Hickory Hammock
Homes for Sale in Winter Garden, FL
All 693 homes for sale in Winter Garden, FL · median $585,000 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of October 2026, hickory hammock in Winter Garden, FL has 5 homes for sale and 2 pending, asking from $425,000 to $2,099,000 (median $924,900). Over the 12 months ending 2026-09-20, 28 recorded sales closed at a median of $907,500, $296 per square foot, a median 22 days on market, sellers accepting 96% of original asking (+16% versus the prior year). Homes listed or recently sold were built 2015 - 2018; 19 of 19 report an HOA (median $235/mo); none of the 18 geocoded homes sit in a FEMA special flood hazard zone (median elevation 111 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $15,130 ($14,460 with the full homestead exemption).
| Location | Winter Garden, Orange County, FL · ZIP 34786, 34787 |
|---|---|
| Homes in the community | 277 (FL DOR 2025 assessment roll) |
| Years built | 2014–2020 (median 2016.0) |
| Typical living area | 2,607 sq ft (median) |
| Home types (current listings and sales) | single-family 63%, townhouses 37% |
| Amenities listed by sellers | Clubhouse, Pool, Gated Community - No Guard, Playground, Fitness Center, Tennis Court(s) |
| Sale prices, last 12 months | $907,500 median across 28 closed sales · $296 per sq ft · +15.6% vs the prior 12 months |
| Days on market (closed sales) | 22 median |
| For sale right now | 3 active, 3 pending · median asking $1,020,000 · 1.2 months of supply |
| Owner-occupied (homestead) share | 63% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “hickory hammock key facts,” movewithmomentum.com/neighborhoods/hickory-hammock-winter-garden, data as of September 20, 2026.
Last 30 days in Hickory Hammock: 2 new listings (median asking $698,950), 2 under contract right now, 1 closed sale (median $390,000). As of October 5, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Hickory Hammock
Live MLS inventory for Hickory Hammock. 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 Hickory Hammock listings as of 2026-10-05, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026. Tap any home to ask about it.
Every Home for Sale in Hickory Hammock Winter Garden Right Now (7)
All 7 active and pending Hickory Hammock Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.
- 15688 Orange Harvest Loop · $473,000 · 3 bd / 2.5 ba · listed Sep 28, 2026 · listed by Empire Network Realty
- 15199 Lake Claire Overlook Drive · $924,900 · 3 bd / 4 ba · listed Sep 24, 2026 · listed by Lpt Realty, Llc
- 15613 Orange Harvest Loop · $425,000 · 3 bd / 2.5 ba · listed Aug 31, 2026 · listed by Charles Rutenberg Realty Orlando
- 16038 Johns Lake Overlook Drive · $2,099,000 · 5 bd / 5 ba · listed Aug 21, 2026 · listed by Compass Florida Llc
- 16044 Citrus Knoll Drive · $1,020,000 · 5 bd / 4 ba · listed Jul 22, 2026 · listed by Hogan Realty Group Inc
- 15680 Orange Harvest Loop · $515,000 · 3 bd / 2.5 ba · pending · listed Jul 13, 2026 · listed by Mark Spain Real Estate
- 15665 Citrus Harvest Road · $699,995 · 4 bd / 2.5 ba · pending · listed Jul 6, 2026 · listed by Caris Realty And Investments Inc
Hickory Hammock right now
🔴 Seller-leaning market. 1.2 months of supply and 50% of the inventory already under contract give sellers the pressure advantage.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 20, 2026. Confidence: Very High (6 active and pending listings, 28 closed sales in 12 months).
🟢 Still climbing. The trailing-12-month median ($908K) is up 15.6% from the prior 12 months ($785K). With about 18 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: High (28 and 27 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
Hickory Hammock market snapshot (as of September 20, 2026): the median sale price is about $908K ($296 per sq ft over the trailing 12 months of closed sales), a median 23 days on market for closed sales, and 1.2 months of supply, a seller-leaning market. The trailing-12-month median is up 16% from the prior 12 months, computed from record-level Stellar MLS closed sales (28 closings in the current window).
In ZIP 34786 (Winter Garden), 788 homes closed in the last 12 months at a median of $640K ($261/sq ft), down 0.6% year over year, with a median 40 days on market. Right now 131 active and 43 pending listings put supply at about 3.7 months - a balanced market. See the live ZIP 34786 housing market and the Orange County market.
County records show 25 qualified sales in hickory hammock across 2024 - 2025 (10 in 2024, 15 in 2025), median $670,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Flood zones in Hickory Hammock: of 14 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.
Hickory Hammock is a community of 277 homes in Winter Garden, Orange County, built between 2014 and 2020 (median 2016.0), with a median living area of about 2,607 square feet. 63% 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 Hickory Hammock. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Hickory Hammock; 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 ($908K) IS the median in the snapshot above, and the move from 2025 ($785K) IS the +15.6% one-year change.
Windows contain 1 to 33 sales each (28 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 2014 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.
HICKORY HAMMOCK Market Scorecard
HICKORY HAMMOCK is currently a strong seller's market. About 1.9 months of supply, a median asking price of $924,900, and homes go under contract in about 41 days.
Typical home value in the 34787 ZIP is $570,875, right around the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in hickory hammock, 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.
Hickory Hammock 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 Hickory Hammock
- Pool · reported on 15 of 16 listings
- Clubhouse · reported on 15 of 16 listings
- Playground · reported on 14 of 16 listings
- Gated Community - No Guard · reported on 14 of 16 listings
- Tennis Court(s) · reported on 14 of 16 listings
- Park · reported on 13 of 16 listings
- Fitness Center · reported on 12 of 16 listings
- Dog Park · reported on 11 of 16 listings
- Community Mailbox · reported on 10 of 16 listings
- Golf Carts OK · reported on 8 of 16 listings
- Gated · reported on 7 of 16 listings
- Gated Community · reported on 5 of 16 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
- Whispering Oak Elem · Elementary
- Hamlin Middle · Middle
- West Orange High · High
Zoned schools reflect the assignments reported on recent Hickory Hammock 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 Hickory Hammock address.
Shop the zone: Homes zoned for West Orange High High School
The Hickory Hammock buying strategy.
If we were buying in Hickory Hammock 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.
Come strong and clean. Homes here move, so lead with your best terms and financing ready rather than a low anchor.
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 Hickory Hammock.
A closer look at the Hickory Hammock market
At a median of $296 per square foot, Hickory Hammock 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 1.2 months of supply, a seller-leaning market and the trailing-12-month median up 16% year over year. Homes that do trade take a median 23 days on market, useful leverage on any listing that has lingered.
The housing stock is 277 homes built between 2014 and 2020, and 63% 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 Hickory Hammock. 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 Hickory Hammock 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 (8.1). Basis: Recent Direction +15.6% year-over-year; Liquidity & Demand 1.2 months of supply; Owner Commitment 63% owner-occupied; Pricing Power 96.2% sale-to-list. Refreshed with each data update.
HOA, CDD & Fees
- HOA dues reported around $235/month (about $2,820/yr) · median of 372 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $235 per month ($2,820 a year) - the median AssociationFee across 372 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, 2026-10.
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 Hickory Hammock 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 Hickory Hammock sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Hickory Hammock, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Hickory Hammock home worth?
Get a no-obligation home value based on real comparable sales in Hickory Hammock, 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 hickory hammock
Homes in hickory hammock 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. 5 on record.
- 1158 Orange Season Lane · off market
- 15190 Sunrise Grove Ct · off market
- 15587 Hamlin Blossom Avenue · off market
- 15838 Citrus Grove Loop · off market
- 15878 Citrus Grove Loop · off market
Frequently Asked Questions
What is the median home price in Hickory Hammock?
How long do homes in Hickory Hammock take to sell?
Is Hickory Hammock a buyer's or seller's market right now?
How many homes are in Hickory Hammock?
What share of Hickory Hammock is owner-occupied?
When were the homes in Hickory Hammock built?
Who is the best real estate agent for Hickory Hammock?
How do I find a top Winter Garden real estate agent who knows Hickory Hammock?
Can Momentum Realty connect me with an agent for Hickory Hammock?
Where is Hickory Hammock, and what county is it in?
Is Hickory Hammock in a flood zone?
Is Hickory Hammock a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 5, 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 (6 streets, ZIP 34786/34787)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2014 (221 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?
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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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See how hickory hammock fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Hickory Hammock
- Home values · What homes in Hickory Hammock actually sell for
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