Downtown Sarasota Homes Under $500K · Page 5

119 homes under $500K for sale in Downtown Sarasota, median asking price $299,000, mostly $130,000 – $451,000. Homes with an asking price under $500,000. Downtown Sarasota and nearby mainland neighborhoods (ZIPs 34236, 34237). Lido, St. Armands and Bird Key are on their own pages. As of Oct 9, 2026.

3319 OVERCUP OAK TERRACE, SARASOTA
Active

$199,500

3319 OVERCUP OAK TERRACE

SARASOTA, FL 34237

2 bed
2 bath
1,278 sqft

MLS# A4687924 · Listing courtesy of PALM REALTY SERVICES LLC

3405 TALLYWOOD LANE #7130, SARASOTA
Active

$235,000

3405 TALLYWOOD LANE #7130

SARASOTA, FL 34237

2 bed
2 bath
1,470 sqft

MLS# A4686425 · Listing courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

3312 OVERCUP OAK TERRACE, SARASOTA
Active

$159,900

3312 OVERCUP OAK TERRACE

SARASOTA, FL 34237

2 bed
2 bath
1,120 sqft

MLS# A4685218 · Listing courtesy of REAL ESTATE BOUTIQUE LLC

1015 RHODES AVENUE, SARASOTA
Active

$339,000

1015 RHODES AVENUE

SARASOTA, FL 34237

3 bed
1 bath
1,320 sqft

MLS# A4684797 · Listing courtesy of BEACHY PROPERTIES

1126 GRABER AVENUE, SARASOTA
Pending

$1,000

1126 GRABER AVENUE

SARASOTA, FL 34237

2 bed
2 bath
768 sqft

MLS# A4684750 · Listing courtesy of KAUFMAN REALTY & AUCTIONS

850 TAMIAMI TRAIL #630, SARASOTA
Active

$305,000

850 TAMIAMI TRAIL #630

SARASOTA, FL 34236

2 bed
3 bath
1,224 sqft

MLS# A4684292 · Listing courtesy of WATERSIDE REALTY LLC

3135 GLEN ELYN BOULEVARD #13, SARASOTA
Active

$299,000

3135 GLEN ELYN BOULEVARD #13

SARASOTA, FL 34237

2 bed
2 bath
1,236 sqft

MLS# A4683215 · Listing courtesy of HARRY ROBBINS ASSOC INC

3317 OVERCUP OAK TERRACE, SARASOTA
Active

$149,900

3317 OVERCUP OAK TERRACE

SARASOTA, FL 34237

2 bed
1 bath
901 sqft

MLS# A4679455 · Listing courtesy of PALM REALTY SERVICES LLC

2636 HIDDEN LAKE DRIVE #H, SARASOTA
Active

$134,000

2636 HIDDEN LAKE DRIVE #H

SARASOTA, FL 34237

0 bed
1 bath
523 sqft

MLS# A4679045 · Listing courtesy of KW COASTAL LIVING III

3332 SPANISH OAK TERRACE, SARASOTA
Active

$69,900

3332 SPANISH OAK TERRACE

SARASOTA, FL 34237

2 bed
1 bath
672 sqft

MLS# A4678081 · Listing courtesy of PALM REALTY SERVICES LLC

445 ORANGE AVENUE #210, SARASOTA
Active

$435,000

445 ORANGE AVENUE #210

SARASOTA, FL 34236

1 bed
1 bath
494 sqft

MLS# A4677633 · Listing courtesy of PREFERRED SHORE LLC

3212 RAMBLEWOOD DRIVE #3212, SARASOTA
Active Under Contract

$175,000

3212 RAMBLEWOOD DRIVE #3212

SARASOTA, FL 34237

3 bed
3 bath
1,343 sqft

MLS# A4676758 · Listing courtesy of THE SHORELINE FL REALTY LLC

3425 TALLYWOOD LANE #7135, SARASOTA
Active Under Contract

$143,000

3425 TALLYWOOD LANE #7135

SARASOTA, FL 34237

2 bed
2 bath
1,109 sqft

MLS# A4676132 · Listing courtesy of RE/MAX ALLIANCE GROUP

721 JEFFERSON AVENUE #721, SARASOTA
Active

$260,500

721 JEFFERSON AVENUE #721

SARASOTA, FL 34237

2 bed
2 bath
936 sqft

MLS# A4672260 · Listing courtesy of THE SHORELINE FL REALTY LLC

101 S GULFSTREAM AVE #9C, SARASOTA
Active

$460,000

101 S GULFSTREAM AVE #9C

SARASOTA, FL 34236

1 bed
2 bath
985 sqft

MLS# A4672134 · Listing courtesy of YOUR SUNCOAST REALTY

631 ORANGE AVENUE #208, SARASOTA
Pending

$309,900

631 ORANGE AVENUE #208

SARASOTA, FL 34236

2 bed
2 bath
784 sqft

MLS# A4671326 · Listing courtesy of COLDWELL BANKER REALTY

2415 PELICAN DRIVE, SARASOTA
Active

$480,000

2415 PELICAN DRIVE

SARASOTA, FL 34237

3 bed
2 bath
1,494 sqft

MLS# A4659633 · Listing courtesy of COLDWELL BANKER REALTY

2461 RINGLING BOULEVARD, SARASOTA
Active Under Contract

$499,000

2461 RINGLING BOULEVARD

SARASOTA, FL 34237

2 bed
2 bath
1,487 sqft

MLS# A4658766 · Listing courtesy of COLDWELL BANKER REALTY

3005 CHIANTI COURT #103, SARASOTA
Active

$189,000

3005 CHIANTI COURT #103

SARASOTA, FL 34237

1 bed
1 bath
822 sqft

MLS# A4655693 · Listing courtesy of KONA REALTY

2700 COCONUT BAY LANE #419, SARASOTA
Active

$174,950

2700 COCONUT BAY LANE #419

SARASOTA, FL 34237

1 bed
1 bath
714 sqft

MLS# S5127342 · Listing courtesy of LPT REALTY, LLC

941 OSPREY AVENUE, SARASOTA
Active Under Contract

$475,000

941 OSPREY AVENUE

SARASOTA, FL 34236

2 bed
2 bath
1,550 sqft

MLS# A4647524 · Listing courtesy of TAMM REAL ESTATE

3410 SPANISH OAK TERRACE, SARASOTA
Active

$155,000

3410 SPANISH OAK TERRACE

SARASOTA, FL 34237

2 bed
2 bath
1,152 sqft

MLS# A4622186 · Listing courtesy of COLDWELL BANKER REALTY

1010 VILLAGIO CIRCLE #106, SARASOTA
Active

$249,900

1010 VILLAGIO CIRCLE #106

SARASOTA, FL 34237

2 bed
2 bath
1,058 sqft

MLS# A4560093 · Listing courtesy of WHITE SANDS REALTY GROUP FL

More in Downtown Sarasota

Homes Under $500K nearby

Questions about Downtown Sarasota Homes Under $500K

How many homes under $500K are for sale in Downtown Sarasota?

119 homes under $500K are listed on this site as of Oct 9, 2026, from Stellar MLS. The list updates every hour.

What is the median asking price of homes under $500K in Downtown Sarasota?

The median asking price is $299,000; most are listed between $130,000 and $451,000. These are asking prices, not sale prices.

Can George help me buy in Downtown Sarasota?

Yes. George Predescu, REALTOR® with Horizon Realty International, can set up showings for any listing here, including ones listed by other brokers. Call or text (941) 899-3045.

Want to see one of these homes under $500K?

George Predescu, REALTOR® with Horizon Realty International, can answer questions and set up showings.

Call (941) 899-3045Text GeorgeSend a message

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 9, 2026, 5:00 PM EDT. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some IDX listings have been excluded from this website. Full IDX / DMCA disclaimer