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3 bedsNew constructionWith a pool
5 Bedroom Homes in Milton, FL — Page 2
66 listings

5 Bedroom Homes in Milton, FL

5 Bedroom Homes in Milton, FL

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22 of 66 Listings
Map

5 Bedroom Homes in Milton, FL

22 of 66 Listings

  1. 5266 Hidden Pines Circle — photo23

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$418,202

5 bd · 4 ba · 3,030 sqft

5266 Hidden Pines Circle, Milton, FL

Crystal E Gray · Adams Homes Realty Inc

  • 4166 Upper Walk Ln — photoPrice Reduced60Active

    $440,000

    5 bd · 3 ba · 2,522 sqft

    4166 Upper Walk Ln, Milton, FL

    Heather Offer · Hurd Real Estate & Company LLC

  • 4994 Gaineswood Dr — photoPrice Reduced29Active

    $344,900

    5 bd · 3 ba · 2,107 sqft

    4994 Gaineswood Dr, Milton, FL

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

  • 5900 Tripletail Dr — photo37Active

    $346,900

    5 bd · — ba · 2,043 sqft

    5900 Tripletail Dr, Milton, FL

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

  • 6549 Captiva Dr — photoPrice Reduced38Active

    $559,900

    5 bd · 3 ba · 3,113 sqft

    6549 Captiva Dr, Milton, FL

    Jaime Walker, Llc · Coldwell Banker Realty

  • 8061 Flying Duck Dr — photoPrice Reduced42Active

    $389,900

    5 bd · 4 ba · 2,995 sqft

    8061 Flying Duck Dr, Milton, FL

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

  • 8072 Flying Duck Dr — photoPrice Reduced38Active

    $343,900

    5 bd · 3 ba · 2,107 sqft

    8072 Flying Duck Dr, Milton, FL

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

  • 5888 Tripletail Dr — photoPrice Reduced37Active

    $344,900

    5 bd · 3 ba · 2,043 sqft

    5888 Tripletail Dr, Milton, FL

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

  • 6572 Stonefly Dr — photoPrice Reduced32Active

    $314,900

    5 bd · 3 ba · 2,012 sqft

    6572 Stonefly Dr, Milton, FL

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

  • 5676 Grit St — photoPrice Reduced50Active

    $409,900

    5 bd · 3 ba · 2,511 sqft

    5676 Grit St, Milton, FL

    Whitney Johnston · D R Horton Realty of NW Florida, LLC

  • 5680 Grit St — photoPrice Reduced31Active

    $484,900

    5 bd · 3 ba · 3,113 sqft

    5680 Grit St, Milton, FL

    Whitney Johnston · D R Horton Realty of NW Florida, LLC

  • 5679 Grit St — photoPrice Reduced32Active

    $459,900

    5 bd · 4 ba · 2,890 sqft

    5679 Grit St, Milton, FL

    Whitney Johnston · D R Horton Realty of NW Florida, LLC

  • 5558 Colinas Verde Dr — photo2Active

    $513,370

    5 bd · 3 ba · 2,482 sqft

    5558 Colinas Verde Dr, Milton, FL

    Trish Lohela · HOLIDAY BUILDERS OF THE GULF COAST, LLC

  • 5307 Lakewood Dr — photoPrice Reduced27Active

    $359,000

    5 bd · 3 ba · 2,521 sqft

    5307 Lakewood Dr, Milton, FL

    Kellee Johnson · Coldwell Banker Realty

  • 8784 Philippi St — photoPrice Reduced33Active

    $382,900

    5 bd · 3 ba · 2,641 sqft

    8784 Philippi St, Milton, FL

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

  • 8154 Fir Tree Dr — photoPrice Reduced39Active

    $339,900

    5 bd · 3 ba · 2,107 sqft

    8154 Fir Tree Dr, Milton, FL

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

  • 5390 Martingale Drive — photo38Active

    $339,900

    5 bd · 3 ba · 2,107 sqft

    5390 Martingale Drive, Milton, FL

    Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  • 5402 Martingale Drive — photo38Active

    $337,900

    5 bd · 3 ba · 2,107 sqft

    5402 Martingale Drive, Milton, FL

    Olesya Chatraw · DR Horton Realty of Northwest Florida LLC

  • 8153 Fir Tree Dr — photoPrice Reduced39Active

    $339,900

    5 bd · 3 ba · 2,107 sqft

    8153 Fir Tree Dr, Milton, FL

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

  • 5300 Conecuh St — photo58Active

    $350,000

    5 bd · 2 ba · 2,632 sqft

    5300 Conecuh St, Milton, FL

    Rachael Hartsell · American Valor Realty LLC

  • 5457 Byrom St — photoPrice Reduced60Active

    $249,900

    5 bd · — ba · 1,992 sqft

    5457 Byrom St, Milton, FL

    Pam Davis · KELLER WILLIAMS REALTY GULF COAST

  • 8166 Fir Tree Dr — photoPrice Reduced39Active

    $339,900

    5 bd · 3 ba · 2,107 sqft

    8166 Fir Tree Dr, Milton, FL

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

  • 123

    Explore Milton homes

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    • New construction
    • With a pool
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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 2026-09-19 06:32:07 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.

    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 · 214 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 5, 2026

    Median sale price
    $280,000$210,000–$390,000 typical range
    Price per sq. ft.
    $161
    Sales
    25
    Paid in cash
    36.0%

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

    Median days on market
    38 days

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

    Year-over-year
    -3.5%