34744 Homes with Gated Amenities

34744 Homes with Gated Amenities

Located in Kissimmee, Florida, the zip code 34744 offers a vibrant community with a range of amenities and attractions. Situated in Osceola County, this area is known for its beautiful homes with gated amenities, providing residents with privacy, security, and a sense of exclusivity.

Living in a home with gated amenities in 34744 allows residents to enjoy a peaceful and secure environment. Whether you're looking for a single-family home, a townhouse, or a condo, you can find properties that offer gated access for added peace of mind.

In addition to the gated amenities, the 34744 zip code boasts proximity to a variety of shopping, dining, and entertainment options. Residents can explore local parks, golf courses, and recreational facilities, making it an ideal location for families, retirees, and young professionals alike.

If you're seeking a home in a welcoming community with gated amenities in Kissimmee, FL, the 34744 zip code may be the perfect place to find your dream home.

Newest 34744 Homes with Gated Amenities

4375 Silver Creek Street, Kissimmee
$599,900
5 Beds ⋅ 3 Baths ⋅ Creekside At Boggy Creek Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to 4375 Silver Creek Street, where elegance meets modern comfort in the heart of Kissimmee! This beautifully designed two-story residence offers the perfect blend of sophistication, space, and functionality. Step inside to discover an inviting floor plan featuring elegant tile flooring, a stunning wood staircase with decorative iron railings, and spacious living areas ideal for both everyday comfort and entertaining. The beautifully appointed kitchen flows seamlessly into the expansive family room, while separate formal living and dining areas add a touch of elegance. The first floor also features a versatile bonus room that can easily serve as a fifth bedroom, private home office, or guest retreat. Upstairs, you'll find four generously sized bedrooms, including a spacious owner's suite with two closets and a private bathroom, along with a large loft perfect for entertainment or relaxation. Enjoy Florida living at its finest with an extended covered lanai, ideal for outdoor gatherings, and a convenient two-car garage. A remarkable home offering elegance, versatility, and exceptional living space. Schedule your private showing today!

4375 Silver Creek Street, Kissimmee
1805 Lee Janzen Drive, Kissimmee
$550,000
3 Beds ⋅ 3 Baths ⋅ Kissimmee Bay SubDv. ⋅ 34744 Zip Code
Virtually Staged. GOLF COURSE VIEWS, WATERFRONT SERENITY & YOUR OWN PRIVATE POOL! Experience resort-style Florida living in the desirable gated community of Kissimmee Bay Country Club! This stunning 3-bedroom, 3-bath POOL home offers 2,155 sq. ft. of living space and a 2-car garage. Featuring a desirable split-bedroom floor plan, formal living and dining rooms, and an inviting family room with fireplace. The kitchen boasts granite countertops, stainless steel appliances, custom cabinetry, and a charming breakfast area. The spacious primary suite features dual closets, a luxurious bath with dual vanities, soaking tub, separate shower, and direct pool access. STEP OUTSIDE TO YOUR OWN PRIVATE PARADISE! Enjoy breathtaking pond and golf course views from the expansive screened pool enclosure, complete with a brick-paver deck and covered lanai—perfect for entertaining or relaxing year-round! Kissimmee Bay offers an exceptional lifestyle with an 18-hole golf course, clubhouse restaurant, tennis courts, community dock, boat and RV storage, and playground. HOA benefits include basic cable, internet, nighttime security, and irrigation water. Certain amenities may require additional fees or memberships. Don't miss this incredible opportunity to own your own slice of Florida paradise! Schedule your private showing today!

1805 Lee Janzen Drive, Kissimmee
2802 Quiet Water Trail, Kissimmee
$760,000
5 Beds ⋅ 5 Baths ⋅ North Shore Village SubDv. ⋅ 34744 Zip Code
Virtually Staged. YOUR PRIVATE FLORIDA RETREAT AWAITS! OVER 4,300 SQ. FT. OF RENOVATED MEDITERRANEAN ELEGANCE, SPECTACULAR SUNSETS, WATER VIEWS & RESORT-STYLE LIVING—JUST MINUTES FROM LAKE NONA! Discover one of Central Florida’s best-kept secrets in The Landings at North Shore, a beautiful gated community near the shores of East Lake Tohopekaliga. This impressive 5-bedroom, 5-bathroom executive residence, built by Centerline Homes, offers an extraordinary combination of space, elegance, modern upgrades, and location. Recently transformed with extensive improvements, this home welcomes you with soaring ceilings, a majestic staircase, and an inviting floor plan designed for both everyday comfort and unforgettable entertaining. Freshly painted inside and out, the residence features new water-resistant flooring and baseboards throughout the second floor and portions of the first floor, FIVE beautifully renovated bathrooms with modern cabinetry, quartz countertops, illuminated mirrors, and new toilets. The refreshed gourmet kitchen showcases updated cabinetry, stunning quartz countertops, and BRAND-NEW appliances. Both A/C systems have received significant component upgrades, and the pool features newly replaced valves and professional weekly maintenance. The thoughtfully designed first floor offers a private office with French doors opening to the front patio, elegant formal living and dining rooms, and a spacious family room filled with natural light. French doors invite you outside to the covered lanai, screened pool, and spa, where your very own Florida paradise begins. IMAGINE ENDING EVERY DAY WITH A SUNSET! Perfectly positioned on the WEST SIDE of the residence, the poolside retreat enjoys beautiful afternoon sunshine and breathtaking sunset skies overlooking the peaceful pond. Whether sipping your morning coffee, hosting weekend gatherings, or unwinding beneath the colors of a Florida sunset, this outdoor oasis makes every day feel like a vacation. The spacious primary suite offers tranquil water views, a generous walk-in closet, and an inviting bathroom with a jetted soaking tub, separate glass-enclosed shower, and dual vanities. Upstairs, an expansive bonus room with kitchenette, adjoining bedroom, and private bathroom creates an exceptional opportunity for multigenerational living, visiting guests, or a private entertainment retreat. Additional generously sized bedrooms, bathrooms, and a pond-view sitting area provide flexibility for today’s evolving lifestyles. LOCATION, LIFESTYLE & CONVENIENCE! Enjoy the benefits of living near Lake Nona’s thriving Medical City without sacrificing space or the charm of an established gated community. Conveniently located near the Orlando VA Medical Center, UCF’s medical campus, USTA National Campus, Orlando International Airport, and Austin-Tindall Sports Complex, with easy access to SR 417 and SR 528 connecting you to downtown Orlando, theme parks, shopping, dining, and Florida’s beaches. Offering approximately 4,323 square feet of living space, a THREE-CAR GARAGE, five bedrooms, five bathrooms, extensive recent upgrades, and a private pool and spa with picturesque water views, this residence is more than a home—IT’S THE FLORIDA LIFESTYLE YOU’VE BEEN DREAMING OF! Discover the space, experience the transformation, and fall in love with the sunsets. Schedule your private showing today!

2802 Quiet Water Trail, Kissimmee
2501 Hassonite Street, Kissimmee
$290,000
3 Beds ⋅ 3 Baths ⋅ Amber Pointe SubDv. ⋅ 34744 Zip Code
Spacious 3-bedroom, 2.5-bath townhouse for rent in the heart of Kissimmee. This well-maintained home offers a bright, comfortable interior with a functional layout that separates the living and private areas, giving everyone room to relax and gather. Unbeatable location: supermarkets and pharmacies are directly across the street, and major highways are minutes away for easy commutes to Orlando, the theme parks, shopping, dining, and employment centers. A move-in-ready rental with comfort and convenience in a central Kissimmee location. Schedule your showing today! (the roof was replaced in 2019-2020.)

2501 Hassonite Street, Kissimmee
91 Club Villas Lane, Kissimmee
$289,000
2 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr A SubDv. ⋅ 34744 Zip Code
Looking for a maintenance free home where peaceful golf course living meets everyday convenience? You've found it right here in the gated Club Villas community within Remington! Perfectly positioned on a cul-de-sac overlooking the Remington Golf Course, this charming 2-bedroom, 2-bathroom villa offers 1,306 heated square feet of comfortable living space and picturesque views extending across the fairway to a serene pond beyond. Step through the covered, enclosed front porch into a spacious open-concept living area, where the living room features soft carpet flooring and sliding glass doors leading to a second covered and enclosed porch—the perfect place to unwind while taking in the beautiful surroundings. The kitchen offers a bright, crisp aesthetic with white cabinetry, white and grey granite countertops, tile flooring, and an adjoining dining area. A cozy dinette framed by a bay window overlooks the golf course, creating an ideal spot for morning coffee, casual meals, or simply enjoying the view. Both bedrooms are generously sized, while the primary suite features a private en-suite bathroom and dual closets. Beyond the villa, residents enjoy the added privacy of a gated community tucked inside Remington, an active community centered around the Remington Golf Course. The location places you approximately one mile from the Florida Turnpike entrance and within close proximity to shopping, dining, medical facilities, and schools. The Saint Cloud Lakefront is also nearby, offering four miles of walking paths, a splash pad and playground, marina and fishing pier, along with waterfront dining at Crabby Bill’s. With golf course and water views, two enclosed porches, a cul-de-sac location, and convenient access to so many of the area’s amenities, this villa offers a lifestyle and location ready to welcome its new owners.

91 Club Villas Lane, Kissimmee
2502 Crown Ridge Circle, Kissimmee
$355,000
4 Beds ⋅ 2 Baths ⋅ Remington Prcl H Ph 1 SubDv. ⋅ 34744 Zip Code
CHECK OUT THE HUGE PRICE ADJUSTMENT TO THIS PROPERTY. THIS 4 BED 2 BATH HOME IN THE GATED GOLF COMMUNITY OF REMINGTON IS LOOKING FOR A NEW OWNER. SITUATED IN A QUIET CIRCLE OF THE MAIN REMINGTOM BLVD THE HOUSE COMES WITH NO REAR NEIGHBOURS. THIS IS AN OPEN SPLIT FLOORPLAN WITH A LANAI AND FLORIDA ROOM TO THE REAR. THE HOUSE COMES WITH CERMAMIC TILE THROUGHOUT THE HOUSE TO HELP COOL AND FOR EASY CLEANING. THE CURRENT OWNER REPLACED THE HOTWATER TANK WITH A TANKLESS SYSTEM GIVING HOT WATER ON DEMAND THUS REDUCING YOUR ELECTRIC BILL. THE A/C HAS BEEN REPLACED WITH AN UPGRADED SYSTEM BOTH INSIDE AND OUT. THE DRIVE WAY IS ONE OF THE FEW ON THE ROAD WITH BRICK PAVERS WHICH ADDS TO THE CURB APPEAL. WITH A LITTLE TLC THIS HOUSE COULD BE A PALACE IN THE MAKING. SCHEDULE A VIEWING AND LET YOUR IMAGINATION RUN RIOT.

2502 Crown Ridge Circle, Kissimmee
2512 Brookstone Drive, Kissimmee
$452,000
4 Beds ⋅ 3 Baths ⋅ Remington Prcl I SubDv. ⋅ 34744 Zip Code
Virtually Staged. MUST SEE! Discover an exceptional combination of space, flexibility, and indoor-outdoor living in this impressive 2,469-square-foot home located in the gated Remington Golf Resort community. Featuring 4 bedrooms, a flexible lower level bonus room that can be used as a fifth bedroom, 3 full bathrooms, and a 3-car garage, this home offers the generous living space and versatility today’s buyers are searching for. Even better—a NEW ROOF will be installed before closing with a full price offer! Step inside to a bright, expansive floor plan with updated flooring (2023), refreshed lighting (2023), updated bathroom spaces, abundant natural light, and generously sized rooms throughout. The flexible bonus room provides valuable additional living space and can be used as a fifth bedroom, home office, media room, playroom, or guest retreat. HVAC installed 2021, Water heater 2023, appliances - stove, microwave, dishwasher and washer/dryer 2023. The spacious primary suite opens through French doors to a private deck—an ideal setting for morning coffee, evening relaxation, or your own outdoor retreat. A separate screened patio creates even more space to relax, entertain, and enjoy Florida living throughout the year. The freshly painted exterior makes a striking first impression with Web Gray, Extra White accents, and a Loyal Blue front door. Additional highlights include Ring cameras positioned at the front, side, and rear of the home; dusk-to-dawn front exterior lighting; storage; multiple flexible living areas; a 3-car garage; a low HOA; and the added value of a new roof before closing. Conveniently located near shopping, dining, major roadways, Central Florida attractions, and area recreation, this move-in-ready home delivers the space, updates, and lifestyle features that are increasingly difficult to find. Schedule your private showing—this is a must-see opportunity! Seller is Listing Agent.

2512 Brookstone Drive, Kissimmee
2421 Ruddenstone Way, Kissimmee
$360,000
3 Beds ⋅ 2 Baths ⋅ Remington Parcel K Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome to this beautiful home located in the desirable Kissimmee area! This inviting property offers a comfortable and functional layout with spacious living areas perfect for everyday living and entertaining. Enjoy a bright, open atmosphere with plenty of natural light throughout. The home provides comfortable bedrooms, ample storage, and a well-designed floor plan. Conveniently located near shopping, dining, schools, major roadways, and Central Florida attractions. Enjoy easy access to Orlando, Lake Nona, and surrounding communities. Don’t miss the opportunity to make this wonderful property your new home—schedule your private showing today!

2421 Ruddenstone Way, Kissimmee
2723 Summer Retreat Lane, 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
890 Mcinnis Court, Kissimmee
$388,000
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
3113 Via Otero Drive, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ Villa Sol Twnhms Village 6 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Price Improvement! The price has just been reduced. Don't miss this opportunity to make this property yours. One of the newer townhomes in Villa Sol, this 2018-built 3-bedroom, 2.5-bath home offers 1,584 sq. ft. of comfortable living space, a 2-car garage, and a functional open-concept layout with resort-style amenities. Beautifully maintained and thoughtfully cared for, this home shows true pride of ownership. The main level features beautiful luxury vinyl wood flooring that seamlessly 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 include a water softener and kitchen water filtration system with reverse osmosis. French doors open to your private open-air courtyard with a brick paver patio, providing an ideal outdoor space for relaxing, dining, or entertaining family and friends. The courtyard also offers convenient access to the garage. Upstairs, all three bedrooms provide comfortable private retreats, while the upstairs laundry adds everyday convenience. Villa Sol is a gated community conveniently located near shopping, dining, and everything Kissimmee has to offer, while also being just minutes from Lake Nona Medical City, Orlando International Airport, Disney theme parks, and Universal Studios. Residents enjoy an array of resort-style amenities, including a community clubhouse, fitness center, resort-style pool and hot tub, hiking trails, basketball court, tennis court, playground, and access to East Lake Tohopekaliga, part of the Kissimmee Chain of Lakes, and lake access through Boggy Creek. The HOA fee includes cable, internet, and landscaping, adding convenience and value for residents. Villa Sol is also a short-term rental-approved community in Osceola County, offering flexibility for owners interested in vacation or short-term rental use, subject to HOA rules and Osceola County requirements. Home may be sold furnished, with the exception of one bedroom, subject to acceptable terms. With newer construction, a 2-car garage, private courtyard, desirable upgrades, and a selection of community amenities, this townhome offers a wonderful opportunity to own in Villa Sol.

3113 Via Otero Drive, Kissimmee
2747 Callaway Lane, Kissimmee
$375,000
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
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