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 14 miles west of Orlando, Winter Garden is renowned for its vibrant downtown area, complete with quaint shops, delightful restaurants, and a bustling farmer's market. The city is surrounded by stunning natural beauty, including the picturesque West Orange Trail, perfect for biking, walking, or enjoying leisurely strolls.

As you explore Winter Garden, you'll find a diverse range of homes that cater to various lifestyles and budgets. For those seeking affordable options, there are numerous beautiful homes available for under $750,000. These properties offer a fantastic opportunity for first-time buyers, families, or anyone looking to invest in a thriving community. From charming bungalows to spacious family homes, Winter Garden's real estate market is rich with options that combine comfort and style.

Imagine settling into a lovely home where you can enjoy the serene Florida sunsets on your porch, host gatherings in your spacious backyard, or simply relax in a community that feels like family. The city's excellent schools, parks, and recreational facilities make it an ideal place to raise children or enjoy retirement.

With its inviting atmosphere, strong sense of community, and affordable housing options, Winter Garden is not just a place to live—it's a place to thrive. Come and discover your dream home in this enchanting city where every day feels like a vacation!

Newest Winter Garden Homes under $750,000

Winter Garden
$530,000
3 Beds ⋅ 4 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code
Welcome to modern Hamlin living in this beautiful END-UNIT townhome in highly desirable Winter Garden! Built in 2025 and offering 3 bedrooms, 3.5 bathrooms and over 2,000 square feet across three thoughtfully designed levels, this home combines the space and privacy of a single-family layout with the convenience of low-maintenance townhome living. One of the best features of this floor plan is that ALL THREE BEDROOMS ARE PRIVATE SUITES with their own bathrooms. The first-floor suite is ideal for guests, a home office, multigenerational living or anyone wanting additional separation and privacy. The second floor is the heart of the home, featuring a bright, open-concept kitchen, dining and living area with 42-inch cabinetry, white quartz countertops, stainless steel GE appliances and modern luxury vinyl plank flooring. Step outside to the covered lanai for an additional spot to relax or unwind. Upstairs, the spacious primary suite offers a private retreat along with the home's third bedroom suite. As an END UNIT, this home enjoys additional privacy with no neighbor on one side, plus added natural light. A two-car attached garage provides plenty of storage and everyday convenience, while the abundance of additional parking directly in front of the home makes hosting friends and family refreshingly easy. And then there's the LOCATION. Parkview at Hamlin puts you in the middle of one of Winter Garden's most convenient and sought-after areas, surrounded by restaurants, shopping, groceries, entertainment and everyday essentials. With SR 429 just minutes away, commuting throughout Central Florida is a breeze while still enjoying everything the Hamlin and Horizon West area has to offer. Modern, spacious, exceptionally well located and barely a year old—this is the kind of rental that truly feels like home. Schedule your showing and come see what makes this end-unit Hamlin townhome stand out.

Winter Garden
13846 Fresh Ivy Street, Winter Garden
$699,000
2 Beds ⋅ 3 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code
Beautifully appointed and thoughtfully designed, this home offers an exceptional opportunity to enjoy the Del Webb Oasis lifestyle—with the **seller covering the buyer's capital contribution fee PLUS six months of HOA dues!** From the moment you enter, you'll appreciate the attention to detail, sophisticated finishes, and inviting open-concept design. The beautifully appointed kitchen is a standout, featuring crisp white cabinetry, quartz countertops, stainless steel appliances, a gas cooktop, designer lighting, and an expansive center island with seating. The soft, coastal-inspired color palette, beautiful flooring, and thoughtfully selected finishes create a home that feels both elegant and comfortable. The kitchen flows effortlessly into the dining and living areas, making it equally suited for everyday living and entertaining. A dedicated private office or flex space offers additional versatility. Beyond the home itself, **Del Webb Oasis offers an exceptional 55+ lifestyle** with amenities designed for recreation, relaxation, and connection. At the heart of the community is a beautiful 12,000-square-foot clubhouse featuring an indoor/outdoor bar and tavern, coffee lounge, fitness center with Technogym equipment, yoga and movement studio, arts and crafts room, billiards, and gathering spaces. The on-site restaurant offers lunch and dinner on Wednesdays and Fridays, making it easy to meet friends and enjoy an evening out without leaving the neighborhood. Outdoors, residents enjoy a resort-style zero-entry pool with lap lanes, spa, poolside cabanas, pickleball and tennis courts, bocce ball, walking paths, and inviting social spaces. A full-time lifestyle director coordinates a vibrant calendar of neighborhood activities, clubs, fitness classes, trivia nights, social gatherings, and special events. Whether you want to stay active, explore new interests, or simply enjoy time with neighbors, there's always something happening. Ideally situated in Winter Garden, just minutes from Walt Disney World, shopping, dining, and major roadways, Del Webb Oasis offers the perfect combination of resort-style living and everyday convenience. **A beautifully finished home, an engaging community, and valuable seller-paid incentives—your next chapter starts here!**

13846 Fresh Ivy Street, Winter Garden
7183 Summerlake Groves Street, Winter Garden
$465,000
3 Beds ⋅ 3 Baths ⋅ Highlands/Summerlake Grvs Ph 2 SubDv. ⋅ 34787 Zip Code
Located in the desirable Horizon West area of Winter Garden, this home features an open floor plan, neutral finishes, and a functional layout designed for comfortable everyday living. New landscaping enhances the home’s curb appeal, creating a fresh and inviting first impression. Inside, the open living spaces offer versatility for a variety of lifestyles, while newly carpeted bedrooms provide a comfortable retreat. Enjoy the Florida lifestyle with a covered lanai and fenced backyard, offering additional space to relax or entertain. Situated directly across the street from Orange County National Golf Center, this home offers a convenient location for golf enthusiasts and easy access to top-rated schools, Hamlin Town Center, shopping, dining, and Walt Disney World. Experience all that Winter Garden and Horizon West have to offer in this well-located home.

7183 Summerlake Groves Street, Winter Garden
5567 Cypress Hill Road, Winter Garden
$519,995
3 Beds ⋅ 2 Baths ⋅ Orchard Hills Ph 2 SubDv. ⋅ 34787 Zip Code
Stunning 3-bedroom, 2-bathroom home located in the beautiful and desirable Orchard Hills subdivision of Winter Garden, FL. This home boasts a split bedroom plan, offering privacy and space, with carpeted bedrooms for added comfort. The master suite features a garden tub, perfect for unwinding after a long day. The open floor-plan is ideal for entertaining, with wood look tiled living areas and modern fixtures adding a touch of elegance. The kitchen is equipped with stainless steel appliances, ready for your culinary adventures. The interior has been freshly painted, giving the home a clean and bright feel. Step outside to a manicured lawn and a fence enclosed backyard, perfect for outdoor activities. Not to mention lawn service is included in the rent! The screen enclosed rear patio is a great spot for relaxation, while the front porch offers a scenic pond view, adding to the home's charm. The property also includes a large interior laundry room and a two-car garage for your convenience. As part of a vibrant community, you'll have access to a community pool, fitness center, and clubhouse. This home is not just a place to live, but a lifestyle to enjoy. Come and experience the comfort and convenience this home has for you.

5567 Cypress Hill Road, Winter Garden
16549 Parable Way, Winter Garden
$545,000
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
$165,000
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
$585,000
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
$525,000
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
$464,900
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
$480,000
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
$455,000
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
$430,000
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
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