5556 Kailey Rd, Milton, FL 32583
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Property image
OFF MARKET

5556 Kailey Rd
Milton, FL 32583

    (on 0.25 acres)

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    Comparable sales

    These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    Garcon Shores Dr, Milton, FL
    0.21
    Lot/Land
    $30,000
    08/15/25
    -
    -
    Collinsworth Rd, Milton, FL
    0.50
    Lot/Land
    $22,000
    02/05/26
    -
    -
    Bay Meadows Dr, Milton, FL
    0.34
    Lot/Land
    $65,000
    02/04/26
    1
    -
    Tanbark Dr, Milton, FL
    0.35
    Lot/Land
    $55,000
    06/01/26
    -
    -
    5754 Trout Bayou Cir, Milton, FL
    0.41
    Lot/Land
    $95,000
    09/26/25
    -
    -
    Trout Bayou Cir, Milton, FL
    0.42
    Lot/Land
    $95,000
    09/12/25
    -
    -
    5690 Tarpon Ct, Milton, FL
    0.80
    Lot/Land
    $60,000
    04/23/26
    -
    -
    Nowling Dr, Milton, FL
    0.64
    Lot/Land
    $50,000
    06/25/26
    -
    -
    Xx129 Avalon Blvd, Milton, FL
    1.31
    Lot/Land
    $30,000
    10/27/25
    -
    -
    5803 Elaine Ave, Milton, FL
    1.09
    Lot/Land
    $78,000
    01/12/26
    -
    -

    Nearby home prices

    Get a sense of expected prices in the area by checking the value of nearby homes.
    Address
    Distance
    Price
    Bed
    Bath
    Sqft
    Status
    5564 Kailey Rd, Milton, FL 32583
    0.02
    $49,000
    -
    -
    -
    For Sale
    Eventide Rd, Milton, FL 32583
    0.06
    $89,500
    -
    -
    -
    For Sale
    5565 Kailey Rd, Milton, FL 32583
    0.04
    $49,000
    -
    -
    -
    For Sale
    2029 Eventide Rd, Milton, FL 32583
    0.07
    $708,800
    6
    3
    2,466
    Off Market
    5572 Kailey Rd, Milton, FL 32583
    0.04
    $430,700
    4
    2
    1,962
    Off Market
    5573 Kailey Rd, Milton, FL 32583
    0.05
    $439,600
    4
    2
    1,958
    Off Market
    2127 Anna Ct, Milton, FL 32583
    0.07
    $429,900
    4
    2
    1,962
    Off Market
    5580 Kailey Rd, Milton, FL 32583
    0.06
    $432,700
    4
    3
    1,977
    Off Market
    2153 Del Barco Ln, Milton, FL 32583
    0.08
    $1,128,400
    3
    4
    3,620
    Off Market
    2121 Anna Ct, Milton, FL 32583
    0.08
    $386,700
    4
    3
    1,977
    Off Market
    2018 Eventide Rd, Milton, FL 32583
    0.11
    $79,000
    -
    -
    -
    For Sale
    5588 Kailey Rd, Milton, FL 32583
    0.08
    -
    4
    2
    1,962
    Off Market

    Local Information

    • Map ViewExplore the area around 5556 Kailey Rd.
    -- mins to
    Commute Destination

    Home Highlights

    Property Type
    Lot/Land
    Lot Size
    0.25 acres

    About this House

    Eventide is a private executive small single family subdivision of only 37 lots with underground utilities in a quaint northwest Florida scrub oak and pine setting. Just off of Trout Bayou with access to private community boat launch ramp to drop your boat, kayak or canoe in. WATERVIEW LOT! LOT 15 BLOCK B Brokered And Advertised By: Sunstate Realty of Greater Pensacola FL, LLC Listing Agent: ANN GUTHRIE
    5556 Kailey Rd, Milton, FL 32583 is a lot/land. It last sold for $35,000 on Oct 6, 2006. It is currently off market. The Trulia Estimate rent is $2,098/month.

    Home Details for 5556 Kailey Rd

    Property Information

    Property Type / Style
    Property Type: Lot Land

    Lot Information

    Lot Area: 10890 sqft

    Price and Tax history

    DateEventPrice
    May 2, 2026
    Source: PAR #421612
    		ListingRemoved
    $30,900
    Jan 13, 2026
    Source: PAR #421612
    		Listed For Sale
    $30,900
    Jan 1, 2026
    Source: PAR #421612
    		ListingRemoved
    $34,900
    Mar 28, 2025
    Source: PAR #421612
    		PriceChange
    $34,900
    Price decreased by 0%
    Dec 2, 2024
    Source: PAR #421612
    		Listed For Sale
    $35,000

    Market trends in Milton

    Last updated July 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $282K
    $9.17K    MoM
    Sale-to-List Price
    98.9%
    0.1%    MoM
    Price per sq ft
    $175
    $3    MoM
    Available listings
    352
    10    MoM
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    Around this home

    What Locals Say about Milton

    At least 264 Trulia users voted on each feature.

    • 91 % Say parking is easy

    • 91 % Say car is needed

    • 85 % Say yards are well-kept

    • 80 % Say it's dog friendly

    • 77 % Say there's holiday spirit

    • 71 % Say it's quiet

    • 65 % Say kids play outside

    • 61 % Say people would walk alone at night

    • 55 % Say neighbors are friendly

    • 49 % Say they plan to stay for at least 5 years

    • 47 % Say there's wildlife

    • 33 % Say streets are well-lit

    • 25 % Say it's walkable to grocery stores

    • 24 % Say there are sidewalks

    • 23 % Say there are community events

    • 16 % Say it's walkable to restaurants

    Sourced by Trulia users. Learn more about our methodology.
    • J4vjdh42yc
      "Clean river to hike and let your pup swim in. Nice hiking places. Quiet side roads. Large lots. Good veterinary services. Plentiful pet supply outlets. Large dog park. "
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    • Pammybarry
      "I would love to see a dog park or walking trail. Sidewalks would have been nice. Speed bump on some of the most traveled roads ."
      0
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    • Dalena Simmons
      "Trick or treat the streets We have all kinds of things to do near by. I live more in the country part of Milton fl."
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    • Boyd L.
      "Dog owners are very responsible and take care of their dogs. It’s Very pet friendly neighborhood. There are dog parks in the neighborhood. Restaurants are dog friendly too. "
      1
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    • Stevenrasberryte
      "Great area! Very homey, perfect for families! Very military friendly! Close to beautiful beaches!!!!"
      4
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    • Carrie H.
      "Our HOA is community-oriented. It hosts community beautification days, Christmas parties, and fall festivities. "
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    • Caitfranko
      "It’s safe. We have yard sales frequently. Neighbors are friendly. Kid/family friendly. "
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    • Rachelnicole123
      "There’s many families in this area. It has great schools, multiple grocery stores, plenty fast food, & an Pensacola Beach is less than an hour away!! "
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    • Ladwanya H.
      "There could be more for the kids to do around town, but there’s lots of parks,beaches and places to eat ."
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    • Chctc0122
      "Nice people and a nice community. We have great local businesses here with unique finds. I was raised here and moved away for 15 years. Realized I miss the small town feel and the folks here."
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    • Shillabrand
      "Dogs aren't roaming the neighborhood. There is a leash law. The yards are an acre each and there is plenty of room for dogs to play. Great neighborhood to walk your dogs."
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    • Thedraiss5
      "Bands on the Blackwater and something down town almost every weekend................................................................. "
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    • Pamela S.
      "Very few sidewalks in East Milton though there is a lot of greenspace and a cobblestone trail...biking and boating/ fishing is easy here "
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    • Elaine B.
      "It's a quite neighborhood. Close to stores, Schools and Restaurants. Close to the Dr. office and the Hospital is not a mile away. "
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    • Pamela S.
      "my neighborhood has great access to a major highway which is well-constructed and mail well-maintained also very well patrolled by state troopers. road ranger availability is good if you should have a problem. the only negative is that if there is a wreck time to clear the road seems extended and traffic backs up for miles and miles since exits are so far apart. "
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    • Pamela S.
      "I've rented in this neighborhood long enough to know that I want to live here it feels very safe down home country charm close to the interstate with plenty of shopping nearby "
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    • Zach M.
      "Trick or treating but overall the community is great can’t wait to see what the future has in store for us"
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    • Tientien0026
      "Been here for two months; so far nothing seems alarming but wish it was a little more diverse in terms of people as well as food"
      0
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    • Angie P.
      "Milton is classic small town and a really nice place to live. I've been here my whole life and can't fathom leaving."
      0
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    • Katy F.
      "The schools are great, and the neighbors lookout for each other in Sundial Estates/Windsor Villas. The Bagdad post office is the friendliest, most helpful post office in the county. The are building a really nice park in phases at the Bagdad mill site (with separate boat and kayak launches, and a dock for fishing). Bagdad has the lowest taxes. "
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    • Jennblane
      "There are no sidewalks around here- or even painted lanes. I miss biking and rollerblading. Definitely needs improvement."
      0
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    • Angie P.
      "We have a county Fair and tribal powwows, etc for family fun. Also, the City of Milton is only 3 minutes from my home and they have a lot of activities in the city, like gallery nights and Bands on Blackwater (the name of the local river)."
      0
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    • Bonnie L.
      "Not many inclusive events, most are religious based or geared towards those with certain lifestyles. Not very family friendly."
      0
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    • Zachary P.
      "lived here for 16 years and always thought it was a nice neighborhood. only complaint is the USPS is really crappy."
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    • Ellemcalla
      "Yes I see people walking their dogs at all hours of the day. There are lots of dog owners in this neighborhood."
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    • Trulia User
      "The dog owners in the neighborhood seem to be very considerate of their neighbors by keeping their animals under control and picking up after them."
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    • Mike L.
      "I drive myself 6 miles to work and would likely not use public transportation if it became available."
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    • Sere P. M. D.
      "Schools are excellent, very nice and quiet neighborhood, close to everything, highly recommended for all kind of families "
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    • Panteratime
      "NAS Whiting Field Navy Base and the beautiful wilderness around. everyone has a dog it seems, so I love it around here."
      14
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    • Travis C
      "I work out of town so most of my commute consists of highway travel. Otherwise finding parking downtown is rarely an issue."
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    • Trulia User
      "There's a lot of families in the area. People are friendly and the community is nice. We enjoy the events!"
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    • Cynthia N. W.
      "Lots of military families with children in the neighborhood. And lots of dogs. It’s a good place for children. Must have a car to go anywhere or shop. "
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    • Cynthia N. W.
      "Lots of school aged children & military families in my neighborhood. Very safe. Must drive everywhere. "
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    • Candace P.
      "The school in the area are amazing. East Milton is very nice place to live. My neighborhood is very safe. "
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    • Justine W.
      "I live in historic Downtown Milton and it’s a perfect little small town with everything in walking distance. Friendly community and loads of festivals, boardwalk with the Blackwater river, Imogene Theater with musicians, shows, comedians. Several popular restaurants, Blackwater Heritage Trail runs adjacent to my back yard and is about 9 miles long. Too many things to list. "
      3
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    • Heather d.
      "We just moved to town, but have met so many wonderful people. Looking forward to settling down in the community."
      4
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    • David H. G.
      "Love country living. Peaceful. Great schools. Very private"
      0
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    Homes for sale near 5556 Kailey Rd

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    Off Market Homes Near 5556 Kailey Rd

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    Frequently asked questions about 5556 Kailey Rd

    • What is the price history for 5556 Kailey Rd?
      5556 Kailey Rd in Milton, FL last sold for $35,000 in October 2006.
    • Is Milton a buyer's or seller's market?
      Milton is currently a balanced market, based on recent for-sale activity.
    • What's the median sale price in Milton?
      The median sale price in Milton is $282K. That is up $9.17K from the prior month.
    • What do residents say about Milton?
      Residents describe Milton, FL as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Milton, FL.