2590 OSWEGO DRIVE
North Port, FL 34289
$249,900
Open Houses
***MOTIVATED SELLER *** 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 outside of a designated flood zone, this lovingly cared-for home has been owned by its original owner since it was built.
The home offers a wonderful Florida lifestyle, featuring beautiful water views, comfortable living spaces, and thoughtful updates throughout. The tile roof was replaced in 2025, and the interior walls and lanai have been painted, adding to the home's well-maintained appearance. A charming skylight welcomes natural sunshine into the home during the day and offers a unique touch in the evening as moonlight filters through.
The kitchen features granite countertops and under-cabinet lighting, while the main living areas showcase tile flooring and 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 beautiful 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, community garden, and an impressive variety of recreational, fitness, and social activities.
This inviting waterfront home combines comfort, thoughtful updates, peaceful surroundings, and resort-style amenities—offering a wonderful opportunity to enjoy the relaxed Florida lifestyle in a vibrant 55+ community.
Listing Courtesy of: ERA ADVANTAGE REALTY, INC.
941-255-5300
| Listing Id: | C7529278 |
|---|---|
| List Price: | $249,900 |
| Property Type: | Residential |
| Property Sub Type: | Villa |
| Status: | Active |
| Bedrooms Total: | 2 |
| Bathrooms Full: | 2 |
| Living Area: | 1,454 |
| Tax Annual Amount: | $5,149 |
| Lot Size Square Feet: | 3,658 |
| Lot Size Acres: | 0.08 |
| Waterfront?: | No |
| City: | North Port |
| County Or Parish: | Sarasota |
| Subdivision Name: | Cypress Falls Ph 1E |
| Postal Code: | 34289 |
| Year Built: | 2017 |
| Additional Parcels?: | No |
| Appliances: | Dishwasher, Dryer, Microwave, Range Hood, Refrigerator, Washer |
| Association Amenities: | Pickleball Court(s), Pool |
| Association Fee: | $1,396 |
| Association Fee Frequency: | Quarterly |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 2 |
| Building Area Source: | Public Records |
| Building Area Total: | 2055 |
| Building Area Units: | Square Feet |
| Carport?: | No |
| Direction Faces: | Northwest |
| Foundation Details: | Slab |
| Construction Materials: | Block |
| Cooling: | Central Air |
| Directions: | From I-75, take Exit 179 (Toledo Blade Boulevard). Travel south on Toledo Blade Boulevard approximately 1.5 miles. Turn left onto Plantation Boulevard, then turn left into the gated entrance of Cypress Falls at The Woodlands. After entering the community, continue to Oswego Drive. The property will be on your left. |
| Elementary School: | Toledo Blade Elementary |
| Exterior Features: | Balcony, Courtyard, Dog Run, Lighting, Tennis Court(s) |
| Flooring: | Laminate, Tile |
| Furnished: | Negotiable |
| Garage Spaces: | 2 |
| Garage?: | Yes |
| Community Features: | Clubhouse, Fitness Center, Pool, Racquetball, Sidewalks |
| Heating: | Central |
| High School: | North Port High |
| Interior Features: | Ceiling Fans(s), High Ceilings, Split Bedroom |
| Laundry Features: | Laundry Closet |
| Levels: | One |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Size Acres: | 0.08 |
| Postal Code Plus4: | 5038 |
| Middle Or Junior School: | Woodland Middle School |
| MLS Area Major: | 34289 - North Port |
| MLS Area Major: | 34289 - North Port |
| Original List Price: | $285,000 |
| Other Equipment: | Irrigation Equipment |
| Parcel Number: | 1115060078 |
| Pets Allowed: | Cats OK, Dogs OK |
| Stories Total: | 1 |
| Township: | 39S |
| Road Surface Type: | Concrete |
| Roof: | Tile |
| Tax Year: | 2025 |
| Senior Community?: | Yes |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Association?: | Yes |
| Utilities: | BB/HS Internet Available, Cable Connected, Electricity Connected, Sewer Connected, Underground Utilities |
| Water Source: | Public |
| Public Survey Range: | 22E |
| Public Survey Section: | 18 |
| Zoning: | PCDN |
| Tax Other Annual Assessment Amount: | 786 |
| Additional Lease Restrictions: | Please see rules and regs |
| Alternate Key Folio Num: | 1115060078 |
| Approval Process: | please see rules and regs |
| Association Approval Required Yn: | Yes |
| Association Email: | mheadrick@castlegroup.com |
| Association Fee Requirement: | Required |
| Association Url: | cypressfallsathewoodlands.com |
| Available For Lease Yn: | Yes |
| Building Area Total Srch Sq M: | 190.92 |
| Building Name Number: | 2590 |
| Calculated List Price By Calcula: | 171.87 |
| Cddyn: | Yes |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/C7529278?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/C7529278?w=Customer |
| Dpryn: | Yes |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X |
| Flood Zone Date: | 2016-11-04 |
| Flood Zone Panel: | 12115C0384F |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Lease Restrictions Yn: | Yes |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 135.08 |
| Lot Size Square Meters: | 340 |
| Minimum Lease: | 6 Months |
| Monthly Hoa Amount: | $465 |
| Number Of Pets: | 2 |
| Pet Restrictions: | Please see community rules and regulations, no pit bulls allowed |
| Room Count: | 5 |
| Sdeo yn: | No |
| Sw Subdiv Community Name: | Cypress Falls |
| Total Acreage: | 0 to less than 1/4 |
| Total Annual Fees: | $5,584 |
| Total Monthly Fees: | $465 |
| Unit Number Yn: | No |
| Water Access Yn: | No |
| Water Extras Yn: | No |
| Water View: | No |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Association Name: | Melissa "Mel' Headrick |
| Association Phone: | 941-426-9090 |
| Association 2 Yn: | 0 |
| Attribution Contact: | 941-255-5300 |
| Originating System Name : | Stellar MLS |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-08-21 |
| Fireplace?: | No |
| Pool Private?: | No |
| New Construction?: | No |
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Property Last Updated: November 01, 2026 02:28 AM - ET
