Kissimmee Real Estate

Kissimmee Real Estate

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, just a stone’s throw away from the magic of Orlando. Known for its rich history and diverse culture, Kissimmee is a gateway to some of the most thrilling attractions in the Sunshine State, including Walt Disney World, Universal Studios, and the breathtaking natural beauty of the Everglades.

Kissimmee boasts a charming blend of small-town warmth and modern conveniences, making it an ideal place to call home. With its sun-drenched streets and friendly neighborhoods, residents enjoy a laid-back lifestyle complemented by a variety of dining, shopping, and entertainment options. The historic downtown area is a delightful mix of quaint boutiques, local eateries, and vibrant festivals that celebrate the city’s heritage and community spirit.

Outdoor enthusiasts will find plenty to love in Kissimmee, from the scenic lakes perfect for fishing and boating to the extensive parks and trails for hiking and biking. The city is also home to the picturesque Shingle Creek Regional Park, where you can immerse yourself in Florida’s natural beauty.

Kissimmee’s strategic location offers easy access to major highways, making commuting a breeze and allowing residents to explore everything Central Florida has to offer. Whether you’re looking for a family-friendly neighborhood, a cozy retirement community, or an investment property, Kissimmee has something for everyone.

With its unique blend of adventure, community, and opportunity, Kissimmee is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting city today!

Newest Listings in Kissimmee

8 Beds ⋅ 4 Baths ⋅ Poinciana Village 5 Nbhd 1 SubDv. ⋅ 34759 Zip Code

2020-BUILT DUPLEX | 8 BEDROOMS | 4 BATHROOMS | HOUSE HACK OR INVESTMENT! Opportunity knocks! This beautiful duplex features two spacious 4-bedroom, 2-bath units, each approximately 1,505 sq. ft., for a total of 3,010 sq. ft. on a quarter-acre-plus lot. Fenced backyard, offering privacy and outdoor space. Perfect for an investor looking for rental income or a first-time buyer wanting to live in one unit and rent the other to help offset the mortgage. Built in 2020, the roof, HVAC, and water heaters are only about 6 years old, providing peace of mind and fewer immediate capital expenses. Conveniently located near shopping, dining, supermarkets, hospitals, and schools. Live in one, rent one—or rent both and build your investment portfolio!

808 Abbeville Court Unit A & B, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Terra Esmeralda Twnhms SubDv. ⋅ 34746 Zip Code

Turnkey Furnished Townhome in Gated Terra Esmeralda | Short & Long-Term Rentals Welcome Discover this stunning, fully furnished 3-bedroom, 2.5-bathroom townhome in the boutique gated community of Terra Esmeralda — just minutes from Disney Parks, premier outlets, top restaurants, and with easy access to Orlando International Airport. This move-in-ready home features gorgeous granite countertops in the kitchen and baths, tile flooring, stylish blinds, and stainless steel appliances throughout an open, functional layout. The bright living area opens through sliding glass doors to a private, fenced backyard — your own outdoor retreat. Both short-term and long-term rentals are permitted, making this an excellent fit for investors, vacation buyers, or a primary residence with built-in income potential. Possible seller financing available for a qualified buyer — inquire for details. Terra Esmeralda's luxurious, contemporary design shapes an exclusive neighborhood of only 50 townhomes, creating a close-knit, friendly community with resort-style amenities: a sparkling pool with spa, lounge areas, and a playground. The property also sits directly next to Mater Palms Academy, a top-rated charter school with private gated access from the community — a rare convenience for families. Fully Furnished | Short- & Long-Term Rentals Allowed | Gated Boutique Community (Only 50 Homes) | Community Pool & Spa | Steps from Mater Palms Academy | Minutes from Disney & Orlando Airport Turnkey, flexible, and perfectly located — this is Central Florida living at its best. Schedule your private showing today!

4797 Terra Esmeralda Drive, Kissimmee

Robert Bass Add SubDv. ⋅ 34744 Zip Code

Attention!! Investors, developers, or any kind of business seeking in one of central Florida's most dynamic historic district. Ideal or mixed use commercial or businesses. This must-see property !! Come and Check for good opportunity. The price includes the 2 vacant parcel lot . O N. Main St. Kissimmee, Florida 34741 and O Parkway St., Kissimmee Florida, 34741. Must be sold.

1215 N Main Street, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Poinciana Village 1 Nbhd 3 West SubDv. ⋅ 34758 Zip Code

Virtually Staged. Welcome to 629 Fresno Court, a charming single-story home in the Poinciana community. This 3-bedroom, 2-bathroom residence offers approximately 1,351 square feet of living space with a desirable split-bedroom floor plan. The home has been freshly painted and features ceramic tile throughout, stainless-steel appliances, central air conditioning, a spacious fenced backyard, and an attached two-car garage. Conveniently located near shopping, dining, schools, parks, and major roadways. The seller is motivated—schedule your private showing today!

629 Fresno Court, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Amber Pointe Unit 2 SubDv. ⋅ 34744 Zip Code

WELCOME TO LUXURY LIVING IN DESIRABLE AMBER POINTE IN KISSIMMEE! This stunning townhome offers modern comfort and convenience, set within a vibrant community filled with amenities. This well-appointed home offers an inviting open plan with kitchen, living and dining areas that seamlessly flow together. This home offers ample space for entertaining guests or simply relaxing with the family! The chef-inspired kitchen boasts an abundance of cabinets and the oversized granite kitchen countertop offers plenty of room for meal preparation and casual dining. Step outside to discover your spacious backyard with no rear neighbors! Amber Pointe, residents enjoy exclusive access to amenities such as playgrounds and a community pool all within the safety and security of a gated environment. Ideally located near ORLANDO'S WORLD FAMOUS THEME PARKS, EXCITING ENTERTAINMENT, SHOPPING AND AN EXCELLENT SELECTION OF RESTAURANTS AND DINING OPTIONS! This home puts you close to everything Central Florida. COME SEE WHY THIS PROPERTY IS A WONDERFUL PLACE TO CALL HOME!

2607 Aventurine Street, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Poinciana Village 1 Nbhd 1 North SubDv. ⋅ 34758 Zip Code

4/2/2 block home. Needs full renovation but has great bones. handyman/investor special priced accordingly.

303 Cortez Court, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Poinciana Nbrhd 06 Village 07 SubDv. ⋅ 34759 Zip Code

Brand new granite kitchen countertops, appliances, washer and dryer, water heater, light fixtures, window blinds, carpet, vanities, mirrors, and LVP flooring. The property is designed with high ceilings in the living space, formal dining, and living room. It also has an office/den if working from home is your option. There is a 5th bedroom on the first floor, with the option to designate another room as the 6th if desired, offering flexibility for multigenerational living, guests, or a home office. Located in a peaceful, safe, clean neighborhood with friendly people, offering a welcoming environment. Those loving fitness activities can opt for membership access to community pools (Vance Harmon Aquatic Center), a renovated fitness center and indoor gymnasium, ball courts and athletic fields, event/meeting spaces, and multiple neighborhood parks and programs. Recreation options include nearby Poinciana Community Park, which features a paved walking path, dog park, multipurpose fields, pavilions, and league play. If you love the outdoors, Disney Wilderness Preserve in the area offers trails and wildlife viewing.

161 Cimarron Lane, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Flora Ridge Condo Ph 1 Bldg 1 SubDv. ⋅ 34741 Zip Code

Desirable location in the Kissimmee area. Investors are welcome! This beautiful, well-kept 3-bedroom, 2-bath condo has a bonus room directly connected to the master bedroom; The exterior was recently renovated. The spacious kitchen is equipped with all the proper appliances. This cozy condo in a gated community is strategically located near major access roads such as John Young Pky, Osceola Trnpk, US 192, and major park attractions like Disney World, SeaWorld, and Universal Studios. This property offers exceptional convenience due to its closeness to the famous Loop Shopping Center. This jewel is located just 15 -20 minutes from Disney World, 20-25 minutes from Universal Studios, and Orlando International Airport. The property includes elevators and covered parking, plus additional parking spaces are available. Hurry! Don't delay and take advantage of this low price. The seller is contributing to some closing costs.

3351 Whitestone Circle Unit 204, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Heritage Crossing Condo Ph 12 SubDv. ⋅ 34747 Zip Code

Welcome to your ideal resort-style sanctuary with Golf view on two private balconies ideal spots to take in Florida sunsets located in the gated community of Heritage Crossing at Reunion, on the desirable 1st floor, this fully remodeled 3-bedroom, 2-bathroom ground-level condominium offers an open floor plan with elevated finishes throughout. Step inside to find brand-new luxury vinyl flooring across the entire home with zero carpet, elegant crown molding, fresh interior paint, and stone countertops. The primary suite serves as a true retreat featuring a completely updated primary bathroom with custom, top-tier finishes, a lavish soaking tub, and a modern separate shower. Enjoy complete peace of mind and maximum energy efficiency thanks to the brand-new A/C system recently replaced in 2026. This turnkey unit features no minimum lease period, making it fully Airbnb and short-term rental ready. Residents and guests enjoy 24-hour guarded gate security, community pools, a clubhouse, fitness center, park, playground, and tennis courts. Optional Reunion Resort membership transfers available to grant full access to 3 world-class championship golf courses, a 5-acre waterpark, pickleball, and additional resort amenities. Bring all offers to own in one of Kissimmee's premier resort destinations!

7655 Heritage Crossing Way Unit 102, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Spectrum At Reunion Condo Ph 3a & 3b SubDv. ⋅ 34747 Zip Code

Beautiful fully furnished 3-bedroom, 2.5-bath condominium located in Spectrum at Reunion. This 1,491 sq ft residence offers a spacious open-concept layout, a well-appointed kitchen, comfortable living and dining areas, and is being sold turnkey with furniture, furnishings, window treatments, decorative items, and kitchen appliances currently in the unit. Enjoy the resort-style lifestyle of Reunion with access to community amenities including gated access, fitness center, pool, playground, tennis courts, restaurant options, sidewalks, and golf community surroundings. Conveniently located near Walt Disney World, shopping, dining, and major Central Florida attractions. The community offers short-term rental flexibility subject to current HOA, management, county, and licensing requirements. Excellent opportunity as a vacation home, second home, or investment property. Buyer to independently verify all HOA fees, rental restrictions, licensing requirements, CDD, amenities, measurements, and community rules.

7770 Sandy Ridge Drive Unit 113, Kissimmee

7 Beds ⋅ 10 Baths ⋅ Reunion West Fairways 17 & 18 SubDv. ⋅ 34747 Zip Code

Exceptional luxury, privacy, and rental appeal await in Reunion Resort’s prestigious Bear’s Den Club. Set on a rare oversized homesite with no rear neighbors and a private park directly behind the property, this fully furnished seven-bedroom residence offers one of the most desirable settings in the community. Professionally designed for unforgettable guest experiences, the home features immersive custom-themed bedrooms, multiple king suites, two creative bunk rooms, a state-of-the-art home theater, a spacious loft with billiards, and a dedicated arcade. The open-concept living area flows seamlessly outdoors to a private pool and spa, covered dining area, and fully equipped summer kitchen—perfect for entertaining and enjoying the Florida sunshine. Located just minutes from Walt Disney World and Orlando’s premier attractions, Bear’s Den offers access to Reunion Resort’s world-class golf courses, dining, tennis, water park, fitness center, and concierge services. An active Reunion Club membership is available, providing immediate access to the resort’s extensive amenities. Whether you’re looking for a luxury vacation retreat or a standout investment property designed to accommodate large groups, this home delivers an exceptional combination of location, entertainment, privacy, and resort living. Be sure to view the video tour!

1063 Jack Nicklaus Court, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Townhomes Flora Ridge SubDv. ⋅ 34741 Zip Code

Nestled in a gated community, this townhome offers the perfect combination of convenience, and proximity to all the attractions you love. Location, Location, Location! Situated just minutes away from shopping centers, restaurants, and a well-equipped gym, this property ensures that all your lifestyle needs are met with ease. Say goodbye to long commutes and hello to a world of convenience right at your doorstep. Calling all Disney enthusiasts ! If you work at the amusement parks or if you're a fan of Mickey Mouse this property is just a short 15-minute drive away from the enchantment. This property offers family / dining room with high ceilings. 1 attached car garage. Large and Elegant owner's suite with Tray Ceiling. Enjoy the charming back covered porch. Community amenities include Pool, Playground, Pet Trails w/ Waste Stations and walking trails. Excellent location close to "The Loop" and other shopping and dining centers. Located just minutes from Osceola Parkway, John Young Parkway, I-4, SR 417 and Florida Turnpike. Easy access to Orlando International Airport, theme parks, downtown Kissimmee and Orlando.

3016 Ashland Lane S, Kissimmee

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