
1381 Canterbury Rd, Winter Park, FL 32789
What This House Offers
Welcome to this beautifully updated Mediterranean-style home in the desirable Orwin Manor neighborhood of Winter Park. This charming 3-bedroom,2-bath residence... offers 1,819 sq ft of thoughtfully designed living space on a 0.24-acre lot,blending timeless character with modern upgrades.Step inside to discover a bright and inviting living room with original hardwood floors,large picture windows,and arched openings that lead to the formal dining room and versatile Florida room—perfect for a home office,studio,or guest space. The kitchen was completely remodeled in 2023,featuring 42-inch upper cabinets with glass fronts,stunning custom tile work,and new appliances. Both bathrooms were also remodeled in 2023,with high-end finishes and thoughtful design,offering a spa-like feel. Throughout the home,all windows and doors are brand new,hurricane-impact rated,providing peace of mind,energy efficiency,and enhanced security.The primary suite includes built-in closets and French doors that open to a private patio overlooking the lush backyard and sparkling free-form pool. The two bedrooms are spacious—one with a walk-in closet and the other with French doors leading to the pool area.Outdoors,you’ll find your own tropical oasis with multi-level paver patios,mature landscaping,a covered gazebo,and a unique bonus: an air-conditioned pool house/cabana,perfect as a guest suite,art studio,or bonus entertainment space. Ideally located just minutes from Park Avenue,Rollins College,AdventHealth,and major highways,this home offers charm,comfort,and convenience in one of Winter Park’s most sought-after neighborhoods.
Unit
- $4,200 / month
- 3 Beds
- 2 Baths
- 1,819 sq. ft.
- Available Now
Community Features
- Pool
1381 Canterbury Rd House is located in Winter Park, Florida in the 32789 zip code.
Rental Fees and Pet Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
Cats Allowed
- Fee Not Specified
Dogs Allowed
- Fee Not Specified
Home Details
Home Design
- Built in 1950
- Single Family Detached Home
Interior Spaces
- Combination Dining and Living Room
- Ceiling Fan
- 1819 Sq Ft Home
- 1-Story Property
Kitchen
- Solid Surface Countertops
- Solid Wood Cabinet
- Range
- Ice Maker
- Microwave
- Dishwasher
- Disposal
Bedrooms and Bathrooms
- 2 Full Bathrooms
- 3 Bedrooms | 2 Bathrooms
- 3 Bedrooms
Laundry
- Laundry Room
- Dryer
- Washer
Parking
- 1 Carport Space
Pool
- Above Ground Pool
Lot Details
- 0.25 Acre Lot
Utilities
- Central Heating and Cooling System
- Electric Water Heater
- Vented Exhaust Fan
Listing and Financial Details
- Security Deposit $4,200
- Property Available on 2025-09-23
- 12-Month Minimum Lease Term
- Application Fee
- Assessor Parcel Number 12-22-29-6432-03-110
- Residential Lease
Community Details
Overview
- Active Adult
- No Home Owners Association
- Orwin Manor Westminster Sec Subdivision
- Total HOA Annual Fees
- Total HOA Monthly Fees
Pet Policy
- Dogs and Cats Allowed
- Small pets allowed
- Pet Deposit $350
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Winter Park, FL 32789

Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
Neighborhood Scores
Walk Score ®
Somewhat Walkable65 / 100
Transit Score ®
Some Transit34 / 100
Bike Score ®
Bikeable55 / 100
Soundscore ™
Active72 / 100
Travel and Transit



Local Education
Primary and Secondary Schools
The Volant School
Grades 1-5
Private
Killarney Elementary
Grades PK-5
Public
Princeton Elementary
Grades PK-5
Public
The Parke House Academy
Grades PK-5
Private
College Park Middle School
Grades 6-8
Public
Orlando Junior Academy
Grades PK-8
Private
Edgewater High
Grades 9-12
Public
Circle Christian School
Grades K-12
Private
Data provided by GreatSchools.org 2024 © 2024. All rights reserved.

Colleges and Universities
School
Commute Time (Distance)
Florida Hospital College
Drive: 4 min (1.1 mi)
Valencia C.C., Winter Park
Drive: 4 min (1.3 mi)
Rollins College
Drive: 5 min (1.7 mi)
University of Central Florida
Drive: 7 min (3.1 mi)
Discover Uptown Orlando, Winter Park, FL
Shopping Centers
Shoppers will appreciate 1381 Canterbury Rd House proximity to Orange Avenue Retail Strip, Corner Commons at Winter Park, and The Oakley Center. Orange Avenue Retail Strip is 0.7 miles away, and Corner Commons at Winter Park is within a 12 minute walk.
Commuting
With a TransitScore of 34, 1381 Canterbury Rd House has some transit, including 5 transit stops within 4.2 miles. Transit options include Adventhealth and Winter Park Amtrak Station.
Parks and Recreation
Recreational activities near 1381 Canterbury Rd House are plentiful. Discover 5 parks within 2.4 miles, including Orlando Loch Haven Park, Orlando Science Center, and Lake Ivanhoe Park.
Airports
Living in Uptown Orlando provides easy access to Orlando International, located just 27 minutes from 1381 Canterbury Rd House. Another nearby airport is Orlando Sanford International, located 17.9 miles away.
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