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 Grv in Winter Garden, FL has 1 home for sale. Over the 12 months ending 2026-09-12, 3 recorded sales closed at a median of $1,150,520, $359 per square foot, a median 0 days on market, sellers accepting 100% of original asking. Homes listed or recently sold were built 2025 - 2026 with 3 new construction; none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 118 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $19,180 ($18,510 with the full homestead exemption).
Winter Grove right now
🟡 Balanced market. 6.0 months of supply and 0% 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: Low (1 active and pending listings, 3 closed sales in 12 months).
What's unique here: the median sale price is about 3x the typical Orange County sale ($1.15M 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 $1.15M ($359 per sq ft over the trailing 12 months of closed sales), a median 0 days on market for closed sales, and 6.0 months of supply, a balanced market.
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.
Stellar MLS sales records identify 23 homes in Winter Grove that have changed hands since 2025, built between 2024 and 2026 (median 2026), with a median living area of about 3,370 sq ft and a typical 5-bedroom, 3.5-bath layout; 100% 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.
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 Grove
Winter Grove
Winter GrovePhotos from Stellar MLS listings in Winter Grove; content deemed reliable but not guaranteed.
Housing distress & ownership in WINTER GRV, 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 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 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 2026 through 2026. Tap any home to ask about it.
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 1 of 1 listings
- Park · reported on 1 of 1 listings
- Security · reported on 1 of 1 listings
- Community Mailbox · reported on 1 of 1 listings
- Gated Community - No Guard · reported on 1 of 1 listings
- Playground · reported on 1 of 1 listings
- Gated Community · 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
- 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 $359 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 6.0 months of supply, a balanced market. Homes that do trade take a median 0 days on market, useful leverage on any listing that has lingered.
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.
HOA, CDD & Fees
- HOA dues reported around $240/month (about $2,880/yr) · median of 6 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 6 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 →
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 GRV Market Scorecard
WINTER GRV is currently a buyer's market. About 6.0 months of supply, a median asking price of $1,600,000, and homes go under contract in about 1 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?
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 |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2026 (3 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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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.