Off market jul 2023 for $1.1M

$1,174,803

Est. refi paymentEst. refi $7,888/mo

•

2,106

sq ft

323 Main St, Windermere, FL 34786

About this home

This new transitionally styled, modern farmhouse home is located in downtown Windermere on close to a half acre with nearby access to the Butler Chain of Lakes and walking distance to parks, playgrounds, tennis courts, and shopping. Freshly painted inside and out, the beveled glass front doors create a refined entry. Opening to elegant columns, arches, and high ceilings with natural wide plank hardwood flooring throughout the downstairs. At the center of the home, the gourmet kitchen is a chef's dream; new stainless steel appliances and working island combine function and beauty, lovely granite, custom cabinetry and pantry. The chefs kitchen opens naturally to the casual family areas featuring a gas fireplace, vaulted ceilings and washed oak flooring; ideal for entertaining family and friends. The romantic master suite is private and beautifully finished with tray ceiling and detailed moldings. Finished nicely with his and her closets and a beautiful master bath complete with silestone vanities, walk in shower and garden tub. The outdoor areas are ideal for relaxing by the sparkling pool, dine al fresco on the pavered pool deck or enjoy a relaxing evening around the fire pit. Secondary bedrooms are newly carpeted, spacious and downstairs. Enjoy a great bonus room/flex space upstairs with new carpet, two closets and a full bath. Home also includes brand new AC, resurfaced driveway and refreshed landscaping. YouTube walk-through video attached. Please note, some furniture may be purchased with the home.

Single-familyProperty Type

2015Year Built

0.39 acresLot Size

$558Est. Price/Sq.Ft.

2 car garageParking

Listed by Val McClary • EXP REALTY, LLC

Contact: 727-592-2286

Bought with Teresa Stewart • SOUTHERN REALTY GROUP LLC

Redfin checked: a minute ago

•Source:Stellar MLS as Distributed by MLS Grid #U8202185

Redfin Estimate

$1,174,803

$25K since sold in July 2023$20K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.4% higher than the average sale price ($1.01M) of 6 comparable homes.

SOLD SEP 4, 2026
$1,400,000
A
3 beds2.5 baths2,188 sq ft
20 Oakdale St, Windermere, FL 34786
SOLD JUL 24, 2026
$865,000
B
4 beds3 baths2,516 sq ft
1757 Glenwick Dr, Windermere, FL 34786
SOLD OCT 2, 2026
$859,900
C
4 beds3 baths2,772 sq ft
3715 Sir Andrew St, Orlando, FL 32835
SOLD AUG 28, 2026
$1,150,000
D
4 beds3.5 baths2,791 sq ft
109 E 12th Ave, Windermere, FL 34786
SOLD SEP 25, 2026
$730,000
E
4 beds3 baths2,885 sq ft
197 Braelock Dr, Ocoee, FL 34761
SOLD MAY 21, 2026
$1,050,000
F
4 beds3 baths2,412 sq ft
316 E 5th Ave, Windermere, FL 34786

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Earn from this home

Sell

$241,285

Est. take-home

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Refinance

Est. cash available

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Rent

$3,702/mo

Redfin rental estimate

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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

NEW 7 HRS AGO
$599,000
3 beds2 baths1,948 sq ft
13125 Penshurst Ln, Windermere, FL 34786
NEW 19 HRS AGO
$5,300,000
6 beds7 baths9,669 sq ft
9615 Windy Ridge Rd, Windermere, FL 34786
$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
OPEN SAT, 1PM TO 4PM
$799,000
4 beds3.5 baths2,996 sq ft
12785 Westside Village Loop, Windermere, FL 34786
See all

Provided by Redfin

Sale history for 323 Main St

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #U8202185

Jul 10, 2023

Sold

$1,150,000

$546/sq ft

Jun 13, 2023

Pending

—

Jun 11, 2023

Relisted

—

Jun 4, 2023

Pending

—

May 30, 2023

Listed

$1,200,000

$570/sq ft

Stellar MLS as Distributed by MLS Grid #O5738188

Nov 12, 2018

Listing Removed

—

Stellar MLS as Distributed by MLS Grid #O5466502

Dec 19, 2016

Sold

$580,000

$275/sq ft

Oct 5, 2016

Pending

—

Sep 19, 2016

Listed

$599,000

$284/sq ft

This new transitionally styled home is located in downtown Windermere on close to a half acre with nearby access to the Butler Chain of Lakes and walking distance to parks, playgrounds, tennis courts, and shopping. The beveled glass front doors create a refined entry. Opening to elegant columns, arches, and high ceilings with natural wide plank hard wood flooring throughout the downstairs. At the center of the home, the gourmet kitchen is a chefs dream; new stainless steel appliances and working island combine function and beauty, lovely granite, custom cabinetry and pantry. The chefs kitchen opens naturally to the casual family areas featuring a gas fireplace, vaulted ceilings and washed oak flooring; ideal for entertaining family and friends. The romantic master suite is private and beautifully finished with tray ceiling and detailed moldings. Finished nicely with his and her closets and a beautiful master bath complete with silestone vanities, walk in shower and garden tub. The outdoor areas are ideal for relaxing by the sparkling pool, dine al fresco on the pavered pool deck or enjoy a relaxing evening around the fire pit. Secondary bedrooms are spacious and downstairs. Enjoy a great bonus room/flex space upstairs with two closets and a full bath.

Stellar MLS as Distributed by MLS Grid #O5357265

Jul 10, 2015

Sold

$519,000

$246/sq ft

May 24, 2015

Contingent

—

May 5, 2015

Price Changed

$529,000

$251/sq ft

Apr 28, 2015

Price Changed

$569,000

$270/sq ft

Apr 2, 2015

Listed

$589,000

$280/sq ft

Public Records

Jul 17, 2009

Sold

$96,000

$46/sq ft

Public Records

Mar 9, 2006

Sold

$210,000

$100/sq ft

Public Records

Nov 18, 2005

Sold

$160,300

$76/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$15,799 (+3.1%)

$325,000 + $604,020

$929,020

2024

$15,328 (+10.6%)

$325,000 + $604,020

$929,020

2023

$13,854 (+22.3%)

$325,000 + $576,323

$901,323

2022

$11,329 (+9.2%)

$225,000 + $452,859

$677,859

2021

$10,373 (+9.0%)

$225,000 + $452,859

$677,859

2020

$9,515 (−4.7%)

$225,000 + $366,606

$591,606

2019

$9,985 (+34.3%)

$190,000 + $372,599

$562,599

2018

$7,435 (+4.1%)

$190,000 + $372,599

$562,599

2017

$7,144 (−11.3%)

2016

$8,056 (+204.6%)

2015

$2,645 (+5.5%)

$130,000

2014

$2,507 (+0.6%)

2013

$2,492 (+68.2%)

2012

$1,481

Tax history for 323 Main St

Year

Property tax

Land + Additions

Assessment*

2025

$15,799 (+3.1%)

$325,000 + $604,020

$929,020

2024

$15,328 (+10.6%)

$325,000 + $604,020

$929,020

2023

$13,854 (+22.3%)

$325,000 + $576,323

$901,323

2022

$11,329 (+9.2%)

$225,000 + $452,859

$677,859

2021

$10,373 (+9.0%)

$225,000 + $452,859

$677,859

2020

$9,515 (−4.7%)

$225,000 + $366,606

$591,606

2019

$9,985 (+34.3%)

$190,000 + $372,599

$562,599

2018

$7,435 (+4.1%)

$190,000 + $372,599

$562,599

2017

$7,144 (−11.3%)

2016

$8,056 (+204.6%)

2015

$2,645 (+5.5%)

$130,000

2014

$2,507 (+0.6%)

2013

$2,492 (+68.2%)

2012

$1,481

*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

0.39 Acres

Year renovated

2015

Sq. Ft.

2,048

Year built

2015

Style

Single Family Residential

County

Orange County

APN

282317933603370

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 18, 2026.

Property details

Parking

Parking Information
Parking Features: Garage Door Opener, Garage Faces Rear, Garage Faces Side, Open
Garage Spaces: 2
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 3

Laundry Room Information
Laundry Features: Inside

Other Rooms Information
Additional Rooms: Attic,Bonus Room,Family Room,Formal Dining Room Separate,Great Room,Inside Utility
# of Rooms: 8

Fireplace Information
Has Fireplace
Fireplace Features: Living Room

Heating & Cooling
Heating Information: Central, Natural Gas, Zoned
Cooling Information: Central Air, Zoned

Interior Features
Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Master Bedroom Main Floor, Open Floorplan, Skylight(s), Solid Wood Cabinets, Stone Counters, Tray Ceiling(s), Vaulted Ceiling(s), Walk-in Closet(s)
Window Features: Blinds, Thermal Windows
Appliances: Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Range, Refrigerator, Tankless Water Heater
Flooring: Carpet, Wood

Exterior

Building Information
Construction Materials: Block, ICFs (Insulated Concrete Forms), Stucco
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Deck, Patio, Porch
Exterior Features: French Doors, Irrigation System, Rain Gutters, Sprinkler Metered

Pool Information
Has Private Pool
Pool Features: Gunite, Heated, In Ground, Pool Sweep, Salt Water

Property Features
Universal Property Id: US-12095-N-172328933603370-R-N

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 1
Water Access Description: Lake - Chain of Lakes
Water Extras Y/N: 1
Water Extras Description: Skiing Allowed

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

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

Lot Information
Lot Features: City Limits, Oversized Lot
Lot Size Acres: 0.4
Road Surface Type: Asphalt
Lot Size Square Meters: 1579

Building Information
MFR_BuildingAreaTotalSrchSqM: 262.36

Financial

Tax Information
Tax Annual Amount: $11,329
Tax Year: 2022

Utilities

Utility Information
Water Source: Well
Sewer: Septic Tank
Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Sprinkler Well

Location

Multi-Unit Information
Unit Number YN: 0

HOA Information
MFR_Association2YN: 0
Association Fee Requirement: None
Association Amenities: Dock, Park, Playground, Tennis Court(s)

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

Location Information
Directions: Conroy-Windermere continue on west 6th Ave to traffic circle, take 1st exit onto Main Street, home will be on the right.

Community Information
Community Features: Boat Ramp, Fishing, Park, Playground, Tennis Courts, Water Access
Pets Allowed: Yes

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,048
Stories: 2.0
Lot Size: 0.39 acres
Style: Single Family Residential
Year Built: 2015
Year Renovated: 2015
County: Orange County
APN: 282317933603370

Home facts updated by county records on Aug 18, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 727-592-2286
Previous Status: Pending
Backups Requested YN: 1
Home Warranty YN: No

Listing Date Information
Days to Contract: 14
Status Contractual Search Date: 2023-07-10

Listing Price Information
Calculated List Price By Calculated Sq Ft: 569.80

Green Information
Green Verification Count: 0
Direction Faces: West

Home Information
Living Area: 2106
Living Area Units: Square Feet
Living Area Source: Appraiser
Living Area Meters: 195.65
Building Area Total: 2824
Building Area Units: Square Feet
Building Area Source: Appraiser
Foundation Details: Slab, Stem Wall
Levels: Two
Security Features: Security System Owned, Smoke Detector(s)

Around this home

Schools

Windermere Elementary School

Public PreK-5 • Assigned • 0.9mi

10/10

Gotha Middle School

Public 6-8 • Assigned • 2.4mi

6/10

Olympia High School

Public 9-12 • Assigned • 1.7mi

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, 24 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

$1.12M – $1.35M

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Nearby similar homes

$1,050,000

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3D WALKTHROUGH

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3D WALKTHROUGH

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3D WALKTHROUGH

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Land— sq ft

Windy Ridge Rd, Windermere, FL 34786

3D WALKTHROUGH

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New listings for sale in 34786

NEW 7 HRS AGO

$599,000

3 beds2 baths1,948 sq ft

13125 Penshurst Ln, Windermere, FL 34786

NEW 19 HRS AGO

$5,300,000

6 beds7 baths9,669 sq ft

9615 Windy Ridge Rd, Windermere, FL 34786

$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

Home values near 323 Main St

Data from public records.

Address	Redfin Estimate
327 Main St, Windermere, FL 3 Beds \| 3 Baths \| 2080 Sq. Ft.	$681,241
422 Main St Ph 1, Windermere, FL 12 Beds \| 12 Baths \| 2005 Sq. Ft.	$1,206,470

Address	Redfin Estimate
216 Main St, Windermere, FL 4 Beds \| 2 Baths \| 1637 Sq. Ft.	$671,436
316 Oakdale St, Windermere, FL 5 Beds \| 4 Baths \| 3300 Sq. Ft.	$1,158,770

Address	Redfin Estimate
226 Main St, Windermere, FL 3 Beds \| 2 Baths \| 1627 Sq. Ft.	$625,263
326 Oakdale St, Windermere, FL 4 Beds \| 2.5 Baths \| 2772 Sq. Ft.	$784,598

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2023. 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 323 Main St

Tax history for 323 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 323 Main St

More real estate resources