Search Orlando Gated Homes for Sale, $300,000 - $400,000

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Active 378 Buttonwood Dr, KISSIMMEE

$349,900

BVL UNIT 7 6TH ADD

378 Buttonwood Dr, KISSIMMEE

3 Beds 2 Baths 1,486 SqFt Residential Single Family Residence MLS® # O6410901
Active 1281 Water Willow Dr, GROVELAND

$349,900

▼ $15,100 LAKE DOUGLAS PRESERVE

1281 Water Willow Dr, GROVELAND

3 Beds 2 Baths 1,616 SqFt Residential Single Family Residence MLS® # O6430729
Active 1097 Normandy Heights Cir, WINTER HAVEN

$349,900

▼ $5,100 NORMANDY HEIGHTS

1097 Normandy Heights Cir, WINTER HAVEN

4 Beds 2 Baths 2,307 SqFt Residential Single Family Residence MLS® # L4963186
Active 81 Twin Lake Cir, UMATILLA

$349,900

TWIN LAKES ESTATES

81 Twin Lake Cir, UMATILLA

3 Beds 2 Baths 1,898 SqFt Residential Single Family Residence MLS® # G5114906
Active Bellerive Dr, CLERMONT

$349,900

GROVELAND FARMS

Bellerive Dr, CLERMONT

0 Beds 0 Baths 0 SqFt Land Land MLS® # G5116484
Active 25143 Chipshot Ct, SORRENTO

$349,900

▼ $10,000 FAIRWAYS AT MT PLYMOUTH PH 04

25143 Chipshot Ct, SORRENTO

3 Beds 2 Baths 1,747 SqFt Residential Single Family Residence MLS® # O6414960
Active 5828 Harcourt Ave, ORLANDO

$349,900

▼ $10,100 CAMELLIA GARDENS SEC 01

5828 Harcourt Ave, ORLANDO

3 Beds 2 Baths 1,255 SqFt Residential Single Family Residence MLS® # S5147571
Active 12965 Del Lago Dr, ASTATULA

$349,900

COLINA DEL LAGO

12965 Del Lago Dr, ASTATULA

3 Beds 2 Baths 1,401 SqFt Residential Single Family Residence MLS® # O6431787
Open House
Active 5139 Idlewood Ln, LAKELAND

$349,900

IDLEWOOD SUB

5139 Idlewood Ln, LAKELAND

3 Beds 2 Baths 1,431 SqFt Residential
Tue, Sep 15th, 2026 @ 6am - 11pm
Single Family Residence MLS® # L4964201
New
Active 2615 Giardino Loop, KISSIMMEE

$349,900

TAPESTRY PH 4

2615 Giardino Loop, KISSIMMEE

3 Beds 3 Baths 1,700 SqFt Residential Townhouse MLS® # S5157200
Active 196 Minniehaha Cir, HAINES CITY

$349,900

CALABAY PARC AT TOWER LAKE PH 2

196 Minniehaha Cir, HAINES CITY

3 Beds 2 Baths 1,770 SqFt Residential Single Family Residence MLS® # O6411213
New
Active 5693 Gulf Stream St, TAVARES

$349,900

ROYAL HARBOR PHASE 1 SUB

5693 Gulf Stream St, TAVARES

3 Beds 2 Baths 1,830 SqFt Residential Single Family Residence MLS® # S5157242
Active 2317 Lily Pad Ln, KISSIMMEE

$349,900

▲ $100,000 SHANNON LAKES PH 3

2317 Lily Pad Ln, KISSIMMEE

4 Beds 2 Baths 1,842 SqFt Residential Single Family Residence MLS® # O6438511
Active 4517 Fetrow Dr, ORLANDO

$349,900

▼ $25,100 CONWAY HILLS

4517 Fetrow Dr, ORLANDO

3 Beds 2 Baths 1,612 SqFt Residential Single Family Residence MLS® # O6435603
Active 693 Crown Rose Dr, EAGLE LAKE

$349,900

▼ $5,090 VILLAGE AT WINDSOR RESERVE

693 Crown Rose Dr, EAGLE LAKE

4 Beds 3 Baths 2,236 SqFt Residential Single Family Residence MLS® # S5142913
Active 10814 Crescendo Loop, CLERMONT

$349,900

▼ $5,100 LAKE CRESCENT PINES EAST SUB

10814 Crescendo Loop, CLERMONT

3 Beds 2 Baths 1,376 SqFt Residential Single Family Residence MLS® # O6431883
Active 14613 Clarkson Dr, ORLANDO

$349,900

▼ $5,100 AVALON PARK SOUTH PH 03

14613 Clarkson Dr, ORLANDO

3 Beds 3 Baths 1,500 SqFt Residential Townhouse MLS® # O6431267
Active 3667 Kingswood Ct, CLERMONT

$349,900

KINGS RIDGE - DEVONSHIRE

3667 Kingswood Ct, CLERMONT

2 Beds 2 Baths 1,552 SqFt Residential Single Family Residence MLS® # O6275507
Active 1115 Challenge Dr 1115, DAVENPORT

$349,900

CHAMPIONSGATE CONDO 2 PH 13 & 14

1115 Challenge Dr 1115, DAVENPORT

3 Beds 2 Baths 1,787 SqFt Residential Condominium MLS® # O6398678
Active 14261 Turning Leaf Dr, ORLANDO

$349,900

▼ $9,600 AVALON LAKES PH 03 VILLAGE A & B

14261 Turning Leaf Dr, ORLANDO

3 Beds 3 Baths 1,961 SqFt Residential Townhouse MLS® # O6432315
Active 3151 Sunset Walk Dr 116, KISSIMMEE

$349,900

▼ $50,000 SUNSET WALK HOTEL CONDO PH 1

3151 Sunset Walk Dr 116, KISSIMMEE

1 Bed 1 Bath 960 SqFt Residential Condo - Hotel MLS® # S5153810
Active 1060 Rock Harbor Ave, ORLANDO

$349,900

SPRING ISLE

1060 Rock Harbor Ave, ORLANDO

3 Beds 3 Baths 1,577 SqFt Residential Townhouse MLS® # O6413301
Active 4250 Southern Vista Loop, ST CLOUD

$349,900

SOUTHERN PINES PH 4

4250 Southern Vista Loop, ST CLOUD

3 Beds 2 Baths 1,490 SqFt Residential Single Family Residence MLS® # O6439327
Active 2912 Belle Ln, KISSIMMEE

$349,900

EAGLE BAY PH 1

2912 Belle Ln, KISSIMMEE

3 Beds 2 Baths 1,502 SqFt Residential Single Family Residence MLS® # S5152568
Active 362 Lake St, UMATILLA

$349,900

VISTA OAKS

362 Lake St, UMATILLA

3 Beds 2 Baths 1,341 SqFt Residential Single Family Residence MLS® # G5115104
Active N/A, APOPKA

$349,900

▼ $10,000 WOODFIELD OAKS

N/A, APOPKA

3 Beds 2 Baths 1,544 SqFt Residential Single Family Residence MLS® # O6429283
Active 823 E Mcdonald Ave, EUSTIS

$349,900

▼ $5,000 OFFICIAL MAP/TOWN/EUSTIS

823 E Mcdonald Ave, EUSTIS

4 Beds 4 Baths 1,966 SqFt Residential Single Family Residence MLS® # O6411013
Active 23 8th St S, EAGLE LAKE

$349,900

HOFFS SUB

23 8th St S, EAGLE LAKE

3 Beds 2 Baths 1,733 SqFt Residential Single Family Residence MLS® # L4964396
Active 1150 Indian Ridge Tr E, KISSIMMEE

$349,900

▼ $13,100 INDIAN RIDGE UNIT 3

1150 Indian Ridge Tr E, KISSIMMEE

3 Beds 2 Baths 1,636 SqFt Residential Single Family Residence MLS® # O6428609
Active 7593 Gathering Dr 802, REUNION

$349,900

REUNION GRANDE CONDO

7593 Gathering Dr 802, REUNION

1 Bed 1 Bath 1,128 SqFt Residential Condo - Hotel MLS® # O6263858
Active 5454 Caramella Dr, ORLANDO

$349,900

CROWNTREE LAKES 02 & 03

5454 Caramella Dr, ORLANDO

3 Beds 3 Baths 1,816 SqFt Residential Townhouse MLS® # S5151953
Active 4926 Magnolia Ridge Rd, FRUITLAND PARK

$349,900

▼ $25,100 PICCIOLA HIGHLAND ESTATES

4926 Magnolia Ridge Rd, FRUITLAND PARK

3 Beds 3 Baths 1,482 SqFt Residential Single Family Residence MLS® # G5114537
Active 2628 Herbison Dr, ORLANDO

$349,900

WHISPERING PINES ESTATES FIRST ADD

2628 Herbison Dr, ORLANDO

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6385445
New
Active 6631 Borg St, LEESBURG

$349,900

HIGHLAND LAKES SUB

6631 Borg St, LEESBURG

3 Beds 3 Baths 2,302 SqFt Residential Single Family Residence MLS® # G5117293
Active 6115 Landings Blvd, LADY LAKE

$349,900

LANDINGS AT HARBOR HILLS

6115 Landings Blvd, LADY LAKE

3 Beds 2 Baths 1,640 SqFt Residential Single Family Residence MLS® # G5112393
Active 3326 Merlot Dr, LAKELAND

$349,900

REFLECTIONS WEST

3326 Merlot Dr, LAKELAND

3 Beds 2 Baths 2,022 SqFt Residential Single Family Residence MLS® # L4964737
Active 4533 Bridgeton Ln, ORLANDO

$349,900

WOOD GLEN PH 02 STRAW RIDGE PD

4533 Bridgeton Ln, ORLANDO

3 Beds 2 Baths 1,421 SqFt Residential Single Family Residence MLS® # O6409395
Active 4612 Calamint Ln, AUBURNDALE

$349,863

CADENCE CROSSING

4612 Calamint Ln, AUBURNDALE

4 Beds 2 Baths 1,755 SqFt Residential Single Family Residence MLS® # L4963094
Active 4624 Calamint Ln, AUBURNDALE

$349,863

CADENCE CROSSING

4624 Calamint Ln, AUBURNDALE

4 Beds 2 Baths 1,755 SqFt Residential Single Family Residence MLS® # L4962729
Active 4433 Juneberry Dr, AUBURNDALE

$349,863

CADENCE CROSSING

4433 Juneberry Dr, AUBURNDALE

4 Beds 2 Baths 1,755 SqFt Residential Single Family Residence MLS® # L4960545
Active 2464 Addison Creek Dr, KISSIMMEE

$349,800

WATERVIEW PH 3B

2464 Addison Creek Dr, KISSIMMEE

4 Beds 2 Baths 2,116 SqFt Residential Single Family Residence MLS® # S5156566
Active 1013 Foote St, EUSTIS

$349,800

▼ $100 EUSTIS DIXIE HWY SUB

1013 Foote St, EUSTIS

3 Beds 2 Baths 1,604 SqFt Residential Single Family Residence MLS® # G5104725
Active 5518 Freesia Dr, LAKELAND

$349,760

▼ $2,000 HAWTHORNE PHASE 2A-2B

5518 Freesia Dr, LAKELAND

4 Beds 2 Baths 1,580 SqFt Residential Single Family Residence MLS® # TB8524666
Active 196 Towns Cir, HAINES CITY

$349,700

ALFORD OAKS

196 Towns Cir, HAINES CITY

4 Beds 3 Baths 1,988 SqFt Residential Single Family Residence MLS® # O6428208
Active 5228 Bee Balm St, LAKE HAMILTON

$349,579

▲ $4,580 SEASONS AT SCENIC TERRACE

5228 Bee Balm St, LAKE HAMILTON

4 Beds 3 Baths 2,132 SqFt Residential Single Family Residence MLS® # S5126753
Active 3349 Pink Oleander Ave, MASCOTTE

$349,500

LAKE JACKSON GARDENS II

3349 Pink Oleander Ave, MASCOTTE

3 Beds 2 Baths 1,537 SqFt Residential Single Family Residence MLS® # G5115720
Active 10100 Green Branch Ct, ORLANDO

$349,500

▼ $4,500 VILLAS/CYPRESS SPGS

10100 Green Branch Ct, ORLANDO

3 Beds 3 Baths 1,829 SqFt Residential Townhouse MLS® # O6349816
Active 9838 Piney Point Cir, ORLANDO

$349,500

▼ $6,000 PINEY WOODS POINT

9838 Piney Point Cir, ORLANDO

4 Beds 2 Baths 1,420 SqFt Residential Single Family Residence MLS® # S5136860