Kissimmee Single Family Homes For Sale - 2020 homes

Remarks: Discover the opportunity at 1214 Cherokee Court in the heart of Kissimmee! Tucked away on a quiet cul-de-sac, this property offers the perfect blend of privacy, flexibility, and location — just minutes from world-famous attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando. This home is ideal for homeowners and investors alike, featuring NO HOA and NO RENTAL RESTRICTIONS, giving you the freedom to live in it full-time, use it as a vacation home, or maximize income potential with short-term or long-term rentals. Enjoy convenient access to major roadways, shopping, dining, schools, and Orlando International Airport, all while being just a short drive to Central Florida’s top entertainment destinations. Whether you're looking for a primary residence, second home, or income-producing property, this location delivers unmatched versatility and value. Don’t miss your chance to own a property with flexibility, freedom, and a prime location close to everything buyers and guests are looking for!

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

Listing Agent: Jessica Brown (407-452-7700)

Remarks: MOTHER-IN-LAW SUITE + INCOME POTENTIAL IN THE HEART OF KISSIMMEE! Discover a unique opportunity to own this beautifully positioned corner home in one of Central Florida’s fastest growing and most sought-after areas. From the moment you step inside, you’ll be captivated by the soaring ceilings and oversized living and family room combination, flooded with natural light for a bright, open, and welcoming feel. Designed for both comfort and flexibility, this home features dual front entrances, one conveniently located near the garage and another leading to a spacious oversized front balcony, the perfect place to relax, entertain guests, enjoy family gatherings, or take in breathtaking sunset views. The master room offers privacy and comfort with its own en-suite bathroom, while the standout feature of this property is the fully independent mother-in-law suite located at the rear of the home. Completely with its own private entrance, kitchen, bedroom, bathroom, and patio access, this versatile space is ideal for extended family, guests, or generating ADDITIONAL RENTAL INCOME. Perfectly located within 5 minutes to shopping, dining, schools, major highways, and just 15 minutes from Orlando’s world-famous attractions, this home offers the perfect blend of lifestyle, convenience, and investment potential. Whether you’re searching for a multi-generational home or a smart income-producing opportunity, this property truly has it all. Act fast and schedule your private showing today, bring your offer now for this unique opportunity!

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

Listing Agent: Arod Rodriguez-Aponte (407-757-5551)

Remarks: Welcome to this beautifully maintained 4-bedroom 2-bathromm home located in the highly desirable Murano at Westside community build in 2019,this open concept floor plan that seamlessly connects the kitchen ,dinning, and living areas - -perfect for entertaining and everyday living .Step outside to a generous backyard with plenty of space to create your outdoor dream oasis residents enjoy a resort style community amenities including a swimming pool ,playground ,basketball court , and scenic walking trails Whether you are looking for a primary residence ,vacation home or investment opportunity this property checks all boxes PRICE TO SELL FAST ,LOW HOA NO CDD !! SELLER CONTRIBUTES TOWARDS CLOSING COST !

Listing is courtesy of: GR REALTY EXPERTS (407-690-0597)

Listing Agent: Herminio Leon (949-395-3097)

Remarks: ***NEW PRICE****The family-friendly layout of the Fishtail offers 3 bedrooms, 2 full bathrooms, and a spacious 2-car garage. The thoughtfully designed split floor plan provides the welcoming primary suite with added privacy from the secondary bedrooms. The Owner’s Suite features a full bathroom and a generous walk-in closet. The laundry room is conveniently located just steps away and offers direct access to the 2-car garage for everyday convenience. The open-concept kitchen and great room create the perfect space for entertaining and family gatherings, while a separate dining area provides additional room for hosting. Additional features include an indoor laundry room and a comprehensive warranty package, including a 10-Year Structural Warranty, Builder’s Warranty, and Manufacturer warranties for added peace of mind.

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

Listing Agent: Marilyn Garcia (305-338-7875)

Remarks: Beautiful home located in the fabulous Solara Resort, The house features an open floor plan with 4 bedrooms and 3.5 bathrooms and it is offered fully furnished, ready to use as residence, vacation home or investment property. Solara Resort features one of the most amazing Clubhouse amenities with a gated entrance, full water complex, splash pad & water slide, FlowRider Surf & Wake simulator, basketball court, sand volleyball court, fitness center, game room, playground, restaurant & bars, and much more. Perfectly located off US-192, nearby highways I-4 and US-27, just 8 miles to world class theme parks, and a short commute to world-famous Orlando Area Attractions, and Local Beaches. This amazing two-story home is perfect for you and your family! Don't miss this opportunity!

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

Listing Agent: Marcia Aguiar (321-286-6038)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICED TO SELL!! LOCATION, LOCATION, LOCATION! **ROOF & WATER HEATER REPLACED IN 2023 ** NEW INSULATION ADDED IN 2026 ** This well-maintained and ready to move single-family home features 3 bedrooms and 2 bathrooms on an oversized lot in the highly centralized Poinciana area of Kissimmee. The open and functional floor plan showcases modern vinyl flooring recently installed in the kitchen and main living areas. The kitchen includes stainless steel appliances and a bright eat-in space filled with natural light. An enclosed porch provides additional flexible space for relaxation or entertaining, and the fenced backyard with a storage shed offers room for outdoor enjoyment and endless possibilities. The garage has been freshly painted, adding to the home’s clean and well-maintained appeal. Location, location, location! This home sits within one mile of the main shopping and dining center at Doverplum and Cypress Parkway, including grocery stores, restaurants, banks, and services. Just a few miles away is the newly opened Poinciana Lakes Plaza, a major retail and entertainment destination featuring national retailers such as T.J. Maxx, ULTA Beauty, Burlington, Five Below, Petco, and America’s Best, as well as fitness, dining, and grocery options including Sprouts Farmers Market and Ross Dress for Less. Future and existing outparcel tenants include popular brands like Outback Steakhouse, Panda Express, Bojangles, TD Bank, and more—bringing even more convenience and lifestyle amenities to the community. An excellent opportunity to own a move-in-ready home in a convenient and growing area—schedule your showing today before it’s gone!

Listing is courtesy of: BAHIA INTERNATIONAL REALTY (407-608-5308)

Listing Agent: Tatiana Alencar (561-234-9972)

Remarks: Welcome to your dream Oasis at Windsor at Westside! This professionally decorated, fully furnished 6-bedroom, 4 1/2-bathroom retreat is located just steps from the resort’s clubhouse, placing world-class amenities right at your doorstep. Designed with luxury and comfort in mind, this home boasts two spacious primary suites—one on the main floor and another upstairs—offering ultimate flexibility for guests. You'll love the the open floor plan, upscale furniture, no carpet throughout the home (ideal for easy maintenance and higher booking potential), and a converted garage arcade room for endless family fun. Upstairs, the versatile loft space serves as a movie theater, game room, or a relaxing lounge area. Step outside to your private heated pool and spa, perfect for soaking up the Florida sun year-round. Windsor at Westside offers resort-style living with a 10,000 sq. ft. clubhouse, state-of-the-art fitness center, lazy river, splash area, Tiki Bar, Tu Casa Bar & Lounge, market and deli, arcade, sand volleyball, multipurpose courts, and a playground—everything your guests need for a memorable stay. Location is unbeatable—just minutes from Walt Disney World, 25 minutes away from Epic Universe theme park, and close to shopping, dining, grocery stores, and entertainment. Whether you’re looking for a top-performing short-term rental or a private vacation escape, this home has it all! Call us now for a private tour.

Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)

Listing Agent: Camila Riva (407-765-3656)

Remarks: One or more photo(s) has been virtually staged. Price Reduced in the gated Tapestry community. This move-in ready 4-bedroom, 3.5-bath home offers over 2,300 square feet of stylish and functional living space with a bright open-concept layout designed for entertaining and everyday comfort. The spacious kitchen features granite countertops, stainless steel appliances, modern cabinetry, and a large center island that flows seamlessly into the dining and living areas. Upstairs, the private primary suite includes a walk-in closet and ensuite bath with dual vanities and a spacious shower. A versatile loft and additional bedrooms provide flexible space for a home office, media room, play area, or guest accommodations. Enjoy indoor-outdoor living with a covered rear porch and fully fenced backyard perfect for relaxing or weekend gatherings. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, sidewalks, and 24-hour gated entry. Conveniently located near shopping, dining, major highways, Orlando International Airport, and Orlando attractions. Now offered at an improved price schedule your private showing today.

Listing is courtesy of: AGG REALTY & MANAGEMENT LLC (407-267-7926)

Listing Agent: Amar Guemraoui (407-267-7926)

Remarks: Beautifull Home 3/2 close to schools Osceola County District, all floors ceramic tile, all pluming pipes was changed las year 2025, roof 2016, good for investment and primary buyers. The owner very motived, can rent with option to buy at expiration contract at year or before. close at shopping new shopping center Poinciana and Hospital, close at new express way Poinciana. The Hoa include cable and internet. Please send As Is Contract with pre-approval letter and proof of founds.

Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)

Listing Agent: Jose Lozada (407-744-2904)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful turn-key 8 bedroom, 6 bathroom home. This home comes fully furnished and qualifies as a SHORT-TERM RENTAL. Inside, the home has been completely remodeled. Each bedroom, the kitchen, family room, and game room are uniquely themed for a fun, immersive experience. The converted garage functions as a custom game room, featuring a full-size commercial air hockey table, slate pool table, foosball, sofa set, toys, TV, and a durable epoxy floor. The updated kitchen features stainless steel appliances, granite countertops, a stylish tile backsplash, and comes fully stocked with dishes, cookware, and small appliances. This incredible home provides equal 4/3, bed/bath accommodations downstairs and upstairs, along with two living areas including a formal front living room and a comfortable family room set towards the rear. The laundry room is equipped with a washer and dryer, plus an additional dryer in the converted garage. Flooring includes travertine downstairs and newly installed vinyl plank upstairs, creating both elegance and durability. The roof was installed in 2017, water heater 2022, pool heater 2021, and pool salt cell 2024. Throughout the home, you'll find WiFi keyless entry, plantation shutters, crown molding, modern lighting, and ceiling fans. Every bedroom is stocked with backup sheets and comforters, and all mattresses and pillows are protected with high-quality covers for added comfort and cleanliness. This exceptional property sits on a spacious .287-acre cul-de-sac lot and is designed for both relaxation and entertainment. The highlight is the massive 20' x 40' screen enclosed private pool paired with an oversized spa. Surrounding the pool, you'll find a generous patio with two dining tables, five lounge chairs for sunbathing, and a covered lanai complete with a TV and refrigerator. The pool has been resurfaced with elegant Pebble Tec finishing, while the patio was recently repainted for a fresh look. Step outside the screen enclosure to enjoy a covered grilling area with picnic table, outdoor ping pong table, cornhole set, and a huge Little Tikes playground all set on low-maintenance artificial turf. The backyard is fully private, enclosed by fencing, hedges, and a rear brick wall, with a charming wrought-iron section offering a picturesque pond and fountain view. Conveniently located in close proximity to I-4 and SR 429, this home is 5-10 minutes from world-class dining, shopping, theme parks, mini golf and Sunset Walk at Margaritaville (bars, shops, movie theater, water park). It is one of the closest communities to Disney. With over $50K in upgrades and an unbeatable location, don't miss this rare opportunity to be the next owner of this immaculate home!

Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)

Listing Agent: Nicholas Giovanetti (321-239-7622)

Remarks: This spacious 4 bedroom, 3 bath home in Poinciana Village offers 2,926 square feet of living space on a 0.41 acre lot with a brand new roof completed in 2025. The floor plan includes a formal living room, dining room, and a large family room with a view of the backyard, providing plenty of space for relaxing or entertaining. Upstairs features a loft that can be used as an office, playroom, or additional living area. The master bedroom includes dual closets, dual sinks, a soaking tub, and a walk-in shower. This home offers comfort, space, and a great layout for everyday living.

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

Listing Agent: Alyssa Pimentel Santiago (407-946-0471)

Remarks: Opportunity for first time buyers Investors This 4-bedroom, 2-bath home with a 2-car garage offers a spacious open-concept layout ideal for comfortable living and easy entertaining. Tile flooring throughout provides a modern, low-maintenance finish that appeals to both homeowners and tenants alike. The flexible floor plan includes generously sized bedrooms and a fully fenced backyard, perfect for pets, play, or outdoor gatherings. Durable features and thoughtful design make this home an excellent option for first-time buyers seeking move-in-ready comfort or investors looking for a strong rental opportunity. Conveniently located near shopping, restaurants, and schools, this property combines functionality, location, and long-term value.

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

Listing Agent: Maria Lima (407-709-5295)

Remarks: This beautiful 4-bedroom, 2-bathroom residence features a thoughtfully designed open-concept floor plan, creating a seamless flow from the kitchen to the dining and living areas. Whether you're hosting gatherings or enjoying quiet nights at home, this expansive layout provides the perfect setting for connection and comfort. Inside, you'll find spacious bedrooms throughout, offering plenty of room for relaxation and personalization. Several rooms include walk-in closets, providing ample storage and organization. The primary suite is a true retreat, complete with its own walk-in closet and a garden-style soaking tub, perfect for unwinding after a long day. The home has been well cared for with major updates already completed, including a brand-new roof (2025) and A/C system (2024), giving buyers confidence and peace of mind. A water softener system is also included. Step outside to a large backyard designed for enjoyment and entertaining. The standout feature is a custom pergola built with treated wood to resist water damage—ideal for hosting outdoor events, family gatherings, or simply relaxing in your private outdoor space. Car enthusiasts and homeowners needing extra storage will appreciate the oversized 3-car garage, a rare and valuable feature in the area. Located minutes from Walt Disney World and with easy access to major highways, shopping, dining, and entertainment, this home offers both convenience and lifestyle. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, this property is a must-see. Schedule your private showing today!

Listing is courtesy of: ASSET PRO REALTY LLC (407-316-2076)

Listing Agent: Jocelyn Rodriguez Principe (407-316-2076)

Remarks: Under contract-accepting backup offers. Built in 2020, this beautifully maintained 3 bedroom, 2 bath home offers modern construction, energy efficiency, and move in ready condition throughout. With a open floor layout and well kept interiors, the home still feels like new. The property features solar panels, providing long term energy savings and reduced utility costs for the homeowner. Located in a convenient and growing area of Poinciana, this home offers easy access to major roadways, shopping, dining, schools, and everyday amenities while still maintaining a peaceful residential setting. Ideal for primary residence or investment, this property combines newer construction, efficiency, and location, making it a highly desirable opportunity for today’s buyers.

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Adriana Avegno (407-577-8726)

Remarks: Motivated Seller** Back on the market with the Backyard renovation buyers asked for, you won’t want to miss this. Completely transformed back yard oasis, this entire oversized .44 acre lots trees have been completely removed, grinded down and complimented with fresh Sod. We’ve maintained a Privacy border and a Brand New Double Gate Fence, a Brand New Deck/Pergola for entertaining along with a complete pool resurface, 2026 Pool Screen, 2025 roof, 2026 garage door, 2024 AC all with the beautifully remodeled interior, its truly a dream home! Tucked away in the highly sought-after Cross roads of Kings Highway and Neptune, The CDD free and a low HOA community of Harbour Oaks. This fully renovated 4-bedroom, 2-bath residence redefines everyday living with its blend of sophistication and serenity. Step inside to discover 2,369 sq. ft. of open-concept design where every finish has been thoughtfully curated. Featuring a full sized Laundry/Utility room, Wide-plank luxury vinyl floors, a Statement fireplace is the heart of the home, many closets through out. The chef-inspired kitchen featuring 36” soft-close solid wood cabinetry, stylish quartz countertops, and top-of-the-line Energy Star stainless steel appliances. Whether preparing a quiet breakfast or entertaining friends, this space is both functional and breathtaking. Retreat to the spa-inspired marble floor bathrooms, your serene fully screened in pool/patio or to your oversized two car garage that includes screened in sliders for your comfort. LOCATION LOCATION LOCATION, you can’t beat it as is considering its proximity to downtown Kissimmee, 30 mins from downtown Orlando, direct access to 1-4 & turnpike, state road 192, shopping, restaurants, lakes, parks and more and its soon to come developments (including Osceola community park, Osceola Metro Lagoon , Ovation Development and a lot more) within a couple miles this home makes it truly a forever home

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

Listing Agent: Rene Droz, Iii (407-484-8786)

Remarks: One or more photo(s) has been virtually staged. **Rates in the Mid to Low 5s - A unique incentive is now available on this property** Why wait to build when you can own this like-new, never-occupied former model home in the peaceful community of Knightsbridge. Situated on an oversized homesite with no rear neighbors, this property offers the perfect backdrop to create your dream outdoor oasis. From the moment you arrive, you’ll appreciate the tropical landscaping, brick paver driveway, and charming front porch — the ideal place to enjoy your morning coffee. Inside, the thoughtfully designed split floor plan offers both comfort and functionality for everyday living and entertaining alike. A welcoming foyer with coffered ceilings leads into the spacious dining room, perfectly suited for family dinners and holiday gatherings. At the heart of the home is the chef-inspired kitchen, featuring 42” upper cabinets, quartz countertops, stainless steel appliances, an oversized island with bar-top seating, and abundant prep space. Open to the expansive family room, this layout keeps everyone connected and creates the ideal setting for hosting friends and family. The spacious primary suite is a true retreat, complete with a tray ceiling and serene backyard views. The spa-inspired primary bath features dual vanities, a walk-in shower, and an oversized walk-in closet. Step outside to the covered lanai overlooking peaceful woodlands, offering a private and tranquil backyard space for relaxing, pets, or play. Three generously sized guest bedrooms, two additional bathrooms, ample storage, and designer touches throughout complete this exceptional home. Residents of Knightsbridge enjoy resort-style amenities including a community pool, tot lot, volleyball courts, and walking trails. Conveniently located near local dining, shopping, and entertainment in downtown Kissimmee, the community also offers easy access to world-famous attractions including Walt Disney World Resort. Outdoor enthusiasts will appreciate the nearby marina and recreation opportunities at Lake Tohopekaliga. Commuting is effortless with quick access to major roadways including I-4, 417, US-17, and Osceola Parkway.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Nick Whitehouse (407-902-4639)

Remarks: One or more photo(s) has been virtually staged. **Rates in the Mid to Low 5s - A unique incentive is now available on this property** Why wait to build when you can move right into this beautifully maintained, never-lived-in former model home located in the quiet community of Tohoqua. This like-new two-story home perfectly blends comfort and elegance with a thoughtfully designed open floor plan ideal for modern living. A welcoming foyer leads into the spacious family room, creating the perfect setting for gathering with family and friends, while the dedicated dining area is ideal for memorable meals and special occasions. The chef-inspired kitchen features 42” upper cabinets, quartz countertops, stainless steel appliances, a large island with seating, and abundant storage and prep space. A thoughtfully designed IT nook on both the main floor and second floor provides the perfect space for kids’ homework stations, working from home, or keeping up with daily emails and tasks. A first-floor guest bedroom provides the perfect setup for overnight visitors or a private home office, while the covered lanai offers a relaxing outdoor living space to enjoy Florida’s beautiful weather year-round. Upstairs, the spacious primary suite serves as a peaceful retreat with a large walk-in closet and an elegant en-suite bath featuring dual vanities, a large walk-in shower, and a private water closet. Two additional generously sized guest bedrooms, a full guest bath, and a convenient second-floor laundry room complete the upper level. Ideally located just 15 minutes from Medical City, Tohoqua is a family-friendly community in Kissimmee offering exceptional amenities and a convenient Central Florida lifestyle. Residents enjoy access to a resort-style swimming pool with interactive water features, playgrounds, a tot lot, and more than five miles of scenic walking trails. Nestled between two sparkling lakes and offering easy access to the Florida Turnpike, Tohoqua makes commuting to Orlando and surrounding areas effortless. Nearby attractions including Kissimmee Lakefront Park and Lake Tohopekaliga provide endless opportunities to enjoy boating, fishing, hiking, and the outdoors.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Nick Whitehouse (407-902-4639)

Remarks: Under Construction. The two-story Durham is the largest plan in this collection and features an open space living room, along with an airy flex space perfect for an office or den. There is a private owner’s suite on the first floor with a spa inspired owner bath and fabulous walk-in closet. Upstairs is a spacious loft for an extra common area, along with four comfortable bedrooms. At the front is flex space for versatile needs and a desirable two-car garage. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. It is conveniently located near Walt Disney World and major Osceola County attractions.

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

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

Remarks: Beautiful Water Front 4 Bed 3 Bath with a screen enclosed single family home, heated swimming pool. 2 Master bedrooms. Located in a charming neighborhood, close to shopping and attractions. Less than 10 miles from Disneyworld Resort. A very popular community, Open concept, perfect for entertaining, sliding doors to the pool deck. A beautiful open concept kitchen,dining and living room, 2 Car Garage. Roof is 3 was replaced in 2022. Community allows short term rental. long term tenant in place and are willing to stay if new owner desired.

Listing is courtesy of: FLORIDA REALTY TEAM OF CENTRAL (321-299-0400)

Listing Agent: Ramon Gonzalez (908-705-1013)

Remarks: Under contract-accepting backup offers. Just Listed! Check out this fantastic pool home with a 3 car garage, perfectly tucked away in a quiet neighborhood yet close to everything Kissimmee has to provide. From the moment you step inside, you’ll love the floor plan with a direct view to the gorgeous pool! Ceramic tile flooring flows through the main living areas ideal for both everyday living and entertaining, while plush carpet in the bedrooms adds comfort underfoot. The floor plan includes an eat-in kitchen, family room, formal dining room, formal living room, and outdoor living space. The primary suite has 2 closets, sliding doors to the pool area, and its own ensuite bathroom with double vanities and step-in shower. Step through sliding glass doors to the covered lanai, the perfect place to unwind with a good book, host friends, or watch your family play in the fenced backyard that offers space to play or simply relax in the Florida sunshine. Step into your own private paradise with a resort-style backyard designed for both relaxation and entertaining. The stunning resort style pool area is surrounded by lush tropical landscaping that creates a peaceful, vacation-like setting right at home. Premium turf adds beauty and functionality with a clean, manicured look year-round while minimizing maintenance and mud. Whether you’re hosting friends, enjoying family time, or unwinding after a long day, this outdoor oasis offers the perfect blend of luxury, comfort, and low-maintenance living. Recent updates and upgrades include a New roof, New AC, New fresh paint, New bathroom sinks and plumbing fixtures, Kitchen cabinet refresh, Premium turf in the backyard, New pool pump, and much more! You’ll appreciate the convenience of a fantastic central location - close to shopping, dining, schools, and medical facilities! Don’t miss the chance to make this Kissimmee home your own. Schedule your private showing today and start living the lifestyle you’ve been waiting for!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Christina Moore (863-430-8517)