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WINTER PARK, FL 32789 1049 N KENTUCKY AVENUE

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Presented By: THE AGENCY FL with 407-335-4119. - 407-335-4119
  • MLS# O6373029
  • 01/12/2026
  • Request Tour
  • Request Info
  • Beds • 3
  • Full/Half Baths • 2 / 1
  • SQFT • 2,112
  • Garage • 2

Home Details

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.
Presented By: THE AGENCY FL with 407-335-4119. - 407-335-4119

Interior Features for 1049 N KENTUCKY AVENUE

Bedrooms

Total Bedrooms3

Bathrooms

Half Baths1
Total Baths3

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace Y/NNo
Furnished Y/NFurnished
Heating Y/NYes
Interior AmenitiesCeiling Fan(s)
Laundry FeaturesGas Dryer Hookup
Total Stories2

General for 1049 N KENTUCKY AVENUE

AppliancesBuilt-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Washer
Association AmenitiesOther
Attached Garage Yes
Availability Date2026-02-15
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER PARK
Community FeaturesSidewalks
CoolingCentral Air
CountyOrange
DirectionsFrom Fairbanks follow to right on Denning, then right on S Kentucky.
Full Baths2
Garage Spaces2
Garage Y/NYes
HeatingCentral
Lease Amount FrequencyMonthly
LevelsTwo
Living Area UnitsSquare Feet
Lot Size Square Feet2917
Lot Size UnitsSquare Feet
MLS Area32789 - Winter Park
Minimum Lease7 Months
New ConstructionNo
Occupancy TypeOwner
Ok to Lease>6 Months <12
OwnerPaysInsurance
Pets AllowedNo
Property Attached Y/NYes
Property ConditionCompleted
Property SubtypeTownhouse
Property TypeResidential Lease
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
Standard StatusPending
StatusPending
Subdivision NameFAIRBANKS PARK
Tenant PaysCleaning Fee, Re-Key Fee
Total Rooms0
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built2017

Exterior for 1049 N KENTUCKY AVENUE

Building Area Total2741
Covered Spaces2
Lot Size Acres0.07
Lot Size Area2917
Private PoolNo
Road Surface TypeAsphalt
Waterfront Y/NNo

Additional Details

Price History

Schools

High School Hubert H Humphrey Middle School
Middle School N/A
Elementary School Big Hollow Elementary School

Steven Silcock

Broker Owner
Price $6,000
MLS#O6373029
List Date 01/12/2026
Property Type Rentals
Phone 407.574.0218
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Request Info
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