Harbor Acres

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Overview

Welcome to Harbor Acres, one of the most exclusive neighborhoods in Sarasota. Charming streets are lined with statuesque oaks and mature landscaping. Gorgeous estates and mansions are quickly replacing older and outdated ranch-style homes. Architectural styles include a blend of contemporary, Mediterranean, and “Old Florida” style architecture. There are a total of 166 properties on generous sized lots with floor plans ranging from around 1,500 to over 10,000 square feet. Many of the houses are on the Bay or inlet. Boat lovers enjoy deep sailboat waterways with no bridges to the bay. Prices range from the $900,000's to over $15 million.

Below are all of the homes for sale in the Harbor Acres neighborhood of Sarasota Florida. All real estate listings are updated daily from the Multiple Listing Service (MLS). To learn more about any of these properties or receive email updates when new listings hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!

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MLS® Listing Statistics

Total Listings: 8
Average Price: $5,503,738
Highest Price: $10,995,000
Lowest Price: $1,870,000
Average Size: 4,442 ft²
Average Price Per Square Foot: $1,185 per ft²

Explore Other West of the Trail Communities

8 Homes for Sale in Harbor Acres

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Image 0: A4680096

1340 Harbor Drive, SARASOTA, FL - $10,995,000

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 5,157 SQFT
  • 226 DOM
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Under Construction. Best Price Under Construction Opportunity In Harbor Acres, A One-third-acre Waterfront Property On The Widest Part Of The Neighborhood's Deep-water Harbor On Sarasota Bay. The Views Are Great And The Home Is Located On A Protec...

Image 1: A4703040

1444 Harbor Drive, SARASOTA, FL - $6,999,900

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,001 SQFT
  • 25 DOM
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Welcome To This Exceptional Waterfront Home In The Highly Sought-after Harbor Acres Neighborhood. With More Than 5,000 Square Feet Of Living Space, This Five-bedroom, Five-full-and-two-half-bath Residence Combines Classic Spanish/mediterranean Sty...

1395 Harbor Drive, SARASOTA, FL - $5,750,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,940 SQFT
  • 99 DOM
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Under Construction. Situated On A Prized 1/3-acre Homesite In The Prestigious Harbor Acres Community, This Extraordinary Custom Residence By The Award-winning Team At Allegra Homes Masterfully Blends Timeless Coastal Elegance With Modern Luxury. T...

1387 Harbor Drive, SARASOTA, FL - $5,590,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,013 SQFT
  • 84 DOM
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Pre-construction. To Be Built. Welcome To Effortless Coastal Luxury In The Coveted Harbor Acres Neighborhood, Where Timeless Glamour Meets Breezy, Tropical Elegance. The Royal Palm Is Heritage Builder’s Latest Creation. The Palm Beach–style Reside...

1740 S Orange Avenue, SARASOTA, FL - $5,500,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,583 SQFT
  • 20 DOM
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Pre-construction. To Be Built. Under Construction — Hemingway Luxury Model By Courtyard Modern Homes- Or Build To Suit Starting At $4,500,000.00 -- A Striking New Expression Of Modern Luxury Is Taking Shape In Harbor Acres. Courtyard Modern Homes ...

1509 Flower Drive, SARASOTA, FL - $5,375,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,989 SQFT
  • 248 DOM
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Under Construction. Allegra Homes Presents The Custom-built Southside Iv In Harbor Acres—one Of Sarasota’s Signature Bayfront Enclaves. Designed For Elevated Everyday Living, This 5br/4.5ba Residence Balances Drama And Comfort With A Soaring Great...

1538 S Orange Avenue, SARASOTA, FL - $1,950,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,550 SQFT
  • 297 DOM
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This Revitalized 2,550 Sq' (+/-) Single Level Home Is In Coveted Harbor Acres And Within Walking Distance To The Quaint Southside Village, Sarasota Bay And The Energizing Downtown Area. Bistros, Gourmet Markets, Art Galleries And All Things Exciti...

Image 7: A4656365

1541 Flower Drive, SARASOTA, FL - $1,870,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,302 SQFT
  • 443 DOM
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This Unique Home Is In The Desirable Neighborhood Of Harbor Acres. World Renowned Selby Botanical Gardens Is Less Than A Mile From Your New Home. This Mid-century Jewel Was Built In 1956 And Was Originally A 2/2. The Original Bathrooms Are Still I...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on September 14th, 2026 at 4:52am EDT.

Harbor Acres Description (continued)

Neighborhood Information

Residents enjoy the "West of the Trail" location with proximity to the Hospital and downtown. The neighborhood is well known for the ideal location, sophisticated neighbors and alluring properties. Many leading doctors, attorneys and business owners live here.

Neighborhood Summary

Location/Area:
West of the Trail
Zip Code:
34239
Years Built:
1946 to 2011
Number of homes:
166
Size:
1500 to 10,372 square feet
Price Range:
mid $700,000s to $10 million

Homeowners Association Information

  • HOA Fees: $150/year Optional
  • Fee includes: Common area maintenance

Nearby Schools

  • Southside Elementary
  • Brookside Middle
  • Sarasota High

Map of Harbor Acres

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