2829 Bailey Way, Middleburg, FL 32068
OFF MARKET

2829 Bailey Way
Middleburg, FL 32068

  • 3 Beds
  • 2 Baths
  • 1,303 sqft

$274,500

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $1,832/mo*
Refinance Your Home

$274,500

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $1,832/mo*
Refinance Your Home
3 Beds
2 Baths
1,303 sqft

Local Information

  • Map ViewExplore the area around 2829 Bailey Way.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2003
Living Area
1,303 sqft
Price/Sqft
$211
Parking
Garage

About this House

This single-family home is located at 2829 Bailey Way, Middleburg, FL. 2829 Bailey Way is in Middleburg, FL and in ZIP code 32068. This property has 3 bedrooms, 2 bathrooms and approximately 1,303 sqft of floor space. This property has a lot size of 6580 sqft and was built in 2003.
2829 Bailey Way, Middleburg, FL 32068 is a 3 bedroom, 2 bathroom, 1,303 sqft single-family home built in 2003. It last sold for $151,000 on Apr 7, 2005. It is currently off market. The Trulia Estimate is $274,500, with a rent estimate of $1,717/month.

Home Details for 2829 Bailey Way

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: OtherPatio
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 2003Year Updated: 2003
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 6580 sqft

Price History for 2829 Bailey Way

DatePriceEventSource
04/07/2005$151,000Sold
N/A
06/27/2003$115,500Sold
N/A

Market trends in Middleburg

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

Year2025
Tax
Assessment$241,373
Home facts updated by county records

Comparable Sales for 2829 Bailey Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2800 BAILEY Way, Middleburg, FL
0.08
Single-Family Home
$280,000
01/12/26
3
2
1,438
2454 AMBROSIA Drive, Middleburg, FL
0.32
Single-Family Home
$192,000
07/21/26
3
2
1,496
2731 Archer St, Middleburg, FL
0.05
Single-Family Home
$270,000
01/02/26
4
2
2,252
1929 BRECKENRIDGE Boulevard, Middleburg, FL
0.06
Single-Family Home
$375,000
07/31/25
3
2
1,663
2746 ARCHER Street, Middleburg, FL
0.07
Single-Family Home
$347,500
12/23/25
4
2
1,799
2500 AMBROSIA Drive, Middleburg, FL
0.35
Single-Family Home
$255,000
11/13/25
3
2
1,297
2185 KHAKI Court, Middleburg, FL
0.44
Single-Family Home
$274,000
05/15/26
3
2
1,248
1926 BRECKENRIDGE Boulevard, Middleburg, FL
0.03
Single-Family Home
$375,000
06/18/26
4
2
1,750
1515 HARVEST COVE Drive, Middleburg, FL
0.24
Single-Family Home
$325,000
06/18/26
3
2
1,801
2410 CASHMERE Court, Middleburg, FL
0.27
Single-Family Home
$230,000
06/09/26
3
2
1,302

Nearby homes

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Assigned Schools

These are the assigned schools for 2829 Bailey Way.
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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Robert V.
    "Nothing jumps in the middle of nowhere nothing to do and way to quiet. It is safe and people are friendly "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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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Homes for sale near 2829 Bailey Way

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Off Market Homes Near 2829 Bailey Way

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