Hawksmoor
Homes for Sale in Winter Garden, FL
All 749 homes for sale in Winter Garden, FL · median $589,900 · 706 homes for sale in 34787 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, hawksmoor in Winter Garden, FL has 11 homes for sale, asking from $398,000 to $1,349,000 (median $569,000). Over the 12 months ending 2026-09-20, 20 recorded sales closed at a median of $465,000, $245 per square foot, a median 44 days on market, sellers accepting 96% of original asking (-29% versus the prior year). Homes listed or recently sold were built 2019 - 2022; 23 of 23 report an HOA (median $127/mo); 1 of the 23 geocoded homes sit in a FEMA special flood hazard zone (median elevation 124 ft). At the median price and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,750 ($7,080 with the full homestead exemption).
Last 30 days in Hawksmoor: 2 new listings (median asking $509,500), 1 closed sale (median $845,000). As of October 24, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Hawksmoor
Live MLS inventory for Hawksmoor. 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 · 33 daysTop listing
Active · 336 days
Active · 42 days
Active · 161 days
Active · 19 days
Active · 40 days
Active · 57 days
Active · 262 days
Active · 141 days
Active · 9 days
Active · 70 daysActive and pending Hawksmoor listings as of 2026-10-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2018 through 2026. Tap any home to ask about it.
Hawksmoor right now
🟡 Balanced market. 5.3 months of supply and 8% 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 20, 2026. Confidence: Very High (12 active and pending listings, 20 closed sales in 12 months).
🔴 Off the recent peak. The trailing-12-month median ($465K) is down 29.0% from the prior 12 months ($655K). With about a dozen 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 (20 and 25 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 24, 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
Hawksmoor market snapshot (as of September 20, 2026): the median sale price is about $465K ($245 per sq ft over the trailing 12 months of closed sales), a median 44 days on market for closed sales, and 5.3 months of supply, a balanced market. The trailing-12-month median is down 29% from the prior 12 months, computed from record-level Stellar MLS closed sales (20 closings in the current window).
In ZIP 34787 (Winter Garden), 2,123 homes closed in the last 12 months at a median of $595K ($252/sq ft), down 0.9% year over year, with a median 37 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 43 qualified sales in hawksmoor across 2024 - 2025 (25 in 2024, 18 in 2025), median $565,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Flood zones in Hawksmoor: of 20 listing addresses checked against the FEMA National Flood Hazard Layer, 95% sit outside the FEMA Special Flood Hazard Area (Zone X); 5% are in an A-series high-risk zone where flood insurance is required with a federally backed mortgage. Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Winter Garden.
Hawksmoor is a community of 426 homes in Winter Garden, Orange County, built between 2015 and 2022 (median 2020), with a median living area of about 2,224 square feet. 69% 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 Hawksmoor. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Hawksmoor; 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 ($465K) IS the median in the snapshot above, and the move from 2025 ($655K) IS the -29.0% one-year change.
Windows contain 0 to 44 sales each (20 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 2018 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.
HAWKSMOOR Market Scorecard
HAWKSMOOR is currently a balanced market. About 5.5 months of supply, a median asking price of $569,000, and homes go under contract in about 59 days.
Typical home value in the 34787 ZIP is $573,338, 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.
Hawksmoor 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 contributors.
Life at Hawksmoor
- Pool · reported on 18 of 18 listings
- Playground · reported on 17 of 18 listings
- Clubhouse · reported on 16 of 18 listings
- Fitness Center · reported on 16 of 18 listings
- Park · reported on 9 of 18 listings
- Community Mailbox · reported on 8 of 18 listings
- Trail(s) · reported on 4 of 18 listings
- Dog Park · reported on 2 of 18 listings
- Irrigation-Reclaimed Water · reported on 2 of 18 listings
- Recreation Facilities · reported on 2 of 18 listings
- Deed Restrictions · reported on 1 of 18 listings
- Tennis Court(s) · reported on 1 of 18 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
- Water Spring Elementary · Elementary
- Water Spring Middle · Middle
- Horizon High School · High
Zoned schools reflect the assignments reported on recent Hawksmoor 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 Hawksmoor address.
Shop the zone: Homes zoned for Horizon High School
Recent Developments in Hawksmoor
Development, infrastructure, retail, and school activity affecting Hawksmoor, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Development
Orange County commissioners approve Tuscana land use plan in Shingle Creek Basin on 4-3 vote
Commissioners voted 4-3 to approve the Tuscana land use application from Shingle Creek Co-Owners LLC and Geyer Development, reversing a unanimous rejection in May 2025. The plan includes more than 1,000 hotel rooms, about 4,000 apartments and commercial buildings, with conditions for a raised road, flood mitigation and wetland protection. The developer projects thousands of jobs at full build-out.
What it may mean for the marketThe approval could add substantial rental housing, hotel capacity and commercial space in the Shingle Creek area, while flood-mitigation conditions will shape how and when it is built. The project is about 11 miles east of Hawksmoor, elsewhere in Orange County.
Source: Spectrum News 13 - September 2026Development
Lake County approves 2,241-acre Panther Run rezoning for up to 2,624 homes near Clermont
The Lake County Commission voted 3-1 on Sept. 1 to rezone about 2,241 acres in the Wellness Way area, north of Sawgrass Bay Boulevard, for GT Homes. The planned unit development allows up to 2,624 residential units and more than 1 million square feet of non-residential space, with sites reserved for a future public high school and public safety facilities. Plans include extending County Road 455 and about 11 miles of public trails.
What it may mean for the marketThe plan adds long-term housing supply, employment space and new connector roads in south Lake County, with infrastructure planned ahead of residential growth. The site is about 3 miles southwest of Hawksmoor.
Source: Clermont Sun - August 2026Retail & Dining
Plans for Mattel indoor water park near Lake Buena Vista Factory Stores expand to 13 acres
Updated plans for the site off State Road 535 show a 95,000-square-foot indoor water park designed by Martin Aquatic, a separate 45,000-square-foot entertainment building and nearly 900 parking spaces. The tower height rises to as much as 100 feet and still needs Orange County approval. About 200 jobs are expected, and no opening date has been announced.
What it may mean for the marketThe project would add visitor attractions, dining and roughly 200 jobs near the State Road 535 corridor, with added traffic and parking demand nearby. The site is about 9 miles east of Hawksmoor.
Source: FOX 35 Orlando - 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 15 miles east of Hawksmoor, 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 14 miles northeast of Hawksmoor, elsewhere in Orange County.
Source: Orange County Newsroom - 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 18 miles northeast of Hawksmoor, elsewhere in Orange County.
Source: Florida YIMBY
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 the Orlando Metro.
The Hawksmoor buying strategy.
If we were buying in Hawksmoor 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 Hawksmoor.
A closer look at the Hawksmoor market
At a median of $245 per square foot, Hawksmoor 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 5.3 months of supply, a balanced market and the trailing-12-month median down 29% year over year. Homes that do trade take a median 44 days on market, useful leverage on any listing that has lingered.
The housing stock is 426 homes built between 2015 and 2022, and 69% 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 Hawksmoor. 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 Hawksmoor 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 (4.8). Basis: Recent Direction -29.0% year-over-year; Liquidity & Demand 5.3 months of supply; Owner Commitment 69% owner-occupied; Pricing Power 96.2% sale-to-list. Refreshed with each data update.
Tools for a Hawksmoor 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 Hawksmoor sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Hawksmoor, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Hawksmoor home worth?
Get a no-obligation home value based on real comparable sales in Hawksmoor, 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 hawksmoor
Homes in hawksmoor 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.
- 16394 Taliesin Street · off market
- 16396 Prairie School Drive · off market
- 16425 Prairie School Drive · off market
- 16555 Wingspread Loop · off market
- 16602 Wingspread Loop · off market
| Location | Winter Garden, Orange County, FL · ZIP 34787 |
|---|---|
| Homes in the community | 426 (FL DOR 2025 assessment roll) |
| Years built | 2015–2022 (median 2020) |
| Typical living area | 2,224 sq ft (median) |
| Home types (current listings and sales) | single-family 70%, townhouses 30% |
| Amenities listed by sellers | Playground, Pool, Clubhouse, Fitness Center, Community Mailbox, Park |
| Sale prices, last 12 months | $465,000 median across 20 closed sales · $245 per sq ft · -29.0% vs the prior 12 months |
| Days on market (closed sales) | 44 median |
| For sale right now | 11 active, 1 pending · median asking $599,000 · 5.3 months of supply |
| Owner-occupied (homestead) share | 69% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2018 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Hawksmoor key facts,” movewithmomentum.com/neighborhoods/hawksmoor-winter-garden, data as of September 20, 2026.
Housing distress & ownership in hawksmoor, 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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Just listed in Hawksmoor
The newest homes for sale in Hawksmoor right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 8067 Glenlloyd Avenue $399,000 · 3 bd · 2.5 ba · 1,626 sq ft · listed Oct 13, 2026 Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
- 16387 Taliesin Street $620,000 · 3 bd · 2.5 ba · 2,130 sq ft · listed Oct 3, 2026 Courtesy of PREFERRED REAL ESTATE BROKERS
- 17077 Wingspread Loop $1,349,000 · 5 bd · 4.5 ba · 4,680 sq ft · listed Sep 19, 2026 Courtesy of HOMEVEST REALTY
- 16614 Wingspread Loop $569,000 · 3 bd · 2.5 ba · 2,372 sq ft · listed Sep 12, 2026 Courtesy of CHARLES RUTENBERG REALTY ORLANDO
- 16773 Wingspread Loop $950,000 · 5 bd · 4 ba · 3,752 sq ft · listed Sep 11, 2026 Courtesy of COLDWELL BANKER REALTY
- 16273 Taliesin Street $565,000 · 3 bd · 2.5 ba · 1,836 sq ft · listed Aug 26, 2026 Courtesy of LA ROSA REALTY KISSIMMEE
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Hawksmoor Winter Garden Right Now (11)
All 11 active and pending Hawksmoor Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.
- 8067 Glenlloyd Avenue · $399,000 · 3 bd / 2.5 ba · listed Oct 13, 2026 · listed by Keller Williams Realty At The Lakes
- 16387 Taliesin Street · $620,000 · 3 bd / 2.5 ba · listed Oct 3, 2026 · listed by Preferred Real Estate Brokers
- 16614 Wingspread Loop · $569,000 · 3 bd / 2.5 ba · listed Sep 12, 2026 · listed by Charles Rutenberg Realty Orlando
- 16773 Wingspread Loop · $950,000 · 5 bd / 4 ba · listed Sep 11, 2026 · listed by Coldwell Banker Realty
- 16894 Wingspread Loop · $1,270,000 · 5 bd / 3.5 ba · listed Sep 10, 2026 · listed by The Brahmin Group
- 16306 Prairie School Drive · $398,000 · 3 bd / 2.5 ba · listed Sep 10, 2026 · listed by Wra Business & Real Estate
- 16273 Taliesin Street · $565,000 · 3 bd / 2.5 ba · listed Sep 7, 2026 · listed by La Rosa Realty Kissimmee
- 17077 Wingspread Loop · $1,349,000 · 5 bd / 4.5 ba · listed Aug 30, 2026 · listed by Homevest Realty
- 16466 Olive Hill Drive · $560,000 · 3 bd / 2.5 ba · listed by On Me Realty
- 16185 Taliesin Street · $649,990 · 4 bd / 3 ba · listed by Homevest Realty
- 16461 Olive Hill Drive · $564,900 · 3 bd / 2.5 ba · listed by My Realty Group, Llc.
Recently sold in Hawksmoor Winter Garden
- 16394 Taliesin Street · sold $845,000
- 16602 Wingspread Loop · sold $592,000
- 16461 Prairie School Drive · sold $390,000
Closed sales from the MLS; each page shows the sold price, taxes and value history.
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- Winter Garden home values: what is my house worth?
Winter Garden guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Orange County)
- Homestead exemption (Orange County)
- Home insurance cost
- New construction
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
Real estate agent in Winter Garden? Join Momentum in Winter Garden: 100% commission, one $12K cap.
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Wingspread Loop (19 homes on record)
- Prairie School Drive (19 homes on record)
- Marina Bay Drive (15 homes on record)
- Wingspread Loop (14 homes on record)
- Wingspread Loop (12 homes on record)
- Marina Bay Drive (11 homes on record)
- Prairie School Drive (11 homes on record)
- Olive Hill Drive (10 homes on record)
- Taliesin Street (7 homes on record)
- Wingspread Loop (5 homes on record)
- Taliesin Street (5 homes on record)
- Olive Hill Drive (5 homes on record)
What it really costs to own in Hawksmoor
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $127/month across 25 MLS listings (most billed monthly; 2026-10-24). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Orange County is $1,409/yr (4,204 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. Flood: of 20 listing addresses checked against the FEMA flood map, 95% sit outside the high-risk zone and 5% inside one, where flood insurance is required with a federally backed mortgage. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 2020 across 24 listings. Newer roofs and current wind-mitigation features usually mean the lower end of insurance quotes. |
Email me new listings in Hawksmoor
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Hawksmoor
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Hawksmoor will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Hawksmoor?
How long do homes in Hawksmoor take to sell?
Is Hawksmoor a buyer's or seller's market right now?
How many homes are in Hawksmoor?
What share of Hawksmoor is owner-occupied?
When were the homes in Hawksmoor built?
Who is the best real estate agent for Hawksmoor?
How do I find a top Winter Garden real estate agent who knows Hawksmoor?
Can Momentum Realty connect me with an agent for Hawksmoor?
Where is Hawksmoor, and what county is it in?
Is Hawksmoor in a flood zone?
Is Hawksmoor a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 23, 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 2018 (137 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.
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See how hawksmoor fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Hawksmoor
- Home values · What homes in Hawksmoor actually sell for
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