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Winter Park, FL 55+ active adult communities & homes for sale - Page 19

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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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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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
The Villages® 2033 SALMON WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$460,000

3 beds

|

2 baths

|

1,939 sq ft

|

House

2033 SALMON WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Lakes at Harmony 3481 MIDDLEBROOK PL, HARMONY, FL, 34773, Harmony, FL 34773
$539,000

4 beds

|

3 baths

|

3,432 sq ft

|

House

3481 MIDDLEBROOK PL, HARMONY, FL, 34773
Stonecrest 17083 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$299,000

3 beds

|

2 baths

|

1,724 sq ft

|

House

17083 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
The Lakes at Harmony 3113 SONGBIRD CIR, ST. CLOUD, FL, 34773, St. Cloud, FL 34773
$399,900

3 beds

|

2 baths

|

1,876 sq ft

|

House

3113 SONGBIRD CIR, ST. CLOUD, FL, 34773
Plantation at Leesburg 25034 BETTON HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$129,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

25034 BETTON HL, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1426 JANEANN TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$410,000

3 beds

|

2 baths

|

1,685 sq ft

|

Villa

1426 JANEANN TER, THE VILLAGES, FL, 3216...
Community: The Villages®
Legacy of Leesburg 5659 CELEBRATION WAY, LEESBURG, FL, 3474..., Leesburg, FL 34748
$329,000

3 beds

|

2 baths

|

1,671 sq ft

|

House

5659 CELEBRATION WAY, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
The Villages® 3400 RICHMOND DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$390,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

3400 RICHMOND DR, THE VILLAGES, FL, 3216...
Community: The Villages®
Legacy of Leesburg 5334 POND CROSSING PL, LEESBURG, FL, 347..., Leesburg, FL 34748
$349,900

3 beds

|

2 baths

|

1,923 sq ft

|

House

5334 POND CROSSING PL, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Plantation at Leesburg 3719 BELLE ROSE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$475,000

3 beds

|

3 baths

|

2,571 sq ft

|

House

3719 BELLE ROSE 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.
Ridgehaven 408 BROOKHAVEN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$525,880

4 beds

|

3 baths

|

2,791 sq ft

|

House

408 BROOKHAVEN, ORMOND BEACH, FL, 32174
Community: Ridgehaven
The Villages® 206 DESOTA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$300,000

3 beds

|

2 baths

|

1,437 sq ft

|

House

206 DESOTA CT, THE VILLAGES, FL, 32159
Community: The Villages®
Ridgehaven 425 BROOKHAVEN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$493,470

3 beds

|

3 baths

|

2,181 sq ft

|

House

425 BROOKHAVEN, ORMOND BEACH, FL, 32174
Community: Ridgehaven
Pennbrooke Fairways 413 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$195,000

3 beds

|

2 baths

|

1,300 sq ft

|

House

413 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Indian River Colony Club 1551 INDEPENDENCE AVE, MELBOURNE, FL, 32..., Melbourne, FL 32940
$298,900

3 beds

|

2 baths

|

1,816 sq ft

|

House

1551 INDEPENDENCE AVE, MELBOURNE, FL, 32...
Del Webb Sunbridge 2327 LILY BLOOM RD, ST CLOUD, FL, 34771, St Cloud, FL 34771
$469,000

2 beds

|

2 baths

|

1,707 sq ft

|

House

2327 LILY BLOOM RD, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Latitude Margaritaville 409 HIGH TIDE LN, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$361,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

409 HIGH TIDE LN, DAYTONA BEACH, FL, 321...
The Villages® 589 SHERWOOD ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$494,900

3 beds

|

2 baths

|

2,219 sq ft

|

House

589 SHERWOOD ST, THE VILLAGES, FL, 32162
Community: The Villages®
Bridgewater at Viera 2190 CARAVAN PL, MELBOURNE, FL, 32940, Melbourne, FL 32940
$774,000

3 beds

|

3 baths

|

2,453 sq ft

|

House

2190 CARAVAN PL, MELBOURNE, FL, 32940
Esplanade at Highland Ranch 1222 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$585,000

2 beds

|

3 baths

|

2,105 sq ft

|

House

1222 ZEEK RIDGE ST, CLERMONT, FL, 34715
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 Villages® 3046 NUTWOOD AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$269,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

3046 NUTWOOD AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
Lakes of Mount Dora 2289 HAMDEN WAY, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$449,990

3 beds

|

2 baths

|

1,732 sq ft

|

House

2289 HAMDEN WAY, MOUNT DORA, FL, 32757
Community: Lakes of Mount Dora
Plantation at Leesburg 4967 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,119 sq ft

|

House

4967 HERON RUN CIR, LEESBURG, FL, 34748
The Lakes at Harmony 3481 MIDDLEBROOK PL, ST CLOUD, FL, 34773, St Cloud, FL 34773
$539,000

5 beds

|

3 baths

|

3,467 sq ft

|

House

3481 MIDDLEBROOK PL, ST CLOUD, FL, 34773
Lakes of Mount Dora 3952 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$480,990

3 beds

|

2 baths

|

2,034 sq ft

|

House

3952 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
Cresswind DeLand 1241 TRIDENT LOOP, DELAND, FL, 32724, Deland, FL 32724
$499,900

3 beds

|

3 baths

|

1,974 sq ft

|

House

1241 TRIDENT LOOP, DELAND, FL, 32724
Community: Cresswind DeLand
Breakaway Trails 21 FOREST VIEW WAY, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$730,000

4 beds

|

3 baths

|

2,837 sq ft

|

House

21 FOREST VIEW WAY, ORMOND BEACH, FL, 32...
Community: Breakaway Trails
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Bridgewater at Viera 2509 MILLENNIUM CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940
$689,000

3 beds

|

3 baths

|

2,453 sq ft

|

House

2509 MILLENNIUM CIR, MELBOURNE, FL, 3294...
Breakaway Trails 8 FOX CLIFF WAY, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$545,000

4 beds

|

3 baths

|

2,566 sq ft

|

House

8 FOX CLIFF WAY, ORMOND BEACH, FL, 32174
Community: Breakaway Trails
Trilogy® Orlando 126 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$285,000

2 beds

|

2 baths

|

1,269 sq ft

|

House

126 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
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 Villages® 1314 SANTA ROSA CT, THE VILLAGES, FL, 32..., The Villages, FL 32159
$450,000

2 beds

|

2 baths

|

1,302 sq ft

|

Villa

1314 SANTA ROSA CT, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 2826 SALAMANCA ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$259,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2826 SALAMANCA ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 4151 BALCHARAN TER, THE VILLAGES, FL, 32..., The Villages, FL 32163
$387,500

3 beds

|

2 baths

|

1,539 sq ft

|

House

4151 BALCHARAN TER, THE VILLAGES, FL, 32...
Community: The Villages®
Solivita 181 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$399,000

2 beds

|

2 baths

|

2,211 sq ft

|

House

181 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Royal Highlands 21733 ROYAL ST GEORGES LN, LEESBURG, FL,..., Leesburg, FL 34748
$250,000

2 beds

|

2 baths

|

1,470 sq ft

|

House

21733 ROYAL ST GEORGES LN, LEESBURG, FL,...
Community: Royal Highlands
The Villages® 3332 DALKEITH TER, THE VILLAGES, FL, 321..., The Villages, FL 32163
$495,000

3 beds

|

2 baths

|

1,939 sq ft

|

House

3332 DALKEITH TER, THE VILLAGES, FL, 321...
Community: The Villages®
Stonecrest 12066 SE 176 LOOP, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$349,900

3 beds

|

2 baths

|

1,911 sq ft

|

House

12066 SE 176 LOOP, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 516 JASON DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$165,000

2 beds

|

2 baths

|

1,004 sq ft

|

Manufactured Home

516 JASON 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
The Villages® 2403 BATON PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$315,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2403 BATON PL, THE VILLAGES, FL, 32162
Community: The Villages®
Serenity Reserve 2400 SYMPHONY CIR, ST CLOUD, FL, 34771, St Cloud, FL 34771
$560,000

3 beds

|

4 baths

|

2,148 sq ft

|

House

2400 SYMPHONY CIR, ST CLOUD, FL, 34771
Community: Serenity Reserve
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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