321 E Gulley Ave, Oakland, FL 34760
OFF MARKET

321 E Gulley Ave
Oakland, FL 34760

  • 3 Beds
  • 1 Bath
  • 1,515 sqft (on 0.55 acres)

$399,200

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $2,826/mo*
Refinance Your Home

$399,200

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $2,826/mo*
Refinance Your Home
3 Beds
1 Bath
1,515 sqft
(on 0.55 acres)

Local Information

  • Map ViewExplore the area around 321 E Gulley Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1958
Lot Size
0.55 acres
Living Area
1,515 sqft
Price/Sqft
$263
Parking
1 Carport Spaces
HOA
None

About this House

DOUBLE LOT .55 - GREAT LOCATION!- NO HOA - GOLF CART FRIENDLY COMMUNITY - ACCESS TO WINTER GARDEN'S HISTORICAL DOWNTOWN - CLOSE TO WEST ORANGE TRAIL - Spacious 3 Bedroom 1 Bathroom home. Open Concept Living with High Ceilings - Wood Floors - Plenty of Natural Light - Oversized Lot Offering Ample Room to Expand or Build New. Large Storage Shed - Newer Roof and A/C - Take Advantage of this Rare Opportunity to Make This Property Your Own in the Charming Community of Oakland. Call Today for a Private Showing!!
321 E Gulley Ave, Oakland, FL 34760 is a 3 bedroom, 1 bathroom, 1,515 sqft single-family home built in 1958. It last sold for $530,000 on May 23, 2025 (1% below the $535,000 asking price). It is currently off market. The Trulia Estimate is $399,200, with a rent estimate of $2,275/month.

Home Details for 321 E Gulley Ave

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Dining Room, Florida Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1515 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Phone Available, Sewer Connected, Water ConnectedAppliances: Dryer, Electric Water Heater, Range, RefrigeratorDryerLaundry: Electric Dryer Hookup,Laundry Room,Washer HookupRefrigerator
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
Flooring: Concrete, Linoleum, Hardwood
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Concrete, Linoleum, Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: MembraneExterior: Lighting, StorageFoundation: SlabNo Private Pool
Parking & Garage
Number of Carport Spaces: 1Number of Covered Spaces: 1Has a CarportNo GarageParking Spaces: 1Parking: Carport
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: DirtNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 1

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BlockNot a New ConstructionHas Additional Parcels
Property Information
Parcel Number: 212227611600040Additional Parcels Description: 0

Price & Status

Price
List Price: $535,000
Status Change & Dates
Off Market Date: Sat Apr 26 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: OAKLANDCommunity: OAKLAND HEIGHTS
School Information
Elementary School: Tildenville ElemJr High / Middle School: Lakeview MiddleHigh School: West Orange High

Building

Building Area
Building Area: 1980 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 0.55 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6294066Showing Requirements: Combination Lock Box, Lockbox - CodedUniversal Property Id: US-12095-N-212227611600040-R-N
Last check for updates: about 12 hours ago
Listed by Rebecca Hall, (407) 790-0711
KELLER WILLIAMS WINTER PARK, (407) 545-6430
Bought with: Rebecca Hall, (407) 790-0711, KELLER WILLIAMS WINTER PARK, (407) 545-6430
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6294066
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 321 E Gulley Ave

DatePriceEventSource
05/23/2025$530,000Sold
Stellar MLS #O6294066
05/01/2025$535,000PendingStellar MLS #O6294066
04/25/2025$535,000Listed For SaleStellar MLS #O6294066

Market trends in Winter Garden

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$588K
$4.17KMoM
Sale-to-List Price
98.4%
0.1%MoM
Price per sq ft
$251
$3MoM
Available listings
762
18MoM
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Property Tax and Assessment

Year2024
Tax$5,407
Assessment$357,490
Home facts updated by county records

Comparable Sales for 321 E Gulley Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
310 E Gulley Ave, Oakland, FL
0.06
Single-Family Home
$683,000
04/17/26
3
2
1,763
410 E Gulley Ave, Oakland, FL
0.06
Single-Family Home
$604,000
09/19/25
5
3
2,458
121 W Oakland Ave, Oakland, FL
0.45
Single-Family Home
$390,000
07/31/25
3
1
1,159
413 Macchi Ave, Oakland, FL
0.09
Single-Family Home
$840,000
08/29/25
4
3
3,290
100 Demens St, Oakland, FL
0.26
Single-Family Home
$950,000
09/23/25
4
3
3,025
8 Winters Landing Dr, Oakland, FL
0.21
Single-Family Home
$850,000
05/27/26
4
3
2,850
505 E Gulley Ave, Winter Garden, FL
0.13
Single-Family Home
$850,000
07/01/26
4
3.5
3,399
501 E Oakland Ave, Oakland, FL
0.17
Single-Family Home
$850,000
04/06/26
4
3.5
3,448

Nearby homes

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Assigned Schools

These are the assigned schools for 321 E Gulley Ave.
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 Winter Garden

At least 511 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

  • 47 % 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
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  • 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
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  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
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Homes for sale near 321 E Gulley Ave

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Off Market Homes Near 321 E Gulley Ave

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