For sale
$5,975,000
Est. $38,350/mo
7
bd
6 ba
8,000
sq ft

9725 Chestnut Ridge Dr, Windermere, FL 34786

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Price tag
Price drop
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About this home

Single-familyProperty Type
1999Year Built
0.56 acresLot Size
$747Price/Sq.Ft.
$1,043/moHOA Dues
3 car garageParking
Listed by Dianna Desboyaux DOUGLAS ELLIMAN
Listed by Adriana Morris DOUGLAS ELLIMAN
Contact: 305-695-6070
Listing updated:
Redfin checked: a minute ago
Source:Stellar MLS as Distributed by MLS Grid #O6370294
240 days on Redfin1,249 views49 favorites

Payment calculator

$38,350 per month

Principal and interest$31,401
Property taxes
HOA dues
Home insurance
Utilities
Down payment
20% ($1,195,000)
Home price
$5,975,000
Loan details
30-yr fixed, 6.88%
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Around this home

Schools

Windermere Elementary School

Public PreK-5 • Assigned • 1.7mi

10/10
Chain Of Lakes Middle School

Public 6-8 • Assigned • 1.1mi

3/10
Olympia High School

Public 9-12 • Assigned • 1.0mi

5/10
Provided by GreatSchools
About
Isleworth

Provided by Walk Score and Local Logic

Property details

Kitchen

Kitchen

Bathroom

Bathroom

Bedroom

Bedroom

Living

Living

Dining

Dining

  • Interior features
  • Built-in features
  • Ceiling fans
  • Elevator
  • High ceilings
  • Kitchen/family room combo
  • Living room/dining room combo
  • Open floorplan
  • Split bedroom plan
  • Stone counters
  • Thermostat
  • Walk-in closets
  • Wet bar
  • Skylights
  • ENERGY STAR qualified windows
  • Gas fireplace in living room
  • Bedrooms
  • 7 bedrooms
  • Bathrooms
  • 5 full bathrooms
  • 2 half bathrooms
  • Kitchen
  • Built-in oven
  • Range
  • Range hood
  • Microwave
  • Dishwasher
  • Refrigerator
  • Freezer
  • Ice maker
  • Bar fridge
  • Disposal
  • Exhaust fan
  • Laundry & utility
  • Laundry room with washer and dryer included
  • Flooring
  • Tile
  • Travertine
  • Wood
  • Heating & cooling
  • Central heating
  • Central air conditioning
  • Zoned cooling

Sale and tax history for 9725 Chestnut Ridge Dr

Public record

Beds
5
Baths
6
Stories
2
Lot width
Lot depth
Lot size
0.59 Acres
Year renovated
1999
Finished Sq. Ft.
6,885
Unfinished Sq. Ft.
Total Sq. Ft.
6,885
Year built
1999
Style
Single Family Residential
County
Orange County
APN
282316389900060
Parking Spaces
Basement
Accessible
HOA Dues
Garage
Features
Last updated by owner on Aug 17, 2026.

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)
68
48
75
54
81
60
84
65
90
72
91
74
92
76
91
77
89
75
83
69
78
60
73
55
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Sun exposure

97/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.7 hrs
7.7 hrs
JuneDecember
Provided by Shadowmap

Redfin Estimate for 9725 Chestnut Ridge Dr

We cannot show automated home-value estimates for this home. 
 

Nearby homes have recently sold between $1,330,000 and $11,500,000.

Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.3M to $11.5M.

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Details provided by Stellar MLS as Distributed by MLS Grid and may not match the public record. Learn more.
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GreatSchools Ratings provided by GreatSchools.org.