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Winter Park, FL 55+ active adult communities & homes for sale - Page 46

2,702 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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
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
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
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4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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.
Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 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 (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
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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
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
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.
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
5 rating (1 reviews) Cresswind at Victoria Gar...
$300ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 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.
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
4.4 rating (16 reviews) Del Webb Orlando
$200ks - $500ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 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
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
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
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Colonnades
$100ks - $200ks
Colonnades, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 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
Cindy Certified
7606 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$385,000

3 beds

|

2 baths

|

1,780 sq ft

|

House

7606 BENT TREE LOOP, ST CLOUD, FL, 34773
Latitude Margaritaville 738 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$639,900

3 beds

|

2 baths

|

1,922 sq ft

|

House

738 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Arlington Ridge 26868 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$337,000

4 beds

|

2 baths

|

1,877 sq ft

|

House

26868 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Sandpiper Golf & Country Club 6232 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$305,000

3 beds

|

2 baths

|

1,697 sq ft

|

House

6232 EGRET DR, LAKELAND, FL, 33809
Cindy Certified
7636 BENT TREE LOOP, ST CLOUD, FL, 34771, St Cloud, FL 34771
$423,900

3 beds

|

2 baths

|

1,970 sq ft

|

House

7636 BENT TREE LOOP, ST CLOUD, FL, 34771
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
VillageWalk at Lake Nona 11801 FAN TAIL LN, ORLANDO, FL, 32827, Orlando, FL 32827
$429,500

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
$369,990

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
Ridgehaven 404 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$555,130

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
$515,000

4 beds

|

3 baths

|

2,791 sq ft

|

House

1229 RIDGEHAVEN AVE, ORMOND BEACH, FL, 3...
Community: Ridgehaven
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® 475 ISLAND HOUSE PATH, THE VILLAGES, FL,..., The Villages, FL 32163
$479,900

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
$455,000

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
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®
Cresswind at Victoria Gardens 525 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724
$429,900

3 beds

|

2 baths

|

2,111 sq ft

|

House

525 HERON POINT WAY, DELAND, FL, 32724
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
Cindy Certified
810 GRAND RESERVE DR, BUNNELL, FL, 32110, Bunnell, FL 32110
$274,990

3 beds

|

2 baths

|

1,655 sq ft

|

House

810 GRAND RESERVE DR, BUNNELL, FL, 32110
Plantation at Leesburg 4810 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$369,000

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
$259,900

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
$338,000

3 beds

|

2 baths

|

1,848 sq ft

|

House

111 FLAME VINE WAY, GROVELAND, FL, 34736
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.
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
The Villages® 1616 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$199,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

1616 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
Westhaven at Ovation - Townes Collection 14099 LOCHEND WAY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$468,000

3 beds

|

3 baths

|

1,720 sq ft

|

Townhouse

14099 LOCHEND WAY, WINTER GARDEN, FL, 34...
The Villages® 3443 SIPSEY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$285,000

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®
Lakes of Mount Dora 8061 WATERBURY WAY, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$429,500

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
$370,000

2 beds

|

2 baths

|

1,431 sq ft

|

House

854 FENWICK LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Minneola 1333 ZESTY CITRUS LN, MINNEOLA, FL, 3471..., Minneola, FL 34715
$564,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

1333 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Cindy Certified
2920 MARLBERRY LN, CLERMONT, FL, 34714, Clermont, FL 34714
$460,000

4 beds

|

3 baths

|

2,184 sq ft

|

House

2920 MARLBERRY LN, CLERMONT, FL, 34714
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
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.
Cindy Certified
1153 MUSGRASS CIR, WEST MELBOURNE, FL, 3..., West Melbourne, FL 32904
$445,000

4 beds

|

2 baths

|

2,162 sq ft

|

House

1153 MUSGRASS CIR, WEST MELBOURNE, FL, 3...
The Villages® 1809 DAFFODIL LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$170,000

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
Lakeside Landings 5105 JAREDS LANDING WAY, OXFORD, FL, 344..., Oxford, FL 34484
$539,000

4 beds

|

2 baths

|

2,326 sq ft

|

House

5105 JAREDS LANDING WAY, OXFORD, FL, 344...
Community: Lakeside Landings
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®
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
Carillon Lakes 4149 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$305,000

3 beds

|

2 baths

|

1,745 sq ft

|

House

4149 WINDCHIME LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Cresswind at Victoria Gardens 1634 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724
$425,000

2 beds

|

2 baths

|

1,928 sq ft

|

House

1634 VICTORIA GARDENS DR, DELAND, FL, 32...
The Villages® 2180 JASPER WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$319,900

3 beds

|

2 baths

|

1,240 sq ft

|

House

2180 JASPER WAY, THE VILLAGES, FL, 32162
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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