Kissimmee Homes with Sidewalks Community Features

Kissimmee Homes with Sidewalks Community Features

Welcome to Kissimmee, Florida – a vibrant city nestled in the heart of Osceola County, known for its enchanting charm and proximity to some of the world’s most famous attractions. Whether you're drawn to the magic of Walt Disney World or the serene beauty of Lake Tohopekaliga, Kissimmee offers a unique blend of excitement and tranquility that appeals to all lifestyles.

Kissimmee is not just a gateway to adventure; it’s a community where neighbors become friends. One of the standout features of this beautiful city is its array of homes with sidewalks, creating a welcoming atmosphere for families and individuals alike. These thoughtfully designed neighborhoods encourage outdoor living and foster a sense of community, making it easy to enjoy leisurely strolls, morning jogs, or evening bike rides with loved ones.

Imagine living in a home where you can step outside and take a leisurely walk along tree-lined sidewalks, greeting friendly neighbors and soaking in the Florida sunshine. The sidewalks not only enhance the aesthetic appeal of the community but also promote an active lifestyle, making it easier to connect with the natural beauty that surrounds you.

Kissimmee’s rich blend of cultural diversity, recreational activities, and community spirit makes it an ideal place to call home. With a variety of shopping, dining, and entertainment options just a stone’s throw away, you’ll find that life in Kissimmee is as vibrant as it is convenient. Discover the perfect home with sidewalks and embrace the charm and warmth of this captivating city!

Newest Kissimmee Homes with Sidewalks Community Features

$525,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 4 SubDv. ⋅ 34747 Zip Code
**Exceptional 5-Bedroom Resort-Style Home in Prime Kissimmee Location!!!!This beautifully upgraded home at 2908 Banana Palm Dr puts you minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to the perfect blend of comfort and convenience in one of Florida's most sought-after vacation destinations. Step inside this spacious 2-story home featuring over 3,000 square feet of thoughtfully designed living space. The grand entry showcases custom tile work and elegant shadow box molding that flows through the living room and dining area. Soaring vaulted ceilings and high ceilings throughout create an open, airy feel you'll love. The completely renovated kitchen is a chef's dream with brand new cabinets and porcelain countertops installed May 2025. Premium Forno appliances include a double wall oven, 36-inch French door electric range with convection, oversized 40-inch refrigerator, and a convenient microwave drawer built into the cabinetry. All five bedrooms offer comfortable retreats, with the primary bath featuring a modern bidet toilet. New LVP flooring runs throughout the entire home, while bedrooms feature cozy carpet. Recent upgrades include a new HVAC system (July 2025), hot water heater (April 2025), pool filter (November 2025), and washer/dryer (April 2025). Relax in your private screened pool and spa with privacy screens, backing up to a peaceful nature preserve. The resort-style community amenities are incredible: clubhouse, fitness center, Tiki bar, pool, two hot tubs, splash park, waterslide, movie theater, sauna, and sports courts. With over $100,000 in upgrades, this move-in ready home is approved for short-term rentals, making it perfect for personal use or investment income. Don't miss this incredible opportunity!

2908 Banana Palm Drive, Kissimmee
$695,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee
$380,000
4 Beds ⋅ 2 Baths ⋅ Saratoga Park SubDv. ⋅ 34743 Zip Code
Move in ready 4 bedroom, 2 bathroom home in the desirable Saratoga Park community! Featuring a 2021 ROOF, December 2018 HVAC, 2019 water heater, and included water softener system, this well maintained home offers peace of mind from day one. Freshly painted for the new owners, the open concept floor plan showcases vaulted ceilings, quality ceramic tile flooring throughout the main living areas, and a spacious kitchen that flows seamlessly into the living and dining spaces, making it perfect for everyday living and entertaining. The split bedroom layout provides a private primary suite with a walk in closet and en suite bathroom. A new garbage disposal adds to the home's move in ready appeal, and the seller is willing to contribute toward the buyer's closing costs to replace the bedroom flooring. Enjoy relaxing on the screened covered lanai overlooking the water view backyard. Complete with a 2 car garage, low HOA, and a prime location near Florida's Turnpike, Orlando International Airport, Lake Nona, shopping, dining, and Orlando's world famous attractions, this home offers the perfect combination of comfort, convenience, and value.

2608 Deck Avenue, Kissimmee
$389,900
3 Beds ⋅ 2 Baths ⋅ East Lake Preserve Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully designed 3-bedroom, 2-bath home plus a versatile bonus room featuring a walk-in closet; ideal as a home office, playroom, guest room, or 4th bedroom. Enjoy indoor and outdoor living with a welcoming front porch and a covered screened lanai overlooking the fenced backyard. The open concept layout offers a spacious living area, ideal for everyday living and entertaining. The kitchen features granite countertops, a large island, espresso 42-inch cabinetry with crown molding, stainless steel appliances, undermount sink, and ample storage. The private owner's suite includes a walk-in closet and an en-suite bath with dual granite vanities and glass enclosed shower. Two additional bedrooms, a second full bathroom, and a generously sized utility room complete the home. Additional highlights include in-wall pest control, dual-pane windows, and barrier roof sheathing for energy efficiency. Community amenities include a pool, playground, dog park, and internet service included in the HOA dues. Ideally located with easy access to SR-417, this home is just 5 miles from Boxi Park and Lake Nona Medical City, 7 miles from Orlando International Airport, and short distance to shopping, dining, and top-rated schools. Experience the perfect combination of modern comfort, community amenities, and great location.

2732 E Lake Pointe Drive, Kissimmee
$325,000
3 Beds ⋅ 3 Baths ⋅ Storey Lake Tr K SubDv. ⋅ 34746 Zip Code
Virtually Staged. Welcome Home to 2935 Theme St! Move-in ready, this 3-bedroom, 2.5-bath townhome offers 1,859 sq ft of open-concept living in the heart of Central Florida. From the moment you arrive, the home's charming coastal-craftsman exterior — with paver driveway and manicured landscaping — sets the tone for what's inside... Step through the front door into a spacious great room that flows seamlessly into the kitchen and dining area, all finished with tile flooring throughout the main level. The kitchen features espresso cabinetry, stainless steel appliances, a subway tile backsplash, and a center island with pendant lighting. Upstairs, the primary suite offers a peaceful retreat with a tray ceiling, walk-in closet, and en-suite bath, while two additional bedrooms provide flexible space for family, guests, or a home office. A convenient half bath downstairs and in-unit laundry add everyday functionality. Outside, enjoy a private patio and an insulated 2-car garage that stays cool year-round. HOA includes access to a community pool, dog park, cable, and WiFi. Located just minutes from Orlando's world-famous attractions, shopping, dining, and major highways, this townhome combines comfort, style, and unbeatable convenience. Don't miss this one and schedule your private showing today!

2935 Theme Street, Kissimmee
$439,900
4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code
Do you visit Orlando so much that it simply makes more sense to own a vacation home there?  Do you often stay at hotels and Airbnbs and wish you had more of a "home" feel to enjoy your stay?  If you answered yes to any of these.....then 2220 Wyndham Palms Way in Kissimmee could be your next home away from home!  Securely located in a 24-hour guard-gated community, this fully furnished home has just undergone a very successful renovation and is now ready for its new owners.  Once across the threshold you can instantly appreciate the sellers have done for you; starting with a 100% updated kitchen that includes new quartz countertops, new cabinetry, new hardware, floating shelves and updated appliances, making this an entertainer's dream.  New laminate flooring leads you from the entryway and throughout the entire home, leaving not one stitch of carpet to walk on or worry about cleaning.  A two-way split floor plan creates additional privacy, with the primary bedroom located on the right side of the home, tastefully updated with custom woodwork and sconces that flank the brand new bedroom set.  Your hotel-like en-suite bathroom does not fall short in any way; and has matching quartz and cabinetry as the kitchen and secondary bathroom.  Three other generously sized bedrooms are on the opposite side of the home, each with its own brand new bedroom set and serviced by its own, very well-updated bathroom.  A thoroughly outfitted game room includes a billiards table, games for your guests, as well as its own private TV.  If you're ready to enjoy the Florida sun, this stunning back patio and pool area will not disappoint!  Tea lights set the backdrop for movie night by the pool, where you can create endless memories with your friends and family, and have guests leaving 5 stars after their stay.  > BRAND NEW FURNITURE | 100% UPDATED KITCHEN & BATHROOMS | LAMINATE FLOORING THROUGHOUT | 2018 ROOF | 2021 HVAC | 2024 POOL PUMP | 2020 POOL HEATER | 2022 WATER HEATER | < UP TO 70% OCCUPANCY & POTENTIAL NOI OF $35,000+.  Don't you deserve to own a piece of the Florida sunshine in 2026?

2220 Wyndham Palms Way, Kissimmee
$649,000
5 Beds ⋅ 4 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code
Virtually Staged. Stunning LAKEFRONT estate on an oversized .44-acre premium lot in the resort-style, guard-gated community of Bellalago. Nestled directly along the shores of Lake Tohopekaliga on the scenic Kissimmee Chain of Lakes. This home has "WOW" factor and offers exceptional waterfront living and access to one of Central Florida’s most iconic lake systems. This beautifully maintained home offers a multi-generational floor plan featuring 5-bedrooms, 4-bathrooms as well as a dedicated office and offers high end upgrades throughout. The first-floor features 4 bedrooms, 3 bathrooms, and an office, while the spacious upstairs bonus room serves as a 5th bedroom with an en-suite full bath. Gorgeous wood flooring, a fully fenced backyard, and an expansive screened patio with a summer kitchen and jacuzzi. This home is perfect for entertaining. The sellers have replaced all bedroom carpeting, installed engineered wood on the stairs, and refreshed the handrails with new spindles for a refined look. The kitchen impresses with newly upgraded granite countertops, a stylish backsplash, and added cabinetry including a 9'6"×24" white shaker cabinet. Lighting has been modernized with new pendants and a chandelier, complemented by a new sink and spray faucet. Additional updates include fresh interior paint, a charming barn door in the laundry room, premium wood pantry shelving, and custom closet organizers, including a redesigned primary closet with wood shelving and rods for enhanced storage. Bellalago offers a true resort-style experience along the scenic shores of Lake Toho, known for its world-class bass fishing. Community amenities include multiple pools, fitness center, lakeside clubhouses, on-site dining, tennis and basketball courts, walking trails, and a private boat ramp with direct lake access. Families enjoy the water park and zero-entry pool, while residents appreciate 24-hour security. CABLE AND INTERNET ARE INCLUDED! This home is a must see!

1511 Gateway Lane, Kissimmee
$349,000
5 Beds ⋅ 3 Baths ⋅ Poinciana Nbrhd 4 Vil 7 SubDv. ⋅ 34759 Zip Code
Welcome to this spacious and beautifully maintained 5-bedroom, 3-bathroom home offering over 3,000 square feet of comfortable living space in the growing community of Poinciana. This two-story home features an inviting open floor plan with soaring ceilings, abundant natural light, and plenty of room for both everyday living and entertaining. The heart of the home is the spacious kitchen, complete with ample cabinetry, generous counter space, a breakfast bar, and an adjoining dining area overlooking the family room. A separate formal dining room provides the perfect setting for family dinners, holidays, and special occasions. The thoughtfully designed floor plan offers flexibility for today’s lifestyle. The spacious primary suite features a walk-in closet and an en-suite bathroom with dual vanities, a relaxing garden tub, and a separate walk-in shower. Four additional bedrooms provide plenty of space for family, guests, a home office, or hobby room. The upstairs loft offers additional living space ideal for a media room, game room, playroom, or second family room. Additional highlights include an inside laundry room, concrete block construction, an attached two-car garage, generous storage throughout, and a spacious backyard with endless possibilities for outdoor entertaining, gardening, or creating your own private oasis. Conveniently located near shopping, restaurants, schools, parks, medical facilities, and major roadways, this home offers easy access to Central Florida attractions while providing the comfort, space, and convenience today’s buyers are looking for. Don’t miss this incredible opportunity to own a move-in-ready home with room to grow. Schedule your private showing today!

66 Herring Court, Kissimmee
$595,000
4 Beds ⋅ 5 Baths ⋅ Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Exceptional 4-bedroom, 5-bathroom home on Arnold Palmer Championship Course (Hole 5) in gated Reunion Resort. This property features fresh interior paint, brand-new kitchen appliances, granite kitchen and bathroom surfaces, new washer/dryer in the primary residence, plantation shutters throughout, and 2-car garage. Open floor plan with soaring ceilings and natural light flows from the gourmet kitchen with granite countertops to spacious living areas perfect for entertaining, enhanced by a ceiling speaker system. Primary suite upstairs features spa-inspired ensuite with dual sinks, jetted soaking tub, and stand-up shower, large walk-in closet, plus private golf course balcony. Two additional bedrooms upstairs with another full bathroom accommodate family or guests. Separate fully-equipped in-law suite with one bedroom, full bathroom, kitchenette, and living room featuring private entrance—ideal for extended guests or rental income. Heated and cooled resort-style pool sits in fully fenced courtyard with vinyl fencing, covered patio for al fresco dining, and half pool bath. Reunion Resort community offers three championship golf courses, water park, lazy rivers, wave pools, luxury spa, tennis, and fitness centers. HOA covers lawn care, irrigation, pest control, high-speed internet, cable, pressure washing, and 24-hour gated security. Zoned for short-term rentals with excellent cash flow potential. Minutes from I-4, 429, and Central Florida attractions. Perfect as primary residence, vacation retreat, or investment property. Property does not include resort membership. Up to 1% towards buyer's closing costs if using Seller's preferred lender, terms and conditions apply.

7526 Excitement Drive, Reunion
$190,000
2 Beds ⋅ 2 Baths ⋅ Terra Condo SubDv. ⋅ 34741 Zip Code
Welcome to carefree Florida living! This beautifully maintained, fully furnished first-floor 2-bedroom, 2-bath condo is move-in ready! The spacious split-bedroom floor plan offers privacy and comfort, while the open living and dining areas provide the perfect space for relaxing or entertaining. Enjoy the convenience of ground-floor living with a private patio to enjoy the Florida weather. Located in a gated community with a community pool, this home offers a low-maintenance lifestyle in a prime Kissimmee location. Just minutes from Historic Downtown Kissimmee, shopping, dining, medical facilities, major highways, and Central Florida's world-famous attractions. Whether you're searching for a primary residence, seasonal retreat, or easy Florida getaway, this one is a must-see. Easy to show!

1018 Plantation Drive Unit A18, Kissimmee
$335,000
3 Beds ⋅ 3 Baths ⋅ Villas At Reunion Square Condo Ph 1 SubDv. ⋅ 34747 Zip Code
INVESTOR ALERT! TURNKEY! Welcome to 7602 Cabana Ct, located inside Reunion Resort in Florida. This ground-floor, three-bedroom, three-bathroom condo is sold fully furnished, fully equipped, and move-in ready for a new owner or vacation rental guests. The property features an ACTIVE GOLD MEMBERSHIP and comes with an established rental history along with future guest bookings already scheduled, giving you an active rental setup from day one. INTERIOR FEATURES: Fresh interior paint was completed throughout the home in June 2023. Custom plantation shutters are installed on every window, providing a clean look, light control, and easy care with no curtains to wash. The living area features power-reclining sofas purchased in Fall 2023, paired with newer furniture, modern decor, and clean linens throughout. KITCHEN AND DINING: The kitchen is well equipped with modern major appliances, all replaced recently including the refrigerator in June 2023, dishwasher in January 2024, stove in May 2024, and garbage disposal in July 2024. Generous cabinet space and a practical layout make daily cooking and guest hosting easy. BATHROOM UPGRADES: All three bathrooms feature functional, high-quality updates including updated plumbing fixtures and new toilets installed in June 2023, custom mold- and mildew-resistant master bathroom glass doors installed by Dixie Shower Doors in Fall 2023, and quiet LED exhaust fan and light combinations installed in the primary and main bathrooms. An extra matching fan and light kit is stored in the owner storage closet next to the front door, ready for the Jack-and-Jill bathroom when needed in the future. STORAGE AND UTILITIES: Storage is maximized throughout with custom closet builds in all three bedrooms. Outside, right next to the front entry door, you will find a dedicated locked storage closet featuring built-in shelving and interior lighting—ideal for owner lock-off supplies. MAJOR HOME SYSTEMS: The HVAC system was replaced in August 2021 and is currently covered under a service contract. An Ecobee smart thermostat is installed, allowing remote temperature settings from your phone app. The water heater was replaced in June 2023 and is currently under warranty and a service contract. SECURITY AND CONVENIENCE: A full Ring security system is installed and included. It features a battery backup power system, a front video doorbell, and a back porch security camera. The front doorbell camera clear view covers the entry and owner storage closet door for added security while away. THE RESORT LOCATION: Reunion Resort is known for world-class golf courses, a water park, swimming pools, on-site dining, and close distance to Central Florida attractions. Having the active Gold Membership on this property allows access to these resort amenities for owners and authorized guests. Whether you want a fully setup vacation rental asset, a personal getaway, or a turnkey full-time home in Reunion, this spacious 3/3 unit offers recent updates across every major system and low-maintenance living. Schedule your private showing today to tour 7602 Cabana Ct, Unit 101.

7602 Cabana Court Unit 101, Kissimmee
$280,000
3 Beds ⋅ 3 Baths ⋅ Crestwynd Bay SubDv. ⋅ 34747 Zip Code
Welcome to 2691 Andros Lane, Kissimmee, FL 34747, a beautifully maintained two-story townhouse offering 3 bedrooms and 2.5 bathrooms in a desirable resort-style community. Thoughtfully designed with a functional layout, this home provides bright and inviting living spaces that are perfect for comfortable everyday living and entertaining. Inside, the main level features spacious living and dining areas that flow seamlessly into the kitchen, creating a welcoming atmosphere for family and guests. All three bedrooms are located upstairs, providing added privacy, including a comfortable primary suite with an en-suite bathroom, while the additional bedrooms offer flexibility for family, guests, or a home office. Step outside to enjoy the welcoming front porch or relax on the open paver patio, an ideal space for outdoor dining, grilling, or unwinding. The low-maintenance outdoor area offers the perfect setting to personalize and enjoy Florida's year-round sunshine. Residents enjoy access to excellent community amenities, including a swimming pool, playground, park, and a variety of recreational facilities designed for an active and enjoyable lifestyle. Located in the sought-after Kissimmee area, this home is just minutes from Walt Disney World, Margaritaville Resort Orlando, Sunset Walk, shopping, dining, golf courses, and other popular Central Florida attractions. With convenient access to US-192, SR 429, and I-4, commuting throughout the Orlando area is easy while still enjoying the charm and convenience of this vibrant neighborhood.

2691 Andros Lane, Kissimmee
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