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Oakland, FL

Oakland, FL Commercial Real Estate for Sale

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Winter Garden, FL Montverde, FL Orlando, FL Clermont, FL Minneola, FL Windermere, FL Ocoee, FL Gotha, FL

Mixed-Use Development Site For Sale

Updated: Nov 19, 2025

Mixed-Use Development Site For Sale

15551 W Colonial Dr, Oakland, FL 34787

$4,900,000

32,000 sqft

Shovel‑ready mixed‑use development site
High‑traffic commercial corridor location connecting Lake and Orange County, Florida
Boasts over 32,000 SF of commercial space
Includes 72 apartment units
Connects to The Grove neighborhood via pedestrian and golf cart path

This listing looks promising.

Here's a quick look at some key insights for

15551 W Colonial Dr, Oakland, FL 34787

View Property Analytics

Est. Cap Rate

8.6%
Above avg (5.9%)
Est. NOI

$422K
Annual
Price @ 7% Cap

$6.03M
Above asking
Property Type

Single Family Residence
Built 1940

View Property Analytics

Prime Land on West Colonial

Updated: Nov 21, 2025

Prime Land on West Colonial

17108 West Colonial Drive, Oakland, FL 34787

$1,150,000

2 sqft

High traffic counts (56,500 AADT)
Boasts 885± feet of frontage on West Colonial Drive (SR 50)
Less than 1/4 mile from the Florida Turnpike
1± mile east of the new Clermont Costco location on SR 50
Excellent investment opportunity in a high growth area

Oakland Office Condo For Sale

Oakland Office Condo For Sale

301 S TUBB STREET G1 & G2, Oakland, FL 34760

$999,000

2,670 sqft

Office condo in the heart of Oakland, Winter Garden area.

Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 3 Active listings in Oakland, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 69 Off-Market properties to explore as potential leads

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Winter Garden NNN Investment Opportunity

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.

4.41 Acre Commercial Development Lot

4.41 Acre Commercial Development Lot

16250 W Colonial Drive, Winter Garden, FL 34787

$3,500,000

4.41 AC lot

Commercial development lot on SR50 near Florida Turnpike.

Commercial Land Package Deal

Commercial Land Package Deal

15602 E Colonial Dr, Orlando, FL 32820

Contact for pricing

Two adjacent land parcels are available as a package deal with frontage on Colonial Drive.

Horizon West Land Near Disney

Horizon West Land Near Disney

Avalon Rd & Grove Blossom Way, Winter Garden, FL

$14,000,000

21.30 AC lot

Land for short term rentals/hotel/condo units and commercial space.

Off-Market Properties in Oakland, FL

Consider similar Off-Market properties in Oakland, 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.

301 Tubb St Ste D1

CONDOMINIUM OFFICES

301 Tubb St Ste D1, Oakland, FL 34760-8859

Value Estimation by Request

1,448 sqft 0.56 AC lot

921 Oakland Ave

WAREHOUSE, STORAGE

921 Oakland Ave, Oakland, FL 34760-8855

$5,480,000

Estimated value

28,622 sqft 3.95 AC lot

931 Oakland Ave

STORE/OFFICE (MIXED USE)

931 Oakland Ave, Oakland, FL 34787-1801

$730,000

Estimated value

1,526 sqft 2.96 AC lot

400 Countyline Ct, Unit 2

WAREHOUSE, STORAGE

400 Countyline Ct, Oakland, FL 34787-9166

Unit 2

Value Estimation by Request

780 sqft 0.02 AC lot

Southern Railway

VACANT COMMERCIAL LAND

Southern Railway, Oakland, FL 34787

$1,585,000

Estimated value

2.24 AC lot

Southern Railway

VACANT COMMERCIAL LAND

Southern Railway, Oakland, FL 34787

$1,585,000

Estimated value

2.25 AC lot

301 Tubb St Ste G1

CONDOMINIUM OFFICES

301 Tubb St Ste G1, Oakland, FL 34760-8859

Value Estimation by Request

1,335 sqft 0.56 AC lot

301 Tubb St Ste G2

CONDOMINIUM OFFICES

301 Tubb St Ste G2, Oakland, FL 34760-8859

Value Estimation by Request

1,335 sqft 0.56 AC lot

15900 Colonial Dr

VACANT COMMERCIAL LAND

15900 Colonial Dr, Oakland, FL 34787-9706

$3,900,000

Estimated value

32.83 AC lot

VACANT COMMERCIAL LAND

2 Oakland Ave, Oakland, FL 34760-8839

$1,200,000

Estimated value

0.40 AC lot

VACANT COMMERCIAL LAND

100 Hull Ave, Oakland, FL 34760

Value Estimation by Request

2.18 AC lot

VACANT COMMERCIAL LAND

283 4th St, Oakland, FL 34787-3611

$3,795,000

Estimated value

7.84 AC lot

16100 Colonial Dr

VACANT COMMERCIAL LAND

16100 Colonial Dr, Oakland, FL 34787

$3,895,000

Estimated value

9.80 AC lot

17100 Colonial Dr

CONVENIENCE STORE

17100 Colonial Dr, Oakland, FL 34787-9798

$2,260,000

Estimated value

7,154 sqft 1.41 AC lot

15710 Colonial Dr

VACANT COMMERCIAL LAND

15710 Colonial Dr, Oakland, FL 34787-9727

$1,265,000

Estimated value

1.64 AC lot

400 Countyline Ct, Unit 4

WAREHOUSE, STORAGE

400 Countyline Ct, Oakland, FL 34787-9166

Unit 4

Value Estimation by Request

780 sqft 0.02 AC lot

400 Countyline Ct, Unit 3

WAREHOUSE, STORAGE

400 Countyline Ct, Oakland, FL 34787-9166

Unit 3

Value Estimation by Request

780 sqft 0.02 AC lot

16123 Colonial Dr

RETAIL STORES (PERSONAL SERVICES)

16123 Colonial Dr, Oakland, FL 34787-9471

$3,540,000

Estimated value

9,712 sqft 2.71 AC lot

16405 Colonial Dr

WAREHOUSE, STORAGE

16405 Colonial Dr, Oakland, FL 34787-9711

Value Estimation by Request

56,747 sqft 3.59 AC lot

15949 Colonial Dr

RETAIL STORES (PERSONAL SERVICES)

15949 Colonial Dr, Oakland, FL 34787-9273

$9,460,000

Estimated value

19,000 sqft 3.09 AC lot

301 Tubb St Ste D2

CONDOMINIUM OFFICES

301 Tubb St Ste D2, Oakland, FL 34760-8859

$805,000

Estimated value

3,402 sqft 0.56 AC lot

Oakland, FL Commercial Real Estate Market Trends and Statistics

Explore 72 commercial real estate for sale in Oakland, FL, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 34,672 square feet of properties for sale, with an estimated market value of $7,049,000.

Sale prices for business properties in Oakland, FL start at $999,000, averaging $2,349,666, and reaching up to $4,900,000 — 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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Demographics Overview

Population 94K

Population Growth (5Y) +43.8%

Median Household Income $115,163

College Educated 30.9%

High-Yield Neighborhoods for Investment

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

Neighborhood	Average Price
Oakland	$999K
Winter Garden	$2.5M

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 Oakland fall within the 50,000 to 100,000 square foot range.

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