Kissimmee Homes For Sale & Real Estate - 3193 homes

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)

Remarks: Your own private getaway at 3222 Cupid Place, a stunning 4-bedroom, 3-bathroom townhome in the prestigious gated community of West Lucaya Village. This fully furnished home is tailored for the high-demand short-term rental market, offering a perfect mix of modern style and practical comfort. Ideally situated in the heart of the tourist corridor, you’re just a short drive from Walt Disney World’s gates, as well as the vibrant dining options, championship golf courses, and luxury shopping that define Central Florida. Outside, the West Lucaya Village resort lifestyle offers a range of impressive amenities. Guests and owners can relax by the swimming pool and jacuzzi, stay active in the modern fitness center, or enjoy the clubhouse game room and kids’ play area. The community also includes a basketball court and scenic picnic spots for outdoor gatherings. Whether you’re seeking a high-performing addition to your investment portfolio or a dream vacation home that pays for itself, this property delivers on all fronts.

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

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

Remarks: Pre-Construction. To be built. Pre-Construction. To be built. Amazing home with Mother in law suite attached included! Live on one side and Airbnb the other unit or use the whole home. Choose all your options on this custom Pre construction 4 bedroom 3 and half bathroom home called “The BellaFlex ” model from Queen Homes, a luxury custom home builder., this home has an open floor plan and includes a mother in law suite with a second laundry, kitchenet, and a second ac unit with a separate entrance, includes 10 foot ceilings, granite countertops, 42 inch cabinets with crown molding, porcelain tile in the whole house, upgraded Foam insulation, 10 foot tile covered showers and much more. Financing available with only 3.5% downpayment with a construction to perm loan . Amazing location minutes from 192 and 535 rd. The community is amazing which features private gate security with guard, community pool, club house, gym and theather, also the community allows for short term and long term rentals. Call us to day to visit our model to choose all your finishes and colors.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Yuri Gomez, Pa (877-366-2213)

Remarks: Under contract-accepting backup offers. Amenities abound in the stunning private community of Lake Berkley Resort Villas. This Florida retreat features a beautifully manicured 4-bedroom, 2-bath home with a private pool offering the perfect blend of everyday comfort and resort-style living. Inside, the bright and open layout is enhanced by abundant natural light and vaulted ceilings, creating an inviting and spacious atmosphere ideal for both relaxing and entertaining. With year round landscaping and lawn service you can rest easy knowing your home and community will be meticulously cared for! Step outside to your private backyard oasis, and enjoy sunny afternoons lounging by the pool, hosting gatherings, or unwinding in the heated spa after a long day. The outdoor space offers a peaceful setting to take advantage of Florida’s year-round outdoor lifestyle. Located in an amenity-rich community, residents enjoy access to beach volleyball, a private fishing dock, scenic hiking trails, tennis courts, a fitness center, and clubhouse—bringing vacation-style living right to your doorstep. Whether you are looking for a primary residence, seasonal getaway, or investment opportunity, this home offers the best of Florida living with comfort, space, and resort-style amenities. Roof replaced in 2020, A/C replaced 2025. Schedule your showing today!

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Samuel Kingsford (407-808-6633)

Remarks: This FULLY FURNISHED, FIRST FLOOR condo is ready for its next owner - for primary living or short and long-term rental! As you walk in, you are greeted by a large OPEN CONCEPT kitchen with tons of cabinets and countertop space, including a large breakfast bar seating area. Continuing through, you have a spacious dining and living area that looks out to your private patio! The primary suite features a WALK-IN CLOSET, oversized vanity, and updated tile WALK-IN SHOWER. The guest bedroom is set apart from the other allowing for added privacy, and also features a large vanity and tiled shower and tub. Stepping out from the living area, you have a serene COVERED PATIO with views of the nearby green space! The Villas at Secret Lake Condo Community features a clubhouse, community pool, fitness center, dog park, walking trails and more! Plus, the HOA fee includes cable, internet, water, trash, sewer, and exterior maintenance allowing for total easy and care-free living! The community is located just off US-192, allowing easy access to Walt Disney World, Margaritaville, I-4 and all of the area's best shopping, dining, and entertainment destinations. Add this home to your investment portfolio before it is gone!

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

Listing Agent: Sophia Gordon, Llc (239-898-1841)

Remarks: Positioned along the storied shoreline of Lakeshore Boulevard, this rare income-producing property and location captures the timeless character of Historic Downtown Kissimmee with an address that places lifestyle, recreation, and long-term upside in one compelling package. Comprising six separate income producing apartments, 4 furnished and 2 unfurnished, with a total of 9 bedrooms and 6.5 baths. Property presents a remarkable opportunity for investors seeking immediate rental income or the possibility of a boutique hotel location in one of Central Florida’s steadily evolving waterfront corridors. Originally constructed in 1930, the building carries an architectural presence rarely replicated today blending vintage charm, and an unmistakable sense of place with views and walkability that continue to drive tenant demand. Situated directly across from Kissimmee Lakefront Park, residents enjoy effortless access to the marina, waterfront trails, fishing pier, playgrounds, amphitheater events, dining, cafés, and downtown entertainment all without relying on a car. The building spans over 4,100 square feet on an oversized corner-style lot and features private parking, scenic water and park views, and a setting surrounded by mature trees and historic homes that give the neighborhood its distinctive identity. The property’s layout creates unlimited opportunities. Downtown Kissimmee continues attracting attention for its lakefront revitalization, expanding SunRail connectivity and tourism corridor. Assets with authentic architectural appeal and irreplaceable positioning near the waterfront are becoming increasingly difficult to secure particularly those offering multi-unit versatility near the city’s cultural core. For the discerning investor, this is legacy-style holding in one of Kissimmee's most recognizable districts, where historic ambiance, waterfront surroundings, and enduring rental appeal converge.

Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)

Listing Agent: Petie Bilyk (407-361-1415)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to Villas at Somerset, where location, flexibility, and upside potential come together in this 3 bedroom, 2 bath ground floor condo in Kissimmee. Offering a spacious one level layout, this unit features an open living and dining area filled with natural light from the large front windows, along with a functional kitchen that includes a breakfast bar and easy connection to the main living spaces. The split bedroom layout gives the primary suite added privacy, while the secondary bedrooms offer flexibility for guests, family, or additional use. This property is ideal for a buyer looking to renovate and make it their own. The home needs updates, including flooring and additional improvements, creating an opportunity to finish the space to your personal standards and style. The covered ground floor entry offers a more private arrival, and the unit enjoys views toward the community tennis court. Residents of Villas at Somerset have access to resort style amenities including a pool, hot tub, fitness center, clubhouse, and grill area. Short term rentals are allowed, making this a compelling option for investors, vacation use, or buyers seeking value in a highly convenient location just minutes from Walt Disney World, Universal Studios, shopping, dining, and entertainment.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Peter Luu (321-917-7864)

Remarks: $$$ SELLER WILL PAY $5,000 IN BUYER'S CLOSING COST!!! $$$ ***WATER VIEW HOME IN TOHOQUA – RESORT-STYLE LIVING IN KISSIMMEE *** Located in one of Kissimmee’s most sought-after communities, Tohoqua, this stunning water-view home offers the perfect blend of comfort, style, and convenience. Featuring a bright, open floor plan, a custom feature wall, and a screened-in lanai overlooking a serene water view, this home is designed for both relaxation and entertaining. Custom built in closets the primary suite and garage. Enjoy true resort-style living with access to a beautifully designed Residents Club, complete with a zero-entry pool, interactive water features, shaded playground, fitness center, clubhouse, and two lighted tennis courts. The community promotes an active and connected lifestyle with over 5 miles of scenic walking and biking trails that link directly to Twin Oaks Conservation Area and the Florida National Scenic Trail. Surrounded by natural beauty, residents also enjoy close proximity to Lake Tohopekaliga, perfect for boating, fishing, and kayaking. Future-forward living awaits with plans for an on-site Village Center featuring restaurants, shops, and a farmers market, bringing walkable convenience right to your doorstep. Ideally situated in the heart of Kissimmee, this home offers quick access to Lake Nona Medical City, Orlando International Airport (approximately 25–30 minutes), major highways, world-famous theme parks, and The Loop for premier shopping and dining, all within minutes. Families will appreciate the brand-new K-8 school conveniently located within the community (opened 2025), with a high school planned for the near future. This home truly offers a lifestyle of comfort, convenience, and community. Schedule your private showing today!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Diana Mahadeo (407-223-1249)

Remarks: Under contract-accepting backup offers. This popular 3-bedroom, 2-bathroom condo is a turnkey property located on the second floor of the building. It has been used as short term rental property for many years and is ready to rent from the get-go, or it can be used as a second home or permanent residence. Exterior building maintenance, including the roof, is performed by the association, and the sellers have kept the inside well-maintained. Windsor Palms is a gated community located within the heart of Orlando's premier tourist attractions and one of the closest short-term rental communities to the Disney theme parks. This luxurious resort-style community features a clubhouse complete with a large community swimming pool, movie theatre, fitness center, games room, tiki bar, sundry shop, basketball, and tennis courts. Windsor Palms is located along Formosa Gardens Blvd, adjacent to US 192 in Kissimmee's tourist corridor. Located just 2 miles from I-4, Windsor Palms is just minutes from Animal Kingdom, Walt Disney World, Downtown Disney, first-class golf courses, and several outlet shopping malls. Both Universal Studios and Epic are just a short card ride away.

Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)

Listing Agent: Iain Robinson (407-334-3804)