4 Bedroom Homes for Sale in Winter Garden, FL
Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Winter Garden listing whose MLS record reports four or more bedrooms, by community, with live counts and asking prices, and how the price compares with smaller homes in the same city.
499 homes with four or more bedrooms are for sale or pending in Winter Garden, FL today across 222 communities. The median asking price is $774,815, from $3,100 to $5,995,000. Listings in Winter Garden without that feature have a median of $435,000. Most listings right now: Hamlin Meadows At Hamlin (54), Waterleigh (26), Westhaven At Ovation (18). Updated October 2, 2026 from the MLS.
Live 4-bedroom homes in Winter Garden: the listings
324 active listings match today (50% of Winter Garden inventory), median asking $800,000, $273/sq ft, median 39 days on market. Photo cards link to the listing; refreshed nightly.
Newest 4-bedroom homes in Winter Garden
The most expensive 4-bedroom homes in Winter Garden
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 13377 Lake Butler Boulevard | $5,995,000 | 6,000 | — |
| 15614 Espalier Way | $4,300,000 | 6,601 | signature lakes |
| 13542 Sunset Lakes Circle | $3,799,000 | 5,450 | Sunset Lakes |
| 14168 Larkspur Lake Drive | $2,985,000 | 6,442 | — |
| 4004 Rex Drive | $2,790,000 | 1,804 | Lake Avalon Groves |
| 15522 Shorebird Lane | $2,700,000 | 6,400 | Lakeshore Preserve |
| 7693 Green Mountain Way | $2,600,000 | 5,115 | Summerlake Pd |
| 7301 Wild Blackberry Trail | $2,600,000 | 5,403 | — |
| 15505 Shorebird Lane | $2,500,000 | 5,287 | Lakeshore Preserve |
| 13377 Lake Butler Boulevard | $2,500,000 | 4,961 | — |
4-Bedroom Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 3 | 1% |
| $300K–$500K | 18 | 6% |
| $500K–$750K | 107 | 33% |
| $750K–$1M | 120 | 37% |
| $1M+ | 76 | 23% |
Winter Garden 4-bedroom homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale. The 60 communities with the most 4-bedroom homes listed are tabled; the rest follow.
| Community | 4-Bedroom Homes | New build | Median list | From |
|---|---|---|---|---|
| Hamlin Meadows At Hamlin | 54 | 54 | $700,655 | $551,130 |
| Waterleigh | 26 | 20 | $864,313 | $569,500 |
| Westhaven At Ovation | 18 | 17 | $604,500 | $499,000 |
| Northlake At Ovation | 10 | 7 | $845,000 | $699,990 |
| Osprey Ranch | 9 | 8 | $834,990 | $563,000 |
| Lakeshore Preserve Ph 1 | 8 | 0 | $862,800 | $570,000 |
| Serenade At Ovation | 7 | 6 | $766,100 | $564,000 |
| Waterleigh Ph 4B & 4C | 7 | 0 | $650,000 | $567,900 |
| Winter Grove | 6 | 6 | $885,125 | $870,000 |
| Lake Star At Ovation | 6 | 6 | $824,990 | $669,990 |
| Twinwaters | 5 | 0 | $1,080,000 | $765,000 |
| Silverleaf Reserve/Hamlin Ph 2 | 5 | 0 | $943,000 | $569,900 |
| Waterleigh Ph 3B 3C & 3D | 5 | 0 | $739,000 | $565,000 |
| Harvest At Ovation | 5 | 4 | $720,000 | $629,000 |
| Harvest/Ovation | 5 | 0 | $635,000 | $625,000 |
| Signature Lakes Ph 02 A B H I J | 5 | 0 | $585,000 | $488,000 |
| Lakeshore Preserve Ph 4 | 4 | 0 | $2,312,500 | $1,450,000 |
| Lakeshore Preserve Ph 2 | 4 | 0 | $1,510,000 | $779,989 |
| Avalon Woods | 4 | 4 | $849,995 | $754,990 |
| Panther View | 4 | 0 | $680,000 | $568,000 |
| Lakeview Pointe/Horizon West P | 4 | 0 | $667,500 | $535,000 |
| Stoneybrook West | 4 | 0 | $615,000 | $460,000 |
| Storey Grove Ph 4 | 4 | 0 | $550,495 | $434,900 |
| Summerlake Pd Ph 3A | 3 | 0 | $2,400,000 | $559,900 |
| Avalon Cove | 3 | 0 | $1,999,000 | $1,339,000 |
| West Lake Hancock Estates | 3 | 0 | $1,550,000 | $835,000 |
| Waterside/Johns Lake Ph 1 | 3 | 0 | $1,249,990 | $1,159,000 |
| Watermark Ph 1B | 3 | 0 | $1,150,000 | $1,000,000 |
| Lakeview Village Estates | 3 | 3 | $1,137,150 | $899,760 |
| Oakland Park | 3 | 0 | $1,075,000 | $865,000 |
| Hawksmoor Ph 4 | 3 | 0 | $950,000 | $890,000 |
| Orchard Hills Ph 3 | 3 | 0 | $910,000 | $839,900 |
| Hamlin Reserve | 3 | 0 | $850,000 | $585,000 |
| Sanctuary/Twin Waters | 3 | 0 | $849,900 | $695,000 |
| Bronsons Lndgs F & M | 3 | 0 | $840,000 | $729,000 |
| Lake Forest Sec 10A | 3 | 0 | $825,000 | $815,000 |
| Horizon Isle | 3 | 0 | $779,000 | $649,900 |
| Carriage Pointe A-I & L | 3 | 0 | $775,000 | $699,999 |
| Waterleigh Ph 2B | 3 | 0 | $765,000 | $708,000 |
| Winter Garden Shores Rep | 3 | 0 | $699,700 | $469,900 |
| Storey Grove Ph 2 | 3 | 0 | $549,990 | $497,000 |
| Waterside/Johns Lake Ph 2C | 3 | 0 | $529,000 | $519,900 |
| Summerlake Pd Ph 2C 2D 2E | 3 | 0 | $479,000 | $465,900 |
| Signature Lakes Ph 2 | 2 | 0 | $2,422,500 | $545,000 |
| Lake Avalon Groves Rep | 2 | 0 | $2,282,500 | $1,775,000 |
| Oakland Parka | 2 | 0 | $2,072,500 | $1,650,000 |
| Summerlake Pd Ph 3A | 2 | 0 | $1,579,950 | $559,900 |
| Avalon Ridge | 2 | 0 | $1,574,500 | $1,150,000 |
| Hickory Hammock Ph 1D | 2 | 0 | $1,559,500 | $1,020,000 |
| Lake Roberts Lndg E | 2 | 0 | $1,299,999 | $1,200,000 |
| Orchard Hills Ph 1 | 2 | 0 | $1,049,499 | $899,999 |
| Wincey Grvs Ph 2 | 2 | 0 | $1,042,450 | $925,000 |
| Overlook 2/Hamlin Ph 2 & 5 | 2 | 0 | $1,034,450 | $720,000 |
| Lakeshore Preserve | 2 | 0 | $1,024,450 | $849,900 |
| Oxford Chase | 2 | 0 | $987,500 | $925,000 |
| Northlake/Ovation Ph 1 | 2 | 0 | $987,000 | $975,000 |
| Lakeshore Preserve Ph 5 | 2 | 0 | $984,500 | $799,000 |
| Waterleigh Ph 2C-1 | 2 | 0 | $979,500 | $799,000 |
| Watermark | 2 | 0 | $895,000 | $845,000 |
| Lake Cove Pointe 46/58 | 2 | 0 | $887,494 | $849,988 |
Also with 4-bedroom homes for sale
- Waterleigh Ph 1B (2)
- Lakeview Reserve 46/149 (2)
- Waterleigh Ph 2C-2 & 2C-3 (2)
- Watermark Ph 4A (2)
- Latham Park South (2)
- Watermark Ph 3 (2)
- Tilden Place/Winter Garden (2)
- Wintermere Pointe (2)
- Wintermere Harbor (2)
- Stoneybrook West Ut 04 48 48 (2)
- Watermark Ph 4 (2)
- Winding Bay Ph 3 (2)
- Winter Oaks (2)
- Waterleigh Ph 1A (2)
- Osprey Ranch-Ph 1 (2)
- Osprey Ranch Ph 1 (2)
- Harvest/Ovation Ph 2 (2)
- Summerlake (2)
- Belle Meade-Ph I B D & G (2)
- Storey Grove Ph 3 (2)
- Orchard Pk/Stillwater Xing Ph (2)
- Lake Hancock Preserve (2)
- Highland Ridge (2)
- Highland Rdg Ph 2 (2)
- Silverleaf Oaks (2)
- Parkview At Hamlin (2)
- Mezzano (2)
- Sunset Lakes (1)
- Shorefront Cove At Horizon West (1)
- Signature Lks-Pcl 01D Ph 02 - Independence (1)
- Grove/Oakland (1)
- Oakland Park Un # 2A (1)
- Summerlake Pd Ph 2A & 2B (1)
- Oakland Park B-2 (1)
- Waterleigh Ph 1 (1)
- Hull Island/Oakland (1)
- Lakeview Reserve (1)
- Winter Grv (1)
- Lake Star/Ovation Ph 1B (1)
- Lake Star At Ovation Phase 1B (1)
- Hull Island/Oakland Ph 2 (1)
- J L Dillard Sub 3 (1)
- Waterside/Johns Lk-Ph 1 (1)
- Hawksmoor-Phase 1 (1)
- Canopy Oaks Ph 1 (1)
- Oakland Park Unit 1B-1B (1)
- Lakeshore Preserve Ph 1 (1)
- Watermark Ph 2A (1)
- Signature Lakes Parcel 1D (1)
- Highlands/Summerlake Grvs Ph 3 (1)
- Black Lake Park Ph 01 (1)
- Estates At Lakeview Preserve (1)
- Bradford Creek Phase Ii (1)
- Winter Garden Shores First Add (1)
- Summerlake Reserve (1)
- Cooper & Sewell Add (1)
- Wintermere Pointe Ph 02 46/141 (1)
- Wnding Bay Ph 3 (1)
- Silverleaf Reserve (1)
- Encore/Ovation-Ph 3 (1)
- Storey Grove Ph 1B-2 (1)
- Bay Isle 48 17 (1)
- Johns Lake Pointe A & S (1)
- Glynwood 51 32 (1)
- Del Webb Oasis (1)
- Summerlake Pd Ph 3B (1)
- Stoneybrook West Ut 4`` (1)
- Teacup Spgs Cove (1)
- Stoneybrook West Un 06 (1)
- Windward Cay (1)
- Bronson'S Landing (1)
- Highlands/Summerlake Grvs Ph 2 (1)
- Cambridge Crossing Ph 01A 45/21 (1)
- Fullers Oak (1)
- East Garden Manor Add 03 Rep (1)
- Waterleigh Phases 4B And 4C (1)
- Northlake At Ovation Phase 1 (1)
- Covington Chase Ph 2B (1)
- Fries Winter Garden (1)
- Verde Park Ph 1 (1)
- Stoneybrook West Un 06 (1)
- Waterleigh Phase 1A (1)
- Winter Garden Shores Add 02 (1)
- Summerlake Pd Ph 3B (1)
- Covington Park (1)
- Tilden Place (1)
- Wintermere Harbor (1)
- Watermark Ph 2B (1)
- Mcallister Landing (1)
- Burchshire (1)
- Waterleigh Ph 3B-3D (1)
- Westfield Lakes (1)
- Westfield Lakes Ph 04 A-F (1)
- Block Q Summerlake Pd Ph 1B (1)
- Emerald Ridge (1)
- Wintermere Harbor Ph 02 48 21 (1)
- Highlands/Summerlake Grove Ph 2 (1)
- Roper Reserve (1)
- Waterleigh Phase 1C (1)
- Summerlake Pd Ph 1B-A Rep (1)
- Waterside/Johns Lk-Ph 2A (1)
- Encore At Ovation-Ph 3 (1)
- Hickory Hammock Ph 2A (1)
- Valencia Shores (1)
- Signature Lakes Ph 3B-4, 3B-5 & (1)
- Stoneybrook West D (1)
- Westfield 03 Ph-B A-M (1)
- Summerlake Pd Ph 2C-2E (1)
- Waterleigh Ph 2A (1)
- Orchard Hills Ph 2 (1)
- Hawksmoor (1)
- Oakglen Estates (1)
- Storey Grove Ph 5 (1)
- Oakland Trails (1)
- Black Lake Preserve (1)
- Bradford Crk Ph I (1)
- Silverleaf Reserve At Hamlin (1)
- Mt Park Orange Grove (1)
- Panther View 40 (1)
- Grove Pk/Stone Crest A-E (1)
- Lakeview Pointe/Horizon West Ph (1)
- Orchard Hills (1)
- Summerlake Pd Ph 1B (1)
- Summerlake Pd Ph 1B (1)
- Orchard Hills Phase 2 (1)
- Cambridge Crossing Ph 1A (1)
- Garden Heights (1)
- Signature Lakes Ph 3B-1 (1)
- Encore/Ovation Ph 2 (1)
- Arrowhead Lakes (1)
- Grovehurst A-D (1)
- Regency Oaks F (1)
- Signature Lks-Pcl 01D Ph 01 (1)
- Island Pointe Sub (1)
- Waterleigh Ph 2D (1)
- Hamlin Pointe (1)
- Enclave/Hamlin (1)
- Johns Landing Ph 01 44/47 (1)
- Alexander Rdg (1)
- Waterleigh Ph 3A (1)
- 0000095335 (1)
- Storey Grove Ph 1B-3 (1)
- Alexander Ridge (1)
- Amberleigh 47/7 (1)
- Westhaven/Ovation (1)
- Summerlake Grvs (1)
- Signature Lakes Ph 3B-4 3B-5 & 3 (1)
- Watermark Phase 2C (1)
- Fullers Crossing Ph 02 49 31 (1)
- M C Britt Sub 1 (1)
- Hamilton Gardens Ph 2A 2B (1)
- Overstreet Crate (1)
- Highland Rdg (1)
- Storey Grv Ph 4 (1)
- Twin City Dev Co Sub (1)
- Edgewater Beach (1)
- Deerfield Place (1)
- Joe Louis Park Q162 (1)
- Loveless J S Add 01 (1)
- Joe Louis Park (1)
- Osprey (1)
- Hamlin Reserve 1St Amd (1)
What the fourth bedroom costs
The answer block above compares the median asking price of four-plus-bedroom homes with the median of everything else listed in the city; the gap is what the extra room, and usually the extra square footage and lot, is priced at today. Compare on price per square foot, not price alone: a four-bedroom home at 2,000 square feet and one at 2,800 are different purchases, and the MLS square footage on each listing page makes that comparison in seconds. Newer subdivisions tend to deliver four bedrooms in less square footage than older ones; the community pages show year-built ranges so you can see which is which.
Questions to ask about any four-bedroom listing
Is the fourth bedroom a true bedroom with a closet and window, or a converted den, garage bay or bonus room? Are the bedrooms split (owner’s suite away from the others) or all on one side? Is there a second full bath near the secondary bedrooms? What does the seller pay for insurance and, in an HOA community, what do the dues cover? A local agent who works the area will know which builders’ four-bedroom plans hold their value.
Common questions
How many homes with four or more bedrooms are for sale in Winter Garden?
What do 4-bedroom homes cost in Winter Garden?
Which Winter Garden community has the most 4-bedroom homes for sale?
How much more does a 4-bedroom home cost?
Keep exploring Winter Garden
- All homes for sale in Winter Garden
- Winter Garden ZIP codes with prices
- Winter Garden pool homes
- Winter Garden waterfront homes
- Winter Garden golf course homes
- Winter Garden gated community homes
- Winter Garden homes under $300K
- Winter Garden homes $300K–$500K
- 4-Bedroom Homes in every city
4-Bedroom Homes in nearby Orange County cities
- Orlando 4-bedroom homes (1645 for sale)
- Apopka 4-bedroom homes (341 for sale)
- Windermere 4-bedroom homes (225 for sale)
- Winter Park 4-bedroom homes (166 for sale)
- Ocoee 4-bedroom homes (100 for sale)
- Maitland 4-bedroom homes (39 for sale)
- Oakland 4-bedroom homes (33 for sale)
- Belle Isle 4-bedroom homes (13 for sale)
Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Winter Garden, FL whose MLS record reports four or more bedrooms. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.