Kissimmee Real Estate

Kissimmee Real Estate

Welcome to Kissimmee, a vibrant city located in the heart of Florida's Osceola County. Known for its charming neighborhoods, picturesque landscapes, and warm community spirit, Kissimmee offers residents a high quality of life in a beautiful setting.

Living in Kissimmee means enjoying a subtropical climate, with plenty of sunny days to explore the city's many outdoor attractions. From stunning parks and nature reserves to world-class golf courses and recreational facilities, there is no shortage of opportunities to stay active and enjoy the great outdoors.

In addition to its natural beauty, Kissimmee also boasts a rich cultural scene, with a variety of museums, galleries, and performing arts venues to explore. Residents can immerse themselves in the city's history at the Osceola County Historical Society Museum, or catch a live performance at the Osceola Arts center.

With a diverse real estate market offering everything from cozy single-family homes to luxurious waterfront properties, Kissimmee has something to suit every lifestyle and budget. Whether you're looking to settle down in a quiet suburban neighborhood or prefer the convenience of a bustling urban area, Kissimmee has it all.

Come discover all that Kissimmee has to offer and find your perfect place to call home in this charming city in the Sunshine State of Florida.

Newest Listings in Kissimmee

4 Beds ⋅ 2 Baths ⋅ Osceola Acres SubDv. ⋅ 34744 Zip Code

Welcome to this spacious 4-bedroom, 2-bath single-family home in Kissimmee, ideally located approximately 2 miles from Osceola Parkway and the Florida Turnpike — with NO HOA! Situated on a generous .37-acre lot, this home offers plenty of outdoor space, privacy, and room for entertaining. Inside, you’ll find four bedrooms, comfortable living areas, an additional den, and a screened-in back porch perfect for enjoying Florida living. Built in 1964, the home offers character and plenty of potential to personalize and make it your own. Special features include beautiful tongue-and-groove wood ceiling details, an HVAC system installed in 2021, and a roof replaced in 2019. With its convenient location, spacious interior, large lot, and no HOA, this property offers a great opportunity to create the home you’ve been looking for. Schedule your private showing today!

1212 Shawnee Drive, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code

Located within the highly sought-after Windsor at Westside gated resort community, this fully furnished home offers flexibility as a primary residence, vacation getaway, or income-producing short-term rental. The property is already set up for Airbnb use and is being sold turnkey, allowing for immediate occupancy or continued rental operations. The home offers five bedrooms and four bathrooms, along with a game room and an open, airy floor plan designed for both comfort and functionality. The layout easily accommodates large groups, with multiple spaces to gather or unwind throughout the home. A private first-floor suite provides a quiet retreat, while the kitchen features modern finishes including granite counters and stainless steel appliances. Outdoors, a private pool to create the perfect place to relax at any time of day. Owners and guests enjoy access to a wide range of resort amenities, including a full-service clubhouse, lake and pier, expansive zero-entry pool, water slide, lazy river, splash area, fitness center, sports courts, arcade, and on-site convenience shop. Conveniently positioned near Disney and major attractions, this home combines location, lifestyle, and investment potential in one exceptional opportunity.

2440 Tangier Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Oakwater Condo Ph 7-10 SubDv. ⋅ 34747 Zip Code

ONLY MINUTES FROM WALT DISNEY WORLD! Freshly painted and featuring brand-new carpet, this spacious 3-bedroom, 2.5-bath, two-story condo offers 1,808 square feet of comfortable living space and a private one-car garage. The main level features generous living and dining areas, a convenient powder room, and a well-appointed kitchen with all appliances included, a breakfast bar, closet pantry, and cozy breakfast nook. The adjoining family room opens to a screened lanai overlooking beautifully maintained greenery an inviting setting to relax and unwind. Upstairs, double doors welcome you into the spacious primary suite with a private bath and glass-enclosed shower. Two additional bedrooms share a second full bathroom. Located within the gated, resort-style Oakwater community, residents and guests enjoy exceptional amenities, including a lagoon-style pool, spa, clubhouse, fitness center, game room, playground, splash pad, tennis and basketball courts, sand volleyball, and walking trails. Conveniently located near shopping, dining, major roadways, and Central Florida’s world-famous attractions. With the flexibility to serve as a primary residence, vacation retreat, or short- or long-term rental investment, this property offers an outstanding opportunity in a highly desirable location. Schedule your private showing today!

7509 Pellham Way, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Remington Prcl G Ph 2 SubDv. ⋅ 34744 Zip Code

Golf-course investment opportunity in Remington. This well-positioned three-bedroom, two-bath single-family home offers approximately 1,816 square feet of living area, a new roof installed in 2026, direct golf-course views and a covered rear lanai. The property is currently leased at $1,925 per month through February 28, 2027 and is being offered subject to the existing lease. Remington community amenities include golf, recreation facilities, pool, tennis courts and walking trails, subject to HOA confirmation. Conveniently located near Florida’s Turnpike, shopping, schools and dining. Seller will consider up to $5,000 toward buyer closing costs with an acceptable offer, subject to contract terms and lender approval. Property is being sold as-is with the buyer’s right to inspect.

119 Southampton Drive, Kissimmee

Acreage & Unrec SubDv. ⋅ 34746 Zip Code

Exceptional opportunity to own a versatile industrial property situated on 2.54 acres in the heart of Kissimmee. This 7,850-square-foot industrial building offers an ideal combination of professional office space and functional warehouse facilities, making it well-suited for owner-users, contractors, distributors, logistics companies, manufacturing, fleet operations, or investors. The property features eight private offices, four restrooms, and an expansive open warehouse designed for maximum operational efficiency. The warehouse includes five grade-level bay doors, with four oversized bays capable of accommodating semi-truck access and a fifth garage-style bay, providing excellent flexibility for shipping, receiving, equipment storage, and service operations. The generous 2.54-acre site offers ample room for truck circulation, fleet parking, outdoor storage (subject to zoning), and future expansion opportunities. With its functional layout and excellent accessibility, this property is designed to support a wide variety of industrial and commercial uses. Conveniently located in Kissimmee with easy access to major transportation corridors, this property provides outstanding connectivity to Orlando, Central Florida, and surrounding markets. No rent history available as this was owner occupied as a plumbing business. Property Highlights 7,850± SF industrial building 2.54-acre site 8 private offices 4 restrooms Large open warehouse 5 grade-level bay doors 4 oversized bays with semi-truck access 1 additional garage-style bay Ample parking and truck maneuvering area Excellent opportunity for owner-users or investors Centrally located with convenient access to major highways This is a rare opportunity to acquire a highly functional industrial property with substantial office space, exceptional warehouse capabilities, and valuable acreage in one of Central Florida's fastest-growing commercial markets.

4411 Tami Lane, Kissimmee

3 Beds ⋅ 3 Baths ⋅ The Terraces At Storey Lake Condo 3 Ph 12 SubDv. ⋅ 34746 Zip Code

Located in the heart of Storey Lake Resort, this fully furnished 3 bedroom, 2 and half bathroom turnkey condo is ready to welcome guests from day one. Thoughtfully designed and fully equipped, it offers investors a seamless opportunity to step into one of Central Florida's most desirable vacation rental markets. Whether you're expanding your investment portfolio, completing a 1031 Exchange, or purchasing your first vacation rental, this property offers the opportunity to own in one of the highest-demand tourist markets in the world. The thoughtfully designed open floor plan features a spacious living area, a modern kitchen with quartz countertops, stainless steel appliances and beautifully appointed furnishings throughout. Everything has been carefully prepared to provide an exceptional guest experience and allow a seamless transition for the next owner. Location is everything and this one delivers. Just minutes from Walt Disney World, Disney Springs, Orlando Vineland Premium Outlets, world-class restaurants, championship golf courses and Central Florida's top attractions, guests enjoy unmatched convenience while owners benefit from one of the region's strongest vacation rental markets. Storey Lake Resort offers an impressive collection of resort-style amenities, including a Clubhouse, Fitness Center, Gated Community with Guard, Resort-Style Pool, Lazy River, Water Park, Restaurant, Playground, and scenic walking paths, creating the kind of guest experience that drives repeat visits and lasting vacation memories. If you're looking for a property that combines location, lifestyle, and investment potential, this fully furnished, move-in-ready condo is an exceptional opportunity to own in one of Orlando's premier short-term rental destinations.

3191 Paradox Circle Unit 208, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code

Discover the Perfect Blend of Comfort, Style, and Investment Potential with this beautifully updated Corner-Unit townhome in Regal Oaks Resort, one of Central Florida's most sought-after Gated vacation rental communities. Built during resort's newest development phase, this rare three-bedroom End-unit townhome offers a more Contemporary Design and layout than many of the earlier homes in the community, making it one of the community's most desirable floor plans. Thoughtfully updated throughout, the home features Elegant Decorative Wood Accent Walls, Stylish Wallpaper, Upgraded Lighting, Modern Fixtures, Premium Faucets and Shower Systems, and beautiful Wide-Plank Luxury Vinyl Flooring throughout the entire second floor and staircase, creating a Warm, Contemporary Atmosphere with exceptional durability and easy maintenance. Large windows throughout the home fill every living space with Abundant Natural Light, creating a Bright, Open, and Inviting atmosphere. The spacious open-concept floor plan seamlessly connects the living room, dining area, and kitchen, creating an inviting space for entertaining or relaxing after a day at the parks. The kitchen features Granite Countertops, Stainless-Steel GE Appliances and ample cabinet space. The laundry area includes a modern GE Washer and Dryer, while the home's GE appliances provide quality and consistency throughout the kitchen. Upstairs, the Spacious Owner's Suite overlooks the protected Conservation Area and offers a Private En-suite bathroom with dual vanities, a relaxing soaking garden tub, and peaceful preserve views. Two additional guest bedrooms and another full bathroom comfortably accommodate family and guests. The Screened Lanai provides a peaceful outdoor retreat overlooking the protected preserve, offering privacy with No Rear Neighbors. The home is being sold FULLY FURNISHED and tastefully DECORATED, making it completely Move-In Ready for personal enjoyment or immediate vacation rental use. Regal Oaks Resort offers an outstanding resort lifestyle with a beautiful Clubhouse, resort-style Swimming Pool with Water Slide, Fitness Center, Tennis Courts, Restaurant, Poolside Bar, Arcade, Scenic Lakes, Walking Trails, and 24-hr Guard-Gated security. Daily Valet Trash Collection, Exterior Maintenance, and Lawn Care are all included through the HOA, allowing owners to enjoy a truly low-maintenance ownership experience. Another valuable advantage is that Regal Oaks has no Community Development District (CDD) fees, helping reduce annual ownership costs compared to many competing resort communities. Ideally located in the heart of Kissimmee—Central Florida's Premier Destination for Vacation Homes—the property is approximately 9 miles from Disney Springs and offers convenient access to Walt Disney World, Universal Orlando Resort, Celebration, Sunset Walk, Margaritaville Resort Orlando, Island H2O Water Park, championship golf courses, shopping, dining, and I-4. This property is an established, income-producing vacation rental with an excellent rental history, Outstanding Guest Reviews & Future Reservations already in place. Subject to management continuity existing reservations may transfer to the new owner, allowing rental income to continue immediately after closing with $400 value photo package. Whether you're searching for a FL vacation home or a proven investment in one of Orlando's strongest vacation rental markets, this exceptional Regal Oaks property offers an outstanding opportunity.

2679 Corvette Lane, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Solivita Ph 07a SubDv. ⋅ 34759 Zip Code

Step into this beautiful BOCA RATON model with its SERENE CONSERVATION VIEWS, watch the wild life in your backyard from the privacy of your own Lanai. This home offers WORRY FREE living as a NEW ROOF was installed in 2025, NEW HVAC installed in 2022 & NEW HOT WATER HEATER in 2017. This original OWNER has meticulously maintained & loved this home with its 8 FOOT DOORS & SLIDERS, CUSTOM window treatments, 5 1/4 INCH baseboards & interior drywall with its ROUNDED corners. The KITCHEN has rich wood UPPER CABINETS & LOWER cabinets offer convenient PULL-OUT DRAWERS. Enjoy your morning coffee in the BREAKFAST NOOK with lovely BAY WINDOWS, kitchen affords spacious PANTRY closet, STONE COUNTERS, kitchen ISLAND and extended BAR/COUNTER that opens onto the GREAT ROOM with accent pendant lighting. This 2 BEDROOM, 2 BATHROOM with versatile DEN home offers a wonderful sough after OPEN FLOOR PLAN. The rear SCREENDED (26.4 x 10.0) LANAI is accessed via Sliding glass door where you can appreciate nature, while entertaining family & friends. The PRIMARY BEDROOM is quite spacious & can access the Lanai as well. The ENSUITE BATHROOM affords a large WALK-IN CLOSET, RAISED VANITY with DUAL SINKS, private WATER CLOSET & WALK-IN SHOWER. BEDROOM 2 is conveniently located next to the HALL BATHROOM for convenience. The DEN is located off the foyer area and has DOUBLE DOORS for privacy. The LAUNDRY room features Washer/Dryer, separate UTILITY SINK & UPPER CABINETS for ADDITIONAL STORAGE. The garage has a scuttle with a easy to access PULL-DOWN ATTIC LADDER designed for safety. This homes exterior is well landscaped, has a sprinkler system (maintained by the HOA), front & rear GUTTERS & DOWNSPOUTS, brick paved driveway & walkway to the FRONT COVERED ENTRY. SOLIVITA is a PREMIER 55+ COMMUNITY with resort style living for ACTIVE ADULTS. Two Golf courses, 14 Pools, Dog Park, Kids Playground, Pickleball, Tennis, Softball diamond & OVER 200 clubs for all your social interaction with friends. The HOA maintains the LANDSCAPING & IRRIGATION systems for the common areas as well as individual homesites, FIBER Optic Internet & TV service. MANNED 24hour SECURITY GUARD located at all gates & AUTOMATED GATE ACCESS for residents via license plate reader & POLK County Sheriff provide private mobile patrol detail. Hospital, Banks, Pharmacy, Restaurants, Sprouts Grocery store & other shopping is located just outside the MAIN SOLIVITA GATE in the Poinciana Lakes Plaza. Schedule a showing & start living the "SOLIVITA LIFE" today.

280 Indian Wells Avenue, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Indian Ridge Villas Ph 1 SubDv. ⋅ 34747 Zip Code

Beautifully Updated Home Minutes from Disney – Ideal Primary Residence, Vacation Home, or Investment Opportunity!Welcome to this beautifully 2-bedroom, 2-bathroom home located in the desirable Kissimmee area, just minutes from Walt Disney World. This move-in-ready property offers a perfect blend of comfort, functionality, and investment potential.The home features an updated knockdown ceiling texture throughout, replacing the original finish for a fresh, modern look. The spacious living areas flow seamlessly into the kitchen and comfortable bedrooms.Enjoy Florida living in your private backyard featuring a refreshing swimming pool with a recently replaced pool pump, perfect for relaxing or entertaining. The fully fenced yard provides added privacy and security.Additional recent improvements include a newer air conditioning system, offering energy efficiency and peace of mind. The garage has been professionally converted into a versatile bonus room complete with its own mini-split air conditioning unit and upgraded electrical panel, making it ideal for a home office, game room, fitness area, guest space, or hobby room.Conveniently located just minutes from Disney, this property presents an outstanding opportunity for investors seeking short-term rental income (subject to local regulations and community restrictions). Easy access to SR 429, I-4, shopping, dining, entertainment, and Central Florida's world-famous attractions makes this an exceptional location for both residents and visitors alike.Don't miss the opportunity to own this beautifully updated home in one of Central Florida's most sought-after locations!

7732 Water Oak Ct, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Celebration East Village Unit 3 SubDv. ⋅ 34747 Zip Code

Updated 4-bedroom and 3-bath home in Celebration's fantastic East Village, with a private 1-bedroom, 1-bath garage apartment. From the moment you arrive, classic Victorian charm, an inviting front porch, and mature landscaping create an unforgettable first impression. Inside, a convenient floor plan is filled with natural light and thoughtfully designed gathering spaces perfect for everyday living and entertaining. The heart of the home is the extensively improved chef's kitchen, featuring granite countertops, custom cabinetry, a six-burner gas range with pot filler, Bosch dishwasher, Liebherr refrigerator, wine cooler, expanded pantry, coffee bar, and abundant storage. The kitchen opens seamlessly into comfortable living spaces including the family room, dining room, and a bright sunroom/game room that steps out to the private outdoor entertaining area. The first floor also offers a full guest bath and a flexible bedroom that easily functions as a private office. Upstairs, the spacious primary suite has been beautifully enhanced with a fully remodeled bath (2023) featuring a luxurious rain shower, electronic temperature controls, custom lighting, and an updated walk-in closet. Two additional bedrooms upstairs: one bedroom with a murphy bed and the newly added fourth bedroom (2026), a laundry area, an updated guest bath complete the second floor. Outdoor living is equally inviting with a courtyard, paver patio, and pergola, a great place to add an outdoor cooking station. The attached garage includes a completely custom-designed one-bedroom apartment with its own private entrance added in 2017, full kitchen with gas range & quartz countertops, living room, laundry, updated bath, and fenced patio; this gives flexibility for families and guests. This home has been continually improved for comfort and efficiency with a new roof (2018), newer A/C, Anderson double-pane windows, engineered wood flooring, spray foam insulation, fresh air ventilation system, gas water heater, EV charger, and a solar panel system that helps provide exceptionally low electric costs. Located just minutes from Celebration's charming downtown, residents enjoy more than 26 miles of walking and biking trails, neighborhood parks, community pools, year-round events, boutique shopping, restaurants, and convenient access to Disney, I-4, SR-417, and US-192. Homes like this rarely become available—a residence where classic Celebration charm meets today's modern conveniences, creating a home that's as beautiful to live in as it is to admire.

828 Morning Glory Lane, Celebration

5 Beds ⋅ 3 Baths ⋅ Blackstone Landing Ph 2 SubDv. ⋅ 34758 Zip Code

Charm and curb appeal abound for this Kissimmee home! Step inside the inviting foyer and into the well-appointed living room, positioned at the back of the main level. The kitchen boasts stainless steel appliances, hard surface countertops, and ample storage. The dining room and one of the home's three secondary bedrooms rounds out the first floor. On the second story you'll find the primary suite and three secondary bedrooms. Come and see for yourself the possibilities that this home has to offer!

2361 Andrews Valley Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Poinc Village 1 Nbd 1 S SubDv. ⋅ 34758 Zip Code

Pictures coming soon, This charming and well-maintained two-story home offers approximately 1,856 sq ft of comfortable living space with 3 bedrooms and 2 bathrooms. The primary bedroom features generous space, abundant natural light, and an en-suite bathroom with a dual vanity and a spacious walk-in shower. The additional bedrooms are well-proportioned and conveniently located near the second full bathroom with a tub/shower combination. Hardwood floors flow throughout the main living areas, creating a warm and inviting atmosphere. The kitchen includes a full suite of appliances, ample counter space, and an open layout that seamlessly connects to the dining and living areas—perfect for everyday living and entertaining. Located in the desirable Poinciana community, this home features a newer roof, a leased solar system for energy efficiency, and inviting front and back porches ideal for relaxing or hosting guests. Enjoy a private backyard offering a peaceful outdoor retreat. The property is close to shopping, schools, parks, and major roadways, providing convenience and lifestyle appeal. A fantastic opportunity to own a beautifully upgraded home in Kissimmee—come see it today.

663 Mesilla Drive, Kissimmee

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