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Winter Park, FL 55+ active adult communities & homes for sale - Page 28

2,398 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 - $3Ms
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
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 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) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - 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
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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
$200Ks - $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® 1675 WESTMINSTER CT, THE VILLAGES, FL, 3..., The Villages, FL 32162
$384,247

3 beds

|

2 baths

|

1,587 sq ft

|

House

1675 WESTMINSTER CT, THE VILLAGES, FL, 3...
Community: The Villages®
New Grand Haven 46 SHINNECOCK DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$529,000

3 beds

|

2 baths

|

1,883 sq ft

|

House

46 SHINNECOCK DR, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 144 COSTA MESA DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$339,900

3 beds

|

2 baths

|

2,046 sq ft

|

House

144 COSTA MESA DR, LADY LAKE, FL, 32159
Community: The Villages®
Grand Haven 21 N VILLAGE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$509,000

3 beds

|

2 baths

|

2,289 sq ft

|

House

21 N VILLAGE DR, PALM COAST, FL, 32137
Community: Grand Haven
Latitude Margaritaville 317 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$358,900

2 beds

|

2 baths

|

1,160 sq ft

|

House

317 POP TOP LN, DAYTONA BEACH, FL, 32124
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Plantation at Leesburg 25333 RIVER CREST DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$264,000

3 beds

|

2 baths

|

1,737 sq ft

|

House

25333 RIVER CREST DR, LEESBURG, FL, 3474...
The Villages® 8089 SE 174TH BELHAVEN LOOP, THE VILLAGE..., The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

8089 SE 174TH BELHAVEN LOOP, THE VILLAGE...
Community: The Villages®
Royal Harbor 5446 SEA LEOPARD ST, TAVARES, FL, 32778, Tavares, FL 32778
$359,000

2 beds

|

2 baths

|

1,848 sq ft

|

House

5446 SEA LEOPARD ST, TAVARES, FL, 32778
Community: Royal Harbor
Del Webb Oasis 13562 PEARL BEACH ST, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$435,000

2 beds

|

2 baths

|

1,574 sq ft

|

Villa

13562 PEARL BEACH ST, WINTER GARDEN, FL,...
Community: Del Webb Oasis
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.
Plantation Bay Golf & Country Club 829 PINEWOOD DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$399,900

3 beds

|

3 baths

|

2,101 sq ft

|

Townhouse

829 PINEWOOD DR, ORMOND BEACH, FL, 32174
Spruce Creek Country Club 11800 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$259,500

2 beds

|

2 baths

|

1,346 sq ft

|

House

11800 SE 91ST CIR, SUMMERFIELD, FL, 3449...
The Villages® 2372 TRAVIS PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$305,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

2372 TRAVIS PL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 518 ALCAZAR CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$269,000

2 beds

|

2 baths

|

1,383 sq ft

|

House

518 ALCAZAR CT, THE VILLAGES, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Kings Ridge 2225 ELVERSON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$379,000

3 beds

|

2 baths

|

1,892 sq ft

|

House

2225 ELVERSON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Spruce Creek Country Club 13089 SE 86TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$319,000

2 beds

|

2 baths

|

1,870 sq ft

|

House

13089 SE 86TH CT, SUMMERFIELD, FL, 34491
Venetian Bay 3304 MODENA WAY, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$649,000

3 beds

|

2 baths

|

2,147 sq ft

|

House

3304 MODENA WAY, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Del Webb Orlando 210 TOMELLOSO WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$415,000

3 beds

|

3 baths

|

2,004 sq ft

|

House

210 TOMELLOSO WAY, 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.
Latitude Margaritaville 298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$624,900

2 beds

|

3 baths

|

2,158 sq ft

|

House

298 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Royal Harbor 3370 SAINT LUCIA CT, TAVARES, FL, 32778, Tavares, FL 32778
$374,900

3 beds

|

2 baths

|

1,893 sq ft

|

House

3370 SAINT LUCIA CT, TAVARES, FL, 32778
Community: Royal Harbor
Plantation at Leesburg 5305 INGLESIDE, LEESBURG, FL, 34748, Leesburg, FL 34748
$175,000

2 beds

|

2 baths

|

1,220 sq ft

|

Manufactured Home

5305 INGLESIDE, LEESBURG, FL, 34748
Del Webb Sunbridge 2793 NATURE VIEW RD, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$665,000

4 beds

|

3 baths

|

2,761 sq ft

|

House

2793 NATURE VIEW RD, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Latitude Margaritaville 324 LOW TIDE LN, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$519,400

3 beds

|

2 baths

|

1,862 sq ft

|

House

324 LOW TIDE LN, DAYTONA BEACH, FL, 3212...
Harbor Hills Country Club 5132 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$734,900

3 beds

|

2 baths

|

2,466 sq ft

|

House

5132 GREENS DR, LADY LAKE, FL, 32159
Royal Harbor 4954 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$320,000

3 beds

|

2 baths

|

1,489 sq ft

|

House

4954 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
VillageWalk at Lake Nona 12232 PESCARA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$454,900

3 beds

|

2 baths

|

1,708 sq ft

|

Villa

12232 PESCARA LN, ORLANDO, FL, 32827
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.
Plantation at Leesburg 25300 HIBISCUS ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,000

2 beds

|

2 baths

|

1,097 sq ft

|

House

25300 HIBISCUS ST, LEESBURG, FL, 34748
Solivita 217 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$455,000

3 beds

|

3 baths

|

2,319 sq ft

|

House

217 SORRENTO RD, KISSIMMEE, FL, 34759
Community: Solivita
Latitude Margaritaville 631 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$424,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

631 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Latitude Margaritaville 221 ISLAND BREEZE AVE, DAYTONA BEACH, FL..., Daytona Beach, FL 32124
$455,000

2 beds

|

2 baths

|

1,503 sq ft

|

House

221 ISLAND BREEZE AVE, DAYTONA BEACH, FL...
Latitude Margaritaville 134 SALT SHAKER ST, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$449,900

2 beds

|

2 baths

|

1,563 sq ft

|

House

134 SALT SHAKER ST, DAYTONA BEACH, FL, 3...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Lake James 7991 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$475,000

2 beds

|

2 baths

|

1,890 sq ft

|

House

7991 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
New The Villages® 5885 FLINT LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$799,900

3 beds

|

3 baths

|

1,977 sq ft

|

House

5885 FLINT LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
New The Villages® 5107 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$419,900

4 beds

|

3 baths

|

1,910 sq ft

|

House

5107 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
New Twin Lakes 2302 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$327,500

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2302 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
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.
Latitude Margaritaville 913 BAMA BREEZE DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$473,500

2 beds

|

2 baths

|

1,558 sq ft

|

House

913 BAMA BREEZE DR, DAYTONA BEACH, FL, 3...
Solivita 141 LEMON GROVE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$659,900

4 beds

|

5 baths

|

2,917 sq ft

|

House

141 LEMON GROVE DR, KISSIMMEE, FL, 34759
Community: Solivita
Plantation at Leesburg 24515 BOCAGE WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$367,000

3 beds

|

3 baths

|

2,204 sq ft

|

House

24515 BOCAGE WAY, LEESBURG, FL, 34748
Latitude Margaritaville 208 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$434,500

2 beds

|

2 baths

|

1,482 sq ft

|

House

208 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Harbor Hills Country Club 5066 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$649,000

4 beds

|

3 baths

|

2,544 sq ft

|

House

5066 GREENS DR, LADY LAKE, FL, 32159
Venetian Bay 3560 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$649,999

3 beds

|

2 baths

|

2,067 sq ft

|

House

3560 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay

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2,398 homes
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