This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/45
$639,900
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/45
Property Description
Single Family home in Winding Cypress -Ready for the season!! This charming model is the perfect fit featuring an inviting open-floor concept where natural light streams through the windows. The kitchen boasts granite counters, stainless appliances and a center island and extra storage for everyday use and easy entertaining. The pantry closet has plenty of space for all of your staple goods. Tile floors are throughout much of the space. There's a den/flex room with french doors that can be used as an additional bedroom when needed or office, hobby or quiet sitting room. Additional guest bedroom and bathroom with combined tub and shower and granite topped vanity offers privacy for your family and guests. The laundry room features a spacious storage area with shelving for your all your supplies. There are storage racks in the two car garage to house your coolers for the beach. Be sure to take time to relax and enjoy your morning beverage and the beautiful sunsets on the screened lanai that overlooks the OVERSIZED lot with mature landscaping complete with an outdoor kitchen with grill, sink, and fridge for your convenience. Winding Cypress is a sought after, gated community and is appreciated for its active, social lifestyle and world class amenities. It's nestled within 800 acres of natural preserve and 80 acres of serene lakes teeming with migratory wildlife. Head over to the clubhouse with state-of-the-art fitness center, locker rooms with showers, movement room for classes, internet café, event room, catering kitchen, resort-style pool with spa and cabanas, restaurant with bar, firepit, pickleball, tennis and bocce courts. Take the pups to play in the dog park. Walk or ride your bike on the many paths including the peaceful preserve boardwalk. If gardening is your passion, there is a community garden to grow your favorite vegetables. HOA management and friendly staff are onsite to assist and coordinate regular events for all to enjoy. Minutes from beaches, golfing, fishing, boating, shopping, and cultural activities. It's time to enjoy the Florida lifestyle!
Full Property Details
Full Property Details for 7248 Live Oak Dr
General
- Price: $639,900
- HOA FEE: $514/month
- HOA FEE FREQ.: Quarterly
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 225072028
- Updated: 1/10/2026
- Added to Site: 107 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Split Bedrooms, Den - Study, Guest Bath, Guest Room, Home Office, Built-In Cabinets, Pantry, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Self-Cleaning Oven, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Primary Bathroom: Dual Sinks, Shower Only
Bedrooms
- Total Bedrooms: 2
- Primary Bedroom: Master BR Ground
Other Rooms
- Kitchen: Kitchen Island, Pantry
- Dining Room: Breakfast Bar, Dining - Family, Dining - Living, Eat-in Kitchen
- Laundry: Inside, Sink
Additional Information
- Shared Amenities: Bike And Jog Path, Bocce Court, Cabana, Clubhouse, Pool, Community Room, Community Spa/Hot tub, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
- Tennis: Yes
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Gas Grill, Outdoor Kitchen, Privacy Wall, Automatic Sprinkler
- Porch/Patio/Deck: Screened Lanai/Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway Paved, Garage Door Opener, Attached
Location
- Area: NA37 - East Collier S/O 75 E/O 9
- County: Collier
- Subdivision: WINDING CYPRESS
- Building Name: WINDING CYPRESS
- Driving Directions: Take Collier Blvd to main Winding Cypress entrance. GPS may take you to rear entrance on 41 which is for residents only. After gatehouse, make right onto Winding Cypress Drive to right on Lily Way to first right on Live Oak Drive. Home is on the left.
- Direction Faces: East
Community
- Association: Yes
- Assoc. Fees Include: Maintenance Grounds, Manager, Rec Facilities, Repairs, Reserve, Security, Street Lights, Street Maintenance
- Units Assoc/Comm: 766
- Pets Allowed: Yes
- Number of Pets: 3
- Management Type: On-Site
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric
- Heating Type: Central Electric
Utilities
- Gas: Natural
- Sewer: Central
- Water: Central
- Utility Description: Natural Gas Connected, Cable Not Available, Natural Gas Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Stucco
- Roof: Tile
- Windows: Single Hung, Sliding, Shutters - Manual, Window Coverings
- Doors: French Doors
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 1,685
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 1,685 Sq. Ft.
- Year Built: 2016
Lot Features
- Property View: Landscaped Area, Privacy Wall
- Lot Size (Acres): 0.16
- Lot Size (Sq. Ft.): 6,969
- Lot Size Source: Survey
- Lot Dimensions: 50 x 50 x 135 x 135
- Frontage: Private Road
- Frontage Feet: 50
- Street/Road Desc.: Paved
- Irrigation System: Reclaimed
- Lot Features: Oversize
- Lot Description: Oversize
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Association Fee: $1,543
- Assoc Fee Freq.: Quarterly
- Application Fee: $280
- Tax Year: 2025
- Terms: Buyer Finance/Cash, Buyer Pays Title
Disclosures and Reports
- Ownership: Single Family
- Legal Description: WINDING CYPRESS PHASE ONE LOT 120
- Property ID: 82679003100
- Section: 35
- Lot Number: 120
Listed by William Raveis Real Estate
Get Pre-Approved Today
Schools
Schools serving 7248 Live Oak Dr
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Lely Elementary School 8125 Lely Cultural Parkway, Naples, FL 34113 | PK-5 | 2.5 mi |
Manatee Middle School 1920 Manatee Road, Naples, FL 34114 | 6-8 | 1.7 mi |
Lely High School 1 Lely High School Boulevard, Naples, FL 34113 | 9-12 | 2.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 7248 Live Oak Dr
Date
Details
Price
Change
Source
12/05/2025
Price Reduced
$639,900
-1.54%
MLS
10/01/2025
Listed
$649,900
79.67%
MLS
1/26/2016
Sold
$361,710
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 7248 Live Oak Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,185
5%
$342,468
3%
2024
$4,960
1%
$332,816
3%
2023
$4,922
11%
$323,122
6%
2021
$4,441
—
$304,574
-3%
2022
$4,419
—
$313,711
4%
2021
$4,441
3%
$300,369
2%
2019
$4,306
—
$293,616
-3%
2018
$4,323
-3%
$303,263
-3%
2017
$4,457
109%
$313,344
328%
2016
$2,136
712%
$73,252
226%
2015
$263
—
$22,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 7248 Live Oak Dr
7248 Live Oak Dr, Naples, FL 34114 (MLS# 225072028) is a Single Family property with 2 bedrooms and 2 full bathrooms. 7248 Live Oak Dr is currently listed for $639,900 and was received on October 01, 2025. Want to learn more about 7248 Live Oak Dr? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

