Osceola Homes with Security Community Extras

Osceola Homes with Security Community Extras

Welcome to Osceola County, Florida, where charming communities and endless possibilities await you. Osceola County is a vibrant area known for its diverse neighborhoods, rich cultural heritage, and stunning natural landscapes. Whether you're looking to settle down in a bustling city or escape to a peaceful suburban oasis, Osceola County has something for everyone.

One of the standout features of the homes in Osceola County is the Security Community Extras they offer. True to its name, these communities prioritize safety and security, providing residents with peace of mind and a sense of comfort. From gated entrances and security patrols to advanced surveillance systems, you can rest easy knowing that your home and loved ones are well-protected.

Living in a home with Security Community Extras not only offers safety benefits but also enhances your overall quality of life. These communities often boast a range of amenities such as clubhouse access, fitness centers, swimming pools, and walking trails, providing residents with ample opportunities for recreation and relaxation right at their doorstep.

Whether you're a young professional, a growing family, or a retiree looking for the perfect place to call home, Osceola County's homes with Security Community Extras are sure to exceed your expectations. Experience the best of both worlds – a secure, welcoming community and a home that meets your every need. Come and discover the magic of Osceola County – your dream home awaits!

Newest Osceola Homes with Security Community Extras

$207,000
3 Beds ⋅ 2 Baths ⋅ Club Cortile Condo Ph 11 SubDv. ⋅ 34746 Zip Code
OUR FLORIDA GETAWAY AWAITS! Enjoy the best of Central Florida living in a resort-style community offering a pool, hot tub, fitness center, clubhouse, and tennis courts. Conveniently located near Walt Disney World, Orlando International Airport, shopping, dining, entertainment, and major Central Florida attractions, this property puts everything you need within easy reach. Whether you’re searching for a vacation home, second home, or income-producing rental opportunity, this location and community offer the perfect combination of convenience and resort-style living.

2718 Club Cortile Circle Unit B, Kissimmee
$1,099,000
5 Beds ⋅ 6 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code
Virtually Staged. Experience an exceptional Florida lifestyle at 1641 Gateway Lane, an impressive waterfront residence offering more than 5,400 square feet of living space, beautiful lake views, and peaceful conservation views across the street. Located in the sought-after gated community of Bellalago, this AV Homes Model B residence combines generous scale, thoughtful design, and an enviable setting. The five-bedroom, 5.5-bath floorplan also includes a first-floor office and spacious second-floor loft. The home's exceptional setting is evident from the moment you arrive. Conservation views across the street provide a peaceful natural backdrop, while the rear of the residence overlooks the lake, offering beautiful water views and a sense of privacy from both the front and rear. Inside, the expansive Model B floorplan is designed for both everyday living and entertaining. High ceilings, abundant windows, and generously proportioned rooms create an open, light-filled atmosphere, while the thoughtful layout provides separation between entertaining spaces, private retreats, and functional areas. The spacious kitchen overlooks the primary gathering areas, keeping family and guests connected while taking advantage of the natural light and surrounding views. The first floor is anchored by a generously sized primary suite, privately positioned away from the additional bedrooms and offering a comfortable retreat. The en-suite bath provides a spacious setting for everyday comfort, while a dedicated office offers flexibility as a workspace, study, or quiet retreat. Upstairs, four additional bedrooms and three full bathrooms provide exceptional accommodations for family and guests. A substantial loft connected to a large outdoor balcony with water views adds another versatile living area for a media room, game room, lounge, or gathering space and opens to a private balcony with scenic views. Thoughtful functionality continues throughout the home with two separate garages accommodating up to four vehicles and two laundry rooms—one on each level—providing exceptional convenience for a residence of this size. Outside, the waterfront setting takes center stage. The expansive screened-in, pavered outdoor area creates a natural extension of the home's living space and offers an inviting place to enjoy Florida's year-round climate. Relax with morning coffee overlooking the lake, entertain guests, or simply unwind while taking in the peaceful water views. Bellalago offers a resort-inspired lifestyle within a gated, master-planned community surrounded by natural beauty and the area's scenic waterways. Residents enjoy an impressive collection of amenities designed for recreation, relaxation, and an active Florida lifestyle, including a clubhouse, resort-style swimming pools, fitness facilities, tennis and sports courts, playgrounds, walking trails, and waterfront recreation. The community also features a marina and boat ramp, providing convenient access to the water for boating and other outdoor activities. Beautiful landscaping, lakes, conservation areas, and thoughtfully designed neighborhoods create a welcoming environment that feels like a retreat while remaining conveniently connected to Central Florida. With convenient access to major roadways, shopping, dining, entertainment, and Orlando's world-renowned attractions, Bellalago offers the rare opportunity to enjoy a peaceful waterfront community without sacrificing accessibility.

1641 Gateway Lane, Kissimmee
$385,000
4 Beds ⋅ 2 Baths ⋅ Remington Prcl M1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to this beautiful 4-bedroom, 2-bath POOL home located in the highly sought-after Windsor Park neighborhood within the gated Remington Golf & Country Club community. Perfectly positioned on a scenic pond-front homesite, this move-in-ready residence offers the ideal blend of comfort, convenience, and Florida lifestyle living. Step inside to an open and airy floor plan featuring stylish laminate flooring, abundant natural light, and spacious living areas designed for both everyday living and entertaining. The well-appointed kitchen overlooks the living and dining spaces, creating a seamless flow for gatherings with family and friends. Sliding glass doors open to your private screened-in pool and lanai, where you can relax and enjoy tranquil pond views year-round. The spacious primary suite offers a walk-in closet and an upgraded ensuite bathroom, while the additional bedrooms are generously sized with ample closet space and ceiling fans throughout. Whether you're searching for a primary residence, vacation home, or income-producing property, this home offers exceptional flexibility with zoning that allows short-term rentals. Lawn care is included in the HOA dues, and the CDD is conveniently included in the annual property tax bill. Residents of Remington enjoy an impressive array of amenities, including a clubhouse, fitness center, recreation room, lap pool, kiddie pool, playground, tennis courts, basketball courts, beach volleyball, baseball and soccer fields, walking trails, and access to the community's beautiful golf course setting. Conveniently located near major highways, shopping, dining, schools, Orlando International Airport, world-famous theme parks, and Central Florida attractions, this exceptional home offers the perfect opportunity to enjoy resort-style living in one of Kissimmee's most desirable golf communities. Come experience the best of Florida living—your private pool retreat awaits

2747 Callaway Lane, Kissimmee
$530,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Welcome to 9033 Flamingo Key Way, a beautifully furnished 6-bedroom, 4.5-bathroom pool home located in the highly desirable Solara Resort community of Kissimmee! Offering nearly 3,000 square feet of living space, this spacious home is ideally suited as a primary residence, vacation retreat, or investment property with short-term rental potential. Designed with both comfort and entertainment in mind, the home features an open and inviting floor plan, multiple gathering spaces, themed bedrooms, and an upstairs loft/family lounge. The spacious kitchen opens to the main living and dining areas, providing plenty of room for family gatherings and entertaining. Step outside to your own private screened-in pool and spa, where guests can relax, dine outdoors, and enjoy the Florida sunshine year-round. The home is offered fully furnished, providing an excellent turn-key opportunity for buyers looking for a vacation home or investment property. Located within the gated Solara Resort, owners and guests can enjoy an impressive selection of resort-style amenities, including a grand community pool, clubhouse, fitness center, FlowRider® surf simulator, sports courts and fields, playground, on-site dining, poolside cabanas, and additional recreation areas. The location provides convenient access to Walt Disney World and Central Florida's world-famous attractions, along with nearby shopping, dining, entertainment, and major roadways. Whether you're searching for a Florida vacation home, an income-producing short-term rental opportunity, or a spacious residence near the attractions, 9033 Flamingo Key Way offers an exceptional combination of location, space, amenities, and resort-style living. Schedule your private showing today!

9033 Flamingo Key Way, Kissimmee
$935,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
***ACTIVE MEMBERSHIP AVAILABLE***TURNKEY RENTAL HOME!! Feast your eyes on this FULLY RENTAL OPTIMIZED 5-bedroom GOLF VIEW home in Reunion! PHENOMENAL LOCATION backing right up to Nicklaus Golf Course for amazing views. Professionally decorated with new furniture THROUGHOUT and well maintained by current owners & management company! This FULLY FURNISHED home has been upgraded to standout in the rental market with multiple THEMED ROOMS as well as an incredible ARCADE THEMED garage conversion with 2 RACING GAMES, POP-A-SHOT, & AIR HOCKEY TABLE! This garage also has an AC SPLIT UNIT so the owners and guests can enjoy the arcade even during the hotter times of the year. Second floor has two THEMED ROOMS. One CUSTOM BUILT DRAGONS BEDROOM as well as a CUSTOM FROZEN CASTLE BEDROOM perfect for family vacations! This fully furnished home is truly TURNKEY as the association takes care of all the general maintenance of the exterior landscaping. Along with a full renovation of the garage and themed rooms, this home also has 2 BRAND NEW HVAC UNITS ($22,000 EXPENSE & INCLUDE 10 YEAR WARRANTY!), EXTERIOR PAINTED, NEW LANDSCAPING, & FRESHLY PAINTED KITCHEN! This home is currently an active short-term rental and will hit the ground running for the new owner! Don't miss your chance!! Make this you primary, second home, or investment property!! Don’t miss your chance & schedule your showing today! REUNION’S Proximity To All The Major Theme Parks Especially 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. Hungry?, Why Not Step Into One Of The 5 Onsite Restaurants That Go From Hamburgers At The Cove To Fine Dining At Eleven And Everything In Between. There Are 12 Pools In The Community Including Multimillion Dollar Water Park With Lazy River & Water Slide.

949 Desert Mountain Court, Kissimmee
$600,000
5 Beds ⋅ 6 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code
Welcome to this fully furnished and well-maintained 5-bedroom, 5-bath vacation home in the highly sought-after Storey Lake Resort. The home features a spacious open layout, an upstairs loft, and a private screened in pool and spa perfect for relaxing after a day at the parks. Offered fully furnished and equipped, it’s ready to enjoy as a personal vacation home or short-term rental investment. One of the biggest draws is the Storey Lake lifestyle. Owners and guests have access to TWO clubhouses with resort-style pools, a lazy river, water slides, splash pad, fitness center, tiki bar, mini golf, playgrounds, game room, movie theater, jogging trails, and complimentary shuttle service throughout the resort. And the location is hard to beat just minutes from Orlando’s world-famous theme parks, with restaurants, shopping and grocery stores nearby, plus convenient access to major highways and Orlando International Airport. This is an opportunity to own a turnkey vacation property in one of Central Florida’s most popular resort communities.

4722 Sleepy Hollow Drive, Kissimmee
$310,000
3 Beds ⋅ 3 Baths ⋅ Terra Verde Villas Ph 2 SubDv. ⋅ 34746 Zip Code
Great opportunity in the highly desirable Terra Verde Resort! This fully furnished, turnkey 3-bedroom, 2.5-bath townhome is located just minutes from Walt Disney World and Central Florida’s top attractions. Currently operating as a short-term rental, this property offers an excellent opportunity for those looking for a Florida vacation home or investment. Recent updates include a new HVAC system (2025), water heater (2025), refrigerator (2025), and dishwasher (2025). Enjoy the resort-style amenities of Terra Verde ,a gated community conveniently located near shopping, dining, entertainment, and major highways.

4731 Vero Beach Place, Kissimmee
$895,000
6 Beds ⋅ 5 Baths ⋅ Bellalago Ph 4p SubDv. ⋅ 34746 Zip Code
FURNISHED 6-BEDROOM BELLALAGO RETREAT WITH CONSERVATION VIEW & NEW EXTENDED SCREENED PATIO! Imagine coming home to a spacious Florida retreat where six fully furnished bedrooms, a peaceful conservation view and a newly extended screened-in patio create the perfect setting for family vacations, entertaining and relaxed Florida living. This impressive 6-bedroom, 5-bathroom home offers approximately 3,915 sq. ft. and is designed to comfortably accommodate large families and guests. Recently refreshed with major 2024 renovations, the home features new flooring throughout and a renovated kitchen that provides an inviting gathering space for family and friends. Step outside to the extended and renovated screened-in back patio, where the tranquil conservation backdrop provides a private-feeling setting for morning coffee, outdoor dining or unwinding after a day at Orlando's world-famous attractions. The home is offered fully furnished, including all six bedrooms, providing an exceptional turnkey opportunity. Whether you're looking for a vacation home, second residence, or furnished investment property, this home offers the space and flexibility to make the most of Central Florida living. The 3-car garage provides generous parking and storage, adding valuable convenience to this already spacious home. The expansive floor plan offers plenty of room for everyone to spread out, relax and enjoy time together. Located in the desirable Bellalago community in Kissimmee, the property is conveniently positioned for enjoying Central Florida's premier attractions, with easy access to Walt Disney World, Universal Orlando, SeaWorld, shopping, restaurants and entertainment. 6 bedrooms. 5 bathrooms. Nearly 3,915 sq. ft. Fully furnished. Conservation view. Renovated kitchen. New flooring. Extended screened-in patio. 3-car garage. Everything you need for a memorable Florida getaway or a comfortable full-time residence is right here. Come see why this spacious Bellalago home could be your next Florida retreat!

3731 Eagle Isle Circle, Kissimmee
$439,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook South Ph F-1 SubDv. ⋅ 33896 Zip Code
LIVE LIKE A CHAMPION! FULL GOLF MEMBERSHIP INCLUDED IN HOA! Beautifully upgraded and impeccably maintained, this 4-bedroom, 2½-bath residence in the prestigious ChampionsGate Country Club offers nearly 2,500 square feet of refined living space with an exceptional end-of-cul-de-sac setting on Pro Shop. Thoughtfully enhanced throughout, the home combines sophisticated finishes, modern comfort, and the resort lifestyle ChampionsGate is known for. An east-facing backyard provides the perfect backdrop for peaceful Florida mornings, colorful sunrises, and spectacular rocket launches from the Space Coast. Inside, a light-filled, open-concept floor plan is complemented by luxury vinyl plank flooring throughout the main level and upstairs loft, creating a seamless and polished look. At the heart of the home, the expansive kitchen features quartz countertops, stainless steel appliances, elegant 42-inch cabinetry, a new dishwasher, and an oversized center island designed for both entertaining and everyday living. Custom feature walls in the main living and dining areas add architectural interest and a distinctive designer finish. Upstairs, all four bedrooms provide separation from the main entertaining spaces. The spacious primary suite is a true retreat, highlighted by a custom feature wall, built-in fireplace, generous walk-in closet, and private en-suite bath. The extensive list of improvements continues with a custom fiberglass front door backed by a lifetime warranty, fresh exterior paint, upgraded lighting throughout the main living areas, new remote-controlled ceiling fans, and new coils for the upstairs A/C system. The garage has also been thoughtfully enhanced with overhead rack shelving and built-in storage beneath the staircase, maximizing functionality without sacrificing space. Meticulously cared for and truly move-in ready, this home offers an impressive combination of location, upgrades, and lifestyle. ChampionsGate Country Club delivers resort-style living at an exceptional level. Homeownership includes a full golf membership, along with access to an extraordinary collection of amenities. The Oasis Club features a 14,000-square-foot clubhouse, restaurant, movie theater, fitness center, game room, tiki bar, lazy river, and private cabanas. Country Club residents also enjoy exclusive access to The Plaza, featuring a private restaurant and bar, fitness center, game room, and pool, along with a $75 monthly food and beverage credit. The Retreat Club adds yet another destination with its expansive waterpark, outdoor bar, and grill. From championship golf and resort-style amenities to a beautifully upgraded home in a premier cul-de-sac location, 1401 Pro Shop is an opportunity to experience the ChampionsGate lifestyle at its best.

1401 Pro Shop Court, Davenport
$195,000
1 Beds ⋅ 1 Baths ⋅ Seven Eagles Condo SubDv. ⋅ 34747 Zip Code
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, Reunion
$499,000
5 Beds ⋅ 4 Baths ⋅ Windsor At Westside Ph 3a SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 5-bedroom, 4-bathroom pool home in the sought-after Windsor at Westside Resort! SHORT-TERM RENTAL ALLOWED........ Situated on a desirable corner lot, this spacious two-story property offers an open-concept layout designed for comfortable living, entertaining, and relaxing. The home comfortably accommodates up to 14 guests and features generous living spaces throughout. The first-floor primary suite provides a private retreat, while the well-appointed kitchen showcases granite countertops, stainless steel appliances, and a large island overlooking the dining and living areas. Enjoy the ultimate resort lifestyle with access to a zero-entry pool, water slide, lazy river, splash playground, clubhouse, fitness center, volleyball courts, lake and pier, sundry shop, and arcade. Ideally located near Walt Disney World and Orlando’s many popular attractions, this property is an excellent opportunity for a short-term rental investment, vacation getaway, or personal retreat. Bring your offers and make this resort property yours!

2462 Dubai Street, Kissimmee
$580,000
6 Beds ⋅ 5 Baths ⋅ Stoneybrook South North Prcl Ph 6 SubDv. ⋅ 33896 Zip Code
Welcome to this beautifully maintained 6-bedroom, 5-bath POOL HOME in sought-after Stoneybrook South North, delivering nearly 3,300 SQUARE FEET of spacious living, a PRIVATE POOL, resort-style amenities and the flexibility of SHORT-TERM RENTAL USE—making it an ideal INCOME-PRODUCING VACATION HOME, second home or full-time residence. Built in 2021, this TWO-STORY home still FEELS LIKE NEW and is being offered FULLY FURNISHED with high-end, quality furniture. Located within a GUARD-GATED COMMUNITY WITH 24-HOUR SECURITY, you'll enjoy peace of mind along with a true resort lifestyle. A brick paver driveway leads to the attached 1-car garage, beautifully accented with STONE FACING, while a stylish 4-LITE GLASS-PANELED FRONT DOOR welcomes you inside. From the moment you enter, the CERAMIC TILE FLOORING and modern finishes create a fresh, inviting feel. The main floor was designed for effortless gathering, with the Kitchen, Dining Area and Living Room flowing together in a bright OPEN CONCEPT layout. TWO SETS OF SLIDING GLASS DOORS bring in abundant natural light and create a seamless connection to the pool area, while CONTEMPORARY LIGHTING throughout adds a polished finishing touch.The spacious Kitchen is both stylish and functional, featuring 42-inch white cabinetry, QUARTZ COUNTERTOPS, a closet pantry, STAINLESS STEEL APPLIANCES and a sleek backsplash, while the adjacent Dining Area keeps everyone connected. Sliding glass doors lead to your COVERED PATIO and PRIVATE POOL, all enclosed within a SCREENED LANAI—creating your own private outdoor retreat for relaxing, dining and enjoying the Florida sunshine. The main floor also offers a BEDROOM and FULL BATH, providing an ideal option for guests, extended family or MULTIGENERATIONAL LIVING. A convenient Laundry Room with UTILITY TUB and INCLUDED WASHER AND DRYER completes the first floor. Upstairs, plush CARPETING continues throughout and a SPACIOUS LOFT at the top of the stairs provides an additional gathering area, game space or flexible retreat. The generous PRIMARY SUITE is filled with NATURAL LIGHT and offers a WALK-IN CLOSET and private en-suite bath complete with dual sinks, a GARDEN TUB, step-in shower, and private water closet. Four additional bedrooms are also located upstairs, including one with its own EN-SUITE BATH, giving guests plenty of comfort and privacy. Outside, the PRIVATE POOL and covered patio under the SCREENED LANAI, create the perfect place to unwind after a day exploring Central Florida's attractions or to simply enjoy a relaxing day at home. Stoneybrook South North offers an impressive RESORT-STYLE AMENITY PACKAGE, including a RESORT POOL, waterslide, lazy river, splash pad, TIKI BAR, fitness center, MOVIE THEATER, restaurant, sports courts, playground areas and GOLF-RELATED AMENITIES, creating plenty of ways to stay active and entertained. The location is equally appealing for vacationers and investors, with EASY ACCESS to Walt Disney World, Universal Orlando, SeaWorld, ESPN Wide World of Sports, Disney Springs and the area's CHAMPIONSHIP GOLF COURSES. Nearby ChampionsGate and Posner Park offer additional dining, shopping and everyday conveniences. Whether you're looking for an INCOME-PRODUCING INVESTMENT, a vacation getaway or a PLACE TO CALL HOME, this TURN-KEY Davenport GEM is ready to welcome you! Call and schedule your private tour today!

1045 Leader Street, Davenport
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