Winter Garden Homes under $750,000

Winter Garden Homes under $750,000

Welcome to Winter Garden, Florida – a charming city that beautifully blends small-town warmth with modern conveniences. Nestled just west of Orlando, Winter Garden is renowned for its picturesque landscapes, vibrant downtown area, and a rich history that dates back to the late 1800s. With its lush parks, scenic trails, and access to the stunning West Orange Trail, outdoor enthusiasts will find plenty of opportunities for biking, walking, and enjoying nature.

The heart of Winter Garden is its historic downtown, where you can explore delightful boutiques, dine at local eateries, and enjoy seasonal festivals that bring the community together. The city’s commitment to preserving its heritage is evident in its well-maintained architecture and the inviting atmosphere that makes it perfect for families and individuals alike.

For those looking to call Winter Garden home, there’s an exciting range of properties available, particularly for those with budgets under $750,000. From charming single-family homes with spacious yards to modern townhouses featuring contemporary designs, Winter Garden offers diverse options to suit various lifestyles and preferences. Many homes come equipped with desirable amenities such as open floor plans, gourmet kitchens, and energy-efficient features, ensuring you find a perfect match for your needs.

With its excellent schools, family-friendly community, and proximity to Orlando’s attractions, Winter Garden is not just a place to live; it’s a place to thrive. Whether you’re a first-time buyer or looking to upgrade your living space, the vibrant real estate market in Winter Garden is waiting to welcome you home. Start your journey today and discover the endless possibilities this enchanting city has to offer!

Newest Winter Garden Homes under $750,000

14825 Porter Road, Winter Garden
$609,998
3 Beds ⋅ 3 Baths ⋅ Summerlake Pd Phase 2a And 2b SubDv. ⋅ 34787 Zip Code
Virtually Staged. With 2,732 square feet, a spacious upstairs loft and a downstairs room ready to serve as a fourth bedroom, this Summerlake home gives you room to arrange life as you please. Three bedrooms and 2.5 baths. The open main floor has tile underfoot, plantation shutters and a stone accent wall in the living room. The kitchen offers a granite island with seating, dark wood cabinetry, tile backsplash, gas range and pendant lighting, and opens to the dining area. Sliders lead to a covered paver patio and a fenced backyard with a fire pit. Upstairs, the primary suite has a custom-fitted walk-in closet, double vanity, soaking tub and glass-enclosed shower. Stone-trimmed covered front porch, & a rear-entry garage. Summerlake amenities include a resort-style pool with splash pad, lakefront clubhouse, fitness center, tennis and basketball courts, playgrounds, dog park, fishing pier and walking trails. This home is conveniently located close to the amenities. Close to Hamlin Town Center, SR 429 and a short drive to the Parks.

14825 Porter Road, Winter Garden
7186 Wild Strawberry Run, Winter Garden
$750,000
4 Beds ⋅ 4 Baths ⋅ Signature Lks-Pcl 01d Ph 02 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully designed 4-bedroom, 3.5-bathroom home in the highly desirable Independence community of Winter Garden! Offering a thoughtful blend of space, comfort, and lifestyle, this home features an additional private office, a spacious bonus room, and a unique layout designed for both everyday living and entertaining. Step inside to discover generous living spaces, a modern kitchen perfect for gathering with family and friends, and a spacious primary suite designed for comfort and relaxation. The additional office provides an ideal space for working from home, while the large bonus room offers endless possibilities—a media room, game room, or second family lounge. The home features a convenient half-bath on the first floor, a Jack-and-Jill bathroom, and a detached garage located at the rear of the property, adding character and functionality to the home's layout. Outside, enjoy a nicely sized backyard with room to create your own private outdoor retreat, including the potential to add a pool (subject to applicable approvals). Whether you envision weekend barbecues, outdoor entertaining, or simply relaxing in your own space, the possibilities are yours to explore. What truly makes this location special is the lifestyle waiting right outside your door!Horizon West, offering amenities and outdoor spaces designed to bring recreation, relaxation, and community connection together. Residents can enjoy: Community swimming pools for cooling off and enjoying the Florida sunshine Clubhouses and fitness centers for recreation and wellness Scenic walking and biking trails for outdoor exercise Community parks and playgrounds for outdoor fun Sports courts and beautifully maintained green spaces for an active lifestyle The location is equally appealing, with convenient access to shopping, restaurants, cafés, schools, and everyday essentials. Explore nearby Hamlin and Winter Garden Village for additional dining, shopping, and entertainment options. And when it's time for adventure, Walt Disney World and Central Florida's world-famous attractions are within driving distance, making weekend outings and family fun easy to enjoy. Whether you're looking for room to grow, space to work from home, or a community that offers amenities beyond your front door, this home presents an opportunity to enjoy the best of the Winter Garden lifestyle. Enjoy the space. Embrace the community. Make Winter Garden home.

7186 Wild Strawberry Run, Winter Garden
17126 Quicksilver Avenue, Winter Garden
$525,000
4 Beds ⋅ 3 Baths ⋅ Waterside On Johns Lake - Phase 2c SubDv. ⋅ 34787 Zip Code
Welcome home to this beautifully cared-for 4-bedroom, 3-bathroom home in the welcoming Waterside community! Built in 2022, the thoughtfully designed floor plan, spacious backyard, and wonderful neighborhood amenities combine to create the perfect blend of comfort, functionality, and everyday family living. Inside, the OPEN-CONCEPT living space flows effortlessly into the kitchen, creating a comfortable gathering place for family time, entertaining, and everything in between. The kitchen features beautiful Silestone QUARTZ COUNTERTOPS, stylish gray cabinetry, and stainless steel appliances. The spacious primary suite offers a HUGE WALK-IN CLOSET, while the primary bathroom features a double-sink vanity and large WALK-IN TILED SHOWER. A bedroom conveniently located downstairs adds incredible flexibility and can easily serve as a guest room, home office, playroom, or a space for visiting family and friends. Throughout the home, you'll find thoughtful upgrades including plantation shutters, built-in features, 9-foot ceilings, and a beautiful wrought-iron stair railing. Situated on an OVERSIZED CORNER LOT, the property features a large fenced-in backyard with plenty of room to play, relax, or gather with friends. The back paver patio is perfect for weekend barbecues and outdoor entertaining, while the covered front porch provides a welcoming spot to enjoy your morning coffee or unwind at the end of the day. Waterside Residents enjoy access to a community clubhouse, pool, fitness center, playgrounds, park, and a dock on Johns Lake. With seasonal community events and monthly food truck nights, there are plenty of opportunities to get to know your neighbors and enjoy everything the community has to offer. Conveniently located near Downtown Winter Garden, Hamlin, and Walt Disney World, you'll be close to a fantastic selection of restaurants, shops, and entertainment. Easy access to FL-429 and the Florida Turnpike makes commuting and exploring Central Florida a breeze. Come see why this home and community are such a wonderful place to put down roots, make memories, and call home!

17126 Quicksilver Avenue, Winter Garden
14501 Grove Resort Avenue Unit 3631, Winter Garden
$164,900
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
This stunning 2-bedroom, 2-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second bedroom and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 3631, Winter Garden
2020 Portcastle Circle, Winter Garden
$455,000
3 Beds ⋅ 3 Baths ⋅ Stone Crk A-1 & A-2 SubDv. ⋅ 34787 Zip Code
MOVE-IN READY | 2025 ROOF & NEW GUTTERS | NEW FLOORING & FRESH PAINT | NEW STAINLESS REFRIGERATOR & RANGE | SPACIOUS UPSTAIRS LOFT | LOW HOA -- Move-in ready and beautifully updated, this Winter Garden home sits in the Stone Creek community. Updates include a 2025 roof, new gutters, fresh interior and exterior paint, new carpet, and new LVP flooring in the main living areas. The main floor features an open, connected layout. The dining and family rooms flow into the breakfast nook and a bright kitchen equipped with a breakfast bar, an upgraded pantry, and a brand-new stainless refrigerator, range, and range hood. A sliding glass door leads to the patio and a spacious backyard that adapts to how you use it: perfect for entertaining, gardening, or relaxing outdoors. Upstairs, the spacious loft adapts to however you live: a home office, media room, or lounge. The primary suite offers a walk-in closet and an ensuite bath with dual sinks, a vanity, a garden tub, and a private water closet. The secondary bedrooms feature new carpet and ceiling fans, including one with an extended layout for added space. The location offers everyday convenience, in close proximity to Publix and minutes from Winter Garden Village and SR-429. Low HOA. Zoned for Whispering Oak Elementary, SunRidge Middle, and West Orange High School.

2020 Portcastle Circle, Winter Garden
12355 Bracco Street, Winter Garden
$565,000
4 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code
Virtually Staged. STUNNING 2024-BUILT HOME ON AN OVERSIZED LOT IN ONE OF WINTER GARDEN’S DESIRABLE GATED COMMUNITIES! Why wait to build when you can enjoy the benefits of nearly new construction in this beautiful 4-BEDROOM, 3-BATHROOM HOME offering modern living, exceptional curb appeal, and an OVERSIZED LOT that provides extra space to enjoy the Florida lifestyle! Built in 2024, this impressive home offers the comfort, style, and peace of mind that come with newer construction. With four spacious bedrooms and three full bathrooms, there is plenty of room for comfortable everyday living, entertaining guests, or creating the perfect home office. The oversized lot is a standout feature, offering additional outdoor space with endless possibilities for entertaining, relaxing, gardening, or creating your own backyard paradise! LOCATION, LOCATION, LOCATION! Welcome to beautiful WINTER GARDEN, one of Central Florida’s most sought-after destinations! Discover why so many people love calling this incredible area home. Enjoy the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its incredible restaurants, boutique shopping, lively farmers market, and vibrant community atmosphere. Explore the scenic WEST ORANGE TRAIL, enjoy nearby parks and recreational opportunities, and take advantage of fantastic shopping, dining, entertainment, and convenient access to Orlando’s world-famous attractions! RESORT-STYLE COMMUNITY AMENITIES WITHOUT THE HIGH HOA FEES! Enjoy the added appeal of a GATED COMMUNITY featuring a beautiful COMMUNITY SWIMMING POOL and PLAYGROUND, all while benefiting from LOW HOA FEES! It’s a wonderful combination of community amenities, convenience, and affordability. With its 2024 CONSTRUCTION, FOUR BEDROOMS, THREE FULL BATHROOMS, OVERSIZED LOT, GATED COMMUNITY, COMMUNITY POOL, PLAYGROUND, AND PRIME WINTER GARDEN LOCATION, this home offers an incredible opportunity to enjoy the Florida lifestyle! DON’T MISS YOUR OPPORTUNITY TO CALL THIS BEAUTIFUL PROPERTY HOME! SCHEDULE YOUR PRIVATE SHOWING TODAY AND DISCOVER EVERYTHING THIS EXCEPTIONAL HOME AND COMMUNITY HAVE TO OFFER!

12355 Bracco Street, Winter Garden
14501 Grove Resort Unit 1723, Winter Garden
$344,900
3 Beds ⋅ 3 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code
THE PERFECT COMBINATION AT THE GROVE RESORT! TOWER 1. TOP FLOOR. CORNER UNIT. LAKE AUSTIN & NATURE PRESERVE VIEWS. PLUS, ENJOY MAGIC KINGDOM & EPCOT FIREWORKS FROM YOUR PRIVATE PRIMARY SUITE SOLARIUM! Welcome to Unit 1723, a beautifully positioned 3-bedroom, 3-bathroom condo-hotel residence with a solarium, offering 1,544 sq. ft. of comfort, convenience, and breathtaking scenery at The Grove Resort & Water Park. LOCATION MAKES ALL THE DIFFERENCE! Situated on the 7th and highest floor of Tower 1, this desirable corner residence combines beautiful water and nature preserve views with the convenience of the resort's main building. Enjoy easy access to the lobby, concierge, restaurant, bar, and fitness center without leaving your tower. Inside, discover an inviting open-concept living and dining area, a fully equipped kitchen, spacious bedrooms, and a private solarium sitting area off the primary suite, where you can gather with family to watch the Magic Kingdom and EPCOT fireworks. Direct balcony access from the primary suite, a full-size in-unit washer and dryer, and ample resort parking add everyday convenience. Just minutes from Walt Disney World, The Grove is a designated Walt Disney World Good Neighbor® Hotel, featuring Surfari Water Park with its FlowRider® Surf Simulator, lazy river, swimming pools, hot tubs, on-site dining, recreational activities on Lake Austin, and resort transportation to Disney and Universal theme parks. Whether you're looking for a Florida vacation retreat or a professionally managed short-term rental opportunity, Unit 1723 offers an exceptional blend of location, comfort, memorable views, and resort living. This condo-hotel property is subject to resort rental and occupancy restrictions and is not intended for permanent residency. Buyers should verify all applicable association and resort requirements.

14501 Grove Resort Unit 1723, Winter Garden
14501 Grove Resort Avenue Unit 2539, Winter Garden
$163,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code
BEST-PRICED UNIT CURRENTLY AVAILABLE AT THE GROVE RESORT! This 5th-floor Birch residence is located in desirable Tower 2, the newest tower at The Grove and featuring the resort's most updated décor and finishes. Enjoy a peaceful garden view from this fully furnished resort residence just minutes from Walt Disney World. The Grove Resort & Water Park offers an exceptional combination of vacation ownership and resort amenities, including Surfari Water Park, multiple pools, restaurants and bars, fitness center, spa, arcade, Lake Austin activities, market and coffee shop, and on-site resort management. An outstanding opportunity for buyers looking for an entry point into one of Orlando's most established condo-hotel resorts at the best price currently offered. Financial information and ownership details available upon request.

14501 Grove Resort Avenue Unit 2539, Winter Garden
15411 Gilligan Court, Winter Garden
$539,900
4 Beds ⋅ 3 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code
Located in Horizon West, this 4-bedroom, 2.5-bath home features a first-floor bedroom, private outdoor entertaining space, and no carpet throughout. Set within Winding Bay and zoned for top-rated schools, the community offers parks, a playground, walking trails, a dog park, and a resort-style pool with a splash pad. Just minutes from Walt Disney World, residents enjoy nightly fireworks views and convenient access to Highway 429, Hamlin Town Center, Flamingo Crossings, premier golf courses, and a wide variety of dining and shopping destinations. No CDD. Low HOA.

15411 Gilligan Court, Winter Garden
251 N Plant Street, Winter Garden
$699,000
4 Beds ⋅ 4 Baths ⋅ J L Dillard Sub SubDv. ⋅ 34787 Zip Code
Prime Winter Garden Duplex in the Golf Cart District | Updated | Income-Producing!! Discover a rare opportunity to own a duplex in the heart of Winter Garden, ideally positioned within the coveted Golf Cart District and directly off the West Orange Trail. Both units are currently leased, offering immediate rental income and an attractive investment opportunity in one of Central Florida’s most sought-after communities. ROOF 2022 & whole duplex REPIPE in 2024. The location is truly the standout feature—enjoy easy access to the West Orange Trail for biking, walking, and outdoor recreation, while the golf-cart-friendly setting makes it convenient to cruise to nearby shopping, dining, entertainment, and the charming downtown Winter Garden area. Located in the heart of the vibrant Winter Garden community, residents can enjoy local restaurants, boutique shopping, weekend events, farmers markets, and the area's popular downtown atmosphere, all while being surrounded by established neighborhoods and recreational amenities. With convenient access to major roadways, the property also provides an easy commute to Orlando and the surrounding attractions. Whether you're looking to expand your investment portfolio or secure a well-positioned income-producing property in Winter Garden, this duplex offers an exceptional combination of location, lifestyle, and rental potential. Both sides are currently tenant occupied—an excellent opportunity to own a turnkey duplex in a highly desirable area. Please do not disturb tenants.

251 N Plant Street, Winter Garden
9936 Pallida Hickory Way, Winter Garden
$468,000
3 Beds ⋅ 3 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location, location, location! paid off solar system! Beautifully maintained home in the highly sought-after Watermark community, offering exceptional amenities and a prime location backing onto a highly rated high school, with NO rear residential neighbors. Enjoy Carpet-Free living with brand-new flooring installed in 2026, plus a lovely balcony perfect for relaxing. Your new home awaits—schedule your showing today!

9936 Pallida Hickory Way, Winter Garden
1396 Roxy Lane, Winter Garden
$499,900
4 Beds ⋅ 3 Baths ⋅ Waterside/Johns Lake Ph 2c SubDv. ⋅ 34787 Zip Code
Welcome home to Waterside on Johns Lake, a highly sought-after community in Winter Garden! This 4-bedroom, 3-full-bath, 2,030 sq. ft. single-family home offers an open-concept floor plan with a great blend of functionality and living space. The first floor features the great room that flows seamlessly into the dining area and kitchen, which features 42-inch grey shaker cabinetry, quartz countertops, and a pantry. Also on the first floor is a full bathroom and a bedroom, making it ideal for guests, a home office, or flexible living needs. A convenient mudroom with generous storage provides additional functionality. Step outside to a private patio with a dedicated seating and entertaining area, along with a large fenced-in side yard. The rear of the property features a detached 2-car garage and a private driveway with additional parking for two vehicles. Upstairs, the split-bedroom layout provides privacy and flexibility. The spacious primary suite features an oversized bedroom, walk-in closet, and private en-suite bathroom. Two additional bedrooms, a third full bathroom, and a dedicated laundry room complete the second floor. The location is hard to beat, with convenient access to Winter Garden Village, Hamlin, Horizon West, Downtown Winter Garden, and SR-429. Enjoy an easy drive to Central Florida's major attractions, including Disney, SeaWorld, and Universal Studios, as well as an abundance of shopping, dining, and entertainment options. Waterside on Johns Lake features resort-style amenities including a community pool and clubhouse, playground, park, fitness center, and community dock on Johns Lake. The home is also zoned for highly regarded A-rated schools, including Hamlin Elementary, Hamlin Middle, and West Orange High.

1396 Roxy Lane, Winter Garden
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