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Winter Garden, FL 55+ active adult communities & homes for sale - Page 62

3,776 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
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 (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 (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
5 rating (8 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Pine Run Estates
$100ks - $200ks
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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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.
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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
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
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
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
Lake Jovita Golf and Coun...
$400ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 homes
4.4 rating (9 reviews) Spruce Creek Preserve
$100ks - $200ks
Spruce Creek Preserve, Dunnellon, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 810 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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
Oak Run 9021 SW 108TH PL, OCALA, FL, 34481, Ocala, FL 34481
$177,900

2 beds

|

2 baths

|

1,224 sq ft

|

House

9021 SW 108TH PL, OCALA, FL, 34481
Community: Oak Run
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
$309,900

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
$268,500

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
$239,000

2 beds

|

2 baths

|

1,601 sq ft

|

House

8795 SW 108TH ST, OCALA, FL, 34481
Community: Oak Run
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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®
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
Lake Ashton 5308 GREEN DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$249,900

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
$624,900

3 beds

|

3 baths

|

2,488 sq ft

|

House

3095 KRAMER CT, THE VILLAGES, FL, 32163
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.
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
Cindy Certified
5795 SW 80TH LN, OCALA, FL, 34476, Ocala, FL 34476
$490,000

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
$588,000

3 beds

|

2 baths

|

1,939 sq ft

|

House

486 INDEPENDENCE PATH, THE VILLAGES, FL,...
Community: The Villages®
SummerGlen 15681 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$298,000

3 beds

|

2 baths

|

1,647 sq ft

|

House

15681 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
Gatherings of Lake Nona 7557 LAUREATE BLVD 6407, ORLANDO, FL, 32..., Orlando, FL 32827
$515,000

3 beds

|

2 baths

|

1,799 sq ft

|

Condo

7557 LAUREATE BLVD 6407, ORLANDO, FL, 32...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Venetian Bay 204 CARYOTA CT, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$389,000

3 beds

|

2 baths

|

1,650 sq ft

|

House

204 CARYOTA CT, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
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
Breakaway Trails 15 DEEP WOODS WAY, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$569,965

4 beds

|

3 baths

|

2,561 sq ft

|

House

15 DEEP WOODS WAY, ORMOND BEACH, FL, 321...
Community: Breakaway Trails
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
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
3050 KINGSMAN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$499,990

4 beds

|

4 baths

|

2,787 sq ft

|

House

3050 KINGSMAN TRL, ORMOND BEACH, FL, 321...
The Villages® 641 STRATFORD LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$379,000

2 beds

|

2 baths

|

1,500 sq ft

|

House

641 STRATFORD LN, THE VILLAGES, FL, 3216...
Community: The Villages®
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
$240,000

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
$369,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3572 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
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
Kings Ridge 4065 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$369,000

2 beds

|

2 baths

|

1,997 sq ft

|

House

4065 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
Sandpiper Golf & Country Club 6381 EGRET DR 14, LAKELAND, FL, 33809, Lakeland, FL 33809
$234,000

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
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
6930 SW 109TH LN, OCALA, FL, 34476, Ocala, FL 34476
$274,900

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
$534,900

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
$214,999

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
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
$399,990

3 beds

|

3 baths

|

1,652 sq ft

|

Townhouse

15512 PEACEFUL PINES ALY, CLERMONT, FL, ...
Community: Del Webb Lakehaven
Cindy Certified
436 HENNEPIN LOOP, LAKE WALES, FL, 33898, Lake Wales, FL 33898
$319,500

3 beds

|

2 baths

|

1,427 sq ft

|

House

436 HENNEPIN LOOP, LAKE WALES, FL, 33898
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Palms at Serenoa 17718 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$425,000

3 beds

|

2 baths

|

1,822 sq ft

|

House

17718 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Valencia Ridge 32630 NEROLI ST, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$636,900

2 beds

|

3 baths

|

2,276 sq ft

|

House

32630 NEROLI ST, WESLEY CHAPEL, FL, 3354...
Community: Valencia Ridge
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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3,776 homes
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