Kissimmee Homes For Sale & Real Estate - 2751 homes

Remarks: Acquire this asset and have nearly HALF — or more — of the MORTGAGE COVERED from day one. This 2021-built side-by-side duplex in Kissimmee is the kind of opportunity that does not come around often — two fully independent units, one smart acquisition, and an immediate path to building real wealth through real estate. Each unit offers 3 bedrooms, 2 bathrooms, and approximately 1,290 square feet of modern living space, mirroring each other in layout and finish. Proven rental history at $1,850 a unit with a combined $3,700 a month in gross rental income — the numbers are not speculative, they are proven. For the owner-occupant, the strategy is simple — live in one side, collect rent from the other, and let a tenant offset the mortgage while equity builds every single month. For the pure investor, both units rent with ease in one of Central Florida's most in-demand rental markets, with a tenant base that is deep and consistent. Monthly HOA covers cable and internet! Built in 2021, this is not a value-add play that requires budget and patience — it is a turnkey, low-maintenance asset with modern systems, modern finishes, and none of the deferred maintenance risk that comes with older inventory. What is here is clean, current, and ready. Kissimmee's rental demand continues to outpace supply. Single-family rentals and multi-family assets in this corridor hold strong occupancy and strong rents. This duplex sits right in the middle of that demand — and it is priced to move. The mortgage gets paid. The equity grows. The decision is easy.

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

Listing Agent: Corinne Defilippis (941-807-7961)

Remarks: REDUCED – SOLD AS IS. NO HOA! It’s all about location! Located on the Kissimmee–Orlando border, this spacious manufactured home offers over 1,600 sq. ft. of living space with 3 large bedrooms and 2 full bathrooms. The home features a formal dining room with built-in cabinetry, a bright formal living room, and an eat-in kitchen with a breakfast area and access to the back porch. Conveniently located near major roads with easy access to shopping, restaurants, and Orlando’s world-famous theme parks. Situated in a quiet neighborhood with no HOA.

Listing is courtesy of: ESPOREALTY GROUP LLC (321-276-2626)

Listing Agent: Ornella Esposito (321-276-2626)

Remarks: Located in the heart of Kissimmee, this beautifully updated 1-bedroom, 1-bath condo is on the second floor of the desirable Gables at Lakeside community. The unit has been recently refreshed with fresh interior paint, brand-new stainless steel appliances, and a fully upgraded bathroom — giving it a clean, modern feel from the moment you walk in. The bright, open layout offers a comfortable living area, dining space, and a functional kitchen, making it perfect for everyday living or as a low-maintenance investment property. Enjoy a peaceful setting with easy access to all the community amenities. Gables at Lakeside features a fitness center, clubhouse, playground, basketball court, tennis court, and several grilling areas for outdoor gatherings. Residents also appreciate the convenience of being just minutes away from major retailers, grocery stores, dining options, and local attractions. Whether you're a first-time homebuyer, downsizing, or seeking an income-producing opportunity, this move-in-ready condo delivers comfort, style, and an exceptional location.

Listing is courtesy of: CENTRIC REALTY SERVICES LLC (407-421-9391)

Listing Agent: Abdias Alexandre (407-421-9391)

Remarks: HIGHEST AND BEST OFFERS DUE BY NOON ( EASTERN TIME ZONE ) THURSDAY APRIL 16TH-- Watch Disney fireworks from your balcony ! Fun , whimsical , tropical themed 3 bed 2 bath condo in the gated resort community of Windsor Palms. This unique unit comes turnkey and fully furnished. Perfect for a primary residence , short term rental for cash flow offsetting expenses , or a private vacation home . Enjoy all the resort amenities ! An Olympic size salt water pool , splash pad , hot tub , basketball , tennis , volleyball , convenience store , 58 seat movie theatre , arcade with pool table and ping pong , fitness center , BBQ picnic area , playground , and a poolside tiki bar and grill . Windsor Palms is located 10 minutes from Disney , a tremendous amount of dining and shopping , a winery and Margaritaville . Also not far from SEA World , Universal Studios and so many roadside attractions. GOOGLE says Kissimmee Florida is THE vacation capital of the world . Average 30 min commute from Orlando Airport . 1 hr 15 mins to Cocoa Beach . About an hour drive to jump on a cruise ship at Port Canaveral and explore a good chunk of the world. (My favorite ) You get a lot of bang for your buck when it comes to HOA fees. Water , high speed internet , cable , valet trash pick up 7 days a week from your door , pest control service , access to all clubhouse amenities and landscaping . Windsor Palms Clubhouse also has family friendly activities like Scavenger Hunts , cornhole , Bingo nights , crafts , seasonal events like Spring Carnivals , Halloween Parties , Superbowl BBQ , Poolside movie nights , bucket golf and Owner's Night gatherings at the Tiki Bar. Come join our community :)

Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)

Listing Agent: Camilo Perez (833-700-2782)

Remarks: Welcome! Enjoy no rear neighbors forever, and a low-key HOA, with this well-appointed home, which offers five spacious bedrooms, four and a half bathrooms, and exceptional flexibility for family living, hosting guests, or creating dedicated work and relaxation spaces. The open floor plan boasts 4,964 square feet, with high ceilings, a gourmet kitchen with premium finishes, and multiple living areas designed for comfort and entertaining. A dedicated theater room can easily serve as a sixth bedroom, while the oversized 3-car garage provides ample storage. Each bedroom offers versatile options for family, home offices, or guest quarters, and generous square footage creates a natural balance between shared spaces and private retreats. Nestled on a 0.54-acre lot in a small, private gated community, this property combines privacy and convenience—located near shopping, lakefront parks, quality schools, SunRail, and minutes from charming downtown Kissimmee. Schedule your private tour today!

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Corner Unit. Welcome to your new home! This beautifully designed 3-bedroom, 2.5-bathroom townhouse offers comfort, style, and convenience. Step into the heart of the home with an open floor plan that includes a modern kitchen featuring sleek quartz countertops and stainless steel appliances, perfect for cooking and entertaining. A half bathroom is conveniently located downstairs as well. Upstairs, you’ll find a generously sized loft, for those that work from home or just want to create a great TV room. Also the master ensuite with ample space to relax and unwind, dual sink in the bathroom and an ample walk in closet. The other two bedrooms are also located upstairs, along with a second full bathroom, ensuring convenience for everyone. The laundry closet is thoughtfully situated upstairs for easy access. The property also includes a 1-car garage and additional parking for two vehicles on the driveway. Located near a Target store and a variety of dining options, you’ll enjoy the convenience of nearby amenities. The community features a refreshing pool and a playground, offering fun for everyone. This home is ready for you to make it your own! Schedule your showing today.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)

Remarks: HUGE PRICE IMPROVEMENT - ESTATE SALE - Property Must Go! PROPERTY TO BE RE-ROOFED IN NEAR FUTURE AT NO EXPENSE TO BUYER. Great investment opportunity, snowbird retreat, or primary residence! Prime Location! PRISTINE CONDITION! This fully furnished 3-bedroom, 2-bath condo in Shadow Bay is perfectly located in the heart of Kissimmee. Enjoy peace of mind with a new HVAC (2025) and brand-new carpet throughout. The spacious primary suite is conveniently located on the first floor and features an ensuite bath with dual access from both the bedroom and main living area, plus an additional vanity and sink for added convenience. The living and dining areas feel bright and open with vaulted ceilings and a large sliding glass door leading to your private paved patio—ideal for relaxing or entertaining. The kitchen offers a charming bay window, all appliances, and plenty of storage. Upstairs, you’ll find two generous bedrooms—one with a walk-in closet—each with private access to the shared full bath. Indoor laundry includes a washer and dryer. This one-owner home comes fully furnished, has been lovingly maintained, and is ready for new owners to enjoy! Great location – close to The Loop in Kissimmee with tons of restaurants and shopping. Convenient to major roadways, all Central Florida attractions, Orlando International Airport, and nearby schools.

Listing is courtesy of: GODWIN REALTY GROUP (407-957-9545)

Listing Agent: Melissa Godwin (407-957-9545)

Remarks: Under contract-accepting backup offers. Bright, open living defines this beautifully designed Moseley floor plan at 2613 Broadwing Street in the Hawks Run community by Ashton Woods. Designed for modern living, this home offers a bright open-concept kitchen, dining, and living area that serves as the heart of the home. The living room is open to the second floor, creating a dramatic sense of height while allowing natural light to flow throughout the space for a bright and airy feel. The stylish Milan Collection design package brings contemporary finishes, sleek cabinetry, and a clean, modern aesthetic throughout the kitchen and living areas. Thoughtful architectural details, including 8-foot interior and exterior doors on the first floor, add height and elegance while enhancing the home’s open design. Upstairs, the layout includes a versatile loft space, perfect for a second living area, home office, playroom, or media space. Residents of Hawks Run will soon enjoy a planned amenity center with a community pool, dog park, playground, and sports field, creating an active and welcoming community environment.

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

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Escape to your private paradise at 280 Pendant Court, a magnificent 5-bedroom, 5-bathroom fully furnished haven within the prestigious Guard-Gated Encore at Reunion Resort. Dive into endless fun in the transformed garage, now an exhilarating game room perfect for creating unforgettable moments with loved ones. Bask in the sun-drenched bliss of your private pool, a tranquil oasis for relaxation and rejuvenation. As a resident of Encore, indulge in the resort's world-class amenities, including a thrilling water park, multiple sparkling pools, a pampering spa, and a diverse array of dining options, ensuring every day feels like a dream vacation. Nestled in the heart of Central Florida, you're just moments away from iconic attractions, premier shopping destinations, and a vibrant culinary scene. Whether you envision a lucrative investment or a personal sanctuary to unwind and recharge, this extraordinary residence offers the ultimate blend of luxury, convenience, and endless possibilities.

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

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

Remarks: Welcome to this beautifully renovated downstairs condo located in the highly sought-after Sweetwater Club subdivision. This move-in-ready home has been completely updated from top to bottom, offering modern finishes and thoughtful upgrades throughout. Step inside to find gorgeous laminate flooring flowing through the entire unit. No carpet anywhere! The spacious living room is perfect for entertaining, while the elegant dining area sets the tone for memorable gatherings. The stunning kitchen features sleek countertops, stylish cabinetry, and updated appliances, making it both functional and eye-catching. Retreat to the luxurious master suite, complete with a spa-inspired shower and an oversized walk-in closet. A dedicated laundry closet with a washer, dryer, and built-in shelving adds convenience to your daily routine. Enjoy all the amenities Sweetwater Club has to offer, including a clubhouse, sparkling community pool, fitness center, tennis courts, basketball and volleyball courts, and a picnic area. This impeccably maintained home is a fantastic opportunity for both homeowners and investors alike. Don't miss your chance to make this property part of your portfolio. Schedule your private showing today!

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

Listing Agent: Jacob Rodriguez (407-745-8455)

Remarks: Welcome to this stunning 2-bed, 2.5-bath townhome nestled in the beautiful Regal Oaks Resort community, just steps away from Old Town theme park and minutes from top attractions, shopping, and dining. This lakefront unit boasts a picturesque view of the clubhouse and is located within just a few hundred feet of the clubhouse and amenities, making it ideally situated for your enjoyment. The fully furnished home features a spacious living/dining room combo perfect for entertaining, and a modern kitchen complete with stainless steel appliances and elegant granite countertops. Upstairs, you'll find two master bedrooms, each with its own en suite bathroom, ensuring comfort and privacy. Experience the luxury of resort living with exciting recent updates, including the newly renovated ZAC’s Sports Bar & Grill and an upgraded pool deck designed for ultimate relaxation. The lobby area has also been enhanced, adding to the charm and appeal of the community. As a VIP Club member, you'll enjoy exclusive benefits that elevate your living experience. Don’t miss out on this incredible opportunity to make this townhome your own

Listing is courtesy of: LUKER & CO REAL ESTATE LLC (321-244-2542)

Listing Agent: Tom Luker (407-415-2821)

Remarks: This beautifully upgraded Robinson floorplan, built in 2023, blends modern design with everyday comfort and functionality. Offering 4 bedrooms, 3 full bathrooms, and a spacious 3-car garage, this move-in ready home is thoughtfully enhanced with high-end features inside and out. From the moment you step into the foyer, you’re welcomed by elegant wainscoting molding that sets the tone for the stylish finishes throughout. The open-concept layout creates a seamless flow between the living, dining, and kitchen areas—perfect for both relaxing and entertaining. The well-appointed kitchen overlooks the main living space and outdoor lanai, making it ideal for gatherings. It offers ample cabinetry, generous counter space, and a functional layout that keeps everything within reach while staying connected to the heart of the home. The private primary suite is tucked away at the rear of the home for added privacy. The en-suite bathroom features a garden tub, separate shower, and dual vanities, along with a custom built-in closet system designed for optimal organization and storage. Step outside to your own private retreat. The fully privacy-fenced backyard, screened-in lanai, and hot tub create the perfect setting to unwind or host guests year-round. Additional exterior upgrades include installed gutters and Govee permanent outdoor lighting, enhancing both curb appeal and functionality. The home is also equipped with a water softener system and kitchen water filtration system, providing improved water quality throughout. The 3-car garage offers exceptional versatility with extensive wall-mounted and overhead storage, allowing for maximum organization and efficient use of space. Ideally located just 0.7 miles from the new Cross Prairie K-8 school, this home offers added convenience in a growing and desirable area. With modern construction, thoughtful upgrades, and exceptional indoor-outdoor living, this home truly stands out as a turnkey opportunity you won’t want to miss.

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

Listing Agent: Charity Rose (407-754-5615)

Remarks: PRICE REDUCED — This modern 1,716-square-foot townhouse has been beautifully remodeled for lifestyle where convenience and serenity meet. Strategically located at 1933 Estancia Dr, you are just minutes away from the best the area: from daily grocery runs at Publix and Walmart to afternoon shopping at premier malls and dinners at top-rated restaurants. Upon entering, you are greeted by an intelligent and cozy layout that flows into a second floor with three spacious bedrooms and two full bathrooms, while the main level provides a convenient half-bath for guests and a spacious two-car garage. What truly sets this property apart is the peace of its backyard; with no rear neighbors, you can enjoy beautiful, private afternoons perfect for relaxing or hosting a family BBQ in total tranquility. For your family’s ultimate peace of mind, the association takes care of the landscaping, irrigation, exterior painting, and roof maintenance—so after a long day at work, you can simply come home to relax, unwind, and focus on what truly matters: spending quality time with your loved ones. Look no further; this home combines a premium location with the comfort you’ve been searching for.

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Cielo Diaz (321-443-5029)

Remarks: Beautifully furnished and meticulously maintained 3-bedroom, 2-bath condo with a 1-car garage located in a gated, resort-style community. This corner unit offers a spacious open floor plan with a screened patio and is being sold fully furnished, making it ideal as a primary residence, vacation home, or short-term rental investment. Recent updates 2025 A/C, luxury vinyl plank flooring throughout, new ceiling fans, updated smoke detectors, a Wi-Fi thermostat, and newer furnishings. The HOA fee includes cable, internet, landscaping, and exterior maintenance, including building painting and tile roofs. Community amenities include a resort-style pool and spa, splash pad, fitness center, clubhouse, game room, playground, waterfront walking trail, pet stations, and courts for tennis, basketball, volleyball, and pickleball. Conveniently located near shopping, dining, and entertainment along US-192, with easy access to I-4, 417, and 429. Just minutes from Walt Disney World, Celebration Town Center, and other major attractions.

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

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

Remarks: One or more photo(s) has been virtually staged. Back On The Market! Welcome to 206 Redwood Bark Trail, a spacious 4-bedroom, 3-bath home in the peaceful community of Poinciana, set on a large lot with a serene lake view and a generous yard perfect for relaxing or entertaining. The home has been freshly repainted inside and features porcelain tile flooring throughout, creating a clean modern feel, while major updates include a brand new AC system with both interior and exterior units replaced, a brand new water heater, new insulation, and a roof from 2017. Inside, you’ll find a bright and open layout with plenty of space for living, dining, and entertaining. Located on a roundabout for added privacy and less traffic, the community offers parks, a clubhouse, fitness center, tennis courts, and a pool, with convenient access to shopping, schools, Poinciana Medical Center, Lakes Plaza, and major roadways. Seller is offering a $5,000 concession toward buyer closing costs. Schedule your showing today.

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

Listing Agent: Christloudjy Cardichon (407-591-8372)

Remarks: CALENDAR BLOCKED AND READY TO SHOW MARCH 22-27TH AND APRIL 2-12. Make this your full time residence, vacation property or income stream with AIRbnb and VRBO! Experience spectacular Disney fireworks from your own private balcony at this charming two-bedroom, two-bathroom condo in Kissimmee. This updated unit features an open floor plan that makes entertaining a breeze, complete with elegant stone countertops, rich wood cabinets, and sleek stainless steel appliances that would make any chef smile. Both bedrooms are thoughtfully themed and move-in ready, making this property perfect for generating rental income or creating magical vacation memories. The primary bedroom and second bedroom comfortable retreats after busy days exploring Central Florida's attractions. The community amenities are truly impressive and provide endless entertainment options. Take a splash at the on-site waterpark, relax by the sparkling pool, or treat yourself to a meal at the community restaurant. When you need to unwind, the spa services offer the perfect escape. Stay active with tennis and basketball courts, ensuring there's something for everyone to enjoy. Location couldn't be more convenient, with theme parks just minutes away and shopping centers nearby for all your needs. Island H2O water park is practically next door, adding even more aquatic fun to your Florida lifestyle. Target Grocery is also conveniently located for easy shopping trips. Whether you're looking for a profitable investment property or a personal vacation retreat, this condo offers the best of both worlds. The combination of stunning Disney views, modern updates, and resort-style amenities creates an opportunity that's hard to find. Don't miss your chance to own a piece of the magic in one of Florida's most desirable vacation destinations.

Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)

Listing Agent: Deanna Meredith (407-331-6542)

Remarks: Seller may consider buyer concessions if made in an offer**Welcome to this BEAUTIFULLY FURNISHED 3-bedroom, 2.5-bath DISNEY-THEMED townhome in the highly sought-after, GUARD-GATED RESORT COMMUNITY of Encantada in Kissimmee, where comfort, style, and INVESTMENT POTENTIAL come together seamlessly. With SHORT-TERM RENTALS allowed and a proven vacation appeal, this property offers an excellent opportunity as a primary residence, vacation home, or INCOME-PRODUCING INVESTMENT. Step inside to discover a bright, OPEN-CONCEPT LAYOUT where the Kitchen, Dining area, and Living Room blend effortlessly, creating an INVITING SPACE perfect for relaxing or entertaining. The Kitchen is both stylish and functional, featuring solid wood cabinetry, GRANITE COUNTERTOPS, a sleek tile backsplash, and a convenient breakfast bar for casual dining. The generous Dining area and Living Room are filled with NATURAL LIGHT, thanks to sliding glass doors that lead to your own PRIVATE OUTDOOR RETREAT. CERAMIC TILE FLOORING throughout the main living areas adds durability and a clean, modern look. Step outside to the paver patio and your PRIVATE HEATED PLUNGE POOL, all enclosed within a screened lanai, offering a peaceful and private setting—perfect for unwinding after a day at the parks or hosting guests. A CONVENIENT HALF BATH completes the main floor. Upstairs, the spacious Primary Suite features a large EN SUITE BATH, creating a comfortable and relaxing retreat. Two additional bedrooms, each with fun DISNEY-INSPIRED THEMING, share a generous full bath, making this home especially appealing for vacation guests. A Laundry Room complete with washer and dryer is also located upstairs for added convenience. Encantada is known for its RESORT-STYLE AMENITIES, including a clubhouse with a bar, MULTIPLE SPARKLING POOLS, a fully equipped fitness center, game room, playground, and an on-site restaurant, along with a lakefront walking path and fishing pier. The community also offers an IN-HOUSE RENTAL MANAGEMENT PROGRAM, making ownership effortless for investors. IDEALLY LOCATED just minutes from Walt Disney World Resort, as well as close to Universal Orlando Resort and SeaWorld Orlando, this home places you at the center of Central Florida’s WORLD-RENOWNED ATTRACTIONS. Shopping, dining, and entertainment are nearby along US-192, while major roadways like Interstate 4 and State Road 429 provide EASY ACCESS throughout the region. And for those seeking a day by the water, Florida’s BEAUTIFUL COASTAL BEACHES are just about an hour away. With its prime location, resort amenities, private pool, and TURNKEY FURNISHED APPEAL, this Encantada townhome is the perfect combination of VACATION LIFESTYLE and INVESTMENT OPPORTUNITY. Now is the time—don't miss your chance to call this home!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Welcome to 1703 Michigan Ave #A, a comfortable 2-bedroom, 2-bathroom home offering convenience and functionality. The well-designed layout provides privacy and flexibility, perfect for homeowners or first-time buyers. Centrally located near shopping, dining, public transportation, and major roadways for easy commuting. A great opportunity to own a practical and affordable home in a well-connected area.

Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)

Listing Agent: Abel Jimenez (407-452-4119)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3 bedroom, 2 bathroom first-floor condo in the heart of Kissimmee located inside a short-term rental approved community perfect for Airbnb, vacation stays, or personal use. This move-in ready unit features new flooring, an upgraded kitchen and bathroom, and brand-new appliances, giving you modern comfort without renovation headaches. Even better new windows are already scheduled for 2026, adding future value at no extra effort. The community offers a low short-term rental HOA, making it ideal for investors looking for strong cash-flow potential. Furniture is optional, so you can start renting immediately or customize it to your style. Minutes from Walt Disney World Resort, shopping malls, restaurants, and supermarkets everything vacation guests look for. Whether you’re searching for your first investment, a vacation getaway, or a hybrid property you can enjoy and rent, this affordable opportunity checks every box.

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

Listing Agent: Jessica Polanco (321-443-2442)

Remarks: Charming single-family home located in a quiet residential area of Kissimmee. The property features 2 bedrooms and 2 bathrooms, with approximately 1,008 square feet of living space. It offers a functional layout, tile flooring throughout, central air conditioning, and a spacious lot of approximately 7,800 square feet. The kitchen has been updated with newer appliances, providing a comfortable space for everyday living. The primary bedroom includes a walk-in closet. This beautiful property is conveniently located near schools, parks, and everyday amenities, with easy access to major roads. An excellent opportunity for a primary residence or investment.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Tania Rodriguez (321-443-0238)