1539 Regal Oak Dr, Kissimmee, FL 34744
OFF MARKET

1539 Regal Oak Dr
Kissimmee, FL 34744

  • 5 Beds
  • 5 Baths
  • 4,512 sqft (on 0.34 acres)

$576,000

Trulia Estimate
as of Aug 26, 2025
Est. Refi. Payment $3,672/mo*
Refinance Your Home

$576,000

Trulia Estimate
as of Aug 26, 2025
Est. Refi. Payment $3,672/mo*
Refinance Your Home
5 Beds
5 Baths
4,512 sqft
(on 0.34 acres)

Homes for Sale Near 1539 Regal Oak Dr

Skip to last item
Skip to first item

Local Information

map showing home location
© Google
-- mins to
Commute Destination

Description

short sale.....ACTIVE WITH CONTRACT. Bank wants 211k. 5 bedroom, 4 1/2 bath spacious home in need of a family. Upstairs, you will find all 5 bedrooms & 3 of the 4 1/2 baths. There are 2 master suites, each with their own baths, & each with tiled showers & separate soaker tubs. The "true" master has his & her sinks, while the 2nd master has a single sink & a separate vanity counter. There is a full bath downstairs, as well as a half bath by the kitchen for accessibility. The kitchen is BIG & easily accommodates large families & get-togethers....with a pass-thru window to the family room. For convenience, the laundry room is inside & has extra shelving. If you have "stuff" & need somewhere to store it......you will be amazed at the number of closets in this home! The 2-car garage is oversized & has a walk-thru door in the front & the back. There is a large, spacious, screened-in back porch which makes it great for outdoor parties or relaxing evenings. All of this resides in a very nice, quaint, established neighborhood. Brokered And Advertised By: WEICHERT REALTORS HALLMARK PRO Listing Agent: JENNIFER DAVIS
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 1539 Regal Oak Dr

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Laminate
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDisposalWasher

Exterior Features

Exterior Home Features
Roof: OtherExterior: StuccoFoundation Type: FootingPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1991Year Updated: 1991
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.34 acres

Price History for 1539 Regal Oak Dr

DatePriceEventSource
07/03/2013$211,000Sold
N/A
05/08/2013$211,000PriceChange
Agent Provided
11/25/2012$200,000PriceChange
Agent Provided
10/28/2012$225,000PriceChange
Agent Provided
10/17/2012$240,000PriceChange
Agent Provided
09/29/2012$250,000PriceChange
Agent Provided
09/20/2012$270,000Listed For SaleAgent Provided

Property Taxes and Assessment

Year2024
Tax$4,195
Assessment$570,700
Home facts updated by county records

Comparable Sales for 1539 Regal Oak Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1860 Acorn Pl, Kissimmee, FL
0.09
Single-Family Home
$404,000
12/02/24
4
2.5
2,000
1558 Regal Oak Dr, Kissimmee, FL
0.05
Single-Family Home
$495,000
07/16/25
4
3
1,811
1511 Grandview Blvd, Kissimmee, FL
0.08
Single-Family Home
$370,000
04/21/25
3
2.5
1,981
1604 Regal Oak Dr, Kissimmee, FL
0.17
Single-Family Home
$453,000
09/09/24
4
2
2,243
1625 Lisa Ln, Kissimmee, FL
0.40
Single-Family Home
$486,500
04/15/25
4
3
2,970
1600 Shady Oak Dr, Kissimmee, FL
0.16
Single-Family Home
$420,000
01/17/25
3
2
2,016
1571 Cheri Ct, Kissimmee, FL
0.36
Single-Family Home
$510,000
03/07/25
4
3.5
2,136
1730 King Henry Dr, Kissimmee, FL
0.47
Single-Family Home
$585,000
07/30/25
4
3.5
3,143
1511 Skyline Dr, Kissimmee, FL
0.23
Single-Family Home
$370,000
10/04/24
3
2
1,945

Assigned Schools

These are the assigned schools for 1539 Regal Oak Dr.
GreatSchools ratings are based on test scores and additional metrics when available.
Check with the applicable school district prior to making a decision based on these schools. Learn more.

What Locals Say about Kissimmee

At least 2319 Trulia users voted on each feature.
  • 79%
    It's dog friendly
  • 76%
    Car is needed
  • 75%
    There are sidewalks
  • 73%
    Parking is easy
  • 70%
    There's holiday spirit
  • 69%
    Yards are well-kept
  • 66%
    It's quiet
  • 61%
    Kids play outside
  • 60%
    Streets are well-lit
  • 56%
    People would walk alone at night
  • 53%
    They plan to stay for at least 5 years
  • 49%
    It's walkable to grocery stores
  • 46%
    There's wildlife
  • 43%
    It's walkable to restaurants
  • 40%
    Neighbors are friendly
  • 30%
    There are community events
Learn more about our methodology.
  • Dj128
    "Easy access to all major highways, airports, rails, and public transportation. I barely commute because every major store is nearby "
    8
    Flag
  • Kissimmee resident
    "Nothing happens here, other than people breaking into your car or hearing about a shooting that just happened. "
    27
    Flag
  • Jt6zfqy7vv
    "In the two years that I have lived here, I have not seen any special events happening. If there are events, there should be more advertising of them. "
    6
    Flag
  • 9ytjsjgz45
    "Very safe , clean and quiet . I have a gate and everything works great . I have a lot of shopping near by "
    5
    Flag
  • Fkmxt5qn24
    "My comunity it’s quiet and peaceful I feel so secure Almost the problem with this neighborhood is the traffic "
    5
    Flag
  • omni1130
    "It’s quite,clean and crime rate is low happy to live here . I will recommend to anyone kid friendly "
    5
    Flag
  • Trulia User
    "There are community Garage sales often. Quite the Trick or treat spot since there’s a lot of kids in a few neighborhoods."
    2
    Flag
  • Trulia User
    "The convenience. The atmosphere. I love here more than 5 years and highly recommend this area to anyone. It’s very safe."
    2
    Flag
  • Trulia User
    "great neighborhood nice place 5 star all the way close to shopping center and mall close to schools everything you need it’s around "
    9
    Flag
  • Palemanjr62
    "The traffic is horrible. The roads can not handle the amount of people that are already here and they are adding many more homes in the foreseeable future. A typical commute to Disney Seaworld or Universal can take you 45 minutes up to 2 hours depending on traffic which is constant from 7am -8pm."
    48
    Flag
  • Trulia User
    "Amazing quiet community and the dog owners are very clean and considerate. They always keep their dog on the leash and pick up after them. "
    1
    Flag
  • Trulia User
    "The street is not well maintained. Also, requires security rounds. Many criminals stolen things from the front porch and garden. The why I moved it."
    1
    Flag
  • Linda E.
    "Poinciana,Salmon CT is loud from music,four wheelers,dirt bikes and chickens! People are turning the garages into auto body shops and its awful. People don't keep up their property and there's always pitbull running loose,plus you are forced to have Spectrum cable whether you want to or not. Rent is always going up while safety is going down."
    16
    Flag
  • Karina H.
    "It’s beautiful place to live very quite neighborhood is very very safe good for kids I love I have own space parking space is perfect "
    4
    Flag
  • Johnzhindon1978
    "It’s ok to live but it needs to be better maintained and I just started to live here and I don’t find any place that I can park my truck, I have to to Orlando because it’s not any yard close to here and if I want to buy something is not close to walk, I need a car to go anywhere here "
    197
    Flag
  • Jeannine C.
    "close to major highways, stores and schools. great place to live. if you like older homes its great, but the community is awesome "
    8
    Flag
  • Doinky1978
    "It’s a nice area people are nice I have a car but the train is not to far so I can get to work easily "
    1
    Flag
  • Kazimir T.
    "There are a LOT of dog owners in Kissimmee/Poinciana. The most unlikely of people share the common ground of loving their furbabies."
    0
    Flag
  • Rebecca A.
    "I just moved to this area, but I love how quiet and well kept it .is. I’m going to look into using public transportation ."
    0
    Flag
  • Dennise S.
    "Quiet and clean, people dont bother you for nothing. Pond infected by alligators but other than that is safe"
    0
    Flag
  • Kennia
    "A lot of dog owners live here and always see them walking the dogs daily love that about this area . "
    1
    Flag
  • Juan B.
    "you see people walking their dogs all the time and no issues at all. people pick up after their dogs "
    0
    Flag
  • Devan M.
    "I’ve lived here for several years and I like it. The people are friendly and I feel very safe in this neighborhood. I feel that my kids are safe."
    0
    Flag
  • Alana P.
    "New to the community so I’m still learning the area. It’s a nice place to live though. The people are ok"
    0
    Flag
  • Yadira M. R.
    "Good place to live and bring up kids. Easy to travel. Everything is close Quiet, friendly neighborhood, really recommend "
    0
    Flag
  • Dcaruso317
    "We have holiday events in the community center and a boys and girls club for the kids. There are garage sales and neighborhood parties"
    2
    Flag
  • Laricuragirl
    "A like the area no one complaint there’s safe and clean. But not everyone visit the doggie park the complex personnel do not clean up often and people don’t pick up after. "
    0
    Flag
  • Irene A.
    "It’s a great location because you’re not far from attractions, there’s great restaurants and shopping centers in every corner."
    30
    Flag
  • Elizabeth D.
    "Great place to live I been here for 15 years and have never had any issues so it’s safe to live and close to a lot of activity "
    2
    Flag
  • Aarroyo81685
    "Downtown Kissimmee trick or treating. Fun spot and old town, Saturday’s old car parade, rides for all ages! Thursday’s bike night! Stores and markets not so far in any direction! Rico café on south John Young and Patrick, best Latin restaurant, with the best quesitos in the area! Los Primos, best Latin restaurant on 192, with the greatest frituras! Other community events are unknown to me because I don’t assist of them! "
    43
    Flag
  • Davidwilfried
    "school and preschools are nearby Disney is near a lot of family entertainment. Not long tripps for Beach days"
    2
    Flag
  • Selsunc62
    "We are near the Sunrail Station, Poincianas. We have five Walmart’s nearby. The roads are crowded during rush hour. There are numerous shopping stores & restaurants nearby. Wendy’s, McDonalds Popeye’s Publix, Beall Ross, Home Depot, Fed Ex, Aldi’s 20 minutes to I-4. There is lot’s of road construction because the area is crowded now. Lots of Mosques & Churches the area has expanded over the years."
    1
    Flag
  • Manaisa P.
    "Really nice are! I’ve lived here for about 2 years looking forward to staying in this area. Love the fact that I can walk to take my son to school instead of having to drive and make the long lines."
    3
    Flag
  • Arnoldo B. M.
    "Over all I like Kissimmee. It’s family friendly and I love the trees everywhere. Also, traffic gets super congested by the loop sometimes. "
    9
    Flag
  • Selsunc62
    "Nature preserves there are hawks possums armadillos deer. You can see the space shuttle go up in the distance. Most people try to Maintain their homes."
    2
    Flag
  • Melinda A.
    "Can only have a dog if disabled in my current complex. So far area is nice location for dog owners. "
    0
    Flag
  • Dinhajana
    "Is very wonderful live here, I like so much and the neighborhood is very good. I recommend live here"
    1
    Flag
  • CTorres
    "Nothing at all as they make it appear. HOA is a joke, theft is high! Gates to enter community are always left open. No dog area. "
    0
    Flag
  • Toya W.
    "There are many families in our neighborhoods. It’s mainly an older neighborhood. Not to many kids. No HOA "
    0
    Flag
  • Alicia L.
    "Parents want safety and protection for their children. That the school bus enters the subdivision out of harm."
    2
    Flag

LGBTQ Local Legal Protections

Homes for Rent Near 1539 Regal Oak Dr

Skip to last item
Skip to first item

Off Market Homes Near 1539 Regal Oak Dr

Skip to last item
Skip to first item
1539 Regal Oak Dr, Kissimmee, FL 34744 is a 5 bedroom, 5 bathroom, 4,512 sqft single-family home built in 1991. This property is not currently available for sale. 1539 Regal Oak Dr was last sold on Jul 3, 2013 for $211,000. The current Trulia Estimate for 1539 Regal Oak Dr is $576,000.