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Winter Park, FL 55+ active adult communities & homes for sale - Page 22

2,414 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
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
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
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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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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 (3 reviews) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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 - $1Ms
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.
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
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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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Questions? Call us: (888) 625-4885
5 rating (2 reviews) Heritage Isle
$300ks - $500ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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.
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Ridgehaven
$300ks - $600ks
Ridgehaven, Ormond Beach, FL
New Construction | 55+ age-restricted
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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) VillageWalk at Lake Nona
$300ks - $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
5 rating (2 reviews) Bridgewater at Viera
$300ks - $800ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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
Halifax Plantation 1320 ANTRIM CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$439,900

3 beds

|

2 baths

|

2,168 sq ft

|

House

1320 ANTRIM CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
The Villages® 1306 DEBRA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$179,900

2 beds

|

2 baths

|

1,120 sq ft

|

Manufactured Home

1306 DEBRA DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1982 SOMERSET AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$359,000

3 beds

|

2 baths

|

1,404 sq ft

|

House

1982 SOMERSET AVE, THE VILLAGES, FL, 321...
Community: The Villages®
High Vista at Ridgewood Lakes 53 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$325,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

53 HIGH VISTA DR, DAVENPORT, FL, 33837
Del Webb Orlando 519 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$300,000

2 beds

|

2 baths

|

1,358 sq ft

|

House

519 CADIZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Solivita 130 PRIMA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$369,000

3 beds

|

2 baths

|

2,141 sq ft

|

House

130 PRIMA DR, KISSIMMEE, FL, 34759
Community: Solivita
The Villages® 1521 HOLLYBERRY PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$374,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

1521 HOLLYBERRY PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 8331 COUNTY RD 109, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$294,800

4 beds

|

2 baths

|

2,240 sq ft

|

Manufactured Home

8331 COUNTY RD 109, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 3135 BURNS DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$381,500

3 beds

|

2 baths

|

1,527 sq ft

|

House

3135 BURNS DR, THE VILLAGES, FL, 32163
Community: The Villages®
Spruce Creek Country Club 9029 SE 130TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$399,900

3 beds

|

2 baths

|

2,809 sq ft

|

House

9029 SE 130TH LOOP, SUMMERFIELD, FL, 344...
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 5137 WINGED FOOT LN, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$380,000

3 beds

|

2 baths

|

2,107 sq ft

|

House

5137 WINGED FOOT LN, WINTER HAVEN, FL, 3...
Community: Lake Ashton
The Villages® 1004 DAVIT PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$329,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

1004 DAVIT PL, THE VILLAGES, FL, 32162
Community: The Villages®
Twin Lakes 2489 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$309,900

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2489 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 1411 FRANKLIN CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$559,900

3 beds

|

2 baths

|

1,969 sq ft

|

Villa

1411 FRANKLIN CT, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 9108 SE 177TH BELMONT PL, THE VILLAGES, ..., The Villages, FL 32162
$297,000

2 beds

|

2 baths

|

1,284 sq ft

|

Villa

9108 SE 177TH BELMONT PL, THE VILLAGES, ...
Community: The Villages®
Scottish Highlands 335 RIVER GLASS CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$275,000

3 beds

|

3 baths

|

2,189 sq ft

|

House

335 RIVER GLASS CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 8830 SE 168TH SEDGWICK PL, THE VILLAGES,..., The Villages, FL 32162
$294,000

3 beds

|

2 baths

|

1,415 sq ft

|

Villa

8830 SE 168TH SEDGWICK PL, THE VILLAGES,...
Community: The Villages®
Spruce Creek South 17990 SE 100TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$319,000

3 beds

|

2 baths

|

1,870 sq ft

|

House

17990 SE 100TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Pennbrooke Fairways 512 GRAND VISTA TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

3 beds

|

2 baths

|

1,774 sq ft

|

House

512 GRAND VISTA TRL, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Colonnades 1690 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$219,000

2 beds

|

2 baths

|

1,317 sq ft

|

House

1690 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.
Cresswind at Victoria Gardens 173 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724
$397,000

2 beds

|

2 baths

|

1,652 sq ft

|

House

173 OLD MOSS CIR, DELAND, FL, 32724
Spruce Creek South 17562 SE 106TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$219,500

2 beds

|

2 baths

|

1,488 sq ft

|

House

17562 SE 106TH AVE, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Latitude Margaritaville 149 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$599,500

3 beds

|

2 baths

|

1,922 sq ft

|

House

149 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Spruce Creek South 17710 SE 105TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$249,900

2 beds

|

2 baths

|

1,496 sq ft

|

House

17710 SE 105TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Spruce Creek Country Club 11731 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$330,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

11731 SE 91ST CIR, SUMMERFIELD, FL, 3449...
Plantation Bay Golf & Country Club 60 VILLA LAGO LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$409,000

3 beds

|

2 baths

|

2,030 sq ft

|

House

60 VILLA LAGO LN, ORMOND BEACH, FL, 3217...
Kings Ridge 2308 TWICKINGHAM CT, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

3 beds

|

2 baths

|

1,892 sq ft

|

House

2308 TWICKINGHAM CT, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Cresswind at Victoria Gardens 412 TISBURY CT, DELAND, FL, 32724, Deland, FL 32724
$364,900

2 beds

|

2 baths

|

1,512 sq ft

|

House

412 TISBURY CT, DELAND, FL, 32724
The Villages® 8015 SE 174TH BELHAVEN LOOP, THE VILLAGE..., The Villages, FL 32162
$275,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

8015 SE 174TH BELHAVEN LOOP, THE VILLAGE...
Community: The Villages®
Four Seasons at Orlando 7624 SAND PIERRE CT, KISSIMMEE, FL, 3474..., Kissimmee, FL 34747
$337,500

2 beds

|

2 baths

|

1,437 sq ft

|

House

7624 SAND PIERRE CT, KISSIMMEE, FL, 3474...
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 South 17590 SE 96TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$183,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

17590 SE 96TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Solivita 3461 FALLBROOK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$295,000

2 beds

|

2 baths

|

1,499 sq ft

|

Villa

3461 FALLBROOK DR, KISSIMMEE, FL, 34759
Community: Solivita
Scottish Highlands 27 GORDON CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$215,000

2 beds

|

2 baths

|

1,252 sq ft

|

House

27 GORDON CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Plantation at Leesburg 3447 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$275,000

3 beds

|

2 baths

|

1,868 sq ft

|

House

3447 MOUNT HOPE LOOP, LEESBURG, FL, 3474...
The Country Club of Mount Dora 1901 PARK FOREST BLVD, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$499,000

3 beds

|

2 baths

|

2,286 sq ft

|

House

1901 PARK FOREST BLVD, MOUNT DORA, FL, 3...
Twin Lakes 4902 W FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$415,000

2 beds

|

2 baths

|

1,624 sq ft

|

House

4902 W FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
The Villages® 1738 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$725,000

4 beds

|

3 baths

|

2,959 sq ft

|

House

1738 AUGUSTINE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Foxwood Lake Estates 1798 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$164,900

3 beds

|

2 baths

|

1,176 sq ft

|

Manufactured Home

1798 FOX HILL DR, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Orlando 1999 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$419,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1999 KEY BAY TRL, KISSIMMEE, FL, 34747
Lakes at Laurel Highlands 2933 IVY LAKE CT, LAKELAND, FL, 33811, Lakeland, FL 33811
$375,000

5 beds

|

3 baths

|

2,696 sq ft

|

House

2933 IVY LAKE CT, LAKELAND, FL, 33811
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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2,414 homes
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