16

Chestnut Creek Estates Homes for Sale

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  • 406 Pendleton Dr, Venice, FL 34292
    406 Pendleton Dr, Venice, FL 34292
    406 Pendleton Dr, Venice, FL 34292
    /42

    $299,000

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

    406 Pendleton Dr, Venice, FL 34292

    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. Welcome to a a highly regarded 55+ community, Chestnut Creek Villas! This beautifully updated 2-bedroom, 2-bathroom villa offers the perfect combo of

    Agent Photo

    Bill Garrison

    RE/MAX PALM

    (941) 883-5087

    406 Pendleton Dr, Venice, FL 34292
  • 1234 Harbor Town Way, Venice, FL 34292
    1234 Harbor Town Way, Venice, FL 34292
    1234 Harbor Town Way, Venice, FL 34292
    /56

    $624,000

    • 3 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    1234 Harbor Town Way, Venice, FL 34292

    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 Chestnut Creek in the heart of Venice. Enter a community, unlike any other—where a tunnel of majestic trees lines the street, guiding you toward a

    Agent Photo

    Sandi Tresh

    RE/MAX PALM REALTY OF VENICE

    (941) 841-7944

    1234 Harbor Town Way, Venice, FL 34292
  • 118 Woodingham Dr, Venice, FL 34292
    118 Woodingham Dr, Venice, FL 34292
    118 Woodingham Dr, Venice, FL 34292
    /24

    $375,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft

    118 Woodingham Dr, Venice, FL 34292

    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 live oak trees provide generous afternoon shade, creating a cool, relaxing outdoor environment. Just a short walk or bike ride away is a Rookery lake

    Anthony Morris FLORIDA COAST HOMES & MORTGAGE, LLC

    118 Woodingham Dr, Venice, FL 34292
  • 426 Bermuda Isles Cir, Venice, FL 34292
    426 Bermuda Isles Cir, Venice, FL 34292
    426 Bermuda Isles Cir, Venice, FL 34292
    /49

    $449,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,775 Sq Ft

    426 Bermuda Isles Cir, Venice, FL 34292

    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 square feet with a desirable split floor plan designed for comfort and privacy. The main living areas showcase updated ceramic wood-look tile flooring,

    Troy Sacco GENEROUS PROPERTY

    426 Bermuda Isles Cir, Venice, FL 34292
  • 245 Woodingham Trail, Venice, FL 34292
    245 Woodingham Trail, Venice, FL 34292
    245 Woodingham Trail, 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
  • 684 Sugarwood Trail, Venice, FL 34292
    684 Sugarwood Trail, Venice, FL 34292
    684 Sugarwood Trail, Venice, FL 34292
    /64

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft

    684 Sugarwood Trail, Venice, FL 34292

    Check out this 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 spacious Yard (2025) From the minute you walk in the Double IMPACT Doors (2025) this home boost with Lake Views! Luxury Vinyl flooring Installed in 2020! Throughout Home!

    Paula Spitler COLDWELL BANKER REALTY

    684 Sugarwood Trail, Venice, FL 34292
  • 890 Morgan Towne Way, Venice, FL 34292
    890 Morgan Towne Way, Venice, FL 34292
    890 Morgan Towne Way, Venice, FL 34292
    /34

    $475,000 Open Thu 9AM - 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
  • 1041 Beckley Cir Unit 322, Venice, FL 34292
    1041 Beckley Cir Unit 322, Venice, FL 34292
    1041 Beckley Cir Unit 322, Venice, FL 34292
    /41

    $520,000

    • 2 Beds
    • 2 Baths
    • 2,103 Sq Ft

    1041 Beckley Cir Unit 322, Venice, FL 34292

    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 in an X flood zone, this two-bedroom, two-bath residence with a private den offers 2,103 square feet of thoughtfully designed indoor-outdoor living.

    Samira Easton PREMIER SOTHEBYS INTL REALTY

    1041 Beckley Cir Unit 322, Venice, FL 34292
  • 1149 Harbor Town Way, Venice, FL 34292
    1149 Harbor Town Way, Venice, FL 34292
    1149 Harbor Town Way, Venice, FL 34292
    /44

    $349,000

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

    1149 Harbor Town Way, Venice, FL 34292

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

    Pamela Starr NEXTHOME EXCELLENCE

    1149 Harbor Town Way, Venice, FL 34292
  • 1008 Beckley Cir Unit 361, Venice, FL 34292
    1008 Beckley Cir Unit 361, Venice, FL 34292
    1008 Beckley Cir Unit 361, Venice, FL 34292
    /40

    $575,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,665 Sq Ft

    1008 Beckley Cir Unit 361, Venice, FL 34292

    Chestnut Creek Diamond in the Rough. Water view. Spacious pool home with split bedroom plan that includes 4 bedrooms and 3 full baths one, of which, servers as a pool bath. Grand kitchen includes dining room, island, and built-in desk. Oversized primary bedroom includes a 9x13 walk-in closet and an en-suite bath. Interior laundry room. HVAC replaced in 2011. Roof replaced in 2012. Pool resurfaced

    Laura Kopple RE/MAX PALM REALTY

    1008 Beckley Cir Unit 361, Venice, FL 34292
  • 538 Catalina Isles Cir, Venice, FL 34292
    538 Catalina Isles Cir, Venice, FL 34292
    538 Catalina Isles Cir, 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
  • 426 Pendleton Dr, Venice, FL 34292
    426 Pendleton Dr, Venice, FL 34292
    426 Pendleton Dr, Venice, FL 34292
    /46

    $298,000 Open Sun 1PM - 3PM

    • 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
  • 482 Pendleton Place, Venice, FL 34292
    482 Pendleton Place, Venice, FL 34292
    482 Pendleton Place, Venice, FL 34292
    /54

    $324,000

    • 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
  • 1029 Harbor Town Dr, Venice, FL 34292
    1029 Harbor Town Dr, Venice, FL 34292
    1029 Harbor Town Dr, Venice, FL 34292
    /55

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,534 Sq Ft

    1029 Harbor Town Dr, Venice, FL 34292

    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 soaring ceilings that rise nearly twelve feet high, filling the spacious living room with a warm, golden glow. The air feels lighter, the rooms feel

    Gary Cardillo RE/MAX HARBOR REALTY

    1029 Harbor Town Dr, Venice, FL 34292
  • 519 Catalina Isles Cir, Venice, FL 34292
    519 Catalina Isles Cir, Venice, FL 34292
    519 Catalina Isles Cir, Venice, FL 34292
    /82

    $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
  • 804 Bayport Cir, Venice, FL 34292
    804 Bayport Cir, Venice, FL 34292
    804 Bayport Cir, Venice, FL 34292
    /38

    $280,000

    • 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
Florida Sarasota County Venice Chestnut Creek Estates

Real Estate & Homes for Sale in Chestnut Creek Estates, Venice

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 - ...
Learn more about living in Chestnut Creek Estates

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 6.01%, your estimated principal and interest payment would be $1,970 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $84K 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, Jacaranda West, Venice Gardens, Pelican Pointe and Plantation.
Are home prices dropping in Chestnut Creek Estates?
Yes, home prices in Chestnut Creek Estates are down 9% in the last 12 months.

Home Trends in Chestnut Creek Estates, FL

On average, homes in Chestnut Creek Estates, Venice sell after 83 days on the market compared to the national average of 54 days. The median sale price for homes in Chestnut Creek Estates, Venice over the last 12 months is $380,000, down 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$380,000
Median Single Family Sale Price
$421,000
Median Townhouse Sale Price
$295,000
Average Price Per Sq Ft
$231
Number of Homes for Sale
15
Last 12 months Home Sales
39
Months of Supply
4.60
Median List Price
$409,500
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-7%
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