SLEEPY HOLLOW 1ST ADD
Homes for Sale in LONGWOOD, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
SLEEPY HOLLOW 1ST ADD right now
🟢 Still climbing. The trailing-12-month median ($585K) is up 17.0% from the prior 12 months ($500K). With about 2 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 4 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
SLEEPY HOLLOW 1ST ADD market snapshot (as of August 2, 2026): the median sale price is about $585K ($259 per sq ft over the trailing 12 months of closed sales), and a median 22 days on market for closed sales. The trailing-12-month median is up 17% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).
SLEEPY HOLLOW 1ST ADD is a community of 77 homes in LONGWOOD, Seminole County, built between 1972 and 1990 (median 1973), with a median living area of about 2,183 square feet. 82% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of SLEEPY HOLLOW 1ST ADD. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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SLEEPY HOLLOW 1ST ADDPrice History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($585K) IS the median in the snapshot above, and the move from 2025 ($500K) IS the +17.0% one-year change.
Windows contain 0 to 6 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2007 through 2026. Deemed reliable but not guaranteed.
SLEEPY HOLLOW 1ST ADD Market Scorecard
SLEEPY HOLLOW 1ST ADD is currently a no active listings market. Limited supply, a median asking price of n/a.
Go deeper: 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.
Housing distress & ownership in SLEEPY HOLLOW 1ST ADD, LONGWOOD
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 August 2026 through August 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in SLEEPY HOLLOW 1ST ADD
Live MLS inventory for SLEEPY HOLLOW 1ST 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 SLEEPY HOLLOW 1ST ADD listings as of 2026-08-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2007 through 2026. Tap any home to ask about it.
SLEEPY HOLLOW 1ST ADD 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.
Life at SLEEPY HOLLOW 1ST ADD
- Park · reported on 4 of 6 listings
- Pickleball Court(s) · reported on 4 of 6 listings
- Playground · reported on 4 of 6 listings
- Basketball Court · reported on 2 of 6 listings
- Deed Restrictions · reported on 2 of 6 listings
- Tennis Court(s) · reported on 2 of 6 listings
- Secured Garage/Parking · reported on 1 of 6 listings
- Irrigation-Reclaimed Water · reported on 1 of 6 listings
- Racquetball · reported on 1 of 6 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Seminole County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Altamonte Elementary · Elementary
- Rock Lake Middle · Middle
- Lyman High · High
Zoned schools reflect the assignments reported on recent SLEEPY HOLLOW 1ST ADD listings and can change; always confirm with Seminole County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any SLEEPY HOLLOW 1ST ADD address.
The SLEEPY HOLLOW 1ST ADD buying strategy.
If we were buying in SLEEPY HOLLOW 1ST ADD 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 SLEEPY HOLLOW 1ST ADD.
A closer look at the SLEEPY HOLLOW 1ST ADD market
At a median of $259 per square foot, SLEEPY HOLLOW 1ST 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.
The trailing-12-month median up 17% year over year. Homes that do trade take a median 22 days on market, useful leverage on any listing that has lingered.
The housing stock is 77 homes built between 1972 and 1990, and 82% 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 SLEEPY HOLLOW 1ST ADD. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in SLEEPY HOLLOW 1ST ADD buys, holds, and resells. Momentum Research; not an appraisal.
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 3 factors (9.0). Basis: Recent Direction +17.0% year-over-year; Owner Commitment 82% owner-occupied; Pricing Power 98.4% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- 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.
Tools for a SLEEPY HOLLOW 1ST ADD 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 SLEEPY HOLLOW 1ST ADD sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in SLEEPY HOLLOW 1ST ADD, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your SLEEPY HOLLOW 1ST ADD home worth?
Get a no-obligation home value based on real comparable sales in SLEEPY HOLLOW 1ST 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 SLEEPY HOLLOW 1ST ADD on the map →
Frequently Asked Questions
What is the median home price in SLEEPY HOLLOW 1ST ADD?
How long do homes in SLEEPY HOLLOW 1ST ADD take to sell?
How many homes are in SLEEPY HOLLOW 1ST ADD?
What share of SLEEPY HOLLOW 1ST ADD is owner-occupied?
When were the homes in SLEEPY HOLLOW 1ST ADD built?
Do cash buyers compete in SLEEPY HOLLOW 1ST ADD?
Who is the best real estate agent for SLEEPY HOLLOW 1ST ADD?
How do I find a top LONGWOOD real estate agent who knows SLEEPY HOLLOW 1ST ADD?
Can Momentum Realty connect me with an agent for SLEEPY HOLLOW 1ST ADD?
Nearby Communities
Explore more neighborhoods near SLEEPY HOLLOW 1ST ADD with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (9 streets, ZIP 32750)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2007 (47 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.
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