Mindy DolleDomain Realty · Naples
(239) 851-2556
Naples, FL · Street guide

Homes for sale on Mainsail Drive

As of October 16, 2026, 18 homes are for sale in Mainsail Drive, Naples, FL, priced from $208K to $308K with a median asking price of $280K (about $301 per square foot).

18Active homes
$208K – $308KList price range
$301Median list $ / sq ft
26Closed sales, 12 months

Live from the MLS and refreshed through the day.

Free market snapshot

Get the Mainsail Drive market report

Current prices, what is for sale and what has sold, in your inbox right now. Then Mindy's occasional updates, and you can stop them any time.

By submitting, you agree to receive the Mainsail Drive market snapshot now and Mindy Dolle's market updates by email. Unsubscribe any time. No obligation. See our Privacy Policy.

For sale now

Homes on Mainsail Drive

1378 Mainsail Dr #1721, Naples1 / 16
$308,000
1378 Mainsail Dr #1721Fairways · Naples
3 bd2 ba1,411 sf
Listing courtesy of John R Wood Properties
1522 Mainsail Dr #6, Naples1 / 12
$305,000
1522 Mainsail Dr #6Tropic Schooner Apts · Naples
2 bd2 ba966 sf
Listing courtesy of Century 21 AllPoints Realty
1366 Mainsail Dr #1522, Naples1 / 47
$299,000
1366 Mainsail Dr #1522Fairways · Naples
3 bd2 ba1,276 sf
Listing courtesy of Premier Sotheby's Int'l Realty
1045 Mainsail Dr #413, NaplesWaterfront1 / 30
$299,000
1045 Mainsail Dr #413Mainsail · Naples
2 bd2 ba843 sf
Listing courtesy of Anchor Real Estate
1025 Mainsail Dr #215, NaplesGulf access1 / 40
$295,000
1025 Mainsail Dr #215Mainsail · Naples
2 bd2 ba843 sf
Listing courtesy of The Keyes Company
1025 Mainsail Dr #203, NaplesGulf access1 / 26
$295,000
1025 Mainsail Dr #203Mainsail · Naples
2 bd2 ba843 sf
Listing courtesy of Keller Williams Marco Realty
1544 Mainsail Dr #7, NaplesWaterfront1 / 20
$285,000
1544 Mainsail Dr #7Tropic Schooner Apts · Naples
2 bd2 ba966 sf
Listing courtesy of John R Wood Properties
1504 Mainsail Dr #6, NaplesWaterfront1 / 26
$284,900
1504 Mainsail Dr #6Tropic Schooner Apts · Naples
2 bd2 ba966 sf
Listing courtesy of Marzucco Real Estate
1305 Mainsail Dr #1013, NaplesWaterfront1 / 26
$284,900
1305 Mainsail Dr #1013Mainsail · Naples
2 bd2 ba843 sf
Listing courtesy of Premiere Plus Realty Company
1295 Mainsail Dr #912, NaplesWaterfront1 / 39
$275,000
1295 Mainsail Dr #912Mainsail · Naples
2 bd2 ba843 sf
Listing courtesy of KW Elevate Luxury
1336 Mainsail Dr #1224, Naples1 / 50
$269,000
1336 Mainsail Dr #1224Fairways · Naples
2 bd2 ba1,122 sf
Listing courtesy of Downing Frye Realty Inc.
1375 Mainsail Dr #1714, NaplesWaterfront1 / 35
$260,000
1375 Mainsail Dr #1714Mainsail · Naples
2 bd2 ba843 sf
Listing courtesy of Keller Williams Marco Realty
1325 Mainsail Dr #1211, NaplesNew · 3 days1 / 20
$259,900
1325 Mainsail Dr #1211Mainsail · Naples
2 bd2 ba843 sf
Listing courtesy of John R Wood Properties
1385 Mainsail Dr #1802, NaplesWaterfront1 / 28
$258,900
1385 Mainsail Dr #1802Mainsail · Naples
2 bd2 ba843 sf
Listing courtesy of Achieve Realty LLC
1514 Mainsail Dr #4, Naples1 / 39
$249,900
1514 Mainsail Dr #4Tropic Schooner Apts · Naples
2 bd2 ba966 sf
Listing courtesy of Berkshire Hathaway FL Realty
1512 Mainsail Dr #10, Naples1 / 29
$249,000
1512 Mainsail Dr #10Tropic Schooner Apts · Naples
2 bd2 ba966 sf
Listing courtesy of Coldwell Banker Realty
1355 Mainsail Dr #1503, NaplesNew · 8 days1 / 39
$239,900
1355 Mainsail Dr #1503Mainsail · Naples
2 bd2 ba843 sf
Listing courtesy of Premier Sotheby's Int'l Realty
1510 Mainsail Dr #8, NaplesNew today1 / 30
$208,000
1510 Mainsail Dr #8Tropic Schooner Apts · Naples
2 bd2 ba966 sf
Listing courtesy of Re/Max Alliance Group

Listings are shown courtesy of the listing brokerages. Information is deemed reliable but not guaranteed.

Questions about Mainsail Drive

How many homes over $3M are for sale in Mainsail Drive?

There are no homes listed at $3M or more in Mainsail Drive right now, and 18 active listings overall. Listings change daily.

What do luxury homes cost in Mainsail Drive?

Current asking prices run $208K to $308K, with a median of $280K or roughly $301 per square foot. Floor, view, finish and, for single-family homes, lot and water frontage account for most of the spread.

What kinds of homes are in Mainsail Drive?

Mainsail Drive is a street in Naples in Naples, FL. Current listings include homes with 2 to 3 bedrooms, 843 sq ft to 1,411 sq ft, built 1983 to 1999.

Are homes in Mainsail Drive on the water?

Of the 18 current listings, 11 are waterfront, 2 have Gulf access, per MLS data. Water type and access vary by street and building, so confirm each home's details before relying on them.

What are the association fees in Mainsail Drive?

Current listings report association fees of $1,750 per quarter. What a fee covers differs by building or community, so ask for the budget and the reserve and milestone-inspection documents before you buy.

How fast do homes sell in Mainsail Drive?

26 sales closed in the past 12 months at a median of $259K, with a median of about 67 days on market and a median sale-to-list ratio of 94.3%. A small number of sales means these medians are only a guide.

Which communities are on Mainsail Drive?

Current listings on Mainsail Drive sit in Mainsail (9), Tropic Schooner Apts (6), Fairways (3). Each community has its own association rules, fees and amenities, so compare them before you choose.

Who can show me homes in Mainsail Drive?

Mindy Dolle, a licensed Florida real estate sales associate with Domain Realty, can arrange showings, pull comparable sales and review association documents for homes in Mainsail Drive. Call or text (239) 851-2556.

Along and near Mainsail Drive