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Winter Garden, FL 55+ active adult communities & homes for sale - Page 39

3,769 homes near Winter Garden

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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
3.8 rating (14 reviews) Sun City Center
$100ks - $800ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4 rating (57 reviews) On Top of the World
$100ks - $600ks
On Top of the World, Ocala, FL
New and Resale | 55+ age-restricted | Built 1981 - present | 10,000 homes
4.2 rating (10 reviews) Stone Creek
$200ks - $500ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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.
4.6 rating (5 reviews) Ocala Preserve
$100ks - $500ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4 rating (7 reviews) Tampa Bay Golf and Countr...
$200ks - $500ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 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 (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
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
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
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
5 rating (1 reviews) Cresswind at Victoria Gar...
$300ks - $500ks
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.
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
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.
123...4
Venetian Bay 3320 MARSILI AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$354,900

4 beds

|

2 baths

|

1,662 sq ft

|

House

3320 MARSILI AVE, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Ocala Palms 5770 N NW 21ST ST, OCALA, FL, 34482, Ocala, FL 34482
$305,000

2 beds

|

2 baths

|

1,706 sq ft

|

House

5770 N NW 21ST ST, OCALA, FL, 34482
Community: Ocala Palms
Cherrywood 6064 SW 103RD LOOP, OCALA, FL, 34476, Ocala, FL 34476
$224,900

3 beds

|

2 baths

|

House

6064 SW 103RD LOOP, OCALA, FL, 34476
Community: Cherrywood
Oak Run 10920 SW 82ND TER, OCALA, FL, 34481, Ocala, FL 34481
$228,000

3 beds

|

2 baths

|

1,762 sq ft

|

House

10920 SW 82ND TER, OCALA, FL, 34481
Community: Oak Run
The Country Club of Mount Dora 8052 LAUREL RIDGE DR, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$675,000

3 beds

|

3 baths

|

2,650 sq ft

|

House

8052 LAUREL RIDGE DR, MOUNT DORA, FL, 32...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Kings Ridge 2112 SAINT IVES CT, CLERMONT, FL, 34711, Clermont, FL 34711
$399,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

2112 SAINT IVES CT, CLERMONT, FL, 34711
Community: Kings Ridge
Del Webb Lakehaven 6807 SUNRISE COVE DR, CLERMONT, FL, 3471..., Clermont, FL 34711
$644,110

3 beds

|

2 baths

|

1,943 sq ft

|

House

6807 SUNRISE COVE DR, CLERMONT, FL, 3471...
Community: Del Webb Lakehaven
Del Webb Lakehaven 6812 WILLOW BANK DR, CLERMONT, FL, 34711, Clermont, FL 34711
$634,350

2 beds

|

2 baths

|

1,889 sq ft

|

House

6812 WILLOW BANK DR, CLERMONT, FL, 34711
Community: Del Webb Lakehaven
Del Webb Oasis 13175 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$785,000

3 beds

|

2 baths

|

2,054 sq ft

|

House

13175 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
Lake Ashton 4294 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$299,900

3 beds

|

2 baths

|

1,556 sq ft

|

House

4294 BERWICK DR, LAKE WALES, FL, 33859
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.
Del Webb Lakehaven 6760 SUNRISE COVE DR, CLERMONT, FL, 3471..., Clermont, FL 34711
$447,970

2 beds

|

2 baths

|

1,405 sq ft

|

House

6760 SUNRISE COVE DR, CLERMONT, FL, 3471...
Community: Del Webb Lakehaven
Del Webb Lakehaven 6764 SUNRISE COVE DR, CLERMONT, FL, 3471..., Clermont, FL 34711
$469,640

2 beds

|

2 baths

|

1,655 sq ft

|

House

6764 SUNRISE COVE DR, CLERMONT, FL, 3471...
Community: Del Webb Lakehaven
Oak Run 7734 SW 114TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$234,900

3 beds

|

2 baths

|

1,654 sq ft

|

House

7734 SW 114TH LOOP, OCALA, FL, 34476
Community: Oak Run
Legacy of Leesburg 5901 CANDLE GLOW PL, LEESBURG, FL, 34748, Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

1,978 sq ft

|

House

5901 CANDLE GLOW PL, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Southshore Bay 17127 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$372,000

2 beds

|

2 baths

|

1,761 sq ft

|

House

17127 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
Highland Fairways 3320 INNISBROOK DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$249,900

2 beds

|

2 baths

|

1,567 sq ft

|

House

3320 INNISBROOK DR, LAKELAND, FL, 33810
Community: Highland Fairways
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Twin Lakes 5003 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772
$623,000

3 beds

|

3 baths

|

2,293 sq ft

|

House

5003 DANCY LN, ST CLOUD, FL, 34772
Community: Twin Lakes
Liberty Village 7451 SW 76TH TER, OCALA, FL, 34481, Ocala, FL 34481
$329,900

3 beds

|

2 baths

|

1,755 sq ft

|

House

7451 SW 76TH TER, OCALA, FL, 34481
Community: Liberty Village
Sun City Center 101 CAMBRIDGE TRL 194, SUN CITY CENTER, ..., Sun City Center, FL 33573
$110,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

101 CAMBRIDGE TRL 194, SUN CITY CENTER, ...
Community: Sun City Center
Stone Creek 8348 SW 58TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$395,000

2 beds

|

2 baths

|

1,889 sq ft

|

House

8348 SW 58TH LOOP, OCALA, FL, 34481
Community: Stone Creek
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 8711 SW 96TH LN D, OCALA, FL, 34481, Ocala, FL 34481
$144,900

2 beds

|

2 baths

|

1,341 sq ft

|

Villa

8711 SW 96TH LN D, OCALA, FL, 34481
Community: On Top of the World
Southshore Bay 16955 SCUBA CREST ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$500,000

3 beds

|

3 baths

|

2,363 sq ft

|

House

16955 SCUBA CREST ST, WIMAUMA, FL, 33598
Community: Southshore Bay
Cindy Certified
3042 KINGSMAN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$444,990

4 beds

|

3 baths

|

2,361 sq ft

|

House

3042 KINGSMAN TRL, ORMOND BEACH, FL, 321...
Lake Jovita Golf and Country Club 12649 OAK HOLLOW CT, DADE CITY, FL, 3352..., Dade City, FL 33525
$850,000

3 beds

|

3 baths

|

2,901 sq ft

|

House

12649 OAK HOLLOW CT, DADE CITY, FL, 3352...
The Villages® 1070 BERKSHIRE PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$289,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

1070 BERKSHIRE PL, THE VILLAGES, FL, 321...
Community: The Villages®
Spruce Creek South 9427 SE 174TH PLACE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$199,900

2 beds

|

1 baths

|

816 sq ft

|

House

9427 SE 174TH PLACE RD, SUMMERFIELD, FL,...
Community: Spruce Creek South
Cindy Certified
730 GREENWAY BLVD, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$275,900

5 beds

|

2 baths

|

1,708 sq ft

|

House

730 GREENWAY BLVD, LAKE WALES, FL, 33859
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Del Webb Oasis 13361 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$859,900

4 beds

|

3 baths

|

3,172 sq ft

|

House

13361 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
Cindy Certified
2975 PARKFIELD RD, ST CLOUD, FL, 34772, St Cloud, FL 34772
$419,990

4 beds

|

3 baths

|

2,098 sq ft

|

House

2975 PARKFIELD RD, ST CLOUD, FL, 34772
Cindy Certified
4961 SW 88 PL, OCALA, FL, 34476, Ocala, FL 34476
$335,000

4 beds

|

2 baths

|

1,827 sq ft

|

House

4961 SW 88 PL, OCALA, FL, 34476
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 10966 SW 85 TER, OCALA, FL, 34481, Ocala, FL 34481
$225,000

3 beds

|

2 baths

|

1,564 sq ft

|

House

10966 SW 85 TER, OCALA, FL, 34481
Community: Oak Run
Solivita 2316 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$282,000

2 beds

|

2 baths

|

1,539 sq ft

|

Villa

2316 PALM TREE DR, KISSIMMEE, FL, 34759
Community: Solivita
Ocala Preserve 4434 NW 54TH TER, OCALA, FL, 34482, Ocala, FL 34482
$474,000

3 beds

|

3 baths

|

2,362 sq ft

|

House

4434 NW 54TH TER, OCALA, FL, 34482
Community: Ocala Preserve
Spruce Creek Country Club 12603 SE 90TH TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$334,000

2 beds

|

2 baths

|

1,596 sq ft

|

House

12603 SE 90TH TER, SUMMERFIELD, FL, 3449...
Solivita 624 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$279,900

2 beds

|

2 baths

|

1,543 sq ft

|

House

624 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Oak Run 8795 SW 108TH ST, OCALA, FL, 34481, Ocala, FL 34481
$243,000

2 beds

|

2 baths

|

1,601 sq ft

|

House

8795 SW 108TH ST, OCALA, FL, 34481
Community: Oak Run
The Villages® 9603 SE 171ST ARGYLL ST, THE VILLAGES, F..., The Villages, FL 32162
$295,000

3 beds

|

2 baths

|

1,265 sq ft

|

House

9603 SE 171ST ARGYLL ST, THE VILLAGES, F...
Community: The Villages®
Harbor Hills Country Club 5540 SADDLEBACK CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$379,900

3 beds

|

2 baths

|

1,657 sq ft

|

House

5540 SADDLEBACK CT, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sullivan Ranch 30115 KLADRUBY PT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$468,000

4 beds

|

3 baths

|

2,432 sq ft

|

House

30115 KLADRUBY PT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Cindy Certified
2028 SW 153 LOOP, OCALA, FL, 34473, Ocala, FL 34473
$376,900

4 beds

|

3 baths

|

2,092 sq ft

|

House

2028 SW 153 LOOP, OCALA, FL, 34473
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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3,769 homes
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