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Winter Park, FL 55+ active adult communities & homes for sale - Page 9

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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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
Scottish Highlands 1907 TWEED CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$229,000

2 beds

|

2 baths

|

1,495 sq ft

|

House

1907 TWEED CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Grand Haven 26 JASMINE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$625,000

4 beds

|

4 baths

|

2,474 sq ft

|

House

26 JASMINE DR, PALM COAST, FL, 32137
Community: Grand Haven
Scottish Highlands 1416 ORKNEY DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$250,000

3 beds

|

2 baths

|

1,736 sq ft

|

House

1416 ORKNEY DR, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 519 WESTON MANOR DR, THE VILLAGES, FL, 3..., The Villages, FL 32162
$374,900

3 beds

|

2 baths

|

1,505 sq ft

|

House

519 WESTON MANOR DR, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 731 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$275,000

2 beds

|

2 baths

|

1,336 sq ft

|

House

731 CORTEZ AVE, THE VILLAGES, 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 513 WINGSPAN DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$1,595,000

4 beds

|

3 baths

|

3,072 sq ft

|

House

513 WINGSPAN DR, ORMOND BEACH, FL, 32174
Plantation Bay Golf & Country Club 732 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$347,900

2 beds

|

2 baths

|

1,510 sq ft

|

Townhouse

732 ALDENHAM LN, ORMOND BEACH, FL, 32174
The Villages® 2584 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,488 sq ft

|

House

2584 BUTTONWOOD RUN, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 5375 WERDEBAUGH WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$589,000

3 beds

|

2 baths

|

1,923 sq ft

|

House

5375 WERDEBAUGH WAY, THE VILLAGES, FL, 3...
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.
Solivita 235 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$324,900

2 beds

|

3 baths

|

1,935 sq ft

|

House

235 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Spruce Creek South 17841 SE 106TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$216,000

2 beds

|

2 baths

|

1,446 sq ft

|

House

17841 SE 106TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Cresswind at Victoria Gardens 261 OLD MOSS CIR, DELAND, FL, 32724, Deland, FL 32724
$617,000

3 beds

|

3 baths

|

2,804 sq ft

|

House

261 OLD MOSS CIR, DELAND, FL, 32724
The Villages® 1365 BRIER CREEK CIR, THE VILLAGES, FL, ..., The Villages, FL 32162
$1,299,000

3 beds

|

2 baths

|

3,679 sq ft

|

House

1365 BRIER CREEK CIR, THE VILLAGES, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 3067 MELVILLE LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32162
$380,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

3067 MELVILLE LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1040 DENTSVILLE LN, THE VILLAGES, FL, 32..., The Villages, FL 32162
$447,000

3 beds

|

2 baths

|

2,006 sq ft

|

House

1040 DENTSVILLE LN, THE VILLAGES, FL, 32...
Community: The Villages®
Cresswind at Victoria Gardens 1369 HAYTON AVE, DELAND, FL, 32724, Deland, FL 32724
$309,000

2 beds

|

2 baths

|

1,512 sq ft

|

House

1369 HAYTON AVE, DELAND, FL, 32724
Trilogy® Orlando 184 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$539,000

4 beds

|

3 baths

|

3,044 sq ft

|

House

184 CREPE MYRTLE DR, GROVELAND, FL, 3473...
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.
The Villages® 1667 ABERNETHY PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$389,900

3 beds

|

2 baths

|

1,496 sq ft

|

House

1667 ABERNETHY PL, THE VILLAGES, FL, 321...
Community: The Villages®
Tohoqua Reserve 2744 SERENITY MEADOW DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$439,890

3 beds

|

2 baths

|

2,056 sq ft

|

House

2744 SERENITY MEADOW DR, KISSIMMEE, FL, ...
Community: Tohoqua Reserve
The Villages® 986 DAVEY LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$444,500

3 beds

|

2 baths

|

1,569 sq ft

|

House

986 DAVEY LN, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 9100 SE 170TH FONTAINE ST, THE VILLAGES,..., The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

2,170 sq ft

|

House

9100 SE 170TH FONTAINE ST, THE VILLAGES,...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Heritage Isle 6915 RENSHAW DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$449,500

4 beds

|

3 baths

|

1,950 sq ft

|

House

6915 RENSHAW DR, MELBOURNE, FL, 32940
Community: Heritage Isle
The Villages® 8146 SE 177TH WINTERTHUR LOOP, THE VILLA..., The Villages, FL 32162
$650,000

3 beds

|

2 baths

|

2,022 sq ft

|

House

8146 SE 177TH WINTERTHUR LOOP, THE VILLA...
Community: The Villages®
Sullivan Ranch 30215 BRETTON LOOP, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$490,000

4 beds

|

3 baths

|

2,687 sq ft

|

House

30215 BRETTON LOOP, MOUNT DORA, FL, 3275...
Community: Sullivan Ranch
Tohoqua Reserve 1947 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$412,280

2 beds

|

2 baths

|

1,977 sq ft

|

House

1947 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
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.
Heritage Isle 3467 FARRAGUT PL, MELBOURNE, FL, 32940, Melbourne, FL 32940
$599,900

4 beds

|

3 baths

|

2,693 sq ft

|

House

3467 FARRAGUT PL, MELBOURNE, FL, 32940
Community: Heritage Isle
The Villages® 5791 HENRY LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$549,900

3 beds

|

3 baths

|

1,905 sq ft

|

House

5791 HENRY LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
Arlington Ridge 26645 MANASSAS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$450,000

3 beds

|

2 baths

|

2,236 sq ft

|

House

26645 MANASSAS DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Silver Lakes 2151 SILVER RE DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$280,000

3 beds

|

2 baths

|

1,343 sq ft

|

House

2151 SILVER RE DR, LAKELAND, FL, 33810
Community: Silver Lakes
Palms at Serenoa 3879 WINGED ELM CT, CLERMONT, FL, 34714, Clermont, FL 34714
$420,000

3 beds

|

2 baths

|

1,722 sq ft

|

House

3879 WINGED ELM CT, CLERMONT, FL, 34714
Community: Palms at Serenoa
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Heritage - The Cottages of Sanders Grove 5719 HIAWASSEE RD, OKAHUMPKA, FL, 34762, Okahumpka, FL 34762
$337,485

4 beds

|

2 baths

|

1,625 sq ft

|

House

5719 HIAWASSEE RD, OKAHUMPKA, FL, 34762
Stonecrest 17974 SE 123RD TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$359,000

3 beds

|

2 baths

|

1,617 sq ft

|

House

17974 SE 123RD TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Spruce Creek Country Club 8842 SE 118TH LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$384,900

2 beds

|

2 baths

|

1,870 sq ft

|

House

8842 SE 118TH LN, SUMMERFIELD, FL, 34491
The Villages® 1241 MERRYWEATHER WAY, THE VILLAGES, FL,..., The Villages, FL 32162
$749,000

3 beds

|

2 baths

|

1,612 sq ft

|

Villa

1241 MERRYWEATHER WAY, THE VILLAGES, FL,...
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.
Venetian Bay 657 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$779,402

4 beds

|

4 baths

|

3,221 sq ft

|

House

657 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 2368 BRANCHVILLE TER, THE VILLAGES, FL, ..., The Villages, FL 32162
$276,000

2 beds

|

2 baths

|

1,298 sq ft

|

Villa

2368 BRANCHVILLE TER, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 17403 SE 77TH SYCAMORE AVE, THE VILLAGES..., The Villages, FL 32162
$280,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

17403 SE 77TH SYCAMORE AVE, THE VILLAGES...
Community: The Villages®
The Villages® 108 N TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$139,900

2 beds

|

2 baths

|

1,232 sq ft

|

Manufactured Home

108 N TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 3328 TUSCANO AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$349,000

3 beds

|

2 baths

|

1,430 sq ft

|

House

3328 TUSCANO AVE, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 1104 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$275,000

2 beds

|

2 baths

|

1,146 sq ft

|

Villa

1104 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®

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2,513 homes
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