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Winter Garden, FL 55+ active adult communities & homes for sale - Page 66

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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
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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
Pelican Bay Daytona Beach 133 BLUE HERON DR D, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$188,000

2 beds

|

2 baths

|

1,242 sq ft

|

Condo

133 BLUE HERON DR D, DAYTONA BEACH, FL, ...
Sun City Center 1802 BEDFORD LN 2, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$89,900

1 beds

|

2 baths

|

800 sq ft

|

Condo

1802 BEDFORD LN 2, SUN CITY CENTER, FL, ...
Community: Sun City Center
Sun City Center 310 KELSEY WAY, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$147,000

2 beds

|

2 baths

|

1,073 sq ft

|

Condo

310 KELSEY WAY, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Pine Run Estates 9230 SW 101ST PL, OCALA, FL, 34481, Ocala, FL 34481
$154,900

2 beds

|

2 baths

|

1,104 sq ft

|

House

9230 SW 101ST PL, OCALA, FL, 34481
Community: Pine Run Estates
Palm Cay 19920 SW 108TH PL, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$179,500

2 beds

|

2 baths

|

850 sq ft

|

House

19920 SW 108TH PL, DUNNELLON, FL, 34432
Community: Palm Cay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Valencia Lakes 16135 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$519,000

2 beds

|

2 baths

|

2,074 sq ft

|

House

16135 CAPE CORAL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
On Top of the World 6665 SW 81ST LOOP, OCALA, FL, 34476, Ocala, FL 34476
$223,990

3 beds

|

3 baths

|

1,458 sq ft

|

Townhouse

6665 SW 81ST LOOP, OCALA, FL, 34476
Community: On Top of the World
SummerGlen 1429 SW 160TH LN, OCALA, FL, 34473, Ocala, FL 34473
$499,000

4 beds

|

3 baths

|

2,864 sq ft

|

House

1429 SW 160TH LN, OCALA, FL, 34473
Community: SummerGlen
Sun City Center 901 HENDON CT, SUN CITY CENTER, FL, 3357..., Sun City Center, FL 33573
$159,900

2 beds

|

2 baths

|

1,087 sq ft

|

Condo

901 HENDON CT, SUN CITY CENTER, FL, 3357...
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.
Stone Creek 9031 SW 52ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$406,604

2 beds

|

2 baths

|

1,709 sq ft

|

House

9031 SW 52ND PLACE RD, OCALA, FL, 34481
Community: Stone Creek
Royal Highlands 20631 PRINCE RANIER PL, LEESBURG, FL, 34..., Leesburg, FL 34748
$365,000

3 beds

|

2 baths

|

2,070 sq ft

|

House

20631 PRINCE RANIER PL, LEESBURG, FL, 34...
Community: Royal Highlands
The Villages® 1114 PARADISE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$240,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

1114 PARADISE DR, LADY LAKE, FL, 32159
Community: The Villages®
On Top of the World 8708 SW 95TH LN A, OCALA, FL, 34481, Ocala, FL 34481
$244,900

2 beds

|

2 baths

|

1,755 sq ft

|

Villa

8708 SW 95TH LN A, OCALA, FL, 34481
Community: On Top of the World
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 8666 SW 92ND LN C, OCALA, FL, 34481, Ocala, FL 34481
$146,900

2 beds

|

2 baths

|

1,394 sq ft

|

Villa

8666 SW 92ND LN C, OCALA, FL, 34481
Community: On Top of the World
The Villages® 16946 SE 93RD CUTHBERT CIR, THE VILLAGES..., The Villages, FL 32162
$442,000

3 beds

|

2 baths

|

2,002 sq ft

|

House

16946 SE 93RD CUTHBERT CIR, THE VILLAGES...
Community: The Villages®
Sun City Center 205 KINGS BLVD 55, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$117,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

205 KINGS BLVD 55, SUN CITY CENTER, FL, ...
Community: Sun City Center
Plantation at Leesburg 4704 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$425,000

3 beds

|

2 baths

|

2,155 sq ft

|

House

4704 RIVER RIDGE DR, LEESBURG, FL, 34748
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 Villages® 1339 ARBOR TRL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$499,900

3 beds

|

2 baths

|

1,967 sq ft

|

House

1339 ARBOR TRL, THE VILLAGES, FL, 32162
Community: The Villages®
Hidden Creek 2214 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$224,900

2 beds

|

2 baths

|

1,298 sq ft

|

Villa

2214 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
Sun City Center 2110 ACADIA GREENS DR # 61, SUN CITY CEN..., Sun City Center, FL 33573
$235,000

3 beds

|

2 baths

|

1,301 sq ft

|

Condo

2110 ACADIA GREENS DR # 61, SUN CITY CEN...
Community: Sun City Center
Oak Run 11350 SW 75TH TERRACE RD, OCALA, FL, 344..., Ocala, FL 34476
$325,000

3 beds

|

2 baths

|

2,030 sq ft

|

House

11350 SW 75TH TERRACE RD, OCALA, FL, 344...
Community: Oak Run
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Majestic Oaks Ocala 5365 SW 84TH ST, OCALA, FL, 34476, Ocala, FL 34476
$255,000

3 beds

|

2 baths

|

1,495 sq ft

|

House

5365 SW 84TH ST, OCALA, FL, 34476
Community: Majestic Oaks Ocala
Marion Landing 6601 SW 84TH ST, OCALA, FL, 34476, Ocala, FL 34476
$180,000

3 beds

|

2 baths

|

1,296 sq ft

|

Manufactured Home

6601 SW 84TH ST, OCALA, FL, 34476
Community: Marion Landing
Oak Run 11340 SW 76TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$200,000

2 beds

|

2 baths

|

1,440 sq ft

|

House

11340 SW 76TH CIR, OCALA, FL, 34476
Community: Oak Run
Pennbrooke Fairways 721 TIMBERCREST DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$289,900

3 beds

|

2 baths

|

1,667 sq ft

|

House

721 TIMBERCREST DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
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 South 17562 SE 106TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$234,900

2 beds

|

2 baths

|

1,488 sq ft

|

House

17562 SE 106TH AVE, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
The Villages® 17985 SE 92ND AMORY AVE, THE VILLAGES, F..., The Villages, FL 32162
$319,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

17985 SE 92ND AMORY AVE, THE VILLAGES, F...
Community: The Villages®
Colonnades 4865 GOLDENVIEW LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$187,500

2 beds

|

2 baths

|

1,170 sq ft

|

Manufactured Home

4865 GOLDENVIEW LN, LAKELAND, FL, 33811
Community: Colonnades
On Top of the World 8017 SW 81ST LOOP, OCALA, FL, 34476, Ocala, FL 34476
$349,900

3 beds

|

2 baths

|

2,030 sq ft

|

House

8017 SW 81ST LOOP, OCALA, FL, 34476
Community: On Top of the World
Sun City Center 1515 DANBURY DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$149,000

2 beds

|

2 baths

|

1,207 sq ft

|

Villa

1515 DANBURY DR, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Southshore Bay 5524 LITTLE PATH DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$399,000

3 beds

|

3 baths

|

2,128 sq ft

|

House

5524 LITTLE PATH DR, WIMAUMA, FL, 33598
Community: Southshore Bay
Esplanade at Wiregrass Ranch 4639 GAROFALO RD, WESLEY CHAPEL, FL, 335..., Wesley Chapel, FL 33543
$415,000

2 beds

|

2 baths

|

1,689 sq ft

|

House

4639 GAROFALO RD, WESLEY CHAPEL, FL, 335...
Southshore Bay 16927 APRIL PLUSH DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$300,000

2 beds

|

2 baths

|

1,416 sq ft

|

Villa

16927 APRIL PLUSH DR, WIMAUMA, FL, 33598
Community: Southshore Bay
Tohoqua Reserve 1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$405,000

3 beds

|

2 baths

|

1,701 sq ft

|

House

1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
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.
Esplanade at Wiregrass Ranch 4257 ROSATTI RD, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$600,000

3 beds

|

2 baths

|

1,934 sq ft

|

House

4257 ROSATTI RD, WESLEY CHAPEL, FL, 3354...
Harbor Hills Country Club 5312 MEADOW HILL LOOP, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$589,000

4 beds

|

3 baths

|

2,532 sq ft

|

House

5312 MEADOW HILL LOOP, LADY LAKE, FL, 32...
Latitude Margaritaville 443 GOOD LIFE WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$429,000

3 beds

|

2 baths

|

1,563 sq ft

|

House

443 GOOD LIFE WAY, DAYTONA BEACH, FL, 32...
Highland Lakes 6131 WILANDER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$309,900

3 beds

|

2 baths

|

2,027 sq ft

|

House

6131 WILANDER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stone Creek 9479 SW 71ST LOOP, OCALA, FL, 34481, Ocala, FL 34481
$583,900

3 beds

|

2 baths

|

2,710 sq ft

|

House

9479 SW 71ST LOOP, OCALA, FL, 34481
Community: Stone Creek
The Villages® 1604 KILEY CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$322,900

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

1604 KILEY CT, LADY LAKE, FL, 32159
Community: The Villages®

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