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

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
On Top of the World 8715 SW 97TH ST E, OCALA, FL, 34481, Ocala, FL 34481
$143,950

2 beds

|

2 baths

|

1,369 sq ft

|

Villa

8715 SW 97TH ST E, OCALA, FL, 34481
Community: On Top of the World
Palm Cay 10854 SW 78TH CT, OCALA, FL, 34476, Ocala, FL 34476
$210,000

3 beds

|

2 baths

|

1,404 sq ft

|

House

10854 SW 78TH CT, OCALA, FL, 34476
Community: Palm Cay
Cindy Certified
17758 CANTARINA CV, LAKEWOOD RANCH, FL, ..., Lakewood Ranch, FL 34211
$500,000

4 beds

|

3 baths

|

2,045 sq ft

|

House

17758 CANTARINA CV, LAKEWOOD RANCH, FL, ...
The Villages® 7240 SE 172ND LEGACY LN, THE VILLAGES, F..., The Villages, FL 32162
$639,900

3 beds

|

2 baths

|

2,004 sq ft

|

House

7240 SE 172ND LEGACY LN, THE VILLAGES, F...
Community: The Villages®
Cindy Certified
2993 NOTTEL DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$489,900

4 beds

|

2 baths

|

2,130 sq ft

|

House

2993 NOTTEL DR, ST CLOUD, FL, 34772
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lake Ashton 5308 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$255,000

3 beds

|

2 baths

|

1,495 sq ft

|

House

5308 GREEN DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
The Villages® 3095 KRAMER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$634,900

3 beds

|

3 baths

|

2,488 sq ft

|

House

3095 KRAMER CT, THE VILLAGES, FL, 32163
Community: The Villages®
Cindy Certified
4591 SW 117TH PL, OCALA, FL, 34476, Ocala, FL 34476
$715,000

4 beds

|

2 baths

|

2,663 sq ft

|

House

4591 SW 117TH PL, OCALA, FL, 34476
Liberty Village 7680 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$398,000

4 beds

|

3 baths

|

2,292 sq ft

|

House

7680 SW 74TH LOOP, OCALA, FL, 34481
Community: Liberty Village
Lake Ashton 1061 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$449,900

3 beds

|

2 baths

|

2,069 sq ft

|

House

1061 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.
Cindy Certified
5795 SW 80TH LN, OCALA, FL, 34476, Ocala, FL 34476
$499,000

4 beds

|

3 baths

|

2,553 sq ft

|

House

5795 SW 80TH LN, OCALA, FL, 34476
Cindy Certified
2039 ROSEWOOD CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$370,000

3 beds

|

2 baths

|

1,845 sq ft

|

House

2039 ROSEWOOD CIR, LAKELAND, FL, 33810
The Villages® 486 INDEPENDENCE PATH, THE VILLAGES, FL,..., The Villages, FL 32163
$599,000

3 beds

|

2 baths

|

1,939 sq ft

|

House

486 INDEPENDENCE PATH, THE VILLAGES, FL,...
Community: The Villages®
Oakview 1525 OAKVIEW CIR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33880
$199,000

2 beds

|

2 baths

|

1,333 sq ft

|

Villa

1525 OAKVIEW CIR, WINTER HAVEN, FL, 3388...
Community: Oakview
SummerGlen 15681 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$312,000

3 beds

|

2 baths

|

1,647 sq ft

|

House

15681 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
Pine Run Estates 10657 SW 102ND LN, OCALA, FL, 34481, Ocala, FL 34481
$425,675

2 beds

|

2 baths

|

1,718 sq ft

|

House

10657 SW 102ND LN, OCALA, FL, 34481
Community: Pine Run Estates
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Gatherings of Lake Nona 7557 LAUREATE BLVD 6407, ORLANDO, FL, 32..., Orlando, FL 32827
$535,000

3 beds

|

2 baths

|

1,799 sq ft

|

Condo

7557 LAUREATE BLVD 6407, ORLANDO, FL, 32...
On Top of the World 9380 SW 84TH TER C, OCALA, FL, 34481, Ocala, FL 34481
$198,500

2 beds

|

2 baths

|

1,238 sq ft

|

Villa

9380 SW 84TH TER C, OCALA, FL, 34481
Community: On Top of the World
Pine Run Estates 10693 SW 102ND LN, OCALA, FL, 34481, Ocala, FL 34481
$458,890

2 beds

|

2 baths

|

2,019 sq ft

|

House

10693 SW 102ND LN, OCALA, FL, 34481
Community: Pine Run Estates
Breakaway Trails 15 DEEP WOODS WAY, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$588,500

4 beds

|

3 baths

|

2,561 sq ft

|

House

15 DEEP WOODS WAY, ORMOND BEACH, FL, 321...
Community: Breakaway Trails
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.
Colonnades 4949 PLEASANT HOLLOW TRL 211, LAKELAND, ..., Lakeland, FL 33811
$247,500

2 beds

|

2 baths

|

1,366 sq ft

|

House

4949 PLEASANT HOLLOW TRL 211, LAKELAND, ...
Community: Colonnades
Cindy Certified
3050 KINGSMAN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$500,000

4 beds

|

4 baths

|

2,787 sq ft

|

House

3050 KINGSMAN TRL, ORMOND BEACH, FL, 321...
The Villages® 5458 BACON TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$399,999

3 beds

|

2 baths

|

1,531 sq ft

|

House

5458 BACON TER, THE VILLAGES, FL, 32163
Community: The Villages®
Solivita 674 VINEYARD WAY, POINCIANA, FL, 34759, Poinciana, FL 34759
$280,000

2 beds

|

2 baths

|

1,387 sq ft

|

House

674 VINEYARD WAY, POINCIANA, FL, 34759
Community: Solivita
Heritage Hills 3572 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$379,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3572 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
Stone Creek 8750 SW 76TH STREET RD, OCALA, FL, 34481, Ocala, FL 34481
$325,000

2 beds

|

2 baths

|

1,432 sq ft

|

House

8750 SW 76TH STREET RD, OCALA, FL, 34481
Community: Stone Creek
Stone Creek 9383 SW 71ST LOOP, OCALA, FL, 34481, Ocala, FL 34481
$415,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

9383 SW 71ST LOOP, OCALA, FL, 34481
Community: Stone Creek
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 389 SEVEN OAKS LN, THE VILLAGES, FL, 321..., The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

389 SEVEN OAKS LN, THE VILLAGES, FL, 321...
Community: The Villages®
Kings Ridge 4065 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$375,000

2 beds

|

2 baths

|

1,997 sq ft

|

House

4065 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Royal Highlands 4519 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,000

3 beds

|

2 baths

|

1,622 sq ft

|

House

4519 INVERNESS DR, LEESBURG, FL, 34748
Community: Royal Highlands
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.
Sandpiper Golf & Country Club 6381 EGRET DR 14, LAKELAND, FL, 33809, Lakeland, FL 33809
$239,000

2 beds

|

2 baths

|

1,526 sq ft

|

Villa

6381 EGRET DR 14, LAKELAND, FL, 33809
Foxwood Lake Estates 1785 QUAIL HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$220,000

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

1785 QUAIL HILL DR, LAKELAND, FL, 33810
Cindy Certified
6930 SW 109TH LN, OCALA, FL, 34476, Ocala, FL 34476
$284,900

3 beds

|

2 baths

|

1,710 sq ft

|

House

6930 SW 109TH LN, OCALA, FL, 34476
Cindy Certified
5710 ALENLON WAY, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$539,000

5 beds

|

3 baths

|

2,606 sq ft

|

House

5710 ALENLON WAY, MOUNT DORA, FL, 32757
Cindy Certified
1743 SAVANNAH LN, PORT ORANGE, FL, 32128, Port Orange, FL 32128
$369,900

3 beds

|

2 baths

|

1,760 sq ft

|

House

1743 SAVANNAH LN, PORT ORANGE, FL, 32128
Oak Run 7730 SW 114TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$239,000

2 beds

|

2 baths

|

1,648 sq ft

|

House

7730 SW 114TH LOOP, OCALA, FL, 34476
Community: Oak Run
Cindy Certified
16317 SW 23RD COURT RD, OCALA, FL, 34473, Ocala, FL 34473
$319,900

4 beds

|

3 baths

|

1,955 sq ft

|

House

16317 SW 23RD COURT RD, OCALA, FL, 34473
Latitude Margaritaville 497 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$429,900

2 beds

|

2 baths

|

1,608 sq ft

|

Halfplex

497 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
9728 CRESCENT RAY DR, WESLEY CHAPEL, FL,..., Wesley Chapel, FL 33545
$499,990

5 beds

|

3 baths

|

2,605 sq ft

|

House

9728 CRESCENT RAY DR, WESLEY CHAPEL, FL,...
Del Webb Lakehaven 15512 PEACEFUL PINES ALY, CLERMONT, FL, ..., Clermont, FL 34714
$414,290

3 beds

|

3 baths

|

1,652 sq ft

|

Townhouse

15512 PEACEFUL PINES ALY, CLERMONT, FL, ...
Community: Del Webb Lakehaven
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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