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Winter Park, FL 55+ active adult communities & homes for sale - Page 12

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
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
Cindy Certified
4112 INNOVATION LN, CLERMONT, FL, 34711, Clermont, FL 34711
$437,000

3 beds

|

3 baths

|

2,061 sq ft

|

House

4112 INNOVATION LN, CLERMONT, FL, 34711
Twin Lakes 2709 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$579,900

4 beds

|

4 baths

|

2,870 sq ft

|

House

2709 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$119,000

2 beds

|

2 baths

|

784 sq ft

|

Manufactured Home

5562 LANSING DR, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 2816 NAVY HILL CIR, THE VILLAGES, FL, 32..., The Villages, FL 32163
$379,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

2816 NAVY HILL CIR, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 4438 CAMEO CIR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$379,900

3 beds

|

2 baths

|

1,472 sq ft

|

House

4438 CAMEO CIR, 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
518 CADIZ LOOP, DAVENPORT, FL, 33837, Davenport, FL 33837
$355,000

4 beds

|

4 baths

|

2,060 sq ft

|

House

518 CADIZ LOOP, DAVENPORT, FL, 33837
Venetian Bay 3065 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$525,000

3 beds

|

4 baths

|

1,847 sq ft

|

Townhouse

3065 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Royal Harbor 5475 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778
$327,000

4 beds

|

2 baths

|

1,959 sq ft

|

House

5475 BOUNTY CIR, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 250 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$324,000

3 beds

|

2 baths

|

1,467 sq ft

|

House

250 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 2440 KATE HILL ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$420,000

3 beds

|

2 baths

|

1,821 sq ft

|

House

2440 KATE HILL ST, THE VILLAGES, FL, 321...
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.
Alamanda Key 4080 ALAMANDA KEY DR DRIVE, MELBOURNE, F..., Melbourne, FL 32901
$307,500

3 beds

|

2 baths

|

1,550 sq ft

|

House

4080 ALAMANDA KEY DR DRIVE, MELBOURNE, F...
Community: Alamanda Key
Sandpiper Golf & Country Club 1018 PARAKEET TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$309,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

1018 PARAKEET TRL, LAKELAND, FL, 33809
Grand Haven 21 VILLAGE VIEW DR, PALM COAST, FL, 3213..., Palm Coast, FL 32137
$419,000

3 beds

|

2 baths

|

1,810 sq ft

|

House

21 VILLAGE VIEW DR, PALM COAST, FL, 3213...
Community: Grand Haven
Latitude Margaritaville 632 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$439,000

2 beds

|

2 baths

|

1,509 sq ft

|

House

632 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Plantation Bay Golf & Country Club 38 KINGSLEY CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$499,000

3 beds

|

2 baths

|

2,664 sq ft

|

House

38 KINGSLEY CIR, ORMOND BEACH, FL, 32174
Pelican Bay Daytona Beach 112 ALBATROSS WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32119
$275,000

2 beds

|

2 baths

|

1,440 sq ft

|

House

112 ALBATROSS WAY, DAYTONA BEACH, FL, 32...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 314 JAMESON LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$545,000

3 beds

|

2 baths

|

2,033 sq ft

|

House

314 JAMESON LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Pelican Bay Daytona Beach 105 MARBLED GODWIT CT, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$360,000

3 beds

|

2 baths

|

2,568 sq ft

|

House

105 MARBLED GODWIT CT, DAYTONA BEACH, FL...
The Villages® 1511 LAVACA LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$569,900

3 beds

|

2 baths

|

2,058 sq ft

|

House

1511 LAVACA LN, LADY LAKE, FL, 32159
Community: The Villages®
Summer Trees 109 CROOKED PINE RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$254,827

2 beds

|

2 baths

|

1,256 sq ft

|

House

109 CROOKED PINE RD, PORT ORANGE, FL, 32...
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.
Spruce Creek Country Club 13600 SE 87TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$339,000

3 beds

|

2 baths

|

1,759 sq ft

|

House

13600 SE 87TH CIR, SUMMERFIELD, FL, 3449...
The Villages® 1952 ARDMORE WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$330,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1952 ARDMORE WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Twin Lakes 2606 MEADOWEDGE LOOP, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$529,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2606 MEADOWEDGE LOOP, ST CLOUD, FL, 3477...
Community: Twin Lakes
The Country Club of Mount Dora 2360 PARK FOREST BLVD, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$569,900

3 beds

|

2 baths

|

2,214 sq ft

|

House

2360 PARK FOREST BLVD, MOUNT DORA, FL, 3...
Highland Fairways 3231 BEAR CREEK LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$199,900

2 beds

|

1 baths

|

1,400 sq ft

|

House

3231 BEAR CREEK LN, LAKELAND, FL, 33810
Community: Highland Fairways
Esplanade at Highland Ranch 1355 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$559,900

3 beds

|

4 baths

|

2,078 sq ft

|

House

1355 ZEEK RIDGE ST, CLERMONT, FL, 34715
Cindy Certified
1523 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$309,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

1523 LAS PALMAS ST, LAKELAND, FL, 33810
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Highland Fairways 2260 GRAND CYPRESS DR, LAKELAND, FL, 338..., Lakeland, FL 33810
$239,900

2 beds

|

2 baths

|

1,391 sq ft

|

House

2260 GRAND CYPRESS DR, LAKELAND, FL, 338...
Community: Highland Fairways
Spruce Creek Country Club 11735 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$374,750

3 beds

|

2 baths

|

2,413 sq ft

|

House

11735 SE 91ST CIR, SUMMERFIELD, FL, 3449...
Harbor Hills Country Club 39513 HILLRISE LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$689,000

3 beds

|

3 baths

|

2,512 sq ft

|

House

39513 HILLRISE LN, LADY LAKE, FL, 32159
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 3027 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$584,900

3 beds

|

3 baths

|

2,027 sq ft

|

House

3027 BORASSUS DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Del Webb Sunbridge 2499 CLIFF WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$455,000

3 beds

|

2 baths

|

1,650 sq ft

|

House

2499 CLIFF WAY, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
The Villages® 17173 SE 79TH MCLAWREN TER, THE VILLAGES..., The Villages, FL 32162
$362,900

3 beds

|

2 baths

|

1,493 sq ft

|

House

17173 SE 79TH MCLAWREN TER, THE VILLAGES...
Community: The Villages®
Heritage Hills 3831 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$479,899

4 beds

|

3 baths

|

2,293 sq ft

|

House

3831 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
Cindy Certified
29 APIAN WAY, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$640,000

3 beds

|

2 baths

|

2,036 sq ft

|

House

29 APIAN WAY, ORMOND BEACH, FL, 32174
Plantation Bay Golf & Country Club 31 MAGNOLIA DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$249,900

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

31 MAGNOLIA DR, ORMOND BEACH, FL, 32174
The Villages® 2314 CALLAWAY DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$739,000

3 beds

|

2 baths

|

1,887 sq ft

|

House

2314 CALLAWAY DR, THE VILLAGES, FL, 3216...
Community: The Villages®
Cindy Certified
6935 HIGGS ALY, ORLANDO, FL, 32827, Orlando, FL 32827
$619,900

3 beds

|

2 baths

|

1,589 sq ft

|

House

6935 HIGGS ALY, ORLANDO, FL, 32827
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Trilogy® Orlando 220 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$619,000

3 beds

|

3 baths

|

2,222 sq ft

|

House

220 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 1709 SONORA ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$270,000

2 beds

|

2 baths

|

1,121 sq ft

|

House

1709 SONORA ST, THE VILLAGES, 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.

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