🏡 Kissimmee Homes with Pools for Sale in 2025 | Your Private Oasis Awaits

🌺 Your Poolside Paradise in Kissimmee Starts Here

If you’ve ever dreamed of waking up to sunshine, sipping coffee beside your private pool, and living just minutes from Disney World—this is your moment. Kissimmee, Florida offers one of the most exciting real estate opportunities in Central Florida, especially for buyers searching for homes with pools.

As of mid-2025, pool homes in Kissimmee are in extremely high demand, thanks to:

• Resort-style living year-round

• Proximity to theme parks, shopping, and major highways

• Airbnb and short-term rental potential

• Great schools and strong family communities

In this blog, we’ll take you through:

• Four stunning Kissimmee pool homes available now

• Detailed neighborhood insights

• Top school zones

• Market trends

• And how YOU can schedule a private showing today

Let’s dive in. 🏊

🏠 Featured Kissimmee Pool Homes

🏡 2430 Berkshire Ct, Kissimmee, FL 34746

✨ 4 Beds | 2.5 Baths | 1,792 Sq Ft | $459,700
View Full Listing →

This recently renovated gem is perfect for families or vacation rental investors. Located in Berkshire Estates, this home boasts a freshly replaced roof, new AC system, modern flooring, and updated bathrooms.

🏢 Standout Features:

• Screened-in private pool & lanai

• Open-concept kitchen with stainless steel appliances

• Located on a quiet cul-de-sac

• 10 minutes from Disney

• Playground & basketball court nearby

📍 Nearby Schools:

• Poinciana High School

• Sunrise Elementary

• Horizon Middle School

💡 Why It’s a Top Pick: Move-in ready, low HOA ($35/mo), great curb appeal, and ideal for Airbnb or long-term rental.

🏡 2540 Albany Dr, Kissimmee, FL 34758

✨ 6 Beds | 4 Baths | 3,817 Sq Ft | $670,000
View Full Listing →

Talk about space and flexibility! This home sits on 1.13 acres with nearly 4,000 square feet of living space. Perfect for multigenerational families or luxury rental investment.

🏢 Standout Features:

• Fully furnished (negotiable)

• Screened-in pool

• No HOA

• USDA eligible (100% financing!)

• Outdoor patio and huge yard

📍 Nearby Schools:

• Liberty High School

• Reedy Creek Elementary

• Horizon Middle School

💡 Why It’s a Top Pick: Freedom to customize (no HOA), potential rental income, and rare 1+ acre lot in Kissimmee.

🏡 2621 Calistoga Ave, Kissimmee, FL 34741

✨ 4 Beds | 3 Baths | Approx. 2,000+ Sq Ft | Price upon request
View Full Listing →

This modern pool home is in the gated community of Tapestry, just minutes from The Loop and major highways. Built for both comfort and convenience, it offers the luxury of a vacation with the privacy of a residence.

🏢 Standout Features:

• Upgraded interiors & private pool

• Gated community amenities: clubhouse, fitness center

• Easy access to shopping & dining

📍 Nearby Schools:

• Celebration High School

• Flora Ridge Elementary

💡 Why It’s a Top Pick: Secure, stylish, and close to everything. Great for working professionals and young families.

🏡 7644 Fairfax Dr, Kissimmee, FL 34747

✨ 5 Beds | 4 Baths | ~2,200+ Sq Ft | Price upon request
View Full Listing →

Located in the resort-style Storey Lake community, this home brings you the ultimate in Central Florida lifestyle. It’s a pool home that doubles as a staycation spot.

🏢 Standout Features:

• Private screened pool & patio

• Access to lazy river, clubhouse, and splash pad

• Minutes from Disney, Universal, and outlet malls

📍 Nearby Schools:

• Osceola County School of Arts

• Celebration K-8

💡 Why It’s a Top Pick: It’s a vacation home that pays for itself. Perfect for Airbnb or year-round resort living.

🚀 Why Kissimmee Pool Homes Are in High Demand

Weather: Sunshine almost year-round makes pools a practical (and luxurious) amenity.
Rental Market: Kissimmee is one of the top Airbnb markets in Florida. Homes with pools rent faster and for more money.
Resale Value: Homes with pools typically command a 10-18% higher sale price.
Lifestyle: Whether you’re working from home or raising kids, a pool adds health, happiness, and quality of life.

🔍 Neighborhood Spotlights

Storey Lake:

• Resort-style amenities

• Lazy river, gym, splash pad

• Close to shopping & Disney

Tapestry:

• Gated with 24/7 security

• Near The Loop (shopping, movies)

• High rental demand

Berkshire Estates & Albany Area:

• Low or no HOA

• Larger lots and more privacy

• Growing community parks

🏫 School District Insights

• Celebration High School: One of Osceola’s top-rated public high schools

• Liberty High & Horizon Middle: Solid academic programs with arts and sports

• Flora Ridge Elementary: Highly rated and community-focused

A home with a pool in a good school district? That’s a win for both your lifestyle and future resale value.

📊 Market Trends: 2025 Kissimmee Real Estate

• Average pool home price: $374K

• Days on market: ~82 (compared to 53 for non-pool homes)

• Inventory: Tight, especially in resort communities

• Interest rates: Stabilized between 6.25-6.75%

Tip: Pool homes go quickly—pre-approval and strong offers win.

🚴️ Ready to Tour One of These Pool Homes?

Imagine summer nights under the lanai, family parties by the water, or renting your home to vacationers looking for that exact Florida vibe.

Let’s make that happen.

📆 Book a private showing today:
bernardsellsflhomes.com/contact

📢 Want more listings like these? Explore Pool Homes in Kissimmee →

📲 Call/Text Bernard: (321) 443-5582

📧 Email: bernardjacksonrealtor@gmail.com

🙌 About Bernard Jackson

Bernard Jackson Jr. is a bilingual REALTOR® with LPT Realty, serving Kissimmee, Poinciana, Davenport, and surrounding Central Florida markets. With over 9 years of experience, Bernard specializes in helping first-time buyers, investors, and renters find and finance their dream homes. Known for his hands-on approach and deep local knowledge, Bernard is your trusted partner in real estate success.

Kissimmee homes with pools don’t stay on the market long. Let Bernard help you beat the heat and win big in Florida real estate this summer.