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7457 Winding Cypress Dr.

$1,098,000

Status: For Sale

Type: Resale Property

Days on Site: 163

Listing ID: 225067825

3 Bed

2 Full Bath

2,166 Sq. Ft.

Built: 2017

Furnishings: Turnkey

Virtual Tour
Contact Jeff

239-450-3763

Total Annual Recurring Fees

$6,656

Total One Time Fees

$1,300

2024 Total Taxes

$4,601

List Price / Square Foot

$506.93

Community

Winding Cypress

Ownership

Single Family

Building Style

Ranch, Single Family

Floor Plan

Great Room, Split Bedrooms

Lot/Land

Acres: 0.19

Description

Zero Lot Line

Rare opportunity in Winding Cypress—fully upgraded, move-in ready home on a premium lot with unobstructed lake and protected preserve views. Experience complete privacy and a resort-style outdoor setting in one of Naples’ most desirable communities. Experience one of the most desirable homes in Winding Cypress, offering a rare combination of premium lot, complete upgrades, and true move-in ready convenience.
Perfectly situated on what is believed to be one of the only homes in the community with a full, unobstructed rear exposure, this property showcases sweeping views of a permanent lake and protected state/federal preserve, delivering exceptional privacy with no future development behind you.
Designed for effortless Florida living, the home features a resort-style outdoor setting with a heated-saltwater pool, multi-color lighting, in pool and lanai, expansive lanai, dry bar with cabinetry & refrigerator, outdoor TV and audio—ideal for entertaining or relaxing in a private natural setting.
Inside, the residence has been extensively upgraded beyond builder-grade, to deliver a “better than new” experience, with no projects or additional investment required. The designer kitchen includes gas cooking, enhanced cabinetry, under-cabinet lighting, and a built-in wine bar with dual-zone cooler. Additional highlights include tile flooring throughout, upgraded lighting, a high-efficiency air conditioning system, custom pantry and primary closet cabinetry, and a fully optimized garage with added storage and functionality.
The flexible floor plan offers 2 additional bedrooms for versatile guest accommodations and workspace options, including a dedicated office and an additional guest space, ideal for visiting family, remote work, or multi-purpose use.
This home is well suited for buyers seeking quality, privacy, and ease of ownership in one of Naples’ most sought-after communities.
Furnishings are available, offering a turnkey opportunity for those seeking a seamless seasonal or full-time transition, or immediate move-in experience.

Garage

Yes

Car Port

No

Parking Spots

2

Parking Description

Driveway Paved, Attached

Private Pool

Yes

Private Spa

No

Community Pool

Yes

Pool Description

Community, Salt Water

Spa Description

Community

View

Lake, Landscaped Area, Preserve

Rear Exposure

East

Interior Features

Built-In Cabinets, Closet Cabinets, Custom Mirrors, Foyer, French Doors, Pantry, Pull Down Stairs, Smoke Detectors, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar

Flooring

Tile

Kitchen

Island, Pantry, Walk-In Pantry

Appliances

Gas Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Wall Oven, Washer, Wine Cooler

Dining

Breakfast Bar, Dining – Family, Eat-in Kitchen

Construction

Concrete Block, Poured Concrete, Stucco

Roof

Tile

Cooling

Ceiling Fan(s), Central Electric

Bedroom Details

First Floor Bedroom, Master BR Ground, Master BR Sitting Area, Split Bedrooms

Additional Rooms

Den – Study, Great Room, Home Office, Screened Lanai/Porch

Exterior Details

Screened Lanai/Porch

Storm Protection

Other

Accessibility

N/A

Elevator

None

Security

Smoke Detector(s), Gated Community

Amenities

Beauty Salon, Bike And Jog Path, Clubhouse, Pool, Spa/Hot Tub, Concierge, Dog Park, Fitness Center, Hobby Room, Internet Access, Library, Pickleball, Private Membership, Restaurant, Sidewalk, Streetlight, Tennis Court(s)

Golf

No Golf Available

Maintenance

Manager, Street Lights, Street Maintenance

Waterfront

No

Description

None

Gulf Access

No

Gulf Access Type

N/A

Canal Info.

None

Boat / Dock

None

Pets Allowed?

With Approval

Number Allowed

N/A

Weight Limit (lbs.)

N/A

Breed Limits

N/A

Other

N/A

Leasing

Number of Leases Allowed per Year

30

Minimum Days of Each Lease

3

Restrictions

Architectural

Elementary School

MANATEE ELEMENTARY SCHOOL

Middle School

MANATEE MIDDLE SCHOOL

High School

LELY HIGH SCHOOL

This property listing is courtesy of Gulf Coast International Prop: 239-434-2558. The data relating to real estate for sale displayed on this Website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc., under License No. SL3295589. Properties listed with brokerage firms other than Premiere Plus Realty, Co. are marked with the “BR House” logo. Detailed information about such properties includes the name of the listing broker. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc. This listing was last modified 03/20/2026 01:40pm.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2023 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Destinations, Distances & ETAs

Name Miles ETA
Naples Municipal Beach and Pier 12.7 mi 32 min
Tigertail Beach Park 12.9 mi 28 min
Lowdermilk Park 13.5 mi 33 min
Via Miramar Beach 16.6 mi 36 min
Clam Pass Park 18.2 mi 38 min
Vanderbilt Beach Park 20.9 mi 39 min
Pelican Bay Beach (Private) 22.5 mi 48 min
Delnor-Wiggins Pass State Park 22.8 mi 39 min
Barefoot Beach Preserve 27.5 mi 44 min
Bonita Beach 27.6 mi 44 min
Name Miles ETA
5th Avenue South 11.5 mi 27 min
Third Street South 12.6 mi 31 min
Coastland Mall 14.8 mi 31 min
Venetian Village 17 mi 36 min
Waterside Shops 17.7 mi 36 min
Galleria Shoppes at Vanderbilt 17.8 mi 33 min
Mercato 20 mi 37 min
Miromar Outlets 29.7 mi 42 min
Coconut Point 32.9 mi 46 min
Gulf Coast Town Center 33.8 mi 45 min
Name Miles ETA
Gulfshore Playhouse 11.4 mi 26 min
Sugden Community Theatre 11.6 mi 29 min
Artis-Naples 18 mi 36 min
Music & Arts Community Center 38.9 mi 49 min
Barbara B. Mann Performing Arts Hall 43.2 mi 59 min
Name Miles ETA
Physicians Regional (Collier Blvd.) 3.8 mi 10 min
Naples Comprehensive Health (NCH Baker Downtown) 12.2 mi 30 min
Physicians Regional (Pine Ridge Rd.) 13.8 mi 27 min
Naples Comprehensive Health (North Naples Hospital) 20.5 mi 34 min
Name Miles ETA
Marco Island Executive Airport (MKY) 9.5 mi 21 min
Naples Airport (APF) 12.2 mi 28 min
SW Florida Int'l (RSW) 40.3 mi 50 min
Name Miles ETA
Sugden Regional Park 8.6 mi 19 min
Paradise Coast Sports Complex 8.9 mi 21 min
Naples Botanical Garden 9.2 mi 19 min
Baker Park 11.6 mi 26 min
Cambier Park 11.9 mi 29 min
Gordon River Greenway 12.8 mi 29 min
Naples Zoo 13 mi 33 min
Fred W. Coyle Freedom Park 14.1 mi 28 min
North Collier Regional Park 19.8 mi 35 min
Big Corkscrew Island Regional Park 29 mi 48 min

Destinations, Distances & ETAs

Name Miles ETA
Naples Municipal Beach and Pier 12.7 mi 32 min
Tigertail Beach Park 12.9 mi 28 min
Lowdermilk Park 13.5 mi 33 min
Via Miramar Beach 16.6 mi 36 min
Clam Pass Park 18.2 mi 38 min
Vanderbilt Beach Park 20.9 mi 39 min
Pelican Bay Beach (Private) 22.5 mi 48 min
Delnor-Wiggins Pass State Park 22.8 mi 39 min
Barefoot Beach Preserve 27.5 mi 44 min
Bonita Beach 27.6 mi 44 min
Name Miles ETA
5th Avenue South 11.5 mi 27 min
Third Street South 12.6 mi 31 min
Coastland Mall 14.8 mi 31 min
Venetian Village 17 mi 36 min
Waterside Shops 17.7 mi 36 min
Galleria Shoppes at Vanderbilt 17.8 mi 33 min
Mercato 20 mi 37 min
Miromar Outlets 29.7 mi 42 min
Coconut Point 32.9 mi 46 min
Gulf Coast Town Center 33.8 mi 45 min
Name Miles ETA
Gulfshore Playhouse 11.4 mi 26 min
Sugden Community Theatre 11.6 mi 29 min
Artis-Naples 18 mi 36 min
Music & Arts Community Center 38.9 mi 49 min
Barbara B. Mann Performing Arts Hall 43.2 mi 59 min
Name Miles ETA
Physicians Regional (Collier Blvd.) 3.8 mi 10 min
Naples Comprehensive Health (NCH Baker Downtown) 12.2 mi 30 min
Physicians Regional (Pine Ridge Rd.) 13.8 mi 27 min
Naples Comprehensive Health (North Naples Hospital) 20.5 mi 34 min
Name Miles ETA
Marco Island Executive Airport (MKY) 9.5 mi 21 min
Naples Airport (APF) 12.2 mi 28 min
SW Florida Int'l (RSW) 40.3 mi 50 min
Name Miles ETA
Sugden Regional Park 8.6 mi 19 min
Paradise Coast Sports Complex 8.9 mi 21 min
Naples Botanical Garden 9.2 mi 19 min
Baker Park 11.6 mi 26 min
Cambier Park 11.9 mi 29 min
Gordon River Greenway 12.8 mi 29 min
Naples Zoo 13 mi 33 min
Fred W. Coyle Freedom Park 14.1 mi 28 min
North Collier Regional Park 19.8 mi 35 min
Big Corkscrew Island Regional Park 29 mi 48 min

Please flip your mobile to landscape view or use a device with a larger screen to see these destinations mapped.

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