Movoto Real Estate
Sold on 12/12/2025
  • Map Image
  • Map Image
  • Map Image

299 W 4th Ave, Windermere, FL 34786

  • $862,000

    Last sold 12/12/2025 after 37 Days

  • 4

    bed

  • 3

    bath

  • 2,410

    Sqft ($358/Sqft)

House not for sale
Movoto is helping 21 homebuyers near you

About 299 W 4th Ave

Property type House
Neighborhood
Year built 1984
HOA fee $0/month
Lot size 0.38 Acre
Movoto estimate
Parking 3 garage spaces
Property description
This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, relax, and enjoy the neighborhood setting. Step inside to original wood floors that extend throughout the main living areas, enriching the home with warmth and timeless appeal. The family room centers around a charming wood-burning fireplace, surrounded by newly installed windows (2020) that fill the space with natural light. French doors open to a large screened porch — an ideal spot for morning coffee, outdoor dining, or unwinding beneath the shade of mature trees. The island kitchen features granite countertops and generous workspace for cooking and entertaining. The first floor includes a full bedroom and bath, perfect for guests or a home office. Upstairs, the spacious primary suite offers a peaceful retreat, joined by two additional bedrooms and the convenience of a second-floor laundry room. New Septic and drain field 2020, A/C 2024, Well re-sleaved and new pump 2024. A partially air-conditioned, three-car garage provides excellent storage and space for vehicles, golf carts, or weekend adventure gear. Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience.
Listed by
Listing Agent - Judy Black
Listing Agent Contact: 407-497-6345
Listing Office - UPSIDE REAL ESTATE INC
Source: Stellar MLS mls logo
MLS#O6357207 • last updated 7 months ago
Movoto checked Stellar MLS for data 11 minutes ago
Overview
Cooling/AC Central Air
Levels/Style 2, Two, Craftsman
Type Residential
Virtual Tour N/A
SubType Single Family Residence
Status Sold
MLS # O6357207
SqFt 2410
Lot Size (Acres) 0.38
Lot Size (SqFt) 16750
Property Tax 10545
Year Built 1984
Interior
Total # Bathrooms 3
# Full Baths 3
# Bedrooms 4
Total # of Rooms 7
Interior Features Ceiling Fans(s), Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
Exterior
Exterior French Doors, Private Mailbox
Roof Shingle
Construction Wood Siding
Foundation Crawlspace
# Garage Spaces 3
Amenities / Utilities
Utilities Desc BB/HS Internet Available, Electricity Connected
Green Features: Energy Efficient Windows
Sewer Septic Tank
Location
View Trees/Woods
County Orange
Community Features Golf Carts OK, Park, Playground, Restaurant, Tennis Court(s)
Subdivision WINDERMERE TOWN
Elementary School Windermere Elem
Middle School Gotha Middle
High School Olympia High
APN 17-23-28-9336-03-200
Zoning SFR
Lot/ Land Details
Road Surface Type Dirt
Road Responsibility Public Maintained Road
$861K
Range: $792K-$929K
Last 30 days 
  • Jan 2026
    Public Records
  • Jan 9, 2026 Sold
    $862,000
  • Jan 2026
    mls logo MLS # O6357207
  • Jan 8, 2026 Sold
    $862,000 (-3.7%)
  • Dec 13, 2025 Pending
  • Nov 5, 2025 Listed
    $895,000 (+37.7%)
  • Jan 2025
    Public Records
  • Jan 6, 2025 Sold
    $650,000 (+52.9%)
  • Apr 2019
    Public Records
  • Apr 22, 2019 Sold
    $425,000
  • Apr 2019
    mls logo MLS # O5747950
  • Apr 21, 2019 Sold
    $425,000 (-5.6%)
  • Mar 7, 2019 Pending
  • Feb 12, 2019 Price Change
    $450,000 (-5.3%)
  • Feb 1, 2019 Price Change
    $475,000 (-5.0%)
  • Dec 29, 2018 Price Change
    $499,999 (-4.8%)
  • Dec 13, 2018 Price Change
    $525,000 (-4.5%)
  • Nov 20, 2018 Listed
    $549,900
  • 299 W 4th Ave
    $862K
  • Lake Butler
    $1.65M
  • 34786
    $930K -6% y/y
  • Windermere
    $930K -6% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
325 Butler St, Windermere, FL 34786 $1,327,000 4/3 3,068 0.02
405 Butler St, Windermere, FL 34786 $1,174,000 3/— 2,895 0.03
336 Forest St, Windermere, FL 34786 $1,288,000 4/3 3,097 0.03
315 Butler St, Windermere, FL 34786 $1,177,000 4/3 2,230 0.04
328 Forest St, Windermere, FL 34786 $1,140,000 3/2 2,988 0.04
307 W 4th Ave, Windermere, FL 34786 $1,152,000 4/3 3,190 0.04
326 Butler St, Windermere, FL 34786 $1,454,000 3/— 2,937 0.05
415 Butler St, Windermere, FL 34786 $1,942,000 5/4 4,269 0.05

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

Thinking of selling? Get a Cash Offer.

  • A smooth, fast sale
  • Skip staging and repairs
  • No strings attached
10/10
8/10
5/10
6/10
Source: GreatSchools.org © 2026. All rights reserved.

Around Lake Butler

Explore everything this neighborhood has to offer.
By entering my info and clicking Ask a Question below, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Nearby recently sold homes in Windermere, FL

Nearby homes for sale in Windermere, FL

Newest listings in 34786

  • Real Estate
  • FL
  • Orange County
  • Windermere
  • 34786
  • 299 W 4th Ave
Meet with a real estate agent today (844) 430-0869
The multiple listing information is provided by Stellar MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is 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. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
Stellar MLS
The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.