Osceola Homes with Maintenance Grounds Hoa fee includes

Osceola Homes with Maintenance Grounds Hoa fee includes

Welcome to Osceola County, Florida—a vibrant and diverse community that beautifully blends the charm of small-town living with the excitement of urban amenities. Nestled in the heart of Central Florida, Osceola is renowned for its stunning natural landscapes, including lush parks, serene lakes, and picturesque wetlands. With attractions like the famous Walt Disney World Resort, Universal Studios, and the enchanting Kissimmee Lakefront Park, residents enjoy a wealth of recreational opportunities just moments from their doorstep.

Osceola County is also home to a rich cultural tapestry, with a variety of dining, shopping, and entertainment options that cater to all tastes. From the bustling streets of Kissimmee to the tranquil neighborhoods of St. Cloud, there’s something for everyone in this thriving area.

For those seeking a low-maintenance lifestyle, homes within communities that feature Maintenance Grounds are a perfect choice. These properties come with the added convenience of a Homeowners Association (HOA) fee that covers essential services such as landscaping, lawn care, and maintenance of common areas. This means you can spend more time enjoying the beautiful Florida weather and less time worrying about upkeep.

Osceola County is not just a place to live; it’s a community where memories are made. Whether you’re a first-time homebuyer, a family looking for a new start, or a retiree seeking tranquility, Osceola County offers a welcoming environment to call home. Explore our listings today and discover the perfect property that fits your lifestyle!

Newest Osceola Homes with Maintenance Grounds Hoa fee includes

$219,900
2 Beds ⋅ 1 Baths ⋅ A12075408 MLS ⋅ 1 BLDG.
AIRBNB / SHORT-TERM RENTAL OPPORTUNITY IN THE HEART OF ORLANDO'S TOURISM CORRIDOR — MINUTES FROM DISNEY AND NEAR THE FUTURE OVATION ORLANDO ENTERTAINMENT DISTRICT. Own a vacation rental in a location that may be getting even more exciting. Parkway Palms Resort is strategically positioned near Walt Disney World, Celebration, I-4 and US-192 — and just minutes from the planned Ovation Orlando mixed-use entertainment district. Ovation Orlando is planned as an approximately 77-acre destination featuring roughly 650,000+ square feet of dining, retail, attractions and entertainment, together with multiple hotels.This furnished condo-hotel offers the flexibility of short-term/vacation rental use along with resort-style amenities: pool, fitness center, basketball court, BBQ/ gazebo area, sun deck and laundry facilities. Association fees include utilities, making it an appealing option for investors, vacation-home buyers or those seeking their own Central Florida getaway. Disney is already here. Ovation is what's coming next. Convenient access to theme parks, Celebration, dining, shopping, entertainment and Central Florida's major transportation corridors makes this a location worth watching. Buyer and Buyer's Agent should independently verify short-term rental regulations, association requirements, fees, utilities, development plans and all information deemed important to Buyer.

3100 Parkway Boulevard Unit 123, Kissimmee
$490,900
5 Beds ⋅ 5 Baths ⋅ B26058583 MLS ⋅ Windsor At Westside BLDG.
This stunning 5-bedroom 4.5-bath townhouse is designed for both guests and owners: a full bedroom and bath downstairs, a private cabana bath, a spacious upstairs loft and thoughtful storage throughout. Neighbor privacy adds an extra layer of comfort rarely found in resort communities. Over $50K in design upgrades elevate the space, including a smart pool control system and noise monitoring for peace of mind. The property is fully turnkey with cleaning and pool teams already in place. This home is ready to go live from day one. Located in a true short-term rental community (28-day max stay, no residential mail), this is a rare opportunity to own in a zone built exclusively for vacation rental performance.

2431 Dubai Street, Kissimmee
$550,000
5 Beds ⋅ 4 Baths ⋅ A12061772 MLS
Furnished 5-bedroom, 4-bathroom townhome in the centrally located community of Storey Lake in Kissimmee! Featuring a spacious first-floor bedroom, perfect for guests. Vacation rentals OK. Clubhouse features a resort-style pool, lazy river, volleyball courts, a pier, and tiki bar. Located just minutes from Walt Disney World, Outlets, Restaurants, and easy access to Orlando Airport. This property is Airbnb-ready and allows short-term rentals, making it an ideal investment opportunity.

4811 Lullaby Lane, Kissimmee
$185,000
2 Beds ⋅ 2 Baths ⋅ B26056626 MLS
Welcome to this charming two-bedroom, two-bathroom condominium located in the Villas at Secret Lake Condo community in Kissimmee, Florida. This single-story residence offers 1,062 square feet of finished living space, providing comfortable accommodations and functional layouts for everyday living. The property includes a convenient two-car garage, ensuring secure parking and additional storage options. Designed as a condominium, this home combines the benefits of low-maintenance living with residential appeal. This residence presents an excellent opportunity for those seeking a practical and well-proportioned property in a established community setting.

3177 Feltrim Place Unit Unit 104, Kissimmee
$580,000
7 Beds ⋅ 6 Baths ⋅ A12054893 MLS ⋅ Windsor At Westside BLDG.
Income-producing resort retreat, sold turnkey and fully furnished. 1892 Gobi Dr delivers 7 bedrooms and 5.5 baths inside a guard-gated community with true resort-style living. Currently operating as a successful short-term rental, the layout is built to perform: a first-floor king suite with private bath, themed upstairs bedrooms guests love, and generous space for large groups. Step outside to a private pool and spa, and inside to a chef-ready kitchen with stainless steel appliances. The community clubhouse rivals a five-star resort — pools, lazy river, water slide, splash park, tiki bar, fitness center, ice cream shop, and sport courts. Minutes from Disney (15), Universal (20), and the Convention Center (15), this is a rare investment, second home, or vacation property ready to generate returns from day one — fully furnished and move-in ready.

1892 Gobi Drive, Kissimmee
$419,000
4 Beds ⋅ 5 Baths ⋅ A12055449 MLS ⋅ 1 BLDG.
Stunning 4-bed, 4.5-bath fully furnished turnkey townhome in the highly desirable, gated Solara Resort. Built in 2020, this spacious property features 2,090 sq ft of pristine living space across two stories with high-quality Concrete Block Structure (CBS) construction for maximum durability and energy efficiency. Perfect for savvy investors, this premium property delivers turnkey Airbnb and short-term rental operations in a high-income-generating vacation community. Incredible value add: property features a high number of transferable bookings already secured for the remainder of the year, offering immediate cash flow from day one. The home features a private, screen-enclosed in-ground swimming pool with a brick paver patio layout. Located just minutes from Disney World and world-class Orlando attractions, the resort offers an extraordinary amenity package including a luxury clubhouse, surf simulator, fitness center, and resort-style pool. Fully equipped, actively income-generating, and completely ready to operate as a high-performing short-term rental or own as your dream vacation house!

2170 Cooper Bell Place, Kissimmee
$615,000
3 Beds ⋅ 2 Baths ⋅ A12053754 MLS ⋅ Margaritaville BLDG.
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from two private balconies.**Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rentals. While never enrolled in a rental program, it is fully eligible for short-term rental, making it an excellent primary residence, vacation home, or investment opportunity.The home features tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces with tasteful coastal décor. The spacious kitchen flows seamlessly into the living and dining areas, creating the perfect setting for entertaining.Enjoy peaceful water views, morning coffee, or spectacular Florida sunsets from either of the two private balconies.Margaritaville Resort Orlando offers resort-style amenities including multiple pools, a fitness center, Island H2O Water Park, shopping, dining, live entertainment, and the Promenade at Sunset Walk. Located just minutes from Walt Disney World and Orlando's major attractions, this rare waterfront property is an exceptional opportunity to own one of Margaritaville's most desirable cottages. **Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages in the community with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from both private balconies and a lifestyle unlike any other. **Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rental properties. Whether you're looking for a primary residence, vacation home, or investment property, this home is eligible for short-term rentals and can easily be placed into the resort's rental program if desired. Inside, you'll find numerous upgrades, including tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces that are both stylish and functional. The thoughtfully selected coastal décor perfectly complements the home's character and inviting atmosphere. The spacious kitchen opens seamlessly to the living and dining areas, creating the perfect space for entertaining family and friends. One of the home's most desirable features is its two private waterfront balconies—one on each level—where you can enjoy peaceful water views, your morning coffee, or spectacular Florida sunsets. Margaritaville Resort Orlando offers an exceptional resort lifestyle with multiple resort pools, a fitness center, live entertainment, shopping, dining, Island H2O Water Park, and the vibrant Promenade at Sunset Walk featuring restaurants, bars, boutiques, and year-round entertainment. Located just minutes from Walt Disney World and Orlando's other world-famous attractions, this rare waterfront property offers an outstanding opportunity as a primary residence, second home, or income-producing investment.

8117 Surf Street, Kissimmee
$629,999
4 Beds ⋅ 5 Baths ⋅ B26033144 MLS
Welcome to resort-style living in the highly sought-after Sunbridge Del Webb 55+ community in St. Cloud! Built just 4 years ago, this stunning like-new home offers 3 bedrooms, 4.5 baths, a spacious den/flex room that can serve as a 4th bedroom, and nearly 1,000 sq ft of additional upper-level living space complete with a private bedroom, full bath, loft, and walk-in closet. Designed with comfort and elegance in mind, this home features 10-ft ceilings, 8-ft doors, ceramic tile throughout the main level, an upgraded chef's kitchen, upgraded owner's suite walk-in shower, upgraded guest bath, fenced backyard, and a rare 3-car garage. Enjoy world-class amenities at the Hammock Club including a resort-style pool, clubhouse, fitness center, tennis & pickleball courts, scenic walking/biking trails

2691 River Creek Lane, St Cloud
$555,000
6 Beds ⋅ 5 Baths ⋅ B26032759 MLS
Welcome to luxury resort-style living in the highly sought-after gated community of ChampionsGate! This beautifully appointed 6-bedroom, 5-bath residence offers the perfect blend of comfort, space, and location, making it ideal as a primary residence, second home, or investment opportunity. Designed for entertaining and relaxation, this spacious home features an open-concept floor plan, a modern chef's kitchen, expansive living areas, and stylish furnishings throughout. Step outside to your private screened lanai where you'll enjoy a heated pool, spa, and peaceful lake views, the perfect place to unwind after a day enjoying Central Florida's world-famous attractions. As a homeowner, you'll have access to the incredible Oasis Club Resort amenities, including a spectacular water park with lazy river, resort-style pools, fitness center, movie theater, tennis courts, basketball, volleyball, golf, playgrounds, and more. Conveniently located just minutes from Walt Disney World, Universal Orlando, ChampionsGate Golf Club, Posner Park shopping, restaurants, major highways, Orlando International Airport, and Central Florida's top attractions. Whether you're searching for a luxury Florida home, a vacation retreat, or an income-producing investment property, this exceptional ChampionsGate residence offers an outstanding opportunity in one of Central Florida's most desirable resort communities.

8936 Cabot Cliffs, Davenport
$12,500,000
13 Beds ⋅ 16 Baths ⋅ B26032721 MLS
Welcome to 430 Muirfield Loop, an extraordinary estate within the gates of Reunion Resort & Golf Club, designed by renowned architect Mark Nasrallah and constructed by Landmark Custom Builder & Remodeling to deliver a truly world-class luxury experience. Spanning an impressive 17,581 total square feet across a rare three-level design with basement, this remarkable residence combines architectural sophistication, resort-style amenities, and exceptional entertainment spaces to create one of the most distinguished homes in Reunion Resort. Designed to comfortably accommodate over 30 guests, the home offers 13 bedrooms plus an office and 16 bathrooms, making it ideal as a private retreat. Inside, soaring ceilings, custom millwork, and refined finishes create interiors that feel both grand and inviting. Offered fully furnished and turnkey, the home is beautifully appointed with Restoration Hardware furnishings throughout, complementing the timeless elegance of the design. The chef's kitchen anchors the main living spaces with premium Thermador appliances, custom cabinetry, and a double-island layout designed for effortless entertaining. Expansive sliding glass doors seamlessly connect the interior to the outdoor living areas, where a resort-style pool, spacious lounging areas, and a full outdoor kitchen create the ultimate setting for entertaining and year-round Florida living, all overlooking the golf course. The home's extraordinary entertainment amenities place it in a category of its own. A rare full basement—almost unheard of in Florida—features a private Brunswick two-lane bowling alley, state-of-the-art Trackman golf simulator, professional fitness center, and expansive recreation spaces designed for unforgettable gatherings. Additional highlights include a luxury movie theater with reclining seating, gaming lounge with pool table, themed Harry Potter bedroom, private elevator, and thoughtfully designed accommodations across all levels of the home. Beyond its architectural significance and lifestyle appeal, the property has established itself as one of Reunion Resort's strongest luxury rental performers, offering exceptional income-producing potential within one of Central Florida's most sought-after resort communities. Residents enjoy access to Reunion's renowned amenities, including three championship golf courses designed by Jack Nicklaus, Tom Watson, and Arnold Palmer, along with a five-acre water park, tennis facilities, dining, and much more. An active membership is available, further enhancing the resort lifestyle offered by this one-of-a-kind estate.

430 Muirfield Loop, Kissimmee
$412,800
4 Beds ⋅ 4 Baths ⋅ B26011020 MLS

9029 Rhodes Street, Kissimmee
$420,000
3 Beds ⋅ 3 Baths ⋅ R11161711 MLS
Turn-Key, Fully Furnished & Income-Producing! Beautiful 3BR/3BA townhome in the gated Windsor Hills Resort, just minutes from Disney and major attractions. This well-maintained home features a newly renovated and expanded kitchen with modern cabinetry, upgraded countertops, stainless steel appliances, and added prep space—over $35K in improvements. Recent updates include new water heater (2025), AC (2018), and brand-new roof (2026). Tile flooring throughout the open main level leads to a private screened-in pool with no rear neighbors, perfect for relaxing after long park days. Each bedroom offers its own en-suite bath for privacy and comfort. Resort-style amenities include lagoon pool, water park, clubhouse, fitness center, arcade, theater, sports courts, playgrounds, marketplace, and 24-

7650 Sir Kaufmann Court, Kissimmee
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