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Winter Park, FL 55+ active adult communities & homes for sale - Page 46

2,698 homes near Winter Park

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4 rating (17 reviews) The Villages®
$100ks - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$100ks - $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300ks - $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
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5 rating (2 reviews) Plantation at Leesburg
$100ks - $300ks
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
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
5 rating (1 reviews) Plantation Bay Golf &...
$400ks - $2Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 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
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (8 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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
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
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
4 rating (2 reviews) Harbor Hills Country Club
$300ks - $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
5 rating (1 reviews) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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.
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4.4 rating (16 reviews) Del Webb Orlando
$200ks - $500ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Del Webb at Viera
$400ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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.
12...3
Huntington at Hunter's Ridge 46 HERON WING DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$280,000

2 beds

|

2 baths

|

1,594 sq ft

|

House

46 HERON WING DR, ORMOND BEACH, FL, 3217...
Grand Haven 44 CROSSTIE CT, PALM COAST, FL, 32137, Palm Coast, FL 32137
$379,900

3 beds

|

2 baths

|

1,768 sq ft

|

House

44 CROSSTIE CT, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 649 TERNBERRY FOREST DR, THE VILLAGES, F..., The Villages, FL 32162
$1,490,000

4 beds

|

3 baths

|

3,682 sq ft

|

House

649 TERNBERRY FOREST DR, THE VILLAGES, F...
Community: The Villages®
Stonecrest 10990 SE 170TH STREET RD, SUMMERFIELD, F..., Summerfield, FL 34491
$414,000

3 beds

|

3 baths

|

2,043 sq ft

|

House

10990 SE 170TH STREET RD, SUMMERFIELD, F...
Community: Stonecrest
Cindy Certified
4044 PINNACLE PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$649,900

3 beds

|

3 baths

|

2,532 sq ft

|

House

4044 PINNACLE PL, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Gatherings of Lake Nona 7505 LAUREATE BLVD 2208, ORLANDO, FL, 32..., Orlando, FL 32827
$320,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7505 LAUREATE BLVD 2208, ORLANDO, FL, 32...
Cindy Certified
43 PRESIDENT LN, PALM COAST, FL, 32164, Palm Coast, FL 32164
$342,900

3 beds

|

2 baths

|

1,251 sq ft

|

House

43 PRESIDENT LN, PALM COAST, FL, 32164
Cindy Certified
41 PINE CROFT LN, PALM COAST, FL, 32164, Palm Coast, FL 32164
$338,900

3 beds

|

2 baths

|

1,251 sq ft

|

House

41 PINE CROFT LN, PALM COAST, FL, 32164
Traditions at Lake Ruby 3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$310,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
The Villages® 731 DUMAS ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$229,900

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

731 DUMAS ST, THE VILLAGES, 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.
Cindy Certified
37 PRINCESS RUTH LN, PALM COAST, FL, 321..., Palm Coast, FL 32164
$332,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

37 PRINCESS RUTH LN, PALM COAST, FL, 321...
Cindy Certified
2621 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3..., St Cloud, FL 34771
$366,326

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

2621 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3...
Del Webb Sunbridge 2617 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3..., St Cloud, FL 34771
$368,726

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

2617 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3...
Community: Del Webb Sunbridge
Latitude Margaritaville 711 ATTITUDE AVE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$829,900

3 beds

|

3 baths

|

2,415 sq ft

|

House

711 ATTITUDE AVE, DAYTONA BEACH, FL, 321...
Cindy Certified
3447 CURRENT AVE, WINTER GARDEN, FL, 347..., Winter Garden, FL 34787
$699,999

4 beds

|

4 baths

|

2,741 sq ft

|

House

3447 CURRENT AVE, WINTER GARDEN, FL, 347...
Royal Harbor 6116 ARMADA ST, TAVARES, FL, 32778, Tavares, FL 32778
$324,900

3 beds

|

2 baths

|

1,800 sq ft

|

House

6116 ARMADA ST, TAVARES, FL, 32778
Community: Royal Harbor
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Harbor Hills Country Club 4008 PINNACLE PLACE CT, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$685,000

3 beds

|

3 baths

|

2,434 sq ft

|

House

4008 PINNACLE PLACE CT, LADY LAKE, FL, 3...
Cindy Certified
869 FIDDLELEAF CIR, MELBOURNE, FL, 32904, Melbourne, FL 32904
$429,900

4 beds

|

2 baths

|

1,914 sq ft

|

House

869 FIDDLELEAF CIR, MELBOURNE, FL, 32904
The Villages® 1506 DELLANO WAY, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$414,000

2 beds

|

2 baths

|

1,782 sq ft

|

House

1506 DELLANO WAY, THE VILLAGES, FL, 3215...
Community: The Villages®
Del Webb Minneola 2458 DEL WEBB DR, MINNEOLA, FL, 34715, Minneola, FL 34715
$725,000

3 beds

|

3 baths

|

2,260 sq ft

|

House

2458 DEL WEBB DR, MINNEOLA, FL, 34715
Community: Del Webb Minneola
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.
Cindy Certified
7642 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$366,900

3 beds

|

2 baths

|

1,780 sq ft

|

House

7642 BENT TREE LOOP, ST CLOUD, FL, 34773
Venetian Bay 3321 MARSILI AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$445,000

4 beds

|

3 baths

|

2,540 sq ft

|

House

3321 MARSILI AVE, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Pennbrooke Fairways 32222 SUMMERTREE CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$289,000

2 beds

|

2 baths

|

1,725 sq ft

|

House

32222 SUMMERTREE CIR, LEESBURG, FL, 3474...
Community: Pennbrooke Fairways
Spruce Creek Country Club 9119 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$249,000

2 beds

|

2 baths

|

1,488 sq ft

|

House

9119 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Cindy Certified
4550 LIVE OAK LN, OXFORD, FL, 34484, Oxford, FL 34484
$428,990

5 beds

|

3 baths

|

2,587 sq ft

|

House

4550 LIVE OAK LN, OXFORD, FL, 34484
Cindy Certified
2 PRINCESS JEANETTE PL, PALM COAST, FL, ..., Palm Coast, FL 32164
$409,990

5 beds

|

3 baths

|

2,147 sq ft

|

House

2 PRINCESS JEANETTE PL, PALM COAST, FL, ...
Cindy Certified
545 VICEROY CT, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$315,000

3 beds

|

2 baths

|

2,035 sq ft

|

House

545 VICEROY CT, KISSIMMEE, FL, 34758
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 424 LUNA BELLA LN 231, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168
$325,000

3 beds

|

3 baths

|

1,953 sq ft

|

Condo

424 LUNA BELLA LN 231, NEW SMYRNA BEACH,...
Community: Venetian Bay
Legacy of Leesburg 27134 NOSTALGIA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,900

3 beds

|

2 baths

|

1,601 sq ft

|

House

27134 NOSTALGIA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Cindy Certified
10608 OAK TREE ALY, OXFORD, FL, 34484, Oxford, FL 34484
$307,990

3 beds

|

2 baths

|

1,654 sq ft

|

House

10608 OAK TREE ALY, OXFORD, FL, 34484
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.
Harbor Hills Country Club 5506 CITATION CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$619,000

3 beds

|

3 baths

|

2,698 sq ft

|

House

5506 CITATION CT, LADY LAKE, FL, 32159
Stonecrest 17719 SE 114TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$260,000

2 beds

|

2 baths

|

1,704 sq ft

|

Villa

17719 SE 114TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Cindy Certified
4558 LIVE OAK LN, OXFORD, FL, 34484, Oxford, FL 34484
$330,990

4 beds

|

3 baths

|

1,933 sq ft

|

House

4558 LIVE OAK LN, OXFORD, FL, 34484
Heritage - The Cottages of Sanders Grove 6213 SANDERS GROVE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$327,595

4 beds

|

2 baths

|

1,625 sq ft

|

House

6213 SANDERS GROVE CIR, LEESBURG, FL, 34...
Heritage - The Cottages of Sanders Grove 6217 SANDERS GROVE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$358,389

4 beds

|

3 baths

|

1,938 sq ft

|

House

6217 SANDERS GROVE CIR, LEESBURG, FL, 34...
Heritage - The Cottages of Sanders Grove 5715 HIAWASSEE RD, LEESBURG, FL, 34748, Leesburg, FL 34748
$344,250

4 beds

|

3 baths

|

1,938 sq ft

|

House

5715 HIAWASSEE RD, LEESBURG, FL, 34748
Heritage - The Cottages of Sanders Grove 6205 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762
$320,091

3 beds

|

2 baths

|

1,407 sq ft

|

House

6205 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
The Villages® 1516 MARTINEZ DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$479,000

2 beds

|

2 baths

|

1,546 sq ft

|

Villa

1516 MARTINEZ DR, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Heritage - The Cottages of Sanders Grove 5719 HIAWASSEE RD, OKAHUMPKA, FL, 34762, Okahumpka, FL 34762
$335,990

4 beds

|

2 baths

|

1,625 sq ft

|

House

5719 HIAWASSEE RD, OKAHUMPKA, FL, 34762
Kings Ridge 3916 SCARBOROUGH CT, CLERMONT, FL, 34711, Clermont, FL 34711
$469,000

3 beds

|

2 baths

|

2,147 sq ft

|

House

3916 SCARBOROUGH CT, CLERMONT, FL, 34711
Community: Kings 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.

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2,698 homes
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