To schedule a showing of 1108 Riverway Drive, Oakland, Florida, Call David Shippey at 863-521-4517 TODAY!

$1,025,000 No Recent Price Change
1108 Riverway Drive
Oakland, FL 34787
  • 5Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 2,999SqFt
  • 2024Year Built
  • 0.21Acres
  • MLS# O6407380
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market21 days
  • Area34787 - Winter Garden/oakland
  • CountyOrange
  • Subdivision Oakland Park

Overview

OAKLAND PARK-a Parade of Homes Winning Community! This beautifully designed home (built in 2024) offers the perfect blend of comfort, style, and functionality. Featuring 4 bedrooms, 3 full baths, a LOFT, and an additional flex room with elegant glass FRENCH DOORS ideal for a home OFFICE or study this property is thoughtfully laid out for both everyday living and entertaining. Situated on nearly a quarter-acre lot (.21), there is plenty of room to create your dream backyard oasis, including space for a future POOL. Enjoy the outdoor living area featuring a covered patio with retractable screens for added privacy. The gourmet kitchen is equipped with quartz countertops, a cooktop, built-in oven and microwave, and walk-in pantry, making it both stylish and functional for the chef at heart. The open-concept layout creates a seamless connection between the kitchen, dining, and living spaces, offering an ideal setting for social gatherings and family time. Expansive sightlines and abundant natural light draw your eye through the heart of the home and out to the backyard retreat, creating a beautiful indoor-outdoor flow. Large windows and rear patio access effortlessly blend the living spaces, allowing the backyard to serve as a natural extension of the homes elegant design and entertaining experience. The generously sized DOWNSTAIRS primary suite faces the backyard and offers a spa-like bath complete with a large vanity with dual sinks, a walk-in closet, oversized shower, and private water closet. An additional bedroom, optional 5th bedroom/OFFICE, full bath, spacious laundry room, and storage closets are located on the first level. Upstairs, youll find two additional bedrooms, a full bath, and a loft perfect for relaxing, gaming, or entertaining guests. The long driveway provides ample parking, and the home is surrounded by stunning custom-built residences, adding to the appeal and prestige of the neighborhood. Just a short GOLF CART ride away, youll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home its a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Dont miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!



Agriculture / Farm

Association Fees / Info

Community Features:  Clubhouse, Dock, DogPark, GolfCartsOk, Playground, Park, Pool, Waterfront, Sidewalks

Pets Allowed:  Yes

Hoa Frequency Rate:  625

Association:  Yes

Association Amenities:  Clubhouse, Playground, Park, Pool

Hoa Fees Frequency:  Quarterly

Association Fee Includes:  Pools

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Window Features:  Blinds, WindowTreatments

Roof:  Shingle

Builder:  David Weekley

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Craftsman

Pool Features:  Association, Community

Patio:  RearPorch, Covered, FrontPorch, Screened

Fees / Restrictions

Financial

Original Price:  $1,025,000

Garage / Parking

Parking Features:  Driveway

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Carpet, Laminate, Tile

Levels:  Two

Laundry Features:  Inside

Interior Features:  CeilingFans, EatInKitchen, MainLevelPrimary, OpenFloorplan, StoneCounters, WalkInClosets, Loft

Appliances:  BuiltInOven, Cooktop, Dryer, Dishwasher, Microwave, Refrigerator, RangeHood, Washer

Lot Info

Direction Remarks:  From Windermere, head west on highway 50. Turn right onto Tilden Oaks Trail, left onto Eaglecrest Dr. Take a left and an immediate right onto Riverway. Home is on the left.

Lot Size Units:  Acres

Lot Size Acres:  0.21

Lot Sqft:  9,300

Vegetation:  PartiallyWooded

Lot Desc:  Landscaped

Misc

Other

Special Conditions:  None

Security Features:  SecuritySystemOwned

Other Rooms Info

Property Info

Section:  21

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, HardiplankType, WoodFrame

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  9

Sqft Info

Sqft:  2,999

Bulding Area Sqft:  3,951

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  177

Tax Legal Description:  OAKLAND PARK UNIT 7 SOUTH 112/136 LOT 177

Tax Annual Amount:  8430.09

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  NaturalGasConnected, MunicipalUtilities

Waterfront / Water

Directions

From Windermere, head west on highway 50. Turn right onto Tilden Oaks Trail, left onto Eaglecrest Dr. Take a left and an immediate right onto Riverway. Home is on the left.

This listing courtesy of Bhhs Florida Realty 

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On davidshippey.com since Thu, May 14th 2026
No Property History recorded for this listing.

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If you have any questions on 1108 Riverway Drive, Oakland, Florida, please call David Shippey at 863-521-4517.


MLS# O6407380 located at 1108 Riverway Drive, Oakland, Florida is brought to you by David Shippey REALTOR®

1108 Riverway Drive, Oakland, Florida has 5 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 1108 Riverway Drive, Oakland, Florida is O6407380.
The price for 1108 Riverway Drive, Oakland, Florida is $1,025,000.
The status of 1108 Riverway Drive, Oakland, Florida is Active.
The subdivision of 1108 Riverway Drive, Oakland, Florida is Oakland Park.
The home located at 1108 Riverway Drive, Oakland, Florida was built in 2026.