5858 KENWOOD DRIVE, NORTH PORT, FL, 34287
Active44 days on marketListed Sep 24, 2026MLS #A4707275
About this home
5858 KENWOOD DRIVE
Virtually Staged. Back on the market because the buyer couldn't secure financing. Welcome to this 3-bedroom, 2-bathroom home in North Port sitting on an oversized lot with no HOA. Recent improvements include a newer Roof (2020), updated Electrical panel (2021), and HVAC system (2023) along with durable luxury vinyl plank flooring throughout most of the main living areas. This floor plan provides plenty of space for everyday living while the large covered lanai is ideal for relaxing or entertaining. Situated on an oversize lot with city water and sewer, this home gives you plenty of room to enjoy the Florida lifestyle with plenty of room for a shed, a pool, or storing outdoor toys, giving you flexibility that can be hard to find. Conveniently located near Downtown Wellen Park and CoolToday Park, with easy access to shopping, dining, entertainment, and everything North Port has to offer.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,585
Sqft
0.31 ac
Lot size
1
Garage
1980
Year built
One
Levels
$148
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.
$2,160 /mo · 3.5% down FHA, 30-yr fixed at 7.5%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
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
Estimated payment
$2,160/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. 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
+10.1%
$/sqft vs PORT CHARLOTTE SUB 50
$148 vs $226
Days on market
44 vs 71 typical
Where $148/sqft sits among the 10 homes for sale in PORT CHARLOTTE SUB 50
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 Highland Ridge
Get to know North Port. See the full North Port guide →
Highland Ridge — neighborhood snapshot
Population
977
Median age
59
Median income
$63,800
Median home value
$170,487
Avg household
2
Households w/ children
65%
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The North Port market
$315K → $312K
North Port median sold, yr/yr
96.8%
Sale-to-list ratio (12 mo)
5 of 10
PORT CHARLOTTE SUB 50 have cut their price
Median sold price, North Port, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 75% above the NORTH PORT 34287 median. See the full North Port market guide →
Paper trail
This home's history
Reality check
What actually sold near 5858 KENWOOD DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Feb ’26$190,000
6352 CONISTON TERRACE · same community
3 bd · 2 ba · 1,432 sqft · $133/sqft · 19 DOM
Sold · Sep ’26$249,000
6678 ACMAR COURT · same community
2 bd · 2 ba · 1,393 sqft · $179/sqft · 166 DOM
Sold · Apr ’26$247,000
5993 MAYBERRY AVENUE · same community
3 bd · 2.5 ba · 1,392 sqft · $177/sqft · 8 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
Bridget McLennon
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 5858 KENWOOD DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5858 KENWOOD DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Bridget's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
5858 KENWOOD DRIVE FAQs
What would the monthly payment be for 5858 KENWOOD DRIVE?+
With 3.5% down on a 30-year FHA loan at 7.5%, the all-in payment lands around $2,160/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 5858 KENWOOD DRIVE?+
The most recent tax bill on record (2025) was $3,390. 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 5858 KENWOOD DRIVE?+
The listing reports pets: Cats OK, Dogs OK. 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 North Port?+
At $235,000, this home is listed about 30% below the North Port median of $334,900. The market section on this page shows how the area is trending.
Which schools are assigned to 5858 KENWOOD DRIVE?+
Heron Creek Middle School (middle), North Port High School (high), Lamarque Elementary School (elementary) — Sarasota County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of COLDWELL BANKER REALTY · Scott Haddow. MLS #A4707275.
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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