Gated Golf Course Living in the Heart of Bonita Springs, Florida

Highland Woods, Bonita Springs, Florida

Highland Woods Golf & Country Club is a highly desirable gated community located in beautiful Bonita Springs, Florida. Known for its bundled golf lifestyle, resort-style amenities, and welcoming atmosphere, Highland Woods offers residents an exceptional Southwest Florida living experience.


The community features a championship 18-hole golf course, elegant clubhouse, tennis courts, fitness center, resort-style pool, and vibrant social calendar. Homebuyers can choose from a variety of property types, including condominiums, villas, and spacious single-family homes with scenic golf course and lake views.

Real Estate Statistics

Average Price $2M
Lowest Price $5.7K
Highest Price $4.3M
Total Listings 6
Avg. Days On Market 87
Avg. Price/SQFT $512

Property Types (active listings)


Highland Woods, Bonita Springs, FL Homes for Sale

Sort by:
1980 S Ocean Boulevard, Palm Beach

$200,000,000

1980 S Ocean Boulevard, Palm Beach

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # R11060793
204 E Jaffa N,

$100,000,000

204 E Jaffa N,

0 Beds 0 Baths 0 SqFt Commercial MLS® # B26068894
7 Ocean Lane, Palm Beach

$88,400,000

7 Ocean Lane, Palm Beach

5 Beds 8 Baths 9,410 SqFt Residential MLS® # R11139593
1355 S Flagler Drive #south Tower Duplex Ph, West Palm Beach

$70,000,000

1355 S Flagler Drive #south Tower Duplex Ph, West Palm Beach

7 Beds 10 Baths 13,904 SqFt Residential MLS® # R11155081
10203 Collins Avenue #2801, Bal Harbour

$69,500,000

10203 Collins Avenue #2801, Bal Harbour

6 Beds 8 Baths 8,993 SqFt Residential MLS® # A11931658
1260 N Lake Way, Palm Beach

$63,500,000

1260 N Lake Way, Palm Beach

6 Beds 8 Baths 7,034 SqFt Residential MLS® # R11133286
111 Via Del Lago, Palm Beach

$59,000,000

111 Via Del Lago, Palm Beach

9 Beds 12 Baths 12,000 SqFt Residential MLS® # B26077347
215 Bears Club Drive, Jupiter

$53,900,000

215 Bears Club Drive, Jupiter

6 Beds 12 Baths 15,075 SqFt Residential MLS® # R11168397
1426 N Ocean Boulevard, Palm Beach

$48,000,000

1426 N Ocean Boulevard, Palm Beach

7 Beds 8 Baths 6,747 SqFt Residential MLS® # B26047163
508 S Beach Road, Jupiter Island

$45,000,000

508 S Beach Road, Jupiter Island

5 Beds 8 Baths 8,551 SqFt Residential MLS® # B26031447
3501 N Ocean Boulevard, Gulf Stream

$42,000,000

3501 N Ocean Boulevard, Gulf Stream

5 Beds 8 Baths 5,970 SqFt Residential MLS® # B26019900
1355 S Flagler Drive #ph 2601, West Palm Beach

$39,500,000

1355 S Flagler Drive #ph 2601, West Palm Beach

4 Beds 6 Baths 8,066 SqFt Residential MLS® # R11128922
New
13920 Stirling Road, Southwest Ranches

$38,900,000

13920 Stirling Road, Southwest Ranches

8 Beds 13 Baths 23,442 SqFt Residential MLS® # B26085352
555 Ocean Boulevard, Golden Beach

$37,999,998

555 Ocean Boulevard, Golden Beach

8 Beds 11 Baths 9,618 SqFt Residential MLS® # F10539470
211 Bears Club Drive, Jupiter

$34,000,000

211 Bears Club Drive, Jupiter

5 Beds 8 Baths 10,796 SqFt Residential MLS® # B26080875
301 Plantation Road, Palm Beach

$32,000,000

301 Plantation Road, Palm Beach

7 Beds 11 Baths 7,063 SqFt Residential MLS® # B26080140
209 Commodore Drive, Jupiter

$30,000,000

209 Commodore Drive, Jupiter

9 Beds 14 Baths 24,320 SqFt Residential MLS® # R11104398
1355 S Flagler Drive #2203, West Palm Beach

$28,450,000

1355 S Flagler Drive #2203, West Palm Beach

4 Beds 6 Baths 5,743 SqFt Residential MLS® # R11163511
146 Bears Club Drive, Jupiter

$27,900,000

146 Bears Club Drive, Jupiter

6 Beds 10 Baths 10,401 SqFt Residential MLS® # B26080403
68 Isla Bahia Drive, Fort Lauderdale

$26,000,000

68 Isla Bahia Drive, Fort Lauderdale

6 Beds 10 Baths 8,327 SqFt Residential MLS® # B26074998
82719 Old Highway, Islamorada

$24,995,000

82719 Old Highway, Islamorada

7 Beds 11 Baths 10,182 SqFt Residential MLS® # A12091663
2330 Seven Oaks Lane, Palm Beach Gardens

$24,950,000

2330 Seven Oaks Lane, Palm Beach Gardens

7 Beds 13 Baths 17,440 SqFt Residential MLS® # B26076318
6001 Le Lac Road, Boca Raton

$24,950,000

6001 Le Lac Road, Boca Raton

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26070391
6001 Le Lac Road, Boca Raton

$24,950,000

6001 Le Lac Road, Boca Raton

7 Beds 9 Baths 10,914 SqFt Residential MLS® # B26041740
1100 S Flagler Drive #804, West Palm Beach

$24,950,000

1100 S Flagler Drive #804, West Palm Beach

4 Beds 6 Baths 4,906 SqFt Residential MLS® # B26033963
14880 Palmwood Road, Palm Beach Gardens

$24,900,000

14880 Palmwood Road, Palm Beach Gardens

7 Beds 11 Baths 10,398 SqFt Residential MLS® # B26040641
Playa Caletas, Canton De Garabito, Puntarenas,

$24,500,000

Playa Caletas, Canton De Garabito, Puntarenas,

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26043539
5 Grove Isle Drive #phs01, Coconut Grove

$23,500,000

5 Grove Isle Drive #phs01, Coconut Grove

4 Beds 6 Baths 7,027 SqFt Residential MLS® # A11989341
1355 S Flagler Drive #800, West Palm Beach

$23,500,000

1355 S Flagler Drive #800, West Palm Beach

4 Beds 6 Baths 5,355 SqFt Residential MLS® # B26005870
5 Via Flagler, Palm Beach

$23,495,000

5 Via Flagler, Palm Beach

4 Beds 6 Baths 6,437 SqFt Residential MLS® # B26074191
New Open House
13 Via Vizcaya, Palm Beach

$23,000,000

13 Via Vizcaya, Palm Beach

3 Beds 6 Baths 5,913 SqFt Residential
Thu, Oct 8th, 2026 @ 2pm - 4pm
MLS® # B26085543
3405 Olde Hampton Drive, Wellington

$23,000,000

3405 Olde Hampton Drive, Wellington

13 Beds 7 Baths 5,318 SqFt Residential MLS® # R11163167
369 Eagle Drive, Jupiter

$23,000,000

369 Eagle Drive, Jupiter

7 Beds 9 Baths 9,692 SqFt Residential MLS® # R11153115
New
97 Nurmi Drive, Fort Lauderdale

$22,900,000

97 Nurmi Drive, Fort Lauderdale

6 Beds 9 Baths 8,600 SqFt Residential MLS® # B26085009
1355 S Flagler Drive #2301, West Palm Beach

$22,875,000

1355 S Flagler Drive #2301, West Palm Beach

3 Beds 5 Baths 4,613 SqFt Residential MLS® # B26056288
13614 Rhone Circle, Palm Beach Gardens

$21,850,000

13614 Rhone Circle, Palm Beach Gardens

6 Beds 10 Baths 10,359 SqFt Residential MLS® # R11135823
232 Bears Club Drive, Jupiter

$21,500,000

232 Bears Club Drive, Jupiter

5 Beds 8 Baths 8,677 SqFt Residential MLS® # B26022087
17667 Se Federal Highway, Tequesta

$20,000,000

17667 Se Federal Highway, Tequesta

8 Beds 13 Baths 16,134 SqFt Residential MLS® # B26073493
1015 S Southlake Drive, Hollywood

$19,999,999

1015 S Southlake Drive, Hollywood

7 Beds 9 Baths 7,355 SqFt Residential MLS® # A12045486
New
3723a S Ocean Boulevard, Highland Beach

$19,950,000

3723a S Ocean Boulevard, Highland Beach

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26085026
New
3723 S Ocean Boulevard, Highland Beach

$19,950,000

3723 S Ocean Boulevard, Highland Beach

6 Beds 10 Baths 8,154 SqFt Residential MLS® # B26085036
New
409 N Atlantic Drive, Lantana

$19,950,000

409 N Atlantic Drive, Lantana

6 Beds 7 Baths 4,976 SqFt Residential MLS® # B26085270
2927 Rhone Drive, Palm Beach Gardens

$19,950,000

2927 Rhone Drive, Palm Beach Gardens

6 Beds 10 Baths 8,417 SqFt Residential MLS® # B26019572
New
12317 Banyan Road, North Palm Beach

$18,950,000

12317 Banyan Road, North Palm Beach

6 Beds 8 Baths 6,313 SqFt Residential MLS® # B26084452
13771 Le Bateau Isle, Palm Beach Gardens

$18,950,000

13771 Le Bateau Isle, Palm Beach Gardens

5 Beds 8 Baths 8,505 SqFt Residential MLS® # B26076191
13101 Monet Lane, Palm Beach Gardens

$18,900,000

13101 Monet Lane, Palm Beach Gardens

7 Beds 9 Baths 12,163 SqFt Residential MLS® # B26075022
1355 S Flagler Drive #1900, West Palm Beach

$18,850,000

1355 S Flagler Drive #1900, West Palm Beach

3 Beds 5 Baths 4,862 SqFt Residential MLS® # R11062658
2787 Calais Drive, Palm Beach Gardens

$18,595,000

2787 Calais Drive, Palm Beach Gardens

5 Beds 8 Baths 9,272 SqFt Residential MLS® # R11135826

7 Amazing Reasons to Explore Bonita Springs, FL Homes for Sale 

Discover Bonita Springs, FL homes for sale in the Highland Woods neighborhood. Explore pricing, amenities, golf lifestyle, market trends, and buying tips for this sought-after Southwest Florida community.


Bonita Springs, FL Homes for Sale in the Highland Woods Neighborhood

Finding the perfect Southwest Florida home can feel exciting and overwhelming at the same time. If you’re searching for a blend of luxury, recreation, convenience, and value, Bonita Springs, FL homes for sale in the Highland Woods neighborhood deserve a closer look. This gated golf community has become one of the most desirable residential areas in Bonita Springs thanks to its beautiful homes, resort-style amenities, and prime location near beaches, shopping, and dining.

Whether you’re looking for a seasonal retreat, retirement destination, or full-time residence, Highland Woods offers an appealing lifestyle for a wide range of buyers. In this guide, we’ll explore everything you need to know about this highly sought-after neighborhood.


Introduction to Highland Woods

Highland Woods is a gated bundled golf community located in the heart of Bonita Springs, Florida. The neighborhood combines relaxed coastal living with upscale amenities and a welcoming atmosphere. Residents enjoy beautifully landscaped streets, scenic golf course views, and easy access to some of Southwest Florida’s top attractions.

One of the standout features of Highland Woods is its location. The community sits close to:

  • Gulf beaches

  • Coconut Point Mall

  • Fine dining restaurants

  • Healthcare facilities

  • Southwest Florida International Airport

This convenient setting makes the neighborhood attractive for retirees, vacation homeowners, and families alike.

infographic-highland-woods-bonita-springs-florida_1


Why Buyers Love Bonita Springs

Bonita Springs is known for its warm weather, beautiful beaches, and laid-back lifestyle. Located between Naples and Fort Myers, the city offers the perfect mix of luxury and relaxation.

Some reasons buyers are drawn to Bonita Springs include:

  • Year-round sunshine

  • Strong property values

  • Outdoor recreational opportunities

  • Excellent golf courses

  • Boating and fishing access

  • Upscale shopping centers

  • Safe residential communities

People relocating from colder climates often find Bonita Springs especially appealing because of its mild winters and active lifestyle opportunities.


Overview of Highland Woods Community

The Highland Woods community is designed for residents who appreciate comfort, recreation, and social engagement. The neighborhood includes a championship golf course, clubhouse, fitness center, tennis courts, and resort-style swimming facilities.

Gated Community Benefits

Living in a gated community provides:

  • Additional privacy

  • Controlled access

  • Reduced traffic

  • Enhanced security

  • Well-maintained landscaping

These benefits help maintain property values while creating a peaceful residential atmosphere.

Golf Course Living

Golf lovers appreciate the bundled golf membership included with many properties in Highland Woods. Residents can enjoy:

  • An 18-hole championship course

  • Practice facilities

  • Golf leagues and tournaments

  • Scenic fairway views

Golf course homes are especially desirable because they often offer premium views and quiet surroundings.

Country Club Amenities

The Highland Woods clubhouse serves as the social center of the community. Amenities often include:

  • Casual and formal dining

  • Social events

  • Card rooms

  • Community gatherings

  • Fitness classes

These features help residents build friendships and maintain an active social calendar.


Types of Homes Available

One reason buyers love Bonita Springs, FL homes for sale in the Highland Woods neighborhood is the variety of housing options available.

Condominiums

Condos in Highland Woods are popular among seasonal residents and retirees. They typically offer:

  • Lower maintenance responsibilities

  • Golf course views

  • Community pools

  • Affordable entry points into the neighborhood

Many condo units feature updated kitchens, screened lanais, and modern finishes.

Villas

Villas provide more space and privacy than condos while still offering manageable upkeep. Buyers often appreciate:

  • Attached garages

  • Spacious floor plans

  • Outdoor patios

  • Open-concept layouts

These homes are ideal for buyers seeking a balance between convenience and comfort.

Single-Family Homes

Single-family residences in Highland Woods offer larger living spaces and premium locations. Features may include:

  • Private pools

  • Upgraded interiors

  • Expanded outdoor living areas

  • Scenic golf course or lake views

These homes are especially attractive for full-time residents and luxury buyers.


Current Real Estate Market Trends

The Bonita Springs housing market remains competitive due to strong demand and limited inventory.

Average Home Prices

Prices for homes in Highland Woods vary depending on:

  • Property type

  • Square footage

  • Renovations

  • Golf course frontage

  • Water views

Condominiums may start at lower price points, while luxury single-family homes command significantly higher values.

Inventory Levels

Like many Florida communities, inventory levels can fluctuate seasonally. During peak winter months, demand often rises as snowbirds and retirees search for homes.

Low inventory can create competitive conditions, making it important for buyers to work with experienced local real estate professionals.

Seasonal Demand

Southwest Florida experiences strong seasonal demand between:

  • November

  • December

  • January

  • February

  • March

  • April

Buyers searching during these months may encounter increased competition and faster-moving listings.


Lifestyle and Amenities

Residents enjoy an active lifestyle filled with recreational and social opportunities.

Golf and Tennis

Highland Woods provides:

  • Championship golf

  • Tennis courts

  • Pickleball activities

  • Practice facilities

  • Community tournaments

These activities help create a vibrant social environment.

Dining and Social Events

The clubhouse hosts:

  • Holiday celebrations

  • Wine tastings

  • Live entertainment

  • Themed dinners

  • Social mixers

These events encourage residents to stay engaged year-round.

Fitness and Recreation

Health-conscious residents appreciate:

  • Fitness centers

  • Swimming pools

  • Walking paths

  • Wellness programs

Many homeowners enjoy staying active without leaving the community.


Nearby Attractions in Bonita Springs

One major advantage of Highland Woods is its proximity to popular Southwest Florida destinations.

Beaches and Parks

Nearby beaches include:

  • Barefoot Beach

  • Bonita Beach Park

  • Lovers Key State Park

Residents can enjoy:

  • Swimming

  • Fishing

  • Paddleboarding

  • Shell collecting

  • Sunset walks

Shopping and Dining

Popular shopping areas include:

  • Coconut Point

  • Promenade at Bonita Bay

  • Miromar Outlets

Dining options range from waterfront seafood restaurants to upscale steakhouses and casual cafes.

Entertainment Options

Bonita Springs also offers:

  • Art festivals

  • Live music

  • Farmers markets

  • Community events

  • Nature preserves

This blend of recreation and entertainment appeals to residents of all ages.


Benefits of Living in Highland Woods

There are many reasons why buyers continue searching for Bonita Springs, FL homes for sale in the Highland Woods neighborhood.

Key advantages include:

  • Prime location

  • Bundled golf membership

  • Resort-style amenities

  • Strong sense of community

  • Beautiful landscaping

  • Diverse housing options

  • Excellent property value retention

Residents often describe the neighborhood as friendly, active, and welcoming.


Investment Potential

Southwest Florida real estate has experienced steady long-term demand. Highland Woods benefits from:

  • Desirable location

  • Limited inventory

  • Strong seasonal rental demand

  • Attractive amenities

Many buyers purchase homes here as:

  • Vacation properties

  • Retirement homes

  • Investment rentals

  • Long-term residences

Because Bonita Springs remains a popular relocation destination, properties in established golf communities often maintain strong market interest.


Tips for Buying a Home in Highland Woods

Purchasing property in a golf community requires careful planning.

Helpful tips include:

  1. Review HOA fees carefully

  2. Understand bundled golf membership details

  3. Research recent comparable sales

  4. Schedule inspections

  5. Work with a local real estate agent, like Brook Walsh

  6. Explore financing options early

  7. Visit during different seasons

Buyers should also evaluate:

  • Flood zones

  • Insurance costs

  • Renovation needs

  • Rental restrictions

Being informed can help buyers make confident decisions.


Best Time to Buy

The best time to buy depends on your goals.

Advantages of Buying During Summer

  • Potentially less competition

  • More negotiation opportunities

  • Motivated sellers

Advantages of Buying During Peak Season

  • More inventory

  • Easier community evaluation

  • Active social atmosphere

Working with a knowledgeable local agent can help identify the best opportunities year-round.


Comparing Highland Woods to Nearby Communities

Bonita Springs offers several golf and country club communities, but Highland Woods stands out because of its:

  • Central location

  • Affordable golf lifestyle

  • Strong amenities package

  • Friendly atmosphere

Compared to some luxury country clubs in nearby Naples, Highland Woods often provides excellent value while still offering upscale amenities.


Frequently Asked Questions

1. Are golf memberships included in Highland Woods homes?

Many properties include bundled golf memberships, though buyers should confirm details with the HOA and listing agent.

2. Is Highland Woods a gated community?

Yes, Highland Woods is a gated residential community in Bonita Springs.

3. Are pets allowed in Highland Woods?

Pet policies vary by association and property type, so buyers should review community regulations carefully.

4. How close is Highland Woods to the beach?

The community is only a short drive from several Gulf Coast beaches.

5. Are there condos available in Highland Woods?

Yes, the neighborhood offers condos, villas, and single-family homes.

6. Is Highland Woods good for retirees?

Absolutely. The active lifestyle, golf amenities, and social opportunities make it especially popular with retirees.


Conclusion

If you’re exploring Bonita Springs, FL homes for sale in the Highland Woods neighborhood, you’ll quickly discover why this community continues attracting buyers from across the country. From bundled golf and resort amenities to its prime location near beaches and shopping, Highland Woods delivers an outstanding Southwest Florida lifestyle.

Whether you want a seasonal getaway, retirement home, or investment property, this desirable Bonita Springs neighborhood offers strong value and long-term appeal. With beautiful homes, active social opportunities, and convenient access to everything Southwest Florida has to offer, Highland Woods remains one of the region’s most attractive communities for homebuyers.

For additional information about Bonita Springs real estate trends, visit the official city website: City of Bonita Springs


Start searching for your dream home now.

When it comes to convenience, our site is unparalleled. Whether you're in the comfort of your home, or on the go.
Our site works flawlessly on multiple devices so you can find the information you need.

Start Search