Kissimmee Homes For Sale & Real Estate - 3315 homes

Remarks: Turnkey Income-Producing Short-Term Rental in The Hub at Westside – Fully Furnished & Operational Investor alert! This professionally operating short-term rental is a fully furnished, revenue-generating property located in the highly desirable Hub at Westside community in Kissimmee. Just minutes from Central Florida’s top attractions, this property is already optimized for short-term rental success with all systems, processes, and guest management in place. This is not just a home — it’s a cash-flowing business. The property is actively operating as a short-term rental with established booking history, streamlined management procedures, and strong guest satisfaction. Highly rated on Airbnb, it offers immediate income potential from day one — no setup delays, no furnishing costs, no trial-and-error phase. Highlights: • Fully furnished and professionally designed for guest appeal • Active short-term rental operation • Highly rated on Airbnb • Proven revenue performance • Turnkey management processes in place • Located in a high-demand vacation rental corridor Perfect for: • Out-of-state investors • International buyers • 1031 exchange buyers • First-time STR investors wanting immediate cash flow • Portfolio expansion buyer • Even as a vacation community, it is also perfect for a full time family living. Whether you’re looking to scale your short-term rental portfolio, acquire a stabilized income-producing asset in a prime tourism market, or a nice place to live with your family, this opportunity checks every box. Income, infrastructure, and reputation — already built for you. • Seller to contribute $2,000 toward buyer's closing costs

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Deisi Oliveira (407-558-9301)

Remarks: One or more photo(s) has been virtually staged. Seller incentives available with an acceptable offer, creating added value and flexibility for buyers seeking one of the best opportunities in Solivita. Welcome to resort-style living in this spacious 3-bedroom, 2-bath home offering approximately 1,786 square feet within one of Central Florida's most desirable 55+ gated communities. Major recent improvements include a NEW ROOF (2024), freshly painted interior, and brand-new carpeting in the bedrooms, providing a strong foundation for comfortable Florida living. The open-concept layout offers generous living and dining spaces, a functional kitchen, and a screened lanai perfect for enjoying morning coffee, entertaining guests, or relaxing outdoors year-round. This well-maintained home presents an exceptional opportunity for buyers looking to personalize a home while benefiting from significant recent updates and seller incentives designed to enhance affordability and overall value. Located within the award-winning Solivita community, residents enjoy access to championship golf courses, multiple resort-style pools, state-of-the-art fitness centers, pickleball and tennis courts, walking trails, on-site dining, entertainment venues, and hundreds of clubs and activities. Whether you're searching for a primary residence, seasonal retreat, retirement home, or active adult lifestyle community in Central Florida, this property offers outstanding value, desirable updates, and access to the vibrant Solivita lifestyle that continues to attract buyers from across the country.

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

Listing Agent: Karen O'Neil (407-789-5565)

Remarks: BACK ON THE MARKET! THE PREVIOUS CONTRACT WAS TERMINATED DUE TO THE BUYER NOT QUALIFYING FOR FINANCING. This gem is available again. DON'T MISS THIS OPPORTUNITY. 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: Welcome home to 2963 Sera Bella Way, a fully upgraded, two-story stunner offering the perfect blend of elegance, comfort, and incredible versatility! Boasting 2,416 sq. ft. of beautifully designed living space, this 3-bedroom, 2.5-bathroom home truly has it all—including a phenomenal location that puts convenience at your fingertips. From the moment you pull into the gorgeous brick paver driveway, the curb appeal draws you in. Step inside to find a bright and spacious open floor plan featuring a formal dining area and a large, welcoming family room. The heart of the home is the breathtaking upgraded kitchen! It is fully equipped with high-end dark wood cabinetry, gleaming granite countertops, modern stainless steel appliances, and a massive center island with pendant lighting—perfect for meal prep, entertaining, or your morning coffee. Head upstairs to discover an additional flexible loft space, ideal for a home office, playroom, or cozy media area! Step out onto your extensive screened-in covered patio and take in the tranquil, unobstructed water views featuring a beautiful pond with fountains. With vinyl fencing perfectly framing the sides of the yard, you get privacy without sacrificing the serene scenery. Situated in the highly desirable 34744 zip code, offering quick access to major highways, shopping, dining, and world-class entertainment and Orlando International Airport.

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

Listing Agent: John Gomez (321-557-5652)

Remarks: This popular 3-bedroom, 2-bathroom condo is a turnkey property located on the ground floor with a great conservation land view from the patio. It has been used as short term rental property for many years and is ready to rent from the get-go, or it can be used as a second home or permanent residence. Exterior building maintenance, including the roof, is performed by the association, and the sellers have kept the inside well-maintained with numerous upgrades over the years. The air conditioning system was replaced in 2022. Windsor Palms is a gated community located within the heart of Orlando's premier tourist attractions and one of the closest short-term rental communities to the Disney theme parks. This luxurious resort-style community features a clubhouse complete with a large community swimming pool, movie theatre, fitness center, games room, tiki bar, sundry shop, basketball, and tennis courts. Windsor Palms is located along Formosa Gardens Blvd, adjacent to US 192 in Kissimmee's tourist corridor. Located just 2 miles from I-4, Windsor Palms is just minutes from Animal Kingdom, Walt Disney World, Downtown Disney, first-class golf courses, and several outlet shopping malls. Both Universal Studios and Epic are just a short card ride away.

Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)

Listing Agent: Iain Robinson (407-334-3804)

Remarks: Beautiful townhome perfect as a primary residence, vacation getaway, or investment property with excellent rental income potential! Located in a resort-style gated community, Featuring 3 bedrooms and 2 bathrooms, the well-designed layout includes a modern kitchen ideal for everyday living and entertaining. townhome is ideally located in the vibrant West Lucaya Resort, one of the top vacation communities near Disney. Whether you're planning to live full-time or generate income through short- or long-term rentals, this property offers flexibility and strong potential. Ideally positioned just off US-192, the community is close to supermarkets, restaurants, and top attractions. Best of all, you're only 10 minutes from the magic of Walt Disney World Tenant Occupied!!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Nora Hazan (786-277-3870)

Remarks: Investment or Vacation Home! This stylish 3-bedroom, 2-bathroom townhome is ideally located in the vibrant West Lucaya Resort, one of the top vacation communities near Disney. Whether you're planning to live full-time or generate income through short- or long-term rentals, this property offers flexibility and strong potential.The kitchen features sleek granite countertops, contemporary cabinetry, and a full set of stainless steel appliances-including a side-by-side fridge, range, microwave, and dishwasher. The primary suite, located on the ground level, includes cozy carpeting, a private bathroom with dual sinks, a soaking tub, granite vanity, and a walk-in closet. Ideally positioned just off US-192, the community is close to supermarkets, restaurants, and top attractions. Best of all, you're only 10 minutes from the magic of Walt Disney World. EASY TO SHOW!! MOTIVATED OWNER!!!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Nora Hazan (786-277-3870)

Remarks: SHORT-TERM RENTAL APPROVED. FULLY FURNISHED.LOW HOA. Welcome to Club Cortile, a gated resort-style community ideally located in the heart of Kissimmee just minutes from Disney, shopping, dining, entertainment, and major highways. Whether you're searching for a PRIMARY RESIDENCE, VACATION HOME, or INCOME-PRODUCING INVESTMENT PROPERTY, this spacious 3-bedroom, 2-bathroom first-floor condo offers exceptional flexibility and value. Beautifully maintained and recently painted, the home has been meticulously cared for and is move-in ready. The open floor plan provides comfortable living and entertaining space, while the private SCREENED-IN BALCONY with NO REAR NEIGHBORS creates a peaceful setting to relax and unwind. Additional updates include a NEW HVAC SYSTEM installed in 2024, providing added peace of mind for years to come. The property is being sold FULLY FURNISHED, making it ideal for immediate occupancy or rental use. Residents and guests of Club Cortile enjoy access to RESORT-STYLE AMENITIES including a COMMUNITY POOL, CLUBHOUSE, FITNESS CENTER, TENNIS COURTS, PLAYGROUND, and beautifully maintained grounds. Opportunities to own a well-maintained 3-bedroom condo in a gated community with SHORT-TERM RENTAL FLEXIBILITY, LOW HOA FEES, and such a prime location near Orlando's world-famous attractions are becoming increasingly difficult to find. Schedule your private showing today.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Wilfred Sierra Sosa, Pa (863-588-8303)

Remarks: This charming updated home is move-in ready! NEW ROOF just completed 4/28. The welcoming front entry features an open porch. This is the perfect spot to sit and sip your morning coffee as you watch the sunrise. Open the front door, and enter the spacious living room, featuring a picture window and vaulted ceiling that flows directly into the tiled dining room. The space is great for entertaining. The updated kitchen has fresh white cabinets, and stainless steel appliances. The kitchen is open to the dining room. It features a bar where guests can sit and eat or simply use it as a buffet as you take meals at the dining table. Outdoor entertaining is easy as you pass through the sliding doors from the dining room to the outdoor space. The large screened in porch provides another great option for dining or simply another living space. Just add a comfy chair and curl up with a good book. The yard already has beautiful foliage, including flowering and fruit trees. If you enjoy gardening, this nice sized yard has plenty of potential! Back inside the home, you will find a split floor plan. The split plan provides privacy for the primary bedroom suite which includes a separate entrance and bathroom as well as a large walk-in closet. On the other side of the home, there are two additional bedrooms and a guest bath. The Sellers are in the process of putting on a new roof that will be completed prior to closing.This property is close to Central Florida attractions. Come see this sweet home today!

Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY (833-765-3244)

Listing Agent: Mary-Kim Shurina (407-580-6224)

Remarks: Discover this modern 4 bedroom, 2 bathroom home offering 2,105 sq ft of comfortable living space. The newer construction features a bright, open layout with spacious living and dining areas that flow seamlessly into the kitchen, making it ideal for both everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet, well-kept 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: Vacation-style living starts here—this fully furnished, gated pool home delivers the space, privacy, and resort amenities today’s buyers and guests are chasing. Tucked away at the end of a tree-lined cul-de-sac in Wyndham Pointe, this impressive 6-bedroom, 4.5-bath property offers exceptional flexibility as a primary residence, second home, or high-performing short-term rental, all just minutes from Disney and Sunset Walk’s dining, shopping, and entertainment—with NO CDD fees. Recent improvements add peace of mind and value, including a NEW roof with NEW gutters (2024), NEW tankless water heater (2024), and a freshly painted interior and pool deck (2025)—making this home truly move-in ready. Inside, you’ll appreciate solid-surface flooring throughout (NO carpet), vaulted ceilings, and an open, functional layout designed for comfort and entertaining. The kitchen features a 5-burner gas range, stainless steel appliances, a large pantry, breakfast bar seating, and seamless flow into the dining and living areas. The bedroom configuration is ideal for maximizing comfort and privacy, featuring multiple primary suites on both floors plus additional themed bedrooms that can be enjoyed as-is or easily customized. One additional bedroom is adjacent to a shared bath featuring a spa-like steam shower, adding another elevated touch for owners and guests alike. Step through the French doors to your private backyard retreat: a fully screened, resort-style lanai with a heated pool and spa, sun-shelf splash pad, outdoor shower, pool bath access, grilling space, and plenty of room for dining, lounging, and entertaining. The garage has been converted into a media/movie and recreation room, creating the perfect bonus space for game nights and gatherings, and it can easily be returned to a traditional two-car garage if desired. With its unbeatable location, thoughtful layout, and extensive indoor-outdoor living, this fully furnished Acadia Estates home stands out as a rare opportunity in today’s market. Schedule your private showing and experience it in person.

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

Listing Agent: Bobby Baldor, Pa (407-342-6980)

Remarks: **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.**With the right offer, HOA DUES WILL BE PAID THROUGH THE END OF 2026!** Welcome to 3410 Oakmont Ct, a charming 3 bedroom, 3 bathroom home with a dedicated office, nestled in a desirable Kissimmee community. Offering a thoughtful layout and inviting indoor outdoor living, this home is ideal for both everyday comfort and entertaining. The interior features a bright and open living space with natural light flowing throughout. The kitchen provides ample cabinetry and counter space, seamlessly connecting to the main living and dining areas for easy gatherings. The primary bedroom serves as a private retreat with its own en suite bathroom, while the additional bedrooms are generously sized and share access to the remaining bathrooms. The separate office provides a flexible space for working from home, studying, or pursuing hobbies. Step outside to enjoy a screened patio overlooking a peaceful lake view, creating the perfect setting for morning coffee or relaxing evenings. The front porch adds additional charm and a welcoming space to unwind. Residents of Bellalago also enjoy full access to the amenities at the Isles of Bellalago community, including pools, playgrounds, a dog park, sports courts, and a fitness center. While the community does not feature a golf course, it is golf cart friendly. Conveniently located near shopping, dining, entertainment, and major highways, this home offers both tranquility and accessibility.

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

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

Remarks: Welcome home to this three bedroom, two bathroom home situated on a corner lot in the desirable Indian Ridge community, where short-term rentals are permitted. The floor plan offers both formal and casual living spaces, with a living room that flows into the dining area and a spacious family room overlooking the fenced backyard. The kitchen has been updated with quartz countertops and a tile backsplash, while both bathrooms have also been updated. The primary suite is privately located off the living room and features dual vanities and an ensuite bathroom. Two additional bedrooms are positioned off the family room and share a full bath. New carpet and a two-car garage add to the home's appeal. Outside, enjoy a privacy-fenced backyard with room to relax, entertain, or play. Indian Ridge residents enjoy access to a community pool, playground, tennis courts and more with a low HOA fee of $70 annually! Conveniently located just minutes from Disney, major attractions, shopping, dining, and Orlando International Airport, this property is well suited as a primary residence, vacation home, or income-producing investment.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Barrett Spray (407-927-3650)

Remarks: QUALIFIES FOR USDA 100% FINANCING! Step into this extraordinary English-style single-family home, a true gem nestled in a community with NO HOA fees. Spanning an impressive 3,817 square feet, this property boasts 4 bedrooms, 4 bathrooms, and sits on a sprawling 1.13-acre lot, offering endless possibilities for relaxation and recreation. The home is fully furnished with new furniture, negotiable with the sale, ensuring flexibility for the buyer to customize their dream living space. In addition, the property features a BRAND-NEW ROOF, providing added peace of mind and value for the future owner. Its timeless elegance shines through the welcoming foyer, leading to an open-concept kitchen and living room complete with a charming wood-burning fireplace, perfect for cozy winter evenings. Entertainment abounds with two game rooms, making it an ideal space for hosting gatherings or enjoying quality family time. The expansive lot provides plenty of room for outdoor activities, with space big enough for a soccer field, volleyball court, or even your personalized outdoor retreat. A serene creek/pond and wooded backdrop add to the picturesque appeal. This property is also an excellent candidate for short-term rentals such as Airbnb, offering a unique blend of luxury and charm in a strategic location close to major highways, attractions, shopping, and dining. Don’t miss this unique opportunity to own a stunning home on a magnificent lot adorned with shade trees and abundant outdoor potential. Schedule your showing today! Seller financing available.

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

Listing Agent: Andres Ospina Rivera (321-821-8446)

Remarks: Walking distance to community pool and tennis courts. Gated community. Zoned for Airbnb and will also make a great home. Enter through the front door into a hallway that has access to the half bath, washer, and dryer. To the right is the kitchen, with ample space, a breakfast bar, and a breakfast nook. The kitchen overlooks the formal dining area, which is open to the living room. Sliding doors lead out to a covered lanai where you can relax and enjoy the lovely Florida temperatures. Upstairs, there is a primary suite that comprises a bedroom, bathroom, and a large walk-in closet. Two further bedrooms share the second bathroom. There is plenty of room for sunbathing, and the clubhouse is great. Or enjoy a game of tennis at the court conveniently located next to the clubhouse. Fiesta Key is a great community with easy access to Central Florida attractions and a wide range of shops and restaurants. Orlando International Airport is just 20 minutes away. Selling As-Is with the right to inspect. All measurements, room sizes, and HOA information are approximate and not guaranteed; any information contained herein that is critical to the buyer's decision to purchase must be verified by the buyer.

Listing is courtesy of: RE/MAX DOWNTOWN (407-770-2050)

Listing Agent: Eric Ortiz, P.A (407-758-0005)

Remarks: Welcome to 2518 Empress Drive, a fully upgraded, luxury-inspired residence located within the highly desirable gated community of Tapestry in Kissimmee. Built in 2020 and extensively enhanced with high-end finishes and custom outdoor living upgrades, this exceptional 4-bedroom, 2.5-bath home delivers the lifestyle, design, and presentation typically associated with significantly higher-priced properties. Positioned on a premium corner lot, the home immediately impresses with its modern elevation, expansive paver driveway, and oversized 3-car garage. Inside, the open-concept layout showcases elevated contemporary finishes, oversized tile flooring, upgraded lighting, designer accent walls, and expansive living spaces thoughtfully designed for both everyday comfort and upscale entertaining. The true showpiece of the property is the spectacular resort-style backyard, representing approximately $200,000 in custom improvements and curated outdoor enhancements. Designed to rival luxury vacation retreats, the outdoor living experience features a heated saltwater pool with modern architectural lines, premium hardscaping, artificial turf accents, custom lounge areas, covered lanai, pergola, summer kitchen, wood-paneled ceiling detail, integrated entertainment space, and multiple gathering areas designed for seamless indoor-outdoor living year-round. The gourmet kitchen overlooks the main living and outdoor entertaining areas, creating an ideal setting for hosting guests while maintaining functionality and flow. Upstairs, the spacious primary suite offers a private retreat complete with a beautifully upgraded bathroom and oversized custom walk-in closet. Additional bedrooms provide flexibility for family, guests, office space, or lifestyle needs. Every detail of this home has been thoughtfully designed to create a polished, move-in-ready experience that blends modern elegance with resort-style comfort. Residents of Tapestry enjoy access to resort-inspired community amenities including a clubhouse, fitness center, community pool, parks, and recreational areas, all conveniently located near premier shopping, dining, major highways, and Central Florida attractions. This is a rare opportunity to own a highly upgraded, entertainer-focused home offering luxury presentation, exceptional outdoor living, and turnkey sophistication without the million-dollar price tag. Schedule your private showing today via Showingtime.

Listing is courtesy of: CENTURY 21 BE3 (727-596-1811)

Listing Agent: Tom Vitale (407-922-9934)

Remarks: Under contract-accepting backup offers. Investor special! Cash offers preferred. 3-bedroom, 2-bath home on an oversized lot with strong value-add potential. Property needs TLC and is being sold as-is. Functional layout, large backyard, roof replaced in 2017, and updated water heater. Excellent opportunity for investors, flippers, or cash buyers looking for their next project. Convenient Kissimmee location near schools, parks, shopping, and major roadways.

Listing is courtesy of: NORTHGROUP REAL ESTATE, INC (561-222-1850)

Listing Agent: Jose Irizarry, Pa (407-235-8817)

Remarks: Charm and curb appeal abound for this Kissimmee home! Step inside into the well-appointed living room, positioned at the front of the home. Through the dining room you'll find the kitchen, which boasts stainless steel appliances, hard surface countertops, and ample storage. This ranch style floorplan is rounded out by the primary suite and two secondary bedrooms. Come and see for yourself the possibilities that this home has to offer!

Listing is courtesy of: EVERYSTATE INC. (501-725-1234)

Listing Agent: Blake Keathley (661-900-9145)

Remarks: Welcome to this exceptional turnkey vacation rental opportunity in the highly sought-after Windsor Hills Resort! This fully furnished 4 bedroom, 4 bath home is designed to entertain guests of all ages with custom themed bedrooms, a game room, private screened pool and spa, and an inviting open-concept floor plan perfect for any gatherings. The spacious kitchen and a large breakfast bar overlook the main living area. Guests will love the professionally themed Disney-inspired bedrooms, while the converted garage game room provides endless entertainment. Located just 5 minutes from Disney and minutes from Universal Studios, SeaWorld, Legoland, Shopping, Dining, and more, this property offers both an incredible vacation experience and strong income-producing potential. Windsor Hills Resort features many amenities including a clubhouse, fitness center, movie theater, arcade, resort-style pool with waterslides, sports courts, playgrounds, and gated security. Whether you're looking for a personal retreat, investment property, or both, this home is ready to impress. Schedule your private showing today!

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

Listing Agent: Heather Werner (973-461-9914)

Remarks: Virtually Staged. Welcome to 3463 Forest Ridge Ln, located in the quiet gated community of Crestwood. This spacious 4-bedroom, 3.5-bath home with a 3-car garage offers over 3,800 square feet of thoughtfully designed living space, combining comfort, privacy, and an unbeatable Central Florida location close to shopping, dining, schools, and world-famous attractions. Designed for comfortable everyday living and entertaining, the home features expansive living spaces, a large kitchen with rich wood cabinetry, center island, pantry, breakfast nook, and a light-filled family room. The screened pool area provides the perfect private retreat for enjoying the Florida lifestyle year-round. The functional floor plan includes a designated office/den on the first floor, a convenient downstairs guest bedroom with its own en suite bath, generous living and dining areas, and a spacious primary suite featuring dual walk-in closets, double vanities, and a garden tub. The home is also ideally positioned near the community playground and pool area, offering convenient access to neighborhood amenities. major improvements provide peace of mind, including a new roof installed in 2021, two HVAC systems installed less than three years ago, a fairly new water heater and pool pump. Conveniently located near The Loop, Walt Disney World Resort, SeaWorld Orlando, Universal Orlando Resort, and Orlando International Airport, this home combines convenience, comfort, and value in one exceptional opportunity.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)