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Winter Park, FL 55+ active adult communities & homes for sale - Page 42

2,398 homes near Winter Park

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4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
5 rating (1 reviews) Plantation Bay Golf &...
$200Ks - $3Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 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 (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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.
Grand Haven
$300Ks - $1Ms
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 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) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Del Webb at Viera
$400Ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
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5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
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.
Halifax Plantation
$200Ks - $700Ks
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
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4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 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
The Country Club of Mount...
$200Ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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.
4.1 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
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 reviews) Royal Harbor
$200Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
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1 rating (1 reviews) Sullivan Ranch
$200Ks - $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Highland Fairways
$100Ks - $300Ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Spruce Creek Country Club 13655 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$379,000

3 beds

|

2 baths

|

2,103 sq ft

|

House

13655 SE 97TH TERRACE RD, SUMMERFIELD, F...
Four Seasons at Orlando 1855 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$349,990

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1855 FLORA PASS PL, KISSIMMEE, FL, 34747
Del Webb Orlando 536 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$309,900

3 beds

|

2 baths

|

1,508 sq ft

|

House

536 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Arlington Ridge 27343 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$365,000

3 beds

|

2 baths

|

1,607 sq ft

|

House

27343 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Spruce Creek Country Club 13883 SE 94TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$315,000

2 beds

|

2 baths

|

1,575 sq ft

|

House

13883 SE 94TH AVE, SUMMERFIELD, FL, 3449...
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Questions? Call us: (888) 625-4885
Esplanade at Highland Ranch 1038 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715
$635,000

3 beds

|

3 baths

|

2,287 sq ft

|

House

1038 TIMBERVALE TRL, CLERMONT, FL, 34715
Four Seasons at Orlando 2116 LIMESTONE TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$695,000

3 beds

|

3 baths

|

2,360 sq ft

|

House

2116 LIMESTONE TRL, KISSIMMEE, FL, 34747
Four Seasons at Orlando 2074 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$625,000

3 beds

|

2 baths

|

2,130 sq ft

|

House

2074 FLORA PASS PL, KISSIMMEE, FL, 34747
The Villages® 5835 TUPPER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$715,000

3 beds

|

2 baths

|

1,922 sq ft

|

House

5835 TUPPER CT, 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.
Traditions at Lake Ruby 3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$388,900

4 beds

|

3 baths

|

2,404 sq ft

|

House

3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Venetian Bay 206 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$499,000

3 beds

|

3 baths

|

2,040 sq ft

|

House

206 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
The Villages® 3349 CLARA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$323,500

2 beds

|

2 baths

|

1,295 sq ft

|

House

3349 CLARA CT, THE VILLAGES, FL, 32163
Community: The Villages®
Sandpiper Golf & Country Club 6381 EGRET DR APT 25, LAKELAND, FL, 3380..., Lakeland, FL 33809
$270,000

2 beds

|

2 baths

|

1,383 sq ft

|

Villa

6381 EGRET DR APT 25, LAKELAND, FL, 3380...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 3814 FELLOWSHIP AVE, THE VILLAGES, FL, 3..., The Villages, FL 32163
$489,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3814 FELLOWSHIP AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Spruce Creek Country Club 9025 SE 136TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$345,000

3 beds

|

2 baths

|

2,251 sq ft

|

House

9025 SE 136TH LOOP, SUMMERFIELD, FL, 344...
The Villages® 2054 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$675,000

3 beds

|

2 baths

|

2,312 sq ft

|

House

2054 PALO ALTO AVE, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1252 WEATON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$350,000

3 beds

|

2 baths

|

1,905 sq ft

|

House

1252 WEATON 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.
The Villages® 2046 DALECROFT TRL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,488 sq ft

|

House

2046 DALECROFT TRL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 17966 SE 89TH NATCHEZ AVE, THE VILLAGES,..., The Villages, FL 32162
$339,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

17966 SE 89TH NATCHEZ AVE, THE VILLAGES,...
Community: The Villages®
Traditions at Lake Ruby 3987 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$358,000

2 beds

|

2 baths

|

1,817 sq ft

|

House

3987 BEDFORD AVE, WINTER HAVEN, FL, 3388...
The Villages® 4234 MCCLOY AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$600,000

3 beds

|

3 baths

|

2,033 sq ft

|

House

4234 MCCLOY AVE, 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
Esplanade at Highland Ranch 2605 CLEMSON RIDGE CT, CLERMONT, FL, 347..., Clermont, FL 34715
$438,000

2 beds

|

2 baths

|

1,726 sq ft

|

House

2605 CLEMSON RIDGE CT, CLERMONT, FL, 347...
The Villages® 3772 VISCAYA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$299,999

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3772 VISCAYA CT, THE VILLAGES, FL, 32163
Community: The Villages®
Traditions at Lake Ruby 3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$320,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$389,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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 12855 SE 92ND COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$350,000

2 beds

|

2 baths

|

1,995 sq ft

|

House

12855 SE 92ND COURT RD, SUMMERFIELD, FL,...
The Villages® 902 ROSE LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$169,900

2 beds

|

2 baths

|

1,036 sq ft

|

Manufactured Home

902 ROSE LN, THE VILLAGES, FL, 32159
Community: The Villages®
Del Webb Minneola 2759 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715
$465,000

2 beds

|

2 baths

|

1,405 sq ft

|

House

2759 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
Traditions at Lake Ruby 3986 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$399,900

4 beds

|

3 baths

|

2,320 sq ft

|

House

3986 BEDFORD AVE, WINTER HAVEN, FL, 3388...
VillageWalk at Lake Nona 11846 NAUTICA DR, ORLANDO, FL, 32827, Orlando, FL 32827
$425,000

3 beds

|

3 baths

|

1,810 sq ft

|

Townhouse

11846 NAUTICA DR, ORLANDO, FL, 32827
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Legacy of Leesburg 5107 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$317,000

3 beds

|

2 baths

|

1,658 sq ft

|

House

5107 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Harbor Hills Country Club 39819 GROVE HTS, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$559,900

3 beds

|

2 baths

|

2,504 sq ft

|

House

39819 GROVE HTS, LADY LAKE, FL, 32159
New Heritage Hills 3856 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3856 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
New Venetian Bay 2912 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$375,000

3 beds

|

3 baths

|

1,779 sq ft

|

House

2912 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
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® 1345 HARLEY CIR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,899,000

4 beds

|

2 baths

|

3,865 sq ft

|

House

1345 HARLEY CIR, THE VILLAGES, FL, 32162
Community: The Villages®
Solivita 677 VIA CORSO CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$510,000

3 beds

|

3 baths

|

2,235 sq ft

|

House

677 VIA CORSO CT, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 748 HERNANDEZ DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$309,000

2 beds

|

2 baths

|

1,078 sq ft

|

Villa

748 HERNANDEZ DR, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 1619 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$214,500

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

1619 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1822 ATHENS LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$309,900

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

1822 ATHENS LN, THE VILLAGES, FL, 32162
Community: The Villages®
Venetian Bay 3057 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$299,900

3 beds

|

3 baths

|

1,614 sq ft

|

Townhouse

3057 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay

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2,398 homes
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