Winter Garden Real Estate

Homes for Sale in Winter Garden, FL Between $300,000 to $400,000

Welcome to your dedicated resource for Homes for Sale Between $300,000 to $400,000 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 local Winter Garden, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $300,000 to $400,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Winter Garden, FL Homes for Sale Between $300,000 to $400,000

3 Beds ⋅ 3 Baths ⋅ Hamilton Gardens SubDv. ⋅ 34787 Zip Code

You found it! Amazing LOCATION and priced to sell! You will love the open floorplan and PRIVATE COURTYARD that is perfect for outdoor gatherings. REAR-ENTRY TWO-CAR GARAGE in the highly desirable Hamilton Gardens community! The bright kitchen features granite countertops, a spacious pantry, and overlooks the dining area and great room, creating a seamless layout. Enjoy peaceful views of mature trees with NO REAR NEIGHBORS. Hamilton Gardens offers RESORT-STYLE POOL, cabana, dog park, and playground. Residents even enjoy NIGHTLY DISNEY FIREWORK VIEWS right from the community! Located in the HEART OF HAMLIN in sought-after HORIZON WEST just minutes from Hamlin Town Center with dining, cafés, entertainment, and a weekly farmers market. Convenient to SR 429, TOP-RATED SCHOOLS, major medical facilities, Winter Garden Village, Historic Downtown Winter Garden, Windermere, and ALL DISNEY ATTRACTIONS. Don't miss this one!

6208 Aralia Ivy Lane, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Summerlake Grvs Ph 2 SubDv. ⋅ 34787 Zip Code

Discover this **stunning and meticulously maintained** 3-bedroom, 2.5-bath home, presented in **excellent condition**. The interior has been **freshly painted**, featuring **granite countertops** in both the kitchen and bathrooms. The kitchen is equipped with **stainless steel appliances**, a **spacious island**, a large breakfast bar, and an inviting eat-in area. Enjoy **new flooring throughout the downstairs** in this lovely home. The **generous primary bedroom** is located upstairs and includes an ensuite bath with dual sinks, a roomy shower, and a walk-in closet. The secondary bedrooms are thoughtfully arranged in a **split plan**, ensuring privacy from the primary suite. Convenience continues with a downstairs laundry room featuring hookups. Step outside to a **private, expansive paved lanai**, perfect for entertaining, barbecuing, or relaxing. A large **green space** is just off the front porch. Located just 10 minutes from Disney property, this home is close to all parks, restaurants, shopping, and entertainment. Hamlin Town Center is only a few miles away, and **Orange County National**, the largest golf course in Florida, is nearby. The community offers **resort-style amenities** just steps away, including a pool, two parks, a dog park, pickleball courts, green spaces, and tennis facilities. Enjoy low-maintenance living with the HOA covering exterior upkeep, including roof care, yard maintenance, exterior painting, and lawn care. This home is situated in a **top-rated school district** and boasts a **superb location** with ample parking. Townhomes in this **highly sought-after community** rarely become available. This property is **move-in ready** for its new owners! All info should be verified.

8019 Jeremy Joseph Alley, Winter Garden

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

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

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

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

3 Beds ⋅ 3 Baths ⋅ Orchard Hills Ph 4 SubDv. ⋅ 34787 Zip Code

Investor opportunity in the highly desirable Orchard Hills community of Winter Garden. This well-maintained two-story townhome offers 3 bedrooms, 2.5 bathrooms, and approximately 1,712 square feet of living space with an open-concept layout, spacious family room, and private balcony overlooking peaceful tree and wooded views. The kitchen is equipped with modern appliances including built-in oven, cooktop, microwave, dishwasher, disposal, refrigerator, and electric water heater. Residents enjoy access to resort-style community amenities including a pool, fitness center, playground, park, sidewalks, and beautifully maintained common areas. Conveniently located near Winter Garden Village, Hamlin shopping and dining, top-rated schools, and quick access to SR-429, this property offers a combination of location, lifestyle, and investment potential in one of Central Florida’s most sought-after communities. The property is currently tenant-occupied. Current tenant is paying: $2325 per month until 2/28/27.

5686 Cypress Hill Road, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained townhome offering stylish finishes, functional space, and a prime location with serene views. Step inside to an open-concept layout featuring a spacious kitchen with light cabinetry, granite countertops, stainless steel appliances, a large center island with bar seating, and a walk-in pantry. The kitchen flows seamlessly into the dining and living areas, creating the perfect space for entertaining or everyday living. Natural light fills the home, highlighting the neutral tones and tile flooring throughout the main living areas. Upstairs, the generous primary suite features a designer accent wall, large windows, and a spacious walk-in closet with built-in organization. The en-suite bath offers dual vanities with granite counters and a walk-in glass-enclosed shower. Secondary bedrooms are well-sized and share a full bath with granite countertops. A convenient upstairs laundry room adds to the home’s thoughtful layout. Additional highlights include a private office/flex space, a powder bath downstairs, ample storage throughout, and a charming covered front porch overlooking peaceful green space. Enjoy outdoor living on the private paver patio. Enjoy low-maintenance living with community-maintained exteriors and close proximity to Hamlin’s shops, restaurants, lakefront trails, events, and community recreational amenities, including a nearby basketball court — all just minutes from your front door. Convenient access to FL-429, top-rated schools, and downtown Winter Garden adds to the appeal. This is a fantastic opportunity to own in a vibrant, walkable area that blends convenience, lifestyle, and charm. Schedule your showing today!

14989 Apollo Bond Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 4a SubDv. ⋅ 34787 Zip Code

Welcome to the highly sought-after Waterleigh community in Winter Garden, where resort-style living meets everyday convenience! This beautiful Dr. Horton Ibis Model offers 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed two-story layout in a desirable middle-unit townhome. Step inside to an open-concept floor plan featuring a spacious kitchen with granite countertops, ample cabinetry, and all appliances included—making this home truly move-in ready. The washer and dryer are conveniently located on the second floor alongside all three bedrooms, adding ease to your daily routine. Enjoy peace of mind with an air conditioning system and hot water heater that are only 1.5 years old. Outside, a paver driveway leads to the attached one-car garage, providing both curb appeal and functionality. Living in Waterleigh means enjoying exceptional community amenities, including three resort-style pools, a state-of-the-art fitness center, tennis courts, sand volleyball, scenic walking trails, playgrounds, and beautifully maintained green spaces. The HOA takes care of lawn maintenance and mulch, allowing you to spend more time enjoying everything this incredible community. Ideally located near top-rated schools, shopping, dining, major highways, and all that Winter Garden has to enjoy, this home is the perfect combination of comfort, convenience, and Florida living. Don't miss your opportunity to own in one of Central Florida's most desirable master-planned communities!

13158 Bounty Avenue, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Stoneybrook West I SubDv. ⋅ 34787 Zip Code

Located in the Stoneybrook West area of Winter Garden. Large townhouse offering 3 bedrooms and 2.5 bathrooms upgraded with ceramic tile floors on first floor, granite counter tops, and updated stainless steel appliances. Newer air conditioning system. The townhouses at Westbrook have new roofs and exterior paint. Community pool/playground and excellent schools.

15511 Campden Street, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Highlands/Summerlake Grvs Ph 1 SubDv. ⋅ 34787 Zip Code

Virtually Staged. PRICE TO SELL!!! SELLER MOTIVATED!!! Beautiful 3-bedroom, 2.5-bathroom townhouse available in the great Summerlake community of Winter Garden. This home features an open floor plan, spacious living areas, and a 2-car garage. An additional room at the front of the house offers the perfect space for a home office or flex room. The Summerlake community provides exceptional amenities, including a pool, playground and dog park. Conveniently located near A-rated schools – Summerlake Elementary, Hamlin Middle, and Horizon High. Nestled in the heart of Winter Garden, this home is just minutes from world-class shopping, dining, and entertainment. Enjoy proximity to Disney, major highways, and the bustling Hamlin Town Center. Winter Garden is known for its charming downtown, weekly farmers markets, and vibrant community events, making it one of Central Florida’s most desirable places to live.

15334 Murcott Blossom Boulevard, Winter Garden

Are you looking for a perfect place to build your dream home? Look no further than this expansive open space, featuring stunning lakefront sunsets over Lake Apopka, one of the largest and most beautiful lakes in Central Florida. This 3.0 acre lot offers breathtaking views of true Florida it's surrounding nature, as well as access to fishing, boating, and wildlife watching. You will enjoy the tranquility and privacy of this lot, while being close to the amenities and attractions of Winter Garden, a charming and historic city with a vibrant downtown, farmers market, and festivals. Winter Garden boasts premier dining, shopping, and top-rated schools. An unparalleled blend of land, location, and lifestyle. Experience true freedom from HOA or CDD fees and restrictions. Don't miss this rare opportunity to own a piece of paradise on Lake Apopka! Bring your own builder and create a custom masterpiece in this highly sough after location, and take advantage of the luxury of expansive open space and the upscale charm of Winter Garden. Sample site plan, with wetland impact, available upon request.

1401 N Fullers Cross Road, Winter Garden

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

6th Floor Water View – Fully Furnished, Modern Condo at The Grove Resort! Experience the best of Orlando vacation living in this fully furnished 2-bedroom, 2-bath condo in the newest tower at The Grove Resort. This rare layout features two beds in the second bedroom, perfect for families or groups. Enjoy convenient access to the resort’s restaurants, lounge, coffee bar, fitness center, business center, and market — all just an elevator ride away. Hotel pools, parking, and lakefront activities on Lake Austin are within easy reach, making this condo a quiet yet vibrant location for both personal use and guests. Vacation home ownership here is effortless: the hotel operator handles advertising, guest services, repairs, and maintenance, ensuring a turnkey income-producing property. Located just 4 miles from Walt Disney World® and near the new Universal theme parks, The Grove Resort offers a world-famous destination with high rental potential. Financials are available for serious buyers. Interior photos are from a similar unit; new photos will be posted soon.

14501 Grove Resort Avenue Unit 2623, Winter Garden

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