Kissimmee Homes For Sale & Real Estate - 2568 homes

Remarks: Welcome to this beautiful 3-bedroom, 2-bathroom pool home located in the heart of Kissimmee! This well-maintained property offers a spacious and functional layout perfect for families, first-time buyers, or investors. Enjoy Florida living at its finest with your own private screened-in pool, ideal for relaxing weekends, entertaining guests, or soaking up the sunshine year-round. The home features an open living and dining area filled with natural light, a comfortable primary suite with private bath, and generously sized secondary bedrooms. The backyard provides privacy and plenty of space to enjoy outdoor living. Conveniently located near shopping, schools, restaurants, medical facilities, and major roadways for easy access to Orlando and theme parks. Don’t miss this opportunity to own a pool home in a prime location!

Listing is courtesy of: DEAL MAKERS REALTY TEAM CORP (407-288-0260)

Listing Agent: Maria Pagan (407-288-0260)

Remarks: Don't miss this investment opportunity in the Storey Lake community! This 2-bedroom, 2.5-bathroom first-floor condo comes fully furnished, and includes its own washer and dryer. Located just minutes from Disney World and Universal Studios, this property is a prime choice for short-term rentals or a luxury primary residence, featuring a peaceful private patio with serene pond views that guests and owners alike will love. This gated community offers 24/7 security and amazing resort-style amenities, including a clubhouse, fitness center, and a beautiful pool. Everything is set up for success and long-term growth in one of Central Florida’s most popular vacation spots.

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

Listing Agent: Ivette Giraldo (786-597-4714)

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: Income-producing duplex opportunity in the growing Poinciana, FL.  This is a well-maintained duplex built in 1991 featuring 2,494 SF of total living space with two mirror-image units. Each unit includes three bedrooms and two full bathrooms with a 1-car garage on each side. Unit A is currently tenant-occupied at $1,575 through November 30, 2026, while Unit B is vacant, providing flexibility for an owner-occupant or investor.  Tenants are responsible for their electricity and water. Cable and internet are included in the HOA dues. This property offers convenient access to major highways, shopping centers, dining options, theme parks, and Orlando International Airport. Whether you’re looking to live in one unit and rent the other or lease both sides for steady cash flow, this property offers strong potential. Schedule a showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Ayesha Verma (407-639-0345)

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: PRICE IMPROVEMENT! SELLER MOTIVATED! *** Back on the market with recent upgrades *** Beautiful fully furnished 3-bedroom townhouse in a prime Kissimmee location, just 10 minutes from Disney. This well-maintained property features 2 full bathrooms plus a convenient half bath, offering comfort and functionality for residents and guests. Move-in ready and ideal for a primary residence, vacation home, or income-producing property with short-term or long-term rental potential. The home includes all furnishings with numerous recent upgrades: brand-new bedding throughout, new living room sofa, new area rug, new dining table and chairs, new kitchen breakfast table, and new light fixtures. The living room TV and the master suite TV are also brand new. The property is exceptionally clean and well cared for, with professionally cleaned carpet and inviting, comfortable living spaces. Excellent location with convenient pedestrian access to Walmart via the same sidewalk and close proximity to restaurants, shopping, and major attractions.Turnkey opportunity in one of Kissimmee’s most desirable areas

Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)

Listing Agent: Roseli Pereira (407-793-7345)

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: Short Sale. SHORT SALE APPROVED FOR $ 230,000 K. Please dont send lower offers investor/mortgagor wont accept them. Unfurnished, Townhome 3 bedroom 2.5 bathroom, Year built 2005. Fiesta Key. Unit features first floor, with guest half bath and open concept kitchen and family room. Second floor includes master bedroom and two bedrooms in the back hall. Full amenities including: walk distance to clubhouse, resort style pool, fitness center, playgrounds, picnic areas, tennis court, walking trails, land 24 hour gated community. Location is key as this resort style community is located approximately 10 Minutes from thoroughfares, shopping, and dining golf course! Disney parks are approximately 10 miles away from this townhome, restaurants, and retail stores are less than 2 miles away. Property is currently Vacant. Available for showing, lockbox combination.

Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)

Listing Agent: Nelson Zavarella (407-460-0877)

Remarks: Under contract-accepting backup offers. Beautiful and fully furnished 4-bedroom, 5-bath townhome located in the exclusive Magic Village Resort, just minutes from Disney. Offering 2,356 sq ft of modern living space, this two-story home features a sleek kitchen, open-concept layout, spacious suites, and a private balcony. Ideal for personal use or short-term rental investment. The resort offers premium amenities including concierge services, clubhouse, fitness center, and more. A prime opportunity in one of Central Florida’s top vacation rental communities!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Catarina Ferlin Farah (407-232-4936)

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: Beautiful and fully furnished 4BR/3BA townhome with private pool in the highly desirable Storey Lake Resort! This amazing property features 1 bedroom + full bath downstairs, a spacious master suite upstairs, plus two additional bedrooms and a third bath. Elegant, minimalist décor enhances the open floorplan with quartz counters, 42” cabinets, and slate appliances. Laundry upstairs. Storey Lake offers world-class amenities including a resort-style pool with water slides, lazy river, splash pad, fitness center, tiki bar & restaurant, sports courts, kayak rentals, and mini-golf. Ideally located minutes from Disney, Disney Springs & Lake Buena Vista, The Loop, Universal Epic and 15 miles to Orlando International Airport, with easy access to I-4, 417, US192, and International Drive. Short term rental ready, an excellent vacation home or investment opportunity!

Listing is courtesy of: DECONOVA INTERNATIONAL GROUP (407-574-7804)

Listing Agent: Mariana Andaluz, Pa (561-716-1086)

Remarks: Under contract-accepting backup offers. Welcome to this stunning condo in the highly desirable Caribe Cove Resort. This fully renovated 2 bedroom, 2 bath residence delivers comfort, style, and income potential all in one. Whether you plan to live here full time, lease long term, or generate short-term rental revenue, this property fits your goals. Inside, you will find a fully furnished interior with clean lines, updated finishes, and a warm, modern design. The open concept floor plan connects the kitchen, dining, and living areas, creating a bright and functional space that feels both spacious and inviting. Perfect for relaxing after a day at the parks or hosting guests with ease.

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

Listing Agent: Rodrigo Marsal (407-431-8503)

Remarks: Under contract-accepting backup offers. Beautiful 3-bedroom, 2-bath townhome- located in the guard-gated community of Venetian Bay Villages. Conveniently situated near major attractions, Orlando International Airport, The Loop shopping center, and main roadways. This unit is close to the clubhouse and main community pool. The community offers 3 pools, including a main heated pool open until late daily, as well as a fitness room and theater next to the clubhouse. Additional amenities include a beach volleyball court, basketball and tennis courts, and 2 satellite pools with play areas throughout the neighborhood. This property offers a great location within a resort-style setting. Schedule your showing today! This home qualifies for rent to own program, please contact for more information.

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

Listing Agent: Michael Danganan (321-230-4500)

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: Under contract-accepting backup offers. Beautiful 4-bedroom, 3-bath townhome- located in the guard-gated community of Venetian Bay Villages. First floor primary bedroom, with large shower tub combination. Conveniently situated near major attractions, Orlando International Airport, The Loop shopping center, and main roadways. This unit is close to the clubhouse and main community pool. The community offers 3 pools, including a main heated pool open until late daily, as well as a fitness room and theater next to the clubhouse. Additional amenities include a beach volleyball court, basketball and tennis courts, and 2 satellite pools with play areas throughout the neighborhood. This property offers a great location within a resort-style setting. Schedule your showing today! This home qualifies for rent to own program, please contact for more info.

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

Listing Agent: Michael Danganan (321-230-4500)

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)