505 E GULLEY AVENUE, Oakland, FL, 34787 | $885,000

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!

Features

  • Rooms: 10
  • Bedrooms: 4
  • Baths: 3 full / 1 half
  • Laundry: Inside, Laundry Room
  • Year Built: 2006
  • Garage: 3-car Driveway, Garage Door Opener, On Street
  • Heating: Central, Electric, Zoned
  • Cooling: Central Air, Zoned
  • Approx Sq. Feet: 3,399
  • Acreage: 0.3
  • Est. Taxes: $6,649
  • HOA Fee: $220 Quarterly
  • Lot Desc: City Lot, In County, Landscaped, Oversized Lot, Sidewalk
  • View: Garden, Pool, Trees/Woods
  • Elem. School: Tildenville Elem
  • Middle School: Lakeview Middle
  • High School: West Orange High
  • Pool: Child Safety Fence, Gunite, Heated, In Ground, Pool Sweep, Screen Enclosure
  • Pet Policy: Cats OK, Dogs OK
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator, Water Softener
  • MLS#: O6400317
  • Days on Market: 26 days
  • Website: https://www.raveis.com
    /prop/O6400317/505egulleyavenue_oakland_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 5/21/2026 12:11:15 AM)
Listing courtesy of CLOCK TOWER REALTY   Phone: 407-832-7332

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Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
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505 E GULLEY AVENUE, Oakland, FL, 34787

$885,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $708,000 $708,000 $708,000
Term 360 months 360 months 180 months
Initial Interest Rate** 6.125% 6.375% 6.125%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.399% 6.499% 6.309%
Monthly Tax Payment $554 $554 $554
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $4,302 $4,417 $6,022
Total Monthly Payment $4,948 $5,063 $6,668

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.