Highland Woods Homes for Sale in Bonita Springs, FL
Highland Woods Golf and Country Club is a gated, bundled golf community of 799 residences on US 41 in the City of Bonita Springs, about 1.6 miles from the shops and riverfront of Old 41 downtown. Every owner is an equity member of the club with full golf privileges, and every home was built from 1996 to 2001. On October 21, 2026 the Southwest Florida MLS showed 26 Highland Woods homes for sale, from $299,000 to $1,099,000, and 34 closings in the previous 12 months at a $412,500 median.
Highland Woods is five neighborhoods with very different prices: Heathermoor and Terrace condominiums that sell from the $200,000s to about $400,000, St Andrews Verandas condominiums near $410,000, and villas and single-family homes on the course from about $600,000 to $1,100,000. This page splits every number that way and adds up what ownership costs, because the bundled club dues, $13,812.79 in 2026, are the largest line in a Highland Woods budget. Highland Woods is one of the Bonita Springs communities we track for buyers shopping Bonita Springs homes for sale.
Updated October 2026. Data updated: October 2026.
Key takeaways for Highland Woods buyers
- Highland Woods is 799 residences by the club's count: 232 single-family homes and villas and 566 condominium units on the Lee County roll, built 1996 to 2001, all in ZIP 34135 inside the City of Bonita Springs.
- The MLS recorded 34 Highland Woods closings in the 12 months to October 21, 2026, at a $412,500 median, $294 per square foot and 45.5 median days on market; 26 homes were for sale and 4 were pending.
- Neighborhood medians run from $240,000 in Heathermoor to $622,500 for the villas and $820,000 for the larger single-family homes, and the county recorded St Andrews Verandas, the largest neighborhood, at a $412,500 median.
- Club membership is bundled and compulsory: 2026 dues are $13,812.79 a year ($1,151.07 a month) plus a $500 food and beverage minimum, and the buyer pays a $10,000 resale capital contribution at closing. There is no separate initiation fee.
- Each neighborhood association adds its own dues, which the club does not publish.
- There is no CDD line on the tax roll, and no club document describes Highland Woods as a 55+ community.
- In a 60-parcel FEMA sample, 49 parcels mapped to Zone X and 11 to Zone AE with a 9 foot base flood elevation; the community sits in Lee County evacuation Zone A.
- The 18-hole par 72 course by Gordon Lewis plays 6,799 yards from the back tees, and the club spent $6.5 million on renovations completed in 2016 and $8.3 million on Project '22.
Highland Woods homes for sale right now
On October 21, 2026 the Southwest Florida MLS listed 26 active Highland Woods homes, priced from $299,000 to $1,099,000 with a $400,000 median asking price, and 4 more under contract. At the 12-month pace of about 2.8 closings a month, that is 9.2 months of supply, the deepest of the Bonita Springs golf communities with ten or more closings in our October 2026 count, so buyers have room to compare and negotiate.
| Neighborhood (MLS sub) | Active listings | 12-month closings | 12-month median sold |
|---|---|---|---|
| St Andrews Verandas | 11 | 15 | $410,000 |
| Highland Woods (single-family homes) | 3 | 4 | $820,000 |
| Highland Woods Villas | 3 | 6 | $622,500 |
| Terrace I | 3 | 4 | $281,625 |
| Terrace IV | 3 | 0 | none |
| Heathermoor | 2 | 3 | $240,000 |
| Terrace III | 1 | 1 | $415,000 |
| Terrace II | 0 | 1 | $335,000 |
St Andrews Verandas carries close to half of the inventory and half of the sales, so the community median tracks the Verandas closely. Our team can send you the live list for one neighborhood, and you can search current listings any time.
Ready to tour Highland Woods homes?
Every visit starts at the main entrance on Highland Woods Boulevard off US 41, where visitors take the left lane to the gatehouse. Guests are entered ahead of time in the club's online gate system, so a private showing arranged through your agent is the easiest way to see condominiums and homes in several neighborhoods in one trip.
What do Highland Woods homes sell for?
Highland Woods homes sold for a $412,500 median over the 12 months to October 21, 2026, across 34 MLS closings at $294 a square foot, and for a $424,500 median over five years. Sellers accepted about 94.6 percent of the final list price this year, against about 96.7 percent over five years, which shows a market that has moved toward buyers.
| Window to Oct 21, 2026 | MLS closings | Median sold | Low | High | Median $/sq ft | Median days on market | Median sold to list |
|---|---|---|---|---|---|---|---|
| 12 months | 34 | $412,500 | $198,000 | $1,065,000 | $294 | 45.5 | 94.6% |
| 24 months | 70 | $417,500 | $198,000 | $1,090,750 | $298 | 45.5 | 94.9% |
| 36 months | 102 | $426,500 | $198,000 | $1,090,750 | $304 | 47 | 95.3% |
| 60 months | 178 | $424,500 | $184,000 | $1,425,000 | $300 | 21.5 | 96.7% |
Ten more closings in five years were entered after the fact as Sold Data Entry rows and are left out of the medians. The 12-month sales covered homes of 1,042 to 2,553 square feet, with a 1,414 square foot median; 30 of the 34 had two bedrooms.
Recorded sales on the county file
The Lee County Property Appraiser recorded 35 qualified Highland Woods sales in the 12 months to September 25, 2026, at a $410,000 median, from $198,000 to $1,100,000, and 239 over five years at a $420,000 median. Every one was a resale, because the community has been built out since 2001.
| County window (to Sep 25, 2026) | Qualified sales | Median | Low | High |
|---|---|---|---|---|
| 12 months | 35 | $410,000 | $198,000 | $1,100,000 |
| 24 months | 78 | $417,500 | $198,000 | $1,100,000 |
| 60 months | 239 | $420,000 | $121,000 | $1,425,000 |
Highland Woods sales by price band
| Price band, MLS closings, 12 months | Closings |
|---|---|
| Under $300,000 | 6 |
| $300,000 to $400,000 | 8 |
| $400,000 to $500,000 | 10 |
| $500,000 to $750,000 | 8 |
| $750,000 to $1,000,000 | 1 |
| $1,000,000 to $1,500,000 | 1 |
Twenty-four of the 34 closings landed under $500,000, which is the Heathermoor, Terrace and Verandas condominium range; the ten above it were villas and single-family homes.
How Highland Woods prices moved, 2019 to 2026
| Year | County qualified sales | County median |
|---|---|---|
| 2019 | 44 | $191,000 |
| 2020 | 51 | $230,000 |
| 2021 | 105 | $232,000 |
| 2022 | 72 | $389,500 |
| 2023 | 50 | $448,500 |
| 2024 | 39 | $429,000 |
| 2025 | 40 | $430,000 |
| 2026 (to Sep 25) | 25 | $415,000 |
The county median more than doubled from 2019 to 2023, from $191,000 to $448,500, as the market rose and more single-family homes traded, then settled near $430,000. Sales volume peaked at 105 in 2021 and has run at about 40 a year since 2024. The mix of condominiums and houses sold in a year moves these medians, so compare a home with its own neighborhood.
Which Highland Woods neighborhood fits your search?
Highland Woods sorts into five neighborhoods by home type and building height, and the price gap between them is wider than the gap between Highland Woods and its neighbors. The county roll and the club's own roster agree on the same five groups, so every number below is filed by neighborhood.
| Neighborhood | Home type | Units on the roll | Built | Living area (median) | County 12-month sales, median | County 5-year median |
|---|---|---|---|---|---|---|
| Highland Woods Phase 1 | single-family homes and villas | 132 | 1996 to 1999 | 1,399 to 2,967 sq ft (1,730) | 5, $605,000 | $595,000 |
| Highland Woods Phase II | single-family homes | 31 | 1996 to 2000 | 1,774 to 2,949 sq ft (2,214) | 2, $1,100,000 | $849,000 |
| Highland Woods Phase III | single-family homes and villas | 69 | 1998 to 2001 | 1,487 to 3,625 sq ft (1,749) | 2, $612,500 | $563,750 |
| St Andrews Verandas I to VIII | two-story condominiums | 356 | 1996 to 2000 | 1,256 to 1,556 sq ft (1,327) | 16, $412,500 | $420,000 |
| Terrace I to IV at Highland Woods | three and four-story condominiums | 120 | 1997 to 1998 | 1,130 to 1,294 sq ft (1,161) | 6, $317,500 | $320,625 |
| Heathermoor Golf I to III | three-story condominiums | 90 | 1996 | 1,042 to 1,125 sq ft (1,042) | 4, $262,500 | $310,000 |
The six rows add to 798 units and 35 sales in 12 months, the same totals as the county file above. The club counts 799 residences.
Single-family homes and villas
The 232 single-family lots sit on Summer Greens Drive and Clarkston Drive across Phases 1, II and III. Villas I and II are smaller attached homes with two-car garages, and the detached homes run to 3,625 square feet, many with private pools and golf or lake views. Phase II is the premium section: its 31 homes have the largest median size and the highest prices in the community.
St Andrews Verandas
St Andrews Verandas is the largest neighborhood, 356 two-story condominium units in eight associations along Clarkston Drive and Sunderland Drive. Every unit is a two-bedroom on the roll, with 1,256 to 1,556 square feet, and they sold for a $412,500 county median over the last 12 months.
Terrace at Highland Woods
The four Terrace buildings hold 120 condominium units, 30 per association, in three and four-story buildings on Highland Woods Boulevard built in 1997 and 1998. Terrace units are the community's mid-priced condominiums, at a $317,500 county median over 12 months.
Heathermoor
Heathermoor Golf I to III is 90 condominium units in three-story buildings from 1996, the oldest and smallest homes in Highland Woods at 1,042 to 1,125 square feet. Heathermoor is the community's entry price, with a $262,500 county median over 12 months and a $310,000 median over five years.
Condos in Highland Woods
Condominiums are 566 of the 798 homes on the roll, so most Highland Woods buyers are buying a condominium. Two-bedroom units dominate: the roll shows 689 two-bedroom homes across the community. Our Bonita Springs condos for sale page compares Highland Woods condominiums with every other Bonita Springs condominium market.
What Florida's condo safety law means here
Florida's structural integrity reserve study law, section 718.112, applies to condominium buildings three habitable stories or taller, and the milestone inspection law, section 553.899, applies to the same buildings once they reach 30 years from their certificate of occupancy. On the Lee roll the 90 Heathermoor units sit in three-story buildings and the 120 Terrace units in three and four-story buildings, so about 210 Highland Woods condominium units are inside both laws, while the 356 St Andrews Verandas units are in two-story buildings and outside them. Associations that existed by July 1, 2022 had to complete the study by December 31, 2025, with a final outer deadline of December 31, 2026 where a milestone inspection is due. Before you buy in Heathermoor or Terrace, ask the association for its study, its milestone report if one is due, and the current budget with reserve funding.
Condominium insurance
Under section 718.111 the association insures each building as originally installed, and the unit owner insures interior finishes, fixtures, appliances and contents with an HO-6 policy. The association must update the building's replacement cost appraisal at least every three years, and its premium is paid through the neighborhood association's dues.
Single-family homes in Highland Woods
The 232 single-family homes and villas sold for a county median of about $605,000 to $1,100,000 by phase over the last 12 months, and about $564,000 to $849,000 over five years. Only nine single-family sales were recorded in 12 months, so a single closing moves these medians, and our team prices any single-family offer against the exact phase and floor plan.
Single-family homes vs villas vs condominiums
| Single-family homes and villas | St Andrews Verandas | Terrace and Heathermoor | |
|---|---|---|---|
| Units | 232 | 356 | 210 |
| Buildings | detached homes and attached villas | two-story buildings | three and four-story buildings |
| Typical size | 1,399 to 3,625 sq ft | 1,256 to 1,556 sq ft | 1,042 to 1,294 sq ft |
| County 5-year median | $563,750 to $849,000 by phase | $420,000 | $310,000 to $320,625 |
| Parking | garages | detached garages | carports |
| Condo safety law | not a condominium | under three stories | inside SIRS and milestone rules |
| Club dues | same $13,812.79 | same $13,812.79 | same $13,812.79 |
Because the club dues are the same for every residence, they weigh more heavily on a $262,500 Heathermoor condominium than on a $1,100,000 Phase II home, so compare all-in monthly costs, not only prices.
What does it cost to own in Highland Woods?
Every Highland Woods owner pays the club's annual dues, $13,812.79 for 2026, plus a $500 food and beverage minimum, plus the dues of the neighborhood association for that home, plus property taxes. A buyer also pays the club a $10,000 resale capital contribution and a $250 to $450 estoppel fee at closing, before any neighborhood association charges.
| 2026 club dues line | Amount |
|---|---|
| Operating and maintenance fund | $10,020.45 |
| Replacement reserve fund | $2,500.00 |
| Golf course improvement fund | $75.00 |
| Palmetto reserve fund | $90.00 |
| Bulk cable and internet | $1,127.34 |
| Total annual club dues | $13,812.79 |
| Per month | $1,151.07 |
| Food and beverage minimum (per year) | $500 |
The dues are billed by October 31 and due on or before January 1, and they include bulk cable and internet. An unused food and beverage balance is not carried past December 31.
What changed from 2025 to 2026
The club's 2025 schedule set dues at $10,815.36 and the capital contribution at $6,500. For 2026 the dues rose $2,997.43, or 27.7 percent, and most of the increase is the replacement reserve, which went from $950 to $2,500. The capital contribution rose to $10,000. The Board of Trustees sets the contribution each year, and the amount due is fixed by the closing date.
| Line | 2025 | 2026 | Change |
|---|---|---|---|
| Operating and maintenance | $8,616.47 | $10,020.45 | +$1,403.98 |
| Replacement reserve | $950.00 | $2,500.00 | +$1,550.00 |
| Golf course improvement | $75.00 | $75.00 | none |
| Palmetto reserve | $90.00 | $90.00 | none |
| Bulk cable and internet | $1,083.89 | $1,127.34 | +$43.45 |
| Total annual dues | $10,815.36 | $13,812.79 | +$2,997.43 |
| Resale capital contribution | $6,500 | $10,000 | +$3,500 |
A worked example: a St Andrews Verandas condominium
Take a two-bedroom Verandas unit whose 2025 proposed property tax bill was $4,432.68 for a non-homestead owner. A year of ownership costs $13,812.79 in club dues, $500 in food and beverage minimum and $4,432.68 in taxes, a total of $18,745.47 or about $1,562 a month, before the Verandas association's own dues and the owner's HO-6 policy. At closing the buyer also hands the club $10,250 to $10,450 for the capital contribution and estoppel.
The associations behind Highland Woods
Highland Woods Golf and Country Club, Inc. is a Florida not-for-profit corporation, Document N95000000818, filed February 20, 1995 and active on Sunbiz; it describes itself as a private, member-owned club with one membership type, Owner Equity Members. Under it sit separate associations for each condominium group, the villas and the single-family homes. Five management companies serve them, and the single-family association is run by its own officers.
| Neighborhood group | Management on the club's 2026 sheet |
|---|---|
| Verandas II | NextGen Management |
| Verandas III and V | Resort Management |
| Verandas IV, VII and VIII | Tropical Isles Management |
| Verandas VI, Heathermoor I to III, Terrace I and II | Compass Rose Management |
| Verandas I, Terrace III, Villas I and II | Alliant Property Management |
| Terrace IV | Gulf Breeze Management |
| Single-family homes | association officers |
The club does not publish neighborhood association dues, and they differ by building. Ask for each association's current budget before you write an offer; we will request it with the listing documents.
Property taxes and the tax bill
Every Highland Woods parcel is in Lee County taxing district 017, City of Bonita Springs and Bonita Springs Fire, where the 2025 total millage was 12.7970 mills, or $12.80 per $1,000 of taxable value. There is no community development district line in that district. As a rough guide, a non-homestead owner taxed on a $412,500 value would pay about $5,279 a year in ad valorem tax; a homestead owner pays less after exemptions and the Save Our Homes cap, which resets to market value after a sale. Solid waste and other non-ad valorem charges appear only on the November bill from the Lee County Tax Collector, which offers up to a 4 percent discount for November payment.
Is golf membership required at Highland Woods?
Yes. Highland Woods is a bundled club: every owner of a lot or living unit is a member, with full golf privileges, so golf, the clubhouse, dining, fitness, racquet sports and the pools come with the deed. There is one membership type, Owner Equity Members, no separate initiation fee and no golf versus social choice. Membership activates 24 to 48 hours after the deed and fees reach the club office. Our Bonita Springs golf communities page compares Highland Woods with the optional and semi-private clubs nearby.
Highland Woods Golf and Country Club and daily life
The 18-hole, par 72 course was designed and built by architect Gordon Lewis and plays 6,799 yards from the back tees, rated 73.6 with a slope of 140 on the club's 2025 scorecard, down to 3,373 yards from the forward tees. Six tee sets and three combination tees fit a wide range of players. Holes 12 and 13 border Tuttle Preserve, an environmentally protected area played as a penalty area.
Practice facilities
The practice area includes an aqua driving range with a 50,000 square foot tee and a mat area, a 7,000 square foot putting green and an 11,400 square foot chipping and putting area with three bunkers. PGA professionals run clinics and lessons.
Clubhouse, dining and the 2016 and 2022 renovations
The club completed a $6.5 million renovation in 2016 that added a two-story cart barn with a fitness center above it, redid the clubhouse interior and the Grille Room kitchen, and spent $1.6 million re-grassing the course and replacing the greens. Project '22, an $8.3 million renovation, added six pickleball courts, resurfaced the tennis courts, built an indoor and outdoor cafe and a zero-entry pool, and opened a new golf shop. Dining is at the Grille Room, overlooking the 18th green, and The Woods Cafe at the pool.
Fitness, racquets, bocce and pools
The fitness center is open 24 hours, with a 1,750 square foot equipment room and a 1,750 square foot studio. Racquet players have three lit tennis courts and six pickleball courts with daily open play, and there are three bocce courts with seasonal leagues. The community has seven heated common pools: the resort-style clubhouse pool and six neighborhood pools.
Gates and access
Highland Woods has one main entrance, on Highland Woods Boulevard off US 41, with a gatehouse and a visitors' lane. Residents enter guests in the club's ISN online pass system, which can take up to 15 minutes to reach the gate, and request RFID access devices through the administration office. The club does not publish gatehouse staffing hours. Our gated communities in Bonita Springs page compares every gate in the city.
Rules worth knowing before you buy
- Owners may transfer club privileges to a tenant at most 12 times a year, for a minimum of 30 consecutive days, with a transfer application, a fee and General Manager approval; neighborhood documents may require longer minimum leases.
- Boats, trailers, campers, motor homes, recreational vehicles and pick-up trucks may not be parked overnight unless fully enclosed or approved; Heathermoor and Terrace residents may park a pick-up in an assigned carport with their association's approval.
- The community speed limit is 20 miles an hour, and there is no parking on the grass.
- Walking pets on the golf course is prohibited.
- Privately owned golf carts are not allowed on club property except for temporary medical need, so carts are club carts.
- For-sale signs follow a club standard: one small green-on-cream sign per veranda, villa or home, and a chain sign at Terrace and Heathermoor.
Is Highland Woods in a flood zone?
Most of it is not in a high-risk zone. We checked 60 randomly chosen Highland Woods parcels against FEMA's National Flood Hazard Layer: 49 mapped to Zone X, outside the 1 percent annual chance floodplain, and 11 mapped to Zone AE, a coastal floodplain with a 9 foot base flood elevation (NAVD88), where a federally backed mortgage requires flood insurance. Highland Woods also sits in Lee County's evacuation Zone A, the first zone called to leave before a storm surge. A sample is a screen, not a determination, so pull the FEMA map panel and the elevation certificate for the exact address.
Hurricane history
Lee County carried federal disaster declarations for Hurricane Ian in 2022 and Hurricanes Helene and Milton in 2024. FEMA's individual assistance records for the whole of ZIP 34135 show only a handful of homeowner registrations in each storm, and we found no club or county notice of storm damage or a course closure at Highland Woods. Ask the neighborhood association and the seller for any insurance claims, roof dates and impact window or shutter permits on the home you choose.
Schools near Highland Woods
The School District of Lee County assigns schools by address through its enrollment zones. For 2026 to 2027 Highland Woods falls in elementary zone Q, middle zone GG and high zone South 3 on the district's own zone layer, and the district places each student within those zones through its choice plan. Check the exact address in the district's SchoolSite Locator before you rely on a particular school.
Where is Highland Woods?
Highland Woods lies on the east side of US 41 just north of Bonita Beach Road, inside the City of Bonita Springs, with its only entrance on Highland Woods Boulevard off US 41. From the center of the community it is a straight-line 1.6 miles to Riverside Park and Old 41 downtown, 3.3 miles to Bonita Beach Park, 3.6 miles to Coconut Point, 3.6 miles to the I-75 interchange at Bonita Beach Road (exit 116) and 12.9 miles to Southwest Florida International Airport.
| From the center of Highland Woods | Straight-line miles |
|---|---|
| Riverside Park, Old 41 downtown | 1.6 |
| Bonita Beach Park | 3.3 |
| Coconut Point | 3.6 |
| I-75 exit 116, Bonita Beach Road | 3.6 |
| Southwest Florida International Airport (RSW) | 12.9 |
What is nearby
Shopping centers, restaurants and services line US 41 beside the community, and Bonita Beach Park on the Gulf is 3.3 miles away in a straight line. For coastal homes, see our Bonita Beach homes for sale page.
Built in six years, 1996 to 2001
Highland Woods went up in one wave: the club incorporated in 1995, Heathermoor was built in 1996, the Verandas and the single-family phases from 1996 to 2000, Terrace in 1997 and 1998, and the last Phase III homes in 2001. That is why every sale is a resale, why the neighborhoods age together, and why the club raised its replacement reserve to $2,500 a home in 2026 while the condominium buildings work through Florida's newer reserve and inspection rules.
How does Highland Woods compare with Worthington Country Club?
Worthington Country Club, east of I-75 on Bonita Beach Road, is the closest match: another bundled golf community of about 800 homes, built a few years earlier. Highland Woods sells at a higher median and faster, while Worthington has lower dues and a larger capital contribution.
| Highland Woods | Worthington Country Club | |
|---|---|---|
| Homes | 799 (club) | about 799 to 800 |
| Built | 1996 to 2001 | 1990 to 1995 |
| 2026 club dues | $13,812.79 | $13,058 |
| Food and beverage minimum | $500 | $1,000 |
| Capital contribution at closing | $10,000 | $12,500 |
| MLS closings, 12 months | 34 | 55 |
| Median sold, 12 months | $412,500 | $340,000 |
| Median days on market | 45.5 | 100 |
| Active listings, Oct 21, 2026 | 26 | 21 |
| Months of supply | 9.2 | 4.6 |
| Location | US 41, near Old 41 downtown | Bonita Beach Road, near I-75 |
Read the full numbers on our Worthington Country Club homes for sale page, compare a semi-private golf option on our Spanish Wells homes for sale page, and see every neighborhood in Bonita Springs communities.
Talk to a Domain Realty Group Highland Woods specialist
Domain Realty Group, the #1 team in Southwest Florida since 2012, shows Highland Woods homes in all five neighborhoods, and our main office is a short drive south on US 41 in Bonita Springs. We tracked every recorded Highland Woods sale for the last five years to build this page, and we can pull the same record for the exact building or phase you are weighing.
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Talk to our team about a Highland Woods home
Contact Domain Realty Group or call 239-441-2816, tell us the neighborhood and budget you have in mind, and an agent will send matching listings, recent sales and that association's dues. You can also search current listings any time, or start from all Bonita Springs homes for sale.
Thinking of selling a Highland Woods home?
Highland Woods buyers compare neighborhoods and all-in carrying costs closely, so a home priced against its own building's or phase's recorded sales sells faster than one priced against the community median. To see what yours is worth, start with a Highland Woods home valuation from McGreevy and Comisar.
Frequently Asked Questions about Highland Woods homes for sale
How many homes are in Highland Woods?
Highland Woods has 799 residences by the club's count. The Lee County roll shows 798 residential units: 232 single-family homes and villas and 566 condominium units in St Andrews Verandas, Terrace and Heathermoor, all built from 1996 to 2001.
How many Highland Woods homes are for sale?
On October 21, 2026 the Southwest Florida MLS showed 26 Highland Woods homes for sale, priced from $299,000 to $1,099,000 with a $400,000 median asking price, and 4 more pending.
What is the median home price in Highland Woods?
The MLS median sale price was $412,500 over the 12 months to October 21, 2026, across 34 closings at $294 a square foot. The county recorded a $410,000 median across 35 qualified sales in the 12 months to September 25, 2026.
What do Highland Woods single-family homes sell for?
County medians over the last 12 months were $605,000 in Phase 1, $612,500 in Phase III and $1,100,000 in Phase II, on a small number of sales. Over five years the phases recorded medians of $563,750 to $849,000, and the highest recorded sale was $1,425,000.
What do Highland Woods condos sell for?
St Andrews Verandas condominiums sold for a $412,500 county median over 12 months, Terrace units for $317,500 and Heathermoor units for $262,500. Over five years the county medians were $420,000, $320,625 and $310,000.
Is golf membership mandatory at Highland Woods?
Yes. Highland Woods is a bundled club, so every owner of a lot or living unit is an equity member with full golf privileges, paid through the annual club dues.
What are the Highland Woods club dues?
The 2026 club dues are $13,812.79 a year, about $1,151.07 a month, including $2,500 for the replacement reserve and $1,127.34 for bulk cable and internet. A $500 annual food and beverage minimum is added.
What is the Highland Woods capital contribution?
The buyer pays a $10,000 resale capital contribution to the club at closing in 2026, by separate check, up from $6,500 in 2025. The Board of Trustees sets it each year.
Is there an initiation fee at Highland Woods?
No. The club charges no separate initiation or golf membership fee; the capital contribution and the estoppel fee are the club's charges at closing.
What are the Highland Woods HOA fees?
Each neighborhood association sets its own dues on top of the club dues, and the club does not publish them. Ask for the current budget of the specific association; it differs between the Verandas, Terrace, Heathermoor, villa and single-family associations.
What does the estoppel certificate cost at Highland Woods?
The club's 2026 schedule lists an estoppel fee of $250 to $450, with $100 more for an update or an expedited certificate.
Is there a special assessment at Highland Woods?
None appears on the club's 2026 schedule; the club raised its replacement reserve inside the regular dues instead. Neighborhood associations can levy their own assessments, so ask each one in writing.
Does Highland Woods have a CDD?
No community development district appears among the levies in Lee County taxing district 017, which covers every Highland Woods parcel.
Is Highland Woods gated?
Yes. The single entrance on Highland Woods Boulevard off US 41 has a gatehouse and a visitors' lane, and guests are registered in the club's online pass system. The club does not publish gatehouse staffing hours.
What is the Highland Woods golf course like?
It is an 18-hole, par 72 course designed by Gordon Lewis, playing 6,799 yards from the back tees with a 73.6 rating and 140 slope, and 3,373 yards from the forward tees. The greens and fairways were re-grassed in a $1.6 million project completed in 2016.
Is Highland Woods in a flood zone?
In our 60-parcel FEMA sample, 49 parcels were in Zone X and 11 in Zone AE with a 9 foot base flood elevation. Check the exact address, and its elevation certificate, before you buy.
What hurricane evacuation zone is Highland Woods in?
Highland Woods is in Lee County evacuation Zone A, the first zone ordered to evacuate ahead of storm surge.
Is Highland Woods a 55+ community?
No club document describes it that way. The club's published rules, fee schedules and real estate pages state no age restriction; the recorded declarations govern each neighborhood, so read them with your contract.
Can you rent out a Highland Woods home?
Yes, within the rules. An owner may transfer club privileges to a tenant up to 12 times a year for a minimum of 30 consecutive days, with a club application, a fee and approval, and the neighborhood association may set a longer minimum lease.
Can I have a dog at Highland Woods?
The club's rules prohibit walking pets on the golf course; breed, size and number limits come from each neighborhood association's documents, so ask the association for its pet rules.
Can I park a boat or RV at Highland Woods?
Not outside. Boats, trailers, campers, motor homes and recreational vehicles may not be parked overnight unless fully enclosed in a structure or approved by the General Manager.
Are there condos for sale in Highland Woods?
Yes. Condominiums are 566 of the 798 units, and on October 21, 2026 the MLS listed 11 St Andrews Verandas units, 7 Terrace units and 2 Heathermoor units for sale.
How old are Highland Woods homes?
Every home was built from 1996 to 2001, with a median year of 1997 on the county roll.
How big are Highland Woods homes?
Homes on the roll run from 1,042 square feet in Heathermoor to 3,625 square feet in Phase III, with a 1,327 square foot median.
Is Highland Woods in Bonita Springs or Estero?
Highland Woods is in the City of Bonita Springs, Lee County taxing district 017, ZIP 34135. It is not in the Village of Estero.
How far is Highland Woods from the beach?
Bonita Beach Park is 3.3 miles from the center of Highland Woods in a straight line.
How far is Highland Woods from the airport?
Southwest Florida International Airport is 12.9 straight-line miles from the center of the community.
How long do Highland Woods homes take to sell?
Homes that closed in the 12 months to October 21, 2026 spent a median 45.5 days on the market.
How close to list price do Highland Woods homes sell?
Over the last 12 months the median sale closed at 94.6 percent of the final list price, against 96.7 percent over five years.
How many months of supply does Highland Woods have?
With 26 active listings and 34 closings in 12 months, Highland Woods had 9.2 months of supply on October 21, 2026.
What property tax rate applies in Highland Woods?
The 2025 total millage in taxing district 017 was 12.7970 mills, or about $12.80 per $1,000 of taxable value, before non-ad valorem charges on the November bill.
Who manages Highland Woods?
The club is run by its Board of Trustees and General Manager; the neighborhood associations use Compass Rose, Alliant, Resort, Tropical Isles, NextGen and Gulf Breeze management, and the single-family association is run by its officers.
What amenities come with a Highland Woods home?
Every owner gets the golf course and practice facility, the clubhouse with the Grille Room and The Woods Cafe, a 24-hour fitness center, three tennis courts, six pickleball courts, three bocce courts and seven heated pools.
About Domain Realty Group in Bonita Springs
Domain Realty Group is a Southwest Florida real estate team working Lee, Collier and Charlotte counties, and Bonita Springs is home: our main office is on US 41 here, a short drive south of Highland Woods. Domain Realty Group has been the #1 team in Southwest Florida since 2012, with $2.5 billion in team production and 4,000+ transactions. The team is led by Jesse McGreevy (SL3101296) and Marc Comisar (BK3060671), who bring over 45 years of combined direct experience between them.
Reach any of our agents through our agents page, read our client reviews or learn more about our team. We tracked every recorded sale in Highland Woods' five neighborhoods to build this page.
Domain Realty Group 239-441-2816 info@domainrealtygroup.com
Offices in Bonita Springs, Naples and Fort Myers:
- Bonita Springs: 24031 S Tamiami Trl #101, Bonita Springs, FL 34134
- Naples: 9180 Galleria Ct #200, Naples, FL 34109
- Fort Myers: 8290 College Parkway, Unit 201, Fort Myers, FL 33919
Brokered by Domain Realty, a licensed Florida real estate brokerage. Florida Real Estate Commission (FREC) licensed. All agents are licensed Florida real estate professionals.
Where to go next: Bonita Springs homes for sale, all Bonita Springs communities, Bonita Springs golf communities, Bonita Springs gated communities, Bonita Springs condos for sale and current listings.
Sources
Every figure on this page traces to one of the sources below. No real estate portal or other brokerage is cited, by policy. The Southwest Florida MLS (Matrix) supplies the listing and closing figures: Residential, ZIP 34133 to 34135, Active, Pending and Closed 0 to 1,826 days, pulled October 21, 2026; MLS data is by subscription and has no public address. County sale data comes from the Lee County Property Appraiser's sale files, qualified improved sales through September 25, 2026, covering every Highland Woods legal group (Highland Woods Phases 1, II and III, St Andrews Verandas I to VIII, Terrace I to IV at Highland Woods and Heathermoor Golf I to III). Web sources were read October 27 and 28, 2026 unless another date is shown.
Figures on this page
- Lee County Property Appraiser, parcel and sale records
- Lee County Parcels layer, Lee County GIS (taxing district, stories, year built, heated area; October 28, 2026)
- Lee County Property Appraiser, 2025 Taxing District Millage Book (district 017)
- Lee County Property Appraiser, 2025 notice of proposed taxes, sample Verandas condominium
- Lee County Property Appraiser, 2025 notice of proposed taxes, sample single-family home
- Lee County Tax Collector, property taxes
- FEMA National Flood Hazard Layer (60-parcel sample, October 27, 2026)
- FEMA Flood Map Service Center
- OpenFEMA, Individuals and Households Program, housing assistance for owners (ZIP 34135, Ian, Helene and Milton)
- OpenFEMA, disaster declarations summaries (Lee County, 2022 to 2024)
- Lee County evacuation zones layer
- Lee County school proximity zones 2026 to 2027 layer
- USGS The National Map, NAIP Plus imagery (hero image, USDA NAIP frame of February 14, 2023, public domain)
Further reading: Highland Woods Golf and Country Club
- Highland Woods Golf and Country Club
- Highland Woods real estate page
- 2026 Master Association Schedule of Fees
- 2025 Master Association Schedule of Fees
- Rules and Regulations, version 1.10, December 18, 2023
- Online listing details for sales and rentals
- Community map
- Homes for sale by neighborhood
- Rentals
- Our club and renovation history
- Golf information
- Scorecard
- 2025 scorecard
- Practice facilities
- Racquet sports
- Fitness
- Pools
- Bocce
- The Grille Room
- The Woods Pool Cafe
- Hours of operation
- Contact and directions
- Gate access website instructions
Further reading: registrations and condominium records
- Sunbiz, Highland Woods Golf and Country Club, Inc., N95000000818
- Sunbiz, St. Andrews Verandas II Association, Inc., N95000005585
- Sunbiz, St. Andrews Verandas III Association, Inc., N96000003322
- Sunbiz, Terrace II at Highland Woods Association, Inc., N97000000369
- Sunbiz, Terrace III at Highland Woods Association, Inc., N97000002048
- Sunbiz, Terrace IV at Highland Woods Association, Inc., N97000002544
- Florida DBPR, condominium structural integrity reserve study reporting
- Florida DBPR, condominium and cooperative public records extract
- Lee County Clerk of Court, Official Records search
Further reading: Florida law
- Section 553.899, Florida Statutes, mandatory structural inspections for condominium buildings
- Section 718.112, Florida Statutes, bylaws and structural integrity reserve studies
- Section 718.111, Florida Statutes, the association and insurance
- Section 718.116, Florida Statutes, assessments and estoppel certificates
- Section 718.503, Florida Statutes, resale disclosure
- Section 720.30851, Florida Statutes, homeowners' association estoppel certificates
- Section 720.305, Florida Statutes, fines and suspensions
- Section 720.401, Florida Statutes, homeowners' association disclosure summary
- Section 193.155, Florida Statutes, homestead assessment cap
Further reading: schools, roads and nearby
- School District of Lee County, school zones
- School District of Lee County, SchoolSite Locator
- School District of Lee County, Student Enrollment Plan 2026 to 2027
- Florida Department of Education, Lee County school list
- City of Bonita Springs
- City of Bonita Springs, news and road projects
- City of Bonita Springs, Community Development
- Lee County Emergency Management, evacuation zone A
- Southwest Florida International Airport