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Winter Park, FL Office Spaces for Sale

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Winter Park Commercial Building For Sale
Updated: Nov 26, 2025
Winter Park Commercial Building For Sale

1000 S Orlando Ave, Winter Park, FL 32789

$3,400,000
13,034 sqft
Prime location in the desirable Winter Park submarket with 100 feet of frontage on South Orlando Avenue (U.S. Highway 17‑92) offering exceptional visibility and signage potential.
Zoned C‑3 (General Commercial) allowing for a wide range of permitted uses including office, medical, and retail.
13,034‑square‑foot, two‑story building on 0.64 acres, suitable for investment or owner‑user.
Abundant on‑site parking.
Strong traffic counts on a heavily traveled commercial corridor.
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1000 S Orlando Ave, Winter Park, FL 32789

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Freestanding Office Building
Updated: Apr 29
Freestanding Office Building

4947 N PALM Avenue, Winter Park, FL 32792

$535,000
1,088 sqft 0.16 AC lot
1,088‑square‑foot freestanding office building on 0.16 acres
12x12 storage addition included
Built in 1980 with block and stucco construction
Central heating and central air
Upgraded paver driveway and accessible ramp approach
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Two-Building Office Property
Two-Building Office Property

3425 FORSYTH Road, Winter Park, FL 32792

$2,500,000
16,437 sqft 1.37 AC lot

Separate buildings provide open workspace, private offices, bathrooms, and additional leasable office areas.

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Freestanding Professional Office Building
Freestanding Professional Office Building

1977 DUNDEE Drive, Winter Park, FL 32792

$695,500
1,656 sqft 0.19 AC lot

Corner-lot office property with flexible rooms, private entrances, and O-2 zoning near established medical and business services.

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Corner Office Building
Corner Office Building

1477 W FAIRBANKS AVENUE, Winter Park, FL 32789

$2,500,000
6,049 sqft

Office building located on the corner of Fairbanks Avenue and Lakeview Avenue in Winter Park.

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Office/Warehouse Condominium with Roll-Up
Office/Warehouse Condominium with Roll-Up

6972 Aloma Ave # 28, Winter Park, FL 32792

$396,000
1,440 sqft

Own a 1,440 SF office/warehouse condo featuring private offices, kitchen, and an air-conditioned warehouse area at the rear.

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Medical Office Conversion Opportunity
Medical Office Conversion Opportunity

2231 NAIRN DRIVE, Winter Park, FL 32792

$499,000
1,088 sqft

Medical office conversion site directly across from Advent Health Winter Park Hospital with professional office future land use.

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Winter Park Breast Center
Winter Park Breast Center

2200 Glenwood Dr, Winter Park, FL 32792

$5,900,000
14,210 sqft 0.94 AC lot

Outstanding opportunity for group practices, ASC and or diagnostic facility

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Medical Office Conversion Property
Medical Office Conversion Property

230 Strathy Lane, Winter Park, FL 32792

$499,000
920 sqft

Existing 1957 building positioned for professional office conversion across from AdventHealth Winter Park Hospital.

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Freestanding Professional Office Building
Freestanding Professional Office Building

1977 Dundee Drive, Winter Park, FL 32792

$695,500
1,808 sqft

Free-standing O-2 office building on a corner lot with five office areas, two private entrances, and ample on-site parking.

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Two-Entrance Office Unit
Two-Entrance Office Unit

157 E NEW ENGLAND AVENUE #302, Winter Park, FL 32789

$425,000
940 sqft

C-2-zoned office suite with separate entry points near Park Avenue and Winter Park destinations.

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Winter Park Office Space For Sale
Winter Park Office Space For Sale

157 New England Avenue, Winter Park, FL 32789

$425,000
940 sqft

940 SF office space near Park Avenue in Winter Park.

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Stand-Alone Office Building
Stand-Alone Office Building

531 W. Morse Blvd., Winter Park, FL 32789

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25,552 sqft

Class A office property completed in 2020 with C-2 zoning in Winter Park.

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Office/Flex Condo with Warehouse
Office/Flex Condo with Warehouse

6950-6980 Aloma Ave, Winter Park, FL 32792

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1,440 sqft

Four private offices, a kitchen with washer-dryer hookups, and rear warehouse space support varied commercial uses.

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Office Unit with Two Entrances
Office Unit with Two Entrances

302-157 E New England Ave, Winter Park, FL 32789

$425,000
940 sqft

940-square-foot office suite with flexible access from two separate entry points.

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Winter Park Office/School Building
Winter Park Office/School Building

445 Wymore Road, Winter Park, FL 32789

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12,264 sqft

Two-story office building in Winter Park, suitable for various uses.

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Renovated Freestanding Storefront
Renovated Freestanding Storefront

Winter Park, FL 32789

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3,006 sqft

C-3 zoning supports a freestanding commercial building with retail and office use potential.

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Park Avenue Office Condo
Park Avenue Office Condo

2180 N Park Ave, Winter Park, FL 32789

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633 sqft

Office condo features a well-laid-out plan with large main area, separate office, restroom, shower, kitchenette, and courtyard access.

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Standalone Two-Story Office Building
Standalone Two-Story Office Building

271 N Pennsylvania Ave, Winter Park, FL 32789

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4,868 sqft

Two-story standalone office building with contemporary finishes and abundant parking, offering flexibility to occupy one floor and lease the other.

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Two-Story Medical Office Building
Two-Story Medical Office Building

1311 W WEBSTER AVE, Winter Park, FL 32789

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3,412 sqft

Patient-focused layout includes exam rooms, private office space, a kitchen, and multiple bathrooms.

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First-Floor Medical Office Condo
First-Floor Medical Office Condo

3586 Aloma Ave, Winter Park, FL 32792

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1,711 sqft

Built-out professional space combines patient-facing areas, administrative rooms, storage, and convenient on-site parking.

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Freestanding Office Building
Freestanding Office Building

Winter Park, FL 32789

$825,000

Single-story professional office property with large windows, brand-new finishes, and parking for employees or visitors.

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Multi-Tenant Medical Office Building
Multi-Tenant Medical Office Building

4355 Bear Gully Rd, Winter Park, FL 32792

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9,914 sqft

Multi-tenant medical office building offered for sale with 9,914 square feet.

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Standalone Office Building
Standalone Office Building

1071 W Morse Blvd, Winter Park, FL 32789

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4,988 sqft

Standalone office building with efficient layout, recent buildout, surface parking, and large conference room.

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Winter Park, FL Office Spaces Market Trends and Statistics

Explore 72 office spaces for sale in Winter Park, FL, showcased through 39 active listings on our real estate platform. These investment opportunities span a total of 146,666 square feet of properties for sale, with an estimated market value of $20,155,000.

Sale prices for office spaces in Winter Park, FL start at $396,000, averaging $1,343,666, and reaching up to $5,900,000 — 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Office Units 59
Office buildings 42
Medical Office Space 34
Coworking space 3
Creative space 2

Demographics Overview

Population 80K
Population Growth (5Y) +2.4%
Median Household Income $77,660
College Educated 37.4%

High-Yield Neighborhoods for Investment

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

Neighborhood Average Price
32792 $1.1M
32789 $1.4M

Taxes & Financing

Tax Rate (average for all types) 1.38%
Property Tax per SF $12.70 per SF
Tax Rate vs County Average 0.18 pp below 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)

Average Property Price per SF

For-sale pricing trends across core commercial property types in Orange County

Residential Income

Property Size Breakdown

The majority of commercial real estate listings in Winter Park fall within the 25,000 to 50,000 square foot range.

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