Search by Year Built - After 1940, $200,000 - $300,000

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Active 901 Pine Pointe Ln, ORLANDO

$269,900

▼ $20,000 TIMBER POINTE PH 02

901 Pine Pointe Ln, ORLANDO

2 Beds 3 Baths 1,314 SqFt Residential Townhouse MLS® # O6423448
Active 780 Overlook Grove Dr, WINTER HAVEN

$269,900

▼ $2,600 OVERLOOK RDG

780 Overlook Grove Dr, WINTER HAVEN

4 Beds 2 Baths 1,583 SqFt Residential Single Family Residence MLS® # L4960255
Active 21630 Regency Park Ln, LEESBURG

$269,900

▼ $2,600 ROYAL HIGHLANDS PH 01D

21630 Regency Park Ln, LEESBURG

3 Beds 2 Baths 1,438 SqFt Residential Single Family Residence MLS® # O6402529
Active 3530 Fairwaters Court D, CLERMONT

$269,899

HERITAGE HILLS PH 6B

3530 Fairwaters Court D, CLERMONT

2 Beds 2 Baths 1,374 SqFt Residential Villa MLS® # G5116204
Active 3174 Totem Rd, EAGLE LAKE

$269,740

RANCHES AT MCLEOD 40GC

3174 Totem Rd, EAGLE LAKE

4 Beds 3 Baths 1,910 SqFt Residential Single Family Residence MLS® # O6437011
Active 1400 Sebring Way, POINCIANA

$269,500

▼ $10,000 POINCIANA NBRHD 02 WEST VILLAGE 07

1400 Sebring Way, POINCIANA

4 Beds 2 Baths 1,349 SqFt Residential Single Family Residence MLS® # O6425053
Active 655 Travis Ct, BARTOW

$269,500

▼ $10,000 SCOTT LANE SUB

655 Travis Ct, BARTOW

4 Beds 2 Baths 1,392 SqFt Residential Single Family Residence MLS® # TB8542790
New
Active 111 Dorchester Ct, KISSIMMEE

$269,450

POINCIANA VILLAGE 2 NBHD 1

111 Dorchester Ct, KISSIMMEE

4 Beds 2 Baths 1,872 SqFt Residential Single Family Residence MLS® # O6440461
Active 3028 Jessamine Dr, TAVARES

$269,415

▲ $2,000 AVALON PARK TAVARES

3028 Jessamine Dr, TAVARES

3 Beds 3 Baths 1,451 SqFt Residential Townhouse MLS® # O6413174
Active 526 Maricopa Dr, KISSIMMEE

$269,000

POINCIANA VILLAGE 1 NBHD 1 SOUTH

526 Maricopa Dr, KISSIMMEE

3 Beds 2 Baths 1,609 SqFt Residential Single Family Residence MLS® # G5116508
Active 1520 Hill St, KISSIMMEE

$269,000

▼ $29,000 WOODALL & DOYLE

1520 Hill St, KISSIMMEE

2 Beds 1 Bath 768 SqFt Residential Single Family Residence MLS® # S5095453
Active 669 Eagle Rn, LAKELAND

$269,000

▼ $5,000 SANDPIPER GOLF & COUNTRY CLUB PH 01

669 Eagle Rn, LAKELAND

2 Beds 2 Baths 1,134 SqFt Residential Single Family Residence MLS® # L4959718
Active 3467 Julius Estates Blvd, WINTER HAVEN

$269,000

▼ $1,000 LAKE SMART ESTATES

3467 Julius Estates Blvd, WINTER HAVEN

3 Beds 2 Baths 1,750 SqFt Residential Single Family Residence MLS® # S5151796
Active 6648 Time Square Ave 105, ORLANDO

$269,000

HAMPTONS/METROWEST

6648 Time Square Ave 105, ORLANDO

3 Beds 3 Baths 1,634 SqFt Residential Townhouse MLS® # O6434468
Active 2490 Lancien Ct 4, ORLANDO

$269,000

▼ $6,000 ENCLAVE/OXFORD PLACE

2490 Lancien Ct 4, ORLANDO

2 Beds 3 Baths 1,278 SqFt Residential Townhouse MLS® # O6433707
New
Active 4751 Clock Tower Dr 105, KISSIMMEE

$269,000

THE TERRACES AT STOREY LAKE CONDO 1 PH 4

4751 Clock Tower Dr 105, KISSIMMEE

2 Beds 2 Baths 1,126 SqFt Residential Condominium MLS® # O6440724
Active 1569 Wynford Cir, TAVARES

$269,000

HAMLETS/TAVARES

1569 Wynford Cir, TAVARES

2 Beds 3 Baths 1,616 SqFt Residential Single Family Residence MLS® # O6378875
Active 27 Magnolia Blossom Ln, KISSIMMEE

$269,000

▼ $20,900 POINCIANA NBRHD 02 VILLAGE 08

27 Magnolia Blossom Ln, KISSIMMEE

4 Beds 2 Baths 1,819 SqFt Residential Single Family Residence MLS® # S5153191
Active 1748 Fritwell Ct, OCOEE

$269,000

▼ $10,000 WENTWORTH

1748 Fritwell Ct, OCOEE

2 Beds 3 Baths 1,275 SqFt Residential Townhouse MLS® # O6412633
Active 1821 W Chase St, LAKELAND

$269,000

▼ $10,000 NOT IN SUBDIVISION

1821 W Chase St, LAKELAND

4 Beds 2 Baths 1,559 SqFt Residential Single Family Residence MLS® # L4962911
Active 5390 Paradise Cay Cir, KISSIMMEE

$269,000

PARADISE CAY

5390 Paradise Cay Cir, KISSIMMEE

3 Beds 3 Baths 1,187 SqFt Residential Townhouse MLS® # O6428885
Active 724 Grove Ave, ORLANDO

$269,000

▼ $10,000 MAGRUDER REV

724 Grove Ave, ORLANDO

3 Beds 2 Baths 1,111 SqFt Residential Single Family Residence MLS® # O6348717
New
Active 2912 Prince Oak Ct, ST CLOUD

$269,000

▼ $10,999 KING OAK VILLAS PH 1

2912 Prince Oak Ct, ST CLOUD

3 Beds 2 Baths 1,126 SqFt Residential Villa MLS® # O6439207
Active 13512 Turtle Marsh Loop 729, ORLANDO

$269,000

▼ $5,900 GOLFVIEW AT HUNTERS CREEK PH 01

13512 Turtle Marsh Loop 729, ORLANDO

3 Beds 2 Baths 1,276 SqFt Residential Condominium MLS® # O6314486
Active 5811 Marsh Landing Dr, WINTER HAVEN

$269,000

▼ $5,000 LAKESIDE LANDINGS PH 01

5811 Marsh Landing Dr, WINTER HAVEN

3 Beds 2 Baths 1,873 SqFt Residential Single Family Residence MLS® # O6423020
Active 2214 Cypress Cove Dr 4, TAVARES

$269,000

▼ $10,000 TAVARES CYPRESS COVE CONDO

2214 Cypress Cove Dr 4, TAVARES

2 Beds 2 Baths 1,524 SqFt Residential Condominium MLS® # G5115301
Active N/A, KISSIMMEE

$269,000

PARADISE COVE

N/A, KISSIMMEE

3 Beds 3 Baths 1,769 SqFt Residential Townhouse MLS® # O6435717
New
Active 7105 Harmony Square Dr S 025c, ST CLOUD

$269,000

ASHLEY PARK AT HARMONY CONDO

7105 Harmony Square Dr S 025c, ST CLOUD

3 Beds 3 Baths 1,855 SqFt Residential Condominium MLS® # S5156902
Active 153 Browning Cir, WINTER HAVEN

$269,000

FLA HIGHLANDS CO SUB

153 Browning Cir, WINTER HAVEN

3 Beds 2 Baths 1,144 SqFt Residential Single Family Residence MLS® # S5155806
Active 70 Stone Haven Ct, LEESBURG

$269,000

SCOTTISH HIGHLANDS CONDO PH A & AA

70 Stone Haven Ct, LEESBURG

3 Beds 3 Baths 2,146 SqFt Residential Single Family Residence MLS® # G5115487
Active 1317 Lombardi Ct, KISSIMMEE

$269,000

▼ $11,000 SOLIVITA PH 5D

1317 Lombardi Ct, KISSIMMEE

2 Beds 2 Baths 1,363 SqFt Residential Single Family Residence MLS® # O6399378
Active 26015 Sackamaxon Dr, SORRENTO

$269,000

▼ $10,000 MOUNT PLYMOUTH

26015 Sackamaxon Dr, SORRENTO

3 Beds 2 Baths 1,053 SqFt Residential Single Family Residence MLS® # G5114138
Active 151 N Orlando Ave 242, WINTER PARK

$269,000

LAKE KILLARNEY CONDO

151 N Orlando Ave 242, WINTER PARK

2 Beds 1 Bath 710 SqFt Residential Condominium MLS® # O6437574
New
Active 605 First Ave, LADY LAKE

$269,000

MI-LU ESTATES

605 First Ave, LADY LAKE

2 Beds 2 Baths 1,286 SqFt Residential Single Family Residence MLS® # G5117613
Active 184 Eleuthera Dr, LAKE ALFRED

$269,000

▼ $6,000 LAKE ALFRED ESTATES

184 Eleuthera Dr, LAKE ALFRED

3 Beds 2 Baths 1,357 SqFt Residential Single Family Residence MLS® # V4949858
New
Active 1120 Parakeet Tr, LAKELAND

$269,000

SANDPIPER GOLF & COUNTRY CLUB PH 13

1120 Parakeet Tr, LAKELAND

2 Beds 2 Baths 1,272 SqFt Residential Single Family Residence MLS® # L4964919
New Open House
Active 32901 Enchanted Oaks Ln, LEESBURG

$269,000

PENNBROOKE PHASE 1K, UNIT III

32901 Enchanted Oaks Ln, LEESBURG

2 Beds 2 Baths 1,545 SqFt Residential
Tue, Sep 22nd, 2026 @ 11am - 2pm
Single Family Residence MLS® # G5117050
Active 33137 Irongate Dr, LEESBURG

$269,000

▼ $3,000 STONEGATE AT SILVER LAKE SUB

33137 Irongate Dr, LEESBURG

3 Beds 2 Baths 1,504 SqFt Residential Single Family Residence MLS® # O6426508
Active 3391 Celena Cir, ST CLOUD

$269,000

▼ $13,000 MAGNOLIA GLEN

3391 Celena Cir, ST CLOUD

3 Beds 3 Baths 1,578 SqFt Residential Townhouse MLS® # S5148056
Active 440 Kensington View Dr, WINTER HAVEN

$269,000

▲ $6,000 KENSINGTON VIEW

440 Kensington View Dr, WINTER HAVEN

3 Beds 2 Baths 1,688 SqFt Residential Single Family Residence MLS® # G5105497
Active 1011 Cannes Dr, KISSIMMEE

$268,999

▼ $20,001 POINCIANA VILLAGE 5 NBHD 1

1011 Cannes Dr, KISSIMMEE

4 Beds 2 Baths 1,608 SqFt Residential Single Family Residence MLS® # O6398266
Active 646 Cedar Elm Ct, EUSTIS

$268,999

CONNORS COVE

646 Cedar Elm Ct, EUSTIS

3 Beds 3 Baths 1,645 SqFt Residential Townhouse MLS® # W7883589
Active 4023 Penelope Ave, LAKE WALES

$268,990

ANNABELLE ESTATES

4023 Penelope Ave, LAKE WALES

3 Beds 2 Baths 1,328 SqFt Residential Single Family Residence MLS® # O6422247
Active 2076 Golden Beak Dr, EAGLE LAKE

$268,990

▼ $21,000 EAGLE HAMMOCK

2076 Golden Beak Dr, EAGLE LAKE

3 Beds 3 Baths 1,557 SqFt Residential Single Family Residence MLS® # C7520894
Active 1211 Stetson Ave, DUNDEE

$268,990

▼ $8,000 WOODLAND RANCH 50'S GC

1211 Stetson Ave, DUNDEE

4 Beds 2 Baths 1,985 SqFt Residential Single Family Residence MLS® # O6428860
Active 2044 Golden Beak Dr, EAGLE LAKE

$268,990

▼ $9,898 EAGLE HAMMOCK

2044 Golden Beak Dr, EAGLE LAKE

3 Beds 2 Baths 1,582 SqFt Residential Single Family Residence MLS® # C7523585
New
Active 110 Twin Lake Cir, UMATILLA

$268,900

UMATILLA TWIN LAKE ESTATES SUB

110 Twin Lake Cir, UMATILLA

3 Beds 2 Baths 1,209 SqFt Residential Single Family Residence MLS® # G5117429
Active 3481 Dahlia Dr, LAKE HAMILTON

$268,888

▼ $11,102 SCENIC TERRACE SOUTH PHASE 1

3481 Dahlia Dr, LAKE HAMILTON

3 Beds 2 Baths 1,477 SqFt Residential Single Family Residence MLS® # C7522480