Search by Year Built - After 1970, $200,000 - $300,000

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Active 248 Chicago Ave W, HAINES CITY

$279,990

▼ $4,000 HIDDEN LAKES

248 Chicago Ave W, HAINES CITY

3 Beds 2 Baths 1,184 SqFt Residential Single Family Residence MLS® # O6381131
Active 400 Pennsylvania Ave, FRUITLAND PARK

$279,990

▼ $10,000 FRUITLAND PARK DREAM LAKE

400 Pennsylvania Ave, FRUITLAND PARK

3 Beds 2 Baths 1,684 SqFt Residential Single Family Residence MLS® # O6433790
New
Active 219 Cuban Royal Palm Way, DAVENPORT

$279,990

BIMINI BAY

219 Cuban Royal Palm Way, DAVENPORT

3 Beds 3 Baths 1,451 SqFt Residential Townhouse MLS® # O6440455
Active 137 Maple Dr W, KISSIMMEE

$279,990

▼ $25,000 POINCIANA NBRHD 02 VILLAGE 08

137 Maple Dr W, KISSIMMEE

3 Beds 2 Baths 1,273 SqFt Residential Single Family Residence MLS® # O6281398
Active 437 Rio Grande Pl, POINCIANA

$279,990

▲ $10,000 POINCIANA NEIGHBORHOOD 2 VILLAGE 7

437 Rio Grande Pl, POINCIANA

3 Beds 2 Baths 1,613 SqFt Residential Single Family Residence MLS® # L4959541
New
Active 10410 Cypress Rd, LEESBURG

$279,987

CYPRESS HAVEN UNIT 01

10410 Cypress Rd, LEESBURG

3 Beds 2 Baths 1,420 SqFt Residential Single Family Residence MLS® # O6439886
Active 257 Meadowbrook Blvd, WINTER HAVEN

$279,975

▼ $4,525 LUCERNE PARK RESERVE

257 Meadowbrook Blvd, WINTER HAVEN

3 Beds 2 Baths 1,725 SqFt Residential Single Family Residence MLS® # P4937588
Active 1020 Cambridge Dr, WINTER HAVEN

$279,900

LUCERNE PARK RESERVE

1020 Cambridge Dr, WINTER HAVEN

4 Beds 2 Baths 1,500 SqFt Residential Single Family Residence MLS® # O6439455
Active 1787 White Elephant Loop, WINTER HAVEN

$279,900

▼ $24,000 PEACH CROSSINGS

1787 White Elephant Loop, WINTER HAVEN

3 Beds 2 Baths 1,526 SqFt Residential Single Family Residence MLS® # TB8364733
Active 276 18th St Ne, WINTER HAVEN

$279,900

ELBERT ACRES

276 18th St Ne, WINTER HAVEN

3 Beds 2 Baths 1,218 SqFt Residential Single Family Residence MLS® # S5156507
Active 1502 Ne Buckeye Rd Ne 2, WINTER HAVEN

$279,900

BUCKEYE HEIGHTS

1502 Ne Buckeye Rd Ne 2, WINTER HAVEN

3 Beds 3 Baths 2,004 SqFt Residential Townhouse MLS® # O6389762
Active 8070 Unwind Way 5314, KISSIMMEE

$279,900

▼ $69,099 SUNSET WALK HOTEL, EMBASSY SUITES

8070 Unwind Way 5314, KISSIMMEE

1 Bed 1 Bath 745 SqFt Residential Condo - Hotel MLS® # S5141241
Active 527 Kilimanjaro Dr, KISSIMMEE

$279,900

POINCIANA NBHD 1 S VLG 1

527 Kilimanjaro Dr, KISSIMMEE

3 Beds 2 Baths 1,564 SqFt Residential Single Family Residence MLS® # S5153718
Active 39905 Bayview Dr, LADY LAKE

$279,900

HARBOR HILLS UNIT 02A

39905 Bayview Dr, LADY LAKE

2 Beds 2 Baths 1,598 SqFt Residential Villa MLS® # G5116821
Active 2614 Sundance Ct, MULBERRY

$279,900

SUNDANCE VILLAGE 01 PH 02

2614 Sundance Ct, MULBERRY

3 Beds 2 Baths 1,474 SqFt Residential Single Family Residence MLS® # P4939359
Open House
Active 1675 Wynford Cir, TAVARES

$279,900

▼ $5,000 HAMLETS/TAVARES

1675 Wynford Cir, TAVARES

2 Beds 3 Baths 1,616 SqFt Residential
Mon, Sep 14th, 2026 @ 9am - 5pm
Townhouse MLS® # O6381436
Active 143 Southern Pecan Cir 206, WINTER GARDEN

$279,900

SOUTHERN PINES CONDO

143 Southern Pecan Cir 206, WINTER GARDEN

2 Beds 2 Baths 1,276 SqFt Residential Condominium MLS® # S5148778
Active 102 Carlisle Ct, KISSIMMEE

$279,900

POINCIANA VILLAGE 2 NBHD 1

102 Carlisle Ct, KISSIMMEE

3 Beds 2 Baths 1,134 SqFt Residential Single Family Residence MLS® # O6418123
Active 624 Grand Canal Dr, KISSIMMEE

$279,900

SOLIVITA PH 03B

624 Grand Canal Dr, KISSIMMEE

2 Beds 2 Baths 1,543 SqFt Residential Single Family Residence MLS® # S5152638
Active 4180 Poinsettia Ave, MOUNT DORA

$279,900

TRIANGLE ACRES

4180 Poinsettia Ave, MOUNT DORA

3 Beds 1 Bath 1,300 SqFt Residential Single Family Residence MLS® # O6430121
Active 400 Paradise Woods Ct, DAVENPORT

$279,900

▼ $9,100 PARADISE WOODS PH 02

400 Paradise Woods Ct, DAVENPORT

3 Beds 2 Baths 1,232 SqFt Residential Single Family Residence MLS® # O6387989
Active 4706 Vero Beach Pl, KISSIMMEE

$279,900

TERRA VERDE VILLAS PH 2

4706 Vero Beach Pl, KISSIMMEE

3 Beds 3 Baths 1,286 SqFt Residential Townhouse MLS® # O6433822
Active 8118 Esperanza St, ORLANDO

$279,900

▼ $20,000 SUN HAVEN FIRST ADD

8118 Esperanza St, ORLANDO

3 Beds 2 Baths 1,619 SqFt Residential Single Family Residence MLS® # V4950698
Active 1109 Catskill Dr, HAINES CITY

$279,900

ORCHID TERRACE PH 3

1109 Catskill Dr, HAINES CITY

3 Beds 2 Baths 1,303 SqFt Residential Single Family Residence MLS® # G5090824
Active 8318 Foster Dr 8318, DAVENPORT

$279,900

▼ $2,600 PROMENADES AT BELLATRAE

8318 Foster Dr 8318, DAVENPORT

3 Beds 2 Baths 1,893 SqFt Residential Condominium MLS® # O6382026
Open House
Active 2191 Silver Re Dr, LAKELAND

$279,900

SILVER LAKES REPLAT

2191 Silver Re Dr, LAKELAND

2 Beds 2 Baths 1,812 SqFt Residential
Sun, Sep 20th, 2026 @ 1pm - 4pm
Single Family Residence MLS® # L4964426
Active 6419 Borg St, LEESBURG

$279,900

▼ $5,000 HIGHLAND LAKES PH 03 TR A-G

6419 Borg St, LEESBURG

3 Beds 2 Baths 1,964 SqFt Residential Single Family Residence MLS® # G5112734
Active 1316 Gilford Point Ln, DAVENPORT

$279,900

▼ $10,000 MANDALAY AT BELLA TRAE CONDO PH 20 BLDG 53

1316 Gilford Point Ln, DAVENPORT

3 Beds 3 Baths 2,059 SqFt Residential Townhouse MLS® # O6425484
Active 851 Vienna Dr, WINTER HAVEN

$279,900

▼ $5,100 VILLAMAR PH 2

851 Vienna Dr, WINTER HAVEN

3 Beds 2 Baths 1,569 SqFt Residential Single Family Residence MLS® # L4961034
Active 3326 Robert Trent Jones Dr 209, ORLANDO

$279,900

▼ $19,100 STONEBRIDGE RESERVE PH 03

3326 Robert Trent Jones Dr 209, ORLANDO

3 Beds 2 Baths 1,447 SqFt Residential Condominium MLS® # S5152961
New
Active 667 Jaguar Ct, POINCIANA

$279,900

POINCIANA NBRHD 03 VILLAGE 03

667 Jaguar Ct, POINCIANA

3 Beds 2 Baths 1,502 SqFt Residential Single Family Residence MLS® # O6439044
Active 1798 White Elephant Loop, WINTER HAVEN

$279,900

▼ $19,000 PEACH CROSSINGS

1798 White Elephant Loop, WINTER HAVEN

3 Beds 2 Baths 1,526 SqFt Residential Single Family Residence MLS® # TB8476320
Active 1084 Patriot Loop, HAINES CITY

$279,900

▼ $15,100 COVERED BRIDGE

1084 Patriot Loop, HAINES CITY

3 Beds 2 Baths 1,584 SqFt Residential Single Family Residence MLS® # O6430689
New
Active 5784 Lacar Way, LAKELAND

$279,900

VILLAGES/BRIDGEWATERVILLAGE 08

5784 Lacar Way, LAKELAND

3 Beds 2 Baths 1,516 SqFt Residential Single Family Residence MLS® # TB8543110
Active 1629 Nantucket Way, WINTER HAVEN

$279,900

▼ $24,000 PEACH CROSSINGS

1629 Nantucket Way, WINTER HAVEN

3 Beds 2 Baths 1,526 SqFt Residential Single Family Residence MLS® # TB8490344
New
Active 198 Aidans Lndg, HAINES CITY

$279,900

BALMORAL ESTATES

198 Aidans Lndg, HAINES CITY

3 Beds 3 Baths 1,548 SqFt Residential Single Family Residence MLS® # O6441528
Active 3078 Shingle Creek Ct, KISSIMMEE

$279,900

▼ $5,100 SHINGLE CREEK VILLAGE TERRACE

3078 Shingle Creek Ct, KISSIMMEE

3 Beds 2 Baths 1,380 SqFt Residential Townhouse MLS® # S5131116
Active 2604 Albion Ave, ORLANDO

$279,900

▼ $10,000 ROCKET CITY

2604 Albion Ave, ORLANDO

3 Beds 3 Baths 1,386 SqFt Residential Townhouse MLS® # O6403892
Active 225 Southern Pecan Cir 208, WINTER GARDEN

$279,900

▼ $9,000 SOUTHERN PINES CONDO

225 Southern Pecan Cir 208, WINTER GARDEN

2 Beds 2 Baths 1,264 SqFt Residential Condominium MLS® # O6383422
Active 5000 Sawgrass Lake Cir, LEESBURG

$279,900

▼ $5,000 PLANTATION AT LEESBURG SAWGRASS VILLAGE

5000 Sawgrass Lake Cir, LEESBURG

2 Beds 2 Baths 1,775 SqFt Residential Single Family Residence MLS® # G5112759
Active 736 Cortez Ave, THE VILLAGES

$279,900

▼ $5,000 THE VILLAGES

736 Cortez Ave, THE VILLAGES

2 Beds 2 Baths 1,242 SqFt Residential Single Family Residence MLS® # G5112203
Active 31427 Ghent Ave, MOUNT PLYMOUTH

$279,900

▼ $10,000 MOUNT PLYMOUTH

31427 Ghent Ave, MOUNT PLYMOUTH

2 Beds 2 Baths 972 SqFt Residential Single Family Residence MLS® # O6394741
Active 9379 Flowering Cottonwood Rd 28, ORLANDO

$279,900

▼ $4,600 SAVANNAH PINES CONDO PH 4

9379 Flowering Cottonwood Rd 28, ORLANDO

2 Beds 3 Baths 1,202 SqFt Residential Condominium MLS® # O6429267
Active 4814 Coral Castle Dr, KISSIMMEE

$279,900

▼ $100 FIESTA KEY PH 2

4814 Coral Castle Dr, KISSIMMEE

3 Beds 3 Baths 1,762 SqFt Residential Townhouse MLS® # S5156269
Active 3521 Dahlia Dr, LAKE HAMILTON

$279,888

▼ $10,102 SCENIC TERRACE SOUTH

3521 Dahlia Dr, LAKE HAMILTON

4 Beds 2 Baths 1,666 SqFt Residential Single Family Residence MLS® # C7524507
Active 4104 E County Road 540a, LAKELAND

$279,850

W F HALLAM & COS FARMING & TRUCKING LAND

4104 E County Road 540a, LAKELAND

3 Beds 2 Baths 1,897 SqFt Residential Single Family Residence MLS® # L4958848
Active 4731 Clock Tower Dr 206, KISSIMMEE

$279,800

▼ $20,000 THE TERRACES AT STOREY LAKE CONDO NO 1 PH 2

4731 Clock Tower Dr 206, KISSIMMEE

2 Beds 2 Baths 1,196 SqFt Residential Condominium MLS® # S5150203
Active 4712 Hemingway House St, KISSIMMEE

$279,500

▼ $3,500 FIESTA KEY

4712 Hemingway House St, KISSIMMEE

3 Beds 3 Baths 1,468 SqFt Residential Townhouse MLS® # O6421374