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Property Description
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.
Full Property Details
Full Property Details for 1729 Golfside Dr
General
- Sold For: $700,000
- Taxes: $4,643 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6339454
- Added to Site: 142 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 11
- 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
- Fireplace: Yes
- Fireplace(s): Family Room, Wood Burning
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Refrigerator, Washer
- Flooring: Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Exterior
- Exterior Features: Awning(s), Rain Gutters
- Deck/Patio: Front Porch, Patio, Rear Porch
- Porch/Patio/Deck: Front Porch, Patio, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 32792 - Winter Park/Aloma
- County: Orange
- Development Name: 32792 - Winter Park/Aloma
- Subdivision: GREENVIEW AT WINTER PINES
- Driving Directions: From Downtown Winter Park (Park Ave & Fairbanks): Go east on E Fairbanks Ave (continues as Aloma Ave / SR-426). Right on S Ranger Blvd. Left on Summerfield Rd. Left on Golfside Dr; home is on the left at 1729. Coming from Semoran (SR-436): Head west on Aloma Ave. Left on S Ranger Blvd. Left on Summerfield Rd. Left on Golfside Dr to 1729 on left.
- Direction Faces: North
School Information
- Elementary School: Brookshire Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
Community
- Community Name: 32792 - Winter Park/Aloma
- Community Features: Golf Carts OK, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Phone Available, Public, Sewer Available, Street Lights, Underground Utilities, Water Available
Structural Information
- Architectural Info: Ranch
- Architectural Style: Ranch
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Blinds, Shades, Storm Window(s)
- Stories/Levels: One
- Square Feet: 2,372
- Sq. Ft. Source: Public Records
- Living Area: 2,372 Sq. Ft.
- Year Built: 1981
Lot Features
- Property View: Golf Course, Water
- Lot Size (Acres): 0.19
- Lot Size (Sq. Ft.): 8,442
- Lot Size: 8442
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Wood
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Pond
- Water Front Desc.: Pond
Financial Considerations
- Tax Amount: $4,643
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: GREENVIEW AT WINTER PINES 7/31 LOT 5 BLKB
- Flood Zone Info: X
- APN: 162230319002050
- Property ID: 162230319002050
- Block/Lot/Section: B
Listed by Keller Williams Winter Park
Sold by Charles Rutenberg Realty Orlando
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Schools
Schools serving 1729 Golfside Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Brookshire Elementary School 2500 Cady Way, Winter Park, FL 32792 | PK-5 | 1 mi |
Glenridge Middle School 2900 Upper Park Road, Orlando, FL 32814 | 6-8 | 1.6 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1729 Golfside Dr
Date
Details
Price
Change
Source
10/20/2025
Sold
$700,000
—
MLS
9/08/2025
Price Reduced
$700,000
-3.45%
MLS
8/27/2025
Listed
$725,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1729 Golfside Drive, Winter Park, FL 32792 (MLS# O6339454) is a Single Family property that was sold at $700,000 on October 20, 2025. Want to learn more about 1729 Golfside Drive? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.

