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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 #N6129742

442 Pendleton Drive, VENICE, FL
$335,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,128 SQFT
  • 7 DOM
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Location! Location! This Villa Is Located In The Beautiful, Oak Tree Canopied Community Of Chestnut Creek And Sits On An Oversized Lot With A Serene Lakeview. Furnished, 2 Bedroom, 2 Bath, 1 Car Garage With Extra Long Driveway For Additional Parki...

Photo of Listing #T3487265

712 Sugarwood Trail, VENICE, FL
$537,500

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,097 SQFT
  • 18 DOM
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Discover This Charming, Freshly Updated 3-bed / 2-bath Gem Nestled In The Heart Of Chestnut Creek's Lakes Community. Enter The Community Through Canopy Tree-lined Streets Guiding You To The Serene Circle Lake Rookery, Setting The Tone For Your Flo...

551 Catalina Isles Circle, VENICE, FL
$577,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,918 SQFT
  • 20 DOM
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Welcome To Paradise, At The Isles Of Chestnut Creek, A Serene Sanctuary. This Home Is Bright And Airy With A Well Appointed Kitchen, Luxurious Master Suite And Beautiful Lake Views. It Offers The Balance Of Comfort, Style And A Peaceful, Laid Back...

Photo of Listing #N6129176 OPEN HOUSE
Dec8th
Friday1-3PM

971 Harbor Town Drive, VENICE, FL
$410,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,377 SQFT
  • 20 DOM
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Welcome To Your Dream Home In The Highly Sought After Neighborhood Of The Patio Homes Of Chestnut Creek. This Charming 2-bedroom, 2-bath Gem Offers An Array Of Features That Will Undoubtedly Captivate Your Heart.upon Arrival, You'll Notice The Hom...

243 Woodingham Trail, VENICE, FL
$419,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,654 SQFT
  • 23 DOM
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Situated In The Desired Community Of Chestnut Creek Estates, This Charming Three-bedroom, Two-bathroom Home Is Set On An Oversized Lot And Has Been Lovingly Maintained By Its Original Owners. This Home Features Vaulted Ceilings, A Split Floor Pla...

Photo of Listing #N6129295

845 Bayport Circle, VENICE, FL
$399,900

Residential, Villa
  • 3 Beds
  • 2 Baths
  • 1,588 SQFT
  • 24 DOM
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Attractive Three Bedroom, Two Bath Villa, With Water Views In The Desirable Chestnut Creek Community. The Villa Features An Updated Kitchen With Granite Counter Tops, Wood Cabinets, Stainless Appliances And Breakfast Bar. There Is A Closet Pantry ...

432 Pendleton Drive, VENICE, FL
$369,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,252 SQFT
  • 28 DOM
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As You Enter Chestnut Creek Community You Are Greeted By The Beautiful Canopy Trees. Welcome Home To Your 2 Bedroom, 2 Bath, 2 Car Garage, Villa, Fully Furnished And Tastefully Decorated Coastal Theme! No Carpet! Impact Windows. Recent Updates In...

1209 Harbor Town Way, VENICE, FL
$549,900

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,853 SQFT
  • 28 DOM
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Spacious 3 Bedroom, 3 Bath, 2 Car Garage, Salt Water Pool With Jacuzzi Home Located In The Highly Desirable Community Of The Patios In Chesnut Creek. Wonderful Curb Appeal Welcomes You To This Home. The Living Area Features High Vaulted Ceilings A...

412 Pendleton Drive, VENICE, FL
$379,900

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,236 SQFT
  • 31 DOM
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Move Ready! Explore The Tranquil 55+ Community Of Chestnut Creek. Two Bedrooms, Two Bathrooms One-car Garage The Kitchen Features 32" Shaker-style Cabinets, Stainless Steel Appliances, And Granite Countertops The Lanai Has A Florida Glass Roof And...

Photo of Listing #N6129201

1136 Deardon Drive, VENICE, FL
$529,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,938 SQFT
  • 38 DOM
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Under Contract-accepting Backup Offers. Nestled In The Desirable Manors Of Chestnut Creek, This Impressive Custom Pool Home Offers Three Bedrooms And Two And A Half Baths On An Oversized Corner Lot. The Front Of The Residence Exudes Curb Appeal Wi...

Photo of Listing #A4586737

988 Harbor Town Drive, VENICE, FL
$459,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,913 SQFT
  • 44 DOM
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Welcome Home! Situated In The Exclusive, Deed-restricted Community Of Chestnut Creek, This Place Offers An Inviting Atmosphere. Step Inside To Discover The Impressive Soaring Ceiling And Airy, Split Floor Plan. Entertain Your Guests In Style With ...

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 December 7th, 2023 at 6:50pm EST.