Search by Year Built - After 1940, $400,000 - $500,000

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New Open House
Active 4302 Conroy Club Dr, ORLANDO

$444,900

CONROY CLUB 47/86

4302 Conroy Club Dr, ORLANDO

3 Beds 2 Baths 1,987 SqFt Residential
Mon, Sep 14th, 2026 @ 2pm - 5pm
Single Family Residence MLS® # O6436396
Open House
Active 7060 Ventnor Dr, WINDERMERE

$444,900

PRESTON SQUARE

7060 Ventnor Dr, WINDERMERE

3 Beds 3 Baths 1,642 SqFt Residential
Sun, Sep 20th, 2026 @ 1am - 4pm
Townhouse MLS® # S5153025
Active 3539 Maple Ridge Loop, KISSIMMEE

$444,000

FOREST EDGE

3539 Maple Ridge Loop, KISSIMMEE

4 Beds 2 Baths 2,298 SqFt Residential Single Family Residence MLS® # O6386171
Active 3258 Holley Ter, THE VILLAGES

$444,000

▼ $1,000 THE VILLAGES

3258 Holley Ter, THE VILLAGES

4 Beds 2 Baths 2,028 SqFt Residential Single Family Residence MLS® # G5109554
Active 1563 Plunker Dr, DAVENPORT

$444,000

▼ $1,000 STONEYBROOK SOUTH PH J-2 & J-3

1563 Plunker Dr, DAVENPORT

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # S5148396
Active 613 Berkley Pointe Pass, AUBURNDALE

$444,000

▼ $53,000 BERKLEY POINTE

613 Berkley Pointe Pass, AUBURNDALE

4 Beds 3 Baths 1,812 SqFt Residential Single Family Residence MLS® # TB8523405
Active 1167 Crowning Ridge Way, MINNEOLA

$444,000

▼ $5,000 DEL WEBB MINNEOLA

1167 Crowning Ridge Way, MINNEOLA

2 Beds 2 Baths 1,655 SqFt Residential Single Family Residence MLS® # O6436300
New
Active 6803 Hermitage Dr, LAKELAND

$444,000

HUNTINGTON HILLS PH 05

6803 Hermitage Dr, LAKELAND

3 Beds 2 Baths 2,343 SqFt Residential Single Family Residence MLS® # L4964898
Active 466 Brunswick Dr, DAVENPORT

$444,000

▼ $5,900 DRAYTON-PRESTON WOODS/PROVIDEN

466 Brunswick Dr, DAVENPORT

3 Beds 3 Baths 2,598 SqFt Residential Single Family Residence MLS® # O6349497
Active 2677 Rania Ln, KISSIMMEE

$443,999

HILLIARD RIDG

2677 Rania Ln, KISSIMMEE

4 Beds 2 Baths 1,723 SqFt Residential Single Family Residence MLS® # O6427175
Active 3998 Limeklin Falls Loop, DAVENPORT

$443,990

▲ $5,000 CASCADES PHASE 3

3998 Limeklin Falls Loop, DAVENPORT

5 Beds 3 Baths 2,601 SqFt Residential Single Family Residence MLS® # O6435849
Active 6262 Sunny Time Ave, WINTER GARDEN

$443,190

SILVERLEAF OAKS

6262 Sunny Time Ave, WINTER GARDEN

3 Beds 3 Baths 1,683 SqFt Residential Townhouse MLS® # O6427189
Active N/A, CLERMONT

$443,140

▼ $6,000 LAKEHAVEN ESTATES

N/A, CLERMONT

4 Beds 3 Baths 1,847 SqFt Residential Townhouse MLS® # O6420015
Active 517 Clubhouse Dr, LAKE WALES

$443,000

▼ $10,000 COUNTRY CLUB VILLAGE PH 02

517 Clubhouse Dr, LAKE WALES

3 Beds 2 Baths 2,249 SqFt Residential Single Family Residence MLS® # P4937370
Active 159 Glenfield Dr, DAVENPORT

$442,990

▲ $33,000 REEDY ISLE 50'S GC

159 Glenfield Dr, DAVENPORT

4 Beds 3 Baths 2,366 SqFt Residential Single Family Residence MLS® # O6421428
Active 3371 Chinotto Dr, LAKE ALFRED

$442,900

GUM LAKE PRESERVE

3371 Chinotto Dr, LAKE ALFRED

4 Beds 3 Baths 2,194 SqFt Residential Single Family Residence MLS® # TB8496436
Active 5400 Cloudberry Ave, LAKELAND

$442,900

▲ $9,000 HAWTHORNE PHASE 3A-3B

5400 Cloudberry Ave, LAKELAND

4 Beds 3 Baths 2,756 SqFt Residential Single Family Residence MLS® # O6398167
Active 3626 Briarlynne Way, ST CLOUD

$442,900

HARMONY CENTRAL PH 2

3626 Briarlynne Way, ST CLOUD

4 Beds 3 Baths 2,405 SqFt Residential Single Family Residence MLS® # O6419645
Active 5160 Sassari Ave, ST CLOUD

$442,500

▼ $6,500 STONEWOOD ESTATES

5160 Sassari Ave, ST CLOUD

4 Beds 3 Baths 2,214 SqFt Residential Single Family Residence MLS® # O6417147
New
Active 738 Tundra Loop, GROVELAND

$442,490

MEADOW POINTE 50S

738 Tundra Loop, GROVELAND

5 Beds 3 Baths 2,546 SqFt Residential Single Family Residence MLS® # O6440394
Active 1854 Juneberry St, CLERMONT

$442,000

▼ $6,000 ARBORWOOD PH 1-B & PH 2

1854 Juneberry St, CLERMONT

4 Beds 3 Baths 2,505 SqFt Residential Single Family Residence MLS® # O6399542
Active 1110 Umbria Ln, ST CLOUD

$442,000

▼ $5,000 NARCOOSSEE VILLAGE PH 1

1110 Umbria Ln, ST CLOUD

4 Beds 2 Baths 2,092 SqFt Residential Single Family Residence MLS® # TB8492248
Active 5792 Springer St, ST CLOUD

$441,990

▼ $5,000 PRESTON COVE PH 3

5792 Springer St, ST CLOUD

5 Beds 3 Baths 2,077 SqFt Residential Single Family Residence MLS® # O6433650
New
Active 5646 Kettlebell Alley, CLERMONT

$441,990

WELLNESS WAY 32S

5646 Kettlebell Alley, CLERMONT

3 Beds 3 Baths 1,782 SqFt Residential Single Family Residence MLS® # O6440675
Active 3519 Malawi Tr, ST CLOUD

$441,990

BUENA LAGO

3519 Malawi Tr, ST CLOUD

4 Beds 3 Baths 2,432 SqFt Residential Single Family Residence MLS® # O6432575
Active 3499 Malawi Tr, ST CLOUD

$440,990

▲ $2,000 BUENA LAGO

3499 Malawi Tr, ST CLOUD

4 Beds 3 Baths 2,432 SqFt Residential Single Family Residence MLS® # O6420778
Active 10090 Sunnifa Alley, ORLANDO

$440,900

▼ $10,000 EAGLE CREEK VILLAGE K PH 1B

10090 Sunnifa Alley, ORLANDO

2 Beds 3 Baths 1,708 SqFt Residential Townhouse MLS® # S5142268
Active 1885 Shadow Box Bnd, ST CLOUD

$440,490

▲ $2,000 BRACK RANCH

1885 Shadow Box Bnd, ST CLOUD

3 Beds 2 Baths 1,589 SqFt Residential Single Family Residence MLS® # O6388930
New
Active 4132 Eastminster Rd, DAVENPORT

$440,490

PROVIDENCE GARDEN HILLS 50S GC

4132 Eastminster Rd, DAVENPORT

4 Beds 3 Baths 2,366 SqFt Residential Single Family Residence MLS® # O6441205
Active 2505 Arran Ct, CLERMONT

$440,000

CITRUS HIGHLANDS PH I SUB

2505 Arran Ct, CLERMONT

3 Beds 2 Baths 1,843 SqFt Residential Single Family Residence MLS® # G5112126
Active 14112 Queenside St, ORLANDO

$440,000

▲ $5,000 WYNDHAM LAKES ESTATES UNIT 2 69/20 LOT 57 BLK 8

14112 Queenside St, ORLANDO

3 Beds 2 Baths 1,670 SqFt Residential Single Family Residence MLS® # S5153421
Active 1531 Fuji Ct, WINTER HAVEN

$440,000

▼ $30,000 LAKE LUCERNE II

1531 Fuji Ct, WINTER HAVEN

4 Beds 3 Baths 3,058 SqFt Residential Single Family Residence MLS® # P4938096
Active 2208 Archer Blvd, ORLANDO

$440,000

▼ $5,000 ROCKET CITY

2208 Archer Blvd, ORLANDO

3 Beds 2 Baths 1,926 SqFt Residential Single Family Residence MLS® # O6403463
Active 1800 Stillwood Way, ST CLOUD

$440,000

HANOVER RESERVE REPLAT PB 24 PGS 133-135 LOT 84

1800 Stillwood Way, ST CLOUD

4 Beds 2 Baths 1,972 SqFt Residential Single Family Residence MLS® # S5135246
Active 108 Mist Flower Ln, GROVELAND

$440,000

▼ $10,000 CASCADES OF GROVELAND (TRILOGY)

108 Mist Flower Ln, GROVELAND

2 Beds 2 Baths 1,900 SqFt Residential Single Family Residence MLS® # G5110411
Active 6786 Highlands Creek Blvd, LAKELAND

$440,000

▼ $10,000 HIGHLANDS CREEK

6786 Highlands Creek Blvd, LAKELAND

4 Beds 2 Baths 2,353 SqFt Residential Single Family Residence MLS® # L4958669
New
Active 2586 Plumadore Dr, GRAND ISLAND

$440,000

EUSTIS GRAND ISLAND RESERVE

2586 Plumadore Dr, GRAND ISLAND

5 Beds 3 Baths 2,601 SqFt Residential Single Family Residence MLS® # O6438172
Active 1019 Bridgeway Blvd, ORLANDO

$440,000

▼ $10,000 BRIDGE WATER

1019 Bridgeway Blvd, ORLANDO

4 Beds 3 Baths 2,353 SqFt Residential Single Family Residence MLS® # O6424201
Active 4134 Pino St, APOPKA

$440,000

GOLDEN GEM 32S

4134 Pino St, APOPKA

4 Beds 3 Baths 2,023 SqFt Residential Single Family Residence MLS® # O6428978
Active 721 S Woodland St, WINTER GARDEN

$440,000

▼ $10,000 BORDERS & WOOSLEY SUB

721 S Woodland St, WINTER GARDEN

2 Beds 1 Bath 1,034 SqFt Residential Single Family Residence MLS® # O6419636
Active 1879 Kamler Ave, ORLANDO

$440,000

▼ $25,000 CHENEY HWY ACRES ADD 01

1879 Kamler Ave, ORLANDO

4 Beds 3 Baths 2,295 SqFt Residential Single Family Residence MLS® # O6419901
Active 12845 Sawgrass Pine Cir, ORLANDO

$440,000

▼ $10,000 SAWGRASS PLANTATION-PH 1B

12845 Sawgrass Pine Cir, ORLANDO

3 Beds 2 Baths 2,141 SqFt Residential Single Family Residence MLS® # O6397445
Active 11133 Ko Dr, LAKELAND

$440,000

▼ $9,999 KOS ESTATES

11133 Ko Dr, LAKELAND

3 Beds 2 Baths 1,384 SqFt Residential Single Family Residence MLS® # TB8522630
Active 7900 Draw St, REUNION

$440,000

▼ $20,000 REUNION FAIRWAYS 17 & 18 PH 3

7900 Draw St, REUNION

3 Beds 3 Baths 1,659 SqFt Residential Townhouse MLS® # S5135309
Active 3476 Malawi Tr, ST CLOUD

$440,000

▼ $4,990 BUENA LAGO

3476 Malawi Tr, ST CLOUD

5 Beds 3 Baths 2,601 SqFt Residential Single Family Residence MLS® # O6425372
Active 1077 Downswing Pl, DAVENPORT

$440,000

STONEYBROOK SOUTH NORTH PRCL PH 5

1077 Downswing Pl, DAVENPORT

4 Beds 2 Baths 2,269 SqFt Residential Single Family Residence MLS® # S5154548
New
Active 3669 Rory Oak Cir, APOPKA

$440,000

OAK POINTE SOUTH

3669 Rory Oak Cir, APOPKA

3 Beds 2 Baths 1,690 SqFt Residential Single Family Residence MLS® # O6439648
Active 33428 Country House Dr, SORRENTO

$440,000

▼ $10,000 SORRENTO PINES PH 1A

33428 Country House Dr, SORRENTO

5 Beds 3 Baths 2,601 SqFt Residential Single Family Residence MLS® # O6419791