Historical Homes for Sale in Sarasota

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Image 0: N6136763

321 Pedro Street, VENICE, FL - $1,250,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,048 SQFT
  • 142 DOM
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One Of Venice Island's Most Charming Homes On One Of Its Nicest Blocks. This 1926 Mediterranean Gem Was Tastefully Updated, Is Just Two Blocks To Venice Avenue Shops And Restaurants And Six Blocks To The Beach. The Main House Boasts A Split Bedroo...

Image 1: A4656368

1732 6th Street, SARASOTA, FL - $1,175,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 1,845 SQFT
  • 1 DOM
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Welcome To Your Timeless Sarasota Retreat. Discover A Blend Of Old Florida Charm And Modern Living In This Meticulously Renovated 1932 Gillespie Park Bungalow, Ideally In The Heart Of Downtown Sarasota. Surrounded By Canopy Oaks And Rich With Char...

1934 Bougainvillea Street, SARASOTA, FL - $1,150,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,742 SQFT
  • 29 DOM
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Rare West Of Trail Home, Set In Sarasota’s Highly Sought After Poinsettia Park Neighborhood, Just Minutes From Sarasota Memorial Hospital, Southside Village And Siesta Key, Is A Beautifully Redesigned, 100% Move-in Ready 3br/2ba Home (with The 3rd...

4122 North Lockwood Ridge Road, SARASOTA, FL - $1,100,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 2,524 SQFT
  • 154 DOM
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Unique Opportunity - The Entire Property Consists Of Two Separate Single Family Homes That Have The Potential To Have A Combined Gross Rent Of Up To $4,000 A Month. The Homes Are Sold "as Is" Yet Livable And Rentable. The Property Consists Of 2.1...

Image 4: A4648752

652 Ohio Place, SARASOTA, FL - $1,100,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,072 SQFT
  • 58 DOM
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Welcome To This Beautifully Updated 2/2 Bungalow With A Separate 1/1 Private Guest Casita, Located In The Heart Of Historic Laurel Park In Downtown Sarasota. Perfect For Your Private Residence, Seasonal Home And/or Income Investment Property. This...

1871 Prospect Street, SARASOTA, FL - $1,100,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,953 SQFT
  • 10 DOM
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Step Into Timeless Charm With This Beautifully Updated 1924 Cottage, Perfectly Situated In Sarasota’s Coveted West Of Trail Neighborhood. Combining Historic Character With Modern Comforts, The Main Residence Offers Approximately 1,460 Square Feet ...

Image 6: A4654521

1919 Laurel Street, SARASOTA, FL - $1,095,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,713 SQFT
  • 7 DOM
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This 2 Bedroom 2 Bath Bungalow Located In Historic Laurel Park Is An Absolute Must See. If You Want To Live In A Place That Exudes Charm But Has The Conveniences Of A New Home... This Is It. The Current Owners Have Recreated The Space And Maximi...

Image 7: A4634114

8440 Midnight Pass Road, SARASOTA, FL - $999,999

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,319 SQFT
  • 158 DOM
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Major Price Reduction!! Opportunity Awaits!! This Lovely Home Sits Directly On Heron Lagoon With A 98 Ft Frontage And A New Deck, Overlooking The Water With Wonderful Views Of The Lagoon And Wildlife. The Lot Is Situated In A Very Private And Qui...

3504 Estrada Street, SARASOTA, FL - $999,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 2,643 SQFT
  • 109 DOM
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Turnkey 4-unit Property In High-demand Pinecraft - Income-producing Investment Or Multi-generational Family Compound! A Rare Opportunity For Investors & Multi-family Buyers! This Fully Permitted And Meticulously Renovated 4-unit Property In The...

Image 9: A4653880

30 Island Circle, SARASOTA, FL - $990,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,302 SQFT
  • 21 DOM
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-premier Waterfront Lot On Coveted Palm Island- Presenting A Rare And Exclusive Opportunity To Build Your Dream Estate At 30 Island Circle, Located In One Of Sarasota’s Most Prestigious Siesta Key Enclaves—palm Island. This Southern Facing Can...

Image 10: A4624136

1677 4th Street, SARASOTA, FL - $939,900

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 2,690 SQFT
  • 242 DOM
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Investor Alert! This Opportunity Does Not Come Along Often! Located In One Of The Most Charming Neighborhoods In Dowtown Sarasota! Gillespie Park Is Within Walking Distance To All That Downtown Has To Offer. A Plethora Of Shopping/dining Options A...

Image 11: A4622362

875 Indian Beach Drive, SARASOTA, FL - $890,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,861 SQFT
  • 287 DOM
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Nestled In Picturesque Neighborhood Of Indian Beach With Old Oak Trees And Mature, Lush Landscaping You Will Find This Unique Two-story Home.the Main House Features 3 Bedrooms, 2.5 Bathrooms, A Hybrid Office/art Studio Space And A Kitchen Complete...

Image 12: A4645254

1679 Arlington Street, SARASOTA, FL - $865,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,150 SQFT
  • 69 DOM
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Step Into Sarasota’s Storied Past With This 1925 Florida Bungalow + Guest House, West Of Trail, West Of Osprey, In The Heart Of Historic Southside Village. This Home Welcomes You With A Whimsical Mosaic Pathway, Under A Canopy Of Trees, Onto A Lar...

Image 13: A4632493

1155 Tahiti Parkway, SARASOTA, FL - $848,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,686 SQFT
  • 179 DOM
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Wonderfully Updated, Turnkey Furnished, 3 Bed 2 Bath Ranch Home In Tahiti Park, An Intimate Neighborhood One Mile North Of Downtown Sarasota And Adjacent To Centennial Park And The Bay Conservancy, Sarasota’s Developing 53-acre Bayfront Park. You ...

Image 14: A4623779

1663 4th Street, SARASOTA, FL - $824,900

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,859 SQFT
  • 242 DOM
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Investor Alert! This Opportunity Does Not Come Along Often! Located In One Of The Most Charming Neighborhoods In Dowtown Sarasota! Gillespie Park Is Within Walking Distance To All That Downtown Has To Offer. A Plethora Of Shopping/dining Options A...

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 June 19th, 2025 at 3:50pm EDT.