Kissimmee Homes For Sale & Real Estate - 3374 homes

Remarks: Under contract-accepting backup offers. Opportunity knocks at 498 Prestwick Place! This home is priced to sell and ready for your personal touch—perfect for buyers looking to create value or secure an affordable entry into homeownership. With solid bones and a functional layout, a little TLC can go a long way. Whether you're an investor or a savvy buyer, this is your chance to transform potential into profit. Don’t miss out—opportunities like this move fast!

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

Listing Agent: Angel Ayala (407-443-3026)

Remarks: PRICE ADJUSTMENT $399,990!!!!POOL HOME, MANY UPGRADES WELCOME HOME!! BEAUTIFUL 4 BEDROOM 2 BATHROOMS POOL HOME OVER 1900 sqft. 2 CAR GARAGE IN THE VERY DESIRABLE COMMUNITY OF BLACKSTONE LANDING. NO REAR NEIGHBORS!! It features a SALTWATER HEATED POOL; THE SOLAR PANELS WERE REPLACED IN 2023 and are PAID IN FULL, NEW POOL WATER PUMP. WATER SOFTNER - NEW ROOF INSTALLED IN 2018, EXTERIOR PAINTED IN 2020, 50 gal. HOT WATER HEATER INSTALLED IN 2021. GUTTERS, manicured landscaping. This spacious home offers ample space for relaxing with family and friends. The floors are tiled in the kitchen, family room and main entryway. The bedrooms SHOW CASE laminate wood like flooring. The updated kitchen offers lots of cabinet storage and granite counter tops. The breakfast nook is perfect for breakfast morning with family and friends. ALL THE APPLIANCES ARE INCLUDED AS WELL AS THE WASHER AND DRYER.

Listing is courtesy of: ZEA REALTY & ASSOCIATES (407-931-6511)

Listing Agent: Miriam Cruz (646-591-1429)

Remarks: Fully furnished 7 bed 4.5 bath vacation rental home in 24/7 guard gated community--Emerald Island Resort, only 3.5 miles from Disney, with huge covered lanai by south facing heated pool & spa, clubhouse features heated community pool & spa, fitness center, internet cafe, game room. Tons of shops, restaurants, super markets and other convenient stores close by, future bookings are transferable. Please take action asap before it goes.

Listing is courtesy of: SIMP REALTY GROUP LLC (904-209-6664)

Listing Agent: Sreekanthred Alla (813-543-6178)

Remarks: Under contract-accepting backup offers. Beautiful single-family home perfectly situated on a desirable corner lot on Kingfish Drive in Poinciana. From the moment you arrive, you will be captivated by its lovely and welcoming front entrance. Inside, the property features a bright and comfortable layout that is completely a 3 Bedrooms and 2 bathrooms move-in ready home. Enjoy a spacious backyard with endless possibilities. Located in a friendly community close to local schools, shopping, dining, and medical centers. Virtually landscaped in three photos. This charming home is ideal for anyone looking for a fresh, hassle-free start or a solid investment. Schedule your tour today!

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

Listing Agent: Adriana Insignares (305-968-6433)

Remarks: Under contract-accepting backup offers. 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 (352-978-9777)

Remarks: Welcome to this beautiful updated 4 bedroom/3 bathroom home located in the South Pointe Community off Simpson Road. This home features new interior/exterior paint. Brand new carpet in bedrooms. Master suite features laminate floor with his/hers walk in closet . Second floor features a large loft that can be utilized as a bedroom or office. Upgraded LED light fixtures and security system. Window shades throughout. Located approximately 3 miles from the neighboring Lake Nona Medical City, 6 miles from Orlando International Airport. Quick commute to 417 and Theme Parks. Don't miss this opportunity to own this amazing home!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Indera Bhojnauth (321-276-8549)

Remarks: Virtually Staged. Tucked away on one of Spring Lake's most desirable homesites, this David Weekley Riddick model enjoys tranquil pond views, a generous side yard, and a thoughtfully designed living space. A wraparound front porch welcomes you inside, where hardwood floors, fresh interior paint, and sun-filled living spaces create a home that feels both inviting and timeless. The enclosed office with French doors offers the perfect place to work from home, while the loft upstairs provides a comfortable second living area for movie nights, game days, or simply a place to spread out. The kitchen was designed for gathering, featuring granite countertops, stainless steel appliances, a cabinet-wrapped island with seating for four, a glass tile backsplash, and a dedicated pantry. Just beyond, the dining and flex spaces flow effortlessly toward the covered lanai, where peaceful pond views become the backdrop to morning coffee and evenings spent outdoors. Upstairs, the primary suite offers a quiet retreat with a tray ceiling, ceiling fan, dual vanities, a soaking tub, walk-in closet, and separate shower. Two spacious bedrooms, a full bath, laundry, and the spacious loft complete the second level. Built in 2016 and thoughtfully maintained, the home pairs comfortable everyday living with a homesite that is truly a rare find. Celebration residents enjoy a lifestyle unlike any other, with miles of walking and biking trails, resort-style pools, fitness facilities, parks, year-round community events, and the convenience of being just minutes from shopping, dining, and the entrance to Walt Disney World. Call today to schedule your private showing.

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

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

Remarks: Step into this charming 4-bed, 2-bath home tucked away on a quiet, leafy lane in the heart of Kissimmee’s coveted Oak Hollow community. With a newer roof, solar panels, over 2,000 square feet of comfortable living space, a generous lot, and proximity to Florida’s top attractions, this is more than a home — it’s a lifestyle. Imagine weekend afternoons in your own backyard (the second biggest in the area) with mandarin orange and key lime trees, easy access to dining and shopping, and the magic of Orlando’s theme parks just minutes away. Inside, the well-designed layout offers privacy for the primary suite with a jacuzzi tub and flexibility for the remaining bedrooms (think home office, guest space or playroom). Whether you’re planning for full-time living or are drawn to the potential income-earning options this area offers, 1541 Amherst Ln presents your opportunity. Don’t miss out, schedule your private tour today!

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

Listing Agent: Ariel Vargas (407-558-5161)

Remarks: Virtually Staged. Welcome to this spacious one-story pool home located in the desirable Allamanda Grace community of Kissimmee. Offering 3 generously sized bedrooms and 2 full bathrooms, this home provides a functional layout designed for comfortable everyday living and entertaining. The kitchen features stainless steel appliances, granite countertops, and an open-concept design that flows seamlessly into the dining area and living room, creating an inviting space for gathering with family and friends. Sliding doors from the dining area lead to the outdoor living space, where you'll find a private pool, a spacious patio, and a large screened lanai—ideal for enjoying Florida's year-round sunshine. The primary suite offers a walk-in closet and an en-suite bathroom complete with a garden tub and separate walk-in shower. Additional features include a dedicated laundry room and an attached 2-car garage, providing added convenience and storage. Conveniently located near shopping, dining, major roadways, schools, and Central Florida attractions, this home offers an excellent opportunity as a primary residence, vacation retreat, or investment property. Schedule your private showing today before this exceptional opportunity is gone!

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: Virtually Staged. **Rates in the Mid to Low 5s - A unique incentive is now available on this property** Why wait to build when you can move right into this beautifully maintained, never-lived-in former model home located in the peaceful community of Tohoqua. This like-new two-story townhome perfectly blends comfort, style, and functionality with thoughtfully designed living spaces ideal for modern living. At the front of the home, spacious formal living and dining areas provide the perfect setting for entertaining family and friends. The heart of the home is the chef-inspired kitchen featuring 42” upper cabinets, quartz countertops, stainless steel appliances, a large island with seating, and abundant storage and prep space. Just beyond, the expansive family room creates a warm and inviting atmosphere, ideal for movie nights or gathering to watch the big game. Conveniently located on the first floor are a powder bath and laundry room, with direct access to the covered walkway leading to the detached two-car garage. Step outside to the open lanai, the perfect place to relax, grill, and enjoy the Florida sunshine year-round. Upstairs, the spacious primary suite offers a private retreat complete with a large walk-in closet and an elegant en-suite bath featuring dual vanities, an oversized shower, and a private water closet. Two additional generously sized bedrooms and a full guest bath provide plenty of space for family, guests, or a home office. Ideally located just minutes from Medical City, Tohoqua is a family-friendly community in Kissimmee offering exceptional amenities and convenient access to everything Central Florida has to offer. Residents enjoy a resort-style swimming pool with interactive water features, playgrounds, tot lots, and over five miles of scenic walking trails designed for an active lifestyle. Perfectly positioned between two beautiful lakes with easy access to the Florida Turnpike, commuting to Orlando and surrounding areas is effortless. Outdoor enthusiasts will appreciate nearby attractions including Kissimmee Lakefront Park and Lake Tohopekaliga, where endless opportunities for boating, fishing, and enjoying Florida’s year-round sunshine await.

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

Listing Agent: Nick Whitehouse (407-902-4639)

Remarks: This amazing corner lot home includes 4 bedrooms and 2 full bathrooms. The heart of the home has a center island which overlooks the dining and living room, great for entertaining. The owner's suite features a spacious bathroom and a roomy walk-in closet. Your family and guests will enjoy 3 additional bedrooms and one extra bathroom. Built in 2023, so almost new. This home has over 30K in upgrades which include the following: the lanai was screened, fence all around property and solar lights at the fence for a nice ambiance at night. Carpets in all 4 bedrooms were removed and tile installed. The gazebo and deck with its hammock create relaxing times in this beautiful oasis of plants, fruit trees and flowers. The patio is extensive with enough space left to build your own private pool. Storey Creek offers residents luxury amenities such as a fully equipped fitness center, clubhouse, resort-style swimming pool, tennis courts, soccer park, basketball court, dog park, playground and walking trails. Location is excellent with easy access to major Florida highways, SR 535, I-4, and US 192. Also, near shopping, dining, entertainment and within 30 min to theme parks like Disney, Universal and other main attractions. Schedule a showing today! It won't last in the market!

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

Listing Agent: Lisa Marrero (305-240-8330)

Remarks: Nestled Townhouse in Windsor at Westside, one of Kissimmee's premier short-term rental communities, this FULLY FURNISHED townhouse is your oasis of luxury and relaxation. With five spacious bedrooms and four and a half bathrooms, this stunning retreat offers the perfect blend of comfort and sophistication. As you step inside, you're greeted by an open floor plan that seamlessly integrates the living, dining, and kitchen areas. The kitchen boasts elegant granite countertops and sleek stainless steel appliances, creating a modern yet inviting atmosphere. The spacious loft upstairs provides an additional living area, perfect for relaxing, entertaining, or even setting up a home office. One of the highlights of this townhouse is the private pool, easily accessible through pool-facing telescopic sliding glass doors. Imagine unwinding by the poolside or retreating to the screened-in lanai for a serene evening under the stars. Staying in Windsor at Westside means enjoying world-class amenities. The HOA grants you access to an impressive 8,000 sq ft clubhouse, featuring a lazy river, sports courts, an arcade game room, and more. Dive into the zero-entry pool or treat yourself to a refreshing spa experience. Family will adore the playground and water slide, while adults can relax with a cocktail at the pool bar or dine at the full-service restaurant. To make your stay even more effortless, the HOA covers cable, high-speed internet, exterior maintenance, trash pick-up, pest control, and lawn care. Every detail has been thoughtfully curated to ensure your experience is nothing short of extraordinary. This townhouse isn't just a home; it's a lifestyle. Don’t miss out on the opportunity to own your own piece of paradise. Schedule a showing today and take the first step toward making this dream retreat yours.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Gladys Bezerra (407-701-4034)

Remarks: One or more photo(s) has been virtually staged. Experience elevated single-story living in this thoughtfully designed Next Gen® residence, where privacy, versatility, and modern comfort come together seamlessly. Perfectly suited for multigenerational living, this home features a*** true private in-law suite with its own front entrance, separate living area, kitchenette, bedroom, and full bath—offering independence without sacrificing connection.*** The main living area showcases an open-concept design, effortlessly blending the kitchen, dining, and family room for both everyday living and entertaining. The well-appointed kitchen features stainless steel appliances, abundant cabinetry, and expansive counter space. Privately positioned at the rear, the owner’s suite serves as a quiet retreat, while additional bedrooms provide flexibility for guests, a home office, or hobbies. Step outfront to a tranquil conservation area with a gorgeous lake view.This is a rare opportunity to own a home that delivers both functional design and refined living—ideal for today’s evolving lifestyles. SELLER WILL ASSIST WITH BUYERS' CLOSIN COSTS!!

Listing is courtesy of: FLORIDA PRESTIGIOUS HOMES INC (754-246-2070)

Listing Agent: Ian Trumbach (754-246-2070)

Remarks: 3 Bedrooms, 2.5 Bathrooms, 1 Car Garage, 2 Story Townhome located on the Gated Community of CYPRESS LAKES TOWNHOMES PHASE II. New Roof 2018, New Luxury Vinyl floors 2024, New Water Heater 2025, New AC 2020, New Interior Paint 2024, New SS Refrigerator 2025, New Dryer 2025. Ceramic Tile Floors on 1st Floor, Luxury Vinyl Floors on 2nd Floor. Buyers will first notice the Covered Porch and the Pavered Driveway as they approach the Home. The Extended Foyer welcomes you to this special Home and leads to the open Kitchen offering Wood Cabinets, Lots of Counter Space, Stainless Steel Appliances, Recessed Lighting, Pantry, and providing EAT-IN Space in the Kitchen which overlooks the large Dining and Living Areas full of natural light due to several windows and offering plenty of space to relax or entertain. First Floor also provides a 1/2 Bathroom and a 1 Car Garage with Opener. The Foyer staircase leads to the Primary Bedroom with Walk-In Closet and Primary Bathroom offering Dual Vanities, Linen Closet, separate Water Closet and Shower with Tub. Bedrooms 2 and 3 measure 12x12 and include large Closets both steps away from Bathroom 2 offering a Single Vanity and Shower with Tub. Utility Room located Upstairs and includes the Washer and Dryer. Home is walking distance to Swimming Pool, Clubhouse and Playground and is centrally located to shopping, restaurants, mayor highways, attractions and Orlando International Airport. Priced for quick sale...Call to schedule a showing TODAY!!!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Alex Lamar (407-388-5726)

Remarks: Under contract-accepting backup offers. Don't miss this opportunity,Location and income Great Opportunity! Only 15 minutes from Disney and 20 minutes from Universal Studios. Fully Furneshed. Discover the perfect short-term rental investment in the highly sought-after Storey Lake Resort! This elegant 3-bedroom, 2-bathroom condo is fully furnished and beautifully decorated, offering a true turnkey solution for investors looking to maximize rental income. Designed with both style and functionality in mind, the modern kitchen features quartz countertops, 42” cabinets, stainless steel appliances, and comes fully equipped with a washer, dryer, and blinds for added convenience. Located in a prime area of Central Florida, this property offers unparalleled access to Disney parks, world-class shopping, fine dining, and top Orlando attractions. Guests will love the resort-style amenities and the unbeatable proximity to everything Orlando has for your family. Don’t miss this remarkable investment opportunity—schedule your showing today!(read showing intruction and for more infor.ation call agent 2)

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Selma White (407-460-9387)

Remarks: MOTIVATED SELLER*** SELLER WILING TO ASSIST WITH CLOSING COSTS WITH AN ACCEPTED OFFER*** Welcome to this exceptional, fully furnished 6-bedroom, 6.5-bathroom, the entire home freshly painted and has new furniture within the last couple of months. This lovely home is nestled within the prestigious, 24-hour guard-gated resort community of Encore at Reunion West, located just 6 miles from Walt Disney World. Designed for both luxury and high-capacity entertaining, the home features an expansive open-concept layout that flows seamlessly from the beautifully appointed kitchen to a generous open lanai, alongside a desirable first-floor primary suite for added privacy. Outside, a private, fully fenced backyard oasis awaits, boasting a heated pool, a relaxing hot tub, and an oversized green space area that offers far more space for recreation than standard resort lots. Beyond its stunning design, this property offers an incredibly lucrative opportunity for short-term rentals, having already been successfully operated as a high-yielding Airbnb. Its immense guest appeal is driven by Encore’s world-class amenities, which include a spectacular on-site Aqua Park with three massive water slides, a splash playground, multiple restaurants, and a complimentary shuttle service to nearby theme parks. Best of all, ownership is entirely hands-off and low-maintenance; the comprehensive monthly HOA dues eliminate the stress of property management by fully covering high-speed internet, cable, phone services, daily trash removal, full lawn care, and annual exterior pressure washing. Whether you are looking for a turnkey investment, a vacation retreat, or a luxurious primary residence, this estate delivers the ultimate Florida lifestyle.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Lori Joy (407-455-1103)

Remarks: Under contract-accepting backup offers. This well-maintained corner lot residence offers three bedrooms, two bathrooms, and a one-car garage complemented by a double driveway. The third bedroom provides flexibility and may serve as an in-law suite. The property features tile flooring throughout common areas, with carpeted bedrooms for enhanced comfort. A dedicated laundry room is located within the garage, equipped with both washer and dryer. All appliances are included. For privacy, the property is fully fenced. Recent updates include a new A/C system installed in 2019, a water heater replaced in 2024, and the roof was replaced in 2018. The owner has resided in this home for over thirty years, reflecting consistent care and attention to upkeep.

Listing is courtesy of: GOLDEN PALMS REALTY OF FLORIDA (407-944-4822)

Listing Agent: Jose Alvarez (407-361-5542)

Remarks: Welcome to the beautiful community of Bellalago. This Caserta model offers 3 Bedrooms / 2 full baths, an air-conditioned 30x10 Florida room and a 30x10 screened and covered patio. Flooring is all ceramic tile and laminate. Roof was replaced in 2025. Air conditioner was replaced in 2022. Water Heater was replaced in 2022. Screened patio was installed in 2021. and fence was installed in 2016. Call for appointment to view your next Home Sweet Home.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Anthony Rosselli, Pa (407-361-4392)

Remarks: This private 1.16-acre lakefront estate ( Adjoining 1.16 acre parcel next door available )) offers an excellent opportunity to build a second home or maintain an expansive private estate. It features a private dock on 22,700-acre Lake Tohopekaliga, a screened, covered in-ground pool, and a 1,500 sq ft hurricane-ready metal workshop (50×30) with a hydraulic lift, A/C, drive-through gates, and a boat-port. Spacious 3BR/2BA floor plan has split bedrooms: a master suite with two walk-in closets, a jetted tub, and a separate shower; a secondary bedroom/office with a built-in Murphy bed; a large family room with a brick fireplace; and a huge bonus room with a custom bar. Gourmet kitchen showcases an L-shaped granite island, 42" maple cabinets with under-cabinet lighting, stainless appliances and extra buffet/counter storage. The Florida room has triple sliding doors to the pool. Features include double-pane windows/doors, 4 HVAC zones, city water + septic, a tankless water heater (propane) and electric gated entry. You can even have one horse per acre, some sheep, chickens or let the dogs run free.

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

Listing Agent: Carmen Aridas (407-299-6942)

Remarks: Under contract-accepting backup offers. Just in time for summer, this centrally located 3-bedroom, 2-bath POOL home offers over 1,600 square feet of living space. The thoughtfully designed floor plan features a spacious living room, formal dining area, and a well-appointed kitchen complete with granite countertops, stainless steel appliances, an island bar with cooktop, and a large pantry/storage room. Tucked away from the main living spaces, the bedroom wing provides privacy and functionality. The generously sized primary suite features dual closets and an en-suite bathroom with a walk-in shower. Two additional bedrooms and a full guest bath offer comfortable accommodations for family and guests while providing flexibility to suit a variety of lifestyle needs. Two sets of French doors provide seamless access from the main living areas to the screened rear porch, overlooking the pool—an ideal setting for relaxing, entertaining, or enjoying warm summer days. An oversized two-car garage offers over 600 square feet of space, providing ample room for vehicles, storage, hobbies, or a workshop. With solid bones and endless potential, this home presents a wonderful opportunity to add your personal style and create the perfect Florida retreat.

Listing is courtesy of: FLORIDA PINES REALTY, LLC (407-892-0040)

Listing Agent: Steven Durrance (407-892-0040)