Search by Year Built - After 1990, $200,000 - $300,000

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Active 702 Chelsea Ave, FRUITLAND PARK

$289,000

▲ $5,000 FRUITLAND PARK CHELSEAS RUN

702 Chelsea Ave, FRUITLAND PARK

3 Beds 2 Baths 1,547 SqFt Residential Single Family Residence MLS® # O6429925
Active 102 Saffron Way, KISSIMMEE

$289,000

▼ $10,000 PEPPERTREE AT CYPRESS WOODS UNIT 1

102 Saffron Way, KISSIMMEE

3 Beds 2 Baths 1,562 SqFt Residential Single Family Residence MLS® # O6417948
Active 1599 Olivia Ter, THE VILLAGES

$289,000

▼ $6,000 THE VILLAGES

1599 Olivia Ter, THE VILLAGES

2 Beds 2 Baths 1,280 SqFt Residential Villa MLS® # G5110479
Active 202 W Crescent Dr, LAKELAND

$289,000

▼ $1,000 GLENWOOD PARK PB 9 PG 2

202 W Crescent Dr, LAKELAND

3 Beds 2 Baths 1,363 SqFt Residential Single Family Residence MLS® # L4960008
Active 25073 Riverwalk Dr, LEESBURG

$289,000

▼ $6,000 THE PLANTATION AT LEESBURG RIVERWALK VILLAGE

25073 Riverwalk Dr, LEESBURG

3 Beds 2 Baths 1,814 SqFt Residential Single Family Residence MLS® # G5111576
Active 17416 Placidity Ave, CLERMONT

$289,000

▼ $3,000 SERENITY AT SILVER CREEK SUB

17416 Placidity Ave, CLERMONT

3 Beds 3 Baths 1,501 SqFt Residential Townhouse MLS® # S5154242
Active 3960 Giorgio Dr, WINTER HAVEN

$289,000

▼ $10,000 VILLAMAR

3960 Giorgio Dr, WINTER HAVEN

4 Beds 2 Baths 1,607 SqFt Residential Single Family Residence MLS® # TB8517611
Active 4336 Winding Oaks Cir, MULBERRY

$289,000

▼ $5,900 FAIRWAY OAKS FIRST ADD

4336 Winding Oaks Cir, MULBERRY

3 Beds 2 Baths 1,450 SqFt Residential Single Family Residence MLS® # L4960480
Active 27111 Nostalgia Dr, LEESBURG

$289,000

LEGACY/LEESBURG UN 05

27111 Nostalgia Dr, LEESBURG

3 Beds 2 Baths 1,477 SqFt Residential Single Family Residence MLS® # O6403883
New
Active 212 Majestic Gardens Ln, WINTER HAVEN

$289,000

GARDENS PH 01

212 Majestic Gardens Ln, WINTER HAVEN

3 Beds 2 Baths 1,348 SqFt Residential Single Family Residence MLS® # TB8547254
Active 1009 Forest Breeze Path, LEESBURG

$289,000

▼ $100,000 PENNBROOKE PH 02R LT R23

1009 Forest Breeze Path, LEESBURG

3 Beds 2 Baths 1,921 SqFt Residential Single Family Residence MLS® # TB8539740
Active 5137 Desoto Way, LEESBURG

$289,000

PLANTATION AT LEESBURG CASA DEL LAGO

5137 Desoto Way, LEESBURG

3 Beds 2 Baths 1,787 SqFt Residential Single Family Residence MLS® # O6435619
Active 3605 Mount Hope Loop, LEESBURG

$289,000

PLANTATION AT LEESBURG GLENDALE VILLAGE

3605 Mount Hope Loop, LEESBURG

2 Beds 2 Baths 1,868 SqFt Residential Single Family Residence MLS® # G5105434
Active 14501 Grove Resort Ave 3714, WINTER GARDEN

$289,000

▼ $60,000 GROVE RESIDENCE & SPA HOTEL CONDO 3

14501 Grove Resort Ave 3714, WINTER GARDEN

2 Beds 2 Baths 1,375 SqFt Residential Condo - Hotel MLS® # O6315392
Active 2376 Caravelle Cir, KISSIMMEE

$289,000

CORAL CAY RESORT

2376 Caravelle Cir, KISSIMMEE

4 Beds 3 Baths 1,512 SqFt Residential Townhouse MLS® # O6434842
Active 7673 Heritage Crossing Way 102, REUNION

$289,000

▼ $450 HERITAGE CROSSING CONDO PH 9

7673 Heritage Crossing Way 102, REUNION

3 Beds 2 Baths 1,344 SqFt Residential Condominium MLS® # O6413922
New
Active 911 N Orange Ave 252, ORLANDO

$289,000

UPTOWN PLACE CONDO

911 N Orange Ave 252, ORLANDO

3 Beds 2 Baths 1,651 SqFt Residential Condominium MLS® # S5157213
Active 8710 Rain Forest Place B, KISSIMMEE

$289,000

▼ $6,000 VILLAS AT ISLAND CLUB PH 10

8710 Rain Forest Place B, KISSIMMEE

4 Beds 3 Baths 1,616 SqFt Residential Condominium MLS® # S5148850
Active 1405 Lisbon Ct, DAVENPORT

$289,000

▼ $10,000 MANDALAY AT BELLA TRAE CONDO PH 30 BLDG 57

1405 Lisbon Ct, DAVENPORT

3 Beds 3 Baths 2,059 SqFt Residential Townhouse MLS® # O6384141
Open House
Active 4519 Inverness Dr, LEESBURG

$289,000

▼ $10,000 ROYAL HIGHLANDS PH 01D

4519 Inverness Dr, LEESBURG

3 Beds 2 Baths 1,622 SqFt Residential
Sat, Sep 19th, 2026 @ 1pm - 3pm
Single Family Residence MLS® # G5112943
Active 1109 Munster Ct, KISSIMMEE

$289,000

▼ $10,000 POINCIANA VILLAGE 5 NBHD 1

1109 Munster Ct, KISSIMMEE

4 Beds 2 Baths 1,707 SqFt Residential Single Family Residence MLS® # S5149526
Active 2774 Almaton Loop 202, KISSIMMEE

$289,000

VENTURA AT WINDSOR HILLS CONDO PH 3

2774 Almaton Loop 202, KISSIMMEE

2 Beds 2 Baths 1,081 SqFt Residential Condominium MLS® # O6424497
Active 32222 Summertree Cir, LEESBURG

$289,000

PENNBROOKE PH IE SUB

32222 Summertree Cir, LEESBURG

2 Beds 2 Baths 1,725 SqFt Residential Single Family Residence MLS® # G5113595
Active 3208 Cupid Pl, KISSIMMEE

$289,000

WEST LUCAYA VILLAGE

3208 Cupid Pl, KISSIMMEE

3 Beds 2 Baths 1,300 SqFt Residential Townhouse MLS® # S5153435
Active 6538 S Goldenrod Road 68c, ORLANDO

$289,000

▼ $20,500 CARTER GLEN

6538 S Goldenrod Road 68c, ORLANDO

3 Beds 3 Baths 1,699 SqFt Residential Townhouse MLS® # S5150051
Active 1525 Challenger Ave, DAVENPORT

$289,000

▼ $10,900 POLO PARK ESTATES

1525 Challenger Ave, DAVENPORT

2 Beds 2 Baths 1,540 SqFt Residential Single Family Residence MLS® # O6405916
Active 3151 Sunset Walk Dr 1507, KISSIMMEE

$289,000

EMBASSY SUITES, SUNSET WALK HOTEL

3151 Sunset Walk Dr 1507, KISSIMMEE

1 Bed 1 Bath 734 SqFt Residential Condo - Hotel MLS® # S5155131
Active 3307 Costello Cir, WINTER HAVEN

$289,000

▼ $5,900 VILLAMAR PH FOUR

3307 Costello Cir, WINTER HAVEN

3 Beds 2 Baths 1,553 SqFt Residential Single Family Residence MLS® # L4961494
Active 1758 Withernsea Ct, TAVARES

$289,000

HAMLETS/TAVARES

1758 Withernsea Ct, TAVARES

3 Beds 3 Baths 1,616 SqFt Residential Townhouse MLS® # O6404358
Active 255 Haines Blvd, WINTER HAVEN

$288,999

▼ $1,000 LAKES AT LUCERNE PARK PH 02

255 Haines Blvd, WINTER HAVEN

4 Beds 2 Baths 1,793 SqFt Residential Single Family Residence MLS® # B4902269
Active 1198 Cumberland Trail Dr, LAKE HAMILTON

$288,990

▲ $2,000 HAMILTON BLUFF SUBDIVISION PHASES 1 & 2

1198 Cumberland Trail Dr, LAKE HAMILTON

3 Beds 2 Baths 1,504 SqFt Residential Single Family Residence MLS® # O6434512
Active 589 Broadoak Dr, DUNDEE

$288,990

WOODLAND RANCH ESTATES PHASE ONE

589 Broadoak Dr, DUNDEE

3 Beds 2 Baths 1,443 SqFt Residential Single Family Residence MLS® # O6406921
Active 4160 Giorgio Dr, WINTER HAVEN

$288,900

▼ $1,000 VILLAMAR PHASE 6 AND PHASE 6D

4160 Giorgio Dr, WINTER HAVEN

4 Beds 2 Baths 1,665 SqFt Residential Single Family Residence MLS® # O6366024
Active 2329 Water View Loop, KISSIMMEE

$288,900

▼ $100 CYPRESS LAKE PH 1

2329 Water View Loop, KISSIMMEE

3 Beds 3 Baths 1,460 SqFt Residential Townhouse MLS® # O6377909
Active 1085 Brenton Manor Dr, WINTER HAVEN

$288,500

▼ $500 BRENTON MANOR

1085 Brenton Manor Dr, WINTER HAVEN

3 Beds 2 Baths 1,770 SqFt Residential Single Family Residence MLS® # TB8448346
Active 432 Barlyn Ave, HAINES CITY

$288,350

▼ $2,000 RANDA RIDGE PH 03

432 Barlyn Ave, HAINES CITY

3 Beds 2 Baths 1,489 SqFt Residential Single Family Residence MLS® # R4911093
Active 7671 Comrow St 302, KISSIMMEE

$288,000

VENTURA AT WINDSOR HILLS CONDO PH 5

7671 Comrow St 302, KISSIMMEE

2 Beds 2 Baths 1,081 SqFt Residential Condominium MLS® # S5146686
Active 1008 Universal Rest Pl, KISSIMMEE

$288,000

▼ $10,000 ERIC ESTATES

1008 Universal Rest Pl, KISSIMMEE

3 Beds 2 Baths 1,728 SqFt Residential Townhouse MLS® # O6422010
Active 6040 Prairie Rn, HAINES CITY

$287,999

▼ $7,000 CROSSWINDS

6040 Prairie Rn, HAINES CITY

3 Beds 2 Baths 1,615 SqFt Residential Single Family Residence MLS® # TB8542082
Active 1183 Cumberland Trail Dr, HAINES CITY

$287,990

▲ $2,000 HAMILTON BLUFF

1183 Cumberland Trail Dr, HAINES CITY

3 Beds 2 Baths 1,504 SqFt Residential Single Family Residence MLS® # O6429812
Active 1770 Grandiose Dr, LAKE HAMILTON

$287,990

▲ $2,000 HAMILTON BLUFF SUBDIVISION PHASES 1 & 2

1770 Grandiose Dr, LAKE HAMILTON

3 Beds 2 Baths 1,504 SqFt Residential Single Family Residence MLS® # O6434527
Active 3798 King Hill Dr, HAINES CITY

$287,900

CONGDON TWNHMS PH 1 2

3798 King Hill Dr, HAINES CITY

4 Beds 3 Baths 1,860 SqFt Residential Townhouse MLS® # S5146774
Active 638 W 7th St, LAKELAND

$287,900

▼ $12,000 ADAIRS ADD

638 W 7th St, LAKELAND

3 Beds 2 Baths 1,376 SqFt Residential Single Family Residence MLS® # P4939163
Active 4352 Chester Springs Blvd, DAVENPORT

$287,790

HARTFORD TERRACE PHASE 2B

4352 Chester Springs Blvd, DAVENPORT

3 Beds 3 Baths 1,699 SqFt Residential Townhouse MLS® # O6433920
Active 2109 Emma Ln, LAKE WALES

$287,654

▲ $1,754 LEIGHTON LNDG

2109 Emma Ln, LAKE WALES

3 Beds 2 Baths 1,266 SqFt Residential Single Family Residence MLS® # R4909719
Active 2034 Old Pasture Ln, LAKELAND

$287,500

▼ $3,000 SADDLE CREEK

2034 Old Pasture Ln, LAKELAND

3 Beds 2 Baths 1,270 SqFt Residential Single Family Residence MLS® # S5148922
Active 1864 Emily Dr, WINTER HAVEN

$287,500

▼ $2,400 EMILY ESTATES

1864 Emily Dr, WINTER HAVEN

4 Beds 2 Baths 1,836 SqFt Residential Single Family Residence MLS® # TB8447490
New
Active 4259 Hillock Blvd, HAINES CITY

$287,006

CF GTIS II GROVE AT CROSSWIND LLC

4259 Hillock Blvd, HAINES CITY

4 Beds 3 Baths 1,866 SqFt Residential Townhouse MLS® # TB8547210