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$407,000
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Property Description
Exceptional custom pool home designed for elevated Florida living, offering a rare combination of privacy, flexibility, and refined indoor-outdoor space. Tucked away in Ridge Manor, just north of Dade City, the home enjoys a quieter, more private setting with the freedom that comes from space and fewer restrictions-while still maintaining convenient access to major routes and nearby towns. Set on a generous lot just under a quarter acre, the property backs to conservation with no rear neighbors and showcases tranquil pond views dotted with lily pads, creating an almost Monet-like backdrop and a true sense of serenity. The outdoor living space is exceptional, featuring a HEATED SALTWATER POOL and above ground SPA, PAVED LANAI, covered and tiled dining area, and disappearing sliding glass doors that seamlessly connect indoor and outdoor living-ideal for both entertaining and everyday relaxation. Inside, the home impresses with soaring CATHEDRAL ceilings, crown molding, recessed can lighting, 8-FOOT doors, and rich engineered hardwood floors throughout the main living areas. The open layout is anchored by a beautifully appointed kitchen with CUSTOM cabinetry and ample storage, complemented by an adjacent WET BAR with CUSTOM kitchen cabinets and a WINE refrigerator-perfect for hosting. A dedicated pool bath adds convenience, while CUSTOM window treatments and BUILT-IN closet systems elevate both form and function. The living room is anchored by a classic wood-burning fireplace that adds warmth and character, creating a comfortable focal point for everyday living and entertaining. Additional highlights include a THREE ZONED HVAC system, whole-house ventilation exhaust system, INSTANT hot water, WATER SOFTENER, in-wall pest system, and an oversized two-car garage with BUILT-IN cabinetry and workspace. Recent upgrades include a 2022 ROOF and a 2018 AC SYSTEM. Select furnishings convey, including the kitchen table, barstools, and artwork in the dining and living rooms. This is not an ordinary home-it's a thoughtfully designed, feature-rich custom pool property that lives as beautifully as it looks and must be experienced in person.
Full Property Details
Full Property Details for 5460 Chestnut Ridge Rd
General
- Price: $407,000
- HOA FEE: $23/month
- HOA FEE FREQ.: Annually
- Taxes: $2,559 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8467390
- Updated: 2/19/2026
- Added to Site: 31 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 3
- Interior Features: Attic Fan, Attic Ventilator, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, In Wall Pest System, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room, Wood Burning
- Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Washer, Water Softener, Wine Refrigerator
- Furnishings: Negotiable
- Flooring: Ceramic Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground, Lighting, Screen Enclosure, Solar Cover
- Spa: Yes
- Spa Description: Above Ground
Exterior
- Exterior Features: Hurricane Shutters, Irrigation System, Sliding Doors
- Deck/Patio: Screened
- Porch/Patio/Deck: Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Garage Door Opener
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: From Treiman Blvd, turn onto Whispering Oaks Blvd, left on Beechwood Dr, left on Chestnut Ridge Rd
- Direction Faces: West
Community
- Community Name: 33523 - Dade City/Ridge Manor
- Association: Yes
- Assoc. Name: Whispering Oaks Estate
- Pet Restrictions: Buyer and Buyer's agent to verify pet restrictions with HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Available, Phone Available, Sewer Available, Water Available
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Windows: Shades, Window Treatments
- Stories/Levels: One
- Square Feet: 2,221
- Sq. Ft. Source: Public Records
- Year Built: 2008
Lot Features
- Property View: Water
- Lot Size (Acres): 0.22
- Lot Size (Sq. Ft.): 9,375
- Lot Size: 9375
- Frontage: Street Paved
- Street/Road Desc.: Paved
Water Features
- Water View: Yes
Financial Considerations
- Association Fee: $277
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $2,559
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WHISPERING OAKS EST PH VI-A LOT 152
- Flood Zone Info: X
- APN: R0112321132400001520
- Property ID: R0112321132400001520
Listed by Sun Cay Real Estate
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Schools
Schools serving 5460 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 5460 Chestnut Ridge Rd
Date
Details
Price
Change
Source
2/10/2026
Price Reduced
$407,000
-1.81%
MLS
1/22/2026
Listed
$414,500
946.43%
MLS
3/30/2007
Sold
$39,611
—
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 5460 Chestnut Ridge Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,098
-18%
$186,422
3%
2024
$2,569
24%
$181,168
3%
2022
$2,070
-48%
$175,891
3%
2022
$3,970
92%
$170,768
3%
2021
$2,070
-22%
$165,794
1%
2020
$2,645
17%
$163,505
2%
2019
$2,253
6%
$159,829
2%
2018
$2,117
2%
$156,849
2%
2017
$2,074
3%
$153,623
2%
2016
$2,007
-1%
$150,463
1%
2015
$2,024
2%
$149,417
1%
2014
$1,986
1%
$148,231
2%
2013
$1,964
—
$146,040
—
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 5460 Chestnut Ridge Rd
5460 Chestnut Ridge Road, Dade City, FL 33523 (MLS# TB8467390) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5460 Chestnut Ridge Road is currently listed for $407,000 and was received on January 22, 2026. Want to learn more about 5460 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.

