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Winter Park, FL 55+ active adult communities & homes for sale - Page 14

2,377 homes near Winter Park

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4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
5 rating (1 reviews) Plantation Bay Golf &...
$200Ks - $4Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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
$300Ks - $1Ms
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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.
5 rating (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Del Webb at Viera
$400Ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
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5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
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.
Halifax Plantation
$200Ks - $700Ks
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
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4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
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
The Country Club of Mount...
$200Ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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.
4.1 rating (9 reviews) Indian River Colony Club
$200Ks - $400Ks
Indian River Colony Club, Melbourne, FL
New and Resale | 55+ age-restricted | Built 1986 - present | 777 homes
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 reviews) Royal Harbor
$300Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
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1 rating (1 reviews) Sullivan Ranch
$200Ks - $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Highland Fairways
$100Ks - $300Ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
The Villages® 611 ALLENWOOD LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32162
$429,999

3 beds

|

2 baths

|

1,927 sq ft

|

House

611 ALLENWOOD LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 913 SOLEDAD WAY, THE VILLAGES, FL, 32159, The Villages, FL 32159
$469,000

3 beds

|

2 baths

|

1,982 sq ft

|

House

913 SOLEDAD WAY, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1881 SASSPARILLA WAY, THE VILLAGES, FL, ..., The Villages, FL 32162
$560,000

3 beds

|

2 baths

|

1,965 sq ft

|

House

1881 SASSPARILLA WAY, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 2117 ZARAGOZA PL, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$310,000

2 beds

|

2 baths

|

1,344 sq ft

|

House

2117 ZARAGOZA PL, THE VILLAGES, FL, 3215...
Community: The Villages®
Venetian Bay 354 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$329,999

2 beds

|

3 baths

|

1,837 sq ft

|

Townhouse

354 N AIRPORT RD, 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
The Villages® 776 ALCOTT AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$420,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

776 ALCOTT AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Highland Fairways 3245 PRAIRIE DUNES CIR, LAKELAND, FL, 33..., Lakeland, FL 33810
$234,500

2 beds

|

2 baths

|

1,045 sq ft

|

House

3245 PRAIRIE DUNES CIR, LAKELAND, FL, 33...
Community: Highland Fairways
Palms at Serenoa 3449 TWIN FLOWER CT, CLERMONT, FL, 34714, Clermont, FL 34714
$355,000

2 beds

|

2 baths

|

1,627 sq ft

|

House

3449 TWIN FLOWER CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
Heritage Isle 6641 RINGOLD ST, MELBOURNE, FL, 32940, Melbourne, FL 32940
$459,900

3 beds

|

2 baths

|

1,861 sq ft

|

House

6641 RINGOLD ST, MELBOURNE, FL, 32940
Community: Heritage Isle
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.
Breakaway Trails 8 WILD CREEK WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$750,000

5 beds

|

4 baths

|

3,367 sq ft

|

House

8 WILD CREEK WAY, ORMOND BEACH, FL, 3217...
Community: Breakaway Trails
New The Country Club of Mount Dora 6025 SPRING CREEK CT, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$309,900

2 beds

|

2 baths

|

1,541 sq ft

|

House

6025 SPRING CREEK CT, MOUNT DORA, FL, 32...
Venetian Bay 3106 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$370,000

3 beds

|

2 baths

|

1,505 sq ft

|

House

3106 BORASSUS DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
New The Villages® 16979 SE 81ST CHARLESFORT AVE, THE VILLA..., The Villages, FL 32162
$264,000

2 beds

|

2 baths

|

1,175 sq ft

|

House

16979 SE 81ST CHARLESFORT AVE, THE VILLA...
Community: The Villages®
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Colonnades 4850 SQUIRE HOLLOW DR, LAKELAND, FL, 338..., Lakeland, FL 33811
$280,000

2 beds

|

2 baths

|

1,664 sq ft

|

House

4850 SQUIRE HOLLOW DR, LAKELAND, FL, 338...
Community: Colonnades
The Villages® 3068 SPANISH MOSS WAY, THE VILLAGES, FL,..., The Villages, FL 32163
$810,000

3 beds

|

2 baths

|

2,309 sq ft

|

House

3068 SPANISH MOSS WAY, THE VILLAGES, FL,...
Community: The Villages®
VillageWalk at Lake Nona 12033 FORSYTHIA DR, ORLANDO, FL, 32827, Orlando, FL 32827
$473,000

3 beds

|

3 baths

|

1,830 sq ft

|

Townhouse

12033 FORSYTHIA DR, ORLANDO, FL, 32827
Cresswind at Victoria Gardens 1079 LINCOLNSHIRE DR, DELAND, FL, 32724, Deland, FL 32724
$369,900

2 beds

|

2 baths

|

1,651 sq ft

|

House

1079 LINCOLNSHIRE DR, DELAND, FL, 32724
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.
Cresswind at Victoria Gardens 1385 LONGLEY PL, DELAND, FL, 32724, Deland, FL 32724
$379,900

3 beds

|

2 baths

|

1,658 sq ft

|

House

1385 LONGLEY PL, DELAND, FL, 32724
The Villages® 9671 SE 168TH MAPLESONG LN, THE VILLAGES..., The Villages, FL 32162
$335,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

9671 SE 168TH MAPLESONG LN, THE VILLAGES...
Community: The Villages®
The Villages® 17394 SE 72ND DEER RUN AVE, THE VILLAGES..., The Villages, FL 32162
$399,995

3 beds

|

2 baths

|

2,002 sq ft

|

House

17394 SE 72ND DEER RUN AVE, THE VILLAGES...
Community: The Villages®
The Villages® 7399 SE 169TH COTE LOOP, THE VILLAGES, F..., The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,635 sq ft

|

Villa

7399 SE 169TH COTE LOOP, THE VILLAGES, F...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 515 LOMA PASEO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$525,000

3 beds

|

2 baths

|

2,322 sq ft

|

House

515 LOMA PASEO DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 3091 YODER DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$900,000

3 beds

|

2 baths

|

2,070 sq ft

|

House

3091 YODER DR, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 3203 ISLAWILD WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$385,000

3 beds

|

2 baths

|

1,542 sq ft

|

House

3203 ISLAWILD WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Esplanade at Highland Ranch 1038 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715
$635,000

3 beds

|

3 baths

|

2,287 sq ft

|

House

1038 TIMBERVALE TRL, CLERMONT, FL, 34715
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.
Breakaway Trails 10 CARRIAGE CREEK WAY, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$379,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

10 CARRIAGE CREEK WAY, ORMOND BEACH, FL,...
Community: Breakaway Trails
The Villages® 1797 PAMPLICO CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$499,000

3 beds

|

2 baths

|

1,887 sq ft

|

House

1797 PAMPLICO CT, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 3759 ORIENT AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$449,900

3 beds

|

2 baths

|

1,930 sq ft

|

House

3759 ORIENT AVE, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 4280 CANOVA DRANEY LOOP, THE VILLAGES, F..., The Villages, FL 32163
$369,000

3 beds

|

2 baths

|

1,496 sq ft

|

House

4280 CANOVA DRANEY LOOP, THE VILLAGES, F...
Community: The Villages®
Plantation Bay Golf & Country Club 1169 KILKENNY LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$405,000

3 beds

|

2 baths

|

1,910 sq ft

|

House

1169 KILKENNY LN, ORMOND BEACH, FL, 3217...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1988 DOVE HOLLOW RUN, THE VILLAGES, FL, ..., The Villages, FL 32162
$925,000

4 beds

|

2 baths

|

2,544 sq ft

|

House

1988 DOVE HOLLOW RUN, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 2473 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$345,000

3 beds

|

2 baths

|

1,463 sq ft

|

House

2473 BUTTONWOOD RUN, THE VILLAGES, FL, 3...
Community: The Villages®
Spruce Creek South 10035 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$239,000

2 beds

|

2 baths

|

1,359 sq ft

|

Villa

10035 SE 175TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Del Webb Orlando 613 CANTABRIA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,900

2 beds

|

2 baths

|

1,831 sq ft

|

House

613 CANTABRIA DR, 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.
Del Webb Orlando 710 ASTURIAS RD, DAVENPORT, FL, 33837, Davenport, FL 33837
$434,900

2 beds

|

2 baths

|

2,080 sq ft

|

House

710 ASTURIAS RD, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Plantation Bay Golf & Country Club 596 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$710,000

3 beds

|

2 baths

|

2,608 sq ft

|

House

596 ALDENHAM LN, ORMOND BEACH, FL, 32174
Del Webb Orlando 536 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$309,900

3 beds

|

2 baths

|

1,508 sq ft

|

House

536 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Del Webb Orlando 336 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,900

3 beds

|

3 baths

|

2,086 sq ft

|

House

336 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 2304 FRINGE TREE TRL, THE VILLAGES, FL, ..., The Villages, FL 32162
$569,000

3 beds

|

2 baths

|

1,939 sq ft

|

House

2304 FRINGE TREE TRL, THE VILLAGES, FL, ...
Community: The Villages®
Heritage - The Cottages of Sanders Grove 28027 CYPRESS SPRINGS LOOP, OKAHUMPKA, F..., Okahumpka, FL 34762
$295,000

3 beds

|

2 baths

|

1,451 sq ft

|

House

28027 CYPRESS SPRINGS LOOP, OKAHUMPKA, F...

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2,377 homes
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