE TO TOP ATTRACTIONS SUCH AS DISNEY, UNIVERSAL,OLD TOWN AND LOCAL DINING AND SHOPPING AREAS. READY TO MOVE IN,4 BEDROOMS,2 FULL BATHS ONE WALK IN TUB(LIKE A JACUZZI IN THE HOUSE), AND THE OTHER IS A SOAKING TUB.PLUS SEPERATE SHOWER. ALL CERMAIC TILE THREW OUT THE ENTIRE HOUSE, NO CARPET TO REMOVE, OPEN FLOOR PLAN SEEING FROM FRONT DOOR TO REAR SLIDING DOOR. TWO CAR GARAGE WITH DOOR OPENER, PLUS SCREENED IN POOL AND SPA . VINYL FENCE SECURING THE REAR AREA. THE EAT IN KITCHEN HAS GRANITE COUNTER TOPS WITH A LOT OF STORAGE. SPA CONVEYS WITH IHE PROPERTY !!! ROOF REPLACED IN 2016.

Listing is courtesy of: BROWN'S REAL ESTATE COMPANY (321-443-6168)

Listing Agent: Paul Brown, Jr (321-443-6168)

Remarks: Welcome to this beautifully maintained 3-bedroom, 3-bathroom home located in the highly desirable gated community of Storey Lake. Situated on a premium corner lot, this property offers exceptional privacy and one of the largest fully fenced backyards in the neighborhood—perfect for outdoor entertaining, pets, or simply enjoying Florida's year-round sunshine. Inside, you'll find an open and inviting floor plan featuring tile flooring throughout the main living areas, granite countertops in the kitchen and all bathrooms, stainless steel appliances, and a spacious primary suite with dual sinks in the ensuite bathroom. The covered, screened-in lanai provides the ideal space to relax and unwind while overlooking the expansive backyard. Additional features include a 2-car garage and ample storage throughout. Living in Storey Lake means enjoying a peaceful, resort-style lifestyle with access to outstanding community amenities, including a clubhouse, resort-style pool, fitness center, and playground. The HOA also includes internet, cable, and phone service, adding tremendous value and convenience. You can also find a beautiful dog park within the community. Location is everything, and this home delivers. Centrally located near major highways, world-famous theme parks, shopping centers, restaurants, top-rated schools, and medical facilities—including the renowned Celebration hospital—everything you need is just minutes away. Whether you're looking for a primary residence, vacation home, or investment property, this home offers the perfect combination of comfort, convenience, and lifestyle in one of Central Florida's most sought-after communities.

Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)

Listing Agent: Mark Ignagni (407-808-5602)

Remarks: This beautifully maintained 4-bedroom, 3-bath pool home is being offered fully furnished with an upgraded furniture package, making it truly turn-key for the next owner. Ideally positioned in one of the best locations within the community, the home sits just a short walk from the clubhouse, community pool, and recreational amenities while still offering a private retreat. Enjoy a screened pool and spa surrounded by mature privacy hedges, creating a secluded outdoor oasis perfect for guests and owners alike. Inside, you'll find 18-inch porcelain ceramic tile throughout the main living areas, two spacious primary suites and a thoughtfully designed floor plan that continues to attract repeat visitors. Recent improvements include a new pool motor (2024), whole-house water softener system, and freshly painted interior. Per Osceola County permit records, the roof was replaced around December 2017. Located approximately 3 miles from the entrance to Walt Disney World and conveniently close to Universal Orlando, world-class golf courses, shopping, dining, and entertainment, this home is perfectly positioned for vacation rental success. The community features 24-hour guard-gated security, a resort-style clubhouse, theater, fitness amenities, pool, spa, and more. Whether you're looking for a high-performing investment property, a vacation home, or both, this established short-term rental offers the rare combination of location, privacy, upgrades, and immediate revenue potential.

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

Listing Agent: Daniel Araque (321-276-0747)

Remarks: Virtually Staged. New roof installed in 2025 and new water heater installed 2021! Located in the desirable neighborhood of Rolling Hills Estates at Formosa Gardens, just a few miles from Disney World, this spacious 5-bedroom, 3.5-bathroom home offers over 2,600 sq.ft. of well-designed living space ideal for families, whether as a vacation home, investment property or primary residence. The primary suite is located on the first floor and features luxury vinyl plank flooring, a walk-in closet, ensuite bathroom, and direct access to the screened-in pool area—perfect for relaxing mornings or evening swims. Additional bedrooms are upstairs with ceiling fans, generous closet space, and great natural light. The kitchen boasts updated white cabinetry, stainless steel appliances, and ample storage and counter space. Tile flooring runs throughout the home, complemented by vaulted ceilings and abundant natural light in the living spaces. Bathrooms have been updated with white cabinetry, overhead lighting, and a mix of double and single vanities. Outdoor enjoyment is effortless with a screened-in pool, covered sitting area, and stone wall along the back of the property for added privacy. A two-car electric garage provides convenience, and the home’s location offers easy access to major highways, shopping, dining, entertainment and schools.

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

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

Remarks: This expansive five-bedroom, four-bath residence offers over 2,700 square feet of living space and is perfectly positioned in a highly desirable location. Brimming with potential, this property presents a rare opportunity with vision to transform it into a truly exceptional home. With generous room sizes, a versatile layout, and strong structural footprint, this home is ideal for a complete renovation tailored to your personal style or investment goals. Properties of this size in such a prime area are increasingly hard to come by, making this a unique chance to create significant value. Whether you’re looking to design your dream home or secure a promising investment in a sought-after neighborhood, this property is a canvas ready for its next chapter

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

Listing Agent: Neal Lovell (407-466-1529)

Remarks: Fully furnished and turnkey, this 8-bedroom, 6.5-bath pool home in the gated Encore Resort at Reunion is a rare income-ready short-term rental opportunity less than 6 miles from Walt Disney World. Sleeps up to 18 guests. Whether you want a vacation home or an investment property with serious upside, this one is set up for both. Entertainment is built into every corner of this home. Professionally themed bedrooms give guests a place to make memories. A dedicated private home theater with its own en-suite bathroom gives large groups a place to unwind. Upstairs, the loft is anchored by a full-size pool table and foosball table, keeping everyone entertained without ever leaving the house. The main level has a true open floor plan with bright natural light running through the kitchen, dining, and living areas. The gourmet kitchen is built for hosting: stainless steel appliances, granite countertops, oversized center island, generous bar seating, and serious prep space. Two first-floor guest suites add real flexibility, including one primary suite with direct pool access for that indoor-outdoor Florida lifestyle. Upstairs you will find two additional en-suite bedrooms plus a Jack-and-Jill setup, giving large groups privacy without sacrificing function. Outside is where this property earns its keep. The private backyard features a heated pool and spa with a safety alarm, a rear covered porch, an extended yard that most homes in the community do not have, an expansive paver patio, full fencing, and a dedicated exterior half bath. Two brand new tankless water heaters provide continuous on-demand hot water for back-to-back guest stays. Ownership stays low-effort thanks to HOA services covering lawn care, landscaping, and pool maintenance. This home is enrolled in the Encore Club, giving residents and their guests exclusive access to the private water park, resort clubhouse, fitness center, on-site dining, and shuttle transportation to the theme parks. Encore Resort is one of Central Florida's premier guard-gated resort communities, with tennis, basketball and volleyball courts, marketplace, and concierge service rounding out the amenities. Easy access to I-4 and the 429. Up to 1% lender contribution toward buyer closing costs with an accepted offer by June 30, 2026. Buyer must qualify. Limitations, terms, and conditions apply.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Jodi Lambiase (407-848-0847)

Remarks: Turnkey townhome living in one of Kissimmee’s most sought-after communities. This move-in ready 4 bedroom, 2.5 bathroom corner-lot home in Bella Parc offers the low-maintenance lifestyle buyers are looking for, with stylish finishes, an open-concept layout, and 2,019 square feet of room to truly live. The light-filled main floor is built for entertaining, anchored by an updated kitchen featuring stainless steel appliances and clean contemporary finishes throughout. Upstairs, the thoughtful floor plan delivers four spacious bedrooms, a primary suite with a generous wardrobe closet, and a convenient second-floor laundry room. The premium corner lot position brings in extra natural light and breathing room you simply do not find in most townhome communities. Everything you need is right at your doorstep. Valencia College is minutes away, with top-rated schools, shopping, major medical facilities, and Central Florida’s best attractions all easily accessible from this prime Kissimmee location. The low $270/month HOA covers exterior maintenance, cable TV, and high-speed internet, making this a true lock-and-leave lifestyle, whether you are settling in as a primary residence or adding a strong rental asset to your portfolio in one of Central Florida’s highest-growth corridors. Up to 1% lender contribution toward buyer closing costs may be available for accepted offers with loans originated through the Seller’s Preferred Lender by June 30, 2026. Buyer must qualify. Terms and conditions apply. Schedule your private showing today. Homes like this move fast.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Jodi Lambiase (407-848-0847)