Search by Year Built - After 1940, $300,000 - $400,000

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Active 237 Strathmore Cir, KISSIMMEE

$399,500

▲ $4,500 REMINGTON PH 1 TR B

237 Strathmore Cir, KISSIMMEE

4 Beds 2 Baths 2,278 SqFt Residential Single Family Residence MLS® # O6403214
Active 11333 Pink Blossom Ct, ORLANDO

$399,500

▼ $20,400 PARKVIEW NORTH

11333 Pink Blossom Ct, ORLANDO

3 Beds 2 Baths 1,674 SqFt Residential Single Family Residence MLS® # O6425943
Active 4102 Breakview Dr 40203, ORLANDO

$399,490

ISLES/CAY COMMONS

4102 Breakview Dr 40203, ORLANDO

2 Beds 2 Baths 1,112 SqFt Residential Condominium MLS® # O6417542
Active 1324 Marshall Dr, LEESBURG

$399,400

▼ $9,600 MARSHALL DRIVE SUBDIVISION

1324 Marshall Dr, LEESBURG

4 Beds 3 Baths 2,026 SqFt Residential Single Family Residence MLS® # O6429391
Active 1677 Sackett Cir, ORLANDO

$399,250

▼ $12,350 SHADOW RIDGE

1677 Sackett Cir, ORLANDO

4 Beds 2 Baths 2,515 SqFt Residential Single Family Residence MLS® # O6415947
New
Active 590 Windy Willow Way, ST CLOUD

$399,140

THE CROSSINGS PH 2

590 Windy Willow Way, ST CLOUD

4 Beds 3 Baths 2,066 SqFt Residential Single Family Residence MLS® # L4964990
Open House
Active 7677 Gemstone St, GROVELAND

$399,051

▲ $19,052 WATERSTONE

7677 Gemstone St, GROVELAND

3 Beds 3 Baths 1,853 SqFt Residential
Sat, Sep 19th, 2026 @ 12pm - 5pm
Single Family Residence MLS® # O6381741
Active 3940 Sunnywood Cir, LAKELAND

$399,000

▼ $25,900 SUNNYWOOD

3940 Sunnywood Cir, LAKELAND

4 Beds 3 Baths 2,381 SqFt Residential Single Family Residence MLS® # L4961297
Active 3554 Rodrick Cir, ORLANDO

$399,000

WYNDHAM LAKES ESTATES

3554 Rodrick Cir, ORLANDO

3 Beds 3 Baths 2,352 SqFt Residential Townhouse MLS® # O6424100
Active 8270 Bridgeport Bay Cir, MOUNT DORA

$399,000

▼ $50,000 MOUNT DORA LAKES OF MOUNT DORA PH 02

8270 Bridgeport Bay Cir, MOUNT DORA

3 Beds 2 Baths 1,828 SqFt Residential Single Family Residence MLS® # O6424673
Active 205 Aberdeen St, DAVENPORT

$399,000

▼ $10,000 CHELSEA PK/WEST HAVEN

205 Aberdeen St, DAVENPORT

4 Beds 3 Baths 2,420 SqFt Residential Single Family Residence MLS® # G5113772
Active 24044 Peekskill St, LEESBURG

$399,000

PLANTATION AT LEESBURG BRAMPTON

24044 Peekskill St, LEESBURG

2 Beds 3 Baths 2,634 SqFt Residential Single Family Residence MLS® # G5114627
Active 2112 Saint Ives Ct, CLERMONT

$399,000

▼ $10,900 KINGS RIDGE

2112 Saint Ives Ct, CLERMONT

3 Beds 2 Baths 2,028 SqFt Residential Single Family Residence MLS® # G5114395
Active 1048 Plantation Ln, DAVENPORT

$399,000

FESTIVAL

1048 Plantation Ln, DAVENPORT

3 Beds 3 Baths 1,622 SqFt Residential Townhouse MLS® # O6411390
Active 9915 Highland Sky Alley, ORLANDO

$399,000

RANDAL WALK

9915 Highland Sky Alley, ORLANDO

3 Beds 3 Baths 1,491 SqFt Residential Townhouse MLS® # O6400679
Active 3071 Beach Palm Ave, KISSIMMEE

$399,000

PARADISE PALMS RESORT PH 2

3071 Beach Palm Ave, KISSIMMEE

5 Beds 4 Baths 2,024 SqFt Residential Townhouse MLS® # O6409330
Active 1933 Bellknoll Ln, KISSIMMEE

$399,000

▼ $16,000 KINDRED

1933 Bellknoll Ln, KISSIMMEE

4 Beds 2 Baths 1,846 SqFt Residential Single Family Residence MLS® # O6411567
Active 1101 Myrtle Lake View Dr, FRUITLAND PARK

$399,000

▼ $11,000 FRUITLAND PARK GLEN PH 01 02 & 03

1101 Myrtle Lake View Dr, FRUITLAND PARK

5 Beds 2 Baths 2,744 SqFt Residential Single Family Residence MLS® # G5101709
Active 646 Arbor Pointe Ave, MINNEOLA

$399,000

RESERVE AT MINNEOLA PH 1

646 Arbor Pointe Ave, MINNEOLA

4 Beds 2 Baths 1,644 SqFt Residential Single Family Residence MLS® # O6433838
Active 710 Twin Oaks Ln, EUSTIS

$399,000

▼ $46,000 BREEZEE SHORES PT REP

710 Twin Oaks Ln, EUSTIS

4 Beds 2 Baths 2,998 SqFt Residential Single Family Residence MLS® # G5112740
Active 5127 Glasgow Ave, ORLANDO

$399,000

▼ $36,000 LAKE MARSHA HIGHLANDS FIRST ADD

5127 Glasgow Ave, ORLANDO

3 Beds 2 Baths 1,426 SqFt Residential Single Family Residence MLS® # S5142035
Active 3220 Fish Hawk Dr, POLK CITY

$399,000

BAY LAKE RESIDENCE

3220 Fish Hawk Dr, POLK CITY

1 Bed 1 Bath 740 SqFt Residential Single Family Residence MLS® # L4964166
Active 5128 Grassy Knoll Dr, TAVARES

$399,000

▼ $26,000 OAK BEND

5128 Grassy Knoll Dr, TAVARES

5 Beds 4 Baths 2,889 SqFt Residential Single Family Residence MLS® # OM724172
Active 334 Dagama Ct, KISSIMMEE

$399,000

▼ $76,000 POINCIANA VILLAGE 1 NBHD 1 NORTH

334 Dagama Ct, KISSIMMEE

4 Beds 3 Baths 1,794 SqFt Residential Single Family Residence MLS® # O6423318
Active 3151 Sunset Walk Dr 1214, KISSIMMEE

$399,000

▼ $50,000 SUNSET WALK HOTEL, EMBASSY SUITES

3151 Sunset Walk Dr 1214, KISSIMMEE

2 Beds 2 Baths 1,163 SqFt Residential Condo - Hotel MLS® # S5141552
Active 10520 Burrows St, ORLANDO

$399,000

RANDAL PARK PH 2

10520 Burrows St, ORLANDO

3 Beds 3 Baths 1,812 SqFt Residential Townhouse MLS® # O6438357
Active 6098 Windy Leaf Aly, ST CLOUD

$399,000

AMELIA GROVES PH 1

6098 Windy Leaf Aly, ST CLOUD

4 Beds 3 Baths 2,490 SqFt Residential Single Family Residence MLS® # S5148943
Active 3837 Holston Way, ORLANDO

$399,000

▼ $16,000 WEDGEWOOD GROVES

3837 Holston Way, ORLANDO

3 Beds 3 Baths 1,527 SqFt Residential Single Family Residence MLS® # O6421227
Open House
Active 605 Sarner Pass Way, WINTER HAVEN

$399,000

▼ $14,000 LAKE LUCERNE PH 5

605 Sarner Pass Way, WINTER HAVEN

4 Beds 3 Baths 2,676 SqFt Residential
Sat, Sep 19th, 2026 @ 1pm - 3pm
Single Family Residence MLS® # G5108932
Active 2239 Mallory Cir, HAINES CITY

$399,000

▼ $16,000 CARIBBEAN COVE

2239 Mallory Cir, HAINES CITY

4 Beds 3 Baths 2,048 SqFt Residential Single Family Residence MLS® # L4962249
New
Active 7661 Sand Pierre Ct, KISSIMMEE

$399,000

FOUR SEASONS AT ORLANDO PB 3B & 4A

7661 Sand Pierre Ct, KISSIMMEE

2 Beds 2 Baths 1,437 SqFt Residential Villa MLS® # S5157244
Active 237 Jetty Way, DAVENPORT

$399,000

▼ $26,000 WINDSOR ISLAND RESIDENCE

237 Jetty Way, DAVENPORT

5 Beds 5 Baths 2,293 SqFt Residential Townhouse MLS® # S5153203
Active 5377 Maddie Dr, HAINES CITY

$399,000

▼ $20,990 HAMMOCK RESERVE PH 3

5377 Maddie Dr, HAINES CITY

5 Beds 3 Baths 2,539 SqFt Residential Single Family Residence MLS® # S5156063
Active 1735 Park Side Ave, KISSIMMEE

$399,000

KINDRED PH 2C & 2D

1735 Park Side Ave, KISSIMMEE

4 Beds 2 Baths 1,846 SqFt Residential Single Family Residence MLS® # O6431257
Active 105 Cupola Loop, KISSIMMEE

$399,000

SOLIVITA PH 02D

105 Cupola Loop, KISSIMMEE

2 Beds 2 Baths 2,066 SqFt Residential Single Family Residence MLS® # S5155611
Active 1848 Terrapin Rd, OCOEE

$399,000

LAKE MDW LNDG

1848 Terrapin Rd, OCOEE

3 Beds 3 Baths 1,848 SqFt Residential Townhouse MLS® # O6379626
Active 1284 Zeek Ridge St, CLERMONT

$399,000

▼ $16,900 HIGHLAND RANCH ESPLANDE PH 3

1284 Zeek Ridge St, CLERMONT

2 Beds 2 Baths 1,722 SqFt Residential Single Family Residence MLS® # G5106537
Active 2369 Volunteer Ave, KISSIMMEE

$399,000

TOHOQUA PH 2

2369 Volunteer Ave, KISSIMMEE

4 Beds 3 Baths 2,044 SqFt Residential Single Family Residence MLS® # S5156046
Active 5045 Ballark St, MOUNT DORA

$399,000

MOUNT DORA LANCASTER AT LOCH LEVEN PH 01

5045 Ballark St, MOUNT DORA

3 Beds 3 Baths 2,620 SqFt Residential Single Family Residence MLS® # O6432903
Active 3415 Yellowtop Loop, CLERMONT

$399,000

PALMS AT SERENOA0.15

3415 Yellowtop Loop, CLERMONT

3 Beds 2 Baths 1,700 SqFt Residential Single Family Residence MLS® # S5156075
Active 5934 Ridge Dr, LAKELAND

$399,000

EXECUTIVE ESTATES

5934 Ridge Dr, LAKELAND

3 Beds 3 Baths 2,155 SqFt Residential Single Family Residence MLS® # L4963808
Active 624 N Lanier Ave, FORT MEADE

$399,000

▼ $6,000 HILLCREST SUB

624 N Lanier Ave, FORT MEADE

5 Beds 3 Baths 2,724 SqFt Residential Single Family Residence MLS® # P4938117
Active 2901 Edenshire Way 104, KISSIMMEE

$399,000

LUCAYA VILLAGE PH 2

2901 Edenshire Way 104, KISSIMMEE

4 Beds 3 Baths 1,694 SqFt Residential Townhouse MLS® # O6264074
New
Active 10119 Salt Point Dr, WINTER GARDEN

$399,000

WATERLEIGH PH 2E

10119 Salt Point Dr, WINTER GARDEN

3 Beds 3 Baths 1,451 SqFt Residential Townhouse MLS® # S5156826
Active 14418 S Grand Hwy, CLERMONT

$399,000

▼ $36,000 CLERANDO

14418 S Grand Hwy, CLERMONT

5 Beds 3 Baths 1,484 SqFt Residential Single Family Residence MLS® # R4911669
Active 7770 Sandy Ridge Dr 207, REUNION

$399,000

▼ $41,000 SPECTRUM AT REUNION CONDO PH 2A & 2B

7770 Sandy Ridge Dr 207, REUNION

4 Beds 4 Baths 2,630 SqFt Residential Condominium MLS® # O6420488
Active 1201 Pintail Pl, LAKELAND

$399,000

▼ $6,000 HALLAM PRESERVE WEST J

1201 Pintail Pl, LAKELAND

3 Beds 2 Baths 1,720 SqFt Residential Single Family Residence MLS® # L4962896
Active 8257 Baywood Vista Dr, ORLANDO

$399,000

ROSE BAY PH 01

8257 Baywood Vista Dr, ORLANDO

3 Beds 2 Baths 1,992 SqFt Residential Single Family Residence MLS® # O6432101