4416 Flagg St, Orlando, FL 32812
Property image
Property image
OFF MARKET

$430,500

Trulia Estimate
as of Sep 11, 2026
  • 3 Beds
  • 2 Baths
  • 1,612 sqft

4416 Flagg St, Orlando, FL 32812

Home Highlights

Single-Family Home
1,612 sqft
$267/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 4416 Flagg St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to visit this three bedroom and two bathroom house ,it has large kitchen space ,electric fire place in living room .With spacious screened in patio over look the large backyard .Enjoy your morning coffee and host your family and guests .the yard service and water is included in rent .
Publix and coffee shop right around the corner .close to downtown and highways such as 408 ,528 ,417 ,I-4 .
we do not advertise on craigslist or Facebook .
call for more information .

12 month
4416 Flagg St, Orlando, FL 32812 is a 3 bedroom, 2 bathroom, 1,612 sqft single-family home. It last sold for $359,000 on Nov 2, 2021 (15,177% above the $2,350 asking price). More recently, it was listed as a rental in April 2025 with an asking price of $2,350 per month. That rental listing was removed on April 20, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $430,500, with a rent estimate of $2,547/month.

Home Details for 4416 Flagg St

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: Central AirHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 4416 Flagg St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4529 FLAGG STREET, Orlando, FL
0.15
Single-Family Home
$385,000
03/13/26
3
2
1,435 sqft
4538 GILPIN WAY, Orlando, FL
0.21
Single-Family Home
$388,000
09/22/25
3
2
1,719 sqft
4421 Flagg St, Orlando, FL
0.04
Single-Family Home
$190,000
02/02/26
3
2
1,390 sqft
4402 BLONIGEN AVENUE, Orlando, FL
0.26
Single-Family Home
$400,000
04/15/26
3
2
1,445 sqft
4536 SIMMONS ROAD, Orlando, FL
0.16
Single-Family Home
$450,000
06/08/26
3
2
2,274 sqft
4490 SIMMONS ROAD, Orlando, FL
0.11
Single-Family Home
$297,500
08/25/26
2
2
1,334 sqft
4301 HURD AVENUE, Orlando, FL
0.29
Single-Family Home
$315,000
06/05/26
3
2
1,334 sqft
4141 FALLWOOD CIRCLE, Orlando, FL
0.09
Single-Family Home
$615,000
03/03/26
3
2
2,600 sqft
4707 PINELLAS DRIVE, Orlando, FL
0.35
Single-Family Home
$379,000
05/29/26
3
2
1,380 sqft
4389 CAROLWOOD STREET, Orlando, FL
0.27
Single-Family Home
$575,000
01/09/26
3
2
1,820 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Orlando

Last updated Sep 2026
Trulia Rent Estimate$2,547/mo
Average rent
$1.9K
Available listings
3737
View rental market trends in Orlando, FL

Around this home

What Locals Say about Orlando

At least 8172 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.
  • Holly Ann Cervenka-Miller
    "Been here in my entire life I’m 53. I actually wanna park where I lived and then I want Orlando to on and off for my entire life."
    0
    Flag
  • Gabrielle Petrilli
    "Lake Underhill is the perfect location to live. We have lakes, parks, restaurants, bars, and such great neighbors! I love it here"
    0
    Flag
  • Isa Tay
    "This is a very dog friendly neighborhood. "
    0
    Flag
  • Susan
    "Very dog-friendly"
    0
    Flag
  • Hector Rentas
    "Like every other commute in Orlando congested during school seasons and tolerable when not"
    0
    Flag
  • 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"
    1
    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. "
    1
    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
  • 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

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Apr 20, 2025
Source: Zillow Rentals
ListingRemoved
$2,350
Apr 16, 2025
Source: Zillow Rentals
Listed For Rent
$2,350
Apr 15, 2025
Source: Stellar MLS #O6279436
ListingRemoved
$438,000
Mar 26, 2025
Source: Stellar MLS #O6279436
PriceChange
$438,000
Price decreased by 2%
Feb 14, 2025
Source: Stellar MLS #O6279436
Listed For Sale
$445,000

Frequently asked questions about 4416 Flagg St

  • What is 4416 Flagg St estimated to be worth?
    Trulia's estimated value for 4416 Flagg St in Orlando, FL is $430,500.
  • What is the price history for 4416 Flagg St?
    4416 Flagg St in Orlando, FL last sold for $359,000 in November 2021.
  • Is Orlando a buyer's or seller's market?
    Orlando is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Orlando?
    The median sale price in Orlando is $384K. That is up $3.67K from the prior month.
  • Does 4416 Flagg St have air conditioning?
    Yes, 4416 Flagg St in Orlando, FL has air conditioning.
  • Does 4416 Flagg St have parking?
    Yes, 4416 Flagg St in Orlando, FL has on-site parking.

Homes for rent near 4416 Flagg St

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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