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Naples Florida Winding Cypress Homes for Sale

Naples Florida Real Estate

Winding Cypress Naples Real Estate

Homes For Sale21$510K - $1.8M
Sold ( Past 6 Months )27$499K - $1.6M
Last updated at 1:43am 03/23/2026

$1,098,000
Decrease*
$90K

MLS# 225067825

7457 Winding Cypress Dr, Naples, FL 34114

Homes - 2,166 ft² / 2,470 ft² - 2 Car Garage

3+Den / 2 Baths / Pool

Built 2017

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.

PROPERTY DETAILS:

Community Name: Winding Cypress
Community Type: Gated, Tennis
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)
Building Design: Ranch, Single Family
Building Desc: 1 Story/Ranch
Living Area: 2,166 ft²
Total Area: 2,470 ft²
View: Lake, Landscaped Area, Preserve
Total Floors: 1
Parking: Driveway Paved, Attached
Garage Spaces: 2
Construction: Concrete Block, Poured Concrete, Stucco
Exterior Features: Screened Lanai/Porch
Roof: Tile
Private Pool: Community, Salt Water
Private Spa: Community
Floor Description: Tile
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
Pets: With Approval
On Site Since: 10/10/2025
Irrigation: Assessment Paid
Water: Assessment Paid
Equipment: Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Smoke Detector, Wall Oven, Washer, Wine Cooler
Floor Plan Type: Great Room, Split Bedrooms
Furnished Desc: Turnkey
Maintenance: Manager, Street Lights, Street Maintenance
Min Days of Lease: 3
Leases Per Year: 30
Rear Exposure: E
Elementary School: Manatee Elementary School
Middle School: Manatee Middle School
High School: Lely High School
Restrictions: Architectural
Acres: 0.19
Lot Desc: Zero Lot Line
Lot Left: 135
Lot Right: 135
Lot Back: 34
Lot Frontage: 56
Master HOA Fee: $1,543 Quarterly
Transfer Fee: $1,050
Total Annual Recurring Fees: $6,656
Taxes: $4,601
Tax Year: 2024
Total One Time Fees: $1,300
Golf Type: No Golf Available

THIS PROPERTY IS COURTESY OF:

Gulf Coast International Prop

IMAGES:

LOCATION:

AREA SPECIALIST:


Alena Vydra, PA
2025 Five Star Real Estate Agent

Certified Luxury Home Marketing Specialist
Alena Vydra, PA

Area Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute
SRS - Seller Representative Specialist
SFR - Short Sales and Foreclosure Resource Certification
CLHMS - Certified Luxury Home Marketing Specialist
Million Dollar GUILD
RIDQC Certified Residential Interior Designer
DSA Certified Residential Interior Designer
DSA- Designer Society of America member

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 321-5012

Websitehttps://www.realtyofnaples.com

Bio

Alena Vydra is experienced Broker Associate, Graduate Realtor Institute, have earned the Certified Luxury Home Marketing Specialist designation; recognized as members of the Million Dollar GUILD, Five Star Real Estate Agent, have earned many designations and certifications such as Seller Representative Specialist, Certified Negotiation Expert designations; Short Sales and Foreclosure Resource Certification, and Residential Interior Designer Certification.

Since 2011, Alena has led the Luxury of Naples Group with pride, working alongside educated and experienced colleagues. The team emphasizes education and local market knowledge as crucial to their success. Their main goal is to work diligently to maintain and enhance the group's strong professional reputation. Whether you're buying or selling, Alena and her team are dedicated to providing expert real estate counseling to help you achieve your goals.

Originally from Ukraine, Alena moved to the United States with her husband and two daughters in 2003. She holds a master's degree in Mathematics and Physics. Transitioning from accounting, Alena discovered her passion for real estate in Florida, where she continues to grow professionally, leveraging her mathematical and interpersonal skills. Her role is enriched by meeting clients from different states, countries and helping them find their ideal home in welcoming Naples.

Alena describes Naples as a "must-see city," boasting a vibrant array of activities, a mild climate, unique tropical nature, and pristine white sand beaches.

The Luxury of Naples Group focuses on staying current with market trends through strategic advertising, effective communication, and fostering long-term business relationships. Their commitment is to earn clients' trust and deliver the best possible outcomes.

For expert real estate service in the Estero-Naples-Bonita Springs areas, contact Alena and her team. Their motto is: "Providing The Luxury Real Estate Service You Deserve!"

CONTACT / REQUEST APPOINTMENT:


In order to better assist our clients, we need to know as much as possible relating to: you, your situation, your needs, what you are looking for, and how we can best assist you. Please be as detailed as possible, for if you are vague, we may miss something - thus, not providing the best service possible. Your satisfaction is our top priority. By providing your phone number, you consent to receive communications, including but not limited to text messages and phone calls, from Luxury Of Naples Group regarding your inquiries, appointments, updates, or other services. Message and data rates may apply. You can opt-out at any time by replying STOP to any text message or contacting us.
Thank you! We look forward to the opportunity to earn your trust and your business.


Broker Reciprocity LogoThis property is courtesy of Gulf Coast International Prop.

*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.

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