Date
Details
Price
Change
Source
12/09/2025
Listed
$3,600
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/20
$3,600
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1/20
Property Description
Charming Cape Cod-style home available for lease in the heart of Winter Park. Ideally located just one block from Lake Mizell and moments from Park Avenue and Rollins College, this residence offers an exceptional lifestyle surrounded by premier shops, dining, and local amenities. The home features a spacious and inviting floor plan with a large living room, sunroom or dining area, and two generously sized bedroom suites. Interior highlights include beautiful hardwood floors, quartz countertops, walk-in closets, custom built-ins, and a private screened-in porch, perfect for relaxing or entertaining. Additional features include a one-car saltbox detached garage equipped with a utility sink, washer, and dryer. If you're seeking a character-rich home in an unbeatable location, this is truly a special opportunity.
Full Property Details
Full Property Details for 220 Overlook Rd
General
- Rent: $3,600
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6365244
- Updated: 12/9/2025
- Added to Site: 37 day(s) ago
Rental Information
- Lease/Rent Term: 12 Months
Interior
- Number of Rooms: 9
- Interior Features: Eating Space In Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room
- Appliances: Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: In Garage
Exterior
- Exterior Features: French Doors
- Deck/Patio: Deck, Screened, Side Porch
- Porch/Patio/Deck: Deck, Screened, Side Porch
Parking
- Garage: Yes
- Garage Spaces: 1
- Covered Spaces: 1
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: SYLVAN LAKE SHORES
- Driving Directions: West Fairbanks Ave, continue onto E Osceola Ave, continue on Brewer Ave, Brewer Ave turns slightly right and becomes Aloma Ave. Right on Sylvan Blv and straight to Overlook Rd. Home is on the left.
School Information
- Elementary School: Brookshire Elem
- Middle School: Glenridge Middle
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
- Assoc. Name: None
- Management Type: Full Time
- Mgmt. Company: Full Time
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Windows: Shades, Shutters
- Stories/Levels: One
- Square Feet: 1,393
- Sq. Ft. Source: Public Records
- Year Built: 1938
Lot Features
- Lot Size (Acres): 0.14
- Lot Size (Sq. Ft.): 6,196
- Lot Size: 6196
- Street/Road Desc.: Brick
Financial Considerations
- Lease Price: $3,600
- Application Fee: $75
- Security Deposit: $3,600
Disclosures and Reports
- APN: 52230850608031
- Property ID: 52230850608031
Listed by Premier Sotheby's Intl. Realty
Schools
Schools serving 220 Overlook Rd
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Brookshire Elementary School 2500 Cady Way, Winter Park, FL 32792 | PK-5 | 1.1 mi |
Glenridge Middle School 2900 Upper Park Road, Orlando, FL 32814 | 6-8 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 220 Overlook Rd
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- Single Family
- Active
- Updated 7 hours ago
- 2Beds
- 2Total Baths
- 1,400Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
- Single Family
- Active
- 2Beds
- 2Total Baths
- 1,298Sq. Ft.
Listed by The Agency Orlando
![[Address not provided], Orlando, FL 32803 - Photo 1](https://m.cbhomes.com/p/646/O6132282/2B0D6A041A4c441/s23cc.jpeg)
- Single Family
- Active
- Updated 6 days ago
- 2Beds
- 1Total Bath
- 825Sq. Ft.
Listed by Lpt Realty
- Single Family
- Active
- Updated 6 days ago
- 2Beds
- 1Total Bath
- 782Sq. Ft.
Listed by Lpt Realty
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![[Address not provided], Maitland, FL 32751 - Photo 1](https://m1.cbhomes.com/p/646/O6373645/04e563a8D8E1432/s23cc.webp)
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,518Sq. Ft.
Listed by Venture Home Realty
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 4Total Baths
- 3,199Sq. Ft.
Listed by Palmano Group Re Brokerage Llc
- Single Family
- Active
- Updated 9 hours ago
- 2Beds
- 1Total Bath
- 840Sq. Ft.
Listed by Keller Williams Realty At The Parks
- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,340Sq. Ft.
Listed by Scott Lochridge
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- Condo
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,280Sq. Ft.
Listed by Nilufer Rohleder (407) 962-7494
- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,111Sq. Ft.
Listed by Exp Realty Llc
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 2,368Sq. Ft.
Listed by Kelly Price & Company Llc
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,763Sq. Ft.
Listed by Main Street Renewal Llc
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- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,570Sq. Ft.
Listed and Sold by Keller Williams Realty At The Parks
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,267Sq. Ft.
Listed and Sold by Goyal & Decoster Realty
- Condo
- Closed
- 3Beds
- 3Total Baths
- 1,683Sq. Ft.
Listed and Sold by Ackley Florida Property Management Inc
- Single Family
- Closed
- Updated 12 hours ago
- 3Beds
- 5Total Baths
- 2,659Sq. Ft.
Listed by Homevest Realty
Sold by Homevest Realty
Sold by Homevest Realty
220 Overlook Road, Winter Park, FL 32789 (MLS# O6365244) is a Single Family property with 2 bedrooms and 2 full bathrooms. 220 Overlook Road is currently listed for rent at $3,600 and was received on December 09, 2025. Want to learn more about 220 Overlook Road? Do you have questions about finding other real estate for sale or rent in Winter Park? You can browse all Winter Park rentals or contact a Coldwell Banker agent to request more information.