• Primary Photo - Stunning estate, with luxury upgrades, bac...
  • Building Photo - Stunning estate, with luxury upgrades, bac...
    Building Photo - Stunning estate, with luxury upgrades, bac...
  • Building Photo - Stunning estate, with luxury upgrades, bac...
    Building Photo - Stunning estate, with luxury upgrades, bac...
$8,500 / Month

1731 Windsor Dr

,

Winter Park, FL 32789

2 Weeks Ago
| Edit
Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
Share Listing
Favorites

  • Bedrooms

    4

  • Bathrooms

    3.5

  • Square Feet

    3,669 sq ft

1731 Windsor Dr
Share Listing
Favorites

About This Home

$9,000 deposit

Welcome to this stunning European style estate in the desirable Winter Park, FL. This luxurious home boasts four bedrooms and three and a half bathrooms, with nearly 4 thousand square feet of living space. The backyard oasis features a private pool and large yard, perfect for outdoor entertaining or relaxing in the Florida sunshine. Inside, you'll find luxury upgrades throughout, including a cozy fireplace for those cooler evenings. Don't miss your chance to own this beautiful home in Winter Park! This property offers an option of a security deposit-free lease using Obligo’s billing authorization technology for qualified tenants and well as a mandatory Resident Benefit Package. Please note: There may be a separate HOA Approval Process & Fee that may apply. This home is unfurnished. INTERESTED IN A TOUR? – Call anytime for tour information. 360 VIRTUAL TOUR - COMING SOON Showings - Register for a private tour by clicking this link: READY TO APPLY? - Click here and complete the online application: SECURITY DEPOSIT - No upfront security deposit option with Obligo for Renters who qualify for the Obligo service. If you do not qualify then a traditional upfront security deposit will be required. RESIDENT BENEFIT PACKAGE – Included with ALL leases is a $59 Resident Benefit Package. PET POLICY - Pets considered with owner permission. DISCLAIMER - Information deemed reliable but not guaranteed.

1731 Windsor Dr is a house located in Orange County and the 32789 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.

House Features

  • Dishwasher

Contact

  • Listed by TrustHome Properties | TrustHome Properties
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
Education
Colleges & Universities Distance
Colleges & Universities Distance
Rollins College
Drive: 5 min 1.8 mi
Valencia College, Winter Park
Drive: 6 min 2.5 mi
Full Sail University
Drive: 8 min 3.2 mi
Florida Hospital College
Drive: 11 min 4.1 mi
1731 Windsor Dr is within 5 minutes or 1.8 miles from Rollins College. It is also near Valencia College, Winter Park and Full Sail University.
Schools
Brookshire Elementary
Public Elementary School
Grades PK-5
559 Students
Nearby
Lakemont Elementary
Public Elementary School
Grades PK-5
611 Students
Attendance Zone
Maitland Middle
Public Middle School
Grades 6-8
800 Students
Attendance Zone
Winter Park High
Public High School
Grades 9-12
3,369 Students
Attendance Zone
Christian Education at Woodruff Academy
Private Elementary, Middle & High School
Grades PK-12
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

1731 Windsor Dr is near Orlando International, located 14.0 miles or 25 minutes away, and Orlando Sanford International, located 19.1 miles or 29 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Winter Park Amtrak Station
Drive: 5 min 2.0 mi
Winter Park
Drive: 5 min 2.1 mi
Adventhealth
Drive: 10 min 4.1 mi
Maitland
Drive: 10 min 4.1 mi
Altamonte Springs
Drive: 13 min 5.7 mi
Airports Distance
Airports Distance
Orlando International
 Drive: 25 min 14.0 mi
Orlando Sanford International
 Drive: 29 min 19.1 mi
Getting Around
Moderately Walkable
Walkability
60 / 100
Limited Public Transit
Transit
20 / 100
Moderately Drivable
Drivability
70 / 100
Fairly Bikeable
Bikeability
50 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
-
Soundscore™
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 1731 Windsor Dr.

Shopping Centers Distance
Shopping Centers Distance
Winter Park Corners
Walk: 10 min 0.5 mi
Aloma Shopping Center
Walk: 16 min 0.9 mi
Shoppes of Aloma
Walk: 18 min 1.0 mi
1731 Windsor Dr has 3 shopping centers within 1.0 mile, which is about a 18-minute walk. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Blue Jacket Park
 Drive: 7 min 2.9 mi
Audubon Center for Birds of Prey
 Drive: 9 min 3.8 mi
Orlando Loch Haven Park
 Drive: 11 min 4.0 mi
Orlando Science Center
 Drive: 10 min 4.2 mi
Leu Gardens
 Drive: 12 min 4.8 mi
1731 Windsor Dr has 5 parks within 4.8 miles, including Blue Jacket Park, Audubon Center for Birds of Prey, and Orlando Loch Haven Park.
Hospitals Distance
Hospitals Distance
AdventHealth Orlando
Drive: 10 min 4.2 mi
Aspire Health Partners
Drive: 18 min 7.9 mi
Orlando Health
Drive: 18 min 8.1 mi
1731 Windsor Dr has 3 hospitals within 8.1 miles, the nearest is AdventHealth Orlando which is 4.2 miles away and a 10 minute drive.
Military Bases Distance
Military Bases Distance
John F Kennedy Space Center
Drive: 90 min 66.3 mi
Patrick Space Force Base
Drive: 88 min 70.1 mi
1731 Windsor Dr is 66.3 miles from John F Kennedy Space Center, and is convenient to other military bases, including Patrick Space Force Base.

You May Also Like

Similar Rentals Nearby

Report an Issue Print Get Directions