Kissimmee Homes with Pool View

Kissimmee Homes with Pool View

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the excitement of theme parks with the charm of small-town living. Nestled just south of Orlando, Kissimmee is renowned for its stunning landscapes, rich cultural heritage, and an array of recreational activities. Whether you’re exploring the enchanting streets of Old Town, indulging in delectable dining, or enjoying a day at one of the nearby world-famous attractions, Kissimmee offers something for everyone.

One of the most desirable features of homes in this picturesque city is the availability of properties with breathtaking pool views. Imagine waking up each morning to the glistening waters of your private pool, framed by lush tropical landscaping and the warm Florida sun. These homes not only provide a serene escape but also serve as the perfect backdrop for entertaining family and friends. Whether you’re hosting a summer barbecue or enjoying a quiet evening under the stars, a pool view transforms your living space into a personal oasis.

Kissimmee's real estate market is diverse, offering a range of options from charming single-family homes to luxurious estates, all designed to suit your lifestyle. With the added allure of pool views, these properties elevate the everyday experience, making every moment spent at home feel like a vacation.

Explore the enchanting homes of Kissimmee today, and discover the perfect blend of comfort, style, and leisure that awaits you in this Floridian paradise!

Newest Kissimmee Homes with Pool View

$249,900
3 Beds ⋅ 3 Baths ⋅ Lake Berkley Resort Villas SubDv. ⋅ 34746 Zip Code
Beautiful 3 bedroom 2 bathroom townhome. Location is key as this resort style community is located minutes attractions and restaurants and shopping centers his property is an excellent investment opportunity, well-suited for short-term rentals or as a primary home, with a host of desirable amenities.,2 clubhouses, 2 pools, a fitness center, lake access, a covered playground, basketball, tennis, and volleyball courts. HOA fee includes garbage collection, 24-hour guard-gated security, clubhouse amenities, irrigation, and landscaping services. Including furniture. Don’t miss this opportunity to call this HOME.

1057 Park Ridge Circle, Kissimmee
$549,000
7 Beds ⋅ 5 Baths ⋅ Terra Verde Ph 02 SubDv. ⋅ 34746 Zip Code
Turnkey upscale seven-bedroom vacation home in the guard-gated Terra Verde Resort community. This spacious furnished property features a private south-facing screened pool and spa with peaceful pond views, providing an attractive setting for both personal use and short-term-rental guests.The kitchen and bathrooms have been extensively renovated with updated cabinetry, counters, fixtures and contemporary finishes. The attached two-car garage is currently configured as a game and entertainment room with pool table and additional games. Additional highlights include a first-floor primary suite, multiple living and dining spaces, high ceilings, an inside laundry room and abundant guest accommodations. The roof was replaced under a finalized permit in 2018.Furnishings are included, subject to agreed exclusions. Terra Verde amenities include a guarded entrance, clubhouse, resort pool and spa, fitness center, playground, sports courts, mini golf, community recreation areas and catch-and-release fishing. Conveniently located near Walt Disney World, shopping, dining and Central Florida attractions.

182 Hideaway Beach Lane, Kissimmee
$569,900
4 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 7 SubDv. ⋅ 34747 Zip Code
Exceptional Windsor Hills Pool Home with One of the Community’s Most Spectacular Views! Welcome to 2568 Archfeld Boulevard, where luxury, comfort, and investment potential come together in one of Central Florida’s premier vacation home communities. This beautifully appointed home offers soaring 10-foot ceilings, creating an open, spacious feel that sets it apart from the competition. Designed with entertaining in mind, the custom garage game room provides endless fun for guests while maximizing rental appeal. The home is being offered fully furnished with a designer furniture package, allowing you to begin enjoying or renting the property immediately. Step outside and discover what truly makes this property exceptional. The southwest-facing private pool is perfectly positioned to capture Florida’s breathtaking afternoon sunshine and spectacular sunset skies. Unlike many homes in the community, you’ll enjoy expansive, open views with no direct rear neighbors and no back-to-back pool views, creating an unmatched sense of privacy and tranquility. Widely regarded as one of the finest views in all of Windsor Hills, this outdoor oasis is the perfect place to relax after a day at the parks or entertain family and guests. For investors, future rental bookings may be included, offering the opportunity for immediate income after closing. Whether you’re searching for a luxury vacation retreat, a high-performing short-term rental, or both, this exceptional Windsor Hills home delivers an unbeatable combination of location, privacy, designer finishes, and income potential—just minutes from Walt Disney World, shopping, dining, and Orlando’s world-famous attractions.

2568 Archfeld Boulevard, Kissimmee
$359,000
3 Beds ⋅ 2 Baths ⋅ Windsong SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully remodeled 3-bedroom, 2-bath, block pool home offering the perfect combination of style, comfort, and convenience. Situated on an oversized, fully fenced backyard, this property provides plenty of space for entertaining, pets, play, or simply relaxing by your private pool. The interior has been completely remodeled with modern finishes, creating a move-in ready home you'll love from the moment you walk in. Conveniently located just minutes from everything Kissimmee has to offer, including approximately 1 mile to AdventHealth Kissimmee, 2 miles to historic Downtown Kissimmee, and only 4 miles to The Loop, where you'll enjoy shopping, dining, and entertainment. With easy access to major highways, Orlando attractions, schools, and everyday conveniences, this is a place you'll be proud to call home. Come see for yourself why this beautiful property is the perfect place to begin your next chapter.

1240 Windway Circle, Kissimmee
$507,000
7 Beds ⋅ 6 Baths ⋅ Seasons SubDv. ⋅ 34746 Zip Code
Prime Disney area investment opportunity! This **7 bedroom, 5.5 bathroom** pool home is **sold fully furnished** and located just **15 minutes from Walt Disney World** in one of Central Florida's most desirable vacation rental corridors. Location is everything, and being this close to Disney helps maximize occupancy and minimize vacancy, making it an exceptional opportunity for short term rental investors, a vacation home, or a primary residence. The spacious floor plan features **four private bedroom suites with attached bathrooms, including one on the first floor and three upstairs**, plus an open concept living area, loft, and plenty of room for large families or vacation groups. Enjoy your own private screened pool, perfect for relaxing after a day at the parks. **Located in the highly sought after Seasons community, this home is zoned for short term rentals and is ideally positioned to attract year round vacation guests.** The community features a scenic lake, playground, and a low HOA, which includes community landscaping and grounds maintenance. Conveniently located near Walt Disney World, Universal Orlando, Celebration, Old Town, championship golf courses, shopping, dining, Walmart, Aldi, and major highways. Whether you're looking to generate vacation rental income or enjoy the Florida lifestyle, this unbeatable location has it all.

1265 Seasons Boulevard, Kissimmee
$305,000
1 Beds ⋅ 1 Baths ⋅ Town Center Condo SubDv. ⋅ 34747 Zip Code
This condo, a one-bedroom, one-bath, is located in the Celebration Town Center. Second floor with elevator access.With a restaurant, stores, and easy access to I-4. It is located 10 minutes from Disney Parks and Disney Springs. New stainless steel appliances, new AC, and water heater. Balcony just off the living room and another balcony from the master bedroom. Perfect for vacation or permanent living.

600 Market Street Unit 230, Celebration
$265,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 3 SubDv. ⋅ 34741 Zip Code
Welcome to this beautifully maintained, furnished 4-bedroom, 3-bathroom condo in the Venetian Bay Village community! Whether you're looking for a primary residence, vacation home, or income-producing investment, this property offers exceptional flexibility with short-term rentals permitted. The bright, open-concept floor plan features a spacious living and dining area that flows seamlessly into the kitchen, with quartz counter tops, stainless steel appliances(2021), and ample cabinetry. The thoughtfully designed layout provides comfortable accommodations for family and guests alike. The primary suite is conveniently located on the main level and features an updated en-suite bathroom. Positioned away from the secondary bedrooms, it offers enhanced privacy and a peaceful retreat. Recent updates include a new A/C system (2026) offering added peace of mind. Enjoy your private patio—perfect for relaxing after a day exploring Central Florida's world-famous attractions. Residents and guests enjoy resort-style amenities, including 4 outdoor pools, and a jacuzzi a fitness center, clubhouse, playgrounds, tennis, volley ball and basketball courts, children's play area game room, theater and internet room in the club house and 24-hour gated security. Conveniently located just minutes from Walt Disney World, Universal Orlando, shopping, dining, major highways, and Orlando International Airport, this move-in-ready condo is an outstanding opportunity in one of Central Florida's most desirable vacation rental communities. Schedule your private showing today!

4005 San Sebastian Drive Unit 101, Kissimmee
$669,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
This beautiful home built 2018 with 6 bedrooms and 4.5 bathrooms located in Solara Resort Community a resort style vacation rental or can be investment property. Solara Resort features one of the most amazing clubhouse amenities. Gated entrance, full water complex, splash pad & water slide, Flow Rider Surf & Wake Stimulator, basket ball court, sand volleyball court , fitness center, game room, playground, restaurant & bars, and much more. Located perfectly off US-192, easy access to I-4 and US-27, just 8 minutes to world class theme park, Disney and short commute to Orlando Area location SeaWorld, Universal Studio and local beaches

9000 Egret Mills Terrace, Kissimmee
$465,000
4 Beds ⋅ 3 Baths ⋅ Crystal Cove Resort SubDv. ⋅ 34746 Zip Code
Pristine Lakeview Pool Home in Crystal Cove Resort. Minutes from Disney! ZONED STR- FULLY FURNISHED--4-bedroom, 3-bathroom, a gated resort-style community just 15 minutes from Walt Disney World. NEW ROOF, NEW HVAC, NEW FLOORING, AND MANY NEW INTERIOR UPDATES. Immaculate single-story home, open-concept featuring high ceilings. The gourmet kitchen boasts granite countertops, perfect for preparing and entertaining. A bonus office room adds flexibility for remote work or personal projects. This property offers a breathtaking lake view from the private pool area, enjoy swimming while watching the sunset over the water a perfect setting for relaxation and tranquility, with a wine bar/Thor freezer. Crystal Cove offers top-tier amenities, including a clubhouse, fitness center, billiard room, community pool, and playground. The HOA covers essential services such as lawn care, grounds maintenance, garbage and recycling management, and pest control providing a hassle-free lifestyle. Whether you're looking for a vacation rental, primary residence, or investment opportunity, this home offers endless possibilities with no CDD fees. Don't miss out on this extraordinary lakeview home! Schedule your private showing today.

4733 Blue Diamond Street, Kissimmee
$417,900
4 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
Where Every Day Feels Like a Vacation! Welcome to 8546 Bay Lilly Loop, Kissimmee, FL 34747, an exceptional fully furnished two-story corner townhouse nestled within the exclusive gated community of La Encantada. Whether you're searching for your forever home, a vacation retreat, or a high-performing investment property, this residence offers the perfect combination of comfort, style, and opportunity. Designed with modern living in mind, this beautiful home features 4 spacious bedrooms, 3 full bathrooms, and an inviting open-concept floor plan that seamlessly connects the kitchen, dining, and living areas—creating the perfect space for entertaining family and friends. Step outside to your own private screened pool, where you can unwind under the Florida sunshine, host unforgettable gatherings, or simply enjoy peaceful evenings in complete privacy. As a desirable corner unit, the property offers added privacy, more natural light, and enhanced curb appeal. Every room has been thoughtfully furnished, allowing you to move in or begin generating rental income from day one. Located in the quiet and secure community of La Encantada, you'll enjoy the peace of mind that comes with gated access and a welcoming neighborhood. This is more than a home—it's a lifestyle and an investment in one of Central Florida's most desirable locations. Opportunities like this don't come along often. Schedule your private showing today and discover why 8546 Bay Lilly Loop is the perfect place to call home—or your next successful investment.

8546 Bay Lilly Loop, Kissimmee
$399,000
3 Beds ⋅ 2 Baths ⋅ Oaks At Mill Run Unit 2 The SubDv. ⋅ 34744 Zip Code
Welcome to this well-maintained one-story home in the heart of Kissimmee! This beautiful property features 3 bedrooms, 2 bathrooms, a spacious kitchen, new roof, new plumbing, new fence, sold fully furnished and an attached 2-car garage. Best of all, there is no HOA. Situated on a large corner lot, the home offers a private indoor pool and a fully fenced backyard, perfect for entertaining, gardening, pets, or simply relaxing outdoors.Enjoy a great location close to a public park and community pool, with quick access to the Florida Turnpike. You're just minutes from SeaWorld, Universal Studios, CityWalk, Downtown Orlando, and many other Central Florida attractions. Don't miss this opportunity to own a wonderful home in a desirable neighborhood!

2808 Mill Run Boulevard, Kissimmee
$490,000
5 Beds ⋅ 4 Baths ⋅ Forest Edge Ph 2 SubDv. ⋅ 34741 Zip Code
Virtually Staged. Space, flexibility, and a private pool—now offered below $500,000 in gated Forest Edge at Weston Reserve. With five bedrooms, 3.5 bathrooms, and 2,636 square feet of living space, 3571 Maple Ridge Loop provides room to adapt as your needs change. The first floor includes the primary suite and a second bedroom with an adjacent full bathroom, creating practical options for guests, a home office, or household members who prefer to avoid stairs. The main living area offers a spacious family room, separate living and dining areas, and a renovated kitchen with stone countertops, stainless steel appliances, ample cabinetry, a pantry, and space for casual dining. High ceilings and natural light give the interior an open feel without sacrificing defined spaces for work, meals, and everyday living. Upstairs are three additional bedrooms and a full bathroom, providing separation between the main-floor living areas and the secondary sleeping spaces. Outside, the screen-enclosed private pool extends the usable living space and creates a comfortable setting for quiet afternoons, weekend gatherings, or year-round Florida living. The property also includes a two-car garage and a 60-by-115-foot homesite. Major improvements include the renovated kitchen and appliances, air-conditioning system, and pool pump completed in 2022, along with a roof and water heater installed in 2018. Forest Edge is part of Weston Reserve, a gated community with a community pool, playground, beach volleyball, and access to the Shingle Creek trail system. The location is convenient to The Loop, Osceola Parkway, major transportation routes, shopping, dining, and Central Florida attractions. For buyers comparing larger homes below $500,000, this property offers a combination that is increasingly difficult to replicate: five bedrooms, a flexible first-floor layout, meaningful updates, a private pool, and a gated-community location. Schedule a private showing to evaluate it in person.

3571 Maple Ridge Loop, Kissimmee
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