Kissimmee Homes For Sale & Real Estate - 3356 homes

Remarks: If you've ever been interested in starting a side hustle or expanding your existing short-term rental business this is the opportunity. This conveniently located property is minutes from the entry gates of Disney and other major theme parks, and a short walking distance of restaurants, shopping and so much more. Minutes from the Orlando International Airport, Convention Center, International Drive, Universal and so much more. This no-frills hotel is simple and caters to vacationers on a budget. Amazing cash flow opportunity with low carry cost in a market that is getting ready to take-off! Get in now before prices increase. First floor double bedroom unit right along the tourist corridor on 192 in Kissimmee. The room is equipped with comfy beds, a TV for all your binge-watching desires, a mini safe for your treasures, microwave and mini fridge for your snacks! If you're all about turnkey, on-site management handles it all - from reservations to housekeeping, the true definition on passive income. With more than 75MM visitors and healthy room rates, this gem might be what you've been looking for. Condo fees covers electricity, internet, water, and even cable! A second unit is also available can be sold together!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Frank Dolney (352-818-8859)

Remarks: If you've ever been interested in starting a side hustle or expanding your existing short-term rental business, this is the opportunity. This conveniently located property is minutes from the entry gates of Disney and other major theme parks, and a short walking distance from restaurants, shopping, and so much more. Minutes from the Orlando International Airport, Convention Center, International Drive, Universal, and so much more. This no-frills hotel is simple and caters to budget-conscious vacationers. Amazing cash-flow opportunity with a low carry cost in a market that is getting ready to take off! Get in now before prices increase. First-floor double bedroom unit right along the tourist corridor on 192 in Kissimmee. The room is equipped with comfy beds, a TV for all your binge-watching desires, a mini safe for your treasures, a microwave, and a mini fridge for your snacks! If you're all about turnkey, on-site management handles it all - from reservations to housekeeping, the true definition of passive income. With more than 75MM visitors and healthy room rates, this gem might be what you've been looking for. Condo fees cover electricity, internet, water, and even cable! A second unit, 4-100, is also available and can be sold together!

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Frank Dolney (352-818-8859)

Remarks: Short Sale. BACK ON THE MARKET — MOTIVATED SELLER — LENDER-APPROVED SHORT SALE AT $227,000! Don't miss this rare opportunity to own in the sought-after, gated Tuscany Preserve community in Poinciana, FL. This is a true short sale with the heavy lifting already done — the price is lender-approved at $227,000 and the majority of the lender negotiation is complete, so this won't be the typical 3-month waiting game. Move quickly and close with confidence. The home needs only basic updating, giving you instant equity potential and the chance to add your own touches while buying well below market. Set in a beautifully maintained, quiet gated community, you'll enjoy the security and amenities of an established neighborhood. HOA dues are $316/month (Tuscany Preserve) plus a $100/month Master Association fee.Take advantage. Schedule your showing today! SITE UNSEEN OFFERS ARE REJECTED.

Listing is courtesy of: LA REALTY SERVICES LLC (407-870-3519)

Listing Agent: Charles Maligaya (407-870-3519)

Remarks: Great 3-Bed, 2-Bath Condo with Serene Tree Views and Resort-Style Living. Nestled in the heart of Orlando, just 3 miles from the magic of Disney World, 1.5 miles from Margaritaville. Plus you can get in on the action at Universal Studios and SeaWorld too! This unit provides a serene retreat for both full-time residents and SHORT TERM vacation. Tenant occupied

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Nora Hazan (786-277-3870)

Remarks: One or more photo(s) has been virtually staged. Short Sale. Welcome to your new home in Ponciana Villages! This lovely four-bedroom, three-bathroom house is located in a highly desirable community. As you enter, you’ll appreciate the open-concept layout that connects the living spaces, making it perfect for both relaxation and entertaining. The split bedroom design offers privacy for family members, while the formal dining room is great for meals together. The flexible formal living room can serve as an office or flex family area, depending on your needs. The spacious kitchen features a central island and breakfast bar, along with stainless steel appliances that make cooking a pleasure. The large primary bedroom includes an en suite bathroom with a tiled shower and garden tub, plus a large walk-in closet and private water closet for added convenience. The entire home has beautiful tile flooring, with cozy laminate in the bedrooms, and large windows throughout let in plenty of natural light. Step outside through the sliding glass doors to a expansive concrete porch, perfect for enjoying your morning coffee or evening relaxation. The backyard also has a handy storage shed for all your outdoor tools. Living in Ponciana Villages means you’ll have access to great amenities like a clubhouse, fitness center, playground, park, pool, recreational ball court, and tennis courts, so there’s always something to do. Plus, you’ll be close to major highways, schools, shopping, and local attractions. Don’t miss your chance to make this wonderful home your own—schedule a viewing today!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)

Remarks: Under Construction. The Morrow checks all your boxes! This new two-story luxurious retreat has a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. The open-concept floorplan combines the kitchen, living and dining areas for streamlined everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living area and additional entertainment space. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: BEAUTIFUL & SPACIOUS CORNER HOME!! Welcome to this stunning 3-bedroom, 2.5-bathroom town home featuring a VERY SPACIOUS layout and an unbeatable location! This bright and inviting corner property offers abundant natural light, comfortable living spaces, and the perfect combination of privacy and convenience. Enjoy a functional OPEN-CONCEPT design, ideal for families and entertaining. The oversized living and dining areas create a warm and elegant atmosphere, while the spacious bedrooms provide comfort for everyone. PRIME LOCATION — conveniently located near hospitals, supermarkets, pharmacies, restaurants, shopping centers, making daily living easy and stress-free. Property Highlights: NEW DOUBLE PANNEL WINDOWS THROUGHOUT. Corner lot for extra privacy and space Spacious and airy floor plan 3 large bedrooms & 2.5 bathrooms Excellent natural light throughout Great location near everything you need Perfect for families or professionals This is an AMAZING opportunity to live in a highly desirable area with comfort, space, and convenience all in one place!

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

Listing Agent: Claudia Bonilla Pa (407-754-5700)

Remarks: Beautiful newer construction townhome in Reedy Reserve! This 3-bedroom, 2.5-bath home built in 2023 features an open-concept floorplan, modern kitchen with stone countertops, solid wood cabinets, stainless steel appliances, spacious living and dining areas, and rear patio. Upstairs offers a generous primary suite with walk-in closet and private bath, plus two additional bedrooms and laundry area. Includes 1-car garage and convenient downstairs half bath. Ideally located near shopping, dining, major highways, schools, and Central Florida attractions. Move-in ready!

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

Listing Agent: Tony Bardy Assis (407-796-7777)

Remarks: A beautifully updated 3-bedroom, 3-bathroom townhome is ready for its next owner! This stunning home features upgraded kitchen cabinetry with elegant waterfall countertops, upgraded bathroom vanities, tile flooring throughout the main level, and luxury vinyl plank flooring throughout the rest of the home. Perfectly designed for vacation living, the home is fully themed with Disney-inspired décor, including a Mickey Mouse room in the main bedroom, a Star Wars-themed second room, and an Incredibles-themed primary suite. Located in the sought-after Windsor Palms Resort, residents and guests enjoy resort-style amenities including a community pool, tiki bar, spa, fitness center, tennis courts, basketball courts, volleyball court, convenience store, movie theater, arcade, playground, BBQ area, and picnic spaces.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Mike Chen, P.A (503-888-8070)

Remarks: AMAZING SECOND FLOOR CONDO FULLY TILED & FURNISHED. If you want to invest in short term rental, this is a great opportunity. Beautiful Two bedroom two bath condo fully furnished and beautifully decorated, this open kitchen has quartz countertops, 42" cabinets, stainless steel appliances, washer and dryer, blinds. In Storey Lake Resort. Located in a community highly desirable and in a prime location in central Florida allowing for short term vacation rentals, great investment returns on this property kayak, lazy river, fitness center, miniature golf, quiet pool, splash pad, double slide, volleyball court and sports court.It is close to major attractions including Disney World just 7 minutes away, Disney Springs 3.5 miles, Orlando Premium Outlet 3.2 miles.

Listing is courtesy of: DECONOVA INTERNATIONAL REALTY (305-412-5520)

Listing Agent: Jose Collado (305-412-5520)

Remarks: This amazing house is completely furnished, 9 bedrooms with 5 baths plus a beautiful game room Brand new, never rented Excellent location at the new phase at Storey Lake with amazing views of the preserves!!! This Santiago model home is the largest and most popular model, the highest revenue and occupancy rates. The home includes Enclosed Pool, Game Room, Themed rooms, and is fully equipped. Storey Lake resort includes a Water Park, Lazy River, Full Gym, Tiki bar, Basketball/Volleyball/Tennis Courts, and so much more. Located only 4 miles from Disney and other popular attractions.

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Katia Souza (407-766-0744)

Remarks: Investor opportunity just minutes from Orlando’s world-famous attractions, including Disney! This beautifully remodeled studio is located in the heart of Kissimmee/Orlando and features two beds inside the unit, making it an excellent option for vacation stays, short-term rentals, or long-term income potential. Situated in an excellent location near theme parks, restaurants, shopping centers, entertainment, and major highways, this unit offers both convenience and strong rental appeal. The interior has been updated with modern finishes and an efficient layout designed for comfort and functionality. Perfect for investors looking for a turnkey, rental-ready property in one of Central Florida’s most visited areas. Whether expanding your portfolio or purchasing your first investment property, this is a fantastic opportunity with strong potential. MOTIVATED SELLER — schedule your showing today!

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (689-343-3583)

Listing Agent: Maritza Lopez (407-219-8914)

Remarks: Investor opportunity just minutes from Orlando’s world-famous attractions, including Disney! This beautifully remodeled studio is located in the heart of Kissimmee/Orlando and features two beds inside the unit, making it an excellent option for vacation stays, short-term rentals, or long-term income potential. Situated in an excellent location near theme parks, restaurants, shopping centers, entertainment, and major highways, this unit offers both convenience and strong rental appeal. The interior has been updated with modern finishes and an efficient layout designed for comfort and functionality. Perfect for investors looking for a turnkey, rental-ready property in one of Central Florida’s most visited areas. Whether expanding your portfolio or purchasing your first investment property, this is a fantastic opportunity with strong potential. MOTIVATED SELLER — schedule your showing today!

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (689-343-3583)

Listing Agent: Maritza Lopez (407-219-8914)

Remarks: Investor opportunity just minutes from Orlando’s world-famous attractions, including Disney! This beautifully remodeled studio is located in the heart of Kissimmee/Orlando and features two beds inside the unit, making it an excellent option for vacation stays, short-term rentals, or long-term income potential. Situated in an excellent location near theme parks, restaurants, shopping centers, entertainment, and major highways, this unit offers both convenience and strong rental appeal. The interior has been updated with modern finishes and an efficient layout designed for comfort and functionality. Perfect for investors looking for a turnkey, rental-ready property in one of Central Florida’s most visited areas. Whether expanding your portfolio or purchasing your first investment property, this is a fantastic opportunity with strong potential. MOTIVATED SELLER — schedule your showing today!

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (689-343-3583)

Listing Agent: Maritza Lopez (407-219-8914)

Remarks: **MAJOR PRICE IMPROVEMENT - NOW OFFERED AT $1,059,000. THE LOWEST-PRICED LARGE-FORMAT 11-BEDROOM HOME CURRENTLY AVAILABLE IN ENCORE AT REUNION.** This 11-bedroom, 13-bathroom, 5,496 sq ft estate is one of Encore’s largest floor plans and one of the most compelling high-capacity vacation home opportunities in the Disney-area short-term rental market. Whether purchased as a lifestyle vacation home, income-producing rental asset, or cosmetic value-add investment, 7616 Brookhurst offers rare scale, flexibility, and clear upside. Designed to accommodate up to 33 guests, this home offers the ability to enjoy personal use for holidays, group gatherings, and extended stays while also operating as a short-term rental when not in use. Brookhurst offers the scale, bedroom count, amenities, and location needed to support strong rental demand in one of Central Florida’s most established and desirable resort communities. For investors, Brookhurst presents a defined cosmetic value-add opportunity. A professionally curated **Villa Tropicana** redesign concept has already been developed by a vacation rental interior designer, giving the next owner a room-by-room roadmap to elevate guest experience and booking appeal. No major structural work is needed; the opportunity is in design, theming, presentation, and marketing. The concept reimagines the home with a resort-style living room, refreshed chef’s kitchen, Mojito Bar lounge, Miami Vice Theater Lounge, and Nickelodeon Loft with indoor slide. Each of the 11 suites has its own identity, including concepts such as Sunkissed Suite, Champagne Dreams, Roblox Suite, Stitch’s Surf Shack, Alligator Alley, and more. The design creates Instagram-worthy guest experiences throughout the home, helping it stand out in photos, videos, and booking platforms. The home features 10 bedrooms with ensuites, including three primary suites. One primary suite is downstairs with dual walk-in closets, while two upstairs primary suites offer screened balcony access with views of Disney fireworks and Kennedy Space Center launches. The chef’s kitchen is built for large groups with granite countertops, 42-inch cabinetry, bar seating, two refrigerators, two dishwashers, coffee bar, and walk-in pantry. Sold fully furnished and equipped for immediate use, the home also includes a theater room with stadium seating and projection system, upstairs loft with pool table, hardwood flooring upstairs, two laundry rooms, and multiple gathering zones for high-occupancy stays. Outdoor living features a heated pool and spa, paver patio, covered lanai, outdoor grill, and new professional-grade dining set within a private landscaped setting. Located just steps from Encore’s resort amenities, owners and guests enjoy access to a 10-acre waterpark, fitness center, sports courts, dining, concierge services, and transportation to Disney, Universal, and SeaWorld. HOA includes internet, cable, daily valet trash, irrigation, landscaping, pest control, and 24-hour gated security. For high-income buyers exploring short-term rental ownership as part of a broader tax strategy, this property may offer potential depreciation and STR tax benefits, subject to buyer’s circumstances and CPA guidance. Renderings and design concepts are clearly labeled, and the full Villa Tropicana design package is available upon request. **Large-scale lifestyle home. Income-producing potential. Defined value-add path. Schedule your showing today.**

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)

Remarks: Welcome to this stunning 2-bedroom, 2.5-bath townhome in the sought-after community of Regal Oaks. Perfectly situated with direct access to the serene courtyard garden, this home offers peaceful views and a unique connection to nature—deer are often seen roaming just beyond your private lanai. The outdoor living space is an entertainer’s dream, featuring a private hot tub, grill, and spacious lanai overlooking the lush garden. Just a short walk away, you’ll enjoy the resort-style community pool and amenities. Inside, the home is beautifully updated and thoughtfully decorated with tasteful, modern finishes that create a warm and inviting atmosphere. From the open-concept living area to the stylish kitchen and comfortable bedrooms, every detail has been designed to please. This property is rental ready—whether you’re looking for a personal retreat, vacation home, or investment opportunity, this townhome is the perfect choice. Key Features: - 2 Bedrooms / 2.5 Bathrooms - Private lanai with hot tub & grill - Peaceful courtyard garden views with wildlife sightings - Walking distance to the pool and resort amenities - Beautifully updated interior with tasteful décor - Rental ready for immediate income potential Don’t miss your chance to own this exceptional townhome in Regal Oaks!

Listing is courtesy of: BETTER HOMES & GARDENS LIFESTYLES REALTY (904-853-6386)

Listing Agent: Paula Casey (689-288-5163)

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: 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: 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)