Kissimmee Single Family Homes For Sale - 1757 homes

Remarks: Welcome to this beautifully maintained 5-bedroom, 5-bath pool home located just 5 miles from Walt Disney World® in the highly desirable Windsor Hills Resort. Situated on a premium corner lot with a west-facing front and unobstructed conservation views, this property offers privacy, strong rental appeal, and an ideal layout for both personal use and short-term rental investment. The open floor plan features a spacious central living area with multiple dining options including a formal 8-seat dining table, breakfast nook, and kitchen bar seating. The fully equipped kitchen overlooks the main living space, creating an ideal setup for entertaining. The converted garage has been transformed into a game room complete with a pool table and gaming area, perfect for those days lounging around. The first floor includes a primary suite with private ensuite bath, along with two additional guest bedrooms—each with their own bathroom. Upstairs you’ll find two themed bedrooms, both with private baths. Upgraded vinyl flooring (2022) enhances all bedrooms. Head outside to your private pool area, enjoy Florida living in the screened-in lanai for added tranquility. Recent updates include new vinyl flooring (2022), new second-floor AC unit (2022), and new pool pump (2024) The HOA fee includes lawn service, irrigation maintenance, daily valet trash pickup, internet, basic cable and a 24/7 manned guard gate. Community amenities include a large clubhouse, tropical setting community pool with water park slide, zero entry pool, open air lounge center, convenience store, fitness center, movie theater, billiards/game Room, table tennis, lighted basketball & tennis courts, sand volleyball court, putting green, RV/Boat parking area, two kiddie park/playgrounds. Located just minutes from Disney parks, major attractions, dining, shopping, championship golf courses, major airports, and Florida’s famous beaches, this is an exceptional opportunity to own a turn-key home in one of Central Florida’s most desirable resort communities. This home is sold fully furnished and ready for you to move in and make it your own. 2026 upcoming bookings may convey to the new owner if the current property manager is retained. Excellent opportunity for a primary residence, vacation home, or income-producing property. Schedule a Viewing today, don't miss out on this opportunity!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)

Remarks: Welcome home to 1111 Chichester Ct, a move-in-ready gem nestled on a spacious corner lot in the heart of Kissimmee. This beautifully maintained 4-bedroom, 2-bathroom residence offers the perfect blend of modern upgrades and comfortable Florida living. Property Highlights: Worry-Free Living: Enjoy peace of mind with a 8 year old roof, HVAC and Water Heater replaced in May of 2024 ensuring efficiency and reliability for years to come. Open Concept Design: The heart of the home features a bright and airy open floor plan, ideal for entertaining friends or relaxing with family. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere for any occasion. Outdoor Space: Situated on a generous corner lot, there is plenty of room for outdoor activities, gardening, or creating your own backyard oasis. Community & Value: Experience unbeatable value with a low monthly HOA fee that truly works for you. Your membership includes high-speed internet and premium cable services, significantly reducing your monthly utility bills. Prime Location: Convenience is at your doorstep! This home is perfectly positioned for easy commuting and weekend fun: Major Highways: Just minutes from Cypress Parkway, providing a straight shot to the Poinciana Parkway, I-4, and the Florida Turnpike. Local Amenities: Close proximity to the Poinciana Medical Center, diverse shopping at the Promenade at Sunset Walk, and a variety of local dining options. Parks & Recreation: Enjoy nearby Shingle Creek Regional Park for hiking and paddling, or take a short drive to the world-famous Walt Disney World Resort and other Central Florida attractions.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Felipe Apude (321-695-8140)

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: 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: 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: 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: 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: 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)

Remarks: Motivated seller! Excellent opportunity to own a well-maintained property with great potential. This home offers a functional layout with comfortable living spaces, ideal for both homeowners and investors. Conveniently located near major roads, shopping centers, schools, and everyday essentials, making daily living easy and accessible. Easy to show! The seller is highly motivated and open to reviewing creative offers, working collaboratively with buyers to help facilitate a smooth and successful transaction. Don’t miss this opportunity, schedule your showing today.

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

Listing Agent: Jesus Contreras (407-930-3530)

Remarks: Under Construction. The Hayden floorplan offers 5 bedrooms, 3 bathrooms, 2,601 sq ft, and a 2-car garage. Features include a flex room, kitchen with island, quartz countertops, stainless steel appliances, and a walk-in pantry. One bedroom is on the first floor for privacy. The second floor has the primary bedroom with en suite, three additional bedrooms, a second living area, and smart home technology. Contact for more details. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Upon entering the Malibu III, guests are greeted by a grand foyer that leads to a home built for entertaining. The kitchen features an expansive island complemented with granite counter tops, a chef-worthy walk-in pantry, a dining room, and stainless-steel appliances. At 3,500+ square feet, the Malibu III boasts 7 bedrooms, 6.5 bathrooms, a 2nd-floor loft and a gathering room bathed in natural light from the adjacent lanai. The Malibu III includes 2 owner's suites, with one located on the 1st floor. Featuring generous walk-in closets and a bathroom with a double sink vanity, the owner's suites are the perfect oasis for guests to relax and unwind after a long day. Melt away stress and take advantage of the Florida heat by taking a dip in the home’s adjoined private covered pool.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Spacious 1-Story Home with Flexible Layout. This spacious 1-story home offers great potential with 3 bedrooms plus a versatile flex room that can serve as an office or 4th bedroom. The property includes 2 full baths, a formal living room, and a comfortable family room—excellent for gatherings. The kitchen provides plenty of cabinet storage, a pantry, and a dinette area. The family room opens to a screened patio, ideal for relaxing or enjoying your morning coffee. With its flexible layout and functional spaces, this home is ready to be transformed into your ideal living space. Don’t wait—schedule your showing today before this opportunity is gone! Please note that this property is being sold in "As Is" condition, with no warranties provided by the seller.

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: **Price Improvement** Welcome to this spacious 3-bedroom, 2-bathroom home perfect for families and entertaining! Located in the desirable Poinciana neighborhood, this property features a low HOA that Include: cable, internet, pool, basketball court, clubhouse, and fitness center. Situated on an 8.712 Sq ft. The home offers endless gardening possibilities. Enjoy tranquil creek views from the generous family room. This move-in-ready home is prepared to welcome its new owners. Schedule your showing today and imagine the possibilities.

Listing is courtesy of: VESTI LLC (407-749-5489)

Listing Agent: Edgardo Morales Rosado (407-791-5449)