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You are here: Home / Harbor Acres Sarasota Waterfront Homes for Sale

Harbor Acres Sarasota Waterfront Homes for Sale

In Southwest Florida, true waterfront property has historically remained one of the most resilient segments of the real estate market. Few neighborhoods reflect that strength better than Harbor Acres in Sarasota. This prestigious bayfront community has long been recognized for its prime location, deepwater access, and exceptional long-term value.

The roots of Harbor Acres date back to the 1920s, when Sarasota was emerging as a winter retreat destination. Originally envisioned as a seasonal waterfront enclave, the neighborhood gradually evolved into one of Florida’s most exclusive residential addresses. Today, Harbor Acres spans two peninsulas overlooking Sarasota Bay, offering expansive water views and some of the area’s most impressive private estates.

Architecture throughout Harbor Acres is diverse yet consistently elegant. It is not uncommon to see Mediterranean estates with private docks neighboring Key West–inspired residences or Spanish Colonial masterpieces. Many homes are custom-designed by award-winning builders and architects, emphasizing outdoor living, luxury finishes, and maximum curb appeal.

Harbor Acres appeals to buyers seeking premier waterfront living with direct boating access. Properties may include private docks, fishing piers, resort-style pools, summer kitchens, and expansive terraces overlooking the bay. Because homeowners tend to hold their properties for many years, inventory is often limited and demand remains consistently high.

Location is another defining advantage. Harbor Acres sits just minutes from Sarasota Memorial Hospital, upscale shopping, and the cultural attractions of Downtown Sarasota. St. Armands Circle and the beaches of Siesta Key are typically less than a 10-minute drive away.

Homes for Sale at Harbor Acres in Sarasota

1240 HILLVIEW DRIVE SARASOTA FL 34239
New Listing - 4 weeks on site
1 / 60
$16,950,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
4,852
SQFT
1240 HILLVIEW DRIVE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1423 HILLVIEW DRIVE SARASOTA FL 34239
1 / 76
$13,900,000
Single Family Residence For Sale
Active
6
BEDS
9
TOTAL BATHS
11,588
SQFT
1423 HILLVIEW DRIVE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1435 HILLVIEW DRIVE SARASOTA FL 34239
1 / 14
$4,900,000
Land For Sale
Active
0.84
ACRES
SARASOTA
COUNTY
1435 HILLVIEW DRIVE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1394 HARBOR DRIVE SARASOTA FL 34239
Price Change - 2 weeks ago
1 / 73
$7,750,000
Single Family Residence For Sale
Active
4
BEDS
6
TOTAL BATHS
5,913
SQFT
1394 HARBOR DRIVE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1444 HARBOR DRIVE SARASOTA FL 34239
Price Change - 3 weeks ago
1 / 62
$6,999,950
Single Family Residence For Sale
Active
5
BEDS
7
TOTAL BATHS
5,001
SQFT
1444 HARBOR DRIVE
SARASOTA, FL 34239
HARBOR ACRES SEC 2 Subdivision
1340 HARBOR DRIVE SARASOTA FL 34239
1 / 1
$10,995,000
Single Family Residence For Sale
Active
4
BEDS
7
TOTAL BATHS
5,157
SQFT
1340 HARBOR DRIVE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1204 HILLVIEW DRIVE SARASOTA FL 34239
Price Change - 3 weeks ago
1 / 94
$18,900,000
Single Family Residence For Sale
Active
6
BEDS
9
TOTAL BATHS
7,687
SQFT
1204 HILLVIEW DRIVE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1347 HARBOR DRIVE SARASOTA FL 34239
Price Change - 3 weeks ago
1 / 90
$4,300,000
Single Family Residence For Sale
Active
5
BEDS
4
TOTAL BATHS
4,069
SQFT
1347 HARBOR DRIVE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1509 FLOWER DRIVE SARASOTA FL 34239
1 / 19
$5,375,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
4,989
SQFT
1509 FLOWER DRIVE
SARASOTA, FL 34239
HARBOR ACRES SEC 2 Subdivision
1516 S ORANGE AVENUE SARASOTA FL 34239
Open House Sun, May 3, 1 AM
1 / 97
$4,695,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,224
SQFT
1516 S ORANGE AVENUE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1365 HARBOR DRIVE SARASOTA FL 34239
Price Change - 3 weeks ago
1 / 78
$5,495,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
4,978
SQFT
1365 HARBOR DRIVE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1538 S ORANGE AVENUE SARASOTA FL 34239
Open House Sun, May 3, 1 AM
1 / 54
$1,950,000
Single Family Residence For Sale
Active
3
BEDS
4
TOTAL BATHS
2,550
SQFT
1538 S ORANGE AVENUE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1541 FLOWER DRIVE SARASOTA FL 34239
Price Change - 6 days ago
1 / 58
$1,870,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,302
SQFT
1541 FLOWER DRIVE
SARASOTA, FL 34239
HARBOR ACRES Subdivision
1607 FLOWER DRIVE SARASOTA FL 34239
1 / 69
$4,490,000
Single Family Residence For Sale
Active
5
BEDS
7
TOTAL BATHS
4,769
SQFT
1607 FLOWER DRIVE
SARASOTA, FL 34239
HARBOR ACRES SEC 2 Subdivision
1423 & 1435 HILLVIEW DRIVE SARASOTA FL 34239
1 / 86
$17,350,000
Single Family Residence For Sale
Active
6
BEDS
9
TOTAL BATHS
11,588
SQFT
1423 & 1435 HILLVIEW DRIVE
SARASOTA, FL 34239
HARBOR ACRES Subdivision

Frequently Asked Questions About Harbor Acres Sarasota

Where is Harbor Acres located?

Harbor Acres is located just south of Downtown Sarasota, positioned on two peninsulas overlooking Sarasota Bay.

Is Harbor Acres a waterfront community?

Yes. Many homes in Harbor Acres are bayfront or canal-front properties with private docks and direct boating access.

What types of homes are found in Harbor Acres?

The neighborhood features custom luxury estates in Mediterranean, Key West, and Spanish Colonial architectural styles, along with other high-end contemporary designs.

Is Harbor Acres close to Downtown Sarasota?

Yes. Downtown Sarasota’s arts, dining, and shopping district is only about a dozen blocks away.

How far is Harbor Acres from the beach?

St. Armands Circle and Siesta Key beaches are typically less than a 10-minute drive from the neighborhood.

Why is Harbor Acres considered prestigious?

Harbor Acres is known for its prime bayfront location, deepwater access, luxury custom estates, and proximity to Sarasota’s cultural and waterfront amenities.

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Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
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Open house activity remains a strong indicator of buyer engagement.,#OpenHouses,

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