Winter Park, FL Office Buildings for Sale

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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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Updated: Jan 22

Two-Building Office Property

3425 FORSYTH Road, Winter Park, FL 32792

$2,500,000

16,437 sqft 1.37 AC lot

16,437‑square‑foot office property on 1.37 acres
Two separate buildings with offices and bathrooms
Front building includes a large open workspace
Rear building may be leased or rented separately
C‑3 zoning

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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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See what stands out in Orange County

We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

We check every listing here. A few are worth a second look.

Cap Rate available after sign in

NOI available after sign in

Local Demand available after sign in

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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Winter Park Commercial Building For Sale

1000 S Orlando Ave, Winter Park, FL 32789

$3,400,000

13,034 sqft

Two-story building on 0.64 acres in Winter Park, Florida.

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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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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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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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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

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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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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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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Renovated Freestanding Office Building

2200 N Park Ave, Winter Park, FL 32789

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10,000 sqft

Renovated freestanding office building with monument signage and ample parking, including five covered spaces.

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Highly Visible Freestanding Office Building

2691 W Fairbanks Ave, Winter Park, FL 32789

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Freestanding office building with interstate access and strong street presence.

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Renovated Two-Story Office Building

Winter Park, FL 32789

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The vacant building offers private-entry offices, outdoor patios, and individually metered utilities.

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Office Building with Large Garage

4964 N Palm Avenue, Winter Park, FL 32792

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Office property with multiple private rooms, two bathrooms, vehicle storage, and front parking near Aloma Avenue.

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Winter Park Office Building

2443-2445 Lee Road, Winter Park, FL 32789

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Office building for sale located just off Interstate 4 on Lee Road in Winter Park.

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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 17 Active Listings in Winter Park, FL, we suggest to view alternatives - similar 55 Off-Market properties to explore as potential leads.

Off-Market Properties in Winter Park, FL

Consider similar Off-Market properties in Winter Park, FL. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

OFFICE BUILDING (MULTI-STORY)

1007 Lewis Dr, Winter Park, FL 32789-2224

$880,000

Estimated value

3,316 sqft 0.10 AC lot

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OFFICE BUILDING

7235 Gardner St, Winter Park, FL 32792-6617

$330,000

Estimated value

3,245 sqft 1.38 AC lot

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OFFICE BUILDING

609 Fairbanks Ave, Winter Park, FL 32789-4710

Value Estimation by Request

980 sqft 0.45 AC lot

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OFFICE BUILDING (MULTI-STORY)

1550 Lakemont Ave, Winter Park, FL 32792-5407

$2,605,000

Estimated value

8,218 sqft 0.48 AC lot

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OFFICE BUILDING

1330 Palmetto Ave, Winter Park, FL 32789-4916

Value Estimation by Request

5,077 sqft 0.51 AC lot

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PROFESSIONAL BUILDING

3025 Aloma Ave, Winter Park, FL 32792-3702

$850,000

Estimated value

2,622 sqft 0.39 AC lot

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PROFESSIONAL BUILDING

1415 Gene St, Winter Park, FL 32789-4840

$1,150,000

Estimated value

5,192 sqft 0.41 AC lot

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Winter Park, FL Office Buildings Market Trends and Statistics

Explore 72 office buildings for sale in Winter Park, FL, showcased through 17 active listings on our real estate platform. These investment opportunities span a total of 101,156 square feet of properties for sale, with an estimated market value of $11,151,000.

Sale prices for office properties in Winter Park, FL start at $535,000, averaging $1,593,000, and reaching up to $3,400,000 — 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

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	$2.2M

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)

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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