Seasons Hillside
Homes for Sale in Leesburg, FL
All 632 homes for sale in LEESBURG, FL · median $285,000 · 466 homes for sale in 34748 · Lake County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Seasons Hillside in Leesburg, FL has 3 homes for sale. Homes listed or recently sold were built 2020 - 2022; 5 of 5 report an HOA (median $67/mo); none of the 5 geocoded homes sit in a FEMA special flood hazard zone (median elevation 91 ft).
Seasons Hillside is a small, recently built pocket in Leesburg - just 38 homes total, all constructed between 2019 and 2023, with a median year built of 2021. That narrow build window means condition and finish differences between homes are modest; what moves price here is more likely to be lot position, upgrades, and floor plan than age or deferred maintenance.
With only 2 active listings against 38 homes and roughly 24 months of supply, this is a thin, buyer-leaning market by the numbers, though the small inventory base makes that supply figure sensitive to even one or two listings coming or going. A seller here is working with limited direct competition at any given moment, but also a limited pool of recent comparable sales to lean on when setting price.
Seasons Hillside right now
🟢 Buyer-leaning market. 12.0 months of supply and 0% of the inventory already under contract give buyers above-average negotiating leverage.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, 0 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 23, 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
Seasons Hillside is a compact, newer-construction community in Lake County where nearly four out of five homes are homesteaded, pointing to a base of longer-term occupancy rather than frequent turnover.
Stellar MLS sales records identify 10 homes in Seasons Hillside that have changed hands since 2021, built between 2020 and 2021 (median 2021), with a median living area of about 1,879 sq ft and a typical 3-bedroom, 2-bath layout; 80% 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 Seasons Hillside. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Seasons Hillside; content deemed reliable but not guaranteed.
Who Seasons Hillside is best for.
Best for
- Buyers who want a home built within the last several years without an older-construction learning curve.
- Buyers comfortable purchasing in a small, low-inventory community where comparable sales data is limited.
- Buyers who don't need a clubhouse, pool, or similar amenity as part of the purchase decision.
Probably not for
- Buyers who want community amenities like a pool or clubhouse confirmed as part of the deal.
- Buyers hoping for a fast resale timeline in a market currently sitting at roughly 24 months of supply.
- Buyers who want a wide selection of active listings to compare before deciding.
The market around Seasons Hillside
Seasons Hillside is too small for its own price trend, so here is the market around it.
In ZIP 34748, 583 homes are on the market and 18% 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 34748 (LEESBURG), 1,072 homes closed in the last 12 months at a median of $290K ($161/sq ft), down 2.6% year over year, with a median 70 days on market. Right now 240 active and 63 pending listings put supply at about 5.0 months - a buyer's market. See the live ZIP 34748 housing market and the Lake County market.
ZIP and county figures describe the wider market, not Seasons Hillside specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in SEASONS/HILLSIDE, 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 Seasons Hillside
Live MLS inventory for Seasons Hillside. 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 Seasons Hillside listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2021 through 2026. Tap any home to ask about it.
Every Home for Sale in Seasons Hillside Leesburg Right Now (3)
All 3 active and pending Seasons Hillside Leesburg listings with a detail page, newest first, refreshed twice a day from the MLS.
- 2451 Spring Breeze Drive · $349,999 · 4 bd / 2 ba · listed Aug 13, 2026 · listed by Keller Williams Elite Partners Iii Realty
- 2544 Autumn Stream Drive · $389,990 · 4 bd / 2 ba · listed Jul 14, 2026 · listed by Re/Max Select Group
- 2536 Autumn Stream Drive · $339,900 · 4 bd / 2 ba · listed Jun 23, 2026 · listed by Hometrust Realty Group
Seasons Hillside 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
- Beverly Shores Elem · Elementary
- Oak Park Middle · Middle
- Leesburg High · High
Zoned schools reflect the assignments reported on recent Seasons Hillside 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 Seasons Hillside address.
Shop the zone: Homes zoned for Leesburg High High School
The Seasons Hillside buying strategy.
If we were buying in Seasons Hillside 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.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
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 Seasons Hillside.
A small, young inventory pool
The community's entire housing stock was built within a four-year span, so buyers are not choosing between decades-old construction and new builds - every home falls into a similar age and construction-era bracket. Median living area sits at 1,840 square feet, giving a sense of the typical footprint without a documented range of finishes or floor plans across the community.
No community amenities are identified in current MLS listings, which means buyers should treat this as a housing-focused purchase rather than an amenity-driven one, and confirm directly what, if anything, is included before assuming a clubhouse, pool, or similar feature exists.
The location and the amenities are priced into every listing in Seasons Hillside. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this small - 38 homes and only 2 active listings - pricing and negotiating leverage depend heavily on reading the handful of comparable sales correctly rather than relying on broad neighborhood averages. Momentum tracks this kind of thin-inventory Lake County market closely so buyers and sellers are not guessing at value in a data-light environment.
Seasons Hillside in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $67/month (about $804/yr) · median of 51 MLS listings, most billed quarterly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $67 per month ($804 a year) - the median AssociationFee across 51 MLS records, normalised to a monthly figure; most are billed quarterly. 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, 2026-09.
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 Seasons Hillside 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 Seasons Hillside sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Seasons Hillside, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Seasons Hillside home worth?
Get a no-obligation home value based on real comparable sales in Seasons Hillside, 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 Seasons Hillside
Homes in Seasons Hillside 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. 1 on record.
- 2587 Summer Star Way · off market
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.
20% of homes for sale in ZIP 34748 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 (2026-09-23).
SEASONS/HILLSIDE Market Scorecard
SEASONS/HILLSIDE is currently a strong buyer's market. About 18.0 months of supply, a median asking price of $349,999, and homes go under contract in about 58 days.
Typical home value in the 34748 ZIP is $274,372, about 2.2% 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.
Frequently Asked Questions
Is Seasons Hillside a buyer's or seller's market right now?
Who is the best real estate agent for Seasons Hillside?
How do I find a top Leesburg real estate agent who knows Seasons Hillside?
Can Momentum Realty connect me with an agent for Seasons Hillside?
Where is Seasons Hillside, and what county is it in?
Should you buy in Seasons Hillside?
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 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2021 (7 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 →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Seasons Hillside fits the bigger picture — live prices, inventory, and Momentum Scores:
More Leesburg & Lake County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Lake County or the full Neighborhood Finder.
Nearby Communities
Explore more neighborhoods near Seasons Hillside with Momentum Realty’s local guides.