Search by Year Built - After 1950, $200,000 - $300,000

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Active 139 S Alder Dr, ORLANDO

$289,000

▼ $11,000 AZALEA PARK SEC 03

139 S Alder Dr, ORLANDO

2 Beds 1 Bath 758 SqFt Residential Single Family Residence MLS® # O6421914
Active 7383 Universal Blvd 208, ORLANDO

$289,000

THE POINT ORLANDO RESORT CONDOMINIUM ASSOCIATION,

7383 Universal Blvd 208, ORLANDO

2 Beds 2 Baths 1,056 SqFt Residential Condo - Hotel MLS® # O6350251
Active 7395 Universal Blvd 906, ORLANDO

$289,000

▼ $20,000 POINT ORLANDO RESORT CONDOMINIUM

7395 Universal Blvd 906, ORLANDO

2 Beds 2 Baths 1,056 SqFt Residential Condo - Hotel MLS® # O6345224
Active 1711 Retreat Cir, CLERMONT

$289,000

▼ $11,000 RETREAT AT SILVER CREEK SUB

1711 Retreat Cir, CLERMONT

3 Beds 3 Baths 1,503 SqFt Residential Townhouse MLS® # S5136323
Active 2880 Poppy Ave, LAKE HAMILTON

$289,000

SCENIC TERRACE SOUTH PAHSE 2

2880 Poppy Ave, LAKE HAMILTON

3 Beds 2 Baths 1,401 SqFt Residential Single Family Residence MLS® # S5155543
Active 1622 New Abbey Ave, LEESBURG

$289,000

▼ $10,000 SCOTTISH HIGHLANDS CONDO PH P

1622 New Abbey Ave, LEESBURG

2 Beds 2 Baths 1,532 SqFt Residential Single Family Residence MLS® # G5113885
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 2319 Continental Blvd, ORLANDO

$289,000

NORMANDY SHORES SEC 02

2319 Continental Blvd, ORLANDO

3 Beds 2 Baths 1,032 SqFt Residential Single Family Residence MLS® # O6434083
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 3028 Wood Song Ct, MULBERRY

$289,000

IMPERIALAKES PH 01

3028 Wood Song Ct, MULBERRY

3 Beds 2 Baths 1,434 SqFt Residential Single Family Residence MLS® # L4964055
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 320 S Seminole Ave, LAKE ALFRED

$289,000

▼ $5,900 CODINGTON REP LAKE ALFRED

320 S Seminole Ave, LAKE ALFRED

3 Beds 2 Baths 1,581 SqFt Residential Single Family Residence MLS® # O6431270
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
Open House
Active 4147 Willow South Dr, MULBERRY

$289,000

WILL-O-WOODS

4147 Willow South Dr, MULBERRY

3 Beds 2 Baths 1,635 SqFt Residential
Mon, Sep 14th, 2026 @ 9am - 7pm
Single Family Residence MLS® # O6430728
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
Active 680 Sunset Dr, BARTOW

$289,000

SUNSET PARK

680 Sunset Dr, BARTOW

3 Beds 2 Baths 1,600 SqFt Residential Single Family Residence MLS® # L4964597
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 37406 Turner Dr, UMATILLA

$289,000

THREE LAKES SUB

37406 Turner Dr, UMATILLA

3 Beds 2 Baths 1,669 SqFt Residential Single Family Residence MLS® # G5116971
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 1300 Morningside St, MOUNT DORA

$289,000

▼ $10,000 TRIANGLE ACRES

1300 Morningside St, MOUNT DORA

4 Beds 2 Baths 1,444 SqFt Residential Single Family Residence MLS® # O6416930
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
New Open House
Active 2747 Gray Fox Ln, ORLANDO

$289,000

FOX HUNT LANES PH 03

2747 Gray Fox Ln, ORLANDO

2 Beds 2 Baths 1,044 SqFt Residential
Sat, Sep 19th, 2026 @ 11am - 1pm
Townhouse MLS® # O6441385
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 1701 E Bay St, WINTER GARDEN

$289,000

▼ $6,000 JOE LOUIS PARK FIRST ADD

1701 E Bay St, WINTER GARDEN

2 Beds 2 Baths 825 SqFt Residential Single Family Residence MLS® # O6413973
New
Active 6313 Sunny Way, LAKELAND

$289,000

SUNNY GLEN

6313 Sunny Way, LAKELAND

3 Beds 2 Baths 1,232 SqFt Residential Single Family Residence MLS® # S5157198
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