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Winter Park, FL 55+ active adult communities & homes for sale - Page 37

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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Questions? Call us: (888) 625-4885
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
Spruce Creek South 17505 SE 100TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$199,999

2 beds

|

2 baths

|

1,359 sq ft

|

Villa

17505 SE 100TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Twin Lakes 2680 REDBLUSH TER, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34772
$699,900

3 beds

|

3 baths

|

2,293 sq ft

|

House

2680 REDBLUSH TER, SAINT CLOUD, FL, 3477...
Community: Twin Lakes
Plantation at Leesburg 25100 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$165,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

25100 PINE HL, LEESBURG, FL, 34748
The Villages® 2237 BAYPOINT WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$875,000

3 beds

|

2 baths

|

2,617 sq ft

|

House

2237 BAYPOINT WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Breakaway Trails 114 SHADOWCREEK WAY, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174
$589,000

3 beds

|

3 baths

|

2,754 sq ft

|

House

114 SHADOWCREEK WAY, ORMOND BEACH, FL, 3...
Community: Breakaway Trails
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Sunbridge 2505 CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$389,900

2 beds

|

2 baths

|

1,401 sq ft

|

House

2505 CLIFF WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Traditions at Lake Ruby 3342 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$227,500

2 beds

|

2 baths

|

1,185 sq ft

|

House

3342 RALEIGH DR, WINTER HAVEN, FL, 33884
Summer Trees 29 SUMMER TREES RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$229,000

2 beds

|

2 baths

|

1,026 sq ft

|

House

29 SUMMER TREES RD, PORT ORANGE, FL, 321...
Community: Summer Trees
The Villages® 1405 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$289,900

2 beds

|

2 baths

|

1,192 sq ft

|

House

1405 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
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® 5927 WALTERS CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$379,000

3 beds

|

2 baths

|

1,484 sq ft

|

House

5927 WALTERS CT, THE VILLAGES, FL, 32163
Community: The Villages®
Heritage Hills 3464 EMBERS LN, CLERMONT, FL, 34711, Clermont, FL 34711
$445,000

3 beds

|

3 baths

|

2,032 sq ft

|

House

3464 EMBERS LN, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 1805 SANTANA WAY, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$400,000

3 beds

|

2 baths

|

1,816 sq ft

|

House

1805 SANTANA WAY, THE VILLAGES, FL, 3215...
Community: The Villages®
Colonnades 4938 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$225,900

2 beds

|

2 baths

|

1,188 sq ft

|

House

4938 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 16816 SE 85TH SAPELO CT, THE VILLAGES, F..., The Villages, FL 32162
$595,000

3 beds

|

2 baths

|

1,934 sq ft

|

House

16816 SE 85TH SAPELO CT, THE VILLAGES, F...
Community: The Villages®
Spruce Creek South 17965 SE 102ND TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$156,900

2 beds

|

2 baths

|

1,296 sq ft

|

House

17965 SE 102ND TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Tohoqua Reserve 2035 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$424,390

2 beds

|

2 baths

|

2,018 sq ft

|

House

2035 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Scottish Highlands 1409 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$240,000

2 beds

|

2 baths

|

1,482 sq ft

|

House

1409 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish 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.
The Villages® 969 CANDLER PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,142 sq ft

|

House

969 CANDLER PL, THE VILLAGES, FL, 32162
Community: The Villages®
Sullivan Ranch 22048 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$299,500

3 beds

|

2 baths

|

1,715 sq ft

|

Villa

22048 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Lake Henry Estates 477 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$279,900

3 beds

|

2 baths

|

1,835 sq ft

|

House

477 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
The Villages® 1928 PEACHTREE AVE, THE VILLAGES, FL, 32..., The Villages, FL 32162
$339,000

3 beds

|

2 baths

|

1,667 sq ft

|

Villa

1928 PEACHTREE AVE, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Carmel Condominium 1410 HUNTINGTON LN 1106, ROCKLEDGE, FL, ..., Rockledge, FL 32955
$150,000

2 beds

|

2 baths

|

1,228 sq ft

|

Condo

1410 HUNTINGTON LN 1106, ROCKLEDGE, FL, ...
Community: Carmel Condominium
Tohoqua Reserve 1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$415,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

1989 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
The Villages® 1211 CABELLA CIR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$415,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

1211 CABELLA CIR, THE VILLAGES, FL, 3215...
Community: The Villages®
Summer Trees 41 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$265,000

2 beds

|

2 baths

|

1,495 sq ft

|

House

41 CROOKED PINE RD, PORT ORANGE, FL, 321...
Community: Summer Trees
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® 2050 FAIRVIEW LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$295,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2050 FAIRVIEW LN, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 552 WEKIVA ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$489,900

3 beds

|

2 baths

|

1,655 sq ft

|

Villa

552 WEKIVA ST, THE VILLAGES, FL, 32163
Community: The Villages®
Del Webb Minneola 2754 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715
$498,900

3 beds

|

2 baths

|

1,620 sq ft

|

House

2754 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
Plantation at Leesburg 24215 BELLE MEDE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$424,900

2 beds

|

3 baths

|

2,755 sq ft

|

House

24215 BELLE MEDE DR, LEESBURG, FL, 34748
Royal Highlands 4741 ST ANDREWS ARC, LEESBURG, FL, 34748, Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

2,020 sq ft

|

House

4741 ST ANDREWS ARC, LEESBURG, FL, 34748
Community: Royal Highlands
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Royal Highlands 21506 QUEEN ANNE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,999

3 beds

|

2 baths

|

2,041 sq ft

|

House

21506 QUEEN ANNE CT, LEESBURG, FL, 34748
Community: Royal Highlands
Trilogy® Orlando 146 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$345,000

3 beds

|

2 baths

|

1,728 sq ft

|

House

146 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Lakes of Mount Dora 2046 WALLINGFORD LOOP, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$521,990

3 beds

|

2 baths

|

2,180 sq ft

|

House

2046 WALLINGFORD LOOP, MOUNT DORA, FL, 3...
Community: Lakes of Mount Dora
Lakes of Mount Dora 3951 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$511,990

3 beds

|

2 baths

|

2,180 sq ft

|

House

3951 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
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.
Plantation Bay Golf & Country Club 1023 SUDBURY LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$2,349,999

4 beds

|

5 baths

|

3,832 sq ft

|

House

1023 SUDBURY LN, ORMOND BEACH, FL, 32174
The Villages® 1717 MORENO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$239,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1717 MORENO PL, THE VILLAGES, FL, 32159
Community: The Villages®
Plantation at Leesburg 25051 BETTON HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$159,900

2 beds

|

2 baths

|

1,468 sq ft

|

Manufactured Home

25051 BETTON HL, LEESBURG, FL, 34748
Archers Mill 341 E MERIMONT LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$525,000

4 beds

|

3 baths

|

2,405 sq ft

|

House

341 E MERIMONT LN, ORMOND BEACH, FL, 321...
Community: Archers Mill
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Sunbridge 6503 TRAILBLAZE BND, ST CLOUD, FL, 34771, St Cloud, FL 34771
$384,990

3 beds

|

3 baths

|

1,767 sq ft

|

Townhouse

6503 TRAILBLAZE BND, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
The Villages® 1952 MONTROSE CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$279,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1952 MONTROSE CT, THE VILLAGES, FL, 3216...
Community: The Villages®

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