Homes for Sale in Longboat Key, FL
256 homes are for sale in Longboat Key, FL as of 2026-10-27, with 13 more under contract. The median list price is $1,069,500 ($667/sq ft), most homes list between $450K to $4.98M, and the median listing has been on the market 109 days. That is 69 houses, 162 condos and 8 townhouses. 12 homes came on the market this week.
| Location | Sarasota County, FL |
|---|---|
| ZIP codes with their own page | 1 |
| For sale right now | 256 active, 13 under contract |
| Asking prices | $1,069,500 median · $667 per sq ft · most homes $450K–$4.98M |
| Median days on market (active listings) | 109 |
| Property types for sale | 69 houses, 162 condos, 8 townhouses |
| New listings this week | 12 |
Listing counts and prices as of 2026-10-27; MLS data, refreshed nightly. Market figures describe homes, not residents. Cite as: Momentum Realty, “Longboat Key, FL key facts,” movewithmomentum.com/homes-for-sale/longboat-key-fl/, data as of 2026-10-27.
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.
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 $1,069,500; the busiest band is $1M and up.
Under $200K: 1 home
$200K – $300K: 1 home
$300K – $400K: 14 homes
- $399,000 · 2 bd / 2 ba / 1,072 sq ft · 4330 FALMOUTH DRIVE #107
- $319,000 · 1 bd / 1 ba / 883 sq ft · 600 SUTTON PLACE #101B
- $399,000 · 2 bd / 2 ba / 1,007 sq ft · 3802 GULF OF MEXICO DRIVE #A203
- $399,000 · 2 bd / 2 ba / 758 sq ft · 96 TWIN SHORES BOULEVARD (Twin Shores)
$400K – $500K: 22 homes
- $449,000 · 2 bd / 2 ba / 1,241 sq ft · 6750 GULF OF MEXICO DRIVE #178
- $423,750 · 2 bd / 2 ba / 1,429 sq ft · 693 SPANISH DRIVE #24
- $495,000 · 2 bd / 1.5 ba / 1,140 sq ft · 738 SPANISH DRIVE #98
- $450,000 · 2 bd / 2 ba / 1,357 sq ft · 845 SPANISH DRIVE #845
$500K – $750K: 43 homes
- $675,000 · 2 bd / 2 ba / 1,103 sq ft · 917 SPANISH DRIVE
- $624,900 · 2 bd / 2.5 ba / 1,690 sq ft · 1920 HARBOURSIDE DRIVE #1003 (Fairway Bay)
- $595,000 · 2 bd / 2 ba / 1,148 sq ft · 605 SUTTON PLACE #101
- $585,000 · 1 bd / 1.5 ba / 1,094 sq ft · 2055 GULF OF MEXICO DRIVE #G2-213 (Seaplace)
$750K – $1M: 44 homes
- $999,000 · 3 bd / 2 ba / 1,323 sq ft · 5320 GULF OF MEXICO DRIVE #101
- $795,000 · 2 bd / 2 ba / 1,257 sq ft · 1975 GULF OF MEXICO DRIVE #G4-203
- $759,000 · 2 bd / 2 ba / 1,325 sq ft · 4800 GULF OF MEXICO DRIVE #205
- $775,000 · 2 bd / 2 ba / 1,274 sq ft · 5655 GULF OF MEXICO DRIVE #A107
$1M and up: 131 homes
- $6.00M · 3 bd / 4.5 ba / 3,400 sq ft · 1241 GULF OF MEXICO DRIVE #PH1102
- $2.67M · 1 bd / 2 ba / 1,556 sq ft · 1591 GULF OF MEXICO DRIVE #515
- $7.90M · 5 bd / 5.5 ba / 3,203 sq ft · 6061 GULF OF MEXICO DRIVE
- $1.15M · 3 bd / 2.5 ba / 2,219 sq ft · 2245 HARBOURSIDE DRIVE #101
Every home for sale in Longboat Key right now (256)
All 256 active Longboat Key listings with a detail page, newest first, refreshed twice a day from the MLS.
- $6.00M · 3 bd / 4.5 ba / 3,400 sq ft · 1241 GULF OF MEXICO DRIVE #PH1102
- $7.90M · 5 bd / 5.5 ba / 3,203 sq ft · 6061 GULF OF MEXICO DRIVE
- $2.67M · 1 bd / 2 ba / 1,556 sq ft · 1591 GULF OF MEXICO DRIVE #515
- $2.00M · 2 bd / 2.5 ba / 2,154 sq ft · 1591 GULF OF MEXICO DRIVE #512
- $1.15M · 3 bd / 2.5 ba / 2,219 sq ft · 2245 HARBOURSIDE DRIVE #101
- $449,000 · 2 bd / 2 ba / 1,241 sq ft · 6750 GULF OF MEXICO DRIVE #178
- $4.98M · 5 bd / 5.5 ba / 3,503 sq ft · 7147 LA LENAIRE DRIVE
- $2.00M · 3 bd / 3 ba / 2,410 sq ft · 455 LONGBOAT CLUB ROAD #402
- $2.10M · 3 bd / 3 ba / 2,445 sq ft · 2185 GULF OF MEXICO DRIVE #243
- $1.70M · 2 bd / 2.5 ba / 2,369 sq ft · 3060 GRAND BAY BOULEVARD #124
- $999,000 · 3 bd / 2 ba / 1,323 sq ft · 5320 GULF OF MEXICO DRIVE #101
- $399,000 · 2 bd / 2 ba / 1,072 sq ft · 4330 FALMOUTH DRIVE #107
- $9.50M · 4 bd / 5 ba / 5,245 sq ft · 560 HARBOR POINT ROAD
- $12.99M · 4 bd / 3.5 ba / 4,912 sq ft · 415 L AMBIANCE DRIVE #PH-F
- $2.50M · 3 bd / 3.5 ba / 2,925 sq ft · 3010 GRAND BAY BOULEVARD #416
- $795,000 · 2 bd / 2 ba / 1,257 sq ft · 1975 GULF OF MEXICO DRIVE #G4-203
- $22.00M · 4 bd / 5.5 ba / 6,891 sq ft · 6610 GULF OF MEXICO DRIVE
- $2.69M · 3 bd / 2 ba / 2,461 sq ft · 660 PENFIELD STREET
- $2.50M · 3 bd / 3 ba / 4,182 sq ft · 677 LANDS END DRIVE
- $1.09M · 2 bd / 2 ba / 1,293 sq ft · 615 DREAM ISLAND PLACE #212
- $775,000 · 2 bd / 2 ba / 1,274 sq ft · 5655 GULF OF MEXICO DRIVE #A107
- $759,000 · 2 bd / 2 ba / 1,325 sq ft · 4800 GULF OF MEXICO DRIVE #205
- $675,000 · 2 bd / 2 ba / 1,103 sq ft · 917 SPANISH DRIVE
- $423,750 · 2 bd / 2 ba / 1,429 sq ft · 693 SPANISH DRIVE #24
- $795,000 · 2 bd / 2.5 ba / 1,590 sq ft · 2012 HARBOURSIDE DRIVE #2102
- $3.55M · 3 bd / 3.5 ba / 3,273 sq ft · 1281 GULF OF MEXICO DRIVE DRIVE #707
- $2.95M · 2 bd / 3 ba / 2,634 sq ft · 415 L AMBIANCE DRIVE #D306
- $1.29M · 2 bd / 2 ba / 1,602 sq ft · 775 LONGBOAT CLUB ROAD #304
- $1.60M · 4 bd / 3 ba / 2,846 sq ft · 1916 HARBOURSIDE DRIVE #804
- $495,000 · 2 bd / 1.5 ba / 1,140 sq ft · 738 SPANISH DRIVE #98
- $624,900 · 2 bd / 2.5 ba / 1,690 sq ft · 1920 HARBOURSIDE DRIVE #1003 (Fairway Bay)
- $4.10M · 4 bd / 3.5 ba / 3,800 sq ft · 2151 GULF OF MEXICO DRIVE #4
- $1.40M · 3 bd / 2.5 ba / 2,204 sq ft · 2141 HARBOURSIDE DRIVE #1203
- $595,000 · 2 bd / 2 ba / 1,148 sq ft · 605 SUTTON PLACE #101
- $3.27M · 3 bd / 3.5 ba / 3,341 sq ft · 3488 MISTLETOE LANE
- $1.25M · 3 bd / 3 ba / 3,083 sq ft · 2550 HARBOURSIDE DRIVE #334
- $450,000 · 2 bd / 2 ba / 1,357 sq ft · 845 SPANISH DRIVE #845
- $15.00M · 5 bd / 5 ba / 6,500 sq ft · 6529 GULFSIDE ROAD
- $1.50M · 3 bd / 2.5 ba / 2,204 sq ft · 2101 HARBOURSIDE DRIVE #1103
- $1.32M · 2 bd / 2 ba / 1,492 sq ft · 100 SANDS POINT ROAD #219
- $769,000 · 2 bd / 2 ba / 1,257 sq ft · 1955 GULF OF MEXICO DRIVE #G6-407
- $585,000 · 1 bd / 1.5 ba / 1,094 sq ft · 2055 GULF OF MEXICO DRIVE #G2-213 (Seaplace)
- $425,000 · 2 bd / 2 ba / 1,326 sq ft · 554 SPANISH DRIVE
- $1.59M · 3 bd / 3.5 ba / 2,250 sq ft · 3060 GRAND BAY BOULEVARD #162
- $525,000 · 2 bd / 2 ba / 720 sq ft · 3710 GULF OF MEXICO DRIVE #A3 (Gulfshore of Longboat Key)
- $319,000 · 1 bd / 1 ba / 883 sq ft · 600 SUTTON PLACE #101B
- $1.40M · 3 bd / 2.5 ba / 3,067 sq ft · 2550 HARBOURSIDE DRIVE #333
- $5.29M · 5 bd / 5 ba / 4,361 sq ft · 3100 GULF OF MEXICO DRIVE
- $3.00M · 3 bd / 3.5 ba / 2,880 sq ft · 340 GULF OF MEXICO DRIVE #136
- $529,990 · 2 bd / 2 ba / 1,393 sq ft · 546 SPANISH DRIVE
- $12.50M · 4 bd / 5.5 ba / 5,350 sq ft · 1591 GULF OF MEXICO DRIVE #618
- $3.50M · 4 bd / 4 ba / 2,604 sq ft · 6561 BAYOU HAMMOCK ROAD
- $2.00M · 3 bd / 3 ba / 2,856 sq ft · 6330 LAGUNA DRIVE
- $1.09M · 3 bd / 3 ba / 2,092 sq ft · 1445 GULF OF MEXICO DRIVE #101 (The Players Club at Prestancia)
- $456,789 · 2 bd / 2 ba / 1,022 sq ft · 4485 GULF OF MEXICO DRIVE #402
- $1.18M · 3 bd / 3 ba / 2,544 sq ft · 3808 GULF OF MEXICO DRIVE #E412
- $1.09M · 2 bd / 2 ba / 1,602 sq ft · 775 LONGBOAT CLUB ROAD #405
- $2.10M · 3 bd / 3.5 ba / 2,950 sq ft · 3617 FAIR OAKS PLACE
- $1.12M · 2 bd / 2 ba / 1,362 sq ft · 4525 GULF OF MEXICO DRIVE #204
- $815,000 · 2 bd / 2 ba / 1,490 sq ft · 691 TARAWITT DRIVE
- $4.70M · 5 bd / 4.5 ba / 4,000 sq ft · 3360 BAYOU SOUND
- $1.45M · 2 bd / 2 ba / 1,491 sq ft · 2525 GULF OF MEXICO DRIVE #7B
- $840,000 · 3 bd / 2 ba / 1,242 sq ft · 760 LONGBOAT COURT
- $639,000 · 2 bd / 2.5 ba / 1,440 sq ft · 539 FOREST WAY #539
- $4.29M · 2 bd / 2.5 ba / 2,154 sq ft · 1591 GULF OF MEXICO DRIVE #312
- $1.15M · 2 bd / 2 ba / 1,257 sq ft · 2089 GULF OF MEXICO DRIVE #G1-104
- $1.05M · 2 bd / 2 ba / 1,456 sq ft · 732 BAYPORT WAY (Bayport Beach & Tennis Club)
- $660,000 · 2 bd / 2 ba / 1,561 sq ft · 4600 GULF OF MEXICO DRIVE #301
- $645,000 · 2 bd / 2 ba / 1,260 sq ft · 843 BAYPORT WAY #843 (Bayport Beach & Tennis Club)
- $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
- $699,000 · 2 bd / 2 ba / 1,192 sq ft · 2020 HARBOURSIDE DRIVE #442
- $399,000 · 2 bd / 2 ba / 1,007 sq ft · 3802 GULF OF MEXICO DRIVE #A203
- $489,900 · 1 bd / 1 ba / 528 sq ft · 3453 GULF OF MEXICO DRIVE #242
- $399,000 · 2 bd / 2 ba / 758 sq ft · 96 TWIN SHORES BOULEVARD (Twin Shores)
- $12.75M · 3 bd / 3.5 ba / 4,967 sq ft · 1561 GULF OF MEXICO DRIVE #404
- $725,000 · 3 bd / 2 ba / 1,484 sq ft · 5055 GULF OF MEXICO DRIVE #115
- $925,000 · 2 bd / 2 ba / 1,503 sq ft · 1075 GULF OF MEXICO DRIVE #303
- $2.40M · 4 bd / 3.5 ba / 2,665 sq ft · 6840 LONGBOAT DRIVE
- $1.35M · 4 bd / 2 ba / 1,900 sq ft · 765 SAINT JUDES DRIVE
- $3.50M · 5 bd / 3 ba / 3,355 sq ft · 795 MARBURY LANE
- $799,000 · 2 bd / 2.5 ba / 1,590 sq ft · 1906 HARBOURSIDE DRIVE #303 (Fairway Bay)
- $775,000 · 2 bd / 2 ba / 1,456 sq ft · 803 BAYPORT WAY #803
- $425,000 · 2 bd / 2 ba / 1,072 sq ft · 4370 CHATHAM DRIVE #304
- $4.00M · 5 bd / 5 ba / 4,315 sq ft · 560 CHIPPING LANE (Country Club Shores)
- $1.10M · 3 bd / 2 ba / 1,819 sq ft · 1075 GULF OF MEXICO DRIVE #205
- $500,000 · 2 bd / 2 ba / 840 sq ft · 729 SAINT JUDES DRIVE #2
- $2.67M · 4 bd / 3.5 ba / 3,102 sq ft · 3530 MISTLETOE LANE
- $795,000 · 2 bd / 2 ba / 1,312 sq ft · 4800 GULF OF MEXICO DRIVE #PH 3
- $390,000 · 1 bd / 1 ba / 876 sq ft · 3453 GULF OF MEXICO DRIVE #200
- $589,900 · 2 bd / 2 ba / 1,186 sq ft · 3320 GULF OF MEXICO DRIVE #206C
- $364,000 · 1 bd / 1 ba / 630 sq ft · 707 SAINT JUDES DRIVE #1
- $4.00M · 5 bd / 5.5 ba / 3,600 sq ft · 592 JUAN ANASCO DRIVE
- $520,000 · 2 bd / 2 ba / 1,072 sq ft · 4310 FALMOUTH DRIVE #307
- $560,000 · 2 bd / 2 ba / 1,215 sq ft · 713 SAINT JUDES DRIVE #2
- $1.35M · 2 bd / 2 ba / 1,761 sq ft · 392 FIREHOUSE LANE
- $129,000 · 1 bd / 1 ba / 564 sq ft · 36 TWIN SHORES BOULEVARD (Twin Shores)
- $1.59M · 3 bd / 3 ba / 2,180 sq ft · 2675 GULF OF MEXICO DRIVE #204
- $5.29M · 3 bd / 3.5 ba / 2,880 sq ft · 455 LONGBOAT CLUB ROAD #905
- $875,000 · 3 bd / 2 ba / 1,323 sq ft · 5320 GULF OF MEXICO DRIVE #204
- $2.50M · 3 bd / 4 ba / 3,045 sq ft · 1241 GULF OF MEXICO DRIVE #303
- $799,000 · 2 bd / 2 ba / 1,601 sq ft · 713 BAYPORT WAY #713 (Bayport Beach & Tennis Club)
- $450,000 · 2 bd / 2 ba / 1,327 sq ft · 711 SPANISH DRIVE #211
- $1.59M · 2 bd / 2 ba / 1,639 sq ft · 2425 GULF OF MEXICO DRIVE #3A
- $689,000 · 2 bd / 2 ba / 1,014 sq ft · 5310 GULF OF MEXICO DRIVE #16
- $1.09M · 2 bd / 2 ba / 1,398 sq ft · 4545 GULF OF MEXICO DRIVE #311
- $725,000 · 2 bd / 2 ba / 1,194 sq ft · 448 GULF OF MEXICO DRIVE #A104
- $559,900 · 2 bd / 2.5 ba / 1,440 sq ft · 508 FOREST WAY
- $449,900 · 2 bd / 2 ba / 1,072 sq ft · 4340 FALMOUTH DRIVE #104
- $935,000 · 4 bd / 3 ba / 2,106 sq ft · 608 SAINT JUDES DRIVE
- $2.79M · 6 bd / 5.5 ba / 4,676 sq ft · 614 NORTON STREET
- $1.20M · 2 bd / 2 ba / 1,190 sq ft · 7001 GULF OF MEXICO DRIVE #24
- $549,000 · 2 bd / 2 ba / 1,276 sq ft · 3080 GRAND BAY BOULEVARD #512
- $975,000 · 2 bd / 2 ba / 1,336 sq ft · 4325 GULF OF MEXICO DRIVE #402
- $650,000 · 2 bd / 2 ba / 1,503 sq ft · 1095 GULF OF MEXICO DRIVE #303
- $6.50M · 4 bd / 5 ba / 4,274 sq ft · 711 OLD COMPASS ROAD
- $1.35M · 3 bd / 3.5 ba / 2,143 sq ft · 3040 GRAND BAY BOULEVARD #225
- $1.25M · 2 bd / 2 ba / 1,896 sq ft · 2675 GULF OF MEXICO DRIVE #203
- $499,000 · 2 bd / 2 ba / 933 sq ft · 1945 GULF OF MEXICO DRIVE #M2-402
- $425,000 · 2 bd / 2 ba / 1,152 sq ft · 4390 EXETER DRIVE #107
- $2.00M · 5 bd / 3 ba / 2,934 sq ft · 525 SLOOP LANE (Country Club Shores)
- $550,000 · 2 bd / 2 ba / 1,341 sq ft · 914 SPANISH DRIVE #76
- $450,000 · 2 bd / 2 ba / 1,361 sq ft · 683 SPANISH DRIVE #214
- $590,000 · 2 bd / 2.5 ba / 1,440 sq ft · 848 EVERGREEN WAY
- $950,000 · 3 bd / 2.5 ba / 2,451 sq ft · 2350 HARBOUR OAKS DRIVE
- $395,000 · 2 bd / 2 ba / 758 sq ft · 71 TWIN SHORES BOULEVARD (Twin Shores)
- $4.30M · 4 bd / 5 ba / 4,364 sq ft · 657 HALYARD LANE (Country Club Shores)
- $1.09M · 3 bd / 3.5 ba / 2,369 sq ft · 3060 GRAND BAY BOULEVARD #133
- $839,900 · 2 bd / 2 ba / 1,673 sq ft · 580 LINLEY STREET
- $625,000 · 2 bd / 2 ba / 1,296 sq ft · 2301 GULF OF MEXICO DRIVE #44N
- $599,000 · 2 bd / 2 ba / 1,296 sq ft · 2301 GULF OF MEXICO DRIVE #45N
- $499,000 · 2 bd / 2 ba / 1,337 sq ft · 578 SPANISH DRIVE
- $569,000 · 2 bd / 2 ba / 1,399 sq ft · 524 SPANISH DRIVE #125
- $550,000 · 2 bd / 2 ba / 1,155 sq ft · 5260 GULF OF MEXICO DRIVE #413
- $325,000 · 1 bd / 1 ba / 532 sq ft · 2850 GULF OF MEXICO DRIVE #4 (Neptune on Longboat Key)
- $649,000 · 2 bd / 2 ba / 1,150 sq ft · 4234 GULF OF MEXICO DRIVE #M1
- $307,000 · 1 bd / 1 ba / 747 sq ft · 4350 CHATHAM DRIVE #105
- $310,000 · 1 bd / 1 ba / 680 sq ft · 3710 GULF OF MEXICO DRIVE #E22 (Gulfshore of Longboat Key)
- $2.00M · 3 bd / 3.5 ba / 3,083 sq ft · 2450 HARBOURSIDE DRIVE #244
- $1.38M · 3 bd / 3 ba / 2,107 sq ft · 602 BUTTONWOOD DRIVE
- $339,000 · 1 bd / 1 ba / 761 sq ft · 3804 GULF OF MEXICO DRIVE #B204
- $4.39M · 6 bd / 5 ba / 4,106 sq ft · 626 BUTTONWOOD DRIVE
- $915,000 · 3 bd / 2 ba / 1,941 sq ft · 100 SANDS POINT ROAD #303
- $529,000 · 2 bd / 2 ba / 1,248 sq ft · 531 SUTTON PLACE
- $1.23M · 2 bd / 2 ba / 1,296 sq ft · 2301 GULF OF MEXICO DRIVE #11N
- $1.20M · 2 bd / 2 ba / 1,235 sq ft · 2301 GULF OF MEXICO DRIVE #33N
- $2.12M · 2 bd / 3 ba / 2,100 sq ft · 1211 GULF OF MEXICO DRIVE #701
- $5.00M · 5 bd / 3 ba / 3,842 sq ft · 3606 FAIR OAKS PLACE
- $1.90M · 3 bd / 3 ba / 2,448 sq ft · 2185 GULF OF MEXICO DRIVE #212
- $5.89M · 4 bd / 4 ba / 2,721 sq ft · 7143 LA LENAIRE DRIVE
- $1.65M · 2 bd / 2 ba / 1,598 sq ft · 1211 GULF OF MEXICO DRIVE #105
- $1.69M · 4 bd / 3 ba / 2,899 sq ft · 523 JUAN ANASCO DRIVE
- $750,000 · 2 bd / 2 ba / 1,423 sq ft · 900 SPANISH DRIVE
- $2.30M · 4 bd / 4.5 ba / 4,154 sq ft · 3527 FAIR OAKS LANE
- $18.50M · 2 bd / 2 ba / 10,298 sq ft · 6664 & 6660 & 6670 GULF OF MEXICO DRIVE
- $1.52M · 2 bd / 2 ba / 2,236 sq ft · 791 BROADWAY STREET
- $349,900 · 2 bd / 2 ba / 1,052 sq ft · 3710 GULF OF MEXICO DRIVE #G20 (Gulfshore of Longboat Key)
- $1.10M · 2 bd / 2 ba / 1,336 sq ft · 4325 GULF OF MEXICO DRIVE #103
- $995,000 · 2 bd / 2 ba / 1,409 sq ft · 1050 LONGBOAT CLUB ROAD #903
- $600,000 · 2 bd / 2 ba / 1,392 sq ft · 1095 GULF OF MEXICO DRIVE #102
- $2.15M · 3 bd / 2 ba / 1,972 sq ft · 617 ROUNTREE DRIVE (Longboat Key Estates)
- $1.90M · 4 bd / 2.5 ba / 3,009 sq ft · 3040 GULF OF MEXICO DRIVE #3
- $2.90M · 3 bd / 3.5 ba / 3,045 sq ft · 524 HORNBLOWER LANE (Country Club Shores)
- $11.90M · 5 bd / 5.5 ba / 5,689 sq ft · 1600 HARBOR SOUND DRIVE
- $410,000 · 1 bd / 1 ba / 936 sq ft · 6700 GULF OF MEXICO DRIVE #143
- $2.65M · 4 bd / 4.5 ba / 2,788 sq ft · 610 HIBISCUS WAY
- $799,000 · 2 bd / 2 ba / 1,110 sq ft · 5311 GULF OF MEXICO DRIVE #5
- $899,000 · 1 bd / 1 ba / 634 sq ft · 250 SANDS POINT ROAD #5106
- $999,000 · 2 bd / 2 ba / 1,336 sq ft · 4325 GULF OF MEXICO DRIVE #305
- $569,000 · 2 bd / 2 ba / 1,306 sq ft · 448 GULF OF MEXICO DRIVE #A205
- $2.90M · 3 bd / 2.5 ba / 2,375 sq ft · 535 SANCTUARY DRIVE #A603
- $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
- $863,900 · 2 bd / 2 ba / 1,409 sq ft · 1000 LONGBOAT CLUB ROAD #304 (Privateer South)
- $949,000 · 2 bd / 2 ba / 1,293 sq ft · 615 DREAM ISLAND PLACE #105
- $649,000 · 1 bd / 2 ba / 990 sq ft · 6701 GULF OF MEXICO DRIVE #332
- $2.40M · 5 bd / 4 ba / 3,016 sq ft · 771 MARBURY LANE
- $1.95M · 3 bd / 3.5 ba / 2,476 sq ft · 1915 HARBOUR LINKS CIRCLE #6 (Emerald Pointe South)
- $1.05M · 2 bd / 2.5 ba / 1,392 sq ft · 1281 GULF OF MEXICO DRIVE #111
- $649,000 · 2 bd / 2 ba / 1,376 sq ft · 4440 EXETER DRIVE #106
- $13.00M · 3 bd / 4.5 ba / 4,967 sq ft · 1561 GULF OF MEXICO DRIVE #304
- $499,000 · 2 bd / 2 ba / 1,484 sq ft · 5055 GULF OF MEXICO DRIVE #421
- $950,000 · 2 bd / 2 ba / 1,235 sq ft · 2301 GULF OF MEXICO DRIVE #43N
- $880,000 · 2 bd / 2 ba / 1,505 sq ft · 3240 GULF OF MEXICO DRIVE #B402
- $3.27M · 3 bd / 3.5 ba / 3,115 sq ft · 535 SANCTUARY DRIVE #A401
- $1.20M · 2 bd / 2 ba / 1,399 sq ft · 948 SPANISH DRIVE
- $475,000 · 2 bd / 2 ba / 740 sq ft · 3710 GULF OF MEXICO DRIVE #F2 (Gulfshore of Longboat Key)
- $38.45M · 11 bd / 15 ba / 17,199 sq ft · 5965 GULF OF MEXICO DRIVE
- $1.50M · 2 bd / 2.5 ba / 1,882 sq ft · 825 TARAWITT DRIVE
- $1.95M · 3 bd / 2 ba / 1,853 sq ft · 548 GUNWALE LANE
- $1.40M · 2 bd / 2 ba / 1,510 sq ft · 775 LONGBOAT CLUB ROAD #401
- $2.90M · 3 bd / 4 ba / 2,160 sq ft · 720 TARAWITT DRIVE
- $2.10M · 3 bd / 2.5 ba / 2,580 sq ft · 545 SANCTUARY DRIVE #B305
- $1.27M · 3 bd / 2 ba / 1,758 sq ft · 550 DE NARVAEZ DRIVE
- $585,000 · 2 bd / 2 ba / 912 sq ft · 4720 GULF OF MEXICO DRIVE #Villa 2
- $2.15M · 3 bd / 3 ba / 2,122 sq ft · 775 LONGBOAT CLUB ROAD #808
- $574,000 · 2 bd / 2 ba / 1,516 sq ft · 563 SPANISH DRIVE
- $1.80M · 3 bd / 3 ba / 3,383 sq ft · 2450 HARBOURSIDE DRIVE #234
- $12.90M · 6 bd / 6.5 ba / 6,408 sq ft · 6680 GULF OF MEXICO DRIVE
- $1.05M · 2 bd / 2 ba / 1,346 sq ft · 834 JUNGLE QUEEN WAY
- $900,000 · 4 bd / 3 ba / 1,792 sq ft · 578 COMPANION WAY
- $1.65M · 2 bd / 2 ba / 1,585 sq ft · 1211 GULF OF MEXICO DRIVE #403
- $600,000 · 3 bd / 2 ba / 1,900 sq ft · 4976 GULF OF MEXICO DRIVE #Villa 18
- $4.70M · 3 bd / 3.5 ba / 3,521 sq ft · 4127 GULF OF MEXICO DRIVE #N102
- $1.20M · 3 bd / 2 ba / 1,819 sq ft · 1065 GULF OF MEXICO DRIVE #305
- $675,000 · 2 bd / 2 ba / 1,393 sq ft · 4835 GULF OF MEXICO DRIVE #106
- $485,000 · 2 bd / 2 ba / 992 sq ft · 605 SUTTON PLACE #102
- $3.50M · 3 bd / 3 ba / 2,580 sq ft · 535 SANCTUARY DRIVE #C807
- $949,000 · 2 bd / 2 ba / 1,409 sq ft · 1000 LONGBOAT CLUB ROAD #403 (Privateer South)
- $899,900 · 1 bd / 1 ba / 640 sq ft · 250 SANDS POINT ROAD #5203
- $780,000 · 4 bd / 3 ba / 2,242 sq ft · 651 JUNGLE QUEEN WAY
- $499,000 · 2 bd / 2 ba / 1,152 sq ft · 4420 EXETER DRIVE #303
- $1.40M · 2 bd / 2.5 ba / 1,569 sq ft · 1485 GULF OF MEXICO DRIVE #303
- $2.85M · 4 bd / 4.5 ba / 3,030 sq ft · 640 LYONS LANE
- $4.40M · 4 bd / 3.5 ba / 4,209 sq ft · 1571 HARBOR CAY LANE
- $640,000 · 2 bd / 2 ba / 1,316 sq ft · 4350 CHATHAM DRIVE #Unit E-208
- $13.99M · 4 bd / 4.5 ba / 6,616 sq ft · 6489 GULFSIDE ROAD
- $499,000 · 1 bd / 1 ba / 720 sq ft · 5231 GULF OF MEXICO DRIVE #104
- $975,000 · 3 bd / 3 ba / 1,707 sq ft · 1425 GULF OF MEXICO DRIVE #408
- $3.30M · 4 bd / 3 ba / 3,149 sq ft · 562 RANGER LANE (Country Club Shores)
- $1.83M · 2 bd / 2.5 ba / 2,550 sq ft · 3060 GRAND BAY BOULEVARD #174
- $649,999 · 2 bd / 2 ba / 1,128 sq ft · 5260 GULF OF MEXICO DRIVE #403
- $695,000 · 3 bd / 3 ba / 1,387 sq ft · 624 SAINT JUDES DRIVE
- $875,000 · 3 bd / 2.5 ba / 2,813 sq ft · 836 EVERGREEN WAY
- $799,000 · 2 bd / 2 ba / 1,392 sq ft · 1065 GULF OF MEXICO DRIVE #402
- $769,000 · 2 bd / 2 ba / 1,523 sq ft · 4500 GULF OF MEXICO DRIVE #206
- $7.50M · 4 bd / 4.5 ba / 4,630 sq ft · 5005 GULF OF MEXICO DRIVE #4
- $9.40M · 5 bd / 5 ba / 5,982 sq ft · 600 PUTTER LANE
- $754,900 · 3 bd / 3 ba / 1,460 sq ft · 5270 GULF OF MEXICO DRIVE #508
- $15.55M · 8 bd / 9 ba / 12,752 sq ft · 6685 GULF OF MEXICO DRIVE
- $3.00M · 3 bd / 2 ba / 1,173 sq ft · 2819 GULF OF MEXICO DRIVE
- $875,000 · 2 bd / 2 ba / 1,172 sq ft · 1115 GULF OF MEXICO DRIVE #401 (Beachplace I)
- $3.95M · 4 bd / 5.5 ba / 5,080 sq ft · 510 HARBOR GATE WAY
- $480,000 · 2 bd / 2 ba / 1,152 sq ft · 4380 EXETER DRIVE #H202
- $387,561 · 1 bd / 1 ba / 990 sq ft · 6700 GULF OF MEXICO DRIVE #118
- $1.70M · 3 bd / 4 ba / 2,804 sq ft · 569 JUAN ANASCO DRIVE
- $599,000 · 2 bd / 2 ba / 1,172 sq ft · 1065 GULF OF MEXICO DRIVE #201
- $4.29M · 6 bd / 5 ba / 4,106 sq ft · 530 DE NARVAEZ DRIVE
- $769,000 · 2 bd / 2.5 ba / 2,606 sq ft · 1926 HARBOURSIDE DRIVE #1302 (Fairway Bay)
- $6.29M · 4 bd / 5 ba / 4,507 sq ft · 757 HIDEAWAY BAY DRIVE
- $996,000 · 1 bd / 1 ba / 634 sq ft · 230 SANDS POINT ROAD #3205
- $295,000 · 1 bd / 1 ba / 712 sq ft · 3806 GULF OF MEXICO DRIVE #C208
- $2.75M · 1 bd / 1.5 ba / 1,556 sq ft · 1591 GULF OF MEXICO DRIVE #216
- $939,000 · 1 bd / 1 ba / 640 sq ft · 240 SANDS POINT ROAD #4102
- $699,000 · 2 bd / 2.5 ba / 1,350 sq ft · 490 N SHORE ROAD #6
- $8.93M · 5 bd / 5.5 ba / 4,591 sq ft · 630 DE NARVAEZ DRIVE
- $1.75M · 2 bd / 3 ba / 2,823 sq ft · 5920 GULF OF MEXICO DRIVE
- $849,500 · 2 bd / 2 ba / 1,359 sq ft · 5924 GULF OF MEXICO DRIVE
- $3.29M · 3 bd / 4 ba / 3,045 sq ft · 1241 GULF OF MEXICO DRIVE #603
- $1.40M · 3 bd / 2 ba / 1,941 sq ft · 100 SANDS POINT ROAD #323
- $12.75M · 3 bd / 3.5 ba / 4,187 sq ft · 1561 GULF OF MEXICO DRIVE #403
- $4.40M · 2 bd / 2.5 ba / 2,154 sq ft · 1591 GULF OF MEXICO DRIVE #413
- $980,000 · 3 bd / 2 ba / 1,941 sq ft · 100 SANDS POINT ROAD #324
- $3.50M · 3 bd / 2 ba / 3,012 sq ft · 700 GULF BAY ROAD
- $3.00M · 4 bd / 4.5 ba / 2,541 sq ft · 6930 LONGBOAT DRIVE
- $995,000 · 2 bd / 2 ba / 1,524 sq ft · 4401 GULF OF MEXICO DRIVE #601
Pending and under contract in Longboat Key (13)
Longboat Key homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.
- $1.55M · 2 bd / 3 ba / 2,061 sq ft · 783 MARBURY LANE
- $2.50M · 3 bd / 3.5 ba / 3,453 sq ft · 550 NORTON STREET
- $989,000 · 2 bd / 2.5 ba / 2,000 sq ft · 1241 GULF OF MEXICO DRIVE #109
- $2.69M · 3 bd / 3.5 ba / 3,118 sq ft · 3578 FAIR OAKS WAY
- $1.40M · 2 bd / 2 ba / 1,503 sq ft · 1055 GULF OF MEXICO DRIVE #105
- $1.50M · 2 bd / 2 ba / 1,516 sq ft · 5461 GULF OF MEXICO DRIVE #304
- $2.65M · 4 bd / 4.5 ba / 3,544 sq ft · 3563 FAIR OAKS LANE
- $752,000 · 3 bd / 2.5 ba / 2,478 sq ft · 2321 HARBOUR OAKS DRIVE
- $2.60M · 3 bd / 3.5 ba / 3,382 sq ft · 2410 HARBOURSIDE DRIVE #142
- $1.18M · 2 bd / 2 ba / 1,192 sq ft · 1932 HARBOURSIDE DRIVE #244
- $2.35M · 3 bd / 3 ba / 2,485 sq ft · 2165 GULF OF MEXICO DRIVE #115
- $1.04M · 3 bd / 2.5 ba / 2,380 sq ft · 380 GULF OF MEXICO DRIVE #515
- $1.46M · 2 bd / 3.5 ba / 2,550 sq ft · 3040 GRAND BAY BOULEVARD #213
Browse every listing on Momentum Realty.
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.
| ZIP | Homes for sale | Median list price |
|---|---|---|
| 34228 | 256 | $1.07M |
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.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Longboat Key Moorings | 16 | $325,000 | — | — |
| Country Club Shores | 5 | $3.30M | — | — |
| Gulfshore of Longboat Key | 4 | $412,450 | — | — |
| Twin Shores | 3 | $395,000 | — | — |
| Bayport Beach & Tennis Club | 3 | $799,000 | — | — |
| Fairway Bay | 3 | $769,000 | — | — |
| Privateer South | 2 | $906,450 | — | — |
| The Players Club at Prestancia | 1 | $1.09M | — | — |
| Neptune on Longboat Key | 1 | $325,000 | — | — |
| Seaplace | 1 | $585,000 | — | — |
| Beachplace I | 1 | $875,000 | — | — |
| Emerald Pointe South | 1 | $1.95M | — | — |
| Longboat Key Estates | 1 | $2.15M | — | — |
What is for sale in Longboat Key: property types
- Condos: 162
- Single-family houses: 69
- Villas: 10
- Townhouses: 8
- Manufactured homes: 7
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 (162) · Townhomes for sale in Longboat Key (8) · Manufactured and Mobile Homes for sale in Longboat Key (7).
What a home in Longboat Key costs to own
Take the median $1,069,500 listing with 20% down at today’s 7.32% 30-year rate: principal and interest run about $5,877/month. Sarasota County’s typical millage of 13.48 puts property tax near $13,741/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 $7,200/month plus any HOA or CDD assessment.
Explore Longboat Key
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- Longboat Key market intelligence: prices, supply and trends
- Moving to Longboat Key: the data guide
- Sarasota County property tax guide
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Homes for sale near Longboat Key
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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.
- 2425 Gulf Of Mexico Drive #10F · last listed $1,350,000 · off market Oct 27, 2026
- 5841 Gulf Of Mexico Drive #244 · last listed $505,000 · off market Oct 26, 2026
- 4825 Gulf Of Mexico Drive #504 · last listed $725,000 · off market Oct 26, 2026
- 2600 Harbourside Drive #J-09 · last listed $380,000 · off market Oct 26, 2026
- 2425 Gulf Of Mexico Drive #14B · last listed $1,699,000 · off market Oct 26, 2026
- 1932 Harbourside Drive #214 · last listed $449,000 · off market Oct 26, 2026
- 4540 Gulf Of Mexico Drive #204 · last listed $595,000 · off market Oct 21, 2026
- 847 Evergreen Way · last listed $599,000 · off market Oct 20, 2026
- 5055 Gulf Of Mexico Drive #532 · last listed $799,000 · off market Oct 20, 2026
- 3710 Gulf Of Mexico Drive #D19 · last listed $99,000 · off market Oct 20, 2026
- 597 Buttonwood Drive · last listed $4,125,000 · off market Oct 19, 2026
- 726 Jungle Queen Way · last listed $999,000 · off market Oct 18, 2026
Common questions
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Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Longboat Key as of 2026-10-27 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.
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