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Winter Park, FL 55+ active adult communities & homes for sale - Page 31

2,398 homes near Winter Park

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4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
5 rating (1 reviews) Plantation Bay Golf &...
$200Ks - $3Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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
$300Ks - $1Ms
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 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.
5 rating (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Del Webb at Viera
$400Ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
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 - $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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.
Halifax Plantation
$200Ks - $700Ks
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
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4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
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
The Country Club of Mount...
$200Ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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.
4.1 rating (9 reviews) Indian River Colony Club
$200Ks - $400Ks
Indian River Colony Club, Melbourne, FL
New and Resale | 55+ age-restricted | Built 1986 - present | 777 homes
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 reviews) Royal Harbor
$200Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
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1 rating (1 reviews) Sullivan Ranch
$200Ks - $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Highland Fairways
$100Ks - $300Ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Scottish Highlands 2105 GREENLAW CT # 2105, LEESBURG, FL, 3..., Leesburg, FL 34788
$175,000

2 beds

|

2 baths

|

932 sq ft

|

Condo

2105 GREENLAW CT # 2105, LEESBURG, FL, 3...
Community: Scottish Highlands
Heritage Hills 3550 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$315,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3550 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
Pennbrooke Fairways 143 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$139,900

2 beds

|

2 baths

|

1,148 sq ft

|

Manufactured Home

143 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Del Webb Sunbridge 2948 SCOUT ST, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771
$949,000

5 beds

|

5 baths

|

3,517 sq ft

|

House

2948 SCOUT ST, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
Latitude Margaritaville 302 LAST MANGO DR, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$374,900

2 beds

|

2 baths

|

1,205 sq ft

|

House

302 LAST MANGO DR, DAYTONA BEACH, FL, 32...
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Alamanda Key 4150 ALAMANDA KEY DR, MELBOURNE, FL, 329..., Melbourne, FL 32901
$310,000

3 beds

|

2 baths

|

1,550 sq ft

|

House

4150 ALAMANDA KEY DR, MELBOURNE, FL, 329...
Community: Alamanda Key
Pennbrooke Fairways 634 TIMBERCREST DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,247

2 beds

|

2 baths

|

1,310 sq ft

|

House

634 TIMBERCREST DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Latitude Margaritaville 914 ATTITUDE AVE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$459,900

2 beds

|

2 baths

|

1,563 sq ft

|

House

914 ATTITUDE AVE, DAYTONA BEACH, FL, 321...
Cresswind at Victoria Gardens 430 CYPRESS HILLS WAY, DELAND, FL, 32724, Deland, FL 32724
$318,000

2 beds

|

2 baths

|

1,655 sq ft

|

House

430 CYPRESS HILLS WAY, DELAND, FL, 32724
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 1124 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$378,000

3 beds

|

2 baths

|

2,113 sq ft

|

House

1124 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Del Webb Sunbridge 2744 NATURE VIEW RD, SAINT CLOUD, FL, 34..., Saint Cloud, FL 34771
$1,079,980

3 beds

|

5 baths

|

2,866 sq ft

|

House

2744 NATURE VIEW RD, SAINT CLOUD, FL, 34...
Community: Del Webb Sunbridge
Latitude Margaritaville 786 JOLLYMON WAY, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$699,900

3 beds

|

3 baths

|

2,392 sq ft

|

House

786 JOLLYMON WAY, DAYTONA BEACH, FL, 321...
Latitude Margaritaville 109 COASTAL AVE, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$509,900

2 beds

|

3 baths

|

1,743 sq ft

|

House

109 COASTAL AVE, DAYTONA BEACH, FL, 3212...
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The Villages® 1612 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$239,900

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1612 CAMPOS DR, THE VILLAGES, FL, 32162
Community: The Villages®
Latitude Margaritaville 103 FLIP FLOP CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$679,900

2 beds

|

2 baths

|

1,681 sq ft

|

House

103 FLIP FLOP CT, DAYTONA BEACH, FL, 321...
Plantation at Leesburg 24914 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$275,900

3 beds

|

2 baths

|

1,801 sq ft

|

House

24914 CRANES ROOST CIR, LEESBURG, FL, 34...
High Vista at Ridgewood Lakes 116 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$320,000

2 beds

|

2 baths

|

1,776 sq ft

|

House

116 FLEMING LN, DAVENPORT, FL, 33837
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.
Del Webb Oasis 13732 FRESH IVY ST, WINTER GARDEN, FL, 3..., Winter Garden, FL 34787
$599,900

2 beds

|

2 baths

|

1,889 sq ft

|

House

13732 FRESH IVY ST, WINTER GARDEN, FL, 3...
Community: Del Webb Oasis
Latitude Margaritaville 148 SIX STRING DR, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$675,000

2 beds

|

3 baths

|

2,347 sq ft

|

House

148 SIX STRING DR, DAYTONA BEACH, FL, 32...
Latitude Margaritaville 319 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$479,900

2 beds

|

2 baths

|

1,563 sq ft

|

House

319 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Latitude Margaritaville 476 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$509,500

2 beds

|

2 baths

|

1,684 sq ft

|

House

476 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
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Latitude Margaritaville 235 CORAL REEF WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$469,900

3 beds

|

2 baths

|

1,558 sq ft

|

House

235 CORAL REEF WAY, DAYTONA BEACH, FL, 3...
Latitude Margaritaville 664 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$609,900

2 beds

|

2 baths

|

1,922 sq ft

|

House

664 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Latitude Margaritaville 494 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$362,500

2 beds

|

2 baths

|

1,204 sq ft

|

House

494 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Latitude Margaritaville 472 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$419,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

472 LANDSHARK BLVD, DAYTONA BEACH, 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.
Latitude Margaritaville 533 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$439,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

533 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Latitude Margaritaville 929 BAMA BREEZE DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$580,000

2 beds

|

3 baths

|

2,139 sq ft

|

House

929 BAMA BREEZE DR, DAYTONA BEACH, FL, 3...
Arlington Ridge 3722 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

1,710 sq ft

|

House

3722 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 1302 CARVELLO DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$335,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1302 CARVELLO DR, THE VILLAGES, FL, 3216...
Community: The Villages®
Arlington Ridge 3733 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$390,000

3 beds

|

2 baths

|

1,725 sq ft

|

House

3733 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Solivita 3775 VIA MAZZINI CT, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$499,900

4 beds

|

3 baths

|

2,495 sq ft

|

House

3775 VIA MAZZINI CT, KISSIMMEE, FL, 3475...
Community: Solivita
The Villages® 2603 OLIVAREZ WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$309,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

2603 OLIVAREZ WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Foxwood Lake Estates 5079 LODGEWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$189,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

5079 LODGEWOOD DR, LAKELAND, FL, 33810
Summit Greens 791 WOLF CREEK ST, CLERMONT, FL, 34711, Clermont, FL 34711
$315,000

2 beds

|

2 baths

|

1,256 sq ft

|

House

791 WOLF CREEK ST, CLERMONT, FL, 34711
Community: Summit Greens
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 820 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$359,000

2 beds

|

2 baths

|

1,510 sq ft

|

Townhouse

820 ALDENHAM LN, ORMOND BEACH, FL, 32174
Del Webb Orlando 507 CADIZ DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$420,900

4 beds

|

3 baths

|

2,616 sq ft

|

House

507 CADIZ DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Venetian Bay 2932 BELLA FLORE TER, NEW SMYRNA BEACH, ..., New Smyrna Beach, FL 32168
$725,000

4 beds

|

3 baths

|

2,625 sq ft

|

House

2932 BELLA FLORE TER, NEW SMYRNA BEACH, ...
Community: Venetian Bay
The Villages® 1709 MADERO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$434,500

3 beds

|

2 baths

|

1,796 sq ft

|

House

1709 MADERO DR, THE VILLAGES, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
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The Villages® 2454 MONROE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$360,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

2454 MONROE TER, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2023 THURMOND AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$275,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2023 THURMOND AVE, THE VILLAGES, FL, 321...
Community: The Villages®

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2,398 homes
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