Search Orlando Gated Homes for Sale, $400,000 - $500,000

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FEATURED
Active 2694 La Isla Ct, KISSIMMEE

$499,999

▼ $15,001 EMERALD ISLAND RESORT

2694 La Isla Ct, KISSIMMEE

5 Beds 3 Baths 2,317 SqFt Residential Single Family Residence MLS® # S5149891
FEATURED
Active 8965 Cuban Palm Rd, KISSIMMEE

$469,000

▼ $10,000 PARADISE PALMS RESORT

8965 Cuban Palm Rd, KISSIMMEE

6 Beds 5 Baths 3,291 SqFt Residential Single Family Residence MLS® # S5147422
FEATURED
Active 283 Willow View Dr, DAVENPORT

$465,000

▼ $10,000 WINDWOOD BAY

283 Willow View Dr, DAVENPORT

7 Beds 5 Baths 3,102 SqFt Residential Single Family Residence MLS® # S5123398
FEATURED
Active 321 Rosso Dr, DAVENPORT

$455,000

▼ $9,995 AVIANA RESORT

321 Rosso Dr, DAVENPORT

7 Beds 5 Baths 2,771 SqFt Residential Single Family Residence MLS® # S5127285
FEATURED
Active 120 Saragossa Ave, DAVENPORT

$449,999

▼ $20,000 SOLANA RESORT

120 Saragossa Ave, DAVENPORT

6 Beds 6 Baths 2,771 SqFt Residential Single Family Residence MLS® # S5154041
New FEATURED
Active 2566 Rosemont Cir, DAVENPORT

$449,999

ROSEMONT WOODS AT PROVIDENCE

2566 Rosemont Cir, DAVENPORT

5 Beds 4 Baths 2,450 SqFt Residential Single Family Residence MLS® # S5158491
FEATURED
Active 17839 Woodcrest Way, CLERMONT

$439,000

SILVER CREEK

17839 Woodcrest Way, CLERMONT

5 Beds 4 Baths 2,282 SqFt Residential Single Family Residence MLS® # S5154279
FEATURED
Active 1909 Majorca Dr, KISSIMMEE

$424,999

▼ $10,000 WINDSOR AT WESTSIDE

1909 Majorca Dr, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # S5149758
FEATURED
Active 4862 Cayview Ave 407, ORLANDO

$420,000

▼ $5,000 VISTA CAY

4862 Cayview Ave 407, ORLANDO

2 Beds 2 Baths 1,112 SqFt Residential Condominium MLS® # S5124892
FEATURED
Active 3015 Yellow Lantana Ln, KISSIMMEE

$418,999

ENCANTADA

3015 Yellow Lantana Ln, KISSIMMEE

4 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # S5126724
FEATURED
Active 2427 Dubai St, KISSIMMEE

$408,000

▼ $16,000 WINDSOR AT WESTSIDE

2427 Dubai St, KISSIMMEE

5 Beds 5 Baths 2,265 SqFt Residential Townhouse MLS® # S5123971
FEATURED
Active 1356 Centre Court Ridge Dr 303, KISSIMMEE

$404,000

▼ $6,000 REUNION RESORT, CENTRE COURT RIDGE

1356 Centre Court Ridge Dr 303, KISSIMMEE

3 Beds 3 Baths 1,590 SqFt Residential Condominium MLS® # S5153768
Active 30116 Apricot Way, EUSTIS

$500,000

ROYAL TRAILS

30116 Apricot Way, EUSTIS

3 Beds 2 Baths 2,083 SqFt Residential Single Family Residence MLS® # O6437070
Active 1901 N Lake Eloise Dr, WINTER HAVEN

$500,000

ELOISE WOODS LAKE ROY UN

1901 N Lake Eloise Dr, WINTER HAVEN

3 Beds 3 Baths 2,958 SqFt Residential Single Family Residence MLS® # P4939506
Active 1080 S Buena Vista Dr, LAKE ALFRED

$500,000

1080 S Buena Vista Dr, LAKE ALFRED

0 Beds 0 Baths 0 SqFt Land Land MLS® # P4934900
Active 4072 Oaktree Dr, DAVENPORT

$500,000

OAKMONT PH 01

4072 Oaktree Dr, DAVENPORT

4 Beds 3 Baths 2,172 SqFt Residential Single Family Residence MLS® # O6375342
Active 8010 Lake Lowery Rd, HAINES CITY

$500,000

8010 Lake Lowery Rd, HAINES CITY

0 Beds 0 Baths 0 SqFt Land Land MLS® # P4936424
Active 15020 Lake Azure Dr, ORLANDO

$500,000

HIDDEN LAKES PH 02

15020 Lake Azure Dr, ORLANDO

3 Beds 2 Baths 1,673 SqFt Residential Single Family Residence MLS® # O6421944
Active 11886 Fiction Ave, ORLANDO

$500,000

▼ $15,000 STOREY PK-PH 4

11886 Fiction Ave, ORLANDO

3 Beds 3 Baths 2,203 SqFt Residential Single Family Residence MLS® # O6417125
Active 3052 Gatsby St, KISSIMMEE

$500,000

STOREY LAKE PH 2

3052 Gatsby St, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # O6367814
New
Active 4108 Via Toledo Ct, POINCIANA

$500,000

SOLIVITA PH 5H UN 1

4108 Via Toledo Ct, POINCIANA

3 Beds 3 Baths 2,310 SqFt Residential Single Family Residence MLS® # O6434280
Active 8370 Sandpoint Blvd, ORLANDO

$500,000

SANDPOINTE TWNHS

8370 Sandpoint Blvd, ORLANDO

3 Beds 3 Baths 1,648 SqFt Residential Townhouse MLS® # O6437427
Active International Dr S, ORLANDO

$500,000

▼ $349,000

International Dr S, ORLANDO

0 Beds 0 Baths 0 SqFt Land Land MLS® # S5121181
Active 6168 Arborea Dr, INDIAN LAKE ESTATES

$500,000

INDIAN LAKE ESTATES

6168 Arborea Dr, INDIAN LAKE ESTATES

3 Beds 3 Baths 1,936 SqFt Residential Single Family Residence MLS® # L4963476
Active 4322 Tokose Pl, LAKELAND

$500,000

▼ $10,000 MORGAN CREEK PRESERVE PH 01

4322 Tokose Pl, LAKELAND

4 Beds 2 Baths 2,313 SqFt Residential Single Family Residence MLS® # L4962982
Active 1711 Windward Oaks Ct, KISSIMMEE

$500,000

▼ $25,000 BELLALAGO

1711 Windward Oaks Ct, KISSIMMEE

5 Beds 5 Baths 3,189 SqFt Residential Single Family Residence MLS® # O6433747
Active 2563 Walnut Heights Rd, APOPKA

$500,000

▼ $25,000 WEKIVA CLUB

2563 Walnut Heights Rd, APOPKA

4 Beds 3 Baths 2,593 SqFt Residential Single Family Residence MLS® # O6409013
Active 7798 Syracuse Dr, CLERMONT

$500,000

▼ $25,000 RIDGEVIEW

7798 Syracuse Dr, CLERMONT

3 Beds 2 Baths 2,144 SqFt Residential Single Family Residence MLS® # P4939497
Active 2916 Hooded Crane Cv, ST CLOUD

$500,000

VILLAGES AT HARMONY PH 1C-1 & 1D

2916 Hooded Crane Cv, ST CLOUD

4 Beds 3 Baths 2,089 SqFt Residential Single Family Residence MLS® # S5155019
Active 13424 Hopkinton Ct, WINDERMERE

$500,000

LAKES/WINDERMERE-PEACHTREE

13424 Hopkinton Ct, WINDERMERE

4 Beds 2 Baths 2,190 SqFt Residential Single Family Residence MLS® # O6438808
Active 5701 Padgett Cir, ORLANDO

$500,000

ACREAGE

5701 Padgett Cir, ORLANDO

3 Beds 2 Baths 1,772 SqFt Residential Single Family Residence MLS® # O6443651
Active 813 Clifton Hills St., ORLANDO

$500,000

▼ $18,000 WATERFORD CHASE EAST PH 2 VILLAGE C-2

813 Clifton Hills St., ORLANDO

5 Beds 3 Baths 3,020 SqFt Residential Single Family Residence MLS® # O6440278
Active 5759 Lake St, MOUNT DORA

$500,000

TANGERINE

5759 Lake St, MOUNT DORA

3 Beds 2 Baths 1,752 SqFt Residential Single Family Residence MLS® # V4947391
Active 1766 Oak Grove Chase Dr, ORLANDO

$500,000

▼ $10,000 CYPRESS LAKES PH 01 46/82

1766 Oak Grove Chase Dr, ORLANDO

4 Beds 3 Baths 2,698 SqFt Residential Single Family Residence MLS® # G5114552
Open House
Active 14061 Walcott Ave, ORLANDO

$500,000

LAUREATE PARK PH 01B

14061 Walcott Ave, ORLANDO

3 Beds 3 Baths 1,869 SqFt Residential
Sun, Oct 4th, 2026 @ 12pm - 3pm
Townhouse MLS® # O6443506
New
Active 2496 Pine Preserve Ct, ST CLOUD

$500,000

DEL WEBB SUNBRIDGE

2496 Pine Preserve Ct, ST CLOUD

2 Beds 2 Baths 1,670 SqFt Residential Single Family Residence MLS® # O6443458
Active 3092 Rockefeller Way, KISSIMMEE

$500,000

MAGIC VILLAGE RESORT 2

3092 Rockefeller Way, KISSIMMEE

4 Beds 6 Baths 2,356 SqFt Residential Townhouse MLS® # O6368277
New
Active 15223 Evergreen Oak Loop, WINTER GARDEN

$500,000

SIGNATURE LAKES PH 3B-4 3B-5 & 3

15223 Evergreen Oak Loop, WINTER GARDEN

4 Beds 4 Baths 2,502 SqFt Residential Single Family Residence MLS® # G5118492
Active 2606 Royal Fern Pl, KISSIMMEE

$500,000

▼ $30,000 DAHLIA RESERVE AT CRESCENT LAKES

2606 Royal Fern Pl, KISSIMMEE

6 Beds 4 Baths 2,658 SqFt Residential Single Family Residence MLS® # O6391472
Active 507 Phyllis Cir, EUSTIS

$500,000

EUSTIS ORCHID LAKE

507 Phyllis Cir, EUSTIS

4 Beds 4 Baths 3,152 SqFt Residential Single Family Residence MLS® # O6439349
Active 5251 Lake Jessamine Dr, ORLANDO

$500,000

LAKE JESSAMINE SHORES

5251 Lake Jessamine Dr, ORLANDO

3 Beds 2 Baths 2,502 SqFt Residential Single Family Residence MLS® # O6433370
Active 2085 Sussex Dr, MOUNT DORA

$500,000

▼ $25,000 LAKE GERTRUDE ESTATES

2085 Sussex Dr, MOUNT DORA

3 Beds 2 Baths 1,908 SqFt Residential Single Family Residence MLS® # G5114450
Active Ranch Rd, ASTATULA

$500,000

ASTATULA

Ranch Rd, ASTATULA

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6442478
Active 5215 Tanzanite Dr, MOUNT DORA

$500,000

▼ $15,000 STONEYBROOK HILLS

5215 Tanzanite Dr, MOUNT DORA

5 Beds 3 Baths 2,898 SqFt Residential Single Family Residence MLS® # O6419971
Active 1672 Tropical Palms Cir, KISSIMMEE

$500,000

SOLARA RESIDENCE VACATION VILLAS

1672 Tropical Palms Cir, KISSIMMEE

6 Beds 5 Baths 2,294 SqFt Residential Townhouse MLS® # O6429663
Active 4465 Davos Dr, CLERMONT

$500,000

▼ $10,000 HARTWOOD LNDG

4465 Davos Dr, CLERMONT

3 Beds 3 Baths 2,477 SqFt Residential Single Family Residence MLS® # O6405525
Active 38521 Ilex Tr, EUSTIS

$500,000

FRST LAKES & HILLS ADD 02

38521 Ilex Tr, EUSTIS

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6402556
Active 4127 Oak Tree Dr, DAVENPORT

$500,000

OAKMONT

4127 Oak Tree Dr, DAVENPORT

5 Beds 5 Baths 3,187 SqFt Residential Single Family Residence MLS® # TB8526534