Last Sold Price
5 beds5,164 sqft$678/sqft
9730 Chestnut Ridge Dr, Windermere, FL 34786

Description

Rare Find! NEW 5 bed/5 bath European-inspired transitional home w/ picturesque lake frontage in Isleworth. Stripped down to four walls and a slab, this custom masterpiece was re-built w/ state-of-the-art technology, open floorplan & a contemporary design without sacrificing ‘warmth’ of a home. Upon entry you are immediately greeted by wall-to-wall unobstructed views over Lake Bessie & openness that has to be seen to appreciate. Modern design includes linear tray & false ceilings, 24” porcelain floors,...Rare Find! NEW 5 bed/5 bath European-inspired transitional home w/ picturesque lake frontage in Isleworth. Stripped down to four walls and a slab, this custom masterpiece was re-built w/ state-of-the-art technology, open floorplan & a contemporary design without sacrificing ‘warmth’ of a home. Upon entry you are immediately greeted by wall-to-wall unobstructed views over Lake Bessie & openness that has to be seen to appreciate. Modern design includes linear tray & false ceilings, 24” porcelain floors, custom moldings, sleek cabinetry & fixtures, & chic glass-front gas fireplace. Equipped w/ home automation, enjoy the power of complete control of media, changeable LED accent lighting, shades, cameras & many other hidden features from your tablet. The home is centered around the living spaces & lake front views w/ the kitchen, formal rooms and family room all unimpeded by walls. Large kitchen boasts induction & gas stoves, 2 refrigerators, wine cooler, and bar seating. Master suite has a large walk-in closet, multiple wardrobes, a private patio looking over the lake, and a bath with dual sinks, walk-in shower and soaking tub. The outdoor living is superb with covered & uncovered areas that can be separated by electric screens & shades for privacy or opened up for entertaining or taking in views of the lake, golf course, & fireworks. The pit-master will appreciate a full outdoor kitchen with grill, sinks, refrigerators and bar seating, as everyone can enjoy the sandy beach, covered dock and sparkling pool.
LISTING CLOSED: 10/28/2016 12:00 AM

  1. Listed by Frank Del Toro • Suzi Karr Realty
    P: (407) 810-7125 fdeltoro01@aol.com
  2. Listed by Christopher Sapp, II • SUZI KARR REALTY
    P: (407) 876-3688 C: (407) 574-1002 chris@chrissapp.com

Property Details for 9730 Chestnut Ridge Drive

Status
MLS #
O5439585
Days on Market
118
Taxes
$31,188 / year
HOA Fees
$1,590 / quarter
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family Residence
Year Built
1995
Lot Size
0.65 AC / 28,154 SF
Architectural Style
Other
Subdivision Name
ISLEWORTH
Township
23
Garage Spaces
2
View
Water
Waterfront
Yes
Water View
Lake

Recent comparable sales

Median sold price

$3,975,000

Avg days on market

103

Sale-to-list ratio

88.9%

[Windermere, FL]

9 comparable properties found

a house with lake view
1/2
1

$4,125,000

Sold 09/05/25

5
Bedrooms
4,783
Square Feet
0.58
Acres
a front view of a house with a yard
1/2
2

$3,750,000

Sold 03/28/25

5
Bedrooms
5,802
Square Feet
1.99
Acres
$3,250,000 | 9626 Maywood Drive, Windermere, FL 34786
1/2
3

$3,250,000

Sold 09/09/24

5
Bedrooms
4,410
Square Feet
1.36
Acres
a front view of a house with a yard and garage
1/46
4

$2,550,000

Sold 06/22/26

5
Bedrooms
5,277
Square Feet
0.44
Acres
a front view of a house with a yard and garage
1/47
5

$4,350,000

Sold 07/15/26

5
Bedrooms
5,548
Square Feet
0.69
Acres
$4,000,000 | 5092 Isleworth Country Club Drive, Windermere, FL 34786
1/2
6

$4,000,000

Sold 12/17/24

5
Bedrooms
6,115
Square Feet
0.93
Acres
a balcony with a table and chairs
1/2
7

$3,975,000

Sold 07/02/25

4
Bedrooms
4,665
Square Feet
2.59
Acres
$2,600,000 | 6850 Valhalla Way, Windermere, FL 34786
1/2
8

$2,600,000

Sold 03/28/25

5
Bedrooms
5,225
Square Feet
0.45
Acres
a front view of a house with a garden
1/2
9

$4,330,000

Sold 07/25/25

5
Bedrooms
5,557
Square Feet
0.56
Acres

Location

Listing Courtesy of Suzi Karr Realty, Frank Del Toro; SUZI KARR REALTY, Christopher Sapp, II

Sold By ALLISON JAMES ESTATES & HOMES, Dawn Calo

Add your commute

Building Information for 9730 Chestnut Ridge Drive

Stories-Year Built1995Building Size-Lot Size0.65 AC / 28,154 SF

Payment Calculator

$20,919 per month

30 year fixed, 6.55% Interest

Principal and Interest

$17,790

Property Taxes

$2,599

HOA Dues

$530

The Payment Calculator is for illustrative purposes only.

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Property Information for 9730 Chestnut Ridge Drive

Summary
Location and General Information
  • Building Area Source: Builder
  • Building Area Total: 6798.0
  • Building Area Units: Square Feet
  • Community Features: Community Boat Ramp, Buyer Approval Required, Deed Restrictions, Fitness Center, Gated, Golf, Playground, Tennis Court(s)
  • Directions: Conroy-Windermere Rd into Windermere, Isleworth on the left, Rt on Latrobe, Rt on Chestnut Ridge. House will be on the left
  • Elementary School: Windermere Elem
  • Middle Or Junior School: Chain of Lakes Middle
  • High School: Olympia High
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Road Frontage Type: Street Dead-End, Street Paved, Private Road
  • Senior Community: No
  • Street Number: 9730
  • Street Name: Chestnut Ridge
  • Street Suffix: DRIVE
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: Yes
  • Garage Dimensions: 26x25
  • Garage: Yes
  • Parking Features: Garage Door Opener, Parking Pad
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Includes: Private Road, Recreational Facilities, Security
  • Association Fee Requirement: Required
  • Association: Yes
  • CDD: No
  • Pet Restrictions: Per HOA and County
  • Tax Block: 00
  • Tax Book Number: 16-118
  • Tax Legal Description: ISLEWORTH 16/118 LOT 14
  • Tax Lot: 14
  • Tax Year: 2015
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: In County, Street Dead-End
  • Parcel Number: 162328389900140
  • Total Acreage: 1/2 to less than 1
  • Water Access: Lake, Lake - Chain of Lakes
  • Water Access: Yes
  • Water Body Name: Lake Bessie
  • Water Extras: Skiing Allowed
  • Water Extras: Yes
  • Water: Skiing Allowed
  • Zoning: P-D
  • Living Area: 5164
Property and Assessments
  • Year Built Numeric: 1995
  • Amenities Additional Fees: Club House, Pool, Golf and Fitness
  • Association Amenities: Fitness Center, Gated, Optional Additional Fees, Playground, Security, Tennis Court(s), Vehicle Restrictions
  • Flood Zone Code: AE
  • Flood Zone Date: 09-25-2009
  • Flood Zone Panel: 12095C0385F
  • Home Warranty: No
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 28
  • Public Survey Section: 16
  • Dock Description: Dock - Open, Dock w/Electric
Utilities
  • Sewer: Septic Tank
  • Utilities: Cable Available, Electricity Connected, Street Lights, Underground Utilities
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters
  • Foundation Details: Slab
  • Levels: One
  • Other Structures: Outdoor Kitchen
  • Patio And Porch Features: Covered, Deck, Patio, Porch, Screened
  • Pool Features: Gunite, In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Security Features: Closed Circuit Camera(s), Gated Community, Security System Owned, Smoke Detector(s)
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Waterfront Features: Lake
  • Waterfront Feet Total: 134
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 5
  • Additional Rooms: Attic, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Foyer, Inside Utility
  • Appliances: Bar Fridge, Built-In Oven, Convection Oven, Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Microwave, Oven, Range, Refrigerator, Tankless Water Heater, Wine Refrigerator
  • Cooling: Central Air, Zoned
  • Fireplace Features: Family Room, Gas
  • Fireplace: Yes
  • Flooring: Carpet, Porcelain Tile
  • Heating: Central, Zoned
  • Interior Features: Attic, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
  • Laundry Features: Inside
  • Living Area Source: Builder
  • Living Area Units: Square Feet
  • Room Count: 10.0
  • Water View: Yes
  • Window Features: Blinds, Thermal Windows, Window Treatments
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 9730 Chestnut Ridge Drive

DateEvent & SourcePriceAppreciation
Oct 28, 2016

Sold (Public Record)

Public Record #586547805

$3,500,000

+37.0% / yr

Oct 28, 2016

Sold

MFRMLS #O5439585

$3,500,000
Sep 8, 2016

Pending

MFRMLS #O5439585

DateEvent & SourcePrice
10/28/2016

Sold (Public Record)

Public Record #586547805

$3,500,000

+37.0% / yr

10/28/2016

Sold

MFRMLS #O5439585

$3,500,000
09/08/2016

Pending

MFRMLS #O5439585

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 9730 Chestnut Ridge Drive

Taxable ValueLand-Additions-Total-
Tax Record2024$71,280 ($5,940 / month)
Home Facts
Beds5Total Finished SqFt5,217 SqFtAbove Grade Finished SqFt5,217 SqFtStories1Lot Size98,785 SqFtStyleSingle Family ResidenceYear Built1995Year Renovated2015ZoningP-DCountyORANGEAPN16-23-28-3899-00-140Fireplace TypeHas Fireplace

Schools near 9730 Chestnut Ridge Drive

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 6 to 8
Charter - 9 to 12
Rating
School
Distance
Windermere Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Chain Of Lakes Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 9730 Chestnut Ridge Drive, Windermere, FL 34786
$3,500,000
5
5,164
28,154
$4,330,000
5
5,557
24,255
$3,250,000
5
6,328
49,984
$7,120,000
4
11,079
102,890
$2,350,000
3
3,494
21,787
85,384

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Suzi Karr Realty, Frank Del Toro; SUZI KARR REALTY, Christopher Sapp, II

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 02/26/2024 08:52 PM