Active · Single Family

4507 WINDERWOOD CIRCLE

ORLANDO, FL 32835

$659,900

$300/sqft

Beds

3 beds

Baths

2 baths

Area

2,201 sqft

Single FamilyBuilt 198715,789 sqft lot2-car garageElectricCentral AirPoolFireplace$300/sqft1 day on market

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.

Facts & features

Interior

Bedrooms: 3
Bathrooms: 2
Living area: 2,201 sqft
Heating: Electric
Cooling: Central Air
Flooring: Tile
Fireplace: Yes
Features: Ceiling Fans(s), Central Vaccum, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan…
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator…

Exterior & lot

Lot size: 15,789 sqft (0.36 ac)
Pool: Yes
Roof: Shingle
Construction: Block, Brick
Exterior: Courtyard, Fire Pit, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters…

Parking

Garage: 2 spaces

Financial

HOA dues: $418 / annually
Annual tax: $5,895 (2025)
Price / sqft: $300/sqft

Utilities

Water: Public
Sewer: Septic Tank
Utilities: Electricity Connected, Public, Underground Utilities, Water Connected

Property

Property type: Single Family
Year built: 1987
Subdivision: WINDERWOOD
County: Orange

Assigned schools

Elementary: Windy Ridge Elem
High: Olympia High

Listing

Status: Active
Days on market: Today
MLS #: MFR801391825
Source: Stellar MLS

Listed by Melissa Meyer · KEENE'S POINTE REALTY

Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.

RRENA ValiQEstimate

Sample estimate — not an appraisal

$663k

+0.5% vs asking

$624k low$703k high

Based on 29 comparable sales within 2 miles of ORLANDO, FL. priced in line with RENA ValiQ.

Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.

Estimate your monthly cost

PITI + HOA

Down payment (%)

Interest rate (%)

Loan term (yrs)

Property tax (% / yr)

Home insurance ($ / yr)

HOA dues ($ / mo)

Estimated monthly payment$4,207/mo

Principal & interest: $3,512/mo
Property tax: $495/mo
Home insurance: $200/mo

Tax, insurance and HOA are editable estimates with Florida-typical defaults — Florida homeowners insurance in particular varies widely by location and elevation. Confirm exact figures with a lender and insurer.