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!
Property Details
Price:
$1,025,000
MLS #:
O6407380
Status:
Active
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKLAND PARK
Neighborhood:
34787wintergardenoakland
Listed Date:
May 14, 2026
Finished Sq Ft:
2,999
Total Sq Ft:
3,951
Lot Size:
9,300 sqft / 0.21 acres (approx)
Year Built:
2024
See this Listing
Schools
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Dryer, Microwave, Range Hood, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Laminate, Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
Laundry Features
Inside
Levels
Two
Exterior
Architectural Style
Craftsman
Association Amenities
Clubhouse, Park, Playground, Pool
Community Features
Dock, Waterfront, Clubhouse, Dog Park, Golf Carts OK, Park, Playground, Pool
Construction Materials
Block, HardiPlank Type, Wood Frame
Covered Spaces
2
Direction Faces
North
Exterior Features
Sidewalk
Garage Spaces
2
Lot Features
Landscaped
Open Parking YN
1
Parking Features
Driveway
Patio And Porch Features
Covered, Front Porch, Rear Porch, Screened
Roof
Shingle
Security Features
Security System Owned
Waterfront Features
Waterfront
Window Features
Blinds, Shades
Financial
HOA Fee
$625
HOA Fee Frequency
Quarterly
HOA Includes
Community Pool
HOA Name
LeLand Management/Erin Lewis
HOA Phone
407-409-8594
Tax Year
2025
Taxes
$8,430
Map
Community
- Address1108 RIVERWAY DRIVE OAKLAND FL
- SubdivisionOAKLAND PARK
- CityOAKLAND
- CountyOrange
- Zip Code34787
Subdivisions in OAKLAND
- BRILEY FARM
- GROVE AT THE HARVEST DISTRICT
- HULL ISLAND
- HULL ISLAND AT OAKLAND
- HULL ISLAND/OAKLAND
- JOHNS COVE 43/104
- JOHNS LANDING
- JOHNS LANDING PH 01 44/47
- JOHNS LANDING PH 02 48 138
- JOHNS LANDING PHASE 1
- LONGLEAF/OAKLAND REP
- OAKLAND
- OAKLAND HEIGHTS
- OAKLAND PARK
- OAKLAND PK UN 7 NORTH
- OAKLAND TOWN
- OAKLAND TRAILS
- OAKLAND TRAILS PH 1
- OAKLAND TRAILS PH 2
- OAKLAND TRLS PH 1
- OAKLAND TRLS PH 2
- SOUTHERN OAKS AT OAKLAND SHORES
- THE GROVE
- THE GROVE AT OAKLAND
- TOWN/OAKLAND
- W 150 FT OF N 180 FT OF SW1¼ OF SW1¼
Market Summary
Current real estate data for Single Family in OAKLAND as of May 15, 2026
28
Single Family Listed
73
Avg DOM
366
Avg $ / SqFt
$1,236,978
Avg List Price
Property Summary
- Located in the OAKLAND PARK subdivision, 1108 RIVERWAY DRIVE OAKLAND FL is a Single Family for sale in OAKLAND, FL, 34787. It is listed for $1,025,000 and features 5 beds, 3 baths, and has approximately 2,999 square feet of living space, and was originally constructed in 2024. The current price per square foot is $342. The average price per square foot for Single Family listings in OAKLAND is $366. The average listing price for Single Family in OAKLAND is $1,236,978. To schedule a showing of MLS#o6407380 at 1108 RIVERWAY DRIVE in OAKLAND, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of BHHS FLORIDA REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1108 RIVERWAY DRIVE
OAKLAND, FL
