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

2,414 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
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
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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
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
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
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
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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Questions? Call us: (888) 625-4885
5 rating (2 reviews) Heritage Isle
$300ks - $500ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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.
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Ridgehaven
$300ks - $600ks
Ridgehaven, Ormond Beach, FL
New Construction | 55+ age-restricted
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
5 rating (2 reviews) Bridgewater at Viera
$300ks - $800ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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
The Villages® 1399 HOLLY HILL AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$329,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

1399 HOLLY HILL AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Heritage Hills 3201 SONESTA CT A, CLERMONT, FL, 34711, Clermont, FL 34711
$298,500

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3201 SONESTA CT A, CLERMONT, FL, 34711
Community: Heritage Hills
Spruce Creek Country Club 8516 SE 137TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$239,000

2 beds

|

2 baths

|

1,296 sq ft

|

House

8516 SE 137TH LOOP, SUMMERFIELD, FL, 344...
The Villages® 17766 SE 91ST POPLAR TER, THE VILLAGES, ..., The Villages, FL 32162
$297,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

17766 SE 91ST POPLAR TER, THE VILLAGES, ...
Community: The Villages®
The Villages® 304 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$304,000

2 beds

|

2 baths

|

1,360 sq ft

|

House

304 SAN MARINO DR, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
VillageWalk at Lake Nona 12077 ULETA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$950,000

5 beds

|

4 baths

|

4,093 sq ft

|

House

12077 ULETA LN, ORLANDO, FL, 32827
Heritage Isle 6531 INGALLS ST, MELBOURNE, FL, 32940, Melbourne, FL 32940
$399,900

3 beds

|

2 baths

|

1,806 sq ft

|

House

6531 INGALLS ST, MELBOURNE, FL, 32940
Community: Heritage Isle
Four Seasons at Orlando 7661 SAND PIERRE CT, KISSIMMEE, FL, 3474..., Kissimmee, FL 34747
$424,900

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

7661 SAND PIERRE CT, KISSIMMEE, FL, 3474...
Twin Lakes 4909 W FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$499,000

3 beds

|

3 baths

|

2,365 sq ft

|

House

4909 W FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
The Villages® 2403 ST GEORGE AVE, THE VILLAGES, FL, 32..., The Villages, FL 32162
$485,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2403 ST GEORGE AVE, THE VILLAGES, FL, 32...
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.
Spruce Creek Country Club 9685 SE 136TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$310,000

2 beds

|

2 baths

|

1,873 sq ft

|

House

9685 SE 136TH PL, SUMMERFIELD, FL, 34491
The Villages® 926 LONG LEAF LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$439,900

3 beds

|

2 baths

|

1,541 sq ft

|

House

926 LONG LEAF LN, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1514 CERVANTES PL, THE VILLAGES, FL, 321..., The Villages, FL 32159
$625,000

3 beds

|

2 baths

|

2,308 sq ft

|

House

1514 CERVANTES PL, THE VILLAGES, FL, 321...
Community: The Villages®
Halifax Plantation 3101 INISHMORE DR, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$329,000

2 beds

|

2 baths

|

1,583 sq ft

|

Villa

3101 INISHMORE DR, ORMOND BEACH, FL, 321...
Community: Halifax Plantation
Heritage Isle 7248 BRODERICK DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$415,000

4 beds

|

3 baths

|

1,988 sq ft

|

House

7248 BRODERICK DR, MELBOURNE, FL, 32940
Community: Heritage Isle
Park Place 76 PARK PLACE CIR, PALM COAST, FL, 32164, Palm Coast, FL 32164
$374,000

3 beds

|

2 baths

|

1,786 sq ft

|

House

76 PARK PLACE CIR, PALM COAST, FL, 32164
Community: Park Place
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 9921 SE 138TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$289,400

2 beds

|

2 baths

|

1,872 sq ft

|

House

9921 SE 138TH LOOP, SUMMERFIELD, FL, 344...
Arlington Ridge 26821 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748
$349,000

2 beds

|

2 baths

|

2,282 sq ft

|

House

26821 AUGUSTA SPRINGS CIR, LEESBURG, FL,...
Community: Arlington Ridge
Lake Ashton 5197 PEBBLE BEACH BLVD, WINTER HAVEN, FL..., Winter Haven, FL 33884
$345,000

2 beds

|

2 baths

|

1,677 sq ft

|

House

5197 PEBBLE BEACH BLVD, WINTER HAVEN, FL...
Community: Lake Ashton
Plantation at Leesburg 25501 MAUREPAS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$499,000

2 beds

|

2 baths

|

2,945 sq ft

|

House

25501 MAUREPAS LN, 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.
Grand Haven 200 RIVERFRONT DR D201, PALM COAST, FL, ..., Palm Coast, FL 32137
$550,000

3 beds

|

3 baths

|

2,167 sq ft

|

Condo

200 RIVERFRONT DR D201, PALM COAST, FL, ...
Community: Grand Haven
Twin Lakes 2487 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$269,900

2 beds

|

2 baths

|

1,351 sq ft

|

Halfplex

2487 YELLOW BRICK RD, ST CLOUD, FL, 3477...
Community: Twin Lakes
The Villages® 805 CAMELIA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$179,900

2 beds

|

2 baths

|

1,324 sq ft

|

Manufactured Home

805 CAMELIA CT, LADY LAKE, FL, 32159
Community: The Villages®
Trilogy® Orlando 189 BALMY COAST RD, GROVELAND, FL, 34736, Groveland, FL 34736
$369,900

3 beds

|

2 baths

|

1,820 sq ft

|

House

189 BALMY COAST RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
VillageWalk at Lake Nona 11932 LORENZA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$450,000

3 beds

|

3 baths

|

1,830 sq ft

|

Townhouse

11932 LORENZA LN, ORLANDO, FL, 32827
Foxwood Lake Estates 4910 LOCH NESS DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$200,000

2 beds

|

2 baths

|

1,404 sq ft

|

Manufactured Home

4910 LOCH NESS DR, LAKELAND, FL, 33810
The Villages® 3942 ZENITH LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$490,910

3 beds

|

2 baths

|

1,922 sq ft

|

House

3942 ZENITH LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek South 9900 SE 175TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$380,000

3 beds

|

2 baths

|

2,349 sq ft

|

House

9900 SE 175TH PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Sullivan Ranch 20930 SULLIVAN RANCH BLVD, MOUNT DORA, F..., Mount Dora, FL 32757
$625,000

6 beds

|

4 baths

|

3,499 sq ft

|

House

20930 SULLIVAN RANCH BLVD, MOUNT DORA, F...
Community: Sullivan Ranch
Plantation at Leesburg 25720 BELLE ALLIANCE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$234,000

2 beds

|

2 baths

|

1,478 sq ft

|

House

25720 BELLE ALLIANCE, LEESBURG, FL, 3474...
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.
Foxwood Lake Estates 1819 SHERWOOD HILL DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$151,000

2 beds

|

2 baths

|

1,568 sq ft

|

Manufactured Home

1819 SHERWOOD HILL DR, LAKELAND, FL, 338...
Spruce Creek Country Club 13766 SE 89TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$328,950

3 beds

|

2 baths

|

2,025 sq ft

|

House

13766 SE 89TH AVE, SUMMERFIELD, FL, 3449...
Venetian Bay 3371 PINTELLO AVE, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$395,000

4 beds

|

2 baths

|

2,162 sq ft

|

House

3371 PINTELLO AVE, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Plantation at Leesburg 3605 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$309,000

2 beds

|

2 baths

|

1,868 sq ft

|

House

3605 MOUNT HOPE LOOP, LEESBURG, FL, 3474...
Legacy of Leesburg 5510 CELEBRATION WAY, LEESBURG, FL, 3474..., Leesburg, FL 34748
$350,000

3 beds

|

3 baths

|

2,044 sq ft

|

House

5510 CELEBRATION WAY, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
Spruce Creek Country Club 14280 SE 85TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$240,000

2 beds

|

2 baths

|

1,556 sq ft

|

House

14280 SE 85TH AVE, SUMMERFIELD, FL, 3449...
Trilogy® Orlando 107 BALMY COAST RD, GROVELAND, FL, 34736, Groveland, FL 34736
$625,000

4 beds

|

3 baths

|

2,756 sq ft

|

House

107 BALMY COAST RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 2737 AVA ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$705,000

3 beds

|

2 baths

|

1,630 sq ft

|

House

2737 AVA ST, 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
Stonecrest 11041 SE 169TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$285,000

3 beds

|

2 baths

|

1,417 sq ft

|

House

11041 SE 169TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Plantation Bay Golf & Country Club 1321 SUNNINGDALE LN, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174
$469,000

3 beds

|

2 baths

|

1,930 sq ft

|

House

1321 SUNNINGDALE LN, ORMOND BEACH, FL, 3...
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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2,414 homes
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