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# N6142894 - Status: Active View Property Details Add to Favorites View Map

• 1234 HARBOR TOWN WAY
• Price: $624,000
• Zip Code: 34292
• 2150 Square Feet
• Subdivision: CHESTNUT CREEK PATIO HOMES
• Bedrooms: 3 Baths: 2+
• Should you be fortunate enough to live in a home designed by a well-known Chicago designer, you'll immediately appreciate the artistry, craftsmanship, and attention to detail found throughout this EXTRODINARY RESIDENCE.Welcome to the Patios of Chestn ... Read More
• Listing courtesy of: RE/MAX PALM REALTY OF VENICE

MLS# A4686332 - Status: Active View Property Details Add to Favorites View Map

• 1146 DEARDON DR
• Price: $599,000
• Zip Code: 34292
• 2570 Square Feet
• Subdivision: CHESTNUT CREEK MANORS
• Bedrooms: 3 Baths: 3
• STOP SCROLLING -- THIS IS THE ONE EVERYONE IN THE NEIGHBORHOOD TALKS ABOUT. One of the BEST FLOOR PLANS IN THE COMMUNITY -- just ask the neighbors. This CUSTOM-BUILT HOME offers nearly 2,600 SQ. FT. UNDER AIR and sits on a BEAUTIFULLY LANDSCAPED CORN ... Read More
• Listing courtesy of: KELLER WILLIAMS ON THE WATER

MLS# A4682866 - Status: Active View Property Details Add to Favorites View Map

• 1041 BECKLEY CIR
• Price: $520,000
• Zip Code: 34292
• 2103 Square Feet
• Subdivision: CHESTNUT CREEK ESTATES
• Bedrooms: 2 Baths: 2
• One or more photo(s) has been virtually staged. Experience the effortless elegance of Florida living in this Arthur Rutenberg custom Somerset pool home in the sought-after Chestnut Creek community of Venice. Positioned on a 9,600-square-foot homesite ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# O6371389 - Status: Active View Property Details Add to Favorites View Map

• 890 MORGAN TOWNE WAY
• Price: $475,000
• Zip Code: 34292
• 1967 Square Feet
• Subdivision: CHESTNUT CREEK ESTATES
• Bedrooms: 4 Baths: 2
• Explore the features that await at 890 Morgan Towne Way. The kitchen includes an island and all stainless steel appliances. The primary bedroom contains a walk in closet. The exterior holds an in ground pool and a covered patio. This structure sits o ... Read More
• Listing courtesy of: OPENDOOR BROKERAGE LLC

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

• 245 WOODINGHAM TRL
• Price: $475,000
• 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# A4683991 - Status: Active View Property Details Add to Favorites View Map

• 426 BERMUDA ISLES CIR
• Price: $424,900
• Zip Code: 34292
• 1775 Square Feet
• Subdivision: ISLES OF CHESTNUT CREEK
• Bedrooms: 3 Baths: 2
• Welcome to this beautifully updated home in the highly desirable Isles of Chestnut Creek, a peaceful, maintenance-friendly community known for its scenic lakes and mature landscaping. This extensively renovated 3-bedroom, 2-bath home offers 1,775 squ ... Read More
• Listing courtesy of: GENEROUS PROPERTY

MLS# N6142954 - Status: Active View Property Details Add to Favorites View Map

• 684 SUGARWOOD TRL
• Price: $390,000
• Zip Code: 34292
• 1521 Square Feet
• Subdivision: CHESTNUT CREEK LAKES OF
• Bedrooms: 3 Baths: 2
• Make this Lake Home yours TODAY! 3 BEDROOM Home with Den on 68" of WATER! In Chestnut Creek! This home has a newer roof installed in 2022! With Seamless Gutters, Irrigation Well (2018) New Irrigation Control Module with Springler Repair for your spac ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# 4910696 - Status: Active View Property Details Add to Favorites View Map

• 118 WOODINGHAM DR
• Price: $339,000
• Zip Code: 34292
• 1670 Square Feet
• Subdivision: CHESTNUT CREEK ESTATES
• Bedrooms: 3 Baths: 2
• NEW ROOF 2024!! NEW WATER HEATER 2025!! VERY LOW HOA FEES!!! Tucked away on a quiet cul-de-sac with no through traffic, this home offers peaceful living and backs directly onto a Nature Preserve filled with native Florida birds and wildlife. Mature l ... Read More
• Listing courtesy of: FLORIDA COAST HOMES & MORTGAGE, LLC

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

• 1149 HARBOR TOWN WAY
• Price: $329,000
• Zip Code: 34292
• 1376 Square Feet
• Subdivision: CHESTNUT CREEK PATIO HOMES
• Bedrooms: 2 Baths: 2
• PRICE IMPROVEMENT! 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 ceil ... Read More
• Listing courtesy of: NEXTHOME EXCELLENCE

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

• 482 PENDLETON PL
• Price: $324,000
• 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# 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.

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

• 519 CATALINA ISLES CIR
• Price: $320,000
• 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# C7521920 - Status: Active View Property Details Add to Favorites View Map

• 1029 HARBOR TOWN DR
• Price: $319,000
• Zip Code: 34292
• 1534 Square Feet
• Subdivision: CHESTNUT CREEK PATIO HOMES
• Bedrooms: 2 Baths: 2
• One or more photo(s) has been virtually staged. At the end of a quiet cul-de-sac in the sought-after Patio Homes of Chestnut Creek, there is a home that seems to understand the art of exhale. Morning arrives gently here. Sunlight drifts through soari ... Read More
• Listing courtesy of: RE/MAX HARBOR REALTY

MLS# N6143100 - Status: Active View Property Details Add to Favorites View Map

• 526 CATALINA ISLES CIR
• Price: $309,000
• Zip Code: 34292
• 1287 Square Feet
• Subdivision: ISLES OF CHESTNUT CREEK
• Bedrooms: 2 Baths: 2
• Nestled in the charming, tree-lined community of The Isles of Chestnut Creek in Venice, this beautifully maintained 2-bedroom, 2-bath villa offers tranquil lake views and a lifestyle of quiet comfort.Step inside to a bright and inviting layout design ... Read More
• Listing courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE

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

• 406 PENDLETON DR
• Price: $299,000
• Zip Code: 34292
• 1128 Square Feet
• Subdivision: CHESTNUT CREEK VILLAS
• Bedrooms: 2 Baths: 2
• One or more photo(s) has been virtually staged. $25,000 price reduction! Now $299,000!! 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. Welcom ... Read More
• Listing courtesy of: RE/MAX PALM

MLS# N6142086 - Status: Active View Property Details Add to Favorites View Map

• 426 PENDLETON DR
• Price: $275,000
• Zip Code: 34292
• 1333 Square Feet
• Subdivision: CHESTNUT CREEK VILLAS
• Bedrooms: 2 Baths: 2
• Welcome to Chestnut Creek Villas -- one of Venice's most loved and established 55+ communities. This beautifully maintained 2 bedroom, 2 bath villa with a 2 car garage offers comfort, privacy, and an effortless Florida lifestyle just minutes from eve ... Read More
• Listing courtesy of: ENGEL & VOELKERS VENICE DOWNTOWN