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

5 Bedroom Homes in Milton, FL

5 Bedroom Homes in Milton, FL

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20 of 65 Listings
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5 Bedroom Homes in Milton, FL

20 of 65 Listings

  1. 5883 Tripletail Drive — photoNew36

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$394,900

5 bd · 4 ba · 2,890 sqft

5883 Tripletail Drive, Milton, FL

Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  • 6571 Stonefly Drive — photoNew30Active

    $314,900

    5 bd · 3 ba · 2,012 sqft

    6571 Stonefly Drive, Milton, FL

    Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  • 4919 Horace Lunsford Road — photoNew41Active

    $509,900

    5 bd · 3 ba · 2,711 sqft

    4919 Horace Lunsford Road, Milton, FL

    Janine L Howle · Herbst Realty LLC

  • 5124 Rainwater Rd — photoNew2Active

    $379,900

    5 bd · 3 ba · 2,593 sqft

    5124 Rainwater Rd, Milton, FL

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

  • 5120 Rainwater Rd — photoNew29Active

    $309,900

    5 bd · 3 ba · 2,012 sqft

    5120 Rainwater Rd, Milton, FL

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

  • 5123 Rainwater Rd — photoNew32Active

    $340,400

    5 bd · 3 ba · 2,516 sqft

    5123 Rainwater Rd, Milton, FL

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

  • 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

  • 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

  • 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

  • 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

  • 5132 Rainwater Rd — photo29Active

    $309,900

    5 bd · 3 ba · 2,012 sqft

    5132 Rainwater Rd, Milton, FL

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

  • 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

  • 5141 Rainwater Road — photo30Active

    $334,900

    5 bd · 3 ba · 2,516 sqft

    5141 Rainwater Road, Milton, FL

    Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  • 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

  • 5571 Inspiration Street — photo41Active

    $399,000

    5 bd · 4 ba · 2,660 sqft

    5571 Inspiration Street, Milton, FL

    Blue Wave Group · Coldwell Banker Realty

  • 1886 Lodgepole Drive — photo85Active

    $699,000

    5 bd · 3 ba · 4,356 sqft

    1886 Lodgepole Drive, Milton, FL

    John Sutherland · REALTY ASSOCIATES OF SANTA ROSA, INC.

  • 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

  • 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

  • 5745 Burr St — photo47Active

    $380,000

    5 bd · 3 ba · 2,705 sqft

    5745 Burr St, Milton, FL

    Sandra Seymour · Coldwell Banker Realty

  • 6587 Stonefly Drive — photo30Active

    $314,900

    5 bd · 3 ba · 2,012 sqft

    6587 Stonefly Drive, Milton, FL

    Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  • 123

    Explore Milton homes

    By price

    • Homes Under $200K
    • Homes Under $300K
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    By bedrooms

    • 3 Bedroom Homes
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    By feature

    • New Construction Homes
    • Homes with a Pool
    • Waterfront Homes
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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 2026-10-08 15:33:27 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.
    Navarre Area Board of REALTORS
    The data relating to real estate for sale on this website comes in part from the Internet Data Exchange of the Navarre Area Board of REALTORS®. The information being provided is 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. Information Deemed Reliable But Not Guaranteed. Copyright ©2026 Navarre Area Board of REALTORS®. All rights reserved.
    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.

    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

    August 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 · 220 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 21, 2026

    Median sale price
    $299,900$228,000–$392,500 typical range
    Price per sq. ft.
    $177
    Sales
    115
    Paid in cash
    34.8%

    Homes on the market · MLS, as of Aug 31, 2026

    Median days on market
    31 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    5.3%