Kissimmee Homes For Sale & Real Estate - 2618 homes

Remarks: Short Sale. Welcome to Seasons at Big Sky, where modern living meets everyday convenience in one of Kissimmee’s fastest-growing corridors. This beautifully maintained residence at 1491 August Gray Dr offers a fresh, open feel with thoughtfully designed spaces that cater to both comfort and functionality. From the moment you arrive, the clean lines, inviting entry, and well-kept surroundings set the tone for what’s inside. Step into a light-filled interior where the layout flows effortlessly, creating the perfect setting for both relaxed living and entertaining. The living areas feel connected yet defined, giving you flexibility for gatherings, work-from-home needs, or simply unwinding at the end of the day. Positioned for convenience, this home places you just minutes from Lake Nona, Medical City, and the Orlando International Airport, with easy access to major roadways including Florida’s Turnpike and US-192. Daily essentials, dining, and shopping are all within reach, while continued development in the surrounding area is bringing exciting new retail, dining, and lifestyle destinations to the community. Outdoor enthusiasts will appreciate nearby parks, green spaces, and recreational options, offering plenty of ways to enjoy the Florida sunshine year-round. As growth continues throughout Kissimmee and the surrounding areas, this location stands out for its accessibility and long-term appeal. Whether you're looking for your next home or a smart investment in a thriving area, this property offers the perfect balance of style, location, and future potential.

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

Listing Agent: Gilberto Figueroa (407-860-5627)

Remarks: Great 4 bedroom 3 bath home in a gated community. lose to the schools. Split floorplan, built-in entertainment center.

Listing is courtesy of: MBT HOMES (407-569-5884)

Listing Agent: Pascale Trosch (407-791-6319)

Remarks: Welcome to the best of Florida resort life! This 8 bedroom 6 bathroom house has all you can ask for and more! Fully furnished, this home is ready for an immediate occupancy, whether you're seeking an ideal AirBNB/Short-Term Rental or a personal vacation/ winter time residence. Airy and bright, the open-concept floor plan connects the living, dining, and kitchen areas, providing the perfect layout. The sliding doors in the family room area lead you directly to the pool patio area, creating a seamless indoor-outdoor living experience. An oversized heated pool with a jacuzzi and large patio space allows for cookouts, pool parties and watching the sunsets. The first-floor primary suite with a private bathroom and direct access to the lanai provides you a great personal space. An additional first-floor bedroom offers flexibility. Upstairs, there are six more spacious bedrooms and a loft space suitable for movie nights or a play area.  Located in the luxurious community of Windsor at Westside, you'll have access to a variety of resort-style amenities, including a grand clubhouse, fitness center, lazy river, and more. Theme parks , beaches and shopping are just a short drive away, you'll have endless entertainment options at your fingertips. The HOA covers cable, internet, lawn care, trash, 24 hr security guard for a smooth and worry free life style. Make your appointment today! Equal Opportunity Housing.

Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA:FLORIDA REALTY INVESTMENTS IV (407-207-2220)

Listing Agent: Magdalena Danos, Pll (407-760-9286)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Some homes check the boxes. This one raises the bar. Nestled in the coveted Westside Calabria community just minutes from Walt Disney World, this stunning pool home has been thoughtfully updated from top to bottom with new flooring, new quartz countertops, fresh interior paint, new appliances, and a new AC, so you can move right in and start living! Inside, you'll find a flowing open floor plan dressed in crown molding, elegant arched doorways, and decorative columns that give the home a timeless, polished feel. The kitchen is anchored by a large center island, gleaming quartz countertops, subway tile backsplash, and stainless steel appliances. Plantation shutters and modern black-framed windows frame every room with style, while a formal living room, dining room, and expansive family room give everyone space to spread out. The primary suite is a true retreat, complete with a spa-like en-suite featuring a soaking tub. Step through the sliding glass doors and into your own backyard oasis, a screened-in pool and spa, serene pond views, and an oversized paver lanai made for morning coffee and sunset gatherings alike. Whether you're searching for a primary residence or a short-term rental investment, Westside Calabria delivers the flexibility you need in one of Central Florida's most desirable corridors. Just minutes to I-4, US-192, world-class dining, shopping, and every attraction the area has to offer.

Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)

Listing Agent: Regan Jackson (407-421-1420)

Remarks: AWESOME LOCATION IN THE HEART OF KISSIMMEE, CLOSE TO WALT-DISNEY WORLD RESORT THEME PARKS & RESORT AREA IN LESS THAN 10" RIDE. ON W. IRLO BRONSON MEMORIAL HWY. BLUE-RIBBON AND A+ SCHOOL DISTRICT. FAMOUS TOURIST ATTRACTION WITHIN LESS THAN 10 MILES AWAY INCLUDING MARGARITAVILLE RESORT AND WATER SLIDE PARK, SHOPPING CENTERS, MALLS, DINING AND WORLD-CLASS ENTERTAINMENT INCLUDING PROFESSIONAL SERVICES, HEALTH-CARE PROVIDERS AND PGA-GOLF COURSES. RESORT-STYLE AMENITIES AMPLE FLOOR PLAN FULLY EQUIPPED AND FURNISHED. A MUST SEE!

Listing is courtesy of: GRAND REALTY (305-931-7878)

Listing Agent: Eduardo Funes (305-931-7878)

Remarks: High-Demand Rental Investment – Immediate Cash Flow Turnkey condo in a prime rental corridor of Kissimmee, just minutes from major highways, shopping, and employment hubs. Currently generating $1,750/month with lease in place through July 31, 2026—income from day one. Located in an area with strong and consistent rental demand, plus short-term rental potential (buyer to verify with HOA) for added upside. Tenant in place—no vacancy, no delays. Ideal for investors seeking immediate return in a proven rental market.

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

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: Welcome to Dahlia Reserve at Crescent Lakes - where space, privacy, and functionality come together. This well-maintained 4-bedroom, 3-bathroom single-story home offers over 2,300 square feet of thoughtfully designed living space, featuring a desirable split floor plan ideal for both everyday living and entertaining. The spacious kitchen is equipped with a breakfast bar, ample counter space, and seamless flow into the dining and family rooms, creating a central hub for gatherings. The primary suite provides a relaxing retreat with a walk-in closet and an en-suite bath complete with a soaking tub and separate shower. Enjoy outdoor living on the screened-in lanai overlooking a private backyard with peaceful wooded views - no rear neighbors. Situated on an oversized lot in a quiet community with no CDD and no HOA, this home offers both comfort and flexibility. Conveniently located near schools, shopping, dining, and major Central Florida attractions. Schedule your private showing today.

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

Listing Agent: Amanda Seebadan (540-760-1141)

Remarks: Short Sale. *SHORT SALE* Perfect starter home in quiet Poinciana neighborhood! Welcome to this charming 2-bedroom, 2-bathroom home nestled in a peaceful and well-established neighborhood — a fantastic find for first-time homebuyers or savvy investors! Step inside to discover a spacious living and dining area, perfect for relaxing or entertaining guests. The galley-style kitchen offers efficiency and function, with room to make it your own. This home’s layout is both cozy and practical, offering just the right amount of space without sacrificing comfort. Enjoy peace of mind with major updates already done — a NEW roof in 2018, NEW AC unit in 2019, new water heater and hurricane impact resistant windows mean you can move in with confidence. Located in the fast-growing community of Poinciana, you’ll love the convenience of being minutes from major roads, hospitals, schools, shopping centers, and even a bus stop. Plus, you’re just a short drive from popular local attractions and points of interest — making this a truly ideal location. Whether you're looking for a place to call home or your next smart investment, this property checks all the boxes. Don’t wait — schedule your showing today before it’s gone!

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: Under contract-accepting backup offers. Short Sale. Third-Party Authorization Required. As you enter, you are greeted by high ceilings and an open layout that allows the living, dining, and kitchen areas to flow together seamlessly. The front of the home features a formal living room that can serve as a sitting area or flexible space, while the dining area connects easily to the kitchen, making it convenient for everyday meals and entertaining. Toward the back of the home, a spacious family room overlooks the backyard and provides direct access to the patio, giving you the perfect place to relax or host gatherings. The split-bedroom floor plan ensures privacy for the primary suite, which includes a walk-in closet and a private bathroom. Two additional bedrooms and a second full bathroom are located on the opposite side of the home, offering plenty of room for family, guests, or a home office. Ceiling fans throughout add comfort, while natural light brightens the interior. Recent updates provide peace of mind, including a newer roof, air conditioning system, water heater, washer, dryer, and microwave, all replaced within the last four years. The home is built with durable block and stucco construction and includes a two-car garage for parking and storage. The exterior of the property features a spacious lot of over 0.30 acres, with ample yard space for gardening, outdoor activities, or future enhancements. A patio area provides a great spot for enjoying Florida’s sunshine. Conveniently situated near shopping, dining, schools, and major Central Florida attractions, this home combines everyday comfort with a peaceful residential setting. 706 N Rennes Court offers the perfect blend of functionality, updates, and value. Whether you are looking for a primary residence or an investment property, this home is move-in ready and waiting for its next owner.

Listing is courtesy of: ENGEL & VOLKERS NEW SMYRNA (386-213-6899)

Listing Agent: Maximus Engel-Epstein (860-830-4412)

Remarks: Beautifully Furnished 3-Bedroom Townhome with Hot Tub and Stunning Conservation Views! Welcome to this gorgeous end-unit townhome in the sought-after, guard-gated community of Encantada—where style, comfort, and location come together for the perfect Florida retreat or investment property. Boasting 3 bedrooms, 2.5 bathrooms, and a sun-drenched south-facing patio with your own private hot tub, this fully furnished property offers the ideal escape with tranquil views of lush conservation land. Step inside to a spacious open-concept layout, where the living room, dining area, and kitchen flow seamlessly together, creating a bright and airy atmosphere perfect for relaxing or entertaining. The kitchen features sleek black granite countertops, matching black appliances, and plenty of cabinet space. Downstairs also includes ceramic tile flooring, a convenient guest bathroom, and a laundry closet for added functionality. Large sliding glass doors off the living room open to a huge private patio—a true outdoor oasis featuring a patio table, lounge chairs, and a bubbling hot tub. The serene conservation view provides a peaceful backdrop of trees and nature, making this space ideal for morning coffee or evening relaxation. All three bedrooms are located upstairs. The primary suite offers a king-sized bed, ensuite bathroom, large closet, and lovely conservation views. The two additional bedrooms share a full bathroom, making the layout comfortable and practical for guests or extended stays. This property is fully furnished and ready to go, making it perfect for use as a short-term rental, vacation home, or investment property. Best of all, the resort-style clubhouse and amenities are just a short stroll away—including community pools, a lakefront clubhouse, playground, fitness center, and more. Conveniently located near US-192, you’ll have quick access to a variety of shopping, dining, and entertainment options. Plus, you’re only a short drive to Walt Disney World, Universal Studios, and all of Central Florida’s top attractions. Whether you're seeking a peaceful getaway or a smart investment, this beautifully maintained home in Encantada checks all the boxes. Don’t miss your chance to own a slice of Central Florida paradise—schedule your private showing today!

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

Listing Agent: Irena Aistrop (321-443-7535)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully upgraded 3 bedroom 2.5 bathroom townhome at Heritage Key Villas in Kissimmee, offering comfort, style and a peaceful pond view. Step inside and immediately appreciate the modern upgrades throughout. The entire home features luxury vinyl plank flooring on the first floor, staircase and upstairs, creating a cohesive and elegant look while being durable and easy to maintain. The kitchen features a large granite island, ample cabinetry and an open layout that flows seamlessly into the dining and living area. Upstairs the secondary bathroom has plenty of cabinet space and has an enclosed shower. Light fixtures, and ceiling fans have been tastefully replaced, giving he property a fresh modern feel. New toilets. One year old appliances including the washer and dryer. The three bedrooms provide comfortable living space. The main bedroom has serene pond views from two windows. Screened in porch overlooking the pond. Sit and enjoy the relaxing view. The community residents enjoy a community pool, spa, fitness center, playground and a clubhouse. Close to shopping, dining and major highways.

Listing is courtesy of: SUNSHINE PREMIUM PROPERTIES (407-414-7581)

Listing Agent: Monica Mendivil (407-414-7581)

Remarks: MOTIVATED SELLER WITH THIS NEW PRICE DROP!!! BRAND NEW ROOF BEFORE CLOSING, NO CDD, LOW HOA and PERFECT LOCATION. Updated & Move-In Ready Home in Prime Kissimmee Location! Welcome to 2609 Waterline Street, a beautifully refreshed 4 bedroom, 2.5 bath home that offers space, comfort, and convenience in one of Kissimmee’s most desirable areas. Freshly painted inside and out, this home is ready for its new owners to move right in and start enjoying everything it has to offer. Step inside and be greeted by an inviting open floor plan designed for both everyday living and easy entertaining. The living and dining areas flow seamlessly, creating a bright and spacious environment filled with natural light. The kitchen offers plenty of cabinet space, modern finishes, and a view of the backyard making it the perfect spot to cook, gather, and connect. Upstairs, you’ll find a super-large master bedroom that feels like a private retreat, complete with a custom-style walk-in closet and ample room for a seating area or home office. The additional bedrooms are generously sized, offering flexibility for family, guests, or a dedicated workspace. Outside, enjoy the fully fenced backyard, ideal for children, pets, and weekend barbecues. With plenty of space to relax or garden, this outdoor area adds even more to the home’s appeal. This property’s location is unbeatable just minutes from the Florida Turnpike, The Loop shopping area, local hospitals, and Lake Nona’s world-class Medical City. You’ll have quick access to dining, shopping, entertainment, and top-rated schools, all while living in a peaceful residential community. Whether you’re a first-time buyer, growing family, or investor looking for a solid property in a prime area, this home has it all location, comfort, and value. Don’t miss this opportunity 2609 Waterline Street is move-in ready and priced to sell! Schedule your private tour today and see why this is the perfect place to call home.

Listing is courtesy of: W & CO REALTY (321-244-3332)

Listing Agent: William Gonzalez (407-350-0090)

Remarks: MOTIVATED SELLER - PRICED TO SELL!! Beautifully remodeled with LUXURY VINYL PLANK FLOORING THROUGHOUT. OVERSIZED & UPDATED KITCHEN featuring SLEEK QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a BREAKFAST NOOK. RENOVATED BATHROOMS with QUARTZ COUNTERTOPS and contemporary finishes. ROOF (2019), WATER HEATER (2024), AC (SERVICED & MAINTAINED 2025). LARGE FENCED BACKYARD. Located in a desirable Kissimmee neighborhood - PRIME CENTRAL FLORIDA LOCATION! CONVENIENT ACCESS to SCHOOLS, RESTAURANTS, EXPRESSWAYS, DISNEY PARKS. MOVE-IN READY & THOUGHTFULLY UPGRADED - this home is an EXCELLENT OPPORTUNITY FOR HOMEBUYERS OR INVESTORS!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Madalay Fleming (407-693-5519)

Remarks: Welcome to this beautiful, completely renovated villa. Location, location, location! This area in downtown Kissimmee is situated close to The Loop Shopping Center, featuring all the best shops and restaurants. It also offers access to top-tier medical care, including hospitals, medical specialists, and excellent healthcare services. This villa has been fully renovated and features stainless steel appliances, granite countertops, a washer and dryer, updated bathrooms, and perfectly coordinated wood flooring. Additionally, it includes two parking spaces directly in front of the property. The community also offers a swimming pool and a recreational area.

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

Listing Agent: Yolanda Gonzalez (407-535-9722)

Remarks: Expect to be impressed in this "6 year young home" in the ever-growing area of Kissimmee.  Without a single stitch of carpet; ceramic tile greets you at the front door and leads you right into the massive living room area; which is perfectly complemented by the adjacent "chef's kitchen".  Do you like to entertain? Are you the "go-to" for all of those family gatherings, birthday parties and holidays....well this kitchen will not disappoint!  Quartz countertops as far as the eye can see for all of your food preparations, and enough space at the island for 4 generously sized barstools.  Your primary suite is located on the right side of the home for added privacy,  and is enhanced with a tray ceiling and built-in recessed lighting.  Your new en-suite bathroom will give any 5-star a hotel a run for their money, with an walk-in shower, private water closet & quartz countertops with two sinks.  Three other generously sized bedrooms are conveniently located on the opposite side of the home, each with their own ceiling fans and walk-in closets. The secondary bedrooms are also serviced by a well updated full bathroom in between. | LOW HOA |  ZERO CARPET | UPDATED PENDANT LIGHTING | ENTIRE INTERIOR OF HOME PAINTED IN APRIL 2026 | MINUTES TO PUBLIX | CLOSE TO POINCIANA MEDICAL CENTER | EASILY ACCESSIBLE FROM THE NEW POINCIANA PARKWAY | Don't you deserve to finally become a homeowner?

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

Listing Agent: Steven Horner (321-226-8499)

Remarks: This 4-bedroom, 2-bathroom home features a functional layout and a spacious backyard with a private patio, offering ample room for outdoor entertaining and recreation. Maintained in average condition, the property provides a move-in-ready foundation for a buyer looking to add value through personalized cosmetic updates. With its generous bedroom count and versatile outdoor utility, this residence represents a practical and spacious opportunity in a competitive market.

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Welcome to your dream home !!! This beautiful model home maintained 4 bedroom, 2 full bathroom, 2 car garage, covered screen porch. This fantastic home it has a spectacular circular entrance made entirely of concrete, which makes its main entrance look very luxurious and convenient. It has the capacity to park approximately ten vehicles at the property.In addition, it has a debt-free solar panel system that is working very well. We have a fence around the entire property and a whole-house water softener. We also have shutters for the front and back windows. This beautiful home offers tile flooring throughout and a spacious kitchen with an island and two pantries, complete with all appliances Refrigerator, microwave, stove . You won't have to pay for electricity because of the solar panels; you'll only pay the connection fee to Duke Energy. I invite you to enjoy this unique property with all these upgrades, located very close to the medical area, Publix, Walmart, and Aldi supermarkets, pharmacies, recreational areas, and our new shopping center with all the most popular stores like Ross, TJ Maxx, Burlington, and restaurants for your enjoyment. For showings, please contact us directly. Come and see this paradise close to everything and only 40 minutes from the theme parks. This area is very quiet and the perfect place to live and be happy.

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

Listing Agent: Yolanda Gonzalez (407-535-9722)

Remarks: Discover comfort and space in this beautiful home located at 1914 Manatee Ct, Kissimmee, FL 34759, nestled in a corner lot in the growing community of Poinciana. This well-maintained residence offers a functional layout designed for both everyday living and entertaining. Featuring spacious living areas filled with natural light, the home provides a welcoming atmosphere from the moment you enter. The kitchen offers ample cabinetry and counter space, making meal preparation both convenient and enjoyable, while the open design allows for easy connection to the dining and living areasThe generously sized bedrooms provide comfort and privacy, including a relaxing primary suite with its own bathroom. Step outside to enjoy the backyard space—perfect for outdoor gatherings, gardening, or simply relaxing in the Florida sunshine. Located just minutes from shopping, restaurants, schools, parks, and medical facilities, the property also offers convenient access to major roadways connecting to Orlando and the world-famous attractions of Walt Disney World Resort.Whether you’re a first-time homebuyer, a growing family, or an investor looking for a great opportunity, this home brings excellent value in a rapidly developing area of Kissimmee. Schedule your private showing today . Property has a newer roof .

Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)

Listing Agent: Vivian Ortiz (863-514-7641)

Remarks: ***POOL***OWNED SOLAR***FENCED*** Introducing a well-maintained 4-bedroom, 2-bath home offering just under 1,900 square feet of living space with a large in-ground pool. Enjoy privacy and outdoor living in the fenced backyard with a covered lanai and newer sliding glass doors leading outside. As you step inside, tile and laminate flooring flow throughout the home. The primary bathroom has been updated, featuring a modern walk-in shower. Natural light fills the home through newer windows and sliding doors. This property features numerous mechanical and energy-efficient upgrades. New roof installed 01/20/2025. The AC system is a Lennox unit replaced in 2022. The home was fully re-piped in 2022. The electrical main panel was recently updated with all new breakers, including a new exterior pool pump breaker. The pool is equipped with a Pentair variable-speed pool pump, approximately 2–3 years old. Solar panels were installed in 2020 and are owned, providing long-term energy savings. The Rheem ProTerra Performance hybrid water heater is 40 gallons and approximately five years old. Additional upgrades include a PVC privacy fence installed in 2018, garage door replacement in 2017, newer kitchen appliances, a water softener and charcoal filtration system, attic solar fan, and variable pool pump replaced in 2022. Conveniently located near parks offering pools, tennis courts, gym, spa, playgrounds, and green space. Close to supermarkets, shopping centers, restaurants, hospitals, schools, and major highways. The upcoming Plaza Poinciana will further enhance the area. Solar panels are owned.

Listing is courtesy of: RUBIO REALTY INVESTMENTS LLC (321-695-9168)

Listing Agent: Bryan Rubio (321-695-9168)

Remarks: Welcome to this fully furnished and well decorated vacation home just minutes from Walt Disney World. Perfectly located near shopping, dining and everyday conveniences including Walmart and gas station, with easy access to I-4 for quick travel throughout Central Florida. Located in the highly sought-after Windsor Hills Resort, this gated community with 24/7 guard offers incredible resort-like amenities including a spectacular lagoon-style pool that feels like a beach, kids splash zone, exciting water slides, snack bar, arcade, and even a private movie theater for residents and guests to enjoy. This fully furnished and beautifully themed unit is move in and rental ready, making it perfect as a vacation home, short term rental investment, or second home near Disney. The building features elevators for convenient luggage transport, making arrivals and departures effortless. The community also benefits from an on-site HOA management, adding an extra layer of convenience for owners and guests. Major recent upgrades include a brand-new boiler and new A/C system installed in 2025 with a 10-year warranty, providing peace of mind and long-term value. Buyer to check all measurements, HOA fees and restrictions.

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

Listing Agent: Lucia Souza (321-239-0287)