1929 Willow Wood Drive, FL
Stellar MLS

$404,900

1929 Willow Wood Drive

Kissimmee, FL 34746

Listing updated: June 3, 2026 at 6:24 PM ET

Pending
4
Beds
3
Baths
2,435
Sq Ft
0.14
Acres
1998
Built
Water view$166/sqft
Single Family Residence

Property type

1998

Year built

6,055 sqft

Lot size

$166

Price / sq ft

$24/mo

HOA dues

81

Days on market

2

Garage spaces

X

Flood zone

About this home

Under contract-accepting backup offers. PRICE IMPROVEMENT! Welcome to life in The Oaks, one of Kissimmee’s most desirable golf course communities, where incredibly low HOA fees give you access to standout amenities including parks, recreational areas, and a private boat ramp to Lake Tohopekaliga. Whether you enjoy boating, fishing, or simply love the idea of living in a scenic community with golf course surroundings, this home offers a rare opportunity to enjoy it all. Perfectly positioned on the 12th hole, this beautiful two-story home captures peaceful golf course and water views that create a relaxing Florida backdrop from both inside and out. Step through the front door and you are welcomed by soaring vaulted ceilings and an abundance of natural light that make the home feel open, airy, and inviting. The formal living and dining areas offer plenty of space for gatherings and entertaining, while the layout flows naturally into the heart of the home. The updated kitchen features granite countertops, stainless steel appliances, and a spacious island that is perfect for everyday living, morning coffee, or casual meals with family and friends. Just beyond the kitchen, the family room is warm and welcoming, with large windows across the back of the home that frame tranquil views of the fairway and pond beyond. The first-floor primary suite offers privacy and comfort, complete with an ensuite bath featuring double sinks, a soaking tub, and a separate shower. Upstairs, you will find two additional bedrooms, a cozy loft area overlooking the living space below, and a flexible bonus room that can easily function as a fourth bedroom, home office, playroom, or media room. Step outside to the screened porch and take in the beautiful golf and water views, where quiet mornings and relaxing evenings truly capture the best of Florida living. With its prime location on the 12th hole, private access to Lake Toho, low HOA fees, and spacious interior layout, this home offers the perfect blend of lifestyle, comfort, and value in a well-established Kissimmee community.

Estimated monthly payment

Principal & interest$2,047
Property taxes$341
Home insurance (est.)$186
HOA dues$24

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 history81 days on market

  1. Status: Pending
    Jun 3, 2026
  2. Listed$425,000
    Mar 14, 2026
  3. Price reduced$404,900

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Pending
Days on market
81
Subdivision
Oaks 2 The
County
Osceola
Year built
1998
Living area
2,435 sq ft
Price/sq ft
$166
Building area
3,001 sq ft (Public Records)
Lot size
6,055 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12097C0235G)
Garage
2 spaces
Annual taxes
$4,088 (2025)
Parcel #
32-25-29-5191-0001-2250
Zoning
OPUD
MLS #
O6390719

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Interior Details

Bedrooms
4
Full bathrooms
2
Half bathrooms
1
Flooring
Ceramic Tile, Laminate
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Interior features
Cathedral Ceiling(s), Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Vaulted Ceiling(s)
Laundry
Laundry Room
Stories / Levels
Two
Direction faces
Northeast

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Driveway, Garage Door Opener

HOA & Financial

HOA fee
$282 / Annually
Monthly HOA
$24/mo
Total monthly fees
$24/mo
Total annual fees
$282
HOA name
Leland Management
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
No

Exterior & Construction

Exterior features
Sidewalk
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Water view
Yes
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Public

Community

Pets allowed
Cats OK, Dogs OK

Room Details

RoomLevelDimensions
Bedroom 2Second13x10
Bedroom 3Second15x10
DenSecond13x13
Dining RoomFirst13x9
Family RoomFirst17x16
KitchenFirst14x13
Living RoomFirst13x12
Primary BathroomFirst11x11
Primary BedroomFirst17x13
DinetteFirst10x9
Balcony/Porch/LanaiFirst10x9

Listing Details

Listing date
2026-03-13
On market date
2026-03-14
Original list price
$425,000
Occupant type
Owner
MLS area
34746 - Kissimmee (West of Town)
Listing AOR
Orlando Regional
Status changed
2026-06-03
Tax legal description
THE OAKS PLAT NO. 2 PB 10 PG 62 LOT 225 CARRIED IN 05/26/29

Flood risk

Minimal riskFEMA Zone XPanel 12097C0235G

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

John Young Pkwy turn into the Oaks

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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 June 3, 2026 at 6:24 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