Orchard Park At Stillwater Crossing
Homes for Sale in Winter Garden, FL

Community in Winter Garden · Orange County · ZIP 34787
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Built fromLive Stellar MLS data10 years of closingsUpdated twice daily

As of September 2026, the MLS records 6 closed sales in Orchard Park At Stillwater Crossing Phase 4 in Winter Garden, FL since 2016, the most recent in October 2025. Across Winter Garden as a whole, 1,316 homes closed in the last 12 months at a median of $595,000, 38 median days on market, with 348 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,920 ($9,250 with the full homestead exemption).

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

Orchard Park At Stillwater Crossing Phase 4 is a tight, recently built pocket in Winter Garden — every home here was constructed between 2016 and 2019, with a median build year of 2018. That narrow construction window means less variance in finishes and systems than you'd find in an older, patchwork neighborhood, so pricing here tends to track condition and lot specifics more than it tracks age.

With about 87% of homes carrying a homestead exemption, this reads as a community built and held for owner use rather than turned over frequently for rental or investment. That matters for a buyer: inventory doesn't churn constantly, and a seller here is usually pricing off genuine occupancy costs and upkeep, not an investor's exit math.

The 60-Second Overview

This is a single-phase, single-era community of 116 homes in Winter Garden — built in a tight four-year window and holding a median living area just under 2,700 square feet, which points to consistently sized, move-in-ready floor plans rather than a mix of starter and estate-scale product.

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

  • Buyers who want a home built within the last decade without amenity fees baked into the purchase
  • Buyers prioritizing consistent square footage and construction era over neighborhood extras
  • Owner-occupant buyers comfortable in a community that reads as primarily owner-held rather than investor-heavy

Probably not for

  • Buyers who need a confirmed pool, clubhouse, or community amenity package as part of the purchase decision
  • Buyers seeking older, established neighborhoods with mature landscaping and varied architectural eras
  • Investors expecting a high concentration of non-homestead, rental-ready inventory to choose from

The market around Orchard Park At Stillwater Crossing

Orchard Park At Stillwater Crossing is too small for its own price trend, so here is the market around it.

In ZIP 34787, 957 homes are on the market and 30% are under contract — a steady corner of Winter Garden.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

ZIP and county figures describe the wider market, not Orchard Park At Stillwater Crossing specifically. Momentum Research analysis of MLS records.

Orchard Park At Stillwater Crossing Phase 4 by the numbers

From county property records and closed MLS sales for the Orchard Park At Stillwater Crossing Phase 4 subdivision: 6 homes on record; built 2018; typical size about 3,607 heated sq ft; 5 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20183$443,026
20201$490,000
20221$835,000
20251$520,000

Newest recorded sale: $520,000 on 2025-10-12.

Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.

If we were buying in Orchard Park At Stillwater Crossing 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 Orchard Park At Stillwater Crossing.

Best Buy
Buyers who want a consistently built home from a narrow, recent construction window without wading through decades of mixed inventory.
Biggest Risk
With no confirmed amenities, buyers expecting shared community features need to verify what actually exists rather than assume.
Sweet Spot
Homes near 2,700 square feet built in the 2016–2019 window, priced on condition rather than era.
Avoid If
You're specifically shopping for a community built around clubhouse or resort-style amenities — none are confirmed here.

One build era, one story to tell

Because every home in Orchard Park At Stillwater Crossing Phase 4 was built within the same three-year stretch (2016–2019), the housing stock itself is unusually consistent. Roofs, HVAC systems, and construction methods across the community are likely closer in age than you'd see in a neighborhood built over decades, which simplifies the inspection conversation for buyers and the disclosure conversation for sellers.

No community amenities are identified from current MLS listings for this phase, so buyers should treat this as a housing-focused purchase rather than an amenity-driven one — verify directly with the HOA or developer documentation what, if anything, is included before assuming a clubhouse, pool, or shared green space comes with the address.

The location and the amenities are priced into every listing in Orchard Park At Stillwater Crossing. 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 single-phase community like this, the details that matter — build quality consistency, HOA structure, and what amenities actually exist versus what's assumed — aren't always spelled out in a listing sheet. We pull the actual MLS history and homestead data for Orchard Park At Stillwater Crossing Phase 4 rather than relying on generic community marketing, so you're negotiating from what's really there.

Orchard Park At Stillwater Crossing in 15 seconds.

Best forBuyers who want a consistently built home from a narrow, recent construction window without wading through decades of mixed inventory.
Biggest advantageA homogeneous housing stock — similar ages, similar square footage — that simplifies comparisons and inspections.
Biggest riskWith no confirmed amenities, buyers expecting shared community features need to verify what actually exists rather than assume.
Sweet spotHomes near 2,700 square feet built in the 2016–2019 window, priced on condition rather than era.
Avoid ifYou're specifically shopping for a community built around clubhouse or resort-style amenities — none are confirmed here.

HOA, CDD & Fees

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 Orchard Park At Stillwater Crossing sales matched to your home.

What is your Orchard Park At Stillwater Crossing home worth?

Get a no-obligation home value based on real comparable sales in Orchard Park At Stillwater Crossing, 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.
Buyers who want a home built within the last decade without amenity fees baked into the purchaseExcellent fit
Buyers prioritizing consistent square footage and construction era over neighborhood extrasExcellent fit
Owner-occupant buyers comfortable in a community that reads as primarily owner-held rather than investor-heavyExcellent fit
Buyers who need a confirmed pool, clubhouse, or community amenity package as part of the purchase decisionProbably not
Buyers seeking older, established neighborhoods with mature landscaping and varied architectural erasProbably not
Investors expecting a high concentration of non-homestead, rental-ready inventory to choose fromProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2016 (6 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 local comps.

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