• Primary Photo - 3BR/2BA Single Family Home with Large Backyard in Winter Park!
  • Building Photo - 3BR/2BA Single Family Home with Large Backyard in Winter Park!
    Building Photo - 3BR/2BA Single Family Home with Large Backyard in Winter Park!
  • Building Photo - 3BR/2BA Single Family Home with Large Backyard in Winter Park!
    Building Photo - 3BR/2BA Single Family Home with Large Backyard in Winter Park!
$2,300 / Month

2441 Fifeshire Dr

,

Winter Park, FL 32792

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Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
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407-772-5555

  • Bedrooms

    3

  • Bathrooms

    2

  • Square Feet

    1,371 sq ft

  • Available

    Available Now

2441 Fifeshire Dr
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About This Home

$2,300 deposit, Available Now

Welcome to this conveniently located 3BR/2BA Single Family Home in Winter Park! This beautiful home is located in the heart of Winter Park, FL, and boasts a range of amenities that make it a perfect place to call home. The house features three generously sized bedrooms and two full bathrooms, with stand-in showers. The living area is enhanced by a cozy fireplace and ceiling fans for added comfort. The fully equipped kitchen is ready for your culinary adventures. The home also includes a washer and dryer for your convenience. Step outside to a large yard, perfect for outdoor activities, and a large screened-in patio, ideal for enjoying Florida's beautiful weather. The property also includes a two-car garage, and extended driveway providing ample space for parking and storage. The flooring is a mix of tile and carpet, adding to the home's warm and inviting ambiance. Plus, this home is pet-friendly, so your furry friends are welcome! Experience the best of Winter Park living in this spacious and comfortable home. For more information or to schedule a viewing, call Innovative Realty, LLC at . You can schedule a showing online and view all of our listings at Innovative Realty residents are enrolled in the Resident Benefits Kit for $50.00/month which includes renters’ insurance, HVAC air filter delivery (for applicable properties), utilities management, identity theft protection, and much more! An admin fee of $195.00 will be due at move-in. More details here: We’re happy to allow pets in this property, though we cannot allow more than two pets and they must be under 75 pounds. Our pet fee includes a $200 refundable deposit and a $150 non-refundable fee per pet. Sorry, no aggressive breeds. We run a comprehensive check of your criminal background, credit history, rental history. While we look at everything on a case-by-case basis, if you have certain prior felonies or any evictions your application may be denied. We require that our residents make at least three times the monthly rent and can provide proof of income and identity. Have questions about our resident requirements? Read our blog below for more information on if you will qualify: ATTENTION: Innovative Realty does not post ads on Craigslist or Facebook Marketplace! Recently scam artists have been stealing rental listings, lowering the price and posting fake ads online, especially on Craigslist, and posing as the landlords. Beware of out of state phone numbers or Google Voice numbers. If you've been speaking with anyone other than Innovative Realty, been given a lockbox access code by a third party, asked to send money payable to anyone but Innovative Realty, LLC-- it is a scam!

Unique Features

  • Ceiling Fans
  • Large screened in patio
  • Stand-in Shower
  • two-car garage
  • None
  • Pet Friendly
  • Tile & Carpet Floors
  • Winter Park
  • Fireplace
  • Fully Equipted Kitchen

2441 Fifeshire Dr is a house located in Orange County and the 32792 ZIP Code. This area is served by the Orange County Public Schools attendance zone.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.

  • One-Time Basics
    • Due at Move-In
      • Security Deposit - Refundable
        Charged per unit.
        $2,300

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

House Features

  • Dishwasher

Contact

  • Listed by Innovative Realty LLC | Innovative Realty LLC
  • Phone Number
  • Contact
Location Get Directions
City - Winter Park

Nestled in Central Florida, Winter Park combines historic charm with cultural amenities. Tree-lined brick streets wind through the city, where live oaks draped with Spanish moss create a natural canopy over the downtown area. Park Avenue serves as the city center, offering boutiques, cafes, and art galleries, while Rollins College enhances the community's educational landscape. The city's chain of lakes, connected by scenic canals, provides opportunities for water activities, and Mead Botanical Garden spans 47.6 acres of natural beauty. Current rental trends show moderate stability, with one-bedroom apartments averaging $1,482 per month and two-bedroom units at $1,766, reflecting slight increases of 0.7% and 0.6% respectively over the past year.

The rental market in Winter Park features properties ranging from lakefront apartments to garden-style communities near Park Avenue.

Learn more about living in Winter Park 
Amenities
  • Dishwasher
  • Ceiling Fans
  • Large screened in patio
  • Stand-in Shower
  • two-car garage
  • None
  • Pet Friendly
  • Tile & Carpet Floors
  • Winter Park
  • Fireplace
  • Fully Equipted Kitchen
Education
Colleges & Universities Distance
Colleges & Universities Distance
Full Sail University
Drive: 5 min 1.8 mi
Rollins College
Drive: 8 min 2.9 mi
Valencia College, Winter Park
Drive: 9 min 3.7 mi
Florida Hospital College
Drive: 14 min 5.2 mi
2441 Fifeshire Dr is within 5 minutes or 1.8 miles from Full Sail University. It is also near Rollins College and Valencia College, Winter Park.
Schools
Cornerstone Academy Charter
Charter Elementary & Middle School
Grades K-8
988 Students
Attendance Zone
Brookshire Elementary
Public Elementary School
Grades PK-5
559 Students
Attendance Zone
Glenridge Middle
Public Middle School
Grades 6-8
1,145 Students
Attendance Zone
Grades 9-12
563 Students
Attendance Zone
The Huntington Learning Center
Private Elementary, Middle & High School
Grades PK-12
Nearby
Bright Learning - Cyber High School
Private Elementary & Middle School
Grades PK-8
Nearby
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation

2441 Fifeshire Dr is near Orlando International, located 12.5 miles or 22 minutes away, and Orlando Sanford International, located 19.0 miles or 29 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Winter Park Amtrak Station
Drive: 8 min 3.2 mi
Winter Park
Drive: 8 min 3.2 mi
Adventhealth
Drive: 13 min 5.2 mi
Lynx Central
Drive: 14 min 6.2 mi
Maitland
Drive: 14 min 6.9 mi
Airports Distance
Airports Distance
Orlando International
 Drive: 22 min 12.5 mi
Orlando Sanford International
 Drive: 29 min 19.0 mi
Car-Dependent
27
Walk Score®
Out of 100
This area is considered a car-dependent area and most errands will require a car.
Some Transit
27
Transit Score®
Out of 100
You'll likely want a car when living in this area since it has few transit options.
Bikeable
56
Bike Score®
Out of 100
While there’s some bike infrastructure in this area, you’ll still need a car for many errands.
-
-
Soundscore™
Out of 100

Traffic:

-

Airport:

-

Businesses:

-

Score provided by

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Points of Interest

Time and distance from 2441 Fifeshire Dr.

Shopping Centers Distance
Shopping Centers Distance
University Shoppes
Drive: 3 min 1.3 mi
Winter Park Corners
Drive: 4 min 1.4 mi
Colonial Promenade University Park
Drive: 4 min 1.5 mi
2441 Fifeshire Dr has 3 shopping centers within 1.5 miles, which is about a 4-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Blue Jacket Park
 Drive: 5 min 2.1 mi
Leu Gardens
 Drive: 11 min 4.1 mi
Orlando Science Center
 Drive: 12 min 5.0 mi
Orlando Loch Haven Park
 Drive: 13 min 5.0 mi
Demetree Park
 Drive: 11 min 5.8 mi
2441 Fifeshire Dr has 5 parks within 5.8 miles, including Blue Jacket Park, Leu Gardens, and Orlando Loch Haven Park.
Hospitals Distance
Hospitals Distance
AdventHealth Orlando
Drive: 13 min 5.2 mi
Oviedo Medical Center
Drive: 15 min 8.7 mi
Orlando Health
Drive: 18 min 10.0 mi
2441 Fifeshire Dr has 3 hospitals within 10.0 miles, the nearest is AdventHealth Orlando which is 5.2 miles away and a 13 minute drive.
Military Bases Distance
Military Bases Distance
John F Kennedy Space Center
Drive: 88 min 63.9 mi
Patrick Space Force Base
Drive: 86 min 67.7 mi
2441 Fifeshire Dr is 63.9 miles from John F Kennedy Space Center, and is convenient to other military bases, including Patrick Space Force Base.

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