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Naples Florida Winding Cypress Homes for Sale

Naples Florida Real Estate

Winding Cypress Naples Real Estate

Homes For Sale15$500K - $1.8M
Sold ( Past 6 Months )32$499K - $1.8M
Last updated at 5:01am 05/07/2026

$935,000

MLS# 226017662 NEW

6787 Pennyroyal Dr, Naples, FL 34114

Homes - 2,076 ft² / 2,496 ft² - 2 Car Garage

3+Den / 2 Baths / Pool

Built 2022

On a private corner homesite with breathtaking long lake views, this like-new contemporary residence built in 2022 offers an exceptional blend of style, comfort and modern functionality within the sought-after community of Winding Cypress. Designed with a great room and split-bedroom floor plan, this three-bedroom plus den, two-bath home with a two-car garage showcases light-filled interiors, neutral paint tones, recessed lighting, crown molding and elegant marble-look tile flooring throughout the main living areas. Move-in ready and thoughtfully upgraded, the home captures the essence of effortless Florida living with a refined, modern aesthetic. Crown molding, expansive lake views and zero-corner sliding glass doors enhance the open and airy living room, seamlessly inviting the outdoors in to create an indoor-outdoor experience. Just beyond, the spacious screened lanai offers multiple seating areas, a ceiling fan, and a full outdoor kitchen, all overlooking a large heated pool and spa, perfect for entertaining or relaxing in complete privacy. The adjacent dining area features marble tile flooring, crown molding, an updated hanging light fixture and tranquil water views, ideally positioned off the kitchen for everyday living and hosting. The well-appointed kitchen is a standout, featuring white cabinetry, a tile backsplash, a large island with pendant lighting and a three-seater bar. Premium KitchenAid stainless steel appliances include a gas cooktop with a hood, a wall oven, a microwave, a dishwasher and a French door refrigerator, complemented by upgraded cabinetry and finishes. The den offers a functional workspace with a built-in desk and cabinetry, recessed lighting and a French double-door entry, ideal for working from home. The primary suite is a serene retreat with a tray ceiling, recessed lighting, a designer accent wall and a spacious walk-in closet with custom built-ins. The en-suite bath is thoughtfully designed with a double vanity, an expanded walk-in shower with additional sprayer, linen closet and private water closet. Guest bedrooms are equally inviting, each filled with natural light, including one with plantation shutters and custom moldings. Additional highlights include a widened and recently sealed driveway, impact windows and doors, a whole-house generator, custom wood backing for mounted televisions, upgraded molding throughout and a garage with overhead storage and a mini-split air conditioning system. The laundry room is equipped with a Whirlpool front-load washer and dryer, utility sink and overhead cabinetry. Offering privacy as the last home on the street and showcasing extensive designer upgrades throughout, this residence presents a rare opportunity to enjoy luxurious lakefront living in one of Naples desirable communities. Resort-style perks include the on-site Shady Palm Café for casual dining and drinks, a state-of-the-art fitness center, a resort pool and spa, tennis, pickleball and bocce courts.

PROPERTY DETAILS:

Community Name: Winding Cypress
Community Type: Gated, Tennis
Amenities: Bike And Jog Path, Bocce Court, Clubhouse, Park, Pool, Community Room, Spa/Hot Tub, Dog Park, Fitness Center, Library, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(s)
Building Design: Ranch, Single Family
Building Desc: 1 Story/Ranch
Living Area: 2,076 ft²
Total Area: 2,496 ft²
View: Lake
Waterfront Desc: Lake
Total Floors: 1
Parking: Driveway Paved, Paved, Attached
Garage Spaces: 2
Construction: Concrete Block, Stucco
Exterior Features: Screened Lanai/Porch, Built In Grill, Outdoor Kitchen
Roof: Tile
Private Pool: Community, Below Ground, Concrete, Gas Heat, Screen Enclosure
Private Spa: Community
Floor Description: Tile
Interior Features: Built-In Cabinets, Closet Cabinets, Foyer, French Doors, Laundry Tub, Pantry, Smoke Detectors, Walk-In Closet(s), Window Coverings, Zero/Corner Door Sliders
Pets: With Approval
On Site Since: 05/01/2026
Irrigation: Central
Water: Central
Equipment: Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Dryer, Grill - Gas, Microwave, Refrigerator/Freezer, Refrigerator/Icemaker, Smoke Detector, Washer
Floor Plan Type: Great Room, Split Bedrooms
Furnished Desc: Unfurnished
Maintenance: Lawn/Land Maintenance, Manager, Pest Control Exterior, Street Maintenance
Min Days of Lease: 30
Leases Per Year: 3
Rear Exposure: NE
Restrictions: Architectural, Deeded, No Commercial, No RV
Acres: 0.16
Lot Desc: Regular
Lot Left: 140
Lot Right: 140
Lot Back: 50
Lot Frontage: 50
HOA Fees: $1,543 Quarterly
Transfer Fee: $1,050
Total Annual Recurring Fees: $6,656
Taxes: $7,879
Tax Year: 2025
Total One Time Fees: $1,300

THIS PROPERTY IS COURTESY OF:

Premier Sotheby's Int'l Realty

IMAGES:

LOCATION:

AREA SPECIALIST:


Oleg Mikhailov
Oleg Mikhailov

Area Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 280-1237

Websitehttps://www.realtyofnaples.com

Bio

Oleg Mikhailov has been a Naples resident since 1999 and is deeply familiar with the neighborhoods of Naples, Bonita Springs, and Marco Island. His extensive local knowledge allows him to expertly assist you in finding the perfect home for your family’s unique needs. With Oleg as your Real Estate Broker, you can trust that his dedication and expertise will make your experience seamless and enjoyable.

In addition to his real estate career, Oleg is an experienced engineer. This technical expertise enhances his ability to evaluate properties, providing valuable insights into a home’s structure and potential. His engineering background, combined with his work as a financial consultant for global real estate projects and business development programs, equips him with a rare skill set that ensures you’re getting the best advice and support in every transaction.

Outside of his professional career, Oleg was part of a professional auto racing team and has earned several international sports awards. His racing experience has honed his attention to detail and focus, qualities that translate directly to his work in real estate. His stress-free approach, paired with his guiding principle—a happy client is the most important thing—ensures that you’ll have a positive and rewarding experience.

Whether you’re buying or selling, Oleg Mikhailov is committed to making your real estate journey smooth, successful, and satisfying.

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 Premier Sotheby's Int'l Realty.

*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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