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$630,000
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Property Description
Situated within the gated, amenity-rich community of Winding Cypress, this thoughtfully designed two-bedroom plus den, two-bath residence offers an exceptional blend of comfort, quality, and relaxed Florida living. The open floor plan is enhanced by wood flooring throughout the main living areas, along with crown molding, and a distinctive coffered ceiling in the living and dining area, creating a refined yet inviting atmosphere. The kitchen is both elegant and functional, featuring 42" white cabinetry, granite countertops, tile backsplash, undercabinet lighting, and stainless-steel appliances-ideal for everyday living and entertaining alike. A flexible den with French doors provides the option for a private home office, media room, or additional guest space. Seamless indoor-outdoor living is achieved through the expansive custom lanai, designed for entertaining with an outdoor kitchen complete with gas grill, refrigerator, and sink, an above-ground hot tub with ample seating, and picture-frame lanai screens that showcase peaceful preserve surroundings. Additional highlights include a whole-house generator, two-car garage, and plantation shutters. Winding Cypress is a natural gas community thoughtfully designed around preserved natural beauty and an active, social lifestyle. At its heart is an impressive clubhouse with a heated resort-style pool and spa, poolside dining at The Shady Palm, state-of-the-art fitness center, library, and community gathering rooms. Other amenities include pickleball and tennis courts, bocce courts, dog parks, a community garden, and scenic walking and nature trails. Known for its welcoming atmosphere and beautifully maintained grounds, Winding Cypress offers a true sense of community while remaining conveniently close to everything Naples has to offer. A golf cart is included for effortless access throughout the neighborhood.
Full Property Details
Full Property Details for 7121 Live Oak Dr
General
- Price: $630,000
- Taxes: $7,561 (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226006762
- Updated: 2/11/2026
- Added to Site: 9 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Split Bedrooms, Den - Study, Closet Cabinets, Coffered Ceiling(s), Pantry, Tray Ceiling(s), Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator with Icemaker, Washer
- Furnishings: Turnkey
- Flooring: Carpet, Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Primary Bathroom: Dual Sinks, Shower Only
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Kitchen: Pantry
- Dining Room: Breakfast Bar, Dining - Living
- Laundry: Inside, Sink
Additional Information
- Shared Amenities: Bike And Jog Path, Bocce Court, Pool, Community Room, Community Spa/Hot tub, Dog Park, Fitness Center, Library, Pickleball, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
- Spa: Yes
- Spa Description: Above-Ground
- Tennis: Yes
- Equipment: Generator
Exterior
- Exterior Features: Gas Grill, Outdoor Grill, Outdoor Kitchen, Room for Pool
- 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: Use entrance on Collier Blvd. Proceed to gate; proceed through gate and turn right at stop sign; turn right on Lily way; take Lily Way to stop sign and turn right. 7121 is on the left.
- Direction Faces: Southeast
Community
- Association: Yes
- Assoc. Fees Include: Maintenance Grounds, Legal/Accounting, Manager, Rec Facilities, Reserve, Security, Street Lights, Street Maintenance
- Units Assoc/Comm: 766
- Pets Allowed: Yes
- Number of Pets: 3
- Management Type: Professional
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Electric
- Heating Type: Central Electric
Utilities
- Gas: Natural
- Sewer: Central
- Water: Central
- Cable Available: Yes
- Utility Description: Underground Utilities, Natural Gas Connected, Cable Available, Natural Gas Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Stucco
- Roof: Tile
- Windows: Impact Resistant, Single Hung, Sliding, Shutters - Manual, Shutters - Screens/Fabric, Window Coverings
- Doors: French Doors
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 1,554
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 1,554 Sq. Ft.
- Year Built: 2016
Lot Features
- Property View: Landscaped Area, Preserve
- Lot Size (Acres): 0.15
- Lot Size (Sq. Ft.): 6,534
- Lot Size Source: Survey
- Lot Dimensions: 347 x 60 x 135 x 135
- Frontage Feet: 347
- Street/Road Desc.: Paved
- Irrigation System: Central
- Lot Features: Regular
- Lot Description: Regular
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Other Assoc Fees: $1,455
- Application Fee: $250
- Other Fee Freq.: Quarterly
- Tax Amount: $7,561
- Tax Year: 2025
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Single Family
- Legal Description: WINDING CYPRESS PHASE ONE LOT 76
- Property ID: 82679002224
- Section: 35
- Lot Number: 76
Listed by John R Wood Properties
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Schools
Schools serving 7121 Live Oak Dr
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Lely Elementary School 8125 Lely Cultural Parkway, Naples, FL 34113 | PK-5 | 2.4 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 | 2.3 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 7121 Live Oak Dr
Date
Details
Price
Change
Source
2/11/2026
Listed
$630,000
-3.08%
MLS
5/02/2023
Sold
$650,000
—
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 7121 Live Oak Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,561
1%
$538,288
-4%
2024
$7,522
15%
$558,324
50%
2023
$6,519
35%
$371,544
21%
2021
$4,813
-12%
$307,061
-9%
2022
$5,478
14%
$337,767
9%
2021
$4,813
7%
$310,387
10%
2019
$4,513
3%
$282,170
1%
2018
$4,382
13%
$278,733
2%
2017
$3,895
72%
$273,400
192%
2016
$2,268
762%
$93,740
317%
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 7121 Live Oak Dr
7121 Live Oak Dr, Naples, FL 34114 (MLS# 226006762) is a Single Family property with 2 bedrooms and 2 full bathrooms. 7121 Live Oak Dr is currently listed for $630,000 and was received on February 11, 2026. Want to learn more about 7121 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.

