
COMMUNITY SPOTLIGHT
highland woods
BONITA SPRINGS | FLORIDA
ABOUT HIGHLAND WOODS
Welcome to our detailed guide for this Southwest Florida community, designed to give you everything you need to know about living here. On this page, you’ll find up-to-date real estate listings, key insights about the neighborhood’s amenities, home styles, floor plans and more. Whether you're considering making a move or just exploring your options, this resource will help you understand what makes this community unique and why so many buyers are drawn to it. Ready to take a closer look? Let’s explore what life is like in this corner of Southwest Florida paradise.
CURRENT HOMES FOR SALE IN HIGHLAND WOODS
Browse the latest homes for sale in this community. Whether you're looking for a seasonal retreat, full-time residence, or investment opportunity, we can help you find something for every lifestyle. Want to schedule a showing or explore other homes in Naples and surrounding areas? Contact Renee Hahn at 239.287.2576—your trusted local real estate expert.
Highland Woods Golf & Country Club is a private, member-owned, and gated community nestled just off U.S. 41 in Bonita Springs, Florida. This well-established community is home to 799 residences, offering a diverse array of property types including single-family homes, spacious villas, verandas (coach homes), and condominiums. While some homes were built starting in the mid-1990s, the community continues to offer a range of options, with floor plans typically spanning from 1,000 to over 2,600 square feet. Many properties in Highland Woods boast picturesque views of the golf course, serene preserves, or tranquil lakes, contributing to its lush tropical setting and beautifully manicured grounds. Its strategic location places residents within minutes of Southwest Florida’s pristine beaches and vibrant commercial centers.
Why People Like the Community
Highland Woods is renowned for its warm and welcoming atmosphere, fostering a strong sense of community among residents and guests.
As a bundled golf community, every homeowner automatically receives an equity golf membership, providing unparalleled access to the championship 18-hole Gordon Lewis-designed golf course.
The community offers exceptional value and maintains a sterling reputation for its quality living and comprehensive amenities.
Residents enjoy a vibrant social life, with a wealth of leisure activities and planned events that cultivate an engaging and active lifestyle.
Highland Woods boasts a prime Southwest Florida location, just a short drive from the stunning Gulf beaches, including Barefoot Beach and Bonita Beach.
The community provides convenient access to an abundance of shopping, dining, and entertainment options, with popular destinations like The Promenade, Coconut Point Mall, and renowned restaurants nearby.
Highland Woods features excellent walkability and is served by highly-rated schools within the Lee County Public School District.
What You Need to Know
Highland Woods is a private, gated community, ensuring enhanced security and exclusivity for its residents.
A bundled golf membership is an inherent part of homeownership in Highland Woods, with membership included for two individuals per property.
As a general association rule, pets are not permitted for owners, renters, or visitors in most Highland Woods residences, though specific allowances may vary by individual building associations.
Smoking is prohibited inside all units within Highland Woods.
All leases must be in writing and receive prior approval from the Association, along with an HOA application fee. Rental terms permit a maximum of 12 leases per year, with minimum stays of 30 days for short-term rentals and 90 days for others. Golf and club privileges can be transferred to guests or tenants for a designated fee.
The 18-hole golf course at Highland Woods is designed for walking only, and personal golf carts are not permitted on the course.
While most units are accessible, some two-story veranda coach homes do not feature elevators, whereas other property types like Heathermoor and Terrace units do have common elevators.
It is important to note that Highland Woods is located in Bonita Springs, Florida, providing residents with proximity to the unique attractions and services of that area.
HIGHLAND WOODS AMENITIES
Highland Woods offers an extensive array of world-class amenities designed to cater to an active and luxurious lifestyle. The centerpiece is the beautifully manicured 18-hole championship golf course, featuring robust practice facilities including an aqua driving range, a short game area, and a practice putting green. The newly updated clubhouse serves as a vibrant social hub, encompassing a pro shop, a library, and both formal and casual dining options in its renovated Grille Room and Dining Room, which overlooks the 18th green, complemented by an outdoor patio with inviting fire pits. For aquatic enjoyment, Highland Woods boasts seven common area heated swimming pools spread throughout the community, including a main pool with a jacuzzi and a poolside café that hosts water aerobics classes, with one of the other pools being covered. Sports enthusiasts can take advantage of four lighted tennis courts, a bocce complex with three regulation clay tech courts, and a half-dozen dedicated pickleball courts. The state-of-the-art 24-hour fitness center provides ample opportunity for wellness and exercise. Additional conveniences include a business center, cabana, and extra storage options, with cable TV and internet services typically included. The community also features wide bike and walking paths, inviting residents to explore the lush tropical surroundings.
HIGHLAND WOODS FLOOR PLANS
We’re pleased to provide floor plans as a complimentary resource to help you better understand the layout and living options available within the community. Please note that while we aim to include a variety of plans, not every floor plan may be represented. If you're looking for a specific layout or want help identifying the right fit, feel free to reach out at 239.287.2576 and we are happy to assist.

