Kissimmee Real Estate

Kissimmee, Florida is a thriving city that offers an attractive real estate market, especially for those seeking vacation rentals in close proximity to the renowned Walt Disney World. Located just a stone's throw away from the magical theme parks, Kissimmee has become a sought-after destination for families and tourists alike.

The city's real estate market is brimming with options, ranging from luxurious villas and spacious condos to cozy townhouses and single-family homes. Many of these properties are designed with vacation rentals in mind, offering amenities such as private pools, game rooms, and themed bedrooms to enhance the guest experience.

Investing in Kissimmee real estate provides not only a profitable opportunity but also a chance to tap into the ever-growing tourism industry. With millions of visitors flocking to the area each year to experience the magic of Disney World, demand for vacation rentals remains consistently high.

Kissimmee boasts a desirable location within Central Florida, offering easy access to other popular attractions such as Universal Orlando Resort and SeaWorld. Its close proximity to major highways, shopping centers, and dining options further adds to its appeal, making Kissimmee a prime choice for both investors and vacationers seeking an unforgettable Disney World experience.

Latest Kissimmee Real Estate For Sale

$549,900
4 Beds 2 Baths S5157364 MLS
Virtually Staged. Welcome to Breckenridge, an all-age community located just off Kings Highway in Kissimmee. This 4-bedroom, 2-bathroom fenced home offers expansive living on nearly half an acre with versatile spaces and major mechanical peace of mind. The front entryway opens directly to formal living and dining areas designed for fluid entertaining. In the heart of the home, a generous kitchen equipped with stainless steel appliances provides clear views out to the sparkling pool and overlooks the family room, complete with a cozy wood-burning fireplace and a casual dinette area. The primary retreat offers exceptional privacy, featuring a large walk-in closet and an en-suite layout with two separate vanities located in individual rooms—each featuring its own sink—alongside a soaking jacuzzi tub and separate shower. On the opposite wing, two comfortable guest bedrooms share a full bath with dual sinks, conveniently positioned near the interior laundry room. The fourth bedroom was converted from a one-car garage into a true bedroom complete with a closet and central air, while the fifth room is an air-conditioned bonus room converted into an office with private exterior access out to the spacious yard, all while still maintaining a functional two-car garage. Outdoor living shines with a 12x30 fiberglass pool and an outdoor prep sink within the fully fenced yard. The expansive parking footprint includes the two-car garage alongside a massive driveway built to accommodate 8 to 11 vehicles, offering ample space for multi-vehicle households and guest parking. Major capital improvements have all been completed, including a new roof installed in October 2024, energy-efficient replacement windows from 2021, and both the central air conditioning system and water heater replaced in April 2025. Make this your new home and schedule your private tour today!

1730 Kasey Court, Kissimmee

Courtesy of REAL BROKER, LLC

$729,000
9 Beds 7 Baths O6440573 MLS
Virtually Staged. Welcome to 9034 Sunshine Ridge Loop, a beautifully updated 9-bedroom, 6.5-bath home offering 4,363 square feet of living space in the gated Solara Resort community. This spacious home has been refreshed throughout and offers an impressive combination of size, comfort, entertainment space, and resort-style living. Recent updates include new plank flooring replacing the previous carpet, fresh interior paint, updated furnishings, a brand-new sectional sofa, and a new outdoor dining table set by the pool. The home is offered fully furnished, allowing the next owner to enjoy it from day one. Designed to accommodate large groups, the floor plan offers 9 bedrooms and 6.5 bathrooms with sleeping accommodations for up to 24 guests. The bedroom configuration includes 5 king beds along with queen, full, twin, and bunk-bed accommodations. A first-floor primary suite adds convenience, while the generous layout provides plenty of room for family and guests. The main living area features an open and inviting design with a spacious kitchen offering granite countertops, stainless steel appliances, abundant cabinetry, and plenty of space for gathering and entertaining. Separate dining and entertainment areas, an upstairs loft, game room, and theater room provide multiple spaces to relax and enjoy the home. Step outside to the screened private pool and spa, complete with the new outdoor dining set, creating an ideal setting for enjoying Florida's year-round sunshine, outdoor meals, and time by the pool. Solara Resort offers an extensive collection of amenities including a heated resort-style pool, FlowRider surf simulator, bar and grill, coffee bar, fitness center, sand volleyball court, full-size soccer field, basketball court, playground, poolside cabanas, game room, indoor and outdoor lounges, and additional recreational facilities. Conveniently located near Walt Disney World, Universal Orlando, SeaWorld, Disney Springs, shopping, dining, and entertainment, this home offers an exceptional combination of space, recent updates, private outdoor amenities, and access to one of the Orlando area's most popular resort communities.

9034 Sunshine Ridge Loop, Kissimmee

Courtesy of KRESSLER REAL ESTATE

$195,000
1 Beds 1 Baths O6438376 MLS D BLDG.
Enjoy SPECTACULAR Panoramic Golf Views from the OVERSIZED lanai of this GROUND FLOOR Condo. As you enter the unit you notice that the living area and bedroom have updated flooring. The spacious living area provides ample room to relax & unwind while entertaining friends & family. The Kitchen is equipped with hardwood cabinets, granite countertops and also includes a gas range. The primary bedroom includes a large soaking tub and also provides access to the lanai. The Primary bathroom also has hardwood cabinets, granite countertops and a walk-in shower. The HVAC has been recently replaced for peace of mind to the next owner. There is a laundry facility is conveniently located on the first floor of the building. The exterior of all buildings were recently painted and roofs replaced. This unit is a short walk to The Cove at Seven Eagles Amenity Complex that includes a large community pool, (2) jacuzzi's, pool bar, and fitness center. This unit is also a short walk to the Reunion Grande and its Restaurants, Clubhouse, Miniature Golf, Tennis and Pickleball Facility. This condo can be a primary residence, second home or vacation rental property. Fantastic location in the heart of Reunion. Reunion Resort is a 2,300 acre Resort and Golf Community with three championship signature golf courses, a multimillion dollar waterpark located just 6 miles from DISNEY and the parks, 20 minutes to the Orlando International Airport and easily accessible to the major highways. REUNION MEMBERSHIP AVAILABLE call for more details.

1323 Seven Eagles Court Unit 102, Kissimmee

Courtesy of REAL BROKER, LLC

$187,500
2 Beds 2 Baths O6440996 MLS 9 BLDG.
DESIRABLE FIRST-FLOOR CONDO JUST MINUTES FROM DISNEY! Welcome to this inviting 2-bedroom, 2-bathroom condo located in the gated resort-style community of Legacy Dunes. One of this home's biggest advantages is its highly desirable FIRST-FLOOR location, providing convenient, easy access with no stairs to climb—an especially valuable feature since there are no elevators in the community. Step inside to a comfortable and functional floor plan featuring two spacious bedrooms, two full bathrooms, and a private patio where you can relax and enjoy the Florida lifestyle. Whether you're looking for a primary residence, vacation getaway, or investment property, this condo offers tremendous flexibility with the ability to be used as a short-term or long-term rental. Another standout feature is the location within the community. The swimming pool, fitness center, and clubhouse are just a short walk away, allowing you and your guests to easily enjoy the resort-style amenities Legacy Dunes has to offer. The HOA provides added convenience by including exterior maintenance, water, sewer, WiFi, valet trash pickup, and access to the community amenities, making ownership that much easier. And when it comes to location, it's hard to beat! Conveniently situated just off the Highway 192 corridor, you're close to an abundance of restaurants, shopping, entertainment, and everyday conveniences. Sunset Walk and Margaritaville are nearby, and Walt Disney World is less than 10 minutes away, putting some of Central Florida's most popular attractions practically at your doorstep. With its first-floor accessibility, excellent community location, resort-style amenities, and multiple options for personal or investment use, this Legacy Dunes condo checks all the boxes. Don't miss the opportunity to make it yours—schedule your private showing today!

8816 Dunes Ct Unit 103, Kissimmee

Courtesy of MARKET CONNECT REALTY LLC

$2,245,000
6 Beds 11 Baths O6440949 MLS
Designed for elevated resort living, this striking Reunion Resort sanctuary offers a seamless blend of architectural grandeur, effortless entertaining, and world-class golf views. The ultimate retreat for vacationers and families alike, custom-crafted with exquisite millwork, modern design touches, and premium finishes throughout, the sprawling multi-level residence features 6 ultra-spacious bedrooms—each with its own private ensuite bathroom— 11 bathrooms, thoughtfully arranged to host large gatherings with ease. Premium indoor amenities include a private home gym and a state-of-the-art multimedia movie theater equipped with surround sound. The gourmet kitchen is a culinary showcase featuring seamless paneling, brushed gold hardware, and an expansive waterfall marble island with an integrated breakfast buffet that comfortably seats eight. Engineered for serious entertaining, it comes equipped with dual dishwashers, a dedicated preparation sink, a massive refrigerator with matching paneled freezer zones, and a commercial-grade gas range topped with a sleek, custom statement hood—all anchored by premier Thermador appliances. The open-concept layout is rounded out by high-end details such as two full laundry rooms (one on each level), luxury vinyl plank flooring, soaring ceilings, automated shades, and custom walk-in closets throughout. Step outside to a serene backyard sanctuary featuring a heated swimming pool with an integrated, raised spillover spa. The expansive paved deck includes a built-in sun shelf with submerged in-pool loungers, a cozy fire pit lounge area, and a fully equipped summer kitchen designed for al fresco dining—all set against peaceful views of the coveted Reunion Resort golf course. With full Reunion Resort membership included, everyday life feels like a five-star vacation. Set behind 24/7 guarded and gated security, residents and guests enjoy exclusive access to three signature championship golf courses designed by legends Jack Nicklaus, Arnold Palmer, and Tom Watson. Beyond the fairways, the community boasts a 5-acre water park with a lazy river and splash zones, 11 community pools, a tennis and pickleball complex, fitness centers, mini-golf, walking trails, and six exceptional on-site dining venues ranging from casual poolside grills to fine dining at Eleven.

300 Muirfield Loop, Kissimmee

Courtesy of PREMIER SOTHEBYS INT'L REALTY

$275,000
3 Beds 3 Baths TB8547737 MLS
INVESTOR SPECIAL — FIX & FLIP OR LONG-TERM RENTAL OPPORTUNITY IN KISSIMMEE — NO HOA, NO RENTAL RESTRICTIONS, NON-FLOOD ZONE Calling all investors: this 3-bedroom, 2.5-bath, two-story home offers a rare combination of scale, location, and zero red tape. With no HOA and no rental restrictions, this property is equally suited to a fix-and-flip resale, a long-term rental hold, or a short-term/mid-term rental strategy for the Orlando tourism corridor. Situated in a non-flood zone, the home offers peace of mind on insurance and financing that many nearby properties can't match. The layout delivers real value: a vaulted, light-filled living room with an arched picture window, an eat-in kitchen open to the family room, a half bath downstairs, a spacious primary suite upstairs plus three additional bedrooms, a screened and covered rear patio, and a generous fenced backyard with no rear neighbors — ideal for a family rental or a value-add outdoor living upgrade. The two-car garage and long driveway offer ample parking, a plus for rental tenants or contractor access during renovation. This is a full rehab opportunity — new roof, exterior refresh, updated flooring, kitchen refresh, bathroom updates, and general finish work will unlock strong resale or rental comps in this corridor. Bring your contractor and your vision. Location is a standout for this price point. The home sits minutes from The Loop shopping and dining center, AdventHealth Kissimmee, Lakefront Park, and East Lake Toho, with quick access to major roadways including the Florida Turnpike and Highway 192 — putting Orlando's theme parks and attractions corridor within easy reach. Orlando International Airport is approximately 25 minutes away, and Lake Nona's Medical City is approximately 30 minutes away, appealing to both long-term tenants working in the medical/aviation corridors and short-term rental guests visiting the parks. The property is zoned for Mill Creek Elementary, Denn John Middle, and Gateway High, all located just a few miles from the home. Investor terms: cash offers only due to the property's condition. No blind offers and no hard money loan offers will be accepted — proof of funds required with all offers. Seller has never occupied the property and makes no representations or warranties; property is being sold strictly AS-IS, WHERE-IS, with all faults. Buyer and buyer's agent to verify all room dimensions, square footage, zoning, flood zone status, HOA/rental restriction status, and school assignments independently. Don't miss this opportunity to add a high-potential asset to your Kissimmee portfolio in one of Central Florida's most in-demand rental and resale corridors.

2651 Sherry Circle, Kissimmee

Courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL

$385,000
4 Beds 3 Baths O6439910 MLS
Welcome to this beautiful 4-bedroom, 2.5-bathroom home located in the desirable community of Shingle Creek Reserve at The Oaks. Featuring a brand-new roof installed in 2026 and fresh interior paint, this move-in-ready home offers a comfortable and inviting atmosphere from the moment you step inside. The first floor provides plenty of space for everyday living and entertaining, featuring a spacious family room, dining area, kitchen, half bathroom, and oversized indoor utility room. Step outside to the covered rear porch and enjoy a private outdoor setting with no rear neighbors—perfect for relaxing or entertaining family and friends. Upstairs, the spacious primary suite features a large walk-in closet and private ensuite bathroom. Three additional bedrooms and another full bathroom complete the second floor, providing a functional and comfortable layout. Shingle Creek Reserve at The Oaks offers a variety of recreational opportunities, including golfing, boating, fishing, kayaking, hiking, and biking. Residents also enjoy convenient access to the community boat lift leading to Shingle Creek and Lake Toho, while restaurants, shopping, entertainment, and everyday conveniences are just minutes away. With its brand-new 2026 roof, fresh interior paint, upgraded flooring, spacious layout, covered rear porch, and no rear neighbors, this home offers an excellent combination of comfort, privacy, and Florida lifestyle living. Schedule your showing today!

1512 Nature Trail, Kissimmee

Courtesy of ALLIANCE REAL ESTATE GROUP

$463,490
4 Beds 2 Baths O6441078 MLS
Under Construction. Kindred presents the Cali. This all concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk-in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall you will find a fourth bedroom. This home features a space to fit all your needs. Like all homes in Kindred, the Cali includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1868 Southbury Drive, Kissimmee

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$510,000
7 Beds 6 Baths O6439898 MLS
Stunning Conservation-View Pool Home in Emerald Island Resort Roof installed on 2017! Welcome to an exceptional vacation home in the sought-after gated community of Emerald Island Resort. This spacious 7-bedroom, 5.5-bathroom villa offers more than 3,100 square feet of air-conditioned living space and combines comfort, privacy, and resort-style amenities in one impressive property. One of the home's standout features is its southwest-facing private pool and spa, positioned to overlook a peaceful conservation area. The extended pool deck and covered lanai provide the perfect setting to relax, entertain, or enjoy breathtaking Florida sunsets with no rear neighbors. Inside, the home is thoughtfully furnished and designed with vacation living in mind. The generous floor plan provides plenty of room for families and larger groups, while the upgraded kitchen appliances and turnkey furnishings make the property ready to enjoy as a personal getaway or operate as a short-term rental investment. Beyond the home, Emerald Island Resort offers an impressive collection of amenities. Residents and guests have access to a clubhouse featuring a resort-style pool, hot tub, sauna, fitness center, internet/cyber room, and video arcade. Outdoor amenities include a Tiki bar, multiple playgrounds, sand volleyball, tennis facilities, and a scenic nature trail. The community also features 24-hour gated security, adding an additional level of convenience and peace of mind. With its spacious layout, private pool and spa, conservation views, desirable southwest exposure, and extensive resort amenities, this property presents an outstanding opportunity to own a vacation home in one of the area's popular resort communities.

8551 La Isla Drive, Kissimmee

Courtesy of LA ROSA REALTY LLC

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