505 E Gulley Avenue Oakland, FL 34787
Pending MLS# O6400317
4 beds 4 baths 3,399 sq ft Single Family
Details for 505 E Gulley Avenue
MLS# O6400317
Description for 505 E Gulley Avenue, Oakland, FL, 34787
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. **$10,000 towards closing costs**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 KITCHENETTE & ADA-compliant BATHROOM—ideal for multi-generational living or guest privacy.The 2nd bedrm 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 heats water in 3 minutes,convection oven & the rare convenience of 2 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 Theme parks, 20 minutes to Downtown Orlando & 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!
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 4
Bathrooms: 4
Lot Size: 0.30 Acres
Square Feet: 3,399 sq ft
Year Built: 2006
Garage: Yes
Stories: 2 Story
Construction: Block,Stucco
Construction Display: New Construction
Subdivision: Winters Lndg Ph 01 A D F & G
Builder: David Weekley
Foundation: Slab
County: Orange
Construction Status: New Construction
School Information
Elementary: Tildenville Elem
Middle: Lakeview Middle
High: West Orange High
Room Information
Main Floor
Primary Bedroom: 13x23
Dining Room: 13x10
Living Room: 13x11
Great Room: 21x17
Dinette: 11x11
Kitchen: 12x15
Bedroom 4:
Bedroom 3: 14x10
Bedroom 2: 11x10
Upper Floor
Bonus Room: 18x21
Bathrooms
Full Baths: 3
1/2 Baths: 1
Additonal Room Information
Laundry: Laundry Room, Inside
Interior Features
Appliances: Electric Water Heater, Water Softener, Range, Refrigerator, Microwave, Dishwasher, Disposal
Flooring: Carpet,Ceramic Tile
Doors/Windows: Double Pane Windows
Fireplaces: Wood Burning, Family Room
Additional Interior Features: Eat-In Kitchen, Split Bedrooms, Walk-In Closet(s), Ceiling Fan(s), Built-in Features, High Ceilings, Separate/Formal Dining Room, Separate/Formal Living Room, Stone Counters, Wood Cabinets, Kitchen/Family Room Combo, Main Level Primary
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Electricity Available,Electricity Connected,High Speed Internet Available,Underground Utilities,Water Connected
Cooling: Ceiling Fan(s), Zoned, Central Air
Heating: Zoned, Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: on street, driveway, Garage, Garage Door Opener
Roof: Shingle
Pool: Heated, Other, Pool Sweep, Screen Enclosure, In Ground, Gunite
Lot View: Garden,Pool,Trees/Woods
Fencing: Vinyl, fenced
Additional Exterior/Lot Features: Rain Gutters, Sprinkler/Irrigation, Lighting, Storage, Covered, Deck, Porch, Enclosed, Screened, Rear Porch, Front Porch, Landscaped, City Lot, Oversized Lot, Outside City Limits
Out Buildings: Shed(s)
Community Features
Community Features: Street Lights, Playground, Sidewalks
Security Features: Smoke Detector(s)
HOA Dues Include: Association Management
Homeowners Association: Yes
HOA Dues: $220 / Quarterly
Driving 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.
Financial Considerations
Terms: Cash,Conventional,FHA,VA Loan
Tax/Property ID: 21-22-27-9401-00-220
Tax Amount: 6648.74
Tax Year: 2025
A broker reciprocity listing courtesy: CLOCK TOWER REALTY
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Sales History & Tax Summary for 505 E Gulley Avenue
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 505 E Gulley Avenue
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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