Browse All Winter Garden FL Between $400K - $500K Properties for Sale

3 Beds ⋅ 3 Baths ⋅ Hamlin Meadows SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Image Pre Design Center Pricing The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Harbor floor plan offers modern living tailored to meet everyday needs with style and functionality.

17724 Porter Road, Winter Garden

$411,995

3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Toll Brothers new construction in Horizon West, Winter Garden — estimated completion summer 2026. This Kellogg Townhome features a covered entry leading into an open and expansive living, L-shaped kitchen, and dining area. The home offers a spacious private courtyard with access to the detached two-car garage. The owner’s suite is highlighted by a large walk-in closet and a private bath with dual vanities and a separate shower.

13869 Easdale Alley, Winter Garden

$411,995

3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026. Our Crowley Townhome features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities and separate shower.

13873 Easedale Alley, Winter Garden

$499,000

3 Beds ⋅ 2 Baths ⋅ Black Lake Park Ph 02 SubDv. ⋅ 34787 Zip Code

Welcome to this charming single-family residence in the highly desirable Black Lake Park community of Winter Garden. This well-maintained home features 4 (3 bedrooms + 1 study)and 2 full bathrooms with a functional open floor-plan that seamlessly connects living, dining, and kitchen areas — perfect for everyday living and entertaining. The spacious interior offers approximately 2,365 sq. ft. of living area on a ±8,178 sq. ft. lot with no rear neighbors and lush landscaping for added privacy. Situated in a vibrant community with amenities including tennis and basketball courts, playground, pool and outdoor recreation areas, this property is conveniently located minutes from Winter Garden Village dining and shopping, major roadways (including the 429), and top-rated schools.

14257 Lagoon Cove Lane, Winter Garden

$449,000

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

BEST VIEW IN THE ENTIRE RESORT! This is the largest condo offered at The Grove Resort & Waterpark, featuring a spacious 3-bedroom, 3-bath split floor plan designed for privacy and comfort, accommodating up to eight guests. Fully furnished and turnkey, this residence is ready for immediate personal use (Up to 179 Days Per Year), and rental income when you're not using it. The Grove Resort is a secluded private Florida enclave and one of Orlando’s premier vacation destinations, offering expansive accommodations and an exceptional array of onsite amenities and activities for all ages. Ideally located just three miles from the Western Way entrance to Walt Disney World® Resort, the property provides quick access to world-famous attractions while maintaining a peaceful resort atmosphere. Often described as “an escape within an escape,” The Grove serves as a gateway to the Disney experience and is conveniently close to all major Orlando theme parks and family attractions. Ownership is truly hands-free. The professional onsite management team handles all reservations, guest services, and maintenance, allowing owners to enjoy their condo at their convenience while generating income when not in use.

14501 Grove Resort Ave Unit 1622, Winter Garden

$400,000

Overstreet Crate SubDv. ⋅ 34787 Zip Code

Winter Garden 2 lots surrounded by commercial/industrial properties. Close to Highway 50, the Turnpike, and SR 429.

12325 & 12303 Stagg Road, Winter Garden

$460,000

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

Experience resort-style living and exceptional investment potential with this luxurious first floor condo located in The Grove Resort & Water Park, Orlando’s premier vacation destination. Ideally situated just 5 minutes from Walt Disney World, this fully furnished, turnkey residence offers a perfect combination of elegance, comfort, and convenience. Notice the Soaring Ceilings in this beautiful condo in every room. The sitting area in the primary bedroom sets the perfect ambiance. The spacious open-concept floor plan is filled with natural light and features modern décor, high-end finishes, and stylish furnishings throughout. The gourmet kitchen is equipped with stainless steel appliances, quartz countertops, and ample cabinetry, making it perfect for entertaining or extended stays. A full-sized washer and dryer provide added convenience. Residents and guests enjoy access to world-class amenities, including the Surfari Water Park with a FlowRider Surf Simulator, Lazy River, Water Slides, and Zero-entry Pools. Relax in multiple swimming pools and oversized hot tubs, or reserve a private cabana for the ultimate day of leisure. Additional amenities include a full-service spa, 24-hour fitness center, on-site dining at Valencia Restaurant, Longboard Bar & Grill, and Elements Bar & Lounge, plus the Flip Flop’s Family Fun Center. Outdoor enthusiasts can enjoy kayaking, fishing, and paddle boating on the 22-acre Lake Austin. A daily resort shuttle provides effortless access to Walt Disney World, Universal Studios, and SeaWorld, while nearby golf courses, shopping, dining, and major highways make The Grove Resort perfectly positioned for both relaxation and adventure. When not in use, owners can take advantage of the professionally managed hotel rental program, generating income while enjoying hassle-free ownership. With its prime location, full-service amenities, and strong rental potential, this condo at The Grove Resort & Water Park is an ideal vacation retreat and investment opportunity—all just minutes from Orlando’s most iconic attractions. The Grove Resort and Spa is zoned as a Condo/Hotel. Owners are allotted 179 days in a calendar year to stay on property.

14501 Grove Resort Avenue Unit 2101, Winter Garden

$425,000

4 Beds ⋅ 3 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Beautiful 4 bedrooms, 2.5 bathrooms, 2 car garage home located in the desirable Watermark community in Winter Garden. Home is perfectly located near the clubhouse (5min walk distance), all tile on the first floor and tray ceiling in the master suite. Watermark has resort-like amenities that includes a pool with splash pad, playground, club house, fitness center, tennis court and nearby attractions such as Orange County National Golf Center and Disney Golf courses. This house was built by Meritage Homes and is well-known for their energy-efficient features, that helps homeowners to live a healthier lifestyle while saving thousands of dollars on utility bills. Winter Garden's unique charm and ambiance offers a wide variety of entertainment, shopping, and dining experiences like the BRAND NEW "THE MARK" which brings Starbucks, 7Eleven, Advent Health, Walgreens and more just a walk distance from the house. A new High School (Horizon West High School) has been added to the zip code and a brand new Elementary School is being built, both within 2 miles from the house.

9338 Tyrella Pine Trail, Winter Garden

$497,000

4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 2 SubDv. ⋅ 34787 Zip Code

PRICE IMPROVEMENT!!! Now offered at a substantially reduced price. The seller will pay off the existing solar panel loan (approximately $29,000) in full at closing, allowing the buyer to enjoy the benefits of solar energy without assuming this debt. Perfect for buyers seeking convenience, accessibility, and a family-friendly setting—just steps from the elementary school!! Discover this well-maintained 4-bedroom, 3-bath home located in the highly desirable Storey Grove community in Winter Garden. This property offers 2,042 sq ft of bright and functional living space/ Total area :4,704 SqFt , featuring an open-concept layout that seamlessly connects the kitchen and main living areas—ideal for everyday living and entertaining. The spacious primary suite includes a private bathroom and ample storage, while the additional bedrooms provide flexibility for guests, a home office, or growing families. Conveniently situated just steps from the elementary school, this home is perfect for those seeking accessibility and ease in their daily routine. Its location also provides quick access to main roads, shopping, dining, and Disney World, making commuting and errands simple and efficient. Enjoy outdoor living with a private patio, plus access to resort-style community amenities including a pool, fitness center, clubhouse, playgrounds, and dog parks. This property comes with solar panels, providing energy efficiency and savings.. Community parking regulations help maintain a clean and organized neighborhood environment, with guest parking available nearby. Seller is motivated and open to concessions. Schedule your private showing today.

16105 Water Spring Boulevard, Winter Garden

$419,000

3 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 4 SubDv. ⋅ 34787 Zip Code

This stunning and spacious townhome is designed to exceed expectations! Built in 2023 and thoughtfully designed for modern living, this 3-bedroom, 2.5-bath home feels like a model property and offers the perfect blend of style, comfort, and functionality—whether you're looking for a beautiful place to call home or a great opportunity to invest in Central Florida. The first floor features a bright and inviting open-concept layout with upgraded tile flooring and a beautifully appointed kitchen showcasing solid-surface countertops, a massive center island, stainless steel appliances, and seamless flow into the dining and living areas—perfect for everyday living, entertaining family and friends, or simply relaxing at home. Step outside to your own private retreat featuring an oversized brick-paver patio, fully fenced and enhanced with low-maintenance synthetic grass, creating a cozy and inviting outdoor space ideal for gatherings, pets, or enjoying Florida's year-round sunshine. The detached 2-car garage and extended driveway provide excellent convenience and additional parking. Upstairs, you'll find three generously sized bedrooms and two full bathrooms, offering plenty of comfort and privacy. The spacious primary suite features an elegant en-suite bathroom with dual sinks and a large walk-in closet. Located in the highly desirable Storey Grove community, this move-in-ready townhome combines modern finishes, comfortable living spaces, and an excellent location, making it a fantastic choice for a primary residence, second home, or investment property.

10540 Tribute Drive, Winter Garden

$445,000

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

$400,000

34787 Zip Code

This is a wetland property. W Orange Country Club Drive in Winter Garden, Florida 34787. "Zoning: C-2" Nestled in a desirable and well-established area. This county currently is not allowing anything to be built on it. Pin Location: Latitude 28.49896925, Longitude -81.58828662. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

W Orange Country Club Drive, Winter Garden

$415,000

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

Luxury retreat at The Grove Resort & Water Park Orlando - spacious Jasmine floor plan! Escape to the magic of Orlando and indulge in the ultimate vacation experience at The Grove Resort & Water Park. This stunning 3-bedroom, 2-bathroom apartment, located on the fifth floor of Condominium II, offers an impressive 1,396 square feet of contemporary living space. As you step inside, you'll be greeted by an open and airy layout that seamlessly flows from the inviting living room to the elegant dining area and gourmet kitchen. The living room is adorned with a comfortable sleeper sofa. The modern kitchen is a chef's delight, complete with high-end appliances. Retreat to the lavish primary bedroom, which boasts a regal king-size bed, offering a serene haven for restful nights. The en-suite bathroom exudes sophistication and convenience, featuring modern fixtures and finishes. The guest rooms are thoughtfully designed and adorned with plush queen-size beds, ensuring a restful sleep for all your guests. The Grove Resort & Water Park is a paradise within itself, offering a plethora of world-class amenities.

14501 Grove Resort Avenue Unit 2541, Winter Garden

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Between $400K - $500K Winter Garden Real Estate

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