Osceola Homes with Deed Restrictions Community Features

Osceola Homes with Deed Restrictions Community Features

Welcome to Osceola County, Florida – a vibrant and diverse region that beautifully combines natural beauty with modern living. Nestled in the heart of Central Florida, Osceola County boasts a rich tapestry of landscapes, from serene lakes and lush parks to the bustling charm of its towns. Known for its proximity to the world-renowned attractions of Orlando, Osceola offers residents a unique blend of suburban tranquility and urban excitement.

When it comes to real estate, Osceola County is home to a variety of communities, including those with deed restrictions. These thoughtfully designed neighborhoods prioritize quality of life and aesthetic appeal, ensuring that homeowners can enjoy a cohesive and well-maintained environment. With deed restrictions in place, you can expect beautifully landscaped lawns, uniform architectural styles, and a commitment to community standards that enhances property values.

Living in a deed-restricted community in Osceola County means more than just a home; it’s about embracing a lifestyle. Many of these communities offer fantastic amenities such as swimming pools, playgrounds, and walking trails, making it easy to connect with neighbors and enjoy outdoor activities. Additionally, residents benefit from organized community events that foster a sense of belonging and camaraderie.

Whether you’re seeking a charming single-family home, a modern townhouse, or a spacious estate, Osceola County’s deed-restricted communities provide the perfect backdrop for your next chapter. Discover the ideal blend of comfort, community, and convenience in this enchanting part of Florida, where your dream home awaits!

Newest Osceola Homes with Deed Restrictions Community Features

$770,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: Covered Extended Lanai | Pond View | Oversized Garage. New Construction - Model Home Available Now! Welcome to the Pallazio at 4364 Curacao Place in Esplanade at Westview! Blending elegant design with everyday comfort, this thoughtfully crafted home offers a spacious open-concept layout centered around a stunning great room, gourmet kitchen, and casual dining area that flow seamlessly to an expansive outdoor living space. The private primary suite serves as a peaceful retreat, while two secondary bedrooms, a versatile flex room, and formal dining space provide flexibility for work, hosting, or relaxation. With abundant natural gathering spaces and inviting details throughout, this home is designed to make every day feel warm, effortless, and beautifully connected. Additional Highlights Include: upgraded appliance package, 4-foot garage extension and paved back yard. Experience resort-style living at Esplanade at Westview in Kissimmee! This vibrant community offers endless opportunities to stay active, relax, and connect. Unwind by the resort-style pool, sip a drink at the Bahama Bar, or lounge in a private poolside cabana. Stay energized with tennis, pickleball, and bocce ball courts, or enjoy a workout at the state-of-the-art fitness center. Indulge in signature spa services, gather around the firepit with friends, or let your pup play at the bark park. Every day brings new possibilities in this thoughtfully designed community where you can live life to the fullest! Located near the sought-after Bridge-Prep Academy of Osceola charter school. MLS#

4364 Curacao Place, Kissimmee
$299,000
2 Beds ⋅ 2 Baths ⋅ Birchwood Nbhds B & C SubDv. ⋅ 34773 Zip Code
Welcome home to this adorable cottage nestled in the heart of the community! Relax and unwind on the inviting front porch before stepping inside to an open and airy floor plan designed for comfortable everyday living. This charming home features 2 bedrooms and 2 bathrooms with a desirable split-bedroom layout, offering added privacy for both owners and guests. The kitchen is equipped with beautiful 42-inch wood cabinets and overlooks the spacious living and dining areas, making it perfect for entertaining. The serene owner's suite opens to a peaceful garden, creating a private retreat to enjoy your morning coffee or evening relaxation. A private rear porch leads to the detached 2-car garage with convenient alley access, adding to the home's charm and functionality. Don't miss this wonderful opportunity to own this delightful cottage home! Ideally located near Harmony Community School, this home offers golf-cart-friendly access through a nearby tunnel to Harmony Middle and Harmony High School. Residents enjoy exceptional amenities including Buck Lake with community pontoon boats, kayaks, canoes, and a fishing pier, along with resort-style pools, dog parks, playgrounds, walking trails, a fitness center, and bike paths. Enjoy easy golf cart rides to the neighborhood coffee shop, pizza restaurant, and Mexican dining. Conveniently located near Orlando International Airport, Medical City in Lake Nona, and Florida’s East Coast beaches, Harmony offers the perfect blend of lifestyle, nature, and location. Don’t miss your opportunity to own this move-in-ready home — schedule your private showing today! Buyer to verify all room measurements.

3333 Bracken Fern Dr, St Cloud
$3,199,999
11 Beds ⋅ 13 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Welcome to an exceptional luxury estate located within the prestigious Reunion Resort, where sophisticated design, expansive living spaces, and resort-style entertainment come together to create an extraordinary Central Florida retreat. Spanning three thoughtfully designed levels, this impressive 11-bedroom, 11-bath residence has been curated for both luxurious everyday living and the highly desirable vacation rental market. The main level welcomes you with beautifully appointed living and dining spaces anchored by a spacious gourmet kitchen designed for entertaining. An impressive game room offers skeeball, basketball, air hockey, arcade games and shuffleboard, while multiple gathering areas throughout the home provide plenty of space for guests to relax and entertain. Step outside to your private resort-style pool and spillover spa surrounded by generous patio space, outdoor seating and a built-in barbecue—creating the perfect setting for enjoying Florida's year-round sunshine. Entertainment continues throughout the upper levels with a dedicated movie theater featuring reclining theater seating, fitness area, playroom, billiards room, dual gaming stations and multiple screened balconies. The home's extensive bedroom configuration includes multiple king suites along with imaginative themed bunk rooms, offering exceptional flexibility for large families and vacationing groups. Located within Reunion Resort's sought-after Legends Corner neighborhood, the property combines privacy with convenient access to the world-class attractions, dining, golf and entertainment that make the Orlando area one of the world's premier vacation destinations. Whether envisioned as an impressive personal retreat, second home or luxury vacation-rental investment, this remarkable Reunion estate delivers the space, amenities and entertainment today's resort buyer is looking for—all in one unforgettable property.

550 Muirfield Loop, Kissimmee
$345,000
2 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Pb 3b & 4a SubDv. ⋅ 34747 Zip Code
Experience resort-style Florida living in this beautifully upgraded 2-bedroom, 2-bath home located in the highly desirable Four Seasons 55+ guard-gated community in Kissimmee. Move-in ready and thoughtfully enhanced throughout, this home combines stylish upgrades, excellent storage, comfortable living spaces, and an exceptional amenity-filled lifestyle. Inside, you'll find upgraded flooring extending through the living areas, bedroom and closets, along with beautiful French doors, window blinds and draperies, upgraded ceiling fans and lighting throughout, and an elegant upgraded dining room light fixture. The kitchen features a stylish backsplash, additional cabinetry and cupboards, an added bank of drawers for convenient storage, decorative cabinet and drawer pulls, and an exhaust fan over the stove. These thoughtful additions provide both functionality and an attractive finished look. The laundry room offers additional cabinetry and storage, decorative hardware, a coordinating backsplash and plumbing already in place for a laundry sink. Both bathrooms feature attractive finishes, including a guest shower and an upgraded beveled-edge finish in the primary shower. Enjoy Florida's beautiful weather from the screened-in lanai, creating an inviting additional space for morning coffee, relaxing, entertaining family and friends, or simply enjoying the Florida lifestyle. Additional improvements include gutters and upgraded garage shelving, providing even more convenient storage and organization. And the lifestyle doesn't stop at your front door. Four Seasons offers an outstanding resort-style 55+ lifestyle within a guard-gated community, complete with an impressive clubhouse offering a wide variety of activities and social opportunities, oversized swimming pools, fitness center, pickleball courts, tennis courts, golf, and much more. Whether you enjoy staying active, playing golf, relaxing poolside, participating in community activities, or spending time with friends at the clubhouse, Four Seasons offers something for virtually every lifestyle. With extensive upgrades already completed, generous living and storage space, outstanding community amenities, and a desirable Kissimmee location, this home offers the opportunity to simply move in and start enjoying everything Central Florida has to enjoy. This is more than a home—it's the Florida lifestyle you've been looking for. Schedule your private showing today and experience Four Seasons for yourself!

1667 Key Bay Trail, Kissimmee
$325,000
2 Beds ⋅ 2 Baths ⋅ Reunion Grande Condo SubDv. ⋅ 34747 Zip Code
**LIMITED-TIME LAUNCH PRICING — secure this Reunion Grande residence at its introductory price before it returns to market-value pricing after Week 3!** Welcome to Unit #307, a fully furnished 2-bedroom, 2-bath residence offering one of the most compelling features in Reunion: direct, unobstructed views toward Walt Disney World from your own private balcony, where you can take in spectacular Florida sunsets and nightly Disney fireworks. Offering approximately 1,430 square feet, the residence features an open and inviting floor plan with upgraded finishes, crown molding, granite countertops, and a kitchen that flows seamlessly into the living and dining areas. The split-bedroom configuration creates two private bedroom suites with well-appointed bathrooms, making the layout equally suited for personal use, vacationing, or hosting guests. Offered fully furnished and turnkey, #307 is positioned for immediate enjoyment and offers the flexibility of primary, second-home, or vacation-rental use. An active Reunion Resort membership is included and transferable to the new owner, providing access to Reunion's renowned resort lifestyle, including three signature golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, the multimillion-dollar water park, resort pools, tennis and pickleball, fitness facilities, and additional amenities. Within the Reunion Grande itself, enjoy front desk concierge service, valet parking for members, 7593 Chophouse, a lobby-level sushi bar, Starbucks coffee and gift shop, plus the rooftop restaurant and pool overlooking the surrounding resort and Central Florida skyline. Located just minutes from Walt Disney World and convenient to Orlando's other world-famous attractions, #307 combines location, flexibility, resort amenities, and a view that is difficult to replicate. **With launch pricing available for only the first three weeks, this is the opportunity to act before the property returns to market value.**

7593 Gathering Drive Unit 307, Kissimmee
$649,900
3 Beds ⋅ 3 Baths ⋅ Twin Lakes Ph 1 SubDv. ⋅ 34772 Zip Code
Welcome to the Cocoa model by Jones Homes USA, an exquisite showcase of Luxury, innovation and effortless Florida living, nestled in the sought-after gated 55+ community of Twin Lakes in St. Cloud. Professionally designed and richly appointed, this model home offers an elevated lifestyle with impeccable craftsmanship and elegant finishes at every turn. Step into a thoughtfully designed open floor plan that blends modern sophistication with warm, livable charm. The gourmet kitchen is a standout, featuring top-tier stainless appliances, quartz countertops, designer cabinetry, and a large center island that flows seamlessly into the spacious dining and living areas - perfect for both quiet nights and lively gatherings. The owner's suite is a peaceful retreat. offering a spa-like ensuite bath, oversized walk-in shower, double vanities, and a custom walk-in closet. Every room has been meticulously designed and professionally decorated with high-end lighting, custom trim details, and stylish designer touches that bring both comfort and wow-factor. Step outside to your private outdoor living space - a tranquil sanctuary complete with a sparkling custom pool, beautifully designed patio area, and lush landscaping, all crafted to deliver a true resort-style experience right in your backyard. As a resident of Twin Lakes, you'll enjoy access to world-class amenities including a 20,000+ sq ft clubhouse, full fitness center, resort and lap pool, tennis and pickleball courts, lakefront walking trails, Kayaking, and an active social calendar led by a full-time lifestyle director. It's not just a home - it's a lifestyle. The Cocoa model embodies everything that makes Twin Lakes one of Central Florida's premier active adult communities - refined designs, exceptional finishes, and a community built around connection and quality life.

2454 Dream Home Court, St Cloud
$550,000
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 5a SubDv. ⋅ 34747 Zip Code
Superb opportunity in a sought-after 24-hour guard-gated community! This spacious 7-bedroom, 5.5-bath pool home is approved for short-term rental use and offers outstanding income potential. Features include a newly remodeled kitchen with modern soft-close cabinetry, quartz countertops, SS appliances, spacious living and dining areas, and accommodations for large groups. The private screened heated pool has been recently upgraded with new WiFi controlled pool equipment for worry-free enjoyment. Ideally located just minutes from Walt Disney World, first-class attractions, shopping, dining, golf, and major entertainment venues. Whether you’re seeking a vacation home, investment property, or both, this well-maintained home delivers the perfect combination of location, comfort, and rental appeal. The HOA includes resort-style amenities, community pool, clubhouse sauna, volleyball, tennis, pickleball, mini golf, grass cutting, trees trimming, internet, cable and trash service. A rare opportunity in one of Central Florida’s most desirable vacation rental markets!

8667 La Isla Drive, Kissimmee
$695,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
TURNKEY VACATION RENTAL INVESTMENT MINUTES FROM DISNEY WORLD! This beautifully decorated and totally renovated 6-bedroom, 3.5-bath single-family home is located in the highly desirable Windsor Hills Resort—one of the closest vacation home communities to Walt Disney World. Designed to stand out in the competitive vacation rental market, this home is being offered turnkey and is ready for its next owner and guests. The updated interior features stylish décor, granite countertops in the kitchen and bathrooms, and fun Star Wars-themed bedrooms that are sure to be a hit with younger guests. Outside, enjoy a south-facing private pool with no rear neighbors, providing excellent sun exposure and added privacy. One of the home's standout features is the poolside theater, allowing guests to watch movies, sports and TV while relaxing in or around the pool. The converted garage has been transformed into a fun, air-conditioned game room, adding another guest-favorite amenity and entertainment space. Location within the resort is another major advantage. The home is just a short 3-block walk to the Windsor Hills clubhouse, resort pool and water park. With its combination of location, renovations, privacy, themed bedrooms and guest-focused amenities, this property offers an outstanding opportunity for buyers seeking a turnkey Disney-area vacation home and short-term rental investment.

2630 Dinville Street, Kissimmee
$695,000
4 Beds ⋅ 5 Baths ⋅ Weslyn Park SubDv. ⋅ 34771 Zip Code
Virtually Staged. PREMIUM CONSERVATION HOMESITE, exceptional outdoor living and thoughtful upgrades throughout make this Weslyn Park home truly stand out. Completed at the end of 2024 and first occupied in January 2025, this Dream Finders home offers the feel of nearly new construction with an impressive list of enhancements already completed. Backing to conservation with a canal beyond, the homesite offers a private natural backdrop with no homes directly behind you. Step inside to a floor plan as functional as it is beautiful. Double doors open to a flex space at the front of the home, perfect for a private home office, den or study. Also on the main level is a bedroom with its own ensuite bath, ideal for overnight guests, extended family or multigenerational living, along with a conveniently located half bath. The main living space makes an immediate impression with soaring two-story ceilings, abundant natural light and an open design made for gathering. At the center of it all is a beautifully appointed kitchen with an oversized island, abundant cabinetry and counter space, built-in appliances and a walk-in pantry, all flowing effortlessly into the living and dining areas. One of the home’s most desirable features is that every bedroom has its own ensuite bath, offering a level of privacy and convenience rarely found. Every full bath has been beautifully upgraded with tile extending from floor to ceiling in the shower and bath areas, creating a sophisticated, custom feel throughout. Upstairs, the expansive primary suite feels like a true retreat, with plenty of room to create a comfortable sitting area. Its generous walk-in closet connects directly to the laundry room, a brilliantly convenient design feature you’ll appreciate every day. The laundry room itself is finished with built-in cabinetry for added storage and organization. An additional upstairs sitting nook creates a charming bonus space for reading, studying or relaxing. The outdoor living spaces are every bit as impressive. The lanai opens to an expansive extended paver patio overlooking the conservation backdrop, while a second patio with a built-in fire pit creates the perfect setting for evenings outdoors. The fenced backyard combines modern wood and aluminum fencing with three gates, and additional pavers along the side of the home provide even more usable space. Thoughtful upgrades continue throughout with paid-off solar for energy efficiency and low monthly electric bills, Philips Hue smart lighting throughout the home, eight-foot interior doors and a Tesla EV charger. The three-car tandem garage features epoxy flooring, and the already-generous paver driveway has been widened on both sides for additional space. Located within Weslyn Park in Sunbridge, residents enjoy Acorn Park with a neighborhood pool, open-air pavilion, playground and expansive lawns, along with a community garden and miles of trails woven throughout the community. Even more is on the horizon, with a new waterfront amenity center planned for 2027 featuring a zero-entry resort-style pool, fitness center, restaurant and bar, event spaces, trail access and waterfront recreation. Weslyn Park offers a lifestyle centered around nature, recreation and connection, all in a growing St. Cloud location convenient to the Lake Nona area and Orlando.

6236 Trailblaze Bend, St Cloud
$166,000
Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Amazing opportunity to own a fantastic lot on the 3rd hole of the Palmer signature golf course. Land is hard to come by in Reunion these days so purchase while you can. The homesites do not have a time restriction to begin construction immediately so purchase now or for future generations to own. Build for full time residence or vacation home. Great proximity to all the major theme parks especially WALT DISNEY WORLD being just 2 exits away, makes this vacation community a top choice for visitors of all ages. If you are looking to take a few golf swings while on your vacation you can take the challenge on any of the 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson And Jack Nicklaus that are located on-site. Reunion offers many onsite restaurants from hamburgers at The Cove to fine dining at Chophouse and everything in between. There are 14 pools in the community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide.

7632 Excitement Drive, Reunion
$580,000
4 Beds ⋅ 2 Baths ⋅ Southwood Estates SubDv. ⋅ 34746 Zip Code
Private 2-Acre Custom Home in Southwood Estates — No HOA! Welcome to your own private retreat in Southwood Estates, a small, desirable development of custom-built homes with no HOA. Situated on 2 fully fenced acres, this 4-bedroom, 2-bath home offers privacy, space, and an abundance of thoughtfully designed features. A private security gate and wooded setting create a peaceful atmosphere while still providing convenient access to everyday amenities. The home is designed for both comfortable living and entertaining, featuring a spacious Florida room with a built-in wet bar and JennAir grill, perfect for gatherings year-round. Step outside to the covered, screened lanai, complete with a 4-person ThermoSpas hot tub, where you can relax and enjoy the tranquil surroundings. The primary suite offers dual walk-in closets and a separate dressing area outside the primary bathroom. Bedroom 2 features built-in shelving, while Bedroom 3 includes a built-in desk, upper and lower cabinets, and file drawers, making it ideal for a home office. A bonus room attached to Bedroom 3 provides even more flexibility for an office, hobby room, guest space, or additional living area. Storage is abundant throughout the home, with many closets, an inside utility room with sink and cabinets, and an oversized 2-car garage. The property also includes multiple outbuildings. A separate workshop features a vinyl-tiled floor, built-in vacuum system, work table, tool cabinet, drill press, and table saw. The workshop equipment is available for purchase separately or may be negotiable with a full-price contract. Two additional storage sheds—one metal and one wood—provide even more space for tools, equipment, and outdoor storage. If you’re looking for acreage, privacy, no HOA, abundant storage, and a home designed for both everyday living and entertaining, this unique Southwood Estates property is a must-see!

3385 Woodberry Court, Kissimmee
$187,000
2 Beds ⋅ 2 Baths ⋅ Gables At Lakeside Condo SubDv. ⋅ 34741 Zip Code
3er- Floor Lake view ,Beautiful,community prime Kissimmee Location,This Chartming 3rd -floor condo offers a beautiful lake view and the peaceful feel of the Bermuda Lakes community! Well maintained community,comfortable open living space ,convenient parking ,Centraly located in Kissimmee,close to shopping, restaurants, schools & major roads .Just minutes from Orlando’s World -Famous attractions.!!. Your Looking for a primary residence, Vacation home,or investment property, this condo is worth ,taking a look at .

1205 Bermuda Lakes Lane Unit 303, Kissimmee
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