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4429 PLEASANT HILL Drive, Jacksonville, FL 32225 (MLS# 2101570)

4429 PLEASANT HILL Drive, Jacksonville, FL 32225

$499,000
Property Type: Residential Bedrooms: 5 Baths: 4 Square Footage: 4,114 Lot Size (sq. ft.): 12,632 Status: Active
Current Price: $499,000 List Date: 7/31/2025 Last Modified: 9/23/2025

Description

Welcome to 4429 Pleasant Hill Dr, one of the biggest homes in the neighborhood, a unique 3-level home nestled in the established Chasewood subdivision—with no HOA! This 4-bedroom, 2.5-bathroom property is perched on a hill, offering a rare layout with the garage on the bottom level, in-law suite downstairs, and living space above. Featuring a spacious floor plan and a large backyard perfect for entertaining or relaxing, this home is brimming with potential. Whether you're looking to customize or invest, this is your chance to make it your own. Located in a convenient area close to shopping, dining, and major highways, this home offers both opportunity and accessibility.

More Information MLS# 2101570

Contract Information

Property Attached YN: No Current Price: $499,000 Property Sub Type: Single Family Residence Status: Active List Price: $499,000 Listing Contract Date: 2025-07-31

Location, Tax, and Legal

Country: US Parcel Number: 1602730175 Tax Annual Amount: 8607.8 Tax Year: 2024 Tax Legal Description: 45-81 33-1S-28E CHASEWOOD LOT 34 Zoning Description: Residential Elementary School: Sabal Palm Middle School: Landmark High School: Sandalwood

General Property Information

Lot Size Acres: 0.29 Bathrooms Half: 1 Living Area: 4114 Living Area Source: Public Records CDD Fee YN: No Accessory Dwelling Unit Y/N: No Association YN: No Homestead YN: Yes Waterfront YN: No Senior Community YN: No Directions: FROM MONUMENT ROAD TO RIGHT ON FT CAROLINE TO NEXT LEFT ON FT CAROLINE TO RIGHT INTO CHASEWOOD. 2ND RIGHT ON PLEASANT HILL DRIVE - ON LEFT. Public Remarks: Welcome to 4429 Pleasant Hill Dr, one of the biggest homes in the neighborhood, a unique 3-level home nestled in the established Chasewood subdivision—with no HOA! This 4-bedroom, 2.5-bathroom property is perched on a hill, offering a rare layout with the garage on the bottom level, in-law suite downstairs, and living space above. Featuring a spacious floor plan and a large backyard perfect for entertaining or relaxing, this home is brimming with potential. Whether you're looking to customize or invest, this is your chance to make it your own. Located in a convenient area close to shopping, dining, and major highways, this home offers both opportunity and accessibility. Accessibility Features YN: No New Construction YN: No Garage YN: Yes Garage Spaces: 2 Carport YN: No Pool Private YN: No Water Body Access YN: No Stories: 3 Entry Level: 1 List Price/SqFt: 121.29 Bedrooms Total: 5 Bathrooms Full: 3 Bathrooms Total: 4 Year Built: 2004

Appliances

Electric Range: 1

Cooling

Central Air: 1

Current Use

Residential: 1

Heating

Central: 1

Levels

Three Or More: 1

Listing Terms

Cash: 1 Conventional: 1

Parking Features

Attached: 1 Garage: 1 Off Street: 1

Possession

Close Of Escrow: 1

Road Frontage Type

City Street: 1

Utilities

Electricity Connected: 1 Sewer Connected: 1 Water Connected: 1

Water Source

Public: 1

Architectural Style

Traditional: 1

Interior Features

Ceiling Fan(s): 1 Open Floorplan: 1

DPR Eligible

DPR Eligible: Yes

Location Tax and Legal

Street Number: 4429 Street Name: PLEASANT HILL Street Suffix: Drive County: Duval State: FL Postal Code: 32225 MLS Area Major: 042-Ft Caroline Subdivision Name: Chasewood

Status Change Information

Major Change Timestamp: 2025-09-23T14:50:35Z Major Change Type: Price Reduced Price Change Timestamp: 2025-09-23T14:50:35Z

Property Features

Architectural Style: Traditional Levels: Three Or More Appliances: Electric Range Interior Features: Ceiling Fan(s); Open Floorplan Utilities: Electricity Connected; Sewer Connected; Water Connected Cooling: Central Air Heating: Central Water Source: Public Parking Features: Attached; Garage; Off Street Current Use: Residential Road Frontage Type: City Street Possession: Close Of Escrow Listing Terms: Cash; Conventional
Listing Office: COLDWELL BANKER ANABASIS REALTY
Last Updated: September - 23 - 2025
Information deemed reliable but not guaranteed.

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