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

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Active 1440 Dann St, ORLANDO

$499,999

COUNTRY CLUB ADD

1440 Dann St, ORLANDO

4 Beds 3 Baths 1,841 SqFt Residential Single Family Residence MLS® # O6439253
Active 1692 Tropical Palms Cir, KISSIMMEE

$499,999

▲ $19,009 SOLARA RESORT VACATION VILLAS REP

1692 Tropical Palms Cir, KISSIMMEE

5 Beds 5 Baths 2,294 SqFt Residential Townhouse MLS® # O6398257
Active 124 Yellow Snapdragon Dr, DAVENPORT

$499,999

▼ $9,001 WATERSONG PHASE ONE

124 Yellow Snapdragon Dr, DAVENPORT

5 Beds 4 Baths 2,716 SqFt Residential Single Family Residence MLS® # S5154685
Active 13805 Eagles Glen Ct, ORLANDO

$499,999

▼ $10,001 FALCON TRACE

13805 Eagles Glen Ct, ORLANDO

4 Beds 2 Baths 2,207 SqFt Residential Single Family Residence MLS® # S5150153
Active 3737 Chandler Estates Dr, APOPKA

$499,999

CHANDLER ESTATES

3737 Chandler Estates Dr, APOPKA

4 Beds 2 Baths 2,292 SqFt Residential Single Family Residence MLS® # O6427449
Active 4338 Northern Dancer Way, ORLANDO

$499,999

▼ $9,001 RYBOLT RESERVE

4338 Northern Dancer Way, ORLANDO

4 Beds 3 Baths 2,519 SqFt Residential Single Family Residence MLS® # O6434036
Active 164 Silver Maple Rd, GROVELAND

$499,999

CASCADES/GROVELAND-PH 5

164 Silver Maple Rd, GROVELAND

3 Beds 4 Baths 2,379 SqFt Residential Single Family Residence MLS® # G5114015
New
Active 5683 Nevis Ter, KISSIMMEE

$499,999

ESPLANADE AT WESTVIEW

5683 Nevis Ter, KISSIMMEE

3 Beds 3 Baths 2,296 SqFt Residential Single Family Residence MLS® # O6441274
Active N/A, ORLANDO

$499,999

SANDHILL PRESERVE

N/A, ORLANDO

4 Beds 2 Baths 1,979 SqFt Residential Single Family Residence MLS® # O6420375
Active 1461 Clear Brook Pl, ST CLOUD

$499,999

▼ $20,001 RESERVE AT PINE TREE

1461 Clear Brook Pl, ST CLOUD

4 Beds 4 Baths 2,563 SqFt Residential Single Family Residence MLS® # O6374682
Active 3911 Altitude Rn, DAVENPORT

$499,999

▼ $5,000 WYNNSTONE

3911 Altitude Rn, DAVENPORT

5 Beds 4 Baths 3,182 SqFt Residential Single Family Residence MLS® # TB8535255
Active 16222 Egret Hill St, CLERMONT

$499,999

▼ $35,001 ORANGE TREE PH 04 LT 401 BEING IN 15-24-2

16222 Egret Hill St, CLERMONT

6 Beds 4 Baths 3,018 SqFt Residential Single Family Residence MLS® # O6430145
Active 18410 Blue Heron Cir, DEER ISLAND

$499,999

▼ $10,000 DEER ISLAND CLUB PT REP A TR C-1

18410 Blue Heron Cir, DEER ISLAND

4 Beds 4 Baths 2,827 SqFt Residential Single Family Residence MLS® # O6361489
Open House
Active 1010 Cloud Ridge Ct, MOUNT DORA

$499,999

▼ $25,000 SEASONS AT WEKIVA RIDGE

1010 Cloud Ridge Ct, MOUNT DORA

4 Beds 3 Baths 2,670 SqFt Residential
Wed, Sep 16th, 2026 @ 12pm - 6pm
Single Family Residence MLS® # S5149233
Active 9775 Introduction Way, ORLANDO

$499,999

STOREY PK-PH 3

9775 Introduction Way, ORLANDO

4 Beds 4 Baths 2,460 SqFt Residential Single Family Residence MLS® # O6370661
Active 2694 La Isla Ct, KISSIMMEE

$499,999

▼ $15,001 EMERALD ISLAND RESORT

2694 La Isla Ct, KISSIMMEE

5 Beds 3 Baths 2,317 SqFt Residential Single Family Residence MLS® # S5149891
Active 2116 Lelani Cir, DAVENPORT

$499,995

WINDSOR ISLAND

2116 Lelani Cir, DAVENPORT

5 Beds 4 Baths 2,496 SqFt Residential Single Family Residence MLS® # O6373772
Active 7867 Berkshire Oak Alley, WINDERMERE

$499,990

▼ $9,010 WESTSIDE VILLAGE

7867 Berkshire Oak Alley, WINDERMERE

4 Beds 3 Baths 2,221 SqFt Residential Single Family Residence MLS® # S5149947
Active 407 Samuel St, DAVENPORT

$499,990

POITRAS ESTATES

407 Samuel St, DAVENPORT

5 Beds 4 Baths 3,014 SqFt Residential Single Family Residence MLS® # L4961846
Active 1302 Hyde St, ST CLOUD

$499,990

▼ $20,000 CENTER LAKE ON THE PARK

1302 Hyde St, ST CLOUD

4 Beds 3 Baths 2,194 SqFt Residential Single Family Residence MLS® # O6397544
Active 6681 Rucksack Rd, ST CLOUD

$499,990

▼ $45,000 WESLYN PARK

6681 Rucksack Rd, ST CLOUD

3 Beds 3 Baths 1,993 SqFt Residential Single Family Residence MLS® # O6430964
Active 2466 Relaxing Ln, KISSIMMEE

$499,990

TOHOQUA PH 3

2466 Relaxing Ln, KISSIMMEE

4 Beds 3 Baths 2,151 SqFt Residential Single Family Residence MLS® # S5154219
Active 5665 Coopers Hawk Ct, ST CLOUD

$499,990

PALMERAS AT CROSSPRAIRIE

5665 Coopers Hawk Ct, ST CLOUD

3 Beds 2 Baths 2,077 SqFt Residential Single Family Residence MLS® # TB8540989
Active 1961 Burgundy Dr, MINNEOLA

$499,990

RESERVE/LK RDG PH 2

1961 Burgundy Dr, MINNEOLA

4 Beds 2 Baths 1,989 SqFt Residential Single Family Residence MLS® # O6434830
Active 5117 Chattahoochee Bnd, ST CLOUD

$499,990

▼ $4,536 LAKESIDE AT SATILLA

5117 Chattahoochee Bnd, ST CLOUD

3 Beds 2 Baths 2,051 SqFt Residential Single Family Residence MLS® # TB8506988
Active 3824 Blue Dasher Dr, KISSIMMEE

$499,990

SPRINGLAKE VILLAGE PH 03

3824 Blue Dasher Dr, KISSIMMEE

5 Beds 3 Baths 3,783 SqFt Residential Single Family Residence MLS® # O6314514
Active 20 W Princeton St, ORLANDO

$499,990

▼ $20,010 WEST PRINCETON PROJECT

20 W Princeton St, ORLANDO

3 Beds 3 Baths 1,517 SqFt Residential Townhouse MLS® # O6433457
Active 6721 Rucksack Rd, ST CLOUD

$499,990

▼ $79,245 WESLYN PARK

6721 Rucksack Rd, ST CLOUD

3 Beds 3 Baths 1,993 SqFt Residential Single Family Residence MLS® # O6430992
Active 2673 Great Heron Ave, ST CLOUD

$499,990

BAY LAKE FARMS AT ST CLOUD

2673 Great Heron Ave, ST CLOUD

4 Beds 3 Baths 2,728 SqFt Residential Single Family Residence MLS® # O6437019
Active 1791 Smarts Rule St, KISSIMMEE

$499,990

▼ $15,010 TOHOQUA PH 1B

1791 Smarts Rule St, KISSIMMEE

4 Beds 3 Baths 2,500 SqFt Residential Single Family Residence MLS® # S5155513
Active 300 Kings Way, DAVENPORT

$499,990

▼ $5,010 HIGHLANDS RESERVE PH 05

300 Kings Way, DAVENPORT

5 Beds 3 Baths 2,076 SqFt Residential Single Family Residence MLS® # S5133463
Active 276 Drayton Ave, DAVENPORT

$499,990

▼ $25,010 DRAYTON-PRESTON WOODS/PROVIDEN

276 Drayton Ave, DAVENPORT

4 Beds 3 Baths 2,928 SqFt Residential Single Family Residence MLS® # O6419460
Active 3057 Timber Hawk Cir, OCOEE

$499,990

OAK TRAIL RESERVE

3057 Timber Hawk Cir, OCOEE

5 Beds 3 Baths 2,447 SqFt Residential Single Family Residence MLS® # S5154856
Active 3190 Dasha Palm Dr, KISSIMMEE

$499,990

RAINTREE AT SPRINGLAKE VILLAGE PH 1A

3190 Dasha Palm Dr, KISSIMMEE

4 Beds 3 Baths 2,813 SqFt Residential Single Family Residence MLS® # O6433376
Active 13618 Old Dock Rd, ORLANDO

$499,990

▼ $20,010 BRIDGE WATER PH 03 51 20

13618 Old Dock Rd, ORLANDO

4 Beds 3 Baths 2,778 SqFt Residential Single Family Residence MLS® # O6429227
Active 1634 Cane Bamboo Dr, ST CLOUD

$499,990

▼ $14,328 TYSON RESERVE

1634 Cane Bamboo Dr, ST CLOUD

4 Beds 2 Baths 1,981 SqFt Residential Single Family Residence MLS® # TB8530013
Active 428 Palastro Ave, AUBURNDALE

$499,990

ESTATES AUBURNDALE PH 02

428 Palastro Ave, AUBURNDALE

4 Beds 3 Baths 2,787 SqFt Residential Single Family Residence MLS® # O6427131
Active 2967 Penelope Loop, KISSIMMEE

$499,990

COVE AT STOREY LAKE 4

2967 Penelope Loop, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # S5142974
Active 2040 Sunshine Peak Dr, MINNEOLA

$499,990

VILLAGES/MINNEOLA HILLS PH 4

2040 Sunshine Peak Dr, MINNEOLA

4 Beds 3 Baths 1,884 SqFt Residential Single Family Residence MLS® # O6389802
New
Active 6060 Balance Way, CLERMONT

$499,990

WELLNESS WAY 40S

6060 Balance Way, CLERMONT

4 Beds 3 Baths 2,081 SqFt Residential Single Family Residence MLS® # O6440660
Active 3019 Tampico Dr, ORLANDO

$499,950

▼ $39,050 LAKE MARGARET HEIGHTS SEC 02

3019 Tampico Dr, ORLANDO

4 Beds 2 Baths 1,956 SqFt Residential Single Family Residence MLS® # O6424122
Active 8023 Stone Rd, APOPKA

$499,900

ACREAGE & UNREC

8023 Stone Rd, APOPKA

2 Beds 1 Bath 1,218 SqFt Residential Single Family Residence MLS® # O6387530
Active 410 S Ramona Ave, LAKE ALFRED

$499,900

SKI ESTATES

410 S Ramona Ave, LAKE ALFRED

3 Beds 2 Baths 1,876 SqFt Residential Single Family Residence MLS® # L4961294
New
Active 6093 Velvet Loop, LAKELAND

$499,900

DEER BROOKE SOUTH

6093 Velvet Loop, LAKELAND

4 Beds 2 Baths 2,243 SqFt Residential Single Family Residence MLS® # R4911917
Active 802 Reflection Lake Dr, ORLANDO

$499,900

▼ $10,100 BLUE DIAMOND

802 Reflection Lake Dr, ORLANDO

3 Beds 2 Baths 1,601 SqFt Residential Single Family Residence MLS® # O6416924
Active 2789 Southland St, ST CLOUD

$499,900

TWIN LAKES PH 2A-2B

2789 Southland St, ST CLOUD

3 Beds 3 Baths 2,365 SqFt Residential Single Family Residence MLS® # O6422878
Active 6658 Lake Pembroke Pl, ORLANDO

$499,900

▼ $10,100 VISTA LAKES VILLAGE N-1 PEMBROKE

6658 Lake Pembroke Pl, ORLANDO

5 Beds 3 Baths 2,530 SqFt Residential Single Family Residence MLS® # O6436979
Active 1631 Groveline Rd, ST CLOUD

$499,900

▼ $10,100 AMELIA GROVES

1631 Groveline Rd, ST CLOUD

4 Beds 4 Baths 2,827 SqFt Residential Single Family Residence MLS® # O6399506