Longboat Key, FL

Vintage Homes for Sale in Longboat Key

Updated daily from MLS

$724KAvg Price
$2KMin Price
$18.5MMax Price
48With Pool
143Waterfront
📊 Longboat Key Market 🏷 Buyer's Market Updated Jun 28
353
Active
48 new (30d) -9.0%
52
Pending
12.8% absorption
10.1
Mos. Inventory
Buyer's mkt
$975K
Median Ask
new: $1.21M prev: $999K
132d
Avg Days Listed
active listings avg
$830
Avg $/sqft
new 30d · prev: $806
18%
Price Cuts (30d)
53% have any cut
94.2%
Sale/List (30d)
prev 30d: 92.9%
$885K
Median Sale (30d)
prev 30d: $1.28M
🔮 90-Day Price Outlook
➡️ Market likely to hold steady
High inventory Soft buyer demand Extended time on market Few price cuts
Algorithmic estimate based on current MLS signals — not financial advice.
149
Active
14 new (30d) -26.0%
10
Pending
6.3% absorption
22.2
Mos. Inventory
Buyer's mkt
$1.75M
Median Ask
new: $2.10M prev: $2.55M
144d
Avg Days Listed
active listings avg
$1020
Avg $/sqft
new 30d · prev: $1013
10%
Price Cuts (30d)
48% have any cut
93.2%
Sale/List (30d)
prev 30d: 90.3%
$2.35M
Median Sale (30d)
prev 30d: $2.70M
🔮 90-Day Price Outlook
↘️ Slight softening expected
High inventory Very low absorption Extended time on market Few price cuts
Algorithmic estimate based on current MLS signals — not financial advice.
204
Active
34 new (30d) 0.0%
42
Pending
17.1% absorption
7.2
Mos. Inventory
Balanced
$772K
Median Ask
new: $907K prev: $899K
124d
Avg Days Listed
active listings avg
$742
Avg $/sqft
new 30d · prev: $680
25%
Price Cuts (30d)
56% have any cut
94.5%
Sale/List (30d)
prev 30d: 94%
$744K
Median Sale (30d)
prev 30d: $960K
🔮 90-Day Price Outlook
➡️ Market likely to hold steady
Elevated inventory Extended time on market Rising $/sqft Slight seller strength
Algorithmic estimate based on current MLS signals — not financial advice.
All metrics use rolling 30-day windows. Closed sale data uses actual close date where available, or last-modified date as a proxy for historical records. Refreshes every 6 hours.
📍 Longboat Key, Longboat Key
Longboat Key is a pristine barrier island enclave with immaculate beaches, luxury high-rises, private estates, and boutique golf clubs — Sarasota's most exclusive Gulf-front community.
Showing 221 vintage homes for sale in Longboat Key — Page 4
4325 GULF OF MEXICO DR #408 Condominium
$12,000
4325 GULF OF MEXICO DR #408
Longboat Key, FL 34228
2 bd 2 ba 1,411 sqft Built 1975
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL
613 BUTTONWOOD DR Single Family Residence
$14,900
613 BUTTONWOOD DR
Longboat Key, FL 34228
3 bd 2 ba 1,871 sqft Built 1967
Courtesy of PRECISE REALTY CORP
2301 GULF OF MEXICO DR #102N Condominium
$16,000
2301 GULF OF MEXICO DR #102N
Longboat Key, FL 34228
2 bd 2 ba 1,235 sqft Built 1970
Courtesy of PREFERRED SHORE LLC
690 OLD COMPASS RD Single Family Residence
$25,000
690 OLD COMPASS RD
Longboat Key, FL 34228
3 bd 3 ba 3,230 sqft Built 1970
Courtesy of JENNETTE PROPERTIES INC
1511 GULF OF MEXICO DR #201 Condominium
$25,500
1511 GULF OF MEXICO DR #201
Longboat Key, FL 34228
3 bd 4 ba 2,940 sqft Built 1978
Courtesy of MICHAEL SAUNDERS & COMPANY
3710 GULF OF MEXICO DR #D19 Single Family Residence
$150,000
3710 GULF OF MEXICO DR #D19
Longboat Key, FL 34228
2 bd 1 ba 684 sqft Built 1965
Courtesy of EDGEWATER REAL ESTATE, INC
701 SAINT JUDES DR S #3 Condominium
$259,000
701 SAINT JUDES DR S #3
Longboat Key, FL 34228
1 bd 1 ba 630 sqft Built 1966
Courtesy of NIZZ REALTY INC
3806 GULF OF MEXICO DR #C208 Single Family Residence
$295,000
3806 GULF OF MEXICO DR #C208
Longboat Key, FL 34228
1 bd 1 ba 712 sqft Built 1970
Courtesy of BEYCOME OF FLORIDA LLC
3710 GULF OF MEXICO DR #E22 Mobile Home
$310,000
3710 GULF OF MEXICO DR #E22
Longboat Key, FL 34228
1 bd 1 ba 680 sqft Built 1976
Courtesy of EDGEWATER REAL ESTATE, INC
4350 CHATHAM DR #105 Condominium
$310,000
4350 CHATHAM DR #105
Longboat Key, FL 34228
1 bd 1 ba 747 sqft Built 1969
Courtesy of MICHAEL SAUNDERS & COMPANY
4310 FALMOUTH DR #304 Condominium
$330,000
4310 FALMOUTH DR #304
Longboat Key, FL 34228
1 bd 1 ba 747 sqft Built 1969
Courtesy of HOUSE MATCH
669 SPANISH DR N #21 Condominium
$335,000
669 SPANISH DR N #21
Longboat Key, FL 34228
2 bd 2 ba 1,087 sqft Built 1969
Courtesy of AUM FLORIDA REAL ESTATE LLC
3804 GULF OF MEXICO DR #B204 Condominium
$339,000
3804 GULF OF MEXICO DR #B204
Longboat Key, FL 34228
1 bd 1 ba 761 sqft Built 1970
Courtesy of STERLING REALTY
2850 GULF OF MEXICO DR #5 Condominium
$348,000
2850 GULF OF MEXICO DR #5
Longboat Key, FL 34228
1 bd 1 ba 657 sqft Built 1967
Courtesy of MICHAEL SAUNDERS & COMPANY
541 SPANISH DR N Villa
$349,000
541 SPANISH DR N
Longboat Key, FL 34228
2 bd 2 ba 1,100 sqft Built 1968
Courtesy of COMMUNITY REALTY ASSOCIATES
600 SUTTON PL #101B Condominium
$349,900
600 SUTTON PL #101B
Longboat Key, FL 34228
1 bd 1 ba 883 sqft Built 1973
Courtesy of MARINA PARK REALTY LLC
6750 GULF OF MEXICO DR #152 Condominium
$350,000
6750 GULF OF MEXICO DR #152
Longboat Key, FL 34228
1 bd 1 ba 990 sqft Built 1970
Courtesy of COASTAL KEY REALTY LLC
3806 GULF OF MEXICO DR #C310 Condominium
$369,000
3806 GULF OF MEXICO DR #C310
Longboat Key, FL 34228
2 bd 2 ba 1,046 sqft Built 1970
Courtesy of LEN SCAVRON
602 SPANISH DR S #115 Condominium
$379,900
602 SPANISH DR S #115
Longboat Key, FL 34228
2 bd 2 ba 1,427 sqft Built 1969
Courtesy of KW COASTAL LIVING III
667 EL CENTRO Villa
$380,000
667 EL CENTRO
Longboat Key, FL 34228
2 bd 2 ba 1,327 sqft Built 1969
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
6700 GULF OF MEXICO DR #118 Condominium
$387,561
6700 GULF OF MEXICO DR #118
Longboat Key, FL 34228
1 bd 1 ba 990 sqft Built 1969
Courtesy of KELLER WILLIAMS ON THE WATER S
4380 EXETER DR #101 Condominium
$389,500
4380 EXETER DR #101
Longboat Key, FL 34228
2 bd 2 ba 1,376 sqft Built 1970
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
4350 CHATHAM DR #106 Condominium
$399,000
4350 CHATHAM DR #106
Longboat Key, FL 34228
2 bd 2 ba 1,072 sqft Built 1969
Courtesy of MICHAEL SAUNDERS & COMPANY
2850 GULF OF MEXICO DR #2 Condominium
$399,000
2850 GULF OF MEXICO DR #2
Longboat Key, FL 34228
2 bd 1 ba 695 sqft Built 1967
Courtesy of COLDWELL BANKER REALTY