Refine Search
Sort by
$385,500
3 Beds 1 Baths . SubDv. 34787 Zip Code
Welcome home in Downtown Winter Garden Golf Cart District. This Quaint 3 bedroom, 1 Bathroom home has endless possibilities. Whether you are looking for a starter home or downsizing, this home has room for expansion and a huge fenced back yard. The home offers 2017 roof, granite counters, large bedrooms and beautiful mature trees. *** GOLF CART DISTRICT*** WALKING DISTANCE TO WEST ORANGE TRAILS*** Just a few blocks from all of the restaurants and shops, Crooked Can Brewery, and Plant Street Market, you can easily make the trip to Plant Street in your golf cart in less than 2 minutes. Minutes from major highways for convenient commutes throughout Central Florida including Universal Studios, Disney, and Downtown Orlando.

128 Tildenville School Road, Winter Garden

$1,350,000
4 Beds 3 Baths Hickory Lake Estates SubDv. 34787 Zip Code
Beautiful WATERFRONT home located in Lakefront community of Lake Hickory Nut. This wonderful home features 4 large bedrooms and 3 full baths with study/office -could be additional bedroom. NO HOA! BOAT DOCK W/LIFT !Nicely designed floor plan and light and bright with plenty of windows to view the beautiful lake. Solid wood cabinets and large kitchen pantry. Stainless steel appliances and Frigidaire side-by side refrigerator. Wonderful breakfast nook and kitchen snack bar. Laundry room with plenty of storage equipped with Whirlpool Duet washer and dryer. The Primary bedroom has an adjoining suite 12’x 17'. Very spacious Primary bathroom with jacuzzi soaking tub, dual sinks and Large walk in closet. Very private lot. Oversized 2 car garage. Relax on your charming Florida room overlooking the beautiful sunsets !! You'll love living in the Lake Hickory community and enjoy all that it has to offer. Boating, skiing and fishing with a private covered dock with lift. Newer Metal roof 2019. Close to everything Disney parks and 429 – easy access to Downtown Orlando. Sellers are also offering Lot 35 1.4 acres next door for an additional cost but not sold separately. The only parcel being conveyed is Lot 34, Hickory Lake Estates, according to the plat thereof as recorded in Plat Book V, Page 4, Public Records of Orange County, Florida. Additional lots included in the parcel identification number are not offered for sale. Great Opportunity! Won't last!

9229 Lake Hickory Nut Drive, Winter Garden

$307,403
3 Beds 2 Baths Garden Heights SubDv. 34787 Zip Code
ATTENTION INVESTORS: Explore the potential of this 3-bedroom, 2-bathroom home located at 560 Garden Heights, just a short 0.5-mile stroll from the scenic West Orange Trail and 1.5 miles from the charming historic downtown Winter Garden. Enjoy quick access to boutique shops, eateries, and the popular farmers market. The nearby 429 ensures easy travel throughout Orlando, and being part of the highly sought-after GOLF CART DISTRICT, you can relish the convenience of golf cart access to downtown.This 3/2 property is nestled on an expansive 0.29-acre lot adorned with mature trees and offers ample space for future enhancements and outdoor living, all with the added benefit of NO HOA. Zoned for above-average schools, this block home presents a unique investment opportunity, requiring a COMPLETE renovation,including HVAC, except for the ROOF, which was REPLACED in 2020. With no HOA restrictions, investors have the freedom to transform this property into a standout residence or a lucrative rental investment.The home features a well-designed open floor plan with a 10 ft. vaulted ceiling allowing the kitchen to seamlessly overlook the living and dining areas while offering a view of the HUGE backyard. Convenience is enhanced with an oversized walk-in pantry and an indoor laundry room. The large primary bedroom comfortably accommodates a king-size bed and includes an ensuite bathroom and a spacious walk-in closet. Additionally, the expansive screened-in porch runs the length of the home, providing great views of the oversized backyard. Ample storage is available with a large double garage and and two additional sheds.This property is ideal for those looking to invest in an area with well-kept homes and significant growth potential. Don't miss out on the chance to capitalize on this exceptional investment opportunity.

560 Garden Heights Dr, Winter Garden

$772,000
3 Beds 4 Baths Winter Garden Shores Rep SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. If you’ve been searching for the perfect Winter Garden home, your search ends here! Nestled in the highly sought-after Golf Cart District, this stunning CUSTOM BUILT home offers the ideal blend of elegance, privacy, and convenience. Set on a beautifully landscaped .31-acre CORNER HOMESITE surrounded by majestic live oaks and thoughtfully designed gardens, this property is truly one-of-a-kind. Check out the 3D tour to take a walk through this special home! Built with quality in mind, this home features concrete block construction and hardie plank siding for durability. Fresh exterior paint in 2023 & a BRAND NEW ROOF was completed in January 2025. Recent updates such as a TANKLESS GAS WATER HEATER, seamless gutters, security system, exterior lighting, and new toilets ensure comfort and peace of mind. Inside, the inviting floor plan includes two spacious bedrooms and 2.5 bathrooms on the 1st floor, plus a private 3rd bedroom/in-law suite above the garage. The main living areas showcase real WHITE OAK HARDWOOD FLOORS, and 9'4" ceilings with CROWN MOLDING. The great room’s NATURAL GAS BRICK FIREPLACE and built-in bookcases sets a cozy ambiance, perfect for relaxing evenings at home. The home’s double pane windows are equipped with WOOD PLANTATION SHUTTERS, allowing for ample natural light. The sunny kitchen is a true delight, featuring timeless white cabinetry, a GAS COOKTOP, electric wall oven, Bosch dishwasher, and a newer GE Profile refrigerator & microwave. A convenient appliance garage keeps your counters clutter-free, while low-maintenance Corian countertops and a breakfast bar add both function & style. The formal dining area, with a large bay window, offers a picturesque view of the front gardens, creating the perfect space for meals and entertaining. The serene owner’s suite is a true retreat, complete with a sitting area, cozy private study with built-in cabinetry, and peaceful views of the backyard garden. The en-suite bathroom boasts a generous walk-in closet, a ZERO-THRESHOLD TILED SHOWER, tile flooring and a built-in ironing board. Designed for accessibility, the first floor features wider hallways and doorways to accommodate those with limited mobility. Upstairs, the spacious 3rd bedroom/bonus room is ideal for guests or multi-generational living, complete with vaulted ceilings, a full bathroom with a tiled shower, built-in bench storage and an included armoire. The attic is accessible for even more storage. The oversized two-car garage has EPOXY COATED FLOORS, a second fridge for beverages, and under-stairs storage closet. Outside, the brick paved screened porch offers a tranquil setting for alfresco dining, while the open brick patio, shaded by a granddaddy live oak, is the perfect spot for enjoying nature. Gardening enthusiasts will appreciate the professionally designed landscape, including raised garden planters, irrigation, and lush gardens with minimal grass to maintain. With abundant parking on this corner lot and space for your golf cart, this home is perfectly positioned for an active lifestyle. Just a short walk to Winter Garden’s vibrant Plant Street, you’ll enjoy dining, shopping, festivals, a farmer’s market, splash pad, and more. Explore the Sobo art gallery, Crooked Can brewery, and the West Orange Trail, all within easy reach. This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods. Don’t miss your chance to make this gem yours today!

506 N Dillard Street, Winter Garden

$235,000
2 Beds 2 Baths Southern Pines Condominium SubDv. 34787 Zip Code
Don't miss this 2/2 condo in beautiful and popular Winter Garden! This unit features updated appliances, Dryer 2024, and Refrigerator 2024. It has an open living area and a separate office space, and offers privacy with a split bedroom layout. Each bedroom has its own walk-in closet and ceiling fans. The COA amenities include a resort style clubhouse with pool/spa, tennis courts, fitness center, Indoor basketball court, covered playground, carwash bay, movie room, lounge, computer center and a BBQ area. COA fees include everything except electricity! Located minutes from Winter Garden Village, Downtown Windermere, and Walt Disney World. This condo is perfect as a home or a great opportunity for an investor. Schedule your showing today! ONE OR MORE PHOTOS VIRTUALLY STAGED Qualified buyers purchasing this home using Simplified Mortgage as their lender can receive a lender credit of $500 for each $100k in loan amount (up to $5000). Lender credit can be used towards closing costs and/or interest rate reduction. This credit is in addition to any concessions negotiated in the transaction. Tenant in place from 6/26/25-6/25/26

130 Southern Pecan Circle Unit 102, Winter Garden

$880,000
3 Beds 3 Baths Lake Avalon Groves SubDv. 34787 Zip Code
HUGE Price Reduction!! Price to Sell!! Live the Lake Avalon Groves Lifestyle! Close, but distant from the hustle and bustle! Discover a rare opportunity to own over 4 acres of prime land, perfect for your dream home or a rewarding renovation project. This expansive property features a 2,330 Sqft home built in 1986, ready for your vision to bring it back to life. Whether you choose to update its charm or start fresh, the vast acreage provides ample room to build a brand-new custom home tailored to your desires. Included on the property is a barn, ideal for storage, hobbies, or even a small farm setup. With wide-open spaces and a peaceful, rural setting, this land is a blank canvas for homeowners, investors or anyone seeking a mix of character and opportunity. Key features: *About 4.46 acres of versatile land *Agricultural Zoning (A-1) *2,330 sqft home (1986) in need of renovation *Barn for additional utility or storage plenty of space to build a new home *Perfect for renovation enthusiasts or new construction dreamers. Don't miss your chance to create something extraordinary - contact us today to schedule a viewing and explore the possibilities! A-1 zoning: Bring your farm animals; horses, donkeys, cattle, goats, chickens, ducks, etc. Agricultural production: grow vegetables, fruits, citrus, etc. You can have multiple accessory buildings. 1 Primary home; allows 1 ADU. The property is situated between the desirable and rapidly growing community of Hamlin (4.5miles) and the charming and lively Historic Downtown Winter Garden (8miles). Don't forget to visit the top Farmers Market on Saturdays in the Historic District of Winter Garden. A few distance markers: • Stoney Brook: Only a short 10-minute drive away. • SR 429 Exit: Conveniently close, just 10 minutes from the property. • New Orlando Health Horizon West Hospital: 4.6 miles • Winter Garden Farmers Market: 8 Miles • Downtown Orlando: A manageable 30 minute drive. • Orlando Attractions: Reach Disney World, Universal Studios, and other popular destinations within 20-30 minutes. Come and enjoy the serene, tranquil farm life while remaining within a short distance of all the amenities and attractions that Winter Garden and Orlando have to offer. ***Sold AS-IS*** The property is offered in its current condition, providing an opportunity for customization to suit your needs. *The parcel is currently classified and divided under an Agricultural and Homestead Exemption. (Parcel#'s 06-23-27-4284-05-320 + 06-23-27-4284-05-322) *Motivated Seller* *All information provided is deemed reliable but not guaranteed. Buyer/Buyer's agent are advised to independently verify all details, including but not limited to square footage, zoning, school districts, taxes, and property conditions. Call Orange County for verification of current and future Use.

17952 Lookout Hill Road, Winter Garden

$245,000
3 Beds 2 Baths Joe Louis Park First Add SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to Your Dream Home at 1650 E Bay St, Winter Garden! This beautifully renovated gem is ready to impress! From the moment you step inside, you'll notice the attention to detail and modern upgrades throughout. Featuring a recently renovated garage conversion, this versatile space can serve as a home office, gym, or guest suite—endless possibilities await! The brand-new kitchen, the centerpiece of this home, features stylish cabinetry, elegant countertops, and modern stainless steel appliances, making cooking a delightful experience. The bathroom has been meticulously updated with contemporary fixtures, combining functionality with sophistication. Enjoy year-round comfort with a new AC system, plumbing, windows, and roof—providing peace of mind with no maintenance concerns for major components. Fresh finishes throughout complete this move-in-ready home, offering a hassle-free lifestyle. Located in the charming community of Winter Garden, this home is conveniently close to parks, shopping, dining, and the vibrant downtown area. Don’t miss this opportunity to own a stunning, fully updated property in a prime location! Schedule your private showing today!

1650 E Bay Street, Winter Garden

$3,200,000
34787 Zip Code
We are pleased to offer COLONIAL GARDENS situated on 2.81+/- acres of prime commercial real estate located in one of the most sought after zip codes (34787) known as Winter Garden, Florida. Site benefits from excellent visibility on one of the most predominant thoroughfares in Orlando (S.R.50) West Colonial Drive with high traffic counts of 60,000+/- AADT. Site is caddy corner to the 7-Eleven on a hard corner with 4 way traffic signal & less than 2 miles to the FL Turnpike and 1.5 miles to Historic Downtown Winter Garden. 24,000+/-/sf proposed for a Mixed-Use of Retail, Office, & Medical. Winter Garden has a thriving business community comprised of small businesses, its historic downtown and premier shopping district with over one-million square feet known as the Winter Garden Village at Fowlers Grove. Winter Garden is the commercial and cultural capital of West Orange County with regional amenities such as the Garden Theatre, the SoBo Gallery and Art Center, several museums and the Downtown Pavilion. Over 2,000 businesses call Winter Garden home and this site awaits the next development to fulfill the demand of this corridor. Winter Garden, just 30 minutes west of downtown Orlando and 30 minutes north of Walt Disney World, is a lakefront community rich in history with a thriving arts and culture scene and bustling historic downtown with upscale eateries, unique shops, parks, and museums. Winter Garden, Florida has seen significant growth in population and development, including the population more than tripled from 2000 to 2020, and continued to grow in 2022. For year 2025, Winter Garden, FL population is expected to grow 7.8% from 2020 with Projected population for 2030 of 53,267. Winter Garden’s Economic Development Department works to foster a thriving economy through initiatives that connect people, jobs, business, and community. Developers, entrepreneurs, and the city government have worked to rejuvenate the downtown district with a mix of trendy businesses and a small-town feel as the real estate market has shown resilience, with a significant increase in buyer activity in April 2024. “Winter Garden is considered one of the fastest growing cities in the Greater Orlando area”.

15080 W Colonial Drive, Winter Garden

$475,000
3 Beds 2 Baths Lake Johns Shores SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Located in a sought-after area of Winter Garden, this beautifully renovated home sits on a spacious .45-acre lot in a private cul-de-sac with no HOA! Completely updated from top to bottom, this home features brand new flooring, a new roof, new windows and doors, offering a fresh and modern feel. Step into the remodeled kitchen, where you'll find sleek countertops, brand-new appliances, and a large pantry for all your storage needs. The bathrooms have been tastefully updated with contemporary fixtures and finishes. Enjoy the privacy and tranquility of this prime location while being just minutes from all that Winter Garden has to offer. This rare find won't last long-schedule your showing today!

16247 Lake Johns Circle, Winter Garden

$195,900
3 Beds 2 Baths Joe Louis Park SubDv. 34787 Zip Code
This is a charming single family home that features 3 Bedroom and 2 bathrooms, with 1050 square feet of Living space in the sought after town of Winter Garden, Fl. Built in 2008, this residence offers an ideal layout on a 6743 sq. ft. lot. Located conveniently in West Orlando, this home provides convenient access to nearby popular downtown Winter Garden, schools, and major thoroughfares, making it ideal for small families or first time home buyers. If you're in the market for an investment or rental property, this home is a great opportunity to offer a space in a sought after location of Winter Garden. Come make this house your home and enjoy it for years to come. New roof 3/19/2025, New stove, Sentricon Standard insulation 3/18/2025,Freshly painted inside, New moisture barrier under home. New laundry room subfloor and ceramic tile installed.

669 Bethune Avenue, Winter Garden

$140,000
Acreage SubDv. 34787 Zip Code
INVESTORS AND BUILDERS WANTED!!! Nearly half an acre vacant clear lot nested in the heart of charming Winter Garden, this .46 lot offers an exceptional opportunity to build your dream home or investment property. Zone R2, Utilities, water, sewer is also available. Located in a highly sought-after area, this parcel boasts a peaceful setting with the perfect balance of privacy with no HOA and conveniences. Minutes to the Winter Garden's Vibrant downtown district filled with Boutique shops, dining, and cultural attractions and Minutes from the Winter Garden Village shopping center filled with shopping, restaurants, banks, Target's, hospital. Don't miss out your chance to own a piece of Winter garden's growing real estate market. Contact today to schedule a site visit!!! Survey available on attachments.

14718 Micah Street, Winter Garden

$335,000
3 Beds 3 Baths Tucker Oaks Ph 3 Bldg 42 SubDv. 34787 Zip Code
***NEW LUXURY VINYL INSTALLED ON SECOND FLOOR*** Spacious and Upgraded Condo in Prime Winter Garden Location! Discover this affordable, move-in-ready condo offering 1,699 square feet of well-designed living space, perfectly situated in this desirable, peaceful, gated community between Winter Garden and Clermont. Whether you’re seeking proximity to the charm of Historic Downtown Winter Garden or enjoying outdoor activities on the nearby West Orange Trail, this condo offers both comfort and convenience. With recent, high-quality updates, this condo boasts: New Garage Door (2023) for a modern look and enhanced security featuring MyQ technology New Range and Dishwasher (2022) ideal for culinary enthusiasts Fresh Exterior Paint (2022) to maintain its beautiful curb appeal Interior Paint (2022) creates a bright and contemporary atmosphere 240V Plug-in Garage (2024) perfect for charging your electric car The layout features spacious living areas, ample natural light, and modern finishes, making it an ideal home for both relaxation and entertaining. The condo’s location within a quiet and mature gated community offers privacy while being just a short drive from Winter Garden’s shopping, dining, and entertainment options.

1473 Broken Oak Drive Unit C, Winter Garden

$325,000
3 Beds 2 Baths A & Q Sub SubDv. 34787 Zip Code
Welcome Home to this charming 3-bedroom, 2-bathroom single family, the perfect opportunity for first-time home buyers or anyone looking to settle in the heart of Winter Garden. Enjoy a spacious layout, natural light throughout, and a quiet neighborhood that’s close to schools, shopping, dining, and major highways. Brand New Roof – Worry-free living for years to come! Freshly Installed Carpet – Move-in ready with a cozy feel. Freshly Painted Interior – Clean, bright, and ready for your personal touch. Winter Garden is situated in the heart of Central Florida, offering easy access to major highways, making commutes to Orlando, Themed Parks, and other attractions a breeze. The property is just minutes from the popular Downtown Winter Garden, a vibrant hub with quaint shops, locally-owned restaurants, coffee shops, and a weekly Farmer's Market. It's perfect for strolling, dining, and enjoying community events. With its growing population and desirable location, Winter Garden has become a sought-after place for homebuyers, making it a great place to invest in a property. Don't miss your chance to own a piece of Winter Garden! Schedule a showing today and check out this beauty.

14837 Siplin Road, Winter Garden

$764,625
5 Beds 4 Baths Harvest/Ovation SubDv. 34787 Zip Code
Luxury new home by RockWell Homes with 5 bedrooms, 3.5 bathrooms, 2 car garage, home office space, covered front porch and covered back yard patio. Kitchen features solid surface countertops, island, stainless steel gas appliances, cooktop, oven, microwave, dishwasher, undermount sink, Delta faucets, Subway backsplash, upgraded 42-inch cabinets and huge walk-in pantry. Living area with engineering hardwood flooring, lighting, dual pane energy efficient windows allowing natural light with access to the covered back yard patio. Primary suite with dual sink vanities, Delta faucets, ceramic tile flooring, ceramic tile oversized shower with glass enclosure, Delta faucets, lighting package, towel bars and huge walk-in closet. Secondary bedrooms with walk in closets, separate bathrooms complete with ceramic tile flooring, ceramic tile tub shower surrounds, Delta faucets, lighting package and towel bars. In addition, this new home includes full sprinkler system, full landscaping package, energy efficient construction, new home warranty, garage door opener, utility area with ceramic tile flooring, 8ft front door, private back yard and more!

13074 Sunrise Harvest Drive, Winter Garden