Off market oct 2024 for $550K

$627,628

Est. refi paymentEst. refi $3,869/mo

•

1,166

sq ft

133 Main St, Windermere, FL 34786

About this home

* * Price improvement! Sellers motivated! * * Now is your chance to live the true Windermere lifestyle, "Among the Lakes"! Make this charming 3/2 home your haven for all that the Town Windermere has to offer. No HOA restrictions, well maintained, and move-in ready, this home sits on an impressive 95 ft X 150 ft corner lot in the very heart of the Town of Windermere. Located just a few blocks from the quaint Town square, weekly farmers markets, shops, eateries, brewery, coffee shop, wine shop, monthly food truck nights, resident-only special events, public library, churches, and so much more. Enjoy boating on the famous Butler Chain of Lakes and Lake Bessie through exclusive, deeded boat ramp access, relax and watch the sunset from one of numerous parks and playgrounds, or swim and fish from one of several town docks! Home features original hardwood flooring throughout the living spaces and bedrooms, with ceramic tile in the kitchen and bathrooms. Roof and A/C replaced in 2018, septic in 2019, electric upgraded in 2021 (see attachments for full list of upgrades). Other features include attached carport (pre-wired for EV wall connector port) and separate laundry room/workshop space with plenty of extra storage space. This is a RARE opportunity to make your Windermere dream come true! With A-rated schools and plenty of outdoor activities available, this unique, golf-cart friendly community make this home a must-see. Don't miss out on your chance to live "Among the Lakes”!

Single-familyProperty Type

1963Year Built

0.33 acresLot Size

$538Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Bill Martini • BHHS FLORIDA REALTY

Contact: 407-876-2090

Bought with Tatiana Shiz Nagamine de Almeida • TALENT REALTY SOLUTIONS

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O6216299

Redfin Estimate

$627,628

$78K since sold in October 2024$7,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 24.3% lower than the average sale price ($829K) of 6 comparable homes.

SOLD SEP 15, 2026
$825,000
A
3 beds2 baths1,935 sq ft
11155 Lake Butler Blvd, Windermere, FL 34786
SOLD JUL 1, 2026
$849,000
B
3 beds2 baths2,272 sq ft
111 Main St, Windermere, FL 34786
SOLD SEP 22, 2026
$690,000
C
2 beds1.5 baths1,398 sq ft
811 Main St, Windermere, FL 34786
SOLD JUN 2, 2026
$900,000
D
3 beds2 baths2,386 sq ft
4 Chase Rd, Windermere, FL 34786
SOLD AUG 28, 2026
$1,000,000
E
3 beds2.5 baths2,795 sq ft
725 Oakdale St, Windermere, FL 34786
SOLD FEB 19, 2026
$710,000
F
3 beds2 baths1,784 sq ft
415 E 6th Ave, Windermere, FL 34786

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Earn from this home

Sell

$164,517

Est. take-home

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Refinance

Est. cash available

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Rent

$2,818/mo

Redfin rental estimate

List your home for rent

Market trends in 34786, FL

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.1%

+0.0% MoM

Median sale price

$765K

$120K MoM

Avg. days on market

57d

6 days MoM

Recently sold homes

172

20 MoM

New listings for sale

$405,000
3 beds2.5 baths1,382 sq ft
8867 Herencia Aly, Windermere, FL 34786
$559,000
3 beds2 baths2,085 sq ft
4827 Flint Rd, Windermere, FL 34786
$324,900
3 beds2 baths1,455 sq ft
8276 Maritime Flag St #1204, Windermere, FL 34786
$1,050,000
4 beds3 baths2,984 sq ft
5944 Caymus Loop, Windermere, FL 34786
$1,348,000
5 beds4.5 baths3,835 sq ft
7231 Sangalla Dr, Windermere, FL 34786
$1,450,000
7 beds4.5 baths4,443 sq ft
14274 Crest Palm Ave, Windermere, FL 34786
$2,390,000
5 beds4.5 baths4,185 sq ft
6544 Cartmel Ln, Windermere, FL 34786
$799,000
4 beds3.5 baths2,996 sq ft
12785 Westside Village Loop, Windermere, FL 34786
$620,000
4 beds3.5 baths2,661 sq ft
8576 Powder Ridge Trl, Windermere, FL 34786
COMING SOON
$365,000
2 beds2.5 baths1,380 sq ft
8634 Danforth Dr, Windermere, FL 34786
See all

Provided by Redfin

Sale history for 133 Main St

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6216299

Oct 31, 2024

Sold

$550,000

$472/sq ft

Oct 1, 2024

Pending

—

Sep 13, 2024

Price Changed

$599,000

$514/sq ft

Jun 15, 2024

Listed

$629,000

$539/sq ft

Stellar MLS as Distributed by MLS Grid #O5873348

Aug 20, 2020

Sold

$341,700

$293/sq ft

Jul 18, 2020

Pending

—

Jun 27, 2020

Relisted

—

Jun 26, 2020

Listing Removed

—

Jun 25, 2020

Listed

$379,000

$325/sq ft

Beautiful Town of Windermere 3/2 home that offers private access to the Butler Chain of Lakes. This home sits on an impressive oversized 95' x 150' corner lot in the heart of Windermere, walking distance to Downtown Windermere, weekly Farmer's Market, ice cream shop, wine bar and so much more. This home features original hardwood floors, with updated tile in the kitchen and bathrooms, newer roof, septic and A/C. Attached garage with separate workshop space and plenty of extra storage. This is an excellent opportunity to have a move-in ready quaint home to live in while working on plans to build new or add on. The corner lot can have a future home that fronts either street. Build up to 5,415 square feet! A-rated schools and plenty of outdoor activities in this quiet community setting make this home a must-see. Rarely do you find an opportunity like this in the Town of Windermere for under $400k. Schedule your private tour today!

Stellar MLS as Distributed by MLS Grid #O4793114

Sep 25, 2007

Listing Removed

—

Public Records

Dec 7, 2001

Sold

$178,000

$153/sq ft

Public Records

Jul 28, 1999

Sold

$139,000

$119/sq ft

Public Records

Jun 1, 1976

Sold

$31,500

$27/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$8,233 (+11.1%)

$300,000 + $167,230

$467,230

2024

$7,411 (+6.7%)

$300,000 + $167,230

$467,230

2023

$6,945 (+19.4%)

$300,000 + $159,366

$459,366

2022

$5,817 (+5.9%)

$200,000 + $123,961

$323,961

2021

$5,492 (+24.0%)

$200,000 + $123,961

$323,961

2020

$4,428 (−5.0%)

$200,000 + $99,318

$299,318

2019

$4,663 (+8.4%)

$170,000 + $76,291

$246,291

2018

$4,303 (+2.6%)

$170,000 + $76,291

$246,291

2017

$4,195 (+9.5%)

$145,000 + $74,130

$219,130

2016

$3,832 (+8.2%)

$145,000 + $74,130

$219,130

2015

$3,543 (+16.3%)

$105,000 + $69,772

$174,772

2014

$3,046 (−21.2%)

2013

$3,863 (−0.5%)

2012

$3,882

Tax history for 133 Main St

Year

Property tax

Land + Additions

Assessment*

2025

$8,233 (+11.1%)

$300,000 + $167,230

$467,230

2024

$7,411 (+6.7%)

$300,000 + $167,230

$467,230

2023

$6,945 (+19.4%)

$300,000 + $159,366

$459,366

2022

$5,817 (+5.9%)

$200,000 + $123,961

$323,961

2021

$5,492 (+24.0%)

$200,000 + $123,961

$323,961

2020

$4,428 (−5.0%)

$200,000 + $99,318

$299,318

2019

$4,663 (+8.4%)

$170,000 + $76,291

$246,291

2018

$4,303 (+2.6%)

$170,000 + $76,291

$246,291

2017

$4,195 (+9.5%)

$145,000 + $74,130

$219,130

2016

$3,832 (+8.2%)

$145,000 + $74,130

$219,130

2015

$3,543 (+16.3%)

$105,000 + $69,772

$174,772

2014

$3,046 (−21.2%)

2013

$3,863 (−0.5%)

2012

$3,882

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.33 Acres

Year renovated

1995

Sq. Ft.

1,166

Year built

1963

Style

Single Family Residential

County

Orange County

APN

282317933604410

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 27, 2026.

Property details

Parking

Parking Information
Has Carport
Carport Spaces: 2

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 3

Bathroom Information
# of Full Baths (Total): 2

Laundry Room Information
Laundry Features: In Garage

Other Rooms Information
# of Rooms: 7

Heating & Cooling
Heating Information: Central
Cooling Information: Central Air

Interior Features
Interior Features: Ceiling Fans(s), Thermostat
Appliances: Dishwasher, Dryer, Electric Water Heater, Range, Refrigerator, Washer
Flooring: Ceramic Tile, Wood

Exterior

Building Information
Construction Materials: Block
Roof: Shingle

Exterior Features
Exterior Features: Other

Property Features
Universal Property Id: US-12095-N-172328933604410-R-N

Waterfront Information
Water Body Name: BUTLER CHAIN OF LAKES
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 1
Water Access Description: Lake,Lake - Chain of Lakes
Water Extras Y/N: 0

Property Information
CDD Y/N: 0
Homestead Y/N: 0
Property Type: Residential
Property Sub Type: Single Family Residence
Zoning: SFR

Land Information
Vegetation: Oak Trees, Trees/Landscaped
Total Acreage: 1/4 to less than 1/2

Lot Information
Lot Size Acres: 0.33
Lot Size Dimensions: 95 x 150
Road Surface Type: Asphalt, Paved
Road Responsibility: Public Maintained Road
Lot Size Square Meters: 1324

Building Information
MFR_BuildingAreaTotalSrchSqM: 156.45

Financial

Tax Information
Tax Annual Amount: $6,945
Tax Year: 2023

Lease / Rent Details
Lease Restrictions YN: 0

Utilities

Utility Information
Water Source: Public
Sewer: Septic Tank
Utilities: Cable Available, Electricity Available, Natural Gas Available, Public, Water Available
Additional Water Information: Residency includes access (with key fee) to the resident-only Town of Windermere boat ramps on Lake Bessie and Lake Butler.

Location

Multi-Unit Information
Unit Number YN: 0

HOA Information
MFR_Association2YN: 0
Association Approval Required Y/N: 0

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

Location Information
Directions: From Apopka Vineland Road, travel west on Conroy Windermere Road into Town of Windermere, turn right/north on to Main Street, home will be on the right, at the corner of Main and 2nd Avenue.

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,166
Stories: 1.0
Lot Size: 0.33 acres
Style: Single Family Residential
Year Built: 1963
Year Renovated: 1995
County: Orange County
APN: 282317933604410

Home facts updated by county records on Aug 27, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 407-876-2090
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 107
Status Contractual Search Date: 2024-10-31

Listing Price Information
Calculated List Price By Calculated Sq Ft: 513.72

Green Information
Green Verification Count: 0
Direction Faces: West

Home Information
Living Area: 1166
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 108.32
Building Area Total: 1684
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Crawlspace
Stories Total: 1
Levels: One

Around this home

Schools

Windermere Elementary School

Public PreK-5 • Assigned • 0.8mi

10/10

Gotha Middle School

Public 6-8 • Assigned • 2.3mi

6/10

Olympia High School

Public 9-12 • Assigned • 1.8mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 23 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Windermere, FL • 34786

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 6.7 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$597,000 – $722,000

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Nearby similar homes

$1,050,000

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1113 Holstons Pointe Pl, Gotha, FL 34734

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5 beds5.5 baths5,993 sq ft

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3D WALKTHROUGH

$1,895,000

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New listings for sale in 34786

$405,000

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$559,000

3 beds2 baths2,085 sq ft

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8276 Maritime Flag St #1204, Windermere, FL 34786

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4 beds3 baths2,984 sq ft

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5 beds4.5 baths3,835 sq ft

7231 Sangalla Dr, Windermere, FL 34786

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7 beds4.5 baths4,443 sq ft

14274 Crest Palm Ave, Windermere, FL 34786

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6544 Cartmel Ln, Windermere, FL 34786

$799,000

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12785 Westside Village Loop, Windermere, FL 34786

$620,000

4 beds3.5 baths2,661 sq ft

8576 Powder Ridge Trl, Windermere, FL 34786

Home values near 133 Main St

Data from public records.

Address	Redfin Estimate
216 Main Street, Windermere, FL 4 Beds \| 2 Baths \| 1637 Sq. Ft.	$671,436
118 Main Street, Windermere, FL 4 Beds \| 4 Baths \| 3371 Sq. Ft.	$955,388

Address	Redfin Estimate
226 Main Street, Windermere, FL 3 Beds \| 2 Baths \| 1627 Sq. Ft.	$625,263
106 Main Street, Windermere, FL 3 Beds \| 2 Baths \| 1995 Sq. Ft.	$669,917

Address	Redfin Estimate
116 Main Street, Windermere, FL 3 Beds \| 2 Baths \| 1269 Sq. Ft.	$723,086
109 Main Street, Windermere, FL 2 Beds \| 2 Baths \| 1647 Sq. Ft.	$610,969

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2024. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 34786, FL

Sale history for 133 Main St

Tax history for 133 Main St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 34786

Home values near 133 Main St

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