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Leesburg Sleepy Hollow First Add Leesburg in LEESBURG

Leesburg Sleepy Hollow First Add Leesburg
Homes for Sale in LEESBURG, FL

Community in LEESBURG · Lake County
71 homesBuilt 2005–2019Median sale $265K
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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 Leesburg Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · 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
Lake median: 95.7%
Tempo
9.0mo
Supply
3 to 6 months is the balanced band
15days
Median DOM · closed
15 days at the 2026 low
25%
Under contract
Lake: 26% (1,107 of 4,283)
3 · 1
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 Leesburg
38 of 71 parcels homesteaded (FL DOR 2025)
46%
Non-owner-occupied · Leesburg Sleepy Hollow First Add Leesburg
incl. 22% trust or LLC-held · 25% out-of-state
25%
Cash buyers · Leesburg Sleepy Hollow First Add Leesburg
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 Leesburg Housing Pulse · Momentum Research · as of July 15, 2026

Leesburg Sleepy Hollow First Add Leesburg right now

🟢 Buyer-leaning market. 9.0 months of supply and 25% 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 July 15, 2026. Confidence: Medium (4 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 July 15. Confidence: Low (3 and 5 sales in the two windows).

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

Updated July 15, 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 Leesburg market snapshot (as of July 15, 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 9.0 months of supply, a buyer-leaning 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 Leesburg 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).

Homes For Sale Right Now in Leesburg Sleepy Hollow First Add Leesburg

Live MLS inventory for Leesburg Sleepy Hollow First Add Leesburg. 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 Leesburg listings as of 2026-07-16, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Tap any home to ask about it.

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

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Schools

In short
  • 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 Leesburg Sleepy Hollow First Add Leesburg 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 Leesburg Sleepy Hollow First Add Leesburg address.

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Downtown Orlando commute~30 to 55 min · approximate, varies by location
Florida's Turnpike~10 to 25 min · approximate
Clermont and State Road 50 retail~10 to 30 min · approximate
Mount Dora~15 to 35 min · approximate
Orlando metro~25 to 50 min · approximate

Distances and drive times are approximate and vary with traffic. Confirm your real commute at your real departure time.

Nearby Communities

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

ANDERSONS MINERAL WATER COURT Homes for Sale in Leesburg, FLANDERSONS MINERAL WATER COURT Homes for Sale in Leesburg, FLLeesburg, FL · adjacentARBORS OF LAKE HARRIS Homes for Sale in Leesburg, FLARBORS OF LAKE HARRIS Homes for Sale in Leesburg, FLLeesburg, FL · adjacentARLINGTON RDG PH I-B Homes for Sale in Leesburg, FLARLINGTON RDG PH I-B Homes for Sale in Leesburg, FLLeesburg, FL · adjacentASHTON WOODS Homes for Sale in Leesburg, FLASHTON WOODS Homes for Sale in Leesburg, FLLeesburg, FL · adjacentAZALEA HILLS Homes for Sale in Leesburg, FLAZALEA HILLS Homes for Sale in Leesburg, FLLeesburg, FL · adjacentBASSVILLE PARK Homes for Sale in Leesburg, FLBASSVILLE PARK Homes for Sale in Leesburg, FLLeesburg, FL · adjacentBENTLEY VILLAS in Leesburg, FLBENTLEY VILLAS in Leesburg, FLLeesburg, FL · adjacentBENTWOOD SUB Homes for Sale in Leesburg, FLBENTWOOD SUB Homes for Sale in Leesburg, FLLeesburg, FL · adjacentBENTWOOD SUBDIVISION Homes for Sale in Leesburg, FLBENTWOOD SUBDIVISION Homes for Sale in Leesburg, FLLeesburg, FL · adjacent

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr
LEESBURG SLEEPY HOLLOW FIRST ADD (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take
  • Lake County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Confirm current ratings before relying on them
  • Private and parochial options nearby

LEESBURG SLEEPY HOLLOW FIRST ADD is served by Lake County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Buying with schools in mind? We can confirm the exact zoned schools for any LEESBURG SLEEPY HOLLOW FIRST ADD address.

The takeaway

What actually shapes value at LEESBURG SLEEPY HOLLOW FIRST ADD, reported and pointed to public records. We do not publish rumor.

Recent Developments in LEESBURG SLEEPY HOLLOW FIRST ADD

Our read on what is being built around LEESBURG SLEEPY HOLLOW FIRST ADD, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishThe structural story is a residential community in Leesburg, Lake County. The watch items are the systems and condition, the HOA status and dues, and the product and the lot, each confirmed for the specific home.

Location and character in Leesburg

BullishThe Leesburg setting in Lake County supports demand; condition and the specific home still drive value. impact
SignificanceRadius: Corridor

Location and character in Leesburg

Established community profile

NeutralCondition and the product separate otherwise similar homes; comp by condition. impact
SignificanceRadius: Community

Established community profile

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting LEESBURG SLEEPY HOLLOW FIRST ADD, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

  1. Public record
    Community

    LEESBURG SLEEPY HOLLOW FIRST ADD in Leesburg, Lake County

    LEESBURG SLEEPY HOLLOW FIRST ADD is recorded as a subdivision or community in Leesburg, Lake County, Florida. Treat the details as reported and verify the parcel, the association status, and the boundaries with the Lake County Property Appraiser. Why it matters: The location and character are the story; value turns on condition, the product, and the comp. Source

Development alerts for LEESBURG SLEEPY HOLLOW FIRST ADDGet a short monthly email when something new is approved, funded, or opens near LEESBURG SLEEPY HOLLOW FIRST ADD.

A monthly email from Momentum Realty. Unsubscribe anytime. See our privacy and disclosures.

Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

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If we were buying in Leesburg Sleepy Hollow First Add Leesburg 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

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.

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 Leesburg.

A closer look at the Leesburg Sleepy Hollow First Add Leesburg market

At a median of $205 per square foot, Leesburg Sleepy Hollow First Add Leesburg 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 9.0 months of supply, a buyer-leaning 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 Leesburg. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
3.2D · Buy Score
Recent Direction0.0/10
Liquidity & Demand1.0/10
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 (3.2). Basis: Recent Direction -30.3% year-over-year; Liquidity & Demand 9.0 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
  • Mandatory HOA - confirm current dues
  • 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 Leesburg sales matched to your home.

What is your Leesburg Sleepy Hollow First Add Leesburg home worth?

Get a no-obligation home value based on real comparable sales in Leesburg Sleepy Hollow First Add Leesburg, 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 Leesburg on the map →

Real comps, not an automated estimate.
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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.

$1,997/mo
Lake County typical true cost to own
$146/mo
Lake County typical home insurance
Check CDD
Confirm before you offer

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.

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How much local inventory is already under contract

19% 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 (2026-07-18).

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 $276,772, about 3.1% 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.

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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 $276,772, about 3.1% 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.

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Frequently Asked Questions

What is the median home price in Leesburg Sleepy Hollow First Add Leesburg?
The median sale price in Leesburg Sleepy Hollow First Add Leesburg was $265K over the 12 months ending July 15, 2026 (3 closed sales, Stellar MLS).
How long do homes in Leesburg Sleepy Hollow First Add Leesburg take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 15 days on market (3 sales, Stellar MLS).
Is Leesburg Sleepy Hollow First Add Leesburg a buyer's or seller's market right now?
As of July 15, 2026, Leesburg Sleepy Hollow First Add Leesburg leans toward buyers: 9.0 months of supply at the current sales pace (Stellar MLS live counts).
How many homes are in Leesburg Sleepy Hollow First Add Leesburg?
The Florida DOR 2025 assessment roll shows 71 homes in Leesburg Sleepy Hollow First Add Leesburg (public records).
What share of Leesburg Sleepy Hollow First Add Leesburg is owner-occupied?
54% of Leesburg Sleepy Hollow First Add Leesburg 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 Leesburg built?
Homes in Leesburg Sleepy Hollow First Add Leesburg 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 Leesburg?
Cash buyers took 25% of Leesburg Sleepy Hollow First Add Leesburg 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 Leesburg?
The best agent for Leesburg Sleepy Hollow First Add Leesburg 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 Leesburg.
How do I find a top LEESBURG real estate agent who knows Leesburg Sleepy Hollow First Add Leesburg?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Leesburg Sleepy Hollow First Add Leesburg and the wider LEESBURG area.
Can Momentum Realty connect me with an agent for Leesburg Sleepy Hollow First Add Leesburg?
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 Leesburg purchase or sale - no call center and no pressure.

Nearby Communities

Explore more neighborhoods near Leesburg Sleepy Hollow First Add Leesburg with Momentum Realty’s local guides.

Plantation At Leesburg Riverwalk LeesburgLEESBURG, FL · 0.0 miLeesburg Coachwood Colony Add 02 LeesburgLEESBURG, FL · 0.0 miPlantation At Leesburg Belle Terre Village L LeesburgLEESBURG, FL · 0.0 miPlantation Leesburg Arbordale LeesburgLEESBURG, FL · 0.0 miRORoyal Oak Estates Fifth Add LeesburgLEESBURG, FL · 0.0 miLELeesburg Edgewater Heights LeesburgLEESBURG, FL · 0.0 miSilver Lake Meadows Sub LeesburgLEESBURG, FL · 0.0 miPlantation Leesburg LeesburgLEESBURG, FL · 0.0 mi

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: July 16, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 34748))
Under-contract sharesStellar MLS records, as of 2026-07-12
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.

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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
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Get my Lake County cash offer →

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 local market 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.

or call (904) 351-6461
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