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Englewood Isles Homes for Sale

Englewood Isles is a boating community of with many waterfront homes. It is a vibrant tropical community with private Marina and access to expansive Lemon Bay. Englewood Isles provides direct boating admittance through the Windsor and Waterford Canals. Many residences are waterfront, with individual boat lifts and ramps for easy canal access. Manasota Beach and Englewood Beach are only a short 3-mile drive. Englewood Isle’s is a boater’s heaven. It’s waterways are fully navigable and there is only one fixed bridge. Fishing and aquatic daytrips are literally in residents’ backyards.

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11 Bridge Street, ENGLEWOOD, FL
$495,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,750 SQFT
  • 26 DOM
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Florida Living Done Right In Englewood Isles! This 3-bedroom Plus Den, 2-bathroom, 2-car Garage Pool Home Is Located In The X Flood Zone And Is Move-in Ready. The Exterior Has Been Lovingly Maintained With A 2023 Tile Roof, Lush Landscaping, A Cha...

Photo of Listing #D6144143

7 Old Trail Road, ENGLEWOOD, FL
$395,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,527 SQFT
  • 30 DOM
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Under Contract-accepting Backup Offers. Some Photos Show Furniture That Has Been Virtually Staged". - Englewood Isles Is A Lovely Waterfront Community Located In Sarasota County And The North Englewood Area. This Home Has Been Updated Throughout....

Photo of Listing #A4667235

218 Brandywine Circle, ENGLEWOOD, FL
$438,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,235 SQFT
  • 41 DOM
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Under Contract-accepting Backup Offers. One Or More Photo(s) Has Been Virtually Staged. Tucked Away In The Sought-after Boating Community Of Englewood Isles, 218 Brandywine Circle Offers The Kind Of Coastal Living That Draws People To Florida’s Su...

37 Waterford Drive, ENGLEWOOD, FL
$492,700

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,999 SQFT
  • 44 DOM
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This Mediterranean Style Home Is A Must-see Experience. As Soon As You Walk In Through The Arched Entry Courtyard You Will Feel Like You're On Vacation. Entering The Double Glass Entry Doors, You Will See Through The Home Onto The Salt Water Heate...

361 Ardenwood Drive, ENGLEWOOD, FL
$1,149,990

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,685 SQFT
  • 44 DOM
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Gulf Access Waterfront Estate – Private Dock & Heated Pool Experience The Ultimate Coastal Lifestyle In This Impeccably Maintained Four-bedroom, Three-bath Pool Home With Spa, Located In The Highly Desirable Boating Community Of Englewood Isles...

Photo of Listing #C7512457

25 Oakwood Dr N 25, ENGLEWOOD, FL
$389,900

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,566 SQFT
  • 59 DOM
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Under Contract-accepting Backup Offers. Priced Well Under Market Value For A Quick Sale, This Incredible Sailboat Water Access, Waterfront Home Has A Short, 5 Minute Ride To The Intercostal Waterway . Boasting 1566 Sq.ft With 2 Bedrooms, 2 Full Ba...

Photo of Listing #N6140107

18 Oakwood Drive N 18, ENGLEWOOD, FL
$298,765

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,128 SQFT
  • 67 DOM
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Auction Property. This Home To Be Sold At Auction October 2nd- 8th Via Online Bidding! Welcome To The Waterfront Community Of Englewood Isles, Where Coastal Charm And Effortless Living Come Together. This Beautifully Updated Home Offers Not Only ...

Photo of Listing #O6341594

24 Oakwood Drive N 24, ENGLEWOOD, FL
$485,000

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 2,000 SQFT
  • 69 DOM
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Waterfront Home Completely Redone. New Roof, Hvac, Flooring, Doors, Bathrooms, Paint. Nothing To Do Beautiful House 20 Feet From Water. 15 Boat Drive To Lemon Bay No Bridges. This Will Not Last. Amazing Property. Available Furnished Or Unfurnished...

Photo of Listing #D6143446

455 Firethorn Avenue, ENGLEWOOD, FL
$625,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,124 SQFT
  • 84 DOM
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*** New Price *** Located In The Exclusive Waterfront Community Of Englewood Isles, This Amazing 4 Bedroom, 2.5 Bathroom And 3 Car Garage Home Has It All! As You Enter Through The Etched Glass Front Door, You Will Fall In Love With The Soaring Cei...

Photo of Listing #TB8394010

325 Gladstone Boulevard, ENGLEWOOD, FL
$539,900

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,865 SQFT
  • 155 DOM
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Showstopper Alert: New Price Improvement, Below All Comps Sold!! Exquisite Waterfront Community Home In The Highly Sought-after Englewood Isles. Located Just A Bike Ride Away From The Sparkling Turquoise Waters Of The Gulf, This Fully-renovated 3-...

Photo of Listing #A4654186

387 Eden Drive, ENGLEWOOD, FL
$580,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,429 SQFT
  • 161 DOM
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Under Contract-accepting Backup Offers. Updated Home Loaded With Extras & Outdoor Living! This Beautifully Updated Home Is All About The Details—and It Comes Fully Equipped! Sellers Are Including 4 Tvs, 2 Refrigerators (one New In 2023), Freezer ...

The Englewood Isles Real Estate Market

So get ready to cast away…marina membership is open only to property owners within Englewood Isles Homeowners Associations, your vessel is right around the corner. Homes are beautifully maintained in this deed restricted community and are located within a bird sanctuary inhabited by colorful Florida wildlife.



Englewood Isles Image Gallery

Gulf Shores Realty: 890451613 Gulf Shores Realty: 1458403870 Gulf Shores Realty: 1316261374 Gulf Shores Realty: 135963864 Gulf Shores Realty: 693748542 Gulf Shores Realty: 1819306347

Life in Englewood

Englewood offers that quaint small town feeling. It was once a small fishing village, yet still retains that relaxed and peaceful feel. Residents and visitors stroll down Dearborn Ave. to visit unique shops and galleries. The many locally owned restaurants have a wonderful ambiance which surpasses that of the big box restaurants. Annual events like the Pioneer Days Parade and Festival further reinforce the small town attraction.

Location and Directions

From Venice at the intersection to S. Tamiami Trail and S.R. 776, proceed South towards Englewood. Proceed on S.R. 776 to Englewood Isles Pkwy and turn right (west).

Call us today at 941-488-6644

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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 16th, 2025 at 4:24pm EST.