Explore Clermont, FL Homes for Sale

Clermont, FL with a Pool for Sale Map Search

Homes for Sale with a Pool in Clermont, FL

Welcome to your dedicated resource for homes for sale with a pool in Clermont, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Clermont, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Clermont, FL

All Homes for Sale with a Pool in Clermont, FL

$1,595,000
10 Beds 8 Baths Windsor Cay Ph 1 SubDv. 34714 Zip Code
This stunning brand-new 2024 Custom Clearwater Grand 10-bedroom floor plan is located in the exclusive Windsor Cay Resort community, fully zoned for short-term rentals and ideal as a luxury vacation home or high-performing investment. Featuring all available builder upgrades, the home showcases extraordinary custom themes and hand-painted murals crafted by the artists behind Epic Universe, using amusement park-grade materials and glow-in-the-dark special effects for an immersive experience day or night. Spanning 4,382 sq ft of open-concept living across two stories, this customized enlarged floor plan comfortably accommodates 28+ guests. Positioned on a premium oversized 7,500 sq ft lot with no rear neighbors, the property offers enhanced privacy, open views, and direct nightly Disney fireworks views from the backyard a rare and unforgettable feature. The fully screened backyard retreat includes privacy screens, a heated pool and spa with custom lighting, and an expansive AVATAR-themed outdoor entertainment area. Enjoy a premium outdoor movie theater, integrated recreation space with volleyball, basketball hoop, foosball, and Mega Connect 4, plus covered dining, lounge seating, outdoor TV, and optional BBQ setup. A dedicated, fully stocked popcorn bar enhances the theater experience, complete with a commercial-grade popcorn machine, flavor shakers, serving bowls, and supplies perfect for movie nights indoors or under the stars. Inside, two custom-themed game rooms elevate the entertainment experience. The TRON-inspired arcade features a one-of-a-kind custom 360° rotation TRON Legacy replica Virtual Reality racing simulator built exclusively for this home, along with arcade cabinet, Nintendo Switch, air hockey, and immersive neon lighting. The FANTASIA-themed loft offers a pool table, 65” Roku TV, massage chair, board games, and social media wall. Top Income producing potential, positioning this property among the top-performing homes based on comparable rental data and forward booking trends. offering immediate income potential. Windsor Cay allows up to 90 days/year of owner or guest personal occupancy, providing exceptional flexibility for personal enjoyment while maximizing rental performance. Windsor Cay Resort amenities include a resort-style clubhouse, lazy river, water slides, splash park, fitness center, arcade, sports courts, and mini-golf. Located approximately 8 miles to Walt Disney World and minutes to Universal Orlando (including Epic Universe), SeaWorld, Orlando International Airport, major highways, shopping, and dining. This exceptional new construction blends luxury, privacy, rare custom theming, and elite investment performance into a true standout opportunity.

16016 Sandy Cliffs Drive, Clermont

$299,900
2 Beds 2 Baths Heritage Hills Ph 6b SubDv. 34711 Zip Code
$15,000 PRICE IMPROVEMENT + BUYER CONFIDENCE PACKAGE! Pre-inspected property with transferable 4-point inspection and wind mitigation report, plus prepaid A/C maintenance through 2027 — offering added peace of mind and potential insurance savings. Welcome to this beautifully maintained 2-bedroom, 2-bath villa with a versatile bonus room, ideally located at the end of a quiet cul-de-sac in the sought-after 55+ community of Heritage Hills. This end-unit location provides added privacy and a peaceful setting. The open floor plan is filled with natural light and features granite countertops, stainless steel appliances, and a functional layout ideal for everyday living and entertaining. The spacious primary suite includes a walk-in closet, dual vanities, and a walk-in shower. Sliding glass doors lead to a screened lanai overlooking a landscaped garden area, perfect for relaxing. The bonus room offers flexibility for a home office, den, or guest space. Additional features include wood-look tile flooring in main living areas, interior laundry, and an attached garage. Residents of Heritage Hills enjoy resort-style amenities including a clubhouse, heated pool and spa, fitness center, pickleball, tennis courts, walking trails, and an active social calendar. The HOA includes exterior maintenance, providing a low-maintenance lifestyle. Conveniently located near shopping, dining, and medical facilities.

3550 Fairwaters Court Unit D, Clermont

$555,000
4 Beds 3 Baths 34711 Zip Code
A Standout Opportunity in Legends at Country Club. Welcome to one of Clermont's most desirable 24-hour guard-gated golf communities. This beautifully maintained residence has been thoughtfully updated with significant improvements, including a FULLY RENOVATED FIRST-FLOOR BATHROOM, SECOND-FLOOR A/C REPLACED IN 2022, WATER HEATER REPLACED IN 2024, AND A WHOLE-HOUSE WATER FILTRATION SYSTEM. AS PART OF THE SALE, THE SELLER WILL INSTALL A BRAND-NEW ROOF AND A NEW FIRST-FLOOR A/C SYSTEM PRIOR TO CLOSING, PROVIDING THE FUTURE HOMEOWNER WITH TWO MAJOR CAPITAL IMPROVEMENTS AND ADDED PEACE OF MIND FROM DAY ONE. Offering over 3,200 square feet of thoughtfully designed living space, this two-story home features 4 bedrooms, 3 full bathrooms, a versatile first-floor flex room, and a dedicated upstairs office. Designed for today's lifestyle, the first floor includes a full bedroom, a beautifully renovated bathroom, and a flexible bonus room ideal for a home office, playroom, fitness area, or guest accommodation. The open-concept kitchen flows seamlessly into the family room and showcases granite countertops, stainless steel appliances, refreshed cabinetry, a center island, and a casual dining area overlooking the covered, screened lanai. A separate formal dining room provides the perfect setting for entertaining, while the spacious backyard offers ample room to design and build your dream pool. Upstairs, you'll find three generously sized bedrooms, including an expansive primary suite, a private office, and an oversized laundry room. Wood laminate flooring extends throughout both levels, creating a carpet-free interior. Additional highlights include a two-car garage with an extended driveway. Residents of Legends at Country Club enjoy an exceptional lifestyle with 24-hour Guard-Gated Security, a championship golf course, a spacious clubhouse overlooking Lake Louisa, resort-style pool and spa, fitness center, tennis, pickle ball and basketball courts, an on-site tavern and grille, and a golf pro shop. The HOA includes fiber optic high-speed internet, cable TV, and common area maintenance. Ideally located just minutes from Highway 27, Highway 50, the Florida Turnpike, shopping, dining, medical facilities, and top-rated schools, with convenient access to Disney and Central Florida's world-renowned attractions.

1336 Lattimore Drive, Clermont

$325,000
4 Beds 3 Baths Magnolia Pointe Ph 1 SubDv. 34711 Zip Code
PRICE IMPROVED: THE BEST VALUE IN CLERMONT! Now $325,000 + $10,000 Credit Towards Closing Costs! Experience the perfect balance of suburban hills and urban convenience in this massive 2,056 sq. ft. townhome. Priced aggressively to move, this 4-bedroom, 2.5-bathroom home offers more space for your money than anything else in the community. UNBEATABLE LOCATION FOR PROFESSIONALS & ATHLETES Perfectly positioned for healthcare professionals and competitive athletes:10 Minutes to Orlando Health South Lake in Clermont. Near the National Training Center (NTC): A state-of-the-art sports and fitness destination part of Orlando Health, world-renowned for its Olympic-grade facilities and elite warm-weather training. Easy Commutes: 30 minutes to Orlando Health Ocoee and AdventHealth Apopka with rapid access to the FL Turnpike, Route 429, Disney, and Universal. INSIDE THE HOME: VERSATILITY & SPACE Designed for privacy and flexible living:Main Level Living: The Primary Suite is conveniently located on the first floor alongside the kitchen and main living area. Massive Second Floor: Features 3 additional bedrooms and a massive loft—perfect for a home theater, office, or secondary living room.Smart Layout: The laundry room is situated on the second floor near the bedrooms for maximum convenience. RESORT-STYLE COMMUNITY AMENITIES, Tucked away in the scenic hills of Clermont, this gated community offers:Water Access: Private boat ramp and fishing pier for lake days. Enjoy the community pool, fitness center, and tennis courts.Convenience: Minutes from shopping, dining, and Highway 50. CLAIM YOUR $10K CREDIT TODAY! Schedule your tour today—this price won't last!

17436 Chateau Pine Way, Clermont

$280,000
2 Beds 2 Baths Heritage Hills SubDv. 34711 Zip Code
Located in the desirable Heritage Hills 55+ community in Clermont, this pristine, beautifully maintained home features the popular St. Lucia floor plan, offering two bedrooms, two full bathrooms, and a versatile flex room ideal for a home office, hobby space, or additional sitting area. The interior has been so well cared for that the paint appears nearly new, reflecting exceptional pride of ownership throughout. The expanded screened lanai provides a welcoming outdoor retreat and includes tile flooring and an Alta roller shade, making it easy to enjoy Florida living year-round. The backyard is enhanced with mature Magnolia and Crepe Myrtle trees, adding natural beauty and seasonal color. Thoughtful updates have been completed over time, beginning with a top-load washer in 2020. In 2021, the garbage disposal was replaced, the lanai screen enclosure was expanded, and tile flooring was added to the lanai. Both A/C units were replaced in April 2023, offering energy efficiency and peace of mind. A new dishwasher followed later in 2023, and a newer stove was installed in 2026. Residents of Heritage Hills enjoy a low-maintenance lifestyle with resort-style amenities including a heated pool and spa, fitness center, pickleball, tennis, walking trails, and an active clubhouse with clubs and planned activities. The HOA also provides exterior painting on a scheduled cycle, roof replacement, lawn maintenance, cable, internet, reclaimed irrigation water, and termite coverage. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers comfort, convenience, and the vibrant lifestyle Heritage Hills is known for. Schedule your private showing today and experience this exceptional home and community firsthand.

3538 Fairwaters Court Unit B, Clermont

$1,495,000
10 Beds 8 Baths Windsor Cay SubDv. 34714 Zip Code
Exceptional opportunity to own a fully furnished, income-producing vacation home in the highly desirable Windsor Cay Resort community. Built in 2024, this impressive 10-bedroom, 8-bathroom residence offers more than 4,300 square feet of beautifully designed living and entertainment space, thoughtfully created to accommodate large groups and deliver an unforgettable guest experience. The home features a spacious open-concept layout, an elegant living and dining area, and a modern kitchen with stainless steel appliances, abundant cabinetry, and an oversized island—perfect for gathering and entertaining. Professionally designed themed bedrooms add personality and excitement, while multiple ensuite accommodations provide comfort and privacy for guests. Every detail has been planned to maximize enjoyment and rental appeal. Guests can experience a private home theater, an immersive game room, and an incredible custom indoor slide that makes this property truly stand out among competing vacation homes. Outside, the screened-in pool and spa create a private resort-style retreat, complete with a covered lanai and child safety fence—ideal for relaxing, dining, and enjoying the Florida lifestyle year-round. More than a beautiful vacation residence, this is a proven short-term rental property with strong guest demand and an active booking schedule. The home’s consistent occupancy demonstrates its appeal and income-producing potential, while Windsor Cay’s resort amenities and convenient location near Central Florida’s world-famous attractions, shopping, dining, and golf make it an outstanding addition to an investment portfolio. The property is being offered fully furnished and ready to continue operating as a vacation rental. Showings are limited due to frequent guest occupancy and must be scheduled around existing reservations. **Please request the property presentation, booking information, and financial details for additional investment information.**

16000 Sandy Cliffs Drive, Clermont

$264,900
2 Beds 2 Baths Heritage Hills Ph 02 SubDv. 34711 Zip Code
Located in the sought-after Heritage Hills 55+ community in Clermont, this well-maintained, proudly offered by its original owner, St. Lucia model has been lovingly cared for by its original owner and offers privacy, scenic preserve views, and an unbeatable location just moments from the clubhouse. With no rear neighbors and no future construction behind the home, you’ll enjoy peaceful outdoor living from the screened lanai and open backyard setting. This popular floor plan features 2 bedrooms, 2 bathrooms, plus a flexible bonus room ideal for a home office, den, or separate dining room. Recent updates include energy-efficient high-impact windows and luxury vinyl plank flooring throughout the main living areas. The open-concept layout is perfect for both everyday living and entertaining. The kitchen includes granite countertops, stainless steel appliances, a breakfast bar, and two pantries for ample storage. All appliances, including the washer and dryer, convey with the home. Additional highlights include updated ceiling fans, gutters, and a glass-and-screen front storm door. The Homeowners Association provides exceptional value with lawn maintenance, termite coverage, cable, Wi-Fi, exterior painting every five years, and a scheduled roof replacement for this specific villa in 2028. Residents of Heritage Hills enjoy resort-style amenities including a heated pool and spa, pickleball and tennis courts, a fitness center, ballroom, walking trails, and an active social calendar. For added peace of mind, a one-year home warranty is included. Don’t miss this rare opportunity to own a meticulously maintained, original-owner villa in one of Clermont’s premier 55+ communities. Schedule your private showing today!

3632 Solana Circle Unit B, Clermont

Start Your Search