Orchard Hills
Homes for Sale in Winter Garden, FL
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 11 closed sales in Orchard Hills in Winter Garden, FL since 2015, the most recent in December 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).
Orchard Hills is a tightly-defined pocket of 53 homes in Winter Garden, all built in a narrow window from 2014 to 2017. When the housing stock is this uniform in age, price is driven far less by "newer versus older" and far more by condition, updates, and lot position. Expect a wide spread around the median as a result — a well-kept, updated home and a tired one can sit in the same subdivision and price very differently.
With a median living area of roughly 2,466 square feet, this is a move-up product, not an entry footprint. Turnover is thin, so a single closing can distort the read in either direction. For a seller, that scarcity is leverage; for a buyer, it means patience and a willingness to move when the right condition and layout come available rather than waiting for a large menu to choose from.
The 60-Second Overview
A small, homogeneous enclave of mid-2010s homes in Winter Garden with a median size around 2,466 square feet — the kind of place where what you pay tracks the individual home's condition more than the age of the community.
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.
Who Orchard Hills is best for.
Best for
- Move-up buyers targeting roughly 2,466 square feet who value a settled, owner-occupied setting
- Buyers who prefer a home that's a few years lived-in over the cost and timeline of new construction
- Sellers with an updated home who can use the community's scarcity as pricing leverage
Probably not for
- Buyers shopping the smallest, lowest-cost footprint available
- Buyers who want many active listings to compare side by side before committing
- Investors expecting quick turnover in a low-inventory, owner-occupied enclave
The market around Orchard Hills
Orchard Hills is a small community — 5 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.
Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).
The housing mix here is 96% single family residence, 4% ?.
ZIP and county figures describe the wider market, not Orchard Hills specifically. Momentum Research analysis of MLS records.
Recent Developments in Orchard Hills
Development, infrastructure, retail, and school activity affecting Orchard Hills, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.
- July 2026Development
Capstone begins construction on The Gateway luxury apartments
Capstone Building Corp began construction on The Gateway, a 270-unit apartment community at 7250 Shadowridge Drive in Orlando, developed by JBL Development. The five-story gated project spans more than 417,000 square feet and is expected to be completed in late 2027. Amenities include a saltwater pool, fitness center, pickleball court, and a clubhouse with a restaurant and bar.
What it may mean for the marketAdds 270 market rate apartments in a five story building with resort style amenities, expanding the local rental housing stock in the Airport Lakes area of south Orlando. The project is about 11 miles northeast of Orchard Hills, elsewhere in Orange County.
Source: Construction Owners - July 2026Development
Orange County opens Enclave at Canopy Park with 104 affordable units
Orange County opened The Enclave at Canopy Park, a 104-unit affordable apartment community at 4440 Canopy Park Loop developed by Archway Partners. The county contributed 3 million dollars from its Affordable Housing Trust Fund. The community includes one and two bedroom homes plus a community center, fitness center, technology lab, and EV charging.
What it may mean for the marketAdds 104 income-restricted apartment homes to the local rental supply along with new community amenities and green-certified construction. The project is about 11 miles north of Orchard Hills, elsewhere in Orange County.
Source: ClickOrlando - July 2026Civic
Orange County previews new Innovation Center on West Colonial Drive
Orange County previewed its new Innovation Center at 7149 West Colonial Drive, located within the county's Multicultural Center and Senior Center complex, with an official opening set for Fall 2026. The center will offer technology programs including 3D printing and makerspace prototyping through the Orange County Library System, plus career exploration and workforce training through CareerSource Central Florida.
What it may mean for the marketAdds a county operated civic and technology facility with library and workforce programming to the West Colonial corridor. The project is about 15 miles north of Orchard Hills, elsewhere in Orange County.
Source: Orange County Newsroom - June 2026Development
Mixed-use high-rise redesigned for 924 and 934 North Magnolia Avenue
A redesigned 17-story mixed-use high-rise was proposed for 924 and 934 North Magnolia Avenue in Orlando's North Quarter district by Acram Group. The project would include 350 residential units, about 3,300 square feet of ground-floor commercial space, and a parking garage with 510 spaces, replacing two 1972 office buildings. A public plaza is planned at the corner of Magnolia and Weber Street.
What it may mean for the marketWould replace two aging office buildings with 350 residences, ground floor retail, and structured parking, adding housing density and a public plaza along the Orlando Urban Trail. The project is about 15 miles north of Orchard Hills, elsewhere in Orange County.
Source: Florida YIMBY - June 2026Development
Planning board approves zoning for 37-story tower at 170 East Washington Street
Orlando's Municipal Planning Board voted to approve a Planned Development amendment for a 37-story, 425-foot mixed-use tower at 170 East Washington Street across from Lake Eola Park. The project would include 252 residential units, a 221-room hotel, a three-story restaurant, and structured parking. It still requires City Council consideration before construction.
What it may mean for the marketWould add a 37 story tower with 252 residences and a hotel to the downtown skyline, replacing a prior approval for a 7 story hotel and increasing high density housing and parking supply. The project is about 15 miles north of Orchard Hills, elsewhere in Orange County.
Source: Florida YIMBY - March 2026Development
Orlando approves the 380-acre Dowden Central Community Development District in Lake Nona
Orlando approved the Dowden Central Community Development District, a roughly 380-acre district in the Lake Nona area of southeast Orlando, in March 2026. The district provides the framework to build roads, drainage, utilities, and parks for future development phases.
What it may mean for the marketA new community development district lays the groundwork for large-scale growth in the Lake Nona area, a step that typically precedes new housing and commercial activity nearby. The site is about 12 miles east of Orchard Hills.
Source: ClickOrlando
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.
The Orchard Hills buying strategy.
If we were buying in Orchard Hills today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Hills.
A small, uniform stock
Fifty-three homes, all delivered between 2014 and 2017, with a median build year of 2016. That consistency cuts both ways: mechanical systems and roofs across the neighborhood are of a similar vintage, so buyers should budget for the age of the home rather than assume everything is new, and sellers can't lean on "brand-new construction" as a differentiator. Presentation and updates are where value is won or lost here.
The homestead share sits at roughly 64%, meaning a solid majority of these homes are owner-occupied primary residences. That tends to correlate with stability in how homes are maintained and a slower, more deliberate pace of listings coming to market — which is consistent with the thin turnover you'd expect from a subdivision of this size.
The location and the amenities are priced into every listing in Orchard Hills. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a 53-home community where a single sale can skew the numbers, the comps that matter are the ones you can read correctly — adjusting for condition, updates, and lot rather than treating the median as gospel. We track this micro-market at the street level, and we'll tell you plainly whether a given listing is priced to its actual condition or to hope.
Orchard Hills in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Orchard Hills buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Orchard Hills sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Orchard Hills, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Orchard Hills home worth?
Get a no-obligation home value based on real comparable sales in Orchard Hills, 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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Frequently Asked Questions
How many homes are in Orchard Hills?
What share of Orchard Hills is owner-occupied?
When were the homes in Orchard Hills built?
Do cash buyers compete in Orchard Hills?
Who is the best real estate agent for Orchard Hills?
How do I find a top Winter Garden real estate agent who knows Orchard Hills?
Can Momentum Realty connect me with an agent for Orchard Hills?
Should you buy in Orchard Hills?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2015 (11 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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More Winter Garden & Orlando & Orange County guides
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