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$419,900 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 3,190 Sq. Ft.
  • Updated 7 days ago
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Under contract-accepting backup offers. Welcome to 18923 Rolling Oak Dr in Hudson! Nestled on 1.5 acres in the desirable Rolling Oaks Estates community, this spacious 4-bedroom, 4-bathroom home offers 3,190 square feet of living space and endless potential for a new owner to make it their own. The expansive kitchen comes equipped with stainless steel appliances and opens to generous living and dining areas. Additional features including a wet bar, fireplace, and large screened-in porch create the perfect setting for hosting family and friends. The primary suite features a his-and-hers style bathroom complete with dual vanities, two walk-in closets, and a walk-through shower connecting both sides. The second bedroom offers dual vanities, a walk-in shower, a walk-in closet, and French doors leading directly to the backyard. The third bedroom includes two closets, a private bathroom, and sliding glass door access to the screened porch, while the fourth bedroom also features two closets and its own bathroom, providing privacy and convenience for family members or guests. Additional conveniences include a detached two-car garage and a storage shed, offering ample space for vehicles, tools, and recreational equipment. Rolling Oaks Estates is known for its oversized lots and peaceful atmosphere, providing a country feel while remaining close to everyday conveniences. Enjoy easy access to shopping, dining, and outdoor recreation, including nearby parks, nature preserves, boating, and fishing. Near US-19 and the Suncoast Pkwy, Tampa and its surrounding areas are easily accessible. Being sold as-is, this home presents a rare opportunity to own a large property and create your dream home in one of Hudson's most sought-after neighborhoods. Schedule a showing today!

Full Property Details for 18923 Rolling Oak Dr

General

  • Price: $419,900
  • Taxes: $7,914 (2025)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8522262
  • Updated: 7/2/2026
  • Added to Site: 15 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 3
  • Interior Features: Ceiling Fan(s), Stone Counters, Thermostat, Wet Bar
  • Fireplace: Yes
  • Fireplace(s): Family Room
  • Appliances: Dishwasher, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Exterior

  • Exterior Features: Lighting, Private Yard, Storage

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34667 - Hudson/Bayonet Point/Port Richey
  • County: Pasco
  • Development Name: 34667 - Hudson/Bayonet Point/Port Richey
  • Subdivision: ROLLING OAKS ESTATES
  • Driving Directions: From I-275 S, take Exit 39 for SR-60 West and continue onto Veterans Expy. In 12 miles, keep left for Suncoast Pkwy. In 15 miles, take Exit 27 onto SR-52 East. In 0.6 miles, turn left onto Shady Hills Rd. In 7.7 miles, turn left onto County Line Rd. In 3.5 miles, turn left onto Rolling Oak Dr. In 200 ft, the home will be on your right.
  • Direction Faces: East

Community

  • Community Name: 34667 - Hudson/Bayonet Point/Port Richey

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Electricity Available, Electricity Connected, Water Available, Water Connected

Structural Information

  • Exterior Const.: Block
  • Roof: Metal
  • Stories/Levels: One
  • Square Feet: 3,190
  • Sq. Ft. Source: Public Records
  • Year Built: 1981

Lot Features

  • Lot Size (Acres): 1.5
  • Lot Size (Sq. Ft.): 65,200
  • Lot Size: 1.4968
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Tax Amount: $7,914.2
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ROLLING OAKS ESTATES UNIT 1 PB 16 PGS 23-32 LT 10 BLK 5
  • Flood Zone Info: X*
  • APN: 1724040030005000100
  • Property ID: 1724040030005000100
  • Block/Lot/Section: 5

Listed by Palm Island Realty

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Listing agent

— 18923 Rolling Oak Dr —

  • Palm Island Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 18923 Rolling Oak Dr

School District:Pasco County School District
NameGradesDistance
Shady Hills Elementary School
18000 Shady Hills Road, Spring Hill, FL 34610
K-53.6 mi
Hudson High School
14410 Cobra Way, Hudson, FL 34669
9-125.1 mi
Crews Lake K-8 School
15144 Shady Hills Road, Spring Hill, FL 34610
6-85.2 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 18923 Rolling Oak Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/30/2026
Price Increased
$419,900
5%
MLS
6/25/2026
Listed
$399,900
—
MLS
Get Price Alerts and Save Property
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 for 18923 Rolling Oak Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,914
—
$489,190
-2%
2025
$7,914
-9%
$498,390
—
2024
$8,719
101%
$496,790
77%
2023
$4,342
13%
$280,310
6%
2021
$3,840
-2%
$264,228
-3%
2022
$3,911
2%
$272,150
-14%
2021
$3,840
-20%
$317,687
17%
2019
$4,815
9%
$271,070
10%
2018
$4,412
9%
$246,435
4%
2017
$4,042
7%
$236,957
4%
2016
$3,791
16%
$227,593
23%
2015
$3,276
9%
$185,786
10%
2013
$3,018
—
$168,470
2%
2013
$3,018
—
$165,666
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Palm Island Realty

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18923 Rolling Oak Drive, Hudson, FL 34667 (MLS# TB8522262) is a Single Family property with 4 bedrooms and 4 full bathrooms. 18923 Rolling Oak Drive is currently listed for $419,900 and was received on June 25, 2026. Want to learn more about 18923 Rolling Oak Drive? Do you have questions about finding other Single Family real estate for sale in Hudson? You can browse all Hudson real estate or contact a Coldwell Banker agent to request more information.

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