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Winter Park, FL 55+ active adult communities & homes for sale - Page 29

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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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
Sullivan Ranch 22019 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$270,000

3 beds

|

2 baths

|

1,663 sq ft

|

Villa

22019 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Highland Fairways 3542 HIGHLAND FAIRWAYS BLVD, LAKELAND, F..., Lakeland, FL 33810
$247,000

2 beds

|

2 baths

|

1,420 sq ft

|

House

3542 HIGHLAND FAIRWAYS BLVD, LAKELAND, F...
Community: Highland Fairways
The Villages® 5685 ZEBRA LONGWING PATH, THE VILLAGES, ..., The Villages, FL 32163
$500,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

5685 ZEBRA LONGWING PATH, THE VILLAGES, ...
Community: The Villages®
The Villages® 1270 WEATON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$280,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

1270 WEATON CT, THE VILLAGES, FL, 32162
Community: The Villages®
Heritage Isle 6848 TOLAND DR 404, MELBOURNE, FL, 32940, Melbourne, FL 32940
$284,000

2 beds

|

2 baths

|

1,194 sq ft

|

Condo

6848 TOLAND DR 404, MELBOURNE, FL, 32940
Community: Heritage Isle
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 3508 RIDGEWOOD PATH, THE VILLAGES, FL, 3..., The Villages, FL 32163
$375,000

3 beds

|

2 baths

|

1,561 sq ft

|

House

3508 RIDGEWOOD PATH, THE VILLAGES, FL, 3...
Community: The Villages®
Plantation Bay Golf & Country Club 39 MAGNOLIA DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$274,900

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

39 MAGNOLIA DR, ORMOND BEACH, FL, 32174
The Villages® 3024 MACON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$285,000

2 beds

|

2 baths

|

1,270 sq ft

|

Villa

3024 MACON CT, THE VILLAGES, FL, 32162
Community: The Villages®
Sandpiper Golf & Country Club 6140 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809
$339,999

3 beds

|

3 baths

|

1,982 sq ft

|

House

6140 SEAGULL LN, LAKELAND, FL, 33809
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® 1120 AVENIDA DE LAS CASAS, THE VILLAGES,..., The Villages, FL 32159
$399,999

2 beds

|

3 baths

|

1,575 sq ft

|

Villa

1120 AVENIDA DE LAS CASAS, THE VILLAGES,...
Community: The Villages®
The Villages® 3698 ROBERTSON WAY, THE VILLAGES, FL, 32..., The Villages, FL 32163
$559,000

3 beds

|

2 baths

|

1,695 sq ft

|

Villa

3698 ROBERTSON WAY, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 7370 SE 167TH ZINA LN, THE VILLAGES, FL,..., The Villages, FL 32162
$368,900

3 beds

|

2 baths

|

1,661 sq ft

|

Villa

7370 SE 167TH ZINA LN, THE VILLAGES, FL,...
Community: The Villages®
Arlington Ridge 3637 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$434,000

3 beds

|

2 baths

|

2,226 sq ft

|

House

3637 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Latitude Margaritaville 350 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$659,000

3 beds

|

3 baths

|

2,067 sq ft

|

House

350 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
The Villages® 17340 SE 70TH ROYAL PINE CT, THE VILLAGE..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,490 sq ft

|

House

17340 SE 70TH ROYAL PINE CT, THE VILLAGE...
Community: The Villages®
Plantation at Leesburg 25308 CASA DEL LAGO LN, LEESBURG, FL, 34..., Leesburg, FL 34748
$199,000

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

25308 CASA DEL LAGO LN, LEESBURG, FL, 34...
The Villages® 8386 SE 173RD HAMILTON PL, THE VILLAGES,..., The Villages, FL 32162
$280,000

2 beds

|

2 baths

|

1,158 sq ft

|

Villa

8386 SE 173RD HAMILTON PL, THE VILLAGES,...
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.
Plantation at Leesburg 25517 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748
$389,000

3 beds

|

2 baths

|

2,381 sq ft

|

House

25517 LAUREL VALLEY RD, LEESBURG, FL, 34...
Sandpiper Golf & Country Club 6121 KITTIWAKE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$249,900

2 beds

|

2 baths

|

1,207 sq ft

|

House

6121 KITTIWAKE DR, LAKELAND, FL, 33809
Latitude Margaritaville 506 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$380,000

2 beds

|

2 baths

|

1,204 sq ft

|

House

506 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Huntington at Hunter's Ridge 55 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$385,000

4 beds

|

2 baths

|

1,974 sq ft

|

House

55 HUNTINGTON PL, ORMOND BEACH, FL, 3217...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Country Club of Mount Dora 8032 PINE HOLLOW DR, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$434,900

3 beds

|

2 baths

|

1,949 sq ft

|

House

8032 PINE HOLLOW DR, MOUNT DORA, FL, 327...
Del Webb Sunbridge 6447 CYRILS DR, ST CLOUD, FL, 34771, St Cloud, FL 34771
$375,000

4 beds

|

3 baths

|

1,855 sq ft

|

Townhouse

6447 CYRILS DR, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Esplanade at Highland Ranch 2639 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$495,000

2 beds

|

2 baths

|

1,732 sq ft

|

House

2639 STARGRASS CIR, CLERMONT, FL, 34715
Breakaway Trails 27 WINDING CREEK WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$615,000

3 beds

|

3 baths

|

2,370 sq ft

|

House

27 WINDING CREEK WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
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.
Pelican Bay Daytona Beach 176 PALM SPARROW CT, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$290,000

2 beds

|

2 baths

|

1,335 sq ft

|

Villa

176 PALM SPARROW CT, DAYTONA BEACH, FL, ...
Spruce Creek South 10195 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$285,000

3 beds

|

2 baths

|

1,852 sq ft

|

House

10195 SE 178TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 5647 KEY DEER PATH, THE VILLAGES, FL, 32..., The Villages, FL 32163
$699,900

3 beds

|

2 baths

|

1,971 sq ft

|

House

5647 KEY DEER PATH, THE VILLAGES, FL, 32...
Community: The Villages®
Baytree 309 BAYTREE BLVD, TAVARES, FL, 32778, Tavares, FL 32778
$230,000

3 beds

|

2 baths

|

1,533 sq ft

|

House

309 BAYTREE BLVD, TAVARES, FL, 32778
Community: Baytree
Trilogy® Orlando 129 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$365,000

2 beds

|

2 baths

|

1,848 sq ft

|

House

129 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Stonecrest 12135 SE 172ND LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$442,900

3 beds

|

2 baths

|

2,031 sq ft

|

House

12135 SE 172ND LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Harbor Hills Country Club 5203 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$420,000

3 beds

|

2 baths

|

1,972 sq ft

|

House

5203 GROVE MNR, LADY LAKE, FL, 32159
Cresswind at Victoria Gardens 1627 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724
$349,900

3 beds

|

2 baths

|

1,947 sq ft

|

House

1627 VICTORIA GARDENS DR, DELAND, FL, 32...
The Villages® 17014 SE 76TH CREEKSIDE CIR, THE VILLAGE..., The Villages, FL 32162
$329,000

3 beds

|

2 baths

|

1,490 sq ft

|

House

17014 SE 76TH CREEKSIDE CIR, THE VILLAGE...
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.
The Villages® 8337 SE 176TH LAWSON LOOP, THE VILLAGES,..., The Villages, FL 32162
$318,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

8337 SE 176TH LAWSON LOOP, THE VILLAGES,...
Community: The Villages®
Stonecrest 11255 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$244,900

2 beds

|

2 baths

|

1,408 sq ft

|

House

11255 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2613 AYALA WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$430,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

2613 AYALA WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Summer Trees 6068 SPRUCE POINT CIR, PORT ORANGE, FL, ..., Port Orange, FL 32128
$599,000

4 beds

|

3 baths

|

2,438 sq ft

|

House

6068 SPRUCE POINT CIR, PORT ORANGE, FL, ...
Community: Summer Trees
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 554 SOCASTEE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$995,000

3 beds

|

2 baths

|

2,316 sq ft

|

House

554 SOCASTEE PL, THE VILLAGES, FL, 32163
Community: The Villages®
Foxwood Lake Estates 1706 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$196,500

2 beds

|

2 baths

|

1,552 sq ft

|

Manufactured Home

1706 FOX HILL DR, LAKELAND, FL, 33810

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2,513 homes
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