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Winter Park, FL 55+ active adult communities & homes for sale - Page 50

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
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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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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
Gatherings of Lake Nona 7565 LAUREATE BLVD 3304, ORLANDO, FL, 32..., Orlando, FL 32827
$425,000

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7565 LAUREATE BLVD 3304, ORLANDO, FL, 32...
The Villages® 3229 KILLINGTON LOOP, THE VILLAGES, FL, ..., The Villages, FL 32163
$475,000

3 beds

|

3 baths

|

2,072 sq ft

|

House

3229 KILLINGTON LOOP, THE VILLAGES, FL, ...
Community: The Villages®
Grand Haven 79 SOUTHLAKE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$499,900

3 beds

|

3 baths

|

2,020 sq ft

|

House

79 SOUTHLAKE DR, PALM COAST, FL, 32137
Community: Grand Haven
Huntington at Hunter's Ridge 3 HAWK ROOST CT, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$337,000

2 beds

|

2 baths

|

1,593 sq ft

|

House

3 HAWK ROOST CT, ORMOND BEACH, FL, 32174
Venetian Bay 664 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$757,248

4 beds

|

4 baths

|

3,221 sq ft

|

House

664 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Breakaway Trails 7 LAKE VISTA WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$750,000

5 beds

|

4 baths

|

4,379 sq ft

|

House

7 LAKE VISTA WAY, ORMOND BEACH, FL, 3217...
Community: Breakaway Trails
Bridgewater at Viera 1393 GREAT BELT CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940
$799,000

3 beds

|

4 baths

|

2,784 sq ft

|

House

1393 GREAT BELT CIR, MELBOURNE, FL, 3294...
Ridgehaven 1138 CLIFFHAVEN CT, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$520,526

3 beds

|

3 baths

|

2,183 sq ft

|

House

1138 CLIFFHAVEN CT, ORMOND BEACH, FL, 32...
Community: Ridgehaven
Ridgehaven 1134 CLIFFHAVEN CT, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$490,137

4 beds

|

2 baths

|

1,945 sq ft

|

House

1134 CLIFFHAVEN CT, ORMOND BEACH, FL, 32...
Community: Ridgehaven
The Villages® 17659 SE 92ND GRANTHAM TER, THE VILLAGES..., The Villages, FL 32162
$249,900

3 beds

|

2 baths

|

1,253 sq ft

|

House

17659 SE 92ND GRANTHAM 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.
Spruce Creek South 17960 SE 108TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$234,900

2 beds

|

2 baths

|

1,570 sq ft

|

House

17960 SE 108TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
High Vista at Ridgewood Lakes 642 VISTA OAKS WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,000

3 beds

|

2 baths

|

1,781 sq ft

|

House

642 VISTA OAKS WAY, DAVENPORT, FL, 33837
Solivita 591 HIGHLANDS HAMMOCK DR, KISSIMMEE, FL,..., Kissimmee, FL 34759
$379,900

2 beds

|

2 baths

|

2,078 sq ft

|

House

591 HIGHLANDS HAMMOCK DR, KISSIMMEE, FL,...
Community: Solivita
Plantation at Leesburg 3425 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$289,000

2 beds

|

2 baths

|

1,888 sq ft

|

House

3425 MOUNT HOPE LOOP, LEESBURG, FL, 3474...
Solivita 1192 VIA GALUPPI ST, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$370,000

3 beds

|

2 baths

|

1,723 sq ft

|

House

1192 VIA GALUPPI ST, KISSIMMEE, FL, 3475...
Community: Solivita
The Villages® 1651 DURAN DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$220,000

2 beds

|

2 baths

|

1,121 sq ft

|

House

1651 DURAN DR, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 8789 SE 136TH LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$312,000

3 beds

|

2 baths

|

2,029 sq ft

|

House

8789 SE 136TH LN, SUMMERFIELD, FL, 34491
Solivita 601 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$239,239

2 beds

|

2 baths

|

1,258 sq ft

|

House

601 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
VillageWalk at Lake Nona 7991 ESTA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$985,000

4 beds

|

5 baths

|

3,454 sq ft

|

House

7991 ESTA LN, ORLANDO, FL, 32827
Scottish Highlands 2105 GREENLAW CT # 2105, LEESBURG, FL, 3..., Leesburg, FL 34788
$175,000

2 beds

|

2 baths

|

932 sq ft

|

Condo

2105 GREENLAW CT # 2105, LEESBURG, FL, 3...
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® 2136 KERWOOD LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32162
$290,000

2 beds

|

2 baths

|

1,135 sq ft

|

House

2136 KERWOOD LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
Harbor Hills Country Club 5090 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$550,000

4 beds

|

3 baths

|

2,532 sq ft

|

House

5090 GREENS DR, LADY LAKE, FL, 32159
Cresswind at Victoria Gardens 322 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724
$575,000

3 beds

|

3 baths

|

2,708 sq ft

|

House

322 BELLINGRATH TER, DELAND, FL, 32724
Arlington Ridge 4719 HERITAGE TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$535,000

2 beds

|

2 baths

|

1,761 sq ft

|

House

4719 HERITAGE TRL, LEESBURG, FL, 34748
Community: Arlington Ridge
Solivita 806 EBB TIDE LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$415,000

3 beds

|

3 baths

|

2,011 sq ft

|

House

806 EBB TIDE LN, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 2595 ASCOT LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$269,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2595 ASCOT LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
Foxwood Lake Estates 4969 FOXWOOD LAKE DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$179,900

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

4969 FOXWOOD LAKE DR, LAKELAND, FL, 3381...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Heritage Isle 3352 RUSS PL, MELBOURNE, FL, 32940, Melbourne, FL 32940
$459,000

4 beds

|

3 baths

|

2,381 sq ft

|

House

3352 RUSS PL, MELBOURNE, FL, 32940
Community: Heritage Isle
Spruce Creek South 17747 SE 97TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$284,900

3 beds

|

2 baths

|

2,026 sq ft

|

House

17747 SE 97TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Del Webb Sunbridge 2744 NATURE VIEW RD, ST CLOUD, FL, 34771, St Cloud, FL 34771
$949,900

3 beds

|

5 baths

|

2,866 sq ft

|

House

2744 NATURE VIEW RD, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
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.
Del Webb Sunbridge 2386 LILY BLOOM RD, ST CLOUD, FL, 34771, St Cloud, FL 34771
$399,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

2386 LILY BLOOM RD, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Arlington Ridge 4358 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748
$354,900

3 beds

|

2 baths

|

1,776 sq ft

|

House

4358 ANTIETAM CREEK TRL, LEESBURG, FL, 3...
Community: Arlington Ridge
Lake James 7914 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$399,000

2 beds

|

2 baths

|

1,925 sq ft

|

House

7914 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
The Timbers at Everlands 1887 CERULEAN DR, PALM BAY, FL, 32907, Palm Bay, FL 32907
$266,000

3 beds

|

2 baths

|

1,436 sq ft

|

Townhouse

1887 CERULEAN DR, PALM BAY, FL, 32907
Pelican Bay Daytona Beach 252 GULL DR, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$364,000

2 beds

|

3 baths

|

2,086 sq ft

|

House

252 GULL DR, DAYTONA BEACH, FL, 32119
Plantation at Leesburg 4704 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,900

3 beds

|

2 baths

|

2,155 sq ft

|

House

4704 RIVER RIDGE DR, LEESBURG, FL, 34748
Sullivan Ranch 21632 HIDDEN CRK, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$679,000

4 beds

|

4 baths

|

3,853 sq ft

|

House

21632 HIDDEN CRK, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Spruce Creek South 10767 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$239,900

3 beds

|

2 baths

|

1,690 sq ft

|

House

10767 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Stonecrest 12459 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$299,900

3 beds

|

2 baths

|

1,326 sq ft

|

House

12459 SE 176TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Del Webb Oasis 15162 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$880,000

2 beds

|

2 baths

|

2,049 sq ft

|

House

15162 CANOPY COVER DR, WINTER GARDEN, FL...
Community: Del Webb Oasis
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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