Back 1108 Riverway Drive
Off Market

1108 Riverway Drive

Oakland FL 34787

5
3
2
3951 sq. ft.
9300 sq. ft.
Single-Family
Last sold for $1,025,000
Ashley BoydAshley Boyd, last sold this property on 15 July 2026 after 61 days on market.

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 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!

Features

5 bedrooms
3 bathrooms
2 carspaces
2 garage spaces
3951 sq. ft. floor area
9300 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Oakland over the last 12 months, the estimated median property value of 1108 Riverway Drive is $846.83k.

Median value
$846.83k
Estimated value range
$479k - $3.8m
Median days on market
48
Estimated value trend
4%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Oakland. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1108 Riverway Drive

2026
Sold
$1,025,000
15 Jul 2026 by Ashley Boyd, of BHHS FLORIDA REALTY

Happy sellers in Oakland

86%
86% of sellers in Oakland reported that their sale price either exceeded or met their price expectations.

Oakland stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 44 reviews in Oakland over the last 12 months.

Local market activity for 5 bedroom single-family properties in Oakland

In the last 12 months, 380 five-bedroom single-family properties similar to 1108 Riverway Drive, have been sold.

This represents a 1% decrease in five-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Oakland

or
Skip the list and find your ideal agent to sell your propertyFind My Agent
© 2026 RateMyAgent