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Winter Park, FL 55+ active adult communities & homes for sale - Page 3

2,259 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
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
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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
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) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
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.
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
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
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
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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 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
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 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) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 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
The Timbers at Everlands
$200ks - $500ks
The Timbers at Everlands, Palm Bay, FL
New Construction | 55+ age-restricted | Built 2023 - present | 450 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
New Highland Lakes 6441 WILANDER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

2,461 sq ft

|

House

6441 WILANDER ST, LEESBURG, FL, 34748
Community: Highland Lakes
New Spruce Creek South 9686 SE 176TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$249,900

2 beds

|

2 baths

|

1,390 sq ft

|

House

9686 SE 176TH ST, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
New Solivita 729 CORONADO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$357,000

3 beds

|

2 baths

|

1,828 sq ft

|

House

729 CORONADO DR, POINCIANA, FL, 34759
Community: Solivita
New Highland Lakes 27131 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,000

3 beds

|

2 baths

|

1,388 sq ft

|

House

27131 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
New Halifax Plantation 1321 WICKLOW LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$610,000

3 beds

|

3 baths

|

2,467 sq ft

|

House

1321 WICKLOW LN, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Trilogy® Orlando 273 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$530,000

2 beds

|

3 baths

|

2,140 sq ft

|

House

273 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
New Trilogy® Orlando 255 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$334,900

2 beds

|

2 baths

|

1,612 sq ft

|

House

255 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
New Kings Ridge 3598 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$309,990

2 beds

|

2 baths

|

1,338 sq ft

|

House

3598 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
New Indian River Colony Club 1649 INDEPENDENCE AVE, MELBOURNE, FL, 32..., Melbourne, FL 32940
$375,000

3 beds

|

2 baths

|

2,026 sq ft

|

House

1649 INDEPENDENCE AVE, MELBOURNE, FL, 32...
New The Villages® 103 N TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$89,900

2 beds

|

2 baths

|

1,320 sq ft

|

Mobile Home

103 N TIMBER TRL, WILDWOOD, FL, 34785
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.
New Royal Highlands 4646 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,900

3 beds

|

2 baths

|

2,020 sq ft

|

House

4646 INVERNESS DR, LEESBURG, FL, 34748
Community: Royal Highlands
New Preserve at Lakeside Landings 5811 MARSH LANDING DR, WINTER HAVEN, FL,..., Winter Haven, FL 33881
$280,000

3 beds

|

2 baths

|

1,873 sq ft

|

House

5811 MARSH LANDING DR, WINTER HAVEN, FL,...
New The Villages® 3461 EARL WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$560,000

3 beds

|

2 baths

|

1,903 sq ft

|

House

3461 EARL WAY, THE VILLAGES, FL, 32163
Community: The Villages®
New Cresswind at Hammock Oaks 563 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$519,990

3 beds

|

3 baths

|

2,129 sq ft

|

House

563 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32...
New The Villages® 3194 KEARNS COR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$675,000

3 beds

|

2 baths

|

2,372 sq ft

|

House

3194 KEARNS COR, THE VILLAGES, FL, 32162
Community: The Villages®
New VillageWalk at Lake Nona 11812 PADUA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$795,000

4 beds

|

4 baths

|

3,000 sq ft

|

House

11812 PADUA LN, ORLANDO, FL, 32827
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Scottish Highlands 1305 MORAY CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$241,900

3 beds

|

2 baths

|

1,569 sq ft

|

House

1305 MORAY CT, LEESBURG, FL, 34788
Community: Scottish Highlands
New Plantation Bay Golf & Country Club 8 JASMINE RUN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$374,900

2 beds

|

3 baths

|

2,157 sq ft

|

House

8 JASMINE RUN, ORMOND BEACH, FL, 32174
New The Villages® 3568 FARRELL AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$624,900

3 beds

|

2 baths

|

1,673 sq ft

|

Villa

3568 FARRELL AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
New The Villages® 1213 EL ESPARZA LN, THE VILLAGES, FL, 32..., The Villages, FL 32159
$389,900

3 beds

|

2 baths

|

1,404 sq ft

|

House

1213 EL ESPARZA LN, THE VILLAGES, FL, 32...
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.
New The Villages® 1637 WESTMINSTER CT, THE VILLAGES, FL, 3..., The Villages, FL 32162
$549,000

3 beds

|

3 baths

|

2,099 sq ft

|

House

1637 WESTMINSTER CT, THE VILLAGES, FL, 3...
Community: The Villages®
New Heritage Isle 6858 TOLAND DR 104, MELBOURNE, FL, 32940, Melbourne, FL 32940
$275,000

2 beds

|

2 baths

|

1,194 sq ft

|

Condo

6858 TOLAND DR 104, MELBOURNE, FL, 32940
Community: Heritage Isle
New Cresswind at Victoria Gardens 115 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724
$299,000

3 beds

|

2 baths

|

1,773 sq ft

|

House

115 HERON POINT WAY, DELAND, FL, 32724
New The Timbers at Everlands 1887 CERULEAN DR, PALM BAY, FL, 32907, Palm Bay, FL 32907
$258,500

3 beds

|

2 baths

|

1,436 sq ft

|

Townhouse

1887 CERULEAN DR, PALM BAY, FL, 32907
New Twin Lakes 5038 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$480,020

2 beds

|

2 baths

|

1,707 sq ft

|

House

5038 DANCY LN, ST CLOUD, FL, 34772
Community: Twin Lakes
New The Timbers at Everlands 1916 CERULEAN DR, PALM BAY, FL, 32907, Palm Bay, FL 32907
$250,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

1916 CERULEAN DR, PALM BAY, FL, 32907
New The Villages® 1203 GRANADA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$229,999

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

1203 GRANADA CT, 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
New Del Webb Sunbridge 2623 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3..., St Cloud, FL 34771
$385,646

2 beds

|

2 baths

|

1,579 sq ft

|

Villa

2623 HAMMOCK HARBOR AVE, ST CLOUD, FL, 3...
Community: Del Webb Sunbridge
New Ridgehaven 168 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$330,740

3 beds

|

2 baths

|

1,572 sq ft

|

House

168 PARKHAVEN DR, ORMOND BEACH, FL, 3217...
Community: Ridgehaven
New The Villages® 945 TARRSON BLVD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$89,900

2 beds

|

1 baths

|

672 sq ft

|

Manufactured Home

945 TARRSON BLVD, LADY LAKE, FL, 32159
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.
New The Villages® 2773 DAY LILY RUN, THE VILLAGES, FL, 321..., The Villages, FL 32162
$800,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

2773 DAY LILY RUN, THE VILLAGES, FL, 321...
Community: The Villages®
New Plantation Bay Golf & Country Club 56 KINGSLEY CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$434,900

3 beds

|

2 baths

|

2,147 sq ft

|

House

56 KINGSLEY CIR, ORMOND BEACH, FL, 32174
New Spruce Creek Country Club 12771 SE 92ND TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$284,900

2 beds

|

2 baths

|

1,147 sq ft

|

House

12771 SE 92ND TER, SUMMERFIELD, FL, 3449...
New The Villages® 2234 WESTCHESTER WAY, THE VILLAGES, FL, ..., The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

2,039 sq ft

|

House

2234 WESTCHESTER WAY, THE VILLAGES, FL, ...
Community: The Villages®
New Plantation at Leesburg 24044 PEEKSKILL ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,000

2 beds

|

3 baths

|

2,634 sq ft

|

House

24044 PEEKSKILL ST, LEESBURG, FL, 34748
New Halifax Plantation 3266 BAILEY ANN DR, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$345,000

2 beds

|

2 baths

|

1,687 sq ft

|

Halfplex

3266 BAILEY ANN DR, ORMOND BEACH, FL, 32...
Community: Halifax Plantation
New The Villages® 1614 GIBBES WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$269,500

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1614 GIBBES WAY, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 791 ENISGROVE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$449,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

791 ENISGROVE WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Del Webb Sunbridge 2531 PINE PRESERVE CT, ST CLOUD, FL, 347..., St Cloud, FL 34771
$775,000

3 beds

|

4 baths

|

2,808 sq ft

|

House

2531 PINE PRESERVE CT, ST CLOUD, FL, 347...
Community: Del Webb Sunbridge
New Solivita 394 MONTEREY ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$485,000

2 beds

|

3 baths

|

1,850 sq ft

|

House

394 MONTEREY ST, 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.

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