Kissimmee Homes with Pool Community Features

Kissimmee Homes with Pool Community Features

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of theme parks with the charm of a welcoming community. Nestled just south of Orlando, Kissimmee is renowned for its picturesque landscapes, rich cultural heritage, and an abundance of recreational opportunities. With its sunny weather and proximity to world-famous attractions like Walt Disney World, Universal Studios, and the beautiful lakes of the Kissimmee Chain, this city offers a lifestyle that is both exhilarating and relaxing.

One of the most appealing aspects of living in Kissimmee is the abundance of homes that feature community pools. Imagine coming home to a tranquil oasis where you can unwind after a long day, or gather with friends and family for a weekend barbecue by the poolside. These homes with pool community features are designed for those who appreciate a blend of leisure and luxury.

Many neighborhoods in Kissimmee boast beautifully landscaped grounds, providing residents with a serene environment to enjoy outdoor activities. Whether you’re looking to take a refreshing dip, host a pool party, or simply soak up the sun, these communities cater to a lifestyle that encourages relaxation and socialization.

With a variety of styles and price ranges available, Kissimmee’s homes with pool community features are ideal for families, retirees, and everyone in between. Come explore the enchanting charm of Kissimmee, where your dream home with a pool awaits, and experience the perfect blend of leisure and adventure in the heart of Florida!

Newest Kissimmee Homes with Pool Community Features

$166,000
Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Amazing opportunity to own a fantastic lot on the 3rd hole of the Palmer signature golf course. Land is hard to come by in Reunion these days so purchase while you can. The homesites do not have a time restriction to begin construction immediately so purchase now or for future generations to own. Build for full time residence or vacation home. Great proximity to all the major theme parks especially WALT DISNEY WORLD being just 2 exits away, makes this vacation community a top choice for visitors of all ages. If you are looking to take a few golf swings while on your vacation you can take the challenge on any of the 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson And Jack Nicklaus that are located on-site. Reunion offers many onsite restaurants from hamburgers at The Cove to fine dining at Chophouse and everything in between. There are 14 pools in the community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide.

7632 Excitement Drive, Reunion
$210,000
2 Beds ⋅ 2 Baths ⋅ Blossom Park Villas Condo SubDv. ⋅ 34747 Zip Code
LOCATION, LOCATION, LOCATION!! Second floor two-bedroom two bath condo with private balcony. Step into this bright and inviting condo perfectly situated in one of the area’s most desirable locations. Whether you’re a first-time buyer, downsizing, or using as second home, this condo delivers comfort and convenience. The unit features a NEWER AIR CONDITIONER a TANKLESS WATER HEATER and NEW WINDOWS offering improved energy efficiency; also features FLOOR TILES throughout. This unit is highly WELL-KEPT and maintained. This condo will be move-in ready and packed with value — a smart choice for anyone seeking affordability without sacrificing location. What truly sets this property apart is the community’s ongoing exterior renovation project. These improvements are already in progress — meaning you benefit from enhanced building quality, refreshed exteriors, and increased property value without the wait. It’s the ideal moment to secure a home in a community that’s actively investing in its future.

3036 Parkway Boulevard Unit 205, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ Reunion Ph 1 Prcl 2 SubDv. ⋅ 34747 Zip Code
Virtually Staged. **Reunion Club Membership Available** Welcome to Carriage Pointe, located within the renowned guard-gated community of Reunion Resort. This beautifully renovated 3-bedroom, 2.5-bath townhome offers a truly exceptional combination of luxury, style, and modern design, complete with an attached 1-car garage. Completely renovated is an understatement, over $100,000 was invested into transforming this home from the studs up, with no detail overlooked. From the moment you enter, you’ll notice the luxury vinyl plank flooring that flows throughout the entire home, creating a sleek and cohesive feel. The heart of the home is the brand new open concept chef’s kitchen, featuring a large island, new appliances, and beautiful granite countertops. The contemporary upgrades continue upstairs, where custom under stair accent lighting adds a upscale touch, while the stunning cable railing system enhances the modern aesthetic. The spacious primary suite offers a private retreat with its own balcony and a beautifully remodeled en-suite bathroom featuring new cabinetry, quartz countertops, and an upgraded rainfall shower. Two additional bedrooms are located upstairs and share a second fully remodeled bathroom. With extensive renovations, high-end finishes, and a modern contemporary design throughout, this Carriage Pointe townhome is truly move-in ready and offers the opportunity to enjoy the exceptional lifestyle of Reunion Resort. Reunion Resort is a luxury resort, that also allows short term rental, and is a top choice for visitors of all ages, Reunion features 12 Pools In The Community, Including a multimillion dollar water park, Complete with a lazy river, splash park for the little ones, tiki bar, & Water Slides, 3 championship golf courses, 5 restaurants, tennis/pickleball courts, putt putt golf, and many more amenities, making Reunion truly a city within gates. This townhome is turnkey, and has so much more to see, that you will have to see in person to appreciate. It is now your turn to call Reunion Resort your new home, or home away from home, welcome home!

815 Assembly Court, Kissimmee
$187,000
2 Beds ⋅ 2 Baths ⋅ Gables At Lakeside Condo SubDv. ⋅ 34741 Zip Code
3er- Floor Lake view ,Beautiful,community prime Kissimmee Location,This Chartming 3rd -floor condo offers a beautiful lake view and the peaceful feel of the Bermuda Lakes community! Well maintained community,comfortable open living space ,convenient parking ,Centraly located in Kissimmee,close to shopping, restaurants, schools & major roads .Just minutes from Orlando’s World -Famous attractions.!!. Your Looking for a primary residence, Vacation home,or investment property, this condo is worth ,taking a look at .

1205 Bermuda Lakes Lane Unit 303, Kissimmee
$299,900
3 Beds ⋅ 2 Baths ⋅ Westview Pod B Neighborhood 5 Ph 1 SubDv. ⋅ 34758 Zip Code
Come see this bright and inviting 3-bedroom, 2-bathroom home recently built in 2025 in Kissimmee. This move-in-ready residence blends modern design with everyday comfort, offering an easy, low-maintenance lifestyle just minutes from local shopping, dining, and major roadways. Step onto the covered front porch, an inviting spot for morning coffee, and through the front door into a bright, open-concept living space. The main living and dining areas feature a stylish tray ceiling that adds architectural interest, along with large windows that fill the rooms with natural light. Durable tile flooring runs throughout the main living areas, making cleanup a breeze. The kitchen is a true centerpiece, featuring crisp white cabinetry, sleek stainless-steel appliances, a tile backsplash, and a spacious island with bar seating, perfect for casual meals or entertaining guests. The adjacent dining area comfortably fits a full-size table, and the open flow into the living room makes this home ideal for gatherings with friends and family. The living room invites you through sliding glass doors to the backyard, creating a seamless indoor-outdoor connection. The primary suite offers a peaceful retreat with plush carpet, a ceiling fan, and plenty of natural light, while the second and third bedrooms provide flexible space for guests, family, or a home office. A dedicated large laundry room offers space for a full-size washer and dryer plus built-in shelving for extra storage. The two-car garage offers ample space for parking and storage, and the water softener conveys with the home for added value Outside, the home showcases attractive curb appeal with a paver driveway and walkway, stone accents at the entry, and a well-manicured lawn. Behind the home, unwind on the enclosed, covered lanai overlooking a large backyard and peaceful water view, a perfect spot to relax any time of the day. This home is part of Lennar at Esplanade, a new master-planned community in Kissimmee that welcomes pets, making it a great fit for owners with furry companions. Residents enjoy access to a community pool and clubhouse, a fitness center, dog park plus courts for tennis, pickleball and bocce ball, along with a spa for relaxing after a day of activity. The neighborhood sits close to Highway 17, putting the greater Orlando area within easy reach, and outdoor lovers will appreciate being a short drive from area lakes and nature trails for hiking and exploring, such as the Lake Marion Creek Wildlife Management area. Whether you're a first-time buyer, growing family, or investor, this property checks all the boxes: modern finishes, thoughtful design, and a location that puts you close to everything Central Florida has to offer. With green and energy-efficient construction plus thoughtful finishes throughout, this home offers the comfort of new construction without the wait. Come see the possibilities and make this house your own. Don't miss your chance to own this nearly new home. Schedule your private showing today!

4536 Ochos Rios Place, Kissimmee
$260,000
3 Beds ⋅ 2 Baths ⋅ Pine Island Villas At Bvl SubDv. ⋅ 34743 Zip Code
Welcome home, perfectly situated in the quiet, established community of Pine Island Villas in Kissimmee! Unbeatable location meets everyday convenience in this charming home. Positioned just off Buenaventura Boulevard with quick access to Osceola Parkway and Florida’s Turnpike, commuting across Central Florida is a breeze. Enjoy the convenience of being just minutes from local shopping plazas, dining options, top-rated medical centers, and essential services, all while remaining a short drive from Central Florida’s world-famous attractions and Orlando International Airport. Upgrades on this home are: Roof 2015 by HOA, HVAC unit 2018, Water Heater 2025, French doors and Sliding doors on 2021, exhaust vent 2023. Designed for easy, low-maintenance living, this property features a functional, light-filled layout ideal for a primary residence or a long-term investment. Don't miss this opportunity to enjoy comfort, connectivity, and peace of mind in a wonderful Kissimmee neighborhood. Schedule your private tour today!

49 Pine Island Circle, Kissimmee
$539,000
4 Beds ⋅ 3 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. Welcome to this Spanish-Mediterranean single-family home located in the gated community of Villa Sol in Kissimmee! Offering 4 bedrooms, 3 full bathrooms, a 2-car garage, and 2,351 sq. ft. of heated living space, this single-story residence combines flexible living with pond views. A key feature of the home is the attached in-law suite with its own private exterior back entrance, bedroom, and full bathroom. Inside, an open floor plan is filled with natural light, featuring polished porcelain tile flooring, vaulted ceilings, and architectural archways. The kitchen includes granite countertops, a multi-level breakfast bar, light grey cabinetry, stainless steel appliances, and pendant lighting. The primary bedroom suite offers luxury vinyl plank flooring, vaulted ceilings, a walk-in closet, and sliding glass door access to the pool deck. The en-suite bath features a dual-sink granite vanity, light grey cabinetry, a corner jetted soaking tub, and a separate glass-enclosed shower. Step outside to your private rear screen enclosure featuring an in-ground pool and integrated spa overlooking serene water views on an oversized lot. Villa Sol community amenities include a gated entry, clubhouse, fully equipped fitness center, resort-style community pool, tennis courts, basketball court, and playground, with cable TV and high-speed internet included in the low HOA fee. Perfectly positioned in Kissimmee, this home offers quick access to SR-417, US-192, and Boggy Creek Road, putting Lake Nona, Medical City, and Orlando International Airport (MCO) just a short drive away. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High School, you are also minutes from local shopping centers, dining, Lake Tohopekaliga parks, golf courses, and Central Florida's major theme parks and attractions. Schedule your private tour today!

3133 Riachuelo Lane, Kissimmee
$279,900
4 Beds ⋅ 4 Baths ⋅ Lake Berkley Resort Villas Ph 2 SubDv. ⋅ 34746 Zip Code
Amazing 4Bedroom 3bathroom Townhome perfectly located in the sought after gated community of Lake Berkley Resort. This beautiful townhome is about 20 minutes from Walt Disney World Attractions, about 32 minutes from Universal Orlando Resort, about 28 minutes from Sea World Orlando, and about 38 minutes from Orlando international Airport. Enjoy year-around Florida Sunshine and a peaceful community. This townhome enjoys a gated community with resort style amenities such club house, community pool, tennies court, playground, and basketball court. Wether you are searching for a primary home, vacation home, or income producing home, this property offers extraordinary opportunities. Short terms are permitted, making this townhome the perfect investment opportunity for those looking to capitalize on Central Florida s thriving tourism market.

1013 Park Ridge Circle, Kissimmee
$215,000
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Beautiful and well-maintained 2-bedroom, 2-bathroom first-floor condo offering a comfortable and spacious layout. Designed for everyday living, the functional floor plan provides generous living areas and the convenience of first-floor access, making it an excellent option for first-time buyers, seasonal residents, or investors. Currently tenant occupied. The community allows both short-term and long-term rentals, offering flexibility for future use. Enjoy resort-style amenities, including two swimming pools, a fitness center, tennis courts, a playground, walking paths, picnic and grilling areas, and beautifully maintained grounds. Conveniently located just minutes from The Loop, Publix, Walmart, restaurants, shopping, entertainment, schools, and medical facilities, with easy access to US-192, John Young Parkway, Osceola Parkway, Florida’s Turnpike, and I-4, providing convenient access to Disney, Celebration, and Orlando International Airport. Whether you’re looking for a place to call home or to expand your real estate portfolio, this condo offers the location, flexibility, and lifestyle you’ve been searching for. Schedule your private showing today!

2207 Antigua Place Unit 715, Kissimmee
$425,000
4 Beds ⋅ 3 Baths ⋅ Poinciana Village 2 Nbhd 3 SubDv. ⋅ 34758 Zip Code
*Offering interest rate buy down or closing cost credit through preferred lender!* An impressive residence in Poinciana offering the space, flexibility, and distinctive features that are increasingly hard to find. One of the larger homes currently available in the community, this property is situated on a generous corner lot and provides an exceptional amount of living and storage space ideal for a growing household, multi-generational living, entertaining, or simply anyone who wants room to spread out. From the moment you arrive, the home makes a statement with its expansive multi-car paver driveway, providing plenty of parking for residents and guests. The spacious garage adds even more versatility, with ample room for multiple vehicles, storage, recreational equipment, tools, and toys. Step inside and you're immediately greeted by a dramatic living area showcasing soaring approximately 20-foot ceilings that create an incredible sense of openness and scale. One of the home's standout architectural features is the custom staircase with decorative railings, adding character and elegance while overlooking the impressive main living space. The first floor also features a private home office, providing a dedicated space for working remotely, studying, managing a business, or creating a quiet flex room away from the main gathering areas. The spacious floor plan offers multiple areas for everyday living and entertaining, giving everyone room to enjoy the home comfortably. Upstairs, a large loft creates another valuable living space that can easily become a media room, game room, playroom, second family room, fitness area, or additional workspace. The oversized primary suite provides a private retreat with plenty of room for a full bedroom setup and sitting area, complemented by a generously sized primary bathroom designed for comfort and functionality. Outside, the covered lanai extends the living space and provides a shaded setting for outdoor dining, relaxing, grilling, and enjoying Florida's year-round lifestyle. Combined with the oversized corner homesite, there's plenty of opportunity to make the outdoor space your own. With its exceptional size, dramatic ceilings, custom staircase, private office, oversized loft, spacious primary suite, substantial garage and parking, covered lanai, and large corner lot, 331 Ashburton Way delivers the kind of space and versatility that makes a home truly adaptable for years to come. If you've been searching for a large Poinciana home with room for everyone—and everything—this one deserves to be at the top of your list.

331 Ashburton Way, Kissimmee
$725,000
6 Beds ⋅ 6 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Super rare opportunity to own a professionally designed home in the exclusive guard-gated resort community of Sonoma Resort at Tapestry! Lightly and gently used as a vacation retreat, this immaculate 6-bedroom, 6-bath contemporary residence has been meticulously maintained and is offered fully furnished. The interior was specially designed by acclaimed Brazilian-born Orlando interior designer Flavia Gueiros, whose signature blend of modern design and a light-toned palette gives the home a bright, clean, and elevated aesthetic throughout. Soaring high ceilings, an open floor plan, and a seamless living/dining combination create an airy, light-filled atmosphere from the moment you step inside. Ceramic tile flooring runs throughout, and the chef's kitchen features an eating space, dry bar, and generous storage. Enjoy your own private in-ground pool and spa overlooking serene water and pond views. The screened, covered lanai extends the living space outdoors, complete with a built-in outdoor kitchen and grill—ideal for entertaining or unwinding in the Florida sunshine. Additional highlights include a two-car attached garage, upper-level laundry, masonry fencing, tile roof, and a full suite of modern appliances. Sonoma Resort at Tapestry offers 24-hour guard-gated security, a resort-style pool, clubhouse, and fitness center. Ideally positioned near Orlando's world-famous attractions, dining, and major roadways, this community also permits short-term rentals—an excellent option for investors or vacation-home buyers. Built in 2018 and move-in ready, this turnkey designer home is a true standout. Schedule your private showing today!

2667 Calistoga Avenue, Kissimmee
$590,000
7 Beds ⋅ 5 Baths ⋅ Emerald Island Resort SubDv. ⋅ 34747 Zip Code
Welcome to Emerald Island Resort, a gated and guarded vacation community located just minutes from Walt Disney World! This spacious 7-bedroom, 4.5-bathroom home offers the perfect combination of a turnkey short-term rental investment, second home, or full-time Florida residence. Situated on a private conservation lot, the home features a large south-facing heated private pool and spa, extended sundeck, spacious covered lanai, and peaceful conservation views. The open floor plan includes a large kitchen with island, granite countertops and stainless steel appliances, three king-size bedroom suites, themed bedrooms, and a garage converted into a fully air-conditioned game room. The home is being sold fully furnished and is ready for immediate use or continued vacation rental operation. For investors, the property offers the opportunity to assume the existing future bookings, representing upwards of $30,000 in rental revenue, providing an immediate head start for the new owner. Recent improvements include a roof replacement in 2022, a full interior and exterior paint refresh in 2023, resolution of a prior A/C issue in 2026, and a newly replaced pool pump and air blower. Additional features include laminate flooring, updated window treatments, pool/spa heater, and updated upstairs and downstairs A/C systems. Emerald Island Resort offers an exceptional location and resort lifestyle, surrounded by conservation areas and conveniently located near Disney, restaurants, shopping and Central Florida’s major attractions. Owners and guests enjoy access to an impressive array of amenities, including a clubhouse, sauna, fitness center, resort pools and spas, food court and bar, tennis, basketball, volleyball, miniature golf, children’s play areas, walking trails and more. The clubhouse is approximately a 7-minute walk from the home. Whether you’re looking for a proven vacation rental opportunity, a family retreat, or a permanent Florida residence, this beautifully maintained and fully furnished home offers flexibility, privacy, resort amenities and an unbeatable location near the area’s world-famous attractions. Schedule your private showing today!

8452 Secret Key Cove, Kissimmee
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