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Winter Park, FL 55+ active adult communities & homes for sale - Page 2

2,715 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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 (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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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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2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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
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
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
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
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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) 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
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 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.
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 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
The Timbers at Everlands
$200ks - $500ks
The Timbers at Everlands, Palm Bay, FL
New Construction | 55+ age-restricted | Built 2023 - present | 450 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
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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
New Del Webb Oasis 15819 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$400,000

2 beds

|

2 baths

|

1,574 sq ft

|

Villa

15819 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
New Grand Haven 206 WILLOW OAK WAY, PALM COAST, FL, 3213..., Palm Coast, FL 32137
$1,299,000

3 beds

|

3 baths

|

3,025 sq ft

|

House

206 WILLOW OAK WAY, PALM COAST, FL, 3213...
Community: Grand Haven
New Plantation at Leesburg 5019 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

3 beds

|

2 baths

|

1,405 sq ft

|

House

5019 EL DESTINO DR, LEESBURG, FL, 34748
New The Villages® 5838 JULIAN LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$549,000

3 beds

|

3 baths

|

1,869 sq ft

|

House

5838 JULIAN LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
New
Cindy Certified
30273 RUSTIC MILL ST, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$475,390

3 beds

|

3 baths

|

2,035 sq ft

|

House

30273 RUSTIC MILL ST, MOUNT DORA, FL, 32...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Indian River Colony Club 1453 PATRIOT DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$330,000

4 beds

|

2 baths

|

2,293 sq ft

|

House

1453 PATRIOT DR, MELBOURNE, FL, 32940
New Lakeside Landings 10086 KETCH KAY LN, OXFORD, FL, 34484, Oxford, FL 34484
$320,000

3 beds

|

2 baths

|

1,508 sq ft

|

House

10086 KETCH KAY LN, OXFORD, FL, 34484
Community: Lakeside Landings
New Kings Ridge 2525 NEW CASTLE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$374,000

2 beds

|

3 baths

|

1,715 sq ft

|

House

2525 NEW CASTLE CT, CLERMONT, FL, 34711
Community: Kings Ridge
New High Vista at Ridgewood Lakes 347 ROYAL PALM DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$245,000

2 beds

|

2 baths

|

1,395 sq ft

|

House

347 ROYAL PALM DR, DAVENPORT, FL, 33837
New
Cindy Certified
7342 LIBERTY RD, LAKELAND, FL, 33809, Lakeland, FL 33809
$354,900

4 beds

|

2 baths

|

1,773 sq ft

|

House

7342 LIBERTY RD, 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.
New Lakeside Landings 10089 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$639,000

3 beds

|

2 baths

|

2,340 sq ft

|

House

10089 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
New The Villages® 1606 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$260,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1606 CAMPOS DR, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 16822 SE 93RD CUTHBERT CIR, THE VILLAGES..., The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

2,014 sq ft

|

House

16822 SE 93RD CUTHBERT CIR, THE VILLAGES...
Community: The Villages®
New The Villages® 168 PALERMO PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$374,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

168 PALERMO PL, LADY LAKE, FL, 32159
Community: The Villages®
New The Villages® 2952 KRAMER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$395,000

3 beds

|

2 baths

|

1,400 sq ft

|

Villa

2952 KRAMER CT, THE VILLAGES, FL, 32163
Community: The Villages®
New Spruce Creek Country Club 11728 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$279,300

2 beds

|

2 baths

|

1,575 sq ft

|

House

11728 SE 91ST CIR, SUMMERFIELD, FL, 3449...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New The Villages® 1023 AVALON AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$269,000

2 beds

|

1 baths

|

1,040 sq ft

|

House

1023 AVALON AVE, LADY LAKE, FL, 32159
Community: The Villages®
New
Cindy Certified
2815 2815 DAIRY RD, MELBOURNE, FL, 32904, Melbourne, FL 32904
$949,000

4 beds

|

3 baths

|

2,840 sq ft

|

House

2815 2815 DAIRY RD, MELBOURNE, FL, 32904
New Esplanade at Highland Ranch 1197 ESPERANZA RIDGE RD, CLERMONT, FL, 3..., Clermont, FL 34715
$620,000

3 beds

|

3 baths

|

2,333 sq ft

|

House

1197 ESPERANZA RIDGE RD, CLERMONT, FL, 3...
New Pelican Bay Daytona Beach 150 BLUE HERON DR B, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$224,900

3 beds

|

2 baths

|

1,365 sq ft

|

Condo

150 BLUE HERON DR B, DAYTONA BEACH, FL, ...
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® 575 RANDALL RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$549,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

575 RANDALL RD, THE VILLAGES, FL, 32163
Community: The Villages®
New Venetian Bay 3417 TORRE BLVD, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$439,900

2 beds

|

2 baths

|

1,950 sq ft

|

Townhouse

3417 TORRE BLVD, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
New Venetian Bay 2931 BELLA FLORE TER, NEW SMYRNA BEACH, ..., New Smyrna Beach, FL 32168
$775,000

4 beds

|

3 baths

|

2,511 sq ft

|

House

2931 BELLA FLORE TER, NEW SMYRNA BEACH, ...
Community: Venetian Bay
New The Villages® 1078 MAYNARD PATH, THE VILLAGES, FL, 321..., The Villages, FL 32163
$725,000

3 beds

|

3 baths

|

1,945 sq ft

|

House

1078 MAYNARD PATH, THE VILLAGES, FL, 321...
Community: The Villages®
New Plantation Bay Golf & Country Club 24 BAY POINTE DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$697,000

5 beds

|

4 baths

|

4,274 sq ft

|

House

24 BAY POINTE DR, ORMOND BEACH, FL, 3217...
New The Villages® 1276 NORTHBROOK PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

1276 NORTHBROOK PL, THE VILLAGES, FL, 32...
Community: The Villages®
New
Cindy Certified
2889 MILLENNIUM CIR, MELBOURNE, FL, 3294..., Melbourne, FL 32940
$589,900

4 beds

|

4 baths

|

2,399 sq ft

|

House

2889 MILLENNIUM CIR, MELBOURNE, FL, 3294...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New The Villages® 1532 E SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$300,000

2 beds

|

2 baths

|

1,529 sq ft

|

House

1532 E SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
New The Villages® 9533 SE 168TH MAPLESONG LN, THE VILLAGES..., The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

9533 SE 168TH MAPLESONG LN, THE VILLAGES...
Community: The Villages®
New Venetian Bay 3112 ARECA AVE, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$378,000

3 beds

|

2 baths

|

1,613 sq ft

|

House

3112 ARECA AVE, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
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® 1426 JUAREZ PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$315,000

2 beds

|

2 baths

|

1,066 sq ft

|

House

1426 JUAREZ PL, THE VILLAGES, FL, 32159
Community: The Villages®
New Lakes of Mount Dora 8595 HEMPSTEAD WAY, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$501,110

4 beds

|

3 baths

|

2,107 sq ft

|

House

8595 HEMPSTEAD WAY, MOUNT DORA, FL, 3275...
Community: Lakes of Mount Dora
New The Villages® 292 STARR LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$307,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

292 STARR LN, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 3495 AUBURNDALE AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$334,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

3495 AUBURNDALE AVE, THE VILLAGES, FL, 3...
Community: The Villages®
New Grand Isle 1486 GRAND ISLE BLVD, MELBOURNE, FL, 329..., Melbourne, FL 32940
$525,000

4 beds

|

2 baths

|

2,152 sq ft

|

House

1486 GRAND ISLE BLVD, MELBOURNE, FL, 329...
Community: Grand Isle
New The Lakes at Harmony 7453 WING SPAN WAY, ST CLOUD, FL, 34773, St Cloud, FL 34773
$370,000

4 beds

|

2 baths

|

1,901 sq ft

|

House

7453 WING SPAN WAY, ST CLOUD, FL, 34773
New VillageWalk at Lake Nona 12272 REGAL LILY LN, ORLANDO, FL, 32827, Orlando, FL 32827
$1,050,000

5 beds

|

4 baths

|

4,036 sq ft

|

House

12272 REGAL LILY LN, ORLANDO, FL, 32827
New Plantation at Leesburg 25543 MAUREPAS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$350,000

2 beds

|

2 baths

|

1,977 sq ft

|

House

25543 MAUREPAS LN, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
New Plantation at Leesburg 5137 DESOTO WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,000

3 beds

|

2 baths

|

1,787 sq ft

|

House

5137 DESOTO WAY, LEESBURG, FL, 34748
New The Villages® 2801 BARBOZA DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$275,000

2 beds

|

2 baths

|

1,143 sq ft

|

Villa

2801 BARBOZA DR, 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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2,715 homes
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