Highland Woods Villas
Homes for Sale in Bonita Springs, FL
All 465 homes for sale in Bonita Springs, FL · median $445,000 · 430 homes for sale in 34135 · Lee County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
Photo via Florida Gulf Coast MLS
As of October 2026, Highland Woods Villas in Bonita Springs, FL has 3 homes for sale. Over the 12 months ending 2026-09-20, 6 recorded sales closed at a median of $622,500, $347 per square foot, a median 41 days on market, sellers accepting 94% of original asking (+18% versus the prior year). Homes listed or recently sold were built 1996–1998; 4 of 4 report an HOA (median $1,151/mo); none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 10 ft). At the median price and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $9,940 ($9,280 with the full homestead exemption).
Last 30 days in Highland Woods Villas: 3 new listings (median asking $599,000), 1 under contract right now. As of October 20, 2026, Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate.
Homes For Sale Right Now in Highland Woods Villas
Live MLS inventory for Highland Woods Villas. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Highland Woods Villas listings as of 2026-10-19, priced high to low. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Tap any home to ask about it.

Highland Woods Villas is a small, thinly traded pocket of Bonita Springs, and that shapes everything about how to read its numbers. With only 8 closings in the current window, the $622,500 median price and the 17.5% year-over-year move should be treated as a signal, not a settled fact — a handful of sales, especially if they skew toward updated or larger units, can swing the median hard in either direction.
A median days-on-market of 89.5 tells the more reliable story: this is not a snap-it-up market. Listings here are sitting closer to three months before going under contract, and a market heat score of 44 backs that up — moderate demand, not competitive pressure. Pricing at $332.93 per square foot puts a number on the level buyers are willing to pay for condition and location, but with so few data points, comparable-unit research matters more here than in a larger, more liquid community.
Figures in this note are as of July 29, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Highland Woods Villas right now
🟢 Still climbing. The trailing-12-month median ($622K) is up 17.5% from the prior 12 months ($530K). With about 6 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Florida Gulf Coast MLS closed sales, 12-month windows ending September 20. Confidence: Medium (6 and 7 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 20, 2026 · Live data: Florida Gulf Coast MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Highland Woods Villas market snapshot (as of September 20, 2026): the median sale price is about $622K ($347 per sq ft over the trailing 12 months of closed sales), and a median 41 days on market for closed sales. The trailing-12-month median is up 18% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (6 closings in the current window).
In ZIP 34135 (Bonita Springs), 1,388 homes closed in the last 12 months at a median of $476K ($285/sq ft), up 0.3% year over year, with a median 67 days on market. Right now 463 active and 136 pending listings — a buyer's market. See the live ZIP 34135 housing market and the Lee County market.
Florida Gulf Coast MLS sales records identify 7 homes in Highland Woods Villas that have changed hands, built between 1996 and 2001 (median 1997), with a median living area of about 1,571 sq ft and a typical 2-bedroom, 2-bath layout. Source: Florida Gulf Coast MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Highland Woods Villas is a low-volume villa community in Bonita Springs where price movement is driven by a small number of closings rather than broad market momentum, making individual unit condition and comparables the deciding factor in any offer.
The setting & the homes.
Aerial and on-site photos of Highland Woods Villas. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Florida Gulf Coast MLS listings in Highland Woods Villas; content deemed reliable but not guaranteed.
Who Highland Woods Villas is best for.
Best for
- A buyer who has already identified a specific unit and wants a data-backed offer built on real comparables, not just the community median.
- A buyer comfortable with a slower sale timeline and willing to wait through a listing period closer to three months.
- A seller with an updated or well-positioned unit who wants pricing guidance grounded in recent actual closings rather than an average.
Probably not for
- A buyer expecting a defined amenity package — current MLS data shows none identified for this community.
- A buyer who wants to rely on a stable, well-established median price trend rather than one drawn from a small handful of sales.
- A seller expecting a quick turnaround; the current median days-on-market runs close to three months.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Florida Gulf Coast MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($622K) IS the median in the snapshot above, and the move from 2025 ($530K) IS the +17.5% one-year change.
Windows contain 0 to 13 sales each (6 in the current window); every figure carries its sample size, and thin markets swing on single closings. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Lee County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Lee County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
20% of homes for sale in ZIP 34135 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-20).
Highland Woods Villas Market Scorecard
Highland Woods Villas is currently a balanced market., a median asking price of $550,000, and homes go under contract in about 0 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Florida Gulf Coast MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Highland Woods Villas on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Florida Gulf Coast MLS. Map data © OpenStreetMap contributors.
The Highland Woods Villas buying strategy.
If we were buying in Highland Woods Villas today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Highland Woods Villas.
A market too small to read at a glance
Eight closings is a small enough sample that a single high-end renovation sale or one distressed exit can move the median by tens of thousands of dollars. That's likely part of what's behind the 17.5% year-over-year gain — it may reflect a genuine shift in what these units command, or it may simply reflect which few units happened to trade. Either way, a buyer or seller here needs a comparables review specific to recent, similar units rather than leaning on the community-wide median alone.
The 89.5-day median days-on-market and a heat score of 44 point to a market that rewards patience over urgency. Current MLS listings show no community amenities identified, so whatever draws buyers to Highland Woods Villas is coming from the unit itself, its location within Bonita Springs, or price relative to nearby product — not a shared amenity package. That makes an accurate, unit-level valuation more important here than in communities with a clubhouse or pool driving part of the price.
The location and the amenities are priced into every listing in Highland Woods Villas. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market this thin, the median and per-square-foot figures only tell part of the story — we pull the actual recent closings, not just the community average, to price a listing or structure an offer with real support behind it.
Highland Woods Villas in 15 seconds.
What it really costs to own in Highland Woods VillasHomes for Sale
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| Property tax | Current owners' bills run a median of $4,789/yr across 8 listings here (MLS tax records, 2026-10-20). |
|---|---|
| HOA dues | Median $13,812/year (about $1,151/month) across 4 MLS listings (most billed annually; 2026-10-20). Dues cover what the documents say they cover; ask for the budget and reserve study. |
| Home and flood insurance | The average Citizens Property Insurance premium in Lee County is $2,197/yr (6,508 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1996 across 8 listings. An original roof here would be about 30 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Estimated carrying cost at the median asking price, before the mortgage: about $1,733/month (tax $399, HOA $1,151, insurance $183). An estimate from the sources above, not a quote.
Email me new listings in Highland Woods VillasHomes for Sale
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Highland Woods VillasHomes for Sale
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Highland Woods VillasHomes for Sale will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $13,812/year (about $1,151/month) · median of 4 MLS listings, most billed annually
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $13,812 a year ($1,151 a month) — the median AssociationFee across 4 MLS records, normalised to a monthly figure; most are billed annually. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Highland Woods Villas buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Highland Woods Villas sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highland Woods Villas, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Highland Woods Villas home worth?
Get a no-obligation home value based on real comparable sales in Highland Woods Villas, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Recently off market in Highland Woods Villas
Homes in Highland Woods Villas that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 2 on record.
- 26036 Clarkston Dr · off market
- 26057 Clarkston Dr W · off market
| Location | Bonita Springs, Lee County, FL · ZIP 34135 |
|---|---|
| Sale prices, last 12 months | $622,500 median across 6 closed sales · $347 per sq ft · +17.5% vs the prior 12 months |
| Days on market (closed sales) | 41 median |
| For sale right now | 3 active, 0 pending · median asking $550,000 |
Data as of September 20, 2026. Listing information provided by the Florida Gulf Coast Multiple Listing Service, Inc. Information is deemed reliable but not guaranteed by the MLS to be accurate. Market figures describe homes, not residents. Cite as: Momentum Realty, “Highland Woods Villas key facts,” movewithmomentum.com/neighborhoods/highland-woods-villas, data as of September 20, 2026.
Just listed in Highland Woods Villas
The newest homes for sale in Highland Woods Villas right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 26394 Clarkston Dr $639,000 · 3 bd · 2 ba · 1,743 sq ft · new today Courtesy of Compass Florida LLC
- 26504 Clarkston Dr $469,000 · 2 bd · 2 ba · 1,569 sq ft · new today Courtesy of Compass Florida LLC
- 26466 Clarkston Dr $599,000 · 2 bd · 2 ba · 1,728 sq ft · 22 days on market Courtesy of Compass Florida LLC
Checked against the MLS Oct 20, 2026. All new listings in this market.
Every Home for Sale in Highland Woods Villas Right Now (4)
All 4 active and pending Highland Woods Villas listings with a detail page, newest first, refreshed twice a day from the MLS.
- 26394 Clarkston Dr · $639,000 · 3 bd / 2 ba · listed Sep 25, 2026 · listed by Compass Florida LLC
- 26496 Clarkston Dr · $550,000 · 2 bd / 2 ba · pending · listed Sep 19, 2026 · listed by Compass Florida LLC
- 26504 Clarkston Dr · $469,000 · 2 bd / 2 ba · listed Sep 14, 2026 · listed by Compass Florida LLC
- 26466 Clarkston Dr · $599,000 · 2 bd / 2 ba · listed Sep 11, 2026 · listed by Compass Florida LLC
More Bonita Springs home searches
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- Bonita Springs home values: what is my house worth?
- ZIP 34135 housing scorecard
- 6 coming-soon communities in Lee County
Bonita Springs guides & data
- Market data
- Best neighborhoods (ranked by data)
- Flood zones
- Home insurance cost
- New construction
- ZIP codes
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Clarkston Drive (6 homes on record)
Frequently Asked Questions
What is the median home price in Highland Woods Villas?
How long do homes in Highland Woods Villas take to sell?
Who is the best real estate agent for Highland Woods Villas?
How do I find a top Bonita Springs real estate agent who knows Highland Woods Villas?
Can Momentum Realty connect me with an agent for Highland Woods Villas?
Where is Highland Woods Villas, and what county is it in?
Should you buy in Highland Woods Villas?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Florida Gulf Coast MLS, refreshed twice daily (last: October 19, 2026) |
| Community market stats | Florida Gulf Coast MLS closed sales, 12-month windows ending September 20, 2026 |
| Under-contract shares | Florida Gulf Coast MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2013 (76 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Florida Gulf Coast MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Florida Gulf Coast MLS member average and 8 days faster, and we’ll price yours against live local comps.
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See how Highland Woods Villas fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Highland Woods Villas
- Home values · What homes in Highland Woods Villas actually sell for
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