4431 SIDEWINDER Trail, Middleburg, FL 32068
Property image
Property image
OFF MARKET

4431 SIDEWINDER Trail
Middleburg, FL 32068

  • 4 Beds
  • 3.5 Baths
  • 3,083 sqft (on 2.50 acres)

$761,800

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $4,862/mo*
Refinance Your Home

$761,800

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $4,862/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,083 sqft
(on 2.50 acres)

Local Information

  • Map ViewExplore the area around 4431 SIDEWINDER Trail.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Nestled within the prestigious Fox Meadows neighborhood, this exceptional property epitomizes luxury living with its array of exquisite features and spacious layout.

Boasting 4 bedrooms and 3.5 baths, including 2 lavish master suites, this home offers abundant space and comfort for all. Walk-in closets provide ample storage, while the inside laundry room adds convenience to your daily routine.

Entertain with ease in the elegant formal living and dining areas, or cozy up by the fireplace in the family room, perfect for intimate gatherings. The well-appointed kitchen is a chef's delight, featuring expansive countertops, modern appliances, and a generous pantry. Plus, new flooring throughout adds a touch of contemporary elegance to every room. Step outside to discover your own private sanctuary, complete with a screened-in back porch and a charming Florida room both overlooking the serene waterfront. With direct access to the water, you can enjoy kayaking, paddleboarding, or simply soaking in the breathtaking views year-round.

This home also boasts practical amenities such as a built-in backup generator, ensuring peace of mind during any power outages. Plus, with a newer roof, AC, and water heater, maintenance worries are a thing of the past.

Car enthusiasts will appreciate both the 2-car attached garage and the additional 2-car detached garage, providing ample space for vehicles and storage.

Volunteer HOA membership offers access to community amenities while maintaining the charm and privacy of this desirable neighborhood.

Don't miss the opportunity to make this exceptional property your own. Schedule a showing today and experience the epitome of luxury living in Fox Meadows!

Seller is offering a $10,000 credit with accepted offer buyers can use for a rate buy down or closing costs.
4431 SIDEWINDER Trail, Middleburg, FL 32068 is a 4 bedroom, 4 bathroom, 3,083 sqft single-family home built in 2003. It last sold for $690,000 on Jul 15, 2024 (1% below the $700,000 asking price). It is currently off market. The Trulia Estimate is $761,800, with a rent estimate of $3,293/month.

Home Highlights

Parking
4 Car Garage
Outdoor
Porch
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 4431 SIDEWINDER Trail

Active Status

MLS Status: Closed

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3083 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas ConnectedAppliances: Dishwasher, Gas Cooktop, Microwave, RefrigeratorDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: GasHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 1
View
No View

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Front Porch, Rear Porch
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageParking Spaces: 4Parking: Attached,Detached,Garage
Pool
Pool: None
Frontage
WaterfrontWaterfront: Lake FrontOn Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Craftsman
Building
Not a New Construction
Property Information
Parcel Number: 23042400557200146

Price & Status

Price
List Price: $700,000
Status Change & Dates
Off Market Date: Sat Jun 15 2024Possession Timing: Close Of Escrow

Media

Location

Direction & Address
City: MiddleburgCommunity: Metes & Bounds

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.5 Acres

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 2023764
Last check for updates: about 16 hours ago
Listed by NYKKI VAN HOF, (904) 864-5675
HERRON REAL ESTATE LLC, (904) 729-4313
Bought with: KAL ZALLOUM, (904) 923-2194, ZALLOUM REALTY LLC, (904) 923-2194
Source: realMLS, MLS#2023764

Price History for 4431 SIDEWINDER Trail

DatePriceEventSource
07/15/2024$690,000Sold
realMLS #2023764
06/11/2024$700,000PriceChange
realMLS #2023764
05/20/2024$723,000PriceChange
realMLS #2023764
05/04/2024$728,000Listed For SalerealMLS #2023764
04/07/2001$74,000Sold
N/A

Market trends in Middleburg

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$308K
$7.67KMoM
Sale-to-List Price
98.5%
Price per sq ft
$174
$1MoM
Available listings
311
19MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$632,658
Home facts updated by county records

Comparable Sales for 4431 SIDEWINDER Trail

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4268 POWDERHORN Court, Middleburg, FL
0.29
Single-Family Home
$865,000
06/12/26
4
3
3,357
4383 SIDEWINDER Trail, Middleburg, FL
0.22
Single-Family Home
$667,000
10/30/25
4
2.5
2,671
4141 SIDEWINDER Trail, Middleburg, FL
0.27
Single-Family Home
$500,000
03/06/26
4
3
2,610
1012 CACTUS CUT Road, Middleburg, FL
0.27
Single-Family Home
$665,000
03/11/26
4
2
2,544
4637 SADDLEHORN Trail, Middleburg, FL
0.47
Single-Family Home
$675,000
12/12/25
4
2.5
2,890
7220 COTTONWOOD Court, Middleburg, FL
0.16
Single-Family Home
$415,000
11/24/25
3
2
2,081
4260 STRIKER Place, Middleburg, FL
0.65
Single-Family Home
$672,150
08/18/25
4
3
2,544
4461 SADDLEHORN Trail, Middleburg, FL
0.42
Single-Family Home
$375,000
12/15/25
3
2.5
1,580
4361 SADDLEHORN Trail, Middleburg, FL
0.51
Single-Family Home
$440,000
10/14/25
4
2
1,763
4121 SADDLEHORN Trail, Middleburg, FL
0.55
Single-Family Home
$482,575
12/31/25
4
2
1,752

Nearby homes

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Assigned Schools

These are the assigned schools for 4431 SIDEWINDER Trail.
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."
    4
    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 4431 SIDEWINDER Trail

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Off Market Homes Near 4431 SIDEWINDER Trail

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by realMLS.