5027 Waterside Dr

Port Richey, FL 34668

$899,000
Price
3
Beds
1,887 Sq. Ft.
$476 / Sq. Ft.
1,887
Sq. Ft.
$476
per Sq. Ft.
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Description

Waterfront Paradise on Miller’s Bayou – Double Lot with 151 Feet of waterfront! Discover the ultimate Florida waterfront lifestyle in this beautifully landscaped retreat located directly on Miller’s Bayou, just minutes by boat to the Gulf of Mexico! This 3-bedroom, 2-bath, 2-car garage home rests on an expansive double lot (approximately 1/3 acre M. O. L.) with 151 feet of seawall offering wide open bayou views and breathtaking sunsets. Boaters will fall in love with the HUGE walk-around dock, approximately...Waterfront Paradise on Miller’s Bayou – Double Lot with 151 Feet of waterfront! Discover the ultimate Florida waterfront lifestyle in this beautifully landscaped retreat located directly on Miller’s Bayou, just minutes by boat to the Gulf of Mexico! This 3-bedroom, 2-bath, 2-car garage home rests on an expansive double lot (approximately 1/3 acre M. O. L.) with 151 feet of seawall offering wide open bayou views and breathtaking sunsets. Boaters will fall in love with the HUGE walk-around dock, approximately 60 ft. by 31 ft. with a cut out in the center, complete with water, electricity, multiple davits, and two boat lifts (20,000 lb & 16,000 lb) — all with deep-water access to the Gulf. Enjoy endless days exploring the waterways, from the beautiful, uncrowded beaches of Anclote Island State Park to incredible flats fishing at Werner-Boyce Salt Springs State Park, all just a short boat ride away. The sprawling screened lanai is ideal for entertaining, featuring a fish prep station for cleaning your catch of the day and a refreshing in-ground pool overlooking the bayou. Two sets of sliding doors open to the lanai, seamlessly blending indoor and outdoor living. Inside, the home features crown molding throughout, a separate laundry room with a utility sink, and abundant natural light. Recent updates include a new A/C system, water heater, and mini-split (2024), along with a beautiful tile roof for lasting durability. The property offers additional side parking, a covered carport, and ample RV parking space. Located in the golf-cart-friendly City of Port Richey, you’re just a short ride from shopping, waterfront dining, and multiple city parks featuring playgrounds, kayak launches, and fishing piers. Enjoy the convenience of a dedicated local police and fire department and an engaged city council that gives this area a small-town feel with big-city amenities. While the home did experience storm damage, it has been professionally prepped for your remodel—ready for you to customize and make your own. Enjoy spectacular sunsets, deep-water boating, and Florida living at its finest—right from your backyard!
  1. Listed by Ryan Thompson • Brokerage DRE #2027315 • BHHS FLORIDA PROPERTIES GROUP
    P: (727)-744-9574 C: (727)-744-9574 rthompson@bhhsflpg.com
  2. Listed by Katie Thompson • Brokerage DRE #2027315 • BHHS FLORIDA PROPERTIES GROUP
    P: (727)-744-9573 C: (727)-744-9573 kthompson@bhhsflpg.com

Property Details for 5027 Waterside Drive

Subdivision Name
HARBOR ISLE
Township
25
Carport Spaces
2
Garage Spaces
2
View
Water
Waterfront
Yes
Water View
Bayou
LISTING UPDATED: 03/07/2026 11:08 AM

Property Details for 5027 Waterside Drive

StatusActive
MLS #TB8447506
Days on Market118
Taxes$7,012 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1969
Lot Size0.35 AC / 15,150 SF
CountyPasco County
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Location

Listing Courtesy of BHHS FLORIDA PROPERTIES GROUP, Ryan Thompson; BHHS FLORIDA PROPERTIES GROUP, Katie Thompson
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Building Information for 5027 Waterside Drive

Stories-Year Built1969Building Size-Lot Size0.35 AC / 15,150 SF

Payment Calculator

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$4,966 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,382

Property Taxes

$584

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 5027 Waterside Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3439.0
  • Building Area Units: Square Feet
  • Direction Faces: Southwest
  • Directions: From Tampa, Head North On FL-589 Toll N And Continue On until Ridge Rd. Exit. Take left on Ridge Road toward New Port Richey. Turn left onto US-19 S. and Then right Onto Bay Blvd. Turn Left Onto Channel Dr And Then Make Another Left Onto Waterside Dr. The Destination Will Be On Your Left.
  • Elementary School: Richey Elementary School
  • Middle Or Junior School: Chasco Middle-PO
  • High School: Gulf High-PO
  • Mls Major Change Type: Price Decrease
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 5027
  • Street Name: WATERSIDE
  • Street Suffix: DRIVE
  • State: FL
  • City: PORT RICHEY
Parking
  • Attached Garage: Yes
  • Carport: Yes
  • Garage: Yes
  • Parking Features: Boat, RV Parking, Workshop in Garage
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: 00000
  • Tax Book Number: 9/26
  • Tax Legal Description: HARBOR ISLES FIRST ADDITION PB 9 PG 26 LOTS 77 & 78
  • Tax Lot: 0770
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Landscaped
  • Parcel Number: 292516051A000000770
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: Bayou, Gulf/Ocean, Intracoastal Waterway
  • Water Access: Yes
  • Water Body Name: MILLER'S BAYOU
  • Water Extras: Davits, Fishing Pier, Lift, Seawall - Concrete
  • Water Extras: Yes
  • Water: Davits, Fishing Pier, Lift, Seawall - Concrete
  • Zoning: R1
  • Living Area: 1887
Property and Assessments
  • Year Built Numeric: 1969
  • Flood Zone Code: AE
  • Flood Zone Date: 06-05-2020
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 16
  • Public Survey Section: 29
  • Dock YN: Yes
  • Dock Description: 4 Point Moorage, Dock - Open, Dock - Wood, Dock w/Electric, Dock w/Water Supply, Fish Cleaning Station, Lift
  • Dock Lift Capacity: 20000
  • Dock Dimensions: 60ft x 31ft
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Sprinkler Meter, Street Lights, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Concrete, Stucco
  • Exterior Features: Irrigation System, Private Mailbox, Rain Gutters, Sliding Doors
  • Fencing: Chain Link, Fenced
  • Foundation Details: Slab
  • Levels: One
  • Pool Features: Gunite, In Ground, Outside Bath Access, Salt Water, Screen Enclosure
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Spa: No
  • Vegetation: Trees/Landscaped
  • Waterfront Features: Bayou
  • Waterfront Feet Total: 151
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Appliances: Electric Water Heater, Microwave
  • Cooling: Central Air, Mini-Split Unit(s)
  • Fireplace: No
  • Flooring: Ceramic Tile
  • Heating: Central, Electric, Heat Pump
  • Interior Features: Ceiling Fan(s), Crown Molding, Thermostat
  • Laundry Features: Electric Dryer Hookup, Laundry Closet, Laundry Room, Washer Hookup
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 4.0
  • Water View: Yes
  • Window Features: Blinds
  • Bathrooms Half: 0

Property History for 5027 Waterside Drive

DateEvent & SourcePriceAppreciation
Feb 21, 2026

Price Change

MFRMLS #TB8447506

$899,000—
Jan 28, 2026

Price Change

MFRMLS #TB8447506

$929,000—
Jan 7, 2026

Price Change

MFRMLS #TB8447506

$949,000—
Nov 14, 2025

Listed (Active)

MFRMLS #TB8447506

$999,000—
Mar 24, 2022

Sold

MFRMLS #U8144670

$1,050,000—
Mar 23, 2022

Sold (Public Record)

Public Record #1491247482

$1,050,000

+24.3% / yr

Mar 4, 2022

Pending

MFRMLS #U8144670

—
Dec 10, 2021

Listed (Active)

MFRMLS #U8144670

$1,199,000—
Aug 9, 2017

Sold (Public Record)

Public Record #604050895

$385,000—
Mar 11, 2017

Withdrawn

MFRMLS #U7775757

$503,200—
Apr 27, 2016

Listed (Active)

MFRMLS #U7775757

$524,900—
Feb 28, 2015

Withdrawn

MFRMLS #A4107631

$650,000—
Nov 1, 2014

Listed (Active)

MFRMLS #A4107631

$650,000—
DateEvent & SourcePrice
02/21/2026

Price Change

MFRMLS #TB8447506

$899,000
01/28/2026

Price Change

MFRMLS #TB8447506

$929,000
01/07/2026

Price Change

MFRMLS #TB8447506

$949,000
11/14/2025

Listed (Active)

MFRMLS #TB8447506

$999,000
03/24/2022

Sold

MFRMLS #U8144670

$1,050,000
03/23/2022

Sold (Public Record)

Public Record #1491247482

$1,050,000

+24.3% / yr

03/04/2022

Pending

MFRMLS #U8144670

—
12/10/2021

Listed (Active)

MFRMLS #U8144670

$1,199,000
08/09/2017

Sold (Public Record)

Public Record #604050895

$385,000
03/11/2017

Withdrawn

MFRMLS #U7775757

$503,200
04/27/2016

Listed (Active)

MFRMLS #U7775757

$524,900
02/28/2015

Withdrawn

MFRMLS #A4107631

$650,000
11/01/2014

Listed (Active)

MFRMLS #A4107631

$650,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5027 Waterside Drive

Taxable ValueLand$269,516Additions$134,314Total$403,830
Tax Record2025$7,542 ($629 / month)
Home Facts
Beds0Total Finished SqFt1,887 SqFtAbove Grade Finished SqFt1,887 SqFtStories1Lot Size15,150 SqFtStyleSingle Family ResidenceYear Built1969Zoning00R1CountyPASCOAPN29-25-16-051A-00000-0770

Schools near 5027 Waterside Drive

This home is within Pasco.
Rating
School
Type
Grades
Distance
Richey Elementary School
Public - PK to 5
Chasco Middle School
Public - 6 to 8
Gulf High School
Public - 9 to 12
Marchman Technical Education Center
Public - 9 to 12
Rating
School
Distance
Richey Elementary School
PublicPK to 5

Chasco Middle School
Public6 to 8

Gulf High School
Public9 to 12

Marchman Technical Education Center
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 5027 Waterside Drive, Port Richey, FL 34668

5027 Waterside Drive is a single family home for sale in Port Richey, FL 34668. This property was listed for sale on November 14, 2025 by BHHS FLORIDA PROPERTIES GROUP, it's currently listed at $899,000. It has been on the market for a total of 118 days and was last sold on March 24, 2022. This listing's school district is Pasco. Nearby schools include Richey Elementary School, Chasco Middle School and Gulf High School. 5027 Waterside Drive is a 3-bed, 2-bath, 1,887 sqft single family home built in 1969.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of BHHS FLORIDA PROPERTIES GROUP, Ryan Thompson; BHHS FLORIDA PROPERTIES GROUP, Katie Thompson

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 03/07/2026 11:08 AM