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$725,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,677 Sq. Ft.
  • Updated 1 hour ago

Next open house:

Open House: 4:00 PM - 6:45 PM

Friday 2/27 4:00 PM - 6:45 PM

1108 Fairway Drive,Winter Park, FL 32792

1108 Fairway DriveWinter ParkFL32792

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Join us at 1108 Fairway Drive on:

  • Open House: 11:00 AM - 2:00 PM

    Saturday 2/28 11:00 AM - 2:00 PM

    1108 Fairway Drive,Winter Park, FL 32792
    1108 Fairway DriveWinter ParkFL32792
  • Open House: 11:00 AM - 2:00 PM

    Sunday 3/1 11:00 AM - 2:00 PM

    1108 Fairway Drive,Winter Park, FL 32792
    1108 Fairway DriveWinter ParkFL32792
  • Open House: 2:00 PM - 4:00 PM

    Sunday 3/1 2:00 PM - 4:00 PM

    1108 Fairway Drive,Winter Park, FL 32792
    1108 Fairway DriveWinter ParkFL32792
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In one of Winter Parks most sought after neighborhoods, take a look at this exceptional 3-bedroom, 2-bathroom pool home with an additional bonus space. Completely reimagined with a designer's eye, this residence blends high-end aesthetic with the ultimate peace of mind-with a newer roof, A/C, and water heater. Step inside to a Sun-filled sanctuary featuring new luxury vinyl plank flooring and gorgeous tile. The heart of the home is the brand-new chef's kitchen, featuring custom white oak wood cabinetry, rare Taj Mahal quartzite countertops, and elegant champagne bronze finishes throughout. The kitchen flows seamlessly into the living areas, where new tile work elevates the wet areas for a cohesive, upscale feel. Work from home in style in the dedicated bonus room, an ideal footprint for a private office or creative studio. This home features true functionally for a family to live in everyday. This one of a kind home features a custom in home laundry room, custom vanities, a fireplace made to enhance the homes aesthetic & custom doors through the entire home. Beyond the interior, your private Florida lifestyle awaits. Retreat to the expansive screened-in pool, patio and large backyard. Located just steps from the Winter Park Pines Golf Course and the scenic Cady Way Trail, this home offers more than just a renovation-it offers a lifestyle. Enjoy easy access to the clubhouse for dining, top-rated schools, and the vibrant culture of downtown Winter Park. With every detail thoughtfully curated and major systems already updated, this is the turnkey masterpiece you've been waiting for.

Full Property Details for 1108 Fairway Dr

General

  • Price: $725,000
  • Taxes: $6,712 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6386266
  • Updated: Today (2/27/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 8
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Thermostat, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Wood Burning
  • Appliances: Dishwasher, Disposal, Range, Range Hood, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Luxury Vinyl, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Laundry Room, Washer Hookup

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground

Exterior

  • Exterior Features: Private Mailbox, Private Yard

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: GOLFSIDE SEC 03
  • Driving Directions: *South on Semoran Blvd *Keep right to continue on FL-436 E/Semoran Blvd *Turn right onto FL-426 W *Turn left onto N Ranger Blvd *Turn left onto Summerfield Rd *Continue onto Fairway Dr *Destination will be on the left
  • Direction Faces: Southeast

School Information

  • Elementary School: Brookshire Elem
  • Middle School: Glenridge Middle
  • High School: Winter Park High

Community

  • Community Name: 32792 - Winter Park/Aloma

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Wood Siding
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: One
  • Square Feet: 1,677
  • Sq. Ft. Source: Public Records
  • Year Built: 1978

Lot Features

  • Lot Size (Acres): 0.23
  • Lot Size (Sq. Ft.): 10,167
  • Lot Size: 10167
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Tax Amount: $6,712.92
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: GOLFSIDE SECTION THREE 3/143 LOT 21 BLKB
  • Flood Zone Info: X
  • APN: 102230305602210
  • Property ID: 102230305602210
  • Block/Lot/Section: B

Listed by Charles Rutenberg Realty Orlando

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Listing agent

— 1108 Fairway Dr —

  • Charles Rutenberg Realty Orlando

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1108 Fairway Dr

School District:Orange County School District
NameGradesDistance
Brookshire Elementary School
2500 Cady Way, Winter Park, FL 32792
PK-50.9 mi
Glenridge Middle School
2900 Upper Park Road, Orlando, FL 32814
6-81.7 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-120.8 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 1108 Fairway Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/27/2026
Listed
$725,000
61.11%
MLS
1/05/2026
Sold
$450,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1108 Fairway Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,713
—
$444,090
3%
2024
$6,713
8%
$433,167
3%
2023
$6,236
30%
$418,542
37%
2021
$4,808
-9%
$304,817
-14%
2022
$5,308
10%
$354,917
21%
2021
$4,808
4%
$293,535
4%
2019
$4,612
4%
$282,687
6%
2018
$4,430
2%
$267,573
1%
2017
$4,339
12%
$265,022
14%
2016
$3,886
5%
$232,613
11%
2015
$3,717
10%
$209,344
10%
2014
$3,389
12%
$190,313
10%
2013
$3,032
—
$173,012
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Charles Rutenberg Realty Orlando

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1108 Fairway Drive, Winter Park, FL 32792 (MLS# O6386266) is a Single Family property with 3 bedrooms and 2 full bathrooms. 1108 Fairway Drive is currently listed for $725,000 and was received on February 27, 2026. Want to learn more about 1108 Fairway 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.

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