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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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940 Harbor Town Drive, VENICE, FL
$389,900

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,775 SQFT
  • 8 DOM
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*the Lifestyle / Community: We Are Proud To Present This Beautiful Single Family Home Located In The Premier Community Of Chestnut Creek. This Deed Restricted Community Is As Lovely As Its Name. The Developer Planned The 250 Plus Acres To Have So...

Photo of Listing #C7492727 OPEN HOUSE
Jun2nd
Sunday1-3PM

973 Harbor Town Drive, VENICE, FL
$495,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,880 SQFT
  • 10 DOM
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Welcome Home To 973 Harbor Town Dr! This 3 Bed, 2 Bath, Courtyard Pool Home Resides In The Highly Beloved Community Of Chestnut Creek. Offered Fully Turnkey/furnished This Home Is Ready For Its New Owners To Move Right In And Take Advantage Of A N...

810 Bayport Circle, VENICE, FL
$365,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,419 SQFT
  • 10 DOM
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Nestled In The Peaceful 55+ Community Of Chestnut Creek, This Villa Offers An Elegant And Comfortable Living Experience. Take A Leisurely Drive Through The Tree-lined Streets To Discover This Well-maintained Property Featuring 2 Bedrooms, 2 Bathro...

Photo of Listing #A4610991 OPEN HOUSE
May31st
Friday4:30-6PM

1102 Deardon Drive, VENICE, FL
$729,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,619 SQFT
  • 14 DOM
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Welcome To Your Dream Pool Home! Nestled In The Highly Desirable Chestnut Creek Community, This Completely Renovated 4-bedroom, 2 Full Bath, 2 Half Bath Masterpiece Offers An Exceptional Blend Of Luxury And Comfort. Step Inside To Discover A T...

Photo of Listing #A4609044 OPEN HOUSE
Jun2nd
Sunday12-3PM

1101 Deardon Drive, VENICE, FL
$590,750

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,423 SQFT
  • 28 DOM
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Welcome To This True 4 Bedroom, 3 Bathroom Spacious Pool Home In Venice's Best Kept Secret, The Manors Of Chestnut Creek. Meticulously Maintained By Its Sole Owner For 32 Years, This Home Is Situated On A Lush Corner Lot With Mature Landscaping A...

Photo of Listing #N6132410 OPEN HOUSE
Jun1st
Saturday10AM-1PM

908 Harbor Town Drive, VENICE, FL
$475,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,849 SQFT
  • 40 DOM
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Price Improvement!introducing A Truly Unique Home That Stands Out From The Rest! This Stunning Property Was Carefully Crafted By The Seller's Personally Selected Contractor, Ensuring Attention To Detail. This Meticulously Maintained Three-bedroom...

Photo of Listing #N6132248

822 Bayport Circle, VENICE, FL
$348,900

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,356 SQFT
  • 51 DOM
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Price Reduction!! Great Price Come Take A Look. The Villas Of Chestnut Creek Is Located In Much Sought-after Chestnut Creek Community. As You Enter Chestnut Creek With Its Fountain Lake Entry, Oak Tree Lined Main Street, 18 Lakes, Bird Rookery On...

Photo of Listing #N6132140 OPEN HOUSE
Jun2nd
Sunday1-3PM

120 Woodingham Drive, VENICE, FL
$499,999

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,580 SQFT
  • 57 DOM
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New And Improved Price! Welcome To Your Newly Updated Oasis In Chestnut Creek, Nestled In Sunny Venice, Florida. This Charming Home Offers A Perfect Blend Of Modern Comforts And Timeless Elegance. As You Step Inside, You'll Be Greeted By A Bright ...

Photo of Listing #N6131551 OPEN HOUSE
Jun1st
Saturday1-4PM

875 Bayport Circle, VENICE, FL
$350,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,164 SQFT
  • 70 DOM
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Price Reduced For Quick Sale! Find Your Sanctuary "on Golden Pond", Located In The Villa 's Of Chestnut Creek! This Lake View Villa Is Bright And Airy As Soon As You Enter, Especially From The Whitewashed Gray Luxury Vinyl Flooring Throughout The ...

407 Bermuda Isles Circle, VENICE, FL
$530,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,929 SQFT
  • 71 DOM
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Discover The Epitome Of Lakeside Living In This Exquisite Lakefront Home Nestled Within The Sought-after Isles Of Chestnut Creek Community. This Captivating Residence Boasts Nearly A Quarter-acre Of Land, Providing A Serene Retreat In A Picturesqu...

Photo of Listing #N6131352

806 Bayport Circle, VENICE, FL
$342,000

Residential, Villa
  • 2 Beds
  • 2 Baths
  • 1,419 SQFT
  • 96 DOM
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Under Contract-accepting Backup Offers. Welcome Home To This Peaceful 2 Bedroom 2 Bathroom 55+ Villa In The Beautiful Maintenance Free Premier Community Of Chestnut Creek. Chestnut Creek Is A Well Maintained And Scenic Neighborhood With Over 250 A...

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 May 30th, 2024 at 3:04am EDT.