Orchard Park/Stillwater Crossing Ph2
Homes for Sale in Winter Garden, FL

Community in Winter Garden · Orange County · ZIP 34787
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Built fromLive Stellar MLS data4 years of closingsUpdated twice daily

As of September 2026, the MLS records 4 closed sales in Orchard Park/Stillwater Crossing Ph2 in Winter Garden, FL since 2022, the most recent in June 2026. 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/Stillwater Crossing Ph2 is a small, tightly built pocket of 44 homes, all constructed within a five-year window between 2014 and 2019. That kind of construction consistency means less variance in materials, systems age, and layout style than you'd find in an older or phased-over-decades community — buyers are comparing homes that are genuinely similar in age and build quality rather than guessing across generations of construction.

With a homestead share near 80%, this is a community where most owners are living in the home rather than holding it as a rental or investment. That tends to support steadier upkeep and fewer turnover-driven listings hitting the market at once. For sellers, it means your comps are mostly other owner-occupied resales, not investor flips — pricing conversations should lean on condition and updates rather than assuming a wide spread from rental-grade inventory.

The 60-Second Overview

This is a compact, single-phase community in Winter Garden built out over a short construction window, with a median home size just over 2,500 square feet — larger-format living space for a neighborhood this size.

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 larger-format home (median over 2,500 sq ft) without paying for a large, amenity-rich HOA.
  • Buyers comfortable with a small, low-turnover market and willing to move when the right listing appears.
  • Buyers who value construction consistency and are looking in the 2014–2019 build era specifically.

Probably not for

  • Buyers who want on-site community amenities like a pool, clubhouse, or organized common areas.
  • Buyers who need a large active inventory to compare many homes side by side before deciding.
  • Investors expecting a rental-heavy comp set — the high homestead share points to a mostly owner-occupied market.

The market around Orchard Park/Stillwater Crossing Ph2

Orchard Park/Stillwater Crossing Ph2 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/Stillwater Crossing Ph2 specifically. Momentum Research analysis of MLS records.

If we were buying in Orchard Park/Stillwater Crossing Ph2 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/Stillwater Crossing Ph2.

Best Buy
Buyers who want a larger, consistent-era home without a large or amenity-heavy community around it.
Biggest Risk
With only 44 homes, inventory is thin — expect fewer active listings and less pricing data at any given moment.
Sweet Spot
Buyers targeting a 2,500+ square foot home built in the mid-2010s.
Avoid If
Skip it if you're specifically shopping for a community with organized amenities like a pool or clubhouse.

A small, consistent build inside a larger corridor

At 44 homes, Orchard Park/Stillwater Crossing Ph2 is not a high-volume market — inventory turns slowly, and pricing conversations happen home-by-home rather than off a large, liquid comp set. The 2014–2019 build range with a 2016 median puts most of the housing stock in a similar construction era, which narrows the usual variables buyers have to underwrite: roof age, electrical standards, and floor plan generation are more likely to be consistent than in a community spanning multiple decades.

No community amenities are identified from current MLS listings for this phase, which suggests this is a residential-only footprint rather than an amenity-driven HOA community. Buyers drawn to clubhouses, pools, or organized common areas should verify what, if anything, is in place directly rather than assuming a standard suburban amenity package. The value proposition here reads as home size and build consistency first, shared amenities second.

The location and the amenities are priced into every listing in Orchard Park/Stillwater Crossing Ph2. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

A 44-home community with a narrow construction window doesn't generate a deep, easy comp set — pricing here takes local knowledge of what's actually traded and what condition and updates are doing to value, not a generic pull of the nearest zip code average. We track this pocket of Winter Garden closely enough to tell you where a specific listing actually sits.

Orchard Park/Stillwater Crossing Ph2 in 15 seconds.

Best forBuyers who want a larger, consistent-era home without a large or amenity-heavy community around it.
Biggest advantageHomes here share a tight construction window, which limits the usual guesswork around system age and build quality.
Biggest riskWith only 44 homes, inventory is thin — expect fewer active listings and less pricing data at any given moment.
Sweet spotBuyers targeting a 2,500+ square foot home built in the mid-2010s.
Avoid ifSkip it if you're specifically shopping for a community with organized amenities like a pool or clubhouse.

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/Stillwater Crossing Ph2 sales matched to your home.

What is your Orchard Park/Stillwater Crossing Ph2 home worth?

Get a no-obligation home value based on real comparable sales in Orchard Park/Stillwater Crossing Ph2, 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 larger-format home (median over 2,500 sq ft) without paying for a large, amenity-rich HOA.Excellent fit
Buyers comfortable with a small, low-turnover market and willing to move when the right listing appears.Excellent fit
Buyers who value construction consistency and are looking in the 2014–2019 build era specifically.Excellent fit
Buyers who want on-site community amenities like a pool, clubhouse, or organized common areas.Probably not
Buyers who need a large active inventory to compare many homes side by side before deciding.Probably not
Investors expecting a rental-heavy comp set — the high homestead share points to a mostly owner-occupied market.Probably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2022 (4 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 local comps.

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