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Chestnut Creek Estates Homes for Sale

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  • 738 Sugarwood Way, Venice, FL 34292
    738 Sugarwood Way, Venice, FL 34292
    738 Sugarwood Way, Venice, FL 34292
    /33

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft

    738 Sugarwood Way, Venice, FL 34292

    This charming Slice of Florida offers a 3-bed, 2-bath, +den, and 2-car garage home on a spacious pie-shaped lot in a quiet cul-de-sac. Inside, the 1,972 sq. ft. home features one of the largest great rooms you'll find at this size or price point, showcasing a lush green view through 2015 windows, with a 2023 roof and 2018 A/C. Need a second bedroom with an ensuite bath? You'll have that also.

    Agent Photo

    Steve Martin Smith

    (941) 265-7064

    738 Sugarwood Way, Venice, FL 34292
  • 245 Woodingham Trail, Venice, FL 34292
    245 Woodingham Trail, Venice, FL 34292
    245 Woodingham Trail, Venice, FL 34292
    /75

    $549,900

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

    245 Woodingham Trail, Venice, FL 34292

    HUGE $25,000 price reduction on this beautiful property!! 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 appliances

    Daniel Charney & Brian Corson GULF SHORES REALTY

    245 Woodingham Trail, Venice, FL 34292
  • 1037 Beckley Cir, Venice, FL 34292
    1037 Beckley Cir, Venice, FL 34292
    1037 Beckley Cir, Venice, FL 34292
    /45

    $559,900

    • 4 Beds
    • 3 Baths
    • 2,416 Sq Ft

    1037 Beckley Cir, Venice, FL 34292

    PRICE ADJUSTMENT!!! Welcome to 1037 Beckley Circle – a beautifully maintained 4BR/3BA pool home in the sought-after Chestnut Creek community of Venice. Built in 1994, this spacious residence features high ceilings throughout, a 2018 roof, and a 2015 whole-house re-pipe, offering both comfort and peace of mind.The thoughtfully designed split floor plan offers plenty of space for family and

    Jerry Brower PREFERRED PROPERTIES OF VENICE INC

    1037 Beckley Cir, Venice, FL 34292
  • 470 Bermuda Isles Cir, Venice, FL 34292
    470 Bermuda Isles Cir, Venice, FL 34292
    470 Bermuda Isles Cir, Venice, FL 34292
    /25

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,994 Sq Ft

    470 Bermuda Isles Cir, Venice, FL 34292

    Welcome to The Isles of Chestnut Creek—Venice’s most sought-after address. This beautifully maintained 3-bedroom, 2-bath residence offers nearly 2,000 square feet of elegant living space on a generous 8,596 sq ft lot. Recent upgrades include a 2022 A/C system, Newly painted, accordion hurricane shutters, and a brand-new roof 2025. Soaring ceilings and an open-concept layout create an inviting

    Harry D'Onofrio BEST HOMES, LLC.

    470 Bermuda Isles Cir, Venice, FL 34292
  • 1118 Deardon Dr, Venice, FL 34292
    1118 Deardon Dr, Venice, FL 34292
    1118 Deardon Dr, Venice, FL 34292
    /43

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft

    1118 Deardon Dr, Venice, FL 34292

    MOTIVATED SELLERS! Welcome to 1118 Deardon Drive, a beautifully upgraded residence nestled in the serene Manors of Chestnut Creek community in Venice, FL. With 3 bedrooms, 2 bathrooms, and 1,917 sq ft of thoughtfully designed living space, this home offers a perfect blend of comfort and modern style at an attractive new price of $499,000—and sellers are motivated! From energy-saving features to

    bill trier HORIZON REALTY INTERNATIONAL

    1118 Deardon Dr, Venice, FL 34292
  • 804 Bayport Cir, Venice, FL 34292
    804 Bayport Cir, Venice, FL 34292
    804 Bayport 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), updated electrical panel (2024), and a whole-house generator with

    Michelle Morgan ENGEL & VOELKERS VENICE DOWNTOWN

    804 Bayport Cir, Venice, FL 34292
  • 403 Bermuda Isles Cir, Venice, FL 34292
    403 Bermuda Isles Cir, Venice, FL 34292
    403 Bermuda Isles Cir, Venice, FL 34292
    /40

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft

    403 Bermuda Isles Cir, Venice, FL 34292

    Grab this 3 bedroom/2 bathroom/2 car garage maintenance free home in highly sought after Isles of Chestnut Creek! 1726 sq. ft of living space designed for comfort and functionality. This home features an open concept living area with tranquil views of the water, that contains all the local wildlife! The spacious master suite has a sitting area, a large walk-in closet plus an additional closet

    Jo-Anne Sckowska MICHAEL SAUNDERS & COMPANY

    403 Bermuda Isles Cir, Venice, FL 34292
  • 112 Woodingham Dr, Venice, FL 34292
    112 Woodingham Dr, Venice, FL 34292
    112 Woodingham Dr, Venice, FL 34292
    /25

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft

    112 Woodingham Dr, Venice, FL 34292

    NEW PRICE - $40,000 REDUCTION! SELLER WELCOMES ALL OFFERS! This charming 1491 SF 3-bedroom 2-bath residence nestled on a huge 15,973 SF lot is located in the desirable Chestnut Creek community of Venice, Florida. This home is full of potential and ready for your personal updates with solid bones and a fantastic layout. This home includes several impact windows and a hurricane-rated garage door.

    Cristina Angueira LOKATION

    112 Woodingham 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
    /53

    $639,900

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

    1234 Harbor Town Way, Venice, FL 34292

    Welcome to Your Dream Retreat in the Heart of VeniceEnter a community unlike any other – where the street is lined with a tunnel of majestic trees, leading to a peaceful lake that glows with natural beauty. As evening falls, graceful white birds fill the trees, creating a serene setting perfect for a quiet morning coffee or a relaxing glass of wine at dusk. This is a rare opportunity to own

    Sandi Tresh RE/MAX PALM REALTY OF VENICE

    1234 Harbor Town Way, Venice, FL 34292
  • 519 Catalina Isles Cir, Venice, FL 34292
    519 Catalina Isles Cir, Venice, FL 34292
    519 Catalina Isles Cir, Venice, FL 34292
    /72

    $330,000 Open Sun 12PM - 2PM

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

    519 Catalina Isles Cir, Venice, FL 34292

    Welcome home to this beautiful 3 Bedroom,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 to the screened lanai from both the living area and primary suite what more can you ask for. It has it all. Enjoy peaceful sunset pond

    Deborah Blank COLDWELL BANKER REALTY

    519 Catalina Isles Cir, Venice, FL 34292
  • 482 Pendleton Place, Venice, FL 34292
    482 Pendleton Place, Venice, FL 34292
    482 Pendleton Place, Venice, FL 34292
    /54

    $385,000

    • 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 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 watching local wildlife from your spacious back porch.Enjoy the benefits of a 2024 renovation, including brand-new kitchen

    Jim Kasmirski, LLC KAZ REAL ESTATE COMPANY

    482 Pendleton Place, Venice, FL 34292
  • 613 Sugarwood Dr, Venice, FL 34292
    613 Sugarwood Dr, Venice, FL 34292
    613 Sugarwood Dr, Venice, FL 34292
    /50

    $395,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,371 Sq Ft

    613 Sugarwood Dr, Venice, FL 34292

    Price adjustment, Let's get this beautiful home sold. Perfect 2 bedroom home. This cozy 2-bedroom, 2-bathroom home boasts a heated salt water pool, tropical backyard, split floor plan. Experience the perfect blend of comfort and serenity in your private paradise! The salt water pool features a chlorine generation system, auto fill water system, light and solar pool cover. The master bedroom is a

    Margo Gerhart GULF SHORES REALTY

    613 Sugarwood Dr, Venice, FL 34292
  • 956 Harbor Town Dr, Venice, FL 34292
    956 Harbor Town Dr, Venice, FL 34292
    956 Harbor Town Dr, Venice, FL 34292
    /54

    $409,000

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    956 Harbor Town Dr, Venice, FL 34292

    Come see our new look! This beautiful home is located in the heart of Chestnut Creek with its canopied streets and luscious landscapes. It has 3 good sized bedrooms and two fully renovated bathrooms. There are almost 1900 sq ft of tastefully upgraded living space. The kitchen has custom white shaker cabinetry with white quartz counters. There is a large farmers sink and all stainless steel

    Janice Youlden WILLIAM RAVEIS REAL ESTATE

    956 Harbor Town Dr, Venice, FL 34292
Florida 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 - Schmidt Real Estate, who has over three years of experience. “You go around Circle Lake, and the various communities veer off.” Some subdivisions, like the Isles, Patios and the 55-plus Villas, offer shared amenities, including pools and clubhouses, but Circle Lake is open to all residents. “It’s very popular, even for people outside of the community, to just sit or walk around the lake,” Roa says. “There’s wildlife galore — an osprey couple comes back every year to have their little ones.” Shopping and dining are less than a mile away along Jacaranda Boulevard, and Venice Beach is 7 miles away. “People enjoy the camaraderie — it’s a friendly neighborhood,” Roa says. The overall CAP Index Crime Score is 2 out of 10, compared to the national average of 4. Chestnut Creek Estates is part of Sarasota County Schools, rated A overall by Niche. Local kids may start at Garden Elementary, before moving on to Venice Middle and Venice High — all of
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 $360,000. If you put a 20% down payment of $72,000 and had a 30-year fixed mortgage with an interest rate of 6.74%, your estimated principal and interest payment would be $1,870 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $80K a year to afford the median home price in Chestnut Creek Estates. 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, 34285, 34293, 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, Venice Farms and Pelican Pointe.
Are home prices dropping in Chestnut Creek Estates?
Yes, home prices in Chestnut Creek Estates are down 15% in the last 12 months.

Home Trends in Chestnut Creek Estates, FL

On average, homes in Chestnut Creek Estates, Venice sell after 1 days on the market compared to the national average of 70 days. The median sale price for homes in Chestnut Creek Estates, Venice over the last 12 months is $360,000, down 22% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$360,000
Median Townhouse Sale Price
$600,000
Median 2 Bedroom Sale Price
$600,000
Average Price Per Sq Ft
$259
Number of Homes for Sale
2
Last 12 months Home Sales
7
Months of Supply
3.40
Median List Price
$360,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-22%
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