Commercial Real Estate in
Winter Garden, FL

Winter Garden is one of West Orange County’s fastest-growing commercial markets, anchored by a vibrant historic downtown on Plant Street. Retail, restaurant, office, and mixed-use opportunities thrive alongside new residential growth and easy access to the SR-429 and Florida’s Turnpike.

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Featured Winter Garden Commercial Listings

Explore available commercial properties across Winter Garden, from Plant Street retail to office and development land.

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Search commercial real estate in Winter Garden, from downtown Plant Street to the SR-429 corridor.

Oscar Rodriguez
& Daniela Ledo

Oscar and the B | LIVE team serve Winter Garden investors, developers, and business owners with the highest ethical standards and decades of Central Florida commercial experience.

+23

Years Of Experience

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Sold Properties

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+23

Years Of Experience

+805

Sold Properties

Available Winter Garden Commercial Properties

Price Improvement on this Rare Triple-Net Investment Opportunity: Flagship Leisure Anchor (ground lease) in America’s 2nd Best-Selling Community – Hamlin/Horizon West. Own a premier 61,844-square-foot Class A commercial asset situated in the heart of the 1,200-acre Hamlin master-planned development. This investment offers an exceptional arbitrage opportunity for a savvy buyer, pairing a high-performance corporate tenant with a long-term, secure ground lease in one of the nation's fastest-growing corridors.The purchase of the 5758 Hamlin Groves Trail building is a bet on a "flourishing" community that has transformed from raw land in 2011 to a 1,200-acre connected powerhouse in 2022. With thousands of homes still planned for the five villages of Horizon West and significant infrastructure projects underway, the area's commercial vacancy remains low while provider demand continues to escalate. This asset is perfectly positioned to capture the long-term value of Central Florida’s most successful "Live, Work, Play" destination. Offering Memorandum and NDA available for interested investors. $18,900,000 Active

5758 Hamlin Groves Trail Winter Garden, Florida

9.16 Acres

COMMERCIAL property in downtown WINTER GARDEN! Located directly on PLANT STREET in the Historic District Overlay this property offers great exposure. It is currently zoned C-1 and has many permitted uses such as retail establishments, eating and drinking establishments, office & studios, financial institutions, private club, personal service, church and more. Permitted use list available upon request. Total property consist of over 3300 square feet and almost 2700 square feet of interior space. Property is split up unit two units. The first unit is approximately 1050 interior space offering a main retail area measuring 25x22, an office 9x14 and additional room 18x8. There is additional walkway space and two restrooms. The second unit is approximately 2050 interior space offering a 31x14 retail space, and additional spaces measuring 6x14, 8x12,10x17,18x24 and 7x15. There is additional walkway space and one restroom plus rear entrance/exit ability. ENJOY the downtown Winter Garden life. $2,999,000 Active

18 & 20 E Plant Street Winter Garden, Florida

2,699 SqFt 0.07 Acres

Rare opportunity to acquire a fully operational plant nursery / landscape business property totaling 8.92± acres across three contiguous parcels in the high-growth Winter Garden, FL.This is a true infrastructure-driven asset, ideal for nursery operators, landscape companies, or agricultural investors seeking a turnkey or scalable Central Florida location. The value is in the land, water capacity, and established operational improvements—assets that are increasingly difficult and costly to replicate.Property Highlights:• ±8.92 acres (3 parcels combined)• Established nursery and horticultural operation• High-capacity well system:o 14” well (1.5 HP) servicing residenceo Two additional wells with 10 HP and 7.5 HP outputs for irrigation• Full irrigation coverage (drip + overhead) throughout• Functional layout with growing areas, support structures, and equipment• Turnkey potential with existing infrastructure in placeImprovements:• Renovated single-family residence (ideal for owner/operator, staff housing, or office use)• On-site buildings and operational areas supporting daily business functions• Equipment included in saleAdditional Opportunity:• Plant inventory available separately• Ability to continue existing operations or reposition for expanded agricultural or landscape useLocation Advantages:• Situated in a rapidly developing Central Florida corridor• Strong proximity to growing residential communities and demand centers• Convenient access to major roadways for distribution, service routes, and logisticsIdeal Use Cases:• Nursery / plant production• Landscape company headquarters• Agricultural investment / land hold• Live/work business operationOpportunities of this scale with established water infrastructure, usable acreage, and strategic positioning are extremely limited in today’s market.Property brochure and detailed inventory list available upon request. $2,790,000 Active

4004 Rex Drive Winter Garden, Florida

1,804 SqFt 8.92 Acres

Exceptional opportunity to own a professional medical office condominium in the highly desirable Winter Garden Executive Centre. Currently configured as a chiropractic and healthcare practice, this well-appointed suite offers a functional and versatile layout designed to support a wide range of medical, wellness, and professional office uses.The space features a welcoming reception area with front desk and waiting room, a dedicated billing office, two private offices, four treatment rooms, a spacious treatment/gym area, break room, and three in-suite sinks strategically located throughout the office. The efficient floor plan provides flexibility for chiropractors, physical therapists, medical practitioners, wellness providers, and other professional users seeking a move-in-ready office environment.The building is professionally maintained and offers ADA-compliant men’s and women’s restrooms on every floor for the convenience of clients, patients, and staff. Ample parking and elevator access further enhance the property’s appeal.Ideally located in the heart of Winter Garden, just minutes from Historic Downtown Winter Garden, Plant Street, SR-50, Florida’s Turnpike, and SR-429, this prime location provides excellent accessibility and convenience. Surrounded by established medical and professional offices, retail, dining, and rapidly growing residential communities, whether you’re a chiropractor, physician, therapist, wellness provider, attorney, accountant, or other professional seeking a premier office location, this move-in-ready suite presents a rare opportunity to establish or expand your business in one of Central Florida’s most sought-after markets. $799,000 Active

213 S Dillard Street 230 Winter Garden, Florida

1,448 SqFt 0.24 Acres

Opportunity to build the interior as you wish. 48 X 24 feet with high celling. Previously used as a church building. It is well built. Walls are solid thick concrete. The zoning is RNC-2. The permitted uses include residential, duplex, public and private schools, assemblies, non profit, government facilities. Can include whatever the city can approve for you and whatever your imaginations designs. It is right next to Maxey Community Center. You may partner with them to share parking. It has electricity and plumbing connections. Ready for you to make it all new the way you want it. Owner will finance with twenty percent down and a low interest $225,000 Active

844 Klondike Street Winter Garden, Florida

1,300 SqFt 0.1 Acres

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Your Trusted Experts in
Winter Garden Commercial Real Estate

B | LIVE helps investors and business owners capitalize on Winter Garden’s rapid growth, from historic downtown retail to development land along the SR-429 corridor.

Explore Winter Garden Commercial Corridors

Historic Plant Street

Retail & dining district

Downtown Winter Garden

Mixed-use core

SR-429 Corridor

Growth & logistics

Winter Garden Village

Regional retail

Office & Medical

Professional space

Development Land

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Reasons to Choose Us

+23

Years Of Experience

$11M

Major Transaction

+805

Sold Properties

+$1B

Total Transactions

Best Marketing Strategy

Listing your home in the MLS is not enough.

We make sure your Home is highlighted with those UNIQUE features each home has to offer. We want to impress potential buyers. In order to do so, we have an amazing team “behind the scenes” specialized in the latest trends in marketing online, a fantastic photographer that will take the best pictures, 3D Tours, Zillow Tours and a PERSONALIZED video that will show your home perfectly, specially to those out of state buyers.

All this amazing material we produce is used in the right platforms online with the best demographic strategy depending on the market flow in the moment you decide to list your home.

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@bliveluxuryhomes

What People Say About Us

+42 5-star Reviews

01 Testimonial

To say Daniela and Oscar are the BEST at what they do is an understatement! They are a dynamic duo!!!! They leave no stone unturned in helping guide you, stage for sale, from start to finish they will be at your side. They are the utmost professionals, know their market like no other(s), create fantastic videos and ..

Jose Cedeno

Windermere, FL

02 Testimonial

Oscar has been fantastic to work with. He has been diligent, responsive, proactive, honest and effective. He helped me rent my property over 8 years ago and when I told him I was ready to sell, he layed out a plan, we executed the plan, and the property was sold in less than 2 weeks. Full price

Dianne Russell

Orlando, FL

Winter Garden Commercial FAQ

Winter Garden offers retail, restaurant, office, medical, mixed-use, warehouse, and development land, especially around historic Plant Street and the SR-429 corridor.

Winter Garden is one of West Orange County’s fastest-growing areas, with strong population growth, a thriving historic downtown, and excellent highway access.

Yes. Historic Plant Street draws heavy foot traffic from residents and visitors, making it a prime location for retail, dining, and boutique businesses.

Yes. We assist investors and developers in sourcing and acquiring development sites throughout Winter Garden and the SR-429 corridor.

Winter Garden is in West Orange County, about 20 minutes from downtown Orlando and close to Disney via the SR-429 and Florida’s Turnpike.

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Whether you are buying, selling, leasing, or developing commercial property in Winter Garden, our team is here to guide you with expert, personal service.

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