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Homes for Sale with a Pool in Winter Garden, FL

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Welcome to your dedicated resource for homes for sale with a pool in Winter Garden, 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 Winter Garden, 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.

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All Homes for Sale with a Pool in Winter Garden, FL

4 Beds ⋅ 5 Baths ⋅ 34787 Zip Code

Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be built as a multigen and could be larger if needed with ample room for multiple garage spaces as well. This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Value is in the land -- get a free house!

13377 Lake Butler Boulevard, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code

Turnkey Vacation Investment at The Grove Resort & Water Park Orlando Welcome to one of the best-maintained, fully furnished units available at The Grove Resort & Water Park Orlando. This spacious Palm floor plan offers 1,265 sq. ft. of well-designed living space featuring 2 bedrooms and 2 full bathrooms. The primary suite includes a king-size bed, while the guest bedroom offers two full-size beds—perfect for families or group stays. Thoughtfully upgraded finishes include LVP flooring, granite countertops, stainless steel appliances, large smart TVs in every room, a high-end washer and dryer, and a private screened-in patio. The oversized bathrooms feature a walk-in shower, soaking tub, and generous closet space for added comfort and convenience. Located on the second floor, this unit offers guests a peaceful and more private setting. The Grove Resort amenities include the Surfari Water Park with a dual FlowRider surf simulator, lazy river, and water slides; multiple heated pools with private cabanas; a full-service spa; state-of-the-art fitness center; and scenic walking trails. Family-friendly perks like Flip Flop’s arcade, kids’ splash zones, and the 20-acre Lake Austin with paddle boats, fishing, and nature tours make this a true entertainment haven. Dining is equally convenient with on-site restaurants including Valencia, Springs Bar & Grill, Longboard Bar & Grill, Alfresco Market, and a dedicated in-house pizza outlet. The resort also offers daily shuttle service to Walt Disney World, Universal Studios, and SeaWorld, along with a full calendar of fun-filled events—from karaoke and scavenger hunts to fishing tournaments and more. Owners have the option to join the professionally managed on-site rental program, allowing for effortless passive income when not using the unit personally. The monthly condo fee includes ALL utilities—electricity, water, cable, and internet. Owners may personally enjoy the property for up to 179 days per year. An ideal opportunity for personal use or a high-performing income-producing property. Schedule your private tour today and claim your slice of Central Florida paradise. (The current owner has a second unit available for sale for a buyer interested in multiple properties)

14501 Grove Resort Avenue Unit 2232, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code

High-Occupancy Investment Opportunity at The Grove Resort & Water Park Orlando Welcome to a standout turnkey investment at The Grove Resort & Water Park Orlando—fully furnished and located on the prime first floor with Tall Ceilings and stunning fountain views. This spacious floor plan features 2 bedrooms, 2 full bathrooms, and 1,265 sq. ft. of beautifully upgraded living space. The primary suite offers a comfortable king-size bed, while the guest bedroom includes two full-size beds—ideal for families or group vacations. High-end interior finishes include luxury vinyl plank flooring, granite countertops, stainless steel appliances, large smart TVs in every room, a premium washer and dryer, and a private screened-in patio. The oversized bathrooms are equipped with a walk-in shower, soaking tub, and generous closet space for added convenience. Set across 106 acres of lush Florida landscape, Guests can enjoy Surfari Water Park with a dual FlowRider surf simulator, lazy river, and thrilling water slides; multiple heated pools with private cabanas; a full-service spa; a state-of-the-art fitness center; and Flip Flop’s arcade. Kids will love the splash zones, while outdoor enthusiasts can explore 20-acre Lake Austin with paddle boats, a fishing pier, and nature tours. On-site dining options include Valencia Restaurant, Springs Bar & Grill, Longboard Bar & Grill, Alfresco Market, and even an in-house pizza spot. Daily complimentary shuttle service to Walt Disney World®, Universal Orlando, and SeaWorld makes this an attractive destination for travelers. The resort also hosts a variety of family-friendly activities like karaoke nights, scavenger hunts, and fishing tournaments—ensuring every visit is packed with memorable moments. Owners benefit from a professionally managed rental program, allowing you to earn passive income while enjoying up to 179 days of personal use annually. Best of all, the monthly condo fee includes all utilities—electricity, water, cable, and internet—making ownership completely hassle-free. Whether you're looking for a luxury vacation retreat, a top-performing rental, or both, this opportunity checks all the boxes. (The current owner also has a second unit available for buyers interested in multiple properties) Schedule your private showing today and secure your slice of Central Florida paradise.

14501 Grove Resort Avenue Unit 2103, Winter Garden

3 Beds ⋅ 3 Baths ⋅ K Hovnanian Winding Bay Preserve SubDv. ⋅ 34787 Zip Code

**Stunning Home in Winding Bay Preserve with Resort-Style Amenities** Discover your dream home in the sought-after Winding Bay Preserve! This immaculate residence offers resort-style living with a wealth of community amenities, including a sparkling pool, oversized cabana, tot lot, dog park, and fitness park—ensuring year-round fun for everyone. The home's open floor plan is bathed in natural light, creating a warm and inviting space that's perfect for entertaining. The kitchen is a chef's delight, featuring stainless-steel appliances, quartz countertops, and elegant light cabinetry. Conveniently located just 10 minutes south of the Hamlin area, you'll enjoy easy access to premier shopping, dining, and a state-of-the-art movie theater. Experience luxury, comfort, and convenience—all in one place!

11162 Hanlon Terrace Alley, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code

Motivated Seller – Spacious 3-Bedroom Condo on the 5th Floor! Step into the popular Jasmine plan, a roomy 3-bedroom condo featuring modern decor, quartz countertops, and full furnishings — everything you need for a perfect vacation. Fully equipped and turnkey, this condo allows for effortless ownership: enjoy it anytime, and let the resort’s professional management team handle guest services and income generation when you’re not using it. The Grove Resort & Waterpark is a private Florida enclave designed for family fun and unforgettable memories. With astounding onsite activities, spacious accommodations, and world-class amenities, it’s just 3 miles from the Western Way entrance to Walt Disney World® Resort and close to all of Orlando’s famous theme parks and attractions. Truly “an escape within an escape,” this resort offers both an incredible lifestyle and strong rental potential.

14501 Grove Resort Avenue Unit 3538, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Grove Resort SubDv. ⋅ 34787 Zip Code

The Birch — 2 Bed / 2 Bath Condo-Hotel The only floorplan at The Grove with two true primary suites. Most two-bedroom resort units give you a primary suite and a noticeably smaller second room. Not the Birch. Both bedrooms are generously sized, both feature private en suite baths, and both feel like the primary suite — making this the ideal choice for two couples traveling together, multi-generational families, or anyone who refuses to give their guests a consolation prize room. Inside, you’ll find an open living and dining area, a full kitchen — not a kitchenette, a full laundry room, — and a private balcony. This acts like a home, not just a hotel room. As an owner, enjoy up to 179 days of personal use per year at no nightly charge, while your unit earns rental income through the resort’s fully managed program the rest of the time. Located just 3 miles from Walt Disney World® and minutes from the new Epic Universe, demand for premium accommodations in this corridor has never been stronger. Zero management hassle. · Two primary suites. · One exceptional investment.

14501 Grove Resort Avenue Unit 1220, Winter Garden

2 Beds ⋅ 2 Baths ⋅ The Grove Resort SubDv. ⋅ 34787 Zip Code

Welcome to The Grove Resort & Water Park, a premier condo-hotel nestled in the vibrant heart of Winter Garden, FL. This beautifully furnished 2-bedroom, 2-bathroom unit is designed for ultimate comfort and convenience, making it an incredible investment opportunity or a perfect vacation retreat. Step inside to find a spacious open floor plan, featuring a stylish kitchen with modern appliances, sleek countertops, and ample storage. The inviting living and dining areas flow effortlessly onto a private screened balcony, where you can unwind and soak in the tranquil surroundings. The primary suite is a true retreat, offering a spa-like en-suite bathroom complete with a soaking tub, separate glass-enclosed shower, and dual vanities. A generously sized second bedroom and full bathroom ensure plenty of space for guests to feel right at home. As a resident or guest at The Grove Resort, you’ll enjoy world-class amenities, including a thrilling water park with slides, a lazy river, surf simulator, multiple pools, a full-service spa, fitness center, and on-site dining options. Plus, with 24-hour concierge service and a hassle-free rental program, this property offers both luxury and convenience. Located just minutes from Walt Disney World and Orlando’s top attractions, this condo presents an unparalleled opportunity to own a slice of paradise. Don’t miss out—schedule your private tour today!

14501 Grove Resort Avenue Unit 1237, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 3 SubDv. ⋅ 34787 Zip Code

FINANCING AVAILABLE! Are you looking for some of the best amenities that the Orlando area has to offer? You will find them at the Grove Resort and Waterpark. This is a short term rental complex. Amenities include 3 pools, a waterpark, a fitness center, a boat dock and water activities with access to Lake Austin, multiple on-site restaurants and bars, a game room, glow-in-the-dark golf, and much more. You will benefit from the convenience of a full-service concierge, 24-hour security, and complimentary shuttle service to Walt Disney World, Universal Studios, and SeaWorld. This amazing investment property comes fully furnished and turn-key. You will not have to worry about any sort of management or responsibilities because everything is done for you here. Let this unit run itself and make money for you. Use it for yourself multiple times throughout the year. Or do both! Come check it out!

14501 Grove Resort Avenue Unit 3329, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 3 SubDv. ⋅ 34787 Zip Code

FINANCING AVAILABLE! Are you looking for some of the best amenities that the Orlando area has to offer? You will find them at the Grove Resort and Waterpark. This is a short term rental complex. Amenities include 3 pools, a waterpark, a fitness center, a boat dock and water activities with access to Lake Austin, multiple on-site restaurants and bars, a game room, glow-in-the-dark golf, and much more. You will benefit from the convenience of a full-service concierge, 24-hour security, and complimentary shuttle service to Walt Disney World, Universal Studios, and SeaWorld. This amazing investment property comes fully furnished and turn-key. You will not have to worry about any sort of management or responsibilities because everything is done for you here. Let this unit run itself and make money for you. Use it for yourself multiple times throughout the year. Or do both! Come check it out!

14501 Grove Resort Avenue Unit 3229, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 3 SubDv. ⋅ 34787 Zip Code

Financing available! Are you looking for some of the best amenities that the Orlando area has to offer? You will find them at the Grove Resort and Waterpark. This is a short term rental complex. Amenities include 3 pools, a waterpark, a fitness center, a boat dock and water activities with access to Lake Austin, multiple on-site restaurants and bars, a game room, glow-in-the-dark golf, and much more. You will benefit from the convenience of a full-service concierge, 24-hour security, and complimentary shuttle service to Walt Disney World, Universal Studios, and SeaWorld. This amazing investment property comes fully furnished and turn-key. You will not have to worry about any sort of management or responsibilities because everything is done for you here. Let this unit run itself and make money for you. Use it for yourself multiple times throughout the year. Or do both! Come check it out!

14501 Grove Resort Avenue Unit 3137, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 3 SubDv. ⋅ 34787 Zip Code

FINANCING AVAILABLE! Are you looking for some of the best amenities that the Orlando area has to offer? You will find them at the Grove Resort and Waterpark. This is a short term rental complex. Amenities include 3 pools, a waterpark, a fitness center, a boat dock and water activities with access to Lake Austin, multiple on-site restaurants and bars, a game room, glow-in-the-dark golf, and much more. You will benefit from the convenience of a full-service concierge, 24-hour security, and complimentary shuttle service to Walt Disney World, Universal Studios, and SeaWorld. This amazing investment property comes fully furnished and turn-key. You will not have to worry about any sort of management or responsibilities because everything is done for you here. Let this unit run itself and make money for you. Use it for yourself multiple times throughout the year. Or do both! Come check it out!

14501 Grove Resort Avenue Unit 3134, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code

MAJOR PRICE ADJUSTMENT! Welcome to your exclusive vacation haven at The Grove Resort & Water Park, where luxury meets convenience in the heart of Orlando's premier vacation destination! Prepare to be captivated by the unparalleled views of Safari Water Park from the largest and most coveted SABLE corner unit floor plan, boasting an expansive 1,544 square feet of luxurious living space flooded with natural light. Step inside this meticulously crafted 3-bedroom, 3-bathroom sanctuary, with a private screened-in balcony, where every detail has been thoughtfully designed to ensure your utmost comfort and satisfaction. Adorned with modern furnishings and fixtures, including a fully equipped kitchen with stainless steel appliances and quartz countertops, as well as a convenient laundry room with a full-size washer and dryer, this residence offers both elegance and convenience at every turn. Retreat to spacious bedrooms with ample space for relaxation and rejuvenation. Nestled within the esteemed guard-gated community, The Grove Resort & Water offers a luxurious retreat spread across 106 acres overlooking the serene 22-acre Lake Austin. With its recent Travelers' Choice 2023 accolade, this oasis of tranquility promises an array of on-site amenities to elevate your stay to unparalleled heights. Immerse yourself in the excitement of Safari Water Park, boasting thrilling attractions such as a Flow Rider surf simulator, dual water slides, a 695-foot lazy river, and a zero-entry pool, or unwind in oversized hot tubs and private cabanas. Enjoy water sports, fishing on Lake Austin, swan paddle boats, and a 24-hour fitness center. Delight in culinary experiences at multiple restaurants offering indoor and outdoor dining or partake in family fun at Flip Flop's center and Activity Center. There's something for everyone to enjoy. Benefit from the community's proximity to Walt Disney World, with daily shuttle transportation to Walt Disney World®, SeaWorld, and Universal Orlando theme parks, ensuring effortless exploration of Orlando's iconic attractions. With all utilities and amenities included in the association fee, this luxurious hotel-condo presents a seamless blend of personal enjoyment and rental potential. Embrace the convenience of the experienced management team handle the details, providing hassle-free vacations and stress-free property ownership. Embark on a virtual journey through the 3D walkthrough tour and discover your new vacation destination at The Grove Resort & Water Park today! Don't miss your chance to own this extraordinary retreat in one of Orlando's most coveted communities.

14501 Grove Resort Avenue Unit 3327, Winter Garden

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