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.
501 homes with four or more bedrooms are for sale or pending in Winter Garden, FL today across 217 communities. The median asking price is $775,000, from $3,100 to $5,995,000. Listings in Winter Garden without that feature have a median of $425,000. Most listings right now: Hamlin Meadows At Hamlin (57), Waterleigh (21), Westhaven At Ovation (19). Updated September 11, 2026 from the MLS.
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 | 57 | 57 | $711,055 | $551,130 |
| Waterleigh | 21 | 16 | $850,621 | $569,500 |
| Westhaven At Ovation | 19 | 18 | $655,000 | $499,000 |
| Northlake At Ovation | 10 | 8 | $839,000 | $699,990 |
| Osprey Ranch | 10 | 9 | $749,027 | $563,000 |
| 9 | 0 | $639,999 | $555,000 | |
| Lakeshore Preserve Ph 1 | 8 | 0 | $862,800 | $570,000 |
| Harvest At Ovation | 8 | 7 | $674,559 | $614,999 |
| Winter Grove | 7 | 7 | $895,260 | $872,000 |
| Twinwaters | 6 | 0 | $1,063,000 | $775,000 |
| Lake Star At Ovation | 6 | 6 | $852,490 | $669,990 |
| Serenade At Ovation | 6 | 5 | $763,045 | $569,000 |
| 6 | 0 | $752,000 | $569,000 | |
| Lakeshore Preserve Ph 2 | 5 | 0 | $1,190,000 | $779,989 |
| 5 | 0 | $950,000 | $574,900 | |
| Lakeshore Preserve Ph 4 | 4 | 0 | $2,345,000 | $1,450,000 |
| Waterleigh Ph 1A | 4 | 0 | $1,012,000 | $699,000 |
| 4 | 0 | $879,950 | $779,000 | |
| Waterleigh Ph 2B | 4 | 0 | $807,450 | $720,000 |
| Harvest/Ovation | 4 | 0 | $804,000 | $639,990 |
| Hamlin Reserve | 4 | 0 | $800,000 | $627,500 |
| Panther View | 4 | 0 | $680,000 | $568,000 |
| Lake Avalon Groves Rep | 3 | 1 | $2,550,000 | $1,775,000 |
| Avalon Cove | 3 | 0 | $1,999,000 | $1,389,000 |
| 3 | 0 | $1,348,900 | $720,000 | |
| 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 |
| 3 | 0 | $975,000 | $646,000 | |
| Hawksmoor Ph 4 | 3 | 0 | $950,000 | $890,000 |
| Lakeshore Preserve Ph 5 | 3 | 0 | $890,000 | $799,000 |
| Waterleigh Ph 1B | 3 | 0 | $875,000 | $535,999 |
| Bronsons Lndgs F & M | 3 | 0 | $860,000 | $749,000 |
| 3 | 0 | $825,000 | $815,000 | |
| Horizon Isle | 3 | 0 | $795,000 | $649,900 |
| Carriage Pointe A-I & L | 3 | 0 | $775,000 | $699,999 |
| Winter Garden Shores Rep | 3 | 0 | $719,500 | $469,900 |
| Storey Grove Ph 4 | 3 | 0 | $655,990 | $434,900 |
| Stoneybrook West | 3 | 0 | $625,000 | $615,000 |
| Signature Lakes Ph 02 A B H I J | 3 | 0 | $585,000 | $488,000 |
| 3 | 0 | $545,000 | $519,900 | |
| Lakeview Pointe/Horizon West P | 3 | 0 | $535,000 | $535,000 |
| Watermark Ph 2B | 3 | 0 | $505,000 | $425,000 |
| Highland Rdg Ph 2 | 3 | 0 | $485,000 | $485,000 |
| Sunset Lakes | 2 | 0 | $2,394,450 | $989,900 |
| Summerlake Pd Ph 3A | 2 | 0 | $1,579,950 | $559,900 |
| Hickory Hammock Ph 1D | 2 | 0 | $1,579,500 | $1,060,000 |
| Avalon Ridge | 2 | 0 | $1,574,500 | $1,150,000 |
| Sanctuary/Twin Waters | 2 | 0 | $1,472,500 | $695,000 |
| Oakland Park | 2 | 0 | $1,384,999 | $1,125,000 |
| Lake Roberts Lndg E | 2 | 0 | $1,299,999 | $1,200,000 |
| West Lake Hancock Estates | 2 | 0 | $1,292,500 | $835,000 |
| 2 | 0 | $1,049,499 | $899,999 | |
| 2 | 0 | $987,500 | $925,000 | |
| Waterleigh Ph 2C-1 | 2 | 0 | $987,500 | $815,000 |
| Westfield Lakes | 2 | 0 | $922,000 | $749,000 |
| Watermark | 2 | 0 | $895,000 | $845,000 |
| 2 | 0 | $869,250 | $839,500 | |
| Watermark Ph 4A | 2 | 0 | $868,950 | $832,900 |
| 2 | 0 | $860,150 | $791,300 |
Also with 4-bedroom homes for sale
- Johns Lake Pointe A & S (2)
- Latham Park South (2)
- Tilden Place/Winter Garden (2)
- Roper Reserve (2)
- Covington Chase Ph 2B (2)
- Bradford Creek (2)
- Stoneybrook West Ut 04 48 48 (2)
- Watermark Ph 4 (2)
- (2)
- (2)
- Osprey Ranch-Ph 1 (2)
- Winter Oaks (2)
- Osprey Ranch Ph 1 (2)
- Wintermere Pointe (2)
- Summerlake (2)
- Storey Grove Ph 5 (2)
- Harvest/Ovation Ph 2 (2)
- (2)
- Storey Grove Ph 3 (2)
- Waterleigh Ph 2A (2)
- Island Pointe Sub (2)
- Highland Ridge (2)
- (2)
- Storey Grove Ph 2 (2)
- Silverleaf Oaks (2)
- Parkview At Hamlin (2)
- Mezzano (2)
- (1)
- (1)
- Grove/Oakland (1)
- (1)
- Oakland Park Un # 2A (1)
- (1)
- Oakland Park B-2 (1)
- Waterleigh Ph 1 (1)
- Hull Island/Oakland (1)
- Lakeview Reserve (1)
- (1)
- Winter Grv (1)
- Lake Star At Ovation Phase 1B (1)
- Hull Island/Oakland Ph 2 (1)
- J L Dillard Sub 3 (1)
- (1)
- (1)
- Mcallister Lndg (1)
- Hawksmoor-Phase 1 (1)
- Lakeview Reserve 46/149 (1)
- (1)
- (1)
- Oakland Park Unit 1B-1B (1)
- Watermark Ph 2A (1)
- Signature Lakes Parcel 1D (1)
- (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)
- (1)
- Silverleaf Reserve (1)
- Oakland Parka (1)
- (1)
- Storey Grove Ph 1B-2 (1)
- (1)
- Bay Isle 48 17 (1)
- Del Webb Oasis (1)
- (1)
- Summerlake Pd Ph 3B (1)
- (1)
- Teacup Spgs Cove (1)
- East Garden Manor Add 03 Rep (1)
- Glynwood 51 32 (1)
- Lake Cove Pointe 46/58 (1)
- Lakeshore Preserve (1)
- Stoneybrook West Un 06 (1)
- Winter Garden Shores Add 02 (1)
- Bronson'S Landing (1)
- Northlake At Ovation Phase 1 (1)
- (1)
- Fullers Oak (1)
- (1)
- Overlook At Hamlin (1)
- Covington Park (1)
- Fries Winter Garden (1)
- Verde Park Ph 1 (1)
- Stoneybrook West Un 06 (1)
- Tilden Place (1)
- Waterleigh Ph 3B-3D (1)
- (1)
- Valencia Shores (1)
- Lakeview Pointe At Horizon West (1)
- Burchshire (1)
- Encore At Ovation (1)
- (1)
- (1)
- Waterleigh Phase 1C (1)
- (1)
- Encore At Ovation-Ph 3 (1)
- Johns Lake Pointe (1)
- Hickory Hammock Ph 2A (1)
- (1)
- (1)
- Stoneybrook West D (1)
- Westfield 03 Ph-B A-M (1)
- Belle Meade-Ph I B D & G (1)
- (1)
- (1)
- Hawksmoor (1)
- Oakglen Estates (1)
- Black Lake Preserve (1)
- Bradford Crk Ph I (1)
- Silverleaf Reserve At Hamlin (1)
- Mt Park Orange Grove (1)
- Grove Pk/Stone Crest A-E (1)
- Lake Hancock Preserve (1)
- Panther View 40 (1)
- Grovehurst A-D (1)
- Lakeview Pointe/Horizon West Ph (1)
- Regency Oaks F (1)
- Summerlake Pd Ph 1B (1)
- Waterleigh Ph 2D (1)
- Signature Lakes Ph 3B-1 (1)
- (1)
- Arrowhead Lakes (1)
- (1)
- Hamlin Pointe (1)
- Johns Landing Ph 01 44/47 (1)
- Alexander Rdg (1)
- Storey Grove Ph 1B-3 (1)
- (1)
- Waterleigh Ph 3A (1)
- Signature Lakes Ph 2 (1)
- Orchard Pk/Stillwater Xing Ph (1)
- Alexander Ridge (1)
- Storey Grove Ph 1B (1)
- Watermark Ph 3 (1)
- John Lake Pointe (1)
- (1)
- Summerlake Grvs (1)
- Watermark Phase 2C (1)
- Deerfield Place A-G (1)
- Westhaven/Ovation (1)
- (1)
- (1)
- (1)
- Fullers Crossing Ph 02 49 31 (1)
- Overstreet Crate (1)
- (1)
- Orange Cove (1)
- (1)
- Edgewater Beach (1)
- Crown Point Spgs (1)
- (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
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- 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
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.