505 E GULLEY AVENUE, OAKLAND, Orange, Residential
- $885,000
Overview
- Single Family Residence
- 4
- 3.5
- 3
- 3399 Square Feet
Description
One or more photo(s) has been virtually staged. Welcome to this truly exceptional home offering space,flexibility, & an unbeatable location!This beautiful,expansive residence features 4 spacious bedrooms,3.5 bathrooms,plus a versatile upstairs BONUS ROOM that can easily serve as a 5th bedrm—complete with closet & half bath already pre-plumbed for a full bathroom conversion.Enjoy breathtaking sunset views right from this elevated retreat.This home features a rare & highly desirable MOTHER-IN-LAW SUITE,complete with its own KITCHENETTE & ADA-compliant BATHROOM—ideal for multi-generational living or guest privacy.The 2nd bedroom conveniently connects to the kitchenette,enhancing the suite’s functionality.A 3rd bedrm,currently used as a home office,located near an adjacent bathroom that also provides direct access to the pool area.SPACIOUS PRIMARY suite serves as a private retreat,featuring an ensuite bathroom with dual sinks,a relaxing soaking tub& large walk-in closet.At the front of the home,a formal living & dining area offers versatile space that can easily serve as a den,library, or flex rm to suit your needs.The kitchen has 42″ SOLID WOOD cabinets,granite counter tops & is equipped with NEW APPLIANCES 2025,including induction cooktop that heats water in 3 minutes,convection oven & the rare convenience of TWO dishwashers—one being a quiet Bosch,ideal for large families or entertaining.The great rm features a cozy WOOD BURNING FIREPLACE & opens to your own private Florida oasis.Step outside to a HEATED, screen-enclosed POOL & SPA(pool heater installed in 2025, screen enclosure 2020),creating the perfect setting for year-round enjoyment.The expansive pool deck extends your living space outdoors,ideal for relaxing or entertaining.Beyond the pool,the private,partially fenced backyard offers additional space to unwind,accented by tranquil bamboo that sways in the breeze creating a peaceful atmosphere.The home backs to a State of Florida wildlife ravine,providing serene views of native birds,lush greenery& natural surroundings—your own quiet retreat right at home!The home boasts 2 AC zones for superior energy conservation:Both AC units are new in the last 5 years & maintained twice a year.NEW, OVERSIZED DOUBLE PANE WINDOWS throughout lower level are only a few months old, allowing for gorgeous VIEWS.NEW ROOF 2022.NEW, LARGE HYBRID WATER HEATER installed 2024,water Softener included.Complete with a 3 CAR GARAGE.LOCATION,LOCATION truly sets this home apart. Situated in a GOLF CART- FRIENDLY community,you’ll have direct access to the vibrant charm of DOWNTOWN WINTER GARDEN,just 2 miles away. Enjoy the award-winning Winter Garden Farmers Market,along with popular dining,shopping, & year-round events.Outdoor enthusiasts will love being just steps from the scenic 22-mile West Orange Trail,perfect for biking, jogging or leisurely strolls.Nearby,the quaint & historic charm of Downtown Oakland,the scenic waterfront dock on Tubb Street & nearby Oakland Nature Preserve,offer even more to explore.Publix,Aldi,Winter Garden Village Mall,MAJOR ROADWAYS & highways are all nearby.The Turnpike is minutes away.EASY ACCESS to the Theme parks, 20 minutes to Downtown Orlando and Orlando Intl Airport 30 minutes away.With only 58 homes,this quiet street offers a true sense of community.Residents enjoy friendly neighbors,regular patrols from the nearby police department & proximity to the fire station & Oakland Charter School(priority enrollment for Oakland residents).This is more than a home—it’s a lifestyle!
Address
Open on Google Maps-
Address: GULLEY
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City: OAKLAND
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State/county: Orange
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Zip/Postal Code: 34787
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Area: WINTERS LNDG PH 01 A D F & G
Details
Updated on May 20, 2026 at 2:56 pm-
Property ID O6400317
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Price $885,000
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Property Size 3399 Square Feet
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Land Area 0.3 Square Feet
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Bedrooms 4
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Bathrooms 3.5
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Garages 3
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Year Built 2006
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Type Single Family Residence
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Property Status Residential
Additional details
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AssociationFee 220
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AssociationFeeFrequency Quarterly
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AssociationFeeIncludes Manager
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BathroomsFull 3
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BathroomsHalf 1
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BuilderName David Weekley
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BuildingAreaTotal 4307
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CommunityFeatures Deed Restrictions, Playground, Sidewalks
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ConstructionMaterials Block, Stucco
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ContractStatusChangeDate 2026-04-24
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Cooling Central Air, Zoned
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CoveredSpaces 3
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CumulativeDaysOnMarket 26
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DaysOnMarket 26
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DirectionFaces South
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Directions From Downtown Winter Garden Plant St, straight approximately 2 miles to Winters Landing. Right on Winters Landing Dr, Left on E Gulley. Home will be on your right. From Highway 50 to Tildenville School Rd, Left on Oakland Ave. Right on Winters Landing Drive, Left on E Gulley. Home will be on your right.
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ElementarySchool Tildenville Elem
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Fencing Fenced, Vinyl
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FireplaceFeatures Family Room, Wood Burning
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Flooring Carpet, Ceramic Tile
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FoundationDetails Slab
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Furnished Unfurnished
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Heating Central, Electric, Zoned
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HighSchool West Orange High
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InternetAddressDisplayYN 1
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InternetAutomatedValuationDisplayYN 1
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InternetConsumerCommentYN 1
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InternetEntireListingDisplayYN 1
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LaundryFeatures Inside, Laundry Room
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LeaseConsideredYN 1
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Levels Two
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ListAOR Orlando Regional
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ListAgentAOR Orlando Regional
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ListAgentEmail sandemailfl@aol.com
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ListAgentFullName Sandy Jones
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ListAgentKey 90b367ff4218d8f92a0fb8ab9472512b
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ListAgentMlsId 261090828
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ListAgentPreferredPhone 407-929-7999
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ListOfficeKey f80b1285ca56e5f403d6929d19a59b00
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ListOfficeMlsId 261014172
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ListOfficeName CLOCK TOWER REALTY
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ListOfficePhone 407-832-7332
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ListingContractDate 2026-04-24
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ListingKey 05f3c2ddfb748bbfc3868cd19c422434
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ListingTerms Cash, Conventional, FHA, VA Loan
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LivingAreaSource Appraiser
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LotFeatures City Lot, In County, Landscaped, Oversized Lot, Sidewalk
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LotSizeArea 12877
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LotSizeSquareFeet 12877
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MLSAreaMajor 34787 - Winter Garden/Oakland
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MiddleOrJuniorSchool Lakeview Middle
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MlsStatus Active
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ModificationTimestamp May 20, 2026 at 12:44pm
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OnMarketDate 2026-04-24
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OriginalEntryTimestamp April 24, 2026 at 07:53pm
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OriginalListPrice 899000
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OriginatingSystemKey stellar
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OriginatingSystemName Stellar MLS
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OtherStructures Shed(s)
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Ownership Fee Simple
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ParcelNumber 212227940100220
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ParkingFeatures Driveway, Garage Door Opener, On Street
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PatioAndPorchFeatures Covered, Deck, Enclosed, Front Porch, Porch, Rear Porch, Screened
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PetsAllowed Cats OK, Dogs OK
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PhotosChangeTimestamp April 30, 2026 at 07:37pm
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PhotosCount 78
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PoolFeatures Child Safety Fence, Gunite, Heated, In Ground, Pool Sweep, Screen Enclosure
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PostalCode 34787
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PostalCodePlus4 3063
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PriceChangeTimestamp May 20, 2026 at 12:44pm
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PropertyCondition Completed
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RoadFrontageType Street Paved
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RoadSurfaceType Paved, Asphalt
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Roof Shingle
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RoomsTotal 10
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SecurityFeatures Smoke Detector(s)
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Sewer Septic Tank
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SourceSystemKey 788042623
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SpaFeatures Heated
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SpecialListingConditions None
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StateOrProvince FL
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StatusChangeTimestamp April 24, 2026 at 07:53pm
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StoriesTotal 2
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StreetDirPrefix E
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StreetName GULLEY
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StreetNumber 505
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StreetNumberNumeric 505
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StreetSuffix AVENUE
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TaxAnnualAmount 6648.74
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TaxBlock 0
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TaxBookNumber 60-17
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TaxLegalDescription WINTERS LANDING PHASE 1 60/17 LOT 22
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TaxLot 22
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TaxYear 2025
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Utilities BB/HS Internet Available, Electricity Available, Electricity Connected, Street Lights, Underground Utilities, Water Connected
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View Garden, Pool, Trees/Woods
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WaterSource Public
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WindowFeatures Double Pane Windows
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Zoning R-1A
Features
- Ceiling Fan(s)
- Dishwasher
- Disposal
- Eating Space In Kitchen
- Electric Water Heater
- Garage Attached
- Has a View
- Has Cooling System
- Has Fireplace
- Has Garage
- Has Heating System
- Has Pool
- High Ceilings
- Home Owners Association
- Irrigation System
- Kitchen/Family Room Combo
- Lighting
- Microwave
- Open Parking
- Primary Bedroom Main Floor
- Private Mailbox
- Rain Gutters
- Range
- Refrigerator
- Sidewalk
- Sliding Doors
- Solid Wood Cabinets
- Spa
- Split Bedroom
- Stone Counters
- Storage
- Walk-In Closet(s)
- Water Softener
360° Virtual Tour
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