NOT LISTED FOR SALE

Estimated Value: $793,000 - $839,598

2 Beds
1.5 Baths
2,115 Sq Ft
$386/Sq Ft Est. Value

Sale Details

Date Sold: March 6, 2026

Last sale price $820,000 $388 Per Sq Ft

Current estimated payment $4,861 / mo

74 Days on Market

Highlights

  • Parking available for a boat
  • Fishing Pier
  • View of Trees or Woods
  • Windermere Elementary School Rated A
  • Oak Trees
  • 3-minute walk to Central Park

About This Home

As of March 2026

Back on the Market. Buyer unable to secure financing. Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across original 1915 details. Part of the early homestead still remains, giving this home a charm that simply can’t be recreated. The family room feels like a cozy tale come to life with its high ceilings, original wood floors, beadboard ceiling, and brick fireplace—the kind of spot that begs for gatherings, laughter, and quiet evenings by the fire. Sunlight pours through an abundance of windows, making every corner feel warm and cheerful. A sunny dinette awaits weekend breakfasts, while the formal living room offers a refined space for hosting or unwinding. The spacious laundry room and pantry off the kitchen brings a surprising sense of ease and practicality.
Outdoors, the magic continues. This charming cottage backs up to a leafy park, with no homes behind or across the street, offering a rare pocket of privacy and peaceful views. There’s room to grow — add an addition, dream up a pool, or simply enjoy the open space as it is. A detached carport and one-car garage add to the home’s quaint, functional appeal. New A/C and septic within the past 3 years. Just a short stroll down the lane, the lake awaits with glorious sunrises that feel straight out of a painting or spectacular night rocket launches. Walk 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.
A home with a heart, a history, and a touch of whimsy — ready for its next chapter.

Last Agent to Sell the Property

Judy Black

UPSIDE REAL ESTATE INC Brokerage Phone: 407-497-6345 License #329124 Listed on: 11/21/2025

Co-Listed By

Amanda Black PA

UPSIDE REAL ESTATE INC Brokerage Phone: 407-497-6345 License #3209990

Last Buyer's Agent

Joseph Newstreet

EXP REALTY LLC License #3200539

EXP REALTY LLC

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Average Value
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List Price
Sold Price
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Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,463

Year Built

  • Built in 1915

Lot Details

  • 16,748 Sq Ft Lot
  • East Facing Home
  • Mature Landscaping
  • Irrigation Equipment
  • Oak Trees

Parking

  • 1 Car Garage
  • 2 Carport Spaces
  • Parking available for a boat
  • Golf Cart Parking

Property Views

  • Woods
  • Park or Greenbelt

Home Design

  • Cottage
  • Bi-Level Home
  • Frame Construction
  • Shingle Roof
  • Wood Siding

Interior Spaces

  • 2,115 Sq Ft Home
  • High Ceiling
  • Window Treatments
  • Aluminum Window Frames
  • French Doors
  • Family Room
  • Living Room with Fireplace
  • Dining Room
  • Sun or Florida Room
  • Inside Utility
  • Crawl Space

Kitchen

  • Eat-In Kitchen
  • Range
  • Microwave
  • Dishwasher
  • Solid Wood Cabinet
  • Disposal

Flooring

  • Wood
  • Carpet
  • Ceramic Tile

Bedrooms and Bathrooms

  • 2 Bedrooms
  • Primary Bedroom Upstairs

Laundry

  • Laundry Room
  • Dryer
  • Washer

Outdoor Features

  • Fishing Pier
  • Access To Chain Of Lakes
  • Water Skiing Allowed
  • Shed
  • Rain Gutters
  • 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

Listing and Financial Details

Community Details

Overview

  • No Home Owners Association
  • Windermere Town Subdivision
  • The community has rules related to allowable golf cart usage in the community

Recreation

  • Tennis Courts
  • Community Playground
  • Park

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,463

Year Built

Built in 1915

Lot Details

0.38 Acres

Parking

1

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Cottage
  • Construction Materials: Frame, Wood Siding
  • Fireplace: Yes
  • Living Area: 2115
  • Lot Size Acres: 0.38
  • New Construction: No
  • Year Built: 1915
  • Building Area Total: 2893
  • Lot Size Sq Ft: 16748
  • Status: Sold
  • Co List Office Mls Id: MFR261016477
  • Co List Office Phone: 407-308-5750
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 268.77
  • Escrow City: Orlando
  • Escrow State: FL
  • Escrow Street Name: Dr. Phillips Blvd. #140
  • Minimum Lease: No Minimum
  • RATIO Current Price By Calculate: 387.71
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 1
  • Amenities Additional Fees: Boat ramp and tennis have minimal annual fee for gate access.
  • MFR_InLawSuiteYN: 0
  • MFR_CommunityAssociationWaterFeatures: Dock,Fishing,Water Access
  • Attribution Contact: 407-497-6345
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Living Room
  • Living Area Units: Square Feet
  • Flooring: Carpet, Ceramic Tile, Tile, Wood
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Interior Amenities: Eat-in Kitchen, High Ceilings, PrimaryBedroom Upstairs, Solid Wood Cabinets, Window Treatments
  • Appliances Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Foundation Details: Crawlspace
  • Total Bedrooms: 2
  • Levels: Two
  • Other Equipment: Irrigation Equipment
  • Spa Yn: No
  • Window Features: Aluminum Frames
  • Additional Rooms: Family Room,Inside Utility
  • Living Area Meters: 196.49

Exterior Features

  • Direction Faces: East
  • Other Structures: Shed(s)
  • Exterior Features: French Doors, Private Mailbox, Rain Gutters
  • Roof: Shingle
  • Pool Private: No
  • View: Park/Greenbelt, Trees/Woods
  • Water Body Name: BUTLER CHAIN
  • Waterfront: No
  • Road Surface Type: Other
  • Water Access: Lake - Chain of Lakes
  • Water Extras: Fishing Pier,Skiing Allowed
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12095C0385F

Garage/Parking

  • Attached Garage: No
  • Carport Spaces: 2
  • Carport Y N: Yes
  • Garage Spaces: 1
  • Garage Yn: Yes
  • Parking Features: Boat, Golf Cart Parking

Utilities

  • Utilities: Electricity Connected, Fire Hydrant, Natural Gas Available, Water Available
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Inside, Laundry Room
  • Sewer: Septic Tank
  • Water Source: Well
  • Number Of Septics: 1
  • Number of Wells: 1

Condo/Co-op/Association

  • Community Features: Golf Carts OK, Park, Playground, Tennis Court(s)
  • Association: No
  • Senior Community: No
  • Association 2 YN: 0

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Schools

  • Elementary School: Windermere Elem
  • High School: Olympia High
  • Middle Or Junior School: Gotha Middle

Lot Info

  • Zoning: SFR
  • Parcel Number: 17-23-28-9336-02-670
  • Additional Parcels: No
  • Lot Features: City Limits, Unpaved
  • Flood Zone Code: X

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Yes
  • Lease Restrictions YN: 0

Tax Info

  • Tax Annual Amount: 4463
  • Tax Block: 2
  • Tax Book Number: G-36
  • Tax Lot: 267

Ownership 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 Name Owned For Owner Type

Purchase Details

Listed on
Nov 21, 2025
Closed on
Mar 6, 2026
Sold by
Bought by
Seller's Agent
Judy Black
UPSIDE REAL ESTATE INC
Buyer's Agent
Joseph Newstreet
EXP REALTY LLC
List Price
$885,000
Sold Price
$820,000
Premium/Discount to List
-$65,000
-7.34%
Views
76
Current Estimated Value
$815,900

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$4,100
Avg. Annual Appreciation
-1.08%
Original Mortgage
$737,180
Outstanding Balance
$735,009
Interest Rate
6.1%
Mortgage Type
New Conventional
Estimated Equity
$80,891

Purchase Details

Closed on
Feb 5, 1999
Sold by
Bought by
Source: Public Records

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Agents Specializing in Windermere, FL

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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
$820,000 First American Title Insurance
$265,000 --
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
Open $737,180
Source: Public Records

Property 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 Event Price List to Sale Price per Sq Ft
03/06/2026 03/06/26 Sold $820,000 -7.3% $388 / Sq Ft
02/03/2026 02/03/26 Pending -- -- --
01/30/2026 01/30/26 For Sale $885,000 0.0% $418 / Sq Ft
12/06/2025 12/06/25 Pending -- -- --
11/21/2025 11/21/25 For Sale $885,000 -- $418 / Sq Ft
Source: Stellar MLS

Tax 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.

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 $4,615 $294,797
2025 $4,615 $294,797
2024 $4,312 $287,047
2023 $4,312 $270,832 $0 $0
2022 $4,177 $262,944 $0 $0
2021 $4,090 $255,285 $0 $0
2020 $3,919 $251,760 $0 $0
2019 $4,046 $246,100 $0 $0
2018 $3,988 $241,511 $0 $0
2017 $3,828 $360,270 $205,000 $155,270
2016 $3,822 $335,841 $185,000 $150,841
2015 $3,881 $305,411 $165,000 $140,411
2014 $3,751 $250,714 $130,000 $120,714
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: O6362356

Stellar MLS

APN: 17-2328-9336-02-670

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