Skipper Dr, Middleburg, FL 32068
OFF MARKET

Skipper Dr
Middleburg, FL 32068

    (on 1.45 acres)

    Local Information

    • Map ViewExplore the area around Skipper Dr.
    • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Lot Size
    1.45 acres

    About this House

    Skipper Dr is in Middleburg, FL and in ZIP code 32068. This property has a lot size of 1.45 acres.
    Skipper Dr, Middleburg, FL 32068 is a unknown. It last sold for $5,000 on Jun 8, 2020. It is currently off market. The Trulia Estimate rent is $1,860/month.

    Home Details for Skipper Dr

    Property Information

    Property Type / Style
    Property Type: Unknown

    Lot Information

    Lot Area: 1.45 acres

    Price History for Skipper Dr

    DatePriceEventSource
    06/08/2020$5,000Sold
    N/A

    Market trends in Middleburg

    Last updated June 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $327K
    $19.17K    MoM
    Sale-to-List Price
    98.3%
    0.3%    MoM
    Price per sq ft
    $181
    $7    MoM
    Available listings
    306
    5    MoM
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    Property Tax and Assessment

    Year2025
    Tax
    Assessment$17,400
    Home facts updated by county records

    Comparable Sales for Skipper Dr

    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    3900 SKIPPER Road, Middleburg, FL
    0.06
    Single-Family Home
    $475,000
    01/16/26
    4
    2.5
    2,263
    4060 SUNNYSIDE Drive, Middleburg, FL
    0.80
    Single-Family Home
    $392,000
    03/15/26
    4
    2
    1,835
    4056 SUNNYSIDE Drive, Middleburg, FL
    0.80
    Single-Family Home
    $399,900
    02/10/26
    4
    2
    1,835
    4253 CHOKEBERRY Road, Middleburg, FL
    1.07
    Single-Family Home
    $379,900
    09/02/25
    3
    2
    2,129
    2960 BLACK CREEK Drive, Middleburg, FL
    1.14
    Single-Family Home
    $375,000
    11/03/25
    3
    2
    1,450
    4147 SAUNDERS Drive, Middleburg, FL
    1.21
    Single-Family Home
    $452,250
    10/07/25
    3
    2
    1,755
    4310 CHOKEBERRY Road, Middleburg, FL
    1.34
    Single-Family Home
    $500,000
    10/02/25
    4
    3
    1,933
    4569 Tarragon Ave, Middleburg, FL
    1.42
    Single-Family Home
    $125,000
    03/20/26
    3
    2
    1,292
    4076 MAGGIE Lane, Middleburg, FL
    1.43
    Single-Family Home
    $512,000
    09/09/25
    3
    2
    1,790
    4341 CHOKEBERRY Road, Middleburg, FL
    1.46
    Single-Family Home
    $273,000
    04/06/26
    2
    2
    1,196

    Nearby homes

    Get a sense of prices in the area by checking nearby homes.
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    Assigned Schools

    These are the assigned schools for Skipper Dr.
    View nearby schools on GreatSchools
    The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

    What Locals Say about Middleburg

    At least 240 Trulia users voted on each feature.

    • 92 % Say yards are well-kept

    • 89 % Say car is needed

    • 85 % Say parking is easy

    • 77 % Say there's holiday spirit

    • 77 % Say it's dog friendly

    • 76 % Say it's quiet

    • 70 % Say kids play outside

    • 63 % Say there's wildlife

    • 61 % Say people would walk alone at night

    • 54 % Say neighbors are friendly

    • 54 % Say there are sidewalks

    • 52 % Say they plan to stay for at least 5 years

    • 36 % Say streets are well-lit

    • 29 % Say there are community events

    • 27 % Say it's walkable to grocery stores

    • 15 % Say it's walkable to restaurants

    Sourced by Trulia users. Learn more about our methodology.
    • Bruni120
      "It’s pretty safe and well maintained I walk through my neighborhood everyday on my walks at least twice a day"
      0
      Flag
    • Trulia User
      "Safe neighborhood, good schools, and good shopping areas. Decent restaurants and the area is growing. "
      0
      Flag
    • Juanjerem45
      "Wonderfull and safety commute Frendly neiborhood Very security nice place to live Nice frendly and well educated people "
      0
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    • Josullido
      "I have lived in Middleburg for over 20 years. It is very peaceful. It is very close to all the amenities. Close enough to NAS-JAX and Camp Blanding. Nice neighbors. Good, safe neighborhood."
      5
      Flag
    • Austindlocklear32
      "I’ve been here a few weeks now and I’ve really enjoyed it. Very calm and quiet. I feel very safe here. "
      0
      Flag
    • Melissa I. R. S.
      "I've lived here since 2008 never had a problem. 3 miles from st Vincent hospital and Walmart. 5 miles from movie theater and restaurants "
      0
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    • Johnrora01011
      "where we live is away from downtown but close enough for convenience. we love the quiet which is a big contrast to where we moved from."
      5
      Flag
    • Robin F.
      "I’m very safe neighborhood for kids Neighbors know each other kids play outside all the time I’ve never seen a problem in a year I lived here I’ve never seen a burglary I’ve never seen none of that"
      0
      Flag
    • Justin L. L.
      "Youth Sports, Decent Hunting & Fishing, Close to Jacksonville for Sporting events, concerts, and other events. "
      8
      Flag
    • Melissa I. R. S.
      "clay county school district is wonderful. the major high way in a straight shot on the new toll road. there is a Walmart, aldi's, wawa,publix, movie theater, st Vincents hospital, hotel and full shopping center within 3 miles from all the subdivisions in the area."
      0
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    • Robert V.
      "Nothing jumps in the middle of nowhere nothing to do and way to quiet. It is safe and people are friendly "
      0
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    • Theresambilodeau
      "We have plenty of land and also great restaurants and stores nearby. The schools are great and there are a lot of families in the area. It's a great place to raise a family ."
      0
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    • Angelica
      "Most of the neighbors have dogs and you can often see them out walking and they are friendly and the dogs have been well behaved."
      0
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    • Juan Q.
      "I would not recommend it to live, there’s nothing to do, just Walmart, hehehe ahh and rent is so high don’t know why! I’m waiting for my lease to be over to move out of that city "
      0
      Flag
    • Zackary M.
      "You see people walking dogs all the time around here. Dogs are extremely welcomed and people are usually pretty great with them!"
      0
      Flag
    • Juan Q.
      "I would not recommend anyone is boring, sometime people can be racist and nasty against other ethnicities "
      0
      Flag
    • Traci S.
      "Light to medium traffic, mediocre drivers. Wide streets and easy access to highway and expressway. Most things are accessible on or near the Main Street. "
      0
      Flag
    • Traci S.
      "Some traffic but close to the expressway. Low crime but also low revenue. Law enforcement is mediocre at best. "
      0
      Flag
    • Janie
      "they would like the large back yards. They wouldn't like natural predators that are a danger to smaller dogs. Also, many people have chickens which are an issue with dogs that like to hunt or that would be a danger to chickens. Fences are needed."
      0
      Flag
    • Matthew.d.mann
      "Expressway is wonderful! If you try to go down Blanding into downtown it will take some time. I’d bite the bullet and get the sun pass."
      0
      Flag
    • Garretlynn0831
      "I’ve lived here for almost a year and love it so far. Great location close to everything, shopping etc.. It’s a very quiet neighborhood with lots of nice families that look after one another. "
      0
      Flag
    • cassbsta
      "Honestly if you’re a bit older, late 30s early 40s, this is the neighborhood for you. Relaxing area. Not much to do, but the neighborhood is growing. They just added a Popeyes not so long ago. New plaza not too far from town. "
      0
      Flag
    • Bland1969
      "nice place to live. Very quiet and safe. Very dos friendly. Good amount of restaurants, grocery stores and shopping outlets nearby."
      0
      Flag
    • Margaret
      "Most activities and entertainment are 30-40 min drives. But grocery store, pharmacies, restaurants and fairly close by 10’min drive "
      0
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    • Sean Weeks
      "Neighbors are all friendly and helpful. Cormorant Ln has an Oktoberfest and Spring block party every year. During Halloween the streets are flooded with kids, there are hayrides and every house participates. This is a neighborhood teeming with life and energy."
      0
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    • Austin
      "I love Middleburg/Clayhill I am looking for a house here in the area of Middleburg/Clayhill my family has lived here for over 30 years and they love it to it is a good environment for my my family we respect are House’s and like are neighbors "
      0
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    • Olga N. K. W.
      "There’s so much peace in the street I live and the neighbors are always eager to help. Not to mention that all the yards are either impeccable or in the process of being"
      5
      Flag
    • Noelle
      "We have barbecue working parties, Christmas feels magical and the neighbors are the best I could ever ask for, helping each other and being there for each other"
      4
      Flag
    • Ashley M. G.
      "One of the only things I hate is the alarming number of dog owners that let their dogs wander around without a leash. It’s unsafe to my dogs and child. "
      9
      Flag
    • Mcordell0475
      "Wonderful school system. Parents watch out for other people's children. Low crime rate. Wonderful community. "
      0
      Flag
    • Mark S.
      "Yes there are plenty of places to walk your dog. We have a few parks and an athletic field for kids as well "
      4
      Flag
    • Tricom2007
      "No public transportation, Walmart & Home Depot, Chick-Fil-A, Lowe’s are near by. Quiet neighborhoods "
      0
      Flag
    • Kdawg121192
      "many people walk there dogs around my neighborhood. it is very safe here and I have never had a problem. "
      0
      Flag
    • Kdawg121192
      "there isnlots of traffic, the school systems are decent but not great and its far from everything.. you will be driving alot "
      0
      Flag

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    Explore by feature - Pet Friendly

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    Explore by feature - Garage

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    Homes for sale near Skipper Dr

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    Off Market Homes Near Skipper Dr

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    Frequently asked questions about Skipper Dr

    • What is the price history for Skipper Dr?
      Skipper Dr in Middleburg, FL last sold for $5,000 in June 2020.
    • Is Middleburg a buyer's or seller's market?
      Middleburg is currently a buyer's market, based on recent for-sale activity.
    • What's the median sale price in Middleburg?
      The median sale price in Middleburg is $327K. That is up $19.17K from the prior month.
    • What do residents say about Middleburg?
      Residents describe Middleburg, FL as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Middleburg, FL.