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Property Description
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 any home chef. 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 home's 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, you'll 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, you'll 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 - it's 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. Don't 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!
Full Property Details
Full Property Details for 1108 Riverway Dr
General
- Price: $1,025,000
- HOA FEE: $208/month
- HOA FEE FREQ.: Quarterly
- Taxes: $8,430 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6407380
- Updated: Today (5/14/2026)
- Added to Site: Today
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 9
- Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
- Appliances: Built-In Oven, Cooktop, Dishwasher, Dryer, Microwave, Range Hood, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Laminate, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside
Additional Information
- Shared Amenities: Clubhouse, Park, Playground, Pool
- Security/Safety: Security System Owned
Exterior
- Exterior Features: Sidewalk
- Deck/Patio: Covered, Front Porch, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Front Porch, Rear Porch, Screened
Parking
- Garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: OAKLAND PARK
- Driving 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.
- Direction Faces: North
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Dock, Waterfront, Clubhouse, Dog Park, Golf Carts OK, Park, Playground, Pool
- Optional Amenities: Clubhouse, Park, Playground, Pool
- Association: Yes
- Assoc. Name: LeLand Management/Erin Lewis
- Assoc. Fees Include: Community Pool
- Pet Restrictions: Buyer to verify
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Natural Gas Connected, Public
Structural Information
- Architectural Info: Craftsman
- Architectural Style: Craftsman
- Builder: David Weekley
- Exterior Const.: Block, HardiPlank Type, Wood Frame
- Roof: Shingle
- Windows: Blinds, Shades
- Stories/Levels: Two
- Square Feet: 2,999
- Sq. Ft. Source: Public Records
- Year Built: 2024
Lot Features
- Lot Size (Acres): 0.21
- Lot Size (Sq. Ft.): 9,300
- Lot Size: 9300
- Street/Road Desc.: Paved
Water Features
- Water Front Desc.: Waterfront
Financial Considerations
- Association Fee: $625
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $8,430.09
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: OAKLAND PARK UNIT 7 SOUTH 112/136 LOT 177
- Flood Zone Info: X
- APN: 212227610601770
- Property ID: 212227610601770
Listed by Bhhs Florida Realty
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Schools
Schools serving 1108 Riverway Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Tildenville Elementary School 1221 Brick Road, Winter Garden, FL 34787 | PK-5 | 0.8 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 1.2 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 3.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1108 Riverway Dr
Date
Details
Price
Change
Source
5/14/2026
Listed
$1,025,000
11.58%
MLS
8/30/2024
Sold
$918,600
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1108 Riverway Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,430
132%
$520,029
160%
2024
$3,631
756%
$200,000
736%
2023
$424
—
$23,920
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1108 Riverway Dr
1108 Riverway Drive, Oakland, FL 34787 (MLS# O6407380) is a Single Family property with 5 bedrooms and 3 full bathrooms. 1108 Riverway Drive is currently listed for $1,025,000 and was received on May 14, 2026. Want to learn more about 1108 Riverway Drive? Do you have questions about finding other Single Family real estate for sale in Oakland? You can browse all Oakland real estate or contact a Coldwell Banker agent to request more information.

