Osceola Homes with Pool Community Features

Osceola Homes with Pool Community Features

Osceola County, located in Florida, offers a wonderful mix of suburban living and natural beauty. With a Homes with Pool Community Features designation, residents can enjoy the luxury of having a pool right at their doorstep. This feature not only adds value to the property but also provides a perfect setting for relaxation and entertainment.

Osceola County boasts a diverse real estate market, with properties ranging from cozy single-family homes to spacious estates. The Homes with Pool Community Features option is particularly appealing for those seeking a resort-style living experience without leaving the comfort of their neighborhood.

Living in a community with pool amenities allows residents to stay active, socialize with neighbors, and create lasting memories with family and friends. Whether you're looking for a primary residence or a vacation home, Osceola County's Homes with Pool Community Features provide an attractive option for those who value both comfort and convenience in their living environment.

Newest Osceola Homes with Pool Community Features

$500,950
4 Beds ⋅ 3 Baths ⋅ The Meadow At Crossprairie SubDv. ⋅ 34772 Zip Code
Under Construction. Brand new, energy-efficient home available by Sep 2026! Entertain guests in a Lotus with an open kitchen that overlooks the dining and great room. The first-floor flex space can be best used to fit your family's needs. The upstairs primary suite features an oversized walk-in closet. The Meadow at Crossprairie is a community of new single-family homes for sale in St. Cloud, FL. This offers easy access to the Turnpike, major employment centers, & great schools. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

4524 Eagle Perch Court, St Cloud
$164,000
1 Beds ⋅ 1 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Beautiful freshly painted and well-maintained 1-bedroom, 1-bath condo with a bonus room, the unit is located in the gated, resort-style community of Villa del Sol, with controlled access through the Envera system. The unit is in the first floor with direct access to parking. This unit has been fully renovated with laminate flooring throughout the entire unit. The bedrooms has spacious walk-in closets. The community buildings have recently been updated with a modern exterior color palette and is very well maintained. Amenities include a clubhouse, fitness center, two swimming pools, on-site laundry facilities, car wash area, BBQ/picnic areas, playground, tennis courts and much more. Excellent opportunity for primary residence or investment. Located near to the Loop Mall with very close access to the Osceola Parkway, 192, 4-17, I-4, Restaurants, parks and attractions. Unit is VACANT. Move-in ready.

2208 Antigua Place Unit 914, Kissimmee
$309,900
3 Beds ⋅ 3 Baths ⋅ Compass Bay Unit 1 SubDv. ⋅ 34746 Zip Code
Newly furnished and equipped 3 bedroom, 3 bath townhome in Compass Bay, with a 3-year-old A/C. Three full baths is unusual for this price point and a real advantage for both long-term and short-term rental demand. Compass Bay is one of the more versatile communities in the area — live in it full time, lease it long term, or run it as a short-term rental. The gated community has mature landscaping and a pool close to the unit, and the resident mix is a healthy blend of full-time owners and short-term guests, so it doesn't feel like a transient complex. The unit is currently operating as an Airbnb. All furnishings — over $15,000 worth, purchased new — convey with the sale. Proximity to the parks adds steady rental pull for owners who want to keep it as an income property. Whether the goal is a primary residence, a long-term rental, or a vacation rental with furnishings already in place, this one is ready to go from day one.

3087 Seaview Castle Drive, Kissimmee
$275,000
3 Beds ⋅ 3 Baths ⋅ Heritage Key Villas Ph 1 & 2 SubDv. ⋅ 34744 Zip Code
Check out this modern open floor concept townhouse. You will be welcome by a freshly painted interior featuring 3 bedrooms and 2.5 baths. This layout is ideal for family and friends to gather. The kitchen features an island (with granite counter top), pantry, and plenty of cabinet space. The living area has a sliding door that leads to a screened patio with no rear neighbors. All bedrooms are located on the second lever, adding additional privacy to the family. The master bedroom features an en-suite bath, and built-in closet. Another full bathroom is located on the second floor for your convenience. You will love the gated community of Heritage Key. There are plenty of amenities including a clubhouse, pool table, beach volleyball, playground, pool & spa to name a few. This convenient location offers easy access to 192, shopping, and dining. You will be only minutes to the fast growing area or NeoCity, Silver Spurs Arena, and FL Turnpike. Carpets are 2 years old and have just been steamed clean; faucets in bathrooms sinks have just been replaced. See it today!

2080 Heritage Key Boulevard, Kissimmee
$770,000
8 Beds ⋅ 5 Baths ⋅ Storey Lake 2 50 Resort SubDv. ⋅ 34746 Zip Code
Turnkey and fully furnished, this impressive 8-bedroom, 5-bathroom vacation home is located in the highly desirable Storey Lake Resort—just minutes from Walt Disney World, Disney Springs, shopping, dining, and Orlando's top attractions. With over 4,300 square feet of thoughtfully designed living space, the home features an open-concept floor plan, two spacious primary suites, a large loft, and a private screened pool and spa, making it ideal for large groups and vacation guests. Whether you're expanding your portfolio or searching for a second home that generates income, this property offers outstanding short-term rental potential in one of Central Florida's premier resort communities. Owners and guests enjoy world-class amenities, including a lazy river, water slides, resort-style pools, fitness center, mini golf, sports courts, playgrounds, and a tiki bar. Don't miss this opportunity to own a high-demand vacation home in one of Orlando's most sought-after resort destinations.

4536 Target Boulevard, Kissimmee
$550,000
5 Beds ⋅ 4 Baths ⋅ Marbella Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to this exceptional 5-bedroom, 3.5-bathroom home located in the desirable Marbella community of Kissimmee. Built in 2020 and situated on a premium corner lot, this beautifully upgraded residence offers over 2,600 square feet of thoughtfully designed living space, blending modern style, functionality, and energy efficiency. From the moment you arrive, you'll appreciate the home's attractive curb appeal, highlighted by a paved driveway, a modern front door, and upgraded soffit lighting that enhances the exterior day and night. Inside, the open-concept floor plan is designed for today's lifestyle, featuring updated flooring throughout with no carpeting, creating a clean, contemporary feel. The heart of the home is the stunning remodeled kitchen, complete with upgraded cabinetry, a custom display cabinet, designer backsplash, a large center island with seating, and abundant prep and storage space. Flowing seamlessly into the spacious living and dining areas, this layout is ideal for everyday living and entertaining. A stylish dry bar adds the perfect touch for hosting guests or creating your own coffee or beverage station. Upstairs, a spacious loft provides the flexibility to serve as a media room, game room, home office, or additional living area. The thoughtfully designed floor plan includes five generously sized bedrooms and 3.5 bathrooms, including a beautifully remodeled guest bathroom featuring floor-to-ceiling tile finishes. This home is loaded with premium upgrades designed for comfort, convenience, and efficiency, including a solar energy system to help reduce utility costs, a whole-house salt-based water filtration system, and an under-sink reverse osmosis system that provides alkaline drinking water. Smart home features include Nest thermostats and a security camera system, offering modern convenience and peace of mind. Step outside to enjoy the expansive, fully fenced backyard, providing plenty of space for outdoor entertaining, pets, play, or even the future pool you've always envisioned. Ideally located with easy access to FL-417, this home offers exceptional convenience to everyday essentials and Central Florida's top destinations. Enjoy being just minutes from shopping, supermarkets, restaurants, the Lake Nona Medical City district, Nona Adventure Park, and Orlando International Airport, making commuting, travel, and entertainment incredibly convenient. Combining stylish upgrades, energy-efficient features, spacious living areas, and a prime location, this move-in-ready Marbella home is an outstanding opportunity you won't want to miss. Schedule your private showing today!

2824 Noble Crow Drive, Kissimmee
$279,000
2 Beds ⋅ 2 Baths ⋅ Northwest Lakeside Groves Ph 2 SubDv. ⋅ 34772 Zip Code
Welcome to 2286 Datura Loop, St. Cloud, FL—a beautifully maintained home offering the perfect combination of comfort, style, and convenience. This inviting residence features a thoughtfully designed floor plan with bright, open living spaces that are ideal for both everyday living and entertaining. The spacious kitchen provides ample cabinet and counter space while overlooking the main living and dining areas, creating a seamless flow throughout the home. The primary suite offers a private retreat with an en-suite bath and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to enjoy the backyard, offering plenty of room for relaxing, gardening, or outdoor gatherings. Conveniently located near shopping, dining, schools, parks, and major roadways, this home also provides easy access to Lake Nona, Orlando International Airport, Medical City, and Central Florida's world-famous attractions.

2286 Datura Loop, St Cloud
$274,000
3 Beds ⋅ 3 Baths ⋅ Oakwater Condo Ph 7-10 SubDv. ⋅ 34747 Zip Code
ONLY MINUTES FROM WALT DISNEY WORLD! Freshly painted and featuring brand-new carpet, this spacious 3-bedroom, 2.5-bath, two-story condo offers 1,808 square feet of comfortable living space and a private one-car garage. The main level features generous living and dining areas, a convenient powder room, and a well-appointed kitchen with all appliances included, a breakfast bar, closet pantry, and cozy breakfast nook. The adjoining family room opens to a screened lanai overlooking beautifully maintained greenery an inviting setting to relax and unwind. Upstairs, double doors welcome you into the spacious primary suite with a private bath and glass-enclosed shower. Two additional bedrooms share a second full bathroom. Located within the gated, resort-style Oakwater community, residents and guests enjoy exceptional amenities, including a lagoon-style pool, spa, clubhouse, fitness center, game room, playground, splash pad, tennis and basketball courts, sand volleyball, and walking trails. Conveniently located near shopping, dining, major roadways, and Central Florida’s world-famous attractions. With the flexibility to serve as a primary residence, vacation retreat, or short- or long-term rental investment, this property offers an outstanding opportunity in a highly desirable location. Schedule your private showing today!

7509 Pellham Way, Kissimmee
$360,000
3 Beds ⋅ 2 Baths ⋅ Remington Prcl G Ph 2 SubDv. ⋅ 34744 Zip Code
Golf-course investment opportunity in Remington. This well-positioned three-bedroom, two-bath single-family home offers approximately 1,816 square feet of living area, a new roof installed in 2026, direct golf-course views and a covered rear lanai. The property is currently leased at $1,925 per month through February 28, 2027 and is being offered subject to the existing lease. Remington community amenities include golf, recreation facilities, pool, tennis courts and walking trails, subject to HOA confirmation. Conveniently located near Florida’s Turnpike, shopping, schools and dining. Seller will consider up to $5,000 toward buyer closing costs with an acceptable offer, subject to contract terms and lender approval. Property is being sold as-is with the buyer’s right to inspect.

119 Southampton Drive, Kissimmee
$360,000
3 Beds ⋅ 3 Baths ⋅ The Terraces At Storey Lake Condo 3 Ph 12 SubDv. ⋅ 34746 Zip Code
Located in the heart of Storey Lake Resort, this fully furnished 3 bedroom, 2 and half bathroom turnkey condo is ready to welcome guests from day one. Thoughtfully designed and fully equipped, it offers investors a seamless opportunity to step into one of Central Florida's most desirable vacation rental markets. Whether you're expanding your investment portfolio, completing a 1031 Exchange, or purchasing your first vacation rental, this property offers the opportunity to own in one of the highest-demand tourist markets in the world. The thoughtfully designed open floor plan features a spacious living area, a modern kitchen with quartz countertops, stainless steel appliances and beautifully appointed furnishings throughout. Everything has been carefully prepared to provide an exceptional guest experience and allow a seamless transition for the next owner. Location is everything and this one delivers. Just minutes from Walt Disney World, Disney Springs, Orlando Vineland Premium Outlets, world-class restaurants, championship golf courses and Central Florida's top attractions, guests enjoy unmatched convenience while owners benefit from one of the region's strongest vacation rental markets. Storey Lake Resort offers an impressive collection of resort-style amenities, including a Clubhouse, Fitness Center, Gated Community with Guard, Resort-Style Pool, Lazy River, Water Park, Restaurant, Playground, and scenic walking paths, creating the kind of guest experience that drives repeat visits and lasting vacation memories. If you're looking for a property that combines location, lifestyle, and investment potential, this fully furnished, move-in-ready condo is an exceptional opportunity to own in one of Orlando's premier short-term rental destinations.

3191 Paradox Circle Unit 208, Kissimmee
$369,900
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Discover the Perfect Blend of Comfort, Style, and Investment Potential with this beautifully updated Corner-Unit townhome in Regal Oaks Resort, one of Central Florida's most sought-after Gated vacation rental communities. Built during resort's newest development phase, this rare three-bedroom End-unit townhome offers a more Contemporary Design and layout than many of the earlier homes in the community, making it one of the community's most desirable floor plans. Thoughtfully updated throughout, the home features Elegant Decorative Wood Accent Walls, Stylish Wallpaper, Upgraded Lighting, Modern Fixtures, Premium Faucets and Shower Systems, and beautiful Wide-Plank Luxury Vinyl Flooring throughout the entire second floor and staircase, creating a Warm, Contemporary Atmosphere with exceptional durability and easy maintenance. Large windows throughout the home fill every living space with Abundant Natural Light, creating a Bright, Open, and Inviting atmosphere. The spacious open-concept floor plan seamlessly connects the living room, dining area, and kitchen, creating an inviting space for entertaining or relaxing after a day at the parks. The kitchen features Granite Countertops, Stainless-Steel GE Appliances and ample cabinet space. The laundry area includes a modern GE Washer and Dryer, while the home's GE appliances provide quality and consistency throughout the kitchen. Upstairs, the Spacious Owner's Suite overlooks the protected Conservation Area and offers a Private En-suite bathroom with dual vanities, a relaxing soaking garden tub, and peaceful preserve views. Two additional guest bedrooms and another full bathroom comfortably accommodate family and guests. The Screened Lanai provides a peaceful outdoor retreat overlooking the protected preserve, offering privacy with No Rear Neighbors. The home is being sold FULLY FURNISHED and tastefully DECORATED, making it completely Move-In Ready for personal enjoyment or immediate vacation rental use. Regal Oaks Resort offers an outstanding resort lifestyle with a beautiful Clubhouse, resort-style Swimming Pool with Water Slide, Fitness Center, Tennis Courts, Restaurant, Poolside Bar, Arcade, Scenic Lakes, Walking Trails, and 24-hr Guard-Gated security. Daily Valet Trash Collection, Exterior Maintenance, and Lawn Care are all included through the HOA, allowing owners to enjoy a truly low-maintenance ownership experience. Another valuable advantage is that Regal Oaks has no Community Development District (CDD) fees, helping reduce annual ownership costs compared to many competing resort communities. Ideally located in the heart of Kissimmee—Central Florida's Premier Destination for Vacation Homes—the property is approximately 9 miles from Disney Springs and offers convenient access to Walt Disney World, Universal Orlando Resort, Celebration, Sunset Walk, Margaritaville Resort Orlando, Island H2O Water Park, championship golf courses, shopping, dining, and I-4. This property is an established, income-producing vacation rental with an excellent rental history, Outstanding Guest Reviews & Future Reservations already in place. Subject to management continuity existing reservations may transfer to the new owner, allowing rental income to continue immediately after closing with $400 value photo package. Whether you're searching for a FL vacation home or a proven investment in one of Orlando's strongest vacation rental markets, this exceptional Regal Oaks property offers an outstanding opportunity.

2679 Corvette Lane, Kissimmee
$1,365,000
5 Beds ⋅ 4 Baths ⋅ Celebration East Village Unit 3 SubDv. ⋅ 34747 Zip Code
Updated 4-bedroom and 3-bath home in Celebration's fantastic East Village, with a private 1-bedroom, 1-bath garage apartment. From the moment you arrive, classic Victorian charm, an inviting front porch, and mature landscaping create an unforgettable first impression. Inside, a convenient floor plan is filled with natural light and thoughtfully designed gathering spaces perfect for everyday living and entertaining. The heart of the home is the extensively improved chef's kitchen, featuring granite countertops, custom cabinetry, a six-burner gas range with pot filler, Bosch dishwasher, Liebherr refrigerator, wine cooler, expanded pantry, coffee bar, and abundant storage. The kitchen opens seamlessly into comfortable living spaces including the family room, dining room, and a bright sunroom/game room that steps out to the private outdoor entertaining area. The first floor also offers a full guest bath and a flexible bedroom that easily functions as a private office. Upstairs, the spacious primary suite has been beautifully enhanced with a fully remodeled bath (2023) featuring a luxurious rain shower, electronic temperature controls, custom lighting, and an updated walk-in closet. Two additional bedrooms upstairs: one bedroom with a murphy bed and the newly added fourth bedroom (2026), a laundry area, an updated guest bath complete the second floor. Outdoor living is equally inviting with a courtyard, paver patio, and pergola, a great place to add an outdoor cooking station. The attached garage includes a completely custom-designed one-bedroom apartment with its own private entrance added in 2017, full kitchen with gas range & quartz countertops, living room, laundry, updated bath, and fenced patio; this gives flexibility for families and guests. This home has been continually improved for comfort and efficiency with a new roof (2018), newer A/C, Anderson double-pane windows, engineered wood flooring, spray foam insulation, fresh air ventilation system, gas water heater, EV charger, and a solar panel system that helps provide exceptionally low electric costs. Located just minutes from Celebration's charming downtown, residents enjoy more than 26 miles of walking and biking trails, neighborhood parks, community pools, year-round events, boutique shopping, restaurants, and convenient access to Disney, I-4, SR-417, and US-192. Homes like this rarely become available—a residence where classic Celebration charm meets today's modern conveniences, creating a home that's as beautiful to live in as it is to admire.

828 Morning Glory Lane, Celebration
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