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Winter Park, FL 55+ active adult communities & homes for sale - Page 41

2,259 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
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
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
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 (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) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
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
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 (1 reviews) Cresswind at Victoria Gar...
$200ks - $500ks
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.
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
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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
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Questions? Call us: (888) 625-4885
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
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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.
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 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
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 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
The Timbers at Everlands
$200ks - $500ks
The Timbers at Everlands, Palm Bay, FL
New Construction | 55+ age-restricted | Built 2023 - present | 450 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
5 rating (1 reviews) VillageWalk at Lake Nona
$300ks - $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
Harbor Hills Country Club 39407 TREELINE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$650,000

4 beds

|

4 baths

|

2,502 sq ft

|

House

39407 TREELINE DR, LADY LAKE, FL, 32159
Indian River Colony Club 1161 CONTINENTAL AVE, MELBOURNE, FL, 329..., Melbourne, FL 32940
$320,000

2 beds

|

2 baths

|

1,880 sq ft

|

House

1161 CONTINENTAL AVE, MELBOURNE, FL, 329...
Legacy of Leesburg 26903 HONEYMOON AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$274,900

3 beds

|

2 baths

|

1,526 sq ft

|

House

26903 HONEYMOON AVE, LEESBURG, FL, 34748
Community: Legacy of Leesburg
The Villages® 889 JAY ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$740,000

3 beds

|

2 baths

|

1,986 sq ft

|

Villa

889 JAY ST, THE VILLAGES, FL, 32163
Community: The Villages®
Heritage Hills 3551 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$275,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3551 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Traditions at Lake Ruby 4020 CARTERET DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$405,900

4 beds

|

3 baths

|

2,282 sq ft

|

House

4020 CARTERET DR, WINTER HAVEN, FL, 3388...
Royal Harbor 5245 CHINA SEA DR, TAVARES, FL, 32778, Tavares, FL 32778
$326,000

3 beds

|

2 baths

|

1,862 sq ft

|

House

5245 CHINA SEA DR, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 4354 ZEPPELIN RD, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$549,000

3 beds

|

2 baths

|

1,914 sq ft

|

House

4354 ZEPPELIN RD, THE VILLAGES, FL, 3216...
Community: The Villages®
Tohoqua Reserve 1823 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$394,900

3 beds

|

2 baths

|

1,579 sq ft

|

Halfplex

1823 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Lake James 7766 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$480,000

2 beds

|

2 baths

|

1,664 sq ft

|

House

7766 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
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.
Carillon Lakes 3818 SERENADE LN 3818, LAKELAND, FL, 338..., Lakeland, FL 33811
$310,000

3 beds

|

2 baths

|

1,908 sq ft

|

Condo

3818 SERENADE LN 3818, LAKELAND, FL, 338...
Community: Carillon Lakes
Trilogy® Orlando 374 SALT MARSH LN, GROVELAND, FL, 34736, Groveland, FL 34736
$330,000

2 beds

|

2 baths

|

1,624 sq ft

|

House

374 SALT MARSH LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Arlington Ridge 27040 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$419,900

3 beds

|

2 baths

|

2,201 sq ft

|

House

27040 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
Lake Ashton 6261 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$580,000

3 beds

|

2 baths

|

2,512 sq ft

|

House

6261 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Huntington at Hunter's Ridge 82 WRENDALE LOOP, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$339,000

2 beds

|

2 baths

|

1,600 sq ft

|

House

82 WRENDALE LOOP, ORMOND BEACH, FL, 3217...
Huntington at Hunter's Ridge 101 WRENDALE LOOP, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$349,000

2 beds

|

3 baths

|

1,632 sq ft

|

House

101 WRENDALE LOOP, ORMOND BEACH, FL, 321...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Stonecrest 11900 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$379,000

3 beds

|

2 baths

|

1,613 sq ft

|

House

11900 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Trilogy® Orlando 115 SALT MARSH LN, GROVELAND, FL, 34736, Groveland, FL 34736
$418,000

2 beds

|

2 baths

|

1,940 sq ft

|

House

115 SALT MARSH LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Venetian Bay 3038 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$450,000

2 beds

|

2 baths

|

1,096 sq ft

|

Townhouse

3038 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Arlington Ridge 3749 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$479,900

3 beds

|

2 baths

|

2,031 sq ft

|

House

3749 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
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.
Pelican Bay Daytona Beach 240 BOB WHITE CT 240, DAYTONA BEACH, FL,..., Daytona Beach, FL 32119
$179,550

2 beds

|

2 baths

|

1,093 sq ft

|

Condo

240 BOB WHITE CT 240, DAYTONA BEACH, FL,...
Latitude Margaritaville 334 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$359,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

334 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
The Villages® 1204 BARCELONA DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$333,800

2 beds

|

2 baths

|

1,562 sq ft

|

House

1204 BARCELONA DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 4193 SILVANA WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$449,900

3 beds

|

2 baths

|

1,492 sq ft

|

Villa

4193 SILVANA WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Twin Lakes 5092 TWIN LAKES BLVD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$416,000

2 beds

|

2 baths

|

1,624 sq ft

|

House

5092 TWIN LAKES BLVD, ST CLOUD, FL, 3477...
Community: Twin Lakes
Del Webb Sunbridge 6354 SHIMMERING SHORES LN, ST CLOUD, FL,..., St Cloud, FL 34771
$475,000

2 beds

|

2 baths

|

1,670 sq ft

|

House

6354 SHIMMERING SHORES LN, ST CLOUD, FL,...
Community: Del Webb Sunbridge
Plantation at Leesburg 3810 ST EMMA CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,900

3 beds

|

4 baths

|

2,473 sq ft

|

House

3810 ST EMMA CT, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 9845 SE 138TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$275,000

2 beds

|

2 baths

|

1,638 sq ft

|

House

9845 SE 138TH LOOP, SUMMERFIELD, FL, 344...
The Villages® 16865 SE 93RD CUTHBERT CIR, THE VILLAGES..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,855 sq ft

|

House

16865 SE 93RD CUTHBERT CIR, THE VILLAGES...
Community: The Villages®
Breakaway Trails 2 CREEK BEND WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$749,000

4 beds

|

4 baths

|

3,098 sq ft

|

House

2 CREEK BEND WAY, ORMOND BEACH, FL, 3217...
Community: Breakaway Trails
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.
Spruce Creek Country Club 13280 SE 92ND COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$314,900

2 beds

|

2 baths

|

1,274 sq ft

|

House

13280 SE 92ND COURT RD, SUMMERFIELD, FL,...
Royal Highlands 21850 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$359,900

3 beds

|

2 baths

|

2,159 sq ft

|

House

21850 TARTAN ST, LEESBURG, FL, 34748
Community: Royal Highlands
Solivita 524 MURANO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$259,990

2 beds

|

2 baths

|

1,507 sq ft

|

House

524 MURANO DR, POINCIANA, FL, 34759
Community: Solivita
Foxwood Lake Estates 4969 DEERWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$166,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

4969 DEERWOOD DR, LAKELAND, FL, 33810
Esplanade at Highland Ranch 2330 HAMILTON RIDGE RD, CLERMONT, FL, 34..., Clermont, FL 34715
$449,900

2 beds

|

2 baths

|

1,778 sq ft

|

House

2330 HAMILTON RIDGE RD, CLERMONT, FL, 34...
The Villages® 814 ROSEAPPLE AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$182,000

2 beds

|

2 baths

|

967 sq ft

|

Manufactured Home

814 ROSEAPPLE AVE, LADY LAKE, FL, 32159
Community: The Villages®
Heritage Landings 2772 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$274,900

3 beds

|

2 baths

|

1,732 sq ft

|

House

2772 CANYON CREST DR, LAKELAND, FL, 3381...
Community: Heritage Landings
Lakes at Laurel Highlands 2772 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$274,900

3 beds

|

2 baths

|

1,732 sq ft

|

House

2772 CANYON CREST DR, LAKELAND, FL, 3381...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 646 STRATFORD LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$559,900

3 beds

|

3 baths

|

2,245 sq ft

|

House

646 STRATFORD LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation at Leesburg 5024 LONG MEADOW DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,000

2 beds

|

2 baths

|

1,847 sq ft

|

House

5024 LONG MEADOW DR, LEESBURG, FL, 34748
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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