Winter Garden Homes under $750,000

Winter Garden Homes under $750,000

Welcome to Winter Garden, Florida—a picturesque city that perfectly blends small-town charm with modern conveniences. Nestled just a short drive from the bustling attractions of Orlando, Winter Garden boasts a vibrant downtown area brimming with delightful shops, delectable dining options, and lush parks. Its rich history, reflected in the beautifully preserved architecture, creates a warm and inviting atmosphere that residents cherish.

For those seeking a new home in this enchanting locale, Winter Garden offers a variety of options under $750,000, making it an ideal choice for families, young professionals, and retirees alike. From cozy single-family homes with spacious backyards to contemporary townhouses in friendly communities, there’s something to suit every taste and lifestyle. Many of these homes feature modern amenities, open floor plans, and energy-efficient designs, ensuring comfort and convenience for years to come.

Outdoor enthusiasts will love the abundance of recreational opportunities available in Winter Garden. With miles of scenic trails, beautiful lakes, and nearby nature preserves, it’s easy to embrace an active lifestyle. The city also hosts a range of community events throughout the year, fostering a strong sense of belonging among residents.

Whether you’re looking to settle down or invest in a vacation property, Winter Garden offers a welcoming community with an array of homes under $750,000. Explore this charming city today, and discover the perfect place to call home in the heart of Central Florida!

Newest Winter Garden Homes under $750,000

16549 Parable Way, Winter Garden

16549 Parable Way, Winter Garden

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

Virtually Staged. 2023 build new house! Highly desirable Storey Grove community! NO CDD.Low HOA fee! Beautifully maintained 4-bedroom, 3.5-bath home in the highly desirable Storey Grove community! Featuring a thoughtfully designed floor plan with TWO Primary suites—one conveniently located on the FIRST floor and the other upstairs—this home offers exceptional flexibility for multi-generational living, extended family, or hosting guests. The functional and versatile layout provides comfortable living spaces ideal for both everyday living and entertaining. Enjoy the convenience of living in a family-friendly community with a community swimming pool and the added benefit of having elementary and middle schools right within the neighborhood—making daily school commutes easier for busy families. one of Storey Grove's most attractive features is its convenient location near Walt Disney World, offering easy access to world-famous theme parks, shopping, dining, and entertainment. With convenient access to major highways and everyday essentials, this home combines a desirable location with comfortable Florida living. Easy Access to Major Highways, Shopping, Dining, and Entertainment Don't miss this wonderful opportunity to enjoy comfort, flexibility, and convenience in the sought-after Storey Grove community, just minutes from the magic of Disney!

16549 Parable Way, Winter Garden

14501 Grove Resort Avenue Unit 3239, Winter Garden

14501 Grove Resort Avenue Unit 3239, Winter Garden

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

***Amazing opportunity to own a vacation condo at the beautiful Grove Resort and Water Park in Orlando! Ideal for SNOWBIRDS, you can stay in your unit up to 179 nights per year! Onsite rental management company rents out your unit on your behalf when you are not using it, yet when you stay you have full access to all the wonderful amenities at The Grove Resort! This 2-bedroom, 2-bathroom fully-furnished condo has a full kitchen, full washer and dryer, spacious living room with sleeper sofa, and screened-in balcony, with a pleasant view over the gardens. A short walk takes you to the Springs Pools area, with three heated pools, hot tub, the 24/7 gym, and the Valencia Restaurant. Just a few minutes stroll also takes you to the Surfari Water Park, with heated large pool and lazy river, water slides, splash area, the Flowrider surfing experience, and the Longboard Bar and Grill!! For further entertainment you have the 6000sf Flip Flops games arcade, with 9-hole mini-golf! A free shuttle goes daily to the Disney these parks, right outside the Marketplace convenience store and gift shop! Call now for more details!!***

14501 Grove Resort Avenue Unit 3239, Winter Garden

390 Grove Court, Winter Garden

390 Grove Court, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Westlake Manor 1st Add SubDv. ⋅ 34787 Zip Code

LOCATION, LIFESTYLE & CHARM JUST BLOCKS FROM HISTORIC DOWNTOWN WINTER GARDEN! *** NO HOA *** Enjoy the best of Winter Garden living in this ideally located 3-bedroom, 2-bath home with 2-car garage and 10 X 16 shed, just a few blocks from the heart of historic downtown. Walk or hop in your golf cart and head to Plant Street to enjoy charming restaurants, boutique shopping, the popular Crooked Can Brewery, the Farmers Market, and the downtown splash pad. With so much to explore just moments from your front door, this is an exceptional opportunity to embrace the walkable, golf-cart-friendly lifestyle that makes Winter Garden so desirable. Just a few blocks to the north is Newton Park where you can enjoy stunning sunsets, a playground, community events, and a BOAT RAMP. Situated on just over a QUARTER-ACRE, this property offers a spacious FENCED backyard with plenty of room to create your own outdoor oasis, including the potential for a pool. There may also be room along the south side of the home for boat parking or additional storage. Inside, the thoughtfully designed split-bedroom floor plan offers three bedrooms, two baths, a welcoming WOOD-burning fireplace, family room, living room, and formal dining area. Embrace Florida living year-round with a large screened-in patio and open patio, perfect for entertaining, relaxing, or enjoying the generous outdoor space. The kitchen overlooks the backyard and has been enhanced with stone counters and updated STAINLESS appliances. The primary bedroom features a walk-in closet that connects to the bath and backyard. The second bedroom includes a spacious walk-in closet and the third bedroom has a built-in closet. The laundry area is adjacent to the garage (under air) and has access to the side yard. Major UPDATES include: newer roof (2020), AC (2019), updated windows, plumbing, and kitchen appliances. Whether you’re looking for a home with room to personalize, space to enjoy the outdoors, or an unbeatable location close to the shops, dining, trails, and vibrant community atmosphere of downtown Winter Garden, this property offers an opportunity to enjoy the best of both worlds. Additional Winter Garden highlights: Newly opened, Tucker Ranch, a 209 acre nature preserve with canoe/kayak launch, trails, and more. The 22 mile long, West Orange Trail, just blocks away. Conveniently located near interstate travel (429, I-4, East-West Expressway), theme parks, golf courses, and grocery shopping. First time to market for this well loved home. Sold AS-IS. Buyer to verify measurements and property information. A prime location, a golf-cart-friendly way of life, and endless possibilities await!

390 Grove Court, Winter Garden

15102 Stuttgart Alley, Winter Garden

15102 Stuttgart Alley, Winter Garden

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

Amazing 4 bedroom 2.5 bath home in the Watermark community near the heart of Hamlin off 429. Built in 2020 with 2204sf, this home offers an open floor plan with great style, architecture, and tasteful decor. The open-concept with kitchen, dining, living room, and cute side cubby combined is great for entertaining. Spacious living areas, contemporary fixtures, and vinyl flooring through out the first floor. The open kitchen is well designed and very pleasing to view with white upgraded cabinets, crown molding, accented with all stainless-steel appliances, quartz countertops, tiled backsplash, and a walk-in pantry. Second floor has a nice size loft, and enter into the large primary bedroom with double doors with huge primary bath. Two separated large vanities, large walk-in shower, large closet, linen closet and toilet room. The washer and dryer have a large laundry room and the other bedrooms share the hall bath with large counter and dual sinks. The back driveway has pavers up to the house and the front of the house looks over a huge, dry retention field. The neighborhood has two community pools, a deluxe resort-style pool and splash pad equipped with cabanas, a nearby gym, and a cool Fire pit overlooking a small pond lined up for viewing of the Disney fireworks! Located perfectly near the heart of Hamlin off Seidel Rd and 429 with convenience just minutes away from brand-new restaurants, shopping, healthcare facilities.

15102 Stuttgart Alley, Winter Garden

14026 Frasier Street, Winter Garden

14026 Frasier Street, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Highland Ridge SubDv. ⋅ 34787 Zip Code

SELLER OFFERING $10,000 TOWARDS BUYER CLOSING COST WITH AN ACCEPTABLE OFFER!! Welcome to this beautiful 2023-built home in the desirable Highland Ridge community of Winter Garden! Featuring 3 bedrooms, 2.5 bathrooms, and 1,985 square feet of thoughtfully designed living space, this home offers the perfect combination of modern comfort, functionality, and energy efficiency. Step inside and discover a bright, spacious open-concept main floor, ideal for everyday living and entertaining. The inviting covered front porch adds charm and provides a wonderful place to relax and enjoy the Florida lifestyle. Upstairs, you’ll find a versatile loft perfect for gathering and relaxation, along with a private primary suite offering comfort and privacy. The additional bedrooms provide flexibility for family members or guests. Built by Meritage Homes, known for its innovative energy-efficient features, this property is designed with comfort and potential energy savings in mind. Additional highlights include a two-car garage and access to the community pool. Location is another outstanding feature! Just a short walk from the new Ovation Elementary School and the Flamingo Crossings shopping center, offering a variety of restaurants, fast-casual dining options, grocery stores, a fitness center, and convenience stores, making everyday living exceptionally convenient. The property also provides easy access to major roadways and Orlando’s world-famous attractions. Don’t miss your chance to own a nearly new home in one of the Orlando area’s most desirable locations. Schedule your private showing today!

14026 Frasier Street, Winter Garden

6707 Marmalade Alley, Winter Garden

6707 Marmalade Alley, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code

Virtually Staged. Virtually Staged. Welcome to modern living in the heart of Winter Garden! This beautifully upgraded 4-bedroom, 3.5-bath corner-unit townhome offers a spacious, thoughtfully designed floor plan with the primary suite conveniently located on the main level, featuring a beautiful shiplap accent wall, updated shower, custom closet organization, and French doors opening to the inviting front porch. Upstairs, you'll find three carpeted bedrooms, including a private ensuite, along with a versatile loft featuring laminate flooring. The kitchen boasts stainless steel appliances, granite countertops, and a stylish backsplash, opening to inviting living and dining spaces accented by beautiful wood beams and upgraded lighting. Additional enhancements throughout the home include upgraded interior doors, a water softener, and thoughtful storage solutions. Step outside to your own private retreat featuring an extended, fully paved and fenced courtyard with sealed pavers, ideal for entertaining, relaxing, or enjoying Florida evenings. The detached garage has a covered walkway to the home. Located in the desirable Hamlin Reserve community in Horizon West, this home offers convenient access to Hamlin Town Center, shopping, dining, entertainment, and everyday essentials. Enjoy nearby parks, walking trails, and outdoor recreation, with easy access to SR-429 and a short drive to Walt Disney World and Central Florida's world-class attractions. A wonderful opportunity to enjoy modern living, exceptional outdoor space, and a convenient Winter Garden location!

6707 Marmalade Alley, Winter Garden

9380 Bolshoi Alley, Winter Garden

9380 Bolshoi Alley, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Tribute/Ovation SubDv. ⋅ 34787 Zip Code

SELLER PROVIDING UP TO $10,000 TOWARD BUYER CLOSING COSTS! Welcome to this nearly NEW townhome in the heart of highly desirable Horizon West! Built in 2025, this 3-bedroom, 2-and-a-half-bathroom residence offers the appeal of newer construction in one of Central Florida’s fastest-growing communities. Enjoy the convenience of having Publix and an expanding selection of shopping, dining, and everyday essentials just across the street! The unit is equipped with upgraded QUARTZ countertops, tile throughout the first floor & a cozy private courtyard. The home’s prime location also provides easy access to State Road 429, making commuting throughout Central Florida a breeze. Just minutes away, the popular Hamlin area offers an exciting mix of restaurants, retail, entertainment, and recreational opportunities. Whether you’re searching for a primary residence or a low-maintenance lifestyle, this townhome offers an excellent combination of location, convenience, and modern living. With construction completed in 2025, buyers can enjoy the benefits of a newer home without the wait of building from the ground up. Don’t miss your opportunity to own a nearly new townhome in the heart of Horizon West!

9380 Bolshoi Alley, Winter Garden

13537 Splashing Isla Drive, Winter Garden

13537 Splashing Isla Drive, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 2 SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome home to carefree villa living in the beautiful 55+ community of Del Webb Oasis. Follow a delightful pavered walkway past lush landscaping to reach the covered front porch. Stepping inside reveals a generous foyer with plank tile flooring that extends throughout all living/wet areas right up to carpeted bedrooms. Inside the spectacular kitchen you will find 42" uppers, gorgeous quartz countertops, subway tile backsplash, tall crown cabinet molding, waste-basket pull out, soft close drawers, double roll-out trays, whirlpool appliances, an island with storage and electric, excellent lighting and attractive matte black hardware. Just off the kitchen is the cafe or dining area which then flows into the gathering room or living room. Three clerestory windows provide natural light into the living room which also has a floor outlet and LED downlights illuminating well the ebb and flow of life lived to the fullest. The split floor plan places the primary suite at one end of the home with two guest bedrooms and a guest bath at the other end. With a window view into the peaceful backyard, the spacious primary bedroom adjoins an en suite bathroom complete with a shower (note the built-in seat and glass shower door), dual sinks, water closet, linen closet and enormous walk-in closet. Two guest bedrooms can serve as office, den, library, craft room or hobby space in addition to providing a comfortable space for visiting guests. An attractive tile-surround for the tub/shower in the guest bathroom complements the single vanity and finishes perfectly. Near the door leading to the 2-car garage is the laundry room with pocket door, washer/dryer, ventilated shelves, CAT6 Telecom Data Port and a transom-style window. Triple sliders open to the covered and extended pavered lanai. Keyless entry for the garage. 2" faux wood blinds at all functional windows. A 5" Carbon Clean MERV 16 filter with Cabinet enhances the HVAC system. Adjacent to the home is a paved walking trail. Community amenities include an active, sprawling Clubhouse, resort-style pool as well as pickle ball and tennis courts. HOA fees also include exterior maintenance, landscaping, irrigation repairs, exterior painting and roof replacement. Schedule your visit to see all that this home has to offer today!

13537 Splashing Isla Drive, Winter Garden

5705 New Independence Parkway, Winter Garden

5705 New Independence Parkway, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Signature Lakes - Phase 2 SubDv. ⋅ 34787 Zip Code

WELCOME HOME TO 5705 NEW INDEPENDENCE PARKWAY! Discover the perfect blend of COMFORT, CHARM, and RESORT-STYLE LIVING in the highly desirable INDEPENDENCE / SIGNATURE LAKES COMMUNITY of WINTER GARDEN, FLORIDA! This inviting 3-BEDROOM, 2.5-BATH TOWNHOME offers 1,751 SQ. FT. OF LIVING SPACE, a PRIVATE REAR-ENTRY 2-CAR GARAGE, and a wonderful opportunity to enjoy everything that makes Central Florida living so special. From the moment you arrive, the CHARMING FRONT PORCH welcomes you home. Step inside to discover a bright, OPEN-CONCEPT FLOOR PLAN filled with NATURAL LIGHT, creating a comfortable setting for everyday living, entertaining friends, or simply unwinding after a long day. The SPACIOUS KITCHEN features GRANITE COUNTERTOPS, generous cabinet storage, and plenty of room to gather, while UPDATED LAMINATE FLOORING adds warmth throughout the main living areas. A NEWER HVAC SYSTEM INSTALLED IN 2025 provides an added touch of comfort and peace of mind. Upstairs, the PRIMARY SUITE offers a relaxing retreat with a PRIVATE ENSUITE BATHROOM and WALK-IN CLOSET. Two additional bedrooms provide flexible space for guests, hobbies, or a HOME OFFICE. Whether you're enjoying your morning coffee on the FRONT PORCH, hosting dinner with loved ones, or relaxing on the PRIVATE PATIO, this home offers room to create lasting memories. Life in INDEPENDENCE is about so much more than the home itself! Residents enjoy an exceptional collection of RESORT-STYLE AMENITIES, including TWO COMMUNITY POOLS, FITNESS CENTERS, a CLUBHOUSE, PARKS, PLAYGROUNDS, DOG PARKS, TENNIS AND BASKETBALL COURTS, SCENIC WALKING TRAILS, and COMMUNITY LAKE ACCESS. Neighborhood gatherings and community events create opportunities to connect, unwind, and truly feel at home. And the LOCATION is equally impressive! Nestled in the heart of HORIZON WEST, you're conveniently located near HAMLIN TOWN CENTER, HISTORIC DOWNTOWN WINTER GARDEN, the WEST ORANGE TRAIL, and WALT DISNEY WORLD, with easy access to shopping, dining, entertainment, major roadways, and area schools. LOCATION, COMFORT, COMMUNITY, AND RESORT-STYLE LIVING — ALL IN ONE PLACE! With 3 BEDROOMS, 2.5 BATHROOMS, 1,751 SQ. FT., A PRIVATE 2-CAR GARAGE, and an incredible array of NEIGHBORHOOD AMENITIES, 5705 NEW INDEPENDENCE PARKWAY is more than just a place to live — it's a place to feel at HOME. WELCOME HOME TO INDEPENDENCE, WINTER GARDEN!

5705 New Independence Parkway, Winter Garden

17361 Bal Harbour Drive, Winter Garden

17361 Bal Harbour Drive, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Waterside/Johns Lk-Ph 2b SubDv. ⋅ 34787 Zip Code

Welcome to this spacious 4-bedroom, 2.5-bath home offering approximately 2,931 square feet in the desirable Waterside at Johns Lake community. The open floor plan features a versatile front room ideal for a home office, formal dining room, or additional living space. The kitchen offers granite countertops, stainless-steel appliances, abundant cabinetry, and an open connection to the family room. An additional flex room provides even more space for entertaining, relaxing, or creating a game room. All four bedrooms are located upstairs, including a generous primary suite with a walk-in closet, dual-sink vanity, and walk-in shower. Additional features include an interior laundry room, attached two-car garage, and a covered paver lanai for enjoying the Florida lifestyle. Community amenities include a pool, clubhouse, fitness center, playground, sidewalks, and access to Johns Lake. Conveniently located near shopping, dining, Downtown Winter Garden, Hamlin, and FL-429. New photos coming soon!!!

17361 Bal Harbour Drive, Winter Garden

15311 Calming Balsam Alley, Winter Garden

15311 Calming Balsam Alley, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Enclave/Hamlin SubDv. ⋅ 34787 Zip Code

Shows like a model home! This immaculate 5-bedroom, 4.5-bath home with nearly 3,000 sq ft in Enclave at Hamlin is extensively upgraded with luxury finishes throughout! Rare, completely separate Guest/Mother-in-Law Suite above the detached garage, featuring a private entrance, full bath, kitchenette, and spacious living area! The stunning main home features soaring 24-foot ceilings, a gourmet kitchen with quartz countertops, 42" cabinetry, natural gas cooking, designer lighting, 8-foot doors, brand-new premium carpeting, fresh paint, custom closet built-ins, and an upgraded primary shower. First-floor en suite, beautiful hardwood staircase, and abundant natural light! Enjoy Disney fireworks views, a spacious screened lanai, fenced yard, and greenbelt views. Steps from the community pool, playground, Hamlin shopping, Horizon West Regional Park, and library. Truly exceptional condition with upgrades that set this home apart! Available fully furnished!

15311 Calming Balsam Alley, Winter Garden

5513 New Independence Parkway, Winter Garden

5513 New Independence Parkway, Winter Garden

3 Beds ⋅ 2 Baths ⋅ Independence / Signature Lakes Ph 02 SubDv. ⋅ 34787 Zip Code

Nestled in the heart of the desirable Winter Garden, this beautifully updated 3-bedroom, 2-bathroom SALTWATER POOL HOME offers 1,920 square feet of thoughtfully designed living space, modern elegance, and an exceptional resort-style lifestyle! From the moment you arrive, you’ll fall in love with the picturesque curb appeal, lush landscaping, charming brick-paver walkway, and inviting covered front porch. Step inside to discover a bright, open-concept floor plan featuring beautiful bamboo flooring, abundant natural light, and inviting living spaces perfect for everyday comfort and entertaining. The heart of the home is the stunning kitchen, completely remodeled in 2019! Featuring gorgeous quartz countertops, rich cabinetry, stainless steel appliances, stylish pendant lighting, and an expansive island with seating, this space is designed for gathering and making memories. A charming, sun-filled dining nook completes the picture! Your own private backyard oasis awaits! Step through beautiful French doors to your sparkling SALTWATER POOL, surrounded by an expansive screened enclosure and spacious covered lanai. Whether you're enjoying a refreshing afternoon swim, hosting weekend gatherings, or relaxing in the shade, this outdoor retreat makes every day feel like a vacation! Additional highlights include a convenient rear-entry garage with a beautifully finished epoxy floor. The lifestyle doesn't stop at your front door! Enjoy RESORT-STYLE COMMUNITY AMENITIES and a vibrant calendar of year-round events, including themed movie nights, ice cream socials, fireworks, and seasonal celebrations. Even better, the HOA includes internet and cable. Ideally located in the beautiful Winter Garden, walkable to schools, shopping, dining, entertainment, and conveniently located to Central Florida attractions, this home offers the perfect blend of modern comfort, neighborhood charm, and Florida living. More than a home....it's a lifestyle! Schedule your private showing today! *Wine fridge and weather station on the lanai screen does not convey.

5513 New Independence Parkway, Winter Garden

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