Downtown Sarasota 55+ Community Homes for Sale

20 homes in 55+ communities for sale in Downtown Sarasota, median asking price $157,000, mostly $143,000 – $261,000. Homes in communities the MLS marks as senior (55+) communities. 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.

1236 TALLYWOOD DRIVE #7029, SARASOTA
Active

$149,900

1236 TALLYWOOD DRIVE #7029

SARASOTA, FL 34237

2 bed
2 bath
1,250 sqft

MLS# C7531006 · Listing courtesy of GENSTONE REALTY

1554 TALLYWOOD DRIVE #7127, SARASOTA
Active

$234,900

1554 TALLYWOOD DRIVE #7127

SARASOTA, FL 34237

3 bed
2 bath
1,668 sqft

MLS# A4701083 · Listing courtesy of LPT REALTY, LLC

3415 SPANISH OAK TERRACE, SARASOTA
Active

$149,900

3415 SPANISH OAK TERRACE

SARASOTA, FL 34237

2 bed
2 bath
749 sqft

MLS# A4702390 · Listing courtesy of REAL ESTATE BOUTIQUE LLC

3402 SHINGLE OAK TERRACE, SARASOTA
Active

$155,000

3402 SHINGLE OAK TERRACE

SARASOTA, FL 34237

2 bed
2 bath
748 sqft

MLS# A4699722 · Listing courtesy of LPT REALTY, LLC

3383 OAKWOOD BOULEVARD, SARASOTA
Active

$145,900

3383 OAKWOOD BOULEVARD

SARASOTA, FL 34237

2 bed
2 bath
1,056 sqft

MLS# A4698882 · Listing courtesy of REAL ESTATE BOUTIQUE LLC

3226 SWEET BAY TERRACE, SARASOTA
Active

$148,000

3226 SWEET BAY TERRACE

SARASOTA, FL 34237

2 bed
2 bath
1,032 sqft

MLS# A4698716 · Listing courtesy of LPT REALTY, LLC

3324 OVERCUP OAK TERRACE, SARASOTA
Active

$289,000

3324 OVERCUP OAK TERRACE

SARASOTA, FL 34237

3 bed
2 bath
1,545 sqft

MLS# A4698245 · Listing courtesy of REAL ESTATE BOUTIQUE LLC

3412 TALLYWOOD CIRCLE #7018, SARASOTA
Active

$259,900

3412 TALLYWOOD CIRCLE #7018

SARASOTA, FL 34237

3 bed
2 bath
1,668 sqft

MLS# A4697416 · Listing courtesy of VUE REALTY, LLC

3329 OAKWOOD BOULEVARD, SARASOTA
Active

$174,900

3329 OAKWOOD BOULEVARD

SARASOTA, FL 34237

2 bed
2 bath
1,344 sqft

MLS# A4696381 · Listing courtesy of REAL ESTATE BOUTIQUE LLC

3227 BAYBERRY TERRACE, SARASOTA
Active

$270,000

3227 BAYBERRY TERRACE

SARASOTA, FL 34237

2 bed
2 bath
1,324 sqft

MLS# A4694645 · Listing courtesy of REAL ESTATE BOUTIQUE LLC

3221 SUMAC TERRACE, SARASOTA
Active

$179,900

3221 SUMAC TERRACE

SARASOTA, FL 34237

2 bed
2 bath
1,386 sqft

MLS# A4693805 · Listing courtesy of REAL ESTATE BOUTIQUE LLC

3221 SWEET GUM TERRACE, SARASOTA
Active

$175,000

3221 SWEET GUM TERRACE

SARASOTA, FL 34237

2 bed
2 bath
960 sqft

MLS# A4690283 · Listing courtesy of RE/MAX PALM

3226 SWEET GUM TERRACE, SARASOTA
Active

$142,900

3226 SWEET GUM TERRACE

SARASOTA, FL 34237

2 bed
2 bath
960 sqft

MLS# A4689264 · Listing courtesy of REAL ESTATE BOUTIQUE LLC

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

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

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

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

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

More in Downtown Sarasota

55+ Community Homes for Sale nearby

Questions about Downtown Sarasota 55+ Community Homes for Sale

How many homes in 55+ communities are for sale in Downtown Sarasota?

20 homes in 55+ communities 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 in 55+ communities in Downtown Sarasota?

The median asking price is $157,000; most are listed between $143,000 and $261,000. 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 in 55+ communities?

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, 3:15 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