Hilltop
Homes for Sale in Leesburg, FL
All 629 homes for sale in LEESBURG, FL · median $285,000 · 138 homes for sale in 34788 · Lake County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Hilltop Sub 3 in Leesburg, FL has 2 homes for sale. Homes listed or recently sold were built 1973–1985; 1 of the 6 geocoded homes sit in a FEMA special flood hazard zone (median elevation 75 ft).
Hilltop Sub 3 sits on the older end of the Leesburg housing stock, with a median year built of 1981 and construction dates stretching all the way back to 1900 and as recent as 2024. That spread means condition and updates, not square footage, do most of the work in setting a price here - two houses on the same street can differ enormously depending on whether the roof, systems, and finishes were touched in the last decade or left original.
With only 2 active listings against 8.0 months of supply, this is a thinly traded pocket of the market. The months-supply figure is inflated as much by a slow pace of recent closings as by abundant inventory, so buyers should not read 'buyer-leaning' as a flooded market - it is more that very little is turning over and what does list can sit while it finds the right offer.
Hilltop right now
🟡 Balanced market. 6.0 months of supply and 0% 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 September 12, 2026. Confidence: Low (2 active and pending listings, 1 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 19, 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
Hilltop Sub 3 is an established Leesburg subdivision of 569 homes with a median living area of 1,297 square feet, built across more than a century of Lake County development. A homestead share of 66.3% points to a base of longer-term ownership rather than frequent turnover.
Stellar MLS sales records identify 199 homes in Hilltop that have changed hands since 2004, built between 1952 and 2024 (median 1986), with a median living area of about 1,266 sq ft and a typical 3-bedroom, 2-bath layout; 64% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
The setting & the homes.
Aerial and on-site photos of Hilltop. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Hilltop; content deemed reliable but not guaranteed.
Who Hilltop is best for.
Best for
- A buyer prioritizing a smaller, manageable home footprint over square footage.
- A buyer willing to do due diligence on a home's specific construction era and condition rather than assume subdivision-wide consistency.
- A longer-term buyer comfortable in a market where inventory turns over slowly.
Probably not for
- A buyer who wants organized community amenities as part of the purchase.
- A buyer needing several comparable active listings to choose from at one time.
- A buyer seeking a home built in a single, recent construction era with minimal condition variability.
The market around Hilltop
Hilltop is too small for its own price trend, so here is the market around it.
In ZIP 34788, 178 homes are on the market and 16% are under contract — a slower corner of Leesburg.
Across Lake County, 3,179 homes are active and 1,077 pending (25% under contract).
In ZIP 34788 (LEESBURG), 331 homes closed in the last 12 months at a median of $250K ($160/sq ft), down 4.9% year over year, with a median 70 days on market. Right now 83 active and 18 pending listings put supply at about 4.6 months - a buyer's market. See the live ZIP 34788 housing market and the Lake County market.
ZIP and county figures describe the wider market, not Hilltop specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in Hilltop Sub 3, 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 September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Hilltop
Live MLS inventory for Hilltop. 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 Hilltop listings as of 2026-09-17, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.
Hilltop 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, tiles © CARTO.
Schools
- Lake County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Treadway Elem · Elementary
- Tavares Middle · Middle
- Tavares High · High
Zoned schools reflect the assignments reported on recent Hilltop 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 Hilltop address.
Shop the zone: Homes zoned for Tavares High High School
The Hilltop buying strategy.
If we were buying in Hilltop 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 Hilltop.
An Older, Thinly Traded Pocket of Leesburg
The defining number here is the year-built range: 1900 to 2024, with a median of 1981. That is not a subdivision built in one phase - it is a patchwork of eras, which means buyers need to evaluate each house on its own construction and update history rather than assume a uniform build quality across the community.
Homes run smaller on average, with a median living area of 1,297 square feet, and no shared community amenities are identified from current MLS listings. This reads as a straightforward, unamenitized housing stock where the value proposition is the house and lot themselves, not a clubhouse or pool. With just 2 active listings at last check, buyers have limited immediate choice, and sellers should expect a smaller pool of directly comparable active competition to price against.
The location and the amenities are priced into every listing in Hilltop. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A community spanning 1900-era to 2024 construction requires someone who can read a condition report as carefully as a listing sheet. With only 2 homes active at a time, pricing comparables correctly also means looking past the immediate MLS and understanding how the 8.0-month supply and 66.3% homestead share shape realistic timelines for both buying and selling here.
Hilltop in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
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 Hilltop 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 Hilltop sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Hilltop, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Hilltop home worth?
Get a no-obligation home value based on real comparable sales in Hilltop, 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 →
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Lake 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 · Lake 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.
19% of homes for sale in ZIP 34788 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 (2026-09-19).
HILLTOP SUB 3 Market Scorecard
HILLTOP SUB 3 is currently a seller's market. About 3.0 months of supply, a median asking price of $130,000, and homes go under contract in about 67 days.
Typical home value in the 34788 ZIP is $281,058, about 2.0% below 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.
Frequently Asked Questions
Is Hilltop a buyer's or seller's market right now?
Who is the best real estate agent for Hilltop?
How do I find a top Leesburg real estate agent who knows Hilltop?
Can Momentum Realty connect me with an agent for Hilltop?
Where is Hilltop, and what county is it in?
Should you buy in Hilltop?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 17, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2014 (48 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?
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 Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Hilltop Sub 3 fits the bigger picture — live prices, inventory, and Momentum Scores:
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