Let us know what you're looking for, and we'll let you know what we find

* First Name:

* Last Name:

* Email:

* Phone:

Prefer to have someone call? Just let us know

Email preference Phone call

Want to see about scheduling a showing?

Pick a date (preferrably in the future)

Message:

Location

Price

Beds

Baths

+ Additional Filters/Criteria

Home Size

Lot Size acres use sqft

Year Built

Days Listed

Property Status

Active

Pending

Sold

Property Types

Select All

Single Family

Condo/Townhouse/Co-Op

Mobile/Manufactured

Farms/Ranch

Rental Properties

Multi Family

Residential Income

Commercial

Lot/Land/Acreage

Vacation/Time-Share

Property Features

Adult Community

Air Conditioning

Barn/Equestrian

Basement

Bungalow

Cape Cod

Colonial

Contemporary

Custom Home

Fence

Fireplace

Florida Room

Garage

Golf Community

Historic Homes

Key West

Outdoor Kitchen

Pool

Primary on Main

Ranch

Spanish/Mediterranean

Traditional

Tudor

View

Waterfront

homes from to

Show Map

List View
Grid View

Sorted by

121 - 150 of 446 | Previous Page 5 of 15 Next

$1,245,000
51

3235 Gulf Of Mexico Drive #A305, Longboat Key, FL

3235 Gulf Of Mexico Drive #A305
Longboat Key, FL
2 Beds

2 Baths

1,260 Home (sqft)

2 Baths

0 Lot (sqft)
$625,000
34

4600 Gulf Of Mexico Drive #202, Longboat Key, FL

4600 Gulf Of Mexico Drive #202
Longboat Key, FL
2 Beds

2 Baths

1,312 Home (sqft)

2 Baths

21.13 Lot (ac)
$699,000
29

4621 Gulf Of Mexico Drive #19B, Longboat Key, FL

4621 Gulf Of Mexico Drive #19B
Longboat Key, FL
2 Beds

2 Baths

900 Home (sqft)

2 Baths

0 Lot (sqft)
$850,000
9

765 Saint Judes Drive N, Longboat Key, FL

765 Saint Judes Drive N
Longboat Key, FL
0 Beds

0 Baths

0 Home (sqft)

0 Baths

10,890 Lot (sqft)
$1,795,000
77

501 Reclinata Drive, Longboat Key, FL

501 Reclinata Drive
Longboat Key, FL
3 Beds

4 Baths

2,784 Home (sqft)

4 Baths

16,118 Lot (sqft)
$15,500,000
17

5581 Gulf Of Mexico Drive, Longboat Key, FL

5581 Gulf Of Mexico Drive
Longboat Key, FL
11 Beds

11 Baths

8,529 Home (sqft)

11 Baths

2.02 Lot (ac)
$1,495,000
26

2301 Gulf Of Mexico Drive #33N, Longboat Key, FL

2301 Gulf Of Mexico Drive #33N
Longboat Key, FL
2 Beds

2 Baths

1,235 Home (sqft)

2 Baths

0 Lot (sqft)
$1,849,000
66

2065 Harbour Links Drive #5, Longboat Key, FL

2065 Harbour Links Drive #5
Longboat Key, FL
3 Beds

4 Baths

2,865 Home (sqft)

4 Baths

2.01 Lot (ac)
$1,999,999
46

3060 Grand Bay Boulevard #154, Longboat Key, FL

3060 Grand Bay Boulevard #154
Longboat Key, FL
3 Beds

4 Baths

2,369 Home (sqft)

4 Baths

1.24 Lot (ac)
$1,900,000
65

569 Juan Anasco Drive, Longboat Key, FL

569 Juan Anasco Drive
Longboat Key, FL
3 Beds

4 Baths

2,804 Home (sqft)

4 Baths

10,019 Lot (sqft)
$1,695,000
73

581 Broadway Street, Longboat Key, FL

581 Broadway Street
Longboat Key, FL
3 Beds

3 Baths

2,148 Home (sqft)

3 Baths

7,841 Lot (sqft)
$1,295,000
30

1211 Gulf Of Mexico Drive #207, Longboat Key, FL

1211 Gulf Of Mexico Drive #207
Longboat Key, FL
2 Beds

2 Baths

1,827 Home (sqft)

2 Baths

7.87 Lot (ac)
$1,849,000
57

1465 Gulf Of Mexico Drive #104, Longboat Key, FL

1465 Gulf Of Mexico Drive #104
Longboat Key, FL
3 Beds

3 Baths

2,051 Home (sqft)

3 Baths

0 Lot (sqft)
$2,199,999
63

3617 Fair Oaks Place, Longboat Key, FL

3617 Fair Oaks Place
Longboat Key, FL
3 Beds

4 Baths

2,950 Home (sqft)

4 Baths

12,197 Lot (sqft)
$3,695,000
62

3540 Mistletoe Lane, Longboat Key, FL

3540 Mistletoe Lane
Longboat Key, FL
4 Beds

4 Baths

3,166 Home (sqft)

4 Baths

9,148 Lot (sqft)
$1,695,000
71

3010 Grand Bay Boulevard #482, Longboat Key, FL

3010 Grand Bay Boulevard #482
Longboat Key, FL
3 Beds

4 Baths

2,250 Home (sqft)

4 Baths

1.26 Lot (ac)
$1,095,000
65

2129 Harbourside Drive #901, Longboat Key, FL

2129 Harbourside Drive #901
Longboat Key, FL
3 Beds

3 Baths

2,219 Home (sqft)

3 Baths

11.16 Lot (ac)
$799,999
41

6324 Laguna Drive, Longboat Key, FL

6324 Laguna Drive
Longboat Key, FL
0 Beds

0 Baths

0 Home (sqft)

0 Baths

1,743 Lot (sqft)
$3,995,000
52

415 L Ambiance Drive #D606, Longboat Key, FL

415 L Ambiance Drive #D606
Longboat Key, FL
2 Beds

4 Baths

2,634 Home (sqft)

4 Baths

10.18 Lot (ac)
$1,150,000
65

1945 Gulf Of Mexico Drive #M2-516, Longboat Key, FL

1945 Gulf Of Mexico Drive #M2-516
Longboat Key, FL
3 Beds

2 Baths

1,532 Home (sqft)

2 Baths

0 Lot (sqft)
$4,549,900
92

597 Buttonwood Drive, Longboat Key, FL

597 Buttonwood Drive
Longboat Key, FL
5 Beds

7 Baths

4,176 Home (sqft)

7 Baths

18,296 Lot (sqft)
$975,000
58

2012 Harbourside Drive #2104, Longboat Key, FL

2012 Harbourside Drive #2104
Longboat Key, FL
3 Beds

3 Baths

2,135 Home (sqft)

3 Baths

0 Lot (sqft)
$739,000
62

2020 Harbourside Drive #432, Longboat Key, FL

2020 Harbourside Drive #432
Longboat Key, FL
2 Beds

2 Baths

1,312 Home (sqft)

2 Baths

3.90 Lot (ac)
$1,850,000
53

1211 Gulf Of Mexico Drive #702, Longboat Key, FL

1211 Gulf Of Mexico Drive #702
Longboat Key, FL
3 Beds

3 Baths

2,100 Home (sqft)

3 Baths

7.87 Lot (ac)
$3,995,000
55

4473 Gulf Of Mexico Drive, Longboat Key, FL

4473 Gulf Of Mexico Drive
Longboat Key, FL
4 Beds

4 Baths

2,943 Home (sqft)

4 Baths

12,633 Lot (sqft)
$695,000
45

4234 Gulf Of Mexico Drive #E2, Longboat Key, FL

4234 Gulf Of Mexico Drive #E2
Longboat Key, FL
2 Beds

2 Baths

1,150 Home (sqft)

2 Baths

0 Lot (sqft)
$849,900
42

6701 Gulf Of Mexico Drive #311, Longboat Key, FL

6701 Gulf Of Mexico Drive #311
Longboat Key, FL
1 Bed

1 Bath

936 Home (sqft)

1 Bath

4.25 Lot (ac)
$999,999
51

5611 Gulf Of Mexico Drive #5, Longboat Key, FL

5611 Gulf Of Mexico Drive #5
Longboat Key, FL
3 Beds

3 Baths

2,200 Home (sqft)

3 Baths

1.02 Lot (ac)
$2,275,000
55

380 Gulf Of Mexico Drive #536, Longboat Key, FL

380 Gulf Of Mexico Drive #536
Longboat Key, FL
3 Beds

5 Baths

2,903 Home (sqft)

5 Baths

0 Lot (sqft)
$1,225,000
40

650 Penfield Street, Longboat Key, FL

650 Penfield Street
Longboat Key, FL
2 Beds

2 Baths

1,579 Home (sqft)

2 Baths

10,019 Lot (sqft)

Previous Page 5 of 15 Next

The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 4/11/25 11:47 AM PDT.

This IDX Software is (c) Diverse Solutions 2025. Privacy | Terms & Conditions

Save favorite listings, searches, and get the latest alerts

Remember me

Sign in to, or create an account using your existing social account:

Forgot password?

Create an Account

Fill in your email, and we'll send you a message with instructions on how to reset your password. Please make sure to use the same email address you provided during registration. Email:

close Back to Login

New Password: Confirm Password:

Save your favorite listings, searches, and receive the latest listing alerts

First Name: Last Name: Email: Please confirm if you want to receive e-mail updates from and other Diverse Solutions products: I confirm, I would like to receive e-mail updates I do not want to receive e-mail updates Phone Number: Password: Confirm Password: Remember me

Sign in to, or create an account using your existing social account:

Already have an account? Login