Kissimmee/Celebration Homes under $500,000

Kissimmee/Celebration Homes under $500,000

Welcome to the enchanting region of Kissimmee and Celebration, Florida—where the magic of life meets the charm of community living! Nestled in the heart of Osceola County, Kissimmee is renowned for its vibrant atmosphere, rich history, and proximity to the world-famous attractions of Central Florida, including Walt Disney World Resort and Universal Studios.

Kissimmee boasts a diverse array of neighborhoods, each offering unique characteristics and a sense of belonging. Whether you’re drawn to the bustling downtown area with its quaint shops and restaurants or prefer the serene landscapes of Celebration, you’ll find a perfect spot to call home. This region is not just about tourism; it’s a thriving community where families, retirees, and young professionals come together to create lasting memories.

For those seeking affordable housing options, Kissimmee and Celebration have a delightful selection of homes under $500,000. These properties range from charming single-family homes to modern townhouses, making it easier than ever to find your dream abode without breaking the bank. Many of these homes come with beautiful outdoor spaces, perfect for enjoying Florida’s sunny weather, and are conveniently located near schools, parks, and shopping centers.

As you explore the possibilities of homeownership in Kissimmee and Celebration, you’ll discover a welcoming community that embraces both the excitement of city life and the tranquility of suburban living. Come experience the magic for yourself and find your perfect home in this captivating corner of Florida!

Newest Kissimmee/Celebration Homes under $500,000

2911 Banana Palm Drive, Kissimmee
$335,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Residence Ph 4 SubDv. ⋅ 34747 Zip Code
Welcome to your turnkey Florida retreat in the gated Paradise Palms Resort community! This beautifully updated, furnished 4-bedroom, 3- full bath townhome features fresh interior paint, luxury vinyl flooring, an open great area, and a spacious kitchen with granite countertops and wood cabinetry. The split-bedroom layout includes a first-floor bedroom and full bath, with the primary suite and two additional bedrooms upstairs. Enjoy your private screened-in pool, covered patio, and fenced backyard—or walk to the resort’s impressive amenities, including a lagoon-style pool with slide and waterfall, spas, Tiki bar and grill, movie theater, fitness center, sauna, arcade, and sports courts. HOA services include cable, phone, high-speed internet, trash valet, security, and common-area maintenance. Short-term rentals are permitted, offering flexibility for personal use and rental income potential. Conveniently located near Disney, Universal, SeaWorld, shopping, dining, and major highways. This home is ideal as a vacation getaway, investment property, or full-time residence.

2911 Banana Palm Drive, Kissimmee
7468 Excitement Drive Unit 102, Reunion
$309,000
3 Beds ⋅ 2 Baths ⋅ Terraces At Reunion SubDv. ⋅ 34747 Zip Code
Discover the perfect blend of comfort, convenience, and theme-inspired fun in this beautifully updated 3-bedroom, first-floor condo in the gated Reunion Resort at The Terraces—an ideal location just minutes from Disney. Bright, modern, and thoughtfully prepared for relaxing days and easy getaways, this home is designed to feel like a private retreat with resort living at your doorstep. Step inside to a welcoming main living area filled with natural light and a clean, contemporary feel. Large French doors open to a covered porch/balcony where you can unwind while enjoying views of the serene resort golf course. It’s the perfect backdrop for morning coffee, peaceful afternoons, or evening downtime. The kitchen is both stylish and functional, featuring granite countertops, stainless steel appliances, and a convenient breakfast bar for quick meals or casual dining. Spend your time in comfort in the spacious primary suite, complete with a walk-in closet, a private owners closet, and an ensuite bathroom featuring double sinks and additional storage. The guest bedrooms offer flexibility for families, visitors, or use as a home office. Kids and Disney fans will love the immersive themed spaces, including a standout, full-room mural experience and additional character-filled décor throughout the condo. Additional highlights include in-unit laundry with themed presentation, fast Wi-Fi, easy parking, and a layout created for low-maintenance everyday living. Outside the home, you’ll love being close to the Terraces lap pool, along with access to other community pools and hot tubs within Reunion Resort. Offered fully furnished, this condo includes everything needed to move in or begin enjoying immediately—furniture, bedding, appliances, electronics, décor, kitchen essentials, and family-friendly amenities. Plus, HOA includes Direct TV, Internet, water, and trash, making both the stay and the purchase truly simple and convenient. This is more than a condo—it’s a ready-to-enjoy lifestyle in one of Central Florida’s most sought-after resort communities.

7468 Excitement Drive Unit 102, Reunion
2564 Bear Creek Court, Kissimmee
$454,000
4 Beds ⋅ 3 Baths ⋅ Indian Creek Ph 1 SubDv. ⋅ 34747 Zip Code
Fractional Ownership. LOCATION, LOCATION, LOCATION\! Welcome to 2564 Bear Creek Ct, a fully furnished and turnkey 4\-bedroom, 3\-bathroom single\-family pool home located in a highly desirable community in the Kissimmee/Celebration area\. Built in 1999, this spacious one\-story residence features approximately 1,760 square feet of comfortable living space and presents an outstanding opportunity for a primary residence, vacation home, or short\-term rental investment\. The home features a bright and functional floor plan with four generously sized bedrooms, three full bathrooms, a spacious primary suite with a walk\-in closet, a fully equipped kitchen, indoor laundry, central air and heating, and an attached 2\-car garage\. Best of all, the property is being sold FULLY FURNISHED and TURNKEY, making it easy for the new owner to move in or prepare the home for vacation\-rental use\. Step outside and enjoy your own private Florida retreat featuring a screened\-in in\-ground swimming pool and spa, perfect for relaxing after a day at the theme parks or entertaining family and guests\. The fenced backyard provides additional privacy and creates an ideal outdoor space to enjoy Florida living year\-round\. Short\-term rentals are permitted in this community, providing excellent flexibility for buyers seeking a vacation home or rental property, subject to applicable Osceola County licensing and regulations\. The location is one of this property’s greatest advantages\. Situated in the sought\-after 34747 Kissimmee/Celebration corridor, the home is only minutes from Walt Disney World, Celebration, Margaritaville Resort Orlando, Sunset Walk, shopping, restaurants, golf, entertainment, and major Central Florida roadways\. Disney’s Animal Kingdom is approximately 5\.5 miles away, placing you close to everything Central Florida has to enjoy\. Whether you are searching for a full\-time Florida residence, a second home near Disney, or a furnished short\-term rental opportunity, this 4\-bedroom, 3\-bath pool\-and\-spa home provides the location, layout, and flexibility buyers are looking for\. Schedule your private showing today and discover all that 2564 Bear Creek Ct has waiting for you\!

2564 Bear Creek Court, Kissimmee
8810 Grand Palms Circle Unit B, Kissimmee
$199,000
3 Beds ⋅ 2 Baths ⋅ Grand Palms Condo 4 Ph 1 SubDv. ⋅ 34747 Zip Code
Location is the headline here. This second-floor 3-bedroom, 2-bath condo sits inside the Grand Palms community, less than 20 minutes from Walt Disney World Resort and Universal Orlando Resort, with Sunset Walk, Island H2O, US-192 and I-4 all nearby. And when you’re not chasing theme parks? The community pool, tennis and pickleball courts are literally just steps from your door, with a screened balcony overlooking the action. Inside, vaulted ceilings open up the main living space, while a split-bedroom layout and in-unit laundry make three bedrooms easy to actually use. Keep it as your own Florida getaway. Escape the winter. Give your Disney College Program student a home base. Or take advantage of short-term rental zoning and put it to work when you’re not here. The HOA even handles exterior maintenance, including the roof. Three bedrooms. Second floor. Pool views. Minutes from Disney. Short-term rentals allowed. There are a lot of ways to make this one make sense.

8810 Grand Palms Circle Unit B, Kissimmee
2817 Almaton Loop Unit 304, Kissimmee
$325,000
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 6 SubDv. ⋅ 34747 Zip Code
A beautiful 3-bedroom, 2-bathroom condo located in the highly sought-after gated community of Windsor Hills Resort in Kissimmee. This turnkey furnished property is not only a proven income-producing investment but also a fantastic vacation home. This property has delivered consistent returns generating approximately $35,000-$38,000 per year in rentals. With a strong rental history and a Premier Listing on Vrbo / HomeAway, this condo is already positioned for continued success. Recent Upgrades: Brand New AC Unit (2025) ($7,900) All New Appliances (2024) ($2800) Location is everything — and this one delivers. The condo is just 2.5 miles from the iconic “Welcome to Walt Disney World” arch at Walt Disney World Resort, making it incredibly attractive to vacation guests. Windsor Hills Resort is known for its true resort-style offerings, including Lagoon-style pool, Water Park with Slides, Fitness Center, Clubhouse, Movie Theater, Arcade, Tennis and Pickleball courts and 24-hour gated security With close proximity to Disney, dining, shopping (including Walmart), and major highways, this property checks every box. Whether you're looking for a high-performing investment property or a magical getaway just minutes from Disney, this condo offers the best of both worlds.

2817 Almaton Loop Unit 304, Kissimmee
2404 Tanger Drive, Kissimmee
$416,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Experience elevated Florida living in this beautiful 5-bedroom, 5-bathroom townhome in the sought-after Windsor at Westside community. Featuring a spacious, contemporary layout designed for comfort and effortless entertaining, this exceptional residence offers the perfect blend of style, privacy and resort-inspired living. Ideally located near Orlando's best attractions, dinning, shopping and entertainment, this property is an exceptional opportunity for both personal enjoyment and investment potential.

2404 Tanger Drive, Kissimmee
9055 Treasure Trove Lane Unit 204, Kissimmee
$249,000
3 Beds ⋅ 2 Baths ⋅ Caribe Cove Condo Ph 4 SubDv. ⋅ 34747 Zip Code
Enjoy the best of Central Florida living just a short drive from Walt Disney World® Resort! Welcome to Caribe Cove, This spacious 3-bedroom, 2-bathroom condo offers a flexible opportunity for those looking for a Florida getaway, primary residence, or short-term rental property. The open-concept layout provides plenty of space to relax and entertain, with a well-appointed kitchen overlooking the dining and living areas. The desirable split-bedroom floor plan offers added privacy, while generously sized bedrooms and bathrooms provide comfortable accommodations. One of the highlights of this unit is its beautiful lagoon view. Step outside to the screened balcony and enjoy the peaceful scenery—an inviting setting for morning coffee or simply relaxing after a day enjoying Central Florida. Caribe Cove offers resort-style living with convenient access to Highway 192, theme parks, shopping, dining, entertainment, and the many attractions of the Kissimmee/Orlando area. The community currently allows short-term rentals, offering additional flexibility for owners. Buyers should independently verify current rental restrictions, requirements, and applicable regulations.

9055 Treasure Trove Lane Unit 204, Kissimmee
2166 Fleming Mist Place, Kissimmee
$455,000
5 Beds ⋅ 5 Baths ⋅ Solara Resort Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
INTERACTIVE VIRTUAL TOUR AVAILABLE. Welcome to this spacious, fully furnished 5-bedroom, 4.5-bath townhome offering 2,294 square feet of thoughtfully designed living space in the highly desirable, guard-gated Solara Resort. Built in 2021 and approved for short-term rentals, this property is currently operating as an active vacation rental and generating rental income, making it an attractive opportunity for investors seeking an established, income-producing property. The open-concept floor plan features a spacious kitchen and family room overlooking the covered, screened-in patio and private pool—perfect for relaxing and entertaining. The first floor includes a private primary suite, while the second level offers four additional bedrooms and a versatile loft, providing plenty of space and privacy for family members and guests. Solara Resort delivers an exceptional vacation experience with a Grand Clubhouse, heated resort-style pool, FlowRider surf simulator, splash pad, fitness center, restaurant and bar, playground, basketball and sand volleyball courts, soccer field, teen lounge, poolside cabanas, and more. Conveniently located approximately 8 miles from Walt Disney World and close to Orlando’s renowned theme parks, shopping, dining, golf, and entertainment. This turnkey property combines generous accommodations, a private pool, resort-style amenities, an established rental presence, and excellent short-term rental potential in one of Central Florida’s most popular vacation communities. Rental history and future booking information may be available upon request.

2166 Fleming Mist Place, Kissimmee
7593 Gathering Drive Unit 803, Reunion
$479,000
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
Virtually Staged. RARE OPPORTUNITY — ACTIVE TRANSFERABLE REUNION PLATINUM MEMBERSHIP AVAILABLE! Golf and Reunion Resort enthusiasts, this is an exceptional opportunity to own one of the most desirable residences at The Reunion Grande. This TURN KEY 2-bedroom, 2-bath condo on the 8th floor features one of the largest and most desirable floor plans in the building, along with spectacular views of Reunion Resort, the driving range, and the signature Tom Watson golf course. As you enter you will be greeted an expansive open-concept living and dining area with updated furnishings, fixtures, and window treatments. Floor-to-ceiling windows and sliding glass doors fill the condo with abundant natural light while showcasing the beautiful resort surroundings. The well-appointed kitchen features granite countertops, decorative backsplash, hardwood cabinetry and stainless-steel appliances. The spacious living area also includes a convenient wet bar with additional cabinetry, providing both entertaining space and extra storage. In the evenings, enjoy the added magic of watching Disney fireworks from the comfort of your own home. The spacious primary suite offers direct access to a private balcony, creating the perfect spot for morning coffee or a quiet afternoon with a book. The primary bathroom features dual vanities, a garden tub, and a separate walk-in shower. The generous guest bedroom comfortably accommodates two queen beds, while the guest bathroom also features dual vanities, a garden tub, and a walk-in shower. The Reunion Grande is currently undergoing more than $600,000 in building refurbishments, including new carpet, paint, and updated fixtures throughout the residential hallways and elevator entrances, creating a fresh and elevated arrival experience. From the moment you arrive, you'll enjoy the exceptional service and convenience of doorman service, valet parking, and front-desk concierge services. The building also offers a Starbucks coffee shop and gift shop for added convenience. The Reunion Grande is home to several of the resort's dining destinations, including Lobby Bar for sushi, 7593 Chophouse for an exceptional steak dinner, and Eleven Rooftop Restaurant, where you can dine while enjoying spectacular views. The Grande is conveniently located adjacent to the Reunion Clubhouse, offering additional dining options and the golf pro shop serving the Arnold Palmer and Tom Watson Signature Courses. Just a short walk away is The Cove, featuring an infinity pool, two jacuzzi tubs, bocce ball, an outdoor bar and grille, and a fitness center. Reunion Resort is a spectacular 2,300-acre resort and golf community including a water park with water slides, lazy river, zero-entry pools and food and beverage service; 3 award-winning signature golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus; 11 resort pools; mini golf; world-class tennis and pickleball courts; playgrounds; dog parks; golf cart and bicycle rentals; and multiple on-site dining options. Located just 6 miles from Walt Disney World, Reunion Resort offers convenient access to Central Florida's world-famous attractions while providing the privacy, luxury, and amenities of a premier resort community. Where you're looking for a primary residence, second home, or vacation rental investment it is truly a special opportunity to own a piece of the Reunion Resort lifestyle.

7593 Gathering Drive Unit 803, Reunion
834 Deer Woods Road Unit 203, Celebration
$470,000
3 Beds ⋅ 2 Baths ⋅ Terraces At East Village Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Virtually Staged. Seller is offering $5,000 toward buyer closing costs for all offers received on or before October 30th. Imagine starting your morning with coffee on your private covered balcony, walking or biking through Celebration’s tree-lined trails, and being just minutes from Downtown Celebration and Walt Disney World. Welcome to 834 Deer Woods Road, Unit 203, a beautifully updated 3-bedroom, 2-bath second- floor condo in Terraces Village, located in Celebration’s sought-after East Village. Designed for comfortable, low-maintenance living, this residence offers a combination you will appreciate: elevator access, a private one-car garage, assigned parking space, a spacious covered balcony and three true bedrooms, all surrounded by the parks, trails and community amenities that make Celebration such a distinctive place to live. Inside, an inviting entry opens to a spacious living and dining area with French doors leading to the balcony, creating an easy connection between indoor and outdoor living. The covered balcony is equipped with both a ceiling fan and light, making it a comfortable space to enjoy morning coffee, unwind in the evening, or simply take advantage of Florida’s outdoor lifestyle. The primary suite also enjoys direct balcony access and features a tray ceiling, generous walk-in closet and private bath. Two additional bedrooms provide flexibility for family, guests, a home office or hobbies, while an interior laundry area adds everyday convenience. Since purchasing the home, the sellers have continued to invest in it with a thoughtful collection of updates designed to make the next owner’s move even easier. Recent improvements include a new HVAC system and water heater in 2023, new flooring in 2023, new ultra-quiet bathroom exhaust fans, updates to the primary bathroom, new ceiling fans in 2024, all-new hard- wired smoke detectors, a complete interior repaint in 2025 and new kitchen appliances in 2025. Head outside and you begin to understand why Celebration continues to attract buyers looking for something different from the typical Central Florida community. East Village offers convenient access to neighborhood parks, recreation and Celebration’s extensive network of walking and biking trails, while the East Village pool and playground are nearby. Downtown Celebration is approximately a 20-minute walk, putting restaurants, shops, community events, the Sunday Farmers Market and picturesque Lake Rianhard within easy reach. The location also provides convenient access to Walt Disney World, I-4, SR 417 and SR 429, making it easy to reach Central Florida’s attractions, Orlando International Airport and the greater Orlando area. Whether you’re searching for a primary residence, Florida second home or simply a low-maintenance way to enjoy the Celebration lifestyle, Unit 203 offers the opportunity to move into a home where many of the big-ticket improvements have already been completed. And for buyers ready to make a move, the seller is currently offering $5,000 toward buyer closing costs for offers received on or before October 30th. This is more than condo living, it’s an opportunity to make Celebration part of your everyday life.

834 Deer Woods Road Unit 203, Celebration
8974 Sugar Palm Road, Kissimmee
$385,000
4 Beds ⋅ 4 Baths ⋅ Paradise Palms Resort Ph 3b SubDv. ⋅ 34747 Zip Code
Beautiful 4-bedroom, 3.5-bath townhouse located in the popular Paradise Palms Resort community in Kissimmee. This property offers a spacious and functional floor plan with comfortable living and dining areas, making it well suited for vacation use or as an investment opportunity. The community allows short-term rentals, offering flexibility for owners and investors. Conveniently located near Walt Disney World, major Central Florida attractions, shopping, dining, and entertainment. Paradise Palms Resort offers a variety of community amenities for residents and guests to enjoy. A great opportunity to own a vacation property in one of Central Florida’s most desirable tourism areas. Schedule your showing today!

8974 Sugar Palm Road, Kissimmee
7937 Formosa Valley Place, Kissimmee
$439,990
4 Beds ⋅ 5 Baths ⋅ Formosa Valley SubDv. ⋅ 34747 Zip Code
Experience the perfect blend of comfort, style, and investment potential in this beautifully furnished 4-bedroom, 4.5-bathroom townhome located in the highly desirable Formosa Valley Resort, just minutes from Walt Disney World. Designed for unforgettable family vacations, this two-story home features an open-concept floor plan with a spacious living and dining area, a fully equipped modern kitchen with granite countertops and stainless steel appliances, and tastefully themed Disney-inspired décor that creates a fun and memorable atmosphere for guests of all ages. Step outside to your private screened-in splash pool, the perfect place to relax after a day at the parks or enjoy Florida’s year-round sunshine. Each bedroom offers privacy and comfort, making this home ideal for vacation rentals or personal use. The property is sold fully furnished and turnkey, allowing you to start generating rental income immediately. Residents and guests enjoy access to resort-style community pool, while being conveniently located near world-class attractions, championship golf courses, shopping, dining, and entertainment. Whether you’re looking for a profitable short-term rental investment, a vacation retreat, or both, this exceptional property offers the perfect combination of location, lifestyle, and value.

7937 Formosa Valley Place, Kissimmee
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