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Winter Park, FL 55+ active adult communities & homes for sale - Page 57

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
Royal Highlands 4917 KELSO ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$275,000

3 beds

|

2 baths

|

1,601 sq ft

|

House

4917 KELSO ST, LEESBURG, FL, 34748
Community: Royal Highlands
Traditions at Lake Ruby 3923 BALDWIN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$273,900

3 beds

|

2 baths

|

1,719 sq ft

|

House

3923 BALDWIN LN, WINTER HAVEN, FL, 33884
The Villages® 4157 COLLERETTE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$479,900

3 beds

|

2 baths

|

1,949 sq ft

|

House

4157 COLLERETTE CT, THE VILLAGES, FL, 32...
Community: The Villages®
High Vista at Ridgewood Lakes 221 PRATHER DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$229,000

2 beds

|

2 baths

|

1,435 sq ft

|

House

221 PRATHER DR, DAVENPORT, FL, 33837
Del Webb Sunbridge 6376 SHIMMERING SHORES LN, ST CLOUD, FL,..., St Cloud, FL 34771
$466,800

2 beds

|

2 baths

|

1,781 sq ft

|

House

6376 SHIMMERING SHORES LN, ST CLOUD, FL,...
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 13089 SE 86TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$309,000

2 beds

|

2 baths

|

1,870 sq ft

|

House

13089 SE 86TH CT, SUMMERFIELD, FL, 34491
Spruce Creek Country Club 12150 SE 91ST TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$324,900

2 beds

|

2 baths

|

1,870 sq ft

|

House

12150 SE 91ST TER, SUMMERFIELD, FL, 3449...
Traditions at Lake Ruby 3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$320,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Lakes at Laurel Highlands 1829 PRISTINE LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811
$335,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

1829 PRISTINE LOOP, LAKELAND, FL, 33811
Lake James 7895 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$495,900

3 beds

|

2 baths

|

1,886 sq ft

|

House

7895 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.
Stonecrest 17435 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$339,500

3 beds

|

2 baths

|

1,682 sq ft

|

House

17435 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Latitude Margaritaville 586 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$499,000

2 beds

|

2 baths

|

1,848 sq ft

|

House

586 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Grand Haven 19 LAKEVIEW LN, PALM COAST, FL, 32137, Palm Coast, FL 32137
$679,000

4 beds

|

3 baths

|

2,809 sq ft

|

House

19 LAKEVIEW LN, PALM COAST, FL, 32137
Community: Grand Haven
Sandpiper Golf & Country Club 6004 SANDERLING DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$278,000

2 beds

|

2 baths

|

1,606 sq ft

|

House

6004 SANDERLING DR, LAKELAND, FL, 33809
Stonecrest 17974 SE 115TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$249,000

2 beds

|

2 baths

|

1,617 sq ft

|

House

17974 SE 115TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Gatherings of Lake Nona 7557 LAUREATE BLVD 6301, ORLANDO, FL, 32..., Orlando, FL 32827
$368,990

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7557 LAUREATE BLVD 6301, ORLANDO, FL, 32...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Sullivan Ranch 22011 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$328,000

3 beds

|

2 baths

|

1,762 sq ft

|

Villa

22011 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$389,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Spruce Creek South 17888 SE 106TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$234,900

2 beds

|

2 baths

|

1,356 sq ft

|

House

17888 SE 106TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Lakes of Mount Dora 8348 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$770,000

4 beds

|

3 baths

|

2,811 sq ft

|

House

8348 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
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.
Gatherings of Lake Nona 7565 LAUREATE BLVD 3308, ORLANDO, FL, 32..., Orlando, FL 32827
$345,900

2 beds

|

2 baths

|

1,368 sq ft

|

Condo

7565 LAUREATE BLVD 3308, ORLANDO, FL, 32...
Grand Haven 8 HIDDEN LAKE WAY, PALM COAST, FL, 32137, Palm Coast, FL 32137
$519,000

3 beds

|

2 baths

|

2,183 sq ft

|

House

8 HIDDEN LAKE WAY, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 375 SIMPSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$439,900

3 beds

|

2 baths

|

1,887 sq ft

|

House

375 SIMPSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
Kings Ridge 4202 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$399,900

2 beds

|

2 baths

|

1,968 sq ft

|

House

4202 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
Solivita 313 SANTA BARBARA LN, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$445,000

2 beds

|

3 baths

|

2,343 sq ft

|

House

313 SANTA BARBARA LN, KISSIMMEE, FL, 347...
Community: Solivita
The Villages® 919 CAMINO DEL REY DR, THE VILLAGES, FL,..., The Villages, FL 32159
$314,800

3 beds

|

2 baths

|

1,634 sq ft

|

House

919 CAMINO DEL REY DR, THE VILLAGES, FL,...
Community: The Villages®
Highland Lakes 6033 WADE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,632 sq ft

|

House

6033 WADE ST, LEESBURG, FL, 34748
Community: Highland Lakes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Huntington at Hunter's Ridge 6 FOX LAIR CT, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$359,000

3 beds

|

2 baths

|

1,637 sq ft

|

House

6 FOX LAIR CT, ORMOND BEACH, FL, 32174
The Villages® 1117 PARADISE DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$192,000

2 beds

|

2 baths

|

1,383 sq ft

|

Manufactured Home

1117 PARADISE DR, THE VILLAGES, FL, 3215...
Community: The Villages®
Carmel Condominium 1420 HUNTINGTON LN 2105, ROCKLEDGE, FL, ..., Rockledge, FL 32955
$189,000

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

1420 HUNTINGTON LN 2105, ROCKLEDGE, FL, ...
Community: Carmel Condominium
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.
Stonecrest 10952 SE 169TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$329,900

3 beds

|

2 baths

|

1,476 sq ft

|

House

10952 SE 169TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Pelican Bay Daytona Beach 220 SURF SCOOTER DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$279,900

2 beds

|

2 baths

|

1,760 sq ft

|

Townhouse

220 SURF SCOOTER DR, DAYTONA BEACH, FL, ...
Halifax Plantation 2983 MONAGHAN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$449,900

4 beds

|

3 baths

|

2,106 sq ft

|

House

2983 MONAGHAN DR, ORMOND BEACH, FL, 3217...
Community: Halifax Plantation
The Timbers at Everlands 853 ANTIBES CT, PALM BAY, FL, 32907, Palm Bay, FL 32907
$404,950

3 beds

|

3 baths

|

2,182 sq ft

|

House

853 ANTIBES CT, PALM BAY, FL, 32907
The Timbers at Everlands 2223 ANTARUS DR, PALM BAY, FL, 32907, Palm Bay, FL 32907
$329,950

3 beds

|

4 baths

|

1,710 sq ft

|

House

2223 ANTARUS DR, PALM BAY, FL, 32907
The Villages® 220 ESTRADA PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$254,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

220 ESTRADA PL, THE VILLAGES, FL, 32159
Community: The Villages®
Lake James 7953 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$495,000

2 beds

|

2 baths

|

1,990 sq ft

|

House

7953 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Lake Ashton 5384 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$345,500

2 beds

|

2 baths

|

1,682 sq ft

|

House

5384 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek South 10185 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$240,000

2 beds

|

3 baths

|

1,982 sq ft

|

House

10185 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Grand Haven 23 CREEKSIDE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$849,000

4 beds

|

3 baths

|

2,633 sq ft

|

House

23 CREEKSIDE DR, PALM COAST, FL, 32137
Community: Grand Haven
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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