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Winter Park, FL 55+ active adult communities & homes for sale - Page 6

2,414 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
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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 (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
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
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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) 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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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5 rating (2 reviews) Heritage Isle
$300ks - $500ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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.
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Ridgehaven
$300ks - $600ks
Ridgehaven, Ormond Beach, FL
New Construction | 55+ age-restricted
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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
5 rating (2 reviews) Bridgewater at Viera
$300ks - $800ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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
Plantation at Leesburg 24317 BELLE MEDE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$440,000

2 beds

|

3 baths

|

2,510 sq ft

|

House

24317 BELLE MEDE DR, LEESBURG, FL, 34748
The Villages® 806 SAN SALVADOR DR, THE VILLAGES, FL, 3..., The Villages, FL 32159
$389,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

806 SAN SALVADOR DR, THE VILLAGES, FL, 3...
Community: The Villages®
Halifax Plantation 3089 ADRIAN DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$539,900

4 beds

|

3 baths

|

2,292 sq ft

|

House

3089 ADRIAN DR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
High Vista at Ridgewood Lakes 237 GOLF VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$420,000

3 beds

|

3 baths

|

2,611 sq ft

|

House

237 GOLF VISTA DR, DAVENPORT, FL, 33837
Four Seasons at Orlando 1691 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$355,000

2 beds

|

2 baths

|

1,557 sq ft

|

Villa

1691 KEY BAY TRL, KISSIMMEE, FL, 34747
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 17457 SE 81ST NEWBERRY CT, THE VILLAGES,..., The Villages, FL 32162
$229,000

2 beds

|

2 baths

|

1,163 sq ft

|

Villa

17457 SE 81ST NEWBERRY CT, THE VILLAGES,...
Community: The Villages®
Spruce Creek South 17814 SE 107TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$249,900

3 beds

|

2 baths

|

1,450 sq ft

|

House

17814 SE 107TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Latitude Margaritaville 396 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$389,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

396 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
The Villages® 1304 GUADALUPE CT, THE VILLAGES, FL, 321..., The Villages, FL 32159
$340,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1304 GUADALUPE CT, THE VILLAGES, FL, 321...
Community: The Villages®
Latitude Margaritaville 244 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$484,900

3 beds

|

2 baths

|

1,563 sq ft

|

House

244 POP TOP LN, DAYTONA BEACH, FL, 32124
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 200 RIVERFRONT DR D304, PALM COAST, FL, ..., Palm Coast, FL 32137
$499,000

3 beds

|

3 baths

|

2,015 sq ft

|

Condo

200 RIVERFRONT DR D304, PALM COAST, FL, ...
Community: Grand Haven
The Villages® 3541 ROANOKE ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$280,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3541 ROANOKE ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1008 VENTURA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$319,000

3 beds

|

2 baths

|

1,344 sq ft

|

House

1008 VENTURA DR, THE VILLAGES, FL, 32159
Community: The Villages®
Highland Lakes 6340 HIGHLAND LAKES BLVD, LEESBURG, FL, ..., Leesburg, FL 34748
$299,995

2 beds

|

2 baths

|

1,927 sq ft

|

House

6340 HIGHLAND LAKES BLVD, LEESBURG, FL, ...
Community: Highland Lakes
The Villages® 2445 GREENHILL TRL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$290,000

2 beds

|

2 baths

|

1,148 sq ft

|

Villa

2445 GREENHILL TRL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 2426 SAFFRON LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$329,900

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

2426 SAFFRON LN, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1795 HAGOOD LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$489,900

3 beds

|

2 baths

|

1,770 sq ft

|

House

1795 HAGOOD LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Kings Ridge 4390 SAMBOURNE ST, CLERMONT, FL, 34711, Clermont, FL 34711
$320,000

2 beds

|

2 baths

|

1,363 sq ft

|

House

4390 SAMBOURNE ST, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 16837 SE 92ND DANNA AVE, THE VILLAGES, F..., The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,700 sq ft

|

Villa

16837 SE 92ND DANNA AVE, THE VILLAGES, F...
Community: The Villages®
The Villages® 2696 MIDLAND TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$899,000

3 beds

|

2 baths

|

2,133 sq ft

|

House

2696 MIDLAND TER, THE VILLAGES, FL, 3216...
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.
Plantation Bay Golf & Country Club 420 WINGSPAN DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$4,450,000

5 beds

|

7 baths

|

5,151 sq ft

|

House

420 WINGSPAN DR, ORMOND BEACH, FL, 32174
The Villages® 1035 BLYTHE WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$425,000

2 beds

|

2 baths

|

1,670 sq ft

|

House

1035 BLYTHE WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Plantation Bay Golf & Country Club 708 WOODBRIDGE CT, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$950,000

3 beds

|

2 baths

|

2,434 sq ft

|

House

708 WOODBRIDGE CT, ORMOND BEACH, FL, 321...
Pelican Bay Daytona Beach 11 CORMORANT CIR, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32119
$324,900

3 beds

|

2 baths

|

1,476 sq ft

|

House

11 CORMORANT CIR, DAYTONA BEACH, FL, 321...
Royal Highlands 20634 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748
$319,900

2 beds

|

2 baths

|

1,858 sq ft

|

House

20634 QUEEN ALEXANDRA DR, LEESBURG, FL, ...
Community: Royal Highlands
Twin Lakes 2486 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$330,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2486 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Sandpiper Golf & Country Club 5784 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$244,900

3 beds

|

2 baths

|

1,511 sq ft

|

House

5784 CRANE DR, LAKELAND, FL, 33809
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Lakes at Harmony 3406 FEATHERGRASS CT, HARMONY, FL, 34773, Harmony, FL 34773
$424,000

4 beds

|

2 baths

|

2,064 sq ft

|

House

3406 FEATHERGRASS CT, HARMONY, FL, 34773
The Villages® 1704 LILLY LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$199,000

2 beds

|

2 baths

|

1,324 sq ft

|

Manufactured Home

1704 LILLY LN, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 103 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$165,500

2 beds

|

2 baths

|

1,440 sq ft

|

Manufactured Home

103 CYPRESS RD, 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.
Halifax Plantation 3505 TORY CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$575,000

3 beds

|

2 baths

|

2,184 sq ft

|

House

3505 TORY CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
The Villages® 5719 BARRAW TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$380,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

5719 BARRAW TER, THE VILLAGES, FL, 32163
Community: The Villages®
Plantation at Leesburg 25093 RIVERWALK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$309,900

3 beds

|

2 baths

|

1,931 sq ft

|

House

25093 RIVERWALK DR, LEESBURG, FL, 34748
Breakaway Trails 1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$800,000

5 beds

|

3 baths

|

3,193 sq ft

|

House

1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
The Villages® 2039 TYNTE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$585,000

3 beds

|

3 baths

|

2,473 sq ft

|

House

2039 TYNTE TER, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1969 HAGOOD LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

1969 HAGOOD LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Lakes of Mount Dora 8228 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$495,000

2 beds

|

2 baths

|

2,061 sq ft

|

House

8228 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
The Villages® 1648 ABASCO CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$329,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1648 ABASCO CT, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 13500 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$551,000

2 beds

|

3 baths

|

2,333 sq ft

|

House

13500 SE 97TH TERRACE RD, SUMMERFIELD, F...
The Villages® 447 FOSTER PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$465,000

3 beds

|

2 baths

|

1,872 sq ft

|

House

447 FOSTER PL, 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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