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Winter Park, FL 55+ active adult communities & homes for sale - Page 39

2,259 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
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
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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
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) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
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.
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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
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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
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Questions? Call us: (888) 625-4885
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
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 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
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 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) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 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
The Timbers at Everlands
$200ks - $500ks
The Timbers at Everlands, Palm Bay, FL
New Construction | 55+ age-restricted | Built 2023 - present | 450 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
Solivita 524 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$210,000

2 beds

|

2 baths

|

1,159 sq ft

|

Halfplex

524 GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Plantation Bay Golf & Country Club 1234 CROWN POINTE LN, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$550,000

3 beds

|

2 baths

|

1,926 sq ft

|

House

1234 CROWN POINTE LN, ORMOND BEACH, FL, ...
Venetian Bay 3377 CATERINA DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$829,000

4 beds

|

4 baths

|

3,882 sq ft

|

House

3377 CATERINA DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Plantation Bay Golf & Country Club 534 WINGSPAN DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$1,650,000

4 beds

|

4 baths

|

3,713 sq ft

|

House

534 WINGSPAN DR, ORMOND BEACH, FL, 32174
Plantation Bay Golf & Country Club 409 SEABROOK RD, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$479,900

3 beds

|

2 baths

|

2,153 sq ft

|

House

409 SEABROOK RD, ORMOND BEACH, FL, 32174
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 771 FENWICK LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$305,000

2 beds

|

2 baths

|

1,275 sq ft

|

House

771 FENWICK LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Gatherings of Lake Nona 7521 LAUREATE BLVD 5306, ORLANDO, FL, 32..., Orlando, FL 32827
$444,900

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7521 LAUREATE BLVD 5306, ORLANDO, FL, 32...
Heritage Hills 4052 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$400,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

4052 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 2558 CARRINGTON CT, THE VILLAGES, FL, 32..., The Villages, FL 32162
$285,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2558 CARRINGTON CT, THE VILLAGES, FL, 32...
Community: The Villages®
Venetian Bay 3359 W LOCANDA CIR, NEW SMYRNA BEACH, FL..., New Smyrna Beach, FL 32168
$749,000

4 beds

|

4 baths

|

3,045 sq ft

|

House

3359 W LOCANDA CIR, 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.
Vienna Square 1678 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$258,500

2 beds

|

2 baths

|

1,158 sq ft

|

House

1678 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
Cresswind at Victoria Gardens 314 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724
$525,000

4 beds

|

3 baths

|

2,528 sq ft

|

House

314 BELLINGRATH TER, DELAND, FL, 32724
The Villages® 9200 SE 179TH WESLEY ST, THE VILLAGES, F..., The Villages, FL 32162
$308,000

2 beds

|

2 baths

|

1,136 sq ft

|

House

9200 SE 179TH WESLEY ST, THE VILLAGES, F...
Community: The Villages®
The Villages® 2055 HYDRANGEA AVE, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,398 sq ft

|

Villa

2055 HYDRANGEA AVE, THE VILLAGES, FL, 32...
Community: The Villages®
Latitude Margaritaville 544 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$445,000

2 beds

|

2 baths

|

1,608 sq ft

|

Villa

544 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Latitude Margaritaville 896 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$595,000

2 beds

|

2 baths

|

1,563 sq ft

|

House

896 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Scottish Highlands 828 DUNDEE CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$220,000

3 beds

|

2 baths

|

2,189 sq ft

|

Condo

828 DUNDEE CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Sandpiper Golf & Country Club 6236 RAVEN RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$230,000

2 beds

|

2 baths

|

1,179 sq ft

|

House

6236 RAVEN RUN, LAKELAND, FL, 33809
Stonecrest 11972 SE 176TH PLACE RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$327,500

3 beds

|

2 baths

|

1,738 sq ft

|

House

11972 SE 176TH PLACE RD, SUMMERFIELD, FL...
Community: Stonecrest
Spruce Creek Country Club 9003 SE 118TH LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$339,900

2 beds

|

2 baths

|

1,850 sq ft

|

House

9003 SE 118TH LN, SUMMERFIELD, FL, 34491
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 10 RIVER POINT DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$449,000

2 beds

|

2 baths

|

1,828 sq ft

|

Townhouse

10 RIVER POINT DR, PALM COAST, FL, 32137
Community: Grand Haven
The Lakes at Harmony 3383 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$349,500

4 beds

|

2 baths

|

1,853 sq ft

|

House

3383 SAGEBRUSH ST, HARMONY, FL, 34773
The Villages® 17353 SE 76TH FLINTLOCK TER, THE VILLAGE..., The Villages, FL 32162
$284,900

2 beds

|

2 baths

|

1,388 sq ft

|

House

17353 SE 76TH FLINTLOCK TER, THE VILLAGE...
Community: The Villages®
Latitude Margaritaville 223 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$409,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

223 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...
The Villages® 3258 HOLLEY TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$448,000

4 beds

|

2 baths

|

2,028 sq ft

|

House

3258 HOLLEY TER, THE VILLAGES, FL, 32163
Community: The Villages®
Breakaway Trails 114 SHADOW CREEK WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$574,000

3 beds

|

3 baths

|

2,754 sq ft

|

House

114 SHADOW CREEK WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
Latitude Margaritaville 1002 SEA SHELL CT, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$495,000

3 beds

|

2 baths

|

1,848 sq ft

|

House

1002 SEA SHELL CT, DAYTONA BEACH, FL, 32...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 12767 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$329,000

3 beds

|

2 baths

|

1,720 sq ft

|

House

12767 SE 97TH TERRACE RD, SUMMERFIELD, F...
Harbor Hills Country Club 6053 SPINNAKER LOOP, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$617,500

3 beds

|

3 baths

|

3,024 sq ft

|

House

6053 SPINNAKER LOOP, LADY LAKE, FL, 3215...
Plantation at Leesburg 3544 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$319,900

3 beds

|

2 baths

|

1,856 sq ft

|

House

3544 MOUNT HOPE LOOP, 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.
Baytree 240 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$210,000

2 beds

|

2 baths

|

1,200 sq ft

|

Villa

240 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
Summer Trees 49 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$258,000

2 beds

|

2 baths

|

1,295 sq ft

|

House

49 CROOKED PINE RD, PORT ORANGE, FL, 321...
Community: Summer Trees
The Villages® 2679 LANTANA AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$539,000

3 beds

|

2 baths

|

1,966 sq ft

|

House

2679 LANTANA AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 258 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$298,000

2 beds

|

2 baths

|

1,130 sq ft

|

House

258 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Latitude Margaritaville 227 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$483,000

2 beds

|

2 baths

|

1,778 sq ft

|

House

227 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Venetian Bay 656 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$650,009

5 beds

|

4 baths

|

3,221 sq ft

|

House

656 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 2311 CRESTVIEW ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$405,000

3 beds

|

2 baths

|

1,602 sq ft

|

Villa

2311 CRESTVIEW ST, THE VILLAGES, FL, 321...
Community: The Villages®
Legacy of Leesburg 27106 GREENFLY ORCHID LN, LEESBURG, FL, ..., Leesburg, FL 34748
$289,900

3 beds

|

2 baths

|

1,541 sq ft

|

House

27106 GREENFLY ORCHID LN, LEESBURG, FL, ...
Community: Legacy of Leesburg
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Latitude Margaritaville 538 DAIQUIRI PL, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$374,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

538 DAIQUIRI PL, DAYTONA BEACH, FL, 3212...
Archers Mill 3295 ARCH AVE, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$584,900

4 beds

|

4 baths

|

2,787 sq ft

|

House

3295 ARCH AVE, ORMOND BEACH, FL, 32174
Community: Archers Mill
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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2,259 homes
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