$699,900
OPEN SUN 1PM - 3PM $20K PRICE DROP

7255 Live Oak Dr Naples, FL 34114

Winding Cypress Neighborhood

Estimated payment $4,705/month

Total Views 213
2 Beds
2 Baths
1,659 Sq Ft
$422 Price per Sq Ft

Highlights

  • Fitness Center
  • Lake View
  • Pond
  • Gated with Attendant
  • Clubhouse
  • Attic

About This Home

This home has just been freshly painted inside and out. professionally painted kitchen and bath cabinets, nice private south west waterview , screened lanai able to enlarge or even add a pool. Previous owner had a great workshop in garage with 8 overhead lights, charging station for a Tesla , framed peg boards for hanging tools , custom storage cabinets and a pull down staircase for added storage. Home features 2 bedrooms 2 baths plus den a whole house generator and attached manual and electric storm shutters. Remaining furniture in home is staying. Live Oak is a beautiful mature tree lined street on cul de sac and just a short walk to the amenity center, dog park or community garden This home is ready for immediate occupancy Winding Cypress amenity center offers so much within its gates, its own Shady Palm restaurant, resort pool , gym , bocci and pickleball courts, dog park , walking trails and so much more. Winding Cypress is a gated community located just mins to 75, downtown and Marco Island. Photos to be uploaded on 1/24

Listing Agent

Linda Covino

Royal Shell Real Estate, Inc. License #448500405 Listed on: 01/23/2026

Royal Shell Real Estate, Inc.

Open House Schedule

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $5,242

Year Built

  • Built in 2015

Lot Details

  • 7,187 Sq Ft Lot
  • Lot Dimensions are 53 x 135 x 53 x 135
  • Home has North and South Exposure
  • Rectangular Lot

HOA Fees

  • $554 Monthly HOA Fees

Parking

  • 2 Car Attached Garage
  • Driveway

Home Design

  • Tile Roof
  • Stucco

Interior Spaces

  • 1,659 Sq Ft Home
  • 1-Story Property
  • Partially Furnished
  • Electric Shutters
  • Double Hung Windows
  • Combination Dining and Living Room
  • Den
  • Screened Porch
  • Tile Flooring
  • Lake Views
  • Pull Down Stairs to Attic
  • Security Gate

Kitchen

  • Self-Cleaning Oven
  • Electric Cooktop
  • Microwave
  • Ice Maker
  • Dishwasher
  • Disposal

Bedrooms and Bathrooms

  • 2 Bedrooms
  • Split Bedroom Floorplan
  • 2 Full Bathrooms
  • Shower Only
  • Separate Shower

Laundry

  • Dryer
  • Washer

Outdoor Features

  • Pond
  • Screened Patio
  • Lanai

Utilities

  • Central Air
  • Heating System Uses Gas
  • Underground Utilities
  • Tankless Water Heater
  • High Speed Internet
  • Cable TV Available

Listing and Financial Details

  • Tax Lot 46
  • Assessor Parcel Number 82679001623

Community Details

Overview

  • Association fees include management, insurance, irrigation water, legal/accounting, ground maintenance, reserve fund, road maintenance, sewer, street lights, security
  • Association Phone (239) 261-3440
  • Winding Cypress Subdivision

Amenities

  • Restaurant
  • Clubhouse
  • Community Library

Recreation

  • Pickleball Courts
  • Bocce Ball Court
  • Fitness Center
  • Community Pool
  • Community Spa
  • Dog Park
  • Trails

Security

  • Gated with Attendant
  • Card or Code Access

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,242

Year Built

Built in 2015

Lot Details

0

HOA Fees

$554 per month

Parking

2

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 0.165
  • Lot Size: 53 x 135 x 53 x 135
  • Ownership: Single Family
  • Subdivision Name: WINDING CYPRESS
  • Architectural Style: Ranch, One Story
  • Carport Y N: No
  • Garage Yn: Yes
  • Building Stories: 1
  • Year Built: 2015
  • Property Sub Type Additional: Single Family Residence
  • Exposures: South
  • Special Features: 4097
  • Stories: 1

Interior Features

  • Furnished: Partially
  • Private Spa: No
  • Appliances: Dryer, Dishwasher, Electric Cooktop, Disposal, Ice Maker, Microwave, Refrigerator, RefrigeratorWithIce Maker, Self Cleaning Oven, Tankless Water Heater, Washer
  • Full Bathrooms: 2
  • Total Bedrooms: 2
  • Flooring: Tile
  • Interior Amenities: Attic, Bedroom on Main Level, Living/Dining Room, Pull Down Attic Stairs, Shower Only, Separate Shower, Cable TV, High Speed Internet, Split Bedrooms
  • Living Area: 1659.0
  • Dining Room Type: Den, Screened Porch
  • Stories: 1
  • Window Features: Double Hung

Exterior Features

  • Lot Features: Rectangular Lot, Pond on Lot
  • Pool Features: Community
  • Pool Private: No
  • View: Lake
  • View: Yes
  • Waterfront Features: None
  • Waterfront: No
  • Disclosures: RV Restriction(s)
  • Construction Type: Block, Concrete, Stucco
  • Direction Faces: North
  • Exterior Features: Shutters Electric, Shutters Manual
  • Patio And Porch Features: Lanai, Porch, Screened
  • Property Condition: Resale
  • Roof: Tile

Garage/Parking

  • Attached Garage: Yes
  • Covered Parking Spaces: 2.0
  • Garage Spaces: 2.0
  • Parking Features: Attached, Driveway, Garage, Paved

Utilities

  • Laundry Features: Washer Hookup, Dryer Hookup, Inside
  • Security: Security Gate, Gated with Guard, Gated Community, Key Card Entry
  • Green Building Features: On Site Management
  • Cooling: Central Air, Electric
  • Cooling Y N: Yes
  • Heating: Gas
  • Heating Yn: Yes
  • Sewer: Public Sewer
  • Utilities: Cable Available, Natural Gas Available, Underground Utilities
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Gated, Street Lights
  • Senior Community: No
  • Amenities: Bocce Court, Clubhouse, Dog Park, Fitness Center, Library, Pickleball, Pool, Restaurant, Spa/Hot Tub, Sidewalks, Trail(s)
  • Association #2 Fee: 1662.0
  • Association #2 Fee Frequency: Quarterly
  • Phone: (239) 261-3440
  • Association: Yes
  • Pets Allowed: Yes

Fee Information

  • Association Fee Includes: Association Management, Insurance, Irrigation Water, Legal/Accounting, Maintenance Grounds, Reserve Fund, Road Maintenance, Sewer, Street Lights, Security

Lot Info

  • Parcel #: 82679001623

Multi Family

  • Number Of Units In Community: 766

Tax Info

  • Tax Annual Amount: 5242.37
  • Tax Lot: 46
  • Tax Year: 2024

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $5,242 $371,291 -- --
2024 $5,202 $360,827 -- --
2023 $5,202 $350,317 $0 $0
2022 $4,709 $340,114 $0 $0
2021 $4,734 $330,208 $0 $0
2020 $4,651 $325,649 $0 $0
2019 $4,587 $318,327 $0 $0
2018 $4,427 $312,392 $0 $0
2017 $4,372 $305,967 $0 $0
2016 $4,297 $299,674 $0 $0
2015 $263 $22,500 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
02/02/2026 02/02/26 Price Changed $699,900 -2.8% $422 / Sq Ft
01/23/2026 01/23/26 For Sale $719,900 -- $434 / Sq Ft
Source: Florida Gulf Coast Multiple Listing Service

Purchase History

Date Type Sale Price Title Company
Warranty Deed $352,580 Pgp Title
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $334,951 New Conventional
Source: Public Records

Source: Florida Gulf Coast Multiple Listing Service

MLS Number: 226002887

Florida Gulf Coast Multiple Listing Service

APN: 82679001623

Florida Collier County Naples 34114 Winding Cypress

7255 Live Oak Dr, Naples, FL

For Sale

Detached

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Listing Agent
Linda Covino
Section Image
Royal Shell Real Estate, Inc.
(239) 977-9188