1108 Riverway Drive, FL
Stellar MLS

$1,025,000

1108 Riverway Drive

Oakland, FL 34787

Listing updated: May 26, 2026 at 9:21 PM ET

Active
5
Beds
3
Baths
2,999
Sq Ft
0.21
Acres
2024
Built
$342/sqft
Single Family Residence

Property type

2024

Year built

9,300 sqft

Lot size

$342

Price / sq ft

$208/mo

HOA dues

12

Days on market

2

Garage spaces

X

Flood zone

About this home

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!

Estimated monthly payment

Principal & interest$5,183
Property taxes$703
Home insurance (est.)$470
HOA dues$208

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history12 days on market

  1. Status: Active
    May 14, 2026
  2. Listed$1,025,000
    May 14, 2026
  3. Price increased$1,025,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
12
Subdivision
Oakland Park
County
Orange
Year built
2024
Living area
2,999 sq ft
Price/sq ft
$342
Building area
3,951 sq ft (Public Records)
Lot size
9,300 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0215H)
Garage
2 spaces
Annual taxes
$8,430 (2025)
Parcel #
21-22-27-6106-01-770
Zoning
PUD
MLS #
O6407380

Ask about this home

Have a question? Ask the broker directly.

Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.

Your question is private and goes only to Ryan — it is never published on this page.

Interior Details

Bedrooms
5
Full bathrooms
3
Flooring
Carpet, Laminate, Tile
Appliances
Built-In Oven, Cooktop, Dishwasher, Dryer, Microwave, Range Hood, Refrigerator, Washer
Interior features
Ceiling Fans(s), Eat-in Kitchen, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
Laundry
Inside
Stories / Levels
Two
Direction faces
North

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
No
Parking features
Driveway

HOA & Financial

HOA fee
$625 / Quarterly
Monthly HOA
$208/mo
Total monthly fees
$208/mo
Total annual fees
$2,500
HOA name
LeLand Management/Erin Lewis
CDD
No
Homestead exemption
Yes
Min lease term
8-12 Months
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Buyer to verify
Approval process
Buyer to verify

Exterior & Construction

Exterior features
Sidewalk
Construction materials
Block, HardiPlank Type, Frame
Roof
Shingle
Foundation
Slab
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Natural Gas Connected, Public

Community

Pets allowed
Yes

Room Details

RoomLevelDimensions
Bedroom 5First12x11
Bedroom 4First12x15
Primary BedroomFirst13x20
Living RoomFirst14x22
KitchenFirst12x18
LaundryFirst12x6
LoftSecond26x21
Bedroom 3Second13x16
Bedroom 2Second12x14

Listing Details

Listing date
2026-05-14
On market date
2026-05-14
Original list price
$1,025,000
Occupant type
Owner
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Orlando Regional
Status changed
2026-05-14
Tax legal description
OAKLAND PARK UNIT 7 SOUTH 112/136 LOT 177

Flood risk

Minimal riskFEMA Zone XPanel 12095C0215H

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

Property sale history

Public records

1108 RIVERWAY DR, Oakland 34787

  • Aug 2024$918,600

2,999 sq ft · Built 2024 · 0.2135 acres

Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.

More homes like this

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively 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.

Based on information submitted to the MLS GRID as of May 26, 2026 at 9:21 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA