5000 Headlee Dr, Orlando, FL 32822
SOLD
NOV 18, 2025

5000 Headlee Dr
Orlando, FL 32822

  • 3 Beds
  • 1.5 Baths
  • 984 sqft

$350,000

Last Sold: Nov 18, 2025
1% below list $355K
$356/sqft
Est. Refi. Payment $2,481/mo*
Refinance Your Home

$350,000

Last Sold: Nov 18, 2025
1% below list $355K
$356/sqft
Est. Refi. Payment $2,481/mo*
Refinance Your Home
3 Beds
1.5 Baths
984 sqft

Local Information

  • Map ViewExplore the area around 5000 Headlee Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Beautifully remodeled income producing property in the heart of the doorway to Orlando. Features 3/2 on the main house, a garage apartment and an in-laws suite in the back with independent entrance to both pads and a common area laundry room. Come see it today!
5000 Headlee Dr, Orlando, FL 32822 is a 3 bedroom, 2 bathroom, 984 sqft single-family home built in 1972. It last sold for $350,000 on Nov 18, 2025 (1% below the $355,000 asking price). It is currently off market. The Trulia Estimate is $352,900, with a rent estimate of $1,843/month.

Home Highlights

Parking
2 Carport Spaces
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
$356/sqft
Listed
180+ days ago

Home Details for 5000 Headlee Dr

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 1, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Balcony Porch Lanai, Dinette, Garage Apartment, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 984 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Public, Sewer Connected, Street Lights, Water ConnectedAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Range, Refrigerator, Solar Hot Water Owned, WasherDishwasherDisposalDryerLaundry: Common AreaRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Electric: Photovoltaics Seller OwnedHas Electric on Property
Windows, Doors, Floors & Walls
Flooring: Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Ceramic Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Balcony, Private Mailbox, Rain Gutters, SidewalkFoundation: SlabNo Private Pool
Parking & Garage
Number of Carport Spaces: 2Number of Covered Spaces: 2Has a CarportNo GarageParking Spaces: 2Parking: Carport
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 17

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BlockNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 152330168100510

Price & Status

Price
List Price: $355,000Price Per Sqft: $356/sqft
Status Change & Dates
Off Market Date: Wed Oct 08 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: ORLANDOCommunity: CONWAY MANOR REP

Building

Building Area
Building Area: 1412 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 7300 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6343408Back On Market Date: Thu Sep 25 2025Universal Property Id: US-12095-N-152330168100510-R-N
Last check for updates: about 5 hours ago
Listed by Liza Pina, (305) 343-5611
LPT REALTY, LLC, (877) 366-2213
Doris Pina, (321) 287-7898
LPT REALTY, LLC, (877) 366-2213
Bought with: Irina Paul, LLC, (407) 432-0941, FUTURE HOME REALTY INC, (800) 921-1330
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6343408
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. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 5000 Headlee Dr

DatePriceEventSource
11/18/2025$350,000Sold
Stellar MLS #O6343408
10/09/2025$355,000PendingStellar MLS #O6343408
09/25/2025$355,000PendingToActiveStellar MLS #O6343408
09/17/2025$355,000PendingStellar MLS #O6343408
09/11/2025$355,000Listed For SaleStellar MLS #O6343408
01/21/2016$129,000Sold
N/A
07/27/2015$95,000Sold
N/A
06/10/2015$0Listed For SaleAgent Provided
05/01/2015$0ListingRemovedAgent Provided
04/15/2015$0Listed For SaleAgent Provided
12/14/2006$190,000Sold
N/A

Market trends in Orlando

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$381K
$9.25KMoM
Sale-to-List Price
98.0%
0.1%MoM
Price per sq ft
$232
$1MoM
Available listings
4173
53MoM
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Property Tax and Assessment

Year2024
Tax$3,829
Assessment$217,025
Home facts updated by county records

Comparable Sales for 5000 Headlee Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5973 Turnbull Dr, Orlando, FL
0.21
Single-Family Home
$275,000
05/15/26
3
2
1,067
4120 Gulfstream Bay Ct, Orlando, FL
0.33
Single-Family Home
$345,000
11/13/25
3
2
1,330
5922 Malcross Dr, Orlando, FL
0.52
Single-Family Home
$335,000
06/08/26
3
1
936
5937 Colchester Dr, Orlando, FL
0.49
Single-Family Home
$325,000
07/23/25
3
1.5
1,244
5915 Colchester Dr, Orlando, FL
0.56
Single-Family Home
$320,000
08/18/25
3
2
920
5125 Jalisco Ln, Orlando, FL
0.43
Single-Family Home
$345,000
10/28/25
3
2
1,506
5123 Turnbull Dr, Orlando, FL
0.55
Single-Family Home
$259,900
07/29/25
3
1
897

Nearby homes

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Assigned Schools

These are the assigned schools for 5000 Headlee 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 Orlando

At least 8170 Trulia users voted on each feature.

  • 84 % Say it's dog friendly

  • 84 % Say there are sidewalks

  • 80 % Say car is needed

  • 72 % Say parking is easy

  • 69 % Say there's holiday spirit

  • 66 % Say streets are well-lit

  • 63 % Say yards are well-kept

  • 63 % Say kids play outside

  • 61 % Say it's quiet

  • 58 % Say it's walkable to grocery stores

  • 57 % Say people would walk alone at night

  • 53 % Say it's walkable to restaurants

  • 49 % Say they plan to stay for at least 5 years

  • 45 % Say neighbors are friendly

  • 43 % Say there's wildlife

  • 28 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Cinthya Dantas-LeBlanc
    "The house is at kingswood manor. The neighborhood is very safe and quiet. There are lots of families, children playing around, people walking their dogs and exercising. They also have a nice park with a playground, swimming pool, tennis and basketball. "
    1
    Flag
  • Claritzamartinezc
    "Is a fair place to live, pretty well preserved for families. Near store and restaurants, shopping malls within 15 if major theme parks."
    0
    Flag
  • Nettiayant891
    "The neighborhood has its own parks, playgrounds for children basketball courts for young adults. Pools for kids,adults and toddlers. Tennis court,volleyball and track for walkers."
    0
    Flag
  • Maria Beaman
    "I drive everywhere because it doesn’t look like public transportation is available in the area. The neighborhood might have public transportation."
    0
    Flag
  • Jacklyn
    "The schools in the area have football games on Fridays. The elementary, middle and high school are in good proximity to each other, which makes it easier to get all the kids to school and practice. "
    0
    Flag
  • Cmwhiting1
    "I work remotely. When I did commute I worked downtown, but I also lived very close to downtown. And being an Orlando native, I took a lot of back roads. So I’ve fortunately never had a problem with commuting to work in Orlando. "
    0
    Flag
  • Bestmentor
    "If you live in the city, it’s more of a downtown field, but it is not really kid friendly until you get on the outskirts of the actual downtown area. But the surrounding areas around to the north and the east is the favorite areas of mine."
    0
    Flag
  • Luscious305
    "Dog owners walk there dogs but they do not clean up after them. People do own a lot of dogs around here"
    0
    Flag
  • Melibee22
    "Very human and pet family friendly!!! Great for kids and young families as well as retired! Pretty quiet! "
    0
    Flag
  • 4czmnzsw88
    "The community has movie nigths. Haloween is very interactive and friendly. I love this area. Near by supermarket, hospital, social events."
    0
    Flag
  • 4czmnzsw88
    "Halloween is nice here. The are outside movies at the community center. Community center has free teen program. "
    0
    Flag
  • Jsharon548
    "I’ve lived in this area for 5 years and the people in the neighborhood are very friendly and very helpful to one another I enjoy been in this neighborhood "
    0
    Flag
  • Charles Richard
    "Art Festivals are unique to this are and outdoor bistros and cafes. Sunrail train transportation is available and can transport you from one place to another easily."
    0
    Flag
  • Natividad Marinez
    "Mixed ethnicities equals great community love living here, family oriented, great schools, pet friendly"
    0
    Flag
  • Ayanac01
    "The Schools are pretty good. The shopping centers, restaurants are all good and really nice places in the area"
    0
    Flag
  • Seth Daniels
    "Lots of neighborhood streets to walk. Great dog park in Baldwin park. Many many dog owners. Some of them actually good dog owners. "
    0
    Flag
  • 6fdh87psq7
    "The country club host several events throughout the year. The local clubs have events as well. Dining is nice too"
    0
    Flag
  • Trulia User
    "There are really nice neighborhoods around this area. Some of the schools are nice. A lot of the shopping centers are well kept and maintained."
    0
    Flag
  • Nickwilson1997.nw
    "Collaboration between everyone and them cleaning up and getting along. There’s always activities to get involved"
    0
    Flag
  • Dmontgomery_4
    "Easy on and off to I4 and 408, 5 minutes to downtown, 3 parks with in walking distance close to everything"
    0
    Flag
  • Charlotte Monique Perry-hylick
    "Everyone knows each other and we make sure we stay together on what’s going on in the neighborhood ..we keep each other informed with all that’s happening "
    2
    Flag
  • Aj2636
    "I enjoy attending Orlando Magic Games at the Kia Center. Lake Eola serves as a gathering center for all age groups."
    0
    Flag
  • Charlotte Monique Perry-hylick
    "The neighbors are great and they make sure the neighborhood stays together and well maintained when it comes to everything "
    1
    Flag
  • Elsiealfonso
    "Many people walks their dogs, and there are devices with plastic bags to help people to dispose of their dogs poopoo."
    0
    Flag
  • Yigitorer
    "Good safe nice neighborhood no crime clean area highly recommended close to all major rods and shopping plaza and Waterford lakes "
    0
    Flag
  • Deyonca King
    "I love this community and the area is mostly working class people who want to enjoy their personal space and homes."
    0
    Flag
  • Trulia User
    "20-30 minutes to get anymore. Traffic worsening especially on Narcoossee. A lot of new development so exciting place to live. "
    0
    Flag
  • Milanee Soto
    "need to clean up after themselves area needs to stay clean and quiet. Owners will like the dog park in the communities easy access "
    0
    Flag
  • Matt B.
    "Been living in Meadow Woods for the last year, I can say that I feel very safe, everything is within driving distance, and very respectable. Friendly neighborhoods, friendly people, and access to stores. "
    3
    Flag
  • Milanee Soto
    "safety is a key factor in living in this area, many place to go to that is within walking distance.. could use more children parks near by"
    0
    Flag
  • Milanee Soto
    "beautiful and comfortable. Great community and easy access. outlets, malls, grocery shopping, hospitals and local police "
    0
    Flag
  • torry huneycutt
    "This place is pretty nice. Traffic gets bad during rush hours. There is a good bit of police activity here as well. "
    0
    Flag
  • K Brack
    "In my part of Orlando which is Sanford has a good school system. The area has plenty of malls and stores. There are trails to walk and bike all over. "
    0
    Flag
  • Lindsaysapienza1
    "I work from home so no commuting necessary. However, there is always traffic on the main road narcooseee when driving around town "
    0
    Flag
  • Mustangzilla
    "Some roads go from having a sidewalk to nothing completely and you are stuck walking in the street. "
    0
    Flag
  • Marcey Carter
    "My business and neighborhood it seems like the neighborhood is clean and neighbors are poorly friendly. Nothing crime going on in the area."
    1
    Flag
  • Maritza Martnez
    "I have lived in this area since 2020 and it is a safe area, it can get a bit loud, but it’s a safe area. I like that is central to everything even a hospital nearby. "
    0
    Flag
  • Maria Valderrama
    "It’s great! I’m close to the airport and I have a bus link right in front of my neighborhood. The 528 is also easy access. "
    0
    Flag
  • Sean Vail
    "You are right next to a dog friendly park and great sidewalk access. There is a good dog population in this area. "
    0
    Flag
  • Adelle Stilton
    "People walk their doggies all the time in this neighborhood However there is a lot of homeless right down the road outside of the neighborhood"
    0
    Flag

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Homes for sale near 5000 Headlee Dr

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Off Market Homes Near 5000 Headlee Dr

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