Sleepy Hollow Ph 02
Homes for Sale in Orlando, FL

Community in Orlando · Orange County
59 homesBuilt 1946–2005
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data14 years of closingsFL DOR public recordsUpdated twice daily
Live · Sleepy Hollow Ph 02 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
58%
Owner-occupied · Sleepy Hollow Ph 02
34 of 59 parcels homesteaded (FL DOR 2025)
42%
Non-owner-occupied · Sleepy Hollow Ph 02
incl. 10% trust or LLC-held · 100% out-of-state
0%
Cash buyers · Sleepy Hollow Ph 02
0 of 3 sales, 12 mo ending June 2026
59
Homes in the community
59 residential parcels (FL DOR 2025)
Track record · 14 years of records
Est. 1946
Community established
homes built 1946-2005, median 1988 (FL DOR 2025)
0
Failed listings · 2025
peaked at 5 in 2014
3.4%/yr
Turnover rate
about 2 of 59 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Sleepy Hollow Ph 02 is a small, established pocket in Orlando — 36 homes, most built decades ago, with a median vintage around 1988 and a stock that stretches back as far as 1946 and up through 2005. That spread matters: price here is driven less by any single number and more by condition, updates, and lot. A renovated mid-century home and a tired one on the same street will trade very differently.

With homes at a median of roughly 1,311 square feet, this is a compact-footprint community, and the older, smaller stock rewards buyers who can read renovation potential. The homestead share sits just under 60%, pointing to a core of long-term ownership rather than a churn of rentals — which tends to keep supply thin and negotiations one-off rather than volume-driven.

Best for

  • Buyers who want a compact-footprint home and are willing to renovate for value
  • Long-hold buyers who value a low-turnover, owner-occupied street over churn
  • Budget-conscious buyers reading condition and location rather than chasing new build

Probably not for

  • Buyers needing substantial square footage or a large modern floor plan
  • Buyers who want turnkey, recent-construction homes with no update work
  • Buyers who need a deep pool of comparable listings to feel confident on price

The market around Sleepy Hollow Ph 02

Sleepy Hollow Ph 02 is a small community — 18 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Sleepy Hollow Ph 02 specifically. Momentum Research analysis of MLS records.

If we were buying in Sleepy Hollow Ph 02 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 Sleepy Hollow Ph 02.

Best Buy
Buyers comfortable with older, compact homes and the updates they may need.
Biggest Risk
Wide age and condition spread makes comps unreliable without a close read.
Sweet Spot
An updated home near the 1988 median vintage on a good lot.
Avoid If
You need large square footage or turnkey new construction.

Small stock, condition-driven pricing

With only 36 homes and a build range running from 1946 to 2005, Sleepy Hollow Ph 02 is not a subdivision of repeating floor plans. The median build year near 1988 sits well after the oldest homes, meaning you will find genuine variety — post-war construction alongside later infill. For a buyer, that means every listing deserves its own inspection lens; for a seller, it means your renovation choices, not a neighborhood formula, set your ceiling.

The compact median footprint of about 1,311 square feet frames the realistic play here: these are efficient homes where thoughtful updates to kitchens, systems, and layout carry disproportionate weight. Because turnover in a 36-home community is naturally limited, a well-prepared listing does not have to compete with a wall of similar inventory.

The location and the amenities are priced into every listing in Sleepy Hollow Ph 02. 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 small and this varied by age and condition, the comp math is thin and easy to get wrong. We price and negotiate off the actual home in front of us — its vintage, its updates, its footprint — rather than a broad neighborhood average, and we set expectations honestly on both sides of the table.

Sleepy Hollow Ph 02 in 15 seconds.

Best forBuyers comfortable with older, compact homes and the updates they may need.
Biggest advantageA small, owner-heavy enclave where inventory stays thin.
Biggest riskWide age and condition spread makes comps unreliable without a close read.
Sweet spotAn updated home near the 1988 median vintage on a good lot.
Avoid ifYou need large square footage or turnkey new construction.

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 Sleepy Hollow Ph 02 sales matched to your home.

What is your Sleepy Hollow Ph 02 home worth?

Get a no-obligation home value based on real comparable sales in Sleepy Hollow Ph 02, 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.

Frequently Asked Questions

How many homes are in Sleepy Hollow Ph 02?
The Florida DOR 2025 assessment roll shows 59 homes in Sleepy Hollow Ph 02 (public records).
What share of Sleepy Hollow Ph 02 is owner-occupied?
58% of Sleepy Hollow Ph 02 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Sleepy Hollow Ph 02 built?
Homes in Sleepy Hollow Ph 02 were built between 1946 and 2005, with a median year built of 1988 (FL DOR 2025 roll).
Do cash buyers compete in Sleepy Hollow Ph 02?
Cash buyers took 0% of Sleepy Hollow Ph 02 sales in the 12 months ending June 2026 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Sleepy Hollow Ph 02?
The best agent for Sleepy Hollow Ph 02 is one who actively works Orlando 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 Sleepy Hollow Ph 02.
How do I find a top Orlando real estate agent who knows Sleepy Hollow Ph 02?
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 Sleepy Hollow Ph 02 and the wider Orlando area.
Can Momentum Realty connect me with an agent for Sleepy Hollow Ph 02?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Sleepy Hollow Ph 02 purchase or sale - no call center and no pressure.
Buyers who want a compact-footprint home and are willing to renovate for valueExcellent fit
Long-hold buyers who value a low-turnover, owner-occupied street over churnExcellent fit
Budget-conscious buyers reading condition and location rather than chasing new buildExcellent fit
Buyers needing substantial square footage or a large modern floor planProbably not
Buyers who want turnkey, recent-construction homes with no update workProbably not
Buyers who need a deep pool of comparable listings to feel confident on priceProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 32810))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2012 (17 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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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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