2590 OSWEGO DRIVE, NORTH PORT, FL, 34289
Active30 days on marketListed Aug 21, 2026MLS #C7529278
About this home
2590 OSWEGO DRIVE
Welcome to this beautifully maintained 2-bedroom, 2-bathroom home with a den, located in the desirable active 55+ gated community of Cypress Falls in North Port. Situated on the waterfront and not in a flood zone, this lovingly cared-for home has been owned by the original owner since it was built. The home offers a wonderful Florida lifestyle, with beautiful water views, abundant natural light, and thoughtful updates throughout. The tile roof was replaced in 2025, and the interior walls and lanai are painted. A skylight fills the home with natural sunshine throughout the day and creates a charming touch in the evening as moonlight filters through. The kitchen features granite countertops and under-cabinet lighting, while the main living areas offer tile flooring while the bedrooms feature luxury laminate flooring. Both bathrooms are enhanced with glass-enclosed showers and upgraded hardware. Enjoy the outdoors from the spacious screened lanai overlooking a peaceful natural wooded area, or relax in the unique screened front entry while taking in the water views. Cypress Falls offers an exceptional resort-style lifestyle with a clubhouse, heated pool, resistance pool and spa, fitness center, tennis, pickleball, bocce ball, dog park, and even a community garden as well as an array of additional recreational, fitness, and social activities. This exceptional waterfront home combines comfort, thoughtful updates, beautiful surroundings, and resort-style amenities—offering a wonderful opportunity to enjoy the relaxed Florida lifestyle in a vibrant 55+ community.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,454
Sqft
0.08 ac
Lot size
2
Garage
2017
Year built
One
Levels
$196
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 and the real association fee — not generic estimates.
$2,858 /mo · 3.5% down FHA, 30-yr fixed at 6%
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
$2,858/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.
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
+6.3%
$/sqft vs North Port actives
$196 vs $198
Days on market
30 vs 52 typical
Where $196/sqft sits among the 400 North Port 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 Cypress Falls
Get to know North Port. See the full North Port guide →
Cypress Falls — neighborhood snapshot
Population
1,669
Median age
51
Median income
$86,521
Median home value
$387,900
Avg household
3
Households w/ children
76%
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
$316K → $302K
North Port median sold, yr/yr
96.7%
Sale-to-list ratio (12 mo)
204 of 400
North Port actives have cut their price
Median sold price, North Port, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 17% below the NORTH PORT 34289 median. See the full North Port market guide →
Paper trail
This home's history
Reality check
What actually sold near 2590 OSWEGO DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$250,000
2594 OSWEGO DRIVE · same community
2 bd · 2 ba · 1,582 sqft · $158/sqft · 39 DOM
Sold · Feb ’26$269,900
1330 BALLOTA LANE · same community
2 bd · 2 ba · 1,582 sqft · $171/sqft · 83 DOM
Sold · Mar ’26$270,000
1318 BALLOTA LANE · same community
2 bd · 2 ba · 1,582 sqft · $171/sqft · 295 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
Iain Robinson
Broker Associate · CENTURY 21 Edge
Tours, negotiation, and every question about 2590 OSWEGO DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2590 OSWEGO DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Iain's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2590 OSWEGO DRIVE FAQs
What would the monthly payment be for 2590 OSWEGO DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,858/mo — principal and interest, the actual property-tax bill, the $465/mo association fee 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.
How much are the HOA fees at 2590 OSWEGO DRIVE?+
The association fee works out to $465 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 2590 OSWEGO DRIVE?+
The most recent tax bill on record (2025) was $5,149. 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 2590 OSWEGO 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 $285,000, this home is listed about 15% 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 2590 OSWEGO DRIVE?+
Toledo Blade Elementary School (elementary), Woodland Middle School (middle), North Port High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of ERA ADVANTAGE REALTY, INC. · Maddisen Alden. MLS #C7529278.
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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