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Property for sale at 1729 GOLFSIDE DRIVE, WINTER PARK, FL, 32792

1729 Golfside DriveWinter Park, FL, 32792

4beds
2baths
2,372sqft
Single Family Residence
Built in 1981
$700,000
Sold
Price per sqft
$295
Sold on
Oct 20, 2025
MLS #O6339454Updated Oct 21, 2025

About this property

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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Gaby, Property Specialist
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Property details

Property type
Single Family Residence
Street address
1729 Golfside Drive
City
Winter Park
State
FL
ZIP code
32792
Year built
1981
New construction
No
Faces
North
Rooms
11
Living area
2,372 sqft
Total building area
2,914 sqft
Architectural style
Ranch
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 8:01 AM EDT

Price & sale history

EventPrice
SoldMLS #O6339454$700,000
Price reducedMLS #O6339454$700,000Change: −3.4%−$25,000
Listed for saleMLS #O6339454$725,000
SoldMLS #O5142980$310,000
History may be incomplete.
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Property for sale at 1729 GOLFSIDE DRIVE, WINTER PARK, FL, 32792
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