Kissimmee Homes with Pool Community Features

Kissimmee Homes with Pool Community Features

Welcome to Kissimmee, Florida – a vibrant city where sunshine meets adventure! Nestled just minutes from the magical attractions of Orlando, Kissimmee offers a perfect blend of excitement and tranquility. With its charming downtown area, bustling with shops, restaurants, and cultural attractions, Kissimmee is a fantastic place to call home. Whether you’re drawn to its scenic parks, beautiful lakes, or the allure of nearby theme parks, Kissimmee has something for everyone.

One of the standout features of homes in this delightful city is the abundance of properties with refreshing pools. Imagine stepping out into your own backyard oasis, where you can soak up the Florida sun, host summer barbecues, or enjoy a peaceful evening swim under the stars. Many communities in Kissimmee are designed with resort-style amenities, offering not just individual pools but also access to community features such as clubhouses, fitness centers, and walking trails.

Living in a Kissimmee home with a pool means embracing the Florida lifestyle to the fullest. Spend your weekends lounging by the water, or take a short drive to explore the natural beauty of the nearby Everglades. With a variety of housing options available, from cozy single-family homes to luxurious villas, you’re sure to find the perfect property that meets your needs.

Come discover why Kissimmee is not just a place to live, but a place to thrive. Dive into your dream home today and make every day feel like a vacation!

Newest Kissimmee Homes with Pool Community Features

$360,000
4 Beds ⋅ 3 Baths ⋅ O6445182 MLS ⋅ 8956 BLDG.
Picture this: coffee in hand, a few steps out your door, and you're already at the clubhouse. That's everyday life at this fully furnished 4-bedroom, 3-bath townhome in Paradise Palms Resort, a gated, short-term-rental-friendly community just minutes from Walt Disney World. Inside, the open layout makes it easy to gather, whether you're cooking, catching up, or planning tomorrow's park day. With four bedrooms and three full baths, there's room to spread out and a quiet spot for everyone at the end of the day. Then there's the extended lanai, where your private splash pool is waiting. It's the kind of space you'll find yourself returning to again and again, for a morning swim, an afternoon break from the Florida heat, or a relaxed evening outdoors. And when you want more, it's all just a short stroll away: a tropical lagoon pool with spas, kids' pool and play area, cinema, fitness room, tennis and volleyball, game room, coffee shop and convenience store, plus concierge and front desk service. Shopping, dining, and major roads are close by too. Turnkey, furnished, and ready from day one. Homes this close to the clubhouse don't come along often, so schedule your showing today!

8956 Candy Palm Road, Kissimmee
$449,000
3 Beds ⋅ 2 Baths ⋅ O6444615 MLS ⋅ 1001 BLDG.
Virtually Staged. Discover a stylish and spacious 3-bedroom, 2-bath condominium in Siena at Celebration, offering approximately 1,622 square feet of comfortable living space, an attached one-car garage, and a thoughtfully designed layout. From the moment you enter, the home offers a polished blend of function and contemporary style. The first level provides convenient access to the garage and laundry area, while the main living level opens to a bright, spacious floor plan with plenty of room for relaxing, dining, and entertaining. The kitchen makes an immediate impression with 42-inch soft-close cabinetry, glass display accents, a built-in wine rack, quartz countertops, and stainless-steel appliances. Coordinating cabinetry and countertops continue into both bathrooms, creating a cohesive and refined look throughout the home. Additional details include modern ceiling fans and fixtures, a sleek metal stair railing, raised ceilings in the kitchen and primary bathroom, and finishes that give the home a fresh, updated feel. The primary bathroom offers a relaxing retreat with a generous shower, built-in bench, and rainfall-style shower fixture. Beyond the home, Siena at Celebration offers access to community amenities including a pool, fitness center, playground, tennis courts, and recreational areas. Celebration is known for its distinctive setting, parks, trails, dining, shopping, community events, and convenient access to Central Florida destinations. Located near Walt Disney World Resort, major attractions, shopping, dining, and area roadways, this property offers the space, features, and location buyers are looking for. If you have been waiting for an opportunity to own in Celebration, this 3-bedroom Siena condo deserves a closer look. Schedule your private showing and experience the layout, finishes, community amenities, and location for yourself.

1001 Via Santae Lane Unit 203, Kissimmee
$1,190,000
4 Beds ⋅ 5 Baths ⋅ S5158331 MLS
Virtually Staged. Welcome to Celebration, Florida! This beautiful David Weekley Single-Family Pool Home offers an exceptional combination of space, comfort, and location. Situated on a cornet lot with nice water view, this approximately 3,000-square-foot home features 4 bedrooms, 4.5 bathrooms, sunroom, pool and 2 car garage providing plenty of room for family and guests. Step inside to an inviting open floor plan designed for both everyday living and entertaining. The first floor features a spacious bedroom with a private full bathroom and a generously sized closet, offering an ideal retreat for guests, extended family, or anyone seeking convenient first-floor living. The home also features a formal living room and dining room, a comfortable family room, and a well-appointed kitchen that flows naturally into the main living areas. Large windows fill the home with natural light and create a warm and welcoming atmosphere throughout. Enjoy the Florida lifestyle from the charming front porch or relax and entertain on the screened-in rear porch, complete with a private pool and spa. Additional highlights include a two-car garage, spacious bedrooms, generous closet space, nice water view and an alley-accessed corner lot. Located in the highly sought-after community of Celebration, this home is conveniently close to parks, walking and biking trails, shopping, dining, schools, and Celebration’s charming downtown area. A wonderful opportunity to enjoy the space, comfort, and unique lifestyle that make Celebration such a special place to call home!

902 Waterside Drive, Kissimmee
$6,950,000
10 Beds ⋅ 13 Baths ⋅ O6444760 MLS
Welcome to 900 Golden Bear Drive, a modern palatial masterpiece nestled within the highly sought-after, guard-gated community of Reunion Resort — this was the first of its kind in the area... Professionally furnished and move-in ready, this exquisite 10-bedroom, 10-full and 3-half-bathroom estate home spans over 11,000 square feet on direct water lot in the West Village, offering ample space for large groups and unforgettable gatherings. Step through a dramatic two-story, glass-walled entry beneath floating stairs with a glass railing, into a seamless open-concept living and dining space finished throughout in warm engineered wood flooring. Indulge in the art of culinary excellence within the gourmet kitchen, outfitted with high-end Sub-Zero and Wolf appliances and ample counter space — a dream kitchen for the chef in all of us. A separate butler's pantry and coffee bar, plus a hidden-door secondary prep kitchen, make large-scale entertaining and dinner service effortless. An electric fireplace, private home theater with surround sound, golf simulator, and a third-floor loft. This home is furnished to the highest throughout with Caracole Furniture inside and "RH" furniture outside... round out the entertaining spaces, along with so much more! Each of the ten bedroom suites is a private sanctuary, lavishly appointed with high-end finishes to ensure every guest enjoys the pinnacle of comfort. The primary suites offer direct water views, a spa-style ensuite with a glass-enclosed walk-in shower and freestanding soaking tub, and access to a pool deck overlooking the pool and lake beyond. Beyond the bedrooms, a dedicated arcade and games room and a striking custom-themed dual bedroom themed suite add a playful, memorable and extraordinary touch. Step outside to a resort-style paradise awaits. The sparkling pool and spa, complete with a swim-up bar and in pool dining, the basketball hoop and an oversized outdoor chess set are a great outdoor fun game and the sparkling pool beckon you in for a refreshing dip on warm Florida days, while the summer kitchen offers an alfresco dining experience like no other. Embrace balmy evenings gathered around the covered cabana bar, savoring delicious meals and cocktails against uninterrupted pond views and forging lasting memories. Beyond the property, enjoy the full Reunion Resort®. We are just minutes from Walt Disney® Parks, Orlando's major attractions, and Orlando International Airport, with easy highway access to some of the best beaches in the world. Florida's year-round summer weather and Reunion's® picture-perfect landscape create the ideal backdrop for outdoor living, with access to three world-renowned championship golf courses and numerous resort pools throughout the community. Don't miss this incredible opportunity to own your very own piece of paradise — complete, furnished, and ready for its next chapter today.

900 Golden Bear Drive, Kissimmee
$235,000
3 Beds ⋅ 2 Baths ⋅ O6441799 MLS ⋅ 3175 BLDG.
Beautifully updated first-floor corner condo in a private Kissimmee community! Talked away in a secure, private community yet just minutes from Disney, US 192, dining, shopping and all that Kissimmee’s best, this beautifully updated first floor corner unit is the perfect place to call home or enjoy as a vacation getaway. Step inside to a nicely furnished, inviting interior with beautifully redone bathrooms, and a comfortable, move-in ready feel throughout. As a corner unit, the home offers added privacy and an abundance of natural light. The highlight is the peaceful view from the back balcony – the perfect spot to enjoy your morning coffee or unwind at the end of the day. Whether you’re looking for a full-time residence, second home, or investment opportunity, this community offers the convenience of being close to central Florida’s world famous attractions, while providing a quiet, treat away from the hustle and bustle!

3175 Feltrim Place Unit 103, Kissimmee
$205,000
2 Beds ⋅ 2 Baths ⋅ S5158337 MLS ⋅ 1213 BLDG.
Welcome to this charming 2-bedroom, 2-bathroom condo in the desirable Gables at Lakeside community of Kissimmee! This inviting home features a screened-in patio overlooking a peaceful lake, creating the perfect spot to enjoy your morning coffee or unwind at the end of the day. The community offers excellent amenities, including a resort-style pool, fitness center, and tennis courts. Conveniently located near The Loop shopping and dining complex, with easy access to major highways, making commuting and exploring Central Florida a breeze. Whether you’re looking for a primary residence, vacation home, or investment opportunity, this condo offers comfort, convenience, and an ideal Kissimmee location.

1213 Bermuda Lakes Lane Unit 206, Kissimmee
$630,000
5 Beds ⋅ 3 Baths ⋅ O6443461 MLS
Lake Views, Conservation Views & an Incredible Pool! Welcome to this beautiful 5-bedroom, 2.5-bathroom home in Storey Creek, Kissimmee. Built in 2024 and lightly used as a second home, this nearly 2,900 sq. ft. home sits on a premium lot with stunning lake and conservation views and beautiful west-facing sunsets. The backyard is the highlight, featuring a nearly 1,100 sq. ft. fully enclosed pool and spa area, representing approximately a $110,000 investment. Enjoy a heated pool, spa jets, ambient lighting, and WiFi controls all designed for easy Florida living. The conservation area and easement beside the home also provide added privacy and separation. Inside, the open floor plan features a first-floor primary suite, flex space, laundry room, spacious kitchen, dining and living areas, plus an upstairs loft. The kitchen and bathrooms feature quartz countertops for a clean, modern look. Storey Creek offers resort-style amenities including a clubhouse, fitness center, community pool, sports courts, walking trails, dog park, and playgrounds. Conveniently located near schools, Disney, Orlando International Airport, downtown Kissimmee, and Lakefront Park. A newer home, premium lot, incredible views, and a custom pool setup this one truly stands out in Storey Creek.

4307 Pebbles Throw Drive, Kissimmee
$849,999
4 Beds ⋅ 3 Baths ⋅ O6444832 MLS
Welcome to this beautifully presented 4-bedroom, 3-bath pool home located in the highly sought-after Reunion Resort! With approximately 2,295 square feet of living space, this home offers a bright, open floor plan with plenty of room to gather and entertain. The spacious living area flows seamlessly into the kitchen and dining spaces, creating an easy layout for both everyday living and vacation stays. Step outside to your own private pool and patio, the perfect place to enjoy the Florida sunshine, relax after a day at the parks, or spend an evening with family and friends. Inside, four generously sized bedrooms provide plenty of space for guests, including a fun bunk room, while the additional entertainment spaces make this home especially well suited for the vacation-home lifestyle. Located within Reunion Resort, you're surrounded by beautiful resort scenery and world-class golf while remaining just a short drive from Walt Disney World, Disney Springs, dining, shopping and everything Central Florida has to offer. Whether you're looking for a primary residence, second home, or vacation rental opportunity, this property offers a fantastic combination of space, location and resort living.

1407 Titian Court, Kissimmee
$389,990
3 Beds ⋅ 2 Baths ⋅ S5158319 MLS
SELLER VERY MOTIVATED — BRING ALL OFFERS! Why wait for new construction? This stunning 2024-built 3-bedroom, 2-bath home in Knightsbridge offers gorgeous lake views and unforgettable sunsets from your own backyard. The open floor plan connects the great room, dining area, and kitchen — bright, airy, with high ceilings and easy-care tile throughout. The kitchen features a large island with breakfast bar, quartz-look counters, cabinets, stainless steel appliances, and walk-in pantry. The primary suite includes a walk-in closet and en-suite bath with dual vanities and walk-in shower. "Enjoy interior laundry, a two-car garage, and paver driveway. The backyard features an open patio with beautiful lake views. Community amenities include a pool, playground, and free internet included in the HOA. Don't miss this one — schedule your showing today!"

5010 Worchester Drive, Kissimmee
$239,900
3 Beds ⋅ 2 Baths ⋅ O6444880 MLS
MOVE-IN READY, UPDATED AND PRICED TO STAND OUT! Welcome to 663 Jaguar Court, a beautifully updated 3-bedroom, 2-bath home offering a comfortable single-story layout, 2-car garage and a great combination of style, space and value. Step inside to a bright, welcoming interior designed for easy everyday living. The updated kitchen features granite countertops and stainless-steel appliances, creating a clean, modern look while offering plenty of functionality for cooking and entertaining. Updated bathrooms continue the fresh feel throughout the home, making this one you can move into and enjoy without taking on a major renovation project. The thoughtful floor plan offers 1,308 square feet of living space with three bedrooms and two full baths, giving you flexibility for guests, a home office or additional living space. Sliding doors extend the living area toward the screened outdoor space, providing another place to relax and enjoy Florida living. Outside, you'll appreciate the manageable homesite, established neighborhood setting and attached 2-car garage. Roof 2017. Conveniently located in Poinciana with access to shopping, dining, recreation and everyday conveniences. Whether you're looking for your first home, your next home or a Central Florida investment property, this one deserves another look.

663 Jaguar Court, Kissimmee
$999,995
9 Beds ⋅ 7 Baths ⋅ O6441428 MLS
SPECTACULAR 9-BEDROOM THEMED ESTATE HOME IN SOLARA RESORT- Where every day feels like a vacation! Step into your own private world of luxury, fun, and unforgettable memories in this spectacular 9 Bedroom, fully furnished estate home located in the highly sought-after Solara Resort near Disney World! Designed for families, multigenerational gatherings, and savvy vacation-home investors, this extraordinary residence offers the perfect combination of resort=style living, themed entertainment, spacious accommodations and an unbeatable Orlando location. This home offers an exceptional blend of private-home comfort and five-star resort excitement, making it possible to spend the morning at the parks, the afternoon relaxing at home and the evening enjoying your own private enternatinment retreat! As a resident of Solara Resort, your family and guests have access to an impressive collection of 5 Star resort amenities designed to keep everyone entertained with a zero entry resort pool, flow Rider surf simulator, water slides, cabanas, basketball court, soccer field, volleyball, playground, park, state of the art fitness center, marketplace and restaurant. This is a home Built for Memories, with 9 bedrooms and generous living and entertaining areas, there is room for everyone to come together while still having plenty of of space to retreat and recharge. This home is currently professionally managed as a vacation rental and well suited for large families, extended families, reunions, celebrations and groups of friends traveling together, This fully furnished home is truly Turnkey and has been thoughtfully positioned for the short term vacation rental market. The home has an established rental history and has been optimized to stand out in the vacation-home market Rental information provided upon request. Location, Location, Location- a few miles from Walt Disney World, this home places you close to Orlando’s world-famous attractions, restaurants, shopping, entertainment and beaches. Spend the day exploring Disney, Universal, Seaworld and Orlando’s many attractions, then return to the comfort of your own luxurious private vacation residence. This isn’t simply a house near Disney-it’s an entire vacation experience under one roof. Come home to Solara. Bring the Family. Make the Memories. And let the vacation begin the moment you walk through the door

8911 Tropical Haven Court, Kissimmee
$460,000
4 Beds ⋅ 3 Baths ⋅ O6443545 MLS ⋅ 3054 BLDG.
Welcome to 3054 Gatsby St, a beautifully located 4-bedroom, 3-bathroom pool home in the highly desirable Storey Lake Resort community of Kissimmee. Built in 2017 and offering 1,914 square feet of living space, this property is an excellent opportunity for a primary residence, vacation home, or short-term rental investment near Orlando’s world-famous attractions. Designed for the Florida lifestyle, the home features an open-concept floor plan with spacious living and dining areas, a modern kitchen, and plenty of room to comfortably host family and guests. Step outside to your private heated pool and enjoy the added privacy of having no rear neighbors—perfect for relaxing after a day at the parks. Storey Lake is known for its impressive resort-style amenities, including a lazy river, resort pool, fitness center, mini golf, kayaking, tiki bar, and more. The community’s prime Kissimmee location provides convenient access to Walt Disney World, Universal Orlando, shopping, dining, and major Central Florida attractions. Whether you're searching for an Orlando-area vacation home, an investment property with short-term rental potential, or your own Florida getaway with a private pool, 3054 Gatsby St offers a combination of location, amenities, and flexibility that is hard to beat.

3054 Gatsby Street, Kissimmee
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