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Winter Park, FL 55+ active adult communities & homes for sale - Page 11

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
Twin Lakes 5017 E FOUNTAINWOOD DR, SAINT CLOUD, FL,..., Saint Cloud, FL 34772
$425,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

5017 E FOUNTAINWOOD DR, SAINT CLOUD, FL,...
Community: Twin Lakes
Del Webb Sunbridge 2555 PINE PRESERVE CT, SAINT CLOUD, FL, ..., Saint Cloud, FL 34771
$925,000

3 beds

|

4 baths

|

2,828 sq ft

|

House

2555 PINE PRESERVE CT, SAINT CLOUD, FL, ...
Community: Del Webb Sunbridge
The Villages® 1619 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$214,500

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

1619 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
Kings Ridge 3707 FAIRFIELD DR, CLERMONT, FL, 34711, Clermont, FL 34711
$379,000

3 beds

|

2 baths

|

2,105 sq ft

|

House

3707 FAIRFIELD DR, CLERMONT, FL, 34711
Community: Kings Ridge
Del Webb Oasis 13545 PEARL BEACH ST, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$428,375

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

13545 PEARL BEACH ST, WINTER GARDEN, FL,...
Community: Del Webb Oasis
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The Villages® 1508 GIFFORD CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$395,000

3 beds

|

2 baths

|

1,554 sq ft

|

House

1508 GIFFORD CT, THE VILLAGES, FL, 32162
Community: The Villages®
Heritage Hills 3788 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$379,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3788 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Alhambra Villas Condominiums 217 N HILL AVE 20, DELAND, FL, 32724, Deland, FL 32724
$234,900

2 beds

|

2 baths

|

1,066 sq ft

|

Condo

217 N HILL AVE 20, DELAND, FL, 32724
Spruce Creek South 17903 SE 106TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,900

3 beds

|

2 baths

|

1,498 sq ft

|

House

17903 SE 106TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
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® 1159 ISLE OF PALMS PATH, THE VILLAGES, F..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

1,887 sq ft

|

House

1159 ISLE OF PALMS PATH, THE VILLAGES, F...
Community: The Villages®
The Villages® 2360 HOPESPRING LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$364,999

3 beds

|

2 baths

|

1,552 sq ft

|

House

2360 HOPESPRING LOOP, THE VILLAGES, FL, ...
Community: The Villages®
Plantation Bay Golf & Country Club 823 CREEKWOOD DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$570,000

3 beds

|

2 baths

|

1,762 sq ft

|

House

823 CREEKWOOD DR, ORMOND BEACH, FL, 3217...
Solivita 591 HIGHLANDS HAMMOCK DR, KISSIMMEE, FL,..., Kissimmee, FL 34759
$390,390

2 beds

|

2 baths

|

2,078 sq ft

|

House

591 HIGHLANDS HAMMOCK DR, KISSIMMEE, FL,...
Community: Solivita
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Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach 5 SKIMMER CIR, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$337,900

3 beds

|

3 baths

|

2,086 sq ft

|

House

5 SKIMMER CIR, DAYTONA BEACH, FL, 32119
Highland Lakes 5530 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$209,500

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

5530 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Spruce Creek South 17520 SE 95TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$190,000

2 beds

|

2 baths

|

1,008 sq ft

|

House

17520 SE 95TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Venetian Bay 3362 MARSILI AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$399,000

3 beds

|

2 baths

|

1,952 sq ft

|

House

3362 MARSILI AVE, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
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.
Pelican Bay Daytona Beach 157 WOODCOCK CT, DAYTONA BEACH, FL, 3211..., Daytona Beach, FL 32119
$354,499

3 beds

|

3 baths

|

2,137 sq ft

|

House

157 WOODCOCK CT, DAYTONA BEACH, FL, 3211...
Pelican Bay Daytona Beach 102 BLUE HERON DR A, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$198,000

2 beds

|

2 baths

|

1,237 sq ft

|

Condo

102 BLUE HERON DR A, DAYTONA BEACH, FL, ...
Plantation at Leesburg 25327 HIBISCUS ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$225,000

2 beds

|

2 baths

|

1,032 sq ft

|

House

25327 HIBISCUS ST, LEESBURG, FL, 34748
Royal Highlands 5430 SIR CHURCHILL DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$292,000

3 beds

|

2 baths

|

1,986 sq ft

|

House

5430 SIR CHURCHILL DR, LEESBURG, FL, 347...
Community: Royal Highlands
Want to learn more about 55+ communities in Winter Park? 55places can help!
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New Latitude Margaritaville 121 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$424,900

2 beds

|

2 baths

|

1,466 sq ft

|

Townhouse

121 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...
The Villages® 2169 SMOAKS ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$322,000

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

2169 SMOAKS ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 805 CAMELIA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$192,900

2 beds

|

2 baths

|

1,324 sq ft

|

Manufactured Home

805 CAMELIA CT, LADY LAKE, FL, 32159
Community: The Villages®
Arlington Ridge 27103 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$460,000

3 beds

|

2 baths

|

2,236 sq ft

|

House

27103 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
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 4911 DRAWDY CT, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$565,000

3 beds

|

2 baths

|

3,122 sq ft

|

House

4911 DRAWDY CT, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Del Webb Sunbridge 6129 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$494,999

3 beds

|

3 baths

|

2,077 sq ft

|

House

6129 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge
Spruce Creek South 17960 SE 108TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$249,900

3 beds

|

2 baths

|

1,570 sq ft

|

House

17960 SE 108TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Del Webb Minneola 2759 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715
$465,000

2 beds

|

2 baths

|

1,405 sq ft

|

House

2759 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
The Villages® 220 ESTRADA PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$264,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

220 ESTRADA PL, 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
Venetian Bay 668 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$669,138

5 beds

|

4 baths

|

3,221 sq ft

|

House

668 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Venetian Bay 672 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$624,684

4 beds

|

4 baths

|

2,748 sq ft

|

House

672 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Venetian Bay 673 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$729,384

6 beds

|

5 baths

|

4,181 sq ft

|

House

673 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
New The Villages® 510 TROY LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$399,900

3 beds

|

2 baths

|

1,692 sq ft

|

House

510 TROY LOOP, THE VILLAGES, FL, 32162
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® 1833 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$299,900

3 beds

|

3 baths

|

1,830 sq ft

|

House

1833 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 1135 EASLEY WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$365,000

2 beds

|

2 baths

|

1,210 sq ft

|

Villa

1135 EASLEY WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Arlington Ridge 27046 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$295,000

2 beds

|

2 baths

|

1,532 sq ft

|

House

27046 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Summer Trees 127 CYPRESS POND RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$249,850

3 beds

|

2 baths

|

1,426 sq ft

|

House

127 CYPRESS POND RD, PORT ORANGE, FL, 32...
Community: Summer Trees
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1258 DONALDS PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

1258 DONALDS PL, THE VILLAGES, FL, 32162
Community: The Villages®
Halifax Plantation 3404 REXFORD CIR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$739,900

3 beds

|

3 baths

|

2,586 sq ft

|

House

3404 REXFORD CIR, ORMOND BEACH, FL, 3217...
Community: Halifax Plantation

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