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Winter Garden, FL 55+ active adult communities & homes for sale - Page 22

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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
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
Breakaway Trails 4 CREEK BEND WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$689,000

5 beds

|

3 baths

|

3,625 sq ft

|

House

4 CREEK BEND WAY, ORMOND BEACH, FL, 3217...
Community: Breakaway Trails
Oak Run 10967 SW 81ST AVE, OCALA, FL, 34481, Ocala, FL 34481
$180,000

2 beds

|

2 baths

|

1,224 sq ft

|

House

10967 SW 81ST AVE, OCALA, FL, 34481
Community: Oak Run
Lake Ashton 4240 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$550,000

2 beds

|

2 baths

|

1,771 sq ft

|

House

4240 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
On Top of the World 9224 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$199,999

3 beds

|

2 baths

|

1,446 sq ft

|

House

9224 SW 93RD CIR, OCALA, FL, 34481
Community: On Top of the World
The Villages® 491 HARLOW LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$545,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

491 HARLOW LN, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cresswind at Victoria Gardens 115 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724
$349,000

3 beds

|

2 baths

|

1,773 sq ft

|

House

115 HERON POINT WAY, DELAND, FL, 32724
Sun City Center 2410 LANCASTER DR NA, SUN CITY CENTER, F..., Sun City Center, FL 33573
$199,999

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

2410 LANCASTER DR NA, SUN CITY CENTER, F...
Community: Sun City Center
Oak Run 6870 SW 112TH ST, OCALA, FL, 34476, Ocala, FL 34476
$295,000

3 beds

|

2 baths

|

House

6870 SW 112TH ST, OCALA, FL, 34476
Community: Oak Run
Sun City Center 2509 LOCKSLEY ST # 237, SUN CITY CENTER,..., Sun City Center, FL 33573
$239,900

2 beds

|

2 baths

|

1,878 sq ft

|

Condo

2509 LOCKSLEY ST # 237, SUN CITY CENTER,...
Community: Sun City Center
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.
Summer Trees 102 UNDERBRUSH TRL, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$275,000

2 beds

|

2 baths

|

1,370 sq ft

|

House

102 UNDERBRUSH TRL, PORT ORANGE, FL, 321...
Community: Summer Trees
Royal Highlands 5902 PRINCESS DIANA CT, LEESBURG, FL, 34..., Leesburg, FL 34748
$385,000

3 beds

|

3 baths

|

2,021 sq ft

|

House

5902 PRINCESS DIANA CT, LEESBURG, FL, 34...
Community: Royal Highlands
SummerGlen 16222 SW 14TH AVENUE RD, OCALA, FL, 3447..., Ocala, FL 34473
$409,999

3 beds

|

2 baths

|

2,297 sq ft

|

House

16222 SW 14TH AVENUE RD, OCALA, FL, 3447...
Community: SummerGlen
SummerGlen 15541 SW 11TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34473
$309,900

3 beds

|

2 baths

|

1,869 sq ft

|

House

15541 SW 11TH TERRACE RD, OCALA, FL, 344...
Community: SummerGlen
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cresswind at Victoria Gardens 123 AVENHAM DR, DELAND, FL, 32724, Deland, FL 32724
$369,000

3 beds

|

2 baths

|

1,894 sq ft

|

House

123 AVENHAM DR, DELAND, FL, 32724
On Top of the World 9093 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481
$220,000

2 beds

|

2 baths

|

1,629 sq ft

|

House

9093 SW 91ST CIR, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 8420 SW 93RD LN E, OCALA, FL, 34481, Ocala, FL 34481
$165,500

2 beds

|

2 baths

|

1,223 sq ft

|

Villa

8420 SW 93RD LN E, OCALA, FL, 34481
Community: On Top of the World
Carillon Lakes 3850 SERENADE LN # 3850, LAKELAND, FL, 3..., Lakeland, FL 33811
$290,000

2 beds

|

2 baths

|

1,812 sq ft

|

Condo

3850 SERENADE LN # 3850, LAKELAND, FL, 3...
Community: Carillon Lakes
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 10987 SW 86TH TER, OCALA, FL, 34481, Ocala, FL 34481
$223,500

2 beds

|

2 baths

|

1,432 sq ft

|

House

10987 SW 86TH TER, OCALA, FL, 34481
Community: Oak Run
Southshore Bay 17554 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$336,800

2 beds

|

3 baths

|

1,737 sq ft

|

Villa

17554 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
Sun City Center 403 FULHAM CT B, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$170,000

2 beds

|

2 baths

|

960 sq ft

|

Condo

403 FULHAM CT B, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Oak Run 11591 SW 78TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$184,900

2 beds

|

2 baths

|

1,226 sq ft

|

House

11591 SW 78TH AVE, OCALA, FL, 34476
Community: Oak Run
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 2201 HOLKHAM PL # 2201, SUN CITY CENTER,..., Sun City Center, FL 33573
$99,499

2 beds

|

2 baths

|

984 sq ft

|

Condo

2201 HOLKHAM PL # 2201, SUN CITY CENTER,...
Community: Sun City Center
Southshore Bay 17009 CLEAR CORK DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$309,900

2 beds

|

3 baths

|

1,737 sq ft

|

Townhouse

17009 CLEAR CORK DR, WIMAUMA, FL, 33598
Community: Southshore Bay
Ocala Palms 5146 NW 21ST LOOP, OCALA, FL, 34482, Ocala, FL 34482
$318,900

3 beds

|

2 baths

|

1,725 sq ft

|

House

5146 NW 21ST LOOP, OCALA, FL, 34482
Community: Ocala Palms
Lake Jovita Golf and Country Club 12526 EASTPOINTE DR, DADE CITY, FL, 3352..., Dade City, FL 33525
$385,000

3 beds

|

2 baths

|

1,722 sq ft

|

House

12526 EASTPOINTE DR, DADE CITY, FL, 3352...
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 5719 NW 25TH LOOP, OCALA, FL, 34482, Ocala, FL 34482
$350,000

2 beds

|

2 baths

|

1,876 sq ft

|

House

5719 NW 25TH LOOP, OCALA, FL, 34482
Community: Ocala Palms
Arlington Ridge 4714 INDEPENDENCE TRL, LEESBURG, FL, 347..., Leesburg, FL 34748
$395,000

3 beds

|

2 baths

|

1,753 sq ft

|

House

4714 INDEPENDENCE TRL, LEESBURG, FL, 347...
Community: Arlington Ridge
Quail Meadow 4572 NW 32ND ST, OCALA, FL, 34482, Ocala, FL 34482
$341,000

3 beds

|

2 baths

|

2,108 sq ft

|

House

4572 NW 32ND ST, OCALA, FL, 34482
Community: Quail Meadow
Trilogy® Orlando 103 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736
$324,000

3 beds

|

2 baths

|

1,671 sq ft

|

House

103 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
Lakes of Mount Dora 8252 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$385,000

3 beds

|

2 baths

|

1,473 sq ft

|

House

8252 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lakes of Mount Dora 8852 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$535,000

3 beds

|

2 baths

|

2,018 sq ft

|

House

8852 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Lakes of Mount Dora 2318 WAKEFIELD WAY, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$510,000

3 beds

|

2 baths

|

1,919 sq ft

|

House

2318 WAKEFIELD WAY, MOUNT DORA, FL, 3275...
Community: Lakes of Mount Dora
VillageWalk at Lake Nona 11932 LORENZA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$485,000

3 beds

|

3 baths

|

1,830 sq ft

|

Townhouse

11932 LORENZA LN, ORLANDO, FL, 32827
The Villages® 420 CANTERBURY CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$245,900

1 beds

|

1 baths

|

875 sq ft

|

Villa

420 CANTERBURY 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.
Royal Palm 1322 COCONUT PALM CIR, PORT ORANGE, FL, ..., Port Orange, FL 32128
$459,500

3 beds

|

2 baths

|

2,023 sq ft

|

House

1322 COCONUT PALM CIR, PORT ORANGE, FL, ...
Community: Royal Palm
Sun City Center 1801 BEDFORD TER APT 221, SUN CITY CENTE..., Sun City Center, FL 33573
$128,500

2 beds

|

2 baths

|

960 sq ft

|

Condo

1801 BEDFORD TER APT 221, SUN CITY CENTE...
Community: Sun City Center
Venetian Bay 3039 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$333,000

3 beds

|

3 baths

|

1,672 sq ft

|

House

3039 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 718 SHELTON ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$325,000

3 beds

|

2 baths

|

1,607 sq ft

|

House

718 SHELTON ST, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Kings Ridge 3525 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$349,500

2 beds

|

2 baths

|

1,548 sq ft

|

House

3525 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
The Villages® 108 WINTERBERRY AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785
$103,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

108 WINTERBERRY AVE, WILDWOOD, FL, 34785
Community: The Villages®

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