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 Gorgeous estates and mansions are quickly replacing older and outdated ranch-style homes.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: 11
Average Price: $5,695,136
Highest Price: $17,350,000
Lowest Price: $1,750,000
Average Size: 4,776 ft²
Average Price Per Square Foot: $1,090 per ft²

Explore Other West of the Trail Communities

11 Homes for Sale in Harbor Acres

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Image 0: A4653958

1423 & 1435 Hillview Drive, SARASOTA, FL - $17,350,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 11.6k SQFT
  • 224 DOM
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Welcome To A Home That Lives Like A Resort, Set On Two Lots Consisting Of 1.8 Lush, Waterfront Acres In Sarasota’s Premier Neighborhood, Harbor Acres. Crafted For Laid-back Luxury And Everyday Ease, This Nearly 12,000-square-foot Estate Offers 249...

Image 1: A4669396

1808 Flower Drive, SARASOTA, FL - $8,900,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,450 SQFT
  • 84 DOM
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Welcome To 1808 Flower Drive, A Resort-style Masterpiece Located In The Highly Coveted Harbor Acres Neighborhood — One Of Sarasota’s Most Prestigious Addresses. This 4-bedroom, 6-bathroom Home Spans 5,450 Square Feet Of Meticulously Designed Livin...

1365 Harbor Drive, SARASOTA, FL - $6,375,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,978 SQFT
  • 34 DOM
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Located Within Highly Desirable Harbor Acres—sarasota’s Premier Neighborhood—this Masterful Three-story Contemporary Residence, Designed By Renowned Architect Mark Sultana Of Dsdg Associates, Stands As A Testament To Uncompromising Vision And Peer...

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

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,989 SQFT
  • 8 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...

Image 4: A4676231

1349 Harbor Drive, SARASOTA, FL - $4,850,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,337 SQFT
  • 1 DOM
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Located In Harbor Acres, One Of Sarasota’s Most Coveted Neighborhoods, This Coastal Traditional Residence Enjoys An Exceptional In-town Setting Just Minutes From Downtown And Southside Village, Home To 14+ Restaurants, Morton’s Gourmet Market, And...

Image 5: A4672376

1519 Harbor Drive, SARASOTA, FL - $4,750,750

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,970 SQFT
  • 56 DOM
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Under Construction. Harbor Acres, Sarasota's Ultimate Neighborhood In Downtown Living. The Highly-acclaimed Team Of Professionals At Allegra Homes Has Yet Again Created A Vision Of Luxury, Elegance And Simplistic Functionality. A Dynamic 3,970 Sq...

1516 S Orange Avenue, SARASOTA, FL - $4,750,750

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,224 SQFT
  • 12 DOM
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Under Construction. The Highly-acclaimed Team Of Professionals At Allegra Homes Has Yet Again Created A Vision Of Luxury, Elegance And Simplistic Functionality. A Dynamic 4,224 Sq. Ft. Open Layout Is Rich In Gorgeous Details Everywhere You Turn. F...

Image 7: A4653737

1607 Flower Drive, SARASOTA, FL - $4,695,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,769 SQFT
  • 219 DOM
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One Or More Photo(s) Has Been Virtually Staged. Reduced $300k! Lowest Priced New Construction West Of Trail Hospital/southside Village Area! Truly A Coastal Classic Modern Masterpiece Located In One Of The Most Sought After Neighborhoods West Of T...

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

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,550 SQFT
  • 58 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 9: A4656365

1541 Flower Drive, SARASOTA, FL - $1,900,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,302 SQFT
  • 203 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...

1389 Harbor Drive, SARASOTA, FL - $1,750,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,376 SQFT
  • 488 DOM
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Build Your Dream Home In Harbor Acres! Welcome To Harbor Acres Sarasota's Most Coveted Neighborhood! This Beautiful Neighborhood Is Nestled Close To St. Armand's Circle, Southside Village, And The Vibrant Pulse Of Downtown Sarasota. Here, Coas...

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 January 15th, 2026 at 5:39pm EST.

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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