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Winter Park, FL 55+ active adult communities & homes for sale - Page 16

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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Questions? Call us: (888) 625-4885
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
Grand Isle 1766 GRAND ISLE BLVD, MELBOURNE, FL, 329..., Melbourne, FL 32940
$560,000

4 beds

|

2 baths

|

2,204 sq ft

|

House

1766 GRAND ISLE BLVD, MELBOURNE, FL, 329...
Community: Grand Isle
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
$399,000

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
$544,900

3 beds

|

3 baths

|

1,901 sq ft

|

House

5716 MELVIN DR, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 843 BOLIVAR ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$299,000

2 beds

|

2 baths

|

1,279 sq ft

|

House

843 BOLIVAR ST, 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
Plantation Bay Golf & Country Club 1290 ROYAL POINTE LN, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$578,000

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
$399,500

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
$625,000

4 beds

|

4 baths

|

2,390 sq ft

|

House

2718 MILLENNIUM CIR, MELBOURNE, FL, 3294...
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®
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 Country Club 9037 SE 136TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$349,000

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
$462,000

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
Pennbrooke Fairways 32833 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,000

3 beds

|

2 baths

|

1,975 sq ft

|

House

32833 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Trilogy® Orlando 164 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$560,000

3 beds

|

4 baths

|

2,379 sq ft

|

House

164 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Silver Lakes 6144 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$269,900

2 beds

|

2 baths

|

1,374 sq ft

|

House

6144 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
Solivita 113 TIVOLI TRACE CT, POINCIANA, FL, 3475..., Poinciana, FL 34759
$499,900

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...
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.
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
$475,000

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
$325,000

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
$344,990

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
Spruce Creek Country Club 8850 SE 140TH PLACE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$334,500

3 beds

|

2 baths

|

2,025 sq ft

|

House

8850 SE 140TH PLACE RD, SUMMERFIELD, FL,...
Summer Trees 111 CYPRESS POND RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$239,900

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...
Del Webb Orlando 333 NAVARRA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$419,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

333 NAVARRA LN, DAVENPORT, FL, 33837
Community: Del Webb 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.
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
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
$299,900

3 beds

|

2 baths

|

1,526 sq ft

|

House

26903 HONEYMOON AVE, LEESBURG, FL, 34748
Community: Legacy of Leesburg
The Villages® 2201 BALSA CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$330,000

3 beds

|

2 baths

|

1,237 sq ft

|

House

2201 BALSA CT, 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
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
$799,000

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
$299,000

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
$419,900

4 beds

|

3 baths

|

2,282 sq ft

|

House

4020 CARTERET DR, WINTER HAVEN, FL, 3388...
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® 5845 STORMS AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,065,000

3 beds

|

2 baths

|

2,627 sq ft

|

House

5845 STORMS AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Royal Harbor 5245 CHINA SEA DR, TAVARES, FL, 32778, Tavares, FL 32778
$346,000

3 beds

|

2 baths

|

1,862 sq ft

|

House

5245 CHINA SEA DR, TAVARES, FL, 32778
Community: Royal Harbor
Highland Lakes 5440 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,900

2 beds

|

2 baths

|

1,210 sq ft

|

Villa

5440 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 4354 ZEPPELIN RD, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$579,000

3 beds

|

2 baths

|

1,914 sq ft

|

House

4354 ZEPPELIN RD, THE VILLAGES, FL, 3216...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Tohoqua Reserve 1823 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$399,000

3 beds

|

2 baths

|

1,579 sq ft

|

Halfplex

1823 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
The Villages® 16673 SE 92ND STOKES CT, THE VILLAGES, F..., The Villages, FL 32162
$355,000

3 beds

|

2 baths

|

1,437 sq ft

|

Villa

16673 SE 92ND STOKES CT, THE VILLAGES, F...
Community: The Villages®

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2,513 homes
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