Kissimmee Homes For Sale & Real Estate - 2722 homes

Remarks: Under contract-accepting backup offers. If you’ve been searching for charm, character, and convenience, this is it. This fully updated bungalow exudes a cozy cottage feel with modern finishes throughout, creating the perfect blend of comfort and style. As soon as you walk in, you’ll notice how open and airy the space feels, making it perfect for both everyday living and entertaining. This home truly has all the upgrades you can think of, including Corian countertops, a durable metal roof, a beautiful electric fireplace, a whole-home water filtration system, a well, and a septic tank that was flushed just two months ago. The windows have been upgraded to double pane windows. The roof and windows were replaced in 2019, and the A/C was replaced in 2026, offering added peace of mind. Situated on a quiet, established street, it provides a peaceful retreat while still being just minutes from Lake Nona, St. Cloud, Orlando International Airport, major highways, and the area’s top attractions, plus it's conveniently located near Austin-Tindall Sports Complex. From the moment you pull into the paver driveway, you’ll feel right at home.

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Cassandra Kelly (407-433-2000)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new three-bedroom Frey offers convenient single-story living. Two secondary bedrooms are secluded near the front of the home, leading to an inviting open-concept floorplan that boasts convenient access to a covered patio for seamless indoor-outdoor living. A lavish owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. A spacious three-car garage completes the home. 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: One or more photo(s) has been virtually staged. Under Construction. This new four-bedroom Walsh provides single-story living with a seamless open layout, perfect for modern lifestyles. Three secondary bedrooms share a private hallway near the front of the home, leading to an inviting open-concept floorplan shared between the kitchen, dining nook and family room. A nearby covered patio encourages simple indoor-outdoor living, while a luxurious owner’s suite is nestled into a private rear corner with a full bathroom and walk-in closet. A spacious three-car garage completes the home. 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: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Some homes check the boxes. This one raises the bar. Nestled in the coveted Westside Calabria community just minutes from Walt Disney World, this stunning pool home has been thoughtfully updated from top to bottom with new flooring, new quartz countertops, fresh interior paint, new appliances, and a new AC, so you can move right in and start living! Inside, you'll find a flowing open floor plan dressed in crown molding, elegant arched doorways, and decorative columns that give the home a timeless, polished feel. The kitchen is anchored by a large center island, gleaming quartz countertops, subway tile backsplash, and stainless steel appliances. Plantation shutters and modern black-framed windows frame every room with style, while a formal living room, dining room, and expansive family room give everyone space to spread out. The primary suite is a true retreat, complete with a spa-like en-suite featuring a soaking tub. Step through the sliding glass doors and into your own backyard oasis, a screened-in pool and spa, serene pond views, and an oversized paver lanai made for morning coffee and sunset gatherings alike. Whether you're searching for a primary residence or a short-term rental investment, Westside Calabria delivers the flexibility you need in one of Central Florida's most desirable corridors. Just minutes to I-4, US-192, world-class dining, shopping, and every attraction the area has to offer.

Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)

Listing Agent: Heather Unger, Pa (407-810-6304)

Remarks: Stunning gated home with private screened-in pool and breathtaking golf course views! Move-in ready with high-end upgrades including 42” maple cabinets, stainless steel appliances, crown molding, tile flooring throughout, and designer finishes. Enjoy a beautiful backyard overlooking the golf course, perfect for relaxing or entertaining. Located in a resort-style community with top-rated schools, offering tennis, boating, fitness center, clubhouse, restaurant, dock, and Olympic-size pools. Luxury, location, and lifestyle all in one—Motivated seller—bring your offers! This opportunity won’t last!

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (407-900-6242)

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

Remarks: Investor's opportunity only minutes away from what Orlando is most famous for - DISNEY! This newly remodeled studio is in the heart of all Kissimmee/Orlando brings! This is perfect to add to your portfolio if you're looking for turnkey, convenient, and rental ready. located only a few miles from the parks, Celebration and malls.

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (407-900-6242)

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

Remarks: Investors opportunity only minutes away from what Orlando is most famous for - DISNEY! This newly remodeled studio is in the heart of all Kissimmee/Orlando brings! This is perfect to add to your portfolio if you're looking for turnkey, convenient, and rental ready. located only a few miles from the parks, Celebration and malls.

Listing is courtesy of: INTERNATIONAL EXECUTIVE REALTY (407-900-6242)

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

Remarks: Experience the epitome of resort-style living in this meticulously maintained 2-bedroom, 2-bathroom villa located within the exclusive gated community of Sterling Park at Stonefield. The interior radiates modern elegance with soaring ceilings, crown molding, and premium porcelain tile flooring throughout a bright, open-concept layout. At the heart of the home, the chef-inspired kitchen shines with crisp white cabinetry, granite countertops, and stainless steel appliances, seamlessly flowing into a sun-drenched dining area. Retreat to the spacious primary suite, complete with custom shutters and a spa-like ensuite featuring a dual vanity and a frameless glass walk-in shower. Beyond the glass sliders, your private screened-in lanai offers peaceful, unobstructed views of the community’s lush greenspace—perfect for quiet Florida mornings. With the HOA handling lawn and exterior maintenance, you’re free to enjoy the resort-style pool, fitness center, and tennis courts, all while being minutes away from world-class shopping at The Loop and major Orlando attractions.

Listing is courtesy of: MILESTONE FAMILY REALTY LLC (689-265-3683)

Listing Agent: Jeff Joachim (689-304-9330)

Remarks: You've been looking for something different. A home that actually works the way your life is right now, not the way homes are "supposed" to be. This Next Gen home delivers exactly that. It features two complete living spaces under one roof, each with its own entrance, kitchenette, full bathroom, and bedroom. The flexibility is built in. The main home offers open-concept living with modern Lennar quality throughout. Stainless appliances, quality cabinetry, and generous bedrooms create comfortable spaces for your family. Smart home technology is integrated throughout, keeping you connected and in control. The separate suite works however you need it to. Home office. Guest accommodations. Flex space. Additional living area for extended family. Rental income potential. The independent entrance and full kitchen mean it adapts to your lifestyle. The community offers resort-style amenities including a swimming pool, clubhouse, fitness center, tot lot, basketball, tennis, and volleyball courts, as well as a dog park and trail Disney's Golden Oak Real Estate. Lake Tohopekaliga is nearby, offering fishing, canoeing, kayaking, and bird watching Disney's Golden Oak Real Estate. Shingle Creek Regional Park features scenic creek-side trails rich in natural beauty and Florida wildlife Disney's Golden Oak Real Estate. Storey Creek is strategically located near major roadways including SR-535, I-4, and US-192, close to shops, restaurants, and downtown Kissimmee Disney's Golden Oak Real Estate. Your commute to Central Florida employment centers is straightforward. Schools serve the area well. You're in a neighborhood built for the Florida lifestyle... water, trails, community spaces, and easy access to everything that matters. The HOA handles lawn maintenance, so you spend your time on what you actually want to do. You're not isolated, but you're not in chaos either. This home is built for flexibility, spaces that work for your needs today and adapt as your life changes.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Jessica Macias (321-321-9135)

Remarks: One or more photo(s) has been virtually staged. Flexible Living or Investment Opportunity in Kissimmee Whether you’re looking for a profitable short-term rental, a reliable long-term investment, or a beautiful place to call your own, this property gives you the flexibility to choose. It’s not just a house… it’s an opportunity. Featuring 4 spacious bedrooms and 3.5 bathrooms, including two master suites with walking closets, this home is perfectly designed for comfort, privacy, and versatility, ideal for personal use, vacation guests, or tenants. Seller have spend over $70k in renovations over the last 4 years including New Euro cabinets and vanities, Quartz counters throughout. Custom Tiled showers and backsplashes, LVP throughout, all new lighting and fixtures, furniture IS INCLUDED. Enjoy a large patio, perfect for gathering with family and friends, and take advantage of the community amenities, including a Community pool, open an available space for a bigger gathering and, a Gym. Located in the desirable Fiesta Key community in Kissimmee, just under 10 miles from the theme parks, you’ll experience resort-style living with access to a beautiful clubhouse that enhances your lifestyle and adds incredible value. Whether you live here or rent it out. This is the perfect blend of comfort, location, and investment potential. Don’t miss this incredible opportunity!

Listing is courtesy of: LUXE HUNTER REAL ESTATE (407-984-4888)

Listing Agent: Yeidy Frias Medina (321-732-2455)

Remarks: One or more photo(s) has been virtually staged. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. One or more photo(s) has been virtually staged. Welcome to 1019 Lake Berkley Drive, a refined residence offering an exceptional blend of comfort, security, and resort-style living within the guard-gated Lake Berkley community. This thoughtfully upgraded home showcases two main bedrooms with ensuite bathrooms, ceramic tile and new laminate flooring that was installed in 2025, creating a fresh and sophisticated interior. The remodeled kitchen (2022) serves as the centerpiece of the home with a great view of the pool and lanai and designed for both everyday living and entertaining. The outdoor living space is ideal for enjoying Florida’s year-round sunshine, enhanced by a stunning pool with new pool pump for effortless maintenance. Notable system upgrades include the second bathroom that features a newer shower, offering modern convenience for residents and guests alike. New insulation in the attic and walls for improved energy efficiency, and a new AC system installed in 2023. A new garage door will be installed after closing, adding both value and curb appeal. The seller may also offer a home warranty for added peace of mind with the right offer. Residents of Lake Berkley enjoy an impressive suite of amenities, including tennis and volleyball courts, a resort-style pool, playground, water park, fitness center, clubhouse, gazebo, beach area, BBQ pit, and scenic lake views with fishing pier. The community also permits short-term rentals, includes lawn care, making this an exceptional opportunity for both luxury homeowners and discerning investors. Combining quality upgrades, a secure setting, and an enviable lifestyle, 1019 Lake Berkley Drive presents a rare opportunity in one of the area’s most desirable communities. Come see today! Offer period extended! Offers may be entered ONLINE through Monday, May 4, 2026 at 5:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Christina Rampersad (407-995-6788)

Remarks: Spacious 4-bedroom, 2-bath home! Featuring a master suite with walk-in closet and private bath, this home offers an open living and dining area, perfect for family gatherings. The well-appointed kitchen provides ample space for cooking and entertaining. Enjoy access to community amenities including a pool, playground, tennis courts, and recreational areas. Conveniently located near shopping, dining, and major highways — an ideal family home in Kissimmee! - Convenient to shopping, dining, and highways. Don’t miss out!

Listing is courtesy of: VITAL REALTY GROUP INC (407-944-1833)

Listing Agent: Maria Genao Santos (407-552-6355)

Remarks: Highly Desirable Windsor Hills Subdivision – Just 4.5 Miles from Disney! Welcome to Windsor Hills, a premier guard-gated community built by Pulte, known for its luxury and convenience. This fully furnished, turnkey home features one of the best floor plans in the neighborhood with 5 bedrooms and 5 bathrooms. Existing owner bookings are in place and must be honored, making this property a fantastic investment opportunity or vacation retreat. The garage has been transformed into a custom theater room complete with projector, leather seating, a foosball table, multiple arcade games, a mounted AC unit, and carpeted flooring. Inside the home, the living and dining areas are beautifully appointed with leather furniture and a stunning dining table from Havertys. Custom window treatments and vibrant colors flow throughout the home. This home features many upgrades: main home HVAC in 2018, hot water heater in 2025, pool heater in 2025, 6 arcade games in 2024, movie projector in 2024, wall HVAC in movie room in 2024 and paint in the living and dining room in 2024. Each bedroom is decorated, including a charming themed Peter Pan bunk room that is a must-see. The kitchen is fully stocked and features stainless steel appliances, granite countertops, and two large windows that bring in natural light, perfect for enjoying meals in the cozy breakfast nook. Tile flooring extends through the main living areas and bathrooms, and ceiling fans are installed throughout the home for added comfort. Step outside to the stunning pool and spa area, complete with a new pool pump, a brick paver deck, a covered lanai with ceiling fans, and ample outdoor furniture. Beyond the pool, a lush green lawn bordered by a wrought-iron fence provides a serene backdrop. This home also boasts a new water heater, ensuring modern efficiency and reliability. Directly across the street, you’ll find a park with a two-seater swing set to relax and enjoy the outdoors. Windsor Hills is one of the few communities that allows RV and trailer parking, with an oversized lot dedicated to these vehicles. The neighborhood also boasts a wide array of amenities, including a clubhouse with a waterslide, game room, theater, on-site market and food service, tennis and pickleball courts, volleyball, a putting green, basketball courts, and a fully equipped gym. For golf enthusiasts, the public Mystic Dunes Golf Course is right next door, with several other courses just minutes away. Don’t miss this incredible opportunity to own a home in one of the most sought-after vacation communities in Central Florida!

Listing is courtesy of: THE PROPERTY FIRM (407-530-5444)

Listing Agent: Savina Delgado Rodriguez (407-455-4444)

Remarks: Welcome to 2874 Stanza Ct, an 8-bedroom, 5-bath, 4,411 sq ft turnkey vacation home in Storey Lake Resort, just minutes from Orlando’s top theme park attractions. Located within The Cove at Storey Lake (a gated enclave within the resort which has its onw cabana , pool and play area), this fully furnished, move-in-ready home is ideal as a primary residence, second home, or income-producing vacation rental, offering the perfect balance of privacy, location, and strong rental potential. Built in 2019 and professionally designed, the home features an open-concept layout with spacious living and dining areas, a modern kitchen, and multiple entertainment spaces. The first floor features a primary suite with an en-suite bath, as well as an additional guest bedroom and full bath, providing flexibility and convenience. Upstairs, enjoy a large loft, dedicated movie theater, and additional bedrooms designed to comfortably accommodate larger groups. A separate game room with pool table and foosball adds even more appeal for entertaining and rental use. Step outside to your private screened pool and spa overlooking a serene water view, creating a peaceful setting to relax while still being close to all the action. Storey Lake Resort offers resort-style amenities, including a clubhouse, lazy river, water slides, fitness center, and sports courts—making it one of the most sought-after short-term rental communities near Orlando’s attractions. Schedule your private showing today and secure your place in one of Central Florida’s top-performing resort communities.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matt Dixon (407-965-8906)

Remarks: Welcome to your next chapter in Tohoqua—where comfort, upgrades, and lifestyle come together seamlessly. This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of space and functionality. Step inside to find a thoughtfully designed layout ideal for both everyday living and entertaining, with generous living areas and a flow that feels both open and inviting. Outside, enjoy a fully fenced backyard, perfect for pets, play, or creating your own private outdoor retreat. The home is equipped with gutters for added protection and maintenance ease, while the garage has been enhanced with a split AC unit and additional insulation, making it an ideal space for a home gym, workshop, or climate-controlled storage. Recent upgrades provide peace of mind and modern convenience, including a brand new water purification system installed in March 2026 and a new microwave, ensuring the home is move-in ready with thoughtful improvements already in place. Located in the highly desirable Tohoqua community, known for its amenities, green spaces, and convenient access to Lake Nona, St. Cloud, and Orlando, this home offers not just a place to live—but a lifestyle to love. Spacious, upgraded, and ready for you—this is the one.

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

Listing Agent: Brittany Pride (888-883-8509)

Remarks: Step into this beautifully updated 3-bedroom, 2.5-bath townhome in the gated Lakeside community, where comfort meets convenience. The moment you walk in, you’ll love the brand-new floors that brighten the main living area with a fresh, modern vibe. The kitchen steals the show with its gorgeous new countertops and new appliances, creating the perfect space for cooking, hosting, or just enjoying your morning coffee. The open layout flows effortlessly into the dining and living spaces, making everyday living and entertaining easy. Upstairs, all bedrooms are tucked away for peace and privacy, while the community pool is just a few steps from your door, perfect for a quick dip or a relaxing weekend. Located close to shopping, dining, major highways, and Orlando International Airport, this home truly offers the best of Kissimmee living.

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

Listing Agent: Brittany Pride (888-883-8509)

Remarks: Short Sale. Stunning newer construction home built in 2023! This beautifully maintained 3-bedroom, 2.5-bath property offers modern living with a bright, open-concept layout, stylish finishes, and like-new condition. The spacious kitchen flows seamlessly into the living and dining areas, perfect for entertaining and everyday comfort. All bedrooms are generously sized, with a thoughtfully designed floor plan that provides both functionality and privacy. Enjoy energy-efficient features and the peace of mind that comes with a nearly new home. Located in a highly desirable Kissimmee area, this home offers convenient access to Lake Nona, Orlando International Airport, major highways, shopping, dining, schools, and world-class attractions. Whether you're a first-time buyer, investor, or looking for your next home, this is an exceptional opportunity. Don’t miss your chance to own a 2023 home at an incredible value. Act fast – this one won’t last!

Listing is courtesy of: AVISTA BAY REALTY, LLC (813-264-5540)

Listing Agent: Nayibe Zambrano Hernandez (813-352-7068)

Remarks: Beautiful 2-Story Home in Gated Community – Great for Living, Vacation, or Rental Income This is a wonderful opportunity to own a fully furnished 2-story home located in a quiet, gated community with 24/7 security and great amenities. The home is in excellent condition and is currently being used as a short-term rental with a 5-star rating on Airbnb. It’s located in a very convenient area — just minutes away from Walmart, Disney parks, Highway 192, and Plaza del Sol. Whether you're looking for a permanent home, a vacation spot, or an investment property, this one offers a lot of value and flexibility. The home is already listed and performing well on Airbnb. If the buyer is interested, we’re happy to transfer the current and upcoming Airbnb bookings to make the transition smooth and help you start earning right away. Inside, the home is clean, spacious, and comes fully furnished, so it’s truly turn-key — ready for living or renting without any extra effort. The community offers plenty of amenities for guests and residents, including a swimming pool, clubhouse, gym, and more. It’s a safe, family-friendly neighborhood that’s also appealing to tourists due to its close proximity to major attractions. Whether you plan to live here full-time, use it as a vacation getaway, or continue running it as a short-term rental, this home is a smart choice in a great location.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Juan Garcia Betancur (407-535-0909)

Remarks: Under contract-accepting backup offers. In the exclusive Bear’s Den community at Reunion Resort, this luxury Montecito floor plan residence offers an exceptional combination of refined design and strong vacation rental appeal. On a desirable corner lot, the home showcases elegant architectural details, a paver driveway, manicured landscaping and scenic palm-lined approach. Private balconies and covered outdoor living areas create a seamless indoor-outdoor lifestyle within one of Reunion’s exclusive enclaves. Built in 2020 and offered fully furnished, the home features 4,466 square feet of living space with five bedrooms, five full baths and one half bath. The well-designed layout includes two bedrooms on the main level and three upstairs, each with access to a full bath, making it ideal for accommodating larger groups and maximizing rental flexibility. The open-concept kitchen, dining and living areas provide an inviting central gathering space designed to enhance guest experience and rental performance. The chef’s kitchen featuring a gas cooktop with exterior-vented hood, built-in oven and microwave, refrigerator, dishwasher and an expansive center island with generous seating. Crisp cabinetry, abundant counter space, and an open layout create a functional yet sophisticated environment that resonates with luxury renters. Designed for entertainment, the home includes a game room and a private theater with tiered seating, projection screen, ceiling-mounted projector and surround sound, delivering an authentic in-home cinema experience. The resort-style backyard offers a private oasis featuring a heated custom pool and raised heated spa, expansive paver deck, lush privacy landscaping and dramatic fire bowls. A covered lanai with summer kitchen and outdoor TV provides the ideal setting for outdoor dining and entertaining, while the second-story balcony overlooks the pool and offers a tranquil retreat for day-to-night enjoyment. Additional features include a two-car garage and a transferable Reunion Club membership. The property is ideally near the Traditions Clubhouse and within short distance to Reunion’s Water Park. Reunion Resort amenities include three championship golf courses, a multi-acre water park, resort-style pools, fitness centers, on-site dining, tennis and pickleball courts, concierge services, and a gated luxury resort setting. Minutes from Walt Disney World, Reunion Resort is one of Central Florida’s desirable luxury vacation communities, known for strong rental demand and repeat guests. Whether as a turnkey income-producing investment or a high-end second home, this Bear’s Den residence offers an exceptional combination of location, layout, amenities and long-term appeal.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Teresa White (904-994-9075)

Remarks: Under contract-accepting backup offers. Welcome to Your Dream Home at 1563 Angler Avenue, Kissimmee! Step inside this exquisitely fully loaded and renovated six-bedroom, four-bath single-family home and discover a blend of modern comfort and thoughtful upgrades. Located in the heart of Kissimmee, this home is truly MOVE IN READY with a host of premium features. Every corner has been meticulously upgraded, including a SEMI BRAND NEW ROOF (2 YEARS OLD ONLY) and fresh interior paint that brightens up the entire space. With no carpet throughout except for a single closet in the master bedroom. Cleaning and maintenance are a breeze. The spacious layout offers a perfect combination of elegance and functionality, ideal for both relaxation and entertaining. As you step into the backyard, you’ll be greeted by a gorgeous water view that makes this home’s outdoor space a true retreat. Outside, the oversized yard provides plenty of room for outdoor activities or future garden dreams, and the two-car garage ensures ample space for parking and storage. Notably, this home is owned by a real estate broker from Canada, ensuring every detail has been attended to with a professional eye for quality. The owners have invested close to $30,000 in renovations and upgrades, ensuring this massive home is as stunning as it is comfortable. As an added bonus, all the furniture’s purchased just over seven months ago and in nearly-new condition! They are NEGOTIABLE and can be included in the sale, depending on your needs. This fully upgraded gem is a rare find and ready for you to call it your FLORIDA DREAM HOME!! Don’t miss the chance to own a piece of Kissimmee luxury!!

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

Listing Agent: Rj Bautista (352-396-6123)