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Winter Park, FL 55+ active adult communities & homes for sale - Page 54

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
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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
Stonecrest 17306 SE 112TH CT RD, SUMMERFIELD, FL, 3..., Summerfield, FL 34491
$399,000

3 beds

|

2 baths

|

1,955 sq ft

|

House

17306 SE 112TH CT RD, SUMMERFIELD, FL, 3...
Community: Stonecrest
Stonecrest 17782 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$264,900

2 beds

|

2 baths

|

1,234 sq ft

|

Villa

17782 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 3374 CASTLEGATE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$270,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3374 CASTLEGATE CT, THE VILLAGES, FL, 32...
Community: The Villages®
Lakes of Mount Dora 8860 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$419,000

3 beds

|

2 baths

|

1,671 sq ft

|

House

8860 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Heritage Hills 3596 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$370,000

3 beds

|

2 baths

|

1,677 sq ft

|

House

3596 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Halifax Plantation 3078 SILVERMINES AVE, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$465,000

3 beds

|

2 baths

|

1,914 sq ft

|

House

3078 SILVERMINES AVE, ORMOND BEACH, FL, ...
Community: Halifax Plantation
Halifax Plantation 1318 ASHER CT, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$289,000

3 beds

|

2 baths

|

1,684 sq ft

|

House

1318 ASHER CT, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Solivita 1305 LOMBARDI CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$240,000

2 beds

|

2 baths

|

1,365 sq ft

|

House

1305 LOMBARDI CT, KISSIMMEE, FL, 34759
Community: Solivita
Solivita 861 BELLA VIANA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$415,000

2 beds

|

3 baths

|

2,379 sq ft

|

House

861 BELLA VIANA RD, KISSIMMEE, FL, 34759
Community: Solivita
Pennbrooke Fairways 127 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$153,000

2 beds

|

2 baths

|

1,086 sq ft

|

Manufactured Home

127 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
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.
Lake Ashton 4004 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$529,900

4 beds

|

3 baths

|

2,937 sq ft

|

House

4004 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Venetian Bay 3106 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$359,900

3 beds

|

2 baths

|

1,505 sq ft

|

House

3106 BORASSUS DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Arlington Ridge 26812 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748
$475,000

4 beds

|

3 baths

|

2,318 sq ft

|

House

26812 AUGUSTA SPRINGS CIR, LEESBURG, FL,...
Community: Arlington Ridge
Solivita 915 SAN RAPHAEL ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$590,000

4 beds

|

3 baths

|

3,110 sq ft

|

House

915 SAN RAPHAEL ST, POINCIANA, FL, 34759
Community: Solivita
Latitude Margaritaville 280 LAST MANGO DR, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$389,000

2 beds

|

2 baths

|

1,456 sq ft

|

Townhouse

280 LAST MANGO DR, DAYTONA BEACH, FL, 32...
The Villages® 16946 SE 93RD CUTHBERT CIR, THE VILLAGES..., The Villages, FL 32162
$429,000

3 beds

|

2 baths

|

2,002 sq ft

|

House

16946 SE 93RD CUTHBERT CIR, THE VILLAGES...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Sullivan Ranch 30101 BRETTON LOOP, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$669,900

4 beds

|

3 baths

|

3,452 sq ft

|

House

30101 BRETTON LOOP, MOUNT DORA, FL, 3275...
Community: Sullivan Ranch
Royal Highlands 4528 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,500

2 beds

|

2 baths

|

2,200 sq ft

|

House

4528 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
Grand Haven 455 RIVERFRONT DR A104, PALM COAST, FL, ..., Palm Coast, FL 32137
$974,000

3 beds

|

3 baths

|

2,167 sq ft

|

Condo

455 RIVERFRONT DR A104, PALM COAST, FL, ...
Community: Grand Haven
American Village 31 GREEN CIR, PALM COAST, FL, 32164, Palm Coast, FL 32164
$374,795

4 beds

|

2 baths

|

1,986 sq ft

|

House

31 GREEN CIR, PALM COAST, FL, 32164
Community: American Village
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® 1130 AVENIDA DE LAS CASAS, LADY LAKE, FL..., Lady Lake, FL 32159
$439,500

2 beds

|

3 baths

|

1,780 sq ft

|

House

1130 AVENIDA DE LAS CASAS, LADY LAKE, FL...
Community: The Villages®
Highland Fairways 2137 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$284,900

3 beds

|

2 baths

|

1,808 sq ft

|

House

2137 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
Spruce Creek Country Club 12176 SE 91ST AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$318,000

3 beds

|

2 baths

|

2,120 sq ft

|

House

12176 SE 91ST AVE, SUMMERFIELD, FL, 3449...
The Villages® 939 KOLLER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$457,777

3 beds

|

2 baths

|

1,880 sq ft

|

House

939 KOLLER CT, THE VILLAGES, FL, 32163
Community: The Villages®
Pennbrooke Fairways 615 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$82,999

1 beds

|

1 baths

|

490 sq ft

|

Manufactured Home

615 COTTAGE PARK LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 712 JASON DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$210,000

2 beds

|

2 baths

|

1,292 sq ft

|

Manufactured Home

712 JASON DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Country Club of Mount Dora 3016 ANDOVER CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$299,900

2 beds

|

2 baths

|

1,522 sq ft

|

House

3016 ANDOVER CT, MOUNT DORA, FL, 32757
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Royal Harbor 5138 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$359,900

3 beds

|

2 baths

|

1,889 sq ft

|

House

5138 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
The Villages® 870 HENDERSON LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$319,900

3 beds

|

2 baths

|

1,375 sq ft

|

House

870 HENDERSON LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation Bay Golf & Country Club 875 PINEWOOD DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$388,000

3 beds

|

3 baths

|

2,101 sq ft

|

Townhouse

875 PINEWOOD DR, ORMOND BEACH, FL, 32174
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® 3327 DALKEITH TER, THE VILLAGES, FL, 321..., The Villages, FL 32163
$435,000

3 beds

|

2 baths

|

2,124 sq ft

|

House

3327 DALKEITH TER, THE VILLAGES, FL, 321...
Community: The Villages®
Summer Trees 130 CYPRESS POND RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$269,750

3 beds

|

2 baths

|

1,363 sq ft

|

House

130 CYPRESS POND RD, PORT ORANGE, FL, 32...
Community: Summer Trees
Plantation at Leesburg 25273 LOST OAK CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$285,000

3 beds

|

2 baths

|

1,702 sq ft

|

House

25273 LOST OAK CIR, LEESBURG, FL, 34748
Breakaway Trails 94 SHADOWCREEK WAY, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$599,900

4 beds

|

3 baths

|

3,261 sq ft

|

House

94 SHADOWCREEK WAY, ORMOND BEACH, FL, 32...
Community: Breakaway Trails
The Villages® 1619 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$209,000

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

1619 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
Solivita 507 PRESIDO PARK PL, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$279,000

2 beds

|

2 baths

|

1,302 sq ft

|

House

507 PRESIDO PARK PL, KISSIMMEE, FL, 3475...
Community: Solivita
The Villages® 2054 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$639,500

3 beds

|

2 baths

|

2,312 sq ft

|

House

2054 PALO ALTO AVE, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1224 DUSTIN DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$239,900

2 beds

|

2 baths

|

912 sq ft

|

Manufactured Home

1224 DUSTIN DR, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Oasis 13846 FRESH IVY ST, WINTER GARDEN, FL, 3..., Winter Garden, FL 34787
$649,900

2 beds

|

3 baths

|

2,108 sq ft

|

House

13846 FRESH IVY ST, WINTER GARDEN, FL, 3...
Community: Del Webb Oasis
Stonecrest 17209 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$349,500

2 beds

|

2 baths

|

1,695 sq ft

|

House

17209 SE 115TH TERRACE RD, SUMMERFIELD, ...
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.

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