Cooper Sewell
Homes for Sale in Winter Garden, FL
All 693 homes for sale in WINTER GARDEN, FL · median $585,000 · 115 condos for sale in WINTER GARDEN · 639 homes for sale in 34787 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-20, 3 recorded sales closed at a median of $555,000, $415 per square foot, a median 25 days on market, sellers accepting 88% of original asking (+10% versus the prior year). Homes listed or recently sold were built 1920 - 2025 with 1 new construction; none of the 5 geocoded homes sit in a FEMA special flood hazard zone (median elevation 113 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,250 ($8,580 with the full homestead exemption).
| Location | WINTER GARDEN, Orange County, FL · ZIP 34787 |
|---|---|
| Homes in the community | 353 (FL DOR 2025 assessment roll) |
| Years built | 1901–2024 (median 1960) |
| Typical living area | 1,488 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Golf Carts OK |
| Sale prices, last 12 months | $555,000 median across 3 closed sales · $415 per sq ft · +9.9% vs the prior 12 months |
| Days on market (closed sales) | 25 median |
| For sale right now | 0 active, 1 pending |
| Owner-occupied (homestead) share | 54% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2007 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Cooper Sewell Add key facts,” movewithmomentum.com/neighborhoods/cooper-sewell-add-winter-garden, data as of September 20, 2026.
Last 30 days in Cooper Sewell: 2 new listings (median asking $1,032,500), 1 closed sale (median $1,260,000). As of October 5, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Cooper Sewell right now
🟢 Still climbing. The trailing-12-month median ($555K) is up 9.9% from the prior 12 months ($505K). With about 2 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: Low (3 and 5 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 5, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Cooper Sewell market snapshot (as of September 20, 2026): the median sale price is about $555K ($415 per sq ft over the trailing 12 months of closed sales), and a median 25 days on market for closed sales. The trailing-12-month median is up 10% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).
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.
County records show 30 qualified sales in Cooper Sewell across 2024 - 2025 (11 in 2024, 19 in 2025), median $495,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Cooper Sewell is a community of 353 homes in Winter Garden, Orange County, built between 1901 and 2024 (median 1960), with a median living area of about 1,488 square feet. 54% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Cooper Sewell. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Cooper Sewell; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($555K) IS the median in the snapshot above, and the move from 2025 ($505K) IS the +9.9% one-year change.
Windows contain 0 to 5 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2007 through 2026. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
27% of homes for sale in ZIP 34787 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-01).
Cooper Sewell Market Scorecard
Cooper Sewell is currently a balanced market., and homes go under contract in about 2 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Cooper Sewell Add, WINTER GARDEN
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
Homes For Sale Right Now in Cooper Sewell
Live MLS inventory for Cooper Sewell. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Cooper Sewell listings as of 2026-10-01, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2007 through 2026. Tap any home to ask about it.
Every Home for Sale in Cooper Sewell Add Winter Garden Right Now (2)
All 2 active and pending Cooper Sewell Add Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.
- 206 N Highland Avenue · $1,100,000 · 3 bd / 2.5 ba · listed Sep 30, 2026 · listed by Homevest Realty
- 128 N Highland Avenue · $965,000 · 4 bd / 2.5 ba · listed Sep 19, 2026 · listed by Deniz Realty Partners Llc
Cooper Sewell on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Life at Cooper Sewell
- Golf Carts OK · reported on 1 of 1 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Dillard Street Elem · Elementary
- Lakeview Middle · Middle
- West Orange High · High
Zoned schools reflect the assignments reported on recent Cooper Sewell listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Cooper Sewell address.
The Cooper Sewell buying strategy.
If we were buying in Cooper Sewell 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 Cooper Sewell.
A closer look at the Cooper Sewell market
At a median of $415 per square foot, Cooper Sewell prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The trailing-12-month median up 10% year over year. Homes that do trade take a median 25 days on market, useful leverage on any listing that has lingered.
The housing stock is 353 homes built between 1901 and 2024, and 54% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Cooper Sewell. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Cooper Sewell buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (5.4). Basis: Recent Direction +9.9% year-over-year; Owner Commitment 54% owner-occupied; Pricing Power 88.4% sale-to-list. Refreshed with each data update.
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 Cooper Sewell 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 Cooper Sewell sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cooper Sewell, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Cooper Sewell home worth?
Get a no-obligation home value based on real comparable sales in Cooper Sewell, 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 →
Recently off market in Cooper Sewell Add
Homes in Cooper Sewell Add that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 2 on record.
- 217 W Bay Street · off market
- 227 W Bay Street · off market
Frequently Asked Questions
What is the median home price in Cooper Sewell?
How long do homes in Cooper Sewell take to sell?
How many homes are in Cooper Sewell?
What share of Cooper Sewell is owner-occupied?
When were the homes in Cooper Sewell built?
Who is the best real estate agent for Cooper Sewell?
How do I find a top Winter Garden real estate agent who knows Cooper Sewell?
Can Momentum Realty connect me with an agent for Cooper Sewell?
Where is Cooper Sewell, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 1, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (5 streets, ZIP 34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2007 (20 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.
Looking to buy here? Search homes for sale →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Cooper Sewell Add fits the bigger picture — live prices, inventory, and Momentum Scores:
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