Search by Year Built - After 1950, $400,000 - $500,000

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Active 8060 Santee Dr, KISSIMMEE

$499,000

INDIAN CREEK PHASE IV

8060 Santee Dr, KISSIMMEE

5 Beds 4 Baths 2,136 SqFt Residential Single Family Residence MLS® # O6433022
Active 4436 Azure Isle Way, KISSIMMEE

$499,000

▼ $11,000 NORTH POINT PH 1B

4436 Azure Isle Way, KISSIMMEE

4 Beds 3 Baths 2,251 SqFt Residential Single Family Residence MLS® # O6379702
Active 2717 Eagle Cliff Dr, KISSIMMEE

$499,000

▼ $1,000 EAGLE LAKE PH 3

2717 Eagle Cliff Dr, KISSIMMEE

4 Beds 4 Baths 3,052 SqFt Residential Single Family Residence MLS® # S5141957
Active 909 Marabon Ave, ORLANDO

$499,000

▼ $10,000 DOVER SHORES EIGHTH ADD

909 Marabon Ave, ORLANDO

3 Beds 2 Baths 1,560 SqFt Residential Single Family Residence MLS® # O6392979
Active 8830 Aspen Ave, ORLANDO

$499,000

WOODSIDE VILLAGE

8830 Aspen Ave, ORLANDO

4 Beds 2 Baths 2,242 SqFt Residential Single Family Residence MLS® # O6433722
Active 9029 Flamingo Key Way, KISSIMMEE

$499,000

▼ $31,000 SOLARA RESORT

9029 Flamingo Key Way, KISSIMMEE

4 Beds 4 Baths 2,472 SqFt Residential Single Family Residence MLS® # O6409063
New
Active 2462 Dubai St, KISSIMMEE

$499,000

WINDSOR AT WESTSIDE PH 3A

2462 Dubai St, KISSIMMEE

5 Beds 4 Baths 2,492 SqFt Residential Single Family Residence MLS® # P4939824
Active 8126 Crushed Pepper Ave, ORLANDO

$499,000

▼ $26,000 ENCLAVE/LK JEAN

8126 Crushed Pepper Ave, ORLANDO

3 Beds 2 Baths 1,752 SqFt Residential Single Family Residence MLS® # O6432694
Active 9219 Laureate Blvd, ORLANDO

$499,000

LAUREATE PARK PH 5B

9219 Laureate Blvd, ORLANDO

3 Beds 3 Baths 1,776 SqFt Residential Townhouse MLS® # G5115297
Active 879 Morley Ave, THE VILLAGES

$499,000

▼ $10,900 VILLAGES/WEST LAKE UN #74

879 Morley Ave, THE VILLAGES

3 Beds 2 Baths 1,969 SqFt Residential Single Family Residence MLS® # G5114555
Active 12879 Waterhaven Cir, ORLANDO

$499,000

▼ $21,000 WATERFORD LAKES TR N07 PH 01

12879 Waterhaven Cir, ORLANDO

4 Beds 3 Baths 2,487 SqFt Residential Single Family Residence MLS® # O6431145
Active 26630 Cayman Dr, TAVARES

$499,000

LAKE HARRIS SHORES UNIT 01

26630 Cayman Dr, TAVARES

3 Beds 2 Baths 1,600 SqFt Residential Single Family Residence MLS® # A4667130
Active 8760 The Esplanade 51, ORLANDO

$499,000

▼ $100,000 VIZCAYA HEIGHTS CONDO 5

8760 The Esplanade 51, ORLANDO

4 Beds 4 Baths 3,147 SqFt Residential Townhouse MLS® # O6389847
Active 8032 Scagel St, ORLANDO

$499,000

▼ $46,000 RANDAL PARK PH 5

8032 Scagel St, ORLANDO

4 Beds 3 Baths 2,285 SqFt Residential Single Family Residence MLS® # O6412231
Active 31109 Deal Dr, MOUNT PLYMOUTH

$499,000

MOUNT PLYMOUTH

31109 Deal Dr, MOUNT PLYMOUTH

4 Beds 2 Baths 2,024 SqFt Residential Single Family Residence MLS® # V4950775
Active 1144 Cypress Pointe Blvd, DAVENPORT

$499,000

▼ $20,000 CYPRESS POINTE FOREST

1144 Cypress Pointe Blvd, DAVENPORT

6 Beds 4 Baths 2,817 SqFt Residential Single Family Residence MLS® # S5145636
Active 1100 Mount Pisgah Rd, FORT MEADE

$499,000

DURANT C W RESUB

1100 Mount Pisgah Rd, FORT MEADE

5 Beds 3 Baths 3,925 SqFt Residential Single Family Residence MLS® # O6438776
Active 230 Strathy Ln, WINTER PARK

$499,000

ALOMA

230 Strathy Ln, WINTER PARK

2 Beds 1 Bath 920 SqFt Residential Single Family Residence MLS® # O6371054
Active 2908 Banana Palm Dr, KISSIMMEE

$499,000

▼ $26,000 PARADISE PALMS RESORT PH 4

2908 Banana Palm Dr, KISSIMMEE

5 Beds 5 Baths 3,081 SqFt Residential Single Family Residence MLS® # O6430071
Active 7437 Marker Ave, KISSIMMEE

$499,000

▼ $11,000 REUNION WEST PH 2 EAST PB 25 PGS 135-138 LOT 147

7437 Marker Ave, KISSIMMEE

4 Beds 3 Baths 2,363 SqFt Residential Single Family Residence MLS® # S5155848
Active 5222 Hammock Pointe Ct, ST CLOUD

$499,000

▼ $26,000 HAMMOCK POINTE UNIT 2

5222 Hammock Pointe Ct, ST CLOUD

3 Beds 2 Baths 2,512 SqFt Residential Single Family Residence MLS® # O6405763
Active 5493 Solterra Cir, DAVENPORT

$499,000

▼ $15,900 SOLTERRA PH 1

5493 Solterra Cir, DAVENPORT

5 Beds 5 Baths 3,116 SqFt Residential Single Family Residence MLS® # O6393866
Active 2231 Nairn Dr, WINTER PARK

$499,000

ALOMA

2231 Nairn Dr, WINTER PARK

3 Beds 2 Baths 1,088 SqFt Residential Single Family Residence MLS® # O6369016
Active 2909 Hargill Dr, ORLANDO

$499,000

ARDMORE MANOR

2909 Hargill Dr, ORLANDO

3 Beds 2 Baths 1,995 SqFt Residential Single Family Residence MLS® # O6413689
New
Active 10234 Lenox St, CLERMONT

$499,000

BARRINGTON ESTATES

10234 Lenox St, CLERMONT

4 Beds 3 Baths 3,298 SqFt Residential Single Family Residence MLS® # G5116406
New
Active 3942 Lana Ave, DAVENPORT

$499,000

WINDSOR ISLAND RESIDENCE PH 3

3942 Lana Ave, DAVENPORT

5 Beds 5 Baths 2,283 SqFt Residential Townhouse MLS® # O6440172
Active 9006 Verona Sound Way, ORLANDO

$499,000

▼ $30,000 VISTA LAKES VLGS N-8 & N-9

9006 Verona Sound Way, ORLANDO

4 Beds 2 Baths 2,165 SqFt Residential Single Family Residence MLS® # O6408074
Active 143 E Windsor Pl, DAVENPORT

$499,000

▼ $31,000 ABBEY AT WEST HAVEN

143 E Windsor Pl, DAVENPORT

5 Beds 5 Baths 2,526 SqFt Residential Single Family Residence MLS® # O6429650
Active 241 Breezeway Dr, DAVENPORT

$499,000

SUNSET COVE AT FOUR CORNERS

241 Breezeway Dr, DAVENPORT

4 Beds 4 Baths 2,175 SqFt Residential Townhouse MLS® # O6425406
Active 2750 Purple Meadow Ct, MINNEOLA

$499,000

▼ $15,900 DEL WEBB MINNEOLA PH 2

2750 Purple Meadow Ct, MINNEOLA

2 Beds 2 Baths 1,409 SqFt Residential Single Family Residence MLS® # G5107474
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 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
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
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 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
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