4507 Winderwood Circle, FL4507 Winderwood Circle, FL4507 Winderwood Circle, FL
Stellar MLS
1 / 39

$659,900

4507 Winderwood Circle

Orlando, FL 32835

Listing updated: August 3, 2026 at 8:02 PM ET

Active
Stellar MLSListing courtesy of Keene'S Pointe Realty · Melissa Meyer · MLS #O6429389 · Active · 407-876-8879
3
Beds
2
Baths
2,201
Sq Ft
0.36
Acres
1987
Built
Private poolFireplace$300/sqft
Single Family Residence

Property type

1987

Year built

15,789 sqft

Lot size

$300

Price / sq ft

$35/mo

HOA dues

0

Days on market

2

Garage spaces

x

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

Principal & interest$3,337
Property taxes$491
Home insurance (est.)$302
HOA dues$35

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

  1. Status: Active
    Aug 3, 2026
  2. Listed$659,900
    Aug 3, 2026
  3. 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

ElementaryWindy Ridge ElemGreatSchools ↗
High SchoolAOlympia HighGreatSchools ↗

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

RoomLevelDimensions
Great RoomFirst15x25
Living RoomFirst23x12
Dining RoomFirst13x10
KitchenFirst12x10
DinetteFirst11x9
Primary BedroomFirst16x14
Primary BathroomFirst10x13
Utility RoomFirst6x8
Bedroom 2First11x11
Bedroom 3First11x11
Bathroom 2First11x5

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 riskFEMA Zone XPanel 12095C0405F

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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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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