Osceola Homes with 55+ Only

Osceola Homes with 55+ Only

Welcome to Osceola County, Florida, a vibrant community known for its beautiful landscapes and friendly neighborhoods. Located in the heart of the Sunshine State, Osceola County offers a perfect blend of natural beauty and modern amenities, making it an ideal place to call home.

For those looking to settle down in a 55+ community, Osceola County has a variety of options to choose from. With homes exclusively for residents aged 55 and older, these communities provide a peaceful and welcoming environment for those looking to enjoy their golden years in style.

Whether you're interested in a cozy condo, a spacious single-family home, or a luxurious villa, Osceola County has something for everyone. From resort-style amenities to social activities and clubs, 55+ communities in Osceola County offer a fulfilling lifestyle for active adults.

Explore the serene surroundings, soak up the Florida sunshine, and make lasting memories in Osceola County's 55+ communities. With a perfect mix of relaxation and recreation, you'll find that life in Osceola County is truly something special. Experience the best that Florida has to offer in a 55+ community in Osceola County.

Newest Osceola Homes with 55+ Only

$375,000
4 Beds ⋅ 2 Baths ⋅ Harmony Nbrhd 1 SubDv. ⋅ 34773 Zip Code
Welcome to 3331 Sagebrush Street, a beautifully maintained waterfront home nestled in The Lakes at Harmony, one of Central Florida's premier 55+ golf and nature communities. Perfectly positioned on a serene pond, this exceptional residence offers breathtaking water views and a peaceful setting where you can enjoy spectacular sunsets and abundant Florida wildlife right from your backyard. Inside, the thoughtfully designed open floor plan is enhanced by elegant custom built-in shelving, creating both style and functionality. The spacious kitchen is the heart of the home, featuring white cabinetry, generous counter space, and an inviting layout that flows seamlessly into the living and dining areas—ideal for everyday living and entertaining. The fenced backyard provides privacy while allowing you to fully appreciate the tranquil waterfront setting. Life in The Lakes at Harmony is all about enjoying an active, resort-style lifestyle. Residents have exclusive access to a beautiful clubhouse with a zero-entry pool, fitness center, pickleball and tennis courts, social clubs, and countless community activities. You'll also enjoy access to the acclaimed Harmony Golf Preserve, scenic walking trails, pristine lakes, and thousands of acres of protected conservation land. Conveniently located just 30 minutes from Orlando International Airport and approximately 40 minutes from Orlando's world-famous attractions and Florida's Atlantic beaches, this home offers the perfect combination of luxury, recreation, and natural beauty. Experience the very best of Florida living in one of the area's most desirable waterfront communities. The CDD bond/debt portion has been paid in full, with only the O&M portion remaining. Buyer to verify all room dimensions, square footage, and HOA restrictions.

3331 Sagebrush Street, Harmony
$1,100,000
2 Beds ⋅ 2 Baths ⋅ S L & I C SubDv. ⋅ 34769 Zip Code
THERE ARE SEVERAL OUTBUILDINGS ON THE PROPERTY FOR STORAGE PURPOSES. THE INTERIOR OF THE HOME IS VERY WELL KEPT. THE PROPERTY HAS LONG BEEN THE HOME OF THE OWNER'S AGRICULTURAL AND RECREATIONAL HOBBIES. IT IS AN AGRICULTURAL SETTING WITH GAME HENS/ROOSTERS, DOG KENNELS, AND SECURITY GATES THROUGHOUT THE PROPERTY. INCLUDED IS A 4 STALL BARN WITH TACKROOM, AN R/V SLAB WITH UTILITIES & A NEWLY BUILT WOOD GAZEBO. THE PROPERTY IS LOCATED OFF OF A PAVED ROAD (CHAPLAIN) AND IS BESIDE FUTURE GROWTH AREAS DESIGNATED ON FUTURE USE MAPS AS TOWNHOMES, HOMES, AND SCHOOLS. PLEASE CHECK WITH THE COUNTY AS TO CURRENT DRAWINGS OF FUTURE USES. IF YOU LIKE A TRUE, COUNTRY ATMOSPHERE WITH AN ABUNDANCE OF PRIVACY ON THE PROPERTY, THIS IS YOUR SHANGRI LA... GIVE US A CALL. EASY TO SHOW.

3845 Chaplain Road, St Cloud
$279,000
2 Beds ⋅ 2 Baths ⋅ Northwest Lakeside Groves Ph 2 SubDv. ⋅ 34772 Zip Code
Welcome to 2286 Datura Loop, St. Cloud, FL—a beautifully maintained home offering the perfect combination of comfort, style, and convenience. This inviting residence features a thoughtfully designed floor plan with bright, open living spaces that are ideal for both everyday living and entertaining. The spacious kitchen provides ample cabinet and counter space while overlooking the main living and dining areas, creating a seamless flow throughout the home. The primary suite offers a private retreat with an en-suite bath and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy the backyard, offering plenty of room for relaxing, gardening, or outdoor gatherings. Conveniently located near shopping, dining, schools, parks, and major roadways, this home also provides easy access to Lake Nona, Orlando International Airport, Medical City, and Central Florida's world-famous attractions.

2286 Datura Loop, St Cloud
$165,000
2 Beds ⋅ 2 Baths ⋅ Heritage House Condos SubDv. ⋅ 34741 Zip Code
Welcome to easy Florida living in this beautiful corner unit 2-bedroom, 2 -bath condo located in a desirable 55+ community, just 10 miles from Walt Disney World! Whether you're looking for the perfect seasonal retreat or a low-maintenance full-time residence, this move-in-ready home has everything you need. This conveniently located home includes a 2023 A/C unit that has been well maintained. Start your mornings or unwind in the evenings on your private screened lanai then head over to the community pool to enjoy Florida's year-round sunshine. This home is close to world-class attractions, shopping, dining, golf, and healthcare, you'll have everything you need just minutes away. Best of all, this home is being sold fully furnished—simply bring your suitcase and start enjoying the Florida lifestyle from day one! Don't miss this opportunity to own your own slice of paradise. Schedule your private showing today!

1001 Plantation Drive Unit C1, Kissimmee
$879,000
4 Beds ⋅ 4 Baths ⋅ Del Webb Sunbridge SubDv. ⋅ 34771 Zip Code
Welcome to this beautifully upgraded, single-story pool home in Del Webb Sunbridge, a premier 55+ community near Lake Nona and the greater Orlando area. Spanning nearly 2,900 square feet, this elegant home offers an open, modern layout with wide-plank wood-look tile flooring, crown molding, designer lighting, and thoughtfully selected custom finishes throughout. Solar-powered tubular skylights fill the home with natural light by day and automatically provide a soft ambient glow after dark. The kitchen is a standout, featuring crisp white cabinetry, a large contrasting island with seating, pendant lighting, stainless-steel KitchenAid appliances, a tile backsplash, glass-front display cabinetry, and under-cabinet lighting. A separate butler's pantry adds additional cabinetry, a built-in wine rack, and a beverage refrigerator, while the custom walk-in pantry features extensive built-in storage systems for exceptional organization. The kitchen opens to the dining and living areas, creating an easy flow for everyday living and entertaining. The living room features a tray ceiling, crown molding, built-in smart speakers, and tranquil pool views. Smart speakers in the living room and primary suite are controlled via smartphone. Expansive pocketing sliding glass doors disappear completely from view, seamlessly connecting the interior to the screened lanai and pool, creating the ulitmate indoor-outdoor living space. A flexible room with glass double doors provides additional space for work, hobbies, reading, or whatever best suits the next owner's needs. The spacious primary suite includes two custom closets with extensive built-in storage systems. The primary bath features dual furniture-style vanities, a large frameless walk-in shower with a built-in bench, elegant tilework, and a private water closet. The secondary bedrooms are thoughtfully arranged, each with private bath access, providing overnight guests with added comfort and privacy. The spacious laundry room includes extensive cabinetry, a utility sink, storage closets, and a dedicated workspace. A separate mudroom and abundant interior storage help keep the home organized. Additional upgrades include a whole-house water softener, an electric vehicle charger in the three-car garage, and a fully fenced backyard. Outside, the expansive screened lanai extends the living space with multiple covered areas for seating and dining. The screened-in private pool, full outdoor kitchen, paver deck, and fenced backyard create an inviting setting for relaxing afternoons and effortless entertaining. Del Webb Sunbridge offers an exceptional lifestyle centered around the approximately 27,000-square-foot Hammock Club. Amenities include an onsite tavern and grille with outdoor seating, covered grilling pavilion, resort-style community pool, fitness center, movement studio, pickleball and tennis courts, ballroom with performance stage and breakout rooms, club and arts-and-crafts rooms, fire pits, cornhole courts, poolside hammocks, and walking and biking trails. An onsite lifestyle director coordinates activities and opportunities for residents to connect.

2865 Cherry Blossom Loop, St Cloud
$330,000
2 Beds ⋅ 2 Baths ⋅ Northwest Lakeside Groves Ph 2 SubDv. ⋅ 34772 Zip Code
This cozy one-story, 2 bedroom, 2 bathroom, 1-car garage home with 1,351 A/C sq. ft. is not one to miss! With a beautiful kitchen, a luxurious primary suite, and a covered outdoor living space, this home will be your oasis. The domestic suite includes plenty of storage space.

2315 Datura Loop, St Cloud
$330,000
2 Beds ⋅ 2 Baths ⋅ Northwest Lakeside Groves Ph 1 SubDv. ⋅ 34772 Zip Code
One of Twin Lakes' most beautifully upgraded carriage homes, this exceptional Daytona model is perfectly positioned on a PREMIUM POND-FRONT HOMESITE, offering peaceful water views, outstanding indoor-outdoor living, and an impressive collection of builder and owner upgrades that set it apart from other Daytona carriage homes. From the moment you step inside, you'll appreciate the attention to detail, including crown molding throughout the main living areas, upgraded lighting, a stained-glass accent window, a retractable front screen door, and an open, light-filled floor plan designed for comfortable everyday living and effortless entertaining. The spacious great room is enhanced by a BUILT-IN SURROUND SOUND HOME THEATER SYSTEM, creating the perfect setting for movie nights or gathering with friends. The beautifully appointed kitchen is the heart of the home, featuring quartz countertops, a stainless farmhouse sink, upgraded appliances, under-cabinet lighting and upper-cabinet lighting, abundant cabinetry, and a large island that flows seamlessly into the dining and living areas. The primary suite offers a peaceful retreat with tranquil pond views, a custom-designed walk-in closet, and a beautifully upgraded ensuite bath featuring illuminated touch mirrors, including an integrated media mirror that adds a touch of everyday luxury. Step outside to what may become your favorite room of the house. The EXTENDED SCREENED LANAI was designed for true Florida living, complete with a SUMMER KITCHEN, outdoor television, motorized shades, and plenty of space to relax, dine, and entertain while overlooking the peaceful pond. Additional features include a whole-house attic fan, ceiling fans throughout, an oversized laundry room with utility sink and upper and lower cabinetry, and added peace of mind with a 7,000-WATT GENERATOR INCLUDED and a professionally installed generator connection already in place. Located within the gated 55+ Twin Lakes community, residents enjoy exceptional amenities including multiple pools including a resort lagoon pool, lakefront clubhouse, fitness center - men/women steam room and sauna, pickleball, basketball and tennis courts, walking trails, fishing, lake access - pontoon boat, john boat and kayak rentals, pavillion with kitchen and lounge area with a TV and fireplace, and a vibrant calendar of social activities—all while enjoying a low-maintenance lifestyle. Every detail has been thoughtfully selected to create a home that's as functional as it is beautiful. If you've been waiting for an exceptional carriage home with premium pond views and upgrades that truly stand apart, you've just found it.

2495 Datura Loop, St Cloud
$269,000
2 Beds ⋅ 2 Baths ⋅ Northwest Lakeside Groves Ph 1 SubDv. ⋅ 34772 Zip Code
Welcome to this beautifully maintained two-bedroom, two-bathroom duplex, built in 2019 and located in the sought-after 55+ Twin Lakes community. Designed for both comfort and style, this home features an open-concept split floorplan with ceramic tile throughout the main living areas and brand-new carpeting in the bedrooms. The well-appointed kitchen boasts stainless steel appliances, granite countertops, a large center island, a spacious pantry, 42-inch cabinets, and a gas stove, making it perfect for everyday living and entertaining. The spacious primary suite features tray ceilings, a large walk-in closet, and an en-suite bathroom with dual vanities and a walk-in shower. A generous laundry room includes the washer and dryer for added convenience. Additional upgrades include plantation shutters, newer gutters and downspouts, an irrigation system, and owned solar panels that generate approximately $1,000 in annual energy savings. Step outside to the expansive screened patio featuring a tiled floor and roll-down shades, creating the perfect space to relax year-round. The fenced backyard with wrought-iron fencing offers privacy and peaceful views with no rear neighbors. A two-car garage completes this exceptional home. Twin Lakes is a gated, resort-style community offering an outstanding lifestyle with three ponds, multiple swimming pools, access to Live Oak Lake with pontoon boat rentals, a fishing dock, clubhouse, fitness center, dog park, community garden, playground, tennis courts, walking trails, an outdoor kitchen and grilling area, and a full calendar of social activities and events. Conveniently located just minutes from the Florida Turnpike, shopping, dining, medical facilities, and Florida's beautiful beaches, this move-in-ready home combines luxury, convenience, and an active lifestyle in one exceptional package!

2419 Datura Loop, St Cloud
$285,000
2 Beds ⋅ 2 Baths ⋅ Northwest Lakeside Groves Ph 2 SubDv. ⋅ 34772 Zip Code
Virtually Staged. WHY WAIT TO BUILD when you can MOVE RIGHT IN to this beautifully upgraded 2022 BUILT home in the sought-after, GATED ~ 55+ COMMUNITY of Twin Lakes? Perfectly positioned with peaceful POND VIEWS out front and green space behind, this nearly new home offers the ideal blend of style and LOW MAINTENANCE LIVING. A 1.5-car garage (bring your GOLF CART!) adds extra flexibility, while the USDA-eligible location provides even more value. Inside, you will absolutely love the light-filled OPEN CONCEPT floor plan featuring 10-foot ceilings, 8-foot doors, tall baseboards, knockdown ceilings and custom Miami-style blinds throughout, including a motorized blind in the living room. An oversized sliding glass door creates seamless INDOOR/OUTDOOR LIVING, opening to the SCREENED LANAI where you can relax and enjoy the outdoor space. The thoughtfully designed kitchen showcases a timeless neutral color palette, Samsung STAINLESS STEEL APPLIANCES, including a GAS RANGE, pendant lighting, QUARTZ COUNTERTOPS, a large ISLAND with power and a generous WALK-IN PANTRY. Your PRIMARY SUITE is a true retreat with abundant natural light, a tray ceiling, generous WALK-IN CLOSET and a well-appointed private en-suite bath. The ideal SPLIT BEDROOM layout places the guest bedroom and second full bath at the front of the home - perfect for overnight guests or a home office. The smart design continues with an oversized laundry room featuring built-in cabinetry, folding counters, a utility sink and Samsung washer and dryer. Beyond your front door, Twin Lakes delivers an exceptional resident experience centered around LIVE OAK LAKE, with MULTIPLE HEATED POOLS, a spectacular clubhouse, state-of-the-art FITNESS CENTER, pickleball, tennis, bocce, a putting green, and so much more – plus a full calendar of activities and social events led by a dedicated lifestyle director. Located just off Hickory Tree Road with convenient access to US-192/US-441 and everything St. Cloud has to offer, this MOVE-IN READY home combines modern comfort with one of Central Florida's premier active adult communities. Schedule your tour today and let us say WELCOME HOME!

2516 Datura Loop, St Cloud
$449,000
3 Beds ⋅ 2 Baths ⋅ Twin Lakes Ph 2a-2b SubDv. ⋅ 34772 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage located in a gated 55+ active adult community in Central Florida. This well-appointed home offers an open, split-bedroom floor plan designed for both comfort and functionality. Inside, you’ll find vaulted ceilings, porcelain tile flooring throughout the main living areas, new carpet in the bedrooms, and an upgraded kitchen featuring granite countertops, a gas range, upgraded appliances, and ample cabinet space. The kitchen overlooks the spacious living and dining areas, while sliding glass doors lead to a covered, screened lanai—perfect for relaxing or entertaining. The oversized 2-car garage provides plenty of storage. Residents enjoy exceptional resort-style amenities, including a 20,000-square-foot clubhouse, three community pools (including a lap pool), fitness center, tennis courts, pickleball courts, bocce ball, putting green, walking trails, dog park, fishing, and access to pontoon boats and Jon boats on Live Oak Lake. A full calendar of clubs, events, and social activities makes it easy to enjoy an active lifestyle. Conveniently located near Lake Nona Medical City, Orlando International Airport, major highways, shopping, dining, world-famous attractions, and Florida’s beautiful beaches. Schedule your private showing today!

2720 Greenlands Street, St Cloud
$625,000
3 Beds ⋅ 3 Baths ⋅ Twin Lakes Ph 2c SubDv. ⋅ 34772 Zip Code
Discover Your Oasis of Comfort in Twin Lakes. This charming 3-bedroom/3-bath HOME offers the perfect blend of tranquility and convenience. Featuring three spacious bedrooms and three well-appointed bathrooms. Designed with modern upgrades. Step inside to find an inviting ambiance enhanced by 7-inch crown molding and tray ceilings. And Plantation Shutters throughout! As you enter the spacious hallway leading to the open kitchen, living room, and breakfast nook. You are greeted with a screened lanai with a relaxing water view. The gourmet kitchen boasts upgraded light wood cabinetry with crown molding, a custom backsplash, quartz countertops with a generously sized island, an extra-large sink, gas cooktop, double ovens, and a custom hood. A spacious walk-in pantry and an upgraded laundry room. The open-concept living area flows seamlessly to a lanai with cornerless sliding doors. The oversized first-floor primary bedroom comes with a view: elegant Tray ceilings/dual fans, and Sunburst Plantation Shutters. The primary has an ensuite bathroom and walk-in closet. The primary bathroom has dual sinks and quartz countertops, a seamless glass shower with a high-end faucet, dual shower heads, including a rain shower, and a custom tile bench. Amenities include a resort-style pool, a lap pool and a 3rd pool on the villa side. There is also a 20,000 square foot Gorgeous Clubhouse, state-of-the-art fitness center, Flex room, Tennis Courts, Putting Green, Walking Trails, Pickle Ball Court, Fishing, and Pontoon Boats and Jon boat to use on Live Oak Lake! The community has many active and socializing activities to keep you VERY busy!! All of this in a GREAT gated community located in Central Florida close to Lake Nona Medical City, Orlando, Orlando International Airport, Theme Parks, and Brevard Beaches! Don’t miss the chance to own this exceptional property that beautifully blends luxury, security, and functionality. Experience the vibrant lifestyle that Twin Lakes will give you Owner Upgrades: Sunburst Plantation Shutters throughout home. $9,000 Indoor Motorized Roller Shade w/rechargable Motor. $2000. Outdoor Motorized Roller Light Filtering Shade $2300 Epoxy Garage Floor - Lifetime Warranty $4200 Spring Well Water Filtering System $2500 Subwoofer for Surround Sound $300 Screening for Lanai $3400 Mounted TV for Lanai $500

2680 Redblush Terrace, St Cloud
$412,500
3 Beds ⋅ 2 Baths ⋅ Twin Lakes Ph 2a-2b SubDv. ⋅ 34772 Zip Code
Built in 2021 and meticulously maintained, this pristine, move-in ready 3-bedroom, 2-bath home offers the perfect private retreat. Beyond the front door, you’ll enjoy the vibrant resort-style lifestyle that makes Del Webb Twin Lakes one of Central Florida’s premier 55+ communities. Key features include: BRAND NEW AC, (2026), $6k wired Sonos speaker system throughout the living room and patio, fresh interior paint (2026), tankless water heater, stainless steel appliances, open floor plan, gas line, outdoor kitchen, built in wine fridge, large screened in patio with outdoor kitchen. Stepping inside this Captiva floor plan and through the foyer, it boasts a spacious, open floor plan with split bedrooms. The kitchen/living room area is the heart of the home and makes entertaining feel easy with extensive granite countertops/cabinetry, a large island ,a built in wine fridge, a fully wired $6k Sonos speaker system, and sliding panoramic doors to the screened in lanai that opens all the way up for premier entertaining. The oversized laundry room has plenty of counter space, a utility sink, and more than enough cabinets. The primary suite is spacious with tall, tray ceilings and leads directly to a spacious bathroom that will surely be your oasis. Dual sinks with plenty of counter space, and a large dual head shower. Through the bathroom is the oversized, walk in closet. Two additional bedrooms work well for guests, hobbies, or a quiet workspace, plus a two-car garage. Don’t be surprised if you spend most of your time on the patio. Sliding doors open all the way to a large screened-in lanai with an outdoor kitchen, made for easy mornings and Florida evenings. Out back, a large yard is wrapped in perimeter privacy hedges. Professional landscaping all around the exterior of the home add to its serene feel. All of this sits in Twin Lakes, St. Cloud's gated 55+ community on Live Oak Lake. This community really is a whole lifestyle with 40+ clubs and social events/activities to join! Enjoy a resort-style lifestyle with a lap pool and resort pool, jacuzzi, cabanas and grilling area, gym, saunas, meeting/event space, massive luxury clubhouse, pickleball court, tennis courts, putting greens, walking trails, and a community dock on Live Oak Lake with lake access, a shared pontoon boat, kayaks, fishing and MORE! Located near major roads and highways, the airport and just minutes from downtown St. Cloud. This home is a must see! Book your showing today!

5087 Twin Lakes Boulevard, St Cloud
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