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.
Sold for $700,000 on 10/20/25
$700,000
1729 Golfside Dr, Winter Park, FL 32792
4beds
2,372sqft
Single Family Residence
Built in 1981
8,442 Square Feet Lot
$676,900 Zestimate®
$295/sqft
$3,268 Estimated rent
Owner options
What's special
Zillow last checked: 7 hours ago
Listing updated: October 21, 2025 at 04:16am
Listing Provided by:
Rebecca Bininger Junod 407-230-3650,
KELLER WILLIAMS WINTER PARK 407-545-6430
Bought with:
Nick Romero, 3361706
CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS,MLS#: O6339454
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 195 Square Feet
- Dimensions: 13x15
Bedroom 2
- Features: Ceiling Fan(s), Walk-In Closet(s)
- Level: First
- Area: 100 Square Feet
- Dimensions: 10x10
Bedroom 3
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Bedroom 4
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 110 Square Feet
- Dimensions: 10x11
Primary bathroom
- Features: Dual Sinks, En Suite Bathroom, Exhaust Fan, Multiple Shower Heads, Rain Shower Head, Steam Shower, Sunken Shower, Walk-In Closet(s)
- Level: First
- Area: 84 Square Feet
- Dimensions: 14x6
Bathroom 2
- Features: Exhaust Fan, Single Vanity, Tub With Shower, Window/Skylight in Bath, No Closet
- Level: First
- Area: 45 Square Feet
- Dimensions: 9x5
Den
- Features: Ceiling Fan(s), No Closet
- Level: First
- Area: 110 Square Feet
- Dimensions: 11x10
Florida room
- Level: First
- Area: 308 Square Feet
- Dimensions: 11x28
Great room
- Features: Ceiling Fan(s), Storage Closet
- Level: First
- Area: 304 Square Feet
- Dimensions: 16x19
Kitchen
- Features: Pantry
- Level: First
- Area: 275 Square Feet
- Dimensions: 11x25
Laundry
- Features: Window/Skylight in Bath, No Closet
- Level: First
- Area: 77 Square Feet
- Dimensions: 11x7
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Refrigerator, Washer
- Laundry: Inside, Laundry Room
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
- Flooring: Ceramic Tile
- Windows: Blinds, Shades, Storm Window(s)
- Has fireplace: Yes
- Fireplace features: Family Room, Wood Burning
Interior area
- Total structure area: 2,914
- Total interior livable area: 2,372 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Front Porch, Patio, Rear Porch
- Exterior features: Awning(s), Rain Gutters
- Fencing: Wood
- Has view: Yes
- View description: Golf Course, Water, Pond
- Has water view: Yes
- Water view: Water,Pond
- Waterfront features: Pond, Pond Access
Lot
- Size: 8,442 sqft
- Features: On Golf Course, Sidewalk
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 162230319002050
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1981
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Available, Phone Available, Public, Sewer Available, Street Lights, Underground Utilities, Water Available
Community & neighborhood
Community
- Community features: Golf Carts OK, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)
Location
- Region: Winter Park
- Subdivision: GREENVIEW AT WINTER PINES
HOA & financial
HOA
- Has HOA: No
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Road surface type: Paved, Asphalt
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Estimated market value
$676,900