Search by ZIP Code - 34741, $300,000 - $400,000

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FEATURED
Active 2200 San Zanobi Dr 108, KISSIMMEE

$310,000

VENETIAN BAY

2200 San Zanobi Dr 108, KISSIMMEE

4 Beds 3 Baths 1,470 SqFt Residential Condominium MLS® # S5102991
Active 2615 Palisade Blvd, KISSIMMEE

$400,000

▼ $10,000 TAPESTRY PH 2

2615 Palisade Blvd, KISSIMMEE

4 Beds 3 Baths 2,320 SqFt Residential Single Family Residence MLS® # O6383132
Active 2986 Sun Pointe Ct, KISSIMMEE

$400,000

▲ $100,000 SUN POINTE

2986 Sun Pointe Ct, KISSIMMEE

8 Beds 5 Baths 2,196 SqFt Residential Single Family Residence MLS® # S5146240
Active 3511 Maple Ridge Loop, KISSIMMEE

$399,000

FOREST EDGE

3511 Maple Ridge Loop, KISSIMMEE

3 Beds 2 Baths 2,284 SqFt Residential Single Family Residence MLS® # O6430870
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
Active 3145 Stonehurst Cir, KISSIMMEE

$389,900

▼ $5,100 STONEHURST AT STONEFIELD

3145 Stonehurst Cir, KISSIMMEE

3 Beds 2 Baths 1,806 SqFt Residential Single Family Residence MLS® # S5151296
Active 1818 Irlo Dr, KISSIMMEE

$380,000

▼ $5,000 RENEE TERRACE SEC 4

1818 Irlo Dr, KISSIMMEE

3 Beds 2 Baths 1,533 SqFt Residential Single Family Residence MLS® # O6378442
Active 1503 Isleta Loop, KISSIMMEE

$375,000

▲ $36,000 OSCEOLA VILLAGE CENTER PH 2

1503 Isleta Loop, KISSIMMEE

3 Beds 3 Baths 1,758 SqFt Residential Townhouse MLS® # S5152119
Active 507 Finley Ave, KISSIMMEE

$375,000

▼ $15,000 WOODALL & DOYLES

507 Finley Ave, KISSIMMEE

3 Beds 2 Baths 1,555 SqFt Residential Single Family Residence MLS® # O6428999
Active 2821 Plymouth Pl, KISSIMMEE

$370,000

CYPRESS RESERVE VILLAS

2821 Plymouth Pl, KISSIMMEE

3 Beds 3 Baths 1,838 SqFt Residential Villa MLS® # O6427779
Open House
Active 2649 Whalebone Bay Dr, KISSIMMEE

$369,990

BERMUDA BAY

2649 Whalebone Bay Dr, KISSIMMEE

4 Beds 3 Baths 1,660 SqFt Residential
Sun, Oct 4th, 2026 @ 3pm - 5pm
Single Family Residence MLS® # O6439606
Active 691 Lincoln St, KISSIMMEE

$369,000

WOODALL & DOYLES

691 Lincoln St, KISSIMMEE

3 Beds 3 Baths 1,758 SqFt Residential Single Family Residence MLS® # S5156429
Active 2806 Plymouth Pl, KISSIMMEE

$367,000

CYPRESS RESERVE VILLAS

2806 Plymouth Pl, KISSIMMEE

3 Beds 3 Baths 1,838 SqFt Residential Townhouse MLS® # S5154304
Active 2569 Folio Way, KISSIMMEE

$365,000

▼ $10,000 TAPESTRY

2569 Folio Way, KISSIMMEE

3 Beds 3 Baths 1,690 SqFt Residential Townhouse MLS® # O6430480
Active 2324 Haley Ct, KISSIMMEE

$360,000

▼ $5,000 RENEE TERRACE SEC 4

2324 Haley Ct, KISSIMMEE

3 Beds 2 Baths 1,853 SqFt Residential Single Family Residence MLS® # O6414105
Active 2617 Giardino Loop, KISSIMMEE

$360,000

TAPESTRY PH 4

2617 Giardino Loop, KISSIMMEE

3 Beds 3 Baths 1,603 SqFt Residential Townhouse MLS® # S5143495
Active 1359 Isleta Loop, KISSIMMEE

$359,900

OSCEOLA VILLAGE CENTER PH 2

1359 Isleta Loop, KISSIMMEE

3 Beds 3 Baths 1,676 SqFt Residential Townhouse MLS® # O6434271
Active 721 Mabbette St, KISSIMMEE

$358,990

MATHEWS ADD

721 Mabbette St, KISSIMMEE

3 Beds 2 Baths 1,027 SqFt Residential Single Family Residence MLS® # S5141765
Active 907 Hacienda Cir, KISSIMMEE

$355,000

ESTANCIA

907 Hacienda Cir, KISSIMMEE

3 Beds 2 Baths 1,822 SqFt Residential Single Family Residence MLS® # O6421949
Active 1346 Isleta Loop, KISSIMMEE

$355,000

OSCEOLA VILLAGE CENTER PB 32 PGS 60-64 LOT 138

1346 Isleta Loop, KISSIMMEE

3 Beds 3 Baths 1,673 SqFt Residential Townhouse MLS® # S5157188
Active 2013 Patrick St, KISSIMMEE

$350,000

ORANGE TERRACE

2013 Patrick St, KISSIMMEE

3 Beds 2 Baths 1,126 SqFt Residential Single Family Residence MLS® # O6434074
Active 1524 Manor Dr, KISSIMMEE

$350,000

▼ $15,000 OSCEOLA PARK ESTATES UNIT 1

1524 Manor Dr, KISSIMMEE

3 Beds 1 Bath 1,025 SqFt Residential Single Family Residence MLS® # S5133076
New
Active 2676 Giardino Loop, KISSIMMEE

$349,000

TAPESTRY PH 4

2676 Giardino Loop, KISSIMMEE

3 Beds 3 Baths 1,700 SqFt Residential Townhouse MLS® # S5158742
Active 2573 Folio Way, KISSIMMEE

$349,000

TAPESTRY

2573 Folio Way, KISSIMMEE

3 Beds 3 Baths 1,603 SqFt Residential Townhouse MLS® # O6401958
Active 2615 Cecile St, KISSIMMEE

$348,900

▼ $100 ORANGE GARDENS SEC 4

2615 Cecile St, KISSIMMEE

3 Beds 2 Baths 1,532 SqFt Residential Single Family Residence MLS® # O6433443
Active 405 Latonia St, KISSIMMEE

$345,000

▼ $9,900 ROSEWOOD UNIT 2

405 Latonia St, KISSIMMEE

3 Beds 2 Baths 1,355 SqFt Residential Single Family Residence MLS® # O6380676
Active 1905 Hughey St, KISSIMMEE

$345,000

▼ $20,000 BRUCES SUNSHINE HOMES

1905 Hughey St, KISSIMMEE

3 Beds 2 Baths 1,294 SqFt Residential Single Family Residence MLS® # O6386088
Active 1515 Mabbette St, KISSIMMEE

$340,000

ROSELAND COURT

1515 Mabbette St, KISSIMMEE

4 Beds 3 Baths 1,360 SqFt Residential Single Family Residence MLS® # O6434108
Active 2615 Giardino Loop, KISSIMMEE

$339,900

▼ $10,000 TAPESTRY PH 4

2615 Giardino Loop, KISSIMMEE

3 Beds 3 Baths 1,700 SqFt Residential Townhouse MLS® # S5157200
Open House
Active 1805 Verona St, KISSIMMEE

$339,900

PINECREST

1805 Verona St, KISSIMMEE

3 Beds 2 Baths 1,396 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 3pm
Single Family Residence MLS® # S5158152
Active 948 Hacienda Cir, KISSIMMEE

$339,500

▼ $20,000 ESTANCIA

948 Hacienda Cir, KISSIMMEE

4 Beds 2 Baths 1,720 SqFt Residential Single Family Residence MLS® # S5146282
Active 2921 Cello Ln, KISSIMMEE

$335,000

TAPESTRY

2921 Cello Ln, KISSIMMEE

3 Beds 3 Baths 1,528 SqFt Residential Townhouse MLS® # O6411611
Active 2274 Centerra Loop, KISSIMMEE

$334,900

TAPESTRY PH 5

2274 Centerra Loop, KISSIMMEE

3 Beds 3 Baths 1,602 SqFt Residential Townhouse MLS® # S5149195
Active 711 S Emory Ave, KISSIMMEE

$330,000

E L LESLEYS

711 S Emory Ave, KISSIMMEE

5 Beds 4 Baths 1,720 SqFt Residential Single Family Residence MLS® # O6432346
Active Donegan, KISSIMMEE

$330,000

▼ $15,000 HOLTONS SUB

Donegan, KISSIMMEE

0 Beds 0 Baths 0 SqFt Land Land MLS® # S5123102
New
Active 2745 Green Meadow Cir, KISSIMMEE

$328,900

GREEN MEADOWS

2745 Green Meadow Cir, KISSIMMEE

3 Beds 2 Baths 1,325 SqFt Residential Single Family Residence MLS® # S5158818
Active 1021 Golfside Ct, KISSIMMEE

$327,900

▲ $2,900 GOLFSIDE UNIT 1

1021 Golfside Ct, KISSIMMEE

3 Beds 2 Baths 1,659 SqFt Residential Single Family Residence MLS® # O6320634
Active 3132 River Branch Cir, KISSIMMEE

$325,000

STERLING PARK PHASE 2

3132 River Branch Cir, KISSIMMEE

2 Beds 2 Baths 1,512 SqFt Residential Townhouse MLS® # O6420682
Active 2860 Eastham Ln, KISSIMMEE

$325,000

CYPRESS RESERVE VILLAS REP

2860 Eastham Ln, KISSIMMEE

3 Beds 3 Baths 1,776 SqFt Residential Townhouse MLS® # O6444720
New
Active 7 S Lavon Ave, KISSIMMEE

$324,995

FAIRLAWN

7 S Lavon Ave, KISSIMMEE

4 Beds 2 Baths 1,643 SqFt Residential Single Family Residence MLS® # O6444568
Active 2449 Varenna Loop, KISSIMMEE

$320,000

TAPESTRY PH 5

2449 Varenna Loop, KISSIMMEE

3 Beds 3 Baths 1,602 SqFt Residential Townhouse MLS® # S5148673
Active 1911 Sunny St, KISSIMMEE

$320,000

NICKS & LAWSONS ADD

1911 Sunny St, KISSIMMEE

3 Beds 2 Baths 1,062 SqFt Residential Single Family Residence MLS® # S5154689
Open House
Active 2749 Pleasant Cypress Cir, KISSIMMEE

$320,000

▼ $15,995 CYPRESS RIDGE

2749 Pleasant Cypress Cir, KISSIMMEE

3 Beds 3 Baths 1,747 SqFt Residential
Sat, Oct 10th, 2026 @ 1pm - 4pm
Single Family Residence MLS® # S5150146
Active 2320 Pebble Brook Rd, KISSIMMEE

$319,000

PLANTATION

2320 Pebble Brook Rd, KISSIMMEE

3 Beds 3 Baths 1,393 SqFt Residential Single Family Residence MLS® # O6442820
Active 2479 Toscolona Dr, KISSIMMEE

$316,000

▼ $3,000 TAPESTRY PH 4

2479 Toscolona Dr, KISSIMMEE

3 Beds 3 Baths 1,603 SqFt Residential Townhouse MLS® # O6425771
Active 3172 River Branch Cir, KISSIMMEE

$316,000

▼ $8,999 STERLING PARK PH 2

3172 River Branch Cir, KISSIMMEE

3 Beds 2 Baths 1,512 SqFt Residential Townhouse MLS® # S5140219
Active 2925 Ashland Ln S, KISSIMMEE

$315,000

TOWNHOMES OF FLORA RIDGE PH 2

2925 Ashland Ln S, KISSIMMEE

3 Beds 3 Baths 2,086 SqFt Residential Townhouse MLS® # O6435009
Active 2615 N Beaumont Ave, KISSIMMEE

$315,000

KISSIMMEE HIGHLANDS #4

2615 N Beaumont Ave, KISSIMMEE

4 Beds 2 Baths 1,280 SqFt Residential Single Family Residence MLS® # S5153530