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Winter Park, FL 55+ active adult communities & homes for sale - Page 6

2,377 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 - $4Ms
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
$300Ks - $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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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
The Villages® 17773 SE 91ST FREEDOM CT, THE VILLAGES, ..., The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,165 sq ft

|

Villa

17773 SE 91ST FREEDOM CT, THE VILLAGES, ...
Community: The Villages®
Sandpiper Golf & Country Club 1038 PARAKEET TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$279,000

3 beds

|

2 baths

|

1,648 sq ft

|

House

1038 PARAKEET TRL, LAKELAND, FL, 33809
The Villages® 1003 MATTHEW AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$223,999

2 beds

|

2 baths

|

1,191 sq ft

|

Manufactured Home

1003 MATTHEW AVE, LADY LAKE, FL, 32159
Community: The Villages®
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
The Villages® 3031 HICKS PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$749,900

4 beds

|

3 baths

|

2,248 sq ft

|

House

3031 HICKS PL, THE VILLAGES, FL, 32163
Community: The Villages®
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Questions? Call us: (888) 625-4885
The Villages® 845 VASQUEZ AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$479,000

3 beds

|

2 baths

|

1,652 sq ft

|

House

845 VASQUEZ AVE, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 949 ISLE OF PALMS PATH, THE VILLAGES, FL..., The Villages, FL 32162
$849,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

949 ISLE OF PALMS PATH, THE VILLAGES, FL...
Community: The Villages®
Highland Fairways 1818 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$254,900

2 beds

|

2 baths

|

1,719 sq ft

|

House

1818 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Stonecrest 17471 SE 110TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$374,000

3 beds

|

2 baths

|

2,020 sq ft

|

House

17471 SE 110TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
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.
New Trilogy® Orlando 224 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$499,000

2 beds

|

3 baths

|

2,107 sq ft

|

House

224 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Del Webb Oasis 13846 FRESH IVY ST, WINTER GARDEN, FL, 3..., Winter Garden, FL 34787
$675,000

2 beds

|

3 baths

|

2,108 sq ft

|

House

13846 FRESH IVY ST, WINTER GARDEN, FL, 3...
Community: Del Webb Oasis
The Villages® 2416 BOILING SPRINGS CT, THE VILLAGES, F..., The Villages, FL 32162
$739,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

2416 BOILING SPRINGS CT, THE VILLAGES, F...
Community: The Villages®
The Villages® 17337 SE 80TH TURNBULL CT, THE VILLAGES,..., The Villages, FL 32162
$435,000

3 beds

|

2 baths

|

1,911 sq ft

|

House

17337 SE 80TH TURNBULL CT, THE VILLAGES,...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1424 IRWIN WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

1,655 sq ft

|

House

1424 IRWIN WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 931 OLEANDER ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$325,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

931 OLEANDER ST, LADY LAKE, FL, 32159
Community: The Villages®
Legacy of Leesburg 5714 CELEBRATION WAY, LEESBURG, FL, 3474..., Leesburg, FL 34748
$295,000

3 beds

|

2 baths

|

1,632 sq ft

|

House

5714 CELEBRATION WAY, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
New Heritage Isle 3670 FUNSTON CIR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$299,900

2 beds

|

2 baths

|

1,407 sq ft

|

Townhouse

3670 FUNSTON CIR, MELBOURNE, FL, 32940
Community: Heritage Isle
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 126 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$310,000

2 beds

|

2 baths

|

1,269 sq ft

|

House

126 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 1083 JACKSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,187 sq ft

|

Villa

1083 JACKSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 3108 CARROLLTON CT, THE VILLAGES, FL, 32..., The Villages, FL 32162
$439,900

3 beds

|

2 baths

|

1,704 sq ft

|

Villa

3108 CARROLLTON CT, THE VILLAGES, FL, 32...
Community: The Villages®
Solivita 1689 TRABUCO CANYON CT, KISSIMMEE, FL, 3..., Kissimmee, FL 34759
$335,000

2 beds

|

2 baths

|

1,719 sq ft

|

House

1689 TRABUCO CANYON CT, KISSIMMEE, FL, 3...
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Heritage Isle 3122 GRAYSON DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$420,000

3 beds

|

2 baths

|

1,992 sq ft

|

House

3122 GRAYSON DR, MELBOURNE, FL, 32940
Community: Heritage Isle
Esplanade at Highland Ranch 1023 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715
$529,995

3 beds

|

3 baths

|

2,287 sq ft

|

House

1023 TIMBERVALE TRL, CLERMONT, FL, 34715
The Villages® 8065 SE 175TH COLUMBIA PL, THE VILLAGES,..., The Villages, FL 32162
$282,000

2 beds

|

2 baths

|

1,120 sq ft

|

House

8065 SE 175TH COLUMBIA PL, THE VILLAGES,...
Community: The Villages®
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
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® 1258 WEATON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$359,000

3 beds

|

2 baths

|

1,477 sq ft

|

House

1258 WEATON CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2378 YOUNGMANN LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$449,000

3 beds

|

2 baths

|

1,611 sq ft

|

House

2378 YOUNGMANN LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 2241 HACKNEY WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$385,000

3 beds

|

2 baths

|

1,737 sq ft

|

House

2241 HACKNEY WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
New The Villages® 1803 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$525,000

3 beds

|

2 baths

|

2,104 sq ft

|

House

1803 PALO ALTO AVE, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 928 OLEANDER ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$209,999

2 beds

|

2 baths

|

1,196 sq ft

|

Manufactured Home

928 OLEANDER ST, THE VILLAGES, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 3104 BURBANK LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$385,000

3 beds

|

2 baths

|

1,932 sq ft

|

House

3104 BURBANK LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 9238 SE 171ST COOPER LOOP, THE VILLAGES,..., The Villages, FL 32162
$374,500

3 beds

|

2 baths

|

1,664 sq ft

|

House

9238 SE 171ST COOPER LOOP, THE VILLAGES,...
Community: The Villages®
The Villages® 512 AINSWORTH CIR, THE VILLAGES, FL, 321..., The Villages, FL 32162
$589,000

3 beds

|

2 baths

|

1,678 sq ft

|

House

512 AINSWORTH CIR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 5967 FREITAG AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$599,000

3 beds

|

2 baths

|

1,633 sq ft

|

Villa

5967 FREITAG AVE, THE VILLAGES, FL, 3216...
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® 3017 HILLSIDE LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,520 sq ft

|

House

3017 HILLSIDE LN, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 17627 SE 88TH COVINGTON CIR, THE VILLAGE..., The Villages, FL 32162
$725,000

3 beds

|

2 baths

|

2,460 sq ft

|

House

17627 SE 88TH COVINGTON CIR, THE VILLAGE...
Community: The Villages®
The Villages® 7858 SE 171ST BUCHANAN PL, THE VILLAGES,..., The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,186 sq ft

|

Villa

7858 SE 171ST BUCHANAN PL, THE VILLAGES,...
Community: The Villages®
The Villages® 1016 PICKERING PATH, THE VILLAGES, FL, 3..., The Villages, FL 32163
$750,000

3 beds

|

2 baths

|

2,230 sq ft

|

House

1016 PICKERING PATH, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 5617 STRICKLIN ST, THE VILLAGES, FL, 321..., The Villages, FL 32163
$499,000

3 beds

|

2 baths

|

1,696 sq ft

|

House

5617 STRICKLIN ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1865 CLAVERTON ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$698,000

3 beds

|

2 baths

|

2,579 sq ft

|

House

1865 CLAVERTON ST, THE VILLAGES, FL, 321...
Community: The Villages®

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2,377 homes
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