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Winter Garden, FL 55+ active adult communities & homes for sale - Page 40

3,517 homes near Winter Garden

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5 rating (1 reviews) Del Webb Oasis
$400Ks - $900Ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
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
4.1 rating (55 reviews) On Top of the World
$100Ks - $700Ks
On Top of the World, Ocala, FL
New and Resale | 55+ age-restricted | Built 1981 - present | 10,000 homes
3.8 rating (14 reviews) Sun City Center
<$100k - $500Ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
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 - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.2 rating (10 reviews) Stone Creek
$200Ks - $900Ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
4.1 rating (29 reviews) Oak Run
$100Ks - $500Ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
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 (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
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Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.6 rating (5 reviews) Ocala Preserve
$200Ks - $600Ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 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
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $600Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 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 (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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
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Questions? Call us: (689) 407-5757
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 (7 reviews) Tampa Bay Golf and Countr...
$200Ks - $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 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
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) 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) Ocala Palms
$100Ks - $400Ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (5 reviews) SummerGlen
$100Ks - $400Ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
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
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
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
Pine Run Estates
<$100k - $300Ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lake Jovita Golf and Coun...
$300Ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 homes
Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
Spruce Creek Preserve 14652 SW 112TH CIR, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$225,000

2 beds

|

2 baths

|

2,026 sq ft

|

House

14652 SW 112TH CIR, DUNNELLON, FL, 34432
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...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
Ocala Palms 2231 NW 59TH AVE, OCALA, FL, 34482, Ocala, FL 34482
$274,900

2 beds

|

2 baths

|

1,536 sq ft

|

House

2231 NW 59TH AVE, OCALA, FL, 34482
Community: Ocala Palms
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
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
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.
On Top of the World 7926 SW 87TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$289,000

3 beds

|

2 baths

|

1,469 sq ft

|

House

7926 SW 87TH LOOP, OCALA, FL, 34476
Community: On Top of the World
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
Southshore Bay 17316 SCUBA CREST ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$475,000

2 beds

|

3 baths

|

2,328 sq ft

|

House

17316 SCUBA CREST ST, WIMAUMA, FL, 33598
Community: Southshore Bay
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...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Southshore Bay 17415 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$499,900

3 beds

|

3 baths

|

2,651 sq ft

|

House

17415 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
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
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...
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 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...
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...
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®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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...
Latitude Margaritaville 595 GOOD LIFE WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$399,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

595 GOOD LIFE WAY, DAYTONA BEACH, FL, 32...
Latitude Margaritaville 614 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$439,900

2 beds

|

2 baths

|

1,563 sq ft

|

House

614 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
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...
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 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...
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...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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...
Sun City Center 2182 ACADIA GREENS DR # 66, SUN CITY CEN..., Sun City Center, FL 33573
$210,000

2 beds

|

2 baths

|

1,194 sq ft

|

Condo

2182 ACADIA GREENS DR # 66, SUN CITY CEN...
Community: Sun City Center
Sun City Center 1911 E DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573
$365,000

2 beds

|

2 baths

|

2,087 sq ft

|

House

1911 E DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
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.
Oak Run 11233 SW 73RD CIR, OCALA, FL, 34476, Ocala, FL 34476
$252,500

2 beds

|

2 baths

|

1,637 sq ft

|

House

11233 SW 73RD CIR, OCALA, FL, 34476
Community: Oak Run
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 Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
Oak Run 11473 SW 82ND COURT RD, OCALA, FL, 34481, Ocala, FL 34481
$244,900

2 beds

|

2 baths

|

1,602 sq ft

|

House

11473 SW 82ND COURT RD, OCALA, FL, 34481
Community: Oak Run

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