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.