5396 Oak Bay Dr E, Jacksonville, FL 32277
Property image
Property image
OFF MARKET

5396 Oak Bay Dr E
Jacksonville, FL 32277

Charter Point
  • 4 Beds
  • 3 Baths
  • 3,420 sqft (on 0.50 acres)

$893,900

Trulia Estimate
as of Jul 19, 2026
Est. Refi. Payment $5,858/mo*

$893,900

Trulia Estimate
as of Jul 19, 2026
Est. Refi. Payment $5,858/mo*
4 Beds
3 Baths
3,420 sqft
(on 0.50 acres)

Local Information

  • Map ViewExplore the area around 5396 Oak Bay Dr E.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Location, Location, Location! Spacious 3,400 plus sq. ft. home. Great riverfront view, screened and heated in-ground pool with two waterfalls and lush landscaping. Four Bedrooms, 3 baths, woodburning fireplace, formal living and dining, family room and loft area. Staged by Showhomes. Seller will consider owner financing.
5396 Oak Bay Dr E, Jacksonville, FL 32277 is a 4 bedroom, 3 bathroom, 3,420 sqft single-family home in Charter Point, built in 1981. It last sold for $500,000 on Nov 5, 2010. It is currently off market. The Trulia Estimate is $893,900, with a rent estimate of $3,926/month.

Home Highlights

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

Home Details for 5396 Oak Bay Dr E

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet
Interior Details
Number of Rooms: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Pool
Pool
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1981Year Updated: 1995
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.50 acres

Price History for 5396 Oak Bay Dr E

DatePriceEventSource
11/05/2010$500,000Sold
N/A
11/02/2010$575,000PriceChange
Agent Provided
10/08/2010$550,000PendingAgent Provided
09/30/2010$550,000PriceChange
Agent Provided
07/03/2010$600,000PriceChange
Agent Provided
06/13/2010$649,900PriceChange
Agent Provided
09/05/2009$675,000PriceChange
Agent Provided
04/03/2009$725,000PriceChange
Agent Provided
03/08/2009$750,000PriceChange
Agent Provided
12/21/2008$850,000Listed For SaleAgent Provided

Market trends in Jacksonville

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$278K
$833
MoM
Sale-to-List Price
98.2%
0.3%
MoM
Price per sq ft
$177
$1
MoM
Available listings
5104
24
MoM
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Property Tax and Assessment

Year2024
Tax$242
Assessment$644,435
Home facts updated by county records

Comparable Sales for 5396 Oak Bay Dr E

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.14
Single-Family Home
$579,000
10/01/25
4
3
3,558
0.29
Single-Family Home
$460,000
11/14/25
4
3
2,928
0.14
Single-Family Home
$560,000
09/30/25
5
2
3,763
0.15
Single-Family Home
$560,000
10/17/25
3
2
3,206
0.28
Single-Family Home
$420,000
06/24/26
4
3.5
2,820
0.37
Single-Family Home
$345,500
01/02/26
4
2.5
2,364
0.36
Single-Family Home
$395,000
02/27/26
4
2.5
2,161
0.28
Single-Family Home
$310,100
02/09/26
4
4
2,820
0.38
Single-Family Home
$300,000
07/15/26
4
3
2,329
0.53
Single-Family Home
$453,000
03/16/26
4
3.5
2,986

Nearby homes

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Assigned Schools

These are the assigned schools for 5396 Oak Bay Dr E.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Charter Point

At least 34 Trulia users voted on each feature.
  • 92 % Say car is needed

  • 90 % Say it's dog friendly

  • 82 % Say there are sidewalks

  • 72 % Say parking is easy

  • 71 % Say it's quiet

  • 61 % Say there's holiday spirit

  • 61 % Say kids play outside

  • 60 % Say there's wildlife

  • 58 % Say yards are well-kept

  • 55 % Say streets are well-lit

  • 44 % Say neighbors are friendly

  • 35 % Say people would walk alone at night

  • 34 % Say they plan to stay for at least 5 years

  • 21 % Say it's walkable to grocery stores

  • 18 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "There are city busses that come close to this neighborhood. This is a nice neighborhood but Arlington in general is not so great."
  • Kevicounts
    "I've lived here for going on 3 years, very quiet and great to walk my dog at local park and surrounding neighborhoods. "
  • Cy S.
    "Quiet, well kept, safe area. Near bus lines. Diversity is welcome here. Great location near river and parks. "
  • Michael C. W.
    "Been here for 18 years. The trees are beautiful and it is a waterfront community. The homes are very unique not cookie cutters "
  • Teresa A.
    "Charter Landing apartments are very reasonably priced. Maintenance is quick and friendly. Its a drive to get most places but worth it for the quiet neighborhood. "

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 5396 Oak Bay Dr E

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Off Market Homes Near 5396 Oak Bay Dr E

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