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 Gorgeous estates and mansions are quickly replacing older and outdated ranch-style homes.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: 17
Average Price: $7,547,056
Highest Price: $18,900,000
Lowest Price: $1,500,000
Average Size: 5,589 ft²
Average Price Per Square Foot: $1,363 per ft²

Explore Other West of the Trail Communities

17 Homes for Sale in Harbor Acres

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Image 0: A4677344

1204 Hillview Drive, SARASOTA, FL - $18,900,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 7,687 SQFT
  • 103 DOM
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Set Within The Prestigious Harbor Acres Neighborhood—one Of Sarasota’s Most Sought-after Waterfront Enclaves, This Stunningly Renovated Gated Estate Occupies An Exceptional Lot On The Hillview Point With 171 Feet Of Sarasota Bay Frontage And Sweep...

Image 1: A4653958

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

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 11.6k SQFT
  • 341 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 2: A4688990

1240 Hillview Drive, SARASOTA, FL - $16,950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,852 SQFT
  • 33 DOM
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Introducing “gatsby Manor,” Set Along Hillview Drive, One Of Sarasota’s Most Coveted Bayfront Addresses, Often Compared To Port Royal For Its Exclusivity And Waterfront Lifestyle, This Rare Harbor Acres Estate Property Spans Nearly Three-quarters ...

Image 3: A4686188

1423 Hillview Drive, SARASOTA, FL - $13,900,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 11.6k SQFT
  • 52 DOM
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Welcome To A Home That Lives Like A Resort In Sarasota’s Premier Neighborhood, Harbor Acres. With 134 Feet Of Water, This Nearly 12,000-square-foot Estate Is Crafted For Laid-back Luxury And Everyday Ease, Designed For Entertaining Against Breath...

Image 4: A4680096

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

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 5,157 SQFT
  • 103 DOM
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Under Construction. Superb New 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 Protected, S...

Image 5: A4682309

1394 Harbor Drive, SARASOTA, FL - $7,750,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,913 SQFT
  • 73 DOM
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Presenting A Distinguished Waterfront Estate Located In Sarasota’s Premier Bayfront Community, Harbor Acres, Widely Regarded As The City’s Most Coveted Neighborhood. Perfectly Situated On A Protected Deep-water Boat Basin, This Property Offers Imm...

Image 6: O6375298

1444 Harbor Drive, SARASOTA, FL - $6,999,950

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,001 SQFT
  • 87 DOM
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Location, Location, Location. Welcome To An Exceptional Waterfront Residence In The Heart Of Harbor Acres, Where Refined Design Meets The Ultimate Florida Lifestyle. This Expansive 5,000+ Square Foot Estate Offers Breathtaking Sunset Views Over A ...

Image 7: A4672827

1365 Harbor Drive, SARASOTA, FL - $5,495,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,978 SQFT
  • 150 DOM
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A Striking Triumph Of Modern Architecture And Engineering, This Three-story Contemporary Estate In Harbor Acres—sarasota’s Most Coveted Neighborhood—stands As A Bold Statement Of Design, Innovation, And Uncompromising Luxury. Designed By Renowned ...

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

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,989 SQFT
  • 125 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 9: A4686191

1435 Hillview Drive, SARASOTA, FL - $4,900,000

Land, Land
  • 53 DOM
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An Exceptionally Rare Opportunity To Secure A Prime Waterfront Homesite In Sarasota’s Most Coveted Neighborhood, Harbor Acres. Spanning Approximately 35,000 Square Feet With 115 Feet Of Waterfront, This Expansive Parcel Offers The Ideal Canvas To ...

Image 10: A4676686

1516 S Orange Avenue, SARASOTA, FL - $4,575,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,224 SQFT
  • 133 DOM
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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. Feast Your Eyes On Th...

Image 11: A4653737

1607 Flower Drive, SARASOTA, FL - $4,290,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,769 SQFT
  • 336 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...

Image 12: A4679697

1347 Harbor Drive, SARASOTA, FL - $4,000,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,069 SQFT
  • 104 DOM
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Exceptional Harbor Acres Modern Residence Offering 5 Bedrooms, Including A Sunroom Converted By The Owners Into A True 5th Bedroom (closet And A/c). Warm Contemporary Design With Seamless Indoor-outdoor Living. Located In Harbor Acres, One Of Sar...

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

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,550 SQFT
  • 174 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 14: A4656365

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,302 SQFT
  • 320 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...

Image 15: A4679755

1740 S Orange Avenue, SARASOTA, FL - $1,500,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,168 SQFT
  • 104 DOM
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One Or More Photo(s) Has Been Virtually Staged. Discover The Ultimate Sarasota Lifestyle In This Charming Home Situated In One Of The City's Most Coveted Neighborhoods. This Property Offers The Rare Luxury Of True Walkability; Stroll To Southside ...

Image 16: A4687499

1740 S Orange Avenue, SARASOTA, FL - $1,500,000

Land, Land
  • 45 DOM
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Prime Property In A Premier Sarasota Location, Just Minutes From Downtown Sarasota And Within Easy Walking Distance To The Vibrant Southside Village. This Central, Walkable Parcel Offers An Ideal Canvas For A Custom Home With Open-plan Living, Lus...

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 May 16th, 2026 at 3:08pm 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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