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Winter Park, FL 55+ active adult communities & homes for sale - Page 21

2,259 homes near Winter Park

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4 rating (17 reviews) The Villages®
$100ks - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300ks - $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$100ks - $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
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5 rating (2 reviews) Plantation at Leesburg
$100ks - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (1 reviews) Plantation Bay Golf &...
$400ks - $2Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
5 rating (3 reviews) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
5 rating (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
4 rating (2 reviews) Harbor Hills Country Club
$300ks - $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
5 rating (1 reviews) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
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Questions? Call us: (888) 625-4885
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
5 rating (1 reviews) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
5 rating (2 reviews) Bridgewater at Viera
$300ks - $800ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
4.4 rating (16 reviews) Del Webb Orlando
$200ks - $500ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
The Timbers at Everlands
$200ks - $500ks
The Timbers at Everlands, Palm Bay, FL
New Construction | 55+ age-restricted | Built 2023 - present | 450 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
5 rating (1 reviews) VillageWalk at Lake Nona
$300ks - $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
12...3
High Vista at Ridgewood Lakes 223 RIDGE VIEW DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$295,888

3 beds

|

2 baths

|

1,774 sq ft

|

House

223 RIDGE VIEW DR, DAVENPORT, FL, 33837
The Country Club of Mount Dora 9041 LAUREL RIDGE DR, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$575,000

3 beds

|

3 baths

|

3,117 sq ft

|

House

9041 LAUREL RIDGE DR, MOUNT DORA, FL, 32...
The Villages® 1417 VALPARAISO ST, THE VILLAGES, FL, 32..., The Villages, FL 32162
$359,000

3 beds

|

2 baths

|

1,723 sq ft

|

House

1417 VALPARAISO ST, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1101 SOUTHERN SUN DR, THE VILLAGES, FL, ..., The Villages, FL 32162
$515,000

3 beds

|

2 baths

|

1,685 sq ft

|

Villa

1101 SOUTHERN SUN DR, THE VILLAGES, FL, ...
Community: The Villages®
Bridgewater at Viera 2820 TREASURE CAY LN, MELBOURNE, FL, 329..., Melbourne, FL 32940
$350,000

3 beds

|

2 baths

|

1,565 sq ft

|

House

2820 TREASURE CAY LN, MELBOURNE, FL, 329...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Arlington Ridge 26617 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$499,900

4 beds

|

3 baths

|

2,580 sq ft

|

House

26617 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
Plantation at Leesburg 3538 MULBERRY GROVE LOOP, LEESBURG, FL, ..., Leesburg, FL 34748
$428,000

3 beds

|

2 baths

|

2,407 sq ft

|

House

3538 MULBERRY GROVE LOOP, LEESBURG, FL, ...
Plantation at Leesburg 25510 BELLE ALLIANCE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,457 sq ft

|

House

25510 BELLE ALLIANCE, LEESBURG, FL, 3474...
High Vista at Ridgewood Lakes 201 PRATHER DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$321,900

3 beds

|

2 baths

|

1,910 sq ft

|

House

201 PRATHER DR, DAVENPORT, FL, 33837
Plantation at Leesburg 24814 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$199,900

2 beds

|

2 baths

|

1,358 sq ft

|

Manufactured Home

24814 PINE HL, LEESBURG, FL, 34748
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Villages® 1033 OAK FOREST DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$339,500

3 beds

|

2 baths

|

1,840 sq ft

|

House

1033 OAK FOREST DR, THE VILLAGES, FL, 32...
Community: The Villages®
Solivita 513 HEARTWELL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$275,000

2 beds

|

2 baths

|

1,488 sq ft

|

House

513 HEARTWELL DR, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 3431 SIPSEY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$310,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

3431 SIPSEY ST, THE VILLAGES, FL, 32162
Community: The Villages®
Arlington Ridge 4240 JAMES RIVER CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$457,900

3 beds

|

2 baths

|

1,948 sq ft

|

House

4240 JAMES RIVER CIR, LEESBURG, FL, 3474...
Community: Arlington Ridge
Sandpiper Golf & Country Club 5832 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$350,000

3 beds

|

2 baths

|

1,814 sq ft

|

House

5832 SWALLOW DR, LAKELAND, FL, 33809
The Villages® 1461 EMMA PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$350,000

2 beds

|

2 baths

|

1,295 sq ft

|

House

1461 EMMA PL, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1202 CHAPARRAL DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$329,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

1202 CHAPARRAL DR, THE VILLAGES, FL, 321...
Community: The Villages®
Stonecrest 17920 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$247,000

3 beds

|

2 baths

|

1,544 sq ft

|

House

17920 SE 115TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Traditions at Lake Ruby 4130 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$309,900

2 beds

|

2 baths

|

1,819 sq ft

|

House

4130 BEDFORD AVE, WINTER HAVEN, FL, 3388...
The Villages® 2047 DUNSTER CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$429,999

3 beds

|

2 baths

|

1,851 sq ft

|

House

2047 DUNSTER CT, THE VILLAGES, FL, 32162
Community: The Villages®
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Kings Ridge 3525 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$328,900

2 beds

|

2 baths

|

1,548 sq ft

|

House

3525 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
Plantation at Leesburg 5000 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$284,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

5000 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
Royal Harbor 3257 BALTIC SEA BLVD, TAVARES, FL, 32778, Tavares, FL 32778
$374,900

3 beds

|

3 baths

|

2,012 sq ft

|

House

3257 BALTIC SEA BLVD, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 418 FLOSSMOOR CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$415,000

3 beds

|

2 baths

|

1,685 sq ft

|

Villa

418 FLOSSMOOR CT, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation at Leesburg 5030 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$233,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

5030 EL DESTINO DR, LEESBURG, FL, 34748
Latitude Margaritaville 317 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$355,356

2 beds

|

2 baths

|

1,160 sq ft

|

House

317 POP TOP LN, DAYTONA BEACH, FL, 32124
Solivita 478 BALBOA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$359,000

2 beds

|

2 baths

|

2,038 sq ft

|

House

478 BALBOA DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1344 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$472,000

3 beds

|

2 baths

|

1,954 sq ft

|

House

1344 AUGUSTINE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Bridgewater at Viera 1763 GREAT BELT CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940
$475,000

2 beds

|

2 baths

|

1,903 sq ft

|

House

1763 GREAT BELT CIR, MELBOURNE, FL, 3294...
Highland Lakes 26912 BECKER CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$360,000

3 beds

|

2 baths

|

2,498 sq ft

|

House

26912 BECKER CT, LEESBURG, FL, 34748
Community: Highland Lakes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Villages® 923 MOSES LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,350,000

5 beds

|

4 baths

|

3,359 sq ft

|

House

923 MOSES LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
Plantation at Leesburg 4835 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$305,000

3 beds

|

2 baths

|

1,818 sq ft

|

House

4835 SABLE RIDGE CT, LEESBURG, FL, 34748
Latitude Margaritaville 328 TIKI TER, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$454,900

2 beds

|

2 baths

|

1,563 sq ft

|

House

328 TIKI TER, DAYTONA BEACH, FL, 32124
Spruce Creek South 9532 SE 173RD LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$245,000

2 beds

|

2 baths

|

1,678 sq ft

|

House

9532 SE 173RD LN, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Pennbrooke Fairways 412 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$182,700

2 beds

|

2 baths

|

1,140 sq ft

|

House

412 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Harbor Hills Country Club 5066 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$629,000

4 beds

|

3 baths

|

2,544 sq ft

|

House

5066 GREENS DR, LADY LAKE, FL, 32159
Palms at Serenoa 17386 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$378,000

3 beds

|

2 baths

|

1,621 sq ft

|

House

17386 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Latitude Margaritaville 494 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$358,000

2 beds

|

2 baths

|

1,204 sq ft

|

House

494 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Grand Haven 53 SHINNECOCK DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$339,000

3 beds

|

2 baths

|

1,631 sq ft

|

House

53 SHINNECOCK DR, PALM COAST, FL, 32137
Community: Grand Haven
Del Webb at Viera 8837 SPLASHING DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$429,900

2 beds

|

2 baths

|

1,579 sq ft

|

House

8837 SPLASHING DR, MELBOURNE, FL, 32940
Community: Del Webb at Viera
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

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2,259 homes
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