9

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
  • /50

    $384,900

    • 2 Beds
    • 2 Baths
    • 1,116 Sq Ft

    615 Sugarwood Dr, Venice, FL 34292

    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 known for. Inside, the pride of ownership is immediately noticeable. Vaulted ceilings and abundant natural light create a bright, open feel, and the

    Agent Photo

    Mitchell Roberts

    PARADISE REALTY OF VENICE INC

    (941) 251-8659

    615 Sugarwood Dr, Venice, FL 34292
  • /71

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,294 Sq Ft

    905 Beckley Dr, Venice, FL 34292

    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, and is centrally located in the heart of Venice, just minutes from downtown, shopping, dining, and the beaches. Featuring 3 bedrooms, 2 bathrooms, a

    Tiffany Habedank CORNERSTONE R.E OF SW FL

    905 Beckley 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
  • /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
  • /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

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 $419,000. If you put a 20% down payment of $83,800 and had a 30-year fixed mortgage with an interest rate of 6.15%, your estimated principal and interest payment would be $2,040 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $87K 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
$309,900
Average Price Per Sq Ft
$231
Number of Homes for Sale
9
Last 12 months Home Sales
39
Months of Supply
2.80
Median List Price
$419,000
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