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

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Active 8813 Beth Page Ln, DAVENPORT

$399,000

▼ $10,000 STONEYBROOK SOUTH NORTH PRCL PH 1

8813 Beth Page Ln, DAVENPORT

4 Beds 3 Baths 2,333 SqFt Residential Single Family Residence MLS® # O6424385
Active 1211 Morningside Dr, MOUNT DORA

$399,000

▼ $10,000 MOUNT DORA SYLVAN SHORES

1211 Morningside Dr, MOUNT DORA

3 Beds 3 Baths 1,691 SqFt Residential Single Family Residence MLS® # G5113024
Active 15938 Vetta Dr, BELLA COLLINA

$399,000

BELLA COLLINA WEST SUB

15938 Vetta Dr, BELLA COLLINA

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6381482
Active 5607 Sir Churchill Dr, LEESBURG

$398,999

▼ $501 ROYAL HIGHLANDS PH 02 LT 992 ORB 1976 PG 173

5607 Sir Churchill Dr, LEESBURG

3 Beds 2 Baths 2,312 SqFt Residential Single Family Residence MLS® # G5111130
Open House
Active 345 Free Range Dr, GROVELAND

$398,990

▼ $14,000 RAINWOOD

345 Free Range Dr, GROVELAND

3 Beds 3 Baths 1,946 SqFt Residential
Fri, Sep 18th, 2026 @ 10am - 5pm
Single Family Residence MLS® # O6402056
Active 1850 Chaucer Way, KISSIMMEE

$398,950

▼ $6,050 BRIGHTON PLACE

1850 Chaucer Way, KISSIMMEE

4 Beds 2 Baths 1,828 SqFt Residential Single Family Residence MLS® # S5151405
Active 4020 Sunny Day Way, KISSIMMEE

$398,900

▼ $10,000 TURNBERRY RESERVE UNIT 1

4020 Sunny Day Way, KISSIMMEE

4 Beds 2 Baths 2,148 SqFt Residential Single Family Residence MLS® # S5149650
Active 12210 Hatfield Ct, ORLANDO

$398,900

SOUTHCHASE

12210 Hatfield Ct, ORLANDO

4 Beds 2 Baths 1,553 SqFt Residential Single Family Residence MLS® # O6404479
Active Yale Hammock Rd, UMATILLA

$398,900

▼ $1,098

Yale Hammock Rd, UMATILLA

0 Beds 0 Baths 0 SqFt Land Land MLS® # G5101325
Active 2427 Liner Ave, APOPKA

$398,900

▼ $11,000 SILVER OAK PH 1

2427 Liner Ave, APOPKA

3 Beds 3 Baths 2,352 SqFt Residential Single Family Residence MLS® # O6436843
Open House
Active 322 E Central Blvd 806, ORLANDO

$398,600

WAVERLY/LK EOLA

322 E Central Blvd 806, ORLANDO

2 Beds 2 Baths 1,148 SqFt Residential
Sat, Sep 26th, 2026 @ 10am - 1pm
Condominium MLS® # O6434038
Active 8572 Bay Lilly Loop, KISSIMMEE

$398,500

▼ $11,500 ENCANTADA PH 1

8572 Bay Lilly Loop, KISSIMMEE

4 Beds 3 Baths 1,650 SqFt Residential Townhouse MLS® # S5142891
Active 5056 Gandross Ln, MOUNT DORA

$398,500

▼ $1,400 LANCASTER AT LOCH LEVEN PH 01

5056 Gandross Ln, MOUNT DORA

4 Beds 3 Baths 2,637 SqFt Residential Single Family Residence MLS® # O6410200
Active 674 Florida Fern Ave, HOWEY IN THE HILLS

$398,280

HILLSIDE GROVES

674 Florida Fern Ave, HOWEY IN THE HILLS

3 Beds 2 Baths 1,939 SqFt Residential Single Family Residence MLS® # TB8542952
Active 1994 Birnham Wood Bnd, KISSIMMEE

$398,200

STOREY CREEK PH 2B

1994 Birnham Wood Bnd, KISSIMMEE

4 Beds 3 Baths 2,115 SqFt Residential Single Family Residence MLS® # GC543205
Active 655 Florida Fern Ave, HOWEY IN THE HILLS

$398,110

HILLSIDE GROVES

655 Florida Fern Ave, HOWEY IN THE HILLS

3 Beds 2 Baths 1,939 SqFt Residential Single Family Residence MLS® # TB8544825
New Open House
Active 2037 Summerlake Dr, AUBURNDALE

$398,000

SUMMERLAKE ESTATES

2037 Summerlake Dr, AUBURNDALE

3 Beds 2 Baths 2,005 SqFt Residential Single Family Residence MLS® # G5117195
Active 2428 Walnut Heights Rd, APOPKA

$398,000

▼ $11,900 WEKIVA CLUB

2428 Walnut Heights Rd, APOPKA

3 Beds 2 Baths 1,772 SqFt Residential Single Family Residence MLS® # O6426315
New Open House
Active 931 Tilden Ave, APOPKA

$398,000

L F TILDENS ADD

931 Tilden Ave, APOPKA

4 Beds 3 Baths 1,851 SqFt Residential Single Family Residence MLS® # O6441109
New
Active 10413 Water Hyacinth Dr, ORLANDO

$398,000

CYPRESS SPGS

10413 Water Hyacinth Dr, ORLANDO

3 Beds 2 Baths 1,584 SqFt Residential Single Family Residence MLS® # O6440383
Active 2558 E Chatman Cir, KISSIMMEE

$398,000

▼ $17,000 CHATHAM PARK PH 03

2558 E Chatman Cir, KISSIMMEE

3 Beds 2 Baths 1,380 SqFt Residential Single Family Residence MLS® # S5135623
Active 2605 Char St, ORLANDO

$398,000

WINTER RUNC

2605 Char St, ORLANDO

3 Beds 2 Baths 1,100 SqFt Residential Single Family Residence MLS® # O6435976
Active 804 Longboat Dr 804, DAVENPORT

$398,000

FESTIVAL PH 5

804 Longboat Dr 804, DAVENPORT

3 Beds 3 Baths 1,622 SqFt Residential Condominium MLS® # S5146328
Active 216 Aquamarine Ln, KISSIMMEE

$398,000

▲ $48,000 STEPPING STONE POD A PH 1

216 Aquamarine Ln, KISSIMMEE

5 Beds 3 Baths 2,271 SqFt Residential Single Family Residence MLS® # O6346081
Active 3960 Guernsey Bnd, ST CLOUD

$398,000

OLD HICKORY 50S

3960 Guernsey Bnd, ST CLOUD

4 Beds 2 Baths 1,950 SqFt Residential Single Family Residence MLS® # S5142708
Active 765 Jaybee Ave, DAVENPORT

$398,000

▲ $20,000 FAIRWAYS LAKE ESTATES

765 Jaybee Ave, DAVENPORT

4 Beds 2 Baths 1,828 SqFt Residential Single Family Residence MLS® # O6416461
Active 16300 County Road 455 204, MONTVERDE

$398,000

SIENA/BELLA COLLINA CONDO

16300 County Road 455 204, MONTVERDE

2 Beds 3 Baths 1,402 SqFt Residential Condominium MLS® # O6378990
Active 5536 Keaton Springs Dr, LAKELAND

$398,000

RIVERSTONE PH 1

5536 Keaton Springs Dr, LAKELAND

2 Beds 2 Baths 2,281 SqFt Residential Single Family Residence MLS® # TB8497572
New
Active 3115 Smoke Signal Cir, KISSIMMEE

$398,000

INDIAN WELLS UNIT 5

3115 Smoke Signal Cir, KISSIMMEE

3 Beds 2 Baths 1,410 SqFt Residential Single Family Residence MLS® # O6438391
Active 144 Hidalgo Ave, KISSIMMEE

$398,000

BVL UNIT 3

144 Hidalgo Ave, KISSIMMEE

4 Beds 3 Baths 1,742 SqFt Residential Single Family Residence MLS® # S5154454
Open House
Active 14942 Windflower Alley, WINTER GARDEN

$398,000

▼ $7,000 OSPREY RANCH PH 1

14942 Windflower Alley, WINTER GARDEN

3 Beds 3 Baths 1,536 SqFt Residential Townhouse MLS® # O6420210
Active 15056 Windflower Alley, WINTER GARDEN

$398,000

OSPREY RANCH PH 1

15056 Windflower Alley, WINTER GARDEN

3 Beds 3 Baths 1,536 SqFt Residential Townhouse MLS® # O6434353
Active 6079 Vision Rd, ST CLOUD

$397,990

TRINITY PLACE PH 1

6079 Vision Rd, ST CLOUD

4 Beds 2 Baths 1,773 SqFt Residential Single Family Residence MLS® # O6412352
Active 5745 Wallis Ln, ST CLOUD

$397,990

▼ $2,000 PRAIRIE OAKS

5745 Wallis Ln, ST CLOUD

4 Beds 2 Baths 1,724 SqFt Residential Single Family Residence MLS® # TB8453389
Active 5356 Hayloft Dr, APOPKA

$397,950

▼ $800 WINDROSE

5356 Hayloft Dr, APOPKA

3 Beds 2 Baths 1,590 SqFt Residential Single Family Residence MLS® # O6437277
Active 10546 Green Ivy Ln, ORLANDO

$397,900

OVERLOOK/EAST PARK

10546 Green Ivy Ln, ORLANDO

3 Beds 4 Baths 2,356 SqFt Residential Townhouse MLS® # S5152469
Active 938 Anna Pl, DAVENPORT

$397,900

WILLIAMS PRESERVE

938 Anna Pl, DAVENPORT

4 Beds 3 Baths 2,430 SqFt Residential Single Family Residence MLS® # O6411426
Active 3795 Sagefield Dr, HARMONY

$397,707

▼ $70 HARMONY CENTRAL PH 1

3795 Sagefield Dr, HARMONY

4 Beds 3 Baths 2,405 SqFt Residential Single Family Residence MLS® # S5152504
Active 2361 Andrews Valley Dr, KISSIMMEE

$397,700

▼ $6,200 BLACKSTONE LANDING PH 2

2361 Andrews Valley Dr, KISSIMMEE

5 Beds 3 Baths 2,566 SqFt Residential Single Family Residence MLS® # O6429963
Active 2131 Corner School Dr, ORLANDO

$397,500

▼ $2,000 CHAPMAN LAKES

2131 Corner School Dr, ORLANDO

3 Beds 2 Baths 1,454 SqFt Residential Single Family Residence MLS® # A4696927
Active 2925 Willow Creek Ln, KISSIMMEE

$397,500

▼ $1,500 WINDSOR POINT PH 2

2925 Willow Creek Ln, KISSIMMEE

3 Beds 2 Baths 1,797 SqFt Residential Single Family Residence MLS® # C7525014
New
Active 268 Vizcay Way, DAVENPORT

$397,500

VIZCAY

268 Vizcay Way, DAVENPORT

4 Beds 4 Baths 1,925 SqFt Residential Single Family Residence MLS® # S5157148
Active 2390 Northland Rd, MOUNT DORA

$397,500

▼ $12,000 SYLVAN SHORES

2390 Northland Rd, MOUNT DORA

4 Beds 3 Baths 1,664 SqFt Residential Single Family Residence MLS® # S5154788
Active 133 Jaybee Ave, DAVENPORT

$397,400

▼ $22,000 FAIRWAYS LAKE ESTATES

133 Jaybee Ave, DAVENPORT

3 Beds 2 Baths 1,654 SqFt Residential Single Family Residence MLS® # S5146271
Active 7520 Far Hills Loop, THE VILLAGES

$397,000

▼ $10,000 THE VILLAGES

7520 Far Hills Loop, THE VILLAGES

3 Beds 2 Baths 1,578 SqFt Residential Single Family Residence MLS® # G5112786
Active 6759 Ashbury Dr, LAKELAND

$397,000

▼ $2,900 HAMPTON CHASE PH 02

6759 Ashbury Dr, LAKELAND

4 Beds 2 Baths 2,260 SqFt Residential Single Family Residence MLS® # L4963034
Active 1940 Farmington Ct, CLERMONT

$397,000

▼ $13,000 CLERMONT WEST STRATFORD AT KINGS RIDGE LT

1940 Farmington Ct, CLERMONT

2 Beds 3 Baths 1,722 SqFt Residential Single Family Residence MLS® # OM729232
Active 109 Cardinal Ln, EUSTIS

$397,000

▼ $2,000 N/A

109 Cardinal Ln, EUSTIS

3 Beds 2 Baths 1,782 SqFt Residential Single Family Residence MLS® # O6430815