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Winter Park, FL 55+ active adult communities & homes for sale - Page 16

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
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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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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
Esplanade at Highland Ranch 1192 ESPERANZA RIDGE RD, CLERMONT, FL, 3..., Clermont, FL 34715
$575,000

2 beds

|

3 baths

|

2,356 sq ft

|

House

1192 ESPERANZA RIDGE RD, CLERMONT, FL, 3...
Plantation at Leesburg 4724 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$405,000

3 beds

|

3 baths

|

3,221 sq ft

|

House

4724 SABLE RIDGE CT, LEESBURG, FL, 34748
The Villages® 17637 SE 80TH ALTAMAHA CT, THE VILLAGES,..., The Villages, FL 32162
$317,850

3 beds

|

2 baths

|

1,392 sq ft

|

House

17637 SE 80TH ALTAMAHA CT, THE VILLAGES,...
Community: The Villages®
Spruce Creek Country Club 8660 SE 140TH PLACE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$239,000

2 beds

|

2 baths

|

1,136 sq ft

|

House

8660 SE 140TH PLACE RD, SUMMERFIELD, FL,...
Carillon Lakes 4175 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$379,950

3 beds

|

3 baths

|

1,847 sq ft

|

House

4175 WINDCHIME LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Bridgewater at Viera 2263 GREAT BELT CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940
$589,900

4 beds

|

3 baths

|

2,014 sq ft

|

House

2263 GREAT BELT CIR, MELBOURNE, FL, 3294...
The Villages® 3725 SUGARBERRY LN, THE VILLAGES, FL, 32..., The Villages, FL 32163
$399,900

3 beds

|

2 baths

|

1,633 sq ft

|

Villa

3725 SUGARBERRY LN, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 2259 MARGARITA DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$324,900

2 beds

|

2 baths

|

1,248 sq ft

|

House

2259 MARGARITA DR, THE VILLAGES, FL, 321...
Community: The Villages®
Lake Henry Estates 679 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$249,000

2 beds

|

2 baths

|

1,691 sq ft

|

House

679 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Del Webb Orlando 516 LAGO LOOP, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,900

3 beds

|

2 baths

|

1,693 sq ft

|

House

516 LAGO LOOP, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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 8582 SE 133RD LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$259,000

2 beds

|

2 baths

|

1,575 sq ft

|

House

8582 SE 133RD LN, SUMMERFIELD, FL, 34491
The Villages® 1666 SUMMERCHASE LOOP, THE VILLAGES, FL,..., The Villages, FL 32162
$339,900

2 beds

|

2 baths

|

1,152 sq ft

|

Villa

1666 SUMMERCHASE LOOP, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 728 RIVERA RD, THE VILLAGES, FL, 32159, The Villages, FL 32159
$335,000

3 beds

|

2 baths

|

1,491 sq ft

|

House

728 RIVERA RD, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 979 SMYRNA ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$335,000

2 beds

|

2 baths

|

1,158 sq ft

|

Villa

979 SMYRNA ST, THE VILLAGES, FL, 32162
Community: The Villages®
Sullivan Ranch 20934 SULLIVAN RANCH BLVD, MOUNT DORA, F..., Mount Dora, FL 32757
$365,000

3 beds

|

2 baths

|

1,440 sq ft

|

House

20934 SULLIVAN RANCH BLVD, MOUNT DORA, F...
Community: Sullivan Ranch
American Village 11 GREEN CIR, PALM COAST, FL, 32164, Palm Coast, FL 32164
$344,900

3 beds

|

2 baths

|

1,870 sq ft

|

House

11 GREEN CIR, PALM COAST, FL, 32164
Community: American Village
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Plantation Bay Golf & Country Club 1272 ROYAL POINTE LN, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$485,000

3 beds

|

2 baths

|

2,338 sq ft

|

House

1272 ROYAL POINTE LN, ORMOND BEACH, FL, ...
The Villages® 111 WINTERBERRY AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785
$148,500

2 beds

|

2 baths

|

960 sq ft

|

Manufactured Home

111 WINTERBERRY AVE, WILDWOOD, FL, 34785
Community: The Villages®
Latitude Margaritaville 224 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$367,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

224 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Lake Henry Estates 510 EASTLAKE DR, HAINES CITY, FL, 33844, Haines City, FL 33844
$263,900

2 beds

|

2 baths

|

1,608 sq ft

|

House

510 EASTLAKE DR, HAINES CITY, FL, 33844
Community: Lake Henry Estates
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® 907 ORCHID ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$215,000

3 beds

|

3 baths

|

1,698 sq ft

|

Manufactured Home

907 ORCHID ST, THE VILLAGES, FL, 32159
Community: The Villages®
Kings Ridge 3714 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$345,000

3 beds

|

2 baths

|

1,485 sq ft

|

House

3714 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 672 RICHLAND RD, THE VILLAGES, FL, 32162, The Villages, FL 32162
$272,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

672 RICHLAND RD, THE VILLAGES, FL, 32162
Community: The Villages®
Solivita 730 VILLA PARK RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$329,000

2 beds

|

3 baths

|

1,899 sq ft

|

House

730 VILLA PARK RD, POINCIANA, FL, 34759
Community: Solivita
Venetian Bay 3398 LEONARDO LN, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$524,900

3 beds

|

2 baths

|

1,974 sq ft

|

House

3398 LEONARDO LN, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 430 CALVERT TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$359,900

3 beds

|

2 baths

|

1,558 sq ft

|

Villa

430 CALVERT TER, THE VILLAGES, FL, 32162
Community: The Villages®
Plantation Bay Golf & Country Club 1237 HAMPSTEAD LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$532,900

3 beds

|

2 baths

|

2,109 sq ft

|

House

1237 HAMPSTEAD LN, ORMOND BEACH, FL, 321...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach 648 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$409,999

3 beds

|

2 baths

|

2,216 sq ft

|

House

648 PELICAN BAY DR, DAYTONA BEACH, FL, 3...
Alamanda Key 415 LORELEI AVE, MELBOURNE, FL, 32901, Melbourne, FL 32901
$469,000

3 beds

|

2 baths

|

1,766 sq ft

|

House

415 LORELEI AVE, MELBOURNE, FL, 32901
Community: Alamanda Key
The Villages® 2091 DIPPER LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$465,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

2091 DIPPER LOOP, THE VILLAGES, FL, 3216...
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® 1311 OPORTO DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$465,000

3 beds

|

2 baths

|

2,260 sq ft

|

House

1311 OPORTO DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 288 STARR LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$274,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

288 STARR LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 5819 WHITE IBIS RUN, THE VILLAGES, FL, 3..., The Villages, FL 32163
$649,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

5819 WHITE IBIS RUN, THE VILLAGES, FL, 3...
Community: The Villages®
Harbor Hills Country Club 6020 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$419,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

6020 TOPSAIL RD, LADY LAKE, FL, 32159
The Villages® 2343 PINE RIDGE ST, THE VILLAGES, FL, 32..., The Villages, FL 32162
$275,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2343 PINE RIDGE ST, THE VILLAGES, FL, 32...
Community: The Villages®
Legacy of Leesburg 27545 DISCOVER CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,900

2 beds

|

2 baths

|

1,600 sq ft

|

House

27545 DISCOVER CT, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Stonecrest 12323 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$299,900

3 beds

|

2 baths

|

1,613 sq ft

|

House

12323 SE 176TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Pennbrooke Fairways 32744 WESTWOOD LOOP, LEESBURG, FL, 34748, Leesburg, FL 34748
$204,247

2 beds

|

2 baths

|

1,232 sq ft

|

House

32744 WESTWOOD LOOP, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Trilogy® Orlando 364 SALT MARSH LN, GROVELAND, FL, 34736, Groveland, FL 34736
$625,000

3 beds

|

4 baths

|

2,551 sq ft

|

House

364 SALT MARSH LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Plantation Bay Golf & Country Club 41 MAGNOLIA DR 41, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$274,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

41 MAGNOLIA DR 41, ORMOND BEACH, FL, 321...
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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