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5 Bedroom Homes in Milton, FL
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3 bedsNew constructionWith a pool

5 Bedroom Homes in Milton, FL

5 Bedroom Homes in Milton, FL

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20 of 51 Listings
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5 Bedroom Homes in Milton, FL

20 of 51 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 8064 Flying Duck Drive — photo45Active

    $384,900

    5 bd · 4 ba · 2,995 sqft

    8064 Flying Duck Drive, Milton, FL

    Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  2. 1886 Lodgepole Dr — photo72Active

    $699,000

    5 bd · 3 ba · 4,356 sqft

    1886 Lodgepole Dr, Milton, FL

    John Sutherland · REALTY ASSOC. OF SANTA ROSA

  3. 5668 Als Way — photo33Active

    $469,000

    5 bd · 3 ba · 2,997 sqft

    5668 Als Way, Milton, FL

    Mitzi Goldstein · Salomon-Goldstein Properties, LLC

  4. 5883 Tripletail Dr — photoPrice Reduced40Active

    $389,900

    5 bd · 4 ba · 2,890 sqft

    5883 Tripletail Dr, Milton, FL

    Olesya Chatraw · D R Horton Realty of NW Florida, LLC

  5. 6571 Stonefly Drive — photo30Active

    $307,900

    5 bd · 3 ba · 2,012 sqft

    6571 Stonefly Drive, Milton, FL

    Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  6. 5124 Rainwater Rd — photo2Active

    $379,900

    5 bd · 3 ba · 2,593 sqft

    5124 Rainwater Rd, Milton, FL

    Olesya Chatraw · D R Horton Realty of NW Florida, LLC

  7. 5120 Rainwater Rd — photo29Active

    $309,900

    5 bd · 3 ba · 2,012 sqft

    5120 Rainwater Rd, Milton, FL

    Olesya Chatraw · D R Horton Realty of NW Florida, LLC

  8. 4166 Upper Walk Lane — photo68Active

    $420,000

    5 bd · 3 ba · 2,583 sqft

    4166 Upper Walk Lane, Milton, FL

    Edson G Hurd · Hurd Real Estate & Company LLC

  9. 7675 Small Pines St — photo6Active

    $399,343

    5 bd · 3 ba · 2,624 sqft

    7675 Small Pines St, Milton, FL

    Shelly Horton Willis · ADAMS HOME REALTY, INC

  10. 9741 Shangri La West Rd — photo53Active

    $475,000

    5 bd · 3 ba · 2,830 sqft

    9741 Shangri La West Rd, Milton, FL

    Tyler Elise Moore · Levin Rinke Realty

  11. 5129 Rainwater Rd — photo29Active

    $310,400

    5 bd · 3 ba · 2,012 sqft

    5129 Rainwater Rd, Milton, FL

    Olesya Chatraw · D R Horton Realty of NW Florida, LLC

  12. 5135 Rainwater Rd — photo29Active

    $309,900

    5 bd · 3 ba · 2,012 sqft

    5135 Rainwater Rd, Milton, FL

    Olesya Chatraw · D R Horton Realty of NW Florida, LLC

  13. 5900 Tripletail Drive — photo37Active

    $346,900

    5 bd · 3 ba · 2,043 sqft

    5900 Tripletail Drive, Milton, FL

    Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  14. 5571 Inspiration Street — photo41Active

    $399,000

    5 bd · 4 ba · 2,660 sqft

    5571 Inspiration Street, Milton, FL

    Blue Wave Group · Coldwell Banker Realty

  15. 7666 Pine Bark St — photo1Active

    $399,943

    5 bd · 3 ba · 2,624 sqft

    7666 Pine Bark St, Milton, FL

    Shelly Horton Willis · ADAMS HOME REALTY, INC

  16. 7648 Pine Bark St — photo1Active

    $399,943

    5 bd · 3 ba · 2,624 sqft

    7648 Pine Bark St, Milton, FL

    Shelly Horton Willis · ADAMS HOME REALTY, INC

  17. 6587 Stonefly Drive — photo30Active

    $307,900

    5 bd · 3 ba · 2,012 sqft

    6587 Stonefly Drive, Milton, FL

    Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  18. 5908 Tripletail Drive — photo36Active

    $389,900

    5 bd · 4 ba · 2,890 sqft

    5908 Tripletail Drive, Milton, FL

    Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  19. 11437 Floridale Dr — photoPrice Reduced39Active

    $320,000

    5 bd · 3 ba · 2,432 sqft

    11437 Floridale Dr, Milton, FL

    Jason Panos · REMAX Select Partners

  20. 6474 Cedar Key Dr — photoPrice Reduced68Active

    $579,900

    5 bd · 3 ba · 3,113 sqft

    6474 Cedar Key Dr, Milton, FL

    Kelly Gary · Better Homes And Gardens Real Estate Main Street Properties

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Listing data & MLS disclosures

Emerald Coast Association of REALTORS
The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Data last updated 2026-10-30 14:40:33 UTC
IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
Pensacola Association of REALTORS
The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of Pensacola Association of REALTORS®, Inc. 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. Real estate listings held by brokerage firms other than Realty.com are governed by the PAR Rules and Regulations and detailed information about them includes the name of the listing companies. Information herein is believed to be accurate and timely, but no warranty as such is expressed or implied. Copyright © 2026 Pensacola Association of REALTORS®, Inc. All Rights Reserved.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Milton, FL community profile

    Population
    11,398
    Median income
    $58,705
    Housing units
    4,771
    People per sq. mi.
    18.4
    Area
    617.9 sq. mi.

    Source: HJN community data

    Milton housing market

    September 2026 · This period is still settling

    Milton 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 211 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 29, 2026

    Median sale price
    $268,500$190,000–$364,950 typical range
    Price per sq. ft.
    $161
    Sales
    171
    Paid in cash
    38.0%

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

    Median list price
    $349,900
    Homes for sale
    697
    Median days on market
    35 days

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

    Year-over-year
    -7.1%

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

    Median home size
    1,779 sq. ft.