Winter Garden, FL Commercial Real Estate for Sale

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Updated: Jun 19, 2025

Winter Garden Retail/Office Space

996 E PLANT STREET #202, Winter Garden, FL 34787

$1,925,000

3,304 sqft

Opportunity to own and customize retail or office space in a prime location.
High visibility and easy access to major roads in the heart of Winter Garden.
Spaces delivered in grey shell condition, allowing for personalized design.
Part of a dynamic, pedestrian‑friendly neighborhood.
Construction expected to begin in 2025 with delivery in early 2025.

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This listing looks promising.

Here's a quick look at some key insights for

996 E PLANT STREET #202, WINTER GARDEN, FL 34787

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Est. Cap Rate

3.4%
NOI ÷ price
Est. NOI

$65K
Annual
Mortgage

$1.08M
Feb 2022
Last Sold

Feb 2022
$1.28M
Property Type

Store/Office (Mixed Use)
Built 1926

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Updated: Apr 11, 2025

Historic District Retail Storefront

18 & 20 E PLANT Street, Winter Garden, FL 34787

$2,999,000

2,699 sqft 0.07 AC lot

Commercial building in downtown Winter Garden on Plant Street in the Historic District Overlay
Total area over 3,300 SF with almost 2,700 SF of interior space, split into 2 units
Unit 1: approx. 1,050 interior SF with main retail area 25x22, office 9x14, and additional room 18x8
Unit 2: approx. 2,050 interior SF with a 31x14 retail space plus multiple additional rooms and walkway space
2 units include restrooms, with Unit 2 having one restroom and rear entrance/exit capability

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Turnkey Beauty Salon Business

120 S DILLARD Street, Winter Garden, FL 34787

$160,000

2,638 sqft 0.30 AC lot

Fully equipped beauty salon for sale with reception area, chairs, mirrors, and workstations in a C-1 zoned setting.

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Winter Garden Land For Sale

851 9TH Street, Winter Garden, FL 34787

$1,000,000

0.85 AC lot

Rare 0.85 acre land parcel in Winter Garden, Florida.

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Winter Garden NNN Investment Opportunity

15710 West Colonial Drive, Winter Garden, FL 34787

$5,620,438

9,450 sqft 1.64 AC lot

New 20-year NNN lease with annual escalations.

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Multi-Parceled Land with Manufactured Homes

16838 OLD HIGHWAY 50, Winter Garden, FL 34787

$875,000

4.94 AC lot

Nearly 5 acres zoned A with 300 feet of frontage, divided into three parcels and including two manufactured homes.

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Leisure Anchor Ground Lease

5758 HAMLIN GROVES Trail, Winter Garden, FL 34787

$18,900,000

9.16 AC lot

Class A commercial building offered as a triple-net investment with a ground lease structure.

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Winter Garden Vacant Land Parcel

12995 Reaves Road, Winter Garden, FL 34787

$500,000

9.94 AC lot

9.94 acre vacant land parcel in Winter Garden, Florida.

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Medical Office Condominium Suite

213 S Dillard Street Unit 230, Winter Garden, FL 34787

$799,000

1,448 sqft

Move-in-ready medical suite configured for patient care and professional services with multiple treatment rooms and private offices.

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Lakefront Ranch Estate with Guest House

16945 W PHIL C PETERS ROAD, Winter Garden, FL 34787

$1,800,000

4,396 sqft 10.00 AC lot

Lakefront ranch estate with a main home, separate guest house, metal roofs, and screened outdoor living.

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Downtown Winter Garden Commercial Property

18 & 20 E PLANT St, Winter Garden, FL 34787

$2,999,000

2,700 sqft 0.07 AC lot

Commercial property in downtown Winter Garden's Historic District Overlay.

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Miller's Ale House Ground Lease

16428 New Independence Pkwy, Winter Garden, FL 34787

$5,428,600

7,300 sqft 2.35 AC lot

NNN leased investment opportunity in Winter Garden, Florida.

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Winter Garden Plant Nursery Opportunity

4004 REX DRIVE, Winter Garden, FL 34787

$2,790,000

1,804 sqft 8.92 AC lot

Operational plant nursery on 8.92 acres in Winter Garden.

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Ladybird Academy Winter Garden For Sale

1630 Avalon Road, Winter Garden, FL 34787

$7,467,239

13,166 sqft

13,166 SF property in Winter Garden, FL with long-term lease.

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Winter Garden Church Building Opportunity

844 KLONDIKE St, Winter Garden, FL 34787

$225,000

1,152 sqft 0.10 AC lot

Shell building ready for interior build-out in Winter Garden.

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Downtown Winter Garden Commercial Property

18 & 20 E PLANT STREET, Winter Garden, FL 34787

$2,999,000

2,699 sqft 0.07 AC lot

Commercial property in Winter Garden's Historic District Overlay.

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New Commercial Building on Plant

553 W PLANT STREET, Winter Garden, FL 34787

$2,795,000

3,928 sqft 0.33 AC lot

Fully leased commercial building in Winter Garden's desirable downtown location.

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Winter Garden Showroom with Office

88 Broad St, Winter Garden, FL 34787

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11,250 sqft

11,250 SF showroom with office space in Winter Garden.

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Standalone Industrial Building

1205 Crown Park Circle, Winter Garden, FL 34787

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11,245 sqft

Well-maintained standalone industrial building with a high-clear warehouse, private offices, and a fenced contractor yard.

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Winter Garden Church Building Opportunity

844 KLONDIKE STREET, Winter Garden, FL 34787

$225,000

1,300 sqft 0.10 AC lot

Shell building ready for customization in Winter Garden, Florida.

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Drive-Through Restaurant Property

14180 W Colonial Dr, Winter Garden, FL 34787

Contact for pricing

3,819 sqft

For sale drive-through restaurant property at 14180 W Colonial Dr, with approximately 3,819 sq. ft. of space.

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Winter Garden Convenience Store with Fuel

13501 W Colonial Dr, Winter Garden, FL 34787

$5,500,000

13,919 sqft 2.06 AC lot

Single-tenant Wawa with long-term lease in Winter Garden, Florida.

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Winter Garden Retail/Office Space

996 E PLANT STREET #101, Winter Garden, FL 34787

$1,650,000

2,424 sqft

Retail and office spaces for sale in Winter Garden, Florida.

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Winter Garden Retail/Office Space

996 E PLANT STREET #200, Winter Garden, FL 34787

$1,725,000

2,963 sqft

Retail and office spaces available in Winter Garden, Florida.

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Winter Garden, FL Commercial Real Estate Market Trends and Statistics

Explore 72 commercial real estate for sale in Winter Garden, FL, showcased through 70 active listings on our real estate platform. These investment opportunities span a total of 84,625 square feet of properties for sale, with an estimated market value of $53,348,277.

Sale prices for business properties in Winter Garden, FL start at $160,000, averaging $2,667,413, and reaching up to $7,467,239 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Demographics Overview

Population 93K

Population Growth (5Y) +43.8%

Median Household Income $114,988

College Educated 22.6%

High-Yield Neighborhoods for Investment

Identify Winter Garden submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood	Average Price
34787	$2.4M

Taxes & Financing

Tax Rate (average for all types) 1.71%

Property Tax per SF $9.76 per SF

Tax Rate vs County Average 0.16 pp above county avg

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Orange County

New Delisted

Total CRE Inventory on Market (SF)

Property Size Breakdown

The majority of commercial real estate listings in Winter Garden fall within the 100,000+ square foot range.

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