Kissimmee Single Family Homes For Sale - 2021 homes

Remarks: Highly Desirable Windsor Hills Subdivision – Just 4.5 Miles from Disney! Welcome to Windsor Hills, a premier guard-gated community built by Pulte, known for its luxury and convenience. This fully furnished, turnkey home features one of the best floor plans in the neighborhood with 5 bedrooms and 5 bathrooms. Existing owner bookings are in place and must be honored, making this property a fantastic investment opportunity or vacation retreat. The garage has been transformed into a custom theater room complete with projector, leather seating, a foosball table, multiple arcade games, a mounted AC unit, and carpeted flooring. Inside the home, the living and dining areas are beautifully appointed with leather furniture and a stunning dining table from Havertys. Custom window treatments and vibrant colors flow throughout the home. This home features many upgrades: main home HVAC in 2018, hot water heater in 2025, pool heater in 2025, 6 arcade games in 2024, movie projector in 2024, wall HVAC in movie room in 2024, paint in the living and dining room in 2024, bathroom vents in 2026, side by side refrigerator in 2026 and pool heater compressor start capacitor 2026. Each bedroom is decorated, including a charming themed Peter Pan bunk room that is a must-see. The kitchen is fully stocked and features stainless steel appliances, granite countertops, and two large windows that bring in natural light, perfect for enjoying meals in the cozy breakfast nook. Tile flooring extends through the main living areas and bathrooms, and ceiling fans are installed throughout the home for added comfort. Step outside to the stunning pool and spa area, complete with a new pool pump, a brick paver deck, a covered lanai with ceiling fans, and ample outdoor furniture. Beyond the pool, a lush green lawn bordered by a wrought-iron fence provides a serene backdrop. This home also boasts a new water heater, ensuring modern efficiency and reliability. Directly across the street, you’ll find a park with a two-seater swing set to relax and enjoy the outdoors. Windsor Hills is one of the few communities that allows RV and trailer parking, with an oversized lot dedicated to these vehicles. The neighborhood also boasts a wide array of amenities, including a clubhouse with a waterslide, game room, theater, on-site market and food service, tennis and pickleball courts, volleyball, a putting green, basketball courts, and a fully equipped gym. For golf enthusiasts, the public Mystic Dunes Golf Course is right next door, with several other courses just minutes away. Don’t miss this incredible opportunity to own a home in one of the most sought-after vacation communities in Central Florida!

Listing is courtesy of: THE PROPERTY FIRM (407-530-5444)

Listing Agent: Savina Delgado Rodriguez (407-455-4444)

Remarks: Welcome to your Lakefront home at 2661 Ellen Ave - this is an ideal home or rental property for those seeking an updated living space. This renovated home has 4 bedrooms with 2 bathrooms. The renovations include new kitchen cabinets, kitchen appliances and Quartz countertops, fully renovated luxurious bathrooms, new flooring, new lighting, new ceiling fans and more. NEW Roof in 2026, AC and Water heater in 2025! This home also has a newly painted interior/exterior. Quiet Neighborhood, Close to all Major Highways, and Shopping Centers. Also an excellent rental investment opportunity.

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

Listing Agent: Chris Sheedy (407-375-0456)

Remarks: Under contract-accepting backup offers. Welcome to this inviting 3-bedroom, 2-bath single-story home in the established Poinciana community. Offering a desirable split-bedroom floor plan, this residence combines comfort, functionality, and opportunity. The spacious living and dining areas provide an open flow ideal for everyday living and entertaining, while ceramic tile in main areas adds durability and easy maintenance. The kitchen is centrally located with convenient access to the living space, and the private primary suite offers separation from secondary bedrooms for added comfort. A 2-car attached garage provides additional storage and convenience. Situated on an approximately 7,000± sq ft lot, this home features public utilities and a low-maintenance lifestyle with neighborhood amenities nearby. With a new roof installed in 2016 and new water heater in 2025, this property presents an excellent option for homeowners, first-time buyers, or investors seeking value and potential in a growing area. Conveniently located near schools, parks, shopping, and major commuter routes. ** Some photos are virtually staged **

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

Listing Agent: Natalia Gil (407-473-1241)

Remarks: Beautiful fully remodeled home located in a prime area! This stunning property features modern upgrades throughout, including brand-new flooring, contemporary finishes, and a beautifully updated kitchen designed for both style and functionality. The home offers spacious living areas filled with natural light, creating a warm and inviting atmosphere perfect for everyday living and entertaining. Enjoy the convenience of being just minutes from major shopping centers, restaurants, top-rated schools, golf courses, and popular attractions. With easy access to Orlando, Davenport, and nearby entertainment destinations, this home combines comfort, location, and lifestyle all in one. Don’t miss the opportunity to own this move-in ready property in one of Central Florida’s most convenient and desirable areas!

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

Listing Agent: Sheryl Cury, Pa (407-790-5500)

Remarks: Under contract-accepting backup offers. FIRST TIME ON THE MARKET! PRICE TO SELL! Step into this one-of-a-kind residence that perfectly balances modern mechanical upgrades with spacious living. This meticulously maintained 3-bedroom, 2-bathroom home spans 1,799 square feet of bright, open living space, situated on an expansive 0.29-acre lot. Experience ultimate peace of mind with a brand-new AC system (installed within the last year), full hurricane shutters for maximum storm protection. The home comes fully move-in ready, with the washer and dryer included in the sale. Whether you’re enjoying the oversized yard or the comfort of a climate-controlled interior, this property offers a rare combination of reliability and character. Don’t miss your chance to own a truly unique home in the heart of Poinciana—schedule your private tour today! WONT LAST BEST VALUE UNDER 300K

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

Listing Agent: Giovanny Santana (407-962-8876)

Remarks: Welcome to this spacious and well-designed 5-bedroom, 5-bathroom residence located at 3028 Protagonist St in Kissimmee. This inviting home offers an excellent layout with generously sized bedrooms, multiple en-suite bathrooms, and versatile living areas ideal for today’s lifestyle. The open concept living and dining spaces provide a seamless flow, perfect for entertaining or everyday living. A well-appointed kitchen sits at the heart of the home, offering ample cabinetry and workspace. The primary suite features a private retreat with a full bath, while additional bedrooms provide comfort and flexibility for family, guests, or home office use. With abundant space throughout and a desirable Kissimmee location close to shopping, dining, major highways, and Central Florida attractions, this home presents a fantastic opportunity for homeowners or investors alike. Don’t miss your chance to make this impressive property your own.Step outside to your private pool and spillover spa, where a covered patio and outdoor dining area create a setting designed for relaxation and year round enjoyment, which is one of the most important features for short term rental performance and consistently drives guest demand and occupancy. Storey Lake is one of the top performing resort communities near Disney, known for its strong rental appeal and resort level amenities including a clubhouse, resort style pool, lazy river, waterslides, fitness center, sports courts, and on site dining options. The location places you just minutes from Walt Disney World, EPCOT, Hollywood Studios, Universal Orlando, SeaWorld, and major shopping and dining destinations. This property offers a strong combination of size, functionality, and location, making it a compelling opportunity for both investors and second home buyers, and for those looking to step into a property that can compete in today’s short term rental market immediately.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: HURRY THIS GREAT 3 BEDROOM TO BATH HOME IS WAITING FOR YOU! This home is located in the ever-growing community of poinciana. Shopping and dining are just a short drive away. 40 minutes from Disney World, Universal Studios and many more attractions. The homes roof was replaced in 2018 as well as the water heater. The Air conditioner was replaced in 2023.home has been freshly painted inside and out, plus the garage floor and walls! Hurry this home is waiting for you.

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

Listing Agent: William Miranda (407-460-0738)

Remarks: Beautiful 4-bedroom, 2-bath home located in a desirable gated community, offering comfort and privacy. This property features a private screened pool, perfect for entertaining or relaxing year-round. The functional layout provides ample living space with great natural light throughout. Enjoy the convenience of a secure community while being close to shopping, dining, and major roadways. A great opportunity to own a pool home in a sought-after neighborhood—schedule your showing today.

Listing is courtesy of: MILA REALTY (407-569-8899)

Listing Agent: Steven Tavarez (407-509-0447)

Remarks: Designed to impress, priced to move! This exceptional 1670 Model, thoughtfully designed to deliver both style and comfort at the highest level. From the moment you enter through the impressive 8-foot front door, you are welcomed into a light-filled, open-concept layout with a seamless flow and a desirable split-bedroom design—perfectly balancing privacy and entertaining. At the heart of the home, the designer kitchen showcases premium quartz countertops, custom solid wood cabinetry with soft-close features, and a striking two-tone island that serves as a true centerpiece. Elegant LED pendant lighting enhances the ambiance, while a full stainless steel appliance suite and generous workspace cater to both everyday living and elevated hosting. The primary suite is a private retreat, featuring a spacious bedroom with a refined LED tray ceiling, a spa-inspired walk-in shower, and a dual vanity with quartz countertops—creating a serene and luxurious atmosphere. Meticulously finished with high-end details throughout, this home offers a true turnkey experience—no upgrades, no delays, just effortless living from the moment you arrive. Showings are available by appointment only, ensuring a personalized experience.

Listing is courtesy of: MY NEW RENTAL (901-550-8381)

Listing Agent: Fernanda Cri Da Silva (407-625-7244)

Remarks: Welcome to this well-maintained 4-bedroom, 2-bath single-story home, thoughtfully priced below market value for a great opportunity. Featuring a desirable split floor plan, this home offers both privacy and functionality, with spacious living areas and no carpet throughout for easy maintenance. The home has been well cared for and includes a new HVAC system installed in 2025 and a newer roof, providing added value and peace of mind. Enjoy a fully fenced backyard, perfect for relaxing, entertaining, or pets. With a low HOA of just $100/month, which includes cable & internet, this property offers affordability without sacrificing convenience. Ideally located near shopping, dining, and major roadways, this home combines comfort, value, and location. Perfect for homeowners or investors alike.

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

Listing Agent: Jayssa Roman (407-963-2015)

Remarks: Welcome to this beautifully updated 4-bedroom, 2.5-bath home located in the desirable Blackstone Landing community in Kissimmee! This move-in-ready property has been thoughtfully upgraded throughout, offering peace of mind and modern style. Enjoy a brand new roof (2025), newly renovated kitchen (2025) featuring contemporary finishes, and new flooring upstairs (2025) that adds a fresh, clean feel to the home. The first floor showcases sleek epoxy flooring (2025), combining durability with a modern aesthetic. A newer A/C system ensures year-round comfort. The spacious layout provides plenty of room for both everyday living and entertaining, with well-sized bedrooms and functional living spaces designed for today’s lifestyle. Located in a well-established community, this home offers convenience at its best—just minutes from major highways, shopping centers, dining, and everyday essentials, making commuting and daily errands a breeze. Don’t miss the opportunity to own a fully upgraded home in one of Kissimmee’s most convenient locations—schedule your private showing today!

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

Listing Agent: Gea Gomez (877-366-2213)

Remarks: This single-family home hosts a beautiful master retreat and two spare bedrooms, along with an open-concept entertainment space. The foyer leads to a chef-ready kitchen, where an array of features are presented. All new stainless steel appliances, quartz countertops and tall, upper-wood cabinetry make for a great impression! A dining room and connected family room stretch across the home to the covered back patio, providing even greater entertainment space. The spacious master retreat overlooks the back yard and hosts its own walk-in closet with plenty of storage space. A full bathroom with a bathtub/shower and a double-sink vanity are also connected to the master bedroom. Two spare bedrooms and a full bathroom are located on the other side of the home. Beautiful quartz countertops, the tall, white cabinets with crown molding give the heart of the home a bright and open ambiance. Other features include soaring, nine-foot ceilings, a Wi-Fi-enabled garage door opener and elegant front yard landscaping.

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Just in! Owner has agreed to cover buyers closing costs and upgrades! Welcome to 52 Bradford Ct, Kissimmee! This lovely 3-bedroom, 2-bath home offers the perfect blend of comfort and functionality. Featuring a spacious 2-car garage and a large covered patio (approx. 20x20), this property is ideal for those who love to relax or entertain outdoors. The home also includes a 10x10 utility shed, providing plenty of additional storage for tools, equipment, or hobbies. Inside, you’ll find a warm and inviting layout with room for the whole family to enjoy. Conveniently located near shopping, dining, and major highways, this Kissimmee gem offers easy access to everything Central Florida has to offer. Don’t miss your chance to make this beautiful property your new home — schedule your private showing today!

Listing is courtesy of: REALTY U.S.A., INC. (407-599-5000)

Listing Agent: John Lemieux (305-607-7886)

Remarks: One or more photo(s) has been virtually staged. Short Sale. This newer construction home, just over a year old, features a thoughtfully designed layout with modern finishes throughout. Enjoy the convenience of front street parking along with a rear-entry two-car garage and brick-paved driveway, offering both charm and functionality. Step inside to a bright, open living space with stylish light fixtures in the living and dining areas, complemented by LED kitchen lighting and sleek stainless steel appliances. The first floor includes a washer and dryer, along with modern blinds already installed—making this home truly move-in ready. Unwind in your private screened-in back porch, complete with turf flooring and ambient lighting—perfect for relaxing or entertaining. The fully fenced backyard provides added privacy and flexibility for everyday living. Conveniently located just minutes from Walt Disney World, Downtown Kissimmee, and St. Cloud, you’ll enjoy quick access to major highways and toll roads, making commuting to Orlando, the airport, and surrounding areas seamless. Nearby shopping plazas, restaurants, hospitals, and everyday conveniences are all just a short drive away. Residents of Tohoqua enjoy a low HOA and access to resort-style amenities including a pool, fitness center, sports courts, playground, and more. This property is a short sale opportunity, offering buyers a chance to secure an upgraded, well-maintained home at exceptional value. Whether you’re looking for a primary residence or a smart investment, this home checks all the boxes. Schedule your private showing today and take advantage of this opportunity before it’s gone.

Listing is courtesy of: SUNSTAR REALTY FL INC (407-350-8266)

Listing Agent: Maritza Nieves (321-525-1521)

Remarks: Under contract-accepting backup offers. Well maintained home in the heart of BVL(buena ventura lakes) is just missing a new home owner. This gem backs into a conservation with absolutely no rear neighbors where you'll get to see the peace and wildlife first hand while also being close to major shopping centers, restaurants and nearby access to the Turnpike. Featuring 3 Bedrooms and 2 Full bathrooms an inviting Living room and large open Kitchen as the heart of the home. You'll love to hear that this home has NO HOA and NO CARPETS and comes fully fenced. If convenience and a well cared for home is what you're looking for well you found it. Roof, HVAC, plumbing has all been redone within the last 5 years the only thing to be concerned is you being one of the first to book an appointment before it gets away.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Sergio Palmero (718-915-8957)

Remarks: Welcome to 2721 Bookmark Drive, a spectacular fully furnished 8-bedroom home in the highly sought-after Storey Lake Resort. This home gives one of the most desirable settings in the community, with peaceful pond and conservation views and no rear neighbors. Designed for both luxury living and unforgettable guest experiences, this home delivers the perfect blend of comfort, entertainment, and income potential. From the moment you walk in, the property feels like a true resort-style retreat, with spacious gathering areas, stylish furnishings, and multiple themed bedrooms created to delight guests of all ages. The home features a private movie theater, a dedicated game room, and a unique Virtual Reality machine that adds an extra layer of fun and creates a standout experience for vacationing guests. Whether hosting large families, groups, or visitors looking for the ultimate Orlando getaway, this home is built to impress. The outdoor space is just as special, with a private pool area overlooking the water and conservation backdrop, providing privacy, peaceful views, and a rare sense of separation from neighboring homes. Located just minutes from Disney, Universal, shopping, dining, and Orlando’s world-famous attractions, Storey Lake continues to be one of the area’s most popular short-term rental communities. With its premium location, rare conservation-facing lot, thoughtful entertainment spaces, and turnkey furnishings, 2721 Bookmark Drive is an exceptional opportunity to own a standout vacation home in the heart of Kissimmee’s resort corridor.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Discover this charming home that combines comfort, style, and a serene location. The kitchen features bay windows with a cozy eating area, perfect for morning coffee or casual meals, and is complemented by modern laminate flooring throughout the main living spaces. Enjoy cooking and entertaining with stainless steel appliances and a spacious kitchen layout that flows seamlessly into the generous living room. Step outside to your private lanai, ideal for relaxing while taking in the peaceful natural surroundings. The home also offers a long driveway for multiple vehicles and extra convenience. Located in a quiet neighborhood, this property is just 0.06 miles from Poinciana Community Park, providing easy access to outdoor recreation. Lake Hamilton and Haines City are only 7 miles away, offering shopping, dining, and entertainment options within easy reach.

Listing is courtesy of: PIZARROS GROUP (561-603-5924)

Listing Agent: Laura Pizarro (561-603-5924)

Remarks: HUGE PRICE REDUCATION: NEW ROOF INSTALLED IN 2023! Welcome to 130 Westmoreland Circle, nestled within the highly sought-after golf and resort-style community of Remington in Osceola County. Remington is one of the area’s most established and desirable neighborhoods, offering a vibrant lifestyle paired with exceptional amenities. Home to more than 1,700 residences, the community features a picturesque clubhouse, an 18-hole golf course with practice ranges, a bar and grill serving comfort favorites, a community pool, recreation center, baseball and soccer fields, basketball and tennis courts, a sand volleyball court, and scenic walking and fitness trails. Situated on an expansive corner lot, this beautiful two-story home offers 4 bedrooms, 3.5 bathrooms, a spacious loft, and a 2-car garage. The thoughtfully designed layout includes a first-floor primary suite, complete with an oversized ensuite bath featuring dual vanities, a garden tub, separate shower, private water closet, and a large walk-in closet. Abundant natural light fills the home, creating a warm and inviting atmosphere throughout. Step through the double front doors into an elegant formal living and dining area. The open-concept kitchen flows seamlessly into the spacious family room, where sliding glass doors lead to the enclosed pool and deck area. A covered patio provides the perfect setting for outdoor dining, entertaining, or simply relaxing in the shade. The first floor also includes a convenient half bath and laundry room. Upstairs, you’ll find a generous loft space ideal for a home office, media room, or play area, with the potential to easily convert into a fifth bedroom. Three additional bedrooms and 2 full bathrooms WITH BEDROOM 2 having their own private full bath, complete the second level. Conveniently located near the Florida Turnpike, US-192, East Lakeshore Boulevard, Orlando International Airport, as well as shopping and dining destinations, this home offers both comfort and accessibility. Schedule your private showing today and discover everything this exceptional home has for you!

Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAG (352-240-1133)

Listing Agent: Carolyn Mahoney (407-404-3871)

Remarks: Available again, buyer financing fell through, now listed below recently appraised value! Welcome home to 2.5 acres of private Florida living! This charming 3-bedroom, 2-bathroom block home in Kissimmee offers the rare combination of expansive acreage and ultimate convenience, all with NO HOA. Located just moments from Osceola Heritage Park and offering quick access to major thoroughfares, this property is perfectly situated for easy commuting and entertainment. The original owners have meticulously maintained and updated the residence, ensuring move-in readiness. Significant recent improvements include a NEW ROOF in 2018, a NEW 4 TON HVAC SYSTEM with a Ditek Surge Protector installed in 2022, NEW Water Heater 2026, an exterior repaint in 2025, and a new septic pump and service in early 2026. Additionally, enjoy the freshly rescreened porch and new vinyl privacy fencing. The home was also built with Pest Tubes in the walls and filled quarterly. Step inside to find vaulted ceilings and three skylights illuminating the open living areas, which feature a formal living room with a bay window and a cozy family room complete with a wood-burning fireplace. The primary suite offers a private retreat with a double pocket sliding glass door leading to the lanai, and a spacious bath featuring a double vanity, walk-in shower, and soaker tub. The home features a mix of laminate in the bedrooms and living/dining areas and tile in the kitchen and baths for ease of maintenance. Enjoy the tranquil Florida outdoors from the screened lanai, complete with new fans and a durable Chattanooga Rock floor, which provides scenic views of trees and wilderness on your 2.5-acre lot. The back of the home features an extended paver patio perfect for outdoor entertaining. Additionally, if a pool is in your future plans, the second guest bath includes a convenient door leading directly to the patio.

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

Listing Agent: Ashley Hellesvig (407-488-7182)

Remarks: Live the Lifestyle You Deserve in the Award-Winning Solivita Community! Welcome to this beautifully appointed home in the highly sought-after Solivita neighborhood, where comfort, elegance, and resort-style amenities come together. From the moment you step inside, you’ll notice the soaring ceilings and graceful arched doorways that create a bright, open, and sophisticated atmosphere. The spacious kitchen is designed for both function and style, featuring a decorative tile backsplash, abundant counter space, and ample cabinetry—perfect for everyday living and effortless entertaining. Elegant French doors lead to your private screened-in patio, offering peaceful views with no rear neighbors, making it the ideal spot to relax and unwind. Beyond your doorstep, enjoy world-class, amenity-rich living with access to a stunning clubhouse, softball field, 14 resort-style swimming pools, an indoor walking track, championship golf courses, and countless clubs and activities that make Solivita one of the area’s premier active communities. This is more than a home—it’s a lifestyle. Schedule your private showing today and experience the best of Solivita living before this opportunity is gone!

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

Listing Agent: Jeff Jones (205-902-3584)