4 Bedroom Homes for Sale in Winter Springs, FL
Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Winter Springs 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.
42 homes with four or more bedrooms are for sale or pending in Winter Springs, FL today across 36 communities. The median asking price is $564,450, from $285,000 to $3,700,000. Listings in Winter Springs without that feature have a median of $359,900. Most listings right now: Parkstone (3), Huntridge (2), Tuskabay Ph 1 (2). Updated October 2, 2026 from the MLS.
Live 4-bedroom homes in Winter Springs: the listings
30 active listings match today (30% of Winter Springs inventory), median asking $602,500, $255/sq ft, median 55 days on market. Photo cards link to the listing; refreshed nightly.
Newest 4-bedroom homes in Winter Springs
The most expensive 4-bedroom homes in Winter Springs
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 1112 Orange Avenue | $3,700,000 | 8,685 | Lake Jessup |
| 1447 Bird Road | $2,625,000 | 6,132 | seminole county |
| 1447 Bird Road | $2,500,000 | 6,132 | Talis Crossing |
| 1281 Natures Way | $1,200,000 | 3,212 | seminole county |
| 120 E Bahama Road | $1,199,000 | 4,464 | seminole county |
| 1041 Northern Way | $999,000 | 3,014 | — |
| 1815 Seneca Boulevard | $998,000 | 3,885 | seminole county |
| 704 Ironwood Court | $995,000 | 2,974 | — |
| 957 Talon Place | $775,000 | 3,273 | Northern Oaks |
| 1115 Arbor Glen Circle | $750,000 | 2,608 | tuscawilla |
4-Bedroom Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 1 | 3% |
| $300K–$500K | 8 | 27% |
| $500K–$750K | 11 | 37% |
| $750K–$1M | 5 | 17% |
| $1M+ | 5 | 17% |
Winter Springs 4-bedroom homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | 4-Bedroom Homes | New build | Median list | From |
|---|---|---|---|---|
| Parkstone | 3 | 0 | $557,900 | $497,500 |
| Huntridge | 2 | 0 | $727,450 | $629,900 |
| Tuskabay Ph 1 | 2 | 0 | $650,000 | $650,000 |
| Winter Spgs Unit 4 | 2 | 0 | $584,500 | $569,000 |
| Parkstone Unit 3 | 2 | 0 | $574,900 | $559,900 |
| Lake Jessup | 1 | 0 | $3,700,000 | $3,700,000 |
| Talis Crossing | 1 | 1 | $2,500,000 | $2,500,000 |
| Tuscawilla | 1 | 0 | $1,200,000 | $1,200,000 |
| Winter Spgs Unit 3 | 1 | 0 | $999,000 | $999,000 |
| Glen Eagle Unit 1 | 1 | 0 | $995,000 | $995,000 |
| Winding Hollow Unit 5 | 1 | 0 | $785,000 | $785,000 |
| Northern Oaks | 1 | 0 | $775,000 | $775,000 |
| Tuscawilla Parcel 90 | 1 | 0 | $750,000 | $750,000 |
| Bentley Club At Bentley Green | 1 | 0 | $699,000 | $699,000 |
| Tuscawilla Unit 14B | 1 | 0 | $674,900 | $674,900 |
| Chestnut Estates Ph 2 | 1 | 0 | $665,000 | $665,000 |
| Tuscawilla Unit 14A | 1 | 0 | $665,000 | $665,000 |
| Seville Chase | 1 | 0 | $647,500 | $647,500 |
| Tusca Oaks | 1 | 0 | $525,000 | $525,000 |
| Seven Oaks | 1 | 0 | $525,000 | $525,000 |
| Hollowbrook | 1 | 0 | $525,000 | $525,000 |
| Tuskawilla Crossings 34'S | 1 | 0 | $524,800 | $524,800 |
| Deer Run Unit 21A | 1 | 0 | $520,000 | $520,000 |
| Deer Run Unit 20 | 1 | 0 | $499,000 | $499,000 |
| Sunrise Unit 2-A | 1 | 0 | $499,000 | $499,000 |
| The Oaks Sub | 1 | 0 | $489,000 | $489,000 |
| Fox Glen At Chelsea Parc Tuscawilla | 1 | 0 | $486,900 | $486,900 |
| Parkstone Unit 2 | 1 | 0 | $484,900 | $484,900 |
| Sunrise Estates Unit 1 | 1 | 0 | $474,900 | $474,900 |
| Seminole Crossing Twnhms | 1 | 0 | $455,000 | $455,000 |
| Hickory Grove | 1 | 1 | $424,990 | $424,990 |
| North Orlando Terrace Unit 1 Sec 3 | 1 | 0 | $369,900 | $369,900 |
| North Orlando Terrace Unit 1 Sec 6 | 1 | 0 | $355,000 | $355,000 |
| North Orlando Terrace Unit 2 Sec 8 | 1 | 0 | $339,000 | $339,000 |
| Highland Patio Homes Amended Plat | 1 | 0 | $301,000 | $301,000 |
| Williamson Heights | 1 | 0 | $285,000 | $285,000 |
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 Springs?
What do 4-bedroom homes cost in Winter Springs?
Which Winter Springs community has the most 4-bedroom homes for sale?
How much more does a 4-bedroom home cost?
Keep exploring Winter Springs
- All homes for sale in Winter Springs
- Winter Springs pool homes
- Winter Springs homes under $300K
- Winter Springs homes $300K–$500K
- 4-Bedroom Homes in every city
4-Bedroom Homes in nearby Seminole County cities
- Sanford 4-bedroom homes (217 for sale)
- Oviedo 4-bedroom homes (121 for sale)
- Longwood 4-bedroom homes (116 for sale)
- Lake Mary 4-bedroom homes (87 for sale)
- Altamonte Springs 4-bedroom homes (59 for sale)
- Casselberry 4-bedroom homes (39 for sale)
- Geneva 4-bedroom homes (16 for sale)
- Chuluota 4-bedroom homes (14 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 Springs, 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.