Winter Garden Homes under $750,000

Winter Garden Homes under $750,000

Welcome to Winter Garden, Florida—a vibrant city that beautifully blends small-town charm with modern conveniences. Nestled just a short drive from the bustling attractions of Orlando, Winter Garden offers a unique lifestyle that appeals to families, young professionals, and retirees alike. With its picturesque downtown area, lined with quaint shops, delightful eateries, and a lively farmers market, Winter Garden is a community that embraces its heritage while looking forward to the future.

One of the most enticing aspects of Winter Garden is its diverse real estate market, particularly for those seeking homes under $750,000. Here, you’ll find a variety of options that cater to different tastes and needs. From charming bungalows and spacious single-family homes to contemporary townhouses, there is something for everyone. Many of these properties boast modern amenities, open floor plans, and beautiful outdoor spaces perfect for enjoying the Florida sunshine.

Families will appreciate the top-rated schools and numerous parks, while outdoor enthusiasts can take advantage of the West Orange Trail, which offers miles of scenic paths for walking, biking, and jogging. The community’s rich history is evident in its preserved architecture and local events that celebrate its heritage.

Whether you're looking to settle down in a welcoming neighborhood or invest in a property that promises growth, Winter Garden is an ideal choice. With homes under $750,000, you can find your dream residence in this enchanting city without breaking the bank. Come explore Winter Garden—where your perfect home awaits!

Newest Winter Garden Homes under $750,000

15066 Marbled Godwit Drive, Winter Garden
$535,000
3 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 4b SubDv. ⋅ 34787 Zip Code
WINTER GARDEN • HORIZON WEST • SUMMERLAKE • 3 BEDROOMS • 2.5 BATHS • APPROX. 2,156 SQ FT • OPEN-CONCEPT LAYOUT • SPACIOUS LOFT • FENCED BACKYARD • 2-CAR GARAGE • NATURAL GAS COMMUNITY • BUILT IN 2019. Welcome to 15066 Marbled Godwit Dr, a two-story home in the Summerlake community of Winter Garden, offering flexible living spaces and convenient access to the shopping, dining, recreation, and entertainment destinations of Horizon West. Positioned across from a community park, the home also provides convenient access to nearby green and recreational space. The main level features an open-concept layout connecting the kitchen, dining, and living areas. The kitchen offers a large center island, granite countertops, light-toned cabinetry, stainless steel appliances, and natural gas, providing generous workspace and a functional centerpiece for the main living area. Upstairs, a spacious loft adds valuable flexibility for a home office, media room, game room, fitness area, or additional lounge. The primary suite and two additional bedrooms are also located on the second level, creating practical separation between the main living areas and private spaces. Step outside to the lanai and fenced backyard, with space for outdoor seating, grilling, gardening, and relaxation. A long driveway leads to the attached 2-car garage, providing additional space for parking and storage. Summerlake is a natural gas community offering an extensive collection of amenities, including a clubhouse, resort-style pool, fitness center, tennis and basketball courts, playgrounds, parks, walking and biking paths, and scenic boardwalk connections surrounded by lakes and natural areas. The Horizon West location provides convenient access to Hamlin Town Center, with restaurants, coffee shops, shopping, grocery options, services, and entertainment. Winter Garden Village offers additional shopping and dining, while Historic Downtown Winter Garden features Plant Street Market, local restaurants and shops, the weekly farmers market, and access to the West Orange Trail. Orange County National Golf Center provides another nearby recreational destination. Convenient access to SR-429 connects Horizon West with additional Central Florida destinations, including Walt Disney World and the greater Orlando area. For buyers searching for a Winter Garden home in Horizon West with natural gas, an open-concept floor plan, spacious loft, fenced backyard, 2-car garage, clubhouse and resort-style community amenities, plus convenient access to Hamlin, shopping, dining, recreation, and entertainment, 15066 Marbled Godwit Dr brings these features together in one location. Schedule your private showing today and see what 15066 Marbled Godwit Dr has to offer!

15066 Marbled Godwit Drive, Winter Garden
9662 Waterway Passage Drive, Winter Garden
$515,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2a SubDv. ⋅ 34787 Zip Code
SELLER IS OFFERING 5K IN UPGRADE CONCESSIONS for whatever your heart desires. BEST Price in the neighborhood! Premium CORNER lot w/ community green space (play areas for the little ones). This is one of the few larger lots (7,809 sq ft) in the community. You won't find a better deal in Waterleigh! ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- This 3/2.5 + LOFT home is the perfect buy. You know the old saying, buy the smaller house in the big expensive neighborhood. Some neighbors' homes are valued at over a million dollars. Your property will benefit from the increasing value. Well, this is it. Offering 2,014 square feet of living space, it is the perfect size for a growing family without all the heavy cleaning! -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- As an added bonus, the HOA includes landscaping, allowing for truly low-maintenance living. Beyond the home itself, you'll fall in love with the incredible resort-style amenities this sought-after community has to offer, including multiple pools, fitness centers, tennis courts, sand volleyball court, mini golf course, playgrounds, scenic walking trails, community dock and a vibrant calendar of community events throughout the year. Everyday conveniences are just a golf cart ride away, including Publix, Jersey Mike's, a nail salon & Kiddie Academy. --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- This golf cart-friendly community was designed to make life easy, fun, and connected. Located in the highly desirable Horizon West area and zoned for Atwater Bay Elementary, you'll be just minutes from shopping, dining, entertainment, and outdoor recreation. Enjoy the charm of historic Downtown Winter Garden, the scenic West Orange Trail, and easy access to Orlando's world-famous attractions and theme parks. This home offers more than just beautiful living spaces, it offers a lifestyle. Why wait months to build when you can move right into a highly upgraded, turnkey home today?

9662 Waterway Passage Drive, Winter Garden
13160 Dendy Way, Winter Garden
$635,000
3 Beds ⋅ 3 Baths ⋅ Horizon Isle SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully upgraded, nearly new, one-owner home featuring 3 bedrooms, 2.5 bathrooms, and a versatile FLEX ROOM that can serve as a 4th bedroom or home office! This move-in-ready residence showcases modern elegance and thoughtful upgrades throughout. The open-concept living area features an impressive 16-foot sliding glass door, bringing in abundant natural light. The stunning gourmet kitchen boasts quartz countertops with a waterfall-edge island, premium GE Café appliances, ceiling-height backsplash, and under-cabinet lighting. The spacious primary suite offers a spa-inspired bathroom with a freestanding soaking tub, quartz countertops, and a generous walk-in closet. Additional highlights include decorative feature walls, upgraded tile flooring, smart home features, window blinds, a whole-house water filtration system, and an EV charging outlet in the garage. Ideally located within walking distance of the new school Ovation Elementary School and just minutes from Disney, shopping, dining, and major highways. A perfect combination of luxury, comfort, and prime location. Schedule your private showing today!

13160 Dendy Way, Winter Garden
17138 Arrowhead Boulevard, Winter Garden
$499,900
2 Beds ⋅ 2 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code
Prime location! Spring fed lakefront charm. Well-built and maintained 2 bedrooms, 2 baths home high and dry. Nice layout inside out with private pond and lake access. Outdoor pet enclosure for your furry friends. The enclosed metal garage can protect all your toys. Mature landscaping. Established neighborhood. Tons of natural life with fishing opportunities. 11 minutes to Disney World. 14 minutes to Orange County National Golf Center and Lodge. Close proximity to all major amusement parks. A2 zoning, A schools and No HOA.

17138 Arrowhead Boulevard, Winter Garden
3275 Buoy Circle, Winter Garden
$740,000
5 Beds ⋅ 5 Baths ⋅ Lakeview Preserve SubDv. ⋅ 34787 Zip Code
Virtually Staged. SPACIOUS LUXURY LIVING + 5 BEDROOMS + 4.5 BATHROOMS + 2 FLEX SPACES + GATED COMMUNITY! Welcome to this stunning YORKSHIRE MODEL in the highly desirable LAKEVIEW PRESERVE community of Winter Garden! Designed with space, comfort, and versatility in mind, this beautifully appointed home offers an exceptional floor plan ideal for MULTIGENERATIONAL LIVING, WORKING FROM HOME, AND ENTERTAINING. Featuring 5 generously sized bedrooms, 4 full bathrooms, a half bath, TWO FLEX SPACES—ONE ON EACH LEVEL, and an oversized lot with an open green backyard, there's room for everyone to spread out and enjoy! From the moment you enter, you'll appreciate the thoughtfully designed layout, 8-foot interior doors, abundant natural light, and stylish designer finishes. The OPEN-CONCEPT FLOOR PLAN flows seamlessly from the spacious gathering room into the dining area and GOURMET KITCHEN, featuring QUARTZ COUNTERTOPS, 42-INCH SOFT-CLOSE CABINETRY, BUILT-IN APPLIANCES, a decorative wood canopy hood, designer tile backsplash, oversized center island, and walk-in pantry. Expansive POCKET SLIDING GLASS DOORS open to the impressive 22-FOOT COVERED LANAI, NOW SCREENED IN BY THE CURRENT OWNERS, creating the perfect setting for indoor-outdoor entertaining while overlooking the spacious backyard. One of this home's greatest advantages is its FLEXIBLE, MULTIGENERATIONAL-FRIENDLY FLOOR PLAN. The FIRST-FLOOR GUEST SUITE WITH PRIVATE EN-SUITE BATHROOM AND WALK-IN CLOSET provides an ideal retreat for extended family, overnight guests, or anyone seeking additional privacy. A versatile FIRST-FLOOR FLEX SPACE offers the perfect opportunity for a home office, playroom, or additional living area. Upstairs, a SECOND SPACIOUS FLEX SPACE provides even more possibilities for a media room, game room, study area, or separate gathering area, allowing everyone to enjoy their own space. The upstairs PRIMARY SUITE is a relaxing private retreat featuring a large walk-in closet and a beautifully appointed en-suite bathroom with DUAL QUARTZ-TOPPED VANITIES, AN OVERSIZED WALK-IN SHOWER, and a private water closet. Three additional upstairs bedrooms, including one with its own EN-SUITE BATHROOM, offer comfortable accommodations and generous closet space. The upgraded laundry room adds convenience with cabinetry, quartz countertops, and a utility sink. Additional highlights include PORCELAIN TILE FLOORING throughout the main first-floor living areas, designer bathroom finishes, ample storage throughout, outdoor kitchen pre-plumbing, and a 2-CAR GARAGE WITH NEWLY ADDED EPOXY FLOORING for a clean, finished look. Located within the sought-after GATED COMMUNITY OF LAKEVIEW PRESERVE, residents enjoy RESORT-STYLE AMENITIES, including a sparkling pool with splash pad, clubhouse, fitness center, playground, picnic areas, and KAYAK LAUNCH WITH ACCESS TO JOHNS LAKE. Even better, the community has NO CDD FEE! Just approximately 5 miles from charming DOWNTOWN WINTER GARDEN and minutes from SR 429, you'll enjoy convenient access to shopping, dining, entertainment, and major Central Florida roadways. Experience the space, flexibility, and lifestyle this exceptional Winter Garden home has to offer. Schedule your private showing today!

3275 Buoy Circle, Winter Garden
2199 White Feather Loop, Oakland
$489,900
3 Beds ⋅ 3 Baths ⋅ Oakland Trails Ph 1 SubDv. ⋅ 34787 Zip Code
Stunning 3-bedroom, 2.5-bath bungalow nestled in the highly desirable community of Oakland, offering picturesque views of the community park, lush green spaces, and direct access to local walking trails. Built in 2018 and impeccably maintained, this home features an open-concept layout with towering 10-foot ceilings throughout. The main level boasts gorgeous tile flooring, a built-in office desk, a convenient wet bar, and carefully curated interior lighting that enhances the home's warm character and sophisticated ambiance. The gourmet kitchen shines with 42-inch refinished maple cabinets, updated hardware, quartz countertops, a stunning center quartz island, and a striking ceiling-height marble backsplash. Upstairs, enjoy the warmth of bamboo stairs and beautiful bamboo flooring across all bedrooms, each equipped with walk-in closets. Additional notable upgrades include quartz countertops in all bathrooms, beautiful zebra blinds, a 2026 refrigerator, and an epoxy-finished two-car garage. Step outside to exceptional exterior enhancements added in 2025 and 2026, including striking exterior accent lighting that delivers incredible nighttime curb appeal and presence, a fully sealed paver driveway, a welcoming front porch with ceiling fans, and an extended paver pathway wrapping around the house. Practical features include a brand-new gutter system connected to a downpour drainage system, plus a reliable irrigation system. Located in a top-rated school district, this home places you moments away from the scenic Oakland Nature Preserve, community parks like Speer Park, vibrant local farmers markets, rich cultural attractions like the historic Garden Theatre, and nearby dining favorites. Don't miss this incredible gem!

2199 White Feather Loop, Oakland
618 Sigler Drive, Winter Garden
$685,240
3 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Bayview floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. *The estimated completion date is early January 2027.

618 Sigler Drive, Winter Garden
15725 Signature Drive, Winter Garden
$569,000
6 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 02 A B H I J SubDv. ⋅ 34787 Zip Code
MOVE-IN READY & EASY TO SHOW! Nestled in the highly sought-after Independence community of Winter Garden, this beautifully maintained Lennar “Rio” floor plan offers the perfect combination of location, lifestyle, and resort-style amenities. This spacious two-story home features 6 bedrooms, 3 full baths, a versatile loft, and 2,714 sq. ft. of living space, all situated on a desirable corner lot. Freshly painted, vacant, and in impeccable condition, this home is ready for its next owner. The thoughtfully designed layout offers generous living spaces, a spacious kitchen with solid wood cabinetry and granite countertops, stainless steel appliances, an interior laundry room, smart thermostat, security cameras, and a private side - backyard. Additional improvements include a newer A/C system, insulated garage, and garage door opener. A covered and screened outdoor area provides additional space to relax and enjoy the Florida lifestyle. Independence is one of Horizon West’s desirable master-planned communities, offering an exceptional array of amenities including clubhouses, resort-style community pools, fitness facilities, tennis courts, playgrounds, parks, sidewalks, and private community boat ramps with lake access. Ideally located near shopping, dining, entertainment, schools, and everyday conveniences, with easy access to SR-429 and Central Florida’s world-famous attractions. Enjoy convenient access to the growing Horizon West area, Winter Garden destinations, restaurants, cinemas, Publix, Walmart, and Walt Disney World Resort. Immaculate, spacious, vacant, and truly move-in ready, this is an exceptional opportunity to enjoy the Independence lifestyle in one of Winter Garden’s most desirable locations. Schedule your private showing today!

15725 Signature Drive, Winter Garden
1444 Kenny Court, Winter Garden
$350,000
3 Beds ⋅ 2 Baths ⋅ Kenny Court SubDv. ⋅ 34787 Zip Code
Welcome to this inviting 3-Bedroom, 2-Bath single-story home in a DESIRABLE LOCATION near Winter Garden, offering a spacious CORNER LOT, NO HOA and plenty of room to make the most of Florida living! Set on NEARLY A QUARTER ACRE, the property features MATURE SHADE TREES, a large driveway with ample parking and a welcoming setting. Inside, BEAUTIFUL LVP FLOORING and NEW LEVELOR BLINDS throughout, create a fresh, cohesive look, while NEW AC (2026) and a ROOF REPLACED IN 2022 add peace of mind. The OPEN FLOOR PLAN allows the Living Room, Dining Room and Kitchen to flow together seamlessly, creating a comfortable setting, while NATURAL LIGHT fills the space, enhancing the bright and airy feel. The Kitchen offers plenty of SOLID WOOD WHITE CABINETRY, solid-surface countertops and a center island with breakfast bar seating. A RECENTLY UPDATED TILE BACKSPLASH adds a stylish finishing touch, while STAINLESS STEEL APPLIANCES—including a GAS STOVE—make meal preparation a pleasure. A window above the sink brings in NATURAL LIGHT and provides a view of the backyard, and a CONVENIENT LAUNDRY ROOM is located just off the Kitchen. Down the hallway, you’ll find THREE BEDROOMS, each featuring a STYLISH CEILING FAN and WALK-IN CLOSET for comfortable living and convenient storage. The Primary Suite presents a private retreat with its own en suite Bath, complete with a MODERN VANITY AND TILED WALK-IN SHOWER. A SECOND FULL BATH with a modern vanity and tub/shower combination, is conveniently located near the additional Bedrooms.The Kitchen provides access to the backyard, where there's an OPPORTUNITY to create an outdoor space that reflects your own style, whether you envision a GARDEN, entertaining area or a place to relax under the Florida sunshine. With its GENEROUS CORNER LOT, mature shade trees and NO HOA, there’s room to make this property your own. Enjoy a GREAT LOCATION, just 2 miles from the charm and character of HISTORIC DOWNTOWN WINTER GARDEN, where you can explore local shops and restaurants, browse the popular PLANT STREET MARKET, visit the SATURDAY FARMERS MARKET or catch a show at the GARDEN THEATRE. Outdoor enthusiasts will appreciate the nearby WEST ORANGE TRAIL, ideal for biking, jogging and leisurely strolls, and with CONVENIENT ACCESS to Florida's Turnpike and SR-429, you can easily reach Orlando’s WORLD-FAMOUS THEME PARKS. Families will appreciate the nearby GREAT SCHOOLS including, A-RATED William Maxey Elementary and West Orange High School, adding to the appeal. With its thoughtful updates, GENEROUS LOT and convenient access to everything WINTER GARDEN has to offer, this home is FULL OF POTENTIAL and ready for its next chapter. Call and schedule your private tour today!

1444 Kenny Court, Winter Garden
622 Sigler Drive, Winter Garden
$604,580
3 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Gardenia floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, Calacatta countertops, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. *The estimated completion date is early January 2027.

622 Sigler Drive, Winter Garden
620 Sigler Drive, Winter Garden
$697,240
4 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Bayview floor plan, offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. *The estimated completion date is early January 2027.

620 Sigler Drive, Winter Garden
16742 Oakboro Street, Winter Garden
$519,000
4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Welcome to this better-than-new 4-bedroom, 2.5-bathroom home in the highly desirable Waterleigh community of Horizon West! Built in 2020, this thoughtfully upgraded home offers 2,014 square feet of living space, an inviting open-concept layout ideal for entertaining, and the convenience of a first-floor primary suite featuring a custom closet. The kitchen boasts granite countertops, stainless steel appliances, a touch-activated pull-down faucet, and a spacious butler’s pantry offering abundant storage. Additional owner upgrades include matte black hardware and ceiling fans throughout, smart light switches and fans, and a Fisher & Paykel washer and dryer. Enjoy Florida living year-round on the screened-in lanai, with added peace of mind from the upgraded fenced yard featuring two gates and puppy pickets, a complete gutter system, and electrical wiring ready for a whole-house generator. The garage is equipped with overhead storage and is EV-ready with an installed Tesla charger. Waterleigh residents enjoy an exceptional array of amenities, including two resort-style clubhouses and pools, two fitness centers, putt-putt golf, beach volleyball, tennis, a lake-view picnic area, a dog park, and more. With its desirable location, modern conveniences, and extensive upgrades, this home offers a wonderful opportunity to enjoy the best of the Waterleigh lifestyle!

16742 Oakboro Street, Winter Garden
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