Off Market Sep 2025 for $3.2M
$3,931,919
Est. refi paymentEst. refi $8,007/mo
5
bd
6.5 ba
6,328
sq ft

9743 Chestnut Ridge Dr, Windermere, FL 34786

map-entry

About this home

Single-familyProperty Type
1987Year Built
1.15 acresLot Size
$621Est. Price/Sq.Ft.
4 car garageParking
Listed by Carey Sheffield ISLEWORTH REALTY LLC
Listed by Michelle Corbin ISLEWORTH REALTY LLC
Contact: 407-909-9000
Bought with Rob Rahter STOCKWORTH REALTY GROUP
Redfin checked: 3 minutes ago
Source:Stellar MLS as Distributed by MLS Grid #O6314871

Redfin Estimate

$3,931,919
$682K since sold in September 2025$27K since August

This home's estimate is 9.9% higher than the average sale price ($3.58M) of 6 comparable homes.

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Earn from this home

Sell
$1,147,142
Est. take-home

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Refinance
$0
Est. cash available

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Rent
$5,219/mo
Redfin rental estimate

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Market trends in 34786, FL

Sale history for 9743 Chestnut Ridge Dr

** Price available after .

Tax history for 9743 Chestnut Ridge Dr

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

Public record

Beds
5
Baths
6
Stories
2
Lot width
Lot depth
Lot size
1.15 Acres
Year renovated
2000
Sq. Ft.
4,979
Year built
1987
Style
Single Family Residential
County
Orange County
APN
282316389900080
Parking Spaces
Basement
Accessible
HOA Dues
Garage
Features
Last updated by owner on Aug 17, 2026.

Property details

Around this home

Schools

Windermere Elementary School

Public PreK-5 • Assigned • 1.7mi

10/10
Chain Of Lakes Middle School

Public 6-8 • Assigned • 1.2mi

3/10
Olympia High School

Public 9-12 • Assigned • 1.1mi

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, 22 days in 30 years

10/10 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)
68
48
75
54
81
60
84
65
90
72
91
74
92
76
91
76
89
75
83
69
78
60
73
55
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
$3.74M – $4.52M

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Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2025. This data may not match public records. Learn more.
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GreatSchools Ratings provided by GreatSchools.org.