Kissimmee Homes For Sale & Real Estate - 2451 homes

Remarks: Investor Special – AS-IS Opportunity in Prime Kissimmee Location! This single-family home is being sold **AS-IS** due to prior fire damage and presents a full renovation opportunity for investors or buyers looking to customize from the ground up. The property is a complete rehab and is priced accordingly for those ready to bring their vision to life. Located in a highly desirable area of Kissimmee, this home offers convenient access to major highways including US-192, John Young Parkway, and Osceola Parkway, with quick connections to Florida’s Turnpike and I-4. Enjoy close proximity to world-renowned attractions such as Walt Disney World, as well as shopping, dining, and entertainment options throughout the area. Nearby essentials include schools, medical facilities, and retail centers, making this a strategically positioned investment. Don’t miss this chance to transform a distressed property into a valuable asset in one of Central Florida’s most sought-after locations!

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

Listing Agent: Monica Cuervo (407-701-3095)

Remarks: A very classy fully furnished 4 bedroom home in the peaceful sought-after Pebble Pointe community of Kissimmee. The split floor plan also has a separate office room. You walk into a spacious open Living Room and Family Room with vaulted ceilings, abundant natural light, and a smooth flow between the main living areas. Kitchen area has a large island along with a kitchen nook area. You walk through the double doors off the Family Room into a spacious screened-in patio area with a large pool. The fruit trees in the backyard and the large pond behind the property offers spectacular views...especially at sunset! Along with the pools multiple changing lights it makes the patio perfect for entertaining and family gatherings. Master Suite includes sliding door access to patio, walk-in closets, private en-suite bath with luxurious soaking tub and separate shower. Laundry room leads to a two car garage, perfect for storing items and your cars. Easy access to turnpike, Orlando International Airport, theme parks, shopping, and beaches. The pictures and video will motivate you to schedule a private showing...And when you come to the property you will definately be motivated to make it YOUR HOME!!

Listing is courtesy of: FAIRWAY REALTY INC (407-361-4976)

Listing Agent: Mark Kerasotis (407-361-4976)

Remarks: Under contract-accepting backup offers. Located within the highly sought-after Windsor at Westside gated resort community, this fully furnished home offers flexibility as a primary residence, vacation getaway, or income-producing short-term rental. The property is already set up for Airbnb use and is being sold turnkey, allowing for immediate occupancy or continued rental operations. The home offers five bedrooms and four bathrooms, along with a game room and an open, airy floor plan designed for both comfort and functionality. The layout easily accommodates large groups, with multiple spaces to gather or unwind throughout the home. A private first-floor suite provides a quiet retreat, while the kitchen features modern finishes including granite counters and stainless steel appliances. Outdoors, a private pool to create the perfect place to relax at any time of day. Owners and guests enjoy access to a wide range of resort amenities, including a full-service clubhouse, lake and pier, expansive zero-entry pool, water slide, lazy river, splash area, fitness center, sports courts, arcade, and on-site convenience shop. Conveniently positioned near Disney and major attractions, this home combines location, lifestyle, and investment potential in one exceptional opportunity.

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

Listing Agent: Caitlin De Oliveira (407-267-7196)

Remarks: Well-located 4-bedroom, 3-bathroom home just 10 minutes from Disney World, with no HOA. Features a split-bedroom floor plan, new flooring throughout, and a fenced backyard. The screened-in pool and heated jacuzzi were recently resurfaced, with the pool drained, refilled, and upgraded with new filters. Covered porch. The home offers a spacious eat-in kitchen, separate dining room, and family room, plus washer and dryer in a 2-car garage. Excellent option for a primary residence, short-term rental, or investment.

Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)

Listing Agent: Daniel Rodriguez (407-934-0305)

Remarks: One or more photo(s) has been virtually staged. SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED RESORT COMMUNITY MINUTES FROM DISNEY — 7 BEDROOMS, 6 BATHS, PRIVATE SCREENED POOL + SPA, AND LEASED/ASSUMABLE SOLAR.Welcome to 8520 LA ISLA DRIVE, a 7-BEDROOM, 6-BATH SINGLE-FAMILY RESIDENCE located inside the highly sought-after EMERALD ISLAND RESORT, one of Central Florida’s most established SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED COMMUNITIES. Built in 2003, this two-story home offers 3,599 HEATED SQ FT (5,273 TOTAL SQ FT) and sits on a 0.18-ACRE LOT (7,797 SQ FT) with SOUTHEAST FRONT EXPOSURE and a PRIVATE SCREENED GUNITE POOL + SPA (14x32)—a layout designed to support VACATION RENTALS, MULTI-GENERATIONAL LIVING, OR LARGE HOUSEHOLDS, with BEDROOMS AND BATHROOM ACCESS ON BOTH FLOORS. The home showcases durable Florida construction with BLOCK AND STUCCO EXTERIOR, SHINGLE ROOF, and a 2-CAR ATTACHED GARAGE, all within a resort setting featuring SIDEWALKS AND PRIVATE ROADS. Inside, the OPEN FLOORPLAN connects the LIVING, DINING, AND FAMILY AREAS, highlighted by CERAMIC TILE THROUGHOUT THE FIRST FLOOR for easy upkeep, while NATURAL LIGHT and sliding doors create effortless indoor-outdoor flow to the POOL AND LANAI. The centrally located KITCHEN includes MODERN APPLIANCES, AMPLE CABINETRY, EXTENSIVE COUNTER SPACE, and a BREAKFAST BAR, making it ideal for hosting and daily function. A FIRST-FLOOR GUEST SUITE WITH A FULL BATH adds flexibility, and the bath offers DIRECT ACCESS TO THE POOL AREA, a major convenience for guests; plus, a DEDICATED OFFICE WITH FRENCH DOORS supports remote work, property management, or flex use. Upstairs, BRAND-NEW CARPET (DEC 2023) adds comfort across SIX ADDITIONAL BEDROOMS, each with EASY ACCESS TO A BATHROOM, and the PRIMARY SUITE overlooks the backyard/pool with DUAL VANITIES, GARDEN TUB, SEPARATE SHOWER, AND A LARGE WALK-IN CLOSET. Outdoors, the SCREENED ENCLOSURE, SPACIOUS POOL DECK, and COVERED LANAI create a true Florida retreat for relaxation and entertaining, and SOLAR PANELS (LEASED AND ASSUMABLE) contribute to ENERGY EFFICIENCY and potential utility savings. As part of EMERALD ISLAND RESORT, owners and guests enjoy RESORT-STYLE AMENITIES including a GUARD-GATED ENTRANCE, CLUBHOUSE, COMMUNITY POOL, PLAYGROUND, PARKS, AND SIDEWALKS, and SHORT-TERM RENTALS ARE PERMITTED (MLS indicates MINIMUM LEASE PERIOD: 1–7 DAYS; buyer to verify HOA and Osceola County requirements). The location is outstanding—MINUTES TO DISNEY, close to HWY 192, CELEBRATION, shopping and dining, and a straightforward drive to ORLANDO INTERNATIONAL AIRPORT—with the added benefit of FLOOD ZONE X and OPUD ZONING supporting the planned resort environment. SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED RESORT COMMUNITY MINUTES FROM DISNEY — 7 BEDROOMS, 6 BATHS, PRIVATE SCREENED POOL + SPA, AND LEASED/ASSUMABLE SOLAR.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Charles Watson (818-321-6494)

Remarks: Well-maintained duplex featuring nearly 2,400 square feet of total living space with two mirror-image units designed for functionality and comfort. Each unit includes three bedrooms and two full bathrooms, offering spacious layouts with ample room for daily living, entertaining, or working from home. One unit is currently occupied at $1,900 until June 30, 2026, while the second unit is available for immediate use, providing flexibility in how the property may be utilized. Both units feature open living areas, generous bedroom sizes, and practical floor plans that support a variety of lifestyle needs. Ideally located in Kissimmee, this property offers convenient access to major highways, shopping centers, dining options, theme parks, and Orlando International Airport. The surrounding area provides a wide range of amenities and services, contributing to everyday convenience. This thoughtfully designed duplex presents a versatile option for buyers seeking a property with multiple living spaces in a well-connected Central Florida location. Schedule your private showing today for a closer look at this Kissimmee property.

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

Listing Agent: Shannelle Lopez (347-296-5037)

Remarks: PRICE REDUCED. Fully Renovated Home – Move-In Ready & Worry-Free! - Priced well below appraisal value. Welcome to your beautifully renovated home featuring brand-new upgrades throughout! This stunning 3-bedroom, 2-bath residence offers the peace of mind that comes with a new roof (2025), new HVAC system (2025), new kitchen cabinets with granite countertops, new stainless steel appliances, new luxury vinyl plank flooring, and updated bathroom fixtures. Every detail has been refreshed — from the interior paint to the new bedroom and bathroom doors — giving the home a clean, modern feel. The open-concept layout flows seamlessly from the kitchen to the living area, creating the perfect space for everyday living and entertaining. The spacious primary suite provides comfort and privacy, while the additional bedrooms give flexibility for guests, family, or a home office. Step outside to enjoy the Florida lifestyle in a peaceful neighbourhood with easy access to parks, schools, shopping, and major roadways. With everything new and thoughtfully updated, this home offers the ideal combination of comfort, style, and low-maintenance living. It’s a turnkey single-family home that’s perfect for buyers seeking modern design, quality craftsmanship, and long-term value. Don’t miss the opportunity to make this beautifully renovated property yours — schedule your private showing today! Seller has never occupied the property. Buyer is responsible for verifying all measurements, condition, and permits independently. Seller holds an active Florida real estate license.

Listing is courtesy of: CAMERON REALTY GROUP LLC (321-947-0424)

Listing Agent: Asim Iftikhar (917-250-8883)

Remarks: Welcome to this beautiful MOVE-IN READY home featuring 3 bedrooms, 2 bathrooms, and an OPEN-CONCEPT LAYOUT perfect for modern living. Nestled in the heart of Kissimmee, FL, this home offers comfort, style, and convenience—just MINUTES from Walt Disney World Resort, SeaWorld, Gatorland, I-4, FL-417, and Orlando Vineland Premium Outlets. Step inside to find a cozy kitchen to your left, complete with SOLID WOOD cabinets, GRANITE countertops, and STAINLESS STEEL appliances. The kitchen seamlessly opens up to a SPACIOUS living and dining room combo, ideal for entertaining. Enjoy indoor-outdoor living with GLASS SLIDING DOORS leading to a large SCREENED-IN patio—perfect for relaxing Florida evenings. The primary bedroom, located just off the living room, features its own glass sliding doors leading to the screened patio, offering a private retreat. The ensuite bathroom includes ADA FEATURES, DUAL SINKS, and a WALK-IN CLOSET, combining style with thoughtful accessibility. Two additional bedrooms and a full bathroom are located just past the living room, along with a convenient indoor laundry room with access to the garage. Enjoy easy-care living with ceramic tile throughout and wood-look tile flooring in the bedrooms. The roof is only 5 years old, adding peace of mind for years to come. Whether you’re looking for a primary residence, second home, or investment property, this home checks all the boxes. Schedule your private tour today—homes in this location don't last long!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Ray Lopez (407-697-8298)

Remarks: Welcome to the Ellis, a beautifully designed two-story home featuring a first-floor primary suite with a walk-in closet and private bath for added convenience. The open-concept kitchen, dining, and family room create a perfect gathering space, complete with granite counter tops and stainless-steel appliances. A covered patio extends your living space outdoors. Upstairs, two additional bedrooms each feature walk-in closets and share access to a full bath, plus a spacious loft ideal for a second living area or flex space. Energy-efficient design and a rear-entry 2-car garage complete this home.

Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)

Listing Agent: Reed Williams (813-918-4491)

Remarks: *NEW ROOF INSTALLED*Great location with convenient access to the Florida Turnpike, SR-417, and major roadways, and approximately 20 minutes from Disney and other popular attractions — all with NO HOA. This 3-bedroom, 2-bath home offers an open-concept living area plus an all-weather Florida room for flexible extra space. One bedroom features a private entrance and bathroom, ideal for guests or extended living arrangements. Enjoy a large fenced backyard with plenty of room for RV or boat parking. Major updates within the past two years include windows, HVAC system, ductwork, and plumbing. Move-in ready and seller motivated — a great opportunity in a highly convenient area.

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Neerupa Sahai (352-978-9165)

Remarks: Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as the ultimate "home away from home" where a chef’s kitchen anchors the heart of the residence, boasting a massive combined dining capacity for 20 that flows seamlessly into a living area built for movie-theater style relaxation. A rare find in vacation rentals, the first floor features two secluded master suites, perfect for guests seeking accessibility and privacy without stairs. The entertainment value is unmatched, featuring a Tetris-themed garage-turned-arcade equipped with Air Hockey and Batman racing games to drive repeat bookings, while a second-floor loft offers a VIP retreat complete with Billiards, Shuffleboard, and a sleek wet bar. Step outside to your private Florida oasis where a spectacular pool with a spillover spa and ledge loungers awaits, complemented by a stainless steel summer kitchen perfect for al-fresco dining against a backdrop of serene golf course views. Upstairs, the luxury continues with three additional primary bedrooms featuring private balconies and a custom-built "Magical Village" bunk room that offers a unique experience for younger guests. Ideally situated just minutes from Orlando’s world-class theme parks, dining, and shopping, this property grants access to Reunion Resort’s elite amenities, including three signature golf courses, a multi-acre water park, tennis courts, and fitness centers. Whether you are seeking a premier vacation retreat or a powerhouse addition to your investment portfolio, this turnkey villa delivers luxury and performance at every turn.

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

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

Remarks: UPDATE: Seller will replace roof prior to closing. Welcome to this charming 3-bedroom, 2-bathroom home featuring numerous updates and a functional, inviting layout. Enjoy freshly painted interiors, a newly stained driveway, and a refinished concrete garage floor that add to the home’s appeal and value. Inside, you’ll find a separate dining room, a spacious living room, and a cozy family room — perfect for everyday living and entertaining. The kitchen boasts elegant granite marble countertops and abundant cabinetry, offering both style and practicality. Step outside to your PRIVATE screened-in lanai with a beautifully stained patio floor — ideal for relaxing or hosting gatherings with family and friends. Conveniently located near shopping, restaurants, and schools, this home combines comfort, style, and convenience in one great package.

Listing is courtesy of: TRIPLE S REALTY (407-690-4727)

Listing Agent: Shanti Stewart (407-690-4727)

Remarks: Welcome to this fully furnished 9-bedroom, 7-bathroom pool home in Solara Resort, offering over 4,300+ sq ft of spacious living just minutes from Walt Disney World—perfectly positioned as a turnkey short-term rental or vacation retreat. Featuring a highly functional and desirable floor plan with multiple en-suite bedrooms, expansive open-concept living and dining areas, and seamless indoor-outdoor flow to your private screened-in pool and patio—perfect for entertaining guests or maximizing rental appeal. This property stands out with its clean, modern interior and excellent overall condition, providing a move-in ready, low-maintenance investment opportunity. Unlike heavily themed homes that require ongoing upkeep and periodic updates, this residence offers a timeless design with broad guest appeal, while still allowing the next owner the flexibility to customize and further enhance rental income if desired. Positioned as one of the best value 9-bedroom opportunities in Solara, this home offers significantly more space compared to many competing listings—making it an attractive option for investors seeking strong occupancy potential and long-term upside. Located within the guard-gated Solara Resort, residents and guests enjoy access to world-class amenities including a resort-style pool, FlowRider® surf simulator, clubhouse, fitness center, restaurant, bar, sports courts, and more—all designed to deliver a true vacation experience. Conveniently situated near major highways, shopping, dining, and Orlando’s top attractions, this property offers the perfect combinatiion of location, size, and investment potential.

Listing is courtesy of: UNIONE REALTY INC (407-808-9080)

Listing Agent: Kyle Li (407-808-9080)

Remarks: Looking for the ultimate vacation home or a lucrative short-term rental investment? Look no further! Turn key with bookings in place this unit is ranked above 4.8 out of 5 on Airbnb and 10 out of 10 on VRBO. This exclusive corner unit is in the heart of Kissimmee, just minutes from Disney, Universal Studios, and I-Drive attractions. Plus, it's right behind Old Town, giving you instant access to shopping, dining, and entertainment. Key Features & Amenities: Prime Location nestled in the highly desirable, guard gated community of Regal Oaks at Old Town with unbeatable proximity to theme parks, restaurants, and entertainment venues. Resort-Style Amenities: Enjoy a luxurious lifestyle with a beach-entry pool overlooking the lake, cabanas, clubhouse with a restaurant/cafe, bar, convenience store, game room, tennis court, two waterslides and gym—all at your doorstep! Exclusive Corner Unit: Rare find! Featuring a spacious double-wide screened patio with hot tub, perfect for enjoying the beautiful Florida weather. Fully Updated Interior: Open floor plan with an upgraded furniture package, large kitchen with 4 seat counter, large dining area, granite countertops and stainless steel appliances, all 3 bedrooms are tastefully themed as well as the rest of the home, Large private backyard with no rear neighbors. This home is also located right next to newly surfaced tennis courts, close to the front gate and within steps of the clubhouse. This community includes valet trash service and comprehensive exterior maintenance, so you can relax and enjoy without any hassle. The HOA has also been a pleasure to work with and are excellent. This move-in-ready townhome is truly one-of-a-kind in Regal Oaks at Old Town. Don’t miss this unique opportunity! Schedule a private tour today and make this gem your own.

Listing is courtesy of: PIXEL REALTY (352-678-9405)

Listing Agent: Benjamin Larbus (419-231-0668)

Remarks: Absolutely stunning, turnkey 5-bedroom, 5-bath pool home located in the premier vacation rental community of Windsor Hills Resort—just 2 miles from Walt Disney World. This beautifully maintained home features an open-concept floor plan with immediate views of the private pool and hot tub from the entry, living, and dining areas—creating a bright, inviting space perfect for entertaining or relaxing. The spacious dine-in kitchen opens seamlessly to the main living area. The first floor offers two primary suites, an additional bedroom with adjacent full bath, and a large game room/arcade equipped with a pool table, pinball machine, bubble hockey, arcade games, darts, computer station, and an additional large TV—an ideal setup for guests and rental appeal. Upstairs, you’ll find two more generously sized bedrooms, each with its own en-suite bathroom featuring tub/shower combinations. Windsor Hills Resort is one of the most sought-after short-term rental communities in the area, offering world-class amenities including a movie theater, game room, convenience store, multiple playgrounds, tennis courts, basketball court, volleyball court, and more. Recent upgrades include: • All A/C systems replaced in 2025 & 2026 Ideal as a turnkey vacation rental, investment property, or primary residence.

Listing is courtesy of: GLORY INTL. REAL ESTATE CO (386-775-7778)

Listing Agent: Greg Roberts (321-305-2303)

Remarks: Fully renovated and move-in ready! Welcome to this beautifully updated home in the heart of Kissimmee with NO HOA—offering both freedom and flexibility. This property has been thoughtfully remodeled with modern finishes throughout, creating a stylish and comfortable living space. From the updated interiors to the inviting layout, every detail has been designed to enhance everyday living. Enjoy a spacious backyard perfect for entertaining, relaxing, or storing your outdoor toys, complete with a convenient storage shed for extra space and organization. Ideally located near major highways, shopping, dining, and Central Florida attractions, this home is perfect as a primary residence, vacation getaway, or investment opportunity. Don’t miss your chance to own a beautifully upgraded home with no HOA restrictions!

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

Listing Agent: Sandra Mercado (407-225-9310)

Remarks: Price reduction for this Magnificent property located in the fabulous gated Bella Lago Resort, the property comes with its own private boat dock ramp and located on the chain of lakes, access to many wonderful water areas is possible, the property has real hardwood Floors flooring throughout, recently completely re-modeled. Quartz surfaces throughout, incredible open plan kitchen overlooking water view with center island, solid quartz surfaces. Multiple quartz work surfaces. Full length cabinets with oversize crown molding. Multiple inbuilt ovens and inbuilt ceramic hob. Walk in wine cellar with fitted wine racks and 2 wine coolers glass barn style sliding door. Utility room with French deep porcelain sink and washer dryer and multiple storage cabinets. Walk out balcony on first floor led recessed lighting, high quality cabinets with crown molding tops, built in wine cellar, Large screened Florida room with Art Deco cooling ceiling fans and facing the water Too many upgrades to list, the property interior was professionally designed and undertaken.

Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)

Listing Agent: Phil Dinnis (407-908-0275)

Remarks: JUST REDUCED Great property in great condition lovely location with rear water view, heated and screened swimming pool. Property has been maintained properly over many years, new external paintwork, recent roof, new plumbing and water heater. Great Location close to all shops, attractions and highways. Fabulous heated pool area looking onto a water view with no rear neighbors. Swimming pool is heated by economical Heat Pump Pool Heater The property can be used for residential or if desired as a short term rental with no daily restrictions. Home has short term Zoning

Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)

Listing Agent: Phil Dinnis (407-908-0275)

Remarks: MAJOR DEAL ALERT!! Act fast, it won't last long! Perfect for investors, if you want to move in, or just have it to do long term rentals. Do anything you like, no restrictions! A little about this luxury home: FULLY FURNISHED, ground-floor 3-bedroom, 3-bathroom condo. Just 7 miles from Disney World, your new home offers a spacious open layout, a modern newly built kitchen with premium appliances, and a comfortable living area. Enjoy all the resort-style amenities EXCLUSIVE to Spectrum Resort guests, including a pool with cabanas, fitness center, grab-and-go area, bar, game room, and attentive guest services. Live where everyone vacations! Engage in outdoor activities like biking, golfing, tennis, pickleball, and family fun at the playground with a dog park. INCLUDED MEMBERSHIP grants access to 3 championship golf courses, 11 swimming pools, and a waterpark. The list goes on with Spectrum's free shuttle service from the parking lot to your home and Reunion's shuttles to the parks, along with close proximity to numerous restaurants, groceries, and entertainment to add to the convenience. Available for both LONG-TERM and SHORT-TERM rentals, this exceptional condo is a fantastic investment opportunity. Don’t miss your chance to make this luxurious property and dream lifestyle your new home! It won't last long!

Listing is courtesy of: P4L REALTY LLC (407-845-9189)

Listing Agent: Michelle Fernandez (407-724-5033)

Remarks: Step into this charming, move-in ready 3 bedroom, 2 bathroom home on just over a ¼ acre corner lot. Beautifully maintained inside and out, it offers the perfect mix of comfort, style, and functionality. Inside you’ll find a spacious split floor plan with a large family room plus formal living and dining areas. These spaces can easily be used as a home office, playroom, or flex room to fit your needs. The open kitchen features abundant cabinetry, a pantry, plenty of counter space, and a breakfast bar that is perfect for casual meals or morning coffee. The primary suite includes a walk-in closet and a spa-like bathroom with a garden tub and separate shower. Step outside to the large screened-in porch and enjoy the Florida weather year round. Solar Panels installed with the seller paying them off. With low HOA fees and a prime location close to shopping, dining, schools, hospitals, theme parks, and more, this home offers both convenience and peace of mind. Lovingly cared for and truly move-in ready, this one is a must see.

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

Listing Agent: Tara Raun (541-914-7755)