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Bonita Springs Florida Highland Woods Highland Woods Villas Homes for Sale

Naples Florida Real Estate

Highland Woods Bonita Springs Real EstateHighland Woods Bonita Springs

Homes For Sale1$639K
Condos For Sale23$303K - $525K
Sold ( Past 6 Months )16$260K - $1.1M
Last updated at 11:57am 12/08/2025

MLS# 225082704 TODAY

26053 Clarkston Dr, Bonita Springs, FL 34135

Homes - 1,752 ft² / 2,232 ft² - 2 Car Garage

2+Den / 2 Baths

Built 1998

This exquisite Cheshire Villa, located in the prestigious gated community of Highland Woods, offers a perfect blend of luxury and comfort. The villa boasts an updated kitchen featuring quartz countertops and refaced cabinetry, complemented by luxury vinyl flooring. Elegant touches such as plantation shutters and crown molding throughout enhance its charm. Enjoy outdoor relaxation with a recently upgraded lanai cage complete with a picture window, and rest easy knowing a new roof was been installed in 2022. Nestled within the fantastic bundled golf community of Highland Woods, residents enjoy access to eighteen holes of championship golf, three bocce courts, three tennis courts, six pickle ball courts a new large resort style community pool with a cabana bar and restaurant, a state-of-the-art fitness center, and a stunning clubhouse with dining and grill rooms along with al fresco outdoor dining. The villa's prime location in southwest Florida provides convenient access to everything the area has to offer. Just across the street lies the Promenade of Bonita Springs, with Coconut Point Mall and the Shops at Mercato only a short drive away. Plus, the pristine shores of the Gulf of Mexico are a mere four miles from your doorstep. Experience the ultimate Florida lifestyle in this gorgeous villa, where comfort, convenience, and community come together seamlessly.

PROPERTY DETAILS:

Community Name: Highland Woods
Community Type: Gated, Golf Course
Subdivision: Highland Woods Villas
Amenities: Bocce Court, Cabana, Clubhouse, Pool, Community Room, Spa/Hot Tub, Fitness Center, Golf Course, Internet Access, Library, Pickleball, Private Membership, Putting Green, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
Building Design: Duplex, Villa Attached
Building Desc: Duplex
Living Area: 1,752 ft²
Total Area: 2,232 ft²
View: Golf Course, Lake
Unit Floor: 1
Total Floors: 1
Parking: Attached
Garage Spaces: 2
Construction: Concrete Block, Stucco
Roof: Tile
Private Pool: Community
Private Spa: Community
Floor Description: Carpet, Laminate, Vinyl
Interior Features: Smoke Detectors
Pets: Limits
Units in Building: 2
On Site Since: 12/08/2025
Irrigation: Lake/Canal, Reclaimed
Water: Central
Equipment: Auto Garage Door, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Smoke Detector, Washer
Floor Plan Type: Split Bedrooms
Furnished Desc: Unfurnished
Maintenance: Cable, Golf Course, Internet/WiFi Access, Irrigation Water, Lawn/Land Maintenance, Manager, Pest Control Exterior, Pest Control Interior, Rec Facilities, Reserve, Security, Street Lights, Street Maintenance
Min Days of Lease: 60
Leases Per Year: 2
Rear Exposure: W
Restrictions: Architectural, Deeded
Acres: 0.118
Lot Desc: Golf Course
Lot Left: 125
Lot Right: 126
Lot Back: 45
Lot Frontage: 37
HOA Fees: $863 Quarterly
Master HOA Fee: $13,813 Annually
Transfer Fee: $6,500
Total Annual Recurring Fees: $17,765
Taxes: $6,810
Tax Year: 2024
Golf Type: Golf Bundled

THIS PROPERTY IS COURTESY OF:

Compass Florida LLC

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 Compass Florida LLC.

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