10

Chestnut Creek Estates Homes for Sale

Section Image Section Image
  • /42

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft

    406 Pendleton Dr, Venice, FL 34292

    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 beautifully updated 2-bedroom, 2-bathroom villa offers the perfect combo of comfort, style, and low-maintenance living. Just 6 miles from charming downtown

    Agent Photo

    Bill Garrison

    RE/MAX PALM

    (941) 883-5087

    406 Pendleton Dr, Venice, FL 34292
  • /75

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft

    245 Woodingham Trail, Venice, FL 34292

    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 improvements in the last 2 years. The list includes PGT storm windows and doors, luxury vinyl tile floors throughout, quartz kitchen countertops, kitchen

    Daniel Charney & Brian Corson GULF SHORES REALTY

    245 Woodingham Trail, Venice, FL 34292
  • /25

    $339,000

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft

    617 Sugarwood Dr, Venice, FL 34292

    Located in Chestnut Creek, a serene neighborhood dotted with lakes and a lovely canopy road, this 2 bedroom (plus bonus room) home features a gorgeous pool and a large screened-in lanai. The lanai is surrounded by tall shrubs, making the pool area and the extended covered back patio completely private. Pool area recently updated with complete lanai rescreening, refurbished metal cage, resurfaced

    Ramon Martinez KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    617 Sugarwood Dr, Venice, FL 34292
  • /44

    $364,000

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    1149 Harbor Town Way, Venice, FL 34292

    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 has newer stainless-steel appliances, sink, faucet and disposal. Plenty of cabinetry and counterspace as well for the chef of the house! The breakfast

    Pamela Starr NEXTHOME EXCELLENCE

    1149 Harbor Town Way, Venice, FL 34292
  • /63

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,509 Sq Ft

    538 Catalina Isles Cir, Venice, FL 34292

    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 white quartz countertops, plenty of cabinetry and plenty of room for a breakfast table and chairs. Other extras in this home include Corian

    Peggy Lewis COLDWELL BANKER SARASOTA CENT.

    538 Catalina Isles Cir, Venice, FL 34292
  • /46

    $309,900

    • 2 Beds
    • 2 Baths
    • 1,333 Sq Ft

    426 Pendleton Dr, Venice, FL 34292

    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 everything Venice has to offer. It sits at the end of a quiet cul-de-sac with nothing but preserve behind it! A 2019 roof and impact windows and a 2025

    Michelle Morgan ENGEL & VOELKERS VENICE DOWNTOWN

    426 Pendleton Dr, Venice, FL 34292
  • /34

    $475,000 Open Sat 8AM - 7PM

    • 4 Beds
    • 2 Baths
    • 1,967 Sq Ft

    890 Morgan Towne Way, Venice, FL 34292

    Welcome to 890 Morgan Towne Way, a home that exudes elegance and comfort. The kitchen is a chef's dream, boasting all stainless steel appliances and a convenient kitchen island for meal preparation. The primary bedroom is a sanctuary, featuring a spacious walk-in closet for all your storage needs. The primary bathroom is a spa-like retreat with a separate tub and shower for ultimate relaxation.

    Karen Albright OPENDOOR BROKERAGE LLC

    890 Morgan Towne Way, Venice, FL 34292
  • /54

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    482 Pendleton Place, Venice, FL 34292

    Charming 3-Bedroom/2 Bath Villa with Scenic Pond Views in 55+ Chestnut Creek Villas Nestled 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 watching local wildlife from your spacious back porch. Enjoy the benefits of a 2024 renovation, including brand-new kitchen appliances—dishwasher,

    Jim Kasmirski, LLC KAZ REAL ESTATE COMPANY

    482 Pendleton Place, Venice, FL 34292
  • /77

    $320,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,738 Sq Ft

    519 Catalina Isles Cir, Venice, FL 34292

    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 Chestnut Creek subdivision This spacious and bright home featuring an open floor plan with high ceilings, split bedrooms, and sliding glass doors leading

    Deborah Blank COLDWELL BANKER REALTY

    519 Catalina Isles Cir, Venice, FL 34292
  • /38

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,437 Sq Ft

    804 Bayport Cir, Venice, FL 34292

    Move-In Ready, Turnkey Furnished in the Villas of Chestnut Creek!Welcome to effortless Florida living in this well maintained 2-bedroom, 2-bath villa nestled in the highly desirable 55+ maintenance-free community of The Villas of Chestnut Creek. Enjoy peace of mind with a brand-new roof (2023), impact windows and doors (2017), and a whole-house generator with dedicated outlet — perfect for

    Michelle Morgan ENGEL & VOELKERS VENICE DOWNTOWN

    804 Bayport Cir, Venice, FL 34292

Why Live in Chestnut Creek Estates

Twenty-five miles south of Sarasota, Chestnut Creek Estates is a deed-restricted Venice suburb offering single-family homes and duplexes set around a series of small lakes. “It’s a unique community,” says Vickey Roa, a Realtor with Century 21 - ...

Frequently Asked Questions

Is Chestnut Creek Estates a good place to live?
Chestnut Creek Estates is a good place to live. Chestnut Creek Estates is considered very car-dependent and somewhat bikeable. Chestnut Creek Estates is a neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. It has a median age of 65. The average household income is $95,697 which is below the national average. College graduates make up 32.8% of residents. A majority of residents in Chestnut Creek Estates are home owners, with 38.4% of residents renting and 61.6% of residents owning their home. A local real estate agent serving Chestnut Creek Estates can help you decide if this neighborhood is the right one for you. Learn more on our Chestnut Creek Estates neighborhood guide.
Is Chestnut Creek Estates, FL a safe neighborhood?
Chestnut Creek Estates, FL is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Chestnut Creek Estates?
The median home price in Chestnut Creek Estates is $409,500. If you put a 20% down payment of $81,900 and had a 30-year fixed mortgage with an interest rate of 6.16%, your estimated principal and interest payment would be $2,000 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $86K a year to afford the median home price in Chestnut Creek Estates. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chestnut Creek Estates is $96K.
What are the best public schools in Chestnut Creek Estates?
The best public schools that serve Chestnut Creek Estates are:
What are the best private schools in Chestnut Creek Estates?
The best private schools that serve Chestnut Creek Estates are:
What are the most popular zip codes in Chestnut Creek Estates, Venice, FL?
The most popular zip codes in Chestnut Creek Estates, Venice, FL include 34292, 34293, 34285, 34288 and 34275.
What are the most popular neighborhoods near Chestnut Creek Estates, Venice, FL?
The most popular neighborhoods near Chestnut Creek Estates, Venice, FL are Venice Golf And Country Club, Venice Gardens, Jacaranda West, Pelican Pointe and Plantation.
Are home prices dropping in Chestnut Creek Estates?
Yes, home prices in Chestnut Creek Estates are down 1% in the last 12 months.

Home Trends in Chestnut Creek Estates, FL

Housing Trends

Median Sale Price
$392,000
Median Single Family Sale Price
$413,000
Median Townhouse Sale Price
$304,950
Average Price Per Sq Ft
$230
Number of Homes for Sale
10
Last 12 months Home Sales
39
Months of Supply
3.10
Median List Price
$409,500
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home