Seasons At 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

Community in Leesburg · Lake County · ZIP 34748
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Built fromLive Stellar MLS data5 years of closingsUpdated twice daily

As of September 2026, the MLS records 9 closed sales in Seasons At Hillside in Leesburg, FL since 2021, the most recent in March 2026. Across Leesburg as a whole, 836 homes closed in the last 12 months at a median of $282,000, 71 median days on market, with 305 homes for sale today. At that median and Lake County's FY2025-26 rate of 16.65 mills, annual property tax runs about $4,690 ($4,020 with the full homestead exemption).

Live · Seasons At Hillside Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 2 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Seasons At Hillside is a small, tightly built community in Leesburg — 48 homes total, all raised between 2019 and 2023, with a median build year of 2021. That narrow construction window means condition and finish level vary less here than in older subdivisions; the differentiators are lot position, upgrades, and floor plan rather than age or deferred maintenance.

Recent transaction activity has been thin, with only one closing recorded in the most current window. That is not unusual for a community this size, but it does mean pricing signals should be read carefully — a single sale can move the picture more than it would in a larger neighborhood. Buyers and sellers here should lean on comparable homes within the community itself rather than broader Leesburg averages.

Nearby homes for sale

No active listings inside Seasons At HillsideHomes for Sale in Leesburg, FL right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

2451 SPRING BREEZE DRIVE
$350K · 0.1 mi away
4 bd · 2 ba · 1,921 sqft
2451 SPRING BREEZE DRIVE
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
2536 AUTUMN STREAM DRIVE
$340K · 0.1 mi away
4 bd · 2 ba · 1,921 sqft
2536 AUTUMN STREAM DRIVE
Listed by HOMETRUST REALTY GROUP
2544 AUTUMN STREAM DRIVE
$390K · 0.1 mi away
4 bd · 2 ba · 1,879 sqft
2544 AUTUMN STREAM DRIVE
Listed by RE/MAX SELECT GROUP
2600 HOLLOW LANE
$365K · 0.1 mi away
4 bd · 3 ba · 2,319 sqft
2600 HOLLOW LANE
Listed by HOMELIS REALTY INC
204 ROUND MAN STREET
$297K · 0.2 mi away
4 bd · 2 ba · 1,981 sqft
204 ROUND MAN STREET
Listed by OPENDOOR BROKERAGE LLC
2720 SAVANNAH DRIVE
$440K · 0.2 mi away
4 bd · 3 ba · 2,057 sqft
2720 SAVANNAH DRIVE
Listed by LPT REALTY, LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

A newer-construction pocket in Leesburg built out almost entirely between 2019 and 2023, Seasons At Hillside offers a consistent housing stock with a median living area of 1,879 square feet — a size point that tends to suit buyers looking for single-story or modest-footprint homes without the maintenance load of larger properties.

Stellar MLS sales records identify 15 homes in Seasons At Hillside that have changed hands since 2020, built between 2020 and 2022 (median 2021), with a median living area of about 1,890 sq ft and a typical 4-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.

Best for

  • Buyers seeking a newer-built home without the upgrade guesswork of an older subdivision
  • Buyers comfortable evaluating a smaller inventory pool and waiting for the right listing to surface
  • Buyers who want a straightforward, moderately sized floor plan near the community's typical square footage

Probably not for

  • Buyers who want on-site clubhouse, pool, or recreational amenities as part of the purchase
  • Buyers who need a wide range of price points or floor plans to choose from
  • Buyers relying on frequent recent sales data to negotiate — comparables here are limited

The market around Seasons At Hillside

Seasons At 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 At Hillside specifically. Momentum Research analysis of MLS records.

If we were buying in Seasons At Hillside 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 Seasons At Hillside.

Best Buy
Buyers who want newer construction in a compact, low-turnover Leesburg community.
Biggest Risk
Thin transaction volume makes it harder to benchmark pricing with confidence.
Sweet Spot
A single-story or modest-footprint home near the 1,879 sq ft median, owner-occupied and move-in ready.
Avoid If
You are counting on on-site amenities — none are currently identified here.

A Small, Recently Built Footprint

With only 48 homes and a median year built of 2021, this is a compact community where most of the housing stock shares a similar age and construction era. That uniformity simplifies comparisons for buyers — fewer variables around roof age, systems, or structural history — but it also means inventory can be limited at any given time. When something does list, it tends to reflect the same era of finishes and layout as its neighbors.

About 83% of homes here carry a homestead exemption, which points to a base of owner-occupied living rather than short-term or investment turnover. Combined with the low closing volume in the current window, this reads as a community where residents tend to stay put once settled, and where available listings should be evaluated on their own merits rather than assumed to reflect a fast-moving market. No community amenities are currently identified from MLS listings, so buyers prioritizing on-site recreational features should confirm directly what, if anything, is in place before assuming a clubhouse or pool comes with the address.

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community this size with limited recent closings, pricing a home correctly takes more than a countywide average — it takes a close look at the handful of comparable sales that actually exist inside Seasons At Hillside. We track that activity directly and can tell you honestly whether a listing is priced to the community's real pattern or just to the broader Leesburg market.

Seasons At Hillside in 15 seconds.

Best forBuyers who want newer construction in a compact, low-turnover Leesburg community.
Biggest advantageA consistent build era means fewer surprises around home age and system condition.
Biggest riskThin transaction volume makes it harder to benchmark pricing with confidence.
Sweet spotA single-story or modest-footprint home near the 1,879 sq ft median, owner-occupied and move-in ready.
Avoid ifYou are counting on on-site amenities — none are currently identified here.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Seasons At Hillside 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 Seasons At Hillside.
In short
  • HOA dues reported around $67/month (about $804/yr) · median of 11 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 11 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.

The takeaway

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

What is your Seasons At Hillside home worth?

Get a no-obligation home value based on real comparable sales in Seasons At 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.

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Real comps, not an automated estimate.
Buyers seeking a newer-built home without the upgrade guesswork of an older subdivisionExcellent fit
Buyers comfortable evaluating a smaller inventory pool and waiting for the right listing to surfaceExcellent fit
Buyers who want a straightforward, moderately sized floor plan near the community's typical square footageExcellent fit
Buyers who want on-site clubhouse, pool, or recreational amenities as part of the purchaseProbably not
Buyers who need a wide range of price points or floor plans to choose fromProbably not
Buyers relying on frequent recent sales data to negotiate — comparables here are limitedProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 19, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2021 (9 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.

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CallFree valuation →
Thinking of selling in Seasons At Hillside? 1 recorded closings (window ending 2026-09-20). See the Lake 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.

Common questions about Seasons At Hillside

Where is Seasons At Hillside?

Seasons At Hillside is a community in Leesburg, Lake County, Florida, ZIP 34748.

Are there homes for sale in Seasons At Hillside right now?

No active listings inside Seasons At Hillside at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Seasons At Hillside have an HOA or CDD?

No HOA is on record for Seasons At Hillside in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

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 At Hillside with Momentum Realty’s local guides.

Seasons Hillside0.1 mi away · 48 homes, built 2019–23, 3 for saleLeesburg Crestridge At Leesburg0.2 mi away · 48 homes, built 2007–20CCrestridge0.2 mi away · 48 homes, built 2007–20PGPadgett Gray0.3 mi away · 41 homes, built 1940–22Leesburg Sleepy Hollow0.3 mi away · median $260K, 4 sales/12 moLeesburg Lake Pointe At Summit0.3 mi away · median $298K, 4 sales/12 moBradford Ridge0.4 mi away · 59 homes, built 2022–24, 4 for saleBradford Ridge0.4 mi away · 59 homes, built 2022–24

Browse all neighborhood guides →

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Seasons At Hillside Market Scorecard

No active listings

Seasons At Hillside is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$314,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

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: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.