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$242,400 Sale Pending
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Property Description
Under contract-accepting backup offers. This charming property at 109 N Oakland Street offers a prime location just steps from historic downtown Leesburg. With its inviting curb appeal and classic Florida character, the property is functional and well maintained. The home sits on a spacious lot and provides easy access to Leesburg's growing downtown district, where you'll find boutique shops, restaurants, lakefront parks, and community events year-round. Inside, the property maintains its traditional charm while offering functional living areas filled with natural light. The flexible layout makes it a great option for a buyer looking to customize and add value. Outside, the yard provides ample space for outdoor enjoyment, gardening, or future improvements along with a complimenting workshop in the backyard. Located within minutes of Lake Harris, Venetian Gardens, and major roadways like US-441, this property combines convenience with small-town charm. Whether you're seeking an affordable home close to downtown or a smart investment in a growing area, 109 N Oakland Street delivers excellent potential.
Full Property Details
Full Property Details for 109 N Oakland St
General
- Price: $242,400
- Taxes: $2,875 (2024)
- Status: Pending
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6348065
- Updated: 3/3/2026
- Added to Site: 186 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 6
- Interior Features: Ceiling Fan(s), Split Bedroom, Walk-In Closet(s)
- Appliances: Convection Oven, Cooktop, Electric Water Heater, Freezer, Microwave, Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside
Exterior
- Exterior Features: Sidewalk
- Deck/Patio: None
- Porch/Patio/Deck: None
Parking
- Parking Features: Driveway
Location
- Area: 34748 - Leesburg
- County: Lake
- Development Name: 34748 - Leesburg
- Subdivision: LEESBURG OAK CREST
- Driving Directions: From US-441 in Leesburg, turn south onto N 14th Street. Continue to Main Street and turn right. Follow Main Street into downtown Leesburg, then turn left onto N Oakland Street. The property will be on the right.
- Direction Faces: East
School Information
- Elementary School: Leesburg Elementary
- Middle School: Oak Park Middle
- High School: Leesburg High
Community
- Community Name: 34748 - Leesburg
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Cable Connected, Electricity Available, Electricity Connected, Public, Sewer Available, Sewer Connected, Sprinkler Meter, Water Available
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: Multi/Split
- Square Feet: 1,512
- Sq. Ft. Source: Public Records
- Year Built: 1950
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Acres): 0.25
- Lot Size (Sq. Ft.): 11,100
- Lot Size: 11100
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced
Financial Considerations
- Tax Amount: $2,875
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LEESBURG, OAK CREST LOT 11, N 1/2 OF LOT 12, BLK N PB 4 PG 58 ORB 4854 PG 66
- Flood Zone Info: X
- APN: 271924170000N01100
- Property ID: 271924170000N01100
- Block/Lot/Section: N
Listed by Rlw Realty
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Schools
Schools serving 109 N Oakland St
School District:Lake County School District
| Name | Grades | Distance |
|---|---|---|
Leesburg Elementary School 2229 South Street, Leesburg, FL 34748 | PK-5 | 0.8 mi |
Oak Park Middle School 2101 South Street, Leesburg, FL 34748 | 6-8 | 0.8 mi |
Leesburg High School 1401 Yellow Jacket Way, Leesburg, FL 34748 | 9-12 | 0.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 109 N Oakland St
Date
Details
Price
Change
Source
1/15/2026
Price Reduced
$242,400
-1.02%
MLS
12/04/2025
Price Reduced
$244,900
-2%
MLS
9/30/2025
Listed
$249,900
85.11%
MLS
9/16/2019
Sold
$135,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 109 N Oakland St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,875
—
$175,150
-3%
2024
$2,875
7%
$181,029
2%
2023
$2,682
27%
$177,062
46%
2021
$2,115
-13%
$120,970
-20%
2022
$2,441
15%
$150,682
34%
2021
$2,115
54%
$112,081
—
2019
$1,369
5%
$112,082
2%
2018
$1,300
2%
$109,993
2%
2017
$1,270
99%
$107,731
243%
2016
$637
-2%
$31,443
—
2015
$653
10%
$31,410
2%
2014
$592
-12%
$30,926
-16%
2013
$674
—
$36,686
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 109 N Oakland St
109 N Oakland Street, Leesburg, FL 34748 (MLS# O6348065) is a Single Family property with 3 bedrooms and 2 full bathrooms. 109 N Oakland Street is currently listed for $242,400 and was received on September 30, 2025. Want to learn more about 109 N Oakland Street? Do you have questions about finding other Single Family real estate for sale in Leesburg? You can browse all Leesburg real estate or contact a Coldwell Banker agent to request more information.

