Active Adult Lifestyle Communities Osceola COUNTY

Active Adult Lifestyle Communities
Property Type:  Single Family Home | Townhome | Condo
County: Orange County | Osceola County | Polk County | Lake County 
City: Celebration | ChampionsGate | Clermont | Davenport | Haines City | Kissimmee | Lake Buena Vista | Minneola | Orlando | Reunion | Windermere | Winter Garden
Bedrooms: 1 Bedroom | 2 Bedrooms | 3 Bedrooms | 4 Bedrooms | 5 Bedrooms + 
Other: Pool Homes

Active Adult Lifestyle Communities - Osceola County

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New Open House
Active 1999 Limestone Tr, KISSIMMEE

$575,000

FOUR SEASONS AT ORLANDO PH 3C & 3D

1999 Limestone Tr, KISSIMMEE

3 Beds 2 Baths 2,202 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 3pm
Single Family Residence MLS® # O6447154
New
Active 4773 Cumbrian Lakes Dr, KISSIMMEE

$470,000

CUMBRIAN LAKES RESORT

4773 Cumbrian Lakes Dr, KISSIMMEE

4 Beds 4 Baths 1,830 SqFt Residential Single Family Residence MLS® # O6443209
New
Active 2327 Datura Loop, ST CLOUD

$340,000

NORTHWEST LAKESIDE GROVES PH 2

2327 Datura Loop, ST CLOUD

2 Beds 2 Baths 1,469 SqFt Residential Villa MLS® # S5158714
New
Active 3306 Sagebrush St, HARMONY

$480,000

HARMONY NBHD I

3306 Sagebrush St, HARMONY

4 Beds 3 Baths 2,547 SqFt Residential Single Family Residence MLS® # O6446401
New
Active 3344 Sagebrush St, HARMONY

$435,000

HARMONY NBHD I

3344 Sagebrush St, HARMONY

4 Beds 3 Baths 2,439 SqFt Residential Single Family Residence MLS® # O6444323
New
Active 3268 Songbird Cir, ST CLOUD

$415,999

HARMONY NBHD J

3268 Songbird Cir, ST CLOUD

4 Beds 3 Baths 1,955 SqFt Residential Single Family Residence MLS® # O6440484
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
New
Active 3417 Sagebrush St, ST CLOUD

$294,500

HARMONY NBHD I

3417 Sagebrush St, ST CLOUD

2 Beds 2 Baths 1,408 SqFt Residential Single Family Residence MLS® # O6446079
New
Active 2361 Daisy Tree Rd, ST CLOUD

$459,900

DEL WEBB SUNBRIDGE PH 2C

2361 Daisy Tree Rd, ST CLOUD

2 Beds 2 Baths 1,650 SqFt Residential Single Family Residence MLS® # O6445183
Active 2891 Midsweet Ave, ST CLOUD

$345,390

DEL WEBB TWIN LAKES

2891 Midsweet Ave, ST CLOUD

2 Beds 2 Baths 1,321 SqFt Residential Villa MLS® # O6445064
Active 2774 Buckeye Ln, ST CLOUD

$335,910

DEL WEBB TWIN LAKES

2774 Buckeye Ln, ST CLOUD

2 Beds 2 Baths 1,321 SqFt Residential Villa MLS® # O6444943
Active 1900 Estuary Ln, KISSIMMEE

$575,000

FOUR SEASONS AT ORLANDO PH 2

1900 Estuary Ln, KISSIMMEE

3 Beds 2 Baths 2,202 SqFt Residential Single Family Residence MLS® # TB8551414
New
Active 4922 Catalpa Dr, ST CLOUD

$389,900

TWIN LAKES PH 1

4922 Catalpa Dr, ST CLOUD

3 Beds 2 Baths 1,456 SqFt Residential Single Family Residence MLS® # S5158072
Active 2506 Datura Loop, ST CLOUD

$262,500

NORTHWEST LAKESIDE GRVS PH 2

2506 Datura Loop, ST CLOUD

2 Beds 2 Baths 1,261 SqFt Residential Villa MLS® # O6443593
Active 2706 Summer Retreat Ln, KISSIMMEE

$347,900

TOHOQUA PH 5A

2706 Summer Retreat Ln, KISSIMMEE

2 Beds 2 Baths 1,559 SqFt Residential Villa MLS® # S5157977
Active 3184 Songbird Cir, HARMONY

$439,900

HARMONY NBHD J

3184 Songbird Cir, HARMONY

3 Beds 2 Baths 1,852 SqFt Residential Single Family Residence MLS® # S5157894
Active 2723 Summer Retreat Ln, KISSIMMEE

$308,000

TOHOQUA PH 5A

2723 Summer Retreat Ln, KISSIMMEE

2 Beds 2 Baths 1,559 SqFt Residential Villa MLS® # S5157687
Active 2788 Southland St, ST CLOUD

$585,000

TWIN LAKES PH 2A-2B

2788 Southland St, ST CLOUD

3 Beds 3 Baths 2,335 SqFt Residential Single Family Residence MLS® # O6441848
Active 2233 Antilles Club Dr, KISSIMMEE

$515,000

FOUR SEASONS AT ORLANDO PH 1

2233 Antilles Club Dr, KISSIMMEE

3 Beds 2 Baths 2,042 SqFt Residential Single Family Residence MLS® # O6311232
Active 1646 Key Bay Tr, KISSIMMEE

$345,000

FOUR SEASONS AT ORLANDO PB 3B & 4A

1646 Key Bay Tr, KISSIMMEE

2 Beds 2 Baths 1,557 SqFt Residential Villa MLS® # O6441509
Active 5019 Dancy Ln, ST CLOUD

$559,900

TWIN LAKES PH 2C

5019 Dancy Ln, ST CLOUD

3 Beds 3 Baths 2,305 SqFt Residential Single Family Residence MLS® # O6408641
Active 3232 Songbird Cir, ST CLOUD

$429,000

HARMONY NBHD J

3232 Songbird Cir, ST CLOUD

3 Beds 3 Baths 2,355 SqFt Residential Single Family Residence MLS® # S5157246
Open House
Active 7669 Five Oaks Dr, HARMONY

$385,000

NORTH LAKES OF HARMONY

7669 Five Oaks Dr, HARMONY

3 Beds 2 Baths 1,550 SqFt Residential
Sun, Oct 4th, 2026 @ 12:01pm - 2pm
Single Family Residence MLS® # O6439810
Active 7969 Hanson Bay Pl, KISSIMMEE

$749,000

FOUR SEASONS AT ORLANDO PH 1

7969 Hanson Bay Pl, KISSIMMEE

3 Beds 3 Baths 2,194 SqFt Residential Single Family Residence MLS® # O6439998
Active 6100 Sandy Springs Ct, ST CLOUD

$1,050,000

DEL WEBB SUNBRIDGE

6100 Sandy Springs Ct, ST CLOUD

4 Beds 4 Baths 3,559 SqFt Residential Single Family Residence MLS® # O6440168
Active 6117 Citrus Grove Ct, ST CLOUD

$599,000

DEL WEBB SUNBRIDGE PH 1E

6117 Citrus Grove Ct, ST CLOUD

3 Beds 2 Baths 2,084 SqFt Residential Single Family Residence MLS® # O6439701
Active 2511 Pine Preserve Ct, ST CLOUD

$639,900

DEL WEBB SUNBRIDGE PH 2A

2511 Pine Preserve Ct, ST CLOUD

3 Beds 2 Baths 2,077 SqFt Residential Single Family Residence MLS® # O6439329
Active 2781 King Oak Cir, ST CLOUD

$231,999

▼ $4,000 KING OAK VILLAS PH 1 1ST ADD

2781 King Oak Cir, ST CLOUD

2 Beds 2 Baths 962 SqFt Residential Townhouse MLS® # S5156107
Active 2722 River Creek Ln, ST CLOUD

$1,025,000

DEL WEBB SUNBRIDGE

2722 River Creek Ln, ST CLOUD

3 Beds 4 Baths 3,778 SqFt Residential Single Family Residence MLS® # O6436039
Active 1880 Spring Shower Cir, KISSIMMEE

$349,990

TOHOQUA PH 5B

1880 Spring Shower Cir, KISSIMMEE

2 Beds 2 Baths 1,559 SqFt Residential Single Family Residence MLS® # S5156852
Active 2344 Datura Loop, ST CLOUD

$347,500

NORTHWEST LAKESIDE GROVES PH 2

2344 Datura Loop, ST CLOUD

2 Beds 2 Baths 1,464 SqFt Residential Single Family Residence MLS® # S5156733
Active 2016 Flora Pass Pl, KISSIMMEE

$675,000

FOUR SEASONS/ORLANDO PH 2

2016 Flora Pass Pl, KISSIMMEE

3 Beds 2 Baths 2,202 SqFt Residential Single Family Residence MLS® # O6438603
Active 1983 Limestone Tr, KISSIMMEE

$549,000

FOUR SEASONS AT ORLANDO PH 3C & 3D

1983 Limestone Tr, KISSIMMEE

3 Beds 2 Baths 2,202 SqFt Residential Single Family Residence MLS® # O6430654
Active 5006 E Fountainwood Dr, ST CLOUD

$392,900

TWIN LAKES PH 1

5006 E Fountainwood Dr, ST CLOUD

3 Beds 2 Baths 1,456 SqFt Residential Single Family Residence MLS® # S5156737
Active 7748 Four Seasons Blvd, KISSIMMEE

$695,000

FOUR SEASONS AT ORLANDO PB 3B & 4A

7748 Four Seasons Blvd, KISSIMMEE

3 Beds 3 Baths 2,754 SqFt Residential Single Family Residence MLS® # V4950940
Active 2042 Key Bay Tr, KISSIMMEE

$355,000

FOUR SEASONS AT ORLANDO PH 4B

2042 Key Bay Tr, KISSIMMEE

2 Beds 2 Baths 1,557 SqFt Residential Villa MLS® # O6438140

If you’d like help making your Orlando vacation home dreams a reality, contact a Team Donovan agent today at 407-705-2616.

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