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What’s Your Highland Woods Home Worth?

What’s Your Highland Woods Home Worth?

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Home › Bonita Springs › Highland Woods › Highland Woods Home Values

By Jesse McGreevy and Marc Comisar, McGreevy and Comisar of Domain Realty.

Updated October 2026

A Highland Woods home is worth what recent sales of its own product support, and Lee County recorded 35 Highland Woods resales at a $410,000 median in the 12 months to September 25, 2026, from Heathermoor's $262,500 median to Summer Greens' $1,100,000. McGreevy and Comisar lead Domain Realty Group, the #5 real estate team in Florida and the #1 real estate team in Bonita Springs in the 2026 RealTrends rankings. Start with our Highland Woods community guide and our Bonita Springs area guide.

Choosing who should value and sell your home? Our guide to the best real estate agents in Bonita Springs lists the criteria we think a seller should use. Call Jesse McGreevy direct at (239) 898-6072 or use the Highland Woods valuation form, and we send the recorded sales behind the number.


What Is a Highland Woods Home Worth in 2026?

A home in Highland Woods is worth what its own product's sales support: in the 12 months to September 25, 2026 Lee County recorded 35 resales at a $410,000 median, from $198,000 at Heathermoor to $1,100,000 in Summer Greens. Your number depends on product, floor, view, condition and the flood zone of your parcel.

Data updated: October 2026 (Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026; Southwest Florida MLS, Development HIGHLAND WOODS, ZIP 34135, closed in the 12 months before July 15, 2026, pulled July 15, 2026; Highland Woods 2026 Master Association Schedule of Fees).

The blended median leans on the Verandas' 16 sales and describes no single product.

The short answer, and why it is a range

Product sets the band, floor and view move you within it, and the flood zone and the neighborhood's reserves shape what a buyer will pay.

Why one number fails here

Condominiums and pool homes sit inside one gate with one club.

Who runs your numbers

Jesse McGreevy, from sales of your product and the documents.


Table of Contents


Why Do Highland Woods Sellers Call McGreevy and Comisar First?

Highland Woods sellers call McGreevy and Comisar first because we value homes on the documents that decide price here: Lee County's recorded sales by product, the July 2026 MLS pull, the club's 2026 fee schedule and the flood map at your parcel. We are the #1 team in Southwest Florida since 2012, with an office minutes north on US 41 in Bonita Springs.

Both partners work every valuation and every listing. The record behind that:

  • Top 1% Real Estate Agents Nationally Since 2008
  • 5 Star Award for Customer Satisfaction for 21 Straight Years. Only 5 out of 21k+ Licensees (Gulfshore Life Magazine)
  • #1 Team in Southwest Florida since 2012
  • McGreevy and Comisar and their Domain Realty Group team have sold over $2.5 Billion in Real Estate
  • McGreevy and Comisar alone have over $900 million in Sales
  • Nationally Recognized Top Producing Realtors
  • Platinum Sales Production Award Winners

RealTrends ranked our team the #5 real estate team in Florida and the #1 real estate team in Bonita Springs for 2026, and as the leaders of Domain Realty Group our team has closed 4,000+ transactions. Our office is at 24031 S Tamiami Trl #101 in Bonita Springs, about three miles north of the Highland Woods gate on US 41.

A Highland Woods specialist

A Highland Woods listing agent has to know that every home carries one Owner Equity membership with no waitlist, that the dues and the capital contribution reset every year, that the community has no CDD, that the Verandas have no elevators and that the flood zone changes from X to AE inside the gate.

Why we group sales by product

The county file labels most Highland Woods sales by condominium name or plat, so we group them by product and street: Summer Greens Drive is single-family, the unnumbered Clarkston Drive addresses are the Villas, and Sunderland and numbered Clarkston addresses are the Verandas.


How Do I Get a Free Highland Woods Home Valuation?

You can get a free Highland Woods home valuation in two steps: the instant estimate in the valuation tool on this page, then a human number from Jesse McGreevy built from recorded comparable sales in your own section of Highland Woods, Bonita Springs, labelled by date and source. There is no obligation, and we never send an automated number alone.

Start with the instant valuation tool

Enter your address in the valuation tool at the top of this page. It returns an automated range in seconds, and it tells us which home to research. Treat it as the start of the conversation, not the answer.

Then get the human number

We send recorded comparables for your product, the MLS context, the club and neighborhood dues a buyer will see, your flood zone and a net sheet. There is no obligation.

What we need from you

Your product and floor, your closing statement, your neighborhood association's budget and reserve information, your roof and window dates, your wind mitigation form and any elevation certificate.

Talk to us before you list

Call Jesse McGreevy direct at (239) 898-6072 or Marc Comisar at (239) 287-5873, or use the Highland Woods valuation form. You are working with Top 1% Real Estate Agents Nationally Since 2008. When you are ready to plan the sale itself, our guide to selling your Highland Woods home covers pricing, marketing, disclosures and costs, and our guide to buying a home in Highland Woods helps if you are moving within the community.


Why Does Our Valuation Beat the Zestimate in Highland Woods?

Our valuation beats an automated estimate such as the Zestimate in Highland Woods because the estimate cannot tell a Veranda from a Villa, see a golf or lake view, read the neighborhood's reserves or know your parcel's flood zone, and those decide a Highland Woods price more than square footage does in Bonita Springs.

Data updated: October 2026 (Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026; Southwest Florida MLS, Development HIGHLAND WOODS, ZIP 34135, closed in the 12 months before July 15, 2026, pulled July 15, 2026; Highland Woods 2026 Master Association Schedule of Fees).

What an estimate reads

Public records and listings, averaged.

What it misses here

Product, floor, view, flood zone and the neighborhood's reserves.

How we reconcile

We show the product comparables behind our number.


How Do We Value a Highland Woods Home?

We price a Highland Woods home from recorded sales of its own product, adjust for floor, view, condition and the flood zone, add the club dues and neighborhood dues a buyer will pay, and check the result against the active listings. The number comes with the sales behind it, from our Bonita Springs office.

Data updated: October 2026 (Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026; Southwest Florida MLS, Development HIGHLAND WOODS, ZIP 34135, closed in the 12 months before July 15, 2026, pulled July 15, 2026; Highland Woods 2026 Master Association Schedule of Fees).

Step one: comparables of your product

We use sales of your product for 12 months, widened to 24 or 36 when thin.

Step two: floor, view and garage

A first-floor Veranda, a golf or lake view and a garage price differently.

Step three: the carry

The club's $13,812.79 for 2026, the $500 minimum and the neighborhood dues, which we obtain before pricing.

Step four: the flood zone

A Zone AE parcel adds a required flood policy for a financed buyer.

Step five: price against the live market

With about 2.7 months of supply in the July pull, price inside the band that is closing.


What Moves a Highland Woods Home's Value Up or Down?

Five things move a Highland Woods home's value most: the product, the floor and view, the flood zone of the parcel, the neighborhood's dues and reserves, and condition. Each can be documented, and we price each from the record for homes in Bonita Springs.

Product

Heathermoor at the entry, Summer Greens at the top.

Floor and view

First-floor Verandas and golf or lake views price higher.

Flood zone

Zone X or Zone AE, by parcel.

Dues and reserves

A well-funded neighborhood prices differently from one facing an assessment.

Condition

Roof, windows and updates.


What Do Recorded Sales Show in Highland Woods?

Recorded sales show Highland Woods product by product: the St. Andrews Verandas 16 sales at a $412,500 median, the Villas 6 at $580,000, Terrace 6 at $317,500, Heathermoor 4 at $262,500 and Summer Greens 3 at $1,100,000, 35 resales in the 12 months to September 25, 2026. These are Lee County deeds for Bonita Springs, not asking prices.

Data updated: October 2026 (Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026; Southwest Florida MLS, Development HIGHLAND WOODS, ZIP 34135, closed in the 12 months before July 15, 2026, pulled July 15, 2026; Highland Woods 2026 Master Association Schedule of Fees).

We pulled every recorded sale for the 798 Highland Woods home parcels for the 12 months to September 25, 2026: 35 sales, no builder-direct sales. The parcel set covers every legal description carrying the Highland Woods, St. Andrews Verandas, Terrace at Highland Woods or Heathermoor Golf name, excluding common elements.

The county record, by window

WindowSalesMedianLowHigh
12 months (2025-09-26 to 2026-09-25)35$410,000$198,000$1,100,000
24 months (2024-09-26 to 2026-09-25)77$415,000$198,000$1,100,000
36 months (2023-09-26 to 2026-09-25)120$427,000$198,000$1,100,000
60 months (2021-09-26 to 2026-09-25)239$420,000$121,000$1,425,000

The 24-month window holds 77 sales at $415,000 and the 36-month window 120 at $427,000, so the latest 12 months sit close to the longer trend.

Condominiums and single-family homes

Of the 35 latest sales, 26 were condominiums at a $396,250 median, from $198,000 to $525,000, and 9 were villas and single-family homes at $695,000, from $400,000 to $1,100,000.

Where the sales landed by price

Price bandRecorded sales, 12 months
Under $200,0001
$200,000 to $299,9993
$300,000 to $399,99910
$400,000 to $499,99910
$500,000 to $749,9998
$750,000 to $999,9991
$1,000,000 and up2

Four sales closed under $300,000, all Heathermoor and Terrace, 10 between $300,000 and $399,999, 10 between $400,000 and $499,999, 8 between $500,000 and $749,999 and 3 at $750,000 or more.

The top and the bottom of the county file

The highest recorded sales were two Summer Greens single-family homes at $1,100,000; Heathermoor closed from $198,000.

Six months against six months

From March 26 to September 25, 2026 the county recorded 14 sales at a $427,500 median against 21 at $407,500 in the prior six months; the product mix differs between the halves.


Are Highland Woods Home Prices Rising or Falling?

Highland Woods prices have held in a narrow range: county calendar medians ran $448,500 in 2023, $429,000 in 2024 and $430,000 in 2025, and the latest six months recorded 14 sales at $427,500 against 21 at $407,500 before. The product mix moves the figure more than price does in Bonita Springs.

Data updated: October 2026 (Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026).

Calendar yearRecorded salesMedianLowHighBuilder-direct (estimate)
201944$191,000$128,000$569,9000
202051$230,000$24,525$695,0000
2021105$232,000$130,000$775,0000
202272$389,500$121,000$1,425,0000
202350$448,500$315,000$950,0000
202439$429,000$310,000$1,015,0000
202540$430,000$225,000$1,100,0000
2026 (to September 25)25$415,000$198,000$1,100,0000

County calendar medians ran $191,000 in 2019, $232,000 in 2021, $389,500 in 2022, $448,500 in 2023, $429,000 in 2024 and $430,000 in 2025; 2026 through September 25 sits at $415,000 on 25 sales.

What the wider windows say

77 sales at $415,000 over 24 months and 120 at $427,000 over 36 months.

Why the mix matters

A half-year with more Heathermoor sales lowers a median without any one home losing value.

Thinking of Selling Your Highland Woods Home This Year?

Highland Woods recorded 35 resales at a $410,000 median in the latest 12 months, from Heathermoor's $262,500 median to Summer Greens' $1,100,000, so the first conversation is your product's own sales. Call Jesse McGreevy direct at (239) 898-6072, request your free Highland Woods home valuation, or read our guide to selling a home in Highland Woods. Buying too? See buying a home in Highland Woods or call Marc at (239) 287-5873.


How Long Does a Highland Woods Home Take to Sell?

A Highland Woods home took a median of 71 days to sell in the Southwest Florida MLS pull of July 15, 2026, an average of 88, at an average 94.0 percent of list price, with 8 active listings and about 2.7 months of supply. We re-read the live MLS the day we price your home in Bonita Springs.

Data updated: October 2026 (Southwest Florida MLS, Development HIGHLAND WOODS, ZIP 34135, closed in the 12 months before July 15, 2026, pulled July 15, 2026; Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026).

What the MLS measured

36 closed sales from $198,000 to $1,100,000, average $484,573, volume $17.4 million; 8 active listings from $259,500 to $425,000, all condominium or Veranda.

Supply

About 2.7 months of supply at the trailing pace on July 15, 2026.

Rentals

Seven active rental listings: annual from about $2,100 a month, off season about $1,600 to $5,500 and in season about $4,900 to $9,500; no closed leases recorded in 12 months.

Why the MLS and county counts differ

The county counted 35 recorded sales to September 25; the MLS counted 36 listings closed in the 12 months to July 15.


Which Highland Woods Sales Are the Best Comparables?

The best comparables for a Highland Woods home are sales of the same product and floor, inside the latest 12 months, widened only when thin. Below are the products and their 12-month results from the Lee County record for Bonita Springs, grouped by street.

Data updated: October 2026 (Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026; Southwest Florida MLS, Development HIGHLAND WOODS, ZIP 34135, closed in the 12 months before July 15, 2026, pulled July 15, 2026; Highland Woods 2026 Master Association Schedule of Fees).

Section (recorded name)Sales, 12 monthsMedian (10+ sales only)LowHigh
St. Andrews Verandas16$412,500$350,000$525,000
Highland Woods Villas6count and range only$400,000$725,000
Terrace6count and range only$250,000$415,000
Heathermoor4count and range only$198,000$325,000
Single-family homes (Summer Greens)3count and range only$925,000$1,100,000

Only the St. Andrews Verandas cleared ten sales, so their $412,500 median rests on the most solid count; the Villas recorded six from $400,000 to $725,000, Terrace six from $250,000 to $415,000, Heathermoor four from $198,000 to $325,000 and Summer Greens three from $925,000 to $1,100,000.

St. Andrews Verandas

16 recorded sales in the 12 months to September 25, 2026 at a median of $412,500, from $350,000 to $525,000.

Highland Woods Villas

6 recorded sales in the 12 months to September 25, 2026, from $400,000 to $725,000. Under ten sales we lead with the count and range; a median on so few sales is a guide, not a trend.

Terrace

6 recorded sales in the 12 months to September 25, 2026, from $250,000 to $415,000. Under ten sales we lead with the count and range; a median on so few sales is a guide, not a trend.

Heathermoor

4 recorded sales in the 12 months to September 25, 2026, from $198,000 to $325,000. Under ten sales we lead with the count and range; a median on so few sales is a guide, not a trend.

Single-family homes (Summer Greens)

3 recorded sales in the 12 months to September 25, 2026, from $925,000 to $1,100,000. Under ten sales we lead with the count and range; a median on so few sales is a guide, not a trend.


How Does Highland Woods Compare With Its Neighbors for a Seller?

Against its golf-community neighbors, Highland Woods' recorded median of $410,000 over the 12 months to September 25, 2026 sits below Spanish Wells' $640,000 and Bonita National's $690,000, using the same Bonita Springs county method for each, because about seven of every ten Highland Woods homes are condominiums.

Data updated: October 2026 (Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026).

The recorded-sale benchmark

CommunityHome parcels matchedRecorded sales, 12 monthsMedianMedian $ per county heated sq ft
Highland Woods79835$410,000$301.43
Bonita National1,458109$690,000$347.63
Spanish Wells1,32969$640,000$293.41

Per square foot, Highland Woods' $301.43 sits above Spanish Wells' $293.41 and below Bonita National's $347.63.

Reading the benchmark

A Highland Woods Veranda competes most directly with Bonita National's Terrace and Veranda condominiums; a Summer Greens home with the single-family homes of either neighbor.

What it cannot tell you

The club dues, the absence of a CDD and the flood zone are not in a per-foot median.


Highland Woods vs Bonita National: Which Buyer Is Your Home For?

A buyer who could buy your Highland Woods home is often also pricing Bonita National in Bonita Springs, where Lee County recorded 109 sales at a $690,000 median against Highland Woods' 35 at $410,000. Knowing which buyer your home is for sets the price.

Data updated: October 2026 (Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026; Highland Woods 2026 Master Association Schedule of Fees; Bonita National 2026 Real Estate Informational Packet; Beach Road Golf Estates CDD FY2026 schedule).

The decision table

What a buyer weighsHighland WoodsBonita National
LocationOff US 41 north of West Terry Street, City of Bonita SpringsEast of I-75, City of Bonita Springs
Home parcels in our county match798 (566 condominium, 232 villa and single-family)1,458 (802 condominium, 656 single-family)
Recorded sales, 12 months to September 25, 202635 at a $410,000 median, all resales109 at a $690,000 median, all resales
Median per square foot of county heated area$301.43$347.63
Built1996 to 20012015 to 2022
GolfBundled equity: one Owner Equity membership on every home, no waitlistBundled by deed: 866 golf-deeded homes, the rest social
Club and master charges, 2026$13,812.79 club dues plus a $500 food and beverage minimum$5,841 master lines on every home, $3,948 more for golf
Buyer's one-time charge$10,000 capital contribution$4,000 HOA capital contribution, plus $5,000 on a golf-deeded home
District on the tax billNoneBeach Road Golf Estates CDD, $1,261.16 to $2,192.85 for FY2026
FloodMostly shaded Zone X, Zone AE along the northern drainage corridor and lakesFEMA Zone X

What a Highland Woods seller should lead with

Immediate equity golf on every home, no CDD, a US 41 address close to shopping and the beach, and a lower entry price. A Bonita National buyer may lead with newer construction and a Zone X map.

Which fits which buyer's priorities

A home in Highland Woods fits a buyer whose priorities are equity golf on every home, no district line and an established club near US 41. A home in Bonita National fits a buyer whose priorities are newer construction and a choice of golf or social deed. Each fits a different list of priorities.


What Will a Buyer Pay to Own Your Highland Woods Home?

A Highland Woods buyer pays the club's dues, $13,812.79 for 2026, a $500 food and beverage minimum, the neighborhood association's dues, which vary and are not published community-wide, and City of Bonita Springs and county taxes with no CDD line. Every home pays the same club dues, from Heathermoor to Summer Greens.

Data updated: October 2026 (Highland Woods 2025 and 2026 Master Association Schedules of Fees).

Dues component20252026
Operating and Maintenance Fund$8,616.47$10,020.45
Replacement Reserve Fund$950.00$2,500.00
Golf Course Improvement Fund$75.00$75.00
Palmetto Reserve Fund$90.00$90.00
Bulk cable and internet$1,083.89$1,127.34
Total annual dues$10,815.36$13,812.79

What changed for 2026

Total dues rose about 28 percent, led by the operating fund and the replacement reserve, which went from $950 to $2,500, according to the two schedules.

The neighborhood dues

Each condominium and villa association sets its own budget; the estoppel and the association's budget state the current figure.

No district line

Highland Woods has no CDD, so no bond assessment appears on the tax bill.

The one-time charges

The buyer pays the $10,000 capital contribution for 2026, up from $6,500 in 2025, and the estoppel fee, on separate checks at closing.


How Does the Bundled Equity Club Show Up in a Highland Woods Price?

The club membership comes with every Highland Woods home at the same dues, so it supports every price equally and makes the entry condominiums one of the lower-cost ways to own an equity golf membership in Bonita Springs. What differs between homes is the product, the neighborhood dues and the flood zone.

Data updated: October 2026 (Highland Woods 2026 Master Association Schedule of Fees; Rules and Regulations v1.10; club pages as cited on our Highland Woods guide).

One membership type

The Rules and Regulations say there is one type of membership, Owner Equity Members, entitled to use all of the club's facilities.

How it conveys

After closing the buyer's deed and the capital contribution and estoppel checks go to the Admin Office, and the club activates the membership within 24 to 48 hours, under the 2026 schedule.

The amenities

Seven heated pools, four lighted tennis courts, six pickleball courts, a three-court bocce complex and a 24-hour fitness center, according to the club's pages.


What Disclosures Does a Highland Woods Seller Owe?

A Highland Woods seller owes a flood disclosure at or before contract, disclosure of known defects that materially affect value, the property tax disclosure in the contract and, depending on the home, either the homeowners' association disclosure summary under section 720.401 or the condominium resale documents under section 718.503. Your closing agent confirms which apply.

Data updated: October 2026 (Florida Statutes 720.401, 718.503, 689.302, 689.261, 553.79, 720.30851 and 718.116 read October 2026; Lee County Clerk recorded declarations; Florida Division of Corporations records).

This is general information, not legal advice. Your closing agent or real estate attorney confirms which duties apply to your parcel, and several of them carry a cancellation right for the buyer if they are missed, so we gather the documents before anyone signs.

The fork: chapter 720 for houses, chapter 718 for condominiums

Highland Woods sits under two regimes. Its 566 condominium units, the Heathermoor, Terrace and St. Andrews Verandas associations, are governed by chapter 718, so a seller there delivers the section 718.503 package. The Highland Woods Villas and the Summer Greens single-family homes are platted lots under the master declaration, where section 720.401 is the likely regime. Every home carries the master declaration and the club. We state the fork and let your closing agent confirm your parcel.

The section 720.401 disclosure summary

For a lot or house in a community with a mandatory homeowners' association, the prospective buyer must be presented with the disclosure summary before executing the contract, and on a resale the parcel owner supplies it (section 720.401). The contract must carry a conspicuous clause making it voidable if the summary was not provided first, and the buyer may void by written notice within 3 days after receiving the summary or before closing, whichever occurs first. That right cannot be waived and ends at closing. Section 720.401 does not apply to associations governed by chapters 718, 719, 721 or 723.

The master declaration, recorded June 26, 1995 at OR Book 2612, Pages 3397 to 3485, ties one Owner Equity club membership to every home, and the club collects a one-time capital contribution from the buyer at closing, $10,000 for 2026.

The condominium resale package under section 718.503

For a condominium unit, the owner provides the declaration, articles, bylaws and rules, the annual financial statement and budget, the inspection and structural integrity reserve study records where they exist and the state's question and answer sheet, at the owner's expense (section 718.503). The contract carries either an acknowledgment that the buyer received them more than seven days before signing or a clause letting the buyer cancel within seven days after signing, and a waiver of that right is void.

The flood disclosure under section 689.302

Section 689.302 requires a seller of residential property to give the buyer a flood disclosure at or before the contract is signed. It asks whether the seller knows of flooding that damaged the property during ownership, whether a flood insurance claim was filed and whether the seller received federal flood-damage assistance. The duty does not depend on the FEMA zone. In Highland Woods that matters because the entrance and the southern and central pods map shaded Zone X while the northern interior near the drainage corridor and lakes maps Zone AE with a 9-foot base flood elevation.

Known defects: the Johnson v. Davis duty

The Florida Supreme Court held in Johnson v. Davis (1985) that a home seller must disclose known facts that materially affect the property's value and are not readily observable to the buyer. For a Highland Woods home that can include past water intrusion, a roof or window leak, an unapproved exterior change, an unpermitted enclosure or an open permit. When in doubt, disclose, and put it in writing.

Property taxes: the buyer should not rely on the seller's bill

Section 689.261 requires the contract to carry a property tax disclosure summary warning the buyer not to rely on the seller's current taxes, because a change of ownership or improvements can reset the assessment. A seller's homestead exemption and Save Our Homes cap end with the seller's ownership. Highland Woods has no community development district, so its tax bill carries only the standard countywide, city and regional millage, according to the 2025 tax bill our Highland Woods guide read.

Open permits

Section 553.79 bars a local building agency from penalizing an arm's-length buyer because a previous owner's permit was never closed, and lets an owner close a permit with a different licensed contractor. It does not stop a lender, title underwriter or buyer from requiring the permit to be closed before closing, so we check the City of Bonita Springs permit record before listing.

The estoppel certificate

Section 720.30851 governs the homeowners' association estoppel certificate and section 718.116 the condominium certificate. The statutes set a $250 base fee, and the Department of Business and Professional Regulation's current adjusted caps are $299 for the certificate, $119 more for expedited delivery within 3 business days and $179 more if the account is delinquent; the association's actual fee can be lower. A Highland Woods sale needs the club's estoppel, $250 to $450 with $100 to update and $100 to expedite under the 2026 schedule, plus the neighborhood association's for a condominium or villa.


How Do Flood Zone and Insurance Affect a Highland Woods Price?

Flood zone and insurance move a Highland Woods price because the zone changes inside the gate: a Zone X home carries no federal flood mandate while a Zone AE home's financed buyer must buy flood insurance, and a condominium's master policy and deductible shape what a Bonita Springs buyer and lender accept.

Data updated: October 2026 (Lee County Property Appraiser flood zones service and FEMA National Flood Hazard Layer, FIRM panel 12071C0656G effective November 17, 2022, read October 2026; Lee County evacuation zones; City of Bonita Springs CRS page; National Hurricane Center Ian report; Citizens flood page).

Address by address

Point queries of the county's flood layer return shaded Zone X across the entrance and the southern and central pods and Zone AE, base flood elevation 9 feet, with a floodway band on the northeast edge, on the maps effective November 17, 2022.

Evacuation

Lee County maps Highland Woods in evacuation Zone A, the first to evacuate.

The discount

The City of Bonita Springs holds Community Rating System Class 5, a 25 percent discount on NFIP premiums.

The storm record, stated carefully

Hurricane Ian made landfall as a category 4 storm at Cayo Costa on September 28, 2022, with coastal inundation of 8 to 12 feet in the Bonita Springs area, according to the National Hurricane Center. We describe your home's record through the flood disclosure.

Insurance: the structure, not the premium

We print no premiums. We point to the elevation certificate for an AE home, the wind mitigation form and, for a condominium, the master policy and deductible.


What Does It Cost to Sell a Home in Highland Woods?

In Lee County the seller customarily pays the owner's title policy and the deed's documentary stamp tax of $0.70 per $100 of price, and the contract controls. On a Highland Woods $410,000 sale that is $2,870 in stamps and about $2,125 in title premium. Commission, estoppel and prorations come on top and are agreed in writing.

Data updated: October 2026 (Florida Statutes section 201.02; Florida Administrative Code rule 69O-186.003; our Florida cost-of-selling reference, 2026; Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026).

Statutory and fee costs at three Highland Woods price points

ItemHeathermoor median ($262,500)Community median ($410,000)Villas median ($580,000)
Documentary stamp tax at $0.70 per $100$1,837.50$2,870.00$4,060.00
Owner's title premium (promulgated rate)$1,387.50$2,125.00$2,975.00
Subtotal of the two fixed items$3,225.00$4,995.00$7,035.00

These are statutory and promulgated amounts computed on the recorded medians as illustrations, not quotes for your home. The commission, the estoppel, the municipal lien search, the settlement fee, the title search and any proration are separate and are agreed in writing. The club's annual dues, $13,812.79 for 2026, billed by October 31 and due January 1, are prorated between seller and buyer on the estoppel.

Documentary stamp tax

Florida charges $0.70 per $100 of consideration on the deed, rounded up to the next $100 (section 201.02). In Lee County the seller customarily pays it, and the contract controls.

Title insurance: the premium is fixed, the payer is negotiated

Florida sets the owner's policy premium by rule: $5.75 per $1,000 of coverage up to $100,000, $5.00 per $1,000 from $100,000 to $1,000,000, $2.50 per $1,000 from $1,000,000 to $5,000,000 and $2.25 per $1,000 from $5,000,000 to $10,000,000. In Lee County the seller customarily selects the closing agent and pays for the owner's policy. That is custom, not law, and the contract controls.

Association charges at closing

The club's 2026 schedule collects the $10,000 capital contribution from the buyer at closing on a separate check, and the estoppel fee of $250 to $450 on a separate check; the buyer also assumes the seller's unspent $500 food and beverage balance for the year. The neighborhood association's estoppel is capped by statute at $299 for a current account.

County property tax at closing

Florida property taxes run on the calendar year and are paid in arrears in November, so at a closing before the bill is paid the seller credits the buyer for the seller's days of ownership. Highland Woods is inside the City of Bonita Springs with no CDD line, so the title company prorates the city, county and school bill on the actual figures. The title company prorates on the actual figures.

Capital gains and portability

Capital gains on a home sale are a federal tax question, and the IRS explains the exclusion for a main home in Publication 523. If you will buy another Florida homestead, portability can move up to $500,000 of your Save Our Homes difference to the new home if you establish it within three years of January 1 of the year you gave up the old one; in Lee County you file with the Property Appraiser. A seller who is a foreign person should also ask the closing agent about FIRPTA withholding. Confirm all three with your tax adviser before you list.

How to read the cost stack as a seller

Fixed items are fixed, negotiated items are negotiated and unpublished items are obtained in writing. We give you a net sheet at the price we recommend and at two prices below it, so the number you plan on is the number you net.


Want a Free In-Person CMA for Your Highland Woods Home?

Yes, and it is free: Jesse McGreevy walks your Highland Woods home, reads its condition, view and upgrades, and returns a written comparative market analysis built from Lee County recorded sales and the Southwest Florida MLS for your own section, with a net sheet at three prices. It is the step after the instant estimate in Bonita Springs.

What the CMA contains

The comparable sales by date, price and size, the active competition, the adjustments we made and why, the charges a buyer will carry and a net sheet. Every figure is labelled with its source and date.

How long it takes

Usually two to three business days after the walk-through, sooner if you are on a deadline. Call Jesse McGreevy direct at (239) 898-6072 to schedule.

What it costs

Nothing, and there is no obligation to list. It comes from Top 1% Real Estate Agents Nationally Since 2008. If you decide to sell, see our guide to selling your Highland Woods home.


Frequently Asked Questions, Seller Edition: Highland Woods Home Values

These are the valuation questions Highland Woods owners ask us most, answered from Lee County's recorded sales, the Southwest Florida MLS where we hold a dated pull, the association's own documents and Florida law. For a number on your own home, call Jesse McGreevy at (239) 898-6072.

Data updated: October 2026 (Lee County Property Appraiser public roll and recorded sales, our analysis, September 26, 2025 to September 25, 2026, newest recorded sale September 25, 2026; Southwest Florida MLS, Development HIGHLAND WOODS, ZIP 34135, closed in the 12 months before July 15, 2026, pulled July 15, 2026; Highland Woods 2026 Master Association Schedule of Fees and Rules and Regulations v1.10 as cited on our Highland Woods guide; Florida Statutes read October 2026).

How much is my Highland Woods home worth?

Your value comes from recorded sales of comparable homes in your section. Condominiums, the Heathermoor, Terrace and St. Andrews Verandas units, recorded 26 sales at a $396,250 median, and villas and single-family homes 9 at $695,000, so read the product first. Start with the instant tool on this page, then ask Jesse McGreevy for the human number at (239) 898-6072.

How accurate is an online estimate for a Highland Woods home?

An automated estimate reads public records and listings, but it cannot see view, condition, renovations, membership type or which section a home sits in, and those move Highland Woods prices more than square footage does. Treat it as a starting range and check it against recorded comparables.

How do you value a Highland Woods home?

We start from recorded sales in the same section for the latest 12 months, widen the window when a section is thin, adjust for size, position, condition and upgrades, add the charges a buyer will carry and test the result against the active competition.

Are Highland Woods home prices going up or down?

County calendar medians ran $232,000 in 2021, $389,500 in 2022, $448,500 in 2023, $429,000 in 2024 and $430,000 in 2025, and $415,000 for 2026 through September 25.

What is the price per square foot in Highland Woods?

The median was $301.43 per square foot of county heated area for the 35 recorded sales from September 26, 2025 to September 25, 2026. Condominiums pull the community figure; product medians run from Heathermoor's $262,500 to $1,100,000 for the Summer Greens single-family homes.

How long does a Highland Woods home take to sell?

Our Southwest Florida MLS pull of July 15, 2026 showed 36 Highland Woods sales over the prior 12 months at a median of 71 days on market, an average of 88, and an average 94.0 percent of list price.

What do Highland Woods homes sell for compared with list price?

The July 15, 2026 MLS pull showed an average 94.0 percent of list price on the 36 sales it returned.

What is the most expensive home sold in Highland Woods recently?

The highest recorded sales in the 12 months to September 25, 2026 were two Summer Greens single-family homes at $1,100,000.

What is the least expensive way into Highland Woods?

Heathermoor recorded sales from $198,000 in the latest 12 months.

Does a renovation raise my Highland Woods home's value?

It can, when buyers in your section pay for it: impact glass, a newer roof and air conditioning and an updated kitchen are the upgrades that show up in comparable sales. We price the upgrades you have against sales that had them, not against a remodel budget.

Is the free valuation really free?

Yes. The instant estimate, the human number and the in-person comparative market analysis cost nothing and carry no obligation to list.

How often should I revalue my Highland Woods home?

Once a year is enough for most owners, and before any decision to sell, refinance, insure or appeal an assessment. Recorded prices in a section can move in a single season.

Does the county's just value equal market value in Highland Woods?

No. The Lee County Property Appraiser's just value is set as of January 1 for tax purposes and lags the market, and a homestead's assessed value is capped. Neither is a sale price, and a buyer's lender orders its own appraisal.

What is the median home price in Highland Woods?

Lee County recorded 35 Highland Woods sales from September 26, 2025 to September 25, 2026 at a median of $410,000, from $198,000 to $1,100,000, or $301.43 per square foot of county heated area. Condominiums, the Heathermoor, Terrace and St. Andrews Verandas units, recorded 26 sales at a $396,250 median, and villas and single-family homes 9 at $695,000, so read the product first.

How many homes are in Highland Woods?

The county roll ties 798 home parcels to Highland Woods in our match, 566 condominium units and 232 villas and single-family homes; the club counts 799 residences.

What does it cost each year to own in Highland Woods?

Three layers: the club's dues, $13,812.79 for 2026, plus the $500 food and beverage minimum, the neighborhood association's dues, which vary and are not published community-wide, and city and county taxes with no CDD line.

Is there a CDD or special district in Highland Woods?

No. Highland Woods has no community development district; the 2025 tax bill our Highland Woods guide read carried no CDD line and no CDD assessment.

What flood zone is Highland Woods in?

It depends on the address: the entrance and the southern and central pods map shaded Zone X, and the northern interior near the drainage corridor and lakes maps Zone AE with a 9-foot base flood elevation, on the maps effective November 17, 2022. Lee County maps the community in evacuation Zone A.

Who pays title insurance in Highland Woods?

In Lee County the seller customarily selects the closing agent and pays for the owner's title policy, at the premium the state sets by rule, and a financed buyer pays for the lender's policy. That is custom, not law, and the contract controls.

What are the leasing rules in Highland Woods?

The minimum lease is 30 consecutive days, an owner may transfer club privileges to a tenant no more than 12 times a year with the general manager's approval and a tiered fee, and neighborhood documents may set a longer minimum, under the Rules and Regulations.

What schools serve Highland Woods?

Bonita Springs Middle Center for the Arts sits on West Terry Street next to the entrance and Bonita Springs High School serves the high school grades; Spring Creek and Bonita Springs Elementary are in the elementary choice zone, according to our Highland Woods guide's reading of the district's 2026 to 2027 plan. Families rank schools and a lottery assigns seats.

How much are property taxes in Highland Woods?

Highland Woods is in the City of Bonita Springs, so the bill carries city, county and school millage with no CDD line.

Does a Highland Woods seller have to give a homeowners' association disclosure?

A condominium seller delivers the section 718.503 package with a seven-day review right; a villa or single-family seller supplies the section 720.401 summary before the contract. Every seller gives the section 689.302 flood disclosure.

What is a St. Andrews Veranda worth?

The Verandas recorded 16 sales from $350,000 to $525,000 at a $412,500 median in the 12 months to September 25, 2026.

What is a Highland Woods Villa worth?

The Villas recorded 6 sales from $400,000 to $725,000 at a $580,000 median in the latest 12 months.

What is a Heathermoor or Terrace condominium worth?

Heathermoor recorded 4 sales from $198,000 to $325,000 and Terrace 6 from $250,000 to $415,000 in the latest 12 months.

What is a Summer Greens home worth?

Three Summer Greens single-family homes recorded sales from $925,000 to $1,100,000 in the 12 months to September 25, 2026.

Does the club membership add value?

Every home carries the same membership, so it supports all prices equally rather than separating them.

Does the 2026 dues increase lower Highland Woods values?

It raises every owner's carry equally, which buyers weigh against the absence of a CDD; the replacement reserve that drove part of it funds future projects.

Does a garage add value in Highland Woods?

A Villa's attached garage and a Veranda's detached garage are part of why those products price above the carport condominiums.

Does a Zone AE parcel lower value?

It adds a required flood policy for a financed buyer, which the buyer weighs in the carry.


What Highland Woods Sellers Say About Working With Us

McGreevy and Comisar are a top-reviewed Southwest Florida listing team, with the Gulfshore Life Five Star award for customer satisfaction for 21 straight years. The reviews below are quoted exactly as clients wrote them, each labelled with the site where it was posted.

★★★★★ "Marc and his team proved to be extremely helpful in all regards. I would highly reccomend him to others looking to buy or sell homes in bonita springs or estero." Verified Zillow review

★★★★★ "Marc was involved in selling and buying our homes. Very courteous and professional. He was very prompted in any questions or issues that arose, but most of all looked out for our best interest. He is one of the few real estate agents that we would recommend" Verified Zillow review

★★★★★ "Mark Comisar was great to work with! He was very knowledgeable in our area & made selling our house such an easy process! He always answered our calls or returned them in a very timely manner! We were also very happy with the money we made on the sale! We would highly recommend Mark to anyone selling their house. He will not disappoint!!" Verified Zillow review

When you value your home with Top 1% Real Estate Agents Nationally Since 2008, the partner who prices it is the partner at your closing. Call Jesse McGreevy direct at (239) 898-6072 for your valuation.


Downloadable Documents

Every document behind the rules and figures in this Highland Woods guide is public. These are the ones a seller actually uses, each linked to the issuing authority's own copy, so you read the current version.

DocumentPublisherWhy it mattersLink
2026 Master Association Schedule of FeesHighland Woods Golf and Country ClubDues, capital contribution, estoppel and food and beverage minimumOpen the 2026 schedule
2025 Master Association Schedule of FeesHighland Woods Golf and Country ClubThe prior year's figures for comparisonOpen the 2025 schedule
Rules and Regulations v1.10Highland Woods Golf and Country ClubMembership, leasing transfers and community rulesOpen the rules
Declaration of Covenants, Conditions and RestrictionsLee County Clerk of CourtThe master declaration, OR Book 2612, Page 3397Open the declaration
Community mapHighland Woods Golf and Country ClubNeighborhoods, pools and the courseOpen the map
FIRM panel 12071C0656G, effective November 17, 2022Federal Emergency Management AgencyThe flood panel covering the communityOpen the panel layer
Section 720.401, homeowners' association disclosure summaryFlorida LegislatureThe pre-contract disclosure a house or lot seller suppliesOpen section 720.401
Section 718.503, condominium resale disclosureFlorida LegislatureThe package a condominium seller deliversOpen section 718.503
Section 689.302, flood disclosureFlorida LegislatureThe flood form due at or before contractOpen section 689.302
Section 689.261, property tax disclosure summaryFlorida LegislatureThe tax warning every residential contract carriesOpen section 689.261
Section 720.30851, homeowners' association estoppel certificatesFlorida LegislatureWhat the estoppel must stateOpen section 720.30851
Estoppel certificate fee scheduleFlorida Department of Business and Professional RegulationThe current estoppel fee capsOpen the DBPR schedule
FEMA Flood Map Service CenterFederal Emergency Management AgencyThe flood zone for a single addressOpen the map center
Hurricane Ian Tropical Cyclone ReportNational Hurricane CenterThe storm record near Bonita SpringsOpen the report
Flood insurance requirementCitizens Property InsuranceThe January 1, 2027 flood coverage ruleOpen the Citizens page
Uniform Mitigation Verification Inspection Form OIR-B1-1802Florida Office of Insurance RegulationThe wind mitigation form that supports insurance creditsOpen the form
2026 Taxing District Millage Book (final)Lee County Property AppraiserThe millage behind the tax prorationOpen the millage book
Publication 523, selling your homeInternal Revenue ServiceThe federal home-sale gain exclusion rulesOpen Publication 523

Sources and Authoritative References

Every figure on this page traces to one of the sources below. County sales figures are our analysis of the Lee County Property Appraiser roll and sale file; association, club and district statements are attributed to the body that published them.

Highland Woods club, association and county records

  1. Highland Woods Golf and Country Club, official site: https://www.hwgcc.com/ (read October 2026)
  2. Highland Woods Golf and Country Club, real estate page and management roster: https://www.hwgcc.com/real-estate (read October 2026)
  3. Highland Woods Golf and Country Club, 2026 Master Association Schedule of Fees: https://www.hwgcc.com/documents/20124/291310/Estoppel+Info+2026.pdf/600cd9a6-2d92-aa80-152c-7dc907705c49 (read October 2026)
  4. Highland Woods Golf and Country Club, 2025 Master Association Schedule of Fees: https://www.hwgcc.com/documents/20124/0/Estoppel%20Info%202025%283%29.pdf/593b2404-ef0f-d7a3-ca45-e806e1972fab (read September 2026)
  5. Highland Woods Golf and Country Club, Rules and Regulations v1.10, December 18, 2023: https://www.hwgcc.com/documents/20124/0/Rules%20%26%20%20Regs%20version%201.10%20%20%20%2012.18.2023%282%29.pdf/273cfb35-8330-3af9-19bd-3e8e6866e502 (read September 2026)
  6. Highland Woods Golf and Country Club, community map: https://www.hwgcc.com/documents/20124/0/Community%20Map-2%281%29.pdf/5ddb5913-ee90-b801-b1d3-a5d2f6da8f45 (read September 2026)
  7. Highland Woods Golf and Country Club, 2025 scorecard: https://www.hwgcc.com/documents/20124/221608/2025+Scorecard+Final+PDF.pdf (read September 2026)
  8. Highland Woods Golf and Country Club, pools: https://www.hwgcc.com/pools (read September 2026)
  9. Highland Woods Golf and Country Club, racquet sports: https://www.hwgcc.com/racquetsports (read September 2026)
  10. Highland Woods Golf and Country Club, fitness: https://www.hwgcc.com/fitness (read September 2026)
  11. Highland Woods Golf and Country Club, bocce: https://www.hwgcc.com/bocce (read September 2026)
  12. Highland Woods Golf and Country Club, Grille Room: https://www.hwgcc.com/grille-room (read September 2026)
  13. Highland Woods Golf and Country Club, dining room: https://www.hwgcc.com/dining-room (read September 2026)
  14. Highland Woods Golf and Country Club, The Woods pool cafe: https://www.hwgcc.com/the-woods-pool-cafe (read September 2026)
  15. Highland Woods Golf and Country Club, around the club: https://www.hwgcc.com/around-the-club (read September 2026)
  16. Highland Woods Golf and Country Club, hours of operation: https://www.hwgcc.com/hours-of-operation (read September 2026)
  17. Lee County Clerk of Court, Declaration of Covenants, Conditions and Restrictions, OR Book 2612, Page 3397: https://or.leeclerk.org/LandMarkWeb/Document/GetDocumentByBookPage/?booktype=OR&booknumber=2612&pagenumber=3397 (read September 2026)
  18. Lee County Clerk of Court, Plat Book 59, Page 95: https://or.leeclerk.org/LandMarkWeb/Document/GetDocumentByBookPage/?booktype=P&booknumber=59&pagenumber=95 (read September 2026)
  19. Lee County Clerk of Court, Plat Book 57, Page 1: https://or.leeclerk.org/LandMarkWeb/Document/GetDocumentByBookPage/?booktype=P&booknumber=57&pagenumber=1 (read September 2026)
  20. Florida Division of Corporations, Highland Woods Golf and Country Club, Inc., N95000000818: https://search.sunbiz.org/Inquiry/CorporationSearch/SearchResultDetail?inquirytype=EntityName&directionType=Initial&searchNameOrder=HIGHLANDWOODSGOLFCOUNTRYCLUB%20N950000008180&aggregateId=domnp-n95000000818-984d7e18-f125-41e5-a3c9-cde1869d83aa&searchTerm=Highland%20Woods (read September 2026)
  21. Lee County Property Appraiser, flood zones service: https://gissvr.leepa.org/gissvr/rest/services/HazardsFloodZones/MapServer/3 (read September 2026)
  22. Federal Emergency Management Agency, National Flood Hazard Layer, FIRM panel 12071C0656G effective November 17, 2022: https://hazards.fema.gov/arcgis/rest/services/public/NFHL/MapServer/3 (read October 2026)
  23. Lee County Property Appraiser, flood zones service, FIRM panels layer: https://gissvr.leepa.org/gissvr/rest/services/HazardsFloodZones/MapServer/0 (read October 2026)
  24. Lee County, Flood Insurance Study volume 1: https://www.leegov.com/dcd/Documents/Flood/FIS/12071CV001D.pdf (read September 2026)
  25. City of Bonita Springs, flood protection information: https://www.cityofbonitasprings.org/services___departments/communications_department/emergency_resources/flood_protection_information (read September 2026)
  26. City of Bonita Springs, East Terry Street improvements: https://www.cityofbonitasprings.org/services___departments/public_works/east_terry_street_improvements (read September 2026)
  27. FDOT District One, project 444321-1, US 41 at Bonita Beach Road: https://www.swflroads.com/project/444321-1 (read September 2026)
  28. FDOT District One, project 435110-1, Old 41: https://www.swflroads.com/project/435110-1 (read September 2026)
  29. Section 627.714, Florida Statutes (condominium unit owner loss assessment coverage), Florida Legislature: https://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0600-0699/0627/Sections/0627.714.html (read October 2026)
  30. Bonita Springs Middle Center for the Arts, School District of Lee County: https://bnm.leeschools.net/ (read September 2026)
  31. Bonita Springs High School, School District of Lee County: https://bnh.leeschools.net/ (read September 2026)
  32. Southwest Florida MLS, Development HIGHLAND WOODS, ZIP 34135, closed in the 12 months before July 15, 2026, pulled July 15, 2026 (our pull from the Matrix system).

City, county, school and civic records

  1. Coconut Point Emergency Department, Lee Health: https://www.leehealth.org/locations/find-a-location/coconut-point-emergency-department (read October 2026)
  2. Emergency Services, NCH Healthcare System: https://nchmd.org/services/emergency-services/ (read October 2026)
  3. Gulf Coast Medical Center, Lee Health: https://www.leehealth.org/locations/find-a-location/gulf-coast-medical-center (read October 2026)
  4. Bonita Community Health Center, Lee Health: https://www.leehealth.org/locations/find-a-location/bonita-community-health-center (read October 2026)
  5. School Zones (2026-2027 plan), School District of Lee County: https://www.leeschools.net/student_enrollment/school_zones (read October 2026)
  6. School zone lookup (Lee County 26-27), School District of Lee County: https://www.schoolsitelocator.com/apps/leecounty/ (read October 2026)
  7. Little Hickory Island Beach Park, Lee County Parks and Recreation: https://www.leegov.com/parks/beaches/littlehickory (read October 2026)
  8. Barefoot Beach Preserve, Collier County Parks: https://www.collierparks.com/Parks-and-Beaches/Beaches/Barefoot-Beach-Preserve (read October 2026)
  9. Projects of Interest (active cases), City of Bonita Springs Community Development: https://cityofbonitaspringscd.org/resources/Projects_of_Interest.html (read October 2026)
  10. Know Your Zone, Lee County Emergency Management: https://www.leegov.com/publicsafety/emergencymanagement/plan/knowyourzone (read October 2026)
  11. 2025-26 School Grades (as of September 1, 2026), Florida Department of Education: https://www.fldoe.org/file/18534/SchoolGrades26.xlsx (read October 2026)

Florida statutes, rules and federal references

  1. Section 720.401, Florida Statutes (homeowners' association disclosure summary), Florida Legislature: https://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0700-0799/0720/Sections/0720.401.html (read October 2026)
  2. Section 718.503, Florida Statutes (condominium resale disclosure), Florida Legislature: https://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0700-0799/0718/Sections/0718.503.html (read October 2026)
  3. Section 689.302, Florida Statutes (flood disclosure), Florida Legislature: https://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0600-0699/0689/Sections/0689.302.html (read October 2026)
  4. Section 689.261, Florida Statutes (property tax disclosure summary), Florida Legislature: https://www.leg.state.fl.us/Statutes/index.cfm?App_mode=Display_Statute&URL=0600-0699/0689/Sections/0689.261.html (read October 2026)
  5. Section 553.79, Florida Statutes (permits and open permits), Florida Legislature: https://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0500-0599/0553/Sections/0553.79.html (read October 2026)
  6. Section 201.02, Florida Statutes (documentary stamp tax on deeds), Florida Legislature: https://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0200-0299/0201/Sections/0201.02.html (read October 2026)
  7. Documentary Stamp Tax, Florida Department of Revenue: https://floridarevenue.com/taxes/taxesfees/Pages/doc_stamp.aspx (read October 2026)
  8. Rule 69O-186.003, Florida Administrative Code (title insurance premium rates), Florida Department of State: https://flrules.org/gateway/ruleNo.asp?id=69O-186.003 (read October 2026)
  9. Section 720.30851, Florida Statutes (homeowners' association estoppel certificates), Florida Legislature: http://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0700-0799/0720/Sections/0720.30851.html (read October 2026)
  10. Section 718.116, Florida Statutes (condominium assessments and estoppel), Florida Legislature: http://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0700-0799/0718/Sections/0718.116.html (read October 2026)
  11. Estoppel certificate fee schedule, Florida Department of Business and Professional Regulation: https://www2.myfloridalicense.com/lsc/documents/ESTOPPEL_CERTIFICATE_FEES.pdf (read October 2026)
  12. Johnson v. Davis, 480 So. 2d 625 (Fla. 1985), Florida Supreme Court: https://law.justia.com/cases/florida/supreme-court/1985/65330-0.html (read October 2026)
  13. Publication 523, Selling Your Home, Internal Revenue Service: https://www.irs.gov/publications/p523 (read October 2026)
  14. Withholding on foreign persons selling U.S. real property (FIRPTA), Internal Revenue Service: https://www.irs.gov/individuals/international-taxpayers/FIRPTA-withholding (read October 2026)
  15. Portability of the Save Our Homes benefit, Lee County Property Appraiser: https://www.leepa.org/Exemption/Portability.aspx (read October 2026)
  16. What the NAR Settlement Means for Home Buyers and Sellers, National Association of REALTORS: https://www.nar.realtor/the-facts/what-the-nar-settlement-means-for-home-buyers-and-sellers (read October 2026)
  17. Real Estate Property Taxes, Lee County Tax Collector: https://www.leetc.com/property-taxes/ (read October 2026)
  18. Requirements for recording deeds, Lee County Clerk of Court: https://www.leeclerk.org/departments/official-records-services/record-a-document/requirements-for-recording-deeds-1663 (read October 2026)
  19. 2026 Taxing District Millage Book (final, printed October 9, 2026), Lee County Property Appraiser: https://www.leepa.org/TaxRoll/Millage%20Books/2026%20Taxing%20District%20Millage%20Book.pdf (read October 2026)
  20. FEMA Flood Map Service Center, Federal Emergency Management Agency: https://msc.fema.gov/portal/home (read October 2026)
  21. National Flood Hazard Layer (live service), Federal Emergency Management Agency: https://hazards.fema.gov/arcgis/rest/services/public/NFHL/MapServer (read October 2026)
  22. Tropical Cyclone Report, Hurricane Ian, National Hurricane Center: https://www.nhc.noaa.gov/data/tcr/AL092022_Ian.pdf (read October 2026)
  23. Tropical Cyclone Report, Hurricane Irma, National Hurricane Center: https://www.nhc.noaa.gov/data/tcr/AL112017_Irma.pdf (read October 2026)
  24. Tropical Cyclone Report, Hurricane Helene, National Hurricane Center: https://www.nhc.noaa.gov/data/tcr/AL092024_Helene.pdf (read October 2026)
  25. Tropical Cyclone Report, Hurricane Milton, National Hurricane Center: https://www.nhc.noaa.gov/data/tcr/AL142024_Milton.pdf (read October 2026)
  26. FEMA Community Rating System page (Class 5, 25 percent), City of Bonita Springs: https://www.cityofbonitasprings.org/FEMACRS (read October 2026)
  27. FEMA Flood Zone Information (50 percent rule), City of Bonita Springs Community Development: https://cityofbonitaspringscd.org/resources/FEMA_Flood_Zone_Information.html (read October 2026)
  28. Flood insurance requirement, Citizens Property Insurance: https://www.citizensfla.com/flood (read October 2026)
  29. Uniform Mitigation Verification Inspection Form OIR-B1-1802, Florida Office of Insurance Regulation: https://www.floir.com/docs-sf/default-source/property-and-casualty/oir-b1-1802.pdf (read October 2026)
  30. My Safe Florida Home, State of Florida: https://mysafeflhome.com/ (read October 2026)
  31. My Safe Florida Condo Pilot Program, State of Florida: https://mysafeflcondo.com/ (read October 2026)
  32. Section 627.711, Florida Statutes (wind mitigation discounts), Florida Legislature: https://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0600-0699/0627/Sections/0627.711.html (read October 2026)
  33. Section 553.899, Florida Statutes (milestone inspections), Florida Legislature: https://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0500-0599/0553/Sections/0553.899.html (read October 2026)
  34. Section 718.112, Florida Statutes (structural integrity reserve study), Florida Legislature: https://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0700-0799/0718/Sections/0718.112.html (read October 2026)
  35. Condominiums and Cooperatives SIRS reporting page, Florida Department of Business and Professional Regulation: https://www2.myfloridalicense.com/condos-timeshares-mobile-homes/condominiums-and-cooperatives-sirs-reporting/ (read October 2026)
  36. CS/HJR 1-F (2026 Special Session F), Florida Senate: https://www.flsenate.gov/Session/Bill/2026F/1F (read October 2026)
  37. Sale Data Files, Lee County Property Appraiser: https://www.leepa.org/Roll/SDFTxt.aspx (read October 2026)

Our own published guides and records

  1. Highland Woods community guide, McGreevy and Comisar: https://mcgreevyandcomisar.com/neighborhoods/highland-woods (read October 2026)
  2. Bonita National community guide, McGreevy and Comisar: https://mcgreevyandcomisar.com/neighborhoods/bonita-national (read October 2026)
  3. Spanish Wells community guide, McGreevy and Comisar: https://mcgreevyandcomisar.com/neighborhoods/spanish-wells-golf-and-country-club (read October 2026)
  4. Top-reviewed Google Business Profile, McGreevy and Comisar: https://www.google.com/maps?cid=14023824600866387372 (read October 2026)
  5. Lee County recorded sales, our analysis: Lee County Property Appraiser public roll (file of October 4, 2026) and the county sale file, newest qualified recorded sale September 25, 2026.

Your Local Real Estate Experts

McGreevy and Comisar are the Bonita Springs listing team Highland Woods sellers call when a home has to be priced on the record and sold without surprises. Jesse McGreevy and Marc Comisar personally handle every listing from pricing to closing, with over 45 years of combined direct experience, and they have been Top 1% Real Estate Agents Nationally Since 2008.

  • Top 1% Real Estate Agents Nationally Since 2008
  • 5 Star Award for Customer Satisfaction for 21 Straight Years. Only 5 out of 21k+ Licensees (Gulfshore Life Magazine)
  • #1 Team in Southwest Florida since 2012
  • McGreevy and Comisar and their Domain Realty Group team have sold over $2.5 Billion in Real Estate
  • McGreevy and Comisar alone have over $900 million in Sales
  • Nationally Recognized Top Producing Realtors
  • Platinum Sales Production Award Winners

For this guide we tracked all 35 recorded sales across the 798 home parcels of Highland Woods over the latest 12 months, grouped them by product, and read the July 2026 MLS pull and the club's 2026 fee schedule, so the figures here come from public records rather than estimates.

  • Jesse McGreevy: (239) 898-6072 · [email protected]
  • Marc Comisar: (239) 287-5873
  • Office: 24031 S Tamiami Trl #101, Bonita Springs, FL 34134

Jesse McGreevy (license SL3101296) and Marc Comisar (license BK3060671) are licensed Florida real estate professionals regulated by the Florida Real Estate Commission (FREC) under Chapter 475, Florida Statutes.

Meet Jesse McGreevy, who leads the team's listing and seller strategy, and Marc Comisar, who leads buyer representation and negotiation, or read more about McGreevy and Comisar. Buying in Highland Woods or anywhere in Southwest Florida? See how we represent buyers or call Marc at (239) 287-5873.

McGreevy and Comisar lead Domain Realty Group, a full-service Southwest Florida real estate team. Learn more at DomainRealtyGroup.com.

Ready to sell? Call Jesse McGreevy direct at (239) 898-6072, or start with the Highland Woods seller valuation form. You are working with Top 1% Real Estate Agents Nationally Since 2008, and there is no obligation.

Updated October 2026. This valuation guide is general information about valuing a home in Highland Woods, not an appraisal and not legal, tax or insurance advice. Market figures change monthly and statutory figures change annually. Brokered by Domain Realty.