4529 FLAGG STREET, Orlando, FL 32812
SOLD
MAR 13, 2026

$386,100

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,435 sqft

4529 FLAGG STREET, Orlando, FL 32812

Est. Refi. Payment $2,720/mo*
Refinance Your Home
Currently Off Market - Sold Mar 13, 2026 for $385,000 (3% above list price)

Home Value

Trulia Estimate
$386K
Since last month
Decreased$2K (-0.5%)
Since last year
Increased$5K (+1.4%)
Since last sale
Increased$700 (+0.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +79% in the last 10 years
MonthEstimated value
2026
August 2026$386K
July 2026$388K
June 2026$388K
May 2026$386K
April 2026$384K
March 2026$384K
February 2026$375K
January 2026$374K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4538 GILPIN WAY, Orlando, FL
0.09
Single-Family Home
$388,000
09/22/25
3
2
1,719
4402 BLONIGEN AVENUE, Orlando, FL
0.12
Single-Family Home
$400,000
04/15/26
3
2
1,445
4707 PINELLAS DRIVE, Orlando, FL
0.20
Single-Family Home
$379,000
05/29/26
3
2
1,380
4301 HURD AVENUE, Orlando, FL
0.17
Single-Family Home
$315,000
06/05/26
3
2
1,334
4490 SIMMONS ROAD, Orlando, FL
0.08
Single-Family Home
$297,500
08/25/26
2
2
1,334
4536 SIMMONS ROAD, Orlando, FL
0.08
Single-Family Home
$450,000
06/08/26
3
2
2,274
4626 STURBRIDGE COURT, Orlando, FL
0.29
Single-Family Home
$350,000
07/21/26
3
2
1,124
4515 SEILS WAY, Orlando, FL
0.18
Single-Family Home
$415,000
12/30/25
4
3
1,655

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4516 KOGER STREET, Orlando, FL 32812
0.04
$401,500
3
2
1,485
Off Market
4522 FLAGG STREET, Orlando, FL 32812
0.04
$502,300
4
2
1,756
Off Market
4438 KOGER STREET, Orlando, FL 32812
0.09
$454,600
3
2
1,535
Off Market
4538 GILPIN WAY, Orlando, FL 32812
0.09
$385,600
3
2
1,719
Off Market
4490 SIMMONS ROAD, Orlando, FL 32812
0.08
$297,500
2
2
1,334
Recently Sold
4530 SIMMONS ROAD, Orlando, FL 32812
0.07
$270,400
2
1
1,000
Off Market
4536 SIMMONS ROAD, Orlando, FL 32812
0.08
$450,000
3
2
2,274
Recently Sold
4402 BLONIGEN AVENUE, Orlando, FL 32812
0.12
$400,000
3
2
1,445
Recently Sold
4332 BLONIGEN AVENUE, Orlando, FL 32812
0.13
$360,000
3
2
1,281
For Sale
4308 HURD AVENUE, Orlando, FL 32812
0.15
$405,700
3
2
1,320
Off Market
4639 ETHANS GLENN AVENUE, Orlando, FL 32812
0.10
$575,900
4
4
2,930
Off Market

Local Information

  • Map ViewExplore the area around 4529 FLAGG STREET.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1971
Living Area
1,435 sqft
Price/Sqft
$268/sqft
Parking
2 Car Garage
HOA
None

About this House

One or more photo(s) has been virtually staged. Welcome to your new home in Conway Hills, one of Orlando’s most established and desirable neighborhoods! Located at 4529 Flagg Street, Orlando, FL 32812, this well-maintained property offers generous living space, a functional layout, and a prime location close to top-rated schools and everyday conveniences. Inside, you’ll find a versatile floor plan featuring a formal living room and formal dining room, plus a separate family room — giving you multiple spaces to relax, entertain, and gather. The split-bedroom layout provides added privacy, making it ideal for families, guests, or a home office setup. This home has tons of opportunity for you to make it your own. Enjoy Florida living year-round from the screened porch, perfect for morning coffee or evening unwinding, all overlooking a large fenced yard with plenty of room for pets, play, or future outdoor enhancements. Zoned for highly regarded Shenandoah Elementary (walking distance), Conway Middle, and Boone High School, this location combines community feel with excellent school access. A fantastic opportunity to own in Conway with easy access to downtown and Orlando International (15 minutes) and 30 from the attractions or UCF. Located close to tons of shopping and restaurants on 436 at Lee Vista Schedule your private showing today.
4529 FLAGG STREET, Orlando, FL 32812 is a 3 bedroom, 2 bathroom, 1,435 sqft single-family home built in 1971. It last sold for $385,000 on Mar 13, 2026 (3% above the $375,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $386,100, with a rent estimate of $2,659/month.
Last check for updates: about 21 hours ago
Listed by David Fraser, (407) 920-9749
KELLER WILLIAMS ADVANTAGE III, (407) 207-0825
Bought with: Terry Diederich, (407) 415-2315, KELLER WILLIAMS REALTY AT THE PARKS, (407) 629-4420
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6379531
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

Home Details for 4529 FLAGG STREET

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1435 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity ConnectedAppliances: Electric Water Heater, Range, RefrigeratorLaundry: In GarageRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: Sliding DoorsFlooring: Carpet, Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Carpet, Ceramic Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: SidewalkFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Road Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 4

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 172330440502160

Price & Status

Price
List Price: $375,000Price Per Sqft: $268/sqft
Status Change & Dates
Off Market Date: Mon Feb 09 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: ORLANDOCommunity: MCEWAN PLACE
School Information
Elementary School: Shenandoah ElemJr High / Middle School: Conway MiddleHigh School: Boone High

Building

Building Area
Building Area: 2009 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 9108 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6379531Showing Requirements: ShowingTimeUniversal Property Id: US-12095-N-172330440502160-R-N

Price and Tax history

DateEventPrice
Mar 13, 2026
Source: Stellar MLS #O6379531
Sold
$385,000
Feb 9, 2026
Source: Stellar MLS #O6379531
Pending
$375,000
Feb 5, 2026
Source: Stellar MLS #O6379531
Listed For Sale
$375,000

Market trends in Orlando

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$384K
$3.67KMoM
Sale-to-List Price
98.1%
0.1%MoM
Price per sq ft
$233
$1MoM
Available listings
4195
15MoM

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

Frequently asked questions about 4529 FLAGG STREET

  • What is 4529 FLAGG STREET estimated to be worth?
    Trulia's estimated value for 4529 FLAGG STREET in Orlando, FL is $386,100.
  • What is the price history for 4529 FLAGG STREET?
    4529 FLAGG STREET in Orlando, FL last sold for $385,000 in March 2026.
  • 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 4529 FLAGG STREET have air conditioning?
    Yes, 4529 FLAGG STREET in Orlando, FL has air conditioning.
  • Does 4529 FLAGG STREET have laundry facilities?
    Yes, 4529 FLAGG STREET in Orlando, FL has laundry facilities.

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Off Market Homes Near 4529 FLAGG STREET

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