417 E Gulley Ave, Oakland, FL 34787
Property image
Property image
OFF MARKET

$430,000

Trulia Estimate
as of Aug 29, 2026
  • 3 Beds
  • 2 Baths
  • 1,200 sqft
  • 3 Beds
  • 2 Baths
  • 1,200 sqft

417 E Gulley Ave, Oakland, FL 34787

Home Highlights

Property Type
Single-Family Home
Living Area
1,200 sqft
Price/Sqft
$358
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 417 E Gulley Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

3/2 located in the heart of downtown Oakland. Minutes away from the turnpike and only 20 minutes to Disney and downtown Orlando. Fenced in backyard one car garage

Renter is responsible for water, utilities and landscape maintenance. No smoking and must have a clean background check
417 E Gulley Ave, Oakland, FL 34787 is a 3 bedroom, 2 bathroom, 1,200 sqft single-family home. It last sold for $187,000 on Sep 28, 2007 (8,400% above the $2,200 asking price). More recently, it was listed as a rental in October 2024 with an asking price of $2,200 per month. That rental listing was removed on October 24, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $430,000, with a rent estimate of $2,449/month.

Home Details for 417 E Gulley Ave

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: Central AirHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Levels, Entrance, & Accessibility
Floors: 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 417 E Gulley Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
310 E GULLEY AVENUE, Oakland, FL
0.12
Single-Family Home
$683,000
04/17/26
3
2
1,763 sqft
201 E Oakland Ave, Oakland, FL
0.23
Single-Family Home
$525,000
07/20/26
4
2
2,144 sqft
410 E GULLEY AVENUE, Oakland, FL
0.03
Single-Family Home
$604,000
09/19/25
5
3
2,458 sqft
500 W OAKLAND AVENUE, Oakland, FL
0.74
Single-Family Home
$367,500
10/27/25
3
2
1,336 sqft
507 W OAKLAND AVENUE, Oakland, FL
0.75
Single-Family Home
$360,000
02/06/26
3
2
1,338 sqft
521 W HERRIOTT AVENUE, Oakland, FL
0.79
Single-Family Home
$350,000
07/29/26
3
2
1,170 sqft
1212 CIVITAS WAY, Oakland, FL
0.33
Single-Family Home
$785,000
10/24/25
4
2
2,260 sqft
911 W Oakland Ave, Oakland, FL
0.35
Single-Family Home
$185,000
02/27/26
3
1
6,820 sqft
8 WINTERS LANDING DRIVE, Oakland, FL
0.15
Single-Family Home
$850,000
05/27/26
4
3
2,850 sqft
936 KYLEE ALY, Winter Garden, FL
0.46
Single-Family Home
$675,000
06/24/26
3
2.5
1,772 sqft

Nearby homes

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Around this home

What Locals Say about Winter Garden

At least 513 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 76 % Say it's quiet

  • 75 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 50 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • jhp331
    "A rated schools and lots to do for families "
    0
    Flag
  • Trulia User
    "Its great to live this area we have market and restauran near us . We can walk when we want in our neighboorhood. We have parks schools near us …"
    0
    Flag
  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
    0
    Flag
  • Ypgs9v7hpd
    "It is a nice area and the schools are nice. It is good area to raise children away from the tourists area and the city ."
    0
    Flag
  • Ypgs9v7hpd
    "The only thing that is unique about this neighborhood is the people that are friendly and the kids get along great. The only downside of living here in Wintergarden is it’s not enough places to go out to eat and it is not enough places for kids to hang out or teenagers to hang out and the closest place for teenagers to hang out is at the Wintergarden Grove area where you have to take off the exit 9, which I think that’s a bit too far for them to hang out when they can remain closer, it would be better if they had a place to hang out within the neighborhood. Also, Price is over here for a living is very high so if you’re not making a decent amount of money, it is expensive even the apartments that are surrounding it. It’s expensive.."
    0
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  • Emilye Chasen
    "Downtown events occur all the time. Christmas, Halloween, 4th of July etc. Santa comes down my street"
    1
    Flag
  • Ypgs9v7hpd
    "I’ve living here for the last 3 yrs. It’s nice area, people are nice. It’s nice area to raise your family there."
    0
    Flag
  • Heather Kotyk
    "I work near the airport and the commute using the turnpike and I4 is about 25-30 minutes. Traffic is usually manageable and continuously is moving "
    0
    Flag
  • Erin
    "There are many families in the neighborhood, a great playground and an A rated school nearby. There’s also a grocery store and pharmacy conveniently within a mile. "
    0
    Flag
  • Maria Rojas
    "Great place to have a family, lots of parks and activities for kids. Amazing schools and the community is very united. Most communities have hoa "
    0
    Flag
  • Rosa Aguilar
    "There’s lots of places, activities, parks, trails to take kids. There’s also lots of churches with daycare and city programs for children to take part in."
    0
    Flag
  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
    0
    Flag
  • Logan Mahalek
    "The historic area of downtown winter garden boasts local shops and restaurants and also hosts a farmers market every weekend. There is also plenty of name brands within 15 minutes "
    0
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  • Cfbranf3rd
    "I’m don’t have a commute, as I’m retired. I’m in Cypress Reserve, and Avalon Road can be a nightmare at school drop off/pick up times."
    0
    Flag
  • Kelly
    "Beautiful, safe & friendly area. Winter Garden is a great place to raise a family! This is a very active area with tons of activities. Lots of wildlife & opportunities to get in touch with nature. Big, beautiful Florida birds and animals all around. Great restaurants too! "
    0
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  • Geisha
    "In Winter Garden for the area's of Horizon West, Hamlin, Summerlake, Waterleight, The Grove is amazing is like living in a perfect community bubble completely recomend"
    0
    Flag
  • Catherine Law
    "There is a private lake side park and a bbq area. Dogs poop trash and bags available. Dogs need to be on leash all the time. No many houses are fenced. "
    0
    Flag
  • Vanessaasantini
    "Wonderful , Safe, beatiful, peaceful, very good, clean, good school, nice and bog city Close to supermarket, gas station "
    2
    Flag
  • Aj2636
    "Halloween costume parties for kids. Community Easter egg hunts. Santa Claus visits on a fire truck. Community watch parties for football games. A soccer field, tennis courts, pickleball courts and basketball courts that allow the neighborhood to enjoy each other’s company. During COVID, we had live music performances in the park."
    0
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  • Cara Conley
    "The area is established and offers. Great amenities within 15 minutes. Clean and safe and welcoming."
    1
    Flag
  • Isaac Peterson
    "Very friendly and helpful neighbors, and the schools are awesome. Very safe "
    2
    Flag
  • Aj2636
    "I’ve lived here for 11 years. It’s close to shopping. The neighborhood feels comfortable with homes far apart from each other. Nice lakes nearby that most neighborhoods have access to. Hospital close-by for emergencies."
    1
    Flag
  • Felton.amanda
    "I lived here for 10 years and just now moving this month. The neighborhood is safe not a lot of crime just a few thieves here and there that steal packages from ppls door steps occasionally."
    1
    Flag
  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
    0
    Flag
  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
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  • Megan E.
    "You will love it! Lots of dog owners and very kind. Lots of doggy poop bag stations as we all know! Great dog parks and trails to go on lovely long walks. "
    13
    Flag
  • Zimmiac
    "Everything is very nice ,and the persons are very nice ,very quite area and the schools are good also,parks and events as well very nice"
    0
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  • Lil D.
    "The people and shops are great. Love all the bike tails as well. Every Saturday they have the farmers market and quite enjoyable to go to and walk around. "
    0
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  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
    0
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  • Hollister M.
    "Lots of dogs. Most people are very polite about their dogs. People with cats do not keep them indoors and they roam the streets a lot. Most people pick up after their dogs and keep them on leashes."
    0
    Flag
  • Jim
    "It’s an amazing place to love. Doesn’t feel like living in Florida. I love living the country and still being close to Disney"
    6
    Flag
  • Cathy
    "Great it is safe and very homey the people are friendly and irs all clean. Very close to shopping places to eat and nice bars "
    5
    Flag
  • Jonathancrespo21
    "We have a neighborhood Facebook page open to everyone and we use this to communicate with each other regularly. We participate in food drives, raise money for special causes, and even sponsor dinners for our local police, firefighters, and nurses."
    0
    Flag
  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
    0
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  • Valerie
    "Weekend Farmers Market. Beautiful downtown area. Older historic feeling. Very convenient with shops food and stores. Best city I've lived in since being here in Florida."
    0
    Flag
  • jay j
    "People love dogs. They are loving animals that make everyone happy when they see them. Most people now a days have dogs"
    0
    Flag
  • Nicola O.
    "Some neighbors don’t clean up after their pets or leave their pets on the balcony barking all night long, but there is a lot of open grass fields and dog stations all throughout. "
    0
    Flag
  • Candy H.
    "Winter Garden Farmer’s Market and shows going on at the Garden Theatre, along with more dog friendly mom and pop places."
    0
    Flag
  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Oct 24, 2024
Source: Zillow Rentals
ListingRemoved
$2,200
Oct 13, 2024
Source: Zillow Rentals
Listed For Rent
$2,200
Jun 11, 2024
Source: Zillow Rentals
ListingRemoved
May 27, 2024
Source: Zillow Rentals
Listed For Rent
$2,200
Sep 28, 2007
Source: N/A
Sold
$187,000

Frequently asked questions about 417 E Gulley Ave

  • What is 417 E Gulley Ave estimated to be worth?
    Trulia's estimated value for 417 E Gulley Ave in Oakland, FL is $430,000.
  • What is the price history for 417 E Gulley Ave?
    417 E Gulley Ave in Oakland, FL last sold for $187,000 in September 2007.
  • Is Oakland a buyer's or seller's market?
    Oakland is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Oakland?
    The median sale price in Oakland is $583K. That is down $3.33K from the prior month.
  • Does 417 E Gulley Ave have air conditioning?
    Yes, 417 E Gulley Ave in Oakland, FL has air conditioning.
  • Does 417 E Gulley Ave have parking?
    Yes, 417 E Gulley Ave in Oakland, FL has on-site parking.

Homes for rent near 417 E Gulley Ave

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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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