Recently Viewed Properties
See This Home
Save This Listing
Close

$400,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,435 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 1929 Willow Wood Dr

General

  • Sold For: $400,000
  • HOA FEE: $24/month
  • HOA FEE FREQ.: Annually
  • Taxes: $4,088 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6390719
  • Added to Site: 166 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 11
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Surface Counters, Vaulted Ceiling(s)
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Basketball Court, Park, Playground

Exterior

  • Exterior Features: Irrigation System, Sidewalk
  • Deck/Patio: Rear Porch, Screened
  • Porch/Patio/Deck: Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 34746 - Kissimmee (West of Town)
  • County: Osceola
  • Development Name: 34746 - Kissimmee (West of Town)
  • Subdivision: OAKS 2 THE
  • Driving Directions: John Young Pkwy turn into the Oaks
  • Direction Faces: Northeast

Community

  • Community Name: 34746 - Kissimmee (West of Town)
  • Community Features: Community Boat Ramp, Private Boat Ramp, Deed Restrictions, Golf Carts OK, Golf, Park, Playground, Sidewalks
  • Optional Amenities: Basketball Court, Park, Playground
  • Association: Yes
  • Assoc. Name: Leland Management
  • Assoc. Fees Include: Escrow Reserves Fund

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds, Shades
  • Stories/Levels: Two
  • Square Feet: 2,435
  • Sq. Ft. Source: Public Records
  • Living Area: 2,435 Sq. Ft.
  • Year Built: 1998

Lot Features

  • Property View: Golf Course
  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,055
  • Lot Size: 6055
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Association Fee: $282
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,088
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: THE OAKS PLAT NO. 2 PB 10 PG 62 LOT 225 CARRIED IN 05/26/29
  • Flood Zone Info: X
  • APN: 322529519100012250
  • Property ID: 322529519100012250
  • Block/Lot/Section: 1

Listed by Exp Realty Llc
Sold by Infinity Realty Group Llc

Listing agent

— 1929 Willow Wood Dr —

  • Exp Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1929 Willow Wood Dr

School District:Osceola County School District
NameGradesDistance
Pleasant Hill Elementary School
1801 Jack Calhoun Drive, Kissimmee, FL 34741
PK-51.6 mi
Liberty High School
4250 Pleasant Hill Road, Kissimmee, FL 34746
9-126 mi
Horizon Middle School
2020 Ham Brown Road, Kissimmee, FL 34746
6-82 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 1929 Willow Wood Dr

Date
Details
Price
Change
Source
7/31/2026
Sold
$400,000
-1.21%
MLS
5/22/2026
Price Reduced
$404,900
-2.43%
MLS
4/11/2026
Price Reduced
$415,000
-2.35%
MLS
3/14/2026
Listed
$425,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Exp Realty Llc
Sold by Infinity Realty Group Llc

Similar Properties near 1929 Willow Wood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1868 Monte Cristo Ln, Kissimmee, FL 34758 - Photo 1
$400,000

1868 Monte Cristo Ln  Kissimmee, FL 34758

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,450
    Sq. Ft.
Listed by Lpt Realty, Llc
4706 Cumbrian Lakes Dr, Kissimmee, FL 34746 - Photo 1
$400,000

4706 Cumbrian Lakes Dr  Kissimmee, FL 34746

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 1,902
    Sq. Ft.
Listed by Re/Max Prime Properties
4330 Sunny Creek Pl, Kissimmee, FL 34746 - Photo 1
$399,900

4330 Sunny Creek Pl  Kissimmee, FL 34746

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,357
    Sq. Ft.
Listed by Property Outlet International
4432 Desert Rose Ave, Kissimmee, FL 34746 - Photo 1
$399,900

4432 Desert Rose Ave  Kissimmee, FL 34746

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 1,960
    Sq. Ft.
Listed by Keller Williams Realty At The Parks

Just Listed near 1929 Willow Wood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

5592 Vigo Loop, Saint Cloud, FL 34771 - Photo 1 Just Listed
$519,990

5592 Vigo Loop  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,667
    Sq. Ft.
Listed by Irma Shaffer (407) 748-2930
107 E 13th St, Saint Cloud, FL 34771 - Photo 1 Just Listed
$2,500

107 E 13th St  Saint Cloud, FL 34771

  • Commercial Lease
  • Active
Listed by Commercial Real Estate Prof In
5605 Blowing Wind Pl, Saint Cloud, FL 34771 - Photo 1 Just Listed
$425,000

5605 Blowing Wind Pl  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,875
    Sq. Ft.
Listed by La Rosa Realty Kissimmee
3219 Villa Way Cir, Saint Cloud, FL 34769 - Photo 1 Just Listed
$245,000

3219 Villa Way Cir  Saint Cloud, FL 34769

  • Single Family
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,041
    Sq. Ft.
Listed by Remax Premier Properties

Price Reduced near 1929 Willow Wood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2954 Journey Pl, Saint Cloud, FL 34771 - Photo 1 Price Reduced
-$46,650 (-8.06%)
$532,350

2954 Journey Pl  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,352
    Sq. Ft.
Listed by Donna Ebanks (407) 509-7154
5668 Arborvista Dr, Saint Cloud, FL 34771 - Photo 1 Price Reduced
-$25,000 (-4%)
$600,000

5668 Arborvista Dr  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 2 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 3,617
    Sq. Ft.
Listed by Vastardis Team (407) 947-6264
3158 Whisper Wind Dr, Saint Cloud, FL 34771 - Photo 1 Price Reduced
-$25,000 (-4.35%)
$550,000
Open House

3158 Whisper Wind Dr  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,081
    Sq. Ft.
Listed by Mary Heidrich (407) 493-5336
1623 Cane Bamboo Dr, Saint Cloud, FL 34771 - Photo 1 Price Reduced
-$20,000 (-4.76%)
$399,990

1623 Cane Bamboo Dr  Saint Cloud, FL 34771

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,903
    Sq. Ft.
Listed by Ashton Woods Florida Realty Llc

Recent Sales near 1929 Willow Wood Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1726 Golfview Dr, Kissimmee, FL 34746 - Photo 1 Sold
$385,000

1726 Golfview Dr  Kissimmee, FL 34746

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,196
    Sq. Ft.
Listed by Real Broker, Llc
Sold by Monica Perlas
1729 Golfview Dr, Kissimmee, FL 34746 - Photo 1 Sold
$410,000

1729 Golfview Dr  Kissimmee, FL 34746

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,902
    Sq. Ft.
Listed by Keller Williams Advantage Iii
Sold by Liv Realty Ii Inc.
1714 Golfview Dr, Kissimmee, FL 34746 - Photo 1 Sold
$400,000

1714 Golfview Dr  Kissimmee, FL 34746

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,540
    Sq. Ft.
Listed by 3% Real E$Tate
Sold by Beycome Of Florida Llc
2901 Rambling Oaks Way, Kissimmee, FL 34746 - Photo 1 Sold
$450,000

2901 Rambling Oaks Way  Kissimmee, FL 34746

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 2,862
    Sq. Ft.
Listed by Sonarvi Llc
Sold by Keller Williams Realty Smart 1

1929 Willow Wood Drive, Kissimmee, FL 34746 (MLS# O6390719) is a Single Family property that was sold at $400,000 on July 31, 2026. Want to learn more about 1929 Willow Wood Drive? Do you have questions about finding other Single Family real estate for sale in Kissimmee? You can browse all Kissimmee real estate or contact a Coldwell Banker agent to request more information.