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Winter Park, FL 55+ active adult communities & homes for sale - Page 58

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
Fountain View 1324 MORNING WALK DR, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$389,900

4 beds

|

2 baths

|

1,882 sq ft

|

House

1324 MORNING WALK DR, ORMOND BEACH, FL, ...
Community: Fountain View
Grand Haven 2 CHINIER ST, PALM COAST, FL, 32137, Palm Coast, FL 32137
$725,000

4 beds

|

3 baths

|

2,729 sq ft

|

House

2 CHINIER ST, PALM COAST, FL, 32137
Community: Grand Haven
Royal Harbor 5837 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778
$315,000

3 beds

|

2 baths

|

1,900 sq ft

|

House

5837 BOUNTY CIR, TAVARES, FL, 32778
Community: Royal Harbor
Pennbrooke Fairways 32218 SWEET BRIAR CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,272 sq ft

|

House

32218 SWEET BRIAR CT, LEESBURG, FL, 3474...
Community: Pennbrooke Fairways
Arlington Ridge 26807 BULL RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,900

2 beds

|

2 baths

|

1,962 sq ft

|

House

26807 BULL RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
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Solivita 861 BELLA VIANA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$429,000

2 beds

|

3 baths

|

2,379 sq ft

|

House

861 BELLA VIANA RD, KISSIMMEE, FL, 34759
Community: Solivita
Carlsberg Estates on Lake Suzanne 260 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$229,900

2 beds

|

2 baths

|

1,321 sq ft

|

House

260 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Lake Ashton 4004 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$579,900

4 beds

|

3 baths

|

2,937 sq ft

|

House

4004 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Colonnades 4829 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$262,500

2 beds

|

2 baths

|

1,182 sq ft

|

House

4829 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
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.
Pennbrooke Fairways 615 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$99,900

1 beds

|

1 baths

|

490 sq ft

|

Manufactured Home

615 COTTAGE PARK LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Alhambra Villas Condominiums 201 N HILL AVE 150, DELAND, FL, 32724, Deland, FL 32724
$199,900

2 beds

|

2 baths

|

1,090 sq ft

|

Condo

201 N HILL AVE 150, DELAND, FL, 32724
Spruce Creek Country Club 13822 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$267,500

2 beds

|

2 baths

|

1,540 sq ft

|

House

13822 SE 85TH CIR, SUMMERFIELD, FL, 3449...
Solivita 159 VENTANA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$325,000

3 beds

|

2 baths

|

1,813 sq ft

|

House

159 VENTANA DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 3812 NOTTINGHAM LOOP, THE VILLAGES, FL, ..., The Villages, FL 32163
$415,000

3 beds

|

2 baths

|

1,559 sq ft

|

House

3812 NOTTINGHAM LOOP, THE VILLAGES, FL, ...
Community: The Villages®
Lake Ashton 3834 LITCHFIELD LOOP, LAKE WALES, FL, 33..., Lake Wales, FL 33859
$599,900

2 beds

|

2 baths

|

1,792 sq ft

|

House

3834 LITCHFIELD LOOP, LAKE WALES, FL, 33...
Community: Lake Ashton
The Villages® 4908 NE 123RD LN, OXFORD, FL, 34484, Oxford, FL 34484
$299,900

4 beds

|

4 baths

|

1,912 sq ft

|

House

4908 NE 123RD LN, OXFORD, FL, 34484
Community: The Villages®
Silver Lakes 6341 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$290,000

3 beds

|

2 baths

|

1,637 sq ft

|

House

6341 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver 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.
Lake Ashton 4489 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$319,000

2 beds

|

2 baths

|

1,530 sq ft

|

House

4489 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Legacy of Leesburg 27437 DESERT ROSE CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$399,999

3 beds

|

2 baths

|

2,115 sq ft

|

House

27437 DESERT ROSE CT, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
The Villages® 15102 SANDALWOOD DR # 102, WILDWOOD, FL,..., Wildwood, FL 34785
$169,000

3 beds

|

2 baths

|

1,474 sq ft

|

Condo

15102 SANDALWOOD DR # 102, WILDWOOD, FL,...
Community: The Villages®
Twin Lakes 2516 PICKETT AVE, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$519,000

3 beds

|

3 baths

|

2,208 sq ft

|

House

2516 PICKETT AVE, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
American Village 31 GREEN CIR, PALM COAST, FL, 32164, Palm Coast, FL 32164
$396,990

4 beds

|

2 baths

|

1,986 sq ft

|

House

31 GREEN CIR, PALM COAST, FL, 32164
Community: American Village
Plantation at Leesburg 3606 MULBERRY GROVE LOOP, LEESBURG, FL, ..., Leesburg, FL 34748
$474,500

3 beds

|

3 baths

|

2,664 sq ft

|

House

3606 MULBERRY GROVE LOOP, LEESBURG, FL, ...
The Villages® 13103 SANDALWOOD DR # 13103, WILDWOOD, F..., Wildwood, FL 34785
$116,000

2 beds

|

1 baths

|

1,000 sq ft

|

Condo

13103 SANDALWOOD DR # 13103, WILDWOOD, F...
Community: The Villages®
The Villages® 1737 LAUREN LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$339,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1737 LAUREN LN, 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.
Solivita 555 PRESIDO PARK PL, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$299,900

3 beds

|

2 baths

|

1,610 sq ft

|

House

555 PRESIDO PARK PL, KISSIMMEE, FL, 3475...
Community: Solivita
The Villages® 4406 CREIGHTON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$799,900

3 beds

|

2 baths

|

2,061 sq ft

|

House

4406 CREIGHTON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Stonecrest 17867 SE 115TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$335,000

3 beds

|

2 baths

|

1,597 sq ft

|

House

17867 SE 115TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Country Club of Mount Dora 1521 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$688,850

3 beds

|

3 baths

|

3,028 sq ft

|

House

1521 EDGEWATER DR, MOUNT DORA, FL, 32757
Solivita 243 NEW RIVER DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$289,000

3 beds

|

2 baths

|

1,560 sq ft

|

House

243 NEW RIVER DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Solivita 1329 DEL MAR DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$399,900

3 beds

|

3 baths

|

2,002 sq ft

|

House

1329 DEL MAR DR, KISSIMMEE, FL, 34759
Community: Solivita
Spruce Creek Country Club 9290 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$410,000

3 beds

|

2 baths

|

2,126 sq ft

|

House

9290 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Four Seasons at Orlando 1890 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$319,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1890 FLORA PASS PL, KISSIMMEE, FL, 34747
Twin Lakes 5043 VANTAGE CT, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$549,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

5043 VANTAGE CT, 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.
Halifax Plantation 1510 KINNARD DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$389,500

3 beds

|

2 baths

|

1,695 sq ft

|

Townhouse

1510 KINNARD DR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Plantation Bay Golf & Country Club 998 DOWNSHIRE LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$3,295,000

5 beds

|

4 baths

|

5,454 sq ft

|

House

998 DOWNSHIRE LN, ORMOND BEACH, FL, 3217...
Venetian Bay 440 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$338,000

3 beds

|

3 baths

|

1,779 sq ft

|

House

440 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Twin Lakes 2419 DATURA LOOP, SAINT CLOUD, FL, 34772, Saint Cloud, FL 34772
$295,000

2 beds

|

2 baths

|

1,261 sq ft

|

Villa

2419 DATURA LOOP, SAINT CLOUD, FL, 34772
Community: Twin Lakes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1224 DUSTIN DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$239,900

2 beds

|

2 baths

|

912 sq ft

|

Manufactured Home

1224 DUSTIN DR, LADY LAKE, FL, 32159
Community: The Villages®
Stonecrest 17435 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$355,000

3 beds

|

2 baths

|

1,682 sq ft

|

House

17435 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest

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2,377 homes
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