Southside Village Homes Under $300K

19 homes under $300K for sale in Southside Village, median asking price $215,000.

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19 homes

Homes under $300K for sale in Southside Village.

Newest first.

Active Under Contract
$265,000
- 2 beds
- 2 baths
- 1,122 sqft
3360 Osprey Avenue #209b
Condo · Sarasota, FL 34239
MLS# A4706216 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
Pending
$200,000
- 2 beds
- 2 baths
- 1,323 sqft
3262 Brockton Lane #608
Condo · Sarasota, FL 34239
MLS# A4705571 · Listing courtesy of TNG REAL ESTATE
For sale
$239,900
- 2 beds
- 2 baths
- 1,563 sqft
3286 Brunswick Lane #704
Condo · Sarasota, FL 34239
MLS# A4704355 · Listing courtesy of FIVE STAR REAL ESTATE OF FLORIDA LLC
For sale
$215,000
- 2 beds
- 2 baths
- 1,813 sqft
3276 Brunswick Lane #705
Villa · Sarasota, FL 34239
MLS# A4702442 · Listing courtesy of MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC
For sale
$299,000
- 2 beds
- 1 bath
- 782 sqft
3035 Hillview Street
House · Sarasota, FL 34239
MLS# A4700500 · Listing courtesy of EXP REALTY, LLC
For sale
$258,000
- 2 beds
- 2 baths
- 1,365 sqft
2753 Orchid Oaks Drive #104
Condo · Sarasota, FL 34239
MLS# A4698416 · Listing courtesy of CENTURY 21 ALLPOINTS REALTY
For sale
$159,500
- 2 beds
- 1 bath
- 792 sqft
3755 School Avenue #54
Condo · Sarasota, FL 34239
MLS# A4698211 · Listing courtesy of FLATFEE.COM
Pending
$280,000
- 3 beds
- 2 baths
- 1,383 sqft
2817 Hawthorne Street
House · Sarasota, FL 34239
MLS# O6413863 · Listing courtesy of MAINSTAY BROKERAGE LLC
For sale
$165,000
- 2 beds
- 2 baths
- 982 sqft
2224 Bahia Vista Street #E6
Condo · Sarasota, FL 34239
MLS# A4695961 · Listing courtesy of REAL BROKER, LLC
For sale
$215,000
- 2 beds
- 2 baths
- 1,376 sqft
2746 Orchid Oaks Drive #301
Condo · Sarasota, FL 34239
MLS# A4693949 · Listing courtesy of EXP REALTY LLC
For sale
$299,999
- 2 beds
- 2 baths
- 1,016 sqft
2912 Hawthorne Street
House · Sarasota, FL 34239
MLS# R4911184 · Listing courtesy of PREMIER PLUS REALTY
For sale
$209,000
- 2 beds
- 1 bath
- 991 sqft
3700 Osprey Avenue #205
Condo · Sarasota, FL 34239
MLS# TB8494655 · Listing courtesy of LPT REALTY, LLC
For sale
$299,000
- 2 beds
- 2 baths
- 1,122 sqft
3360 Osprey Avenue #104b
Condo · Sarasota, FL 34239
MLS# A4688292 · Listing courtesy of HARRY ROBBINS ASSOC INC
Pending
$1,000
- 2 beds
- 2 baths
- 968 sqft
3345 Bahia Vista Street
House · Sarasota, FL 34239
MLS# A4684746 · Listing courtesy of KAUFMAN REALTY & AUCTIONS
For sale
$224,000
- 2 beds
- 1 bath
- 991 sqft
3700 Osprey Avenue #118
Condo · Sarasota, FL 34239
MLS# A4683813 · Listing courtesy of PREFERRED SHORE LLC
Pending
$1,000
- 2 beds
- 1 bath
- 520 sqft
3315 Fry Street
House · Sarasota, FL 34239
MLS# A4682832 · Listing courtesy of KAUFMAN REALTY & AUCTIONS
Pending
$1,000
- 3 beds
- 1 bath
- 1,100 sqft
1220 Brink Avenue
House · Sarasota, FL 34239
MLS# A4681601 · Listing courtesy of KAUFMAN REALTY & AUCTIONS
For sale
$209,000
- 2 beds
- 2 baths
- 982 sqft
2232 Bahia Vista Street #A6
Condo · Sarasota, FL 34239
MLS# A4666617 · Listing courtesy of KELLER WILLIAMS ON THE WATER S
Pending
$199,900
- 2 beds
- 2 baths
- 1,323 sqft
3280 Southfield Lane #804
Villa · Sarasota, FL 34239
MLS# TB8309229 · Listing courtesy of Y GROUP REALTY

Homes with an asking price under $300,000. ZIP 34239: Southside Village and the surrounding neighborhoods (Cherokee Park, Harbor Acres and others). As of Oct 18, 2026.

Homes Under $300K across the Sarasota area ›

Homes under $300K for sale in Southside Village at a glance.

From the listings on this page, live from Stellar MLS.

Typical size: 1,100 sq ft
Most common: 2 bedrooms; 89% of them
Typical year built: 1969
Waterfront: 5%
Private pool: 5%
Median days listed: 154

Most listings by subdivision

South Gate Village Green 4
Bermuda on Osprey 2
Cordova Gardens 2
Orchid Oaks 2
Plaza Gardens 2
Rio Vista Resub 2

Shares count only listings where the listing agent filled in that detail. Subdivision names as entered in the MLS. As of Oct 18, 2026.

More homes in Southside Village.

Homes Under $300K near Southside Village.

Questions about homes under $300K in Southside Village.

How many homes under $300K are for sale in Southside Village?

19 homes under $300K are listed on this site as of Oct 18, 2026, from Stellar MLS. Listings update every 15 minutes; counts and prices are recalculated hourly.

What is the median asking price of homes under $300K in Southside Village?

The median asking price is $215,000; most are listed between $1,000 and $299,000. These are asking prices, not sale prices.

Can George help me buy in Southside Village?

Yes. George Predescu, REALTOR® with Horizon Realty International, can set up showings for any listing here and answer your questions. Call or text (941) 899-3045.

What kinds of homes are under $300K in Southside Village?

Mostly condos, villas, mobile and manufactured homes, and some smaller single-family homes. HOA, condo or lot fees add to the monthly cost, so compare the total.

Like one of these?
George can show it to you.

George Predescu, REALTOR® with Horizon Realty International. Showings for any home here, and answers to your questions.

Call (941) 899-3045 Text George

Southside Village by type

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 18, 2026, 9:15 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