Cherry Estates Real Estate

There are 29 active listings in Cherry Estates, St. James City, with a median asking price of $300,000 and an average of 143 days on market.

Active Listings

Median Asking Price

$300,000

Average Asking Price

$290,827

Avg. Days on Market

143

Closed · Last 90 Days

About Cherry Estates

Cherry Estates is a Southwest Florida community in St. James City where the NABOR MLS currently shows 29 active listings, asking $199,000 to $369,900, averaging 143 days on market, with 2 closed sales recorded here in the last 90 days. Waterfront Realty Group, Inc. has worked this market as an independent, Realtor-owned brokerage since 1986, and pairs every customer with a Sales Associate who knows these streets, waterways, and price trends firsthand.

Figures reflect the active Cherry Estates inventory shown on this page, drawn live from the Naples Area Board of REALTORS® (NABOR) MLS. Closed-sale counts cover the trailing 90 days.

Available Properties

Cherry Estates Listings

24 properties shown

$369,900

3076 Bowsprit LN

2 bd · 2 ba · 1,152 sf

Listing courtesy of Century 21 Selling Paradise

Source: NABOR MLS

$369,900

3070 Harpoon LN

3 bd · 2 ba · 1,246 sf

Listing courtesy of Castaways Island Realty LLC

Source: NABOR MLS

$365,000

3065 Skipper LN

2 bd · 2 ba · 1,465 sf

Listing courtesy of John R. Wood Properties

Source: NABOR MLS

$365,000

3055 Harpoon LN

2 bd · 2 ba · 1,400 sf

Listing courtesy of Elite Edge Fl Realty

Source: NABOR MLS

$364,900

3822 Blueberry LN

2 bd · 2 ba · 1,056 sf

Listing courtesy of EXP Realty LLC

Source: NABOR MLS

$360,000

3064 Sloop LN

2 bd · 2 ba · 1,250 sf

Listing courtesy of Century 21 AllPoints Realty

Source: NABOR MLS

$359,900

2971 Bounty LN

2 bd · 2 ba · 1,381 sf

Listing courtesy of Real Broker, LLC

Source: NABOR MLS

$350,000

3032 Bounty LN

2 bd · 2 ba · 1,387 sf

Listing courtesy of Compass Florida LLC

Source: NABOR MLS

$340,275

3088 Skipper LN

2 bd · 2 ba · 1,670 sf

Listing courtesy of Pfeifer Realty Group LLC

Source: NABOR MLS

$327,900

3059 Bounty LN

2 bd · 2 ba · 1,180 sf

Listing courtesy of Lifestyle Property Group LLC

Source: NABOR MLS

$320,000

3089 Skipper LN

2 bd · 2 ba · 1,726 sf

Listing courtesy of List In MLS Realty, LLC

Source: NABOR MLS

$320,000

3653 Dewberry LN

2 bd · 2 ba · 960 sf

Listing courtesy of John R. Wood Properties

Source: NABOR MLS

$315,000

3056 Sloop LN

2 bd · 2 ba · 1,196 sf

Listing courtesy of LPT Realty, LLC

Source: NABOR MLS

$300,000

3913 Dewberry LN

2 bd · 2 ba · 872 sf

Listing courtesy of LPT Realty, LLC

Source: NABOR MLS

$300,000

3904 Dewberry LN

2 bd · 2 ba · 920 sf

Listing courtesy of John R. Wood Properties

Source: NABOR MLS

$289,900

3893 Dewberry LN

2 bd · 1 ba · 1,178 sf

Listing courtesy of Castaways Island Realty LLC

Source: NABOR MLS

$275,000

3155 Trawler LN

Listing courtesy of John R. Wood Properties

Source: NABOR MLS

$269,900

3961 Blueberry LN

Listing courtesy of Castaways Island Realty LLC

Source: NABOR MLS

$239,900

2951 Trawler LN

Listing courtesy of John R. Wood Properties

Source: NABOR MLS

$239,900

3005 Trawler LN

Listing courtesy of John R. Wood Properties

Source: NABOR MLS

$239,900

3019 Trawler LN

Listing courtesy of John R. Wood Properties

Source: NABOR MLS

$239,000

2971 Trawler LN

Listing courtesy of John R. Wood Properties

Source: NABOR MLS

$229,900

2970 Trawler LN

Listing courtesy of John R. Wood Properties

Source: NABOR MLS

$229,900

2950 Trawler LN

Listing courtesy of John R. Wood Properties

Source: NABOR MLS

Listing data provided via the Naples Area Board of REALTORS® (NABOR) MLS. Information deemed reliable but not guaranteed. Equal Housing Opportunity. © 2026 Waterfront Realty Group, Inc. License CQ257718. All rights reserved.

Get in touch

Interested in Cherry Estates?

A local Sales Associate with firsthand knowledge of Cherry Estates will reach out within 24 hours.