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Winter Garden, FL 55+ active adult communities & homes for sale - Page 87

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
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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
The Villages® 1201 DE LA FUENTE CT, THE VILLAGES, FL, ..., The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,383 sq ft

|

House

1201 DE LA FUENTE CT, THE VILLAGES, FL, ...
Community: The Villages®
Latitude Margaritaville 378 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$424,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

378 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
The Villages® 306 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$117,500

2 beds

|

2 baths

|

832 sq ft

|

Manufactured Home

306 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 610 ESPANA ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$650,000

3 beds

|

3 baths

|

2,086 sq ft

|

House

610 ESPANA ST, THE VILLAGES, FL, 32159
Community: The Villages®
Ocala Preserve 4704 NW 35TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$355,000

2 beds

|

2 baths

|

1,869 sq ft

|

House

4704 NW 35TH LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Ocala Preserve 4474 NW 53RD AVENUE RD, OCALA, FL, 34482, Ocala, FL 34482
$525,000

3 beds

|

3 baths

|

2,659 sq ft

|

House

4474 NW 53RD AVENUE RD, OCALA, FL, 34482
Community: Ocala Preserve
Pelican Bay Daytona Beach 102 BOB WHITE CT # 102C, DAYTONA BEACH, ..., Daytona Beach, FL 32119
$200,000

2 beds

|

2 baths

|

1,165 sq ft

|

Condo

102 BOB WHITE CT # 102C, DAYTONA BEACH, ...
Ocala Preserve 4252 NW 55TH TER, OCALA, FL, 34482, Ocala, FL 34482
$435,000

2 beds

|

3 baths

|

2,048 sq ft

|

House

4252 NW 55TH TER, OCALA, FL, 34482
Community: Ocala Preserve
On Top of the World 8180 SW 80TH TER, OCALA, FL, 34476, Ocala, FL 34476
$274,900

3 beds

|

2 baths

|

1,576 sq ft

|

House

8180 SW 80TH TER, OCALA, FL, 34476
Community: On Top of the World
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.
Ocala Palms 1943 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$240,000

2 beds

|

2 baths

|

1,232 sq ft

|

House

1943 NW 50TH CIR, OCALA, FL, 34482
Community: Ocala Palms
Highland Lakes 6142 WADE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$274,900

3 beds

|

2 baths

|

1,841 sq ft

|

House

6142 WADE ST, LEESBURG, FL, 34748
Community: Highland Lakes
Pelican Bay Daytona Beach 102 BOB WHITE CT C, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$200,000

2 beds

|

2 baths

|

1,165 sq ft

|

Condo

102 BOB WHITE CT C, DAYTONA BEACH, FL, 3...
Scottish Highlands 1902 TWEED CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$185,000

2 beds

|

2 baths

|

1,176 sq ft

|

House

1902 TWEED CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Latitude Margaritaville 856 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124
$559,900

2 beds

|

2 baths

|

1,862 sq ft

|

House

856 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Latitude Margaritaville 572 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$399,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

572 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
The Villages® 622 JENNIFER DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$159,900

2 beds

|

1 baths

|

936 sq ft

|

Manufactured Home

622 JENNIFER DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 766 ARTESIA AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$300,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

766 ARTESIA AVE, 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.
Solivita 726 IRVINE RANCH RD, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$484,000

3 beds

|

3 baths

|

2,427 sq ft

|

House

726 IRVINE RANCH RD, KISSIMMEE, FL, 3475...
Community: Solivita
New Lake Ashton 4189 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$559,000

2 beds

|

2 baths

|

2,227 sq ft

|

House

4189 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
The Villages® 17860 SE 89TH NATCHEZ AVE, THE VILLAGES,..., The Villages, FL 32162
$340,000

3 beds

|

2 baths

|

1,625 sq ft

|

House

17860 SE 89TH NATCHEZ AVE, THE VILLAGES,...
Community: The Villages®
Lake Ashton 4025 SABLE LOOP DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$575,000

4 beds

|

3 baths

|

2,923 sq ft

|

House

4025 SABLE LOOP DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lake Ashton 5325 NICKLAUS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$284,900

2 beds

|

2 baths

|

1,319 sq ft

|

House

5325 NICKLAUS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Lake Ashton 4168 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$349,900

3 beds

|

2 baths

|

1,756 sq ft

|

House

4168 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Pine Run Estates 9841 SW 102ND PL, OCALA, FL, 34481, Ocala, FL 34481
$164,900

2 beds

|

2 baths

|

1,508 sq ft

|

House

9841 SW 102ND PL, OCALA, FL, 34481
Community: Pine Run Estates
Heritage Landings 2796 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$329,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2796 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
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.
Lakeside Landings 10161 MAINSAIL DR, OXFORD, FL, 34484, Oxford, FL 34484
$319,900

3 beds

|

2 baths

|

1,550 sq ft

|

House

10161 MAINSAIL DR, OXFORD, FL, 34484
Community: Lakeside Landings
Lakes at Laurel Highlands 2796 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$329,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2796 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Sun City Center 2431 NANTUCKET HARBOR LOOP # 61, SUN CIT..., Sun City Center, FL 33573
$199,900

2 beds

|

2 baths

|

1,205 sq ft

|

Condo

2431 NANTUCKET HARBOR LOOP # 61, SUN CIT...
Community: Sun City Center
Oak Run 6541 SW 111TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$295,000

3 beds

|

2 baths

|

1,808 sq ft

|

House

6541 SW 111TH LOOP, OCALA, FL, 34476
Community: Oak Run
The Villages® 594 LACY PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,397 sq ft

|

House

594 LACY PL, 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
Harbor Hills Country Club 5072 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$695,000

3 beds

|

3 baths

|

2,712 sq ft

|

House

5072 GREENS DR, LADY LAKE, FL, 32159
Sun City Center 702 DESERT HILLS WAY, SUN CITY CENTER, F..., Sun City Center, FL 33573
$249,000

2 beds

|

2 baths

|

1,425 sq ft

|

House

702 DESERT HILLS WAY, SUN CITY CENTER, F...
Community: Sun City Center
Twin Lakes 2491 YELLOW BRICK RD, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$299,999

2 beds

|

2 baths

|

1,464 sq ft

|

Halfplex

2491 YELLOW BRICK RD, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Heritage Hills 3538 BELLAND CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$310,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3538 BELLAND CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
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 1336 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$695,000

3 beds

|

2 baths

|

2,773 sq ft

|

House

1336 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Harbor Hills Country Club 39640 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159
$529,900

3 beds

|

3 baths

|

2,531 sq ft

|

House

39640 HARBOR HILLS BLVD, LADY LAKE, FL, ...
El Dorado 2130 SW 37TH STREET RD, OCALA, FL, 34471, Ocala, FL 34471
$798,000

5 beds

|

3 baths

|

4,333 sq ft

|

House

2130 SW 37TH STREET RD, OCALA, FL, 34471
Community: El Dorado
Pelican Bay Daytona Beach 220 SURF SCOOTER DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$279,900

2 beds

|

2 baths

|

1,760 sq ft

|

Townhouse

220 SURF SCOOTER DR, DAYTONA BEACH, FL, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Tampa Bay Golf and Country Club 29413 CADDYSHACK LN, SAN ANTONIO, FL, 33..., San Antonio, FL 33576
$329,999

3 beds

|

2 baths

|

1,588 sq ft

|

Villa

29413 CADDYSHACK LN, SAN ANTONIO, FL, 33...
Sandpiper Golf & Country Club 5987 TEAL TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$370,000

3 beds

|

2 baths

|

1,478 sq ft

|

House

5987 TEAL TRL, LAKELAND, FL, 33809

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