$6,000/month
Off-Market Date: 02/01/20261049 N Kentucky Avenue Winter Park, FL 32789
Pending MLS# O6373029
3 beds 3 baths 2,112 sq ft Townhouse/Twinhome
Details for 1049 N Kentucky Avenue
MLS# O6373029
Description for 1049 N Kentucky Avenue, Winter Park, FL, 32789
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.
Listing Information
Property Type: Rental, Townhouse
Status: Pending
Bedrooms: 3
Bathrooms: 3
Lot Size: 0.07 Acres
Square Feet: 2,112 sq ft
Year Built: 2017
Garage: Yes
Stories: 2 Story
Property Attached: Yes
Date Available: 2/15/2026
Construction Display: New Construction
Subdivision: Fairbanks Park
County: Orange
Construction Status: New Construction
Room Information
Bathrooms
Full Baths: 2
1/2 Baths: 1
Additonal Room Information
Laundry: Gas Dryer Hookup
Interior Features
Appliances: Built-In Oven, Washer, Cooktop, Dishwasher, Disposal, Dryer, Microwave
Additional Interior Features: Ceiling Fan(s)
Utilities
Cooling: Central Air, Ceiling Fan(s)
Heating: Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Community Features
Community Features: Sidewalks
Association Amenities: Other
Security Deposit: 12000
Driving Directions
From Fairbanks follow to right on Denning, then right on S Kentucky.
Financial Considerations
Tenant Pays: Janitorial Service,Re-Key Fee
Owner Pays: Insurance
Tax/Property ID: 12-22-29-2556-02-100
A broker reciprocity listing courtesy: THE AGENCY FL
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Sales History & Tax Summary for 1049 N Kentucky Avenue
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1049 N Kentucky Avenue
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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