Crooked Oak Estates
Homes for Sale in Umatilla, FL

All 80 homes for sale in Umatilla, FL · median $347,450 · 77 homes for sale in 32784 · Lake County homes for sale

Community in Umatilla · Lake County · ZIP 32784
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Built fromLive Stellar MLS data5 years of closingsUpdated twice daily

As of October 2026, the MLS records 2 closed sales in Crooked Oak Estates in Umatilla, FL since 2021, the most recent in July 2022. Across Umatilla as a whole, 56 homes closed in the last 12 months at a median of $313,990, 92 median days on market, with 73 homes for sale today. At that median and Lake County's FY2025-26 rate of 16.65 mills, annual property tax runs about $5,230 ($4,560 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

The current MLS snapshot for Crooked Oak Estates in Umatilla does not return a median price, day-on-market figure, or active listing count we can stand behind, and no community amenities are showing up in the feed either. That is a data gap, not a market judgment — it usually means the neighborhood is thin on active listings right now, so there is not enough current MLS volume to generate a reliable statistical picture.

For a buyer or seller, that means the smart move is not to lean on a headline number that does not exist, but to pull a direct, current comp set for this specific street and lot type before pricing a listing or writing an offer. In a lower-inventory pocket like this, the last comparable sale can go stale fast, so the read has to come from what is on the market today, not from an average.

Nearby homes for sale

No active listings inside Crooked Oak EstatesHomes for Sale in Umatilla, 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.

1336 BEAR HAMMOCK DRIVE
$329K · 0.4 mi away
3 bd · 2 ba · 1,672 sqft
1336 BEAR HAMMOCK DRIVE
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
1332 BEAR HAMMOCK DRIVE
$371K · 0.4 mi away
5 bd · 3 ba · 2,077 sqft
1332 BEAR HAMMOCK DRIVE
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
140 FLAG LILLY LANE
$355K · 0.4 mi away
4 bd · 2 ba · 1,828 sqft
140 FLAG LILLY LANE
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
144 FLAG LILLY LANE
$327K · 0.4 mi away
3 bd · 2 ba · 1,672 sqft
144 FLAG LILLY LANE
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
148 FLAG LILLY LANE
$333K · 0.4 mi away
4 bd · 2 ba · 1,828 sqft
148 FLAG LILLY LANE
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
143 FLAG LILLY LANE
$353K · 0.4 mi away
4 bd · 2 ba · 1,828 sqft
143 FLAG LILLY LANE
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC

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

The 60-Second Overview

Crooked Oak Estates sits in Umatilla, in Lake County, an area generally known for larger residential lots outside the denser Orlando-metro core rather than a packed subdivision grid. With no community amenities identified in current listings, this reads as a straightforward platted neighborhood rather than an amenity-anchored development.

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

  • A buyer prioritizing lot size and privacy over shared amenities
  • A buyer comfortable underwriting a home on direct, current comps rather than a published community average
  • A seller with a well-differentiated lot or home willing to price against specific recent activity rather than a headline figure

Probably not for

  • A buyer who wants a gated entry, pool, or clubhouse as part of the deal
  • A buyer who needs a large, statistically stable comp set to feel confident in an offer
  • A seller expecting a community-wide price trend to justify a listing price without a fresh comp pull

The market around Crooked Oak Estates

Crooked Oak Estates is too small for its own price trend, so here is the market around it.

In ZIP 32784, 94 homes are on the market and 22% are under contract — a steady corner of Umatilla.

Across Lake County, 3,179 homes are active and 1,077 pending (25% under contract).

In ZIP 32784 (Umatilla), 318 homes closed in the last 12 months at a median of $247K ($178/sq ft), down 2.8% year over year, with a median 73 days on market. Right now 15 active and 7 pending listings put supply at about 3.1 months — a balanced market. See the live ZIP 32784 housing market and the Lake County market.

ZIP and county figures describe the wider market, not Crooked Oak Estates specifically. Momentum Research analysis of MLS records.

If we were buying in Crooked Oak Estates 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 Crooked Oak Estates.

Best Buy
Buyers looking for lot and privacy rather than a packaged amenity community.
Biggest Risk
Thin current data means pricing has to be built from direct comps, not a community average.
Sweet Spot
Buyers who want space and are comfortable doing property-level, not neighborhood-level, diligence.
Avoid If
You want a clubhouse, pool, or other shared amenity as part of the purchase decision.

What the listing gap actually tells you

When a community shows no amenities in the MLS feed, it typically means the value case is built on the lot and the home itself — acreage, privacy, setback from neighbors — rather than a clubhouse, pool, or gated entry. That is not a negative; it just changes what you are underwriting when you evaluate a property here. You are pricing dirt and structure, not a shared amenity package.

It also means comparable sales matter more, not less. Without a pool or gate to standardize expectations across the street, two homes in Crooked Oak Estates can differ meaningfully on lot size, outbuildings, or road frontage. Anyone pricing a listing or building an offer here needs a comp pull that looks at the specific parcel, not a community-wide average, because right now the feed does not give us one to lean on.

“

The location and the amenities are priced into every listing in Crooked Oak Estates. 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 where the MLS feed is not returning a clean statistical picture, the value we add is direct: pulling live comps, checking recent activity street by street, and telling a buyer or seller plainly what the data does and does not support before they commit to a number.

Crooked Oak Estates in 15 seconds.

Best forBuyers looking for lot and privacy rather than a packaged amenity community.
Biggest advantageA lower-density setting outside the tighter subdivision grid closer to the metro core.
Biggest riskThin current data means pricing has to be built from direct comps, not a community average.
Sweet spotBuyers who want space and are comfortable doing property-level, not neighborhood-level, diligence.
Avoid ifYou want a clubhouse, pool, or other shared amenity as part of the purchase decision.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Crooked Oak Estates 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 Crooked Oak Estates.
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 Crooked Oak Estates sales matched to your home.

What is your Crooked Oak Estates home worth?

Get a no-obligation home value based on real comparable sales in Crooked Oak Estates, 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 all homes for sale in Umatilla →

Real comps, not an automated estimate.
A buyer prioritizing lot size and privacy over shared amenitiesExcellent fit
A buyer comfortable underwriting a home on direct, current comps rather than a published community averageExcellent fit
A seller with a well-differentiated lot or home willing to price against specific recent activity rather than a headline figureExcellent fit
A buyer who wants a gated entry, pool, or clubhouse as part of the dealProbably not
A buyer who needs a large, statistically stable comp set to feel confident in an offerProbably not
A seller expecting a community-wide price trend to justify a listing price without a fresh comp pullProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2021 (2 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.

Recent Developments in Crooked Oak Estates

Development, infrastructure, retail, and school activity affecting Crooked Oak Estates, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.

  1. August 2026
    Parks & Amenities

    Lake County approves buying 11 miles of CSX rail corridor for Wekiva Trail extension

    Lake County commissioners voted to buy an 11-mile CSX rail corridor to extend the Wekiva Trail from Sorrento toward Mount Dora, Eustis and Leesburg. Property costs exceed $20 million, funded by the Lake Forever bond, an expected Florida Communities Trust grant and other sources. The final purchase agreement waits on the outcome of the November property tax amendment.

    What it may mean for the marketA continuous trail linking Sorrento, Mount Dora, Eustis and Leesburg would add recreation and non-car connections across north Lake County. The site is about 8 miles south of Crooked Oak Estates.

    Source: Spectrum News 13
  2. March 2025
    Development

    Lake County approves rezoning for the Wolf Branch Innovation District near Mount Dora

    Lake County approved a rezoning for the Wolf Branch Innovation District, a large mixed-use employment district planned near Mount Dora and State Road 46, clearing the way for a long-term jobs and commercial hub in east Lake County.

    What it may mean for the marketA large new employment and mixed-use district near Mount Dora points to long-term job growth in east Lake County, a structural demand driver for housing in the surrounding area. The site is about 9 miles south of Crooked Oak Estates.

    Source: GrowthSpotter

Development alerts for Crooked Oak EstatesGet a short monthly email when something new is approved, funded, or opens near Crooked Oak Estates.

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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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Common questions about Crooked Oak Estates

Where is Crooked Oak Estates?

Crooked Oak Estates is a community in Umatilla, Lake County, Florida, ZIP 32784.

Are there homes for sale in Crooked Oak Estates right now?

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

Does Crooked Oak Estates have an HOA or CDD?

No HOA is on record for Crooked Oak Estates 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 Umatilla & 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 Crooked Oak Estates with Momentum Realty’s local guides.

Seasons At Magnolia Pointe0.5 mi away · median $346K, 21 sales/12 moWhidbys0.6 mi away · 33 homes, built 1951–17, 1 for saleMagnolia Pointe Clermont0.6 mi away · median $314K, 49 sales/12 moBBrennand0.7 mi awayUTUmatilla Turpentine Cos0.7 mi away · 35 homes, built 1920–20

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