Seller's Agent in 2026
Judy Black
UPSIDE REAL ESTATE INC
(407) 810-1803
24 in this area
56 Total Sales
299 W 4th Ave Mount Dora, FL 32757
Estimated Value: $852,000 - $870,182
4
Beds
3
Baths
2,410
Sq Ft
$357/Sq Ft
Est. Value
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
As of January 2026This 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.
Last Agent to Sell the Property
UPSIDE REAL ESTATE INC Brokerage Phone: 407-497-6345 License #329124 Listed on: 11/07/2025
Last Buyer's 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
- 16,750 Sq Ft 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 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
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Nov 7, 2025
Closed on
Jan 8, 2026
Sold by
299 Investments Company Llc and James Rumsey Daniel
Bought by
Li Grace
Seller's Agent
Judy Black
UPSIDE REAL ESTATE INC
Buyer's Agent
Amanda Black PA
UPSIDE REAL ESTATE INC
List Price
$895,000
Sold Price
$862,000
Premium/Discount to List
-$33,000
-3.69%
Views
121
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$454
Avg. Annual Appreciation
-0.15%
Purchase Details
Closed on
Jan 2, 2025
Sold by
Duran-Perry Johnson and Revocable Living Trust Of Jessica Elizab
Bought by
Rumsey Daniel
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$650,000
Interest Rate
6.84%
Mortgage Type
New Conventional
Purchase Details
Listed on
Nov 20, 2018
Closed on
Apr 20, 2019
Sold by
Johnson Larry J and Johnson Jessica Duran Perry
Bought by
Revocable Living Trust Of Jessica Elizab
Seller's Agent
Kate Flack
EXP REALTY LLC
Buyer's Agent
Stellar Non-Member Agent
STELLAR NON-MEMBER OFFICE
List Price
$549,900
Sold Price
$425,000
Premium/Discount to List
-$124,900
-22.71%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
10.51%
Original Mortgage
$301,416
Interest Rate
6.62%
Mortgage Type
Adjustable Rate Mortgage/ARM
Purchase Details
Listed on
Nov 20, 2018
Closed on
Apr 18, 2019
Sold by
Manley Clodfelter Trust
Bought by
Johnson Larry J
Seller's Agent
Kate Flack
EXP REALTY LLC
Buyer's Agent
Stellar Non-Member Agent
STELLAR NON-MEMBER OFFICE
List Price
$549,900
Sold Price
$425,000
Premium/Discount to List
-$124,900
-22.71%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$301,416
Interest Rate
6.62%
Mortgage Type
Adjustable Rate Mortgage/ARM
Purchase Details
Closed on
Nov 19, 2014
Sold by
Clodfelter C Manley and Clodfelter Manley
Bought by
Clodfelter Manley and Manley Clodfelter Trust
Purchase Details
Closed on
Feb 13, 1997
Sold by
Oswalt John D and Oswalt Carol H
Bought by
Clodfelter C Manley and Clodfelter Kathryn L
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$211,500
Interest Rate
7.7%
Mortgage Type
New Conventional
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Home Values in the Area
Average Home Value in this Area
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| Li Grace | $862,000 | First American Title Insurance | |
| Rumsey Daniel | $650,000 | Harbour Land Title | |
| 299 Investments Company Llc | $325,000 | None Listed On Document | |
| Revocable Living Trust Of Jessica Elizab | -- | None Available | |
| Johnson Larry J | $425,000 | Vision Title Llc | |
| Clodfelter Manley | -- | Attorney | |
| Clodfelter C Manley | $235,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | 299 Investments Company Llc | $650,000 | |
| Previous Owner | Johnson Larry J | $301,416 | |
| Previous Owner | Clodfelter C Manley | $296,000 | |
| Previous Owner | Clodfelter C Manley | $55,500 | |
| Previous Owner | Clodfelter C Manley | $345,000 | |
| Previous Owner | Clodfelter C Manley | $211,500 |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 01/08/2026 01/08/26 | Sold | $862,000 | -3.7% | $358 / Sq Ft | |
| 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 |
Source: Stellar MLS
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 |
|---|---|---|---|---|
| 2026 | $11,239 | $647,030 | $365,000 | $282,030 |
| 2025 | $11,239 | $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 |
Source: Public Records
Agents Affiliated with this Home
-
Judy Black
-
Amanda Black PA
Seller Co-Listing Agent in 2026
Amanda Black PA
UPSIDE REAL ESTATE INC
(407) 616-0140
20 in this area
39 Total Sales
-
Kate Flack
Seller's Agent in 2019
Kate Flack
EXP REALTY LLC
(321) 795-7595
62 Total Sales
-
Stellar Non-Member Agent
S
Buyer's Agent in 2019
Stellar Non-Member Agent
FL_MFRMLS
Map
Source: Stellar MLS
MLS Number: O6357207
APN: 17-2328-9336-03-200
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Listings courtesy of Stellar MLS as distributed by MLS GRID.
Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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