Kissimmee Real Estate

Kissimmee Real Estate

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the charm of small-town living with the excitement of a bustling tourist destination. Nestled just south of Orlando, Kissimmee is a gateway to some of the most celebrated attractions in the world, including Walt Disney World, Universal Studios, and SeaWorld. But there’s so much more to this enchanting city than just theme parks!

Kissimmee boasts a rich history, with roots dating back to the late 1800s. Its picturesque downtown area is lined with quaint shops, delightful restaurants, and local art galleries, making it a perfect spot for leisurely strolls and community events. The city is also home to beautiful parks and nature preserves, such as the scenic Lake Tohopekaliga, where you can enjoy fishing, boating, and stunning sunset views.

For families, Kissimmee offers excellent schools and a strong sense of community, making it a desirable place to call home. The city hosts a variety of cultural festivals and events throughout the year, celebrating its diverse heritage and bringing residents together.

With a warm climate year-round, outdoor enthusiasts will find plenty of opportunities for adventure, from hiking and biking to golfing and horseback riding. Plus, the proximity to major highways makes commuting to nearby cities a breeze.

Whether you’re looking to buy your first home, invest in a vacation property, or simply explore a vibrant community, Kissimmee is a place where dreams come true. Discover the magic of Kissimmee and embrace a lifestyle filled with excitement, warmth, and endless possibilities!

Newest Listings in Kissimmee

$1,310,000
16 Beds ⋅ 12 Baths ⋅ S5157672 MLS
Very close to Disney, on popular tourist corridor Highway 192 or Irlo Bronson Highway that lines up all restaurants, retail, gas stations, convenient stores, and Walmart Supercenter next to it, this 4 units are being sold as a package for short-term /long-term rental investment. Each super spacious townhome boasts 1650-1750 sft. in the most-sought-after Summer Flowers community! Built in 2022, each modern 4-bedroom, 2.5-bath property, with attached-garage and driveway, offers exceptional privacy with no rear neighbors (as they all back up to Conservation) and tranquil, poolside views just off a quiet cul-de-sac. All first-floor levels feature durable ceramic tile and vinyl flooring, an open-concept kitchen with stainless steel appliances, and a versatile flex room ideal for a home office or den. Upstairs, are four spacious bedrooms, including a generous 13' x 14.5' primary suite with an en-suite bath and walk-in closet. Situated in a low-HOA gated community with a pool and sidewalks, this turn-key property comes fully equipped for short-term rentals (1-7 day minimum lease) with a strong, low-vacancy rate.

4432-4436-4440-4444 Summer Flowers Place, Kissimmee
$380,000
6 Beds ⋅ 3 Baths ⋅ S5157776 MLS
LOCATION, LIFESTYLE & INVESTMENT OPPORTUNITY! Welcome to 4961 Pall Mall St E, located in the highly sought-after Trafalgar Village Resort community in Kissimmee! This spacious 6 bedroom, 3.5 bath home offers an exceptional opportunity for a primary residence, second home, or investment property. NO CDD! Short-term rentals, including Airbnb, are permitted, making this an attractive option for investors seeking rental flexibility. The home features a functional floor plan with generous living spaces, and the garage has been partially converted, providing additional flexible space for a variety of uses, while the remaining garage area offers storage or parking potential. Enjoy the resort-style lifestyle that Trafalgar Village has to offer! This gated, guard-monitored community features a beautiful clubhouse, large resort-style community pool with spa/jacuzzi and beach area, fitness center, private movie theater, game room with billiards and video games, basketball court, pickleball, shuffleboard, playground, BBQ/picnic areas, fishing pier, scenic walking and jogging trails, and beautifully maintained common areas. Perfectly positioned in Kissimmee with convenient access to shopping, dining, major highways, and Central Florida’s world-famous theme parks and attractions. Whether you’re looking for a vacation home, income-producing investment, or a place to call home, this property offers space, flexibility and resort-style amenities in one package. Don’t miss this opportunity in Trafalgar Village!

4961 Pall Mall Street E, Kissimmee
$269,900
4 Beds ⋅ 3 Baths ⋅ S5157691 MLS ⋅ 2459 BLDG.
You need to come and see for yourself. Whether you are looking for a home to live in full time, a vacation getaway, or a short-term rental, this 4-bedroom 2.5 bathrooms is ready for you! The first floor offers a comfortable kitchen, island, stainless-steel appliances, and fresh paint throughout the home. Dining and living room combo, a king-size bedroom, full bathroom, and a laundry closet with stackable washer & dryer; also has a screened patio with lake view. The second floor has a large master bedroom with a private bathroom and bedroom #3 with a queen. Great location close to the pool and other great amenities such as a playground and fitness center. Check out the desirable gated community of Coral Cay Resort, which is close to shopping, restaurants, attractions, and major roadways. Easy drive to Disney property, Downtown Kissimmee, the Orlando International Airport, and all of Central Florida.

2459 Caravelle Circle, Kissimmee
$229,900
4 Beds ⋅ 3 Baths ⋅ S5157695 MLS ⋅ 15 BLDG.
Great Townhome – Active Short-Term Rental/Long-Term or primary residential opportunity. Welcome to this beautifully maintained 4-bedroom, 3-bath, fully furnished townhome located in the highly desirable guard-gated resort community of Venetian Bay Villages. This turnkey property is currently operating as an active short-term rental, making it an excellent opportunity for investors, vacation home buyers, or full-time residents. The home features a spacious open living and dining area, a fully equipped kitchen, and a private porch just off the living room—perfect for relaxing after a day enjoying Central Florida’s attractions. The primary bedroom with an en-suite bath is conveniently located on the first floor, while the second level offers additional bedrooms, including one bedroom with its own en-suite bathroom, providing comfort and privacy for guests and family. Residents and guests enjoy resort-style amenities, including multiple swimming pools, tennis courts, basketball courts, volleyball courts, a large clubhouse and recreation center, fitness center, game room, and playground. Ideally situated just minutes from Walt Disney World, The Loop, and Lake Tohopekaliga, with convenient access to shopping, restaurants, International Drive, and world-famous theme parks. Fully furnished and move-in or rental ready. Whether you’re looking for a vacation getaway, investment property, or primary residence, this home offers flexibility, location, and resort-style living all in one

2201 San Christabolo Drive Unit 101, Kissimmee
$505,000
4 Beds ⋅ 3 Baths ⋅ O6442573 MLS
Space, views, and a golf-community lifestyle, all in one! This 4-bedroom, 2.5-bath two-story home in Remington offers over 3,400 sq ft of living space, featuring an open-concept kitchen and dining area, a spacious living room, and a large upstairs loft ready to become your media room, home office, or game room. Easy-care tile flooring runs through the main living areas. Step outside to a private backyard with no rear neighbors and an open view. The 2-car garage has room for vehicles and storage. Remington residents enjoy a clubhouse, community pool, sports fields, playground, walking trails, and golf, all with a low monthly HOA. Just off Partin Settlement Rd, you're minutes from shopping and dining with quick access to US-192 and Florida's Turnpike. Schedule your private showing today!

422 Janice Kay Place, Kissimmee
$495,000
5 Beds ⋅ 4 Baths ⋅ O6434366 MLS
Welcome to this well-maintained home in Kissimmee! Featuring a functional and spacious floor plan, this property offers comfortable living with easy access to shopping, dining, major highways, and Central Florida attractions. Whether you’re looking for a primary residence, vacation home, or investment opportunity, this property is a great option. Schedule your showing today!

2895 Blooming Alamanda Loop, Kissimmee
$335,000
4 Beds ⋅ 2 Baths ⋅ S5157577 MLS
OVER HALF AN ACRE, 2,270 SQ FT, NO HOA, NO CDD, AND ROOM FOR THE RV AND BOAT—all for $335,000! If space and freedom are at the top of your wish list, 3192 Dew Ct deserves a closer look. Situated on a generous corner lot, this well-maintained 4-bedroom, 2-bath manufactured home offers an impressive 2,270 sq. ft. of living space plus the kind of outdoor room that is increasingly hard to find. The expansive front and rear areas provide plenty of space for multiple vehicles, RV and boat parking, while the fully fenced backyard offers even more possibilities for outdoor living, storage, hobbies, or future projects. Inside, the spacious floor plan features a family room, formal living room, dining room, and a comfortable kitchen with refrigerator, range, microwave, and dishwasher included. Major updates are already taken care of with a NEWER ROOF (2024) and A/C (2026). Even better, the SOLAR PANELS WILL BE PAID OFF AT CLOSING, allowing the new owner to enjoy the benefit without assuming the seller’s solar balance. Washer and dryer are also included. Outside, the storage shed stays with the property, and the fenced backyard features a fire pit area with plenty of room to make the space your own. NO HOA. NO CDD. Public water and septic. And the location ties it all together—just off the Boggy Creek corridor with convenient access to FL-417, Lake Nona, Medical City, Orlando International Airport, shopping, dining, and major Central Florida roadways. More space inside. More space outside. Fewer restrictions. Schedule your private showing and discover just how much 3192 Dew Ct has.

3192 Dew Court, Kissimmee
$84,900
S5157366 MLS
Prime opportunity to build your custom home or investment property in the world-renowned gated community of Reunion Resort! Located at 1513 Fairview Circle (Lot 28), this prime residential lot offers 4,704 sq ft of land in Phase 2 of Reunion. Reunion Resort features three signature championship golf courses designed by Jack Nicklaus, Arnold Palmer, and Tom Watson, a multi-acre water park with a lazy river, fitness center, tennis and pickleball courts, luxury spa, and dining options. Located just minutes from Walt Disney World, Universal Studios, and major highways. Perfect for builders, primary homeowners, or short-term vacation rental investors in one of Central Florida’s top resort communities!

1513 Fairview Circle, Kissimmee
$84,900
S5157363 MLS
Exceptional opportunity to build your dream home or investment property in a gated community of Reunion Resort! Located at 1529 Fairview Circle (Lot 36), this prime residential lot offers 4,792 sq ft of prime land within Phase 2 of Reunion.Reunion Resort is world-renowned for its top-tier amenities, featuring three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, a multi-acre water park with a lazy river, boutique spa, tennis and pickleball courts, state-of-the-art fitness center, and multiple fine dining options.Conveniently situated just minutes from Walt Disney World, Universal Studios, major highways, shopping, and dining. Perfect for custom home builders, primary residents, or short-term vacation rental investment. High-demand location in one of Central Florida’s premier luxury resort communities!

1529 Fairview Circle, Kissimmee
$399,000
4 Beds ⋅ 3 Baths ⋅ O6438643 MLS
Welcome home to this beautifully refreshed two story residence offering 4 bedrooms, 3 full bathrooms, and a 2 car garage. Step inside to a bright and inviting interior featuring fresh paint and brand new water resistant laminate flooring throughout. The first floor has an open and spacious layout with abundant natural light, offering a formal living room, generous family room, breakfast nook, kitchen, and a full bathroom. Upstairs, the spacious primary suite provides a private retreat complete with an en-suite bathroom. Three additional bedrooms share a full bathroom, while a versatile loft provides the perfect space for a home office, media room, playroom, or additional living area. Home also comes with a brand NEW AC unit, newer water heater, newer roof, and also new exterior paint. With a functional floor plan, fresh updates, plenty of natural light, and a 2-car garage, this home offers comfortable living space with room to accommodate a variety of needs. Conveniently located in the Kissimmee/Poinciana area, this home offers easy access to major roadways, shopping, dining, and entertainment. Enjoy proximity to The Loop, Downtown Kissimmee, Disney World, Disney Springs, Old Town, and the I-4 corridor, with nearby communities including Bellalago, Davenport, Celebration, and ChampionsGate.

4401 Evergreen Forest Loop, Kissimmee
$327,000
3 Beds ⋅ 3 Baths ⋅ O6442028 MLS ⋅ C BLDG.
PLATINUM MEMBERSHIP AVAILABLE...3 Bedroom 3 Full Bath FULLY FURNISHED ground floor condo in the highly sought after community of Centre Court Ridge at Reunion Resort. Enjoy morning coffee & afternoon SUNSETS from your large private lanai with breathtaking GOLF VIEWS of the 13th Fairway and Green of the Tom Watson Signature Course. Centre Court Ridge is perfectly positioned centrally within the resort allowing you quick access to all of the Reunion amenities within short walking distance. The Refrigerator and Washer were replaced in 2021 as well as luxury vinyl flooring was added in the living and dining areas, barstools, living room sofa and dining room table. The kitchen includes granite countertops, hardwood cabinets with crown moulding and stainless appliances. The spacious primary suite has dual vanities with granite countertops, a separate tub and walk in shower additionally TWO walk-in closets as well as access to the covered lanai. The two guest bedrooms are also equipped their own full bathrooms with one that is shared with the living space. The Centre Court Ridge community offers a Heated Pool, Hot Tub, Putt Putt Course and 6 Har-Tru Tennis Courts, Pickle Ball and Tennis Pro Shop. Reunion Resort is a 2,300 acre Private Golf and Tennis Community, just 6 miles to Disney and the parks, and a 30 min drive to the Orlando International Airport. More interior photos coming soon.

1354 Centre Court Ridge Drive Unit 103, Kissimmee
$297,500
3 Beds ⋅ 2 Baths ⋅ O6442031 MLS ⋅ 7509 BLDG.
Welcome to this beautifully UPDATED CORNER UNIT condo in the serene and highly sought-after neighborhood of The Terraces at Reunion Resort. This residence offers the perfect blend of style, comfort, and functionality. Step inside to discover a spacious, light-filled interior with a contemporary design. The gourmet kitchen boasts stainless steel appliances, granite countertops, and hardwood cabinets. and a breakfast nook for added convenience. The expansive living area provides a welcoming space with an abundance of natural light, plush seating, a large flat-screen TV, and direct access to the impressive wrap-around balcony only available with CORNER UNITS, where you may enjoy your mornings with coffee or unwind in the evening sun. The primary suite offers a king-sized bedroom set, a spacious walk-in closet and a second closet that can be locked for owner use. The ensuite bathroom features dual vanities and a walk-in shower. The two additional guest bedrooms include a comfortable queen bedroom and a Lego themed bunk room. As an added bonus the unit includes a detached 1 car garage, a highly coveted feature in Reunion. The HVAC is NEW as of September 2025. Residents of The Terraces enjoy access to the largest lap pool on the property and it is just a short walk away ideal for swimming, sunbathing, or relaxing by the water. Whether you're looking for a primary residence, vacation home, or investment property, this move-in-ready condo checks all the boxes! Reunion Resort is a one of a kind 2300 acre Resort and Golf community that has many amenities including a water park complete with water slides, lazy river, zero entry pools & food and beverage service, 3 award-winning golf courses designed by the legends of golf (Palmer, Watson & Nicklaus), 11 pools throughout the community, putt putt golf, world class tennis courts, pickleball courts, playgrounds, golf cart & bike rentals and several on-site restaurants to include fine dining. Reunion Resort is located just 6 miles to Disney and the parks, and a short drive to the Orlando International Airport. **REUNION RESORT MEMBERSHIP AVAILABLE*** and is transferrable to the next owner.

7509 Mourning Dove Circle Unit 204, Kissimmee
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