Winter Garden 5+ Bedroom Homes for Sale

124 Days on Market

House for Sale

$5,995,000

5 bd · 6 ba · 6,000 sqft

13377 LAKE BUTLER BOULEVARD, WINTER GARDEN, FL 34787

14 Days on Market

House for Sale

$3,799,000

5 bd · 6 ba · 5,450 sqft

13542 SUNSET LAKES CIRCLE, WINTER GARDEN, FL 34787

Newly Listed

House for Sale

$2,985,000

6 bd · 8 ba · 6,442 sqft

14168 LARKSPUR LAKE DRIVE, WINTER GARDEN, FL 34787

Newly Listed

House for Sale

$2,860,000

6 bd · 6 ba · 5,403 sqft

7301 WILD BLACKBERRY TRAIL, WINTER GARDEN, FL 34787

Newly Listed

House for Sale

$2,850,000

7 bd · 7 ba · 6,400 sqft

15522 SHOREBIRD LANE, WINTER GARDEN, FL 34787

Newly Listed

House for Sale

$2,799,950

5 bd · 7 ba · 5,551 sqft

15138 SHONAN GOLD DRIVE, WINTER GARDEN, FL 34787

Newly Listed

House for Sale

$2,500,000

6 bd · 7 ba · 5,287 sqft

15505 SHOREBIRD LANE, WINTER GARDEN, FL 34787

120 Days on Market

House for Sale

$2,250,000

5 bd · 5 ba · 4,072 sqft

7701 SUMMERLAKE POINTE BOULEVARD, WINTER GARDEN, FL 34787

36 Days on Market

House for Sale

$2,190,000

5 bd · 5 ba · 4,668 sqft

20 W CREST AVENUE, WINTER GARDEN, FL 34787

16 Days on Market

House for Sale

$2,125,000

5 bd · 5 ba · 4,139 sqft

16038 JOHNS LAKE OVERLOOK DRIVE, WINTER GARDEN, FL 34787

37 Days on Market

House for Sale

$2,099,000

5 bd · 5 ba · 4,661 sqft

9110 MORGANA COURT, WINTER GARDEN, FL 34787

Newly Listed

House for Sale

$1,999,000

6 bd · 7 ba · 5,248 sqft

16077 BARKLY RIDGE COURT, WINTER GARDEN, FL 34787

19 Days on Market

Home for Sale

$1,800,000

6 bd · 4 ba · 4,396 sqft

16945 W PHIL C PETERS ROAD, WINTER GARDEN, FL 34787

46 Days on Market

House for Sale

$1,799,900

5 bd · 6 ba · 4,641 sqft

8750 BAYVIEW CROSSING DRIVE, WINTER GARDEN, FL 34787

106 Days on Market

House for Sale

$1,775,000

6 bd · 4 ba · 3,629 sqft

17224 OLD COUNTRY LANE, WINTER GARDEN, FL 34787

160 Days on Market

House for Sale

$1,765,000

5 bd · 4 ba · 3,784 sqft

906 ALLENDALE LANE, WINTER GARDEN, FL 34787

90 Days on Market

House for Sale

$1,720,000

5 bd · 6 ba · 4,977 sqft

17372 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787

43 Days on Market

House for Sale

$1,699,000

5 bd · 5 ba · 4,102 sqft

1144 HULL ISLAND DRIVE, WINTER GARDEN, FL 34787

25 Days on Market

House for Sale

$1,675,000

5 bd · 4 ba · 4,473 sqft

279 ZACHARY WADE STREET, WINTER GARDEN, FL 34787

65 Days on Market

House for Sale

$1,649,999

6 bd · 5 ba · 4,104 sqft

1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787

138 Days on Market

House for Sale

$1,625,000

5 bd · 5 ba · 4,365 sqft

2450 DAHLGREN WAY, WINTER GARDEN, FL 34787

Newly Listed

House for Sale

$1,600,000

5 bd · 5 ba · 4,442 sqft

325 CRYSTAL WOOD DRIVE, WINTER GARDEN, FL 34787

53 Days on Market

House for Sale

$1,549,000

5 bd · 5 ba · 4,376 sqft

9103 MORGANA COURT, WINTER GARDEN, FL 34787

25 Days on Market

House for Sale

$1,500,000

5 bd · 4 ba · 3,781 sqft

2010 BOSS HEWETT STREET, WINTER GARDEN, FL 34787

Talk to a local agent

Looking at Winter Garden 5+ Bedroom Homes?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki

Real Estate Broker

(786) 370-8570

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Live MLS inventory in Winter Garden, updated continuously. Showing homes with 5 or more bedrooms. Florida Lux Real Estate currently tracks 141 active listings here. MLS inventory updated October 26, 2026.