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Winter Park, FL 55+ active adult communities & homes for sale - Page 28

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
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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
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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
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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
The Villages® 1089 NASH LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$318,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1089 NASH LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 17602 SE 82ND WOODLAWN AVE, THE VILLAGES..., The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,924 sq ft

|

House

17602 SE 82ND WOODLAWN AVE, THE VILLAGES...
Community: The Villages®
VillageWalk at Lake Nona 11801 FAN TAIL LN, ORLANDO, FL, 32827, Orlando, FL 32827
$439,900

2 beds

|

2 baths

|

1,526 sq ft

|

Halfplex

11801 FAN TAIL LN, ORLANDO, FL, 32827
Palms at Serenoa 3473 YELLOWTOP LOOP, CLERMONT, FL, 34714, Clermont, FL 34714
$378,990

3 beds

|

2 baths

|

1,728 sq ft

|

House

3473 YELLOWTOP LOOP, CLERMONT, FL, 34714
Community: Palms at Serenoa
Solivita 107 VERONA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$255,000

2 beds

|

2 baths

|

1,467 sq ft

|

House

107 VERONA 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
Ridgehaven 404 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$565,130

5 beds

|

4 baths

|

3,051 sq ft

|

House

404 BROOKHAVEN TRL, ORMOND BEACH, FL, 32...
Community: Ridgehaven
Ridgehaven 1229 RIDGEHAVEN AVE, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174
$539,430

4 beds

|

3 baths

|

2,791 sq ft

|

House

1229 RIDGEHAVEN AVE, ORMOND BEACH, FL, 3...
Community: Ridgehaven
The Villages® 475 ISLAND HOUSE PATH, THE VILLAGES, FL,..., The Villages, FL 32163
$484,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

475 ISLAND HOUSE PATH, THE VILLAGES, FL,...
Community: The Villages®
Ridgehaven 405 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$482,070

3 beds

|

3 baths

|

2,181 sq ft

|

House

405 BROOKHAVEN TRL, ORMOND BEACH, FL, 32...
Community: Ridgehaven
Heritage Hills 2892 SANDY CAY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$520,000

3 beds

|

3 baths

|

2,597 sq ft

|

House

2892 SANDY CAY ST, CLERMONT, FL, 34711
Community: Heritage Hills
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® 6094 RODRIGUEZ LN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$365,000

2 beds

|

2 baths

|

1,290 sq ft

|

Villa

6094 RODRIGUEZ LN, THE VILLAGES, FL, 321...
Community: The Villages®
Ridgehaven 120 FORESTHAVEN ST, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$469,600

5 beds

|

4 baths

|

3,232 sq ft

|

House

120 FORESTHAVEN ST, ORMOND BEACH, FL, 32...
Community: Ridgehaven
Cresswind at Victoria Gardens 525 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724
$429,900

4 beds

|

2 baths

|

2,111 sq ft

|

House

525 HERON POINT WAY, DELAND, FL, 32724
Plantation at Leesburg 25014 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$209,000

2 beds

|

2 baths

|

890 sq ft

|

House

25014 PINE HL, LEESBURG, FL, 34748
The Villages® 406 DEL MAR DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$320,000

2 beds

|

2 baths

|

1,552 sq ft

|

House

406 DEL MAR DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 4537 BROOKE LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$499,900

3 beds

|

2 baths

|

1,947 sq ft

|

House

4537 BROOKE LN, 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
Plantation at Leesburg 4810 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,000

2 beds

|

2 baths

|

2,350 sq ft

|

House

4810 SABLE RIDGE CT, LEESBURG, FL, 34748
Pennbrooke Fairways 32914 CROOKED OAKS LN, LEESBURG, FL, 347..., Leesburg, FL 34748
$269,900

3 beds

|

2 baths

|

1,745 sq ft

|

House

32914 CROOKED OAKS LN, LEESBURG, FL, 347...
Community: Pennbrooke Fairways
Trilogy® Orlando 111 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$340,000

3 beds

|

2 baths

|

1,848 sq ft

|

House

111 FLAME VINE WAY, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Lake Ashton 4436 WATERFORD DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$294,900

3 beds

|

2 baths

|

1,975 sq ft

|

House

4436 WATERFORD DR, LAKE WALES, FL, 33859
Community: Lake Ashton
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® 1616 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$219,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

1616 W SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
Westhaven at Ovation - Townes Collection 14099 LOCHEND WAY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$479,900

3 beds

|

3 baths

|

1,720 sq ft

|

Townhouse

14099 LOCHEND WAY, WINTER GARDEN, FL, 34...
Plantation Bay Golf & Country Club 648 SOUTHLAKE DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$669,000

3 beds

|

4 baths

|

2,463 sq ft

|

House

648 SOUTHLAKE DR, ORMOND BEACH, FL, 3217...
The Villages® 3443 SIPSEY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,100 sq ft

|

House

3443 SIPSEY ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1256 AVENIDA DE LAS CASAS, LADY LAKE, FL..., Lady Lake, FL 32159
$409,750

2 beds

|

2 baths

|

1,361 sq ft

|

Condo

1256 AVENIDA DE LAS CASAS, LADY LAKE, FL...
Community: The Villages®
The Villages® 2165 GORDON PATH, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$1,000,000

3 beds

|

3 baths

|

2,581 sq ft

|

House

2165 GORDON PATH, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1228 PALMETTO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$225,000

2 beds

|

2 baths

|

1,469 sq ft

|

Manufactured Home

1228 PALMETTO DR, 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
Lakes of Mount Dora 8061 WATERBURY WAY, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$438,500

3 beds

|

2 baths

|

2,124 sq ft

|

House

8061 WATERBURY WAY, MOUNT DORA, FL, 3275...
Community: Lakes of Mount Dora
The Villages® 854 FENWICK LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$375,000

2 beds

|

2 baths

|

1,431 sq ft

|

House

854 FENWICK LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Summer Trees 10 LAKEPOINT CIR, PORT ORANGE, FL, 32128, Port Orange, FL 32128
$265,000

2 beds

|

2 baths

|

1,406 sq ft

|

House

10 LAKEPOINT CIR, PORT ORANGE, FL, 32128
Community: Summer Trees
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.
Del Webb Minneola 1333 ZESTY CITRUS LN, MINNEOLA, FL, 3471..., Minneola, FL 34715
$569,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

1333 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Legacy of Leesburg 27111 NOSTALGIA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,000

3 beds

|

2 baths

|

1,477 sq ft

|

House

27111 NOSTALGIA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
The Villages® 17203 SANDALWOOD DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$126,490

2 beds

|

2 baths

|

1,156 sq ft

|

House

17203 SANDALWOOD DR, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 1809 DAFFODIL LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$182,000

2 beds

|

1 baths

|

936 sq ft

|

Manufactured Home

1809 DAFFODIL LN, LADY LAKE, FL, 32159
Community: The Villages®
Halifax Plantation 1452 PECOS DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$949,900

4 beds

|

3 baths

|

3,398 sq ft

|

House

1452 PECOS DR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Trilogy® Orlando 119 FALLING ACORN AVE, GROVELAND, FL, 34..., Groveland, FL 34736
$338,000

2 beds

|

2 baths

|

1,651 sq ft

|

House

119 FALLING ACORN AVE, GROVELAND, FL, 34...
Community: Trilogy® Orlando
The Villages® 732 ROYAL PALM AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$219,900

3 beds

|

2 baths

|

1,100 sq ft

|

Manufactured Home

732 ROYAL PALM AVE, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 2464 NELLIE RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$365,000

3 beds

|

2 baths

|

1,425 sq ft

|

House

2464 NELLIE RD, 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
Esplanade at Highland Ranch 959 BRAEWOOD DR, CLERMONT, FL, 34715, Clermont, FL 34715
$450,000

2 beds

|

2 baths

|

1,788 sq ft

|

House

959 BRAEWOOD DR, CLERMONT, FL, 34715
The Villages® 3401 CARRABELLE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$285,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3401 CARRABELLE CT, 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.

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