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Chestnut Creek Homes for Sale

Chestnut Creek is a deed restricted community located north of Center Road in Venice, Florida. It is home to the Isles of Chestnut Creek and the Villas of Chestnut Creek. One visit and it is obvious why they won the title, “Best Small Community in Southwest Florida” for 2006 by the West Florida Chapter of Community Associations Institute. It consists of over 250 acres with 20 beautiful lakes and an island bird rookery. The 115 homes are strategically positioned around the six lakes located within the Isles.

The Villas of Chestnut Creek is a deed restricted community. It consists of two neighborhoods; Pendleton with 60 villas and Bayport Circle with 58 villas totaling 118 villas in a community of mature oaks with three tranquil ponds.

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Photo of Listing #A4651390

245 Woodingham Trail, VENICE, FL
$549,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,654 SQFT
  • 30 DOM
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Huge $25,000 Price Reduction On This Beautiful Property!! All The Upgrades You’ Ve Been Looking For! Ever Popular Chestnut Creek Estates Is The Location For This Lovely 3 Bedroom, 2 Bath Pool Home. Current Owners Have Made Extensive Improvements I...

Photo of Listing #N6138734 OPEN HOUSE
Jun13th
Friday9AM-1PM

1037 Beckley Circle, VENICE, FL
$599,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,416 SQFT
  • 41 DOM
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Welcome To 1037 Beckley Circle – A Beautifully Maintained 4br/3ba Pool Home In The Sought-after Chestnut Creek Community Of Venice. Built In 1994, This Spacious Residence Features High Ceilings Throughout, A 2018 Roof, And A 2015 Whole-house Re-pi...

470 Bermuda Isles Circle, VENICE, FL
$465,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,994 SQFT
  • 50 DOM
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Welcome To The Isles Of Chestnut Creek—venice’s Most Sought-after Address. This Beautifully Maintained 3-bedroom, 2-bath Residence Offers Nearly 2,000 Square Feet Of Elegant Living Space On A Generous 8,596 Sq Ft Lot. Recent Upgrades Include A 202...

Photo of Listing #TB8361891

440 Pendleton Dr, VENICE, FL
$260,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,248 SQFT
  • 53 DOM
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Welcome To Chestnut Creek Villas, A Highly Regarded 55+ Community Known For Its Peaceful Setting And Convenient Amenities. This Well-maintained Villa Is Tucked Away On A Quiet Cul-de-sac, Offering Serene Pond Views Backed By A Lush Nature Preserve...

Photo of Listing #N6137879

904 Harbor Town Drive, VENICE, FL
$299,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,880 SQFT
  • 73 DOM
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Price Improvement! Welcome To This 3-bedroom, 2-bathroom Home, Perfectly Priced To Allow You To Add Your Personal Touch And Updates. Nestled Among Mature Landscaping, This Property Offers A Serene Retreat With Thoughtful Features For Comfort And P...

Photo of Listing #A4645740

1118 Deardon Drive, VENICE, FL
$517,900

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,917 SQFT
  • 79 DOM
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Sellers Motivated, New Price. Welcome To The Manors Of Chestnut Creek, A Hidden Gem In Venice, With Low Annual Fees. Chestnut Creek Features Mature Landscaping Throughout And Wonderful Canopied Roads. A Short 1/2 Block Walk Leads To The Large Lak...

Photo of Listing #N6137669

613 Sugarwood Drive, VENICE, FL
$414,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,371 SQFT
  • 83 DOM
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Low Hoa Owners Just Did A Major Price Adjustment. This Charming 2-bedroom, 2-bathroom Home Boasts A Sparkling Salt Water Pool And A Lush Tropical Backyard. Experience The Perfect Blend Of Comfort And Serenity In Your Private Paradise! The Salt W...

Photo of Listing #D6140476

1216 Whitney Drive, VENICE, FL
$515,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,308 SQFT
  • 122 DOM
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New! New! New! Nothing To Do But Pack Your Bags And Move Into This Stunning Home In Chestnut Creek Manors And Begin “living Your Best Life Ever In Paradise”. Walking Up To This Home You Will Notice The Attention To Detail With The Paver Drive...

Photo of Listing #N6136516

826 Bayport Circle, VENICE, FL
$275,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,116 SQFT
  • 140 DOM
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Welcome To Chestnut Creek Villas, A Charming Maintenance-free 55+ Community Offering A Tranquil Lifestyle In A Lush, Green Setting. This Paired Villa Boasts A Brand-new Roof (2025) And Features 2 Bedrooms, 2 Bathrooms, And A 1-car Garage. Step Ins...

Photo of Listing #N6136622

1035 Beckley Circle, VENICE, FL
$545,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,988 SQFT
  • 143 DOM
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Major Price Improvement!! Welcome To 1035 Beckley Cir In Chestnut Creek Estates. This Stunning 3 Bedroom, 3 Car Garage Pool Home Has Everything You Need In A Home. Spacious, Tastefully Updated, Meticulously Maintained And Centrally Located Are...

956 Harbor Town Drive, VENICE, FL
$409,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,862 SQFT
  • 207 DOM
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Come See Our New Look! This Beautiful Home Is Located In The Heart Of Chestnut Creek With Its Canopied Streets And Luscious Landscapes. It Has 3 Good Sized Bedrooms And Two Fully Renovated Bathrooms. There Are Almost 1900 Sq Ft Of Tastefully Upg...

More About Chestnut Creek Subdivisions

Each subdivision falls under the Master Association of Chestnut Creek, but have their own home owner’s association.  Living in one subdivision does not give you access to the amenities in the other subdivisions.

  • The Manors
  • The Estates
  • The Isles (Maintenance Free)
    • Community clubhouse, tennis courts, swimming pool and shuffleboard courts.
  • The Woods
  • The Lakes
  • The Patios (Maintenance Free)
    • Maintenance-free community.  Offers a clubhouse featuring a kitchen with dining area, meeting room, billards, ping pong, wifi, library and heated pool. The Patios was rated the 5th most relaxing retirement community in the USA by Huffington Post in 2013.
  • The Villas (55 plus community)
    • The only 55 plus maintenance-free community in Chestnut Creek. It has two neighborhoods, Pendleton and Bayport Circle.  The neighborhood has a pool house with a geothermally heated pool for a consistent 85 degrees year-round temperature, gazebos for social events, tennis & shuffleboard courts.

Chestnut Creek Community Amenities

One of the main attractions of Chestnut Creek is that the community consists of mature trees and landscape with a natural feel. The community protects its bird sanctuary which is locate on an island in the middle of a large lake.

Life in Venice, Florida

Chestnut Creek is perfect for the beach enthusiasts. It is located only 6 miles from Venice Municipal Beach. It will take longer to pack your beach chair and cooler than to drive there. Venice Beach has daily lifeguards on duty, showers, concessions, and free parking. Scuba divers walk from their car to the water and come back with fossilized Megalodon shark’s teeth. Boaters have a multitude of options. Marine Max of Venice offers a fine selection of watercraft including, storage and maintenance. If you want a lesser commitment, Freedom Boat Club allows you to use any of a selection of vessels with monthly membership fees. Whatever type of boating you choose, Venice, Florida offers navigable waterways that lead to the Gulf of Mexico’s open water through the Venice Inlet.

If you prefer the Golf Course rather than the Gulf of Mexico, you are in luck. Venice offers private, semi-private and public courses. Many clubs even offer reciprocal agreements with other courses so you can vary your golf experiences. The closest course is located at the Venice Golf and Country Club about a mile East on Center Road. A half dozen courses are located within minutes.

Chestnut Creek Image Gallery

Gulf Shores Realty: 472184209 Gulf Shores Realty: 733428647 Gulf Shores Realty: 858290224 Gulf Shores Realty: 1232956077

Location and Directions

Start at the intersection of Jacaranda Blvd. and Center Road, proceed east to Venice East Blvd. Turn left (north) into the community on Venice East Blvd.

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 June 12th, 2025 at 8:50am EDT.