9929 Chesham Dr, Orlando, FL 32817
OFF MARKET

9929 Chesham Dr
Orlando, FL 32817

  • 3 Beds
  • 2 Baths
  • 1,518 sqft

$400,100

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $2,731/mo*
Refinance Your Home

$400,100

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $2,731/mo*
Refinance Your Home
3 Beds
2 Baths
1,518 sqft

Homes for sale near 9929 Chesham Dr

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Apartments for Rent

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Local Information

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

Description

With tall ceilings and open living areas, this home offers plenty of space and great potential for right buyers. The three bedroom home offers a split bedroom plan with a spacious master suite featuring a large, walk-in closet. The eat-in kitchen overlooks the family room with a decorative, wood burning fireplace. There is carpet and tile flooring throughout. Relax and enjoy the screen covered porch overlooking the large in-ground pool in the back yard. Located in the popular Dean's Landing area of East Orlando, this home offers easy access to major roadways, shopping, dining and amenities.
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
Pool
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No Info
HOA
None
Price/Sqft
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Listed
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Home Details for 9929 Chesham Dr

Interior Features

Heating & Cooling
Heating: Forced AirCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Composition
Pool
Pool
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1987Year Updated: 1987
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 8792 sqft

Price History for 9929 Chesham Dr

DatePriceEventSource
02/09/2016$179,100Sold
N/A
11/17/2015$176,900PendingAgent Provided
11/06/2015$176,900PriceChange
Agent Provided
10/07/2015$187,900PriceChange
Agent Provided
09/01/2015$193,900PriceChange
Agent Provided
07/28/2015$205,100Listed For SaleAgent Provided
05/05/2015$3,100Sold
N/A
03/28/2015$0Listed For SaleAgent Provided
10/12/2004$170,000Sold
N/A
10/07/2002$148,000Sold
N/A
06/17/2002$42,400Sold
N/A
04/14/1995$87,700Sold
N/A
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Property Tax and Assessment

Year2024
Tax$5,019
Assessment$320,396
Home facts updated by county records

Comparable Sales for 9929 Chesham Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9913 Chesham Dr, Orlando, FL
0.03
Single-Family Home
$405,000
05/04/26
3
2
1,510
10018 Chesham Dr, Orlando, FL
0.09
Single-Family Home
$405,000
08/01/25
3
2
1,510
10025 Chesham Dr, Orlando, FL
0.12
Single-Family Home
$350,000
12/19/25
3
2
1,510
10030 Cheshunt Dr, Orlando, FL
0.07
Single-Family Home
$393,000
06/02/25
4
2
1,398
10049 Custer Cir, Orlando, FL
0.11
Single-Family Home
$380,000
05/22/25
3
2
1,312
10142 Cheshunt Dr, Orlando, FL
0.21
Single-Family Home
$380,000
11/05/25
3
2
1,518
9629 Holbrook Dr, Orlando, FL
0.41
Single-Family Home
$259,900
09/02/25
3
2
1,549
4212 Reynard Ct, Oviedo, FL
0.31
Single-Family Home
$430,000
02/09/26
3
2
1,653
4797 Dunbarton Dr, Orlando, FL
0.48
Single-Family Home
$330,000
03/20/26
3
2
1,483
4807 Dunbarton Dr, Orlando, FL
0.44
Single-Family Home
$402,500
12/19/25
3
2
1,493

Assigned Schools

These are the assigned schools for 9929 Chesham 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 8162 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

Learn more about our methodology.
  • 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. "
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  • 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
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  • 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
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  • 4czmnzsw88
    "The community has movie nigths. Haloween is very interactive and friendly. I love this area. Near by supermarket, hospital, social events."
    0
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  • 4czmnzsw88
    "Halloween is nice here. The are outside movies at the community center. Community center has free teen program. "
    0
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  • 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
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  • 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
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  • Natividad Marinez
    "Mixed ethnicities equals great community love living here, family oriented, great schools, pet friendly"
    0
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  • Ayanac01
    "The Schools are pretty good. The shopping centers, restaurants are all good and really nice places in the area"
    0
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  • 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
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  • 6fdh87psq7
    "The country club host several events throughout the year. The local clubs have events as well. Dining is nice too"
    0
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  • 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
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  • Nickwilson1997.nw
    "Collaboration between everyone and them cleaning up and getting along. There’s always activities to get involved"
    0
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  • Dmontgomery_4
    "Easy on and off to I4 and 408, 5 minutes to downtown, 3 parks with in walking distance close to everything"
    0
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  • 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
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  • Aj2636
    "I enjoy attending Orlando Magic Games at the Kia Center. Lake Eola serves as a gathering center for all age groups."
    0
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  • 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
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  • Elsiealfonso
    "Many people walks their dogs, and there are devices with plastic bags to help people to dispose of their dogs poopoo."
    0
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  • Yigitorer
    "Good safe nice neighborhood no crime clean area highly recommended close to all major rods and shopping plaza and Waterford lakes "
    0
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  • Deyonca King
    "I love this community and the area is mostly working class people who want to enjoy their personal space and homes."
    0
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  • Trulia User
    "20-30 minutes to get anymore. Traffic worsening especially on Narcoossee. A lot of new development so exciting place to live. "
    0
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  • 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
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  • 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
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  • Milanee Soto
    "beautiful and comfortable. Great community and easy access. outlets, malls, grocery shopping, hospitals and local police "
    0
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  • 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
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  • 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
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  • Jessica Ahsan
    "Great schools and safe neighborhoods. Plenty of events and parks for the kids to enjoy. Summer camp for the area was the best my kid ever attended "
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  • Daphnise St Jean
    "Talk to the kids when they’re riding bike in the community. They need to take proper safety precautions."
    0
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  • Lindsaysapienza1
    "I work from home so no commuting necessary. However, there is always traffic on the main road narcooseee when driving around town "
    0
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  • Mustangzilla
    "Some roads go from having a sidewalk to nothing completely and you are stuck walking in the street. "
    0
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  • 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
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  • 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
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  • Joan Farus
    "Grateful it doesn’t flood in my area. I love that a lot of neighborhoods have wooded areas. It’s a good area to walk. "
    0
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  • Hcvdc5fr6z
    "I drive 15 miles to work down 441 and then back up 441 to return home from Orlando Health. Usually not much traffic."
    0
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  • 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
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  • 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

LGBTQ Local Legal Protections

Homes for rent near 9929 Chesham Dr

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Off Market Homes Near 9929 Chesham Dr

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9929 Chesham Dr, Orlando, FL 32817 is a 3 bedroom, 2 bathroom, 1,518 sqft single-family home built in 1987. This property is not currently available for sale. 9929 Chesham Dr was last sold on Feb 9, 2016 for $179,100. The current Trulia Estimate for 9929 Chesham Dr is $400,100.