Kissimmee Homes with Sidewalks Community Features

Kissimmee Homes with Sidewalks Community Features

Welcome to Kissimmee, Florida—a vibrant city where the magic of the Sunshine State meets the charm of a close-knit community. Nestled just south of Orlando, Kissimmee offers a unique blend of excitement and tranquility, making it an ideal destination for families, retirees, and anyone looking to embrace the Florida lifestyle.

Kissimmee is renowned for its proximity to world-famous attractions such as Walt Disney World and Universal Studios, yet it also boasts beautiful parks, serene lakes, and outdoor recreational opportunities that invite residents to explore nature. With a warm climate year-round, outdoor enthusiasts can enjoy everything from hiking and fishing to golfing and picnicking in the sun.

One of the standout features of Kissimmee is its welcoming neighborhoods, particularly those with sidewalks that encourage a sense of community and connectivity. Homes in these pedestrian-friendly areas are designed with families in mind, providing safe spaces for children to play and for neighbors to stroll by and greet one another. Imagine taking leisurely evening walks or morning jogs along tree-lined streets, where a friendly wave or a warm smile from a neighbor is just part of daily life.

In addition to the family-friendly environment, these communities often feature parks, playgrounds, and community centers that foster social interaction and engagement. Whether you're looking for a cozy starter home or a spacious family residence, Kissimmee's diverse real estate options cater to various lifestyles and budgets.

Discover the charm of Kissimmee, where community spirit thrives, and experience the joy of living in a place that truly feels like home. Come explore your future in this enchanting city!

Newest Kissimmee Homes with Sidewalks Community Features

5004 Laguna Bay Circle Unit 54, Kissimmee
$220,000
3 Beds ⋅ 2 Baths ⋅ Villas At Laguna Bay Condo SubDv. ⋅ 34746 Zip Code
Incredibly Charming 3-Bedroom, 2-Bathroom Condo – Strategically Situated in Kissimmee! It's just minutes from Publix, Target, Sam’s Club, and major roads like W Irlo Bronson Memorial Highway and I-4, making commuting and daily errands a breeze! Enjoy the community amenities such as the pool, hot tub/spa, Tennis Courts, Playground, and more! In addition to all these great benefits, short term and long term rental is also permitted making this an exceptional option as a long term investment! Schedule a tour and make this beautiful home yours today!

5004 Laguna Bay Circle Unit 54, Kissimmee
5150 Crown Haven Drive, Kissimmee
$388,000
4 Beds ⋅ 4 Baths ⋅ Compass Bay Unit 5 SubDv. ⋅ 34746 Zip Code
10 MINUTES FROM DISNEY! FULLY FURNISHED & SHORT-TERM RENTAL FRIENDLY! Where Florida magic meets smart investment! Discover this beautiful CORNER-LOT TOWNHOME featuring 4 bedrooms (2 suites), 3.5 bathrooms, abundant natural light, and extra parking! Enjoy a charming covered front porch and private fenced backyard, perfect for a jacuzzi, BBQs, and unforgettable Florida evenings. NEWER ROOF & EXTERIOR PAINT (2025)! Located in a gated community with LOW HOA fees, a resort-style pool, playgrounds, scenic pond, and walking trails. Walk to Walmart, restaurants, and shops, with Disney and Celebration just minutes away! Whether you’re dreaming of a magical vacation retreat, second home, or income-producing investment, this is your opportunity to own a piece of the Disney magic!

5150 Crown Haven Drive, Kissimmee
7740 Sandy Ridge Drive Unit 121, Reunion
$280,000
3 Beds ⋅ 3 Baths ⋅ Spectrum At Reunion Condo Ph 5a & 5b SubDv. ⋅ 34747 Zip Code
READY TO SELL! FULLY FURNISHED, TURNKEY CONDO + $5,000 TOWARD BUYER’S RATE BUYDOWN! Welcome to 7740 Sandy Ridge Drive, Kissimmee, Florida, a beautifully appointed first-floor condo offering comfort, convenience, and outstanding versatility in a sought-after resort community near Central Florida’s world-famous attractions. This fully furnished 3-bedroom, 3-bathroom residence features soaring ceilings, an inviting open-concept layout, and a stylishly upgraded kitchen with modern cabinetry, sleek countertops, and stainless steel appliances. Each bedroom provides a comfortable retreat, while three full bathrooms for added convenience for residents and guests. The first-floor location allows for easy access, and the private patio provides a relaxing spot to enjoy your morning coffee or unwind after a day of adventure. Adding even more value, the seller is offering $5,000 toward the buyer’s interest rate buydown, subject to lender approval and applicable loan program guidelines. The property is offered fully furnished and turnkey-ready, complete with a luxury furniture package, making it easy to enjoy from day one. Whether you’re seeking a vacation retreat, an investment property, or a full-time Florida residence, this condo offers flexibility to suit a variety of ownership goals. Residents can enjoy an array of community amenities, including swimming pools, a clubhouse with a restaurant, a fitness center, walking trails, relaxation areas, championship golf courses, and more. Conveniently located just a short drive from Walt Disney World and other major attractions, the property also offers access to nearby dining, shopping, and entertainment. Turnkey furnishings, resort amenities, a convenient location, and a $5,000 seller contribution toward a rate buydown make this an opportunity worth exploring.

7740 Sandy Ridge Drive Unit 121, Reunion
2540 Celebration Boulevard, Celebration
$883,990
4 Beds ⋅ 3 Baths ⋅ Celebration Island Village SubDv. ⋅ 34747 Zip Code
Under Construction. This Heron is a thoughtfully designed 2-story family home in Central Florida, offering spacious, open-concept living perfect for modern lifestyles. This 4-bedroom, 2.5-bath home includes a loft, ideal for a playroom or additional living space. The first-floor flex room is converted/upgraded into a private study to suit your needs. The chef-inspired gourmet kitchen features a 30” natural gas cooktop with stainless steel vent hood and built-in microwave and oven in the cabinetry. Quartz countertops complete the elevated look on your breakfast bar. A morning kitchen featuring additional cabinets and counter space leads to the walk-in pantry with ventilated shelving. Designed for comfort and functionality, the Heron combines a flexible layout with premium finishes and a prime location near shopping, dining, parks, and top-rated schools—making it an ideal choice for families seeking new homes in Celebration, FL.

2540 Celebration Boulevard, Celebration
4106 Longworth Loop, Kissimmee
$420,000
4 Beds ⋅ 2 Baths ⋅ Turnberry Reserve Unit 2 SubDv. ⋅ 34744 Zip Code
Welcome to Turnberry Reserve! This spacious 4-bedroom, 2-bathroom home offers approximately 1,945 square feet of living space and a desirable split-bedroom floor plan. Enjoy the open living and dining areas, vaulted ceilings, and a kitchen that flows into the family room, creating a comfortable layout for everyday living and entertaining. Situated on a generous corner lot, the home offers added outdoor appeal. Residents can enjoy community amenities, including a swimming pool. Conveniently located near shopping, dining, major roadways, Orlando International Airport, and Lake Nona’s Medical City. Don’t miss the opportunity to make this home your own!

4106 Longworth Loop, Kissimmee
7656 Whisper Way Unit 402, Kissimmee
$289,000
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square Condo Ph 3 SubDv. ⋅ 34747 Zip Code
Live above the treetops in this BEAUTIFUL Fourth-floor penthouse at the Villas at Reunion Square, FULLY FURNISHED and move-in ready, this home also comes with an ACTIVE GOLD REUNION MEMBERSHIP that can TRANSFER at closing. This home offers 3 bedrooms all with ensuite bathrooms, this unit is 1,630 square feet. The recent updates include new laminate in the foyer, kitchen, family room, and baths; new carpet in the bedrooms. Private south-facing wooded view from the balcony, with no buildings to obstruct your peaceful view across the tree line. California Closets in all three bedrooms. Short-term rentals are allowed. The membership gives the owner, and, with a preferred manager, guests access to the water park, resort pools, golf, tennis, and dining. The Reunion Water Park is a short walk from the unit. INCLUDED in the HOA are the following, water, sewer, trash, cable, internet, exterior maintenance, and elevator. Walls-out master insurance, that means you are only responsible for the inside of your home. Located in the guard gated community of Reunion Resort, minutes to dining, shopping, and all of the major theme parks! Don't miss this opportunity to own a home that gives you a lifestyle that makes you feel like you're on vacation every day. This is a great investment to use as a short-term rental, long term rental, second home or a full-time residence.

7656 Whisper Way Unit 402, Kissimmee
8971 Coco Palm Road, Kissimmee
$440,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
FULLY FURNISHED! NEWLY RENOVATED! JUST MINUTES FROM WALT DISNEY WORLD! Welcome to this beautifully designed, FULLY FURNISHED 4-bedroom, 3-bathroom townhome, offering the perfect combination of luxury, comfort, and investment potential. This exceptional property features waterproof luxury vinyl flooring throughout, fresh interior paint, Disney murals and a host of major upgrades for added comfort and peace of mind. Enjoy your own private/fully enclosed pool, newly resurfaced and complemented by new pool equipment for the ultimate Florida lifestyle. Additional improvements include a newly installed HVAC system, pool screen enclosure, washer/dryer, microwave, and refrigerator. This property is sold fully furnished and thoughtfully decorated. A rare turnkey property ready to enjoy or generate income from day one. Whether you're seeking a vacation home, a long-term rental investment, or a short-term vacation rental opportunity, this property offers outstanding versatility. Located in a desirable resort community featuring luxury resort-style amenities and convenient access to Walt Disney World, world-class attractions, shopping, dining, and entertainment, this is Florida living at its finest. A fantastic opportunity to own a beautifully renovated, fully furnished property in a prime location with excellent income-producing potential! Don't miss out on this exceptional opportunity! Happy Showing!

8971 Coco Palm Road, Kissimmee
7503 Mourning Dove Circle Unit 301, Reunion
$295,000
3 Beds ⋅ 2 Baths ⋅ Terraces At Reunion SubDv. ⋅ 34747 Zip Code
Unlock the door to your dream vacation getaway or savvy investment opportunity at 7503 Mourning Dove Cir, #301 in the exclusive Terraces at Reunion! This stunning, fully furnished 3-bedroom, 2-bathroom condo WITH A GARAGE is more than just a property; it's a passport to unforgettable experiences. Picture yourself unwinding in the stylish living space after a day of exhilarating thrills at world-renowned theme parks just minutes away, or creating culinary masterpieces in the fully equipped kitchen. As an owner at Terraces at Reunion, you'll enjoy access to exceptional amenities, including a resort-style pool and spa where you can bask in the Florida sunshine, a cutting-edge fitness center to maintain your active lifestyle, beautifully manicured grounds perfect for leisurely evening strolls, and more! Beyond the resort, a vibrant world of shopping, dining, and entertainment awaits, promising something for everyone. Whether you're seeking a personal sanctuary or a lucrative rental property, 7503 Mourning Dove Cir, #301 offers an unparalleled opportunity to own a slice of paradise in the heart of Central Florida!

7503 Mourning Dove Circle Unit 301, Reunion
2412 Temple Grove Lane, Kissimmee
$274,900
3 Beds ⋅ 3 Baths ⋅ Donegan Twnhms SubDv. ⋅ 34741 Zip Code
New photos coming soon. Seller offering up to $11,683 toward buyer closing costs, prepaid expenses, and/or an interest rate buydown. Conditions apply. Move-in ready 3-bedroom, 2.5-bath townhome in Kissimmee's established Donegan Townhomes community with the big-ticket items already handled: Water Heater (2023) and HVAC (2026). A just-completed refresh adds fresh interior paint, new LED lighting and fixtures, new ceiling fans, new faux wood blinds, new interior doors, updated outlets and switches, a new steel entry door, new exterior lights, and refreshed landscaping with fresh mulch. The kitchen features new white shaker soft-close cabinets, new quartz countertops with an undermount sink, a new Moen faucet and garbage disposal, and a new Whirlpool stainless steel range and dishwasher. The primary bath adds a new white shaker vanity, quartz top, toilet, medicine cabinet, vanity light and faucet. The upstairs bath adds a new vanity, quartz top, toilet, mirror and vanity light with a reglazed tub and surround, and the powder room a new pedestal sink and toilet. The two-story end-unit floor plan offers 1,423 SqFt with new carpet throughout the living areas, stairs and bedrooms, a dining room, a family room, a first-floor primary suite, two additional bedrooms and a full bath upstairs, and an attached 1-car garage with a new opener and painted floor. Out back, a covered tiled patio looks out to mature oaks. $414 quarterly HOA and no CDD. Conveniently located near The Loop, shopping, dining and schools. Buyer credit available with use of Seller's preferred lender. Schedule your showing today.

2412 Temple Grove Lane, Kissimmee
8045 Surf Street, Kissimmee
$975,000
5 Beds ⋅ 6 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
EXTREMELY RARE OPPORTUNITY! Own a stunning 5-BEDROOM, 6-BATH WATERFRONT COTTAGE WITH A PRIVATE POOL AND SPA in Margaritaville Resort Orlando for UNDER $1 MILLION! This BEAUTIFUL, FULLY FURNISHED cottage has an open-concept design that flows seamlessly into your own private backyard paradise, featuring a sparkling pool, relaxing spa, and BREATHTAKING WATER AND SUNSET VIEWS! Every bedroom features its own ensuite bathroom, plus there's a convenient pool bath to keep wet feet out of the house! Two bedrooms have private balconies overlooking the fenced pool area and tranquil water views, including a second-floor bedroom and the third-floor primary suite. The upstairs loft provides even more space for entertaining, whether it's GAME NIGHT, movie night, or even a silent disco with friends! Looking for a full-time residence, vacation getaway, or income-producing investment property? This cottage offers incredible flexibility! This cottage is TURNKEY, complete with the approved furniture and housewares package, it's ready to enjoy or prepare for short-term rentals, subject to applicable requirements. And the LOCATION? It's hard to beat! Margaritaville Resort Orlando offers a vibrant resort lifestyle with walkable access to restaurants, shopping, entertainment, a movie theater, and a water park! HOA and Fins Up Club services and amenities include internal resort transportation, scheduled theme park shuttle service, daily trash pickup, landscaping, pest control, twice-weekly pool service, cable, internet, and phone service. Enjoy access to 7 POOLS, a hot tub, fitness center, and select on-property discounts, subject to membership and access requirements. WATERFRONT. PRIVATE POOL & SPA. FIVE ENSUITE BEDROOMS. PLUS A SEPERATE POOL BATHROOM. FULLY FURNISHED. UNDER $1 MILLION. Opportunities like this deserve a closer look. Schedule your private showing today!

8045 Surf Street, Kissimmee
2605 Emerald Island Boulevard, Kissimmee
$589,900
7 Beds ⋅ 5 Baths ⋅ Emerald Island SubDv. ⋅ 34747 Zip Code
Welcome to your own slice of paradise at 2605 Emerald Island Boulevard in Kissimmee! This beautifully refreshed property is ready to welcome its next owner, featuring stylish vinyl flooring throughout, fresh interior and exterior paint, and a host of thoughtful upgrades. Unwind and enjoy the Florida lifestyle with a resurfaced pool, pool heater, and freestanding hot tub—perfect for relaxing after a day of fun. Inside, enjoy the comfort of updated furnishings, new king and queen mattresses, a Nest system, and a well-equipped kitchen with updated appliances. Major improvements include a newer roof and updated AC systems, providing added peace of mind. With its impressive upgrades, stylish furnishings, and inviting outdoor living spaces, this beautiful property is the perfect place to enjoy the Florida lifestyle. Whether you’re looking for a personal retreat or a vacation getaway, this home is ready to impress!

2605 Emerald Island Boulevard, Kissimmee
4838 Love Storey Lane, Kissimmee
$489,900
5 Beds ⋅ 4 Baths ⋅ Storey Lake Ph 3 SubDv. ⋅ 34746 Zip Code
Discover your own piece of paradise in sunny Kissimmee, Florida! Located in the highly sought-after Storey Lake Resort community in! This stunning 5-bedroom, 4-bathroom END-UNIT townhome is ideally situated on a desirable CORNER LOT and is being sold FULLY FURNISHED, including all furniture, electronics, linens, housewares, and everything you need to start enjoying your Florida getaway or welcoming vacation guests! Whether you're looking for a personal vacation retreat, an income-producing investment property, or the best of both worlds, this home offers incredible flexibility and convenience. The spacious open-concept floor plan provides plenty of room for entertaining and relaxing, while the private pool offers the perfect place to unwind after a day exploring Central Florida's world-famous attractions. This townhome offers two bedrooms on the ground floor and three additional bedrooms on the second floor. Storey Lake Resort offers an exceptional array of amenities, including resort-style swimming pools, a lazy river, water slides, clubhouse, fitness center, mini golf, sports courts, and plenty of activities for the entire family. Located just minutes from Walt Disney World, shopping, restaurants, entertainment, and major highways, this property puts you right in the heart of everything Central Florida has to offer. Pack your bags and start enjoying the Florida lifestyle!

4838 Love Storey Lane, Kissimmee
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