Homes for Sale in Longboat Key, FL

241 homes are for sale in Longboat Key, FL as of 2026-09-06, with 17 more under contract. The median list price is $999,000 ($659/sq ft), most homes list between $475K to $4.40M, and the median listing has been on the market 95 days. 37 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.

$310,000 New

1 bd · 1 ba · 680 sq ft

3710 GULF OF MEXICO DRIVE #E22

Longboat Key

Listing courtesy of EDGEWATER REAL ESTATE, INC

$5.29M New

3 bd · 3.5 ba · 2,880 sq ft

455 LONGBOAT CLUB ROAD #905

Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC

$4.00M New

5 bd · 5.5 ba · 3,600 sq ft

592 JUAN ANASCO DRIVE

Longboat Key

Listing courtesy of SHORE PROPERTY GROUP

$4.00M New

5 bd · 5 ba · 4,315 sq ft

560 CHIPPING LANE

Longboat Key

Listing courtesy of COLDWELL BANKER REALTY

$2.67M New

4 bd · 3.5 ba · 3,102 sq ft

3530 MISTLETOE LANE

Longboat Key

Listing courtesy of COLDWELL BANKER REALTY

$2.50M New

3 bd · 4 ba · 3,045 sq ft

1241 GULF OF MEXICO DRIVE #303

Longboat Key

Listing courtesy of DEVELOPERS REALTY LBK, INC

$1.70M New

2 bd · 2 ba · 1,585 sq ft

1211 GULF OF MEXICO DRIVE #403

Longboat Key

Listing courtesy of COMPASS FLORIDA LLC

$1.55M New

2 bd · 2 ba · 1,470 sq ft

2425 GULF OF MEXICO DRIVE #8C

Longboat Key

Listing courtesy of KW COASTAL LIVING III

$1.35M New

2 bd · 2 ba · 1,172 sq ft

1055 GULF OF MEXICO DRIVE #301

Longboat Key

Listing courtesy of KELLER WILLIAMS ON THE WATER S

$1.20M New

2 bd · 2 ba · 1,235 sq ft

2301 GULF OF MEXICO DRIVE #33N

Longboat Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

$1.10M New

3 bd · 2 ba · 1,819 sq ft

1075 GULF OF MEXICO DRIVE #205

Longboat Key

Listing courtesy of COLDWELL BANKER REALTY

$1.05M New

3 bd · 3.5 ba · 2,250 sq ft

3040 GRAND BAY BOULEVARD #232

Longboat Key

Listing courtesy of COLDWELL BANKER REALTY

$1.02M New

1 bd · 1 ba · 640 sq ft

240 SANDS POINT ROAD #4104

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$925,000 New

2 bd · 2 ba · 1,503 sq ft

1075 GULF OF MEXICO DRIVE #303

Longboat Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY

$875,000 New

3 bd · 2 ba · 1,323 sq ft

5320 GULF OF MEXICO DRIVE #204

Longboat Key

Listing courtesy of EXP REALTY LLC

$799,999 New

2 bd · 2 ba · 1,312 sq ft

4800 GULF OF MEXICO DRIVE #PH 3

Longboat Key

Listing courtesy of VRI HOMES

$595,000 New

2 bd · 2 ba · 1,312 sq ft

4540 GULF OF MEXICO DRIVE #204

Longboat Key

Listing courtesy of VRI HOMES

$550,000 New

2 bd · 2 ba · 1,341 sq ft

914 SPANISH DRIVE #76

Longboat Key

Listing courtesy of AUM FLORIDA REAL ESTATE LLC

$525,000 New

2 bd · 2 ba · 840 sq ft

729 SAINT JUDES DRIVE #2

Longboat Key

Listing courtesy of KW COASTAL LIVING III

$520,000 New

2 bd · 2 ba · 1,072 sq ft

4310 FALMOUTH DRIVE #307

Longboat Key

Listing courtesy of HOUSE MATCH

$499,000 New

2 bd · 2 ba · 1,072 sq ft

4370 CHATHAM DRIVE #304

Longboat Key

Listing courtesy of PREFERRED SHORE LLC

$450,000 New

2 bd · 2 ba · 1,361 sq ft

683 SPANISH DRIVE #214

Longboat Key

Listing courtesy of AUM FLORIDA REAL ESTATE LLC

$395,000 New

2 bd · 2 ba · 758 sq ft

71 TWIN SHORES BOULEVARD

Longboat Key

Listing courtesy of EVENTIDE REALTY LLC

$450,000 New

2 bd · 2 ba · 1,327 sq ft

711 SPANISH DRIVE #211

Longboat Key

Listing courtesy of AUM FLORIDA REAL ESTATE 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 $999,000; the busiest band is $1M and up.

Under $200K: 1 home

• $149,900 · 1 bd / 1 ba / 564 sq ft · 36 TWIN SHORES BOULEVARD

$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
• $395,000 · 2 bd / 2 ba / 758 sq ft · 71 TWIN SHORES BOULEVARD
• $399,000 · 1 bd / 1 ba / 630 sq ft · 707 SAINT JUDES DRIVE #1
• $390,000 · 1 bd / 1 ba / 876 sq ft · 3453 GULF OF MEXICO DRIVE #200

$400K – $500K: 17 homes

• $450,000 · 2 bd / 2 ba / 1,361 sq ft · 683 SPANISH DRIVE #214
• $499,000 · 2 bd / 2 ba / 1,072 sq ft · 4370 CHATHAM DRIVE #304
• $450,000 · 2 bd / 2 ba / 1,327 sq ft · 711 SPANISH DRIVE #211
• $474,999 · 2 bd / 2 ba / 1,072 sq ft · 4340 FALMOUTH DRIVE #104

$500K – $750K: 43 homes

• $520,000 · 2 bd / 2 ba / 1,072 sq ft · 4310 FALMOUTH DRIVE #307
• $525,000 · 2 bd / 2 ba / 840 sq ft · 729 SAINT JUDES DRIVE #2
• $550,000 · 2 bd / 2 ba / 1,341 sq ft · 914 SPANISH DRIVE #76
• $595,000 · 2 bd / 2 ba / 1,312 sq ft · 4540 GULF OF MEXICO DRIVE #204

$750K – $1M: 46 homes

• $799,999 · 2 bd / 2 ba / 1,312 sq ft · 4800 GULF OF MEXICO DRIVE #PH 3
• $875,000 · 3 bd / 2 ba / 1,323 sq ft · 5320 GULF OF MEXICO DRIVE #204
• $925,000 · 2 bd / 2 ba / 1,503 sq ft · 1075 GULF OF MEXICO DRIVE #303
• $915,000 · 3 bd / 2 ba / 1,941 sq ft · 100 SANDS POINT ROAD #303

$1M and up: 119 homes

• $1.02M · 1 bd / 1 ba / 640 sq ft · 240 SANDS POINT ROAD #4104
• $1.05M · 3 bd / 3.5 ba / 2,250 sq ft · 3040 GRAND BAY BOULEVARD #232
• $1.10M · 3 bd / 2 ba / 1,819 sq ft · 1075 GULF OF MEXICO DRIVE #205
• $1.20M · 2 bd / 2 ba / 1,235 sq ft · 2301 GULF OF MEXICO DRIVE #33N

What is for sale in Longboat Key: property types

• Condos: 157
• Single-family homes: 63
• Villas: 12
• Manufactured homes: 5
• Townhouses: 4

Another 37 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 (157).

What a home in Longboat Key costs to own

Take the median $999,000 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $5,162/month. Sarasota County’s typical millage of 13.48 puts property tax near $12,791/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 $6,405/month plus any HOA or CDD assessment.

Explore Longboat Key

• All homes for sale in Sarasota County, FL
• Longboat Key market intelligence: prices, supply and trends
• Sarasota County property tax guide
• Search every Longboat Key community
• All Florida cities and counties

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Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Longboat Key as of 2026-09-06 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.