Highland Woods
Homes for Sale in Bonita Springs, FL

All 406 homes for sale in Bonita Springs, FL · median $425,125 · 392 homes for sale in 34135 · Lee County homes for sale

Community in Bonita Springs · Lee County · ZIP 34135
Median sale $820K
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Photo via Florida Gulf Coast MLS

Built fromLive Florida Gulf Coast MLS data12 years of closingsUpdated twice daily

As of October 2026, Highland Woods in Bonita Springs, FL has 2 homes for sale. Over the 12 months ending 2026-09-20, 4 recorded sales closed at a median of $820,000, $387 per square foot, a median 34 days on market, sellers accepting 92% of original asking (-20% versus the prior year). At the median price and Lee County's FY2025-26 rate of 15.97 mills, annual property tax runs about $13,100 ($12,430 with the full homestead exemption).

Highland Woods key facts
LocationBonita Springs, Lee County, FL · ZIP 34135
Sale prices, last 12 months$820,000 median across 4 closed sales · $387 per sq ft · -19.6% vs the prior 12 months
Days on market (closed sales)34 median
For sale right now2 active, 0 pending · median asking $1,024,500

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 key facts,” movewithmomentum.com/neighborhoods/highland-woods--lee, data as of September 20, 2026.

Last 30 days in Highland Woods: 2 new listings (median asking $1,024,500). As of October 2, 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.

Live · Highland Woods Housing Pulse Florida Gulf Coast MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$820K ▼
Median sold · 12 mo
down 19.6% vs the prior 12 months
-19.6% ▼
1-yr price change
n = 4 and 4 sales in the two windows
$387/sf
Sold $/sqft · 12 mo
peak $466 in 2025
91.7%
Sale vs ask
Tempo
34days
Median DOM · closed
3 days at the 2021 low
0%
Under contract
Lee: 18% (1,646 of 9,225)
2 · 0
For sale · pending
live counts, refreshed twice daily
4
Sold · last 12 mo
10-yr average: about 4 a year
Track record · 12 years of records
1,954sqft
Median sold home size
12-mo windows, closed sales
Highland Woods Housing Pulse · Momentum Research · as of September 20, 2026

Highland Woods right now

🔴 Off the recent peak. The trailing-12-month median ($820K) is down 19.6% from the prior 12 months ($1.02M). With about 4 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: Low (4 and 4 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated October 2, 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 market snapshot (as of September 20, 2026): the median sale price is about $820K ($387 per sq ft over the trailing 12 months of closed sales), and a median 34 days on market for closed sales. The trailing-12-month median is down 20% from the prior 12 months, computed from record-level Florida Gulf Coast MLS closed sales (4 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.

Windows contain 1 to 10 sales each (4 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.

Median sale price · trailing 12 mo
$250K$500K$750K$1M2014201620182020202220242026
Down 19.6% year over year.
Every sale since 2014 · price vs size
$0$500K$1M1k2k3k
50 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$200$300$400$5002014201620182020202220242026
Up from $172 in 2014 to a $466 peak in 2025; $387 now.
Median days on market · closed sales
0501002014201620182020202220242026
3 days at the 2021 low; 34 now.
Sale price vs original ask · median
95%100%2014201620182020202220242026
91.7% now.
Homes sold per 12-mo window
05102014201620182020202220242026
1 to 10 a year; 4 in the current window.

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.

$2,184/mo
Lee County typical true cost to own
$183/mo
Lee County typical home insurance
Check CDD
Confirm before you offer

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.

How much local inventory is already under contract

22% 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 (2026-10-01).

Highland Woods Market Scorecard

Balanced

Highland Woods is currently a balanced market., a median asking price of $1,024,500, and homes go under contract in about 1 days.

$1,024,500
Median list
$820,000
Median sold
$517
List $/sqft
1
Days on mkt
2/0/0
Active/Pend/Sold

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.

Homes For Sale Right Now in Highland Woods

Live MLS inventory for Highland Woods. 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 listings as of 2026-10-01, 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.

Every Home for Sale in Highland Woods Lee Right Now (2)

All 2 active and pending Highland Woods Lee listings with a detail page, newest first, refreshed twice a day from the MLS.

  • 26307 Clarkston Dr · $950,000 · 3 bd / 2 ba · listed Sep 17, 2026 · listed by Compass Florida LLC
  • 26481 Summer Greens Dr · $1,099,000 · 3 bd / 2 ba · listed Sep 11, 2026 · listed by Compass Florida LLC

If we were buying in Highland Woods today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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.

A closer look at the Highland Woods market

At a median of $387 per square foot, Highland Woods prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.

The trailing-12-month median down 20% year over year. Homes that do trade take a median 34 days on market, useful leverage on any listing that has lingered.

“

The location and the amenities are priced into every listing in Highland Woods. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Highland Woods homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Highland Woods.
In short
  • HOA dues reported around $1,151/month (about $13,812/yr) · median of 35 MLS listings, most billed annually
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $1,151 per month ($13,812 a year) — the median AssociationFee across 35 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Highland Woods sales matched to your home.

What is your Highland Woods home worth?

Get a no-obligation home value based on real comparable sales in Highland Woods, 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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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Highland Woods?
The median sale price in Highland Woods was $820K over the 12 months ending September 20, 2026 (4 closed sales, Florida Gulf Coast MLS).
How long do homes in Highland Woods take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 34 days on market (4 sales, Florida Gulf Coast MLS).
Who is the best real estate agent for Highland Woods?
The best agent for Highland Woods is one who actively works Bonita Springs and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Highland Woods.
How do I find a top Bonita Springs real estate agent who knows Highland Woods?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Highland Woods and the wider Bonita Springs area.
Can Momentum Realty connect me with an agent for Highland Woods?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Highland Woods purchase or sale - no call center and no pressure.
Where is Highland Woods, and what county is it in?
Highland Woods is in Bonita Springs, Lee County, FL, ZIP 34135. The community's center is about 2 miles southwest of the center of Bonita Springs (straight-line).

Data sources & freshness

Live listingsFlorida Gulf Coast MLS, refreshed twice daily (last: October 1, 2026)
Community market statsFlorida Gulf Coast MLS closed sales, 12-month windows ending September 20, 2026
Under-contract sharesFlorida Gulf Coast MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2014 (50 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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More on Highland Woods

Thinking of selling in Highland Woods? 4 recorded closings; median 34 days on market (window ending 2026-09-20). See the Lee County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Nearby Communities

Explore more neighborhoods near Highland Woods with Momentum Realty’s local guides.

Heathermoor0.1 mi away · 1 for saleHighland Woods Villas0.2 mi away · median $622K, 6 sales/12 moGardens At Bermuda Links0.4 mi away · median $325K, 11 sales/12 moBotanika0.4 mi away · 10 for saleImperial Harbor0.4 mi away · median $190K, 32 sales/12 moSt Andrews Verandas0.4 mi away · median $408K, 15 sales/12 moVilla Mar Bonita Beach0.5 mi away · median $400K, 4 sales/12 moBermuda Links0.5 mi away · 4 for sale

Browse all neighborhood guides →

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