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

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Active 8343 Wendy Rose Way, LEESBURG

$344,990

▼ $13,000 MORNINGSIDE RESERVE

8343 Wendy Rose Way, LEESBURG

4 Beds 2 Baths 1,833 SqFt Residential Single Family Residence MLS® # W7888790
Active 1055 Sugarwood St, DAVENPORT

$344,900

▼ $15,000 FOREST LAKE PH 1

1055 Sugarwood St, DAVENPORT

4 Beds 3 Baths 2,248 SqFt Residential Single Family Residence MLS® # L4963833
Open House
Active 7342 Liberty Rd, LAKELAND

$344,900

▼ $10,000 HUNTERS XING PH 3

7342 Liberty Rd, LAKELAND

4 Beds 2 Baths 1,773 SqFt Residential
Sat, Sep 19th, 2026 @ 11am - 1pm
Single Family Residence MLS® # L4964491
Active 1170 Kittansett Ln, AUBURNDALE

$344,900

BERKLEY RIDGE PH 01

1170 Kittansett Ln, AUBURNDALE

3 Beds 2 Baths 2,400 SqFt Residential Single Family Residence MLS® # TB8545663
Active 1593 Heritage Crossing Ct, KISSIMMEE

$344,900

HERITAGE CROSSING CONDO PH 7

1593 Heritage Crossing Ct, KISSIMMEE

3 Beds 3 Baths 2,069 SqFt Residential Townhouse MLS® # S5156256
Active 2803 Moonstone Bnd, KISSIMMEE

$344,900

EMERALD LAKE

2803 Moonstone Bnd, KISSIMMEE

4 Beds 2 Baths 2,000 SqFt Residential Single Family Residence MLS® # GC543058
Active 6149 Apollos Corner Way, ORLANDO

$344,900

TIVOLI GARDENS

6149 Apollos Corner Way, ORLANDO

3 Beds 3 Baths 1,659 SqFt Residential Townhouse MLS® # O6439376
Active 237 California Ave, ST CLOUD

$344,900

SUNNY ACRES CORR OF

237 California Ave, ST CLOUD

3 Beds 1 Bath 1,210 SqFt Residential Single Family Residence MLS® # S5155635
Active 7593 Gathering Dr 401, REUNION

$344,900

▼ $10,100 REUNION

7593 Gathering Dr 401, REUNION

2 Beds 2 Baths 1,432 SqFt Residential Condominium MLS® # O6388377
Active 3578 Valleyview Dr, KISSIMMEE

$344,900

▼ $5,099 BELLALAGO PH 3

3578 Valleyview Dr, KISSIMMEE

4 Beds 2 Baths 1,923 SqFt Residential Single Family Residence MLS® # S5151551
Active 5563 Millenia Park Blvd 401, ORLANDO

$344,900

MILLENIA PARK

5563 Millenia Park Blvd 401, ORLANDO

3 Beds 2 Baths 1,215 SqFt Residential Condominium MLS® # O6435579
Active 1539 Aspen Ave, DAVENPORT

$344,900

▼ $5,000 FOREST LAKE PH 1

1539 Aspen Ave, DAVENPORT

4 Beds 2 Baths 1,850 SqFt Residential Single Family Residence MLS® # O6416238
Active 5264 Stephs Field St, ST CLOUD

$344,900

SILVER SPRINGS

5264 Stephs Field St, ST CLOUD

3 Beds 3 Baths 1,724 SqFt Residential Single Family Residence MLS® # O6375769
Active 15854 Bay Vista Dr, CLERMONT

$344,900

▼ $5,000 WESTON HILLS SUB

15854 Bay Vista Dr, CLERMONT

3 Beds 2 Baths 1,704 SqFt Residential Single Family Residence MLS® # O6418992
Active 10359 Lake District Lane 58b, ORLANDO

$344,900

▼ $5,000 VILLAS/EAST PARK

10359 Lake District Lane 58b, ORLANDO

3 Beds 3 Baths 1,614 SqFt Residential Townhouse MLS® # O6418810
Active 3693 Ricky Ln, ST CLOUD

$344,900

▼ $100 BRISTOL COVE AT DEER CREEK PH 2

3693 Ricky Ln, ST CLOUD

3 Beds 2 Baths 1,438 SqFt Residential Single Family Residence MLS® # O6402324
Active 1268 Pintail Pl, LAKELAND

$344,900

▼ $5,000 HALLAM PRESERVE WEST J

1268 Pintail Pl, LAKELAND

4 Beds 2 Baths 1,940 SqFt Residential Single Family Residence MLS® # L4963355
Active 246 Aberdeen St, DAVENPORT

$344,900

▼ $5,000 CHELSEA PK/WEST HAVEN

246 Aberdeen St, DAVENPORT

3 Beds 3 Baths 1,915 SqFt Residential Single Family Residence MLS® # S5151089
Active 4756 Ormond Beach Way, KISSIMMEE

$344,900

▼ $11,600 TERRA VERDE VILLAS PH 1

4756 Ormond Beach Way, KISSIMMEE

4 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # S5142668
Active 7924 Plunkett Ave, ORLANDO

$344,900

▼ $5,099 PLANTATION ESTATES

7924 Plunkett Ave, ORLANDO

3 Beds 2 Baths 1,212 SqFt Residential Single Family Residence MLS® # O6423722
Active 2916 Moonstone Bnd, KISSIMMEE

$344,900

▼ $5,100 EMERALD LAKE

2916 Moonstone Bnd, KISSIMMEE

3 Beds 2 Baths 2,000 SqFt Residential Single Family Residence MLS® # O6433425
Active 2122 River Hawk Loop, WINTER HAVEN

$344,900

RESIDENCES/WINTER HAVEN

2122 River Hawk Loop, WINTER HAVEN

4 Beds 2 Baths 1,741 SqFt Residential Single Family Residence MLS® # S5149889
Active 7548 Kuenher Ct, THE VILLAGES

$344,900

VILLAGES OF WEST LAKE

7548 Kuenher Ct, THE VILLAGES

3 Beds 2 Baths 1,440 SqFt Residential Single Family Residence MLS® # O6438447
Active 3684 Rollin O Ln, APOPKA

$344,900

PARADISE HEIGHTS

3684 Rollin O Ln, APOPKA

4 Beds 2 Baths 1,386 SqFt Residential Single Family Residence MLS® # O6425275
Active 4301 Riverbend Blvd, HAINES CITY

$344,890

▼ $30,000 CROSSWINDS 50'S GC

4301 Riverbend Blvd, HAINES CITY

5 Beds 3 Baths 2,238 SqFt Residential Single Family Residence MLS® # O6436770
New
Active 7733 Marble St, GROVELAND

$344,740

WATERSTONE 40GC

7733 Marble St, GROVELAND

4 Beds 3 Baths 1,910 SqFt Residential Single Family Residence MLS® # O6440524
Active 2712 Meadow Crest Dr, ST CLOUD

$344,690

▼ $10,000 CYRENE AT HARMONY

2712 Meadow Crest Dr, ST CLOUD

3 Beds 3 Baths 1,469 SqFt Residential Townhouse MLS® # O6429830
Active 2960 Cherry Blossom Loop, ST CLOUD

$344,620

DEL WEBB SUNBRIDGE PH 1C

2960 Cherry Blossom Loop, ST CLOUD

2 Beds 2 Baths 1,584 SqFt Residential Villa MLS® # OM730979
Active 600 Grove Ave, LAKE WALES

$344,500

▼ $3,500 ACREAGE

600 Grove Ave, LAKE WALES

0 Beds 0 Baths 0 SqFt Land Land MLS® # TB8441958
Active 4070 Limeklin Falls Loop, DAVENPORT

$344,490

▲ $2,000 CASCADES PHASE 3

4070 Limeklin Falls Loop, DAVENPORT

4 Beds 2 Baths 1,665 SqFt Residential Single Family Residence MLS® # O6435824
Active 3477 Salvia Ct, TAVARES

$344,340

▼ $3,000 AVALON PARK TAVARES

3477 Salvia Ct, TAVARES

4 Beds 3 Baths 1,876 SqFt Residential Single Family Residence MLS® # O6413132
Active 5715 Hiawassee Rd, OKAHUMPKA

$344,250

▼ $5,000 HERITAGE-THE COTTAGES OF SANDERS GROVE

5715 Hiawassee Rd, OKAHUMPKA

4 Beds 3 Baths 1,938 SqFt Residential Single Family Residence MLS® # G5113916
New Open House
Active 4985 Loggia Ln, KISSIMMEE

$344,100

WESTVIEW 45S GC

4985 Loggia Ln, KISSIMMEE

4 Beds 3 Baths 1,910 SqFt Residential
Fri, Sep 18th, 2026 @ 9am - 5pm
Single Family Residence MLS® # O6440700
Active 2361 Prairie Dunes, CLERMONT

$344,000

▼ $5,000 CLERMONT SUMMIT GREENS PH 02D LT 01 BEING

2361 Prairie Dunes, CLERMONT

2 Beds 2 Baths 1,565 SqFt Residential Single Family Residence MLS® # O6422679
Active 833 Avenal Ln, DAVENPORT

$344,000

DAVENPORT ESTATES

833 Avenal Ln, DAVENPORT

4 Beds 2 Baths 1,897 SqFt Residential Single Family Residence MLS® # TB8520433
Active 2326 Burney Falls Ln, DAVENPORT

$344,000

CASCADES PH 1A & 1B

2326 Burney Falls Ln, DAVENPORT

3 Beds 2 Baths 1,560 SqFt Residential Single Family Residence MLS® # O6421708
Active 208 Desota Ct, LADY LAKE

$344,000

▼ $15,000 LADY LAKE ORANGE BLOSSOM GARDENS UNIT 19

208 Desota Ct, LADY LAKE

2 Beds 2 Baths 1,504 SqFt Residential Single Family Residence MLS® # G5103764
Active 5353 7th St Se, LAKELAND

$344,000

▼ $5,900 HASKELL

5353 7th St Se, LAKELAND

4 Beds 2 Baths 2,642 SqFt Residential Single Family Residence MLS® # L4962684
Active 2639 Buena View Rd, KISSIMMEE

$344,000

▼ $5,000 CYPRESS CAY PH 1

2639 Buena View Rd, KISSIMMEE

3 Beds 3 Baths 1,699 SqFt Residential Townhouse MLS® # S5147668
Active Alturas Babson Park Cut Off Rd, BARTOW

$343,900

▼ $24,100

Alturas Babson Park Cut Off Rd, BARTOW

0 Beds 0 Baths 0 SqFt Land Land MLS® # TB8438524
Active 922 Delaware Ave, ST CLOUD

$343,900

▼ $2,000 ST CLOUD 2ND TOWN OF

922 Delaware Ave, ST CLOUD

3 Beds 2 Baths 1,420 SqFt Residential Single Family Residence MLS® # O6409604
Active 336 Castle Dr, LAKE ALFRED

$343,870

▼ $25,000 SPRINGS AT LAKE ALFRED

336 Castle Dr, LAKE ALFRED

4 Beds 2 Baths 1,840 SqFt Residential Single Family Residence MLS® # TB8483211
Active 1927 Pine Meadows Golfcourse Rd, EUSTIS

$343,400

PINE MEADOWS 50'S

1927 Pine Meadows Golfcourse Rd, EUSTIS

4 Beds 3 Baths 2,174 SqFt Residential Single Family Residence MLS® # O6439128
Active 1564 Cypress Woods Cir, ST CLOUD

$343,000

▼ $3,000 CANOE CREEK WOODS UNIT 7

1564 Cypress Woods Cir, ST CLOUD

3 Beds 2 Baths 1,408 SqFt Residential Single Family Residence MLS® # S5151637
Active 10184 Hartford Maroon Rd, ORLANDO

$343,000

WATERS EDGE/LK NONA 03 C-F &

10184 Hartford Maroon Rd, ORLANDO

3 Beds 3 Baths 1,283 SqFt Residential Townhouse MLS® # S5152350
Active 104 Verdi St, DAVENPORT

$343,000

▼ $10,000 BELLA TOSCANA

104 Verdi St, DAVENPORT

3 Beds 2 Baths 1,444 SqFt Residential Single Family Residence MLS® # O6420296
Active 14352 Sun Bay Dr, ORLANDO

$343,000

▼ $5,900 SANDPOINT AT MEADOW WOODS

14352 Sun Bay Dr, ORLANDO

3 Beds 3 Baths 1,281 SqFt Residential Single Family Residence MLS® # O6405726
Active 211 Ash Way, AUBURNDALE

$343,000

▼ $2,000 HICKORY RANCH

211 Ash Way, AUBURNDALE

4 Beds 3 Baths 1,978 SqFt Residential Single Family Residence MLS® # S5152065