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Winter Park, FL 55+ active adult communities & homes for sale - Page 22

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
Lakes of Mount Dora 8237 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$685,000

4 beds

|

3 baths

|

3,159 sq ft

|

House

8237 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Highland Lakes 5503 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$229,900

2 beds

|

2 baths

|

1,332 sq ft

|

House

5503 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 23202 SANDALWOOD DR 202, WILDWOOD, FL, 3..., Wildwood, FL 34785
$134,900

3 beds

|

3 baths

|

1,474 sq ft

|

Condo

23202 SANDALWOOD DR 202, WILDWOOD, FL, 3...
Community: The Villages®
Highland Lakes 6419 BORG ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,900

3 beds

|

2 baths

|

1,964 sq ft

|

House

6419 BORG ST, LEESBURG, FL, 34748
Community: Highland Lakes
Spruce Creek Country Club 13776 SE 87TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$224,900

2 beds

|

2 baths

|

1,425 sq ft

|

House

13776 SE 87TH AVE, SUMMERFIELD, FL, 3449...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Sandpiper Golf & Country Club 6228 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,468 sq ft

|

House

6228 EGRET DR, LAKELAND, FL, 33809
The Villages® 387 HARLOW LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$485,000

3 beds

|

2 baths

|

1,933 sq ft

|

House

387 HARLOW LN, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1773 HOLLOW BRANCH WAY, THE VILLAGES, FL..., The Villages, FL 32162
$429,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1773 HOLLOW BRANCH WAY, THE VILLAGES, FL...
Community: The Villages®
Solivita 184 VENTANA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$329,900

2 beds

|

2 baths

|

1,574 sq ft

|

House

184 VENTANA DR, POINCIANA, FL, 34759
Community: Solivita
Royal Highlands 21101 BRAVEHEART DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$355,000

3 beds

|

3 baths

|

2,221 sq ft

|

House

21101 BRAVEHEART DR, LEESBURG, FL, 34748
Community: Royal Highlands
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.
Trilogy® Orlando 124 BALMY COAST RD, GROVELAND, FL, 34736, Groveland, FL 34736
$500,000

3 beds

|

2 baths

|

2,918 sq ft

|

House

124 BALMY COAST RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 2382 OTHELLO CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$344,900

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

2382 OTHELLO CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1074 AVENIDA SONOMA, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$475,000

3 beds

|

3 baths

|

2,244 sq ft

|

Villa

1074 AVENIDA SONOMA, LADY LAKE, FL, 3215...
Community: The Villages®
Harbor Hills Country Club 5453 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$449,900

3 beds

|

3 baths

|

2,228 sq ft

|

House

5453 GROVE MNR, LADY LAKE, FL, 32159
Carmel Condominium 1420 HUNTINGTON LN 2402, ROCKLEDGE, FL, ..., Rockledge, FL 32955
$145,000

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

1420 HUNTINGTON LN 2402, ROCKLEDGE, FL, ...
Community: Carmel Condominium
The Lakes at Harmony 3300 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$365,000

2 beds

|

2 baths

|

1,645 sq ft

|

House

3300 SAGEBRUSH ST, HARMONY, FL, 34773
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 170 PALERMO PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$455,000

3 beds

|

2 baths

|

1,979 sq ft

|

House

170 PALERMO PL, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 3746 NEW MOON AVE, THE VILLAGES, FL, 321..., The Villages, FL 32163
$478,788

3 beds

|

2 baths

|

1,905 sq ft

|

House

3746 NEW MOON AVE, THE VILLAGES, FL, 321...
Community: The Villages®
Twin Lakes 2764 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$615,500

3 beds

|

3 baths

|

2,208 sq ft

|

House

2764 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Plantation Bay Golf & Country Club 610 SOUTHLAKE DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$839,900

3 beds

|

3 baths

|

2,795 sq ft

|

House

610 SOUTHLAKE DR, ORMOND BEACH, FL, 3217...
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.
Latitude Margaritaville 408 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$459,777

2 beds

|

2 baths

|

1,509 sq ft

|

House

408 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Royal Harbor 4962 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$285,000

3 beds

|

2 baths

|

1,489 sq ft

|

House

4962 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
Solivita 118 VISTA DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$359,000

2 beds

|

2 baths

|

2,170 sq ft

|

House

118 VISTA DR, POINCIANA, FL, 34759
Community: Solivita
Latitude Margaritaville 768 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$775,000

2 beds

|

3 baths

|

2,160 sq ft

|

House

768 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Four Seasons at Orlando 1981 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$675,000

3 beds

|

2 baths

|

2,130 sq ft

|

House

1981 FLORA PASS PL, KISSIMMEE, FL, 34747
Trilogy® Orlando 187 BALMY COAST RD, GROVELAND, FL, 34736, Groveland, FL 34736
$447,000

2 beds

|

2 baths

|

2,570 sq ft

|

House

187 BALMY COAST RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Spruce Creek Country Club 9687 SE 137TH STREET RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$389,900

3 beds

|

2 baths

|

2,411 sq ft

|

House

9687 SE 137TH STREET RD, SUMMERFIELD, FL...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 8932 SE 168TH SEDGWICK PL, THE VILLAGES,..., The Villages, FL 32162
$300,000

3 beds

|

2 baths

|

1,483 sq ft

|

Villa

8932 SE 168TH SEDGWICK PL, THE VILLAGES,...
Community: The Villages®
The Villages® 1678 GOVAN PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$579,000

3 beds

|

2 baths

|

1,978 sq ft

|

Villa

1678 GOVAN PL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 17115 SE 93RD TELLFIER TER, THE VILLAGES..., The Villages, FL 32162
$499,999

3 beds

|

2 baths

|

2,036 sq ft

|

House

17115 SE 93RD TELLFIER TER, THE VILLAGES...
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.
Royal Harbor 3370 SAINT LUCIA CT, TAVARES, FL, 32778, Tavares, FL 32778
$352,900

3 beds

|

2 baths

|

1,893 sq ft

|

House

3370 SAINT LUCIA CT, TAVARES, FL, 32778
Community: Royal Harbor
Carlsberg Estates on Lake Suzanne 241 LOURDES ST, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$297,000

2 beds

|

2 baths

|

1,251 sq ft

|

House

241 LOURDES ST, LAKE WALES, FL, 33859
Venetian Bay 424 LUNA BELLA LN 415, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168
$299,990

2 beds

|

2 baths

|

1,492 sq ft

|

Condo

424 LUNA BELLA LN 415, NEW SMYRNA BEACH,...
Community: Venetian Bay
The Villages® 872 WINCHESTER CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$310,000

2 beds

|

2 baths

|

1,116 sq ft

|

Villa

872 WINCHESTER CT, THE VILLAGES, FL, 321...
Community: The Villages®
Pelican Bay Daytona Beach 100 BLACK CROW CIR 4000, DAYTONA BEACH, ..., Daytona Beach, FL 32119
$289,900

3 beds

|

3 baths

|

1,869 sq ft

|

Condo

100 BLACK CROW CIR 4000, DAYTONA BEACH, ...
Stonecrest 11086 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$250,000

2 beds

|

2 baths

|

1,348 sq ft

|

House

11086 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Latitude Margaritaville 616 BEACH BUM BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$714,900

3 beds

|

3 baths

|

2,083 sq ft

|

House

616 BEACH BUM BLVD, DAYTONA BEACH, FL, 3...
Sandpiper Golf & Country Club 5817 SWALLOW DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$365,000

3 beds

|

2 baths

|

1,957 sq ft

|

House

5817 SWALLOW DR, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
VillageWalk at Lake Nona 11830 ISELLE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$427,000

2 beds

|

2 baths

|

1,512 sq ft

|

Halfplex

11830 ISELLE DR, ORLANDO, FL, 32827
Latitude Margaritaville 601 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$385,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

601 MARGARITAVILLE AVE, DAYTONA BEACH, F...
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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