421 FAIRBANKS, WINTER PARK, FL 32789
$3,750
Beds: 3
Baths: 3 Full
Sq. Ft.: 1,750 Sq. Ft.
Year Built: 1925
Lot Size: 0.22 Acres
Garage: N/A
Pool: No
DOM: 2






















Property Overview
Status: Active
Property Type: Residential Lease
MLS #: 32ba7ca2823c947da4ebeaca67b9b48b
Subdivision: WINTER PARK REP BLK 75
County: Orange
HOA Fee: N/A
Year Built: 1925
Construction:
Foundation:
Roof:
Cooling: Central Air
Heating: Central
Sewer:
Water Source: Public
Zoning: N/A
Tax Amount: N/A (N/A)
Listed On: Feb 9, 2026
Description
Occupying the entire second floor of a landmark 1925 brick building in the heart of Winter Park, this fully reimagined residence offers a rare opportunity to lease a true designer 3 bedroom, 3 bathroom loft just two blocks from Park Avenue. The open concept interior features high ceilings, abundant natural light from skylights and brand new windows, and a refined industrial aesthetic anchored by hardwood flooring and sleek quartz countertops. A custom architectural lighting package with sculptural glass pendants and vertical LED sconces adds a distinctive, high end finish throughout. The thoughtfully designed layout provides three separate bedrooms, each with its own private ensuite bath, offering both flexibility and privacy for residents or guests. Located minutes from Rollins College, Lake Virginia, boutique shopping, dining, and SunRail access, this turnkey residence combines historic character with modern design in one of Winter Park’s most desirable corridors.
Directions
From Downtown Orlando, head north on N Mills Ave (US-17/92) toward Winter Park. Continue as it becomes Orlando Ave. Turn right onto W Fairbanks Ave. 421 W Fairbanks Ave will be on the right near Park Ave.
School Information
Elementary: N/A
Middle: N/A
High: N/A
Location
Get Directions View on Google MapsMortgage Estimator
*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.
Listing Information
Provided Courtesy of:
REALTY ONE GROUP MVP
Listing Agent: Nic Cadwallader
Information is deemed reliable but not guaranteed. Information provided is 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.
Data last updated: February 16, 2026, 8:29 pm UTC
MLS Source: Stellar MLS Copyright © 2026
Similar Active Listings Nearby

1329 MEDINAH, WINTER PARK
GREENVIEW AT WINTER PINES
3 Beds / 2 Baths
2,064 Sq. Ft.
Courtesy of COLONIALTOWN REALTY

2907 LITTLE JOHN, WINTER PARK
WINTER PARK PINES
4 Beds / 3 Baths
2,070 Sq. Ft.
Courtesy of SOTERA LIVING

421 FAIRBANKS, WINTER PARK
WINTER PARK REP BLK 75
3 Beds / 3 Baths
1,750 Sq. Ft.
Courtesy of REALTY ONE GROUP MVP
Similar Recently Sold Listings Nearby

811 GAINER, WINTER SPRINGS
WINTER SPGS VILLAGE PH 1
3 Beds / 2 Baths
1,876 Sq. Ft.
Courtesy of SAVE MORE REAL ESTATE OF C.F.

912 WILMERLING, SARASOTA
WINTER GARDENS
2 Beds / 2 Baths
1,407 Sq. Ft.
Courtesy of LIMITLESS SKY REAL ESTATE LLC

736 LONDON, WINTER PARK
WINTER PARK PINES
4 Beds / 2 Baths
1,623 Sq. Ft.
Courtesy of KELLY PRICE & COMPANY LLC
