938 Golfside Drive, FL938 Golfside Drive, FL938 Golfside Drive, FL
Stellar MLS
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$820,000

938 Golfside Drive

Winter Park, FL 32792

Listing updated: July 16, 2026 at 5:36 PM ET

Active
Stellar MLSListing courtesy of Fannie Hillman & Associates · MaryStuart Day · MLS #O6425467 · Active · 407-644-1234
4
Beds
3
Baths
2,366
Sq Ft
0.25
Acres
1968
Built
Private poolFireplace$347/sqft
Single Family Residence

Property type

1968

Year built

10,998 sqft

Lot size

$347

Price / sq ft

No HOA

HOA dues

0

Days on market

2

Garage spaces

X

Flood zone

About this home

Perfectly positioned on the 8th tee and 9th hole of the Winter Park Pines Golf Course, this home sits on an oversized quarter-acre lot and offers a rare opportunity to create your dream home while enjoying breathtaking golf course views. **The current floor plan features three bedrooms, as the original fourth bedroom has been converted into an expansive walk-in closet for the primary suite, and the flexible layout also offers the potential for a fifth bedroom.** While the interior offers an exciting opportunity to update, the sellers have already completed nearly $190,000 in major infrastructure and system improvements. One of the home's most valuable features is the fully paid-off solar panel system, which generates excess electricity that is returned to the Winter Park power grid, resulting in an average monthly electric bill of approximately $50. Additional capital improvements include a newer roof (2021), a new high-efficiency, variable-speed Lennox HVAC system (2025), a new energy-efficient, heat-pump water heater (2025), complete home repipe (2020), restoration of the cast-iron sewer system (2022) and plumbing stacks, upgraded attic insulation for enhanced energy efficiency (2023), a newer pool heater and pump (2024), added French drains (2025), new gutters with leaf guards, a deep irrigation well, an expanded circular paver driveway for ample parking space, and much more. Inside, the flexible floor plan offers endless possibilities. Beyond the spacious, front-facing living/dining room, the kitchen opens to a comfortable family room with a wood-burning fireplace. The kitchen window and pocket sliding glass doors frame beautiful views of the expansive covered lanai, screened pool, and rolling fairways beyond. The current 3-bedroom/2-bath layout on the left side can easily be reconfigured to restore the original 4th bedroom, which now serves as an oversized walk-in closet for the primary suite. The corner bedroom functions as both a guest room and home office, featuring a custom Murphy bed concealed behind a built-in bookcase, providing exceptional flexibility. On the opposite side of the home, an enormous bonus room with a full bath, offers direct pool access, and sweeping golf course views. Whether envisioned as a private guest suite or 5th bedroom, recreation room, home office, fitness studio, media room, or multigenerational living space, the bonus room has endless possibilities. Located just a few doors from the Cady Way Trail on one of the neighborhood's most picturesque oak-canopied streets, the setting is truly exceptional. This is a rare opportunity to purchase a home set directly on one of Winter Park's premier golf courses, where major mechanical system upgrades and costly infrastructure improvements have already been completed, creating the perfect opportunity to transform the interior into your own custom vision. Move in today, enjoy the exceptional location, and renovate at your own pace! Be sure to request a complete list of improvements, along with the floor plan, to fully appreciate the incredible potential this home presents.

Estimated monthly payment

Principal & interest$4,146
Property taxes$493
Home insurance (est.)$376

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Jul 16, 2026
  2. Listed$820,000
    Jul 16, 2026
  3. Price increased$820,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Golfside Sec 2
County
Orange
Year built
1968
Living area
2,366 sq ft
Price/sq ft
$347
Building area
3,520 sq ft (Public Records)
Lot size
10,998 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0255F)
Garage
2 spaces
Pool
Private pool
Annual taxes
$5,917 (2025)
Parcel #
09-22-30-3053-02-040
Zoning
R-1A
MLS #
O6425467

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Interior Details

Bedrooms
4
Full bathrooms
3
Flooring
Carpet, Tile
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Interior features
Built-in Features, Ceiling Fans(s), Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Walk-In Closet(s)
Laundry
In Garage
Stories / Levels
One
Direction faces
West
Fireplace
Yes

Heating & Cooling

Heating
Central, Heat Pump
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Circular Driveway, Driveway, Garage Door Opener, Oversized

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Homestead exemption
Yes
Min lease term
7 Months
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
Buyer to verify all leasing restrictions through the City of Winter Park.

Exterior & Construction

Exterior features
Lighting, Rain Gutters, Sidewalk, Sliding Doors
Construction materials
Block
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public, Well
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Sprinkler Well, Underground Utilities, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryCBrookshire ElemGreatSchools ↗
MiddleAGlenridge MiddleGreatSchools ↗
High SchoolAWinter Park HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
FoyerFirst6.5x10.5
Family RoomFirst15x12
Dining RoomFirst11x12
KitchenFirst13x12.5
Living RoomFirst19x12.5
Primary BedroomFirst14x13.5
Primary BathroomFirst6x13.5
Bedroom 2First12x15.5
Bedroom 3First10x11.5
Additional BedroomFirst12x10.5
Bonus RoomFirst21x21
Balcony/Porch/LanaiFirst36x13

Listing Details

Listing date
2026-07-16
On market date
2026-07-16
Original list price
$820,000
Occupant type
Vacant
MLS area
32792 - Winter Park/Aloma
Listing AOR
Orlando Regional
Status changed
2026-07-16
Tax legal description
GOLFSIDE SECTION TWO 2/34 LOT 4 BLK B

Flood risk

Minimal riskFEMA Zone XPanel 12095C0255F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From Aloma/Lakemont: Head South on Lakemont, L on Whitehall Dr., R on Greene Dr., L on Summerfield Rd., cross over Cady Way Trail then turn right onto Golfside Drive; the home is the 4th on the left.

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IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of July 16, 2026 at 5:36 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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