4243 ISABELLA CIRCLE, Windermere, Orange, Residential

4243 ISABELLA CIRCLE

MLS# O643999527 days on marketUpdated September 11, 2026 10:47 am

$ 598 / sqft

$ 3,290,000

Overview

UpdatedSeptember 11, 2026 10:47 am
MLS #O6439995
Bedrooms5
Bathrooms6
Size5,502 ft²
Year Built2015
Garage3

Description

Welcome to an exceptional luxury residence in the prestigious gated community of Casabella in Windermere. Set on a private 0.71-acre homesite, this stunning Toll Brothers residence offers approximately 5,502 square feet of beautifully appointed living space, featuring 5 private ensuite bedrooms and 2 half bathrooms. From the moment you enter, the home impresses with sophisticated architectural details, soaring ceilings, abundant natural light, and expansive spaces thoughtfully designed for both refined everyday living and effortless entertaining.

The gourmet kitchen is equipped with premium appliances, custom cabinetry, an oversized island, ample counter space, and an open-concept design that flows seamlessly into the family room and dining areas. The first-floor primary suite offers a tranquil private retreat, complete with a spa-inspired bathroom featuring dual vanities, a spacious walk-in shower, and generous his-and-her closet areas. Also located on the first floor is an additional private suite and a dedicated office, while the second floor offers the remaining bedrooms, a secondary primary suite, a spacious loft, and versatile living areas.

Step outside to an impressive outdoor living space featuring a private heated in-ground pool, upgraded covered lanai with a summer kitchen, and beautifully landscaped surroundings, creating an ideal setting for entertaining or relaxing in complete privacy. Additional features include a three-car garage, tile roof, elegant finishes, abundant storage, and carefully curated furnishings throughout. Offered fully furnished, this exceptional residence presents a rare opportunity to enjoy a turnkey Windermere lifestyle within one of Central Florida’s sought-after gated communities.

Ideally positioned near premier shopping, fine dining, golf, entertainment, major roadways, and world-renowned attractions, this Casabella estate brings together luxury, privacy, comfort, and convenience.

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Interior

  • AppliancesDishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
  • Bathrooms Full5
  • Bathrooms Half2
  • Bathrooms Total Integer7
  • Bedrooms Total5
  • CoolingCentral Air
  • CoolingYes
  • FlooringPorcelain Tile, Hardwood
  • FurnishedFurnished
  • HeatingCentral, Natural Gas
  • HeatingYes
  • Interior FeaturesCeiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Laundry FeaturesInside, Laundry Room
  • LevelsTwo
  • Living Area5,502
  • Living Area SourcePublic Records
  • Living Area UnitsSquare Feet
  • Rooms Total10
  • Spa FeaturesHeated, In Ground
  • SpaYes
  • Window FeaturesDouble Pane Windows, Shades

Exterior

  • Attached GarageYes
  • Covered Spaces3
  • Direction FacesNortheast
  • Exterior FeaturesBalcony, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Playground, Private Yard, Rain Gutters, Sidewalk, Sliding Doors
  • FencingFenced
  • Garage Spaces3
  • GarageYes
  • Lot FeaturesCity Lot, Level, Oversized Lot, Sidewalk
  • Lot Size Acres1
  • Lot Size Area30,855
  • Lot Size Square Feet30,855
  • Lot Size UnitsSquare Feet
  • Open ParkingYes
  • Other StructuresOutdoor Kitchen
  • Parking FeaturesDriveway, Oversized
  • Patio And Porch FeaturesCovered, Enclosed, Screened
  • Pool FeaturesHeated, In Ground, Lighting
  • Road Frontage TypeStreet Paved, Private Road
  • Road Surface TypePaved, Asphalt
  • RoofTile
  • ViewGarden, Pool, Trees/Woods

Structure

  • Builder NameTOLL BROTHERS
  • Building Area Total7,621
  • Construction MaterialsBlock, Stucco
  • Foundation DetailsBlock, Slab
  • Property ConditionCompleted
  • Stories Total2
  • Year Built2015

Utilities

  • SewerPublic Sewer
  • UtilitiesElectricity Connected, Natural Gas Connected, Sewer Connected, Sprinkler Meter, Water Connected
  • Water SourcePublic

Financial

  • Association Fee1,612
  • Association Fee FrequencyQuarterly
  • AssociationYes
  • Parcel Number122327121500240
  • Pets AllowedYes
  • Tax Annual Amount35,130
  • Tax Block139
  • Tax Book Number79
  • Tax Legal DescriptionCASABELLA 79/139 LOT 24
  • Tax Lot24
  • Tax Year2025
  • ZoningRSTD R-CE-

Schools

  • Elementary SchoolWindermere Elem
  • High SchoolWindermere High School
  • Middle Or Junior SchoolBridgewater Middle

Location

  • Community FeaturesPlayground
  • CountryUnited States
  • County Or ParishOrange
  • DirectionsTurn right onto Conroy Rd and continue onto Conroy Windermere Rd. Turn left onto Apopka Vineland Rd, then turn right onto Chase Rd. Turn left onto Isabella Cir into the Casabella community. Proceed through the gated entrance and follow Isabella Cir to the property.
  • Latitude28
  • Longitude-82
  • MLS Area Major34786 - Windermere
  • Postal Code34786
  • Postal Code Plus49511
  • Street NameISABELLA
  • Street Number4243
  • Street Number Numeric4,243
  • Street SuffixCIRCLE
  • Subdivision NameCASABELLA
  • Unparsed Address4243 ISABELLA CIRCLE

Listing Info

  • Co-List Agent Full NameLeandro Gallardo
  • MCP RULES X261236739
  • Co-List Office MLS ID261011296
  • Co-List Office NameJOHN SILVA REALTY & ASSOCIATES
  • List Price3,290,000
  • Contract Status Change DateSeptember 9, 2026
  • Cumulative Days On Market27
  • Days On Market27
  • Internet Automated Valuation DisplayYes
  • Internet Consumer CommentYes
  • Lease ConsideredYes
  • List Agent AOROrlando Regional
  • List Agent Emailjohn@jsilvarealty.com
  • List Agent Full NameJohn Silva
  • List Agent Key0265b6c82c76d1648e8cbfb43644661e
  • List Agent MLS ID261200311
  • List Agent Preferred Phone407-420-7908
  • List Office MLS ID261011296
  • List Office NameJOHN SILVA REALTY & ASSOCIATES
  • List Office Phone407-420-7908
  • Listing Contract DateSeptember 8, 2026
  • Listing IDO6439995
  • Listing Key386ad541f4055c55f0a2439cf6d84f42
  • Listing TermsCash, Conventional
  • MLS StatusActive
  • Modification TimestampSeptember 11, 2026
  • On Market DateSeptember 9, 2026
  • Original Entry TimestampSeptember 9, 2026
  • Original List Price3,290,000
  • Originating System Keystellar
  • Originating System NameStellar MLS
  • OwnershipFee Simple
  • Photos Change TimestampSeptember 9, 2026
  • Photos Count81
  • Source System Key804971282
  • Special Listing ConditionsNone
  • Status Change TimestampSeptember 9, 2026

Features & Amenities

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John Silva

Listing Agent · JOHN SILVA REALTY & ASSOCIATES

BrokerageJOHN SILVA REALTY & ASSOCIATES
Agent MLS ID261200311
Office MLS ID261011296

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Office · 407-420-7908

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MLS# O6439995 · Listing agent John Silva · Phone 407-420-7908 · Data last updated September 11, 2026 10:47 am

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