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3 beds New construction

5 Bedroom Homes in Middleburg, FL

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18 of 42 Listings

Map

18 of 42 Listings

5 Bedroom Homes in Middleburg, FL — Page 2

42 listings

5 Bedroom Homes in Middleburg, FL

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18 of 42 Listings

Map

5 Bedroom Homes in Middleburg, FL

18 of 42 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$665,000

5 bd · 4 ba · 3,130 sqft

2411 Halperns Way, Middleburg, FL

MICHELLE TRACEY JENKS · WATSON REALTY CORP

Price Reduced1Active

$220,000

5 bd · 3 ba · 2,647 sqft

1855 Amberly Drive, Middleburg, FL

NAJI HASSAN · 7 STAR REALTY, INC.

Price Reduced23Active

$499,990

5 bd · 4 ba · 2,728 sqft

2385 Jennings Farm Drive, Middleburg, FL

NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced17Active

$532,490

5 bd · 4 ba · 2,956 sqft

2469 Jennings Farm Drive, Middleburg, FL

NANCY PRUITT · OLYMPUS EXECUTIVE REALTY, INC

Price Reduced54Active

$429,999

5 bd · 3 ba · 2,730 sqft

4518 Pine Ridge Parkway, Middleburg, FL

GARY VELASQUEZ · CENTURY 21 INTEGRA

Price Reduced64Active

$695,000

5 bd · 5 ba · 3,265 sqft

942 Rooster Hollow Way, Middleburg, FL

STEVEN RICKETTS · WATSON REALTY CORP

144Active

$720,000

5 bd · 5 ba · 3,900 sqft

1009 Oakland Hills Avenue, Middleburg, FL

DANA JOHNSON · PROVINCE REALTY GROUP LLC

Price Reduced23Active

$419,000

5 bd · 3 ba · 2,483 sqft

1889 Sue Meadow Lane, Middleburg, FL

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

28Active

$519,900

5 bd · 4 ba · 2,937 sqft

3995 Gareys Ferry Way, Middleburg, FL

GAYLE K VAN WAGENEN · LGI REALTY - FLORIDA, LLC

Price Reduced33Active

$475,900

5 bd · 3 ba · 2,446 sqft

2118 Black Glass Place, Middleburg, FL

GAYLE K VAN WAGENEN · LGI REALTY - FLORIDA, LLC

Price Reduced46Active

$393,900

5 bd · 3 ba · 2,900 sqft

1112 Pine Island Court, Middleburg, FL

CHRYSTELLE ANCELOT · COLDWELL BANKER VANGUARD REALTY

Price Reduced36Active

$497,000

5 bd · 5 ba · 3,806 sqft

4055 Blackbird Lane, Middleburg, FL

JEANNE SCHOLL · EXIT INSPIRED REAL ESTATE

Price Reduced50Active

$389,999

5 bd · 3 ba · 2,499 sqft

3479 Lynn Court, Middleburg, FL

DANNY FONTAINE · MOMENTUM REALTY

41Active

$399,000

5 bd · 3 ba · 2,592 sqft

1071 Wetland Ridge Circle, Middleburg, FL

MAURI MATIAS OSKARI MATTSSON · FREEDOM REALTY GROUP LLC

Price Reduced28Active

$511,900

5 bd · 4 ba · 2,937 sqft

2054 Featheredge Way, Middleburg, FL

GAYLE K VAN WAGENEN · LGI REALTY - FLORIDA, LLC

Price Reduced26Active

$520,900

5 bd · 4 ba · 2,937 sqft

2416 Pemrose Loop, Middleburg, FL

GAYLE K VAN WAGENEN · LGI REALTY - FLORIDA, LLC

Price Reduced83Active

$575,000

5 bd · 4 ba · 4,071 sqft

4467 Song Sparrow Drive, Middleburg, FL

AMANDA KENT KINARD · MOMENTUM REALTY

Price Reduced47Active

$287,500

5 bd · 2 ba · 1,665 sqft

1732 Morningside Drive, Middleburg, FL

WILLIAM FIGUEROA · SOVEREIGN REAL ESTATE GROUP

1 2

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: 2026-10-16 00:43:02 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

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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: 2026-10-16 00:43:02 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.