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

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Active 4514 Cypress St, ORLANDO

$315,000

WASHINGTON PARK SEC 01

4514 Cypress St, ORLANDO

4 Beds 2 Baths 1,248 SqFt Residential Single Family Residence MLS® # O6436811
Active 29320 Armoyan Blvd, LEESBURG

$315,000

▼ $40,000 LAKE DENHAM ESTATES

29320 Armoyan Blvd, LEESBURG

4 Beds 2 Baths 1,846 SqFt Residential Single Family Residence MLS® # G5109729
Active 3842 Phillips Rd, LAKE WALES

$315,000

▼ $15,000 LAKE PIERCE HEIGHTS RESUB PT & LAKE PIERCE HEIGHTS

3842 Phillips Rd, LAKE WALES

3 Beds 2 Baths 1,273 SqFt Residential Single Family Residence MLS® # S5137121
Active 4451 Arlington Ave, ST CLOUD

$315,000

▼ $10,000 ANTHEM PARK TR M REP

4451 Arlington Ave, ST CLOUD

3 Beds 3 Baths 1,370 SqFt Residential Townhouse MLS® # S5138658
Active 6302 Manitoba Dr, LAKELAND

$315,000

VILLAGES/BRIDGEWATER VILLAGE 4

6302 Manitoba Dr, LAKELAND

3 Beds 2 Baths 1,515 SqFt Residential Single Family Residence MLS® # L4963760
Active 609 Ambleside Dr, HAINES CITY

$315,000

▼ $4,000 BRADBURY CRK PH 1

609 Ambleside Dr, HAINES CITY

4 Beds 2 Baths 1,597 SqFt Residential Single Family Residence MLS® # S5151691
Active 577 Pinehurst Cv, KISSIMMEE

$315,000

▼ $5,000 PINEHURST AT CYPRESS WOODS

577 Pinehurst Cv, KISSIMMEE

3 Beds 3 Baths 1,978 SqFt Residential Single Family Residence MLS® # S5151383
Active 3054 Pirate Way, KISSIMMEE

$315,000

▼ $14,900 ROLLING OAKS PH 5

3054 Pirate Way, KISSIMMEE

1 Bed 1 Bath 660 SqFt Residential Single Family Residence MLS® # S5150421
Active 902 N Vermont Ave, LAKELAND

$315,000

RICHLAWN SUB

902 N Vermont Ave, LAKELAND

3 Beds 2 Baths 1,551 SqFt Residential Single Family Residence MLS® # L4963724
Active 6336 Buford St 801, ORLANDO

$315,000

▼ $10,000 PROMENADE PH 01

6336 Buford St 801, ORLANDO

3 Beds 2 Baths 2,010 SqFt Residential Condominium MLS® # O6416544
Active 3547 Forster Ave, LEESBURG

$315,000

LAKE DENHAM ESTATES

3547 Forster Ave, LEESBURG

3 Beds 2 Baths 1,645 SqFt Residential Single Family Residence MLS® # O6400701
Active 231 Haines Blvd, WINTER HAVEN

$315,000

LAKES AT LUCERNE PARK PH 02

231 Haines Blvd, WINTER HAVEN

4 Beds 2 Baths 1,938 SqFt Residential Single Family Residence MLS® # O6392524
Active 30112 Armenia Rd, LEESBURG

$315,000

LAKE DENHAM ESTATES

30112 Armenia Rd, LEESBURG

3 Beds 2 Baths 1,645 SqFt Residential Single Family Residence MLS® # O6403796
Active 703 Robin Ct, KISSIMMEE

$314,999

▼ $5,000 POINCIANA NBRHD 05 NORTH VILLAGE 03

703 Robin Ct, KISSIMMEE

4 Beds 3 Baths 2,113 SqFt Residential Single Family Residence MLS® # O6422256
Open House
Active 761 Lake Dell Ave, DUNDEE

$314,999

▼ $17,000 SEASONS AT SHORES OF LAKE DELL

761 Lake Dell Ave, DUNDEE

4 Beds 3 Baths 2,130 SqFt Residential
Wed, Sep 16th, 2026 @ 12pm - 6pm
Single Family Residence MLS® # S5154795
Active 172 Holly Village Dr, DAVENPORT

$314,999

▼ $1 HOLLYGROVE VILLAGE

172 Holly Village Dr, DAVENPORT

4 Beds 3 Baths 1,734 SqFt Residential Townhouse MLS® # V4948146
Active 1347 Alston Bay Blvd, APOPKA

$314,999

▼ $5,000 EMERSON PARK A B C D E K L M N

1347 Alston Bay Blvd, APOPKA

3 Beds 3 Baths 1,855 SqFt Residential Townhouse MLS® # O6396221
Open House
Active 5315 Mickey Ave, WINTER HAVEN

$314,999

▼ $5,000 SEASONS AT ANNABELLE ESTATES

5315 Mickey Ave, WINTER HAVEN

4 Beds 2 Baths 1,910 SqFt Residential
Wed, Sep 16th, 2026 @ 12pm - 6pm
Single Family Residence MLS® # S5156652
Active 5377 San Pietro Dr, WINTER HAVEN

$314,999

▼ $14,500 VILLA MAR

5377 San Pietro Dr, WINTER HAVEN

4 Beds 3 Baths 2,039 SqFt Residential Single Family Residence MLS® # TB8507486
Active 534 Timber Run Ln, GROVELAND

$314,999

GROVELAND VILLAGE ESTATES SUB

534 Timber Run Ln, GROVELAND

3 Beds 2 Baths 1,825 SqFt Residential Single Family Residence MLS® # G5115317
Active 7506 Mott Ave, ORLANDO

$314,995

▼ $6,000 MC NEILS ORANGE VILLA

7506 Mott Ave, ORLANDO

3 Beds 2 Baths 1,642 SqFt Residential Single Family Residence MLS® # S5145873
Active 4318 Hazel St, KISSIMMEE

$314,990

▼ $5,000 EVERGREEN PARK

4318 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6428888
Active 8310 Ponce De Leon St, LAKELAND

$314,990

MILLSTONE

8310 Ponce De Leon St, LAKELAND

3 Beds 2 Baths 1,504 SqFt Residential Single Family Residence MLS® # O6435994
Active 2334 Selenia St, LAKE ALFRED

$314,990

▼ $20,000 EDEN HILLS

2334 Selenia St, LAKE ALFRED

3 Beds 2 Baths 1,663 SqFt Residential Single Family Residence MLS® # C7517043
Active 638 Gull Dr, KISSIMMEE

$314,990

▼ $15,010 POINCIANA NBRHD 05 NORTH VILLAGE 03

638 Gull Dr, KISSIMMEE

4 Beds 2 Baths 1,658 SqFt Residential Single Family Residence MLS® # S5155836
Active 4314 Hazel St, KISSIMMEE

$314,990

▼ $5,000 EVERGREEN PARK

4314 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6428892
Active 148 Hilltop Bloom Loop, HAINES CITY

$314,990

▼ $5,000 SEASONS AT HILLTOP

148 Hilltop Bloom Loop, HAINES CITY

4 Beds 2 Baths 1,928 SqFt Residential Single Family Residence MLS® # L4960976
Open House
Active 4342 Hazel St, KISSIMMEE

$314,990

▼ $5,000 EVERGREEN PARK

4342 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential
Mon, Sep 14th, 2026 @ 10am - 6pm
Townhouse MLS® # O6414876
Active 4322 Hazel St, KISSIMMEE

$314,990

▼ $5,000 EVERGREEN PARK

4322 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6428883
Active 1111 Hickory Branch Dr, LAKELAND

$314,990

▼ $5,000 LAKESIDE PRESERVE

1111 Hickory Branch Dr, LAKELAND

4 Beds 2 Baths 1,722 SqFt Residential Single Family Residence MLS® # W7886243
Active 2344 Caravelle Cir, KISSIMMEE

$314,990

CORAL CAY RESORT

2344 Caravelle Cir, KISSIMMEE

4 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # O6427692
Active 2311 Selenia St, LAKE ALFRED

$314,990

▼ $15,000 EDEN HILLS

2311 Selenia St, LAKE ALFRED

3 Beds 2 Baths 1,663 SqFt Residential Single Family Residence MLS® # C7528090
Active 1593 Watson Oaks Ct, LAKELAND

$314,990

▼ $15,010 WATSON OAKS

1593 Watson Oaks Ct, LAKELAND

3 Beds 3 Baths 1,639 SqFt Residential Single Family Residence MLS® # O6433224
Active 2363 Selenia St, LAKE ALFRED

$314,990

▼ $15,000 EDEN HILLS

2363 Selenia St, LAKE ALFRED

3 Beds 2 Baths 1,663 SqFt Residential Single Family Residence MLS® # C7517042
Active 3363 Bellezza Ct, KISSIMMEE

$314,990

▼ $5,000 BELLA PARC TWNHMS

3363 Bellezza Ct, KISSIMMEE

3 Beds 3 Baths 2,019 SqFt Residential Townhouse MLS® # O6429510
Active 3308 Country Walk Club Cir, WINTER HAVEN

$314,990

COUNTRY WALK/WINTER HAVEN PH 2

3308 Country Walk Club Cir, WINTER HAVEN

4 Beds 2 Baths 1,851 SqFt Residential Single Family Residence MLS® # O6385130
Active 7947 Forrest Fox Way, LAKELAND

$314,990

FOX BRANCH RANCH PHASE 2

7947 Forrest Fox Way, LAKELAND

3 Beds 2 Baths 1,504 SqFt Residential Single Family Residence MLS® # O6425817
Active 1956 Pine Meadows Golfcourse Rd, EUSTIS

$314,950

PINE MEADOWS 50'S

1956 Pine Meadows Golfcourse Rd, EUSTIS

4 Beds 2 Baths 1,824 SqFt Residential Single Family Residence MLS® # O6421769
Active 320 Liberty Blvd, DAVENPORT

$314,900

▼ $5,000 BELLA NOVA PH 3

320 Liberty Blvd, DAVENPORT

3 Beds 2 Baths 1,569 SqFt Residential Single Family Residence MLS® # S5155418
Active 14501 Grove Resort Ave 2536, WINTER GARDEN

$314,900

GROVE RESIDENCE & SPA HOTEL CONDO II

14501 Grove Resort Ave 2536, WINTER GARDEN

2 Beds 2 Baths 1,434 SqFt Residential Condo - Hotel MLS® # O6364192
Active 3635 Main Harbor Dr, KISSIMMEE

$314,900

▼ $10,100 BELLALAGO POD G TWNHMS

3635 Main Harbor Dr, KISSIMMEE

3 Beds 3 Baths 1,550 SqFt Residential Townhouse MLS® # S5147727
Active 408 Cedar Glen Dr, LAKE ALFRED

$314,900

▼ $5,100 MAGNOLIA RDG

408 Cedar Glen Dr, LAKE ALFRED

3 Beds 2 Baths 1,747 SqFt Residential Single Family Residence MLS® # L4959999
Active 1338 Saint Nicholas Ave, CHRISTMAS

$314,900

▼ $3,000 CHRISTMAS PARK FIRST ADD

1338 Saint Nicholas Ave, CHRISTMAS

4 Beds 3 Baths 1,612 SqFt Residential Single Family Residence MLS® # L4961798
Active 596 Blackthorn Dr, LAKELAND

$314,900

▼ $15,000 FULTON MEADOWS

596 Blackthorn Dr, LAKELAND

3 Beds 2 Baths 1,268 SqFt Residential Single Family Residence MLS® # TB8461768
Active 112 Monaco Dr, DAVENPORT

$314,900

▼ $5,000 HIGHLAND SQUARE PH 01

112 Monaco Dr, DAVENPORT

3 Beds 2 Baths 1,509 SqFt Residential Single Family Residence MLS® # P4939401
Active 2938 Northbrook Ln, LAKELAND

$314,900

FORESTBROOK UN #2

2938 Northbrook Ln, LAKELAND

3 Beds 2 Baths 1,579 SqFt Residential Single Family Residence MLS® # O6437781
Active 215 Santa Rosa Dr, WINTER HAVEN

$314,900

▼ $5,000 OVERLOOK ESTATES

215 Santa Rosa Dr, WINTER HAVEN

4 Beds 2 Baths 2,355 SqFt Residential Single Family Residence MLS® # A4703624
New
Active 8014 Cardinal Winds Ln, MASCOTTE

$314,900

CARDINAL PINES ESTATES

8014 Cardinal Winds Ln, MASCOTTE

4 Beds 2 Baths 1,885 SqFt Residential Single Family Residence MLS® # W7888634