Osceola Homes with Deed Restrictions Community Features

Osceola Homes with Deed Restrictions Community Features

Welcome to Osceola County, Florida! Known for its beautiful landscapes, vibrant communities, and endless recreational opportunities, Osceola County is a place where residents can truly live, work, and play.

If you're looking for a home in a community with deed restrictions, Osceola County has plenty to offer. True Homes with Deed Restrictions Community Features provide residents with a sense of security and peace of mind, ensuring that the neighborhood maintains its charm and appeal for years to come.

From meticulously manicured lawns to well-maintained amenities, these communities offer a higher standard of living for those who value order and consistency in their surroundings. Whether you're looking for a single-family home, a townhouse, or a condo, you'll find a variety of housing options in Osceola County's deed-restricted communities.

In addition to the benefits of living in a deed-restricted community, Osceola County boasts a diverse range of attractions and activities for residents to enjoy. Explore the natural beauty of the county at Lake Tohopekaliga or spend a day at the theme parks in nearby Orlando. With top-rated schools, convenient shopping centers, and delicious dining options, Osceola County truly has something for everyone.

If you're ready to find your dream home in Osceola County's deed-restricted community, start your search today and discover all that this thriving area has to offer.

Newest Osceola Homes with Deed Restrictions Community Features

$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
$299,900
3 Beds ⋅ 2 Baths ⋅ Westview Pod B Neighborhood 5 Ph 1 SubDv. ⋅ 34758 Zip Code
Come see this bright and inviting 3-bedroom, 2-bathroom home recently built in 2025 in Kissimmee. This move-in-ready residence blends modern design with everyday comfort, offering an easy, low-maintenance lifestyle just minutes from local shopping, dining, and major roadways. Step onto the covered front porch, an inviting spot for morning coffee, and through the front door into a bright, open-concept living space. The main living and dining areas feature a stylish tray ceiling that adds architectural interest, along with large windows that fill the rooms with natural light. Durable tile flooring runs throughout the main living areas, making cleanup a breeze. The kitchen is a true centerpiece, featuring crisp white cabinetry, sleek stainless-steel appliances, a tile backsplash, and a spacious island with bar seating, perfect for casual meals or entertaining guests. The adjacent dining area comfortably fits a full-size table, and the open flow into the living room makes this home ideal for gatherings with friends and family. The living room invites you through sliding glass doors to the backyard, creating a seamless indoor-outdoor connection. The primary suite offers a peaceful retreat with plush carpet, a ceiling fan, and plenty of natural light, while the second and third bedrooms provide flexible space for guests, family, or a home office. A dedicated large laundry room offers space for a full-size washer and dryer plus built-in shelving for extra storage. The two-car garage offers ample space for parking and storage, and the water softener conveys with the home for added value Outside, the home showcases attractive curb appeal with a paver driveway and walkway, stone accents at the entry, and a well-manicured lawn. Behind the home, unwind on the enclosed, covered lanai overlooking a large backyard and peaceful water view, a perfect spot to relax any time of the day. This home is part of Lennar at Esplanade, a new master-planned community in Kissimmee that welcomes pets, making it a great fit for owners with furry companions. Residents enjoy access to a community pool and clubhouse, a fitness center, dog park plus courts for tennis, pickleball and bocce ball, along with a spa for relaxing after a day of activity. The neighborhood sits close to Highway 17, putting the greater Orlando area within easy reach, and outdoor lovers will appreciate being a short drive from area lakes and nature trails for hiking and exploring, such as the Lake Marion Creek Wildlife Management area. Whether you're a first-time buyer, growing family, or investor, this property checks all the boxes: modern finishes, thoughtful design, and a location that puts you close to everything Central Florida has to offer. With green and energy-efficient construction plus thoughtful finishes throughout, this home offers the comfort of new construction without the wait. Come see the possibilities and make this house your own. Don't miss your chance to own this nearly new home. Schedule your private showing today!

4536 Ochos Rios Place, Kissimmee
$539,000
4 Beds ⋅ 3 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. Welcome to this Spanish-Mediterranean single-family home located in the gated community of Villa Sol in Kissimmee! Offering 4 bedrooms, 3 full bathrooms, a 2-car garage, and 2,351 sq. ft. of heated living space, this single-story residence combines flexible living with pond views. A key feature of the home is the attached in-law suite with its own private exterior back entrance, bedroom, and full bathroom. Inside, an open floor plan is filled with natural light, featuring polished porcelain tile flooring, vaulted ceilings, and architectural archways. The kitchen includes granite countertops, a multi-level breakfast bar, light grey cabinetry, stainless steel appliances, and pendant lighting. The primary bedroom suite offers luxury vinyl plank flooring, vaulted ceilings, a walk-in closet, and sliding glass door access to the pool deck. The en-suite bath features a dual-sink granite vanity, light grey cabinetry, a corner jetted soaking tub, and a separate glass-enclosed shower. Step outside to your private rear screen enclosure featuring an in-ground pool and integrated spa overlooking serene water views on an oversized lot. Villa Sol community amenities include a gated entry, clubhouse, fully equipped fitness center, resort-style community pool, tennis courts, basketball court, and playground, with cable TV and high-speed internet included in the low HOA fee. Perfectly positioned in Kissimmee, this home offers quick access to SR-417, US-192, and Boggy Creek Road, putting Lake Nona, Medical City, and Orlando International Airport (MCO) just a short drive away. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High School, you are also minutes from local shopping centers, dining, Lake Tohopekaliga parks, golf courses, and Central Florida's major theme parks and attractions. Schedule your private tour today!

3133 Riachuelo Lane, Kissimmee
$279,900
4 Beds ⋅ 4 Baths ⋅ Lake Berkley Resort Villas Ph 2 SubDv. ⋅ 34746 Zip Code
Amazing 4Bedroom 3bathroom Townhome perfectly located in the sought after gated community of Lake Berkley Resort. This beautiful townhome is about 20 minutes from Walt Disney World Attractions, about 32 minutes from Universal Orlando Resort, about 28 minutes from Sea World Orlando, and about 38 minutes from Orlando international Airport. Enjoy year-around Florida Sunshine and a peaceful community. This townhome enjoys a gated community with resort style amenities such club house, community pool, tennies court, playground, and basketball court. Wether you are searching for a primary home, vacation home, or income producing home, this property offers extraordinary opportunities. Short terms are permitted, making this townhome the perfect investment opportunity for those looking to capitalize on Central Florida s thriving tourism market.

1013 Park Ridge Circle, Kissimmee
$725,000
6 Beds ⋅ 6 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Super rare opportunity to own a professionally designed home in the exclusive guard-gated resort community of Sonoma Resort at Tapestry! Lightly and gently used as a vacation retreat, this immaculate 6-bedroom, 6-bath contemporary residence has been meticulously maintained and is offered fully furnished. The interior was specially designed by acclaimed Brazilian-born Orlando interior designer Flavia Gueiros, whose signature blend of modern design and a light-toned palette gives the home a bright, clean, and elevated aesthetic throughout. Soaring high ceilings, an open floor plan, and a seamless living/dining combination create an airy, light-filled atmosphere from the moment you step inside. Ceramic tile flooring runs throughout, and the chef's kitchen features an eating space, dry bar, and generous storage. Enjoy your own private in-ground pool and spa overlooking serene water and pond views. The screened, covered lanai extends the living space outdoors, complete with a built-in outdoor kitchen and grill—ideal for entertaining or unwinding in the Florida sunshine. Additional highlights include a two-car attached garage, upper-level laundry, masonry fencing, tile roof, and a full suite of modern appliances. Sonoma Resort at Tapestry offers 24-hour guard-gated security, a resort-style pool, clubhouse, and fitness center. Ideally positioned near Orlando's world-famous attractions, dining, and major roadways, this community also permits short-term rentals—an excellent option for investors or vacation-home buyers. Built in 2018 and move-in ready, this turnkey designer home is a true standout. Schedule your private showing today!

2667 Calistoga Avenue, Kissimmee
$450,000
5 Beds ⋅ 2 Baths ⋅ Esprit Ph 01 SubDv. ⋅ 34772 Zip Code
Welcome to 3605 Daydream Place—an opportunity that stands out in the low-HOA Esprit community! Tucked away on a cul-de-sac, this spacious 5-bedroom, 2-bath home offers 2,028 sq ft, a 2-car garage, .27-acre fully fenced lot AND your own heated saltwater pool—a combination that can be hard to find, especially at this price point. From the covered front porch and beautiful landscaping with concrete curbing to the brick pavers widening the driveway, this home makes a great first impression. Step inside to an inviting home filled with natural light and plenty of room to spread out. Easy-care ceramic 12x24 tiles flow throughout with no carpet anywhere, while blinds on every window and ceiling fans in all bedrooms, the living room and family room add everyday comfort. The floor plan offers both living and family rooms along with a smart bedroom layout. Three secondary bedrooms are grouped together down one hallway, while another bedroom is positioned at the front of the home, providing separation and flexibility as a guest room, home office or hobby space. The kitchen features stainless steel appliances, an island, ample cabinetry and an adjoining dining area. The generously sized primary bedroom provides a comfortable retreat with plenty of room for larger furniture. The ensuite bath features dual sinks, a garden tub and separate shower, while the huge walk-in closet provides an impressive amount of storage. The backyard is where this home truly delivers the Florida lifestyle. Step from the covered lanai into the screened enclosure and your own heated saltwater pool—perfect for morning swims, weekend gatherings or relaxing at the end of the day. There’s plenty of room for lounging and entertaining, while the fully fenced yard still offers additional green space. A convenient dog door adds to the pet-friendly setup, and the pool enclosure screens were replaced approximately two years ago. Even more value comes from major improvements include a 2022 roof, newer A/C with Blue Light bacteria system added in 2025, fresh exterior paint in 2026 and paid-off solar panels—helping reduce monthly electric costs without the added expense of a solar loan or lease. The garage features an epoxy floor, pull-down attic access and wooden storage shelving that stays. Shopping, dining and everyday necessities are approximately 10 minutes away, with convenient access to the Florida Turnpike. Orlando International Airport is approximately 30–35 minutes away, with Walt Disney World and the Orlando theme park corridor roughly 35–45 minutes from home. Melbourne and the Atlantic beaches are approximately an hour away, making a beach day an easy getaway. With a private heated saltwater pool, oversized fenced lot, cul-de-sac location, low HOA, paid-off solar and several big-ticket improvements already completed, finding this much home and lifestyle at this price is an opportunity worth seeing in person. Don’t overlook everything 3605 Daydream Place has to offer—schedule your showing and come experience it for yourself!

3605 Daydream Place, St Cloud
$500,000
6 Beds ⋅ 5 Baths ⋅ Hickory Grove Ph 2 SubDv. ⋅ 34772 Zip Code
Virtually Staged. Welcome to 2791 Parkfield Road, where modern design, exceptional space, and resort-style living come together in one of St. Cloud's most desirable communities. Built in 2020 and situated on over a third of an acre, this beautifully maintained 6-bedroom, 5-bath home offers 3,160 square feet of thoughtfully designed living space, a fully fenced backyard, and a one-of-a-kind outdoor recreation area featuring your own regulation-size pickleball court that also doubles as a half-court basketball court. From the moment you arrive, you'll appreciate the fresh landscaping, covered front porch, and inviting curb appeal. Inside, the open-concept floor plan offers the perfect blend of spaciousness and functionality with abundant natural light, ceramic tile throughout the main living areas, carpet in the bedrooms and loft, and ceiling fans in every bedroom, the loft, and living room for year-round comfort. The updated kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, an oversized island with seating, ample cabinetry, a walk-in pantry, and all appliances included. Perfect for everyday living and entertaining. One of the home's standout features is its flexible floor plan. The first floor offers two bedrooms and two full bathrooms, including a private guest suite with its own ensuite bath—ideal for multigenerational living, overnight guests, or a private home office. Tucked beneath the staircase is a versatile nook that was previously used as a home office, offering the perfect space for a study area, reading corner, or extra storage. Upstairs, the expansive loft creates endless possibilities as a media room, game room, playroom, fitness area, or second family room. The oversized primary suite is a true retreat, complete with a spacious ensuite bath featuring dual vanities, granite countertops, an oversized shower, and an impressive walk-in closet. Three additional bedrooms and well-appointed bathrooms provide plenty of room for family, guests, hobbies, or working from home. Step outside and discover what truly sets this property apart. The extended covered patio overlooks a fully fenced backyard that's ready for year-round entertaining. Challenge friends to a pickleball match, shoot hoops, host backyard cookouts, or simply enjoy the extra space that comes with an oversized homesite. Even with the regulation-size court, there's still plenty of room to design and build the backyard pool you've always envisioned while maintaining space to relax and play. Additional highlights include granite countertops in every bathroom, epoxy-coated garage floors, a two-car garage, window blinds throughout, and a home that's been meticulously maintained since it was built in 2020. Better yet, you're located just five homes from the community pool, playground, and mailboxes, making it easy to enjoy the neighborhood amenities whenever you choose. Conveniently located just minutes from Florida's Turnpike, US-192, and Narcoossee Road, commuting to Lake Nona, Medical City, Orlando, and Kissimmee is simple. Orlando International Airport is approximately 25 minutes away, while Walt Disney World, Universal Orlando Resort, and SeaWorld are all within about 35 to 45 minutes. Everyday conveniences including Publix, Walmart Neighborhood Market, Target, Lowe's, Lake Nona Town Center, The Loop, and a wide variety of shopping, dining, and entertainment are just a short drive away.

2791 Parkfield Road, St Cloud
$475,000
5 Beds ⋅ 3 Baths ⋅ Summerly SubDv. ⋅ 34771 Zip Code
Short Sale. Welcome to 416 Talisi Loop, a spacious 5-bedroom, 3-bathroom home offering 2,601 square feet of thoughtfully designed living space in St. Cloud’s Summerly community. Built in 2023, the home features a 2023 roof, HVAC system, and water heater, providing newer major systems and fewer immediate maintenance concerns compared with many older homes. The open-concept main level features a modern kitchen with solid-surface countertops, stainless steel appliances, a large island with seating, and an easy flow into the living and dining areas—ideal for everyday living and entertaining. A first-floor bedroom and full bathroom provide flexibility for guests, multigenerational living, or a private home office. Upstairs, the oversized primary suite includes a walk-in closet and private bathroom, while the additional bedrooms and versatile loft offer plenty of room for work, play, or relaxation. Additional highlights include an upstairs laundry room, attached two-car garage, irrigation system, and a spacious backyard ready for outdoor enjoyment. Summerly residents enjoy access to a community pool, playground, sidewalks, walking paths, and inviting outdoor gathering areas. Conveniently located near Lake Nona, shopping, dining, Orlando International Airport, and major roadways. This property is a short sale. The purchase price, terms, lender approval, and closing timeline are subject to the seller’s lender; buyers should allow additional time for the short-sale process. Schedule your private showing today!

416 Talisi Loop, St Cloud
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