Sarasota, FL

Vintage Homes for Sale in Siesta Key

Updated daily from MLS

$607KAvg Price
$2KMin Price
$9.0MMax Price
102With 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 406 vintage homes for sale in Siesta Key — Page 3
6006 MIDNIGHT PASS RD #14
$5,370
6006 MIDNIGHT PASS RD #14
Sarasota, FL 34242
1 bd 1 ba 600 sqft Built 1960
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
6006 MIDNIGHT PASS RD #5
$5,370
6006 MIDNIGHT PASS RD #5
Sarasota, FL 34242
1 bd 1 ba 600 sqft Built 1960
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
6006 MIDNIGHT PASS RD #71
$5,370
6006 MIDNIGHT PASS RD #71
Sarasota, FL 34242
1 bd 1 ba 708 sqft Built 1960
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
9397 MIDNIGHT PASS RD #905 Condominium
$5,500
9397 MIDNIGHT PASS RD #905
Sarasota, FL 34242
2 bd 2 ba 1,331 sqft Built 1975
Courtesy of HARRY ROBBINS ASSOC INC
726 BIRDSONG LN Single Family Residence
$5,525
726 BIRDSONG LN
Sarasota, FL 34242
3 bd 2 ba 1,822 sqft Built 1972
Courtesy of TNG REAL ESTATE
1055 W PEPPERTREE DR #802AA
$5,700
1055 W PEPPERTREE DR #802AA
Sarasota, FL 34242
2 bd 2 ba 1,163 sqft Built 1974
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
1224 S VIEW DR Single Family Residence
$5,800
1224 S VIEW DR
Sarasota, FL 34242
3 bd 2 ba 1,823 sqft Built 1978
Courtesy of ASCENDIA REAL ESTATE
6020 MIDNIGHT PASS RD #12
$5,970
6020 MIDNIGHT PASS RD #12
Sarasota, FL 34242
1 bd 1 ba 696 sqft Built 1964
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
6020 MIDNIGHT PASS RD #30
$5,970
6020 MIDNIGHT PASS RD #30
Sarasota, FL 34242
1 bd 2 ba 696 sqft Built 1964
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
4237 HIGEL AVE Single Family Residence
$5,995
4237 HIGEL AVE
Sarasota, FL 34242
3 bd 2 ba 1,835 sqft Built 1946
Courtesy of RELAX PROPERTY GROUP, LLC
6005 MIDNIGHT PASS RD #S4 Villa
$6,000
6005 MIDNIGHT PASS RD #S4
Sarasota, FL 34242
2 bd 2 ba 1,210 sqft Built 1966
Courtesy of CONCESSION REAL ESTATE COMP.
1125 W PEPPERTREE DR #605
$6,000
1125 W PEPPERTREE DR #605
Sarasota, FL 34242
2 bd 2 ba 1,200 sqft Built 1974
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
6052 W PEPPERTREE WAY #235B
$6,000
6052 W PEPPERTREE WAY #235B
Sarasota, FL 34242
2 bd 2 ba 1,180 sqft Built 1974
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
5400 OCEAN BLVD #5-3 Condominium
$6,000
5400 OCEAN BLVD #5-3
Sarasota, FL 34242
1 bd 2 ba 928 sqft Built 1970
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
6006 MIDNIGHT PASS RD #58
$6,300
6006 MIDNIGHT PASS RD #58
Sarasota, FL 34242
2 bd 2 ba 840 sqft Built 1960
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
1250 N PORTOFINO DR #107MAR
$6,400
1250 N PORTOFINO DR #107MAR
Sarasota, FL 34242
2 bd 2 ba 929 sqft Built 1969
Courtesy of JENNETTE PROPERTIES, INC.
1215 S PORTOFINO DR #202 Condominium
$6,500
1215 S PORTOFINO DR #202
Sarasota, FL 34242
2 bd 2 ba 929 sqft Built 1968
Courtesy of JUDITH GUZZI & ASSOCIATES LLC
1250 N PORTOFINO DR #102MAR Condominium
$6,500
1250 N PORTOFINO DR #102MAR
Sarasota, FL 34242
2 bd 2 ba 929 sqft Built 1969
Courtesy of JUDITH GUZZI & ASSOCIATES LLC
9393 MIDNIGHT PASS RD #302
$6,500
9393 MIDNIGHT PASS RD #302
Sarasota, FL 34242
2 bd 2 ba 1,029 sqft Built 1975
Courtesy of PREMIER SOTHEBY'S INTERNATIONAL
1255 E PEPPERTREE DR #305
$6,500
1255 E PEPPERTREE DR #305
Sarasota, FL 34242
2 bd 2 ba 1,200 sqft Built 1972
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
4830 HIGEL AVE Single Family Residence
$6,500
4830 HIGEL AVE
Sarasota, FL 34242
2 bd 2 ba 1,724 sqft Built 1957
Courtesy of JENNETTE PROPERTIES, INC.
1125 W PEPPERTREE DR #705
$6,650
1125 W PEPPERTREE DR #705
Sarasota, FL 34242
2 bd 2 ba 1,440 sqft Built 1974
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
6154 MIDNIGHT PASS RD #B07
$6,900
6154 MIDNIGHT PASS RD #B07
Sarasota, FL 34242
2 bd 2 ba 836 sqft Built 1966
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE
6154 MIDNIGHT PASS RD #D16
$6,900
6154 MIDNIGHT PASS RD #D16
Sarasota, FL 34242
2 bd 1 ba 941 sqft Built 1966
Courtesy of DESTINATION FLORIDA RENTALS & REAL ESTATE