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Naples Florida Fiddler's Creek Homes for Sale

Naples Florida Real Estate

Fiddler's Creek Naples Real Estate

Homes For Sale46$479K - $4.4M
Condos For Sale60$299K - $2.6M
Sold ( Past 6 Months )136$275K - $3.9M
Last updated at 1:25pm 05/21/2026

$1,350,000

MLS# 226018551 NEW

8960 Cherry Oaks Trl, Naples, FL 34114

Homes - 2,113 ft² / 3,197 ft² - 2 Car Garage

3+Den / 2 Baths / Pool

Built 2006

Beautifully renovated and thoughtfully upgraded, this exceptional 3-bedroom + den, 2-bath Gulf Bay Primrose model showcases luxurious modern living with timeless design elements throughout. The interior has been completely reimagined, featuring wood-look LVP throughout the living space, a stunning statement wall with an elegant fireplace anchoring the great room and a fully remodeled chef-inspired kitchen appointed with custom cabinetry, quartz countertops and backsplash, ambient cabinet accent lighting, updated pendant lighting, and a Blanco sink. The spacious den is enhanced with sophisticated French doors, electric shades for privacy, creating the perfect private office or flex space. Designed with impeccable attention to detail, the home offers crown molding throughout the main living areas and den, updated door hardware throughout, and custom blinds on the front entry ways. Additional premium upgrades include impact-resistant windows and doors, a Generac generator, tankless water heater, and a garage mini-split air conditioner. Outdoor living is equally impressive with a resort-like pool, travertine flooring in both the courtyard and lanai, automatic hurricane screens, a picture screen ensclosure, and a permanent bump-out lanai roofline for extended outdoor living space. For added peace of mind, both the roof and AC system were replaced in 2024, making this meticulously maintained property truly move-in ready.The debt service portion of the CDD is paid in full. The award-winning, resort style community of Fiddler's Creek is enhanced by a club and spa, fitness center, swimming pools, two golf courses, tennis courts, pickleball courts, a bocce court, fine and casual dining, social activities, and miles of biking and walking paths. Optional beach club and marina memberships are available. Experience the epitome of luxury living, where every detail is thoughtfully curated to complement your lifestyle.

PROPERTY DETAILS:

Community Name: Fiddler's Creek
Community Type: Gated
Subdivision: Cranberry Crossing
Amenities: Beach Club Available, Bike And Jog Path, Bike Storage, Bocce Court, Business Center, Clubhouse, Pool, Community Room, Spa/Hot Tub, Fitness Center, Full Service Spa, Internet Access, Pickleball, Play Area, Restaurant, Sauna, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
Building Design: Ranch, Single Family
Building Desc: 1 Story/Ranch
Living Area: 2,113 ft²
Total Area: 3,197 ft²
View: Creek/Stream, Water
Waterfront Desc: Creek
Unit Floor: 1
Total Floors: 1
Parking: Attached
Garage Spaces: 2
Construction: Concrete Block, Stucco
Exterior Features: Screened Lanai/Porch, Courtyard
Roof: Tile
Private Pool: Community, Below Ground, Concrete, Screen Enclosure
Private Spa: Community
Floor Description: Tile, Vinyl
Interior Features: Fireplace, Foyer, French Doors, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Tray Ceiling(s), Walk-In Closet(s)
Pets: Yes
Units in Building: 1
On Site Since: 05/08/2026
Irrigation: Reclaimed
Water: Central
Equipment: Auto Garage Door, Cooktop - Gas, Dishwasher, Disposal, Dryer, Generator, Microwave, Refrigerator, Smoke Detector, Tankless Water Heater, Washer
Floor Plan Type: Great Room
Furnished Desc: Furnished
Maintenance: Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager
Mandatory Club Fee: $1,149 Quarterly
Min Days of Lease: 30
Leases Per Year: 3
Rear Exposure: E
Restrictions: Architectural, Limited Number Vehicles, No Commercial, No RV, No Truck
Acres: 0.17
Lot Desc: Regular
Lot Left: 150
Lot Right: 150
Lot Back: 50
Lot Frontage: 50
HOA Fees: $1,045 Quarterly
Total Annual Recurring Fees: $10,024
Taxes: $6,079
Tax Year: 2025
Total One Time Fees: $35,150
Golf Type: Golf Equity

THIS PROPERTY IS COURTESY OF:

John R Wood Properties

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 John R Wood Properties.

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