Oakleaf

Oakleaf is a community of single family homes in Sarasota, Florida, with a range of options priced between $414,900 and $880,000. The smallest Oakleaf home in the community is a three bedroom two bathroom residence that is 2,737 square feet (2,040SF Under Air living space), and the largest of the Oakleaf homes has four beds and three baths and is a 4,202 square foot (2,734SF Under Air) residence.

Property management fees in Manatee County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Oakleaf range from $630 to $770. This fee includes real estate taxes for common areas, and property insurance. Please check the individual listing pages for the exact homeowners association fees for a particular Oakleaf home.

Sports facilities include basketball court. There is also a community park, as well as a playground.

The Oakleaf HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are three commercial airports that serve Oakleaf - Sarasota Bradenton International (SRQ), which is nine miles away; Punta Gorda (PGD), which is 39 miles away, and Tampa International (TPA), which is 48 miles away.

Oakleaf real estate activity on the Sarasota MLS during the past year (as of October 2025) reflects four homes changing hands, with an average asking price of $723,750 and an average selling price of $693,375. This represents a healthy list-to-sell price ratio of 96% and $195 per square foot. During this period, Oakleaf homes for sale have taken an average of just 26 days to sell.

In addition, there are numerous other communities in Sarasota to choose from, or you may browse all available Sarasota Real Estate, including some new construction opportunities. Homes for sale in Oakleaf are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Oakleaf hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Florida real estate needs.

Oakleaf Homes For Sale

SOLD 12/14/21

$675,000

MLS#MFRA4515810

4928 Old Oakleaf Dr
Sarasota, FL 34233

4

3

3

3,824 SqFt

Pool

0.23 Acres

SOLD 06/03/25

$745,000

MLS#MFRA4644956

4912 Old Oakleaf Dr
Sarasota, FL 34233

3

2

3

4,202 SqFt

0.24 Acres

SOLD 10/29/21

$510,000

$522,000

MLS#MFRA4512624

4721 Old Stone Rd
Sarasota, FL 34233

4

2

2

2,737 SqFt

0.23 Acres

SOLD 04/25/24

$699,000

$799,000

MLS#MFRA4594259

4923 Old Oakleaf Dr
Sarasota, FL 34233

3

3

2

3,201 SqFt

Pool

0.23 Acres

SOLD 09/06/22

$828,000

$885,000

MLS#MFRA4537001

4915 Old Oakleaf Dr
Sarasota, FL 34233

3

3

3

3,402 SqFt

Pool

0.23 Acres

SOLD 04/11/25

$750,000

MLS#MFRA4646263

4915 Old Oakleaf Dr
Sarasota, FL 34233

3

3

3

3,402 SqFt

Pool

Water Front

0.23 Acres

SOLD 07/07/25

$675,000

$699,900

MLS#MFRA4650893

4730 Old Farm Rd
Sarasota, FL 34233

4

3

3

3,200 SqFt

Pool

0.23 Acres

SOLD 06/07/22

$880,000

MLS#MFRN6121036

4910 Old Creek Dr
Sarasota, FL 34233

3

3

2

2,555 SqFt

Pool

0.23 Acres

SOLD 06/21/22

$799,000

MLS#MFRA4532331

4753 Old Stone Rd
Sarasota, FL 34233

3

2

3

3,082 SqFt

Pool

0.23 Acres

SOLD 12/07/23

$724,000

$849,900

MLS#MFRA4580118

4925 Old Creek Dr
Sarasota, FL 34233

3

3

2

3,684 SqFt

Pool

0.23 Acres

SOLD 01/14/22

$599,900

MLS#MFRA4519227

4929 Old Creek Dr
Sarasota, FL 34233

4

3

3

3,545 SqFt

0.26 Acres

SOLD 09/12/13

$449,000

$499,000

MLS#MFRA3975905

4910 Old Tree Pl
Sarasota, FL 34233

4

3

2

4,025 SqFt

Pool

0.23 Acres

SOLD 05/24/18

$414,900

$439,999

MLS#MFRA4207788

4766 Old Farm Rd
Sarasota, FL 34233

4

2

2

2,744 SqFt

Pool

0.23 Acres

SOLD 12/21/17

$450,000

MLS#MFRA4198261

4901 Old Tree Pl
Sarasota, FL 34233

4

3

2

3,034 SqFt

Pool

0.23 Acres

SOLD 08/01/25

$725,000

$750,000

MLS#MFRA4646300

4915 Old Tree Pl
Sarasota, FL 34233

4

3

3

3,387 SqFt

Pool

0.24 Acres

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We do not have any properties available for sale in Oakleaf.

0 Active Listings in Oakleaf