Kissimmee Single Family Homes For Sale - 1550 homes

Remarks: Experience the charm of brand-new living in this exceptional 3-bedroom home within the sought-after Knightsbridge community! Enjoy the ease of included internet and a prime location near the crossroads of Routes 17 and 192, providing seamless connectivity to all that Orlando has to showcase, including Kissimmee, Hunters Creek, Lake Buena Vista, Celebration, and St. Cloud. Whether it's work or play, everything is within easy reach. This home features a bright and open floor plan with elegant tile flooring and a modern island kitchen equipped with stainless-steel appliances – perfect for entertaining and everyday living. With numerous upgrades already in place, this move-in-ready gem both comfort and refined style. Come and be a part of the engaging Knightsbridge neighborhood! Welcome home to effortless living.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Adrian Antunes, Sr (857-343-9065)

Remarks: One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 4 full bathroom, plus powder room/half bath POOL/SPA home located in the highly sought-after Encore Resort at Reunion. Designed with a modern, flowing floor plan, this bright and beautifully appointed home offers the perfect blend of luxury, comfort, and investment potential. The spacious main level features a private bedroom suite, a convenient half bath for guests, and an expansive living and dining area that seamlessly connects to a stylish, oversized kitchen. Large sliding doors open to your own private POOL and SPA, creating the ultimate indoor-outdoor Florida lifestyle experience. Upstairs, you’ll find a generous bonus/game room, a luxurious primary suite with a private balcony, two additional bedrooms with a shared bath, and another private suite with private balcony—providing ample space for family and guests. Encore Resort offers world-class amenities including a spectacular water park, fitness center, arcade, sports courts, clubhouse, restaurant and bar, convenience market, play areas, and 24-hour dedicated guest services with in-home support as needed. Whether you’re seeking a dream vacation retreat, a high-performing short-term rental investment, or both, this exceptional property offers an incredible opportunity in one of Central Florida’s premier resort communities, located close to Central FL Attractions, such as Disney World, Sea World and Universal Studios.

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

Listing Agent: Christine Landrau (407-949-1421)

Remarks: Welcome to 4411 White Oak Cir, a beautifully renovated single-family home that truly checks every box. Updated with high-end finishes throughout, this move-in-ready property features a modern open-concept layout perfect for both everyday living and entertaining. All major upgrades have already been completed-roof, flooring, and full renovations within the last 4 years offering peace of mind and contemporary style from top to bottom SOLD FULLY-FURNISHED! The garage boasts upgraded flooring, making it ideal for a game room, home gym, or easily convertible into an additional living unit. Whether you’re looking for extra space or future income potential, the possibilities are endless. Step outside to your expansive backyard oasis featuring a screened-in heated pool, perfect for enjoying Florida living year-round. With NO HOA, you’ll have the freedom to park your boat, RV, company truck, motorcycles, ATVs, or other toys, with plenty of room to spare. Located in a prime area just 25 minutes from the Disney parks, this home is extremely desirable and offers incredible flexibility. The property is short-term rental friendly, making it a fantastic opportunity to generate income from day one, whether as a full-time investment, vacation home, or primary residence. Conveniently close to shopping, dining, entertainment, and major attractions, this home delivers luxury, location, and lifestyle all in one exceptional package. Come see this beauty for yourself, this one won’t last!

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

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

Remarks: Are you ready to live the Florida lifestyle?  Whether you are interested in calling Florida your permanent home, or maybe even a second home, this 4 bedroom, 2 bathroom pool home will offer you endless possibilities.  With nearly 1,800 of fully functional living space; an eat-in kitchen, formal dining room and expansive living room; this home has a space for everyone.  A three-way split floor plan also provides ample privacy, with the three secondary bedrooms positioned on the right side of the home, all serviced by a full bathroom in between; while your primary bedroom is situated on the opposite side.  This oversized primary bedroom, with direct access to your pool, has vaulted ceilings, a large walk-in closet, and its own en-suite bathroom with dual sinks and a separate shower and bathtub.  Do you need a place to enjoy those morning cappuccinos or evening cabernets, well your covered lanai will do just fine!  Once outside and next to your new pool, this is an extension of your indoor living space, and can be used as such all year round. >>LOW HOA | 20 MINUTES TO DISNEY WORLD PARKS & RESORTS | 20 MINUTES TO MCO | CLOSE TO HOSPITALS, RESTAURANTS & SHOPPING | Don't you deserve to finally own a piece of the Florida sunshine?

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

Listing Agent: Steven Horner (321-226-8499)

Remarks: Pool Home Just Minutes from Disney & Margaritaville! Welcome to 2823 Drifting Lilly Loop, a 3-bedroom, 2-bathroom pool home located in the highly sought-after Oak Island Cove community—just 3 miles from Walt Disney World and the vibrant Margaritaville Resort. Whether you're searching for a primary residence, investment opportunity, or a high-performing short-term rental, this home checks all the boxes. Step inside to an impressive foyer that opens into a bright, airy living space with vaulted ceilings, ceramic tile flooring, and an abundance of natural light. The open-concept kitchen, dining, and living room create the perfect layout for entertaining or relaxing with family. The spacious primary suite offers private pool access, a walk-in closet, and a luxurious en-suite bathroom featuring a spa/jacuzzi tub. Two additional bedrooms are thoughtfully situated on the opposite side of the home, ensuring privacy for guests or family, and are served by a full guest bath. Sliding glass doors lead out to your private oasis—a covered lanai and screen-enclosed heated pool and spa with an extended deck, ideal for year-round enjoyment. Highlights Include: Newer AC system & pool pump, & Low HOA fees, Located just off Highway 192, you’re minutes from world-class shopping, dining, and entertainment at Sunset Walk, plus easy access to major highways and all of Central Florida’s top attractions. With new developments and attractions continually emerging, this home puts you at the center of it all.

Listing is courtesy of: PREMIUM PROPERTIES REAL ESTATE (407-380-2800)

Listing Agent: Tj Connor (407-340-8385)

Remarks: Captivating RESORT-STYLE LIVING in Solivita, one of Central Florida’s premier 55+ AWARD-WINNING COMMUNITIES, offers this stunning CARNEGIE MODEL with 2,000 SQUARE FEET of beautifully updated living space, SERENE POND VIEWS, and a thoughtfully designed layout that blends comfort and sophistication. From the moment of arrival, the home makes a statement with its PAVER DRIVEWAY, walkway, and covered front porch, all framed by METICULOUS LANDSCAPING. Inside, the home features PLANTATION SHUTTERS throughout and unique architectural details that elevate the space. Recent 2025 UPDATES—including LUXURY VINYL PLANK FLOORING and FRESH INTERIOR and EXTERIOR PAINT—provide a modern, move-in-ready feel, while the NEWER ROOF (9 YEARS) and AC (4 YEARS) offer peace of mind. The OPEN-CONCEPT DESIGN seamlessly connects the Living and Dining areas, creating an inviting space perfect for entertaining or relaxing. At the heart of the home is the beautifully appointed Kitchen, featuring crisp white cabinetry, QUARTZ COUNTERTOPS, stylish backsplash, breakfast bar seating, new stainless steel appliances, and a sunny EAT-IN AREA overlooking the backyard and tranquil pond. The PRIMARY SUITE is a private sanctuary with DUAL WALK-IN CLOSETS and a spa-inspired en suite bath boasting a soaking garden tub, two oversized vanities, a step-in shower, and a private water closet. The SPLIT-BEDROOM floor plan offers added privacy, with a second bedroom and a versatile office/flex space, which could serve as a possible third bedroom, located on the opposite side of the home, along with a second full bath. A SPACIOUS LAUNDRY ROOM just off the kitchen features cabinetry and a folding counter for added convenience. Step outside to the EXPANSIVE SCREENED AND ENCLOSED REAR PATIO, where breathtaking pond views set the stage for morning coffee or evening sunsets. Complete with a HOT TUB and ample space for dining and lounge furniture, this OUTDOOR RETREAT is designed for year-round enjoyment. Residents in Solivita enjoy 24-HOUR GUARDED ENTRY and access to MULTIPLE RESORT-STYLE POOLS, championship golf courses, state-of-the-art fitness centers, tennis and pickleball courts, bocce ball, softball fields, walking and biking trails, on-site dining, art studios, social clubs, a ballroom, spa services, and a FULL CALENDAR of events and activities year-round. Beyond the gates, the location provides CONVENIENT ACCESS to shopping and dining at The Village at Poinciana and Posner Park, as well as nearby lakes, nature preserves, and additional golf courses. Major medical facilities, everyday conveniences, and Orlando’s WORLD RENOWNED ATTRACTIONS—including Walt Disney World—are all within easy reach, with access to POINCIANA PARKWAY, US-17/92, and I-4 making travel simple and convenient. This is more than a home—it’s a lifestyle of comfort, connection, and everyday luxury in one of Florida’s MOST SOUGHT-AFTER active adult communities.

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

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

Remarks: Short Sale. LOWEST PRICED 7 BEDROOM! Turnkey 7-Bedroom Vacation Home in Windsor at Westside – Active Short-Term Rental! Welcome to 1861 Nice Court, a beautifully furnished and actively producing 7-bedroom, 5-bathroom short-term rental located in the sought-after Windsor at Westside Resort. With 3,281 sq ft of living space, this stunning home is designed to impress guests and maximize occupancy—making it the perfect investment property or vacation retreat near the magic of Disney. Step inside to a bright, open-concept layout featuring a spacious living area, modern kitchen with stainless steel appliances, and generous dining space ideal for large families and groups. This home offers multiple ensuite bedrooms and themed guest rooms that delight visitors of all ages and keep bookings strong year-round. The private screened-in pool and patio provide the perfect place to unwind after a day at the parks, offering your guests the relaxation and resort-style experience they’re searching for. Located in the gated, 24-hour resort community of Windsor at Westside, owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities—making ownership truly hassle-free. Just minutes from Walt Disney World, Margaritaville, Sunset Walk, shopping, dining, and major attractions, this property offers strong rental history, excellent future booking potential, and a turnkey setup ready for its next owner. Whether you're looking to expand your STR portfolio or secure a high-performing vacation home, 1861 Nice Court is an exceptional opportunity in one of Central Florida’s premier resort communities.

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

Listing Agent: Michael Steward (386-243-9585)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. ACCEPTING BACK UP OFFERS PRICED UNDER APPRAISED VALUE. Welcome to 1433 Riverboat Drive, where thoughtful design meets everyday comfort in the Kindred community of Kissimmee. Built in 2021, this Cali model by D.R. Horton offers a bright, open layout that makes gathering, entertaining, and daily life feel effortless. The kitchen is the heart of the home—featuring granite countertops, stainless steel appliances, and a large island that naturally brings people together for meals and conversation. The spacious primary suite provides a private retreat with dual vanities and a walk-in shower, while three additional bedrooms offer flexibility for work or relaxation. Tile flooring flows throughout the main living areas for easy maintenance, and the screened patio creates an inviting space to unwind at the end of the day. Living in Kindred means access to multiple pools, fitness centers, trails, dog parks, and open green spaces that enhance a connected lifestyle. Just minutes away, NeoCity is an emerging technology and innovation district bringing new opportunities and growth to Osceola County. The Lake Nona Medical City, the VA Hospital, and Orlando International Airport (MCO) are just 20 short minutes away! Plenty of major attractions within reach, this home offers both convenience and long-term value. For qualified buyers, an assumable FHA loan at 2.75% may be available (subject to lender approval; buyer to verify).

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Chris Chuck (407-538-6836)

Remarks: Move-in Ready!! Enter this inviting 3-bedroom home through a welcoming foyer that sets the tone for comfortable living. The open floor plan leads into a fully equipped kitchen featuring stylish shaker cabinets, a spacious island, and a 27 cu.ft. stainless steel side-by-side refrigerator—perfect for cooking and entertaining. The Great Room flows effortlessly from the kitchen and dining nook, creating a cozy space for gatherings. Beautiful ceramic tile flooring extends throughout the main living areas, while plush carpet adds warmth to the bedrooms. The owner's suite is a peaceful retreat, complete with a large walk-in closet and a private bathroom with dual vanities and a walk-in shower, offering both convenience and luxury. Centrally located, the laundry room includes a handy linen closet and comes complete with a washer and dryer, making laundry days a breeze. Step outside to enjoy the 10x20 extended patio slab, perfect for outdoor relaxation and entertaining. This home is designed for modern convenience, featuring Deako light switches, a Ring Video Doorbell, Smart Thermostat, and a Keyless Entry Smart Door Lock. Built with architectural shingles for durability and style, this home is not only beautiful but also well-constructed. Plus, enjoy the benefits of a very low HOA that includes cable and internet, making this home an exceptional value. With its thoughtful design, stylish finishes, and smart home technology, this home offers the perfect blend of comfort, convenience, and modern living. Don’t miss your chance to own this incredible home—schedule your private tour today and experience all it has to provide!

Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)

Listing Agent: Charles Pennant (407-305-4317)

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: Prime Development Opportunity at 1886 Pleasant Hill Road, Kissimmee, FL 34746! The best time to secure an exceptional vacant land located in a rapidly growing area of Kissimmee. This expansive parcel offers endless possibilities for development, whether you're envisioning residential, commercial, or investment projects. Boasting excellent road frontage and high visibility, this property is perfectly positioned for success. It provides 217’ of frontage on a major highway (Pleasant Hill Rd.) with a daily traffic count north of 50k, it is close to shopping centers, Hospitals, schools and recreational areas, this location provides convenient access to the heart of Kissimmee downtown, and the upcoming Neo City. Take advantage of this rare opportunity to secure a versatile piece of real estate in a thriving and dynamic location. Contact us today for more information or to schedule a visit.

Listing is courtesy of: HOLISTIC REALTY FLORIDA, LLC (407-873-6316)

Listing Agent: Aramis Rodriguez (407-873-6316)

Remarks: Welcome to Beauclair, a beautifully appointed 3-bedroom, 2-bathroom home designed with the finest touches and ready for you to call home. Nestled in a quiet and desirable neighborhood, this home offers a seamless blend of elegance, functionality, and modern charm. The spacious, open floor plan features 9-foot ceilings throughout, creating an airy and inviting atmosphere from the moment you step inside. The chef-ready kitchen is a true standout, offering sleek quartz countertops, top-of-the-line stainless steel appliances, and tall white cabinets with exquisite crown molding, elevating the design with every detail. With the Complete Home Plus package, this home is equipped with smart home features, energy-efficient upgrades, and advanced technology to perfectly suit your lifestyle. Whether you're hosting friends or enjoying a quiet meal, the kitchen’s efficient layout makes it easy to entertain in style. The master suite provides a serene retreat, featuring ample closet space and a private en-suite bathroom for your comfort and privacy. For added convenience, the home includes a spacious two-car garage, offering plenty of room for vehicles and storage. The covered patio invites you to enjoy sunny afternoons or starlit evenings, making outdoor relaxation and entertaining a breeze.

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

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

Remarks: Homeownership is calling your name, will you finally answer?  Located in one of the most convenient areas of Central Florida, Indian Wells is minutes from Disney World Parks & Resorts, 20 minutes to Universal Studios & Epic Universe, and surrounded by an abundance of restaurants, shopping, medical centers....and anything else that may need at your fingertips.  With ZERO carpet throughout the entire home, this split floor plan offers something for everybody, including an expansive family room and a designated dining room.  Your kitchen is perfectly positioned next to an eat-in nook....ideal area for those morning breakfast with the family; and has a direct view of your large backyard.  The sizable primary bedroom has enough space for an additional seating area, and even more space in the en-suite bathroom for an expanded vanity if one was desired.  Two more bedrooms are located down the hall, separate from the primary bedroom for privacy, each with their own extended closets and tile flooring. > CEILING FANS IN EACH ROOM | ZERO CARPET | 2017 ROOF | STAINLESS STEEL APPLIANCES | Don't you believe that in 2026 it's finally time for you to become a homeowner?

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

Listing Agent: Steven Horner (321-226-8499)

Remarks: Under contract-accepting backup offers. Beautiful two-story home on an oversized, fully fenced lot with serene lake views. The backyard features multiple fruit trees, a large cemented area, and a storage shed, offering plenty of outdoor space to enjoy. Energy-efficient home with fully paid-off solar panels. Inside, the home features a bright and thoughtfully designed layout with abundant natural light. The impressive entry showcases soaring Vaulted ceilings extending to the second floor and a stunning chandelier. The first floor offers two living areas, a formal dining room, and a breakfast nook. The spacious kitchen includes ample counter space and a hood vent over the stove. A bedroom and full bathroom are conveniently located downstairs. The large laundry room includes a sink and cabinets for extra storage. Tile flooring throughout the first floor and wood floors upstairs. The enclosed back patio has been converted into a sunroom, perfect for relaxing year-round.

Listing is courtesy of: FLEXWAY REALTY LLC (407-309-7919)

Listing Agent: Ronal Gonzalez (407-508-9120)

Remarks: Welcome to this beautifully upgraded 4-bedroom, 3-bathroom home perfectly positioned on a quiet cul-de-sac in one of Kissimmee’s most desirable lakefront communities. From premium interior finishes to resort-style amenities, this property truly has it all. Step inside and fall in love with the bright, open-concept layout designed for both comfort and entertaining. The stunning kitchen features 42-inch cabinetry, elegant quartz countertops, and ample prep space—perfect for gathering with family and friends. The home showcases upgraded bathrooms with modern finishes and stylish details, creating spa-like retreats throughout. A durable and attractive tile roof adds both curb appeal and long-term value. Enjoy true Florida living in your enclosed lanai, ideal for year-round relaxation. The fully fenced backyard offers privacy and space for pets or play. Upstairs, a huge game room provides endless possibilities—media room, home gym, playroom, or entertainment hub. But what truly sets this home apart is the incredible community lifestyle: ? DIRECT LAKE ACCESS ? Community boat lift, ramp & dock ? Resort-style pools ? Parks & playgrounds ? Scenic walking trails? Charming gazebos? Daily community activities? 24-hour security? And so much more! Live just minutes from world-famous attractions, shopping, dining, and major highways while enjoying the tranquility of lakefront community living. This is more than a home — it’s a lifestyle. Schedule your private showing today!

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Paola Almonte (407-968-7511)

Remarks: Under contract-accepting backup offers. This move-in ready home features a functional 3-bedroom, 2-bathroom layout designed for comfortable living. Nestled privately on a quiet cul-de-sac, the property includes a spacious two-car garage and a generous backyard perfect for outdoor activities. Its inviting floor plan and prime location make it an excellent opportunity for anyone seeking a turn-key residence.

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: TURNKEY • FULLY FURNISHED • PROVEN INCOME PRODUCER Back on market due to buyer’s employment-related relocation restrictions—no fault of the property. Second chance to make this home yours! High-performing short-term rental with nearly $56,000 in 2025 revenue and strong future bookings already in place for 2026. This 5-bedroom, 5.5-bath home features an open main level with a guest suite, upgraded kitchen, and great room. Enjoy a private heated pool and spa, plus a converted game room for added guest appeal. Upstairs offers a loft and four ensuite bedrooms. HOA covers pool service, lawn care, and landscaping, internet, trash and surity. Located in Encore at Reunion Resort, offering a water park, fitness center, sports courts, dining, clubhouse, and concierge services. 3D tour available—schedule your private showing today.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Nancy Postorino (908-636-0482)

Remarks: Under contract-accepting backup offers. Welcome to this charming one-story home featuring 2 bedrooms and 2 bathrooms, with both a spacious living room and a separate family room offering flexible living space. The open floor plan includes ceramic tile and vinyl flooring throughout. The kitchen is equipped with a pantry, breakfast bar, and appliances including a stove, dishwasher, disposal, and refrigerator. The interior has been freshly painted, and the home has been well maintained, making it move-in ready. Sliding glass doors lead to a spacious backyard with no rear neighbors, providing added privacy and space for outdoor enjoyment or gatherings. The large family room offers versatility and may be used as a game room, media space, or additional living area. Located in a quiet community with NO CDD and a low HOA, which includes internet and cable. Conveniently situated near medical facilities, shopping centers, parks, and recreational options. Schedule your showing today.

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

Listing Agent: Judy Colon (407-443-3193)

Remarks: An incredible opportunity to own a thoughtfully crafted one-story home that blends modern comfort, functionality, and timeless design. This spacious 3-bedroom, 2-bath residence features an open-concept layout ideal for both everyday living and entertaining. The bright and airy living and dining areas flow seamlessly into a contemporary kitchen equipped with quartz countertops, stainless steel appliances, ample cabinetry, and a convenient pantry. The split floor plan offers enhanced privacy, showcasing a generous owner’s suite complete with a walk-in closet, dual-sink vanity, and a large walk-in shower. Secondary bedrooms are well-sized and versatile, perfect for family, guests, or a home office. Additional highlights include tile flooring throughout, ceiling fans, a dedicated laundry room with garage access, and an architectural shingle roof for long-term durability. Enjoy Florida living on the covered lanai, perfect for morning coffee or evening gatherings. Nestled in the desirable Village VIII of Poinciana, residents benefit from access to the Association of Poinciana Villages (APV) amenities, including parks, pools, and recreational facilities—all within minutes of top-rated schools, shopping, dining, medical centers, and major highways connecting to Kissimmee, Haines City, and beyond. This home perfectly balances affordability, quality, and location—making it an ideal choice for modern living.

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

Listing Agent: Malique Roberson (888-883-8509)

Remarks: SELLER IS MOTIVATED This spacious single-family home is one of the larger one-story models in Poinciana and is being sold as-is condition, offering a great opportunity for customization. The home features four split bedrooms and two full baths. The master suite features a garden tub, a separate shower, and a walk-in closet. In addition, this property also features a separate living room, family room, and a two-car garage, providing ample space for comfortable living and entertaining. The A/C unit is approximately two years old. This property is conveniently located near Poinciana Hospital, shopping mall, dining, Publix, Walmart, Wawa, 7 Eleven, several fast food restaurants and more all within approximately 3-10 minutes.

Listing is courtesy of: ZARZUELA REALTY, LLC (855-577-4549)

Listing Agent: Usladys Zarzuela (863-258-4618)