Kissimmee Homes with Pool Community Features

Kissimmee Homes with Pool Community Features

Welcome to Kissimmee, Florida – a vibrant city brimming with charm and adventure! Nestled just south of the magical attractions of Orlando, Kissimmee offers a delightful blend of suburban tranquility and excitement. Known for its picturesque landscapes and warm, sunny climate, this city is a haven for families, retirees, and anyone looking to enjoy the best of Florida living.

Kissimmee is not just a gateway to world-famous theme parks like Walt Disney World and Universal Studios; it also boasts a rich tapestry of outdoor activities. From the serene waters of Lake Tohopekaliga, where you can fish, boat, or simply enjoy a picnic, to the scenic trails of the Shingle Creek Regional Park, there's no shortage of ways to embrace the great outdoors.

For those seeking a home in this enchanting locale, Kissimmee's pool community features are simply irresistible. Imagine coming home to your own private oasis, where you can unwind in your pool after a day of adventure. Many homes in Kissimmee's communities come with stunning pool amenities, offering a perfect setting for family gatherings, barbecues, or simply soaking up the sun. These neighborhoods are designed with community living in mind, often featuring lush landscaping, playgrounds, and recreational areas that foster a sense of belonging.

Whether you’re looking for a vacation home, a permanent residence, or an investment opportunity, Kissimmee's homes with pool community features provide a unique lifestyle that combines relaxation, fun, and the warmth of Florida sunshine. Discover your dream home in Kissimmee today, and embrace the enchanting lifestyle that awaits you!

Newest Kissimmee Homes with Pool Community Features

5 Beds ⋅ 4 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code

Perfectly positioned on a beautifully landscaped corner homesite in Celebration's sought-after South Village, this exceptional Issa Dorchester residence offers timeless architecture, luxurious finishes, and an impeccably maintained single-story floor plan designed for both elegant entertaining and everyday comfort. With a private one-bedroom garage apartment, a three-car garage, and a resort-style pool and spa, this home represents the very best of Celebration living. From the moment you enter, you'll appreciate the home's rich architectural details, including luxury plank flooring, extensive decorative trim, elegant cove ceilings, custom window blinds, and an abundance of natural light. The spacious family room serves as the heart of the home, featuring a handsome built-in entertainment center and seamless flow into the gourmet kitchen. Designed for the culinary enthusiast, the chef's kitchen is both stunning and functional, showcasing a professional-grade gas range with pot filler, granite countertops, stainless steel appliances, center island, breakfast bar, custom tile backsplash, recessed and designer pendant lighting, and generous workspace for entertaining. The thoughtfully expanded owner's retreat is one of the largest you'll find in Celebration, enlarged by approximately two feet during construction to create an exceptionally spacious primary suite. The luxurious primary bath offers a soaking tub, separate walk-in shower, and an inviting spa-like atmosphere. A handsome library/home office with custom built-in desk and bookshelves provides the perfect space for working remotely or enjoying a quiet retreat. Step outside to your private backyard oasis where a screened lanai overlooks the sparkling pool and spa, surrounded by mature landscaping. Vinyl fencing provides privacy while creating the perfect setting for relaxing or entertaining year-round. Above the oversized three-car garage, guests or extended family will enjoy a private one-bedroom apartment complete with its own kitchen. Additional features include a spacious laundry room with utility sink and abundant storage, designer lighting, built-in cabinetry, and meticulous pride of ownership throughout. Every detail reflects quality craftsmanship, making this residence feel virtually brand new. Located in the award-winning community of Celebration, residents enjoy an unmatched lifestyle featuring charming tree-lined streets, over 26 miles of scenic walking and biking trails, community parks, playgrounds, multiple resort-style pools, tennis and basketball courts, and a vibrant downtown filled with exceptional dining, boutique shopping, lakeside events, and year-round community celebrations. Ideally situated just minutes from Walt Disney World Resort, with convenient access to Interstate 4, State Roads 417 and 429, Orlando International Airport, and Central Florida's premier shopping, dining, golf, and entertainment destinations, this remarkable home offers luxury living in one of Florida's most iconic communities.

906 Spring Park Loop, Celebration

5 Beds ⋅ 3 Baths ⋅ Brighton Lakes Ph 1 SubDv. ⋅ 34746 Zip Code

Virtually Staged. Welcome to 2414 Huron Circle, a 3,100-square-foot, two-story home offering 5 bedrooms and 3 bathrooms on a generous lot in the desirable Brighton Lakes community. With soaring ceilings, an open great room, formal dining space, and a versatile layout, this home offers the space and bones today's buyers are looking for. Two of the biggest investments are already done: a newer roof and newer AC system, giving buyers real peace of mind and immediate savings. The screened, extended pool area offers a fantastic outdoor space to relax or entertain, all set on a large lot with room to spread out. This home is ready for someone to bring their vision and updates throughout — flooring, finishes, and cosmetic touches — to truly make it shine. With great structural bones, a functional layout, and major systems already updated, this is a rare opportunity in a sought-after Kissimmee neighborhood. Bring your imagination — this one has real upside!

2414 Huron Circle, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code

Short Sale. SHORT-SALE OPPORTUNITY IN WINDSOR PALMS! Explore the possibilities offered by this FULLY FURNISHED, three-bedroom, two-bath condominium with approximately 1,269 square feet of living space in a gated resort community near Walt Disney World. The functional layout is suitable for personal occupancy, vacation-home use, or potential short- or long-term rental operation, subject to association rules, licensing, governmental requirements, and buyer verification. Windsor Palms offers a convenient location near Central Florida attractions, shopping, dining, entertainment, and major roadways. This opportunity may appeal to an investor, second-home purchaser, or buyer seeking an affordable entry into the Kissimmee resort market. Property is being sold as a short sale and all terms, including purchase price and closing timeline, are subject to the seller’s lender approval. Buyer must independently verify property condition, measurements, furnishings, HOA fees, assessments, rental eligibility, licensing, association financials, insurance, financing availability, and potential income. No rental revenue, occupancy, appreciation, or return on investment is represented or guaranteed.

8107 Coconut Palm Way Unit 201, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Waterway Village SubDv. ⋅ 34741 Zip Code

Fantastic opportunity for investment or homeownership alternative to renting! This charming 2-bedroom, 2-bathroom townhouse has tile flooring throughout. The functional layout offers a combined living, dining, and kitchen area, along with a convenient indoor laundry closet. Enjoy relaxing or entertaining outdoors on the covered exterior porch, complemented by the added convenience of an outside utility storage closet. Situated in a central Kissimmee community, residents have access to a refreshing community pool and HOA amenities that cover common area lawn and fence care, pool maintenance, street lighting, and CCTV security monitoring. Centrally located close to public bus stops, shopping areas, schools, and all major Central Florida attractions, including Walt Disney World.

4179 Spitfire Avenue, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Westview 50s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. This new single-story McCartney Next Gen® home features a private suite with its own entrance, living area, kitchenette, bedroom, bathroom and laundry, perfect for multigenerational households. The main home is host to an inviting open-concept layout with easy access to a covered patio for seamless indoor-outdoor living. Two secondary bedrooms are located off the foyer, and a lavish owner’s suite is tucked into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5601 Dennery Bay Road, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Westview 50s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. This new four-bedroom Hendrix showcases convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

4621 Coral Harbour Road, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. Introducing the new and exciting Sentosa! This elegant four-bedroom home provides convenient single-story living. An open-concept floorplan maximizes interior space and encourages seamless transitions between a modern kitchen, elegant dining room and comfortable family room. Three secondary bedrooms are tucked away to the side of the home, while a luxurious owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5534 Sapote Court, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. This new single-story Kitson boasts a modern and low-maintenance design ideal for any lifestyle. An open-concept floorplan blends the kitchen, living and dining areas for seamless transitions and everyday multitasking. Two secondary bedrooms are tucked away to the side of the home, with a lavish owner’s suite nestled into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5033 Loggia Lane, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Doral Pointe Unit 2 SubDv. ⋅ 34758 Zip Code

** Some Photos Visually Staged **Incredible Potential – Wholesale Opportunity in Doral Point 4 Bed | 3 Bath | Fully Fenced | Poinciana Looking for a great buy in today’s market? This is it. This charming home is loaded with incredible potential and priced for the savvy buyer who sees past the surface. With 4 full bedrooms, 3 full baths, and a completely fenced yard, the bones are solid — it just needs a few final cosmetic touches to shine. Whether you’re a first-time homeowner ready to build instant equity, an investor hunting your next profitable flip, or anyone who wants maximum value without the premium price tag… this one checks every box. Key highlights: • No CDD fees • Low HOA • Prime Doral Point location • Wholesale pricing that won’t last This is a rare chance to lock in a property with real upside in a desirable area. Serious buyers only — opportunities like this disappear fast. Ready to make it yours? Reach out today before it’s gone. Schedule your private tour today – this beauty it’s what you were looking for to call home! Buyer is responsible for their own due diligence, including but not limited to verifying HOA information, community rules, square footage, lot size, room dimensions, and taxes.

3107 Harris Park Way, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code

Virtually Staged. Welcome to this beautifully updated 3-bed 3-bath 1595 sq ft townhome located in the desirable gated community of Paradise Cay in Kissimmee—where modern upgrades, prime location, and investment potential come together. Property Highlights: End Unit with more lights. The largest floor plan in the community Fully renovated interior with stylish laminate flooring throughout New counter top for kitchen and bathroom Fresh interior paint for a bright, clean look in neutral color Recent upgrades (2025): New AC, top load washer, and 5 burner electric range (2024): new microwave; LG dryer Large parking space for handicap parking Community Features: Secure gated access Resort-style amenities including pool, playground, and scenic walking trails HOA covers exterior maintenance, trash service—offering truly low-maintenance ownership Unbeatable Location: Less than 3 miles to Walt Disney World Minutes to US-192, with easy access to I-4 and Orlando premium outlet and orange convention center Close to world-class golf, shopping, dining, and entertainment Investment Opportunity: Zoned for short-term and long-term rentals—perfect as a primary residence, vacation home, or income-producing property Live, vacation, or invest in one of Central Florida’s most sought-after areas. Schedule your private showing today and start enjoying the Florida lifestyle!

5266 Paradise Cay Circle, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Remington Prcl K Ph 3 SubDv. ⋅ 34744 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the desirable gated community of Remington in Kissimmee. Offering approximately 1,560 square feet of comfortable living space, this move-in-ready residence features a bright, open floor plan with a spacious living and dining area, a well-appointed kitchen with ample cabinet and counter space, and a split-bedroom layout that provides added privacy. The primary suite includes a walk-in closet and an en-suite bathroom. Two additional bedrooms and a full guest bath provide plenty of space for family, guests, or a home office. Enjoy Florida living year-round from the rear patio overlooking the backyard—perfect for relaxing or entertaining. Remington residents enjoy access to outstanding community amenities, including a championship golf course, clubhouse, swimming pool, tennis courts, basketball courts, playgrounds, walking trails, and beautifully maintained common areas. Conveniently located near major highways, Lake Nona Medical City, Orlando International Airport, shopping, dining, schools, and world-famous attractions, this home offers the perfect combination of comfort, convenience, and lifestyle. Sold AS-IS. Seller is a corporation and has never occupied the home. Seller does not disclose. It is Buyer and Buyers brokers responsibility to verify all information, HOA fees, restrictions and approval process. Seller chooses Mainstay National Title. 5 day inspection period max. Closing date on or before 45 days from effective date. All appliances stay in home but not warranted by seller.

2413 Ruddenstone Way, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Terraces At Reunion SubDv. ⋅ 34747 Zip Code

Experience effortless resort living in this beautifully updated, fully furnished 3-bedroom, 2-bathroom condo in the gated Reunion Resort community. Thoughtfully enhanced by the current owner, the residence features luxury vinyl flooring throughout, new appliances, updated fixtures, and a wine refrigerator, creating a stylish, move-in-ready retreat. Located in an elevator building, the condo also offers a private balcony, its own one-car garage, and a private driveway. Whether you're looking for a primary residence, second home, vacation getaway, or short-term rental opportunity, this property offers exceptional flexibility in one of Central Florida's premier resort communities. The Terraces at Reunion features a community pool, barbecue area, and park, while Reunion Resort offers an impressive collection of amenities, including three signature golf courses designed by Jack Nicklaus, Arnold Palmer, and Tom Watson, a multi-level water park, miniature golf, tennis, fitness and spa facilities, multiple community pools, and a variety of restaurants and dining options. Ideally located approximately 30 minutes from Orlando International Airport and just a short drive from Central Florida's world-famous theme parks and attractions, Reunion combines convenience with a true resort-style experience. With 24-hour gated access and a golf-cart-friendly setting, this turnkey, fully furnished residence offers the perfect opportunity to enjoy the Florida resort lifestyle from day one.

7505 Mourning Dove Circle Unit 303, Reunion

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