1729 Golfside Drive, WINTER PARK, FL

$700,000

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4

Beds

2

Baths

2,372

Square feet

0.19

Acres

Summary of 1729 Golfside Drive

1729 Golfside Drive is in WINTER PARK, FL. This Residential property for sale is currently being offered at $700,000. Built in 1981, this 4 bedroom, 2 bathroom Orange Residential property has been listed on RealtyInOrlando.com for 27 days. 1729 Golfside Drive is priced at $295.11 Per Square Foot, and is situated on 0.19 acres of land. Please contact your local Realtor® for more information on 1729 Golfside Drive, WINTER PARK, FL 32792-5141. Property Listing Reference: MLS number: O6339454.

About 1729 Golfside Drive

Under contract-accepting backup offers. 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.

Features of 1729 Golfside Drive

MLS® # O6339454
Price $700,000
Bedrooms 4
Bathrooms 2.00
Full Baths 2
Square Footage 2,372
Acres 0.19
Year Built 1981
Type Residential
Sub-Type Single Family Residence
Style Ranch
Status Pending
Taxes $4,643

Community Information

Address 1729 Golfside Drive
Area Winter Park/Aloma
Subdivision GREENVIEW AT WINTER PINES
City WINTER PARK
County Orange
State FL
Zip Code 32792-5141

Amenities

# of Garages 2
View Golf Course, Water
Is Waterfront Yes
Waterfront Pond
Has Pool No
Community Features Golf Carts OK, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)

Interior

Interior Features Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets
Appliances Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Refrigerator, Washer
Heating Central
Cooling Central Air
Fireplace Yes
Fireplaces Family Room, Wood Burning

Exterior

Exterior Features Awning(s), Rain Gutters
Lot Description On Golf Course, Sidewalk
Roof Shingle
Foundation Slab

School Information

Elementary Brookshire Elem
Middle Glenridge Middle
High Winter Park High

Other Information

Date Listed August 27th, 2025
Days on Market 27
Zoning R-1A
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeKELLER WILLIAMS WINTER PARK

Listing Map

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