Experience the ultimate in modern Winter Park living in this **fully furnished, European-inspired 3-bedroom residence**, designed by award-winning architect **Phil Kean** and crafted for those who demand style, convenience, and performance. This rare long-term rental offers a seamless blend of luxury and functionality, featuring a **professional-grade gym with high-end equipment**, expansive **indoor–outdoor living**, and a private **two-story courtyard** that floods the home with natural light. Floor-to-ceiling glass doors open completely to create a true resort-style environment, complemented by a glass-wall staircase, premium wood finishes, quartz surfaces, and stainless steel appliances. The oversized primary suite delivers a spa-level retreat with a generous walk-in closet, while the secondary bedrooms provide exceptional comfort and storage. Located in one of Winter Park’s most coveted walkable pockets, you’re steps from Park Avenue, the Farmers Market, parks, sports fields, the library, and everyday conveniences — with I-4 just minutes away for effortless access to Downtown Orlando. With **no HOA**, architectural pedigree, curated furnishings, and a lifestyle unmatched in the rental market, this home is ideal for corporate relocations, professionals, and anyone seeking a sophisticated, low-maintenance living experience in the heart of Winter Park.
Property Details
Price:
$6,000
MLS #:
O6373029
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Rental
Subtype:
Townhouse
Subdivision:
FAIRBANKS PARK
Neighborhood:
32789winterpark
Listed Date:
Jan 13, 2026
Finished Sq Ft:
2,112
Total Sq Ft:
2,741
Lot Size:
2,917 sqft / 0.07 acres (approx)
Year Built:
2017
See this Listing
Schools
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Heating
Central
Interior Features
Ceiling Fan(s)
Laundry Features
Gas Dryer Hookup
Levels
Two
Exterior
Association Amenities
Other
Attached Garage YN
1
Community Features
Sidewalks
Covered Spaces
2
Garage Spaces
2
Financial
Map
Community
- Address1049 N KENTUCKY AVENUE WINTER PARK FL
- SubdivisionFAIRBANKS PARK
- CityWINTER PARK
- CountyOrange
- Zip Code32789
Subdivisions in WINTER PARK
Market Summary
Current real estate data for Rental in WINTER PARK as of Aug 30, 2026
102
Rental Listed
42
Avg DOM
2
Avg $ / SqFt
$2,887
Avg List Price
Property Summary
- Located in the FAIRBANKS PARK subdivision, 1049 N KENTUCKY AVENUE WINTER PARK FL is a Rental for sale in WINTER PARK, FL, 32789. It is listed for $6,000 To schedule a showing of MLS#o6373029 at 1049 N KENTUCKY AVENUE in WINTER PARK, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of THE AGENCY FL. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1049 N KENTUCKY AVENUE
WINTER PARK, FL
