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Winter Park, FL 55+ active adult communities & homes for sale - Page 49

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 (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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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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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
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
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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.
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
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
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
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
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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
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 (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
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
Pelican Bay Daytona Beach 102 BOB WHITE CT # 102C, DAYTONA BEACH, ..., Daytona Beach, FL 32119
$199,000

2 beds

|

2 baths

|

1,165 sq ft

|

Condo

102 BOB WHITE CT # 102C, DAYTONA BEACH, ...
Pelican Bay Daytona Beach 102 BOB WHITE CT C, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$199,000

2 beds

|

2 baths

|

1,165 sq ft

|

Condo

102 BOB WHITE CT C, DAYTONA BEACH, FL, 3...
Del Webb Sunbridge 2973 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$328,000

2 beds

|

2 baths

|

1,584 sq ft

|

Villa

2973 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
Plantation at Leesburg 25533 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748
$225,000

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

25533 BELLE HELENE, LEESBURG, FL, 34748
Heritage Hills 3542 FAIRWATERS CT D, CLERMONT, FL, 3471..., Clermont, FL 34711
$278,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3542 FAIRWATERS CT D, CLERMONT, FL, 3471...
Community: Heritage Hills
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 511 CHULA VISTA AVE, THE VILLAGES, FL, 3..., The Villages, FL 32159
$433,900

3 beds

|

2 baths

|

1,562 sq ft

|

House

511 CHULA VISTA AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Pelican Bay Daytona Beach 257 GULL DR, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$310,000

2 beds

|

2 baths

|

1,900 sq ft

|

House

257 GULL DR, DAYTONA BEACH, FL, 32119
Latitude Margaritaville 631 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$418,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

631 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Grand Haven 19 FRONT ST, PALM COAST, FL, 32137, Palm Coast, FL 32137
$1,499,000

5 beds

|

3 baths

|

3,188 sq ft

|

House

19 FRONT ST, PALM COAST, FL, 32137
Community: Grand Haven
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.
Solivita 1155 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$539,900

3 beds

|

2 baths

|

2,719 sq ft

|

House

1155 GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Plantation Bay Golf & Country Club 1109 HANSBERRY CT, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$290,000

2 beds

|

3 baths

|

1,604 sq ft

|

Townhouse

1109 HANSBERRY CT, ORMOND BEACH, FL, 321...
Esplanade at Highland Ranch 1038 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715
$625,000

3 beds

|

3 baths

|

2,287 sq ft

|

House

1038 TIMBERVALE TRL, CLERMONT, FL, 34715
Ridgehaven 1320 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$359,990

4 beds

|

2 baths

|

1,908 sq ft

|

House

1320 OAKHAVEN AVE, ORMOND BEACH, FL, 321...
Community: Ridgehaven
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Plantation at Leesburg 5414 ASTOR ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$225,000

2 beds

|

2 baths

|

1,256 sq ft

|

House

5414 ASTOR ST, LEESBURG, FL, 34748
Plantation at Leesburg 25125 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748
$130,000

2 beds

|

2 baths

|

936 sq ft

|

Manufactured Home

25125 BELLEVUE, LEESBURG, FL, 34748
Solivita 100 MERIDIAN AVE, POINCIANA, FL, 34759, Poinciana, FL 34759
$299,000

2 beds

|

2 baths

|

1,854 sq ft

|

House

100 MERIDIAN AVE, POINCIANA, FL, 34759
Community: Solivita
The Villages® 903 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$480,000

3 beds

|

2 baths

|

1,836 sq ft

|

House

903 RAMOS DR, 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.
The Villages® 2693 PERSIMMON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162
$454,900

3 beds

|

2 baths

|

1,997 sq ft

|

House

2693 PERSIMMON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Sandpiper Golf & Country Club 6189 MAGPIE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$475,000

3 beds

|

2 baths

|

2,009 sq ft

|

House

6189 MAGPIE DR, LAKELAND, FL, 33809
Four Seasons at Orlando 2116 LIMESTONE TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$674,900

3 beds

|

3 baths

|

2,360 sq ft

|

House

2116 LIMESTONE TRL, KISSIMMEE, FL, 34747
Spring Lake Towers 700 MIRROR TER 505, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$129,900

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 505, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 714 DEL ROSARIO ST, THE VILLAGES, FL, 32..., The Villages, FL 32159
$359,900

3 beds

|

2 baths

|

1,908 sq ft

|

House

714 DEL ROSARIO ST, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 7168 SE 173RD ARLINGTON LOOP, THE VILLAG..., The Villages, FL 32162
$305,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

7168 SE 173RD ARLINGTON LOOP, THE VILLAG...
Community: The Villages®
Plantation at Leesburg 24725 BRIGHTWATER CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$346,400

3 beds

|

3 baths

|

2,132 sq ft

|

House

24725 BRIGHTWATER CT, LEESBURG, FL, 3474...
The Villages® 4346 HELENA TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$326,900

2 beds

|

2 baths

|

1,295 sq ft

|

House

4346 HELENA TER, THE VILLAGES, FL, 32163
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.
Lakes of Mount Dora 8065 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$939,000

4 beds

|

3 baths

|

3,551 sq ft

|

House

8065 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
The Villages® 5094 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$319,000

4 beds

|

4 baths

|

2,109 sq ft

|

House

5094 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Lake Henry Estates 488 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$239,000

2 beds

|

2 baths

|

1,626 sq ft

|

House

488 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Solivita 307 MONTEREY ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$299,900

2 beds

|

2 baths

|

1,629 sq ft

|

House

307 MONTEREY ST, POINCIANA, FL, 34759
Community: Solivita
Foxwood Lake Estates 5027 FOREST CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$190,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

5027 FOREST CREST DR, LAKELAND, FL, 3381...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1865 CLAVERTON ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$648,000

3 beds

|

2 baths

|

2,579 sq ft

|

House

1865 CLAVERTON ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 944 HORTON TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$375,000

3 beds

|

2 baths

|

1,647 sq ft

|

Villa

944 HORTON TER, THE VILLAGES, FL, 32163
Community: The Villages®
Spruce Creek Country Club 13520 SE 87TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$340,000

2 beds

|

2 baths

|

1,554 sq ft

|

House

13520 SE 87TH CIR, SUMMERFIELD, FL, 3449...
Solivita 461 TREVISO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$440,000

3 beds

|

3 baths

|

2,266 sq ft

|

House

461 TREVISO DR, POINCIANA, FL, 34759
Community: Solivita
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.
Twin Lakes 2632 MEADOWEDGE LP LP, ST. CLOUD, FL, 34..., St. Cloud, FL 34772
$519,000

3 beds

|

3 baths

|

2,335 sq ft

|

House

2632 MEADOWEDGE LP LP, ST. CLOUD, FL, 34...
Community: Twin Lakes
Heritage Landings 2667 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$338,500

3 beds

|

2 baths

|

1,710 sq ft

|

House

2667 CANYON CREST DR, LAKELAND, FL, 3381...
Community: Heritage Landings
Lakes at Laurel Highlands 2667 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$338,500

3 beds

|

2 baths

|

1,710 sq ft

|

House

2667 CANYON CREST DR, LAKELAND, FL, 3381...
Latitude Margaritaville 856 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$559,900

2 beds

|

2 baths

|

1,862 sq ft

|

House

856 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 13914 SE 96TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$354,900

3 beds

|

2 baths

|

1,958 sq ft

|

House

13914 SE 96TH CIR, SUMMERFIELD, FL, 3449...
Latitude Margaritaville 472 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$419,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

472 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...

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2,513 homes
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