


$659,900
4507 Winderwood Circle
Orlando, FL 32835
Listing updated: August 3, 2026 at 8:02 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Welcome to Winderwood, a desirable and rarely available community in the heart of Dr. Phillips, featuring just 49 homes along a single circular, tree-lined street. Situated on an oversized .36-acre lot, this home offers charm, character, and the ideal Florida lifestyle. The light-filled open floor plan features elegant archways, spacious living and dining areas, a great room with vaulted ceilings, gas fireplace, and impact-resistant skylights. The kitchen offers 42-inch cabinetry, generous counter space, gas range, bar-top seating, and a breakfast nook overlooking the pool. The flexible layout includes 3 bedrooms, 2 full bathrooms, plus a versatile living room/flex space with the option to convert back to a fourth bedroom. The spacious primary suite features dual walk-in closets, a newer sliding glass door leading to the lanai, and an updated primary bathroom with granite countertops, three separate vanities, and a walk-in shower with frameless glass enclosure. The secondary bathroom has also been updated with granite countertops and a tiled walk-in shower with frameless glass door. Enjoy Florida living with a screened outdoor retreat featuring a PebbleTec-finished pool, covered lanai, summer kitchen with bar-height seating, and paver deck. Beyond the pool area, a private garden retreat awaits with winding reclaimed Old Chicago brick pathways leading to a fire pit surrounded by brick sitting walls, brick patio areas, a large storage shed, and lush mature landscaping with an abundance of flowering plants, including crepe myrtles, azaleas, callistemons, and more. The fully fenced backyard offers beautiful sunset views. Notable improvements include a 2018 roof, upgraded windows and sliding glass doors, updated flooring (2022), and a new water heater (2026). Conveniently located near Restaurant Row, shopping, major highways, and zoned for Windy Ridge K-8 and Olympia High School.
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: ActiveAug 3, 2026
- Listed$659,900Aug 3, 2026
- Price increased$659,900
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Winderwood
- County
- Orange
- Year built
- 1987
- Living area
- 2,201 sq ft
- Price/sq ft
- $300
- Building area
- 2,881 sq ft (Public Records)
- Lot size
- 15,789 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- x (12095C0405F)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $5,895 (2025)
- Parcel #
- 28-23-11-9333-00-150
- Zoning
- RES
- MLS #
- O6429389
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Tile
- Appliances
- Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Central Vaccum, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
- Laundry
- Inside, Laundry Room
- Stories / Levels
- One
- Direction faces
- Southeast
- Fireplace
- Yes
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener, On Street
HOA & Financial
- HOA fee
- $418 / Annually
- Monthly HOA
- $35/mo
- Total monthly fees
- $35/mo
- Total annual fees
- $418
- HOA name
- JAN ADDISON
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Buyer to verify lease restrictions with HOA.
Exterior & Construction
- Exterior features
- Courtyard, Fire Pit, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Sidewalk, Sliding Doors
- Construction materials
- Block, Brick
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Electricity Connected, Public, Underground Utilities, 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 |
|---|---|---|
| Great Room | First | 15x25 |
| Living Room | First | 23x12 |
| Dining Room | First | 13x10 |
| Kitchen | First | 12x10 |
| Dinette | First | 11x9 |
| Primary Bedroom | First | 16x14 |
| Primary Bathroom | First | 10x13 |
| Utility Room | First | 6x8 |
| Bedroom 2 | First | 11x11 |
| Bedroom 3 | First | 11x11 |
| Bathroom 2 | First | 11x5 |
Listing Details
- Listing date
- 2026-08-03
- On market date
- 2026-08-03
- Original list price
- $659,900
- Occupant type
- Owner
- MLS area
- 32835 - Orlando/Metrowest/Orlo Vista
- Listing AOR
- Orlando Regional
- Status changed
- 2026-08-03
- Tax legal description
- WINDERWOOD 18/13 LOT 15
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
North on Dr. Phillips Blvd to end at Conroy-Windermere Rd. Straight through the intersection intoWinderwood Subdivision. At stop sign go left. House on the left.
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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 August 3, 2026 at 8:02 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.
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