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Winter Park, FL 55+ active adult communities & homes for sale - Page 32

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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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
Solivita 813 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$499,000

3 beds

|

3 baths

|

2,454 sq ft

|

House

813 GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
Grand Haven 13 VILLAGE VIEW DR, PALM COAST, FL, 3213..., Palm Coast, FL 32137
$499,999

3 beds

|

2 baths

|

2,093 sq ft

|

House

13 VILLAGE VIEW DR, PALM COAST, FL, 3213...
Community: Grand Haven
The Villages® 17470 SE 93RD VINE AVE, THE VILLAGES, FL..., The Villages, FL 32162
$250,000

2 beds

|

2 baths

|

1,172 sq ft

|

Villa

17470 SE 93RD VINE AVE, THE VILLAGES, FL...
Community: The Villages®
The Villages® 624 FAYETTE CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$405,999

3 beds

|

2 baths

|

1,502 sq ft

|

House

624 FAYETTE CT, THE VILLAGES, FL, 32162
Community: The Villages®
Highland Lakes 27217 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$244,900

3 beds

|

2 baths

|

1,756 sq ft

|

House

27217 RACQUET CIR, 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
Venetian Bay 3049 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$315,000

3 beds

|

3 baths

|

1,614 sq ft

|

House

3049 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 1988 DOVE HOLLOW RUN, THE VILLAGES, FL, ..., The Villages, FL 32162
$814,900

4 beds

|

2 baths

|

2,544 sq ft

|

House

1988 DOVE HOLLOW RUN, THE VILLAGES, FL, ...
Community: The Villages®
Venetian Bay 3057 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$545,000

4 beds

|

4 baths

|

2,086 sq ft

|

Townhouse

3057 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Trilogy® Orlando 334 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$460,000

2 beds

|

2 baths

|

1,967 sq ft

|

House

334 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Harbor Hills Country Club 39125 TACOMA DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$499,000

3 beds

|

3 baths

|

2,584 sq ft

|

House

39125 TACOMA DR, LADY LAKE, FL, 32159
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.
Kings Ridge 3734 HASTING LN, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

2 beds

|

2 baths

|

1,985 sq ft

|

House

3734 HASTING LN, CLERMONT, FL, 34711
Community: Kings Ridge
Trilogy® Orlando 371 SALT MARSH LN, GROVELAND, FL, 34736, Groveland, FL 34736
$379,000

2 beds

|

2 baths

|

1,624 sq ft

|

House

371 SALT MARSH LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 5716 MELVIN DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$529,900

3 beds

|

3 baths

|

1,901 sq ft

|

House

5716 MELVIN DR, THE VILLAGES, FL, 32163
Community: The Villages®
Plantation Bay Golf & Country Club 1290 ROYAL POINTE LN, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$545,000

4 beds

|

2 baths

|

2,141 sq ft

|

House

1290 ROYAL POINTE LN, ORMOND BEACH, FL, ...
The Villages® 2261 WELCOME WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$385,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

2261 WELCOME WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Bridgewater at Viera 2718 MILLENNIUM CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940
$615,000

4 beds

|

4 baths

|

2,390 sq ft

|

House

2718 MILLENNIUM CIR, MELBOURNE, FL, 3294...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1107 PELION PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$359,500

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

1107 PELION PL, THE VILLAGES, FL, 32162
Community: The Villages®
Spruce Creek Country Club 9037 SE 136TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$348,000

3 beds

|

2 baths

|

2,025 sq ft

|

House

9037 SE 136TH LOOP, SUMMERFIELD, FL, 344...
The Villages® 17967 SE 87TH MELROSE CT, THE VILLAGES, ..., The Villages, FL 32162
$458,000

3 beds

|

2 baths

|

1,924 sq ft

|

House

17967 SE 87TH MELROSE CT, THE VILLAGES, ...
Community: The Villages®
Trilogy® Orlando 651 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$425,000

3 beds

|

2 baths

|

1,862 sq ft

|

House

651 CONSERVATION BLVD, GROVELAND, FL, 34...
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.
Pennbrooke Fairways 32833 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$294,999

3 beds

|

2 baths

|

1,975 sq ft

|

House

32833 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Solivita 113 TIVOLI TRACE CT, POINCIANA, FL, 3475..., Poinciana, FL 34759
$489,900

3 beds

|

3 baths

|

2,450 sq ft

|

House

113 TIVOLI TRACE CT, POINCIANA, FL, 3475...
Community: Solivita
Spruce Creek Country Club 9512 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$399,900

2 beds

|

3 baths

|

2,475 sq ft

|

House

9512 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Grand Haven 3 RIVER PARK DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$495,000

2 beds

|

2 baths

|

1,828 sq ft

|

Townhouse

3 RIVER PARK DR, PALM COAST, FL, 32137
Community: Grand Haven
Trilogy® Orlando 389 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$460,000

2 beds

|

2 baths

|

1,932 sq ft

|

House

389 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Summer Trees 103 MAGNOLIA LOOP, PORT ORANGE, FL, 3212..., Port Orange, FL 32128
$299,000

2 beds

|

2 baths

|

1,553 sq ft

|

House

103 MAGNOLIA LOOP, PORT ORANGE, FL, 3212...
Community: Summer Trees
Venetian Bay 2910 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$334,990

3 beds

|

3 baths

|

1,758 sq ft

|

House

2910 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Summer Trees 111 CYPRESS POND RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$229,900

2 beds

|

2 baths

|

1,160 sq ft

|

House

111 CYPRESS POND RD, PORT ORANGE, FL, 32...
Community: Summer Trees
Latitude Margaritaville 373 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$409,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

373 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Sullivan Ranch 30106 CHEVAL ST, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$475,000

4 beds

|

3 baths

|

2,590 sq ft

|

House

30106 CHEVAL ST, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
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.
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
$279,900

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®
VillageWalk at Lake Nona 12290 REGAL LILY LN, ORLANDO, FL, 32827, Orlando, FL 32827
$750,000

4 beds

|

4 baths

|

3,000 sq ft

|

House

12290 REGAL LILY LN, ORLANDO, FL, 32827
Heritage Hills 3551 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$289,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3551 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
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...
The Villages® 5845 STORMS AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,042,000

3 beds

|

2 baths

|

2,627 sq ft

|

House

5845 STORMS AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
$564,900

3 beds

|

2 baths

|

1,914 sq ft

|

House

4354 ZEPPELIN RD, THE VILLAGES, FL, 3216...
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.

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2,414 homes
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