$3,290,000
4243 Isabella Circle
Windermere, FL 34786
Listing updated: September 9, 2026 at 2:10 PM ET
Listing courtesy of John Silva Realty & Associates · John Silva · MLS #O6439995 · Active · 407-420-7908Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveSep 9, 2026
- Listed$3,290,000Sep 9, 2026
- Price increased$3,290,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Casabella
- County
- Orange
- Year built
- 2015
- Living area
- 5,502 sq ft
- Price/sq ft
- $598
- Building area
- 7,621 sq ft (Public Records)
- Lot size
- 30,855 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- X (12095C0380H)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $35,130 (2025)
- Parcel #
- 12-23-27-1215-00-240
- Zoning
- RSTD R-CE-
- MLS #
- O6439995
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 5
- Half bathrooms
- 2
- Flooring
- Tile, Wood
- Appliances
- Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Crown Molding, Eat-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
- Inside, Laundry Room
- Stories / Levels
- Two
- Direction faces
- Northeast
Heating & Cooling
- Heating
- Central, Natural Gas
- Cooling
- Central Air
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Driveway, Oversized
HOA & Financial
- HOA fee
- $1,612 / Quarterly
- Monthly HOA
- $537/mo
- Total monthly fees
- $537/mo
- Total annual fees
- $6,447
- HOA name
- Tisha Hopwood / First Service Residential
- CDD
- No
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- All information regarding Lease restrictions is deemed accurate but should be independently verified by the Buyer and Buyer's Agent.
- Approval process
- All information regarding Approval process is deemed accurate but should be independently verified by the Buyer and Buyer's Agent.
Exterior & Construction
- Exterior features
- Balcony, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Playground, Private Yard, Rain Gutters, Sidewalk
- Construction materials
- Block, Stucco
- Roof
- Tile
- Foundation
- Block, Slab
- Pool
- Private pool
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Connected, Natural Gas Connected, Sewer Connected, Sprinkler Meter, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | |
| Primary Bedroom 2 | Second | |
| Living Room | First | |
| Dining Room | First | |
| Kitchen | First | |
| Bedroom 3 | First | |
| Bedroom 4 | Second | |
| Bedroom 5 | Second | |
| Laundry | First | |
| Office | First |
Listing Details
- Listing date
- 2026-09-08
- On market date
- 2026-09-09
- Original list price
- $3,290,000
- Occupant type
- Vacant
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-09
- Tax legal description
- CASABELLA 79/139 LOT 24
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Turn 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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 9, 2026 at 2:10 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
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