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Winter Park, FL 55+ active adult communities & homes for sale - Page 21

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 (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 (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
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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
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
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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.
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
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
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
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
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 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
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 (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
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
Heritage Hills 2876 SANDY CAY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$510,000

3 beds

|

2 baths

|

2,123 sq ft

|

House

2876 SANDY CAY ST, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 2000 GOLDENROD CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$374,900

3 beds

|

2 baths

|

1,398 sq ft

|

Villa

2000 GOLDENROD CT, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 16872 SE 80TH ASHGROVE TER, THE VILLAGES..., The Villages, FL 32162
$325,000

2 beds

|

2 baths

|

1,194 sq ft

|

Villa

16872 SE 80TH ASHGROVE TER, THE VILLAGES...
Community: The Villages®
The Villages® 2672 SANDHILL CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$279,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2672 SANDHILL CT, THE VILLAGES, FL, 3216...
Community: The Villages®
Sandpiper Golf & Country Club 6093 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809
$335,000

2 beds

|

2 baths

|

1,586 sq ft

|

House

6093 SEAGULL LN, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Heritage Landings 2788 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$314,000

3 beds

|

2 baths

|

1,711 sq ft

|

House

2788 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
Lakes at Laurel Highlands 2788 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$314,000

3 beds

|

2 baths

|

1,711 sq ft

|

House

2788 GRANDBURY GROVE RD, LAKELAND, FL, 3...
The Villages® 1637 MOUNT CROGHAN TRL, THE VILLAGES, FL..., The Villages, FL 32162
$480,000

3 beds

|

2 baths

|

1,887 sq ft

|

House

1637 MOUNT CROGHAN TRL, THE VILLAGES, FL...
Community: The Villages®
Solivita 531 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$389,000

3 beds

|

3 baths

|

2,307 sq ft

|

House

531 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
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.
Royal Harbor 6210 SAILBOAT AVE, TAVARES, FL, 32778, Tavares, FL 32778
$310,000

3 beds

|

2 baths

|

1,594 sq ft

|

House

6210 SAILBOAT AVE, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 2074 BILLER CIR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$929,000

3 beds

|

3 baths

|

2,013 sq ft

|

House

2074 BILLER CIR, THE VILLAGES, FL, 32163
Community: The Villages®
Trilogy® Orlando 163 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$450,000

2 beds

|

2 baths

|

2,197 sq ft

|

House

163 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Solivita 521 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$247,000

2 beds

|

2 baths

|

1,258 sq ft

|

House

521 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Grand Isle 1575 BOCA RIO DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$439,999

3 beds

|

2 baths

|

1,764 sq ft

|

House

1575 BOCA RIO DR, MELBOURNE, FL, 32940
Community: Grand Isle
Summer Trees 102 UNDERBRUSH TRL, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$275,000

2 beds

|

2 baths

|

1,370 sq ft

|

House

102 UNDERBRUSH TRL, PORT ORANGE, FL, 321...
Community: Summer Trees
Del Webb Sunbridge 6362 SHIMMERING SHORES LN, ST CLOUD, FL,..., St Cloud, FL 34771
$724,900

3 beds

|

3 baths

|

2,249 sq ft

|

House

6362 SHIMMERING SHORES LN, ST CLOUD, FL,...
Community: Del Webb Sunbridge
Latitude Margaritaville 672 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$775,000

3 beds

|

4 baths

|

2,542 sq ft

|

House

672 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
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 39545 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159
$639,000

4 beds

|

3 baths

|

2,954 sq ft

|

House

39545 HARBOR HILLS BLVD, LADY LAKE, FL, ...
The Villages® 5186 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$280,000

3 beds

|

4 baths

|

1,929 sq ft

|

House

5186 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Stonecrest 17584 SE 119TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$319,000

2 beds

|

2 baths

|

1,482 sq ft

|

House

17584 SE 119TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Plantation at Leesburg 25039 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$149,000

2 beds

|

2 baths

|

1,440 sq ft

|

Manufactured Home

25039 PINE 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® 3188 HUDSON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$350,000

3 beds

|

2 baths

|

1,662 sq ft

|

House

3188 HUDSON CT, THE VILLAGES, FL, 32162
Community: The Villages®
Highland Fairways 3202 OTTER CREEK CT, LAKELAND, FL, 33810, Lakeland, FL 33810
$169,900

2 beds

|

2 baths

|

1,274 sq ft

|

Manufactured Home

3202 OTTER CREEK CT, LAKELAND, FL, 33810
Community: Highland Fairways
Lakeside Landings 5076 NEPTUNE CIR, OXFORD, FL, 34484, Oxford, FL 34484
$262,500

3 beds

|

2 baths

|

1,404 sq ft

|

House

5076 NEPTUNE CIR, OXFORD, FL, 34484
Community: Lakeside Landings
Sullivan Ranch 30337 GIDRAN TER, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$530,000

4 beds

|

3 baths

|

2,307 sq ft

|

House

30337 GIDRAN TER, 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.
Bridgewater at Viera 1765 VELKY LN, MELBOURNE, FL, 32940, Melbourne, FL 32940
$425,000

2 beds

|

2 baths

|

1,565 sq ft

|

House

1765 VELKY LN, MELBOURNE, FL, 32940
Lakeside Landings 5392 ADMIRAL WAY, OXFORD, FL, 34484, Oxford, FL 34484
$234,000

2 beds

|

2 baths

|

1,281 sq ft

|

Condotel

5392 ADMIRAL WAY, OXFORD, FL, 34484
Community: Lakeside Landings
Pelican Bay Daytona Beach 134 BLUE HERON DR C, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$159,900

1 beds

|

2 baths

|

1,106 sq ft

|

Condo

134 BLUE HERON DR C, DAYTONA BEACH, FL, ...
The Villages® 2004 FLOWERSVILLE PL, THE VILLAGES, FL, ..., The Villages, FL 32163
$379,000

3 beds

|

2 baths

|

1,589 sq ft

|

House

2004 FLOWERSVILLE PL, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 5837 STORMS AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$675,000

3 beds

|

2 baths

|

1,933 sq ft

|

House

5837 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
Arlington Ridge 4504 SHENANDOAH RIVER TRL, LEESBURG, FL,..., Leesburg, FL 34748
$316,000

2 beds

|

2 baths

|

1,584 sq ft

|

House

4504 SHENANDOAH RIVER TRL, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 1935 MCCONNELLS AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$349,027

2 beds

|

2 baths

|

1,123 sq ft

|

Villa

1935 MCCONNELLS AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Lake Ashton 4115 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$280,000

2 beds

|

2 baths

|

1,688 sq ft

|

House

4115 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Latitude Margaritaville 202 CATAMARAN CV, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$849,500

3 beds

|

3 baths

|

2,468 sq ft

|

House

202 CATAMARAN CV, DAYTONA BEACH, FL, 321...
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.
Traditions at Lake Ruby 3357 GRENVILLE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884
$299,900

3 beds

|

2 baths

|

1,823 sq ft

|

House

3357 GRENVILLE DR, WINTER HAVEN, FL, 338...
The Villages® 2737 CRAVEN WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2737 CRAVEN WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Solivita 3781 VIA MAZZINI CT, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$498,900

4 beds

|

3 baths

|

2,406 sq ft

|

House

3781 VIA MAZZINI CT, KISSIMMEE, FL, 3475...
Community: Solivita
Latitude Margaritaville 866 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$444,000

2 beds

|

2 baths

|

1,563 sq ft

|

House

866 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Harbor Hills Country Club 38701 OAK PLACE CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$539,000

3 beds

|

3 baths

|

2,377 sq ft

|

House

38701 OAK PLACE CT, LADY LAKE, FL, 32159
Spruce Creek Country Club 12711 SE 97TH TERRACE RD R, SUMMERFIELD,..., Summerfield, FL 34491
$344,900

2 beds

|

2 baths

|

1,725 sq ft

|

House

12711 SE 97TH TERRACE RD R, SUMMERFIELD,...

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