5959 RIVERSIDE DRIVE, PORT ORANGE, FL, 32127
Active18 days on marketListed Oct 20, 2026MLS #O6451158
About this home
5959 RIVERSIDE DRIVE
RARE DIRECT INTRACOASTAL WATERFRONT OPPORTUNITY in Harbor Oaks! Set along a distinctive Port Orange peninsula, this fully furnished 2-bedroom, 1-bath, 1,340-square-foot concrete-block home offers expansive river and mangrove views with direct access to the Intracoastal Waterway. The centerpiece of the property is its custom waterfront setup: an extensive private dock with water and electrical service, plus a raised boat lift designed to accommodate a boat up to approximately 32 feet. Enjoy boating, fishing, kayaking, watching dolphins and manatees, or relaxing beside the water. An outdoor shower with both hot and cold water adds convenience after a day on the river. Inside, the home combines comfortable coastal living with classic character, including original wood floors, French doors and a brick wood-burning fireplace. The bright kitchen features white cabinetry and a new custom-size stainless-steel refrigerator. Two spacious bedrooms, indoor laundry and abundant natural light create a practical and inviting floor plan. Major improvements include a metal roof, new gutters, a new water heater, newer air-conditioning system, double-pane impact glass across the rear of the home, hurricane shutters and new storm doors on all exterior openings. The property also features a comprehensive security system with cameras, door sensors, water sensors, and fire and carbon-monoxide detectors, along with updated landscaping and a bamboo privacy hedge. The existing furniture is included in the sale, making the home ready to enjoy from day one. The fenced property has no HOA and offers off-street parking. A 2021 elevation certificate is available. Whether used as a full-time residence or furnished waterfront retreat, 5959 Riverside Drive presents an exceptional opportunity to own directly on the water in Port Orange. Note: Boats, bicycles, paddle boards and kayaks do not convey.
Facts & features
The home at a glance
2
Bedrooms
1
Bathrooms
1,340
Sqft
0.14 ac
Lot size
1951
Year built
One
Levels
$728
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$7,336 /mo · 10% down Conventional, 30-yr fixed at 7.5%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$7,336/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+179.7%
$/sqft vs Port Orange actives
$728 vs $219
Days on market
18 vs 62 typical
Where $728/sqft sits among the 202 Port Orange actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Port Orange
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Port Orange. See the full Port Orange guide →
PORT ORANGE 32127 — neighborhood snapshot
Population
29,612
Median age
53.5
Median income
$71,676
Median home value
$340,900
Avg household
2.23
Households w/ children
2,833
For the school run
Volusia County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Port Orange market
$340K → $343K
Port Orange median sold, yr/yr
96.5%
Sale-to-list ratio (12 mo)
109 of 202
Port Orange actives have cut their price
Median sold price, Port Orange, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 144% above the PORT ORANGE 32127 median. See the full Port Orange market guide →
Paper trail
This home's history
Reality check
What actually sold near 5959 RIVERSIDE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$288,000
88 E BAYSHORE DRIVE · same community
3 bd · 2 ba · 1,416 sqft · $203/sqft · 17 DOM
Sold · Apr ’26$482,500
5968 RIVERSIDE DRIVE · same community
2 bd · 1 ba · 1,242 sqft · $388/sqft · 1 DOM
Sold · Nov ’25$405,000
18 E MAGNOLIA AVENUE · same community
3 bd · 2 ba · 1,558 sqft · $260/sqft · 19 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Frederick Paige
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 5959 RIVERSIDE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5959 RIVERSIDE DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Frederick's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
5959 RIVERSIDE DRIVE FAQs
What would the monthly payment be for 5959 RIVERSIDE DRIVE?+
With 10% down on a 30-year Conventional loan at 7.5%, the all-in payment lands around $7,336/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 5959 RIVERSIDE DRIVE?+
The most recent tax bill on record (2025) was $8,095. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 5959 RIVERSIDE DRIVE?+
The listing reports pets: Cats OK, Dogs OK, Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Port Orange?+
At $975,000, this home is listed about 184% above the Port Orange median of $343,500. The market section on this page shows how the area is trending.
Which schools are assigned to 5959 RIVERSIDE DRIVE?+
Spruce Creek High School (high), Silver Sands Middle School (middle), R. J. Longstreet Elementary School (elementary) — Volusia County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$975,000 runs 144% above the PORT ORANGE 32127 median.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Strong assigned schools
Spruce Creek High School, Silver Sands Middle School, R. J. Longstreet Elementary School — Spruce Creek High School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS WINTER PARK · Robert Thollander, Jr. MLS #O6451158.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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