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Winter Park, FL 55+ active adult communities & homes for sale - Page 2

2,513 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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
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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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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.
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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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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 (3 reviews) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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 (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 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
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
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Questions? Call us: (888) 625-4885
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
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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 (2 reviews) Heritage Isle
$300ks - $500ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 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.
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $600ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
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Questions? Call us: (888) 625-4885
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
3.8 rating (5 reviews) Traditions at Lake Ruby
$200ks - $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 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
4.1 rating (9 reviews) Indian River Colony Club
$200ks - $400ks
Indian River Colony Club, Melbourne, FL
New and Resale | 55+ age-restricted | Built 1986 - present | 777 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.
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
12...3
New The Villages® 1404 MADRIGAL LN, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$325,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

1404 MADRIGAL LN, THE VILLAGES, FL, 3215...
Community: The Villages®
New Lake Ashton 4129 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$495,000

3 beds

|

2 baths

|

1,589 sq ft

|

House

4129 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New The Villages® 7809 SE 171ST HARLESTON ST, THE VILLAGES..., The Villages, FL 32162
$489,000

3 beds

|

2 baths

|

2,048 sq ft

|

Villa

7809 SE 171ST HARLESTON ST, THE VILLAGES...
Community: The Villages®
New Plantation at Leesburg 4960 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,900

2 beds

|

2 baths

|

1,289 sq ft

|

House

4960 HERON RUN CIR, LEESBURG, FL, 34748
New The Villages® 1639 ALLENDALE PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$310,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1639 ALLENDALE PL, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Cresswind at Victoria Gardens 1641 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724
$475,000

2 beds

|

2 baths

|

1,928 sq ft

|

House

1641 VICTORIA GARDENS DR, DELAND, FL, 32...
New Solivita 377 VESTRELLA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$329,900

2 beds

|

2 baths

|

1,577 sq ft

|

House

377 VESTRELLA DR, KISSIMMEE, FL, 34759
Community: Solivita
New The Villages® 2604 ALCADE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$399,990

3 beds

|

2 baths

|

1,654 sq ft

|

House

2604 ALCADE PL, THE VILLAGES, FL, 32163
Community: The Villages®
New Lake Ashton 4120 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$839,500

3 beds

|

4 baths

|

2,968 sq ft

|

House

4120 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
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.
New The Country Club of Mount Dora 6027 SPRING CREEK CT, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$385,000

3 beds

|

2 baths

|

1,753 sq ft

|

House

6027 SPRING CREEK CT, MOUNT DORA, FL, 32...
New Grand Haven 30 N PARK CIR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$849,000

3 beds

|

4 baths

|

2,327 sq ft

|

House

30 N PARK CIR, PALM COAST, FL, 32137
Community: Grand Haven
New Del Webb Sunbridge 2749 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ..., St Cloud, FL 34771
$379,000

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

2749 CHERRY BLOSSOM LOOP, ST CLOUD, FL, ...
Community: Del Webb Sunbridge
New Legacy of Leesburg 27335 ORCHID GLADE ST, LEESBURG, FL, 347..., Leesburg, FL 34748
$335,000

3 beds

|

2 baths

|

2,044 sq ft

|

House

27335 ORCHID GLADE ST, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New The Villages® 10125 TURNBERRY LN, LEESBURG, FL, 34788, Leesburg, FL 34788
$455,471

5 beds

|

4 baths

|

3,030 sq ft

|

House

10125 TURNBERRY LN, LEESBURG, FL, 34788
Community: The Villages®
New Spruce Creek South 17864 SE 106TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$244,900

3 beds

|

2 baths

|

1,526 sq ft

|

Villa

17864 SE 106TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
New The Villages® 1883 LOADSTAR AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$519,000

3 beds

|

2 baths

|

1,654 sq ft

|

House

1883 LOADSTAR AVE, THE VILLAGES, FL, 321...
Community: The Villages®
New Latitude Margaritaville 440 GOOD LIFE WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$539,900

2 beds

|

2 baths

|

1,563 sq ft

|

House

440 GOOD LIFE WAY, DAYTONA BEACH, FL, 32...
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.
New Plantation Bay Golf & Country Club 822 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$479,000

3 beds

|

3 baths

|

2,056 sq ft

|

Townhouse

822 ALDENHAM LN, ORMOND BEACH, FL, 32174
New The Villages® 976 SHELLBARK WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$725,000

3 beds

|

2 baths

|

2,159 sq ft

|

House

976 SHELLBARK WAY, THE VILLAGES, FL, 321...
Community: The Villages®
New Twin Lakes 5013 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$529,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

5013 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
New Royal Highlands 21127 ROYAL ST GEORGES LN, LEESBURG, FL,..., Leesburg, FL 34748
$359,000

3 beds

|

2 baths

|

1,802 sq ft

|

House

21127 ROYAL ST GEORGES LN, LEESBURG, FL,...
Community: Royal Highlands
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Spruce Creek South 17577 SE 104TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$244,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

17577 SE 104TH CIR, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
New Breakaway Trails 5 LAKE ISLE WAY, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$585,900

3 beds

|

3 baths

|

2,204 sq ft

|

House

5 LAKE ISLE WAY, ORMOND BEACH, FL, 32174
Community: Breakaway Trails
New The Villages® 456 HILDALGO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$254,900

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

456 HILDALGO DR, THE VILLAGES, FL, 32159
Community: The Villages®
New The Villages® 2623 ASCOT LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$270,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2623 ASCOT LOOP, THE VILLAGES, FL, 32162
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.
New Highland Lakes 6348 HIGHLAND LAKES BLVD, LEESBURG, FL, ..., Leesburg, Fl, FL 34748
$310,000

3 beds

|

2 baths

|

1,861 sq ft

|

House

6348 HIGHLAND LAKES BLVD, LEESBURG, FL, ...
Community: Highland Lakes
New The Villages® 5840 UNGER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$414,900

3 beds

|

2 baths

|

1,680 sq ft

|

Villa

5840 UNGER CT, THE VILLAGES, FL, 32163
Community: The Villages®
New Plantation Bay Golf & Country Club 60 VILLA LAGO LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$424,900

3 beds

|

2 baths

|

2,030 sq ft

|

House

60 VILLA LAGO LN, ORMOND BEACH, FL, 3217...
New Enclave at VillageWalk 8591 ADALINA PL, ORLANDO, FL, 32827, Orlando, FL 32827
$1,499,000

5 beds

|

5 baths

|

4,924 sq ft

|

House

8591 ADALINA PL, ORLANDO, FL, 32827
New Plantation at Leesburg 4822 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$378,000

3 beds

|

3 baths

|

2,780 sq ft

|

House

4822 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New The Villages® 1451 ROSEDALE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$374,900

3 beds

|

2 baths

|

1,612 sq ft

|

Villa

1451 ROSEDALE WAY, THE VILLAGES, FL, 321...
Community: The Villages®
New The Villages® 2297 WELCOME WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$339,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

2297 WELCOME WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
New Venetian Bay 633 MARISOL DR, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$650,000

3 beds

|

2 baths

|

2,335 sq ft

|

House

633 MARISOL DR, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
New Lake Ashton 5457 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$589,000

4 beds

|

2 baths

|

2,676 sq ft

|

House

5457 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
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.
New Traditions at Lake Ruby 3863 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$355,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

3863 BEDFORD AVE, WINTER HAVEN, FL, 3388...
New Kings Ridge 3739 HASTING LN, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

3 beds

|

2 baths

|

1,844 sq ft

|

House

3739 HASTING LN, CLERMONT, FL, 34711
Community: Kings Ridge
New The Villages® 741 HERNANDEZ DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$289,000

2 beds

|

2 baths

|

1,279 sq ft

|

Villa

741 HERNANDEZ DR, THE VILLAGES, FL, 3215...
Community: The Villages®
New The Villages® 778 MOORE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$549,000

3 beds

|

2 baths

|

2,005 sq ft

|

House

778 MOORE TER, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New The Villages® 2440 IVERSON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$265,500

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

2440 IVERSON CT, THE VILLAGES, FL, 32162
Community: The Villages®
New Del Webb Minneola 1116 CANOPY VIEW WAY, MINNEOLA, FL, 3471..., Minneola, FL 34715
$422,000

2 beds

|

2 baths

|

1,471 sq ft

|

House

1116 CANOPY VIEW WAY, MINNEOLA, FL, 3471...
Community: Del Webb Minneola

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