299 W 4th Ave Mount Dora, FL 32757
Estimated payment $5,568/month
Highlights
- Access To Chain Of Lakes
- Oak Trees
- Craftsman Architecture
- Windermere Elementary School Rated A
- View of Trees or Woods
- Vaulted Ceiling
About This Home
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.
Listing Agent
UPSIDE REAL ESTATE INC Brokerage Phone: 407-497-6345 License #329124 Listed on: 11/07/2025
Co-Listing Agent
UPSIDE REAL ESTATE INC Brokerage Phone: 407-497-6345 License #3209990
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $10,545
Year Built
- Built in 1984
Lot Details
- 0.38 Acre Lot
- Dirt Road
- South Facing Home
- Corner Lot
- Oak Trees
- Bamboo Trees
- Fruit Trees
Parking
- 3 Car Attached Garage
- Side Facing Garage
- Garage Door Opener
- Driveway
- Golf Cart Garage
Home Design
- Craftsman Architecture
- Shingle Roof
- Wood Siding
Interior Spaces
- 2,410 Sq Ft Home
- 2-Story Property
- Vaulted Ceiling
- Ceiling Fan
- Wood Burning Fireplace
- Insulated Windows
- French Doors
- Family Room with Fireplace
- Living Room
- Inside Utility
- Views of Woods
- Crawl Space
Kitchen
- Cooktop
- Microwave
- Dishwasher
- Stone Countertops
- Solid Wood Cabinet
- Disposal
Flooring
- Wood
- Laminate
Bedrooms and Bathrooms
- 4 Bedrooms
- Walk-In Closet
- 3 Full Bathrooms
Laundry
- Laundry Room
- Laundry on upper level
- Dryer
- Washer
Outdoor Features
- Access To Chain Of Lakes
- Covered Patio or Porch
- Private Mailbox
Schools
- Windermere Elementary School
- Gotha Middle School
- Olympia High School
Utilities
- Central Heating and Cooling System
- 1 Water Well
- Electric Water Heater
- 1 Septic Tank
- High Speed Internet
Additional Features
- Energy-Efficient Windows
- Property is near a golf course
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 320 / 3
- Assessor Parcel Number 17-23-28-9336-03-200
Community Details
Overview
- No Home Owners Association
- Windermere Town Subdivision
- The community has rules related to allowable golf cart usage in the community
Amenities
- Restaurant
Recreation
- Tennis Courts
- Community Playground
- Park
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $10,546 | $656,650 | $365,000 | $291,650 |
| 2024 | $9,853 | $642,980 | $365,000 | $277,980 |
| 2023 | $9,853 | $624,771 | $365,000 | $259,771 |
| 2022 | $8,458 | $485,977 | $265,000 | $220,977 |
| 2021 | $7,891 | $442,982 | $265,000 | $177,982 |
| 2020 | $7,333 | $424,592 | $245,000 | $179,592 |
| 2019 | $7,779 | $426,201 | $245,000 | $181,201 |
| 2018 | $7,358 | $396,836 | $220,000 | $176,836 |
| 2017 | $7,142 | $392,562 | $220,000 | $172,562 |
| 2016 | $6,731 | $362,732 | $195,000 | $167,732 |
| 2015 | $6,362 | $336,265 | $175,000 | $161,265 |
| 2014 | $5,086 | $267,515 | $130,000 | $137,515 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 12/12/2025 12/12/25 | Pending | -- | -- | -- | |
| 11/07/2025 11/07/25 | For Sale | $895,000 | +110.6% | $371 / Sq Ft | |
| 04/19/2019 04/19/19 | Sold | $425,000 | -5.6% | $176 / Sq Ft | View Prior Sale |
| 03/06/2019 03/06/19 | Pending | -- | -- | -- | |
| 02/12/2019 02/12/19 | Price Changed | $450,000 | -5.3% | $187 / Sq Ft | |
| 02/01/2019 02/01/19 | Price Changed | $475,000 | -5.0% | $197 / Sq Ft | |
| 12/29/2018 12/29/18 | Price Changed | $499,999 | -4.8% | $207 / Sq Ft | |
| 12/13/2018 12/13/18 | Price Changed | $525,000 | -4.5% | $218 / Sq Ft | |
| 11/20/2018 11/20/18 | For Sale | $549,900 | -- | $228 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $650,000 | Harbour Land Title | |
| Warranty Deed | $325,000 | None Listed On Document | |
| Interfamily Deed Transfer | -- | None Available | |
| Warranty Deed | $425,000 | Vision Title Llc | |
| Interfamily Deed Transfer | -- | Attorney | |
| Warranty Deed | $235,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $650,000 | New Conventional | |
| Previous Owner | $301,416 | Adjustable Rate Mortgage/ARM | |
| Previous Owner | $296,000 | New Conventional | |
| Previous Owner | $55,500 | New Conventional | |
| Previous Owner | $345,000 | New Conventional | |
| Previous Owner | $211,500 | New Conventional |
Source: Stellar MLS
MLS Number: O6357207
APN: 17-2328-9336-03-200
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Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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