399 Oldfield Dr, Fleming Island, FL 32003
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Property image
OFF MARKET

399 Oldfield Dr
Fleming Island, FL 32003

  • 3 Beds
  • 2 Baths
  • 1,977 sqft (on 0.54 acres)

$378,700

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $2,419/mo*
Refinance Your Home

$378,700

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $2,419/mo*
Refinance Your Home
3 Beds
2 Baths
1,977 sqft
(on 0.54 acres)

Local Information

  • Map ViewExplore the area around 399 Oldfield Dr.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Home is tiled throughout excepting the bedrooms which have hardwood flooring. Large back yard that backs up to a pond. Home has a new roof, recently the home was replumbed, new air conditioner installed in May of 2018.
399 Oldfield Dr, Fleming Island, FL 32003 is a 3 bedroom, 2 bathroom, 1,977 sqft single-family home built in 1989. It last sold for $357,900 on Apr 14, 2023. More recently, it was listed as a rental in November 2022 with an asking price of $2,750 per month. That rental listing was removed on November 28, 2022. It is currently off market. The Trulia Estimate is $378,700, with a rent estimate of $2,325/month.

Home Highlights

Parking
Garage
Outdoor
Deck
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 399 Oldfield Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
AtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Master Bath, PantryCeiling Fan
Appliances & Utilities
Cable Ready
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other, Brick, Composition
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached, On Street

Property Information

Year Built
Year Built: 1989Year Updated: 1989
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.54 acres

Mobile R/V

RV Parking
Rv Parking

Price History for 399 Oldfield Dr

DatePriceEventSource
04/14/2023$357,900Sold
realMLS #1197385
03/07/2023$359,999PendingrealMLS #1197385
03/03/2023$359,999PriceChange
realMLS #1197385
02/02/2023$364,999PriceChange
realMLS #1197385
01/16/2023$370,000Listed For SalerealMLS #1197385
12/29/2022ListingRemovedrealMLS #1197385
12/12/2022$370,000PendingrealMLS #1197385
11/29/2022$370,000PriceChangerealMLS #1197385
11/28/2022ListingRemovedZillow Rental Network_1
11/24/2022$2,750Listed For RentZillow Rental Network_1
10/22/2022$385,000Listed For SalerealMLS #1197385
03/12/2003$127,500Sold
N/A

Market trends in Fleming Island

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$449K
$22.65KMoM
Sale-to-List Price
—
Price per sq ft
$209
$4MoM
Available listings
155
2MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$309,768
Home facts updated by county records

Comparable Sales for 399 Oldfield Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
410 LUCYS Lane, Fleming Island, FL
0.15
Single-Family Home
$350,000
04/20/26
3
2
1,610
409 OLDFIELD Drive, Fleming Island, FL
0.03
Single-Family Home
$335,000
12/31/25
4
2
1,950
4635 PINE Avenue, Fleming Island, FL
0.21
Single-Family Home
$385,000
04/17/26
3
2
1,416
1514 MAPLE LEAF Lane, Fleming Island, FL
0.30
Single-Family Home
$397,500
03/12/26
3
2
1,906
4898 RAGGEDY POINT Road, Fleming Island, FL
0.50
Single-Family Home
$383,000
12/02/25
3
2
2,217
1652 TALL TIMBER Drive, Fleming Island, FL
0.33
Single-Family Home
$345,000
09/05/25
3
2
1,753
398 LOS PALMAS Drive, Fleming Island, FL
0.51
Single-Family Home
$372,500
07/21/25
3
2
1,949
1608 RIVER BREEZE Drive, Fleming Island, FL
0.34
Single-Family Home
$355,000
03/13/26
4
2
2,141
1573 CHAIN FERN Way, Fleming Island, FL
0.27
Single-Family Home
$396,000
03/13/26
4
3
2,264
536 LOS PALMAS Drive, Fleming Island, FL
0.55
Single-Family Home
$379,900
10/08/25
3
2
1,617

Nearby homes

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Assigned Schools

These are the assigned schools for 399 Oldfield 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 Fleming Island

At least 150 Trulia users voted on each feature.

  • 97 % Say it's dog friendly

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 85 % Say yards are well-kept

  • 81 % Say it's quiet

  • 81 % Say there's holiday spirit

  • 78 % Say people would walk alone at night

  • 77 % Say there are sidewalks

  • 73 % Say kids play outside

  • 66 % Say streets are well-lit

  • 65 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 57 % Say there's wildlife

  • 45 % Say it's walkable to grocery stores

  • 43 % Say there are community events

  • 41 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • E Laufer
    "People walking their dogs will always say hello or offer to excuse themselves if their pet isn’t friendly."
    0
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  • Mtspit1
    "The amenity center has monthly events many different events also inOrange Park and Green Cove Springs. "
    0
    Flag
  • Mtspit1
    "Lots of doggie stations for picking up after your and good walking sidewalks. Very quiet neighborhood. "
    0
    Flag
  • Mike Cummings
    "Safe and friendly , We love it here and visit 7 times a year. We have family here that we visit regularly "
    1
    Flag
  • Kristi K.
    "safe neighborhoods and good schools, public library, ymca, community pools, sports fields, shopping "
    2
    Flag
  • Yada1005
    "The parades are a fun and festive way to kick off the holidays. Residents creatively decorate golf carts and usually through out candy. It’s enjoyed by all ages."
    1
    Flag
  • Tim H.
    "We have lived in the area for only 5 years, but it truly is a great place to live, and raise a family. "
    3
    Flag
  • Danny69andy
    "It’s a wonderful place to raise your kids great high schools and middle schools great location the YMCA is nearby there’s also a lot of trampoline world and lots of fun areas to find"
    0
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  • Tim H.
    "I’ve lived in this neighborhood for 5 years and my family loves it here. Schools are great, shops are conveniently close, and neighborhoods are safe. "
    0
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  • T4turner
    "Neighborhood has changed to one of younger people in the past 10 years it’s really a nice place very friendly dog lovers etc."
    1
    Flag
  • Theresa C.
    "It seems the majority have dogs and most are compliant about keeping them on leash. There are receptacles along the sidewalks for disposing of poop bags. "
    0
    Flag
  • Amy.dandrea.ah
    "great schools! this is a family community. everything you need is right here. Nice Walmart. shopping is great. the only thing that is the downside is the traffic to get out here. rush hour can be pretty horrific. however it is worth the safe community and family atmosphere. "
    1
    Flag
  • Mtspit1
    "There are dog walking stations up and down the Main Street with trash receptacles ad bags. Great place for pets"
    0
    Flag
  • Zackary M.
    "I’ve lived here for awhile now and it’s been a great area. I feel secure and safe. It’s also really beautiful with the water fountains and plenty of shops around here."
    0
    Flag
  • Tammymcbride1975
    "Clay county has many family events and community gatherings that makes it feel more like a small town than a large city. The parades at Christmas and the fireworks in July are events we attend every year. "
    0
    Flag
  • Tammymcbride1975
    "It's quiet and everyone is polite, but not nosey. There's no crime and the stores are so close, it's super convenient. "
    0
    Flag
  • Cathy C.
    "There are good walking areas and sidewalks. The area is very safe. Everyone is responsible pet owners."
    0
    Flag
  • Lynne4
    "There are people walking their dogs all of the time early morning, early evening, and in the dark. There’s always someone that you can visit with as you’re walking your dog, people are very gregarious in this neighborhood. The dogs have been trained behave and not be aggressive. I feel very secure in this neighborhood taking my dog for a walk without worry of an aggressive encounter. Dogs are leashed and picked up after. "
    0
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  • J.C.S.
    "I’ve lived in Fleming Island Plantation for 3 years now and it has been by far the most beautiful and well maintained area I have ever lived. The amenities (pools, splash parks, playgrounds) are places we use all the time. This is truly a place my children love. We’ve had amazing memories made here and we look forward to future memories being made."
    1
    Flag
  • Neighbor for over 10 years
    "I can get almost anywhere in the area in about 30 minutes drive because of the convenience of being just a few miles from I-295."
    0
    Flag
  • jen m
    "Great neighbors who care. Well cared for yards and homes. Great school system. I feel safe in for me I want and I am joy doing shopping and restaurants close by"
    0
    Flag
  • Callinreba
    "Large yards that they can run in. Most back yards are fenced and private. I love my backyard. Xxxxxxxx"
    0
    Flag
  • Kwdavis40
    "Big lots, on the river, people take great care of their yards. Residents walk and bike everyday. Nice ponds and nature trails throughout the neighborhood. Annual garage sale. Everyone uses leashes on their dogs."
    0
    Flag
  • Nenawooley
    "Beautiful area! Most people take pride in their homes. And for those who don’t ....... thank you HOA! People complain about all the deed restrictions but when it comes time to sell and property value have risen. No one no longer hates the HOA’s. "
    2
    Flag
  • Aaron W.
    "great schools and parks in the local area. everything you could possibly need is within a 10 min drive."
    0
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  • Pmswgschultz
    "Amenities, beautiful, safe, a maturing PUD! A good variety of neighborhoods. Easy to get around. Movie theater, restaurants, wide sidewalks. "
    0
    Flag
  • Kwdavis40
    "I’ve lived here for over 20 years...Great place to live!...Many of my family members also live here...mother and father, brothers and sisters, in-laws..."
    4
    Flag
  • Shawn W.
    "Older neighborhood, just a bike ride to lots of amenities. People are very nice. Not as cookie cutter as most neighborhoods on Fleming Island. "
    0
    Flag
  • Samuelneely
    "This is a safe neighborhood. It is a nice place to raise young children. People are cordial, but I have lived here 2 years and I do not know anyone in this community. "
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

24 pet-friendly rentals in Fleming Island, FL

Explore by feature - Garage

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Explore by feature - Outdoor Space

10 rentals with an outdoor space in Fleming Island, FL

Homes for sale near 399 Oldfield Dr

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Off Market Homes Near 399 Oldfield Dr

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