Search Orlando Gated Homes for Sale, $400,000 - $500,000

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Open House
Active 1744 Nestlewood Tr, ORLANDO

$499,000

▼ $16,000 FALCON TRACE

1744 Nestlewood Tr, ORLANDO

4 Beds 2 Baths 2,544 SqFt Residential Single Family Residence MLS® # O6426175
Active State Rd 44, EUSTIS

$499,000

FLORIDA HILL SUB

State Rd 44, EUSTIS

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6434664
Active 2429 Dubai St, KISSIMMEE

$499,000

▼ $20,900 WINDSOR AT WESTSIDE PH 3

2429 Dubai St, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # O6206939
Active 900 Paradise Dr, DAVENPORT

$499,000

▼ $31,000 WINDSOR ISLAND RESIDENCE

900 Paradise Dr, DAVENPORT

5 Beds 5 Baths 2,283 SqFt Residential Townhouse MLS® # O6184802
Active 1920 Baxter Ave, ORLANDO

$499,000

▼ $10,000 FERNWAY

1920 Baxter Ave, ORLANDO

4 Beds 4 Baths 1,990 SqFt Residential Single Family Residence MLS® # O6349178
Active 9067 Hastings Beach Blvd, ORLANDO

$499,000

▼ $20,000 VISTA LAKES VLGS N-9

9067 Hastings Beach Blvd, ORLANDO

4 Beds 2 Baths 2,180 SqFt Residential Single Family Residence MLS® # O6422148
Active 5321 Greens Dr, LADY LAKE

$499,000

▼ $36,000 HARBOR HILLS UNIT 01

5321 Greens Dr, LADY LAKE

3 Beds 2 Baths 2,948 SqFt Residential Single Family Residence MLS® # G5107981
Active 630 Vassar St 2210, ORLANDO

$499,000

▼ $26,000 WELLESLEY CONDO

630 Vassar St 2210, ORLANDO

2 Beds 2 Baths 1,129 SqFt Residential Condominium MLS® # O6425630
Active 1720 Cassidy Dr, ST CLOUD

$499,000

▼ $26,000 BAY LAKE RANCH UNIT 2

1720 Cassidy Dr, ST CLOUD

3 Beds 2 Baths 1,662 SqFt Residential Single Family Residence MLS® # S5144030
New
Active 2982 Knowles Blvd, KISSIMMEE

$499,000

CHEROKEE OAKS

2982 Knowles Blvd, KISSIMMEE

4 Beds 2 Baths 2,366 SqFt Residential Single Family Residence MLS® # O6373423
Active 1652 Berkshire Ave, WINTER PARK

$499,000

▼ $50,900 ORWIN MANOR WESTMINSTER SEC

1652 Berkshire Ave, WINTER PARK

3 Beds 2 Baths 1,498 SqFt Residential Single Family Residence MLS® # O6432617
Active 5500 Willow Bend Tr, KISSIMMEE

$499,000

▼ $16,000 WILLOW BEND AT CRESCENT LAKES

5500 Willow Bend Tr, KISSIMMEE

4 Beds 3 Baths 2,847 SqFt Residential Single Family Residence MLS® # S5147335
Active 5528 Solterra Cir, DAVENPORT

$499,000

▼ $16,000 SOLTERRA PH 1

5528 Solterra Cir, DAVENPORT

5 Beds 5 Baths 3,116 SqFt Residential Single Family Residence MLS® # O6382742
Active 137 Lavenna Ave, ST CLOUD

$499,000

▼ $20,000 SIENA RESERVE PH 2A & 2B

137 Lavenna Ave, ST CLOUD

5 Beds 4 Baths 2,978 SqFt Residential Single Family Residence MLS® # S5153641
Open House
Active 1194 Mcdonough Pl, THE VILLAGES

$499,000

▼ $16,000 VILLAGES/FRUITLAND PARK UN 39

1194 Mcdonough Pl, THE VILLAGES

4 Beds 2 Baths 2,028 SqFt Residential Single Family Residence MLS® # G5107637
Active 4879 Clock Tower Dr, KISSIMMEE

$499,000

STOREY LAKE

4879 Clock Tower Dr, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # O6432058
Active 24123 Greenwood Xing, EUSTIS

$499,000

LAKEWOOD RANCHES SUB

24123 Greenwood Xing, EUSTIS

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6407732
Open House
Active 14749 Brunswood Way, ORLANDO

$499,000

▼ $11,000 WYNDHAM LAKES ESTATES

14749 Brunswood Way, ORLANDO

4 Beds 2 Baths 2,523 SqFt Residential Single Family Residence MLS® # S5143574
Active Lake Hatchineha Rd, HAINES CITY

$499,000

Lake Hatchineha Rd, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6403630
Open House
Active 5162 Dominion Alley, ST CLOUD

$499,000

THE WATERS AT CENTER LAKE RANCH

5162 Dominion Alley, ST CLOUD

4 Beds 4 Baths 2,445 SqFt Residential
Sat, Sep 19th, 2026 @ 12pm - 5pm
Single Family Residence MLS® # O6427876
Active 3804 Bayshore Cir, TAVARES

$499,000

TAVARES LAKESIDE AT TAVARES SUB

3804 Bayshore Cir, TAVARES

3 Beds 2 Baths 1,908 SqFt Residential Single Family Residence MLS® # O6438346
Active 56440 Water Oak Rd, ASTOR

$499,000

ASTOR FOREST CAMPSITES

56440 Water Oak Rd, ASTOR

3 Beds 3 Baths 2,584 SqFt Residential Single Family Residence MLS® # OM729605
Active 724 Putnam Ave, ORLANDO

$499,000

CONCORD PARK 1ST ADD

724 Putnam Ave, ORLANDO

0 Beds 0 Baths 0 SqFt Land Land MLS® # S5156249
New
Active 3390 Mount Vernon Way, KISSIMMEE

$498,990

PRESERVE AT TAPESTRY

3390 Mount Vernon Way, KISSIMMEE

4 Beds 3 Baths 2,338 SqFt Residential Single Family Residence MLS® # O6439174
Active 1532 Carey Palm Cir, KISSIMMEE

$498,780

▼ $10 SOLARA RESORT

1532 Carey Palm Cir, KISSIMMEE

5 Beds 5 Baths 2,294 SqFt Residential Townhouse MLS® # TB8414210
New
Active 5314 Kenyon Rd, ORLANDO

$498,500

TUCKAWAY TERRACE

5314 Kenyon Rd, ORLANDO

3 Beds 3 Baths 2,981 SqFt Residential Single Family Residence MLS® # O6439339
Open House
Active 3951 Kennebunk Loop, MOUNT DORA

$498,500

LAKES OF MOUNT DORA

3951 Kennebunk Loop, MOUNT DORA

3 Beds 2 Baths 2,180 SqFt Residential Single Family Residence MLS® # O6439079
Active 4882 Clock Tower Dr, KISSIMMEE

$498,500

STOREY LAKE PH 1B-2A

4882 Clock Tower Dr, KISSIMMEE

5 Beds 4 Baths 2,128 SqFt Residential Townhouse MLS® # S5153976
Active 7384 Oakmoss Loop, DAVENPORT

$498,000

▼ $17,000 SOLTERRA PH 2B

7384 Oakmoss Loop, DAVENPORT

5 Beds 4 Baths 2,540 SqFt Residential Single Family Residence MLS® # G5074635
Active 2825 Muller Oak Loop, OCOEE

$498,000

ARDEN PARK NORTH PH 6

2825 Muller Oak Loop, OCOEE

5 Beds 3 Baths 2,194 SqFt Residential Single Family Residence MLS® # O6428980
Active 1383 Levy Bend Dr, KISSIMMEE

$498,000

▼ $2,000 SEASONS AT BIG SKY PH 2

1383 Levy Bend Dr, KISSIMMEE

4 Beds 3 Baths 2,102 SqFt Residential Single Family Residence MLS® # S5154461
Active 850 N Dean Rd, ORLANDO

$498,000

850 N Dean Rd, ORLANDO

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6395147
Active 625 Kettering Rd, DAVENPORT

$498,000

LEGACY PARK PH 02

625 Kettering Rd, DAVENPORT

4 Beds 4 Baths 2,550 SqFt Residential Single Family Residence MLS® # TB8538008
Active 849 County Road 466a, FRUITLAND PARK

$498,000

N/A

849 County Road 466a, FRUITLAND PARK

0 Beds 0 Baths 0 SqFt Land Land MLS® # G5108283
New Open House
Active 7517 Quail Run Ct, ORLANDO

$498,000

SHADOW BAY SPGS

7517 Quail Run Ct, ORLANDO

3 Beds 3 Baths 1,623 SqFt Residential Single Family Residence MLS® # O6440738
Active 13427 Stoddart Ave, ORLANDO

$498,000

▼ $12,000 LAUREATE PARK PH 9

13427 Stoddart Ave, ORLANDO

3 Beds 3 Baths 1,927 SqFt Residential Townhouse MLS® # S5146139
Active 529 Meandering Way, POLK CITY

$498,000

▼ $80,000 MT OLIVE SHORES NORTH

529 Meandering Way, POLK CITY

3 Beds 3 Baths 2,344 SqFt Residential Single Family Residence MLS® # L4954464
Active 654 Madrid Dr, KISSIMMEE

$497,900

▼ $1,000 POINCIANA VILLAGE 1 NBHD 3 WEST

654 Madrid Dr, KISSIMMEE

4 Beds 3 Baths 3,226 SqFt Residential Single Family Residence MLS® # S5153855
Active 1973 N Lake Reedy Blvd, FROSTPROOF

$497,500

NORTH REEDY SHORE SUB

1973 N Lake Reedy Blvd, FROSTPROOF

3 Beds 2 Baths 1,240 SqFt Residential Single Family Residence MLS® # K4903676
Active 19413 Oberly Pkwy, ORLANDO

$497,000

▼ $30,000 CAPE ORLANDO ESTATES

19413 Oberly Pkwy, ORLANDO

3 Beds 2 Baths 1,620 SqFt Residential Single Family Residence MLS® # S5152949
Active 16105 Water Spring Blvd, WINTER GARDEN

$497,000

▼ $2,000 STOREY GROVE PH 2

16105 Water Spring Blvd, WINTER GARDEN

4 Beds 3 Baths 2,042 SqFt Residential Single Family Residence MLS® # O6348822
Active 511 E Mirror Lake Dr, FRUITLAND PARK

$497,000

▼ $28,777 FRUITLAND PARK

511 E Mirror Lake Dr, FRUITLAND PARK

4 Beds 3 Baths 3,175 SqFt Residential Single Family Residence MLS® # G5114834
Active 2517 Biscotto Cir, DAVENPORT

$497,000

MAGNOLIA AT WESTSIDE PH 1

2517 Biscotto Cir, DAVENPORT

4 Beds 3 Baths 2,589 SqFt Residential Single Family Residence MLS® # S5153744
Active 8595 Hempstead Way, MOUNT DORA

$496,990

LAKES OF MOUNT DORA PHASE 5C

8595 Hempstead Way, MOUNT DORA

4 Beds 3 Baths 2,107 SqFt Residential Single Family Residence MLS® # O6438661
Active 4705 Grandview Glen Dr, AUBURNDALE

$496,665

▼ $20,000 LAKE JULIANA ESTATES

4705 Grandview Glen Dr, AUBURNDALE

4 Beds 3 Baths 2,200 SqFt Residential Single Family Residence MLS® # L4961255
Active 545 Hammock Oaks Blvd, LADY LAKE

$495,990

KH CW HAMMOCK OAKS LLC

545 Hammock Oaks Blvd, LADY LAKE

3 Beds 3 Baths 2,289 SqFt Residential Single Family Residence MLS® # W7888746
New Open House
Active 11118 Nellie Crossing Cir, CLERMONT

$495,990

LAKE NELLIE CROSSING

11118 Nellie Crossing Cir, CLERMONT

3 Beds 2 Baths 1,900 SqFt Residential
Sat, Sep 19th, 2026 @ 12pm - 3pm
Single Family Residence MLS® # W7889361
Active 1426 Jubal Dr, ORLANDO

$495,990

SHADOW RIDGE

1426 Jubal Dr, ORLANDO

4 Beds 3 Baths 2,014 SqFt Residential Single Family Residence MLS® # O6414085