Kissimmee Homes For Sale & Real Estate - 3201 homes

Remarks: Welcome to Regal Oaks Resort, where comfort, convenience, and resort-style living come together in this 2-bedroom, 2.5-bathroom townhouse. Offered fully furnished, this property is ready for immediate enjoyment as a vacation home, investment property, or personal retreat. Step inside to find a spacious and inviting open-concept layout designed for both relaxation and entertaining. The fully equipped kitchen flows seamlessly into the dining and living areas, creating the perfect gathering space for family and friends. One of the standout features of this home is the private west-facing lanai, providing sunny afternoons and stunning evening sunsets. Unwind after a day of adventure in your own private hot tub, an ideal space to relax and enjoy Florida's beautiful weather year-round. The upstairs level offers two generously sized bedrooms, each with its own ensuite bathroom, providing privacy and comfort for owners and guests alike. A convenient main-floor powder room adds additional functionality. Located just a short walk from Regal Oaks' resort amenities, residents and guests enjoy access to a community pool, clubhouse, fitness facilities, restaurant, and recreational areas. Situated minutes from world-famous attractions, shopping, dining, and entertainment, this location offers exceptional convenience while maintaining a peaceful resort atmosphere. Whether you're looking for a vacation getaway, income-producing property, or both, this fully furnished townhouse presents an outstanding opportunity in one of Central Florida's most desirable resort communities.

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

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

Remarks: One or more photo(s) has been virtually staged. This is a spacious 4-bedroom, 3.5-bathroom townhome located in a highly sought-after resort-style community that offers the perfect blend of comfort, convenience, relaxation and opportunity to generate income. Whether you're looking for a primary residence, second home, or short-term rental investment this property checks all the boxes and is nestled within miles of Disney World, several family attractions, top-rated dining, shopping, and endless entertainment. In this guard gated community There are two spacious Primary bedrooms each with its own en-suite bathroom. One the first level you'll find a functional layout designed for both everyday living and guest stays. The living/dining room combo is spacious and leads outside to your private screened-in patio featuring a relaxing above ground spa—perfect for unwinding for the weekend or hosting guests in your own outdoor retreat. Upstairs you'll find two additional bedrooms that are partially furnished and in closet laundry. Enjoy additional outdoor space with a private balcony located off the second Primary Bedrooms ideal for morning coffee or evening relaxation. Enjoy access to premium amenities including a resort-style pool, cabanas, fitness center, club house, on site restaurants, tennis and pickleball courts creating an unmatched vacation-style experience year-round.

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

Listing Agent: Qiana Jones (810-223-1507)

Remarks: Beautiful two-bedroom, two-bathroom apartment, completely remodeled. This unit is on the 3rd floor of The Villas del Sol Condo community.The building and complex have been completely renovated; gated community with resort style amenities, like swimming pools, Playground, fitness center and Tennis courts. The property can be used as long term or short term rental! Located near major highways for easy access to Central Florida attractions.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Carlos Villamil (407-340-0042)

Remarks: ATTENTION BUYERS: Primary residence, INVESTORS for Airbnb or short-term rentals. FIESTA KEY is a resort-style and peaceful living 24-gated community with an excellent location close to Disney parks, restaurants, shopping, schools, and more! This townhome has 3 bedrooms, 2 bathrooms, and the laundry upstairs for privacy. You will enjoy the first floor in an open floor plan, the living room, and the half bathroom. You will love the lanai for your morning coffee or to read a book. Kitchen appliances included. Amenities: clubhouse, fitness center, tennis court, walking trails, walking distance to clubhouse, resort-style pool, and a 2nd. pool inside the gated community. Live free and unworried about outside maintenance because the HOA takes care of it: roof, painting, lawn, etc.

Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)

Listing Agent: Maribel Minarro (407-908-3522)

Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 607 Fairmont Pl in Kissimmee, a two-story townhouse offering 3 bedrooms, 2.5 baths, an open floorplan, and a screened patio for comfortable everyday living. With all bedrooms upstairs, the layout offers a nice separation between the main gathering spaces and the more private bedroom areas. Inside, the home features a bright and functional flow that makes it easy to relax, entertain, and enjoy daily routines. The living area is set up for enjoyment with a fireplace, TV entertainment system, and Bose surround sound with receivers. In the kitchen, cabinet pull-outs add extra convenience and organization, while the laundry room includes added shelving for storage. Updated bathroom faucets and fresh interior paint completed in 2024 give the home a refreshed feel. The screened patio extends the living space outdoors and creates a comfortable spot to enjoy morning coffee, unwind at the end of the day, or dine outside. An added bonus is that furniture will convey, including couches, beds and dressers, an entertainment stand, and the dining table, making this a move-in-ready opportunity. The community offers a wide range of amenities, including two pools and jacuzzis, a kids’ splash pad, fitness center, clubhouse, playground, sand volleyball, picnic area, and security, giving residents plenty to enjoy close to home. Located in Kissimmee, 607 Fairmont Pl offers convenient access to shopping, dining, major roadways, and everyday essentials, while also being close to the attractions and entertainment that make this area so desirable. With its open layout, screened patio, included furnishings, and amenity-rich community, this townhouse offers easy living in a convenient Kissimmee location.

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

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: Discover your dream home in the heart of the desirable Kindred community. This expansive 5 bedroom, 3 bathroom residence offers 2,601 square feet of comfortable living space, perfectly positioned to provide unmatched views and lifestyle benefits. The home sits directly in front of a community park, offering a peaceful and scenic outlook right from your front door. The interior is designed for functionality and space, accommodating any lifestyle with ease. The backyard is truly the star of this property. Fully fenced for privacy and security, it has been transformed into an outdoor entertaining masterpiece. You will find a beautiful custom gazebo that serves as a tranquil retreat, plus an impressive outdoor kitchen setup that makes hosting gatherings, celebrations, and weekend cookouts an absolute breeze. Do not miss this unique opportunity to own a home that perfectly combines modern comfort with an incredible outdoor lifestyle. Schedule your showing today.

Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)

Listing Agent: Mitch Susana, Llc (407-781-6586)

Remarks: EXTENSIVELY AND BEAUTIFULLY REMODELED! Step into this fully furnished 4-bedroom pool home and experience the perfect blend of modern luxury and Florida living. Situated on a 0.23-acre lot with no HOA, this home has been completely renovated from top to bottom, featuring soaring cathedral ceilings, a brand-new chef-inspired kitchen, state-of-the-art bathrooms, and updated flooring throughout. Major systems, including the roof, HVAC, and water heater, have been upgraded for added peace of mind. Outside, enjoy your private pool and expansive deck, perfect for relaxing or entertaining under the Florida sun. Ideally located just minutes from top schools, parks, shopping, and dining, this home delivers the perfect combination of location, comfort, and long-term value. Don’t miss this rare opportunity, schedule your visit today!

Listing is courtesy of: EXP REALTY LLC (407-706-5000)

Listing Agent: Daniel Betancourt (407-375-9142)

Remarks: Under contract-accepting backup offers. Welcome to this exceptional 5-bedroom, 4.5-bathroom vacation retreat featuring a private heated pool and outdoor kitchen with gas grill, thoughtfully designed for both refined relaxation and entertaining. This bright corner-unit home is filled with natural light and offers a spacious open-concept layout with ceramic tile throughout. The modern kitchen features stainless steel appliances and overlooks the main living and dining areas. The first floor includes a private bedroom with a full bathroom, ideal for guests or multi-generational living. Upstairs, the expansive primary suite offers an en-suite bathroom, along with a second en-suite bedroom, two additional bedrooms, and a shared full bath. Enjoy Florida living outdoors with a heated pool, pool-area half bath, and outdoor kitchen. A detached garage has been converted into a game room for added entertainment. Located just minutes from world-famous theme parks, this gated resort community offers exceptional amenities, including a resort-style pool with cabanas, lazy river, clubhouse with fitness center, on-site dining, sports courts, playground, and 24/7 security. Conveniently close to golf, shopping, dining, and major attractions. Perfect for families, groups, and vacationers looking for space, comfort, and resort-style fun close to all the action!

Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)

Listing Agent: Cassius De Moura (407-989-0007)

Remarks: Under Construction. Experience one of Lennar’s most popular open floorplans, the Dover, with three bedrooms and two bathrooms. The open kitchen has a large pantry and overlooks the family room and cafe, making it easier to bring everyone together for meals or family time. Enjoy your morning coffee on either the covered front porch or the back patio just off the cafe. The owner suite features an oversized walk in closet and his and her sinks. A 2-car garage provides convenience as well as additional storage if needed. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.

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. 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. 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! Offers may be entered ONLINE through 6/4/26 at 5pm. 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: Best value in the city of Kissimmee! CASH ONLY. This upgraded 3-bedroom, 1-bath home is one of the most affordable properties in the entire zip code—an incredible opportunity you don’t want to miss. Move-in ready with recent improvements, this property offers the added benefit of NO HOA, providing freedom and flexibility for homeowners and investors alike. Ideally located in Kissimmee, just approximately 20 minutes from Orlando International Airport and 25 minutes from Walt Disney World. Enjoy easy access to major roadways, including US-192, John Young Parkway, Osceola Parkway, and Florida’s Turnpike, making commuting a breeze. Conveniently close to shopping, dining, and schools. Perfect for first-time buyers or investors looking for strong value in a high-demand area!

Listing is courtesy of: FLORIDA LAKES REALTY (407-593-9087)

Listing Agent: Tatiana Diaz (407-593-9087)

Remarks: POOL HOME WITH WATER VIEW! Welcome to 2629 Star Lake View Drive, a beautifully maintained and fully furnished 4-bedroom, 3-bath home offering exceptional flexibility for homeowners and investors alike. Whether you’re seeking a primary residence, vacation home, or income-producing property, this turnkey and well-equipped home is ready for immediate enjoyment. The spacious open floor plan features volume ceilings, generous living and dining areas, and a bright kitchen overlooking the great room, creating an ideal setting for entertaining family and guests. The primary suite includes a walk-in closet and private bath, creating a comfortable retreat. Step outside to the screened pool and covered lanai overlooking a tranquil pond, providing the perfect setting to relax and enjoy Florida living year-round. Offered fully furnished and thoughtfully equipped, this property presents an outstanding opportunity for those looking for a move-in-ready home or a vacation rental investment. Located in a community that permits short-term rentals, the home is conveniently situated near local parks, playgrounds, recreational facilities, golf courses, shopping, dining, and major roadways. Enjoy easy access to Walt Disney World, Margaritaville Resort Orlando, Sunset Walk, ChampionsGate, and all of Central Florida’s world-class attractions and entertainment. With its desirable location, private pool, scenic water views, and flexible use options, this property offers a rare combination of lifestyle, convenience, and investment potential.

Listing is courtesy of: IMAGINE GLOBAL (407-603-1411)

Listing Agent: Christina Daugherty (407-921-9025)

Remarks: 10 Bedrooms. 8 Bathrooms. A Lake View. And It's Already Making Money. This isn't just a house. It's a business with a pool. Fully furnished, turnkey, and actively managed — this 10-bedroom, 8-bathroom Orlando vacation villa is generating income right now. And every confirmed future booking? It transfers to you at closing. You don't inherit a vacant property. You inherit a revenue stream. Sleeping up to 23 guests, this home was built for groups. Two living rooms. Two full laundry setups. A game room in the converted garage. A gourmet kitchen with granite countertops, stainless steel appliances, and an oversized island that becomes the center of every gathering. There's even a crib and high chair for the families traveling with little ones — the kind of thoughtful detail that drives five-star reviews and repeat bookings. Step outside and you've got a private screened pool overlooking a peaceful lake. No neighbors staring back at you. Just water, sky, and Florida sunshine. The location is the unfair advantage. You're 8 miles from Walt Disney World, 14 miles to Universal Studios, 10 miles to SeaWorld, and 19 miles to Orlando International Airport. The Space Coast and Atlantic beaches are just about an hour east. This is the address that guests search for — and book on repeat. Use it as a pure investment. Or make it your primary home and rent it when you travel. The flexibility here is real. The current property management company handles everything, and the entire operation — bookings, systems, and brand — conveys with the sale. You can be completely hands-off from day one. Opportunities like this don't sit on the market. A fully operational short-term rental in one of the most visited zip codes on the planet, with income in place and a private lake-view pool waiting for you. Schedule your showing today!

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

Listing Agent: Abiel Sanchez (305-345-4195)

Remarks: Discover this spacious 3 bedroom, 2 bathroom home offering 2,164 sq ft of comfortable living space. The home features a well-designed layout with generous living and dining areas that flow into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy a screened-in patio with a pool—perfect for relaxing or hosting year-round. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: Raul Pino (305-662-1502)

Remarks: Under Construction. Evergreen presents the Pearson. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen, dining area and a living room overlooking a covered patio. The well-appointed kitchen features an island with bar seating, plentiful cabinets, counter space and stainless-steel appliances, making entertaining a breeze. As we head upstairs, you are greeted with a landing area and linen closet. Bedroom one is located just off the landing area and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. This popular townhome features a single car garage at the front of the home. Like all homes in Evergreen, the Pearson includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Don’t miss this amazing opportunity to buy this beautifully 7 bedroom 5 1/2 bathroom FULL FURNISHED POOL HOME in the most desirable resort, fully screened HEATED POOL & SPA, makes it perfect for indoor/outdoor entertaining. Windsor at Westside is gated resort community , one of the favorite desired resort style communities around Orlando and Kissimmee. This community has it all, clubhouse, lake & pier, zero-entry resortstyle pool complete with a waterslide, lazy river, and Kid's water playground, fitness center, volleyball courts, a sundry shop, and a video arcade. This is an ideal location it offers easy access to Disney World® attractions and many others theme parks in the areas. This home sleep up to 14 comfortably and features an open concept floor plan with a large living area. With plenty space spread out for entertaining and relax throughout entire house. The first floor Master Bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances. Heated pool and spa to enjoy it at any time of the day. Don't miss this great opportunity

Listing is courtesy of: DOUBLE PINES REALTY, LLC (954-756-1835)

Listing Agent: Richard Lee (954-756-1835)

Remarks: Price to Sell, less than 2 years old, a beautiful and well-appointed 3-bedroom, 3-bath home located in the heart of Kissimmee, FL! This exceptional property offers the perfect combination of comfort, style, and convenience—ideal as a primary residence, vacation home, or investment opportunity. The home features a spacious and functional layout filled with natural light, an open living and dining area perfect for entertaining, and a well-equipped kitchen with ample storage. Each bedroom is generously sized, including a private primary suite, while three full bathrooms provide maximum comfort and flexibility for family members and guests. Enjoy Florida living with a private outdoor space ideal for relaxing or hosting gatherings. Conveniently located just minutes from world-renowned theme parks, shopping, dining, major highways, and entertainment, this property offers both lifestyle and strong rental potential. Whether you’re looking for a place to call home or a smart investment in one of Central Florida’s most desirable markets, this property is a must-see. Schedule your private showing today—this opportunity won’t last!

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

Listing Agent: Mulcy Tenorio (407-403-8229)

Remarks: Discover this beautifully furnished 3-bedroom, 2.5-bathroom Water VIEW townhome located in the highly desirable Emerald Island Resort — one of Central Florida’s premier gated vacation communities. From the moment you enter the palm-tree-lined entrance, you’ll feel the resort atmosphere that makes Emerald Island so special. This home comes fully furnished and ready for immediate use, whether as a primary residence, a personal vacation retreat, or a high-demand short-term/long-term rental investment. Perfectly situated just 10 minutes from Walt Disney World, and a short drive to Universal Studios, SeaWorld, world-class dining, shopping, golf, and major roadways — you’ll have the best of Central Florida right at your doorstep. As a resident or guest of Emerald Island Resort, you’ll enjoy an impressive list of amenities, including: Two sparkling community pools & hot tubs Relaxing sauna Scenic walking trails Indoor/outdoor Tiki bar Tennis, volleyball & basketball courts Clubhouse with fitness center & social lounge 24/7 gated security for peace of mind This townhome offers the ideal blend of comfort, convenience, and resort-style living. Don’t miss your opportunity to own in Emerald Island Resort. Contact your agent today to schedule your private tour

Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)

Listing Agent: Alan Martin (407-832-4888)

Remarks: Short Sale. Price Reduction! Turnkey 7-Bedroom Vacation Home in Windsor at Westside – Active Short-Term Rental! Welcome to 1861 Nice Court, a beautifully furnished and actively producing 7-bedroom, 5-bathroom short-term rental located in the sought-after Windsor at Westside Resort. With 3,281 sq ft of living space, this stunning home is designed to impress guests and maximize occupancy—making it the perfect investment property or vacation retreat near the magic of Disney. Step inside to a bright, open-concept layout featuring a spacious living area, modern kitchen with stainless steel appliances, and generous dining space ideal for large families and groups. This home offers multiple ensuite bedrooms and themed guest rooms that delight visitors of all ages and keep bookings strong year-round. The private screened-in pool and patio provide the perfect place to unwind after a day at the parks, offering your guests the relaxation and resort-style experience they’re searching for. Located in the gated, 24-hour resort community of Windsor at Westside, owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities—making ownership truly hassle-free. Just minutes from Walt Disney World, Margaritaville, Sunset Walk, shopping, dining, and major attractions, this property offers strong rental history, excellent future booking potential, and a turnkey setup ready for its next owner. Whether you're looking to expand your STR portfolio or secure a high-performing vacation home, 1861 Nice Court is an exceptional opportunity in one of Central Florida’s premier resort communities.

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

Listing Agent: Michael Steward (386-243-9585)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Space, flexibility, convenience and real value in Poinciana? This is it! With over 2,600 sf, this move-in ready home offers one of the most versatile layouts currently available in the area. Featuring 4 bedrooms PLUS a dedicated office (easily a 5th bedroom) and 2.5 baths, this home is designed to adapt to your needs - whether you're working from home, hosting guests, or simply need room to spread out. The main level offers both formal living and dining spaces along with a large family room that opens to an impressive 23’ x 14’ enclosed porch - a perfect extension of your living space for entertaining or relaxing year-round. The kitchen is built for function and flow, complete with ample cabinetry, expansive counter space, breakfast bar, and a walk-in pantry, plus the added convenience of an indoor laundry closet with front-load washer & dryer included. Upstairs, the oversized primary suite delivers comfort and space with dual closets, garden tub, separate walk-in shower, and double vanities. Three additional bedrooms and a flexible office/den complete the second floor. Step outside to a fully fenced backyard, ideal for pets, play, or creating your own outdoor retreat. Poinciana Village 3 offers access to a wide range of amenities designed for an active and connected lifestyle, including a community pool, fitness center, playgrounds, basketball, racquetball, and tennis courts. AND the low HOA includes cable and internet. You’re just minutes from Publix Super Market, Walmart Supercenter, and a variety of local dining options, making daily errands quick and convenient. Call today for a private showing and make the move.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Jean Chalifour (407-952-0870)