5465 Chestnut Ridge Road, Dade City, FL 33523 - Photo 1

Save This Listing

Close

1/37

View All Photos

$330,000 Sale Pending

For Sale
Pending
Single Family
3 Beds
2 Full Baths
1,725 Sq. Ft.
Updated 3 hours ago

See This Home

Save This Listing

Close

1/37

Property Description

Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath pool home located in the desirable Whispering Oaks Estates subdivision. Designed for both comfort and entertaining, this home features a screened-in pool with an expansive pool deck-perfect for hosting gatherings or relaxing in your private outdoor oasis. Inside, enjoy a spacious layout offering both an eat-in dining area and a formal dining room, ideal for everyday living and special occasions. The home also includes a 2-car garage and is surrounded by lush, well-manicured landscaping that enhances its curb appeal. Residents of Whispering Oaks Estates enjoy access to a recreation center, adding to the community's charm. This inviting home offers the perfect blend of indoor comfort and outdoor living-schedule your private showing today!

Virtual Tour

Full Property Details

Full Property Details for 5465 Chestnut Ridge Rd

General

Price: $330,000
HOA FEE: $23/month
HOA FEE FREQ.: Annually
Taxes: $1,294 (2025)
Status: Pending
Type: Single Family
Source: MidFloridaRegionalMLS
MLS ID: OM715628
Updated: 3/2/2026
Added to Site: 65 day(s) ago

Interior

Number of Rooms: 10
Interior Features: Ceiling Fan(s), High Ceilings, Split Bedroom, Walk-In Closet(s)
Appliances: Convection Oven, Dishwasher, Microwave, Refrigerator
Furnishings: Unfurnished
Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2

Bedrooms

Total Bedrooms: 3

Other Rooms

Laundry: Inside

Additional Information

Pool: Yes
Private Pool: Yes
Pool Description: In Ground

Exterior

Exterior Features: Other
Deck/Patio: Covered, Screened
Porch/Patio/Deck: Covered, Screened

Parking

Garage: Yes
Attached garage: Yes
Garage Spaces: 2
Covered Spaces: 2

Location

Area: 33523 - Dade City/Ridge Manor
County: Hernando
Development Name: 33523 - Dade City/Ridge Manor
Subdivision: WHISP OAKS ESTATE PH 6-A
Driving Directions: 301 North. Turn left on
Direction Faces: East

Community

Community Name: 33523 - Dade City/Ridge Manor
Association: Yes
Assoc. Name: Whispering Oaks Estates
Number of Pets: 2

Heating & Cooling

Cooling Type: Central Air
Heating Type: Central

Utilities

Sewer: Public Sewer
Water: Public
Utility Description: BB/HS Internet Available

Structural Information

Exterior Const.: Block, Stucco
Roof: Shingle
Stories/Levels: One
Square Feet: 1,725
Sq. Ft. Source: Public Records
Year Built: 1995

Lot Features

Lot Size (Acres): 0.24
Lot Size (Sq. Ft.): 10,375
Lot Size: 10375
Street/Road Desc.: Concrete

Financial Considerations

Association Fee: $277
Assoc Fee Freq.: Annually
Assoc Fee Desc.: Required
Tax Amount: $1,294
Tax Year: 2025

Disclosures and Reports

Ownership: Fee Simple
Special Conditions: None
Legal Description: WHISPERING OAKS EST PH VI-A LOT 190
Flood Zone Info: X
APN: R0112321132400001900
Property ID: R0112321132400001900
Block/Lot/Section: -

Listed by Wave Elite Realty Llc

Quickly Find Out More

* Indicates a required field

Comment optional

Full Name *

Email Address *

Mobile Phone Number *

See this property in person

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 5465 Chestnut Ridge Rd —

Wave Elite Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender

NMLS#: 1598647

Get Pre-Approved

Schools

Schools serving 5465 Chestnut Ridge Rd

School District:Hernando County School District

Name	Grades	Distance
Eastside Elementary School, Brooksville, FL 27151 Roper Road, Brooksville, FL 34602	K-5	7.5 mi
Hernando High School 700 Bell Avenue, Brooksville, FL 34601	9-12	13.2 mi
D. S. Parrott Middle School 19220 Youth Drive, Brooksville, FL 34601	6-8	15.7 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5465 Chestnut Ridge Rd Get Price Alerts and Save Property

Date

Details

Price

Change

Source

1/26/2026

Price Reduced

$330,000

-1.49%

MLS

12/27/2025

Listed

$335,000

222.12%

MLS

5/10/2001

Sold

$104,000

—

Public Record

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

Tax History for 5465 Chestnut Ridge Rd

Year

Property Taxes

Change

Tax Assessment

Change

2025

$834

-34%

$130,265

3%

2024

$1,264

6%

$126,594

3%

2022

$1,190

-58%

$122,907

3%

2022

$2,828

126%

$119,327

3%

2021

$1,250

-32%

$115,851

1%

2020

$1,848

25%

$114,251

2%

2019

$1,474

6%

$111,682

2%

2018

$1,391

4%

$109,600

2%

2017

$1,337

4%

$107,346

2%

2016

$1,291

-1%

$105,138

1%

2015

$1,298

2%

$104,407

1%

2014

$1,271

1%

$103,578

2%

2013

$1,255

—

$102,047

—

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.

Estimate the Cost

Estimate the Cost for 5465 Chestnut Ridge Rd

6068 Beachwood Dr, Ridge Manor, FL 33523 - Photo 1

Sold

$319,990

6068 Beachwood Dr Ridge Manor, FL 33523

Single Family
Closed

4
Beds
2
Total Baths
2,286
Sq. Ft.

Listed by Wjh Brokerage Fl Llc
Sold by Charles Rutenberg Realty Inc

5544 Fairway Dr, Ridge Manor, FL 33523 - Photo 1

Sold

$370,000

5544 Fairway Dr Ridge Manor, FL 33523

Single Family
Closed

4
Beds
3
Total Baths
3,144
Sq. Ft.

Listed by Tropic Shores Realty
Sold by 54 Realty Llc

18401 Hamilton Rd, Dade City, FL 33523 - Photo 1

Sold

$342,000

18401 Hamilton Rd Dade City, FL 33523

Single Family
Closed

3
Beds
3
Total Baths
1,918
Sq. Ft.

Listed by Keller Williams Rlty New Tampa
Sold by Keller Williams Rlty New Tampa

10166 Cr 671, Bushnell, FL 33513 - Photo 1

Sold

$319,000

10166 Cr 671 Bushnell, FL 33513

Single Family
Closed

3
Beds
2
Total Baths
1,992
Sq. Ft.

Listed by Century 21 Prime Property Resources Inc
Sold by Homan Realty Group Inc

5465 Chestnut Ridge Road, Dade City, FL 33523 (MLS# OM715628) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5465 Chestnut Ridge Road is currently listed for $330,000 and was received on December 27, 2025. Want to learn more about 5465 Chestnut Ridge Road? Do you have questions about finding other Single Family real estate for sale in Dade City? You can browse all Dade City real estate or contact a Coldwell Banker agent to request more information.

5465 Chestnut Ridge Rd Dade City, FL 33523