$3,600 Monthly Rent
RENTED MAR 9, 2026

220 Overlook Rd Winter Park, FL 32789

2 Beds
2 Baths
1,393 Sq Ft
6,098 Sq Ft Lot

Highlights

  • Deck
  • Family Room with Fireplace
  • Main Floor Primary Bedroom
  • Winter Park High Rated A
  • Wood Flooring
  • Stone Countertops

About This Home

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.

Listing Agent

Julie Bombardo

PREMIER SOTHEBY'S INTL. REALTY Brokerage Phone: 407-644-3295 License #3221921 Listed on: 12/09/2025

PREMIER SOTHEBY'S INTL. REALTY

Home Details

Home Type

  • Single Family

Year Built

  • Built in 1938

Lot Details

  • 6,196 Sq Ft Lot
  • Street paved with bricks

Parking

  • 1 Car Garage

Interior Spaces

  • 1,393 Sq Ft Home
  • Shades
  • Shutters
  • French Doors
  • Family Room with Fireplace
  • Combination Dining and Living Room
  • Den
  • Wood Flooring

Kitchen

  • Eat-In Kitchen
  • Dinette
  • Range with Range Hood
  • Dishwasher
  • Stone Countertops

Bedrooms and Bathrooms

  • 2 Bedrooms
  • Primary Bedroom on Main
  • Walk-In Closet
  • 2 Full Bathrooms

Laundry

  • Laundry in Garage
  • Dryer
  • Washer

Outdoor Features

  • Deck
  • Screened Patio
  • Side Porch

Schools

  • Brookshire Elementary School
  • Glenridge Middle School
  • Winter Park High School

Utilities

  • Central Heating and Cooling System
  • Thermostat

Listing and Financial Details

  • Residential Lease
  • Security Deposit $3,600
  • Property Available on 9/22/23
  • The owner pays for grounds care
  • 12-Month Minimum Lease Term
  • Available 4/1/26
  • $75 Application Fee
  • Assessor Parcel Number 05-22-30-8506-08-031

Community Details

Overview

  • No Home Owners Association
  • Sylvan Lake Shores Subdivision

Pet Policy

  • No Pets Allowed

Home Details

Home Type

Single Family

Year Built

Built in 1938

Lot Details

6,196 Sq Ft Lot

Parking

1

Rental Info

  • Furnished: Unfurnished
  • Lease Amount Frequency: Monthly
  • Pets Allowed: No
  • Available Date: 2023-09-22
  • Terms Of Lease: 1st Last and Sec Dep Required,No Smoking,Security Deposit Required
  • Long Term YN: 1
  • Security Deposit: 3600
  • Additional Applicant Fee: 75
  • Expected Lease Date: 2026-04-01T00:00:00.000

Listing Details

  • Property Type: Residential Lease
  • Property Sub Type: Single Family Residence
  • Fireplace: Yes
  • Living Area: 1393
  • Lot Size Acres: 0.14
  • New Construction: No
  • Year Built: 1938
  • Building Area Total: 1855
  • Lease Term: Twelve Months
  • Lot Size Sq Ft: 6196
  • Owner Pays: Grounds Care
  • Status: Pending
  • Building Area Total Srch Sq M: 172.34
  • RATIO Current Price By Calculate: 2.58
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • MFR_DockYN: 0
  • Attribution Contact: 407-644-3295
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Family Room
  • Living Area Units: Square Feet
  • Flooring: Wood
  • Full Bathrooms: 2
  • Interior Amenities: Eat-in Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances Included: Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer
  • Total Bedrooms: 2
  • Levels: One
  • Window Features: Shades, Shutters
  • Additional Rooms: Den/Library/Office,Family Room
  • Living Area Meters: 129.41
  • Master Bed Size: King

Exterior Features

  • Exterior Features: French Doors
  • Pool Private: No
  • Waterfront: No
  • Patio and Porch Features: Deck, Screened, Side Porch
  • Road Surface Type: Brick
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: No
  • Carport Y N: No
  • Garage Spaces: 1
  • Garage Yn: Yes

Utilities

  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: In Garage
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Association Name: None
  • Association: No
  • Senior Community: No
  • Management: Full Time

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00
  • Application Fee: 75

Schools

  • Elementary School: Brookshire Elem
  • High School: Winter Park High
  • Middle Or Junior School: Glenridge Middle

Lot Info

  • Parcel Number: 05-22-30-8506-08-031

Map

Property History

Date Event Price List to Sale Price per Sq Ft
03/09/2026 03/09/26 Under Contract -- -- --
12/09/2025 12/09/25 For Rent $3,600 +4.3% --
11/14/2023 11/14/23 Rented $3,450 -1.4% --
11/02/2023 11/02/23 Under Contract -- -- --
09/06/2023 09/06/23 For Rent $3,500 -- --
Source: Stellar MLS

Source: Stellar MLS

MLS Number: O6365244

Stellar MLS

APN: 05-2230-8506-08-031

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