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 Gorgeous estates and mansions are quickly replacing older and outdated ranch-style homes.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: 10
Average Price: $5,298,500
Highest Price: $18,645,000
Lowest Price: $1,695,000
Average Size: 4,940 ft²
Average Price Per Square Foot: $1,064 per ft²

Explore Other West of the Trail Communities

10 Homes for Sale in Harbor Acres

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Image 0: A4653958

1423 & 1435 Hillview Drive, SARASOTA, FL - $18,645,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 11.6k SQFT
  • 154 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
  • 14 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...

Image 2: A4647101

1540 Hillview Drive, SARASOTA, FL - $8,850,000

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 7,074 SQFT
  • 214 DOM
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Nestled In The Prestigious Harbor Acres, This Exceptional 4-bedroom Waterfront Estate Embodies The Pinnacle Of Luxury Living. Boasting 100 Feet Of Prime Bay Frontage With A Private Dock, This Masterpiece Offers Breathtaking, Unobstructed Views And...

Image 3: A4653737

1607 Flower Drive, SARASOTA, FL - $4,750,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,769 SQFT
  • 150 DOM
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One Or More Photo(s) Has Been Virtually Staged. 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 The Trail In Sar...

1541 Flower Drive, SARASOTA, FL - $2,500,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,302 SQFT
  • 134 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...

1397 Harbor Drive, SARASOTA, FL - $2,100,000

Land, Land
  • 320 DOM
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Located In The Coveted Harbor Acres, One Of Sarasota’s Most Exclusive And Established Neighborhoods, This Oversized Lot (16,828 Square Feet) Offers Endless Possibilities. Whether You Are Looking To Build Your Dream Home Or Restore The Charming Ran...

1397 Harbor Drive, SARASOTA, FL - $2,100,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,719 SQFT
  • 320 DOM
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Located In The Coveted Harbor Acres, One Of Sarasota’s Most Exclusive And Established Neighborhoods, This Oversized Lot (16,828 Square Feet) Offers Endless Possibilities. Whether You’re Looking To Build Your Dream Home Or Restore The Charming Ranc...

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

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,376 SQFT
  • 418 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...

1387 Harbor Drive, SARASOTA, FL - $1,695,000

Land, Land
  • 149 DOM
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Yes! Priced To Move! Golden Investment Opportunity To Buy A Tear Down House In One Of The Most Sought After Sarasota Neighborhoods! This Lovely Prime "harbor Acres" Gem Located West Of The Trail Features: Fantastic Location With Elevated Views Of ...

1387 Harbor Drive, SARASOTA, FL - $1,695,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,238 SQFT
  • 149 DOM
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Yes! Priced To Move! Golden Investment Opportunity To Buy A Tear Down House In One Of The Most Sought After Sarasota Neighborhoods! This Lovely Prime "harbor Acres" Gem Located West Of The Trail Features: Fantastic Location With Elevated Views Of ...

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 November 6th, 2025 at 11:54pm 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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