Windy Oaks
Homes for Sale in Okahumpka, FL

All 10 homes for sale in Okahumpka, FL · median $337,495 · Lake County homes for sale

Community in Okahumpka · Lake County · ZIP 34762
Free · No obligation
Talk to a Windy Oaks Expert

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

Built fromPublic records & builder filingsUpdated twice daily

Windy Oaks is a community in Okahumpka, Lake County, FL (ZIP 34762). Across Okahumpka as a whole, 11 homes closed in the last 12 months at a median of $352,500, 49 median days on market, with 5 homes for sale today. At that median and Lake County's FY2025-26 rate of 16.65 mills, annual property tax runs about $5,870 ($5,200 with the full homestead exemption).

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

What defines Windy Oaks is its setting and amenity set: natural lake access, a pickleball court and a dog park, from a builder, Risewell Homes, that has not yet published pricing. With only 10 homes listed in the ZIP, the local market gives little to compare against, so published new-build prices will matter more than usual.

In writing, ask how lake access works and whether it is shared or private, the HOA dues, the CDD status (unknown), the deposit and refund terms, incentive conditions and a dated completion estimate. Ask also for the plan list and lot sizes.

The 60-Second Overview

Windy Oaks is a Risewell Homes single-family community at 27003 Windy Chestnut Drive in Okahumpka, Lake County, Florida (ZIP 34762), in the Leesburg area. It is listed as coming soon, so this is a pre-launch page and no homes are for sale yet. Pricing has not been released. Listed amenities are a pickleball court, dog park and access to natural lakes. We have no home count, plan list, lot sizes, HOA amount or opening date, and the CDD status is unknown. Okahumpka and ZIP 34762 both show 10 homes for sale at a median list price of $337,495, a very small sample, so treat that figure as a loose reference rather than a market read.

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.

The market around Windy Oaks

In ZIP 34762 (Okahumpka), 1,099 homes closed in the last 12 months at a median of $360K ($237/sq ft), down 4.0% year over year, with a median 43 days on market. Right now 7 active and 2 pending listings put supply at about 7.7 months — a buyer's market. See the live ZIP 34762 housing market and the Lake County market.

ZIP and county figures describe the wider market, not Windy Oaks specifically. Momentum Research analysis of MLS records.

Best for

  • Buyers who want lake access with a new home.
  • Buyers who can wait for pricing.
  • Buyers who play pickleball and want a court nearby.

Probably not for

  • Buyers who need a published price.
  • Buyers who need a near-term closing.
  • Buyers who want a large amenity campus.

Windy Oaks: what we know so far

Windy Oaks is not selling yet. There are no active listings and no recorded resales, so every number on this page comes from public records, county approvals and builder announcements, and is dated. We re-verify status on every rebuild.

BuildersRisewell Homes
Community typeSingle-family
ZIP34762
CountyLake County, Florida
Statuscoming soon
CDDunknown
School districtLake County Schools
Amenities (per builder)dog park, lake access, pickleball court
Builder pagenewhomesource.com
Last verifiedOctober 8, 2026
Sourcesnewhomesource.com (October 8, 2026)

Status note: Risewell Homes coming-soon community at 27003 Windy Chestnut Drive in Okahumpka (Leesburg area) with a pickleball court, dog park and access to natural lakes. Pricing not yet released.

Get the Windy Oaks early list

Lot releases, first pricing and builder incentives, the day we hear. One email when something changes, nothing else.

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. You do not need to consent as a condition of buying any property, goods, or services. Reply STOP to opt out. See our Privacy Policy and SMS Terms.

Not ready to wait? See what is selling in Okahumpka right now →

Recent Developments in Windy Oaks

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

Dev Momentum28/100 · Moderate
  1. October 2026
    Builder Activity

    Windy Oaks: Coming soon (Risewell Homes)

    Risewell Homes coming-soon community at 27003 Windy Chestnut Drive in Okahumpka (Leesburg area) with a pickleball court, dog park and access to natural lakes. Pricing not yet released.

    What it may mean for the marketBuilder timelines and pricing change; confirm current status, release schedule and fees with the builder before relying on them.

    Source: newhomesource.com

Development alerts for Windy OaksGet a short monthly email when something new is approved, funded, or opens near Windy Oaks.

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.

If we were buying in Windy Oaks 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 Windy Oaks.

Best Buy
Buyers who want a single-family home with lake access in the Leesburg area.
Biggest Risk
No pricing is published and the CDD is unknown.
Sweet Spot
Best when you value lake access and a small local market view.
Avoid If
Avoid if you need to see a price sheet first.

Lake access and a pickleball court on Windy Chestnut Drive

Windy Oaks is at 27003 Windy Chestnut Drive in Okahumpka, ZIP 34762, in Lake County, in the Leesburg area. Risewell Homes is the builder, and the listing is coming soon.

The product is single-family. Listed amenities are a pickleball court, dog park and access to natural lakes. Pricing, plans and lot sizes are not published.

Unconfirmed: price, home count, HOA, CDD, the terms of lake access and the opening date. NewHomeSource and Risewell Homes are the sources, and written disclosures are the proof.

“

The location and the amenities are priced into every listing in Windy Oaks. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

We watch Risewell Homes releases and will tell you when Windy Oaks posts prices. We keep other Lake County communities lined up so you have prices to compare against.

We read the contract with you for the deposit, selections, assessments and delivery. It is free to you, since the builder pays.

Windy Oaks in 15 seconds.

Best forBuyers who want a single-family home with lake access in the Leesburg area.
Biggest advantageNatural lake access and a pickleball court in the amenity set.
Biggest riskNo pricing is published and the CDD is unknown.
Sweet spotBest when you value lake access and a small local market view.
Avoid ifAvoid if you need to see a price sheet first.

HOA, CDD & Fees

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

What is your Windy Oaks home worth?

Get a no-obligation home value based on real comparable sales in Windy Oaks, 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 Okahumpka →

Real comps, not an automated estimate.
Buyers who want lake access with a new home.Excellent fit
Buyers who can wait for pricing.Excellent fit
Buyers who play pickleball and want a court nearby.Excellent fit
Buyers who need a published price.Probably not
Buyers who need a near-term closing.Probably not
Buyers who want a large amenity campus.Probably not

Data sources & freshness

Community recordpublic records & builder filings listing records: the community is present in the MLS feed; no closed sale is on record in our archive yet, so no price statistics are shown

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of public records & builder filings 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 public records & builder filings member average and 8 days faster, and we’ll price yours against live local 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 →
Talk to a Local Windy Oaks Expert
Call Get Listings