Winter Grove
Homes for Sale in Winter Garden, FL
All 720 homes for sale in WINTER GARDEN, FL · median $575,000 · 509 homes for sale in 34787 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Winter Grove in Winter Garden, FL has 4 homes for sale and 3 pending, asking from $870,000 to $969,270 (median $937,480). Over the 12 months ending 2026-09-12, 10 recorded sales closed at a median of $1,077,910, $276 per square foot, a median 0 days on market, sellers accepting 100% of original asking (+26% versus the prior year). Homes listed or recently sold were built 2024 - 2026 with 15 new construction; 15 of 17 report an HOA (median $240/mo); none of the 16 geocoded homes sit in a FEMA special flood hazard zone (median elevation 119 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $17,970 ($17,300 with the full homestead exemption).
Homes For Sale Right Now in Winter Grove
Live MLS inventory for Winter Grove. 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 · 30 daysTop listing
Active · 129 days
Active · 0 days
Active · 193 days
Pending · 15 days
Pending · 52 days
Pending · 44 daysActive and pending Winter Grove listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2026. Tap any home to ask about it.
Winter Grove right now
🟡 Balanced market. 4.8 months of supply and 43% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 12, 2026. Confidence: High (7 active and pending listings, 10 closed sales in 12 months).
🟢 Still climbing. The trailing-12-month median ($1.08M) is up 26.4% from the prior 12 months ($853K). With about 6 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 12. Confidence: Low (10 and 3 sales in the two windows).
What's unique here: the median sale price is about 2x the typical Orange County sale ($1.08M vs $435K, trailing 12 months, Stellar MLS records).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 15, 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
Winter Grove market snapshot (as of September 12, 2026): the median sale price is about $1.08M ($276 per sq ft over the trailing 12 months of closed sales), a median 0 days on market for closed sales, and 4.8 months of supply, a balanced market. The trailing-12-month median is up 26% from the prior 12 months, computed from record-level Stellar MLS closed sales (10 closings in the current window).
In ZIP 34787 (WINTER GARDEN), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months - a balanced market. See the live ZIP 34787 housing market and the Orange County market.
Flood zones in Winter Grove: of 16 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Winter Garden.
Winter Grove is a community of 11 homes in Winter Garden, Orange County, built between 2024 and 2024 (median 2024.0), with a median living area of about 3,852 square feet. 0% 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 Winter Grove. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Winter GroveWinter GroveWinter GroveWinter GroveWinter GroveWinter GroveWinter Grove
Winter GrovePhotos from Stellar MLS listings in Winter Grove; content deemed reliable but not guaranteed.
Housing distress & ownership in WINTER GROVE, 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.
Winter Grove 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 Winter Grove
- Gated · reported on 9 of 9 listings
- Community Mailbox · reported on 9 of 9 listings
- Gated Community - No Guard · reported on 9 of 9 listings
- Playground · reported on 9 of 9 listings
- Gated Community · reported on 9 of 9 listings
- Park · reported on 8 of 9 listings
- Security · reported on 8 of 9 listings
- Pool · reported on 8 of 9 listings
- Security Gate · reported on 4 of 9 listings
- Deed Restrictions · reported on 1 of 9 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
- SunRidge Elementary · Elementary
- SunRidge Middle · Middle
- West Orange High · High
Zoned schools reflect the assignments reported on recent Winter Grove 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 Winter Grove address.
Shop the zone: Homes zoned for West Orange High High School
The Winter Grove buying strategy.
If we were buying in Winter Grove 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 Winter Grove.
A closer look at the Winter Grove market
At a median of $276 per square foot, Winter Grove prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
Inventory runs at 4.8 months of supply, a balanced market and the trailing-12-month median up 26% year over year. Homes that do trade take a median 0 days on market, useful leverage on any listing that has lingered.
The housing stock is 11 homes built around 2024, and 0% 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 Winter Grove. 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 Winter Grove 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 4 factors (6.3). Basis: Recent Direction +26.4% year-over-year; Liquidity & Demand 4.8 months of supply; Owner Commitment 0% owner-occupied; Pricing Power 100.0% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- HOA dues reported around $240/month (about $2,880/yr) · median of 45 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $240 per month ($2,880 a year) - the median AssociationFee across 45 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.
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 Winter Grove 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 Winter Grove sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Winter Grove, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Winter Grove home worth?
Get a no-obligation home value based on real comparable sales in Winter Grove, 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 Winter Grove
Homes in Winter Grove 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. 1 on record.
- 398 Winter Grove Boulevard · off market
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.
WINTER GROVE Market Scorecard
WINTER GROVE is currently a balanced market. About 4.8 months of supply, a median asking price of $937,480, and homes go under contract in about 129 days.
Typical home value in the 34787 ZIP is $574,696, right around the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
What is the median home price in Winter Grove?
How long do homes in Winter Grove take to sell?
Is Winter Grove a buyer's or seller's market right now?
How many homes are in Winter Grove?
What share of Winter Grove is owner-occupied?
When were the homes in Winter Grove built?
Who is the best real estate agent for Winter Grove?
How do I find a top Winter Garden real estate agent who knows Winter Grove?
Can Momentum Realty connect me with an agent for Winter Grove?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 12, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2025 (13 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 →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Winter Grove fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Winter Grove with Momentum Realty’s local guides.