Kissimmee Homes For Sale & Real Estate - 3389 homes

Remarks: Welcome to this exceptional waterfront vacation home located in the heart of Storey Lake Resort at 4221 Paragraph Drive. Offering 8 bedrooms and 5 full bathrooms, this spacious and thoughtfully designed home is perfectly suited for large families, multi generational stays, or investors seeking a strong short term rental opportunity in one of Central Florida’s most in demand resort communities. The first floor welcomes you with an inviting foyer and an open concept layout designed for both comfort and entertaining. The gourmet kitchen features a large breakfast bar, ample cabinetry, and a generous pantry, all opening seamlessly to the dining area and great room. Sliding glass doors lead to a covered patio and screened in private pool and spa overlooking a peaceful water view, creating a true indoor outdoor living experience. The main level also includes a primary bedroom with an en suite bathroom, additional guest bedroom and full bath, and a large game room ideal for hosting and relaxing. Upstairs, a spacious loft media area provides additional gathering space, along with a conveniently located laundry area. The second level features the remaining bedrooms and bathrooms, offering plenty of room and privacy for guests. The layout is well balanced, functional, and designed to accommodate large groups comfortably. Storey Lake Resort is known for its outstanding amenities, including a resort style clubhouse, fitness center, water park with slides and lazy river, sports courts, playgrounds, and more. Located just minutes from Walt Disney World, Universal Studios, SeaWorld, shopping, dining, and entertainment, this home delivers both lifestyle and location. Whether you are looking for a turn key vacation home or a high performing investment, this Storey Lake property offers space, setting, and resort living at its best.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Welcome to an exceptional lakeview residence in Kissimmee! This beautifully upgraded 5-bedroom, 5-bathroom home—featuring 5 private suites—offers luxury, comfort, and strong investment potential in a prime location near the Club House. Designed to impress, the home boasts a stunning double-height living room with a modern Raindrop chandelier, elegant Modani furnishings, and high-resistance vinyl flooring throughout the main level. The gourmet kitchen features a waterfall island and quartz countertops, complemented by recently upgraded appliances. All bathrooms are finished with quartz countertops and glass shower enclosures. Step outside to your private oasis: a resort-style pool with SPA and waterfall, fully screened enclosure, automated pool heating, solar-powered outdoor speakers, gazebo, and a covered patio with awning—perfect for entertaining while enjoying serene conservation and lake views. Additional premium features include smart home technology such as an Ecobee thermostat, Eufy digital door lock, MyQ smart garage system, external security cameras, and an IFLO system for automatic AC drain line cleaning. The home is also pre-wired for an electric vehicle charger and includes a laundry room with an inox sink. With its unbeatable combination of luxury upgrades, privacy (backing onto a conservation area), and proximity to amenities, this property is a rare opportunity—ideal as a primary residence, vacation home, or income-producing investment.

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

Listing Agent: Regiane Rodrigues Dian (321-424-8968)

Remarks: Welcome to this impressive waterfront vacation home located in the heart of Storey Lake Resort at 2956 Penelope Loop in Kissimmee. Offering 8 bedrooms and 5 full bathrooms, this spacious home is designed for both memorable stays and strong rental performance in one of Central Florida’s most sought after short term rental communities. The first floor welcomes you with a bright entry foyer and an open, functional layout ideal for entertaining large groups. The gourmet kitchen features ample cabinetry, a breakfast bar, and a large pantry, all flowing seamlessly into the dining area and expansive great room. Multiple bedrooms on the main level provide flexibility and convenience, including a primary suite with a private en suite bathroom. A dedicated game room creates an additional gathering space perfect for guests to unwind. Sliding glass doors lead to a covered patio and a screened in private pool and spa overlooking the water, creating a true resort style outdoor experience. This setup is ideal for relaxing after park days or enjoying Florida evenings with family and friends. The second floor offers a large loft style media area, additional bedrooms, and multiple full bathrooms, allowing everyone to have space and privacy. The layout is well suited for large families, multi generational stays, and group vacations. Storey Lake Resort is known for its high demand and outstanding amenities, including a resort style clubhouse, fitness center, water park, sports courts, and more. The location places you minutes from Disney World, Universal, SeaWorld, dining, and shopping, with both coasts reachable in just over an hour. Whether you are looking for a high performing vacation rental, a second home, or a combination of both, this waterfront Storey Lake property offers location, scale, and lifestyle all in one. Contact us today for your private showing.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Welcome to this spacious beautifully maintained 3-bedroom, 2-bath condo located on the second floor in the desirable Flora Ridge community. Step inside to discover a bright open-concept living and dining area filled with natural light, perfect for both relaxing and entertaining. The kitchen offers ample cabinet space and a functional layout that flows seamlessly into the main living area. The split-bedroom floor plan provides privacy, with a comfortable primary suite that includes a walk-in closet and an en-suite. Step outside to your private screened-in balcony an ideal spot to enjoy your morning coffee or unwind in the evening while taking in peaceful surroundings. Additional highlights include in-unit laundry room, generous storage, community amenities and access to your unit with a building elevator. Conveniently located approximately 1 mile away from shopping, dining, major highways, and local attractions, this condo offers both comfort and convenience in a gated community setting. Measurements are an approximate.

Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)

Listing Agent: Nereida Padilla (617-304-1798)

Remarks: Motivated seller—bring your BEST OFFER! (More pictures coming soon...) Beautifully maintained home located in the growing Poinciana community, situated on an oversized lot of approximately half an acre, offering a spacious backyard with plenty of room for outdoor living, entertaining, or future possibilities. The interior features soaring ceilings, tile flooring throughout the main living areas, and a functional layout designed for comfort and everyday living. Additional highlights include hardwood cabinetry, crown molding, window blinds, and energy-efficient features such as LED lighting and modern windows. Residents enjoy access to Poinciana’s wide range of amenities, including parks, walking trails, sports fields, fishing areas, and dog parks, supporting an active and family-friendly lifestyle. Conveniently located with easy access to Poinciana Parkway, as well as nearby schools, shopping, dining, and medical facilities.

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

Listing Agent: Carmen Sousa Erazo (401-323-3577)

Remarks: This beautifully maintained and fully furnished 3-bedroom, 2.5-bath townhome sits within the guard-gated community of Lake Berkley Resort in Kissimmee. Approved for short-term rentals, it offers an appealing blend of comfort, convenience, and investment potential just minutes from Central Florida’s world-famous attractions. The home welcomes you with a bright open-concept living and dining area, where natural light and tile flooring create a warm, inviting atmosphere ideal for relaxing or entertaining. The well-appointed kitchen provides generous cabinetry and a practical breakfast bar, making everyday meals and gatherings effortless. Upstairs, the thoughtfully designed layout continues with comfortable bedrooms, including a spacious primary suite that serves as a peaceful retreat for quiet mornings or breezy evenings. A dedicated laundry room with a full-size washer and dryer adds everyday convenience for both residents and guests. Lake Berkley Resort enhances the experience with 24-hour guard-gated security and an HOA that covers landscaping, irrigation, trash service, and maintenance of the community amenities—offering ease of ownership and peace of mind. Ideally located near Walt Disney World, Universal Orlando Resort, SeaWorld, Old Town, US-192 dining and shopping, golf courses, and major highways such as I-4 and SR-417, this property provides exceptional accessibility and a highly desirable Central Florida lifestyle.

Listing is courtesy of: DELUCA REAL ESTATE SERVICES CORP (407-690-9941)

Listing Agent: Lucas Desouza (407-690-9941)

Remarks: BRAND NEW AC with 10 YEAR TRANSFERABLE WARRANTY! 5.99 INTEREST RATE for qualified buyers who use our preferred lender! PHASE 1 WATERFRONT 4 bedroom cottage in the heart of Margaritaville Resort located just 5 minutes from Disney! Just steps from the resort amenity area, this immaculately kept cottage is fully equip with Margaritaville Resort approved furnishings by Ethan Allen. This spacious open floorplan home has 4 bedrooms, all with their own en suite bathrooms and separate thermostats for each level, along with high end wood look tile, quartz countertops, wooden stairs, private owners closet, high ceilings, multiple private balconies, an outdoor shower, and so much more! The large fenced in patio features a private, heated pool, ample eating and entertaining space, and sweeping lagoon views. This property can be used as a full time residence, second home, or short term rental property. This resort style community features two large swimming pools, multiple restaurants and bars, fitness center, full service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming security.

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

Listing Agent: Jenna Palmero (407-697-8727)

Remarks: Beautiful fully furnished and professionally decorated 4-bedroom, 4.5-bath vacation home, turn-key and ready for immediate short-term rental income (Airbnb/VRBO). Located in a resort-style community offering pool, tennis court, fitness center and on-site restaurant. Prime location just minutes from Disney’s Animal Kingdom, ideal for investors seeking strong cash flow or families looking for a perfect vacation retreat.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Jiro Filho (772-200-7605)

Remarks: SELLER MOTIVATED: OFFERING $10,000 TOWARDS BUYERS CLOSING COSTS. Step into refined living in Tohoqua with this thoughtfully upgraded 5-bed, 3-bath home offering one of the community’s most coveted features: a full, wide, calming pond view enjoyed from the living room, kitchen, dining area, primary bedroom, and upstairs office. This rare homesite delivers a daily sense of light, openness, and vacation-like serenity that interior-similar homes simply cannot match. Inside, the open yet well-defined layout includes dedicated living and dining spaces, an oversized kitchen island, quartz countertops, stainless steel appliances, and ceiling-height modern cabinetry and doors for a clean, elevated finish. The generous upstairs loft provides flexible space for work or play.Thoughtful upgrades add meaningful value beyond new construction, including: 1. Custom-designed walk-in primary closet for optimized storage and luxury feel 2. Bespoke modern refrigerator and premium washer/dryer 3. Smart-connected features throughout the home — the refrigerator, washer, front door, and thermostat can all be monitored and controlled through phone apps with alerts and remote access 4. Epoxy-finished garage floor for durability and a polished look 5. Fully fenced backyard for privacy, pets, and outdoor living Out back, unwind on the covered lanai overlooking the tranquil pond—perfect for quiet mornings, golden-hour sunsets, or evening gatherings with friends. The peaceful water view extends upstairs as well, creating a bright, inspiring workspace and a serene primary retreat. Residents of Tohoqua enjoy access to tennis courts, parks, trails, Lake Tohopekaliga, and the Village Center just moments away. This is a rare opportunity to own a waterfront-positioned, move-in-ready home with premium upgrades already completed—offering comfort, beauty, and everyday ease from the moment you arrive.

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

Listing Agent: Renzo Montaiuti (407-694-8702)

Remarks: Built with care by Taylor Morrison—$10,000 closing costs contribution at full price - proudly recognized as America’s Most Trusted Home Builder—this beautifully crafted single-story home is ready for immediate occupancy. Bathed in natural light and finished in a soothing neutral palette, the home offers a bright and welcoming atmosphere throughout. Designed for both comfort and practicality, the layout includes 2 bedrooms, 2 bathrooms, and a 2-car garage. The spacious living area opens effortlessly into a generously sized kitchen that overlooks the backyard, featuring white cabinetry and stainless steel appliances—ideal for both everyday living and entertaining. Enjoy a prime location close to shopping centers, neighborhood plazas, grocery stores, restaurants, parks, walking trails, and schools, making daily errands and recreation simple and convenient. Experience resort-style living at Esplanade at Westview in Kissimmee. This vibrant community offers the perfect blend of relaxation and activity. Lounge by the sparkling resort-style pool, sip cocktails at the Bahama Bar, or unwind in a private cabana. Stay active with tennis, pickleball, and bocce ball courts, or energize your routine in the state-of-the-art fitness center. Indulge in spa services, gather around the firepit with friends, and let your furry companion enjoy the bark park. Here, every day feels like a retreat in a thoughtfully designed community created for exceptional living.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Daniel Grieb (407-629-4420)

Remarks: New Construction – $10,000 in buyer closing cost at full price! Ready for Immediate Move-In! Thoughtfully built by Taylor Morrison, proudly recognized as America’s Most Trusted Home Builder. Newly built one-story home filled with abundant natural light and a calming neutral color palette throughout. This thoughtfully designed residence offers 3 bedrooms, 2 bathrooms, and a 2-car garage, featuring a spacious living room and a large kitchen overlooking the backyard with white cabinetry and stainless steel appliances, perfect for everyday living and entertaining. Conveniently located near a variety of shopping centers, neighborhood plazas, grocery stores, dining options, local parks, walking trails, schools, and everyday amenities, making errands and recreation easy and accessible. Discover resort-style living at Esplanade at Westview in Kissimmee! This lively community is designed for connection, relaxation, and recreation at every turn. Soak up the sun at the sparkling resort-style pool, enjoy a refreshing cocktail at the Bahama Bar, or retreat to a private poolside cabana. Stay active with tennis, pickleball, and bocce ball courts, or recharge in the fully equipped fitness center. Treat yourself to signature spa services, gather with friends around the firepit, and let your furry companion roam at the bark park. Here, every day feels like a getaway in a beautifully planned community built for living your best life.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Daniel Grieb (407-629-4420)

Remarks: Exceptional turnkey opportunity in one of Kissimmee’s premier resort-style communities. This fully furnished 2-bedroom, 2-bathroom villa offers an ideal blend of comfort, location, and investment appeal, just minutes from Walt Disney World, Universal, and Central Florida’s top attractions. The property features bright open living spaces, laminate flooring, in-unit laundry, a private rear porch, and convenient parking within the community. Residents and guests enjoy access to outstanding resort-style amenities, including a lazy river, waterslides, resort-style pool, sports courts, mini golf, fitness center, arcade, playground, dog park, picnic areas, and EV charging stations. A compelling opportunity for a vacation retreat, second home, or income-producing property in a high-demand Kissimmee location. Schedule your private showing today.

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

Listing Agent: Jose Aguilar Colina (407-508-6692)

Remarks: Experience the ultimate Florida lifestyle in this stunning 1-bedroom, 1-bathroom condo located in the highly sought-after, gated Legacy Dunes Resort. Meticulously renovated to the highest standards, this unit offers a turnkey opportunity for short-term rental investors, vacation home seekers, or primary residents. Step inside to a bright, open-concept living space featuring brand-new luxury vinyl plank (LVP) flooring throughout—no carpet! The modern kitchen is a chef’s delight, boasting premium quartz countertops, sleek new cabinetry, and high-efficiency stainless steel appliances. The spacious primary suite includes a generous walk-in closet and a fully redesigned bathroom with contemporary tile work and designer fixtures. Relax on your private, screened-in balcony, perfect for enjoying the peaceful Florida evenings. World-Class Resort Amenities: Legacy Dunes offers a true vacation-style living experience, including: Two sparkling resort-style swimming pools and a clubhouse. State-of-the-art fitness center and aerobics room. Tennis, sand volleyball, and basketball courts. Scenic nature trails, picturesque lakes with fountains, and BBQ/picnic areas. Five-day valet trash service and gated security. Prime Location: Centrally located just minutes from Walt Disney World, Universal Studios, and SeaWorld. You are steps away from the vibrant Margaritaville area, premier golf courses, world-class dining, and luxury shopping along US-192.

Listing is courtesy of: KAIA REALTY LLC (407-269-4403)

Listing Agent: Roberto Barros (407-269-4403)

Remarks: Escape to paradise at 8019 Knee Deep Rd, a stunning 5-bedroom, 4-bathroom retreat located in the world-renowned Margaritaville Resort Orlando. This fully furnished cottage is a turnkey masterpiece, featuring high-end tropical decor. Designed for the ultimate indoor-outdoor lifestyle, the spacious open floor plan leads directly to your own private oasis: a PRIVATE POOL & SPA—a rare and highly coveted feature within the resort that significantly boosts rental demand and property value. Investing in this property means more than just owning a home; it’s owning a lifestyle. Residents and guests enjoy 5-star amenities, including the Island H2O Live! Water Park, the Fins Up Beach Club with lagoon-style pools, the signature St. Somewhere Spa, and a state-of-the-art fitness center. Located just minutes from Walt Disney World, Universal Orlando, and the vibrant dining and entertainment district at Sunset Walk, this home is perfectly positioned for high-occupancy short-term rentals or a premier vacation getaway. Whether you’re looking for a lucrative investment or a personal piece of the "island life," this property delivers on every front.

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

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

Remarks: ANOTHER EPIC LISTING!!! Welcome to this beautiful appointed 3 bedroom - 3 bath townhome in in beautiful Windsor Hills. This is your chance to own a vacation property with a private pool that won't break the bank. This home offers the perfect blend of comfort, convenience and resort-style living. Ideally situated with no rear neighbors, the property provides added privacy and a peaceful setting while also being close to the happenings of the community. Inside your villa you have a thoughtfully designed layout featuring a spacious living area that seamlessly opens to your own private screened pool. The home provides a most desired feature in a downstairs bedroom and bath. Upstairs you will find two additional bedrooms and bathrooms along with a landing and gathering area. All guests will have their space. No carpet throughout the home makes for easy maintenance. Located within a sought -after 24-hour gated resort community, residents and guest enjoy access to an impressive array of amenities. These include tennis, basketball, and volleyball courts, along with a state-of-the-art fitness center and game room. The community shines with its resort-style water attractions-featuring a lazy river, thrilling water slides, splash park, and an expansive pool and spa area. Families will also enjoy the magical castle playground an on-site movie theatre, while the on-site dining and drinks add convenience and vacation like atmosphere. Perfectly positioned near major attractions, this townhome is not only an amazing personal getaway but also a highly desirable vacation rental opportunity. Its proximity to the water park and resort amenities makes it especially for short term guest seeking fun, relaxation, and convenience all in one place. Make sure if you are looking.... check this out.

Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)

Listing Agent: Ryan Green (407-963-6199)

Remarks: Turnkey furnished 3-bedroom, 2-bath condo in the desirable Caribe Cove / Treasure Trove area, ideally positioned for personal use, vacation rental, or investment ownership near Disney and Central Florida’s major attractions. This spacious condo offers a comfortable open layout, updated interior finishes, stylish furnishings, and a screened balcony for relaxing after a day at the parks. The unit is currently used as a short-term rental and has strong guest appeal, including Airbnb Superhost status and a 4.8-star rating. Recent major improvements include a newer HVAC system, offering added value and peace of mind for the next owner. The HOA includes water, sewer, internet, basic cable, trash, landscaping, exterior maintenance, and community amenities, helping simplify ownership and operations. Enjoy a fully furnished setup with high-quality furniture, attractive décor, and a vacation-ready layout designed for both guest comfort and owner convenience. Located in a well-established resort-style community with easy access to Disney, shopping, dining, golf, major highways. Whether you are looking for a Florida vacation home, an income-producing short-term rental, or a turnkey investment property, this condo offers a strong combination of location, condition, furnishings, and rental potential.

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: Deborah Armitage (407-353-8963)

Remarks: Price to Sell! Beautiful second-floor condo with elevator access located in a desirable gated community. This spacious unit features 3 bedrooms and 2 bathrooms with a split floor plan for added privacy. Enjoy a bright living and dining area that opens to a private balcony through elegant French doors, perfect for relaxing or entertaining. Residents enjoy the amenities, including a pool , walking trails, and a pet-friendly environment. Prime location!!! Walking distance to shopping, dining, entertainment, theaters, and schools, with easy access to major highways.

Listing is courtesy of: ORIGINAL REALTY LLC (407-414-2102)

Listing Agent: Martha Espinel (407-414-2102)

Remarks: Beautifully designed 3-bedroom, 2.5 bath townhome offering 1,408 sq ft of comfortable living space in a newer construction community. This home features an open-concept layout with spacious living and dining areas, creating a seamless flow ideal for everyday living. The kitchen is thoughtfully designed with modern finishes and ample cabinet space. The primary suite provides a private retreat with an en-suite bath, while additional bedrooms offer flexibility for guests, family, or a home office. A convenient half bath is located on the main level. Enjoy low-maintenance living in prime location just minutes from shopping, dining and Orlando's top attractions.

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Yessenia Feliciano (413-459-3655)

Remarks: Your ideal vacation home awaits — turnkey, stylish, and already generating revenue. This breathtaking 6-bedroom, 5-bathroom gem in Solara Resort has it all: fully furnished with designer touches and a robust booking pipeline that transfers upon purchase. Step inside to soaring double-height ceilings, a spacious open-plan layout, a gourmet chef’s kitchen, a game loft, a dedicated office, and generous bedrooms that guests love. Outside, enjoy a private heated pool, spa, and a shaded lanai perfect for relaxing. Just minutes from Disney, Solara is a premier short-term rental destination featuring a water park, resort-style pool, clubhouse, restaurant, tiki bar, fitness center, spa, arcade, sports facilities, and more. Whether you’re seeking a savvy investment or your personal retreat, this exceptional property offers luxury and immediate passive income.

Listing is courtesy of: KAIA REALTY LLC (407-269-4403)

Listing Agent: Roberto Barros (407-269-4403)

Remarks: Short-term rental condo near Disney! Ideal for Airbnb, vacation home, or investment property! Welcome to this beautifully maintained 4-bedroom, 3-bathroom condo in the highly desirable San Sebastian community, located just minutes from Walt Disney World Resort, Universal Studios Florida, and the attractions of Central Florida. This partially furnished condo features a bright open-concept floor plan with abundant natural light, perfect for both personal use and maximizing short-term rental income. The modern kitchen includes stainless steel appliances, a 2024 dishwasher, and ample cabinet space, seamlessly flowing into the spacious living and dining areas ideal for entertaining guests or hosting vacation renters. The home offers four generously sized bedrooms and three well-appointed bathrooms, providing comfort and flexibility for families and guests. Step outside to your private patio space, perfect for relaxing after a day at the parks. Major updates include a 2020 A/C system and water heater, delivering peace of mind for homeowners and investors alike. Located in a resort-style community with amenities and convenient access to International Drive, shopping, dining, and major highways including I-4 and 417, this property is perfectly positioned in one of Orlando’s top vacation rental markets. Short-term rentals and Airbnb are allowed, making this a high-demand, income producing opportunity in the Disney area. If you’re searching for a vacation rental near Disney, an Airbnb investment property in Kissimmee FL, or a move-in-ready condo in Central Florida, this is the one. Schedule your private showing today!

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

Listing Agent: Kenny Medina (407-412-4190)