Homes for Sale in Longboat Key, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated November 5, 2026

257 homes are for sale in Longboat Key, FL as of 2026-11-05, with 12 more under contract. The median list price is $1,089,000 ($664/sq ft), most homes list between $475K to $4.98M, and the median listing has been on the market 102 days. That is 67 houses, 165 condos and 9 townhouses. 15 homes came on the market this week and 499 sold in the last 12 months at a median of $950,000.

Browse all 314 homes for sale in Longboat Key, FL — the complete list, newest first.

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.

$3.00M New

4 bd · 4.5 ba · 2,541 sq ft · built 2021

6930 LONGBOAT DRIVE, 34228

Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$2.85M New

2 bd · 2.5 ba · 2,525 sq ft · built 1994

435 L AMBIANCE DRIVE #L707, 34228

Longboat Key

Listing courtesy of COMPASS FLORIDA LLC

$1.15M New

3 bd · 2.5 ba · 2,219 sq ft · built 1984

2245 HARBOURSIDE DRIVE #101, 34228

Longboat Key

Listing courtesy of RE/MAX ALLIANCE GROUP

$539,000 New

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

1932 HARBOURSIDE DRIVE #242, 34228

Longboat Key

Listing courtesy of COLDWELL BANKER REALTY

$1.40M New

3 bd · 3.5 ba · 2,143 sq ft · built 1998

3030 GRAND BAY BOULEVARD #315, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$5.50M New

4 bd · 3.5 ba · 3,954 sq ft · built 1984

775 LONGBOAT CLUB RD, 1008-1007, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$589,000 New

3 bd · 2.5 ba · 1,450 sq ft · built 1972

575 SUTTON PLACE, 34228

Longboat Key

Listing courtesy of CORCORAN DWELLINGS REALTY

$2.35M New

3 bd · 3 ba · 2,560 sq ft · built 1996

2165 GULF OF MEXICO DRIVE #121, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$1.25M New

3 bd · 2.5 ba · 2,487 sq ft · built 1987

2352 HARBOUR OAKS DRIVE, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$7.90M New

5 bd · 5.5 ba · 3,203 sq ft · built 1969

6061 GULF OF MEXICO DRIVE, 34228

Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC

$3.19M New

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

1241 GULF OF MEXICO DRIVE #803, 34228

Longboat Key

Listing courtesy of COLDWELL BANKER REALTY

$1.45M New

2 bd · 2 ba · 1,472 sq ft · built 1973

2425 GULF OF MEXICO DRIVE #1E, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$925,000 New

2 bd · 2 ba · 1,276 sq ft · built 1995

3070 GRAND BAY BOULEVARD #645, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$6.00M New

3 bd · 4.5 ba · 3,400 sq ft · built 1996

1241 GULF OF MEXICO DRIVE #PH1102, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$2.67M New

1 bd · 2 ba · 1,556 sq ft · built 2024

1591 GULF OF MEXICO DRIVE #515, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$2.00M

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

1591 GULF OF MEXICO DRIVE #512, 34228

Longboat Key

Listing courtesy of LEGACY BAY PARTNERS

$795,000

2 bd · 2 ba · 1,257 sq ft · built 1977

1975 GULF OF MEXICO DRIVE #G4-203, 34228

Longboat Key

Listing courtesy of COLDWELL BANKER REALTY

$449,000

2 bd · 2 ba · 1,241 sq ft · built 1970

6750 GULF OF MEXICO DRIVE #178, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$4.98M

5 bd · 5.5 ba · 3,503 sq ft · built 1990

7147 LA LENAIRE DRIVE, 34228

Longboat Key

Listing courtesy of RE/MAX ALLIANCE GROUP

$2.00M

3 bd · 3 ba · 2,410 sq ft · built 1990

455 LONGBOAT CLUB ROAD #402, 34228

Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$2.10M

3 bd · 3 ba · 2,445 sq ft · built 1996

2185 GULF OF MEXICO DRIVE #243, 34228

Longboat Key

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICE

$399,000

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

4330 FALMOUTH DRIVE #107, 34228

Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$1.70M

2 bd · 2.5 ba · 2,369 sq ft · built 1994

3060 GRAND BAY BOULEVARD #124, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$1.60M

4 bd · 3 ba · 2,846 sq ft · built 1982

1916 HARBOURSIDE DRIVE #804, 34228

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

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 $1,089,000; the busiest band is $1M and up.

Under $200K: 1 home

• $129,000 · 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: 12 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
• $390,000 · 1 bd / 1 ba / 876 sq ft · 3453 GULF OF MEXICO DRIVE #200

$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: 45 homes

• $539,000 · 2 bd / 2 ba / 1,192 sq ft · 1932 HARBOURSIDE DRIVE #242
• $589,000 · 3 bd / 2.5 ba / 1,450 sq ft · 575 SUTTON PLACE
• $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)

$750K – $1M: 44 homes

• $925,000 · 2 bd / 2 ba / 1,276 sq ft · 3070 GRAND BAY BOULEVARD #645
• $795,000 · 2 bd / 2 ba / 1,257 sq ft · 1975 GULF OF MEXICO DRIVE #G4-203
• $999,000 · 3 bd / 2 ba / 1,323 sq ft · 5320 GULF OF MEXICO DRIVE #101
• $759,000 · 2 bd / 2 ba / 1,325 sq ft · 4800 GULF OF MEXICO DRIVE #205

$1M and up: 132 homes

• $3.00M · 4 bd / 4.5 ba / 2,541 sq ft · 6930 LONGBOAT DRIVE
• $1.15M · 3 bd / 2.5 ba / 2,219 sq ft · 2245 HARBOURSIDE DRIVE #101
• $2.85M · 2 bd / 2.5 ba / 2,525 sq ft · 435 L AMBIANCE DRIVE #L707
• $1.40M · 3 bd / 3.5 ba / 2,143 sq ft · 3030 GRAND BAY BOULEVARD #315

Every home for sale in Longboat Key right now (257)

All 257 active Longboat Key listings with a detail page, newest first, refreshed twice a day from the MLS.

• $3.00M · 4 bd / 4.5 ba / 2,541 sq ft · 6930 LONGBOAT DRIVE
• $2.85M · 2 bd / 2.5 ba / 2,525 sq ft · 435 L AMBIANCE DRIVE #L707
• $1.15M · 3 bd / 2.5 ba / 2,219 sq ft · 2245 HARBOURSIDE DRIVE #101
• $539,000 · 2 bd / 2 ba / 1,192 sq ft · 1932 HARBOURSIDE DRIVE #242
• $1.40M · 3 bd / 3.5 ba / 2,143 sq ft · 3030 GRAND BAY BOULEVARD #315
• $5.50M · 4 bd / 3.5 ba / 3,954 sq ft · 775 LONGBOAT CLUB RD, 1008-1007
• $589,000 · 3 bd / 2.5 ba / 1,450 sq ft · 575 SUTTON PLACE
• $2.35M · 3 bd / 3 ba / 2,560 sq ft · 2165 GULF OF MEXICO DRIVE #121
• $1.25M · 3 bd / 2.5 ba / 2,487 sq ft · 2352 HARBOUR OAKS DRIVE
• $7.90M · 5 bd / 5.5 ba / 3,203 sq ft · 6061 GULF OF MEXICO DRIVE
• $3.19M · 3 bd / 4 ba / 3,045 sq ft · 1241 GULF OF MEXICO DRIVE #803
• $1.45M · 2 bd / 2 ba / 1,472 sq ft · 2425 GULF OF MEXICO DRIVE #1E
• $925,000 · 2 bd / 2 ba / 1,276 sq ft · 3070 GRAND BAY BOULEVARD #645
• $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
• $2.00M · 2 bd / 2.5 ba / 2,154 sq ft · 1591 GULF OF MEXICO DRIVE #512
• $795,000 · 2 bd / 2 ba / 1,257 sq ft · 1975 GULF OF MEXICO DRIVE #G4-203
• $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
• $399,000 · 2 bd / 2 ba / 1,072 sq ft · 4330 FALMOUTH DRIVE #107
• $1.70M · 2 bd / 2.5 ba / 2,369 sq ft · 3060 GRAND BAY BOULEVARD #124
• $1.60M · 4 bd / 3 ba / 2,846 sq ft · 1916 HARBOURSIDE DRIVE #804
• $999,000 · 3 bd / 2 ba / 1,323 sq ft · 5320 GULF OF MEXICO DRIVE #101
• $9.50M · 4 bd / 5 ba / 5,245 sq ft · 560 HARBOR POINT ROAD
• $1.09M · 2 bd / 2 ba / 1,293 sq ft · 615 DREAM ISLAND PLACE #212
• $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
• $1.59M · 3 bd / 3.5 ba / 2,250 sq ft · 3060 GRAND BAY BOULEVARD #162
• $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
• $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
• $423,750 · 2 bd / 2 ba / 1,429 sq ft · 693 SPANISH DRIVE #24
• $1.50M · 3 bd / 2.5 ba / 2,204 sq ft · 2101 HARBOURSIDE DRIVE #1103
• $795,000 · 2 bd / 2.5 ba / 1,590 sq ft · 2012 HARBOURSIDE DRIVE #2102
• $675,000 · 2 bd / 2 ba / 1,103 sq ft · 917 SPANISH DRIVE
• $3.55M · 3 bd / 3.5 ba / 3,273 sq ft · 1281 GULF OF MEXICO DRIVE DRIVE #707
• $1.29M · 2 bd / 2 ba / 1,602 sq ft · 775 LONGBOAT CLUB ROAD #304
• $624,900 · 2 bd / 2.5 ba / 1,690 sq ft · 1920 HARBOURSIDE DRIVE #1003 (Fairway Bay)
• $495,000 · 2 bd / 1.5 ba / 1,140 sq ft · 738 SPANISH DRIVE #98
• $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
• $585,000 · 1 bd / 1.5 ba / 1,094 sq ft · 2055 GULF OF MEXICO DRIVE #G2-213 (Seaplace)
• $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
• $1.32M · 2 bd / 2 ba / 1,492 sq ft · 100 SANDS POINT ROAD #219
• $1.25M · 3 bd / 3 ba / 3,083 sq ft · 2550 HARBOURSIDE DRIVE #334
• $769,000 · 2 bd / 2 ba / 1,257 sq ft · 1955 GULF OF MEXICO DRIVE #G6-407
• $425,000 · 2 bd / 2 ba / 1,326 sq ft · 554 SPANISH DRIVE
• $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
• $815,000 · 2 bd / 2 ba / 1,490 sq ft · 691 TARAWITT DRIVE
• $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)
• $678,901 · 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
• $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
• $925,000 · 2 bd / 2 ba / 1,503 sq ft · 1075 GULF OF MEXICO DRIVE #303
• $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
• $12.40M · 3 bd / 3.5 ba / 4,967 sq ft · 1561 GULF OF MEXICO DRIVE #404
• $425,000 · 2 bd / 2 ba / 758 sq ft · 96 TWIN SHORES BOULEVARD (Twin Shores)
• $725,000 · 3 bd / 2 ba / 1,484 sq ft · 5055 GULF OF MEXICO DRIVE #115
• $775,000 · 2 bd / 2 ba / 1,456 sq ft · 803 BAYPORT WAY #803
• $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
• $3.29M · 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)
• $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
• $129,000 · 1 bd / 1 ba / 564 sq ft · 36 TWIN SHORES BOULEVARD (Twin Shores)
• $5.29M · 3 bd / 3.5 ba / 2,880 sq ft · 455 LONGBOAT CLUB ROAD #905
• $1.54M · 3 bd / 3 ba / 2,180 sq ft · 2675 GULF OF MEXICO DRIVE #204
• $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
• $650,000 · 2 bd / 2 ba / 1,503 sq ft · 1095 GULF OF MEXICO DRIVE #303
• $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
• $975,000 · 2 bd / 2 ba / 1,336 sq ft · 4325 GULF OF MEXICO DRIVE #402
• $549,000 · 2 bd / 2 ba / 1,276 sq ft · 3080 GRAND BAY BOULEVARD #512
• $499,000 · 2 bd / 2 ba / 933 sq ft · 1945 GULF OF MEXICO DRIVE #M2-402
• $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
• $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
• $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
• $1.90M · 3 bd / 3 ba / 2,448 sq ft · 2185 GULF OF MEXICO DRIVE #212
• $5.00M · 5 bd / 3 ba / 3,842 sq ft · 3606 FAIR OAKS PLACE
• $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)
• $950,000 · 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
• $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
• $2.70M · 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
• $569,000 · 2 bd / 2 ba / 1,306 sq ft · 448 GULF OF MEXICO DRIVE #A205
• $999,000 · 2 bd / 2 ba / 1,336 sq ft · 4325 GULF OF MEXICO DRIVE #305
• $2.90M · 3 bd / 2.5 ba / 2,375 sq ft · 535 SANCTUARY DRIVE #A603
• $649,900 · 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
• $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)
• $649,000 · 2 bd / 2 ba / 1,376 sq ft · 4440 EXETER DRIVE #106
• $1.05M · 2 bd / 2.5 ba / 1,392 sq ft · 1281 GULF OF MEXICO DRIVE #111
• $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
• $1.95M · 3 bd / 2 ba / 1,853 sq ft · 548 GUNWALE LANE
• $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
• $2.10M · 3 bd / 2.5 ba / 2,580 sq ft · 545 SANCTUARY DRIVE #B305
• $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
• $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
• $600,000 · 3 bd / 2 ba / 1,900 sq ft · 4976 GULF OF MEXICO DRIVE #Villa 18
• $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
• $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
• $899,900 · 1 bd / 1 ba / 640 sq ft · 250 SANDS POINT ROAD #5203
• $750,000 · 4 bd / 3 ba / 2,242 sq ft · 651 JUNGLE QUEEN WAY
• $640,000 · 2 bd / 2 ba / 1,316 sq ft · 4350 CHATHAM DRIVE #Unit E-208
• $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
• $975,000 · 3 bd / 3 ba / 1,707 sq ft · 1425 GULF OF MEXICO DRIVE #408
• $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
• $1.83M · 2 bd / 2.5 ba / 2,550 sq ft · 3060 GRAND BAY BOULEVARD #174
• $3.30M · 4 bd / 3 ba / 3,149 sq ft · 562 RANGER LANE (Country Club Shores)
• $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
• $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
• $980,000 · 3 bd / 2 ba / 1,941 sq ft · 100 SANDS POINT ROAD #324
• $3.75M · 3 bd / 3 ba / 2,650 sq ft · 1241 GULF OF MEXICO DRIVE #506
• $3.50M · 3 bd / 2 ba / 3,012 sq ft · 700 GULF BAY ROAD
• $2.95M · 4 bd / 2.5 ba / 2,550 sq ft · 595 BOWSPRIT LANE
• $1.60M · 2 bd / 2 ba / 1,470 sq ft · 2425 GULF OF MEXICO DRIVE #14B
• $995,000 · 2 bd / 2 ba / 1,524 sq ft · 4401 GULF OF MEXICO DRIVE #601

Pending and under contract in Longboat Key (12)

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.

• $7.20M · 2 bd / 2.5 ba / 2,249 sq ft · 1591 GULF OF MEXICO DRIVE #514
• $2.50M · 3 bd / 3.5 ba / 3,453 sq ft · 550 NORTON STREET
• $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
• $395,000 · 2 bd / 2 ba / 758 sq ft · 71 TWIN SHORES BOULEVARD
• $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
• $1.46M · 2 bd / 3.5 ba / 2,550 sq ft · 3040 GRAND BAY BOULEVARD #213
• $1.20M · 2 bd / 2 ba / 1,503 sq ft · 1055 GULF OF MEXICO DRIVE #504

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.

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: 165
• Single-family houses: 67
• Villas: 10
• Townhouses: 9
• Manufactured homes: 6

Another 45 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 (165) · Townhomes for sale in Longboat Key (9) · Manufactured and Mobile Homes for sale in Longboat Key (6).

The Longboat Key real estate market right now

Over the last 12 months 499 homes sold in Longboat Key at a median of $950,000 (-5.0% year over year), $454 per square foot. Sellers received 91% of list price and homes took a median 82 days to go under contract. With 257 homes for sale against that sales pace, months of supply is 6.2, a buyer’s market by the six-month rule. Cash buyers accounted for 79% of sales.

Longboat Key home prices by year

Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.

What a home in Longboat Key costs to own

Take the median $1,089,000 listing with 20% down at today’s 7.24% 30-year rate: principal and interest run about $5,937/month. Sarasota County’s typical millage of 13.48 puts property tax near $14,004/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 $7,281/month plus any HOA or CDD assessment.

Explore Longboat Key

• All homes for sale in Sarasota County, FL
• 4-bedroom homes for sale in Longboat Key
• Homes under $300K in Longboat Key
• Homes from $300K to $500K in Longboat Key
• Longboat Key pool homes for sale
• Longboat Key waterfront homes for sale
• Longboat Key golf course homes for sale
• Gated communities in Longboat Key
• Luxury homes for sale in Longboat Key
• New listings this week in Longboat Key
• Price reductions this week in Longboat Key
• Longboat Key homes by street
• What $500K buys in Sarasota County
• Longboat Key market intelligence: prices, supply and trends
• Moving to Longboat Key: the data guide
• Sarasota County property tax guide
• Sarasota County down payment assistance limits
• First-time home buyer guide for Florida
• Search every Longboat Key community
• Best places to live in Florida: every city ranked by the numbers
• Best beach towns in Florida, ranked
• All Florida cities and counties

Homes for sale near Longboat Key

• Homes for sale in Sarasota, FL — 2741 listings
• Homes for sale in Venice, FL — 978 listings
• Homes for sale in North Port, FL — 973 listings
• Homes for sale in Nokomis, FL — 278 listings
• Homes for sale in Osprey, FL — 98 listings
• Homes for sale in North Venice, FL — 23 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.

• 2165 Gulf Of Mexico Drive #115 · last listed $2,350,000 · off market Nov 3, 2026
• 948 Spanish Drive · last listed $1,199,000 · off market Nov 1, 2026
• 550 De Narvaez Drive · last listed $1,275,000 · off market Nov 1, 2026
• 1591 Gulf Of Mexico Drive #413 · last listed $4,399,000 · off market Nov 1, 2026
• 1561 Gulf Of Mexico Drive #403 · last listed $12,750,000 · off market Nov 1, 2026
• 1095 Gulf Of Mexico Drive #102 · last listed $600,000 · off market Nov 1, 2026
• 1000 Longboat Club Road #403 · last listed $949,000 · off market Nov 1, 2026
• 1000 Longboat Club Road #304 · last listed $863,900 · off market Nov 1, 2026
• 392 Firehouse Lane · last listed $1,349,000 · off market Oct 31, 2026
• 380 Gulf Of Mexico Drive #515 · last listed $1,044,000 · off market Oct 31, 2026
• 2089 Gulf Of Mexico Drive #G1-104 · last listed $1,150,000 · off market Oct 31, 2026
• 1241 Gulf Of Mexico Drive #109 · last listed $989,000 · off market Oct 31, 2026

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Longboat Key as of 2026-11-05 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.