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

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Active 2251 Portrait St, POINCIANA

$299,000

▼ $11,000 WESTVIEW PH 1A POD A

2251 Portrait St, POINCIANA

3 Beds 3 Baths 1,407 SqFt Residential Townhouse MLS® # O6434223
Active 3180 Paradox Cir 405, KISSIMMEE

$299,000

▼ $11,000 THE TERRACES AT STOREY LAKE CONDO 2 PH 13

3180 Paradox Cir 405, KISSIMMEE

2 Beds 2 Baths 1,196 SqFt Residential Condominium MLS® # TB8517657
Active 1400 N Simpson St, MOUNT DORA

$299,000

GULLERA HOMESTEAD

1400 N Simpson St, MOUNT DORA

3 Beds 2 Baths 1,488 SqFt Residential Single Family Residence MLS® # O6402866
Active 8401 Crystal Cove Loop, KISSIMMEE

$299,000

EMERALD ISLAND RESORT PH 2

8401 Crystal Cove Loop, KISSIMMEE

4 Beds 4 Baths 1,645 SqFt Residential Townhouse MLS® # O6382485
Active 1603 Tranquil Ave, CLERMONT

$299,000

▼ $19,000 SERENITY AT SILVER CREEK SUB

1603 Tranquil Ave, CLERMONT

3 Beds 3 Baths 1,501 SqFt Residential Townhouse MLS® # O6407373
Active 7158 Summit Pl, WINTER HAVEN

$299,000

SUMMIT EAST PH 01

7158 Summit Pl, WINTER HAVEN

3 Beds 2 Baths 1,833 SqFt Residential Single Family Residence MLS® # P4939488
Active 26207 Avenida Las Colinas, HOWEY IN THE HILLS

$299,000

▼ $60,900 MISSION CORONADO CONDO

26207 Avenida Las Colinas, HOWEY IN THE HILLS

2 Beds 2 Baths 2,031 SqFt Residential Condominium MLS® # G5095934
Active 4334 Trotters Way, LAKELAND

$299,000

▼ $10,000 SADDLE CRK PRESERVE PH 1

4334 Trotters Way, LAKELAND

4 Beds 2 Baths 1,850 SqFt Residential Single Family Residence MLS® # L4963627
Active 4493 Turnberry Ln, LAKE WALES

$299,000

LAKE ASHTON GOLF CLUB PH 03-A

4493 Turnberry Ln, LAKE WALES

3 Beds 2 Baths 1,706 SqFt Residential Single Family Residence MLS® # P4939425
Active 40415 Country Rd, EUSTIS

$299,000

PINE LAKES SOUTH

40415 Country Rd, EUSTIS

5 Beds 2 Baths 1,776 SqFt Residential Single Family Residence MLS® # O6364177
Active 3009 Marathon Ave, ORLANDO

$299,000

ISLE CATALINA

3009 Marathon Ave, ORLANDO

3 Beds 2 Baths 1,597 SqFt Residential Single Family Residence MLS® # O6423213
Active 5909 Windsong Oak Dr, LEESBURG

$299,000

▼ $1,000 WINDSONG AT LEESBURG

5909 Windsong Oak Dr, LEESBURG

3 Beds 2 Baths 1,875 SqFt Residential Single Family Residence MLS® # O6411614
Active 1404 Emmett St, KISSIMMEE

$299,000

▼ $16,000 NELSON WAMPLER ADD

1404 Emmett St, KISSIMMEE

3 Beds 2 Baths 1,424 SqFt Residential Single Family Residence MLS® # S5152525
Active 6201 Vintage Dr, LAKELAND

$299,000

▼ $10,000 VINEYARD

6201 Vintage Dr, LAKELAND

3 Beds 2 Baths 1,109 SqFt Residential Single Family Residence MLS® # L4964014
Active 812 Park Lake Cir 7, MAITLAND

$299,000

PARK LAKE TWNHS

812 Park Lake Cir 7, MAITLAND

3 Beds 3 Baths 1,565 SqFt Residential Condominium MLS® # O6426486
Active 755 Marotta Loop, OCOEE

$299,000

▼ $11,000 WESTYN BAY A-M

755 Marotta Loop, OCOEE

2 Beds 3 Baths 1,394 SqFt Residential Townhouse MLS® # O6420984
Active 3612 Diving Dove Ln, BARTOW

$299,000

▲ $24,100 WIND MDWS SOUTH PH 1

3612 Diving Dove Ln, BARTOW

3 Beds 2 Baths 1,671 SqFt Residential Single Family Residence MLS® # O6387219
Active 2014 Page Ave, ORLANDO

$299,000

▼ $10,000 ADIRONDACK HEIGHTS

2014 Page Ave, ORLANDO

3 Beds 1 Bath 1,140 SqFt Residential Single Family Residence MLS® # O6397872
Active 1202 Fernando Ln, LADY LAKE

$299,000

▼ $16,000 THE VILLAGES

1202 Fernando Ln, LADY LAKE

2 Beds 1 Bath 1,040 SqFt Residential Villa MLS® # G5112051
Active 7505 Mourning Dove Cir 303, REUNION

$299,000

TERRACES AT REUNION

7505 Mourning Dove Cir 303, REUNION

3 Beds 2 Baths 1,354 SqFt Residential Condominium MLS® # O6430477
Active 1000 Winderley Pl 239, MAITLAND

$299,000

SUN BAY CLUB CONDO

1000 Winderley Pl 239, MAITLAND

2 Beds 2 Baths 1,164 SqFt Residential Condominium MLS® # O6395472
Active 4442 Maple Chase Tr, KISSIMMEE

$299,000

▼ $16,000 MAPLE CHASE AT CYPRESS WOODS

4442 Maple Chase Tr, KISSIMMEE

3 Beds 2 Baths 1,876 SqFt Residential Single Family Residence MLS® # O6390414
Open House
Active 1133 Del Toro Dr, LADY LAKE

$299,000

▼ $30,000 LADY LAKE ORANGE BLOSSOM GARDENS UNIT 15

1133 Del Toro Dr, LADY LAKE

2 Beds 2 Baths 1,332 SqFt Residential
Tue, Sep 15th, 2026 @ 12pm - 2pm
Single Family Residence MLS® # G5113320
Active 1024 Chalcedony St, KISSIMMEE

$299,000

▼ $11,000 AMBER POINTE UNIT 2

1024 Chalcedony St, KISSIMMEE

3 Beds 3 Baths 1,562 SqFt Residential Townhouse MLS® # S5136346
Active 8895 Cabot Cliffs Dr 103, DAVENPORT

$299,000

▼ $40,000 CHAMPIONSGATE CONDO 4 PH 22 & 23

8895 Cabot Cliffs Dr 103, DAVENPORT

3 Beds 2 Baths 1,788 SqFt Residential Condominium MLS® # O6420334
Active 1125 Munster Ct, KISSIMMEE

$299,000

POINCIANA VILLAGE 5 NBHD 1

1125 Munster Ct, KISSIMMEE

4 Beds 2 Baths 1,960 SqFt Residential Single Family Residence MLS® # O6438920
Active 7603 Heritage Crossing Way 102, REUNION

$299,000

▼ $21,000 HERITAGE CROSSING CONDO

7603 Heritage Crossing Way 102, REUNION

3 Beds 2 Baths 1,344 SqFt Residential Condominium MLS® # O6405506
New
Active 3443 Fallbrook Dr, POINCIANA

$299,000

SOLIVITA PH 5F UN 1

3443 Fallbrook Dr, POINCIANA

2 Beds 2 Baths 1,499 SqFt Residential Villa MLS® # S5157274
Active 2788 Pierr St, DAVENPORT

$299,000

CHATEAU/ASTONIA

2788 Pierr St, DAVENPORT

3 Beds 3 Baths 1,700 SqFt Residential Townhouse MLS® # O6437981
New
Active 1411 Oak Pl F, APOPKA

$299,000

ERROL OAKS UNIT 2 STAGE 2

1411 Oak Pl F, APOPKA

3 Beds 2 Baths 1,405 SqFt Residential Townhouse MLS® # O6440418
Active 14501 Grove Resort Ave 1703, WINTER GARDEN

$299,000

GROVE RESIDENCE & SPA HOTEL CONDO

14501 Grove Resort Ave 1703, WINTER GARDEN

3 Beds 2 Baths 1,396 SqFt Residential Condo - Hotel MLS® # O6394100
Active 26206 Avenida Las Colinas 4a, HOWEY IN THE HILLS

$299,000

▼ $50,999 MISSION CORONADO CONDO UNIT 4A

26206 Avenida Las Colinas 4a, HOWEY IN THE HILLS

2 Beds 2 Baths 2,031 SqFt Residential Condominium MLS® # G5108445
Active 6001 Twain St 106, ORLANDO

$299,000

▼ $16,000 VISTAS/STONEBRIDGE PLACE CONDO

6001 Twain St 106, ORLANDO

2 Beds 3 Baths 1,546 SqFt Residential Townhouse MLS® # O6395360
Active 702 Calabria Ave, DAVENPORT

$299,000

REGAL PALMS AT HIGHLAND RESERVE

702 Calabria Ave, DAVENPORT

4 Beds 4 Baths 1,856 SqFt Residential Townhouse MLS® # O6158853
Active 5443 Blueberry Dr, ORLANDO

$299,000

▼ $999 BAYBERRY VILLAGE

5443 Blueberry Dr, ORLANDO

3 Beds 2 Baths 1,165 SqFt Residential Single Family Residence MLS® # O6420810
Active 2488 Begonia St, MASCOTTE

$299,000

▼ $21,000 GDNS AT LAKE JACKSON RDG

2488 Begonia St, MASCOTTE

4 Beds 2 Baths 1,983 SqFt Residential Single Family Residence MLS® # O6429077
New
Active 302 High Vista Dr, DAVENPORT

$299,000

RIDGEWOOD LAKES VILLAGE 05A

302 High Vista Dr, DAVENPORT

3 Beds 2 Baths 1,776 SqFt Residential Single Family Residence MLS® # TB8546285
Active 1104 Tyler Loop, WINTER HAVEN

$299,000

PEACE CRK RESERVE

1104 Tyler Loop, WINTER HAVEN

3 Beds 2 Baths 1,540 SqFt Residential Single Family Residence MLS® # O6417325
Active 3151 Sunset Walk Dr 411, KISSIMMEE

$299,000

▼ $10,999 SUNSET WALK HOTEL CONDO PH 1

3151 Sunset Walk Dr 411, KISSIMMEE

1 Bed 1 Bath 501 SqFt Residential Condo - Hotel MLS® # S5142031
Active 7519 Bliss Way 7519, KISSIMMEE

$299,000

▼ $3,450 OAKWATER PH 02-6 CONDO

7519 Bliss Way 7519, KISSIMMEE

3 Beds 2 Baths 1,255 SqFt Residential Condominium MLS® # O6388497
Active 2115 Waseca Ln, LEESBURG

$299,000

LEESBURG LAGOMAR SHORES

2115 Waseca Ln, LEESBURG

4 Beds 2 Baths 1,983 SqFt Residential Single Family Residence MLS® # O6406665
Active 1335 Laurel Glen Dr, BARTOW

$299,000

▼ $10,900 LAUREL MEADOWS PH 02

1335 Laurel Glen Dr, BARTOW

4 Beds 2 Baths 1,853 SqFt Residential Single Family Residence MLS® # TB8524778
Active 1748 Red Loop, LAKELAND

$299,000

▼ $1,000 SADDLE CRK PRESERVE PH 1

1748 Red Loop, LAKELAND

4 Beds 2 Baths 1,918 SqFt Residential Single Family Residence MLS® # TB8440325
Active 14501 Grove Resort Ave 3524, WINTER GARDEN

$299,000

GROVE RESIDENCE & SPA HOTEL CONDO II

14501 Grove Resort Ave 3524, WINTER GARDEN

2 Beds 2 Baths 1,265 SqFt Residential Condo - Hotel MLS® # S5148318
Active 762 Toulon Dr, KISSIMMEE

$299,000

POINCIANA VILLAGE 5 NBHD 1

762 Toulon Dr, KISSIMMEE

4 Beds 2 Baths 1,818 SqFt Residential Single Family Residence MLS® # O6421714
Active 958 Sykes Ct 104, ORLANDO

$299,000

▼ $6,000 THATCHERS LANDING CONDO 03

958 Sykes Ct 104, ORLANDO

3 Beds 3 Baths 1,485 SqFt Residential Condominium MLS® # O6432132
Active 3390 Bellezza Ct, KISSIMMEE

$299,000

BELLA PARC TWNHMS

3390 Bellezza Ct, KISSIMMEE

3 Beds 3 Baths 2,019 SqFt Residential Townhouse MLS® # S5145452
Active 1101 Saint Tropez Ct, KISSIMMEE

$299,000

POINCIANA VILLAGE 5 NBHD 1

1101 Saint Tropez Ct, KISSIMMEE

4 Beds 2 Baths 1,960 SqFt Residential Single Family Residence MLS® # O6438919