Highland Lakes
Homes for Sale in Leesburg, FL
All 669 homes for sale in Leesburg, FL · median $285,000 · Lake County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of October 2026, Highland Lakes in Leesburg, FL has 11 homes for sale and 9 pending, asking from $205,000 to $360,000 (median $252,000). Over the 12 months ending 2026-08-02, 43 recorded sales closed at a median of $248,500, $158 per square foot, a median 98 days on market, sellers accepting 91% of original asking (-2% versus the prior year). Homes listed or recently sold were built 1990 - 2026 with 2 new construction; 30 of 32 report an HOA (median $135/mo); 3 of the 30 geocoded homes sit in a FEMA special flood hazard zone (median elevation 90 ft). At the median price and Lake County's FY2025-26 rate of 16.65 mills, annual property tax runs about $4,140 ($3,470 with the full homestead exemption).
Sections of Highland Lakes in the MLS
Highland Lakes in Leesburg, FL is recorded as 4 separate subdivisions/phases in the MLS; 5 homes are for sale across them today. Each section has its own page:
- Highland Lakes Ph 03 Tr A-G · 3 for sale · 9 sold/12 mo
- Highland Lakes Ph 02D Tr A-D · 2 for sale · 2 sold/12 mo
- Highland Lakes Ph 1-B
- Highland Lakes Ph 2-A
Last 30 days in Highland Lakes: 8 new listings (median asking $265,500), 9 under contract right now, 5 closed sales (median $223,000). As of October 16, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Highland Lakes
Live MLS inventory for Highland Lakes. 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 · 24 daysTop listing
Active · 25 days
Active · 19 days
Active · 19 days
Active · 1 days
Active · 40 days
Active · 2 days
Active · 21 days
Active · 128 days
Active · 30 days
Active · 188 days
Pending · 31 days
Pending · 2 days
Pending · 110 daysActive and pending Highland Lakes listings as of 2026-10-15, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Tap any home to ask about it.
Highland Lakes right now
🟡 Balanced market. 2.4 months of supply and 21% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Very High (14 active and pending listings, 43 closed sales in 12 months).
🟡 Off the recent peak. The trailing-12-month median ($248K) is down 2.5% from the prior 12 months ($255K) and up 117% since 2012. With about 22 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 Stellar MLS closed sales, 12-month windows ending August 2. Confidence: Very High (43 and 47 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 16, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Highland Lakes market snapshot (as of August 2, 2026): the median sale price is about $248K ($158 per sq ft over the trailing 12 months of closed sales), a median 98 days on market for closed sales, and 2.4 months of supply, a balanced market. The trailing-12-month median is down 2% from the prior 12 months and up 117% since 2012, computed from record-level Stellar MLS closed sales (43 closings in the current window).
In ZIP 32720 (Leesburg), 273 homes closed in the last 12 months at a median of $434K ($217/sq ft), up 3.4% year over year, with a median 58 days on market. Right now 325 active and 137 pending listings put supply at about 6.6 months - a buyer's market. See the live ZIP 32720 housing market and the Lake County market.
Flood zones in Highland Lakes: of 23 listing addresses checked against the FEMA National Flood Hazard Layer, 87% sit outside the FEMA Special Flood Hazard Area (Zone X); 13% are in an A-series high-risk zone where flood insurance is required with a federally backed mortgage. Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Leesburg.
Highland Lakes is a community of 1,076 homes in Leesburg, Lake County, built between 1970 and 2024 (median 1994), with a median living area of about 1,529 square feet. 78% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Highland Lakes. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Highland LakesHighland LakesHighland LakesHighland LakesHighland LakesHighland LakesHighland LakesHighland LakesPhotos from Stellar MLS listings in Highland Lakes; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($248K) IS the median in the snapshot above, and the move from 2025 ($255K) IS the -2.5% one-year change.
Windows contain 0 to 65 sales each (43 in the current window); every figure carries its sample size. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Deemed reliable but not guaranteed.
45% of homes for sale in Highland Lakes 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 (2026-10-17).
Highland Lakes Market Scorecard
Highland Lakes is currently a strong seller's market. About 2.1 months of supply, a median asking price of $265,500, and homes go under contract in about 22 days.
Typical home value in the 34748 ZIP is $272,230, about 2.3% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Highland Lakes on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Highland Lakes
- Clubhouse · reported on 23 of 24 listings
- Pool · reported on 23 of 24 listings
- Fitness Center · reported on 22 of 24 listings
- Tennis Court(s) · reported on 22 of 24 listings
- Buyer Approval Required · reported on 21 of 24 listings
- Deed Restrictions · reported on 21 of 24 listings
- Gated · reported on 19 of 24 listings
- Community Mailbox · reported on 19 of 24 listings
- Gated Community - No Guard · reported on 18 of 24 listings
- Golf Carts OK · reported on 18 of 24 listings
- Pickleball Court(s) · reported on 16 of 24 listings
- Trail(s) · reported on 16 of 24 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Lake County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Leesburg Elementary · Elementary
- Oak Park Middle · Middle
- Leesburg High · High
Zoned schools reflect the assignments reported on recent Highland Lakes listings and can change; always confirm with Lake County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Highland Lakes address.
Shop the zone: Homes zoned for Leesburg High High School
The Highland Lakes buying strategy.
If we were buying in Highland Lakes 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 Lakes.
A closer look at the Highland Lakes market
At a median of $158 per square foot, Highland Lakes prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 2.4 months of supply, a balanced market and the trailing-12-month median down 2% year over year. Homes that do trade take a median 98 days on market, useful leverage on any listing that has lingered.
The housing stock is 1,076 homes built between 1970 and 2024, and 78% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Highland Lakes. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Highland Lakes buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 5 factors (6.5). Basis: Long-Term Appreciation +117% since 2012; Recent Direction -2.5% year-over-year; Liquidity & Demand 2.4 months of supply; Owner Commitment 78% owner-occupied; Pricing Power 91.3% sale-to-list. Refreshed with each data update.
What it really costs to own in Highland Lakes
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $135/month across 878 MLS listings (most billed monthly; 2026-10-15). 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 Lake County is $1,756/yr (3,500 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. Flood: of 23 listing addresses checked against the FEMA flood map, 87% sit outside the high-risk zone and 13% inside one, where flood insurance is required with a federally backed mortgage. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 1993 across 28 listings. An original roof here would be about 33 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. |
Email me new listings in Highland Lakes
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 Lakes
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Highland Lakes will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $135/month (about $1,620/yr) · median of 878 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $135 per month ($1,620 a year) - the median AssociationFee across 878 MLS records, normalised to a monthly figure; most are billed monthly. 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.
Flood & Insurance Context
Of 23 sampled listing addresses in this community: 87% outside the FEMA Special Flood Hazard Area (Zone X/B/C); 13% in an A-series Special Flood Hazard Area zone.
Address-sampled; individual parcels vary - verify any specific address at msc.fema.gov. Check any address at FEMA's Flood Map Service Center, and see average home-insurance costs by Florida county.
Source: FEMA National Flood Hazard Layer, address-level lookups (n=23) · as of 2026-10
Tools for a Highland Lakes 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 Lakes sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highland Lakes, 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 Lakes home worth?
Get a no-obligation home value based on real comparable sales in Highland Lakes, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Leesburg →
Recently off market in HIGHLAND LAKES
Homes in HIGHLAND LAKES 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. 10 on record.
- 26010 Newcombe Circle · off market
- 26166 Newcombe Cir · off market
- 26724 Cash Court · off market
- 26740 Cash Court · off market
- 26920 Racquet Circle · off market
- 42039 Cherry Avenue · off market
- 5622 Rosewall Circle · off market
- 5636 Laver Street · off market
| Location | Leesburg, Lake County, FL · ZIP 32720, 34748, 34788 |
|---|---|
| Homes in the community | 1,076 (FL DOR 2025 assessment roll) |
| Years built | 1970–2024 (median 1994) |
| Typical living area | 1,529 sq ft (median) |
| Home types (current listings and sales) | single-family 72%, villas 22%, manufactured homes 6% |
| Amenities listed by sellers | Clubhouse, Pool, Fitness Center, Tennis Court(s), Community Mailbox, Deed Restrictions |
| Sale prices, last 12 months | $248,500 median across 43 closed sales · $158 per sq ft · -2.5% vs the prior 12 months |
| Days on market (closed sales) | 98 median |
| For sale right now | 11 active, 3 pending · median asking $239,900 · 2.4 months of supply |
| Owner-occupied (homestead) share | 78% |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Highland Lakes key facts,” movewithmomentum.com/neighborhoods/highland-lakes-leesburg, data as of August 2, 2026.
Housing distress & ownership in HIGHLAND LAKES, Leesburg
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period October 2026 through October 2026. Deemed reliable but not guaranteed.
Just listed in Highland Lakes
The newest homes for sale in Highland Lakes right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 26744 Racquet Circle $279,000 · 3 bd · 2 ba · 2,017 sq ft · 1 day on market Courtesy of FLORIDA PLUS REALTY, LLC
- 26162 Newcombe Circle $252,000 · 2 bd · 2 ba · 1,440 sq ft · 2 days on market Courtesy of FLORIDA PLUS REALTY, LLC
- 5606 Rosewall Circle $307,500 · 3 bd · 2 ba · 2,040 sq ft · 19 days on market Courtesy of FLORIDA PLUS REALTY, LLC
- 5606 Laver Street $350,000 · 3 bd · 2 ba · 1,919 sq ft · 19 days on market Courtesy of COLDWELL BANKER REALTY
- 5440 Rosewall Circle $229,900 · 2 bd · 2 ba · 1,210 sq ft · 21 days on market Courtesy of VANGIE BERRY SIGNATURE REALTY
- 26245 Newcombe Circle $360,000 · 3 bd · 2.5 ba · 2,377 sq ft · 24 days on market Courtesy of GLOVEN REALTY
Checked against the MLS Oct 16, 2026. All new listings in this market.
Every Home for Sale in Highland Lakes Leesburg Right Now (19)
All 19 active and pending Highland Lakes Leesburg listings with a detail page, newest first, refreshed twice a day from the MLS.
- 26162 Newcombe Circle · $252,000 · 2 bd / 2 ba · listed Oct 11, 2026 · listed by Florida Plus Realty, Llc
- 26032 Newcombe Circle · $204,900 · 2 bd / 2 ba · pending · listed Sep 26, 2026 · listed by Coldwell Banker Realty
- 5440 Rosewall Circle · $229,900 · 2 bd / 2 ba · listed Sep 24, 2026 · listed by Vangie Berry Signature Realty
- 26616 Evert Street · $234,900 · 2 bd / 2 ba · pending · listed Sep 17, 2026 · listed by Coldwell Banker Realty
- 26744 Racquet Circle · $279,000 · 3 bd / 2 ba · listed Sep 10, 2026 · listed by Florida Plus Realty, Llc
- 26245 Newcombe Circle · $360,000 · 3 bd / 2.5 ba · listed Sep 10, 2026 · listed by Gloven Realty
- 5536 Rosewall Circle · $210,000 · 2 bd / 2 ba · listed Sep 10, 2026 · listed by Exp Realty Llc
- 5606 Laver Street · $350,000 · 3 bd / 2 ba · listed Sep 9, 2026 · listed by Coldwell Banker Realty
- 26707 Wimbledon Street · $349,900 · 3 bd / 2 ba · pending · listed Sep 8, 2026 · listed by Coldwell Banker Realty
- 5614 Austin Street · $242,000 · 2 bd / 2 ba · pending · listed Sep 4, 2026 · listed by Coldwell Banker Realty
- 6501 Borg Street · $374,900 · 3 bd / 2 ba · pending · listed Aug 31, 2026 · listed by Optima One Realty
- 5606 Rosewall Circle · $307,500 · 3 bd / 2 ba · listed Aug 22, 2026 · listed by Florida Plus Realty, Llc
- 26912 Becker Court · $360,000 · 3 bd / 2 ba · listed Aug 16, 2026 · listed by Partnership Realty Inc.
- 26616 Wimbledon Street · $275,000 · 3 bd / 2 ba · listed Aug 15, 2026 · listed by Bonjorn Real Estate
- 5618 Rosewall Circle · $205,000 · 2 bd / 2 ba · listed Aug 13, 2026 · listed by Micki Blackburn Realty
- 26627 Racquet Circle · $219,000 · 2 bd / 2 ba · listed Jul 16, 2026 · listed by Bhhs Florida Realty
- 26209 Newcombe Circle · $249,000 · 2 bd / 2 ba · pending · listed Jul 16, 2026 · listed by Coldwell Banker Vanguard Edge
- 25904 Newcombe Circle · $299,900 · 3 bd / 2 ba · pending · listed Jul 16, 2026 · listed by Coldwell Banker Realty
- 5616 Laver Street · $249,900 · 2 bd / 2 ba · pending · listed Jul 16, 2026 · listed by Coldwell Banker Realty
Recently sold in Highland Lakes Leesburg
- 26740 Cash Court · sold $223,000
- 6033 Wade Street · sold $210,000
- 26724 Cash Court · sold $195,000
- 26920 Racquet Circle · sold $305,000
- 26166 Newcombe Cir · sold $235,000
- 26010 Newcombe Circle · sold $290,000
- 5636 Laver Street · sold $252,400
- 42039 Cherry Avenue · sold $255,000
- 26245 Newcombe Circle · sold $210,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
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Frequently Asked Questions
What is the median home price in Highland Lakes?
How long do homes in Highland Lakes take to sell?
Is Highland Lakes a buyer's or seller's market right now?
How many homes are in Highland Lakes?
What share of Highland Lakes is owner-occupied?
When were the homes in Highland Lakes built?
Do cash buyers compete in Highland Lakes?
Have Highland Lakes home prices gone up?
Who is the best real estate agent for Highland Lakes?
How do I find a top Leesburg real estate agent who knows Highland Lakes?
Can Momentum Realty connect me with an agent for Highland Lakes?
Where is Highland Lakes, and what county is it in?
Is Highland Lakes in a flood zone?
Is Highland Lakes a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 15, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (30 streets, ZIP 32720/34748/34788)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2004 (600 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 Stellar 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?
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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 Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
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See how HIGHLAND LAKES fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Highland Lakes
- Home values · What homes in Highland Lakes actually sell for
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