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Winter Park, FL 55+ active adult communities & homes for sale - Page 56

2,513 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
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
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
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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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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.
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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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Questions? Call us: (888) 625-4885
Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 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
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
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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.
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
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
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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
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
5 rating (2 reviews) Heritage Isle
$300ks - $500ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 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.
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $600ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
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Questions? Call us: (888) 625-4885
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
3.8 rating (5 reviews) Traditions at Lake Ruby
$200ks - $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 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
4.1 rating (9 reviews) Indian River Colony Club
$200ks - $400ks
Indian River Colony Club, Melbourne, FL
New and Resale | 55+ age-restricted | Built 1986 - present | 777 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.
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
12...3
Solivita 154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$599,000

3 beds

|

4 baths

|

2,616 sq ft

|

House

154 RANCHO MIRAGE DR, KISSIMMEE, FL, 347...
Community: Solivita
Plantation Bay Golf & Country Club 46 LONGRIDGE LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$435,000

2 beds

|

2 baths

|

1,529 sq ft

|

Townhouse

46 LONGRIDGE LN, ORMOND BEACH, FL, 32174
Solivita 157 SAND PIPER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$319,900

3 beds

|

3 baths

|

2,267 sq ft

|

House

157 SAND PIPER DR, KISSIMMEE, FL, 34759
Community: Solivita
Heritage Isle 3664 GURRERO DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$559,999

3 beds

|

2 baths

|

2,061 sq ft

|

House

3664 GURRERO DR, MELBOURNE, FL, 32940
Community: Heritage Isle
The Country Club of Mount Dora 1521 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$678,850

2 beds

|

3 baths

|

3,028 sq ft

|

House

1521 EDGEWATER DR, MOUNT DORA, FL, 32757
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Sunbridge 2928 VOYAGER AVE, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$425,000

3 beds

|

3 baths

|

1,854 sq ft

|

Townhouse

2928 VOYAGER AVE, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
Sullivan Ranch 30113 JUTLAND CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$629,000

5 beds

|

4 baths

|

3,320 sq ft

|

House

30113 JUTLAND CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Plantation Bay Golf & Country Club 1283 ROYAL POINTE LN, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$545,000

3 beds

|

2 baths

|

2,029 sq ft

|

House

1283 ROYAL POINTE LN, ORMOND BEACH, FL, ...
The Villages® 12406 NE 50TH VW, OXFORD, FL, 34484, Oxford, FL 34484
$280,000

4 beds

|

4 baths

|

2,096 sq ft

|

House

12406 NE 50TH VW, OXFORD, FL, 34484
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.
The Villages® 1705 STAUNTON ST, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$300,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

1705 STAUNTON ST, THE VILLAGES, FL, 3216...
Community: The Villages®
Summer Trees 55 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$245,000

3 beds

|

2 baths

|

1,775 sq ft

|

House

55 CROOKED PINE RD, PORT ORANGE, FL, 321...
Community: Summer Trees
Halifax Plantation 3026 ADRIAN DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$549,900

3 beds

|

3 baths

|

2,232 sq ft

|

House

3026 ADRIAN DR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Latitude Margaritaville 154 GYPSY PALACE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$370,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

154 GYPSY PALACE, DAYTONA BEACH, FL, 321...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 913 SOLEDAD WAY, THE VILLAGES, FL, 32159, The Villages, FL 32159
$449,900

3 beds

|

2 baths

|

1,982 sq ft

|

House

913 SOLEDAD WAY, THE VILLAGES, FL, 32159
Community: The Villages®
Sandpiper Golf & Country Club 6222 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$265,000

2 beds

|

2 baths

|

1,318 sq ft

|

House

6222 CRANE DR, LAKELAND, FL, 33809
Stonecrest 17520 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$299,000

2 beds

|

2 baths

|

1,402 sq ft

|

House

17520 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Spruce Creek Country Club 9573 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$319,000

2 beds

|

2 baths

|

1,708 sq ft

|

House

9573 SE 124TH LOOP, SUMMERFIELD, FL, 344...
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.
VillageWalk at Lake Nona 11887 DELFINA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$439,000

2 beds

|

2 baths

|

1,708 sq ft

|

House

11887 DELFINA LN, ORLANDO, FL, 32827
Del Webb Orlando 418 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$346,500

3 beds

|

2 baths

|

1,713 sq ft

|

House

418 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Grand Haven 6 SCARLET OAK CIR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$829,000

3 beds

|

3 baths

|

2,465 sq ft

|

House

6 SCARLET OAK CIR, PALM COAST, FL, 32137
Community: Grand Haven
Halifax Plantation 3124 BAILEY ANN DR, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$350,000

3 beds

|

2 baths

|

1,717 sq ft

|

House

3124 BAILEY ANN DR, ORMOND BEACH, FL, 32...
Community: Halifax Plantation
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Stonecrest 17076 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$279,000

3 beds

|

2 baths

|

1,752 sq ft

|

House

17076 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Pennbrooke Fairways 32716 WESTWOOD LOOP, LEESBURG, FL, 34748, Leesburg, FL 34748
$228,900

2 beds

|

2 baths

|

1,370 sq ft

|

House

32716 WESTWOOD LOOP, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Latitude Margaritaville 553 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$637,990

3 beds

|

3 baths

|

2,161 sq ft

|

House

553 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
The Villages® 421 ALDAMA AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$329,247

3 beds

|

2 baths

|

1,392 sq ft

|

House

421 ALDAMA AVE, THE VILLAGES, FL, 32159
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.
Del Webb Orlando 507 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$413,900

4 beds

|

3 baths

|

2,616 sq ft

|

House

507 CADIZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
The Villages® 335 LOGAN ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$309,900

2 beds

|

2 baths

|

1,266 sq ft

|

Villa

335 LOGAN ST, THE VILLAGES, FL, 32163
Community: The Villages®
Halifax Plantation 1405 NEWRY CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$682,400

4 beds

|

2 baths

|

2,344 sq ft

|

House

1405 NEWRY CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Cresswind at Victoria Gardens 115 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724
$299,000

3 beds

|

2 baths

|

1,773 sq ft

|

House

115 HERON POINT WAY, DELAND, FL, 32724
Pelican Bay Daytona Beach 150 BLUE HERON DR B, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$230,900

3 beds

|

2 baths

|

1,365 sq ft

|

Condo

150 BLUE HERON DR B, DAYTONA BEACH, FL, ...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Lake Ashton 5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$420,000

3 beds

|

2 baths

|

2,031 sq ft

|

House

5225 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Lake Ashton 4496 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

2,312 sq ft

|

House

4496 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Pennbrooke Fairways 642 GLEN OAKS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$214,247

2 beds

|

2 baths

|

1,632 sq ft

|

House

642 GLEN OAKS DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Tohoqua Reserve 1873 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$350,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

1873 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
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.
Spruce Creek Country Club 9343 SE 124TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$429,900

3 beds

|

3 baths

|

2,324 sq ft

|

House

9343 SE 124TH PL, SUMMERFIELD, FL, 34491
Solivita 159 CASAVISTA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$429,000

2 beds

|

2 baths

|

1,771 sq ft

|

House

159 CASAVISTA DR, KISSIMMEE, FL, 34759
Community: Solivita
Stonecrest 17789 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$314,900

3 beds

|

3 baths

|

1,463 sq ft

|

House

17789 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Stonecrest 17409 SE 111TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$311,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

17409 SE 111TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Lake Ashton 6212 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$405,000

3 beds

|

2 baths

|

2,175 sq ft

|

House

6212 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Spruce Creek South 9667 SE 173RD LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$219,000

2 beds

|

2 baths

|

1,678 sq ft

|

House

9667 SE 173RD LN, SUMMERFIELD, FL, 34491
Community: Spruce Creek South

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2,513 homes
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