Villas of Chestnut Creek

Villas of Chestnut Creek Real Estate for Sale – Venice, Florida 34292

Those planning to retire in southwestern Florida will find great property choices in the Venice real estate market where one great option is the Villas of Chestnut Creek. Every conceivable need and want of prospective homeowners fifty five years old and above has been considered in the development of this community.

Conveniently tucked between Venice Blvd. and Center Road, this real estate property was masterfully developed into two neighborhoods—Bayport Circle and Pendleton— with a total of 118 residences set amid a tranquil and lush setting. Three serene lagoons were incorporated into this community, thus enabling its residents to enjoy eye-pleasing water views in addition to sharing the refreshing environment of mature trees and exquisite landscaping within the enclave.

Amenities that foster the easy-going lifestyle that seniors desire are available in this deed-restricted community. The residents of Villas of Chestnut Creek are privileged with tennis and shuffleboard courts. They have a community swimming pool heated by gas and solar panels which ensure year-round access. There’s a pool house with rest rooms to support the regular activities at this facility, such as the Monday-Wednesday-Friday aqua aerobics. Two charming gazebos serve as venues for community socials, both of which are likewise available for private parties and gatherings on a reservation basis.

The homes for sale at the Villas of Chestnut Creek can be among the most enticing Venice real estate properties. One delightful option can be had in the upper $100s for a fully furnished lakeside home having a floor plan of 1,140 square feet, two bedrooms, and two baths. Alternatives for residences with floor spaces ranging from approximately 1,800 square feet to 2,100 square feet can have asking prices in the $200s to the $300s.

The location of these residences provides convenient access to the local venues for recreation, entertainment, shopping, and dining. Among those that are within easy reach down at Center Road are the YMCA, Sweetbay Supermarket, and Venice Bay Plaza. For restaurants, up toward Venice Blvd. are such choices as Valenti’s, Chinawok, and Kumo Japanese Steakhouse & Sushi.

World-class golf links, moreover, abound in the area to include the Capri Isles, the Plantation, and the Venice Golf and Country Club. Several parks are also in the locality. One of these is the Woodmere Park which offers picnic areas, a playground, an indoor gym, and basketball courts among many other facilities. An option closer to the beach is Shamrock Park which has guided tours for butterfly and bird watching in its nature trails meandering through 80 acres of pristine natural environment. Water-based leisure activities can gravitate to the Manasota and Caspersen beaches which are just two of the Sun Coast attractions easily accessible from the Villas of Chestnut Creek.

Chestnut Creek Real Estate for Sale

Below are all of the current real estate listings available for sale at Chestnut Creek.

Please contact us if you would like to schedule a tour of any of the listed properties.

MLS# A4629198 - Status: Active View Property Details Add to Favorites View Map

• 1102 DEARDON DR
• Price: $684,900
• Zip Code: 34292
• 2619 Square Feet
• Subdivision: CHESTNUT CREEK MANORS
• Bedrooms: 4 Baths: 2+
• NO CDD, LOW HOA, FULLY RENOVATED POOL HOME WITH STUNNING VIEWSWelcome 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 b ... Read More
• Listing courtesy of: NEW HAUS GROUP LLC

MLS# A4651390 - Status: Active View Property Details Add to Favorites View Map

• 245 WOODINGHAM TRL
• Price: $499,900
• Zip Code: 34292
• 1654 Square Feet
• Subdivision: CHESTNUT CREEK ESTATES
• Bedrooms: 3 Baths: 2
• A HUGE PRICE REDUCTION TO UNDER $500,000 on this excellent home with 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 impro ... Read More
• Listing courtesy of: GULF SHORES REALTY

MLS# N6141383 - Status: Active View Property Details Add to Favorites View Map

• 905 BECKLEY DR
• Price: $499,000
• Zip Code: 34292
• 2294 Square Feet
• Subdivision: CHESTNUT CREEK ESTATES
• Bedrooms: 3 Baths: 2
• Priced to Sell! Welcome to this beautifully updated Chestnut Creek Estates pool home, offering the perfect blend of comfort, space, and timeless Florida charm. This home is not located in a flood zone, features a low HOA fee of only $600 per year, an ... Read More
• Listing courtesy of: CORNERSTONE R.E OF SW FL

MLS# N6141438 - Status: Active View Property Details Add to Favorites View Map

• 615 SUGARWOOD DR
• Price: $389,900
• Zip Code: 34292
• 1116 Square Feet
• Subdivision: CHESTNUT CREEK LAKES OF
• Bedrooms: 2 Baths: 2
• Welcome to 615 Sugarwood Drive, a beautifully maintained home tucked inside the highly desirable Lakes of Chestnut Creek. The moment you enter the neighborhood, the winding canopy road sets the scene for the charm and tranquility this community is kn ... Read More
• Listing courtesy of: PARADISE REALTY OF VENICE INC

MLS# N6141469 - Status: Active View Property Details Add to Favorites View Map

• 1149 HARBOR TOWN WAY
• Price: $364,000
• Zip Code: 34292
• 1376 Square Feet
• Subdivision: CHESTNUT CREEK PATIO HOMES
• Bedrooms: 2 Baths: 2
• Rarely available in beautiful Chestnut Creek Patio Homes community. LOW HOA & NO CDD. Maintenance free! Spacious open floor plan boasts wood look porcelain flooring throughout great room and bedrooms along with soaring vaulted ceilings. The kitchen h ... Read More
• Listing courtesy of: NEXTHOME EXCELLENCE

MLS# N6139250 - Status: Active View Property Details Add to Favorites View Map

• 482 PENDLETON PL
• Price: $349,000
• Zip Code: 34292
• 1344 Square Feet
• Subdivision: CHESTNUT CREEK VILLAS
• Bedrooms: 3 Baths: 2
• Charming 3-Bedroom/2 Bath Villa with Scenic Pond Views in 55+ Chestnut Creek VillasNestled at the end of a quiet cul-de-sac, this beautifully updated villa offers serene views of a pond, lush preserve, and surrounding nature--perfect for relaxing and ... Read More
• Listing courtesy of: KAZ REAL ESTATE COMPANY

MLS# N6140032 - Status: Active View Property Details Add to Favorites View Map

• 406 PENDLETON DR
• Price: $325,000
• Zip Code: 34292
• 1128 Square Feet
• Subdivision: CHESTNUT CREEK VILLAS
• Bedrooms: 2 Baths: 2
• Now $325,000! Completely updated and ready to enjoy the good life with *** Low HOA fees *** 2025 A/C *** 2022 Roof *** X Flood Zone *** New Updated Finishes throughout. Welcome to a a highly regarded 55+ community, Chestnut Creek Villas! This beautif ... Read More
• Listing courtesy of: RE/MAX PALM

MLS# N6139316 - Status: Active View Property Details Add to Favorites View Map

• 519 CATALINA ISLES CIR
• Price: $325,000
• Zip Code: 34292
• 1738 Square Feet
• Subdivision: 2388 - ISLES OF CHESTNUT CREEK UNIT 1
• Bedrooms: 3 Baths: 2
• NEW ROOF completed October 23, 2025! Welcome home to this beautiful 3 Bedroom (Carpeting has been removed from both bedrooms and now feature brand new luxury vinyl flooring) ,2 Bath, 2 car garage home with a great Pond View located in Isles of Chestn ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# N6141583 - Status: Active View Property Details Add to Favorites View Map

• 538 CATALINA ISLES CIR
• Price: $320,000
• Zip Code: 34292
• 1509 Square Feet
• Subdivision: ISLES OF CHESTNUT CREEK
• Bedrooms: 3 Baths: 2
• This lovely, well-maintained, light and bright 3 bedroom, 2 bath home is spacious with an open floor plan featuring 9 ft plus volume ceilings. The Primary Suite has that "spa" touch with Travertine marble countertops. The kitchen features sparkling w ... Read More
• Listing courtesy of: COLDWELL BANKER SARASOTA CENT.