Chestnut Creek Estates Houses for Sale

/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
/45
$589,000 Open Fri 9AM - 1PM
- 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
/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
/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
/70
$515,000
- 4 Beds
- 2.5 Baths
- 2,308 Sq Ft
1216 Whitney Dr, Venice, FL 34292

NEW! NEW! NEW! Nothing to do but pack your bags and move into this stunning home in Chestnut Creek Manors and begin “Living Your Best Life Ever In Paradise”. Walking up to this home you will notice the attention to detail with the paver driveway and walkway, arched transom window above the front door (flanked by Architectural Sidelight Windows) and a transom window above the dining room

Joyce Ingrassia COLDWELL BANKER REALTY

1216 Whitney Dr, Venice, FL 34292
/40
$379,000 Open Sat 11AM - 1PM
- 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
/25
$380,000
- 3 Beds
- 2 Baths
- 1,491 Sq Ft
112 Woodingham Dr, Venice, FL 34292

SELLER WELCOMES ALL OFFERS! This charming 1491 SF 3-bedroom 2-bath residence nestled on a huge 16,000 SF lot is located in the desirable Chestnut Creek community of Venice, Florida. Bring your vision to life in this lovely home offering endless potential. With solid bones and a fantastic layout, it's the perfect canvas for your personal touch. This home includes several impact windows and a

Cristina Angueira LOKATION

112 Woodingham Dr, 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
/72
$330,000
- 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
/50
$395,000
- 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
/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

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

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 51 days. The median sale price for homes in Chestnut Creek Estates, Venice over the last 12 months is $385,000, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$385,000

Median Single Family Sale Price

$415,000

Median Townhouse Sale Price

$307,000

Average Price Per Sq Ft

$238

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

5.00

Median List Price

$444,500

Median Change From 1st List Price

Median Home Sale Price YoY Change

-6%

How to Buy a Home How to Finance a Home How to Sell a Home

In Chestnut Creek Estates, there are currently 11 houses for sale, offering a variety of options for prospective buyers. With houses ranging from $330,000 to $639,900, there's something for every budget. As of July, 2025 the median home price in Chestnut Creek Estates, Venice is $444,500, while the average sale price is $397,600, providing insight into local market trends. On average, houses spend 83 days on the market before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in Chestnut Creek Estates, Venice and find the perfect place to call home.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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