Kissimmee Homes For Sale & Real Estate - 3374 homes

Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully updated 3-bed 3-bath townhome located in the desirable gated community of Crestwynd Bay in Kissimmee—where modern upgrades, prime location, and investment potential come together. One bedroom downstaris. Property Highlights: HOA fee includes TV Cable and internet Fully renovated interior with stylish laminate flooring throughout Newly redo the vinyl stairs New Modern kitchen featuring new cabinetry and elegant quartz countertops Fresh interior paint for a bright, clean look in natrul color Flexible floor plan with a first-floor bedroom and full bath—ideal for guests, in-laws, or multi-generational living Recent upgrades (2026): New refrigerator, dishwasher, and water heater Updated bathroom lighting and fixtures Community Features: Secure gated access Resort-style amenities including pool, playground, and scenic walking trails HOA covers exterior maintenance, cable, internet, and trash service—offering truly low-maintenance ownership Unbeatable Location: Less than 2 miles to Walt Disney World Minutes to US-192, with easy access to I-4 and 429 Close to world-class golf, shopping, dining, and entertainment Investment Opportunity: Zoned for short-term and long-term rentals—perfect as a primary residence, vacation home, or income-producing property Live, vacation, or invest in one of Central Florida’s most sought-after areas. Schedule your private showing today and start enjoying the Florida lifestyle!

Listing is courtesy of: GOLDEN SUN REALTY INC (407-479-8898)

Listing Agent: Lucia Wu (407-765-2618)

Remarks: Welcome to 2831 Oconnell Dr, Kissimmee, FL 34741- a single-story home located just 7 minutes from The Loop’s shopping, dining, and movie theaters, and under 25 minutes from Orlando International Airport (MCO). With quick access to John Young Pkwy and Osceola Pkwy, commuting is easy whether you’re heading into Downtown Orlando or out toward the theme parks. This charming 4-bedroom, 2-bathroom home located in the desirables neighborhood of Cypress Reserve PH2. Excellent schools near this area.

Listing is courtesy of: R&J REALTY AND PROPERTY MANAGEMENT LLC (407-729-3280)

Listing Agent: Edward Tejada (347-249-0579)

Remarks: Immaculate and Beautiful Spanish Style Villa. Great Investment Opportunity in good rental area. BEAUTIFUL AND CLEAN 2/2, FRESHLY PAINTED, TILED THROUGHOUT, ALL APPLIANCES STAY. COMMUNITY POOL, PLAYGROUND, CLUBHOUSE. CLOSE TO BUSLINE, LIBRARY, PUBLIX, WALLMART AND SHOPPING CENTER. PROPERTY IS IN MOVE IN CONDITION!!!

Listing is courtesy of: R&J REALTY AND PROPERTY MANAGEMENT LLC (407-729-3280)

Listing Agent: Edward Tejada (347-249-0579)

Remarks: Under Construction. What's Special: 5th Bedroom | Oversized Closet in Primary | Secondary Bedroom with Attached Bath. New Construction - October Completion! Built by America's Most Trusted Home Builder. Welcome to the Bermuda at 5790 Meads Bay Pond Road in Westview! This thoughtfully designed floorplan offers a bright and welcoming layout with effortless flow between living spaces. The open great room connects beautifully to casual dining and a gourmet kitchen featuring a large island and a tucked-away walk in pantry for added convenience. A first-floor bedroom with a full bath provides a comfortable and private space that is ideal for guests or multi-generational living. The serene primary suite is also on the main level and includes a spacious bath and generous closet space. Upstairs, a versatile loft is surrounded by three additional bedrooms one with an en-suite bath and a shared bath, creating room for relaxing, working, or gathering. Outdoor living shines with a covered lanai that extends the main living area and invites year-round enjoyment. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: tray ceilings, pocket sliding doors at great room, 8' doors, kitchen pendant light package, and pre-plumb rough in at laundry sink. Photos are for representative purposes. MLS#O6414243

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: Fully Furnished 3-Bed End Unit in the highly sought after Windsor Palms Resort! Resort-style living at its best and just minutes from Disney World and Margaritaville. This fully furnished, turnkey home features charming decor throughout and is zoned for short-term rental, perfect as a vacation home or investment property, and also ideal for long-term or residential living. The open-concept floor plan seamlessly connects the kitchen and living area, filled with natural light and overlooking the private pool area. A downstairs bedroom with a full bath provides great flexibility for multi-generational living or guests. Upstairs, enjoy the spacious two bedrooms, each with ensuite bathrooms, plus a laundry area with washer and dryer. Updates include fresh interior paint (2021), new exterior paint (2025), new pool heater (2025), and new mattresses (2023). Relax by your private plunge pool or take advantage of resort amenities—clubhouse, pool, movie theater, fitness center, basketball courts and tennis courts - all within a secure, gated community. Don’t miss your chance to own a piece of paradise just minutes from Central Florida’s top attractions! Schedule a showing today!

Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)

Listing Agent: Virginia Bibby (407-749-8148)

Remarks: YES! This home keeps getting chosen over and over again, and now it's waiting for the buyer who can make it to closing!! (Buyer's financing fell through-the house did not.) Ready to go for the long, hot Florida days; you won't be sweating, but everyone else will without a POOL. Looking for a REAL affordable Sparkling Pool Home with a newer roof, new water heater, and a newer A/C that's furnished? We Got ONE! We also have a Bonus Entertaining Space & Prime Location Near Theme Parks! Welcome to your Florida oasis! This move-in-ready gem stands out in the neighborhood with its screen-enclosed, in-ground pool—a rare luxury that would cost upwards of $$$$+ to install today, making this home an exceptional value. Whether you're hosting weekend BBQs or enjoying quiet sunset swims, this pool transforms everyday living into resort-style relaxation. Inside, you'll find tile flooring throughout, including the garage—easy to maintain and perfect for Florida living. The kitchen features gleaming granite countertops, ideal for both casual meals and culinary adventures. A bonus entertaining space offers flexibility for a game room, media lounge, or cozy gatherings. Step outside to a fully fenced yard that provides privacy and peace of mind for pets, play, or gardening. With 3 bedrooms and 2 baths, this home is a fantastic starter property or investment opportunity, especially given its proximity to Central Florida’s world-famous theme parks. Financing Options available with the preferred lender

Listing is courtesy of: WHITE WHALE REAL ESTATE (388-689-5171)

Listing Agent: Rafael Kawala (407-953-0563)

Remarks: Lakefront, no carpet home with Private Dock in Resort style 24 hours guarder gated community–Bellalago. 3-car garage, central vacuum, 4-bedroom, 3-bath home includes in-law suite, spans 2604 square feet. Backyard face to south. The main living areas flood updated with vinyl, the wet areas are cover with tiles. Front porch and lanai are screened. This lakefront property features a private dock with direct access to Lake Tohopekaliga. Across the water, enjoy peaceful views of a conservation area, where you can observe Florida’s diverse wildlife and bird species in their natural habitat. The community offers a secure, amenity-rich lifestyle with three pools, two fitness centers, scenic walking trails, a fishing pier, Basic internet, TV Chanel, and on-site dining at Flip Flops restaurant. Sports and recreation enthusiasts will appreciate the variety of options, including pickleball, tennis, basketball, beach volleyball. while boating enthusiasts will love the private boat lift and launch, providing seamless access to Lake Toho’s vast waters. At the resident gate, there are Publix, Walgreens, restaurants, and many more!

Listing is courtesy of: JP NEW HORIZON REALTY LLC (407-572-9649)

Listing Agent: Nelly Pan (407-572-9649)

Remarks: Under contract-accepting backup offers. Welcome to Rolling Hills Estates, one of Kissimmee's most desirable communities located just minutes from Walt Disney World, Margaritaville Resort, shopping, dining, golf, and Central Florida's premier attractions. This beautifully maintained pool home offers the perfect blend of comfort, convenience, and investment potential. Featuring a spacious open-concept floor plan, this home is ideal as a primary residence, vacation retreat, or income-producing short-term rental. The fully screened private pool provides the perfect place to relax and enjoy Florida's sunshine, while the game room and generous living areas create plenty of space for entertaining family and guests. The home may be purchased furnished or unfurnished, offering flexibility to suit your needs. A newer roof installed in 2020 adds additional value and peace of mind. Rolling Hills Estates is known for its prime location near Disney, easy access to major highways, and proximity to endless entertainment, dining, and shopping options. Whether you're looking for your next investment property or a place to create lasting memories, this home offers an exceptional opportunity in one of Central Florida's most sought-after locations.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Ninzy Acevedo (201-321-4098)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 3-bath townhome located in the highly sought-after Windsor Hills Resort, a premier guard-gated community just minutes from Walt Disney World. Ideal as an income-producing vacation rental, second home, or primary residence, this property combines thoughtful upgrades with an unbeatable location. A "Guest Favorite" on AirBnb, this townhome is primed and prepped for a turnkey vacation rental. The main living area features upgraded tile flooring throughout the downstairs living room and kitchen, offering a clean, modern look with durability and easy maintenance. The kitchen is well equipped with newer appliances including a brand new refrigerator (2026), new microwave, cooktop/oven, and dishwasher (2021), providing both functionality and style. Major mechanical updates include a new HVAC system (2021), water heater (2022), and saltwater pool pump and heater (2022), offering added peace of mind for future owners. Each of the three bedrooms includes its own bathroom, creating a comfortable and private layout for family and guests. Upstairs, the Star Wars–themed bedroom adds a fun and memorable touch that is especially appealing for short-term rental guests. A new washer and dryer (2025) further enhance the home’s turnkey appeal. Enjoy Florida living with your screened-in private splash pool, perfect for relaxing after a day exploring the parks. Windsor Hills Resort is known for its exceptional resort-style amenities, including a heated lagoon pool with waterslide, splash pad, clubhouse, fitness center, arcade, playground, tennis, basketball, and volleyball courts. With HOA-covered cable/internet, exterior maintenance and trash service, plus close proximity to world-class attractions, dining, and shopping, this townhome presents an outstanding opportunity in one of Central Florida’s most desirable resort communities.

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Nikita Walker (407-739-9161)

Remarks: Stunning Water Views & Breathtaking Sunsets! Welcome to this beautifully updated 6-bedroom, 5.5-bathroom home located in the highly desirable 5-Star Terra Verde Resort, just 5 miles from Disney Springs and 1 mile from Medieval Times and Walmart. This exceptional property features soaring high ceilings, an open-concept floor plan, a fully remodeled kitchen, beautifully updated living areas, and a spacious first-floor primary suite overlooking the private pool and tranquil water views. Offered fully furnished and truly turnkey, this home is move-in and Airbnb-ready, making it an outstanding opportunity for a primary residence, vacation home, or income-producing short-term rental. Step outside to your private screened pool and covered lanai, where you can relax while enjoying spectacular sunsets over the water. Residents and guests enjoy world-class resort amenities, including a zero-entry resort-style pool, clubhouse, Tiki Bar & Grill, fitness center, sand volleyball court, fishing lake, playground, and 24-hour gated security. Recent upgrades include: Roof (2020), Pool Heater (2019), AC (2023), Flooring (2023), Patio Sliding Glass Door with Inside-Mount Blinds (2023), Window Treatments (2024), Interior & Exterior Paint (2025), and Appliances (2025).

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Sandra Pina (407-463-9257)

Remarks: Nestled on a fully fenced 0.346-acre lot with NO HOA, this well-maintained 3-bedroom, 3-bath home offers the perfect blend of space, flexibility, and thoughtful updates. Significant improvements include a new roof (2025), new HVAC system (2025), updated windows and sliding glass doors (approximately 2021), and an Energy Smart 50-gallon water heater. Public water and sewer provide added convenience, while a sump pump enhances the functionality of the home's lower level. Inside, you'll find spacious living areas, generously sized bedrooms, large walk-in closets, an oversized pantry, and an interior laundry room. The screened front porch and private deck accessed from the primary bedroom create inviting spaces to relax and enjoy the peaceful surroundings. One of the home's most distinctive features is the full, unfinished basement with exterior access, providing exceptional flexibility for a workshop, hobby area, fitness space, storage, or other uses to fit your lifestyle. Buyers should verify intended use and applicable requirements. The oversized 2.5-car garage provides ample room for vehicles, recreational equipment, or boat storage. Outside, the fully fenced backyard provides plenty of space to enjoy Florida living, complete with a hot tub and generous parking for a boat, RV, or other recreational vehicles without HOA restrictions. Combining major system updates, abundant storage, flexible workspace, and room for recreational pursuits, this home offers exceptional versatility. Conveniently located just minutes from Lake Tohopekaliga (Lake Toho), its waterfront parks and recreational opportunities, historic downtown Kissimmee, the Florida Turnpike, The Loop shopping and dining, and everyday conveniences, this home offers both accessibility and a quiet residential setting.

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

Listing Agent: Dagmara Krupa (570-952-1350)

Remarks: Exceptional cash-flow opportunity in the highly sought-after 34741 zip code! This property is an investor's dream, currently generating an impressive $2,300/month from the main residence alone. The main home features a beautifully updated 4-bedroom, 2-bathroom layout. Major capital expenditures have already been handled for you: a newer roof (under 5 years), central A/C replaced in 2022, and updated plumbing throughout most of the property. Inside, you will find fully remodeled bathrooms with modern showers, tile flooring throughout, and an extended kitchen fully equipped with stainless steel appliances. The primary suite even includes an independent A/C unit for maximum efficiency. MASSIVE VALUE-ADD BONUS: The expansive backyard features a detached, block-constructed versatile structure with a shingle roof. This flex-space offers a layout that accommodates 2 potential rooms, a bathroom, and a kitchenette/laundry setup. It is the perfect canvas for extended family use, a private home office, or a significant value-add project for the savvy investor. (Buyer to independently verify all room dimensions, zoning, permits, and future use possibilities). UNBEATABLE EXTRAS: The property is equipped with solar panels that dramatically slash electricity costs. Best of all? The seller will completely satisfy the solar balance at closing, delivering immediate, day-one equity and long-term savings to the new owner! The outdoor living space is an entertainer's delight, boasting an oversized covered patio with a fully tiled outdoor kitchen, an independent storage structure, and an extended brick-paver driveway. With NO HOA, moderate taxes, and a prime Central Florida location, this property offers unmatched flexibility and ROI potential. Property sold As-Is. Do not miss this rare opportunity—schedule your showing today!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Oscar Moreno (407-724-8077)

Remarks: For Input Purposes Only. Welcome to this spacious 4-bedroom, 2.5-bath pool home offering the perfect blend of comfort, functionality, and Florida living. Inside, you'll find a thoughtfully designed floor plan with generous living spaces, a well-appointed kitchen, and plenty of room for both everyday living and entertaining. The primary suite provides a private retreat with an en-suite bathroom, while the additional bedrooms offer flexibility for family, guests, or a home office. Step outside to your own backyard oasis featuring a screen-enclosed swimming pool, perfect for relaxing, entertaining, or enjoying Florida's year-round sunshine. Conveniently located near shopping, dining, schools, major roadways, Orlando International Airport, and Central Florida attractions, this home offers both comfort and convenience.

Listing is courtesy of: EXP REALTY LLC (407-846-0940)

Listing Agent: Steve Pugh (407-846-0940)

Remarks: DESIGNED FOR ENTERTAINING! Greeted by a solid wood and leaded glass door topped with a transom window, you'll immediately feel invited into the spacious living area with soaring cathedral ceilings flooded with natural light from the French doors. Combine this with the massive kitchen that has been upgraded with custom soft-close cabinetry, almost 40' of granite countertops, and stainless appliances, and you'll be ready for all of your friends and family. With plenty of room in the back to grill on the large patio, and for backyard games in the 250' deep lot, the options are endless. Other tasteful upgrades include crown moulding and chair rails, cabinets and countertops in the bathrooms, a spa-like Owner's shower with multiple heads, and beautiful wood-plank LVP flooring in every room. The 1/2-acre lot also has a 10'x14' workshop/shed ideal for storing tools and all of your outdoor toys. And with a 65' driveway, there's room for everyone to park at your housewarming party! Make it yours today!

Listing is courtesy of: KUNKLE REALTY GROUP (844-978-7750)

Listing Agent: Greer Kunkle (321-250-0106)

Remarks: Virtually Staged. NO CDD FEE, NO CARPET, NO REAR NEIGHBORS and low HOA of just $87 per month inclusive of a community pool, soccer field and playground. This beautifully maintained 2020-built multi-generational home with a conservation view in Sedona features a rare Next Gen layout with a private one-bedroom in-law suite complete with a full kitchen, bathroom, washer/dryer, living room, and separate entrance, making it ideal for extended family or rental income to supplement your mortgage. The main home includes a 3-car tandem garage, open-concept living spaces, and has been freshly painted inside and the LVP is brand new throughout the second floor, the stairs and the bedroom in the in-law suite. This spacious main home offers 4 bedrooms, 2.5 baths, and an oversized loft perfect for a media room or play area. The kitchen features a breakfast bar and a walk-in pantry, while the living room features sliding glass doors that open to peaceful conservation view from your backyard. Centrally located just minutes from The Loop, US-192, and the Poinciana Blvd SunRail station, you will enjoy quick access to Medical City Lake Nona, Hunter’s Creek, and Downtown Kissimmee’s shops and Lakefront Park. With easy proximity to the Florida Turnpike, Hwy 417, and I-4, commuting to Valencia College, HCA Florida Hospital, Disney and Orlando theme parks is a breeze. This home perfectly combines flexibility, comfort, and an unbeatable location. Schedule your showing today!

Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)

Listing Agent: Jenn Manzella (863-866-0335)

Remarks: Charming corner-lot single-family home for sale in the heart of Kissimmee! This spacious 3-bedroom, 2-bathroom home offers 1,745 square feet of living space on a generous 0.28-acre lot. The home has been well maintained and features a bright kitchen with stainless steel appliances, abundant storage, and natural light throughout. It also includes a two-car garage, central heating and air conditioning, and a cozy patio that opens to a huge backyard — perfect for outdoor gatherings or private relaxation. A new roof was installed in 2022, and the home is now vacant and move-in ready. Located on a quiet corner lot in the Cadillac Homes subdivision, this home offers solid construction, timeless charm, and a convenient location close to shopping, dining, and major roadways. Don't miss your chance to make this gem your own — schedule a showing today!

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

Listing Agent: Andres Ospina Rivera (321-821-8446)

Remarks: It's not every day you see something like this. This one is truly a Game Changer!! 2.6 ACRES of BEAUTIFUL property tucked in providing you the ultimate privacy yet minutes to EVERYTHING. This 3-bedroom 2 story home sits in the middle of the property with 2 large sheds in the far end of the property. Primary bedroom on the first floor with 2 additional bedrooms and a loft area on the second floor. Home is backed to a conservation area. Enjoy beautiful nature views with quiet breeze as you start your day and end your night in tranquility. Side of home has a pond view. The Best part about this property is there is NO HOA!! So, if you been looking for that something special to call Home this is it right HERE!

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Mayra Cordero (407-242-7892)

Remarks: Opportunity meets flexibility in this fully furnished 3-bedroom, 2.5-bath townhome located in the highly sought-after, guard-gated, Airbnb-approved Lake Berkley Resort. Whether you're searching for a high-demand short-term rental, a vacation getaway, or a place to call home, this property offers the versatility today's buyers are looking for—all just minutes from Walt Disney World and Orlando's top attractions. Offering 1,291 square feet of well-maintained, turnkey living space, this two-story home is designed for both comfort and functionality. The open-concept floor plan seamlessly connects the kitchen, dining, and living areas, creating an inviting space for entertaining guests or relaxing after a day at the parks. The kitchen features solid wood cabinetry, ample counter space, and a breakfast bar for casual dining. Upstairs, the spacious primary suite opens to a private balcony, providing the perfect place to enjoy your morning coffee or unwind in the evening. Positioned in one of Kissimmee's most desirable resort communities, this home offers outstanding potential for short-term rental income while also providing the option for full-time owner occupancy. Its prime location near Disney, world-class attractions, shopping, restaurants, golf courses, and major highways makes it an attractive choice for vacationers and residents alike. Lake Berkley Resort features an impressive collection of resort-style amenities, including a clubhouse, fitness center, multiple community pools, playgrounds, tennis courts, beach volleyball, a fishing pier, scenic walking trails, picnic areas, and 24-hour guard-gated security. Whether you're building your investment portfolio, searching for a vacation retreat, or looking for a primary residence with exceptional amenities and an unbeatable location, this property offers an incredible opportunity in the heart of Central Florida.

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

Listing Agent: Gea Gomez (877-366-2213)

Remarks: Fish Lake Cove presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Fish Lake Cove, the Sterling includes a Smart home technology package which allows you to control your home with your smart device while near or away. *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: Beautifully and updated fully furnished and equipped  3-bedroom, 3 full-bath townhome located in the gated community of Crestwynd Bay in KissimmeeFully Furnished townhome equipped with smart locks and thermostat with alarm system, corian counters with 42 inches cabinets. One bedroom with Full bathroom located on the first floor. All  bedrooms and living room  equipped with smart TV. Residents of Crestwynd Bay can enjoy resort-style amenities, including a community pool,  playground, Clubhouse. The HOA includes exterior maintenance, internet, cable, and trash service. The property is Approved for short-term and long-term rentals, making it a great option for a primary residence, vacation home, or investment property.

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

Listing Agent: Nataliya Voroshylo Hylton (407-284-7247)