Homes for Sale in Longboat Key, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated September 25, 2026

228 homes are for sale in Longboat Key, FL as of 2026-09-25, with 24 more under contract. The median list price is $967,500 ($644/sq ft), most homes list between $450K to $4.39M, and the median listing has been on the market 94 days. That is 58 houses, 150 condos and 4 townhouses. 39 homes came on the market this week.

Newest homes for sale in Longboat Key

The most recently listed homes in Longboat Key, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

$4.29M New

2 bd · 2.5 ba · 2,154 sq ft · built 2024

1591 GULF OF MEXICO DRIVE #312, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$989,000 New

2 bd · 2.5 ba · 2,000 sq ft · built 1996

1241 GULF OF MEXICO DRIVE #109, 34228

Longboat Key

Listing courtesy of COLDWELL BANKER REALTY

$399,000 New

2 bd · 2 ba · 1,007 sq ft · built 1970

3802 GULF OF MEXICO DRIVE #A203, 34228

Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$310,000 New

1 bd · 1 ba · 680 sq ft · built 1976

3710 GULF OF MEXICO DRIVE #E22, 34228

Gulfshore of Longboat Key

Listing courtesy of EDGEWATER REAL ESTATE, INC

$12.75M New

3 bd · 3.5 ba · 4,967 sq ft · built 2024

1561 GULF OF MEXICO DRIVE #404, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$5.29M New

3 bd · 3.5 ba · 2,880 sq ft · built 1990

455 LONGBOAT CLUB ROAD #905, 34228

Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC

$4.00M New

5 bd · 5.5 ba · 3,600 sq ft · built 1974

592 JUAN ANASCO DRIVE, 34228

Longboat Key

Listing courtesy of SHORE PROPERTY GROUP

$2.67M New

4 bd · 3.5 ba · 3,102 sq ft · built 1991

3530 MISTLETOE LANE, 34228

Longboat Key

Listing courtesy of COLDWELL BANKER REALTY

$2.50M New

3 bd · 4 ba · 3,045 sq ft · built 1996

1241 GULF OF MEXICO DRIVE #303, 34228

Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC

$2.20M New

2 bd · 4 ba · 2,965 sq ft · built 1996

1241 GULF OF MEXICO DRIVE #608, 34228

Longboat Key

Listing courtesy of RE/MAX ALLIANCE GROUP

$1.70M New

2 bd · 2 ba · 1,585 sq ft · built 1985

1211 GULF OF MEXICO DRIVE #403, 34228

Longboat Key

Listing courtesy of COMPASS FLORIDA LLC

$1.55M New

2 bd · 2 ba · 1,470 sq ft · built 1973

2425 GULF OF MEXICO DRIVE #8C, 34228

Longboat Key

Listing courtesy of KW COASTAL LIVING III

$1.50M New

3 bd · 2.5 ba · 2,204 sq ft · built 1984

2101 HARBOURSIDE DRIVE #1103, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$840,000 New

3 bd · 2 ba · 1,242 sq ft · built 1920

760 LONGBOAT COURT, 34228

Longboat Key

Listing courtesy of CENTURY 21 BEGGINS ENTERPRISES

$815,000 New

2 bd · 2 ba · 1,490 sq ft · built 1960

691 TARAWITT DRIVE, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$699,000 New

2 bd · 2 ba · 1,192 sq ft · built 1984

2020 HARBOURSIDE DRIVE #442, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$670,000 New

2 bd · 2 ba · 1,561 sq ft · built 1975

4600 GULF OF MEXICO DRIVE #301, 34228

Longboat Key

Listing courtesy of FUTURE HOME REALTY INC

$639,000 New

2 bd · 2.5 ba · 1,440 sq ft · built 1990

539 FOREST WAY #539, 34228

Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$550,000 New

2 bd · 2 ba · 1,341 sq ft · built 1968

914 SPANISH DRIVE #76, 34228

Longboat Key

Listing courtesy of AUM FLORIDA REAL ESTATE LLC

$520,000 New

2 bd · 2 ba · 1,072 sq ft · built 1969

4310 FALMOUTH DRIVE #307, 34228

Longboat Key

Listing courtesy of HOUSE MATCH

$449,000 New

2 bd · 2 ba · 1,192 sq ft · built 1982

1932 HARBOURSIDE DRIVE #214, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$399,000 New

2 bd · 2 ba · 758 sq ft · built 2026

96 TWIN SHORES BOULEVARD, 34228

Twin Shores

Listing courtesy of EVENTIDE REALTY LLC

$395,000 New

2 bd · 2 ba · 758 sq ft · built 2026

71 TWIN SHORES BOULEVARD, 34228

Twin Shores

Listing courtesy of EVENTIDE REALTY LLC

$1.05M New

2 bd · 2 ba · 1,456 sq ft · built 1983

732 BAYPORT WAY, 34228

Bayport Beach & Tennis Club

Listing courtesy of EXP REALTY, LLC

Longboat Key homes for sale by price

Every active listing in Longboat Key grouped by price, with the newest listings in each band. The median is $967,500; the busiest band is $1M and up.

Under $200K: 1 home

• $139,000 · 1 bd / 1 ba / 564 sq ft · 36 TWIN SHORES BOULEVARD (Twin Shores)

$200K – $300K: 1 home

• $295,000 · 1 bd / 1 ba / 712 sq ft · 3806 GULF OF MEXICO DRIVE #C208

$300K – $400K: 14 homes

• $310,000 · 1 bd / 1 ba / 680 sq ft · 3710 GULF OF MEXICO DRIVE #E22 (Gulfshore of Longboat Key)
• $399,000 · 2 bd / 2 ba / 1,007 sq ft · 3802 GULF OF MEXICO DRIVE #A203
• $395,000 · 2 bd / 2 ba / 758 sq ft · 71 TWIN SHORES BOULEVARD (Twin Shores)
• $399,000 · 2 bd / 2 ba / 758 sq ft · 96 TWIN SHORES BOULEVARD (Twin Shores)

$400K – $500K: 20 homes

• $449,000 · 2 bd / 2 ba / 1,192 sq ft · 1932 HARBOURSIDE DRIVE #214
• $450,000 · 2 bd / 2 ba / 1,327 sq ft · 711 SPANISH DRIVE #211
• $495,000 · 1 ba / 368 sq ft · 3453 GULF OF MEXICO DRIVE #237
• $489,900 · 1 bd / 1 ba / 528 sq ft · 3453 GULF OF MEXICO DRIVE #242

$500K – $750K: 41 homes

• $520,000 · 2 bd / 2 ba / 1,072 sq ft · 4310 FALMOUTH DRIVE #307
• $550,000 · 2 bd / 2 ba / 1,341 sq ft · 914 SPANISH DRIVE #76
• $639,000 · 2 bd / 2.5 ba / 1,440 sq ft · 539 FOREST WAY #539
• $670,000 · 2 bd / 2 ba / 1,561 sq ft · 4600 GULF OF MEXICO DRIVE #301

$750K – $1M: 45 homes

• $989,000 · 2 bd / 2.5 ba / 2,000 sq ft · 1241 GULF OF MEXICO DRIVE #109
• $815,000 · 2 bd / 2 ba / 1,490 sq ft · 691 TARAWITT DRIVE
• $840,000 · 3 bd / 2 ba / 1,242 sq ft · 760 LONGBOAT COURT
• $915,000 · 3 bd / 2 ba / 1,941 sq ft · 100 SANDS POINT ROAD #303

$1M and up: 106 homes

• $4.29M · 2 bd / 2.5 ba / 2,154 sq ft · 1591 GULF OF MEXICO DRIVE #312
• $1.50M · 3 bd / 2.5 ba / 2,204 sq ft · 2101 HARBOURSIDE DRIVE #1103
• $1.55M · 2 bd / 2 ba / 1,470 sq ft · 2425 GULF OF MEXICO DRIVE #8C
• $1.70M · 2 bd / 2 ba / 1,585 sq ft · 1211 GULF OF MEXICO DRIVE #403

Every home for sale in Longboat Key right now (228)

All 228 active Longboat Key listings with a detail page, newest first, refreshed twice a day from the MLS.

• $4.29M · 2 bd / 2.5 ba / 2,154 sq ft · 1591 GULF OF MEXICO DRIVE #312
• $989,000 · 2 bd / 2.5 ba / 2,000 sq ft · 1241 GULF OF MEXICO DRIVE #109
• $399,000 · 2 bd / 2 ba / 1,007 sq ft · 3802 GULF OF MEXICO DRIVE #A203
• $310,000 · 1 bd / 1 ba / 680 sq ft · 3710 GULF OF MEXICO DRIVE #E22 (Gulfshore of Longboat Key)
• $12.75M · 3 bd / 3.5 ba / 4,967 sq ft · 1561 GULF OF MEXICO DRIVE #404
• $5.29M · 3 bd / 3.5 ba / 2,880 sq ft · 455 LONGBOAT CLUB ROAD #905
• $4.00M · 5 bd / 5.5 ba / 3,600 sq ft · 592 JUAN ANASCO DRIVE
• $2.67M · 4 bd / 3.5 ba / 3,102 sq ft · 3530 MISTLETOE LANE
• $2.50M · 3 bd / 4 ba / 3,045 sq ft · 1241 GULF OF MEXICO DRIVE #303
• $2.20M · 2 bd / 4 ba / 2,965 sq ft · 1241 GULF OF MEXICO DRIVE #608
• $1.70M · 2 bd / 2 ba / 1,585 sq ft · 1211 GULF OF MEXICO DRIVE #403
• $1.55M · 2 bd / 2 ba / 1,470 sq ft · 2425 GULF OF MEXICO DRIVE #8C
• $1.50M · 3 bd / 2.5 ba / 2,204 sq ft · 2101 HARBOURSIDE DRIVE #1103
• $840,000 · 3 bd / 2 ba / 1,242 sq ft · 760 LONGBOAT COURT
• $815,000 · 2 bd / 2 ba / 1,490 sq ft · 691 TARAWITT DRIVE
• $699,000 · 2 bd / 2 ba / 1,192 sq ft · 2020 HARBOURSIDE DRIVE #442
• $670,000 · 2 bd / 2 ba / 1,561 sq ft · 4600 GULF OF MEXICO DRIVE #301
• $639,000 · 2 bd / 2.5 ba / 1,440 sq ft · 539 FOREST WAY #539
• $550,000 · 2 bd / 2 ba / 1,341 sq ft · 914 SPANISH DRIVE #76
• $520,000 · 2 bd / 2 ba / 1,072 sq ft · 4310 FALMOUTH DRIVE #307
• $449,000 · 2 bd / 2 ba / 1,192 sq ft · 1932 HARBOURSIDE DRIVE #214
• $399,000 · 2 bd / 2 ba / 758 sq ft · 96 TWIN SHORES BOULEVARD (Twin Shores)
• $395,000 · 2 bd / 2 ba / 758 sq ft · 71 TWIN SHORES BOULEVARD (Twin Shores)
• $1.05M · 2 bd / 2 ba / 1,456 sq ft · 732 BAYPORT WAY (Bayport Beach & Tennis Club)
• $645,000 · 2 bd / 2 ba / 1,260 sq ft · 843 BAYPORT WAY #843 (Bayport Beach & Tennis Club)
• $450,000 · 2 bd / 2 ba / 1,327 sq ft · 711 SPANISH DRIVE #211
• $399,000 · 1 bd / 1 ba / 630 sq ft · 707 SAINT JUDES DRIVE #1
• $1.35M · 4 bd / 2 ba / 1,900 sq ft · 765 SAINT JUDES DRIVE
• $915,000 · 3 bd / 2 ba / 1,941 sq ft · 100 SANDS POINT ROAD #303
• $390,000 · 1 bd / 1 ba / 876 sq ft · 3453 GULF OF MEXICO DRIVE #200
• $849,000 · 2 bd / 2 ba / 1,257 sq ft · 1975 GULF OF MEXICO DRIVE #G4-307
• $599,900 · 2 bd / 2.5 ba / 1,440 sq ft · 521 FOREST WAY
• $495,000 · 1 ba / 368 sq ft · 3453 GULF OF MEXICO DRIVE #237
• $2.00M · 5 bd / 3 ba / 2,934 sq ft · 525 SLOOP LANE (Country Club Shores)
• $1.35M · 2 bd / 2 ba / 1,896 sq ft · 2675 GULF OF MEXICO DRIVE #203
• $1.10M · 3 bd / 2 ba / 1,819 sq ft · 1075 GULF OF MEXICO DRIVE #205
• $925,000 · 2 bd / 2 ba / 1,503 sq ft · 1075 GULF OF MEXICO DRIVE #303
• $489,900 · 1 bd / 1 ba / 528 sq ft · 3453 GULF OF MEXICO DRIVE #242
• $339,000 · 1 bd / 1 ba / 761 sq ft · 3804 GULF OF MEXICO DRIVE #B204
• $835,000 · 3 bd / 2.5 ba / 2,478 sq ft · 2321 HARBOUR OAKS DRIVE
• $795,000 · 3 bd / 2 ba / 1,484 sq ft · 5055 GULF OF MEXICO DRIVE #115
• $2.40M · 4 bd / 3.5 ba / 2,665 sq ft · 6840 LONGBOAT DRIVE
• $7.00M · 4 bd / 4.5 ba / 4,921 sq ft · 65 LIGHTHOUSE POINT DRIVE
• $2.95M · 2 bd / 3 ba / 2,634 sq ft · 415 L AMBIANCE DRIVE #D306
• $3.50M · 5 bd / 3 ba / 3,355 sq ft · 795 MARBURY LANE
• $1.59M · 3 bd / 3 ba / 2,180 sq ft · 2675 GULF OF MEXICO DRIVE #204
• $1.35M · 3 bd / 3.5 ba / 2,250 sq ft · 3040 GRAND BAY BOULEVARD #225
• $595,000 · 2 bd / 2 ba / 1,312 sq ft · 4540 GULF OF MEXICO DRIVE #204
• $425,000 · 2 bd / 2 ba / 1,072 sq ft · 4370 CHATHAM DRIVE #304
• $325,000 · 1 bd / 1 ba / 532 sq ft · 2850 GULF OF MEXICO DRIVE #4 (Neptune on Longboat Key)
• $1.59M · 2 bd / 2 ba / 1,639 sq ft · 2425 GULF OF MEXICO DRIVE #3A
• $2.65M · 4 bd / 4.5 ba / 2,788 sq ft · 610 HIBISCUS WAY
• $599,000 · 2 bd / 2 ba / 1,503 sq ft · 1095 GULF OF MEXICO DRIVE #104
• $549,000 · 2 bd / 2 ba / 1,276 sq ft · 3080 GRAND BAY BOULEVARD #512
• $575,000 · 3 bd / 2 ba / 1,360 sq ft · 601 SAINT JUDES DRIVE
• $525,000 · 2 bd / 2 ba / 840 sq ft · 729 SAINT JUDES DRIVE #2
• $18.50M · 2 bd / 2 ba / 10,298 sq ft · 6664 & 6660 & 6670 GULF OF MEXICO DRIVE
• $425,000 · 2 bd / 2 ba / 1,152 sq ft · 4390 EXETER DRIVE #107
• $4.00M · 5 bd / 5 ba / 4,315 sq ft · 560 CHIPPING LANE (Country Club Shores)
• $799,999 · 2 bd / 2 ba / 1,312 sq ft · 4800 GULF OF MEXICO DRIVE #PH 3
• $479,000 · 2 bd / 2 ba / 1,072 sq ft · 4340 FALMOUTH DRIVE #D-204
• $750,000 · 2 bd / 2 ba / 1,423 sq ft · 900 SPANISH DRIVE
• $565,000 · 2 bd / 2 ba / 1,088 sq ft · 713 SAINT JUDES DRIVE #2
• $589,900 · 2 bd / 2 ba / 1,186 sq ft · 3320 GULF OF MEXICO DRIVE #206C
• $799,000 · 2 bd / 2.5 ba / 1,590 sq ft · 1906 HARBOURSIDE DRIVE #303
• $689,000 · 2 bd / 2 ba / 1,260 sq ft · 3240 GULF OF MEXICO DRIVE #B504
• $1.20M · 2 bd / 2 ba / 1,398 sq ft · 4545 GULF OF MEXICO DRIVE #311
• $950,000 · 3 bd / 2.5 ba / 2,451 sq ft · 2350 HARBOUR OAKS DRIVE
• $999,000 · 2 bd / 2 ba / 1,336 sq ft · 4325 GULF OF MEXICO DRIVE #305
• $139,000 · 1 bd / 1 ba / 564 sq ft · 36 TWIN SHORES BOULEVARD (Twin Shores)
• $1.57M · 2 bd / 2 ba / 1,472 sq ft · 2425 GULF OF MEXICO DRIVE #1B
• $950,000 · 4 bd / 3 ba / 2,106 sq ft · 608 SAINT JUDES DRIVE
• $689,000 · 2 bd / 2 ba / 1,014 sq ft · 5310 GULF OF MEXICO DRIVE #16
• $574,900 · 2 bd / 2.5 ba / 1,440 sq ft · 508 FOREST WAY
• $1.15M · 2 bd / 2 ba / 1,257 sq ft · 2089 GULF OF MEXICO DRIVE #G1-104
• $975,000 · 2 bd / 2 ba / 1,336 sq ft · 4325 GULF OF MEXICO DRIVE #402
• $649,000 · 2 bd / 2 ba / 1,150 sq ft · 4234 GULF OF MEXICO DRIVE #M1
• $850,000 · 2 bd / 2 ba / 1,601 sq ft · 713 BAYPORT WAY #713 (Bayport Beach & Tennis Club)
• $899,000 · 2 bd / 2 ba / 1,673 sq ft · 580 LINLEY STREET
• $2.79M · 6 bd / 5.5 ba / 4,676 sq ft · 614 NORTON STREET
• $725,000 · 2 bd / 2 ba / 1,194 sq ft · 448 GULF OF MEXICO DRIVE #A104
• $449,900 · 2 bd / 2 ba / 1,072 sq ft · 4340 FALMOUTH DRIVE #104
• $1.20M · 3 bd / 3 ba / 2,135 sq ft · 1906 HARBOURSIDE DRIVE #304
• $2.90M · 3 bd / 2.5 ba / 2,375 sq ft · 535 SANCTUARY DRIVE #A603
• $6.50M · 4 bd / 5 ba / 4,274 sq ft · 711 OLD COMPASS ROAD
• $2.90M · 3 bd / 4 ba / 2,160 sq ft · 720 TARAWITT DRIVE
• $1.30M · 2 bd / 2 ba / 1,190 sq ft · 7001 GULF OF MEXICO DRIVE #24
• $1.05M · 3 bd / 3.5 ba / 2,250 sq ft · 3040 GRAND BAY BOULEVARD #232
• $775,000 · 2 bd / 2 ba / 1,456 sq ft · 803 BAYPORT WAY #803
• $550,000 · 2 bd / 2 ba / 1,155 sq ft · 5260 GULF OF MEXICO DRIVE #413
• $349,000 · 2 bd / 1.5 ba / 1,100 sq ft · 541 SPANISH DRIVE
• $625,000 · 2 bd / 2 ba / 1,296 sq ft · 2301 GULF OF MEXICO DRIVE #44N
• $11.90M · 5 bd / 5.5 ba / 5,689 sq ft · 1600 HARBOR SOUND DRIVE
• $625,000 · 2 bd / 2 ba / 1,235 sq ft · 2301 GULF OF MEXICO DRIVE #45N
• $775,000 · 2 bd / 2 ba / 1,503 sq ft · 1095 GULF OF MEXICO DRIVE #303
• $1.65M · 2 bd / 2 ba / 1,598 sq ft · 1211 GULF OF MEXICO DRIVE #105
• $450,000 · 2 bd / 2 ba / 1,361 sq ft · 683 SPANISH DRIVE #214
• $295,000 · 1 bd / 1 ba / 712 sq ft · 3806 GULF OF MEXICO DRIVE #C208
• $1.35M · 2 bd / 2 ba / 1,761 sq ft · 392 FIREHOUSE LANE
• $625,000 · 2 bd / 2 ba / 1,392 sq ft · 1095 GULF OF MEXICO DRIVE #102
• $2.00M · 3 bd / 3.5 ba / 3,083 sq ft · 2450 HARBOURSIDE DRIVE #244
• $1.09M · 3 bd / 3.5 ba / 2,369 sq ft · 3060 GRAND BAY BOULEVARD #133
• $499,000 · 2 bd / 2 ba / 1,337 sq ft · 578 SPANISH DRIVE
• $4.30M · 4 bd / 5 ba / 4,364 sq ft · 657 HALYARD LANE (Country Club Shores)
• $1.10M · 2 bd / 2 ba / 1,336 sq ft · 4325 GULF OF MEXICO DRIVE #103
• $307,000 · 1 bd / 1 ba / 747 sq ft · 4350 CHATHAM DRIVE #105
• $490,000 · 2 bd / 2 ba / 933 sq ft · 1945 GULF OF MEXICO DRIVE #M2-402
• $349,900 · 2 bd / 2 ba / 1,052 sq ft · 3710 GULF OF MEXICO DRIVE #G20 (Gulfshore of Longboat Key)
• $2.00M · 3 bd / 3 ba / 2,448 sq ft · 2185 GULF OF MEXICO DRIVE #212
• $900,000 · 4 bd / 3 ba / 1,792 sq ft · 578 COMPANION WAY
• $359,900 · 2 bd / 2 ba / 1,427 sq ft · 602 SPANISH DRIVE #115
• $449,000 · 2 bd / 1 ba / 933 sq ft · 1935 GULF OF MEXICO DRIVE #G7-304
• $1.23M · 2 bd / 2 ba / 1,296 sq ft · 2301 GULF OF MEXICO DRIVE #11N
• $949,000 · 2 bd / 2 ba / 1,293 sq ft · 615 DREAM ISLAND PLACE #105
• $1.38M · 3 bd / 3 ba / 2,107 sq ft · 602 BUTTONWOOD DRIVE
• $38.45M · 11 bd / 15 ba / 17,199 sq ft · 5965 GULF OF MEXICO DRIVE
• $2.12M · 2 bd / 3 ba / 2,100 sq ft · 1211 GULF OF MEXICO DRIVE #701
• $1.90M · 4 bd / 2.5 ba / 3,009 sq ft · 3040 GULF OF MEXICO DRIVE #3
• $995,000 · 2 bd / 2 ba / 1,409 sq ft · 1050 LONGBOAT CLUB ROAD #903
• $4.39M · 6 bd / 5 ba / 4,106 sq ft · 626 BUTTONWOOD DRIVE
• $1.57M · 2 bd / 2 ba / 2,236 sq ft · 791 BROADWAY STREET
• $1.20M · 2 bd / 2 ba / 1,235 sq ft · 2301 GULF OF MEXICO DRIVE #33N
• $1.18M · 2 bd / 2 ba / 1,192 sq ft · 1932 HARBOURSIDE DRIVE #244 (Fairway Bay)
• $5.00M · 5 bd / 3 ba / 3,842 sq ft · 3606 FAIR OAKS PLACE
• $1.79M · 2 bd / 2 ba / 1,399 sq ft · 210 SANDS POINT ROAD #2101
• $1.69M · 4 bd / 3 ba / 2,899 sq ft · 523 JUAN ANASCO DRIVE
• $5.89M · 4 bd / 4 ba / 2,721 sq ft · 7143 LA LENAIRE DRIVE
• $2.90M · 3 bd / 3.5 ba / 3,045 sq ft · 524 HORNBLOWER LANE (Country Club Shores)
• $410,000 · 1 bd / 1 ba / 936 sq ft · 6700 GULF OF MEXICO DRIVE #143
• $2.55M · 4 bd / 4.5 ba / 4,154 sq ft · 3527 FAIR OAKS LANE
• $2.15M · 3 bd / 2 ba / 1,972 sq ft · 617 ROUNTREE DRIVE (Longboat Key Estates)
• $799,000 · 2 bd / 2 ba / 1,110 sq ft · 5311 GULF OF MEXICO DRIVE #5
• $899,900 · 1 bd / 1 ba / 640 sq ft · 250 SANDS POINT ROAD #5203
• $675,000 · 2 bd / 2 ba / 1,362 sq ft · 3330 GULF OF MEXICO DRIVE #107D
• $999,000 · 2 bd / 2 ba / 1,384 sq ft · 726 JUNGLE QUEEN WAY
• $599,000 · 2 bd / 2 ba / 1,306 sq ft · 448 GULF OF MEXICO DRIVE #A205
• $880,000 · 2 bd / 2 ba / 1,505 sq ft · 3240 GULF OF MEXICO DRIVE #B402
• $1.40M · 2 bd / 2.5 ba / 1,569 sq ft · 1485 GULF OF MEXICO DRIVE #303
• $863,900 · 2 bd / 2 ba / 1,409 sq ft · 1000 LONGBOAT CLUB ROAD #304 (Privateer South)
• $497,000 · 2 bd / 2 ba / 1,192 sq ft · 1930 HARBOURSIDE DRIVE #122 (Fairway Bay)
• $425,000 · 2 bd / 2 ba / 1,260 sq ft · 3240 GULF OF MEXICO DRIVE #B104
• $960,000 · 1 bd / 1 ba / 634 sq ft · 250 SANDS POINT ROAD #5106
• $949,000 · 2 bd / 2 ba / 1,392 sq ft · 806 BAYPORT WAY #806 (Bayport Beach & Tennis Club)
• $949,000 · 3 bd / 2 ba / 1,492 sq ft · 1955 GULF OF MEXICO DR #G6-311
• $15.55M · 8 bd / 9 ba / 12,752 sq ft · 6685 GULF OF MEXICO DRIVE
• $2.50M · 5 bd / 4 ba / 3,016 sq ft · 771 MARBURY LANE
• $4.70M · 3 bd / 3.5 ba / 3,521 sq ft · 4127 GULF OF MEXICO DRIVE #N102
• $680,000 · 3 bd / 2 ba / 1,504 sq ft · 4750 GULF OF MEXICO DRIVE #Villa 8
• $389,500 · 2 bd / 2 ba / 1,046 sq ft · 3806 GULF OF MEXICO DRIVE #C310
• $649,000 · 1 bd / 2 ba / 990 sq ft · 6701 GULF OF MEXICO DRIVE #332

Showing the newest 150 of 228; the price bands above and the map cover the rest.

Homes for sale in Longboat Key by ZIP code

Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.

Longboat Key communities with the most homes for sale

The Longboat Key neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

What is for sale in Longboat Key: property types

• Condos: 150
• Single-family houses: 58
• Villas: 10
• Manufactured homes: 6
• Townhouses: 4

Another 42 listings in Longboat Key are land, commercial or other non-residential property and are not counted above.

Browse by type: Condos for sale in Longboat Key (150) · Manufactured and Mobile Homes for sale in Longboat Key (6).

What a home in Longboat Key costs to own

Take the median $967,500 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $5,123/month. Sarasota County’s typical millage of 13.48 puts property tax near $12,366/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Sarasota County is about $2,126/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $6,331/month plus any HOA or CDD assessment.

Explore Longboat Key

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Homes for sale near Longboat Key

• Homes for sale in Sarasota, FL — 2397 listings
• Homes for sale in North Port, FL — 917 listings
• Homes for sale in Venice, FL — 889 listings
• Homes for sale in Nokomis, FL — 254 listings
• Homes for sale in Osprey, FL — 73 listings
• Homes for sale in North Venice, FL — 25 listings

Recently off market in Longboat Key

Homes in Longboat Key that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.

• 6610 Gulf Of Mexico Drive · last listed $22,000,000 · off market Sep 25, 2026
• 4234 Gulf Of Mexico Drive #E2 · last listed $580,000 · off market Sep 25, 2026
• 2000 Harbourside Drive #1501 · last listed $699,000 · off market Sep 25, 2026
• 1914 Harbour Links Circle #10 · last listed $1,445,000 · off market Sep 25, 2026
• 4825 Gulf Of Mexico Drive #105 · last listed $749,900 · off market Sep 24, 2026
• 455 Longboat Club Road #402 · last listed $2,095,000 · off market Sep 22, 2026
• 240 Sands Point Road #4104 · last listed $1,025,000 · off market Sep 22, 2026
• 2301 Gulf Of Mexico Drive #12N · last listed $1,225,277 · off market Sep 22, 2026
• 2012 Harbourside Drive #2104 · last listed $795,000 · off market Sep 22, 2026
• 4350 Chatham Drive #106 · last listed $399,000 · off market Sep 20, 2026
• 524 Spanish Drive #125 · last listed $569,000 · off market Sep 19, 2026
• 3010 Grand Bay Boulevard #493 · last listed $1,475,000 · off market Sep 19, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Longboat Key as of 2026-09-25 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.