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Winter Park, FL 55+ active adult communities & homes for sale - Page 51

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
Spring Lake Towers 700 MIRROR TER 505, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$139,400

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 505, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Highland Lakes 26755 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$189,900

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

26755 CASH CT, LEESBURG, FL, 34748
Community: Highland Lakes
Heritage Hills 3596 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$395,900

3 beds

|

2 baths

|

1,677 sq ft

|

House

3596 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
Esplanade at Highland Ranch 2602 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$389,500

2 beds

|

2 baths

|

1,732 sq ft

|

House

2602 STARGRASS CIR, CLERMONT, FL, 34715
Highland Lakes 6404 TILDON CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$285,000

3 beds

|

2 baths

|

1,814 sq ft

|

House

6404 TILDON CT, LEESBURG, FL, 34748
Community: Highland Lakes
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Del Webb Minneola 1393 ZESTY CITRUS LN, MINNEOLA, FL, 3471..., Minneola, FL 34715
$899,000

4 beds

|

4 baths

|

3,108 sq ft

|

House

1393 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Vienna Square 2470 SALZBURG LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$280,000

3 beds

|

2 baths

|

1,935 sq ft

|

House

2470 SALZBURG LOOP, WINTER HAVEN, FL, 33...
Community: Vienna Square
Foxwood Lake Estates 1758 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$179,000

3 beds

|

2 baths

|

1,056 sq ft

|

Manufactured Home

1758 FOX HILL DR, LAKELAND, FL, 33810
The Villages® 438 SAN PEDRO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$250,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

438 SAN PEDRO DR, LADY LAKE, FL, 32159
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.
Grand Haven 14 IBIS CT, PALM COAST, FL, 32137, Palm Coast, FL 32137
$475,000

3 beds

|

2 baths

|

2,043 sq ft

|

House

14 IBIS CT, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 1727 HILTON HEAD BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$210,000

2 beds

|

2 baths

|

1,180 sq ft

|

Manufactured Home

1727 HILTON HEAD BLVD, LADY LAKE, FL, 32...
Community: The Villages®
Solivita 531 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$449,000

3 beds

|

3 baths

|

2,307 sq ft

|

House

531 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
Pelican Bay Daytona Beach 513 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$488,000

3 beds

|

3 baths

|

2,256 sq ft

|

House

513 PELICAN BAY DR, DAYTONA BEACH, FL, 3...
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Spruce Creek Country Club 13026 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$449,999

2 beds

|

3 baths

|

2,722 sq ft

|

House

13026 SE 97TH TERRACE RD, SUMMERFIELD, F...
Lake Ashton 4480 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$296,500

2 beds

|

2 baths

|

1,523 sq ft

|

House

4480 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Del Webb Minneola 2534 DEL WEBB DR, MINNEOLA, FL, 34715, Minneola, FL 34715
$731,840

3 beds

|

3 baths

|

2,898 sq ft

|

House

2534 DEL WEBB DR, MINNEOLA, FL, 34715
Community: Del Webb Minneola
Grand Haven 215 WILLOW OAK WAY, PALM COAST, FL, 3213..., Palm Coast, FL 32137
$975,000

3 beds

|

3 baths

|

2,584 sq ft

|

House

215 WILLOW OAK WAY, PALM COAST, FL, 3213...
Community: Grand Haven
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.
Highland Fairways 2137 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$315,000

3 beds

|

2 baths

|

1,808 sq ft

|

House

2137 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
Spring Lake Towers 700 MIRROR TER 303, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$119,900

2 beds

|

2 baths

|

1,029 sq ft

|

Condo

700 MIRROR TER 303, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Royal Highlands 21849 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$449,500

3 beds

|

2 baths

|

2,074 sq ft

|

House

21849 TARTAN ST, LEESBURG, FL, 34748
Community: Royal Highlands
Solivita 130 PRIMA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$407,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

130 PRIMA DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Solivita 428 BEL AIR WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$419,900

2 beds

|

2 baths

|

2,023 sq ft

|

House

428 BEL AIR WAY, KISSIMMEE, FL, 34759
Community: Solivita
Grand Haven 30 LAKESIDE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$650,000

3 beds

|

3 baths

|

2,246 sq ft

|

House

30 LAKESIDE DR, PALM COAST, FL, 32137
Community: Grand Haven
Trilogy® Orlando 112 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$299,000

2 beds

|

2 baths

|

1,556 sq ft

|

House

112 FLAME VINE WAY, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Latitude Margaritaville 280 LAST MANGO DR, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$409,900

2 beds

|

2 baths

|

1,456 sq ft

|

Villa

280 LAST MANGO DR, DAYTONA BEACH, FL, 32...
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.
Twin Lakes 2557 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$345,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2557 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Gatherings of Lake Nona 7573 LAUREATE BLVD UNIT 1305, ORLANDO, F..., Orlando, FL 32827
$449,995

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7573 LAUREATE BLVD UNIT 1305, ORLANDO, F...
Oakview 1585 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$199,900

2 beds

|

2 baths

|

1,186 sq ft

|

Villa

1585 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
The Villages® 12406 NE 50TH VW, OXFORD, FL, 34484, Oxford, FL 34484
$285,000

4 beds

|

4 baths

|

2,096 sq ft

|

House

12406 NE 50TH VW, OXFORD, FL, 34484
Community: The Villages®
Venetian Bay 513 LUNA BELLA LN, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$774,999

4 beds

|

3 baths

|

2,900 sq ft

|

House

513 LUNA BELLA LN, 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
Pelican Bay Daytona Beach 101 BOB WHITE CT APT 1, DAYTONA BEACH, F..., Daytona Beach, FL 32119
$199,900

3 beds

|

3 baths

|

1,527 sq ft

|

Condo

101 BOB WHITE CT APT 1, DAYTONA BEACH, F...
Arlington Ridge 26689 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$384,999

3 beds

|

2 baths

|

1,725 sq ft

|

House

26689 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
Indian River Colony Club 1317 INDEPENDENCE AVE, MELBOURNE, FL, 32..., Melbourne, FL 32940
$360,000

2 beds

|

2 baths

|

1,852 sq ft

|

House

1317 INDEPENDENCE AVE, MELBOURNE, FL, 32...
Solivita 784 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$250,000

2 beds

|

2 baths

|

1,278 sq ft

|

House

784 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
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.
Summer Trees 89 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$255,500

2 beds

|

2 baths

|

1,010 sq ft

|

House

89 CROOKED PINE RD, PORT ORANGE, FL, 321...
Community: Summer Trees
Arlington Ridge 4314 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$335,000

3 beds

|

2 baths

|

1,824 sq ft

|

House

4314 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Spruce Creek South 17515 SE 96TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$265,000

3 beds

|

2 baths

|

1,450 sq ft

|

House

17515 SE 96TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Halifax Plantation 1480 KILRUSH DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$664,000

4 beds

|

3 baths

|

2,788 sq ft

|

House

1480 KILRUSH DR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Sunbridge 3013 CHERRY BLOSSOM LOOP, SAINT CLOUD, F..., Saint Cloud, FL 34771
$360,000

3 beds

|

2 baths

|

1,584 sq ft

|

House

3013 CHERRY BLOSSOM LOOP, SAINT CLOUD, F...
Community: Del Webb Sunbridge
Cresswind at Victoria Gardens 600 GARDEN CLUB DR, DELAND, FL, 32724, Deland, FL 32724
$554,900

4 beds

|

3 baths

|

2,569 sq ft

|

House

600 GARDEN CLUB DR, DELAND, FL, 32724

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2,377 homes
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