Sarasota, FL

Vintage Homes for Sale in Siesta Key

Updated daily from MLS

$608KAvg Price
$2KMin Price
$9.0MMax Price
101With Pool
157Waterfront
📊 Siesta Key Market 🏷 Buyer's Market Updated Jun 28
342
Active
48 new (30d) -9.0%
57
Pending
14.3% absorption
9
Mos. Inventory
Buyer's mkt
$1.12M
Median Ask
new: $772K prev: $1.10M
122d
Avg Days Listed
active listings avg
$841
Avg $/sqft
new 30d · prev: $837
17%
Price Cuts (30d)
51% have any cut
94.2%
Sale/List (30d)
prev 30d: 93.1%
$895K
Median Sale (30d)
prev 30d: $995K
🔮 90-Day Price Outlook
➡️ Market likely to hold steady
Elevated inventory Soft buyer demand Extended time on market Few price cuts
Algorithmic estimate based on current MLS signals — not financial advice.
161
Active
18 new (30d) -5.0%
23
Pending
12.5% absorption
10.4
Mos. Inventory
Buyer's mkt
$2.79M
Median Ask
new: $3.69M prev: $2.80M
130d
Avg Days Listed
active listings avg
$1179
Avg $/sqft
new 30d · prev: $1061
14%
Price Cuts (30d)
45% have any cut
93.9%
Sale/List (30d)
prev 30d: 92%
$1.51M
Median Sale (30d)
prev 30d: $1.95M
🔮 90-Day Price Outlook
↗️ Slight upward pressure
High inventory Soft buyer demand Extended time on market Few price cuts
Algorithmic estimate based on current MLS signals — not financial advice.
181
Active
30 new (30d) -12.0%
34
Pending
15.8% absorption
7.9
Mos. Inventory
Balanced
$685K
Median Ask
new: $625K prev: $632K
115d
Avg Days Listed
active listings avg
$639
Avg $/sqft
new 30d · prev: $712
20%
Price Cuts (30d)
56% have any cut
94.4%
Sale/List (30d)
prev 30d: 93.7%
$641K
Median Sale (30d)
prev 30d: $790K
🔮 90-Day Price Outlook
📉 Prices likely to soften
Elevated inventory Falling $/sqft Extended time on market 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.
📍 Siesta Key, Sarasota
Siesta Key is home to #1-rated Siesta Beach with powdery white quartz sand, a charming village, world-class dining, and some of the most sought-after Gulf-front real estate in Florida.
Showing 405 vintage homes for sale in Siesta Key — Page 16
1138 SUN N SEA DR Single Family Residence
$1,349,000
1138 SUN N SEA DR
Sarasota, FL 34242
4 bd 2 ba 1,246 sqft Built 1958
Courtesy of KW COASTAL LIVING III
4646 GLEASON AVE Single Family Residence
$1,350,000
4646 GLEASON AVE
Sarasota, FL 34242
4 bd 4 ba 2,927 sqft Built 1957
Courtesy of KELLER WILLIAMS ON THE WATER S
6300 MIDNIGHT PASS RD #708 Condominium
$1,350,000
6300 MIDNIGHT PASS RD #708
Sarasota, FL 34242
2 bd 2 ba 1,271 sqft Built 1970
Courtesy of MICHAEL SAUNDERS & COMPANY
5920 MIDNIGHT PASS RD #1003 Condominium
$1,350,000
5920 MIDNIGHT PASS RD #1003
Sarasota, FL 34242
2 bd 2 ba 1,334 sqft Built 1971
Courtesy of COLDWELL BANKER REALTY
6146 MIDNIGHT PASS RD #12S Condominium
$1,500,000
6146 MIDNIGHT PASS RD #12S
Sarasota, FL 34242
2 bd 2 ba 1,204 sqft Built 1967
Courtesy of BECKMANN REAL ESTATE
3360 HIGEL AVE Single Family Residence
$1,549,000
3360 HIGEL AVE
Sarasota, FL 34242
4 bd 3 ba 2,006 sqft Built 1960
Courtesy of MICHAEL SAUNDERS & COMPANY
810 PLYMOUTH ST Single Family Residence
$1,600,000
810 PLYMOUTH ST
Sarasota, FL 34242
2 bd 2 ba 1,165 sqft Built 1969
Courtesy of WILLS REAL ESTATE LLC
156 SIESTA DR Single Family Residence
$1,649,000
156 SIESTA DR
Sarasota, FL 34242
5 bd 3 ba 2,901 sqft Built 1977
Courtesy of KW COASTAL LIVING III
6144 MIDNIGHT PASS RD #2N Condominium
$1,699,000
6144 MIDNIGHT PASS RD #2N
Sarasota, FL 34242
2 bd 2 ba 1,204 sqft Built 1967
Courtesy of MICHAEL SAUNDERS & COMPANY
742 EDGEMERE Single Family Residence
$1,700,000
742 EDGEMERE
Siesta Key, FL 34242
3 bd 2 ba 1,454 sqft Built 1964
Courtesy of LISTWITHFREEDOM.COM
5507 CONTENTO DR Single Family Residence
$1,725,000
5507 CONTENTO DR
Sarasota, FL 34242
3 bd 3 ba 1,788 sqft Built 1969
Courtesy of PREFERRED SHORE LLC
6300 MIDNIGHT PASS RD #702 Condominium
$1,749,000
6300 MIDNIGHT PASS RD #702
Sarasota, FL 34242
2 bd 2 ba 1,240 sqft Built 1970
Courtesy of KW COASTAL LIVING III
7221 PLOVERS WAY Single Family Residence
$1,795,000
7221 PLOVERS WAY
Sarasota, FL 34242
3 bd 4 ba 2,748 sqft Built 1967
Courtesy of MICHAEL SAUNDERS & COMPANY
6140 MIDNIGHT PASS RD #501 Condominium
$1,795,000
6140 MIDNIGHT PASS RD #501
Sarasota, FL 34242
3 bd 2 ba 1,798 sqft Built 1967
Courtesy of COLDWELL BANKER REALTY
4925 PRIMROSE PATH Single Family Residence
$1,795,000
4925 PRIMROSE PATH
Sarasota, FL 34242
4 bd 3 ba 2,609 sqft Built 1969
Courtesy of LPT REALTY, LLC
8456 MIDNIGHT PASS RD Single Family Residence
$1,900,000
8456 MIDNIGHT PASS RD
Sarasota, FL 34242
2 bd 2 ba 966 sqft Built 1962
Courtesy of HOMECOIN.COM
814 PARADISE WAY Single Family Residence
$1,945,000
814 PARADISE WAY
Sarasota, FL 34242
4 bd 2 ba 1,996 sqft Built 1962
Courtesy of COMMUNITY REALTY ASSOCIATES
589 COMMONWEALTH LN Single Family Residence
$2,200,000
589 COMMONWEALTH LN
Sarasota, FL 34242
4 bd 2 ba 2,073 sqft Built 1972
Courtesy of PREMIER PLUS REALTY
5012 HIGEL AVE Single Family Residence
$2,249,000
5012 HIGEL AVE
Sarasota, FL 34242
4 bd 3 ba 3,541 sqft Built 1959
Courtesy of PREFERRED SHORE LLC
5966 MIDNIGHT PASS RD #G-67 Condominium
$2,299,000
5966 MIDNIGHT PASS RD #G-67
Sarasota, FL 34242
2 bd 2 ba 1,396 sqft Built 1970
Courtesy of COLDWELL BANKER REALTY
6140 MIDNIGHT PASS RD #904 Condominium
$2,350,000
6140 MIDNIGHT PASS RD #904
Sarasota, FL 34242
2 bd 2 ba 1,940 sqft Built 1967
Courtesy of COLDWELL BANKER REALTY
7345 PINE NEEDLE RD Single Family Residence
$2,350,000
7345 PINE NEEDLE RD
Sarasota, FL 34242
4 bd 4 ba 2,977 sqft Built 1956
Courtesy of COLDWELL BANKER REALTY
5073 HIGEL AVE Single Family Residence
$2,400,000
5073 HIGEL AVE
Sarasota, FL 34242
4 bd 4 ba 2,965 sqft Built 1958
Courtesy of REALTY HUB
4508 WOODSIDE RD Single Family Residence
$2,450,000
4508 WOODSIDE RD
Sarasota, FL 34242
3 bd 2 ba 2,341 sqft Built 1969
Courtesy of KELLER WILLIAMS ON THE WATER S