LEESBURG SLEEPY HOLLOW FIRST ADD in LEESBURG

LEESBURG SLEEPY HOLLOW FIRST ADD
Homes for Sale in LEESBURG, FL

Community in LEESBURG · Lake County · ZIP 34748
71 homesBuilt 2005–2019Median sale $265K
Free · No obligation
Talk to a LEESBURG SLEEPY HOLLOW FIRST ADD Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data2 years of closingsFL DOR public recordsUpdated twice daily
Live · LEESBURG SLEEPY HOLLOW FIRST ADD Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$265K
Median sold · 12 mo
down 30.3% vs the prior 12 months
-30.3%
1-yr price change
n = 3 and 5 sales in the two windows
$205/sf
Sold $/sqft · 12 mo
peak $205 in 2026
94.7%
Sale vs ask
Tempo
6.0mo
Supply
3 to 6 months is the balanced band
15days
Median DOM · closed
15 days at the 2026 low
0%
Under contract
Lake: 26% (1,105 of 4,329)
2 · 0
For sale · pending
live counts, refreshed twice daily
3
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
54%
Owner-occupied · LEESBURG SLEEPY HOLLOW FIRST ADD
38 of 71 parcels homesteaded (FL DOR 2025)
46%
Non-owner-occupied · LEESBURG SLEEPY HOLLOW FIRST ADD
incl. 22% trust or LLC-held · 25% out-of-state
25%
Cash buyers · LEESBURG SLEEPY HOLLOW FIRST ADD
1 of 4 sales, 12 mo ending June 2026
71
Homes in the community
71 residential parcels (FL DOR 2025)
Track record · 2 years of records
Est. 2005
Community established
homes built 2005-2019, median 2006 (FL DOR 2025)
4
Failed listings · 2026
peaked at 4 in 2026
1,250sqft
Median sold home size
12-mo windows, closed sales
4.2%/yr
Turnover rate
about 3 of 71 homes trade a year
LEESBURG SLEEPY HOLLOW FIRST ADD Housing Pulse · Momentum Research · as of August 2, 2026

LEESBURG SLEEPY HOLLOW FIRST ADD 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 August 2, 2026. Confidence: Low (2 active and pending listings, 3 closed sales in 12 months).

🔴 Off the recent peak. The trailing-12-month median ($265K) is down 30.3% from the prior 12 months ($380K). With about 3 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: Low (3 and 5 sales in the two windows).

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

Updated August 2, 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

LEESBURG SLEEPY HOLLOW FIRST ADD market snapshot (as of August 2, 2026): the median sale price is about $265K ($205 per sq ft over the trailing 12 months of closed sales), a median 15 days on market for closed sales, and 6.0 months of supply, a balanced market. The trailing-12-month median is down 30% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).

LEESBURG SLEEPY HOLLOW FIRST ADD is a community of 71 homes in LEESBURG, Lake County, built between 2005 and 2019 (median 2005.5), with a median living area of about 1,773 square feet. 54% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Housing distress & ownership in LEESBURG SLEEPY HOLLOW FIRST ADD, LEESBURG

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
6.67%
1 of 15 listings · short sale 1
Distress share trend - 6.67% now (2026-08-12 → 2026-08-30)

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 August 2026 through August 2026. Deemed reliable but not guaranteed.

Homes For Sale Right Now in LEESBURG SLEEPY HOLLOW FIRST ADD

Live MLS inventory for LEESBURG SLEEPY HOLLOW FIRST ADD. 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 LEESBURG SLEEPY HOLLOW FIRST ADD listings as of 2026-08-30, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2024 through 2026. Tap any home to ask about it.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

If we were buying in LEESBURG SLEEPY HOLLOW FIRST ADD 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 LEESBURG SLEEPY HOLLOW FIRST ADD.

A closer look at the LEESBURG SLEEPY HOLLOW FIRST ADD market

At a median of $205 per square foot, LEESBURG SLEEPY HOLLOW FIRST ADD 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 6.0 months of supply, a balanced market and the trailing-12-month median down 30% year over year. Homes that do trade take a median 15 days on market, useful leverage on any listing that has lingered.

The housing stock is 71 homes built between 2005 and 2019, and 54% 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 LEESBURG SLEEPY HOLLOW FIRST ADD. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
3.9D · Buy Score
Recent Direction0.0/10
Liquidity & Demand4.0/10
Owner Commitment5.4/10
Pricing Power6.4/10

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 4 factors (3.9). Basis: Recent Direction -30.3% year-over-year; Liquidity & Demand 6.0 months of supply; Owner Commitment 54% owner-occupied; Pricing Power 94.7% sale-to-list. Refreshed with each data update.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed LEESBURG SLEEPY HOLLOW FIRST ADD sales matched to your home.

What is your LEESBURG SLEEPY HOLLOW FIRST ADD home worth?

Get a no-obligation home value based on real comparable sales in LEESBURG SLEEPY HOLLOW FIRST ADD, 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 homes for sale in LEESBURG SLEEPY HOLLOW FIRST ADD on the map →

Real comps, not an automated estimate.

LEESBURG SLEEPY HOLLOW FIRST ADD Market Scorecard

Buyer's market

LEESBURG SLEEPY HOLLOW FIRST ADD is currently a buyer's market. About 7.2 months of supply, a median asking price of $369,999, and homes go under contract in about 107 days.

7.2
Months supply
$369,999
Median list
$284,000
Median sold
$186
Per sqft
107
Days on mkt
3/1/5
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: 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

What is the median home price in LEESBURG SLEEPY HOLLOW FIRST ADD?
The median sale price in LEESBURG SLEEPY HOLLOW FIRST ADD was $265K over the 12 months ending August 2, 2026 (3 closed sales, Stellar MLS).
How long do homes in LEESBURG SLEEPY HOLLOW FIRST ADD take to sell?
Homes that closed in the 12 months ending August 2, 2026 took a median 15 days on market (3 sales, Stellar MLS).
Is LEESBURG SLEEPY HOLLOW FIRST ADD a buyer's or seller's market right now?
As of August 2, 2026, LEESBURG SLEEPY HOLLOW FIRST ADD is roughly balanced: 6.0 months of supply at the current sales pace (Stellar MLS live counts).
How many homes are in LEESBURG SLEEPY HOLLOW FIRST ADD?
The Florida DOR 2025 assessment roll shows 71 homes in LEESBURG SLEEPY HOLLOW FIRST ADD (public records).
What share of LEESBURG SLEEPY HOLLOW FIRST ADD is owner-occupied?
54% of LEESBURG SLEEPY HOLLOW FIRST ADD parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in LEESBURG SLEEPY HOLLOW FIRST ADD built?
Homes in LEESBURG SLEEPY HOLLOW FIRST ADD were built between 2005 and 2019, with a median year built of 2005.5 (FL DOR 2025 roll).
Do cash buyers compete in LEESBURG SLEEPY HOLLOW FIRST ADD?
Cash buyers took 25% of LEESBURG SLEEPY HOLLOW FIRST ADD sales in the 12 months ending June 2026 (1 of 4 closings, Stellar MLS).
Who is the best real estate agent for LEESBURG SLEEPY HOLLOW FIRST ADD?
The best agent for LEESBURG SLEEPY HOLLOW FIRST ADD is one who actively works LEESBURG 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 LEESBURG SLEEPY HOLLOW FIRST ADD.
How do I find a top LEESBURG real estate agent who knows LEESBURG SLEEPY HOLLOW FIRST ADD?
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 LEESBURG SLEEPY HOLLOW FIRST ADD and the wider LEESBURG area.
Can Momentum Realty connect me with an agent for LEESBURG SLEEPY HOLLOW FIRST ADD?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your LEESBURG SLEEPY HOLLOW FIRST ADD purchase or sale - no call center and no pressure.

Nearby Communities

Explore more neighborhoods near LEESBURG SLEEPY HOLLOW FIRST ADD with Momentum Realty’s local guides.

Bradford Ridge Leesburg0.2 mi awaySeasons Hillside Leesburg0.2 mi awayPark Hill Sub Leesburg0.3 mi awayLeesburg Crestridge At Leesburg Leesburg0.3 mi awayLeesburg Lake Pointe At Summit Leesburg0.4 mi awaySeasons Pk Hill Leesburg0.5 mi awayBrittany Estates Leesburg0.7 mi awayLALeesburg Ashton Woods Leesburg0.9 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending August 2, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 34748))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2024 (10 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 your area 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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

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.

Thinking of selling in LEESBURG SLEEPY HOLLOW FIRST ADD? 3 recorded closings; median 15 days on market (window ending 2026-08-02). 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.
Talk to a Local LEESBURG SLEEPY HOLLOW FIRST ADD Expert
Call Get Listings