Holiday Harbor

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Holiday Harbor Real Estate for Sale – Sarasota, Florida 34231

Holiday Harbor real estate

South of Southpointe Shores and “West of The Trail” (US-41) you will find the small waterfront community of Harbor Acres. Some of the most affordable waterfront homes can be found here. Though the canals may only be well suited for smaller watercraft, the access to the Intracoastal Waterway is unobstructed. There are a few bayfront residences in Holiday Harbor that are suitable for larger watercraft. Please investigate each waterfront home thoroughly to determine if the home meets your water access requirements.

This community is not deed restricted and many of the homes are older Florida Ranch styles built in the 60’s and early 70’s though there are newer more modern residences in the community and vacant land can still be found in the community. Prices in Holiday Harbor range from $600,000 to more than 3 million.

The greatest thing about Holiday Harbor is its prime Sarasota location and reasonable property prices, lower taxes, and lack of HOA fees. This community is located 10 minutes south of downtown Sarasota and west of the fantastic shopping opportunities in the Westfield Sarasota Square Mall. Residents of Holiday Harbor are also only 5 minutes from the beaches on Siesta Key or playing golf on the links of TPC Prestancia, The Oaks Club, or Stoneybrook on Palmer Ranch.

This is a great community located west of Siesta Key that usually has a great selection of homes for sale. If you are seriously considering the purchase of a waterfront residence in Sarasota and you can not afford the premier locations closer to downtown such as Bird Key and Harbor Acres, Holiday Harbor may be just right for you.


Holiday Harbor Homes for Sale

Below are some of the current real estate listings available for sale in Holiday Harbor.

Please contact me if you would like to schedule a tour of any of the listed properties.

MLS# A4437174 - Status: Active View Property Details Add to Favorites

  • SARASOTA
  • Price: $1,895,000
  • Zip Code: 34231
  • 4317 Square Feet
  • Subdivision: HOLIDAY HARBOR
  • Bedrooms: 4 Baths: 3+
  • For those looking to take advantage of a boater's paradise, this residence is a must see. Built-in 2007 and recently updated, this move-in ready canal-front home is located just west of trail in Holiday Harbor with direct access to the Intracoastal W ... Read More
  • Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4437534 - Status: Active View Property Details Add to Favorites

  • SARASOTA
  • Price: $1,650,000
  • Zip Code: 34231
  • 2895 Square Feet
  • Subdivision: HOLIDAY HARBOR
  • Bedrooms: 4 Baths: 3
  • Holiday Harbor new construction just completed! West Indies Ranch styled home on salt water canal to Sarasota Bay leading to the Gulf of Mexico. Dock your boat in your backyard where there is a dock to accommodate your boat lift, or keep it at the H ... Read More
  • Listing courtesy of: TAMARA M BERRYMAN LLC

MLS# A4441501 - Status: Active View Property Details Add to Favorites View Map

  • 7742 HOLIDAY DR
  • Price: $1,495,000
  • Zip Code: 34231
  • 3071 Square Feet
  • Subdivision: HOLIDAY HARBOR UNIT 1
  • Bedrooms: 3 Baths: 2+
  • Built in 2018, and a winner in the Parade of Homes, this Custom Waterfront Home has countless upgrades! Costal designed 3 Bedroom, 2 1/2 Bath, 2 Car Garage home is steps from Hidden Harbor Marina and centrally located to all Sarasota has to offer. ... Read More
  • Listing courtesy of: KELLER WILLIAMS ON THE WATER

MLS# A4452766 - Status: Active View Property Details Add to Favorites View Map

  • 7784 HOLIDAY DR N
  • Price: $679,000
  • Zip Code: 34231
  • 3573 Square Feet
  • Subdivision: HOLIDAY HARBOR
  • Bedrooms: 4 Baths: 5+
  • Tropical oasis on a ca. 16,000 SqFt lot! Are you searching for a large home with many bedrooms, bathrooms, and a home office? You found it! This beautiful big, updated, west of the Trail home has four bedrooms with four en suite full bathrooms, and ... Read More
  • Listing courtesy of: COLDWELL BANKER RES R E

MLS# A4447794 - Status: Active View Property Details Add to Favorites View Map

  • 7780 HOLIDAY DR N
  • Price: $649,000
  • Zip Code: 34231
  • 3269 Square Feet
  • Subdivision: HOLIDAY HARBOR
  • Bedrooms: 4 Baths: 2+
  • Immaculate home in private Hidden Harbor built in 2012. Everything in this home is new! No outlet , waterfront street with no HOA and no deed restrictions. This 4 bedroom 2.5 bath pool home has upgrades galore. Hard wood flooring and travertine tile ... Read More
  • Listing courtesy of: SARASOTA LAND AND HOMES LLC

MLS# A4459159 - Status: Active View Property Details Add to Favorites View Map

  • 7860 HOLIDAY DR
  • Price: $589,900
  • Zip Code: 34231
  • 2196 Square Feet
  • Subdivision: HOLIDAY HARBOR
  • Bedrooms: 2 Baths: 2+
  • Welcome to this wonderful West of the Trail home, located on an oversized lot in desirable Holiday Harbor. This 2 bedroom (plus den), 2 and one-half baths home has much to offer. Step inside the sun-filled home with a view that extends to the pool an ... Read More
  • Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4453945 - Status: Active View Property Details Add to Favorites View Map

  • 7833 HOLIDAY DR
  • Price: $497,000
  • Zip Code: 34231
  • 2526 Square Feet
  • Subdivision: HOLIDAY HARBOR
  • Bedrooms: 3 Baths: 3
  • Beautifully maintained 3 bed, 3 bath, 2,526s sq.ft. home is just steps from Hidden Harbor Marina and a deep water canal leading to the intercostal waterway. The home features a newer roof in 2015 pool screen 2016, resurfaced pool , and home re-piped ... Read More
  • Listing courtesy of: KELLER WILLIAMS ON THE WATER

MLS# A4454519 - Status: Active View Property Details Add to Favorites View Map

  • 7762 HOLIDAY DR N
  • Price: $489,900
  • Zip Code: 34231
  • 1530 Square Feet
  • Subdivision: HOLIDAY HARBOR
  • Bedrooms: 3 Baths: 2
  • One or more photo(s) has been virtually staged. Location...Location...Location! West of the Trail in South Sarasota is the place to be! Away from all the traffic but close to everything including minutes to the world famous Siesta Key Beaches! 3 Ful ... Read More
  • Listing courtesy of: DEBBIE HERING REALTY & ASSOC.

MLS# N6107040 View Property Details Add to Favorites View Map

  • HOLIDAY DR
  • Price: $449,900
  • Zip Code: 34231
  • 0 Acres
  • No Bridges to Intracoastal - Let Award Winning Legacy Builders Build the Custom Waterfront Home of Your Dreams ... Read More
  • Listing courtesy of: SARASOTA REALTY ASSOC., INC.