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3 beds New construction With a pool

Homes Under $500K in St. Augustine, FL

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24 of 623 Listings

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24 of 623 Listings

Price Reduced

Homes Under $500K in St. Augustine, FL — Page 9

623 listings

Homes Under $500K in St. Augustine, FL

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24 of 623 Listings

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Homes Under $500K in St. Augustine, FL

24 of 623 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$424,990

3 bd · 3 ba · 1,715 sqft

35 Stiffs Mill Lane, St. Augustine, FL

JENNIFER RICHELLE SMART · LENNAR REALTY INC

21Active

$439,900

4 bd · 3 ba · 2,430 sqft

21 Antilles Road, St. Augustine, FL

ROBERT E SALMONS · ENTERA REALTY LLC

132Active

$359,000

2 bd · 2 ba · 1,411 sqft

955 Registry Boulevard 212, St. Augustine, FL

ED BONNEAU · Edwin Bonneau, Broker

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

37Active

$299,000

3 bd · 3 ba · 1,381 sqft

515 S Woodlawn Street, St. Augustine, FL

BEATA SHARPE · COLDWELL BANKER VANGUARD REALTY

Price Reduced48Active

$349,000

2 bd · 2 ba · 1,556 sqft

702 Nieves Lane, St. Augustine, FL

RICHARD DETTRA · ENDLESS SUMMER REALTY

Price Reduced39Active

$437,990

4 bd · 3 ba · 1,875 sqft

93 Stiffs Mill Lane, St. Augustine, FL

JENNIFER RICHELLE SMART · LENNAR REALTY INC

36Active

$246,290

3 bd · 3 ba · 1,308 sqft

42 Sage Branch Street, St. Augustine, FL

CHARLIE ROGERS · D R HORTON REALTY INC

Price Reduced66Active

$499,900

4 bd · 3 ba · 2,357 sqft

43 Laurel Gate Lane, St. Augustine, FL

STACY FRANCIS · ROUND TABLE REALTY

37Active

$287,000

3 bd · 3 ba · 1,707 sqft

38 Bramble Court, St. Augustine, FL

DANIELLE WRIGHT · CASTILLO REAL ESTATE JAX

Price Reduced42Active

$409,900

4 bd · 2 ba · 1,848 sqft

349 Stokes Landing Road, St. Augustine, FL

WENDI ALLEN · RED DOOR REALTY GROUP, INC

Price Reduced81Active

$339,995

3 bd · 4 ba · 1,494 sqft

61 Belfort Court, St. Augustine, FL

JENNIFER RICHELLE SMART · LENNAR REALTY INC

Price Reduced29Active

$230,000

2 bd · 3 ba · 1,348 sqft

208 E Pisa Place, St. Augustine, FL

JONATHAN CHAPMAN · ENDLESS SUMMER REALTY

36Active

$269,715

2 bd · 3 ba · 1,109 sqft

36 Sage Branch Street, St. Augustine, FL

CHARLIE ROGERS · D R HORTON REALTY INC

Price Reduced96Active

$307,000

3 bd · 2 ba · 1,752 sqft

200 Paseo Terraza 206, St. Augustine, FL

LINDA PEPPE · MOXII PRO REALTY

Price Reduced28Active

$389,900

3 bd · 2 ba · 1,768 sqft

1343 Castle Pines Circle, St. Augustine, FL

MIRTHA BARZAGA · DAVIDSON REALTY, INC.

52Active

$360,000

4 bd · 2 ba · 1,919 sqft

89 Logrono Court, St. Augustine, FL

JUSTIN NGUYEN · FLORIDA HOMES REALTY & MTG LLC

Price Reduced64Active

$400,000

3 bd · 2 ba · 1,798 sqft

84 Midway Park Drive, St. Augustine, FL

KELLY SHAPIRO · FLORIDA HOMES REALTY & MTG LLC

11Active

$399,900

3 bd · 3 ba · 2,035 sqft

273 Wineberry Lane, St. Augustine, FL

GLEN HARE · DUVAL REALTY OF JAX

16Active

$421,990

2 bd · 2 ba · 1,812 sqft

230 Applejack Drive, St. Augustine, FL

NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

21Active

$429,990

2 bd · 2 ba · 1,581 sqft

226 Day Dream Drive, St. Augustine, FL

NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

Price Reduced8Active

$394,990

2 bd · 2 ba · 1,898 sqft

277 Applejack Drive, St. Augustine, FL

NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

27Active

$269,000

2 bd · 2 ba · 1,098 sqft

317 Flagler Boulevard 6a, St. Augustine, FL

JESSICA ANDRADE · WATSON REALTY CORP

60Active

$379,990

3 bd · 3 ba · 1,760 sqft

357 Woods Lane, St. Augustine, FL

NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

25Active

$419,990

4 bd · 3 ba · 1,885 sqft

199 Water Elm Walk, St. Augustine, FL

NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

1…8 9 10…26

Listing data & MLS disclosures

realMLS (Northeast Florida Multiple Listing Service): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by NEFMLS.
Listing information ©2026 Northeast Florida Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-09-30 19:05:05 UTC

St. Augustine housing market

September 2026

Selling at 96.8% of asking price

Buyers here are paying below asking. MLS · 26 sales · as of Sep 28, 2026

Homes that sold · County records, as of Sep 14, 2026

Median sale price: $1,502,600$535,000–$1,502,600 typical range
Sales: 17
Paid in cash: 82.4%

Homes on the market · MLS, as of Sep 27, 2026–Sep 28, 2026

Median list price: $599,900
Homes for sale: 286
Median days on market: 36 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,611 sq. ft.

St. Augustine, FL community profile

Population: 17,635
Median income: $72,795
Housing units: 9,993
People per sq. mi.: 1,367.1
Area: 12.9 sq. mi.

Source: HJN community data

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Listing data & MLS disclosures

realMLS (Northeast Florida Multiple Listing Service): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by NEFMLS.
Listing information ©2026 Northeast Florida Association of Realtors, Inc®. All Rights Reserved. Last Updated: 2026-09-30 19:05:05 UTC

St. Augustine, FL community profile

Population: 17,635
Median income: $72,795
Housing units: 9,993
People per sq. mi.: 1,367.1
Area: 12.9 sq. mi.

Source: HJN community data

St. Augustine housing market

September 2026

Selling at 96.8% of asking price

Buyers here are paying below asking. MLS · 26 sales · as of Sep 28, 2026

Homes that sold · County records, as of Sep 14, 2026

Median sale price: $1,502,600$535,000–$1,502,600 typical range
Sales: 17
Paid in cash: 82.4%

Homes on the market · MLS, as of Sep 27, 2026–Sep 28, 2026

Median list price: $599,900
Homes for sale: 286
Median days on market: 36 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 1,611 sq. ft.