1729 Golfside Drive, Winter Park, FL 32792
Local realty services provided by:Better Homes and Gardens Real Estate Lifestyles Realty
Listed by:rebecca bininger junod
Office:keller williams winter park
MLS#:O6339454
Source:MFRMLS
Price summary
- Price:$700,000
- Price per sq. ft.:$240.22
About this home
MULTIPLE OFFERS. The Sellers are calling for highest and best offer submissions by Monday, September 15th at 5:00 PM.
Golfside living, beautifully reimagined. From the moment you step inside, your eyes are drawn to serene water and golf course views — a daily reminder of why this address is so special.
This 4-bedroom, 2-bath retreat in Winter Park Pines marries timeless charm with thoughtful modern updates — from the warmth of a wood-burning fireplace to a dream kitchen dressed in quartz, honeycomb tile, and designer lighting. A versatile dining or flex space invites effortless entertaining or the perfect work-from-home setting.
The Florida room, bathed in natural light, creates a seamless connection between indoor comfort and the picturesque landscape beyond — a space to linger over morning coffee or unwind at sunset.
The primary suite feels like a private sanctuary with peaceful views of the water and rolling fairways. Its en-suite bath, fully reimagined in 2023, offers dual vanities, shiplap accents, and a glass walk-in shower with rainfall and handheld features — a retreat designed for pure exhale. Three additional bedrooms, well-appointed with ceramic flooring and ceiling fans, provide both comfort and flexibility. A second fully renovated bath shines with brushed gold fixtures, quartz vanity, and carefully curated tile work.
Step outside to the brick paver patio with motorized retractable awning, where mornings glow and evenings linger against a backdrop of water and golf course greens. A city-permitted fenced side yard adds storage for a boat, camper, or weekend toys.
This home’s updates bring peace of mind: new roof (2024), dual hybrid water heater (2024), garbage disposal (2025), plumbing upgrades (2020–2025), all-new ductwork and insulation (2022), new garage door motor and springs (2025), plus a serviced HVAC system every 6 months.
Ideally located near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, UCF, and Full Sail. With Park Avenue, AdventHealth Winter Park, Crosby Wellness, and everyday shopping minutes away, where convenience meets connection.
Practical and picturesque. Light-filled and lifestyle-rich. A Winter Park home where every detail — and every view — feels like home.
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Home facts
- Year built:1981
- Listing ID #:O6339454
- Added:49 day(s) ago
- Updated:October 16, 2025 at 08:12 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:2
- Full bathrooms:2
- Living area:2,372 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Shingle
- Year built:1981
- Building area:2,372 sq. ft.
- Lot area:0.19 Acres
Schools
- High school:Winter Park High
- Middle school:Glenridge Middle
- Elementary school:Brookshire Elem
Utilities
- Water:Public, Water Available
- Sewer:Public, Public Sewer, Sewer Available
Finances and disclosures
- Price:$700,000
- Price per sq. ft.:$240.22
- Tax amount:$4,643 (2024)
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