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Winter Garden, FL 55+ active adult communities & homes for sale - Page 45

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.
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Scottish Highlands 1622 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$289,000

2 beds

|

2 baths

|

1,532 sq ft

|

House

1622 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
Esplanade at Westview 4451 OCHOS RIOS PL, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$375,759

3 beds

|

3 baths

|

1,709 sq ft

|

House

4451 OCHOS RIOS PL, KISSIMMEE, FL, 34758
Cindy Certified
5025 JACKEL CHASE DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$369,900

4 beds

|

3 baths

|

2,069 sq ft

|

House

5025 JACKEL CHASE DR, WIMAUMA, FL, 33598
The Villages® 17421 SE 78TH HARMONY CIR, THE VILLAGES,..., The Villages, FL 32162
$259,000

2 beds

|

2 baths

|

1,160 sq ft

|

House

17421 SE 78TH HARMONY CIR, THE VILLAGES,...
Community: The Villages®
Twin Lakes 5027 E FOUNTAINWOOD DR, ST CLOUD, FL, 34..., St Cloud, FL 34772
$394,000

3 beds

|

2 baths

|

1,456 sq ft

|

House

5027 E FOUNTAINWOOD DR, ST CLOUD, FL, 34...
Community: Twin Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stonecrest 17812 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$310,000

3 beds

|

2 baths

|

1,557 sq ft

|

House

17812 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Solivita 1390 HARBOR RIDGE DR, KISSIMMEE, FL, 347..., Kissimmee, FL 34759
$314,900

2 beds

|

2 baths

|

1,719 sq ft

|

House

1390 HARBOR RIDGE DR, KISSIMMEE, FL, 347...
Community: Solivita
Mirada 32070 GRIFFIN SANDS LN, SAN ANTONIO, FL,..., San Antonio, FL 33576
$269,900

2 beds

|

2 baths

|

1,405 sq ft

|

Villa

32070 GRIFFIN SANDS LN, SAN ANTONIO, FL,...
Community: Mirada
Cindy Certified
4614 CORAL HARBOUR RD, KISSIMMEE, FL, 34..., Kissimmee, FL 34758
$429,730

4 beds

|

3 baths

|

2,366 sq ft

|

House

4614 CORAL HARBOUR RD, KISSIMMEE, FL, 34...
Stone Creek 8989 SW 57TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$445,000

2 beds

|

2 baths

|

1,891 sq ft

|

House

8989 SW 57TH PLACE RD, 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.
Stonecrest 17898 SE 125TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$285,000

3 beds

|

2 baths

|

1,353 sq ft

|

House

17898 SE 125TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Sullivan Ranch 20945 OLDENBURG LOOP, MOUNT DORA, FL, 32..., Mount Dora, FL 32757
$399,900

3 beds

|

2 baths

|

2,164 sq ft

|

House

20945 OLDENBURG LOOP, MOUNT DORA, FL, 32...
Community: Sullivan Ranch
On Top of the World 8722 SW 83RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$241,000

2 beds

|

2 baths

|

1,452 sq ft

|

House

8722 SW 83RD LOOP, OCALA, FL, 34481
Community: On Top of the World
Oak Run 10877 SW 88TH CT, OCALA, FL, 34481, Ocala, FL 34481
$184,900

2 beds

|

2 baths

|

1,270 sq ft

|

House

10877 SW 88TH CT, OCALA, FL, 34481
Community: Oak Run
Cindy Certified
3045 SW 41ST LN, OCALA, FL, 34474, Ocala, FL 34474
$284,900

3 beds

|

2 baths

|

1,605 sq ft

|

House

3045 SW 41ST LN, OCALA, FL, 34474
Cresswind at Victoria Gardens 1609 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724
$469,900

4 beds

|

3 baths

|

2,640 sq ft

|

House

1609 VICTORIA GARDENS DR, DELAND, FL, 32...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Royal Highlands 21932 ROYAL ST GEORGES LN, LEESBURG, FL,..., Leesburg, FL 34748
$385,000

3 beds

|

2 baths

|

1,684 sq ft

|

House

21932 ROYAL ST GEORGES LN, LEESBURG, FL,...
Community: Royal Highlands
Stonecrest 11227 SE 172ND PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$425,000

3 beds

|

2 baths

|

1,735 sq ft

|

House

11227 SE 172ND PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Trilogy® Orlando 537 NARROW VIEW LN, GROVELAND, FL, 34736, Groveland, FL 34736
$385,000

3 beds

|

2 baths

|

1,905 sq ft

|

House

537 NARROW VIEW LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 853 WINCHESTER CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$430,000

3 beds

|

2 baths

|

1,532 sq ft

|

Villa

853 WINCHESTER CT, THE VILLAGES, FL, 321...
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.
On Top of the World 8477 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$740,430

3 beds

|

3 baths

|

2,815 sq ft

|

House

8477 SW 93RD CIR, OCALA, FL, 34481
Community: On Top of the World
Venetian Bay 424 LUNA BELLA LN 416C, NEW SMYRNA BEACH..., New Smyrna Beach, FL 32168
$289,900

2 beds

|

2 baths

|

1,669 sq ft

|

Condo

424 LUNA BELLA LN 416C, NEW SMYRNA BEACH...
Community: Venetian Bay
Summer Trees 79 CYPRESS POND RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$220,000

2 beds

|

2 baths

|

1,229 sq ft

|

Condo

79 CYPRESS POND RD, PORT ORANGE, FL, 321...
Community: Summer Trees
Cindy Certified
864 VINEYARD RIDGE RD, MINNEOLA, FL, 347..., Minneola, FL 34715
$560,000

4 beds

|

2 baths

|

2,236 sq ft

|

House

864 VINEYARD RIDGE RD, MINNEOLA, FL, 347...
Venetian Bay 424 LUNA BELLA LN 416, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168
$289,900

2 beds

|

2 baths

|

1,669 sq ft

|

Condo

424 LUNA BELLA LN 416, NEW SMYRNA BEACH,...
Community: Venetian Bay
Del Webb Lakehaven 6913 CREEK FALLS ALY, CLERMONT, FL, 3471..., Clermont, FL 34714
$429,990

3 beds

|

3 baths

|

1,652 sq ft

|

Townhouse

6913 CREEK FALLS ALY, CLERMONT, FL, 3471...
Community: Del Webb Lakehaven
Cindy Certified
5178 SW 93RD LN, OCALA, FL, 34476, Ocala, FL 34476
$1,199,999

4 beds

|

3 baths

|

2,823 sq ft

|

House

5178 SW 93RD LN, OCALA, FL, 34476
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Highlands Ridge 3534 E GLEN EAGLES DR, AVON PARK, FL, 33..., Avon Park, FL 33825
$298,500

3 beds

|

2 baths

|

2,131 sq ft

|

House

3534 E GLEN EAGLES DR, AVON PARK, FL, 33...
Community: Highlands Ridge
The Villages® 3419 CARRABELLE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$275,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3419 CARRABELLE CT, THE VILLAGES, FL, 32...
Community: The Villages®
Stonecrest 17424 SE 111TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$269,000

3 beds

|

2 baths

|

1,446 sq ft

|

House

17424 SE 111TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
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.
Spruce Creek Country Club 13322 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$289,750

2 beds

|

2 baths

|

1,346 sq ft

|

House

13322 SE 86TH CIR, SUMMERFIELD, FL, 3449...
The Villages® 1625 HILTON HEAD BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$149,900

2 beds

|

2 baths

|

1,332 sq ft

|

Manufactured Home

1625 HILTON HEAD BLVD, LADY LAKE, FL, 32...
Community: The Villages®
Royal Highlands 21830 KING EDWARD CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$344,900

3 beds

|

2 baths

|

2,268 sq ft

|

House

21830 KING EDWARD CT, LEESBURG, FL, 3474...
Community: Royal Highlands
Cindy Certified
795 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$324,000

4 beds

|

3 baths

|

1,988 sq ft

|

House

795 SUNSHOWER DR, LADY LAKE, FL, 32159
Stone Creek 9841 SW 75TH STREET RD, OCALA, FL, 34481, Ocala, FL 34481
$300,000

2 beds

|

2 baths

|

1,596 sq ft

|

House

9841 SW 75TH STREET RD, OCALA, FL, 34481
Community: Stone Creek
Stonecrest 16887 SE 110TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$439,000

3 beds

|

2 baths

|

2,100 sq ft

|

House

16887 SE 110TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Esplanade at Wiregrass Ranch 4866 FRECCIA LOOP, WESLEY CHAPEL, FL, 33..., Wesley Chapel, FL 33543
$1,330,000

4 beds

|

4 baths

|

3,666 sq ft

|

House

4866 FRECCIA LOOP, WESLEY CHAPEL, FL, 33...
Arbor Lakes 4463 N LAKE VISTA TRAIL TRL, HERNANDO, F..., Hernando, FL 34442
$259,900

2 beds

|

2 baths

|

1,770 sq ft

|

House

4463 N LAKE VISTA TRAIL TRL, HERNANDO, F...
Community: Arbor Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Ocala Preserve 4235 NW 55TH CT, OCALA, FL, 34482, Ocala, FL 34482
$495,000

3 beds

|

3 baths

|

1,898 sq ft

|

House

4235 NW 55TH CT, OCALA, FL, 34482
Community: Ocala Preserve
Cindy Certified
920 CAMBRIDGE DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$270,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

920 CAMBRIDGE DR, WINTER HAVEN, FL, 3388...
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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