Kissimmee Homes For Sale & Real Estate - 2745 homes

Remarks: Welcome to the ultimate Florida resort lifestyle! Positioned in the premier gated vacation community of Windsor at Westside Resort- this 8-bedroom, 6-bath lakeview home offers thoughtfully designed living space. This fully furnished, rental-ready home presents an outstanding opportunity for both savvy investors and families seeking a high-performing vacation property just minutes from Walt Disney World, dining, and premier shopping.   Inside, the expansive open-concept design creates a seamless flow between the kitchen, dining, and main living areas — ideal for entertaining large groups. The oversized upstairs loft provides an additional gathering space perfect for movie nights, gaming, or relaxing after long days at the parks. Constructed in 2017, this residence embodies the Florida resort lifestyle. Step outside to your private heated pool and spa, perfectly positioned to capture sweeping lake views — one of the most sought-after settings within the community. Whether hosting guests or enjoying a quiet sunset, the outdoor space delivers both privacy and a true vacation atmosphere. Ownership includes access to Windsor at Westside’s impressive resort amenities, including a grand clubhouse, resort-style pool with lazy river and waterslide, tiki bar, fitness center, arcade, and more — enhancing both guest experience and rental appeal.Whether expanding your investment portfolio or securing a luxury vacation home, this property offers both lifestyle and income potential in one of Central Florida’s top-performing short-term rental communities. Sold fully furnished and rental-ready with future bookings conveying if you keep the rental company. Call for your showing today!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)

Remarks: Take a look this furnished townhome in a gated community. The layout includes a 3 bed, 2 and 1/2 bath, a front portico, 1 rear balcony, and a rear entry 2 car garage. Downstairs you'll find the kitchen with granite countertops is also fully tiled and contains a large living space and convenient half bathroom. All of your bedrooms are located upstairs for your privacy and convenience.The master bedroom features walking closet and a large balcony perfect for your morning coffee.Tapestry offers 24 hours private security, a Resort style Club House like no other in the area, beach entry pool with slide and splash pad, grill area , fitness center, walking trails and more! Enjoy this beautiful property located just minutes from Orlando International Airport and the world-famous Disney and Universal theme parks. Schedule your appointment today!

Listing is courtesy of: YORK MILLS REALTY LLC (407-620-8528)

Listing Agent: Leo Shao (407-569-6769)

Remarks: Short Term and Long Term Rental with no Restriction about how long the owner can stay in the property - NO CDD and the HOA includes water, internet and cable tv -You can do your own property management - FULLY- FURNISHED 1/1 Spacious Condo with living room, kitchen and separate dining area, and a hallway that leads to one bedroom, one full bath, walking closet and laundry room with washer and dryer -Gated Community- The community offers Tropical Pools and Spa, Tiki Bar, Fitness Center, Indoor Basketball Court, Picnic and BBQ areas, and a Dock overlooking the lagoon. Plus, Guests can access CALYPSO CAY CASTAWAY COVE ADVENTURE PARK & AMENITIES (additional fees may apply) with the Mini Golf, Rock Climbing Rope course, Zip Line, 3 Outdoor Heated Pools, 3 Water Slides, Sand Volleyball Court, Basketball Court, covered Grilling Areas, Cabanas and a Market Convenience Store

Listing is courtesy of: THE REALTY EXPERIENCE POWERED BY LRR (407-399-2055)

Listing Agent: Nelly Figueroa (407-319-5120)

Remarks: Under contract-accepting backup offers. Great single family home with 3 bedrooms 2 baths, garage converted into additional spacious room. Fantastic open kitchen with granite counter tops, back splash, elegant wood cabinets and eating area. Ceiling fans throughout the house provide additional cooling opportunity. The bathrooms also have granite counter tops, master bedroom has dual sinks, garden tub, and spacious walk in closet. Ceramic tiles throughout the home, and beautiful screened in pool and fenced yard. This wonder home is near schools, shopping plazas, and short drive to major roads and turnpike. Come see this wonderful home; seller is motivated to sell fast.

Listing is courtesy of: GILVAN REALTY CORP. (954-825-5722)

Listing Agent: Gilberto Imery (561-927-5412)

Remarks: Opportunity for first time buyers Investors This 4-bedroom, 2-bath home with a 2-car garage offers a spacious open-concept layout ideal for comfortable living and easy entertaining. Tile flooring throughout provides a modern, low-maintenance finish that appeals to both homeowners and tenants alike. The flexible floor plan includes generously sized bedrooms and a fully fenced backyard, perfect for pets, play, or outdoor gatherings. Durable features and thoughtful design make this home an excellent option for first-time buyers seeking move-in-ready comfort or investors looking for a strong rental opportunity. Conveniently located near shopping, restaurants, and schools, this property combines functionality, location, and long-term value.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Maria Lima (407-709-5295)

Remarks: Welcome to this beautifully updated second-floor condo located at 3138 Britannia Blvd, Unit C—an exceptional opportunity whether you're seeking a primary residence, a vacation retreat, or a high-performing investment property. Currently operating as a successful Airbnb, this fully furnished, turn-key unit offers both comfort and convenience from day one. The open-concept layout is thoughtfully designed, with vaulted ceilings featuring stylish updates throughout and abundant natural light. Elegant French doors lead to a private balcony from the primary bedroom, creating the perfect space to relax and unwind. Situated within a quiet, gated community, residents enjoy a peaceful atmosphere while being just minutes from Disney, world-renowned attractions, shopping, and dining. Whether you're looking for a personal getaway or a property with rental potential, this condo checks every box. Schedule your showing today! Don't miss the chance to own a versatile and beautifully maintained property in one of Central Florida’s most desirable locations.

Listing is courtesy of: COVENANT HERITAGE REALTY, LLC (321-209-3007)

Listing Agent: Tara Yeager (407-340-1016)

Remarks: Welcome to 2749 N Poinciana Blvd #15, a beautifully updated 3-bedroom, 2-bathroom first-floor condominium offering comfort, style, and exceptional versatility. Ideally located just minutes from world-renowned attractions, this fully furnished residence is perfect as a primary home, vacation retreat, or income-producing investment property. Step inside to an inviting open floor plan designed for both relaxation and entertaining. Recent upgrades include a brand-new A/C system (2025), fresh paint in the living room and kitchen (2025), and new flooring throughout the hallways and bedrooms (2026), enhancing both comfort and modern appeal. The seamless layout allows for easy living, while abundant natural light creates a warm and welcoming atmosphere. Each of the three bedrooms is thoughtfully designed to provide comfort and privacy, complemented by two well-appointed bathrooms. Offered fully furnished, this turnkey property is ready for immediate enjoyment or rental use. Currently operating as a successful Airbnb, it presents an excellent opportunity for buyers seeking short-term rental income in a high-demand location. Whether you're looking for a personal getaway, a full-time residence, or a smart investment near Central Florida’s top destinations, this exceptional condo delivers on every level. Schedule your showing today!

Listing is courtesy of: COVENANT HERITAGE REALTY, LLC (321-209-3007)

Listing Agent: Tara Yeager (407-340-1016)

Remarks: Beautiful 4 bedroom/3-bathroom pool home featuring an extended private pool deck with views across the community grounds, a double garage and an extended driveway. This lovely home comes fully furnished and ready to go. The roof was replaced 2020, A/C 2021, pool heater 2021 and the pool was resurfaced 2022. It has updated floors, an open-plan living space with a lounge, formal dining area, kitchen, four bedrooms, three bathrooms, games room in the garage and a large private pool deck. The attractive family room has a vaulted ceiling, sofas, ceiling fan and sliding doors out to the pool deck. The updated kitchen has granite counters and comes with everything you need for at-home dining including newer stainless-steel appliances - fridge freezer, dishwasher, stove, microwave, plus coffee maker, cooking utensils, crockery etc. The kitchen island has bar stools, and the formal dining area seats six guests. Step through to the primary bedroom suite with a ceiling fan and sliding doors leading out to the pool. This bedroom has a spacious en suite bathroom complete with two vanity sink areas, a tub, a separate shower, WC and two walk-in closets. Bedroom 2 is an attractive queen room with a ceiling fan and bathroom right next door with tub/shower, WC and sink vanity. At the front of the home, bedrooms 3 and 4 are twin rooms and share a Jack-and-Jill bathroom with tub/shower. The screened-in pool deck has a spacious shaded seating/dining area with ceiling fan, loungers, child safety fence and views over the lovely pool and out to the community grounds with a play area. The garage has been converted into a games room with pool table and table football. There is also a laundry closet with a washer, dryer and ironing equipment. At the front of this single-level home is an extended private driveway. The home is being sold As Is with all furniture, appliances, linen, kitchen items etc included. It will make the ideal home for long-term residents, as a vacation home or as a short-term rental property. The popular Cumbrian Lakes community is in a convenient location 10 miles from Disney World.

Listing is courtesy of: CHOICE INTERNATIONAL REALTY INC (407-376-4687)

Listing Agent: Kate Rhead Williams (863-934-9071)

Remarks: Don’t miss this beautiful ground-floor, end-unit condo located in the community of Osprey Cove at The Oaks. This spacious 3-bedroom, 2-bathroom residence offers serene views of majestic oak trees, the golf course, pool and nearby tennis and pickleball courts, creating a peaceful backdrop for everyday living. The home has been thoughtfully refreshed and is truly move-in ready, with an updated kitchen, new A/C unit and dual-pane hurricane resistant windows. The bright, open layout is enhanced by the abundant natural light. The kitchen offers ample cabinetry, stainless steel appliances, making it both functional and inviting. The generous primary suite includes sliding glass doors to the screened rear lanai, a walk-in closet, dual vanities. Two additional bedrooms provide flexibility for guests, home office space, or rental potential. Additional conveniences include an in-unit laundry closet, and excellent flow for everyday living or entertaining. Enjoy resort-style amenities including a community pool, tennis courts, and golf course living, all while being ideally located near shopping, dining, major highways, and world-renowned Central Florida attractions. Whether you’re seeking a primary residence, first home, or investment opportunity, this condo offers an exceptional blend of comfort, location, and lifestyle. Schedule your private showing today.

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Tom Mcknight (352-978-2801)

Remarks: Townhome in a beautiful community with resort-type amenities located near shopping and dining. Inside this Townhome, you will find 3 spacious bedrooms, 2.5 baths, and a open kitchen connecting the dining and family room and a walk-in pantry. All you need to do is bring your furniture. The appliances and blinds are included. Minutes to the FL turnpike, shopping, restaurants, and schools, all for an unbelievable value. Come and visit this amazing property today!!

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

Listing Agent: Luceyda Rodriguez Otero (407-301-8394)

Remarks: Welcome to a beautifully and brand new 6 bedrooms and 4 1/2 baths designed home created for comfort, entertainment, and unforgettable experiences. A grand foyer opens to a bright, open-concept layout ideal for gathering and hosting. The living room are integrated with a beautiful kitchen features a large island with granite countertops, stainless-steel appliances, a breakfast bar, pantry, and breakfast nook, flowing seamlessly into the living area. Sliding doors lead to a covered lanai and private covered pool, perfect for enjoying the Florida lifestyle. The first-floor owner’s suite offers a peaceful retreat with generous closet space and a spacious en-suite bath with dual sinks. Upstairs, a huge loft has been thoughtfully converted into a tv room . Located in Solara Resort, owners and guests enjoy access to a grand clubhouse, fitness center, game rooms, and comfortable lounges, all just minutes from Orlando’s world-famous attractions, shopping, and dining. A turnkey opportunity that blends luxury living, themed entertainment, and exceptional investment potential.

Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)

Listing Agent: Dani Rotondo, Pa (407-575-5723)

Remarks: Located in Kissimmee, this 3-bedroom, 2-bathroom home offers 1,704 square feet of reliable living space. Enjoy significant peace of mind with a roof featuring a 50-year warranty, alongside a brand-new HVAC system and water heater (2025). The interior boasts durable tile flooring in great condition and a solid foundation, recently verified by inspection. This well-maintained residence is a perfect canvas for your personal style, offering a classic kitchen and bath layout ready for your creative touch.

Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)

Listing Agent: Scott Fader (248-294-7850)

Remarks: This beautifully maintained 4-bedroom, 2-bath pool home offers a spacious layout with high ceilings and generous living areas. The home has been well cared for and is ready for a new owner to add their personal finishing touches and make it their own. Enjoy a private pool perfect for relaxing or entertaining. Allows short-term rentals, making it an excellent income-producing opportunity or vacation home. Conveniently located near Disney, shopping, dining, and major attractions.

Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)

Listing Agent: Scott Fader (248-294-7850)

Remarks: Welcome to this beautiful 3-bedroom, 2.5-bath townhome located in the highly sought-after Tohoqua community in Kissimmee. Offering approximately 1,600 square feet of living space, this well-maintained home features a modern and functional layout perfect for comfortable living and entertaining. Enjoy your private courtyard, ideal for BBQs, gatherings, and relaxing evenings. The property also features a two-car rear garage with attic storage, providing added convenience and extra space. The HOA provides exceptional value by covering exterior maintenance, roof, exterior paint, and lawn care, allowing for low-maintenance living. Tohoqua is known for its resort-style amenities, including a community pool, fitness center, playgrounds, scenic walking trails, and expansive green spaces. Residents also benefit from access to in-community schools, adding extra convenience for families. Ideally located just approximately 20–25 minutes from Orlando International Airport (MCO), and close to Lake Nona, Medical City, major highways (417 & Florida Turnpike), as well as shopping, dining, and entertainment, this property offers the perfect balance of tranquility and accessibility. Seller is willing to contribute toward buyer’s closing costs. Don’t miss the opportunity to own in one of Kissimmee’s fastest-growing communities—schedule your private showing today.

Listing is courtesy of: CENTURY 21 NEXT LEVEL REALTY (407-969-0016)

Listing Agent: Glenn Vaillant (407-989-1806)

Remarks: COMPLETELY REMODELED WITH OVER $50,000 IN UPGRADES. HOME HAS BEEN LEASED

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

Listing Agent: Lorinda Orozco, Pa (407-562-8757)

Remarks: Investor Alert! Fully remodeled condo-hotel unit in Galleria Palms near Orlando attractions, dining, and entertainment. This turnkey suite features 2 queen beds, new tile flooring, fresh paint, updated furnishings, 49” wall-mounted TV, granite vanity, wet bar, microwave, mini-fridge, and upgraded Wi-Fi. The bathroom includes dual sinks with granite counters. The property offers a pool, sun deck, daily hot breakfast, and shuttle to parks. On-site property management is in place for hassle-free ownership. Ownership restrictions apply: Max 14-day owner occupancy stay; unit must remain in the onsite rental program.

Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)

Listing Agent: Viv Cunningham Pa (321-231-8487)

Remarks: Under contract-accepting backup offers. TROPICAL LAKEFRONT OASIS with GUEST COTTAGE on 1.64 acres - No HOA + 2 Large DETACHED GARAGES(3 Bays) and WORKSHOP. Escape to this beautifully updated 4-bedroom, 3-bath single-story home + Cottage situated on a true lakefront lot along the private shores of Fish Lake. The main home features 2,556 sq ft of living space (5,396 sq ft under roof), thoughtfully designed with natural light, soothing colors, and warm finishes throughout. The open-concept layout flows seamlessly for everyday living and entertaining, while the home’s tasteful updates and abundant windows create a serene, welcoming atmosphere. A fully equipped detached guest cottage includes its own kitchen and offers excellent flexibility for multigenerational living, private guest accommodations, or potential rental income. Outdoors, enjoy lush, Key West-inspired landscaping with mature plumeria, tabebuia, bougainvillea, cypress trees, and natural Florida brush. A charming bench swing hangs in the shade, adding to the peaceful, resort-style ambiance. The property also includes two detached garages — one of which could be converted into additional living or recreational space. The seller already has plans for the conversion. A wooden dock structure is already in place and and is ready to be rebuilt — offering incredible potential for enjoying lakefront living at its best. RECENT UPGRADES: Kitchen Remodel with Quartz countertops. The property has 2 AC units both have been updated(2018 &2023) Kitchen Remodel with Quartz countertops. Metal Roof front half & sky lights of Main Home(2019), Metal Roof on front half(2021) RUN BY PROPANE GAS: Kitchen Stove, Kitchen Water Heater & additional Rinnai Water Tankless Water Heater(2020) & Dryer. Exterior Main Electrical Panel and Pole(2021) Pool Heater(2017) Garage Doors(2018) Asphalt Driveway (2020) New Electrical Main Panel Outside & Pole(2021) The south side of Ames Haven is scheduled to become a Cul De Sac. Tucked away on 1.64 acres, this property offers the perfect blend of privacy, charm, and convenience — with easy access to the Turnpike, shopping, dining, and major commuter routes.

Listing is courtesy of: EAST PARK REALTY LLC (321-624-5780)

Listing Agent: Racquel Schroeder (321-624-5780)

Remarks: Don't miss your chance to be the fortunate new owner of this beautiful and spacious 5 Bedroom, 3 1/2 Bathroom, 3 car Garage home in Brighton Lakes!!! The owner has decided to sell this former rental property. They have thoughtfully replaced all the Kitchen appliances with NEW Stainless Steel appliances. The house was also painted inside including the walls, doors and trim. The home has a very functional floor plan, including a Primary Suite downstairs. Upstairs are 4 additional Bedrooms. It is located on a large corner lot of a Cul-de-Sac. The Brighton Lakes Community has a Pool, Clubhouse, Tennis Court(s), Playground.

Listing is courtesy of: WATSON REALTY CORP (407-323-3200)

Listing Agent: Jim Wright (407-474-2241)

Remarks: One or more photo(s) has been virtually staged. SELLER ASSISTING WITH BUYER FINANCING, 2/1 BUYDOWN ON THE INTEREST RATE! Welcome to this wonderful 3-bedroom, 2-bathroom completely renovated home offering nearly 2100 sq. ft. of living space in the highly desirable Harbour Oaks community in Kissimmee, Florida. This spacious residence is designed for both comfort and style, featuring an open-concept layout, modern finishes, and thoughtful upgrades throughout. This renovation includes NEW Roof-Soffits-Gutters, Interior and Exterior Paint, both Bathrooms and Kitchen rehabs with Quartz Stone counters, SS Appliances, Breakfast Bar, Wet Bar, Luxury Vinyl Flooring, Blinds and Ceiling Fans throughout, Pool Refinished, Painted Decks front and back, Wood Burning Fireplace, Oversized 2-Car Garage, Pool Gazebo and Vinyl Fenced backyard. Enjoy your own private outdoor oasis with a sparkling pool and huge back yard—perfect for year-round Florida living and entertaining. Located just minutes from Historic Downtown Kissimmee, you'll have convenient access to shopping, dining, and entertainment. You're also perfectly positioned with a quick commute the Florida Turnpike, Lake Nona Medical City, major theme parks, schools, shopping and dining and the stunning Space Coast beaches. With its generous floor plan, multiple living areas, and every exceptional upgrade, this remarkable home has it all. Don’t miss your chance—schedule your showing today!

Listing is courtesy of: MACERA REALTY GROUP INC (407-246-1677)

Listing Agent: Peter Macera (407-970-2104)

Remarks: Under contract-accepting backup offers. This beautiful home, in the heart of Poinciana, features 3 beds, 2 baths, separate living, separate dining plus a family room for more relaxation. Property features a covered lanai for your outdoor gatherings. The kitchen offers plenty of space and a dinette. Property is located distance from the Poinciana Medical Center, shops, schools, and places of worship. The community features a community pool and many play and sports area.

Listing is courtesy of: GLOBAL VISION REALTY INC (321-430-5656)

Listing Agent: Patrick Paul (754-246-7474)