Kissimmee Homes For Sale & Real Estate - 3396 homes

Remarks: Investor Opportunity in Encore Resort! This turnkey, fully furnished 10-bedroom, 10-bath pool home is purpose-built for maximizing short-term rental potential, accommodating up to 28 guests. Designed with large groups in mind, the spacious open floor plan features high ceilings, upscale finishes, expansive gathering areas, and a well-equipped chef's kitchen with a large island, dual refrigerators, and dual dishwashers. Entertainment amenities include an Avengers-themed game room, upstairs loft, and bonus media room, providing multiple spaces for guests to relax and enjoy. Outside, the private pool and patio create the perfect Florida retreat. Located within the highly sought-after Encore Resort, guests enjoy access to a premier clubhouse, water park, restaurant, full-service spa, fitness center, playgrounds, and basketball, volleyball, and tennis courts. HOA benefits include 24-hour gated security, trash service, and annual exterior house cleaning. The resort concierge assists with park tickets, dining reservations, transportation, and more. Conveniently located near world-famous attractions, shopping, dining, and championship golf courses, this income-producing property offers an exceptional opportunity for investors seeking a high-demand vacation rental in one of Central Florida's premier resort communities. Schedule your private showing today!

Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)

Listing Agent: Kelly French (352-988-4975)

Remarks: Welcome to this beautiful LAKEVIEW POOL HOME with 4 bed/3 bath FURNISHED located in Remington golf community. Ideal HOLIDAY HOME, SHORT TERM RENTAL for investors or live the RESORT LIFESTYLE that Florida has to offer. HOA dues include lawn care and CDD is included in the annual property tax bill. NEW ROOF(2026), NEW WINDOWS (2026), NEW REFRIGERATOR (2026), APPLIANCES (2023), HVAC (2023), NEW GARAGE DOOR MOTOR (2026), EXTENDED 2 CAR GARAGE. Conveniently located approx. fifteen minutes to Theme parks, Approx. twenty minutes to Orlando international Airport. Approx. five minutes drive to shopping Mall with Publix supermarket, Approx. 5 minutes from Florida Turnpike, Approx. ten minutes to Remington center for shops and restaurants. Fully fitted stainless steel kitchen with appliances and utensils, linen, cutlery. Large flat screen TV. Sparkling pool and covered lanai. This home is located in the sought after golfing community of Remington which boasts a host of amenities including a huge lap pool, kiddie pool, playground, fitness center, and tennis, basketball and volleyball courts! Minutes to schools, theme parks, shopping, dining and East Lake Toho which boasts a 143 boat-slip marina, boat ramp, fishing pier, playground, volleyball court, and picnic tables. Schedule a viewing today! Zoned for short term rentals. A short commute to Lake Nona’s Medical City. Near lakes for wildlife watching ,boating and fishing. One hour drive to Cocoa Beach and approx. 20 minutes to Inlet State Park for snorkeling, Diving, Surfing, Bird watching. Excellent home or investment opportunity! Schedule your private showing today!

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

Listing Agent: Renata Dove (407-923-8216)

Remarks: Discover this beautifully maintained 3-bedroom, 2-bath townhome in the desirable gated community of Venetian Bay Village, centrally located in Kissimmee. This property offers great flexibility—ideal as a long-term residence or an income-generating short-term vacation rental. The open floor plan features a spacious living area, a convenient downstairs primary suite, and two additional bedrooms upstairs. Enjoy access to resort-style amenities including multiple pools, a clubhouse, fitness center, tennis courts, playgrounds, and more. Just minutes from Disney, shopping, and dining, this home combines comfort, convenience, and investment potential in one great package!

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

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

Remarks: Excellent investment opportunity with immediate cash flow! Built in 2020, this well-maintained duplex offers flexibility for both investors and owner-occupants. One unit is leased at $1,800/month, providing immediate rental income, while the second unit is currently occupied on a month-to-month lease, giving the new owner the option to continue renting or owner occupy through a house-hacking strategy. At full occupancy, the property has the potential to generate $43,200 in gross annual rental income. Each unit features 3 bedrooms, 2 bathrooms, open-concept living spaces, modern finishes, tile flooring, and durable concrete block construction. The low HOA of $165/month includes internet and cable. Conveniently located near schools, shopping, parks, hospitals, and major roadways with easy access to Kissimmee, Lake Nona, Orlando, and area attractions. Whether you're expanding your investment portfolio or looking to offset your mortgage by living in one unit while renting the other, this property offers exceptional value. Please do not disturb the tenants. Lease information and additional financial details are available upon request.

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

Listing Agent: Jennifer Bolanos (305-283-6969)

Remarks: Excellent investment opportunity with immediate cash flow! Built in 2020, this well-maintained duplex is fully leased with each unit rented at $1,800/month, generating $3,600 in monthly gross income ($43,200 annually). Each unit offers 3 bedrooms, 2 bathrooms, modern finishes, tile flooring, concrete block construction, and functional open floor plans. Low HOA of $165/month includes internet and cable. Conveniently located near schools, shopping, parks, hospitals, and major roadways with easy access to Kissimmee, Lake Nona, Orlando, and area attractions. Ideal for investors seeking a turnkey rental property or owner-occupants looking to offset expenses by living in one unit and renting the other. Please do not disturb tenants, Appointment is Required. Lease information and additional financial details available upon request.

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

Listing Agent: Jennifer Bolanos (305-283-6969)

Remarks: Welcome to Tuscany Preserve, a private gated community offering resort-style living. This beautifully maintained 2-bedroom, 2-bathroom villa is part of a charming quadplex with a timeless Spanish-style tile roof that enhances the community’s character. Inside, the home features ceramic tile throughout, 42” cabinets, granite countertops, and stainless steel appliances, creating a clean, modern feel with low-maintenance living. Residents of Tuscany Preserve enjoy access to premium amenities, including a clubhouse, fitness center, resort-style pool, tennis courts, and basketball courts. The HOA also includes high-speed internet and cable, making everyday living both convenient and cost-effective. This property offers flexibility for both homeowners and investors, as short-term rentals and Airbnbs are allowed. Conveniently located and move-in ready, this villa is a great opportunity to own in one of the area’s most amenity-rich communities. FHA and VA financing approved!

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

Listing Agent: Amer Lababidi (407-800-3631)

Remarks: Excellent investment opportunity in the highly sought-after Storey Lake Resort! This beautifully furnished and professionally decorated 2-bedroom, 2-bathroom condo is turnkey and ready for immediate short-term rental income. The open-concept floor plan features a modern kitchen with quartz countertops, 42-inch cabinetry, stainless steel appliances, and an in-unit washer and dryer. Located in a resort community that allows short-term vacation rentals, this property offers outstanding income potential. Residents and guests enjoy exceptional resort-style amenities, including a lazy river, resort pools, splash pad, dual water slides, fitness center, mini golf, kayaking, volleyball and sports courts, and more. Ideally situated just minutes from Walt Disney World Resort, Disney Springs, shopping, dining, premium outlets, and major attractions, with convenient access to Orlando International Airport, Universal Orlando Resort, SeaWorld Orlando, and the Orange County Convention Center.

Listing is courtesy of: NEWKEY REAL ESTATE LLC (407-496-5187)

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

Remarks: Turnkey Short-Term Rental Investment with Rare Private Backyard in Solara Resort! Experience the perfect combination of luxury, comfort, and exceptional rental potential with this beautifully furnished 6-bedroom, 4.5-bath vacation home in the highly sought-after Solara Resort. Built in 2022, this professionally decorated home offers an open-concept layout with elegant finishes, tile flooring throughout the main living areas, and a spacious first-floor primary suite for added convenience. Designed to maximize guest appeal, the home features three spectacular themed bedrooms inspired by Frozen, Star Wars, and Harry Potter, creating an unforgettable vacation experience for families. Upstairs, the oversized loft has been transformed into an incredible Star Wars-themed entertainment space complete with a pool table, air hockey, comfortable lounge seating, and a large TV—perfect for game nights after a day at the parks. The bright and spacious kitchen showcases stainless steel appliances, granite countertops, a large center island with seating, and generous cabinet space, flowing seamlessly into the dining area and expansive family room for effortless entertaining. Step outside to your own private screened retreat featuring a heated pool, spa, and covered lanai. Unlike many homes in the community, this property enjoys no rear neighbors, with peaceful wooded views that provide enhanced privacy and a tranquil atmosphere rarely found in vacation homes. Located in the gated Solara Resort, owners and guests enjoy access to outstanding resort amenities including a full-service restaurant, coffee bar, ice cream shop, fitness center, basketball and soccer courts, beach volleyball, resort-style pool with cabanas, splash zone, surf simulator, tiki bar, and more. HOA fees include cable, internet, landscaping, valet trash, and maintenance of common areas. Conveniently located just minutes from Walt Disney World, Universal Orlando, SeaWorld, world-class shopping, dining, and Orlando International Airport, this fully furnished property is truly move-in or rental ready. Whether you're searching for a luxury vacation retreat, second home, or high-performing investment property, this exceptional Solara home is ready to impress.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: The Dover floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 bathrooms, and an open-concept layout ideal for everyday living. The spacious kitchen features a large pantry and overlooks the family room and dining area, creating the perfect space for entertaining and gathering with family and friends. Enjoy outdoor living from the covered front porch or the rear patio. The private owner’s suite includes an oversized walk-in closet and an en-suite bathroom with dual sinks. A 2-car garage provides ample parking and additional storage space. Residents of Knightsbridge enjoy resort-style amenities including a community swimming pool with cabana, playground, volleyball court, and scenic walking trails. Conveniently located near downtown Kissimmee, shopping, dining, and beautiful Lake Tohopekaliga. With easy access to Walt Disney World Resort and other popular Osceola County attractions, this home offers an exceptional combination of comfort, convenience, and location.

Listing is courtesy of: NEWKEY REAL ESTATE LLC (407-496-5187)

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

Remarks: Welcome to this beautiful three bedroom condo located in the highly desirable, gated community of Cane Island. As you step inside the residence, you are greeted by an open floor plan highlighted by tile floors and an abundance of natural light. The spacious living and dining areas flow seamlessly into a kitchen featuring elegant granite countertops, ample pantry storage, and a convenient laundry room. Adjacent from the dining room is a built in desk area, perfect for a remote work station. Transition effortlessly through sliding glass doors from the dining area to your private balcony, where you can unwind while enjoying peaceful water views and the soothing sounds of a gentle cascading fountain. The luxurious primary suite serves as a true retreat, with wood-style flooring, a generous walk in closet, and an en suite bathroom complete with dual sinks, granite counters, and a tub/shower combo. The additional bedrooms are equally bright and airy, one of which features access to the well-appointed hallway bathroom featuring dual vanities and another tub/shower combo. Residents of this premier community enjoy premium resort style amenities, including a sparkling swimming pool and an impressive clubhouse. Nestled in a prime location, this property is just minutes from world class attractions like Walt Disney World, Universal Studios, SeaWorld, and historic Old Town. Commuting is seamless with quick access to major roadways including I-4, 192, and 417, placing the Orlando International Airport within close proximity. Whether you are looking for a primary residence, a vacation home, or an investment opportunity, this turnkey condo offers the absolute best of Florida living. Call today to schedule your private showing before it's gone!

Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)

Listing Agent: Noor Masri, Pa (407-202-1248)

Remarks: Move-in ready four-bedroom, two-bathroom home in the Poinciana Village community. The inviting main living area boasts tall ceilings, creating a spacious and airy atmosphere as soon as you walk in. The updated kitchen serves as a functional and stylish space, featuring granite countertops alongside a mix of stainless steel and appliances. The primary bedroom offers ample storage with its large walk-in closet. Step outside to enjoy a private, fully fenced backyard that provides a secure space for outdoor entertaining, gardening, or relaxation. Conveniently located near local amenities, schools, and major roadways, this location offers an easy commute and access to everyday essentials. Schedule your private showing today!

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

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

Remarks: This clean streamlined condo was remodeled in 2023. New AC 2023, new washer/dryer 2023, entire master bathroom remodel 2023, kitchen counters upgraded to granite 2023, new dishwasher 2026. This condo has a lovely view of the protectedwooded land behind the community. This condominium is well soundproofed and quiet. Two walk-in closets, kitchen pantry, linen closet in each bathroom, entryway closet. Lots of storage. Vinyl plank floors throughout and furnished.

Listing is courtesy of: HOMECOIN.COM (888-400-2513)

Listing Agent: Jonathan Minerick (888-400-2513)

Remarks: Welcome to your perfect Florida getaway or investment opportunity in the highly sought-after Paradise Palms Resort! This beautifully maintained 4-bedroom, 3-bathroom townhome is ideally located less than 6 miles from Walt Disney World, offering the perfect combination of comfort, convenience, and resort-style living. The spacious open-concept floor plan features ceramic tile and luxury vinyl plank flooring throughout. The fully equipped kitchen boasts stainless steel appliances, a breakfast bar, and overlooks the bright living and dining areas, creating an ideal space for entertaining. Sliding glass doors lead to a covered screened lanai and your own private pool, perfect for relaxing after a day at the parks. The first floor also includes a guest bedroom with a queen bed and a full bathroom just outside the room, providing privacy and convenience for guests. Upstairs, you'll find a laundry room, a spacious primary suite with a king bed and private en-suite bathroom, plus two additional bedrooms, each offering two twin beds and sharing a full hallway bath. Paradise Palms Resort offers an outstanding selection of amenities, including a spectacular lagoon-style pool with waterfall and slide, poolside bar, two hot tubs, splash playground, fitness center, sauna and spa, tennis and volleyball courts, arcade/game room, clubhouse, convenience store, business center with internet access, and even a private movie theater with daily showings. Whether you're looking for a primary residence, vacation home, or short-term rental investment, this fully furnished townhome offers an exceptional opportunity in one of Central Florida's premier resort communities, just minutes from world-class attractions, shopping, dining, and golf. Buyers and Agents are advised to verify all information obtained within. Information is deemed accurate but not guaranteed.

Listing is courtesy of: LUXURY ORLANDO REAL ESTATE (407-705-7634)

Listing Agent: Carl Johnson (407-705-7634)

Remarks: Welcome to this beautiful 8-bedroom, 6-bathroom vacation home in the highly desirable Windsor at Westside Resort. Perfectly located in a quiet section of the community, this home offers a peaceful water view while being right next to the clubhouse and resort-style pool. Designed for families and groups, the home features 3 king-size suites, 2 themed kids’ rooms, and 3 comfortable guest rooms, providing plenty of space and privacy for everyone. The fully equipped kitchen includes everything needed for preparing meals during your stay, with generous dining and gathering areas for family time. Step outside to your private screened-in pool and enjoy relaxing on the patio with a beautiful water view. Whether you are starting the morning with coffee, spending the afternoon by the pool, or unwinding after a day at the parks, this outdoor space is perfect for enjoying the Florida lifestyle. Located just minutes from Disney, shopping, dining, and Orlando’s world-famous attractions, this home combines comfort, convenience, resort amenities, and a peaceful setting. It is an excellent choice for your next family vacation or holiday getaway. This home has very beautiful booking history and financial income in the past a few years

Listing is courtesy of: ORLANDO REGIONAL PROPERTY MANAGEMENT (407-800-4545)

Listing Agent: Jason Ding (407-808-5589)

Remarks: REDUCED PRICE! 8 BR plus a bonus room currently utilized as a 9th BEDROOM (formerly a game room). Don’t miss this BEST-LOCATED property in the heart of Kissimmee, offering convenient access to major highways, shopping, dining, and world-famous attractions. This spacious home features a Disney-themed bedroom along with additional themed bedrooms, creating a fun and memorable experience for guests of all ages. Designed for both comfortable everyday living and entertaining, the home offers a functional layout and inviting living spaces. Enjoy the Florida lifestyle with easy access to theme parks and recreation, all just a short drive from Central Florida’s top destinations. Whether you’re searching for a vacation home or an investment opportunity, this property offers excellent potential in a highly desirable area.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Monica Gallo (407-520-9579)

Remarks: GREAT, GREAT PRICE IMPROVEMENT!! This beautiful home is locate on the third and newest phase of the sought after Windsor at Westside Resort. It boasts 5 bedrooms and 4 bathrooms of pure fun and relaxation! One bedroom and a bathroom are on the first floor, and the other 4 bedrooms, including some thematic, are located on the second floor, just by the family room! The Resort has heated pools, heated jacuzzi, heated lazy river, and a complete tiki bar by the pool complex! This gorgeous home is just waiting to become your next vacation nest!

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Valdeci Da Silva Pllc (407-280-2990)

Remarks: Home needs TLC. BEAUTIFUL COMMUNITY - WATERFRONT WITH CHAIN OF LAKES PROXIMITY | LUXURY FLORIDA LIVING Experience the best of waterfront living in this stunning 5-bedroom, 4-bath custom home built in 2020, located in the guard-gated resort community of Bellalago. With 3,436 sq. ft. of modern living space, this residence perfectly blends comfort, elegance, and security, offering peace of mind with 24-hour staffed gate protection. PRIVATE SOLAR LIGHTED DOCK - Enjoy your own private 35’ solar-lit dock (valued at $30,000) with direct access to Bellalago’s scenic canal system—connecting you to the legendary Lake Tohopekaliga (Lake Toho), part of Central Florida's famous Kissimmee Chain of Lakes. Perfect for boating, fishing, skiing, or sunset cruises, this unparalleled water access defines Florida’s true waterfront lifestyle. COMMUNITY & AMENITIES Bellalago offers resort-style living every day. Residents enjoy: Multiple pools and fitness centers Sports courts, playgrounds, and scenic walking/biking trails Lakeside clubhouse with on-site restaurant and regular community events Boardwalk and fishing pier for enjoying morning sunrises or evening gatherings LOCATION Conveniently situated just outside the secure gates, you’ll find shopping, dining, and essential services along Pleasant Hill Road. Major Orlando attractions and theme parks are only a short drive away, offering both tranquility and accessibility in one perfect address. Live the Florida dream — spacious, secure, and surrounded by the beauty of the water at your doorstep.

Listing is courtesy of: ANCHOR FLORIDA REALTY LLC (813-245-4412)

Listing Agent: Rod Banks (813-245-4412)

Remarks: Welcome to this three-bedroom, two-bathroom home located in the Poinciana Subdivision. This residence features a traditional floorplan, offering distinct and comfortable living areas that separate your main living spaces from the bedrooms. The kitchen is functionally designed, showcasing elegant granite countertops paired with sleek black appliances. For your convenience, the home includes a primary bedroom complete with an attached en-suite bathroom. Step outside to enjoy a private, fully fenced-in backyard that provides a wonderful space for outdoor relaxation and everyday living. The property is conveniently located near shopping, hospitals, and major highways, offering easy access to local amenities and straightforward commuting routes. Schedule your private showing today!

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

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

Remarks: Move-in Ready this 4-bedroom, 2-bathroom home situated in the Poinciana Nbrhd 05 Village 07 neighborhood. This home features an open floor plan that seamlessly connects the living spaces, creating a bright and inviting flow for everyday living and entertaining. The kitchen is beautifully finished with sleek granite countertops and stainless-steel appliances. The primary bedroom provides a comfortable retreat and includes a large walk-in closet for ample storage. Ideally located, this home offers access to a variety of local amenities, including restaurants, shopping, banks, and public transportation. You can also enjoy nearby outdoor recreation with community playgrounds, dog parks, and walking trails. For commuting and major entertainment, the property is incredibly convenient—just 25 minutes to the Poinciana Sunrail Train Station and 35 minutes to Walt Disney World Park. Schedule your private showing today!

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

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

Remarks: Welcome to this inviting three-bedroom, two-bathroom home located in the Poinciana Subdivision. This home features an open floorplan that creates a seamless and airy flow throughout the main living areas, perfect for everyday living. The updated kitchen boasts beautiful granite countertops and modern stainless steel appliances. The primary suite offers a private retreat, complete with an attached en-suite bathroom featuring a convenient double sink vanity. Ideally located near schools, shopping, and dining, this community offers both comfort and convenience. Schedule your private showing today!

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

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