Highland Woods market snapshot
Homes, condos and townhomes. Source: Naples MLS listing data, updated October 28, 2026. Information deemed reliable but not guaranteed.
About Highland Woods
Highland Woods Golf & Country Club is a gated, bundled-golf community of 799 residences in Bonita Springs, conveniently located off U.S. 41 between Naples and Fort Myers. The community offers a diverse mix of condominiums, verandas, villas and single-family homes surrounded by golf, lakes and beautifully maintained tropical landscaping. Its location is a significant advantage, with The Promenade at Bonita Bay directly nearby and convenient access to beaches, Coconut Point, dining, shopping and Southwest Florida International Airport.
Golf membership is an integral part of ownership, giving residents access to the community’s 18-hole Gordon Lewis-designed golf course and extensive practice facilities. Beyond golf, Highland Woods offers a resort-style pool, fitness, tennis, pickleball, bocce, dining and an active calendar of social and recreational activities. The combination of multiple housing choices, bundled golf and a convenient Bonita Springs location makes it appealing to buyers looking for a full country club lifestyle.
Why People Like the Highland Woods Community
- Bundled Golf: Club membership is included with property ownership, making golf and the broader club lifestyle part of the community experience.
- Multiple Housing Choices: Condominiums, verandas, villas and single-family homes provide different levels of space, privacy and maintenance.
- 18-Hole Golf Course: The Gordon Lewis-designed course is complemented by extensive practice facilities and organized golf programming.
- Strong Recreation: Swimming, fitness, tennis, pickleball and bocce provide plenty of options beyond golf.
- Dining and Social Life: Multiple dining settings and organized activities contribute to an active country club atmosphere.
- Convenient Bonita Springs Location: Beaches, shopping, restaurants and destinations throughout Naples, Bonita Springs and Estero are readily accessible.
What You Need to Know About Living in Highland Woods
- Membership Is Part of Ownership: Every property owner becomes a member of the club, so club dues and related expenses should be considered as part of the overall cost of ownership.
- Property Types Differ: Condominium, veranda, villa and single-family ownership can involve different association fees, maintenance responsibilities and insurance considerations.
- There Are Multiple Residential Associations: Buyers should evaluate the association structure and expenses applicable to the specific residence they are considering.
- Homes and Views Vary: Golf, lake, preserve and landscaped settings can create meaningful differences in views and privacy.
- Current Rules Should Be Verified: Leasing, pets, membership transfers and other requirements should be reviewed through current club and association documents.
Current listings
Highland Woods Homes for Sale
See the newest homes for sale in Highland Woods, updated throughout the day from the Naples MLS. Want a private showing or an honest read on value? Call Renee Hahn at (239) 287-2576.
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Accuracy of this information is not warranted or guaranteed. Information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Highland Woods Amenities
Golf is at the center of the Highland Woods lifestyle, with an 18-hole Gordon Lewis-designed course created to provide an enjoyable experience for a range of skill levels. Practice facilities are particularly extensive, including a large aqua driving range, putting green and dedicated chipping and short-game area with practice bunkers. Professional instruction, organized golf, tournaments and member events provide additional opportunities for players who want to be more involved.
The community’s recreational facilities include a resort-style zero-entry swimming pool, outdoor pool café, dedicated fitness center, three Har-Tru tennis courts, six pickleball courts and a bocce complex. The fitness and racquet programs offer organized activities in addition to casual use, while the pool area provides a central place for swimming, relaxing and gathering with neighbors.
The clubhouse serves as Highland Woods’ primary social and dining hub, with both casual and more traditional dining environments, indoor and outdoor seating and spaces for member gatherings and events. The Woods Café adds a more relaxed indoor-outdoor dining option near the resort pool, expanding the choices available without leaving the community.
Social activities are also an important part of life at Highland Woods, with clubs, games, fitness programs, themed events, entertainment and organized recreational activities offered throughout the year. Combined with golf and the extensive sports facilities, the amenities allow residents to make the lifestyle as active or relaxed as they prefer.
What Is Near Highland Woods?
Downtown Naples (5th Avenue South): 14.4 miles
Closest beach: Bonita Beach Park, 3.1 miles
RSW Airport: 12.8 miles
Nearby golf: Bonita Fairways Golf Club, 0.7 miles
Notable shopping & dining nearby: Promenade At Bonita Bay, 0.5 miles
Closest park: Riverside Park, 1.4 miles
(Distances are approximate straight-line distances.)
Highland Woods Floor Plans
Builder floor plans aren’t available for Highland Woods, most often because the homes were custom built or the community predates published plans. Contact Renee Hahn for details on a specific home.
View Highland Woods floor plans (PDF)
Where Is Highland Woods?
Highland Woods FAQ
Where is Highland Woods located?
Highland Woods is in Bonita Springs, off U.S. 41 between Naples and Fort Myers. The Promenade at Bonita Bay is right nearby, with Coconut Point, beaches and Southwest Florida International Airport conveniently accessible.
What types of homes are in Highland Woods?
Highland Woods has 799 residences, including condominiums, verandas, villas and single-family homes. Settings include golf, lake, preserve and landscaped views.
Is golf membership required in Highland Woods?
Yes. Highland Woods is a gated, bundled-golf community, so every property owner becomes a club member and club dues are part of ownership costs. Multiple residential associations also apply depending on the home.
What amenities does Highland Woods offer?
The 18-hole Gordon Lewis-designed course comes with an aqua driving range, putting green and short-game area. Residents also enjoy a zero-entry resort pool, pool cafe, fitness center, three Har-Tru tennis courts, six pickleball courts, a bocce complex and clubhouse dining including The Woods Cafe.
What is the golf like at Highland Woods?
The Gordon Lewis course is designed to be enjoyable for a range of skill levels, backed by professional instruction, tournaments and member events. The practice facilities are especially extensive.
Last updated October 2026 by Renee Hahn, Your Naples Expert. Community details, fees and amenities can change, so confirm specifics for any home you are considering.
