Cobblestone Sarasota

Cobblestone is a gated community of single family homes, and townhomes in Sarasota, Florida, with a range of options priced between $544,000 and $1,550,000. The smallest Cobblestone home in the community is a two bedroom two bathroom residence that is 2,102 square feet (1,664SF Under Air living space), and the largest of the Cobblestone homes has two beds and two baths and is a 4,619 square foot (3,195SF 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 Cobblestone are $1,564 and $1,564 for a townhome. This fee includes grounds maintenance, building maintenance, maintaining the community roads, the community pool, security, and a 24-hour guard. Also included is real estate taxes for common areas, property insurance, trash removal, sewer, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Cobblestone home.

Cobblestone amenities include a clubhouse, swimming pool, spa / hot tub, a state-of-the-art fitness center, and sauna. Sports facilities include tennis courts, pickleball courts, and racquetball. There is also a community park, a playground, as well as a dog park.

The Cobblestone HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have. Dogs and cats are allowed.

There are three commercial airports that serve Cobblestone - Sarasota Bradenton International (SRQ), which is ten miles away; Punta Gorda (PGD), which is 38 miles away, and Tampa International (TPA), which is 50 miles away.

Cobblestone real estate activity on the Sarasota MLS during the past year (as of June 2026) reflects ten homes changing hands, with an average asking price of $847,100 and an average selling price of $808,800. This represents a healthy list-to-sell price ratio of 95% and $245 per square foot. During this period, Cobblestone homes for sale have taken an average of 139 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 Cobblestone are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Cobblestone hits the market. You can also always contact your BEX Realty agent, who would happily assist you further with all your Florida real estate needs.

Cobblestone Homes For Sale

SOLD 08/05/22

$1,249,999

$1,340,000

MLS#MFRA4535880

4185 Cascina Way
Sarasota, FL 34238

3

3

2

3,095 SqFt

0.23 Acres

SOLD 04/07/22

$1,200,000

MLS#MFRA4527885

4182 Cascina Way
Sarasota, FL 34238

3

3

2

4,131 SqFt

Pool

0.24 Acres

SOLD 01/05/26

$1,175,000

MLS#MFRA4670345

4186 Cascina Way
Sarasota, FL 34238

3

3

2

4,605 SqFt

Pool

0.22 Acres

SOLD 03/07/24

$849,000

MLS#MFRA4588970

4121 Ilaria Ave
Sarasota, FL 34238

2

2

3

2,798 SqFt

0.19 Acres

SOLD 07/17/23

$998,000

$1,100,000

MLS#MFRT3438776

4105 Ilaria Ave
Sarasota, FL 34238

3

3

2

3,379 SqFt

Water Front

0.23 Acres

SOLD 04/28/26

$650,000

MLS#MFRA4688465

4129 Cascina Way
Sarasota, FL 34238

2

2

3

3,041 SqFt

0.18 Acres

SOLD 07/07/22

$925,000

MLS#MFRA4536300

4129 Cascina Way
Sarasota, FL 34238

2

2

3

1,955 SqFt

0.18 Acres

SOLD 11/08/21

$670,000

MLS#MFRA4514339

4100 Ilaria Ave
Sarasota, FL 34238

2

3

2

2,867 SqFt

0.18 Acres

SOLD 10/24/22

$899,000

MLS#MFRA4547835

4120 Ilaria Ave
Sarasota, FL 34238

2

2

2

2,617 SqFt

Pool

0.18 Acres

SOLD 04/24/26

$825,000

$888,000

MLS#MFRA4683551

4124 Ilaria Ave
Sarasota, FL 34238

3

3

3

3,262 SqFt

Pool

0.17 Acres

SOLD 06/06/25

$925,000

MLS#MFRA4642331

4109 Cascina Way
Sarasota, FL 34238

3

3

2

3,202 SqFt

0.2 Acres

SOLD 05/18/26

$625,000

$675,000

MLS#MFRA4655816

4093 Cascina Way
Sarasota, FL 34238

2

3

2

3,085 SqFt

0.17 Acres

SOLD 06/05/26

$549,000

$725,000

MLS#MFRA4673583

8760 Trattoria Ter
Sarasota, FL 34238

2

2

2

Pool

0.14 Acres

SOLD 05/21/24

$975,000

MLS#MFRA4605491

4073 Cascina Way
Sarasota, FL 34238

2

3

3

3,262 SqFt

Pool

0.2 Acres

SOLD 04/24/23

$849,000

$875,000

MLS#MFRA4555062

8740 Amaretto Ave
Sarasota, FL 34238

2

3

3

3,085 SqFt

Water Front

0.18 Acres

SOLD 04/02/24

$1,100,000

$1,125,000

MLS#MFRA4593761

8733 Amaretto Ave
Sarasota, FL 34238

3

3

2

3,348 SqFt

Pool

0.18 Acres

SOLD 02/25/26

$659,000

$799,900

MLS#MFRA4623568

8744 Bellussi Dr
Sarasota, FL 34238

3

2

2

2,483 SqFt

0.14 Acres

SOLD 05/04/23

$875,000

MLS#MFRA4564450

8729 Amaretto Ave
Sarasota, FL 34238

2

3

2

3,045 SqFt

Water Front

0.17 Acres

SOLD 01/30/25

$980,000

$1,090,000

MLS#MFRA4618925

8728 Amaretto Ave
Sarasota, FL 34238

3

3

3

3,477 SqFt

Pool

0.18 Acres

SOLD 12/09/24

$950,000

MLS#MFRA4629335

4057 Cascina Way
Sarasota, FL 34238

3

3

2

3,472 SqFt

Pool

0.17 Acres

SOLD 09/12/22

$879,000

MLS#MFRA4538311

4053 Cascina Way
Sarasota, FL 34238

3

2

2

2,102 SqFt

0.17 Acres

SOLD 07/10/24

$860,000

$885,000

MLS#MFRA4581025

8724 Amaretto Ave
Sarasota, FL 34238

2

3

3

3,171 SqFt

0.19 Acres

SOLD 02/11/22

$700,000

MLS#MFRA4523217

8737 Bellussi Dr
Sarasota, FL 34238

3

2

2

1,926 SqFt

Water Front

0.16 Acres

SOLD 01/18/23

$629,000

$659,000

MLS#MFRA4551070

8728 Bellussi Dr
Sarasota, FL 34238

2

2

2

2,298 SqFt

0.15 Acres

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

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0 Active Listings in Cobblestone