WINDERMERE, FL 34786 299 W 4TH AVENUE

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Presented By: UPSIDE REAL ESTATE INC with 407-308-5750. - 407-497-6345
  • MLS# O6357207
  • 11/05/2025
  • Request Tour
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Disclaimer: The information contained in this listing has not been verified by Homepride Group at EXP Realty and should be verified by the buyer.
  • Beds • 4
  • Baths • 3
  • SQFT • 2,410
  • Garage • 3

Home Details

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.
Presented By: UPSIDE REAL ESTATE INC with 407-308-5750. - 407-497-6345

Interior Features for 299 W 4TH AVENUE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths0
Total Baths3

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
BasementCrawl Space
Fireplace FeaturesFamily Room, Wood Burning
Fireplace Y/NYes
FlooringLaminate, Hardwood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesCeiling Fan(s), Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry FeaturesInside, Laundry Room, Upper Level
Total Stories2
Window FeaturesInsulated Windows

General for 299 W 4TH AVENUE

Additional Parcels Y/NNo
Additional RoomsInside Utility
AppliancesCooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Washer
Architectural StyleCraftsman
Attached Garage Yes
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINDERMERE
Community FeaturesGolf Carts OK, Park, Playground, Restaurant, Tennis Court(s)
Construction MaterialsWood Siding
CoolingCentral Air
CountyOrange
DirectionsFrom Main Street go West on 3rd, left on Butler. House on the NE corner of 4th and Butler.
DockY/NNo
Elementary SchoolWindermere Elem
Energy EfficientWindows
Facing DirectionSouth
Flood Zone CodeX
Flood Zone Code XY
Full Baths3
Garage Spaces3
Garage Y/NYes
HeatingCentral, Electric
High SchoolOlympia High
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionPLAT OF WINDERMERE G/36 LOT 320 IN SEC 8-23-28 SW1/4
LevelsTwo
Listing TermsCash, Conventional, VA Loan
Living Area UnitsSquare Feet
Lot Size Square Feet16750
Lot Size UnitsSquare Feet
MLS Area34786 - Windermere
Middle/Junior High SchoolGotha Middle
Minimum LeaseNo Minimum
New ConstructionNo
Occupancy TypeOwner
OwnershipFee Simple
Patio/Porch FeaturesCovered, Front Porch, Rear Porch, Screened
PossessionClose Of Escrow
Property SubtypeSingle Family Residence
Property TypeResidential
RoofShingle
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
SewerSeptic Tank
Standard StatusPending
StatusPending
Subdivision NameWINDERMERE TOWN
Tax Annual Amount10545
Tax Lot320
Tax Year2024
Total Rooms7
UtilitiesBB/HS Internet Available, Electricity Connected
ViewTrees/Woods
Virtual TourClick here
Water Access TypeLake - Chain of Lakes
Water Access Y/NYes
Water View Y/NNo
Year Built1984
ZoningSFR

Exterior for 299 W 4TH AVENUE

Building Area Total3936
Covered Spaces3
Exterior AmenitiesFrench Doors, Private Mailbox
Foundation DetailsCrawlspace
Lot FeaturesCorner Lot, City Lot, Near Golf Course
Lot Size Acres0.38
Lot Size Area16750
Parking FeaturesDriveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage
Private PoolNo
Road Frontage TypeStreet Unpaved
Road ResponsibilityPublic Maintained Road
Road Surface TypeUnimproved, Dirt
SpaNo
VegetationBamboo, Fruit Trees, Oak Trees
Water SourceWell
Waterfront Y/NNo

Additional Details

Price History

Steven Pugh

Broker Associate | Team Leader
Price $895,000
MLS#O6357207
List Date 11/05/2025
Property Type Single Family
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