• HOME
  • SEARCH
    1. SEARCH HOMES IN OCALA, FL
    2. SEARCH HOMES IN JACKSONVILLE, FL
    3. SEARCH HOMES IN TAMPA, FL
    4. SEARCH HOMES IN SARASOTA, FL
    5. SEARCH HOMES IN FLORIDA KEYS
    6. SEARCH HOMES ACROSS ATLANTA, GA
    7. SEARCH OCEANFRONT HOMES IN FL
    8. OCALA LUXURY HOMES
    9. AFFORDABILITY CALCULATOR
  • ABOUT US
  • BUY
    1. FEATURED LISTINGS
    2. BUYERS
    3. ALL LISTINGS
    4. FINANCING
  • SELL
    1. SELLERS
    2. SELL MY HOME
    3. HOME VALUATION
    4. SOLD LISTINGS
  • AS SEEN ON HGTV 'SELLING COASTAL'
  • EQUESTRIAN COLLECTION
  • REVIEWS
  • JOIN THE GAILEYS
  • MEDIA
  • CONTACT
    • Register
    • Sign In
    Filters Reset
    Save Search (2)
    Save your search to get Alerts
    428 Properties

    428 Properties Available In Middleburg

    • Newest Listings
    • Default
    • Price-High To Low
    • Price-Low To High
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    FL >Middleburg >
    Market Insights
    • 1855 AMBERLY DR, Middleburg, FL 32068
      1/11 11
      New

      $ 415,000

      5 Beds3 Baths2,647 SqFt

      1855 AMBERLY DR, Middleburg, FL 32068

      Single Family Home

      Listed by KELLER WILLIAMS FIRST COAST REALTY

    • 3492 STEELGATE CT, Middleburg, FL 32068
      1/18 18
      New

      $ 354,000

      4 Beds3 Baths3,294 SqFt

      3492 STEELGATE CT, Middleburg, FL 32068

      Single Family Home

      Listed by REALTY ZOOM

    • 7220 COTTONWOOD CT, Middleburg, FL 32068
      1/60 60
      New

      $ 435,000

      3 Beds2 Baths2,081 SqFt

      7220 COTTONWOOD CT, Middleburg, FL 32068

      Single Family Home

      Listed by ROBERT SLACK, LLC.

    • 1103 ORCHARD ORIOLE PL, Middleburg, FL 32068
      1/81 81
      New

      $ 535,000

      4 Beds3 Baths3,062 SqFt

      1103 ORCHARD ORIOLE PL, Middleburg, FL 32068

      Single Family Home

      Listed by HOVER GIRL PROPERTIES

    • 1415 LANTERN LIGHT TRL, Middleburg, FL 32068
      1/40 40
      New

      $ 490,000

      5 Beds4 Baths3,396 SqFt

      1415 LANTERN LIGHT TRL, Middleburg, FL 32068

      Single Family Home

      Listed by ERA ONETEAM REALTY

    • 1515 HARVEST COVE DR, Middleburg, FL 32068
      1/37 37
      New

      $ 342,000

      3 Beds2 Baths1,801 SqFt

      1515 HARVEST COVE DR, Middleburg, FL 32068

      Single Family Home

      Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS

    • 2104 FEATHEREDGE WAY, Middleburg, FL 32068
      1/20 20
      New

      $ 410,900

      3 Beds2 Baths1,693 SqFt

      2104 FEATHEREDGE WAY, Middleburg, FL 32068

      Single Family Home

      Listed by LGI REALTY - FLORIDA, LLC

    • 2472 MOON HARBOR WAY, Middleburg, FL 32068
      1/52 52
      New

      $ 439,000

      3 Beds2 Baths1,962 SqFt

      2472 MOON HARBOR WAY, Middleburg, FL 32068

      Single Family Home

      Listed by COLDWELL BANKER VANGUARD REALTY

    • 3704 HAVENWOOD RD, Middleburg, FL 32068
      1/64 64
      New

      $ 479,000

      3 Beds2 Baths1,911 SqFt

      3704 HAVENWOOD RD, Middleburg, FL 32068

      Single Family Home

      Listed by MAGNOLIA & OAKS REAL ESTATE COMPANY LLC

    • 3822 COUNTY ROAD 220, Middleburg, FL 32068
      1/58 58
      New

      $ 359,900

      4 Beds2 Baths1,644 SqFt

      3822 COUNTY ROAD 220, Middleburg, FL 32068

      Single Family Home

      Listed by DISCOVER REALTY INC

    • 3956 GAREYS, Middleburg, FL 32068
      1/25 25
      New

      $ 516,900

      5 Beds4 Baths2,937 SqFt

      3956 GAREYS, Middleburg, FL 32068

      Single Family Home

      Listed by LGI REALTY - FLORIDA, LLC

    • 3995 GAREYS FERRY WAY, Middleburg, FL 32043
      1/24 24
      New

      $ 516,900

      5 Beds4 Baths2,937 SqFt

      3995 GAREYS FERRY WAY, Middleburg, FL 32043

      Single Family Home

      Listed by LGI REALTY - FLORIDA, LLC

    • 43 PLANKTON AVE, Middleburg, FL 32068
      1/44 44
      New

      $ 255,000

      3 Beds2 Baths1,352 SqFt

      43 PLANKTON AVE, Middleburg, FL 32068

      Manufactured Home

      Listed by MOMENTUM REALTY

    • 4476 COUNTY ROAD 218, Middleburg, FL 32068
      1/12 12
      New

      $ 475,000

      2 Baths1,556 SqFt

      4476 COUNTY ROAD 218, Middleburg, FL 32068

      Commercial

      Listed by WATSON REALTY CORP

    • 4919 KANGAROO CIR, Middleburg, FL 32068
      3D
      Price Dropped by $5K

      $ 465,000

      5 Beds2 Baths2,144 SqFt

      4919 KANGAROO CIR, Middleburg, FL 32068

      Single Family Home

      Listed by UNITED REAL ESTATE GALLERY

    • 1861 OPENWOODS RD, Middleburg, FL 32068
      1/21 21
      New

      $ 475,000

      4 Beds3 Baths2,272 SqFt

      1861 OPENWOODS RD, Middleburg, FL 32068

      Single Family Home

      Listed by RIVER CITY RENTALS AND REALTY

    • 2084 TICKFORD ST, Middleburg, FL 32068
      1/29 29
      New

      $ 415,000

      4 Beds2 Baths1,962 SqFt

      2084 TICKFORD ST, Middleburg, FL 32068

      Single Family Home

      Listed by FLORIDA WELCOME HOME REAL ESTATE

    • 2742 WOODSDALE DR, Middleburg, FL 32068
      1/46 46
      New

      $ 409,000

      3 Beds2 Baths1,647 SqFt

      2742 WOODSDALE DR, Middleburg, FL 32068

      Single Family Home

      Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS SOUTHSIDE

    • 3005 SUNSET RIDGE DR, Middleburg, FL 32068
      1/36 36
      New

      $ 308,000

      3 Beds2 Baths1,865 SqFt

      3005 SUNSET RIDGE DR, Middleburg, FL 32068

      Single Family Home

      Listed by FLORIDA HOMES REALTY & MTG LLC

    • 4253 CHOKEBERRY RD, Middleburg, FL 32068
      1/42 42
      New

      $ 379,900

      3 Beds2 Baths2,129 SqFt

      4253 CHOKEBERRY RD, Middleburg, FL 32068

      Single Family Home

      Listed by CW REALTY

    • 5291 CHICORY CIR, Middleburg, FL 32068
      1/5 5
      New

      $ 36,000

      1.29 Acres

      5291 CHICORY CIR, Middleburg, FL 32068

      Vacant Land

      Listed by BETTER HOMES & GARDENS REAL ESTATE LIFESTYLES REALTY

    • 5333 CHICORY CIR, Middleburg, FL 32068
      1/45 45
      New

      $ 299,900

      4 Beds3 Baths2,128 SqFt

      5333 CHICORY CIR, Middleburg, FL 32068

      Mobile Home

      Listed by KELLER WILLIAMS REALTY ATLANTIC PARTNERS

    • 816 BLIND OAK WAY, Middleburg, FL 32068
      1/37 37
      New

      $ 480,000

      5 Beds3 Baths2,782 SqFt

      816 BLIND OAK WAY, Middleburg, FL 32068

      Single Family Home

      Listed by UNITED REAL ESTATE GALLERY

    • 1306 WARBLER WAY, Middleburg, FL 32068
      1/41 41
      New

      $ 689,000

      4 Beds4 Baths4,151 SqFt

      1306 WARBLER WAY, Middleburg, FL 32068

      Single Family Home

      Listed by PIER RIDGE REALTY JACKSONVILLE, LLC.

    • 1
    • 2
    • 3
    • 4
    • 5
    • ...
    • 18

    explore listings in Middleburg

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    Gailey Enterprises_Logo
    Gailey Enterprises Real Estate
    Rhonda Gailey
    1414 SW Martin Luther King JR Ave, Ocala, Florida, 34471, USA

    +1(352) 897-2018

    rhonda@gaileyenterprises.com

    Get My App

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    Gailey Enterprises_Logo
    Gailey Enterprises Real Estate
    Rhonda Gailey
    1414 SW Martin Luther King JR Ave, Ocala, Florida, 34471, USA

    +1(352) 897-2018

    rhonda@gaileyenterprises.com

    Get My App

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.