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Winter Park, FL 55+ active adult communities & homes for sale - Page 26

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
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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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Questions? Call us: (888) 625-4885
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
The Villages® 1953 YEARLING WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$450,000

3 beds

|

2 baths

|

2,140 sq ft

|

House

1953 YEARLING WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Pelican Bay Daytona Beach 576 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$539,000

4 beds

|

4 baths

|

3,542 sq ft

|

House

576 PELICAN BAY DR, DAYTONA BEACH, FL, 3...
High Vista at Ridgewood Lakes 612 VISTA OAKS WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

2 beds

|

2 baths

|

1,797 sq ft

|

House

612 VISTA OAKS WAY, DAVENPORT, FL, 33837
Plantation at Leesburg 4844 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$254,500

2 beds

|

2 baths

|

1,289 sq ft

|

House

4844 HERON RUN CIR, LEESBURG, FL, 34748
The Lakes at Harmony 3224 OXBOW CT, HARMONY, FL, 34773, Harmony, FL 34773
$498,000

4 beds

|

4 baths

|

2,732 sq ft

|

House

3224 OXBOW CT, HARMONY, FL, 34773
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Lake Ashton 5352 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$319,900

2 beds

|

2 baths

|

2,354 sq ft

|

House

5352 NICKLAUS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
The Villages® 1763 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$117,999

2 beds

|

2 baths

|

1,306 sq ft

|

Manufactured Home

1763 W SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
The Lakes at Harmony 3470 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$283,900

3 beds

|

2 baths

|

1,426 sq ft

|

House

3470 SAGEBRUSH ST, HARMONY, FL, 34773
The Villages® 3737 COSMOS WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$334,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

3737 COSMOS WAY, THE VILLAGES, FL, 32163
Community: The Villages®
Pelican Bay Daytona Beach 105 SAND FIDDLER CT, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$279,900

3 beds

|

3 baths

|

1,919 sq ft

|

House

105 SAND FIDDLER CT, 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.
VillageWalk at Lake Nona 7972 ESTA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$940,000

4 beds

|

5 baths

|

3,460 sq ft

|

House

7972 ESTA LN, ORLANDO, FL, 32827
The Villages® 1307 PANAMA PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$425,000

3 beds

|

2 baths

|

1,499 sq ft

|

House

1307 PANAMA PL, THE VILLAGES, FL, 32159
Community: The Villages®
Tohoqua Reserve 2733 SERENITY MEADOW DR, KISSIMMEE, FL, ..., Kissimmee, FL 34744
$392,010

2 beds

|

2 baths

|

1,670 sq ft

|

House

2733 SERENITY MEADOW DR, KISSIMMEE, FL, ...
Community: Tohoqua Reserve
Solivita 825 GLENDORA RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$445,000

3 beds

|

3 baths

|

2,456 sq ft

|

House

825 GLENDORA RD, POINCIANA, FL, 34759
Community: Solivita
Plantation at Leesburg 4644 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,000

2 beds

|

2 baths

|

1,456 sq ft

|

House

4644 RIVER RIDGE DR, LEESBURG, FL, 34748
Venetian Bay 3355 BELLINO BLVD, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$740,000

3 beds

|

2 baths

|

2,267 sq ft

|

House

3355 BELLINO BLVD, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$124,000

2 beds

|

2 baths

|

784 sq ft

|

Manufactured Home

5562 LANSING DR, WILDWOOD, FL, 34785
Community: The Villages®
Stonecrest 17850 SE 125 CIR, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$399,500

3 beds

|

3 baths

|

2,423 sq ft

|

House

17850 SE 125 CIR, SUMMERFIELD, FL, 34491
Community: Stonecrest
Spruce Creek Country Club 13811 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$389,000

3 beds

|

2 baths

|

1,823 sq ft

|

House

13811 SE 85TH CIR, SUMMERFIELD, FL, 3449...
Latitude Margaritaville 273 COMPASS ROSE DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$629,000

2 beds

|

3 baths

|

2,067 sq ft

|

House

273 COMPASS ROSE DR, 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.
The Villages® 2364 HAVANA TRL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$655,000

3 beds

|

2 baths

|

2,318 sq ft

|

House

2364 HAVANA TRL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 110 CHULA VISTA AVE, THE VILLAGES, FL, 3..., The Villages, FL 32159
$424,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

110 CHULA VISTA AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Spruce Creek Country Club 9255 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$489,000

3 beds

|

2 baths

|

2,806 sq ft

|

House

9255 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Latitude Margaritaville 444 LIME AVE, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$369,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

444 LIME AVE, DAYTONA BEACH, FL, 32124
Solivita 280 INDIAN WELLS AVE, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$389,900

2 beds

|

2 baths

|

2,105 sq ft

|

House

280 INDIAN WELLS AVE, KISSIMMEE, FL, 347...
Community: Solivita
Lake Ashton 5365 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$599,900

3 beds

|

2 baths

|

2,591 sq ft

|

House

5365 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Latitude Margaritaville 572 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$385,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

572 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Breakaway Trails 85 SHADOWCREEK WAY, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$775,000

5 beds

|

4 baths

|

4,420 sq ft

|

House

85 SHADOWCREEK WAY, ORMOND BEACH, FL, 32...
Community: Breakaway Trails
Halifax Plantation 4105 PIUTE LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$1,299,000

4 beds

|

4 baths

|

3,324 sq ft

|

House

4105 PIUTE LN, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
The Villages® 508 SAINT ANDREWS BLVD, THE VILLAGES, FL..., The Villages, FL 32159
$259,500

2 beds

|

2 baths

|

1,532 sq ft

|

Manufactured Home

508 SAINT ANDREWS BLVD, THE VILLAGES, FL...
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.
Tohoqua Reserve 1845 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$354,900

2 beds

|

2 baths

|

1,579 sq ft

|

House

1845 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
The Villages® 2028 GLENARDEN PATH, THE VILLAGES, FL, 3..., The Villages, FL 32163
$499,900

3 beds

|

2 baths

|

1,927 sq ft

|

House

2028 GLENARDEN PATH, THE VILLAGES, FL, 3...
Community: The Villages®
Heritage Hills 3624 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$269,900

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3624 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Latitude Margaritaville 264 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$615,000

2 beds

|

2 baths

|

1,922 sq ft

|

House

264 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Highland Lakes 27110 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,900

3 beds

|

2 baths

|

1,531 sq ft

|

House

27110 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Spruce Creek Country Club 12463 SE 93RD COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$474,500

3 beds

|

3 baths

|

2,459 sq ft

|

House

12463 SE 93RD COURT RD, SUMMERFIELD, FL,...
Colonnades 4825 GOLDENVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$205,000

2 beds

|

2 baths

|

1,034 sq ft

|

House

4825 GOLDENVIEW LN, LAKELAND, FL, 33811
Community: Colonnades
The Villages® 1609 GIBBES WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$320,000

2 beds

|

2 baths

|

1,156 sq ft

|

House

1609 GIBBES WAY, 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
Cresswind at Hammock Oaks 574 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$439,990

3 beds

|

2 baths

|

1,724 sq ft

|

House

574 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32...
The Country Club of Mount Dora 2040 PARK FOREST BLVD, MOUNT DORA, FL, 3..., Mount Dora, FL 32757
$730,000

3 beds

|

3 baths

|

3,174 sq ft

|

House

2040 PARK FOREST BLVD, MOUNT DORA, FL, 3...
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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2,414 homes
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