Haley Osgood
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Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 2 of 69
The Original Residence - Front Home - 5414 RIVERSIDE DR, PORT ORANGE
Virtually Staged - 5414 RIVERSIDE DR, PORT ORANGE
Main Living Area with floor to ceiling fireplace mantel and custom wrought- iron staircase leading all the way up to the Third floor. - 5414 RIVERSIDE DR, PORT ORANGE
Virtually Staged - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 7 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 8 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 9 of 69
Main House Updated Kitchen with granite countertops, oversized island with gray marble countertops, custom cabinetry, 2 pantries, and ALL brand-new stainless steel appliances - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 11 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 12 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 13 of 69
Second bedroom with its own bathroom on the first floor. - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 15 of 69
Bedroom #2 Office/Guest Bedroom - Virtually Staged - 5414 RIVERSIDE DR, PORT ORANGE
Third Bedroom, located on the first floor - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 18 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 19 of 69
Third Bathroom on the first Floor - 5414 RIVERSIDE DR, PORT ORANGE
Bedroom #3 with ensuite bathroom on the first Floor - 5414 RIVERSIDE DR, PORT ORANGE
Second Floor Family Room (virtually staged) - 5414 RIVERSIDE DR, PORT ORANGE
Second Floor Family room - 5414 RIVERSIDE DR, PORT ORANGE
Master Bathroom with Dual Sinks - 5414 RIVERSIDE DR, PORT ORANGE
Primary Suite with Ensuite Bathroom and 2 bonus rooms perfect for nursery and a huge walk-in closet (Virtually Staged) - 5414 RIVERSIDE DR, PORT ORANGE
Primary Suite - 5414 RIVERSIDE DR, PORT ORANGE
Private Balcony from the Primary Suite - Virtually Staged - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 28 of 69
Third Bonus Room next to the Primary - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 30 of 69
Wet Bar Area with Granite Countertops, on the 2nd Floor - 5414 RIVERSIDE DR, PORT ORANGE
Wet Bar Area with Granite Countertops, on the 2nd Floor - 5414 RIVERSIDE DR, PORT ORANGE
Sunroom with Halifax River Views - 5414 RIVERSIDE DR, PORT ORANGE
Cozy Sunroom at Sunset (virtually staged) - 5414 RIVERSIDE DR, PORT ORANGE
Sunroom with Halifax River Views - 5414 RIVERSIDE DR, PORT ORANGE
Coz - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 37 of 69
Halifax River Views from the second floor enclosed patio - 5414 RIVERSIDE DR, PORT ORANGE
Half Bath on the first floor studio/basement - 5414 RIVERSIDE DR, PORT ORANGE
View from top floor loft - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 41 of 69
3rd Floor Loft Style Room with Panoramic River Views - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 43 of 69
Breezeway Dividing the studio/basement and the main house - 5414 RIVERSIDE DR, PORT ORANGE
Dining/Living Room Area inside the Original Front House (virtually staged) - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 46 of 69
Updated Kitchen - located in the original Front House - 5414 RIVERSIDE DR, PORT ORANGE
Nicely Updated Kitchen - located in the original Front House - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 49 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 50 of 69
Master Bathroom- Original Front House - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 52 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 53 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 54 of 69
Cozy Outdoor Kitchen - 5414 RIVERSIDE DR, PORT ORANGE
Studio/Basement Laundry Hook- up on the first floor - 5414 RIVERSIDE DR, PORT ORANGE
Studio/Basement - First Floor (virtually staged) - 5414 RIVERSIDE DR, PORT ORANGE
Studio/Basement - First Floor - 5414 RIVERSIDE DR, PORT ORANGE
Bedroom 1 (Studio) - 5414 RIVERSIDE DR, PORT ORANGE
Office (Inside the Studio) - 5414 RIVERSIDE DR, PORT ORANGE
Half Bath just outside from the Family Room on the 2nd Floor - 5414 RIVERSIDE DR, PORT ORANGE
Brick pavers pathway by Outdoor Kitchen - 5414 RIVERSIDE DR, PORT ORANGE
Backyard - 5414 RIVERSIDE DR, PORT ORANGE
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 64 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 65 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 66 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 67 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 68 of 69
Single Family Residence at 5414 RIVERSIDE DR, PORT ORANGE, photo 69 of 69
69 photos

$1,195,900

5414 RIVERSIDE DR
PORT ORANGE, FL 32127
Listed by Girlie Morrison · UNITED REAL ESTATE PREFERRED
Bedrooms
8
Bathrooms
6
Living area
6,494 sqft
Year built
1984

About this home

**MOTIVATED SELLER**Privately tucked just steps from the Halifax River, this one-of-a-kind, MULTIGENERATIONAL estate with POTENTIAL INCOME PRODUCING Opportunity offers blend of luxury, flexibility, and lifestyle with TWO FULL RESIDENCES plus a PRIVATE STUDIO, totaling over 6,000 SQ FT on one remarkable property. MAIN RESIDENCE: Hidden behind the original home is a custom-built 5,000+ SQ FT estate featuring SOARING CEILINGS a dramatic floor-to-ceiling stone fireplace, CUSTOM WROUGHT IRON STAIRCASE, tongue-and-groove ceilings, and multiple balconies with beautiful RIVER VIEWS. The home offers MULTIPLE ENSUITE BEDROOM, UPDATED KITCHEN with an oversized island, custom cabinetry, dual pantries, brand-new stainless steel appliances, and an outdoor kitchen overlooking a backyard with room for a resort-style pool. The upper level features a luxurious PRIMARY SUITE with 2 FLEX ROOMS, a spa-inspired bath, PRIVATE BALCONY, WET BAR, family room, and panoramic Halifax River views. A third-floor loft provides the perfect space for an office, library, art studio, or yoga retreat. A 1,000 SQ FT PRIVATE ENTRY STUDIO SUITE with 2 bonus rooms, a half bath, and laundry hookups offers endless possibilities for multigenerational living, guests, a home business, or rental income. HOUSE # 2: The original front residence includes 1,296 SQ FT, a TWO-CAR GARAGE, an UPDATED KITHEN with marble countertops, and beautifully renovated bathrooms, ideal for extended family or additional rental potential. The property is further enhanced by a retaining wall, elevated approximately 3 FEET ABOVE GROUND, and surrounded by beautiful PAVERS. Lush tropical landscaping and mature fruit trees complete this private retreat. Located just minutes from the BEACH, RIVERWALK PARK, waterfront dining, and public boat access, this is a rare opportunity to own a true legacy property. Live in one. Host in another. Generate income from the rest.

Highlights

Fireplace

Property details

MLS #
MFRV4948872
Property type
Single Family Residence
Subdivision
ALLANDALE
Status
Active
Days on market
129
On market date
May 7, 2026
Stories
N/A
Total bathrooms
6
Garage spaces
2
Parking spaces
N/A
Lot size
0.33 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
PORT ORANGE ELEMENTARY SCHOOL
1.71 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
310
Student:teacher ratio
12.4:1
District
VOLUSIA
Middle
SILVER SANDS MIDDLE SCHOOL
2.62 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,246
Student:teacher ratio
18.9:1
District
VOLUSIA
High
SPRUCE CREEK HIGH SCHOOL
2.62 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,470
Student:teacher ratio
22.3:1
District
VOLUSIA

Walkability

Blended score for PORT ORANGE's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

61
Walkable
out of 100
EPA National Walkability Index
12.2 / 20 -- Above average walkable

Mortgage calculator

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Est. monthly payment
$7,352/mo
$239,180 down
$956,720 loan
Principal & interest$6,205
Property tax (est.)$997
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 18 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.