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

All 693 homes for sale in Winter Garden, FL · median $585,000 · 639 homes for sale in 34787 · Orange County homes for sale

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

As of October 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, 1,339 homes closed in the last 12 months at a median of $597,500, 38 median days on market, with 342 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,960 ($9,290 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.

Nearby homes for sale

No active listings inside Orchard Park At Stillwater CrossingHomes for Sale in Winter Garden, 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.

3019 CHERRY ORCHARD LANE
$660K · 0.0 mi away
4 bd · 2 ba · 2,115 sqft
3019 CHERRY ORCHARD LANE
Listed by WRA BUSINESS & REAL ESTATE
3224 IRISH PEACH DRIVE
$540K · 0.2 mi away
4 bd · 3 ba · 2,115 sqft
3224 IRISH PEACH DRIVE
Listed by KELLER WILLIAMS WINTER PARK
14567 CEDAR HILL DRIVE
$1.20M · 0.4 mi away
5 bd · 3.5 ba · 4,909 sqft
14567 CEDAR HILL DRIVE
Listed by OLYMPUS EXECUTIVE REALTY INC
14321 WABASSO LOOP
$789K · 0.4 mi away
4 bd · 3.5 ba · 3,074 sqft
14321 WABASSO LOOP
Listed by LPT REALTY, LLC
14345 WABASSO LOOP
$735K · 0.4 mi away
5 bd · 4 ba · 2,878 sqft
14345 WABASSO LOOP
Listed by COMPASS FLORIDA LLC
1809 DELAFIELD DRIVE
$735K · 0.6 mi away
4 bd · 2.5 ba · 3,605 sqft
1809 DELAFIELD DRIVE
Listed by DALTON WADE INC

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

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.

Stellar MLS sales records identify 15 homes in Orchard Park At Stillwater Crossing that have changed hands since 2017, built between 2015 and 2018 (median 2018), with a median living area of about 3,009 sq ft and a typical 4-bedroom, 3-bath layout; 93% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

County records show 5 qualified sales in Orchard Park At Stillwater Crossing across 2024–2025 (2 in 2024, 3 in 2025), median $615,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

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).

In ZIP 34787 (Winter Garden), 2,147 homes closed in the last 12 months at a median of $598K ($252/sq ft), down 0.8% year over year, with a median 36 days on market. Right now 352 active and 181 pending listings put supply at about 3.7 months — a balanced market. See the live ZIP 34787 housing market and the Orange County market.

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

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Orchard Park At Stillwater Crossing 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 Orchard Park At Stillwater Crossing.
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.

See all homes for sale in Winter Garden →

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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Common questions about Orchard Park At Stillwater Crossing

Where is Orchard Park At Stillwater Crossing?

Orchard Park At Stillwater Crossing is a community in Winter Garden, Orange County, Florida, ZIP 34787.

How many homes are in Orchard Park At Stillwater Crossing?

County property records list 6 homes in Orchard Park At Stillwater Crossing, built between 2018 and 2018; the typical home is about 3,607 heated square feet.

What do homes in Orchard Park At Stillwater Crossing sell for?

Orchard Park At Stillwater Crossing has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2025 (1 sale, median $520,000). For context, ZIP 34787 has 957 homes on the market with 30% under contract.

Are there homes for sale in Orchard Park At Stillwater Crossing right now?

No active listings inside Orchard Park At Stillwater Crossing at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Orchard Park At Stillwater Crossing have an HOA or CDD?

No HOA is on record for Orchard Park At Stillwater Crossing 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.

Nearby Communities

Explore more neighborhoods near Orchard Park At Stillwater Crossing with Momentum Realty’s local guides.

Orchard Park Stillwater Crossing0.1 mi away · median $682K, 10 sales/12 moOPOrchard Park Stillwater Crossing Ph20.1 mi away · 44 homes, built 2014–19Tilden Place Winter Garden0.4 mi away · median $885K, 4 sales/12 moTPTilden Place0.4 mi away · 61 homes, built 2022–23, 1 for saleEmerald Ridge H0.5 mi away · 146 homes, built 2003–05Emerald Ridge0.6 mi away · 142 homes, built 2003–05, 1 for saleBMBelle Meade0.6 mi away · 151 homes, built 2006–11, 1 for saleBMBelle Meade0.6 mi away · median $782K, 4 sales/12 mo

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