Kissimmee Homes For Sale & Real Estate - 3196 homes

Remarks: After a period of strong bookings and consistent guest demand, this exceptional investment opportunity becomes available starting 03/03/2026. Inside one of Orlando's Premier Resort communities, this stunning 6-bedroom, 5.5-bath estate is designed for the family that wants it all, and the investor who knows exactly what that's worth. Walt Disney World, Universal Orlando, and SeaWorld are minutes away. This four en-suite bedrooms mean every guest, every family member, every long-term tenant has their own sanctuary. The open-concept kitchen, granite countertops, stainless steel appliances, seamless flow into the family room and breakfast nook was built for mornings that matter and evenings worth remembering. Step outside. A screened pool and covered lanai create a private outdoor space that works in every season, for every occasion. The converted garage adds dimension, game room, media lounge, creative space, home office. It adapts to whoever walks through the door. Community amenities include a 6,700 sq ft clubhouse, zero-entry pool and spa, cyber café, basketball and volleyball courts. This is not just a property. It is a decision that keeps paying you back in memories, in income, and in freedom.

Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)

Listing Agent: Lorena Hilel (561-409-9408)

Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Danilo Aquino (689-243-6300)

Remarks: Welcome to resort-style living in this beautifully furnished 2-story townhome located in a guard-gated community packed with incredible amenities! Whether you’re looking for a primary residence, vacation getaway, or short-term rental investment, this property checks all the boxes. Inside, you’ll find tile flooring throughout the first floor, brand-new carpet on the stairs and second level, ceiling fans in all bedrooms, and an inside laundry room conveniently located downstairs. All bedrooms are upstairs, including the spacious primary suite featuring a private balcony and ensuite bathroom. The upstairs bathrooms have been tastefully renovated, and the home is being sold fully furnished and decorated for a true turnkey opportunity. Enjoy a vacation lifestyle every day with access to 2 resort-style pools, a tiki bar, fitness center, game room, tennis courts, basketball court, mini golf, bicycles, walking trails, playgrounds, grilling areas, lush tropical landscaping, and more! Short-term rentals are allowed, making this an excellent investment opportunity in a sought-after community.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Cindy Brads (407-625-7443)

Remarks: Under contract-accepting backup offers. GREAT Condo Location and close to everything! This fabulous 2/2 Condo in sought after Blossom Park, ground floor, Large and spacious rooms so you can spread out! Inside laundry room located just off the kitchen, Beautiful community amenities. 10 MINUTE Walk to NEW Shoppes at Celebration Place and Bus Stop! 5 Minute drive to Downtown CELEBRATION, Hospital and I4! all right across the street and a 10 Minute drive to Disney World! Zoned for "A" Rated Celebration High School! BEST VALUE IN THE DISNEY/CELEBRATION corridor! There is a Community Pool, Tennis/Basketball Court, Playground and a Fitness center. Unwind on deck near Community Lake at your leisure.

Listing is courtesy of: MAGICMIND REALTY LLC (407-399-7486)

Listing Agent: Huafeng Fang (407-399-7486)

Remarks: Welcome to your next lucrative investment, dream vacation home, or spacious primary residence at the phenomenal 1628 Nassau Point Trail, located within the highly sought-after Solara Resort. This magnificent, fully furnished property boasts an incredible 9 bedrooms and 6.5 bathrooms, offering unparalleled space and privacy for large families or high-demand short-term rental groups. Step into a world of dedicated entertainment with a private, screened-in pool and spa, unique themed bedrooms to delight all ages, a dedicated loft/game area for competitive fun, and a separate, private theater room for epic movie nights! This home is a turnkey masterpiece designed for maximum enjoyment and income potential. Beyond your private retreat, Solara Resort offers an 18-acre amenity complex that transforms every day into a vacation. Dive into the excitement with the FlowRider® surf simulator, relax at the resort-style grand pool, or enjoy the splash pad, tiki bar, and on-site dining at the Solstice Bar & Grille. Active residents and guests will love the fitness center, basketball court, beach volleyball court, and soccer field within this secure, gated community. With a prime location just minutes from Central Florida's world-famous attractions, including Disney World, and endless dining and shopping options, 1628 Nassau Point Trail delivers the perfect blend of luxury, leisure, and location for any discerning buyer. Producing an average of almost $110,000 in rental revenue every year since 2021 with Villatel.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: If you are looking for a home that provides Tranquility and an Oasis outdoor living space this is the home for you. This home is located in the prestige gated community of Avilla. Enter into the formal Living Room and Dinning Room which flows directly into a remodeled kitchen with granite counter tops, stainless steel appliances, a family room with a fireplace and a breakfast nook. The home offers 4 bedrooms and 3 full bathrooms with the spacious Master Bedroom having it's own private access to the pool area. The outdoor living area consist of a pool and spa which is complimented by a screened in lanai with an outdoor kitchen and grill for family gatherings and entertainment. Upgrades include a shed in the back, additional closets in the home, cabinets and sink in the laundry room and LVP flooring. The three car garage is equipped with a pull down ladder for additional storage space. Centrally located near the Loop Shopping Center, restaurants and most of the theme parks. The following items do not convey: Foyer and Dining Room chandeliers, Water Filtration System, ADT Surveillance Cameras and Door Bell, Mini Fridge and Washer and Dryer.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Esmelida Torres (773-882-3033)

Remarks: Welcome to your dream vacation and stunning fully furnished 5 bedroom, 4 bathroom pool home located on a corner lot in the highly sought after Windsor at Westside Resort. Perfectly designed for indoor/outdoor entertaining and is excellent income producing short-term rental or a fantastic personal retreat. Designed with lots of space in mind this two story layout and open floor plan is the perfect getaway. The home sleeps up to 14 comfortably and features large living areas with plenty of space for relaxing. The first floor master bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances with a nice island opening to the dining room and living space. Enjoy the gated resort style amenities with the zero entry point pool, water slide, lazy river, and water playground. It boasts a clubhouse, a lake with a pier, fitness center, volleyball courts, sundry shop and video arcade. This is an ideal location as it offers easy access to Disney World attractions and many other theme parks in the area. Welcoming any and all offers.

Listing is courtesy of: BEACHES WITHIN REACHES REALTY (386-864-3154)

Listing Agent: Abby Baker (386-864-3154)

Remarks: PRICE IMPROVED!!!!! Exceptional Investment Opportunity in the Heart of Kissimmee! This fully remodeled 2-bedroom, 2-bathroom second-floor condo is a turnkey income-producing property ideally suited for short-term rentals, long-term leasing, or a vacation home investment. With everything completely updated, this unit requires minimal upfront capital—allowing for immediate rental readiness and optimized returns. Strategically located just minutes from world-famous theme parks, shopping, dining, and major attractions, this property benefits from consistent high rental demand year-round. Its prime location makes it highly attractive to both vacation renters and long-term tenants. The community offers desirable amenities including a resort-style pool and fitness center, enhancing guest experience and increasing occupancy potential. Key Investment Highlights: Fully renovated – no deferred maintenance Strong short-term and long-term rental potential High-demand tourist corridor location Low-maintenance condo ownership Excellent opportunity for cash flow and appreciation Whether you are expanding your portfolio or entering the Central Florida market, this property delivers a compelling combination of location, condition, and income potential.

Listing is courtesy of: MP FLORIDA PROPERTY & REALTY INC (954-701-0824)

Listing Agent: Evelyn Figueroa (407-724-1846)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3 bedroom, 2 bathroom first-floor condo in the heart of Kissimmee located inside a short-term rental approved community perfect for Airbnb, vacation stays, or personal use. This move-in ready unit features new flooring, an upgraded kitchen and bathroom, and brand-new appliances, giving you modern comfort without renovation headaches. Even better new windows are already scheduled for 2026, adding future value at no extra effort. The community offers a low short-term rental HOA, making it ideal for investors looking for strong cash-flow potential. Furniture is optional, so you can start renting immediately or customize it to your style. Minutes from Walt Disney World Resort, shopping malls, restaurants, and supermarkets everything vacation guests look for. Whether you’re searching for your first investment, a vacation getaway, or a hybrid property you can enjoy and rent, this affordable opportunity checks every box.

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Jessica Polanco (321-443-2442)

Remarks: Discover Resort-style living in this spacious 2 story, 5-Bed, 3.5-Bath Pool home on a waterfront lot in the peaceful Cumbrian Lakes Resort community, located on a Cul-De-Sac and just minutes from Walt Disney World, Orlando's theme parks, and world-class shopping. This move-in-ready property features an open-concept layout with high ceilings, wood-look laminate floors, and stunning water views.The kitchen offers white cabinetry and a breakfast bar seating. The main level includes a formal dining room, office/den, and half bath. Upstairs, the primary suite, private balcony overlooking the water, boasts dual closets and an en-suite bath with garden tub and walk-in shower. Four additional bedrooms (two with en-suites) provide flexibility for family or guests.Outside, relax in the covered lanai with a private screened pool and serene water views. Perfect for primary residence or income-producing short- or long-term rental. Schedule your showing today!

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Damaris Oliva (321-300-6520)

Remarks: This single-family home in Kissimmee features 2 bedrooms and 2 bathrooms across 1100 square feet, with an additional room and bathroom providing versatile space ideal for multi-room rental or extended living. Currently operating as a successful rental, the property generates consistent income. Inside, laminate and tile flooring flow throughout the home, while the kitchen offers ample counter and cabinet space with a convenient breakfast bar—perfect for meal prep or casual dining. The covered porch provides a comfortable spot to relax, entertain, or enjoy the outdoors. Located just minutes from major roads and transportation, this home offers easy access to Downtown Orlando, Walt Disney World, Orlando International Airport, and a variety of shopping and dining options. Its combination of flexible living space and prime location makes it a standout choice for both investors and homeowners alike. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Pablo Cintron, Jr Pa (407-232-1819)

Remarks: Welcome to 4855 Coral Castle Drive, a beautiful corner-unit townhome located in the gated community of Fiesta Key. This spacious two-story home features an open and inviting floor plan with a large living and dining area that flows seamlessly into the kitchen, complete with stainless steel appliances, a breakfast bar, and plenty of cabinet space—perfect for entertaining family and friends. Enjoy relaxing evenings on the screened patio with added privacy thanks to the desirable corner location. Upstairs, the primary suite offers dual closets and a private bathroom with dual vanities, while two additional bedrooms and an upstairs laundry room provide comfort and convenience for everyday living. Fiesta Key offers resort-style amenities including a clubhouse, fitness center, tennis courts, and community pools, with the HOA covering lawn maintenance, gated security, and more for low-maintenance living. Conveniently located just minutes from Disney, 5 minutes drive from train station, shopping, restaurants, hospitals, and major highways, this property is ideal as a primary residence, vacation home, or investment property. Schedule your private showing today and come see everything this home and community have to offer.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Abraham Mendez (631-926-2632)

Remarks: Welcome to 3216 Running Deer Path, a home that exudes modern elegance. The kitchen is a chef's dream, boasting all stainless steel appliances that gleam against the fresh interior paint. Retreat to the primary bedroom, complete with a spacious walk-in closet, perfect for all your storage needs. Step outside to a charming patio, ideal for enjoying a morning coffee or an evening read. The fenced-in backyard provides privacy and a space for outdoor activities. The home also features a new roof, ensuring durability and peace of mind for years to come. Inside, new flooring throughout the home adds a touch of sophistication and style. This home is a perfect blend of comfort and modern living. Don't miss out on this gem!. Included 100-Day Home Warranty with buyer activation

Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)

Listing Agent: Karen Albright (480-462-5392)

Remarks: Under contract-accepting backup offers. Step inside this beautifully pool home, featuring gorgeous tile throughout, and enjoy stunning pond views from your own backyard oasis. Located in the highly desirable Crescent Lakes community—zoned for short-term rental or full-time residential living—this well-maintained property offers exceptional flexibility and value. This home features 4 spacious bedrooms and 2 full bathrooms. The screened-in, covered patio overlooks the sparkling pool perfect for relaxation and entertaining. The kitchen is equipped with all major appliances—range, over-the-range microwave, dishwasher, disposal, and refrigerator. A separate utility room with washer and dryer provides convenient access to the attached 2-car garage. Crescent Lakes is known for its peaceful atmosphere, beautifully maintained landscaping, and lighted walking paths perfect for morning jogs or evening strolls. Community amenities include a park, tennis court, two playgrounds, basketball area, picnic spaces, and dedicated 24/7 security patrol. Ideally located near schools, and just minutes from multiple shopping and dining options, restaurants, banks, the post office, and the library. Enjoy quick access—approximately 20 minutes—to major theme parks, golf courses, and local nightlife. Whether you're looking for a primary residence, a long-term rental investment, or a short-term vacation property, this home offers the perfect blend of comfort, convenience, and opportunity. Do not miss out on this opportunity, make the decision to leave that cold weather behind and call me now - let's make that dream of endless sunny days, a reality!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Pedro Ali (407-319-2318)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse offering 1,468 sq.ft of well-designed living space in the sought-after Fiesta Key community. Fully furnished and turn-key, this property is ideal as a short-term rental investment, vacation home, or full-time residence. What truly sets this home apart are the TWO fully renovated upstairs bathrooms – a rare upgrade in Fiesta Key. Both full bathrooms have been completely remodeled with modern finishes, updated showers, contemporary fixtures, and a clean, stylish design that today’s buyers and guests appreciate. Most comparable units in the community still feature original bathrooms, making this a significant value advantage. The main floor features an open-concept layout with living room, dining area, and kitchen, all complemented by durable laminate flooring. The kitchen is fully equipped and ready for owner use or guest stays. A convenient half bath downstairs adds functionality for entertaining. Upstairs, all three bedrooms provide privacy and comfort. The primary suite includes an updated en-suite bathroom with a modern shower, creating a fresh and inviting retreat. The additional full bathroom has also been completely renovated, offering consistency in quality throughout the home. Step outside to your private back porch with tranquil pond views — the perfect setting to relax after a day at the parks. Recent upgrades include: Two fully renovated upstairs bathrooms, New AC (2018), New water heater (2023). Fiesta Key offers resort-style amenities including a clubhouse, fitness center, community pool, and tennis courts. Located just minutes from Disney, shopping, dining, and major highways, this property checks all the boxes for investors and lifestyle buyers alike. Move-in ready and rental ready — with upgrades that truly make it stand out from the competition.

Listing is courtesy of: HOPKEY REALTY (407-454-1217)

Listing Agent: Uno Sorlie (407-454-1217)

Remarks: Excellent opportunity to own a turnkey, income producing townhome in one of Central Florida’s fastest growing communities. Already tenant occupied and professionally maintained, this property offers immediate rental income from day one with strong long term appreciation potential. Short term rentals, including Airbnb and vacation rentals are permitted, making this an exceptional opportunity for both short and long term investment strategies. Designed for both investor performance and tenant appeal, the home features granite countertops throughout, a modern kitchen backsplash, water purification system, ceiling fans with remote controls, a custom wood closet in the primary suite, and an additional storage/tool room for added functionality and convenience. Residents enjoy resort style amenities including a swimming pool, fitness center, tennis courts, playground, and clubhouse, all contributing to strong rental demand and tenant retention. Conveniently located near Disney, major highways, shopping, dining, and Central Florida attractions, this property offers an ideal combination of location, lifestyle, and investment potential.

Listing is courtesy of: AQUARELLE REALTY CORP (407-864-7856)

Listing Agent: Reggie Segovia (407-864-7856)

Remarks: Beautifully renovated and truly move-in ready 3-bedroom, 2-bath condo located in the desired Gables at Lakeside community. This spacious unit features a private individual entrance and a peaceful pond view from the front porch — the perfect place to enjoy your morning coffee or unwind in the evening. Inside, you’ll find modern updates, a bright and open layout, and comfortable living spaces designed for everyday living. The community offers fantastic amenities including a swimming pool, fitness center, and tennis court, all within a super quiet and well-maintained environment. Conveniently located near shopping, mall, dining, major highways, and local attractions, this property is ideal as a primary residence or investment opportunity. Don’t miss the chance to own a fully updated condo in one of Kissimmee’s most convenient locations.

Listing is courtesy of: CAINANBA LLC (407-724-4173)

Listing Agent: Luz Linares (786-458-2110)

Remarks: Stunning and completely furnished 3-bedroom, 2-bath townhouse ideally situated just a short drive from Disney. The primary suite is conveniently located on the main floor, offering privacy and comfort, while the two upstairs bedrooms provide ample space for guests or family members. The home boasts a bright open-concept living and dining area, a modern kitchen with all major appliances, and a washer and dryer for added convenience. Residents can indulge in resort-style amenities which includes a sparkling swimming pool, fitness center, clubhouse, sports courts, and beautifully maintained grounds. Whether you’re looking for a vacation getaway, an investment opportunity, or a full-time residence, this property offers the perfect blend of comfort, location, and style—just minutes from Orlando’s premier attractions, shopping, and dining

Listing is courtesy of: CAINANBA LLC (407-724-4173)

Listing Agent: Luz Linares (786-458-2110)

Remarks: Fully renovated and move-in ready 3-bedroom, 2-bath condo located in the desirable Gables at Lakeside community. This spacious second-floor unit offers a private entrance and peaceful pond views, creating the perfect setting to relax and unwind. Inside, you’ll find a bright and open layout with modern updates throughout, providing comfort and functionality for everyday living. The community features excellent amenities including a swimming pool, fitness center, tennis court, clubhouse, playground, and more — all within a quiet and well-maintained environment. Conveniently located in the heart of Kissimmee, just minutes from shopping, dining, major roadways, and The Loop. Whether you’re looking for a primary residence or an investment opportunity, this property offers both value and location. Schedule your private showing today.

Listing is courtesy of: CAINANBA LLC (407-724-4173)

Listing Agent: Cainan Almeida (407-724-4173)

Remarks: Welcome to this beautifully updated 4-bedroom, 2-bath pool home in the desirable Poinciana Village offering 1,823 square feet of thoughtfully designed living space. From the moment you enter, you’ll appreciate the soaring vaulted ceilings and bright, open layout that seamlessly connects the living room, dining area, kitchen, and family room, creating the perfect setting for both everyday living and entertaining. The spacious kitchen is a standout feature with stainless steel appliances, a large center island with built-in range, breakfast bar seating, and an abundance of cabinet and counter space. The split-bedroom floor plan provides added privacy, while the primary suite serves as a relaxing retreat complete with a walk-in closet and an en-suite bathroom featuring a soaking tub and separate shower. Step outside and discover the true heart of the home. The oversized screened lanai and sparkling in-ground pool create an inviting outdoor oasis perfect for relaxing or hosting gatherings year-round. Beyond the lanai, the fully fenced backyard includes a custom-built covered entertainment area with built-in seating, ideal for grilling, dining, and enjoying the outdoors. Conveniently located near grocery stores, healthcare facilities, shopping, dining, and major highways, this home offers easy access for commuting while keeping everyday essentials close by. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Cinthia Gonsales (407-534-0971)