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3 beds New construction With a pool

4 Bedroom Homes in Middleburg, FL

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24 of 100 Listings

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24 of 100 Listings

Price ReducedOpen house Fri, Oct 16 · 1:00 PM

4 Bedroom Homes in Middleburg, FL — Page 2

100 listings

4 Bedroom Homes in Middleburg, FL

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24 of 100 Listings

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4 Bedroom Homes in Middleburg, FL

24 of 100 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price ReducedOpen house Fri, Oct 16 · 1:00 PM

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$451,990

4 bd · 3 ba · 2,246 sqft

2493 Jennings Farm Drive, Middleburg, FL

NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

Price Reduced67Active

$359,000

4 bd · 2 ba · 2,093 sqft

1919 Captiva Drive, Middleburg, FL

DAWN NIERMANN · FLORIDA LIFE REALTY AND INVESTMENTS, LLC.

40Active

$440,000

4 bd · 2 ba · 2,240 sqft

3196 Fireside Drive, Middleburg, FL

SHELBY S HOLMES · WATSON REALTY CORP

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced98Active

$599,900

4 bd · 2 ba · 2,151 sqft

1459 Lake Foxmeadow Road, Middleburg, FL

JORDAN MAY · KELLER WILLIAMS ST JOHNS

Open house Sat, Oct 17 · 1:00 PM23Active

$299,900

4 bd · 2 ba · 1,613 sqft

1649 Sugarpine Drive, Middleburg, FL

DENISE CARROLL · NAVY TO NAVY HOMES LLC

Price Reduced27Active

$299,900

4 bd · 2 ba · 2,432 sqft

3448 Driver Lane, Middleburg, FL

DAWN POFF · BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

Price Reduced44Active

$268,000

4 bd · 2 ba · 1,944 sqft

4320 Chinchilla Court, Middleburg, FL

CELESTE SIEBKE · COLDWELL BANKER VANGUARD REALTY

Price Reduced25Active

$434,900

4 bd · 2 ba · 1,847 sqft

2068 Featheredge Way, Middleburg, FL

GAYLE K VAN WAGENEN · LGI REALTY - FLORIDA, LLC

Price Reduced52Active

$419,000

4 bd · 2 ba · 2,076 sqft

3120 Longleaf Ranch Circle, Middleburg, FL

Curtis Bryan Kallam · KALLAM REALTY GROUP PLLC

32Active

$410,000

4 bd · 2 ba · 2,250 sqft

1968 Tomahawk Drive, Middleburg, FL

TAQUILLA ALLEN · UNITED REAL ESTATE GALLERY

Price Reduced34Active

$299,000

4 bd · 2 ba · 1,868 sqft

3505 Steelgate Court, Middleburg, FL

COURTNEY LOONEY · COLDWELL BANKER VANGUARD REALTY

48Active

$655,000

4 bd · 3 ba · 3,010 sqft

1799 Moorings Circle, Middleburg, FL

Mary Estevez · FLORIDA HOMES REALTY & MTG LLC

47Active

$325,000

4 bd · 2 ba · 1,901 sqft

4838 Creek Bluff Lane, Middleburg, FL

LINDSEY WOLFF · UNITED REAL ESTATE GALLERY

Price Reduced30Active

$309,900

4 bd · 2 ba · 2,060 sqft

4883 Gopher Circle, Middleburg, FL

MARK JENKS · RE/MAX SPECIALISTS

Price Reduced64Active

$755,000

4 bd · 3 ba · 2,305 sqft

4110 Scenic Drive, Middleburg, FL

JENNIFER GREGORY · MAXREV, LLC

Price Reduced17Active

$460,000

4 bd · 3 ba · 2,649 sqft

4537 Pine Ridge Parkway, Middleburg, FL

LISA ANN LOIACONO · MARK SPAIN REAL ESTATE

82Active

$1,199,000

4 bd · 3 ba · 2,407 sqft

3126 Nautilus Road, Middleburg, FL

ANDREA HOUCK · COLDWELL BANKER VANGUARD REALTY

Price Reduced76Active

$345,000

4 bd · 3 ba · 1,879 sqft

1830 Cogdill Trace, Middleburg, FL

LILY TRAN · FLORIDA HOMES REALTY & MTG LLC

Price Reduced32Active

$399,000

4 bd · 3 ba · 2,139 sqft

878 Rooster Hollow Way, Middleburg, FL

SABRINA LOZADO BASTARDO · PULTE REALTY OF NORTH FLORIDA, LLC.

Price Reduced29Active

$369,000

4 bd · 2 ba · 1,775 sqft

3477 Kindlewood Drive, Middleburg, FL

SABRINA LOZADO BASTARDO · PULTE REALTY OF NORTH FLORIDA, LLC.

Price Reduced63Active

$998,000

4 bd · 3 ba · 2,575 sqft

1717 Landward Lane, Middleburg, FL

JANET SUE DAGHER · BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

29Active

$363,000

4 bd · 2 ba · 1,821 sqft

874 Rooster Hollow Way, Middleburg, FL

SABRINA LOZADO BASTARDO · PULTE REALTY OF NORTH FLORIDA, LLC.

Price Reduced1Active

$260,000

4 bd · 2 ba · 1,759 sqft

3986 Country Meadows Drive, Middleburg, FL

NAJI HASSAN · 7 STAR REALTY, INC.

Price Reduced43Active

$259,000

4 bd · 2 ba · 1,680 sqft

267 Aster Avenue, Middleburg, FL

BENJAMIN BARFOOT · JPAR CITY AND BEACH

1 2 3…5

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: 2026-10-11 14:08:03 UTC

Middleburg housing market

September 2026 · This period is still settling

Selling at 99.3% of asking price

Buyers here are paying below asking. MLS · 69 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 10, 2026

Median sale price: $259,440$223,200–$294,854 typical range
Price per sq. ft.: $151
Sales: 13
Paid in cash: 30.8%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $369,999
Homes for sale: 299
Median days on market: 72 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 12.0%

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

Median home size: 1,716 sq. ft.

Middleburg, FL community profile

Area: 115.5 sq. mi.

Source: HJN community data

Explore Middleburg homes

By price

Homes Under $300K
Homes Under $400K
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By bedrooms

3 Bedroom Homes
4 Bedroom Homes
5 Bedroom Homes

By type

Single-Family Homes
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By feature

New Construction Homes
Homes with a Pool
Waterfront Homes
Open Houses

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: 2026-10-11 14:08:03 UTC

Middleburg, FL community profile

Area: 115.5 sq. mi.

Source: HJN community data

Middleburg housing market

September 2026 · This period is still settling

Selling at 99.3% of asking price

Buyers here are paying below asking. MLS · 69 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 10, 2026

Median sale price: $259,440$223,200–$294,854 typical range
Price per sq. ft.: $151
Sales: 13
Paid in cash: 30.8%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $369,999
Homes for sale: 299
Median days on market: 72 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 12.0%

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

Median home size: 1,716 sq. ft.