Refine Search
Map
Sort by
$655,000
5 Beds ⋅ 3 Baths ⋅ O6325853 MLS
Welcome to 8018 Bowery Drive, a spacious 5-bedroom, 3-bathroom home perfectly positioned in Winter Garden right on the edge of Windermere. This layout offers flexibility and comfort for everyday living while also providing the space to entertain. Upstairs, you’ll find the private primary suite, a generous loft, a full bathroom, and three additional bedrooms, two of which offer nightly views of Disney fireworks right from the window. Downstairs features two separate living spaces, plus a conveniently located bedroom and full bathroom ideal for guests or in-laws. Step outside through the telescoping sliding glass door to enjoy a large covered porch and private backyard with no rear or side neighbors. Curb appeal shines with a paver driveway and charming wrap-around front porch. Just minutes from the 429, Disney, and all that Windermere has to offer, this home blends location, privacy, and everyday convenience. Don’t miss the chance to make this beautiful home yours!

8018 Bowery Drive, Winter Garden
$989,000
4 Beds ⋅ 4 Baths ⋅ O6325653 MLS
We present an impeccable, newly built home in brand-new condition, ready to welcome you and your family with comfort, modernity, and style. Located in the sought-after Summerlake Reserve community in Horizon West, this home surprises with every detail. Upon arrival, the charming porch with its well-kept garden gives you a taste of what lies ahead. Upon entering, the integrated living, dining, and kitchen areas create a feeling of spaciousness and warmth, perfect for those who value open, well-lit spaces. Large sliding doors allow for abundant natural light and connect the interior with the exterior. With high ceilings of almost 3 meters, the home exudes elegance and sophistication. The kitchen is a true highlight: equipped with modern appliances, high-end wood cabinetry, a large central island, and a spacious pantry—ideal for those who love cooking and entertaining. The four bedrooms are spacious, well-appointed, and designed to offer maximum comfort. There are three and a half bathrooms, all with quality finishes and tasteful furnishings. The laundry room offers a functional space and is already equipped to make daily life easier. The garage accommodates three cars and has an automatic gate, ensuring convenience and security. All this in a prime location, close to schools, shops, restaurants, and all the amenities that make Horizon West one of the most valued areas in Florida. If you're looking for a new, modern home in a complete community, this is the perfect opportunity. Schedule your visit and come see for yourself!

9493 Emerald Berry Drive, Winter Garden
$450,000
3 Beds ⋅ 3 Baths ⋅ O6320739 MLS
Short Sale. BACK ON THE MARKET — THROUGH NO FAULT OF THE SELLER! Buyer financing fell through. Welcome Home! 14536 Golden Harbor – a beautifully designed 3-bedroom, 2.5-bathroom home offering 1,904 square feet of thoughtfully laid-out living space. Nestled on the desirable Watermark community on the Disney side of Winter Garden, this Meritage Angelou II model combines modern efficiency with everyday comfort. The home comes equipped with fully PAID OFF solar panels, already wired and ready for connection—making this an energy-smart choice for eco-conscious buyers. As you walk in you are greeted with open-concept living/ dining room area that is ideal for entertaining, with a spacious kitchen located at the rear of the home. Enjoy stainless steel appliances, crown-topped cabinetry, a walk-in pantry, and a generous granite island that flows seamlessly into the living and dining areas. You’ll also find a built-in office nook and a convenient half-bath on this level. Upstairs, a spacious loft adds flexibility—perfect as a second living area, playroom, or home office. The laundry area is thoughtfully tucked away, and the split-bedroom design offers added privacy. The primary suite includes a walk-in closet, dual vanity, and a walk-in shower. Two additional bedrooms are located toward the front of the home and extend access to a private, covered balcony—an ideal spot to catch Disney’s nightly fireworks with a glass of wine and a great book. Whether you're unwinding on the front porch, enjoying balcony views, or taking advantage of community amenities—including a resort-style pool, playground, fitness center, basketball court, and more—you’ll find the lifestyle here hard to beat. You are just walking distance to The Mark, a versatile retail neighborhood center, with stores, restaurants, gas station, and more! Best of all, you’re just minutes from Walt Disney World, Magic Kingdom, Epcot, and Hollywood Studios—each less than 20 minutes away.

14536 Golden Harbor Lane, Winter Garden
$522,000
3 Beds ⋅ 3 Baths ⋅ O6318887 MLS
Welcome to 5963 Glory Bower Drive, Winter Garden, FLorida a beautifully Home 3 bedroom, 2.5 bathrooms, plus office space, offering over 2,120 square feet of thoughtfully designed living space. This modern residence features an open-concept layout perfect for both everyday living and entertaining. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, ample cabinetry, and a gas range. The home also features a gas water heater, providing efficiency and convenience. Enjoy the Florida lifestyle just minutes from Disney.

5963 Glory Bower Drive, Winter Garden
$289,000
2 Beds ⋅ 2 Baths ⋅ O6315392 MLS
HUGE PRICE REDUCTION! Welcome to your fully furnished, turn-key 2-bedroom, 2-bath retreat at the Grove Resort & Water Park—just minutes from Disney! Whether you’re searching for the perfect vacation getaway or a smart investment property, this unit has it all. From your private balcony, enjoy peaceful conservation views while knowing your condo is working for you when you’re away. With a strong rental history and enrollment in the resort’s professionally managed short-term rental program, generating income couldn’t be easier. Enjoy the Surfari Water Park, multiple pools, spa, fitness center, restaurants, lakefront pier, and more—everything you and your guests need for a memorable stay. Don’t wait—units like this move quickly! Showings are by appointment only, as this condo is a guest favorite and often booked.

14501 Grove Resort Avenue Unit 3714, Winter Garden
$359,000
3 Beds ⋅ 2 Baths ⋅ O6311969 MLS
HUGE PRICE REDUCTION! Don’t miss this rare opportunity to own a fully furnished, turn-key 3-bedroom, 2-bath resort condo at the world-famous Grove Resort & Water Park, just minutes from Disney. Located in Building 2, Unit #2129 offers tranquil conservation views from your private balcony and quick access to the resort’s incredible amenities. Whether you’re seeking a personal vacation retreat or a hands-free income-producing property, this condo delivers both. With a proven rental history and participation in the professionally managed short-term rental program, you can generate income seamlessly when you’re not here. Guests can enjoy the Surfari Water Park, multiple pools, spa, fitness center, restaurants, lakefront pier, and more—completely worry-free. Act quickly—this unit is a guest favorite, showings are limited, and opportunities like this don’t last.

14501 Grove Resort Avenue Unit 2129, Winter Garden
$2,050,000
4 Beds ⋅ 5 Baths ⋅ O6309917 MLS
Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule a viewing appointment.

9940 Black Bear Lane, Winter Garden
$2,500,000
4 Beds ⋅ 5 Baths ⋅ O6303366 MLS
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
$265,000
2 Beds ⋅ 2 Baths ⋅ O6300606 MLS ⋅ 2 BLDG.
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
$265,000
2 Beds ⋅ 2 Baths ⋅ O6300605 MLS ⋅ 2 BLDG.
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
$635,000
4 Beds ⋅ 3 Baths ⋅ O6299810 MLS
JUST REDUCED - SELLER MOTIVATED! Step right into the highly sought-after Winter Garden lifestyle with this beautiful 4-bedroom, 3-bathroom home in the premier Silverleaf Reserve community. Designed to impress, the expansive open floor plan boasts soaring high ceilings and an abundance of natural light, creating a seamless flow for entertaining and daily living. The modern kitchen is equipped with sleek stainless steel appliances and opens directly into the spacious main living areas. Retreat to your primary suite, a true sanctuary featuring a massive walk-in closet and a luxurious spa-like bathroom designed for ultimate relaxation. Outside, enjoy the beautiful Florida weather year-round on your covered lanai, which overlooks a private, landscaped backyard. Location is everything, and this property delivers unparalleled convenience—you are just a few blocks away from highly rated Hamlin Elementary and Middle Schools, the vibrant dining, shopping, and entertainment at Hamlin Town Center, and major highways for a quick, stress-free commute throughout the Orlando area. This home offers the perfect blend of modern comfort, space, and prime accessibility. Turnkey properties in this neighborhood are in high demand and move fast. Call today to schedule your private showing before this exceptional opportunity is gone!

16271 Silver Grove Blvd, Winter Garden
$445,000
3 Beds ⋅ 3 Baths ⋅ S5124930 MLS ⋅ K Hovnanian Homes BLDG.
**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
$351,450
3 Beds ⋅ 2 Baths ⋅ O6280623 MLS
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
$325,890
2 Beds ⋅ 2 Baths ⋅ O6279431 MLS ⋅ One BLDG.
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
$2,500,000
3 Beds ⋅ 3 Baths ⋅ O6271646 MLS
Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.

2827 Sanctuary Lane, Winter Garden
$599,000
4 Beds ⋅ 3 Baths ⋅ O6248982 MLS
WATERFRONT--2 ACRES--NO HOA 7 Miles west of Disneys' main entrance...Winter Garden address with "A rated" schools listed on tax records. Close to many restaurants, shopping and other amenities. This is considered the 4 Corner Area because across Hwy 192 is Kissimmee, Hwy 27 is just a couple blocks west and if you go North it is Clermont and going south on Hwy 27 is Davenport. Piece of Paradise..Spacious..Upgraded...MOVE IN READY.. Expansive 2 car garage..workshop...storage...oversized.. Also approx 19X11 shed with an upper loft area ..The property is partially fenced. --..French doors open to a deck overlooks Lake Chapin in the rear of the property with fruit trees, banana trees, .. You will absolutely need to see to appreciate this home...even driving by, it is deceivingly large from just outside appearance.(almost 3400 Living sq ft). Beautifully maintained and Quality throughout.--Double Paned, tilt-out Windows with Marble sills--Well Maintained Bamboo Flooring (quality thicker boards ).Loads of Storage throughout and lighted closets...extra insulation in attic..Ceiling fans with wall controls and remotes..-French doors..-the list continues... A Central Kitchen that will delight the Chef --It has been thought out from past years of wants and needs and implemented. A WALL of Cabinetry..Corner Lazy susans upper and lower , pull out drawers ..under counter lights ..Convection oven and island cooktop with grill. Bar area opening into the Living room/ Dining room.. Split bedrooms plan and Master Suite has an extra room adjoining,which could be a exercise room, office, sitting room just to name a few. Large (approx 16x15) Suite has 3 solid core barn doors to close off the double walk in closet ROOMs and for the entrance door. Beautifully done Master Bath. (approx 13x9) Inside Laundry room with additional outlet for another refrigerator ..freezer. More than expansive (approx 16x13 sq ft) with a prestine pool table that can stay or go...your call.. This home makes a fantastic home for entertaining and/or family life with room to grow .. Come and see this home and you will want to make it yours..There is not another like it around. and it's so rare to find

14902 Arrena Road, Winter Garden
$399,900
2 Beds ⋅ 2 Baths ⋅ S5094992 MLS ⋅ N/A BLDG.
OWN this full POOL-VIEW condominium in the MAIN building!!! As you enter this 3rd floor two bedroom, two bathroom unit, an unobstructed view to the Springs Pool welcomes you in the Premier Tower or Building One. What an amazing view!!! In the evenings, you may enjoy Disney's fireworks from your balcony or bedrooms!!! The unit is located in Tower One, where you find the lobby, concierge, restaurant, bar, lounge, fitness center, spa, and market an shop. It overlooks the Spring Pools just outside your building where three pools, splash pool, oversized hot tub and cabanas are awaiting you. You may park your car on the same level as your unit in the garage. The highlight of the resort is the Safari Waterpark. The FlowRider Double surf simulator can be challenging, but professionals help and teach you. Sunbathe while floating down the almost 700-foot lazy river. There are also the two-story, double slides, waiting for you. Everything you deserve as a place to relax and enjoy with your family and loved ones.

14501 Grove Resort Avenue Unit 1318, Winter Garden