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 convenience. Nestled just west of Orlando, Winter Garden is renowned for its picturesque historic downtown, vibrant community spirit, and lush landscapes. With its roots deeply embedded in citrus farming, this city has blossomed into a thriving hub of culture, recreation, and family-friendly amenities.

One of the most appealing aspects of Winter Garden is its diverse real estate market, particularly homes priced under $750,000. Here, you can find an array of stunning properties that cater to various lifestyles and preferences. From cozy single-family homes to contemporary townhouses, each residence offers unique features, spacious layouts, and inviting outdoor spaces perfect for entertaining or relaxing after a long day.

Living in Winter Garden means enjoying a plethora of local attractions. Stroll along the scenic West Orange Trail, where you can bike, walk, or jog amidst nature's beauty. Explore the quaint shops and delightful eateries in the historic downtown area, or catch a performance at the Garden Theatre for a taste of local arts and culture. Families will appreciate the top-rated schools and numerous parks that provide ample opportunities for outdoor fun.

With its friendly community, excellent amenities, and a variety of homes under $750,000, Winter Garden is not just a place to live—it's a place to thrive. Discover your dream home in this enchanting city, where every day feels like a vacation!

Newest Winter Garden Homes under $750,000

Winter Garden
$155,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes with really thought-out details to make you feel right at home. The Community also offers TONS of recreational items to choose from: You can choose from relaxing at the spa, working out in one or both of the two fitness centers provided. 3 swimming pools with food and drink service, mini golf, a lazy river, and a variety of much more. Come take a look at this one before its gone!

Winter Garden
14501 Grove Resort Avenue Unit 3420, Winter Garden
$169,900
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 3420, Winter Garden
14501 Grove Resort Avenue Unit 3221, Winter Garden
$169,900
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 3221, Winter Garden
15126 Flannan Lane, Winter Garden
$534,170
3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to the Kelly bungalow by Toll Brothers at Westhaven at Ovation in Winter Garden! This thoughtfully designed home offers an inviting open-concept layout with a spacious great room, beautifully appointed kitchen, and dining area perfect for everyday living and entertaining. The private primary suite provides a relaxing retreat, while additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the charm of bungalow living with the quality craftsmanship and modern design Toll Brothers is known for. Conveniently located near shopping, dining, entertainment, and major roadways in desirable Horizon West.

15126 Flannan Lane, Winter Garden
645 Autumn Oaks Loop, Winter Garden
$599,900
4 Beds ⋅ 3 Baths ⋅ Winter Oaks SubDv. ⋅ 34787 Zip Code
Enjoy a spacious backyard and two covered porches at this Craftsman-style home in the Winter Oaks community of Winter Garden. This two-story home features 4 bedrooms, 2.5 bathrooms, solar panels, and a rear-entry two-car garage. The covered front porch opens to a formal living and dining area with hardwood floors and a vaulted ceiling. The eat-in kitchen features granite countertops, 42-inch cabinets, stainless steel appliances, and a pantry. The adjoining family room leads to a screened back porch overlooking the backyard. The first-floor primary suite includes a walk-in closet and a private bath with dual sinks, a soaking tub, and a separate shower. A half bath and laundry room are also on the main level. Upstairs, three additional bedrooms, a full bath with dual sinks, and an open loft offer plenty of space for a home office, playroom, or media area. Winter Oaks offers a community pool, cabana, playground, and scenic pond. Enjoy easy access to historic downtown Winter Garden, the Plant Street Market, local restaurants and shops, and the West Orange Trail. Schedule your private showing today!The seller is motivated and is offering $10,000 toward closing costs.

645 Autumn Oaks Loop, Winter Garden
15162 Flannan Street, Winter Garden
$702,570
5 Beds ⋅ 4 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Toll Brothers New Construction in Winter Garden's Horizon West. Estimated completion Summer 2027. The Montpelier Bungalow features a covered entry leading to a spacious foyer and an expansive guest suite. The main living area offers a dining room, breakfast bar, great room, and access to the private courtyard. The second-floor features two bedrooms and a spacious primary suite with a large walk-in closet and private bath featuring dual vanities, a separate shower, and private water closet. An additional bedroom, loft, and full bathroom are located above the detached garage, offering flexible space for guests or family.

15162 Flannan Street, Winter Garden
12822 Sunset Walk Drive, Winter Garden
$528,396
3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to the Crowley townhome by Toll Brothers in the desirable Winter Garden/Horizon West area. This beautifully designed home features an open-concept layout connecting the great room, kitchen, and dining area. Enjoy outdoor living in the private courtyard with direct access to the detached 2-car garage. The spacious primary suite offers a large walk-in closet and a well-appointed bathroom with dual vanities and a separate shower. Experience stylish, low-maintenance living in one of Central Florida’s most desirable locations.

12822 Sunset Walk Drive, Winter Garden
12826 Sunset Walk Drive, Winter Garden
$539,239
4 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Toll Brothers New Construction in Horizon West with estimated completion in early 2027! This beautiful townhome features 4 bedrooms and 3 full bathrooms, including a first-floor bedroom and full bath, plus 3 bedrooms and 2 bathrooms on the second level. Enjoy an open-concept kitchen, dining area, and spacious great room with access to a private courtyard. The primary suite offers a large walk-in closet and a private bath with dual vanities and a separate shower. Conveniently located near shopping, dining, top-rated schools, and major roadways. Don't miss this opportunity!

12826 Sunset Walk Drive, Winter Garden
12818 Sunset Walk Drive, Winter Garden
$659,008
4 Beds ⋅ 4 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Toll Brothers New Construction in Horizon West with estimated completion in early 2027! This unique townhome features 4 bedrooms and 3 full bathrooms, including a first-floor bedroom and full bath, plus 3 bedrooms and 2 bathrooms on the second level. A private loft and full bathroom above the detached garage provide additional flexible living space, perfect for guests, multigenerational living, or a home office. Enjoy an open-concept kitchen, dining area, and great room with access to a private courtyard. Conveniently located near shopping, dining, top-rated schools, and major roadways. Don't miss this unique opportunity!

12818 Sunset Walk Drive, Winter Garden
12834 Sunset Walk Drive, Winter Garden
$636,947
4 Beds ⋅ 4 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction – Estimated Completion Early 2027! Welcome to the beautiful Autumn townhome, offering 2,447 square feet, 4 bedrooms, 4 bathrooms, and a versatile flex room and loft. The open concept main living area features a spacious kitchen with designer backsplash, modern cabinetry, and upgraded countertops, flowing seamlessly into the great room and casual dining area. Upstairs, the private primary suite includes a spacious walk-in closet, along with two additional bedrooms. A fourth bedroom and full bathroom are located on the first floor along with a loft and bathroom above the detached two-car garage. This provides additional flexibility and privacy. Enjoy a private rear courtyard and future resort-style community amenities. Closing cost assistance available! Schedule your appointment today!

12834 Sunset Walk Drive, Winter Garden
14501 Grove Resort Avenue Unit 1516, Winter Garden
$283,800
3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel SubDv. ⋅ 34787 Zip Code
GREAT NEW LISTING: PRICE $283,800.00. MOTIVATED SELLER. WELCOME TO THE GROVE RESORT & WATERPARK, A CONDO HOTEL LOCATED CLOSE TO DISNEY AND ALL THE ORLANDO ATTRACTIONS. THIS BEAUTIFUL LUXURY FULLY FURNISHED 3 BEDROOM/2 BATHROOM JASMINE DESIGN CONDO HAS GREAT WATER VIEWS FROM THE SCREENED BALCONY ON THE 5TH FLOOR. YOU CAN OWN A BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS PROFESSIONAL ON SITE PROPERTY MANAGEMENT SERVICES TO OWNERS AND THEIR GUESTS. THE GROVE RESORT HAS MANY AMENITIES INCLUDING: WATERPARK, LAZY RIVER, SWIMMING POOLS, WATER SLIDES, SPA, INDOOR & OUTDOOR DINING, FITNESS CENTER, LAKE AUSTIN FOR FISHING AND PADDLE BOATING, SHOPPING AND MUCH MORE.

14501 Grove Resort Avenue Unit 1516, Winter Garden
17152 Arrowhead Boulevard, Winter Garden
$449,000
4 Beds ⋅ 2 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code
Spectacular fully renovated Mother-in-Law suite in 2026, with lake views! 4 bedrooms, 2 bathrooms total, completely independent from each other. Full renovation: brand new walls, floors, ceilings and bathrooms. All plans completed by a certified engineer and all inspections approved by Orange County, including the final inspection, move-in ready with zero worries! The property is divided into two units: each with 2 bedrooms, 1 bathroom, its own kitchen, laundry, A/C and individual water heater. Both units feature a private entrance, independent access to the backyard and their own driveway. No HOA, no restrictions, total freedom. Park your trailer, boat or work vehicle without asking anyone for permission. Perfect for a large or extended family, multi-generational living, or investors looking for a turnkey property with flexible use potential. Located in Winter Garden, just 11 minutes from Walt Disney World and with easy access to SR-429 and I-4, the best of peaceful lakeside living, with everything nearby. An opportunity that won't come around again!

17152 Arrowhead Boulevard, Winter Garden
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