Cherry Estates Real Estate

There are 23 active listings in Cherry Estates, St. James City, with a median asking price of $339,000 and an average of 167 days on market.

Active Listings

Median Asking Price

$339,000

Average Asking Price

$339,209

Avg. Days on Market

167

Closed · Last 90 Days

About Cherry Estates

Cherry Estates is a Southwest Florida community in St. James City where the NABOR MLS currently shows 23 active listings, asking $169,000 to $549,000, averaging 167 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

23 properties shown

$549,000

2801 York RD

3 bd · 2 ba · 1,296 sf

Listing courtesy of Century 21 Selling Paradise

$429,900

3811 Blueberry LN

2 bd · 2 ba · 1,278 sf

Listing courtesy of EXP Realty LLC

$399,900

3822 Blueberry LN

2 bd · 2 ba · 1,056 sf

Listing courtesy of EXP Realty LLC

$379,900

2971 Bounty LN

2 bd · 2 ba · 1,381 sf

Listing courtesy of Real Broker, LLC

$375,000

3121 Binnacle LN

2 bd · 2 ba · 1,694 sf

Listing courtesy of John R. Wood Properties

$369,900

3070 Harpoon LN

3 bd · 2 ba · 1,246 sf

Listing courtesy of Castaways Island Realty LLC

$368,500

3088 Skipper LN

2 bd · 2 ba · 1,670 sf

Listing courtesy of Pfeifer Realty Group LLC

$365,000

3065 Skipper LN

2 bd · 2 ba · 1,465 sf

Listing courtesy of John R. Wood Properties

$365,000

3064 Sloop LN

2 bd · 2 ba · 1,250 sf

Listing courtesy of Century 21 AllPoints Realty

$350,000

3032 Bounty LN

2 bd · 2 ba · 1,387 sf

Listing courtesy of Compass Florida LLC

$345,000

3023 Skipper LN

2 bd · 2 ba · 1,444 sf

Listing courtesy of John R. Wood Properties

$339,000

3783 Cherry LN

Listing courtesy of EXP Realty LLC

$327,900

3059 Bounty LN

2 bd · 2 ba · 1,180 sf

Listing courtesy of Lifestyle Property Group LLC

$320,000

3089 Skipper LN

2 bd · 2 ba · 1,726 sf

Listing courtesy of List In MLS Realty, LLC

$320,000

3913 Dewberry LN

2 bd · 2 ba · 872 sf

Listing courtesy of LPT Realty, LLC

$320,000

3653 Dewberry LN

2 bd · 2 ba · 960 sf

Listing courtesy of John R. Wood Properties

$319,000

3904 Dewberry LN

2 bd · 2 ba · 920 sf

Listing courtesy of John R. Wood Properties

$315,000

3056 Sloop LN

2 bd · 2 ba · 1,196 sf

Listing courtesy of LPT Realty, LLC

$289,900

3893 Dewberry LN

2 bd · 1 ba · 1,178 sf

Listing courtesy of Castaways Island Realty LLC

$275,000

3155 Trawler LN

Listing courtesy of John R. Wood Properties

$269,900

3961 Blueberry LN

Listing courtesy of Castaways Island Realty LLC

$240,000

3063 YORK RD

Listing courtesy of Experience Real Estate Group

$169,000

3792 Blueberry LN

Listing courtesy of Royal Shell Real Estate, Inc.

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.