Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 54%
$32.50 /mo
$390 billed annualy
MONTHLY
$69 /mo
billed monthly
7 day free trial. Cancel anytime

Filters

Price

Price Range

$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

More

Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

Monthly Cash Flow

Cap Rate

Copied

Longboat Key, FL Investment Properties for Sale

Browse homes for sale and investment properties in Longboat Key, FL. Refine your search by price, property type, or more.

37 out of 372 properties for sale in Longboat Key, FL

Limited Results Shown

Create a free account, or log in to reveal all property listings and enjoy the complete experience.

Property photo
StellarMLS

$4,725,000

4 bds | 5 ba | 4,438 sqft | built 2008
524 Schooner Ln, Longboat Key, FL 34228
$-19,578
Cash flow
-21.6%
Cash-on-Cash Return

1.2%
Cap rate
0.2%
Rent to Value Ratio
Property photo
StellarMLS

$4,950,000

4 bds | 5 ba | 3,925 sqft | built 2019
581 Kingfisher Ln, Longboat Key, FL 34228
$-22,180
Cash flow
-23.4%
Cash-on-Cash Return

0.8%
Cap rate
0.2%
Rent to Value Ratio
Property photo
StellarMLS

$3,295,000

3 bds | 4 ba | 2,880 sqft | built 1991
340 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-13,906
Cash flow
-22.0%
Cash-on-Cash Return

1.1%
Cap rate
0.2%
Rent to Value Ratio
Property photo
StellarMLS

$1,275,000

2 bds | 2 ba | 1,624 sqft | built 1973
5055 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-3,562
Cash flow
-14.6%
Cash-on-Cash Return

2.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
StellarMLS

$2,590,000

3 bds | 3 ba | 2,365 sqft | built 1991
340 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-10,318
Cash flow
-20.8%
Cash-on-Cash Return

1.4%
Cap rate
0.3%
Rent to Value Ratio
Property photo
StellarMLS

$2,395,000

3 bds | 3 ba | 2,954 sqft | built 1990
3272 Bayou Rd, Longboat Key, FL 34228
$-8,673
Cash flow
-18.9%
Cash-on-Cash Return

1.8%
Cap rate
0.3%
Rent to Value Ratio
Property photo
StellarMLS

$3,295,000

3 bds | 4 ba | 3,045 sqft | built 1996
1241 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-14,674
Cash flow
-23.2%
Cash-on-Cash Return

0.8%
Cap rate
0.2%
Rent to Value Ratio
Property photo
StellarMLS

$4,195,000

3 bds | 4 ba | 3,564 sqft | built 1995
675 Longboat Club Rd, Longboat Key, FL 34228
$-21,462
Cash flow
-26.7%
Cash-on-Cash Return

0.0%
Cap rate
0.1%
Rent to Value Ratio
Property photo
StellarMLS

$819,000

2 bds | 2 ba | 1,413 sqft | built 1996
3080 Grand Bay Blvd, Longboat Key, FL 34228
$-762
Cash flow
-4.9%
Cash-on-Cash Return

5.0%
Cap rate
0.8%
Rent to Value Ratio
Property photo
StellarMLS

$975,000

2 bds | 2 ba | 1,509 sqft | built 1985
615 Dream Island Rd, Longboat Key, FL 34228
$-2,973
Cash flow
-15.9%
Cash-on-Cash Return

2.5%
Cap rate
0.4%
Rent to Value Ratio
Property photo
StellarMLS

$1,195,000

2 bds | 2 ba | 1,392 sqft | built 1981
1055 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-4,256
Cash flow
-18.6%
Cash-on-Cash Return

1.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
StellarMLS

$1,200,000

2 bds | 2 ba | 1,170 sqft | built 1973
6951 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-4,315
Cash flow
-18.8%
Cash-on-Cash Return

1.8%
Cap rate
0.3%
Rent to Value Ratio
Property photo
StellarMLS

$825,000

2 bds | 2 ba | 1,393 sqft | built 1970
4835 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-1,304
Cash flow
-8.2%
Cash-on-Cash Return

4.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
StellarMLS

$1,549,000

2 bds | 2 ba | 1,360 sqft | built 1979
750 Tarawitt Dr, Longboat Key, FL 34228
$-5,199
Cash flow
-17.5%
Cash-on-Cash Return

2.1%
Cap rate
0.3%
Rent to Value Ratio
Property photo
StellarMLS

$2,100,000

4 bds | 2 ba | 2,270 sqft | built 1964
501 Sloop Ln, Longboat Key, FL 34228
$-7,025
Cash flow
-17.5%
Cash-on-Cash Return

2.1%
Cap rate
0.3%
Rent to Value Ratio
Property photo
StellarMLS

$465,000

1 bds | 1 ba | 747 sqft | built 1969
4310 Falmouth Dr, Longboat Key, FL 34228
$-842
Cash flow
-9.4%
Cash-on-Cash Return

4.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
StellarMLS

$785,000

3 bds | 2 ba | 1,474 sqft | built 1970
450 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-1,485
Cash flow
-9.9%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
StellarMLS

$2,000,000

3 bds | 4 ba | 2,369 sqft | built 1998
3030 Grand Bay Blvd, Longboat Key, FL 34228
$-6,405
Cash flow
-16.7%
Cash-on-Cash Return

2.3%
Cap rate
0.3%
Rent to Value Ratio
Property photo
StellarMLS

$1,399,000

2 bds | 2 ba | 1,409 sqft | built 1974
1050 Longboat Club Rd, Longboat Key, FL 34228
$-4,377
Cash flow
-16.3%
Cash-on-Cash Return

2.4%
Cap rate
0.4%
Rent to Value Ratio
Property photo
StellarMLS

$3,150,000

3 bds | 4 ba | 3,054 sqft | built 1999
1281 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-12,402
Cash flow
-20.5%
Cash-on-Cash Return

1.4%
Cap rate
0.3%
Rent to Value Ratio
Property photo
StellarMLS

$1,100,000

2 bds | 2 ba | 1,585 sqft | built 1985
1211 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-5,364
Cash flow
-25.4%
Cash-on-Cash Return

0.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
StellarMLS

$1,975,000

3 bds | 3 ba | 2,375 sqft | built 1991
545 Sanctuary Dr, Longboat Key, FL 34228
$-5,658
Cash flow
-14.9%
Cash-on-Cash Return

2.7%
Cap rate
0.4%
Rent to Value Ratio
Property photo
StellarMLS

$1,200,000

2 bds | 2 ba | 1,314 sqft | built 1972
4401 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-3,472
Cash flow
-15.1%
Cash-on-Cash Return

2.7%
Cap rate
0.4%
Rent to Value Ratio
Property photo
StellarMLS

$2,749,900

3 bds | 3 ba | 2,580 sqft | built 1990
535 Sanctuary Dr, Longboat Key, FL 34228
$-10,440
Cash flow
-19.8%
Cash-on-Cash Return

1.6%
Cap rate
0.3%
Rent to Value Ratio
Property photo
StellarMLS

$5,499,000

3 bds | 3 ba | 3,060 sqft | built 1997
2333 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-26,632
Cash flow
-25.3%
Cash-on-Cash Return

0.3%
Cap rate
0.1%
Rent to Value Ratio
Property photo
StellarMLS

$885,000

2 bds | 2 ba | 2,565 sqft | built 1982
1928 Harbourside Dr, Longboat Key, FL 34228
$-1,641
Cash flow
-9.7%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
StellarMLS

$2,098,000

3 bds | 3 ba | 2,550 sqft | built 1998
3030 Grand Bay Blvd, Longboat Key, FL 34228
$-6,491
Cash flow
-16.1%
Cash-on-Cash Return

2.4%
Cap rate
0.4%
Rent to Value Ratio
Property photo
StellarMLS

$399,000

2 bds | 2 ba | 1,396 sqft | built 1970
3802 Gulf Of Mexico Dr, Longboat Key, FL 34228
$236
Cash flow
3.1%
Cash-on-Cash Return

6.9%
Cap rate
0.9%
Rent to Value Ratio
Property photo
StellarMLS

$425,000

2 bds | 2 ba | 1,278 sqft | built 1972
534 Sutton Pl, Longboat Key, FL 34228
$46
Cash flow
0.6%
Cash-on-Cash Return

6.3%
Cap rate
0.8%
Rent to Value Ratio
Property photo
StellarMLS

$999,000

2 bds | 2 ba | 1,668 sqft | built 1981
1465 Gulf Of Mexico Dr, Longboat Key, FL 34228
$53
Cash flow
0.3%
Cash-on-Cash Return

6.2%
Cap rate
0.9%
Rent to Value Ratio
Property photo
StellarMLS

$873,750

3 bds | 2 ba | 2,039 sqft | built 1988
2110 Harbourside Dr, Longboat Key, FL 34228
$-155
Cash flow
-0.9%
Cash-on-Cash Return

5.9%
Cap rate
0.8%
Rent to Value Ratio
Property photo
StellarMLS

$849,000

4 bds | 2 ba | 1,376 sqft | built 1967
690 Fox St, Longboat Key, FL 34228
$410
Cash flow
2.5%
Cash-on-Cash Return

6.7%
Cap rate
1.0%
Rent to Value Ratio
Property photo
StellarMLS

$499,000

2 bds | 2 ba | 1,312 sqft | built 1975
4540 Gulf Of Mexico Dr, Longboat Key, FL 34228
$-50
Cash flow
-0.5%
Cash-on-Cash Return

6.0%
Cap rate
0.8%
Rent to Value Ratio
Property photo
StellarMLS

$899,000

3 bds | 2 ba | 2,000 sqft | built 1984
2155 Harbourside Dr, Longboat Key, FL 34228
$27
Cash flow
0.2%
Cash-on-Cash Return

6.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
StellarMLS

$698,000

2 bds | 2 ba | 1,154 sqft | built 1971
3320 Gulf Of Mexico Dr, Longboat Key, FL 34228
$268
Cash flow
2.0%
Cash-on-Cash Return

6.6%
Cap rate
0.9%
Rent to Value Ratio
Property photo
StellarMLS

$399,000

2 bds | 2 ba | 1,092 sqft | built 1969
4360 Chatham Dr, Longboat Key, FL 34228
$132
Cash flow
1.7%
Cash-on-Cash Return

6.5%
Cap rate
0.9%
Rent to Value Ratio
Property photo
StellarMLS

$699,000

4 bds | 3 ba | 2,173 sqft | built 1969
6901 Poinsetta Ave, Longboat Key, FL 34228
$-8
Cash flow
-0.1%
Cash-on-Cash Return

6.1%
Cap rate
0.8%
Rent to Value Ratio