Kissimmee Homes with Gated Amenities

Kissimmee Homes with Gated Amenities

Welcome to Kissimmee, Florida, a vibrant and enchanting city nestled in the heart of Osceola County. Known for its picturesque landscapes and proximity to world-renowned attractions, Kissimmee offers a unique blend of adventure and tranquility. Just a stone’s throw away from the magic of Walt Disney World and Universal Studios, this charming locale is perfect for families, retirees, and anyone seeking a lively community with a touch of Southern hospitality.

Kissimmee boasts a diverse array of neighborhoods, many of which feature stunning homes with gated amenities. These gated communities provide not only security and peace of mind but also a sense of exclusivity and luxury. Imagine returning home to a beautifully landscaped entrance, where you can relax and unwind in a serene environment. Many of these homes come equipped with modern features, spacious floor plans, and private outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars.

Life in Kissimmee is enriched by an abundance of recreational opportunities. Residents can explore the scenic parks, indulge in local dining experiences, or take part in thrilling outdoor activities such as fishing, boating, and hiking. With its warm climate and friendly atmosphere, Kissimmee is not just a place to live—it’s a lifestyle.

Whether you’re looking for a family-friendly neighborhood or a peaceful retreat, Kissimmee’s gated communities offer the perfect blend of comfort, security, and accessibility. Discover your dream home in this enchanting city, where every day feels like a vacation!

Newest Kissimmee Homes with Gated Amenities

$325,000
3 Beds ⋅ 3 Baths ⋅ Meadow Woods Cove SubDv. ⋅ 34743 Zip Code
Virtually Staged. Welcome to 2017 Gold Spring Cove!! COMPLETELY MOVE IN READY and tucked behind the gates of desirable Meadow Woods Cove, this beautifully maintained 3-bedroom, 2.5-bathroom Toll Brothers Townhouse offers 2,079 square feet, an attached 1-car garage, a BRAND-NEW ROOF installed in September 2026, and a 2023 HVAC system! These major improvements provide exceptional peace of mind from day one. The interior has also been freshly painted, and there is NO CARPET anywhere in the home. Tile flooring spans the main level, while upgraded hard surface flooring continues up the staircase and throughout the second floor. From the moment you arrive, the brick and stone accented exterior, brick paver driveway, and canopy of mature trees give the home and community a warm, established charm. Inside, a flexible front living area can serve as a sitting room, home office, or additional gathering space. Continue into the heart of the home, where the open living and dining areas are enhanced by soaring ceilings, abundant natural light, recessed lighting, and a dramatic staircase with the upstairs loft overlooking the main living space. The upgraded kitchen feels fresh and inviting, featuring granite countertops, two tone painted cabinetry, updated hardware, a breakfast bar, and updated stainless steel appliances. Its open design keeps the kitchen connected to the dining and living areas, making the layout equally comfortable for quiet evenings and entertaining. Sliding glass doors lead to the screened porch, where you can relax while overlooking HOA maintained green space with NO REAR NEIGHBORS! Upstairs, the spacious loft offers flexibility for a bonus room, home office, media space, or secondary living area. The generously sized primary suite includes multiple closets and an upgraded private bathroom with separate vanity areas, a soaking tub, a glass enclosed shower, and upgraded tile and flooring. Two additional bedrooms, a full guest bathroom, and a conveniently located upstairs laundry area complete the second floor. Meadow Woods Cove offers gated entry, a community pool, mature landscaping, and an affordable HOA fee of only $215 per month. The location is phenomenal, with easy access to Osceola Parkway, SR 417, and Florida’s Turnpike. Shopping and dining at The Loop are nearby, with Lake Nona and Medical City approximately seven minutes away and Orlando International Airport approximately ten minutes away. Walt Disney World is approximately 12 miles from the community, placing Central Florida’s world-famous attractions within easy reach while keeping everyday conveniences close to home. The owners have loved and carefully maintained this home over the years, and that pride of ownership is evident throughout. With a brand-new roof, 2023 HVAC, fresh paint, no carpet, generous living space, a 1-car garage, a gated setting, and no rear neighbors, this is an exceptional opportunity to purchase a truly move in ready home. Schedule your private showing today!

2017 Gold Spring Cove, Kissimmee
$308,000
2 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5a SubDv. ⋅ 34744 Zip Code
Quiet and gated highly desirable 55+ community Tohoqua Reserve. Home priced for a quick sale. Step into this pristine, 4-year-young home designed for effortless relaxation and active living! Overflowing with natural light, this open-concept layout features 2 spacious bedrooms, 2 full baths, plus a versatile flex room perfect for a home office, hobby den, or guest space. The heart of the home boasts a beautiful kitchen with granite countertops, recessed lighting, and seamless flow into the living space. Unwind in your primary suite complete with double vanities, walk-in shower, spacious walk-in closet. Enjoy listening to the birds or a favorite book on the screened-in porch overlooking peaceful, yard space. Complete with a 2-car garage, dedicated laundry room, and generous storage throughout. Community features swimming pool, tennis courts, dog park, clubhouse

2723 Summer Retreat Lane, Kissimmee
$409,900
4 Beds ⋅ 3 Baths ⋅ Remington Prcl M 3 SubDv. ⋅ 34744 Zip Code
Beautifully updated 4-bedroom, 2.5-bath home offering 2,407 sq. ft. of living space and a 2-car garage. Freshly painted inside and out, with vinyl flooring throughout the downstairs and ceramic tile, plus brand-new carpet upstairs. Move-in ready and conveniently located in Kissimmee!

890 Mcinnis Court, Kissimmee
$310,000
3 Beds ⋅ 3 Baths ⋅ Villa Sol Twnhms Village 6 SubDv. ⋅ 34744 Zip Code
Welcome to this beautiful townhome in the Villa Sol Townhomes Gated Community. This spacious two story home features 3 bedrooms, 2.5 bathrooms and 1,584 sq ft of comfortable living space. The open concept main level features beautiful luxury vinyl wood flooring seemlessly connects the kitchen, dining, and living areas, creating an inviting space for everyday living and entertaining. The kitchen offers granite countertops and includes a 2024 Bespoke refrigerator, Bespoke dishwasher, range and microwave (2018). Additional features includes a water softener and a kitchen water filtration system with reverse osmosis. Step through the french doors to enjoy your private open air courtyard with a brick paver patio, an ideal outdoor retreat for relaxing, dining or gathering with family and friends. Convenient access to the garage adds even more functionality to the home. Upstairs, all bedrooms provide comfortable private retreats, while the upstairs laundry provides everyday convenience. Located close to shopping, dining, major attractions and everything Kissimmee has to offer, this townhome combines comfort, and functionality and a convenient location. HOA includes cable and internet through Spectrum.

3113 Via Otero Drive, 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
$625,000
4 Beds ⋅ 6 Baths ⋅ Remington Ph 1 Tr C SubDv. ⋅ 34744 Zip Code
STUNNING POOL HOME IN THE GATED GOLF COMMUNITY OF REMINGTON! New Roof (Jan. 2025) New Water Heater (May 2025) Exceptional 4-bedroom, 5½-bath pool home offering 4,146 heated square feet of living space in the highly sought-after gated community of Remington in Kissimmee. From the moment you arrive, you'll appreciate the expansive 3-CAR SIDE-ENTRY GARAGE, complete with a WORKSHOP AREA and EV CHARGER. Step inside to a welcoming first floor with the spacious family room features a GAS FIREPLACE, while the large kitchen offers plenty of cabinetry, workspace, and a comfortable dinette area. A separate FORMAL DINING ROOM provides an elegant space for special occasions. The PRIVATE OFFICE, enclosed by French doors and accented by a beautiful chandelier, is ideal for working from home. The first-floor guest bedroom offers convenient access to a bathroom, making it perfect for guests or multigenerational living. A DEDICATED LAUNDRY ROOM with Washer and Dryer plus additional storage. Upstairs, the IMPRESSIVE PRIMARY SUITE that offers a luxurious private retreat. Step outside on your PRIVATE BALCONY overlooking the sparkling pool and golf course—the perfect spot to enjoy your morning tea or unwind at the end of the day. The spacious en-suite bathroom features a garden tub, separate shower, water closet, dual sinks, and THREE WALK IN CLOSETS! The second bedroom is an incredible 23' x 13' and includes a sitting area, TWO closets, and a private en-suite bath. The third upstairs bedroom also features its own en-suite bath and two closets. You will have plenty of storage throughout. For movie nights and entertaining, head to the dedicated movie room, creating the perfect space for family fun or just relaxing at home. Step outside to your private SCREENED POOL AND SPA, where Florida living comes to life. The outdoor space includes a FULL POOL BATH with shower, making it easy to enjoy the pool without having to track water through the home. The pool heater and indoor fireplace are both powered by gas. Located in the GATED GOLF COURSE COMMUNITY of Remington with amenities that include FITNESS CENTER, POOL, Basketball Courts, Tennis Courts, Baseball Field, Sand Volleyball, Security, and Playgrounds. This home offers a desirable location with a community atmosphere and convenient access to Central Florida's world-class attractions, shopping, dining, and major roadways. With an abundance of living space, generously sized bedrooms and closets, private pool and spa, balcony overlooking the pool and golf course, three-car garage, movie room, office, and recent major upgrades, this is an exceptional opportunity to enjoy spacious Florida living in a sought-after gated golf community. Don't miss the opportunity to make this remarkable home yours!

156 Burrell Circle, Kissimmee
$419,990
4 Beds ⋅ 2 Baths ⋅ Lago Buendia Ph 1 SubDv. ⋅ 34744 Zip Code
Imagine a thoughtfully designed home with 12-foot ceilings that create a sense of openness and grandeur without feeling overly formal. The main living and dining spaces are connected but distinctly separated, allowing them to feel like part of one cohesive entertaining area while maintaining their own identities. The living room also feature double sliding doors that give easy access to the screened in lanai. A newly refreshed, open-concept kitchen flows seamlessly into the living area, creating a bright and welcoming space for entertaining. The large master ensuite featuring a spacious walk-in shower and a freestanding soaking tub. The bathroom offers an elegant, spa-like atmosphere with ample room to move around, dual vanities, generous storage, and beautiful finishes. Gated community with resort style pool and playground adds to warm feel of a family oriented community. Roof has been redone in 2023 and still carries another 7 years of warranty. AC unit has recently been serviced and check and is working perfectly. Make this your new home!

2900 Bonita Circle, Kissimmee
$320,000
3 Beds ⋅ 3 Baths ⋅ Villa Sol Townhomes Village 6 SubDv. ⋅ 34744 Zip Code
Beautifully maintained, move-in-ready 2-story townhome in the gated, resort-style community of Villa Sol! This impeccably kept 3-bedroom, 2.5-bath home offers 1,540 sq ft of living space with a 2-car garage. Gorgeously decorated and sold fully furnished with high-end furnishings throughout, this home is turnkey-ready. Perfect as your primary residence, a second home, or a short-term rental investment opportunity. The level of care, upgraded décor, and furniture package set this home apart from other properties in the community. Step inside to a bright, open floor plan with tile flooring on first floor and hard-wood at second floor. The kitchen features rich wood cabinetry, granite-look countertops, and stainless steel appliances, opening to a spacious dining and living area with sliding glass doors leading to a private screened lanai. Upstairs offers a generous primary suite with a walk-in closet, two additional bedrooms, a full bath, and a convenient laundry room. Villa Sol residents enjoy resort-style amenities including a clubhouse, community pool, fitness center, tennis courts, playground, walking trails, and beautifully maintained grounds. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High. Minutes from major highways, shopping, dining, and Orlando's theme parks. Pride of ownership shows throughout this exceptional home!

3140 Via Otero Drive, Kissimmee
$489,900
6 Beds ⋅ 4 Baths ⋅ Villa Sol Ph 2 Village 3 SubDv. ⋅ 34744 Zip Code
Nestled within a prestigious gated community, this meticulously maintained sanctuary offers an exceptional blend of elegance, peace of mind, and modern convenience. Step inside to discover a luminous, light-filled interior showcasing fresh, neutral paint and beautiful, low-maintenance luxury vinyl plank flooring that flows seamlessly throughout the main level. At the heart of the home lies a newly transformed chef’s kitchen, thoughtfully designed with stunning granite countertops, a spacious central island for effortless entertaining, sleek stainless steel appliances, and abundant storage to keep everything beautifully organized. Designed with flexibility and indulgence in mind, the residence boasts two primary suites, including a private retreat ideal for a mother-in-law suite, guest sanctuary, or multi-generational living. Unwind at the end of the day in your private backyard oasis, featuring a serene screened-in pool and spa designed for effortless outdoor lounging without the hassle of pests. Beyond your private retreat, resort-style community amenities elevate daily living with access to a sprawling clubhouse, fully equipped fitness center, shimmering pool, tennis and basketball courts, and a charming neighborhood park, offering a perfect balance of active living and peaceful relaxation.

2986 Siesta View Drive, Kissimmee
$510,000
4 Beds ⋅ 2 Baths ⋅ Villa Sol Ph 2 Village 3 SubDv. ⋅ 34744 Zip Code
Welcome to this STUNNING 4 bed/2 bath POOL home in the GATED COMMUNITY of Villa Sol. This Energy-Efficient home is loaded with UPGRADES and character from the moment you walk through the door! Features include 2 additional DEN/OFFICE rooms, NEWER AC (2023), FULLY OWNED SOLAR PANELS, slat wall panels in the living room, modern fixtures, NEWER APPLIANCES (2023) and an open layout. The gourmet kitchen boasts QUARTZ countertops, a KITCHEN ISLAND with breakfast bar, soft-close drawers, stainless steel appliances and a built-in oven. The spacious primary suite offers an en-suite bathroom with a separate tub and shower, generous vanity space and a WALK-IN CLOSET. Step outside to your private backyard oasis, complete with a SCREEN-ENCLOSED pool (Resurfaced 2024), OUTDOOR KITCHEN with built-in grill, storage shed and plenty of covered space for entertaining! The HOA INCLUDES CABLE, INTERNET & LAWN CARE in addition to the community pool, fitness center, basketball courts, tennis/pickleball courts and clubhouse. Conveniently located near The Loop, shopping, dining, major highways and theme parks. If you’re looking for a beautiful house with incredible indoor and outdoor living, Welcome Home!

3016 Camino Real Drive S, Kissimmee
$379,900
3 Beds ⋅ 2 Baths ⋅ Springlake Village SubDv. ⋅ 34744 Zip Code
Welcome to this AMAZING Waterfront home in the highly desirable GATED community of Springlake VillageHome. This home Offers an OPEN Floor Plan that consists of 3 Bed and 2 Bath. The home features include new roof, newer AC, large bedrooms, a spacious kitchen, island space and vaulted ceilings. This Home has an outstanding water view with a private lanai —a perfect spot to unwind and enjoy the fresh air while admiring the water view. Located in a beautiful neighborhood with amenities that include a fitness center, club house, pool, tennis court, playground, picnic area and within driving minutes from Orlando International Airport, Lake Nona Medical City, Theme Parks, Schools, etc. Call now to schedule your showing!!!!

3807 Wood Thrush Drive, Kissimmee
$309,000
3 Beds ⋅ 3 Baths ⋅ Amber Pointe SubDv. ⋅ 34744 Zip Code
Welcome to 2510 Hassonite Street, a beautifully maintained corner-unit townhome in the desirable gated community of Amber Pointe in Kissimmee. This spacious 3-bedroom, 2.5-bath home offers approximately 1,763 square feet of comfortable living space and features an open, functional floor plan with abundant natural light. The main level features a welcoming living and dining area, a convenient half bath, and a well-appointed kitchen with granite countertops, solid wood cabinetry, and a breakfast/eat-in area. The kitchen opens to the living space, creating an ideal layout for entertaining and everyday living. Tile flooring is featured throughout the first floor, while the second floor offers laminate flooring and generously sized bedrooms. As a corner unit, the home benefits from additional windows, increased natural light, and added privacy. The spacious primary bedroom is located upstairs and features a walk-in closet and private bathroom. Two additional bedrooms and a full bathroom provide plenty of space for family, guests, or a home office. The property also includes an attached one-car garage and convenient interior laundry. Residents of Amber Pointe enjoy access to community amenities including a resort-style swimming pool and playground, all within a gated community. Conveniently located near US-192, Florida's Turnpike, shopping, restaurants, schools, major roadways, and Central Florida's world-famous attractions, this home offers an excellent combination of location, comfort, and convenience. Don't miss the opportunity to make this beautiful Kissimmee townhome your new home! Schedule your private showing today.

2510 Hassonite Street, Kissimmee
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