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Winter Garden, FL 55+ active adult communities & homes for sale - Page 25

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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Cindy Certified
1514 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$323,990

4 beds

|

2 baths

|

1,665 sq ft

|

House

1514 LAS PALMAS ST, LAKELAND, FL, 33810
Cindy Certified
1510 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$321,990

4 beds

|

2 baths

|

1,665 sq ft

|

House

1510 LAS PALMAS ST, LAKELAND, FL, 33810
Cindy Certified
1506 LAS PALMAS ST, LAKELAND, FL, 33810, Lakeland, FL 33810
$309,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

1506 LAS PALMAS ST, LAKELAND, FL, 33810
Cindy Certified
2466 RELAXING LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$499,990

4 beds

|

3 baths

|

2,151 sq ft

|

House

2466 RELAXING LN, KISSIMMEE, FL, 34744
Sun City Center 2208 WORTHINGTON GREENS DR 2208, SUN CIT..., Sun City Center, FL 33573
$250,000

2 beds

|

2 baths

|

1,882 sq ft

|

Condo

2208 WORTHINGTON GREENS DR 2208, SUN CIT...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
1944 HARVEST LANDING CIR, LAKELAND, FL, ..., Lakeland, FL 33810
$355,000

4 beds

|

2 baths

|

1,990 sq ft

|

House

1944 HARVEST LANDING CIR, LAKELAND, FL, ...
Pelican Bay Daytona Beach 228 BOB WHITE CT 2280, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$170,000

2 beds

|

2 baths

|

1,189 sq ft

|

Townhouse

228 BOB WHITE CT 2280, DAYTONA BEACH, FL...
On Top of the World 8878 SW 85TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$465,000

3 beds

|

2 baths

|

2,658 sq ft

|

House

8878 SW 85TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Cherrywood 10036 SW 62ND CIR, OCALA, FL, 34476, Ocala, FL 34476
$220,000

3 beds

|

2 baths

|

1,671 sq ft

|

House

10036 SW 62ND CIR, OCALA, FL, 34476
Community: Cherrywood
The Villages® 773 ARTESIA AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,210 sq ft

|

House

773 ARTESIA AVE, THE VILLAGES, FL, 32162
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.
Kings Ridge 4059 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$338,900

2 beds

|

2 baths

|

1,410 sq ft

|

House

4059 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Harbor Hills Country Club 5331 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$549,000

4 beds

|

3 baths

|

2,332 sq ft

|

House

5331 GROVE MNR, LADY LAKE, FL, 32159
Colonnades 4789 SQUIRE HOLLOW DR, LAKELAND, FL, 338..., Lakeland, FL 33811
$337,000

2 beds

|

2 baths

|

1,912 sq ft

|

House

4789 SQUIRE HOLLOW DR, LAKELAND, FL, 338...
Community: Colonnades
Cindy Certified
13556 SE 102ND CT, BELLEVIEW, FL, 34420, Belleview, FL 34420
$259,900

3 beds

|

2 baths

|

1,317 sq ft

|

House

13556 SE 102ND CT, BELLEVIEW, FL, 34420
Cindy Certified
13413 SE 101ST TER, BELLEVIEW, FL, 34420, Belleview, FL 34420
$259,900

3 beds

|

2 baths

|

1,317 sq ft

|

House

13413 SE 101ST TER, BELLEVIEW, FL, 34420
Tampa Bay Golf and Country Club 29435 SNAP HOOK DR, SAN ANTONIO, FL, 335..., San Antonio, FL 33576
$400,000

3 beds

|

2 baths

|

1,762 sq ft

|

House

29435 SNAP HOOK DR, SAN ANTONIO, FL, 335...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Majestic Oaks Ocala 5402 SW 85TH ST, OCALA, FL, 34476, Ocala, FL 34476
$340,000

3 beds

|

2 baths

|

2,099 sq ft

|

House

5402 SW 85TH ST, OCALA, FL, 34476
Community: Majestic Oaks Ocala
Solivita 230 BAY DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$296,000

2 beds

|

2 baths

|

1,489 sq ft

|

House

230 BAY DR, KISSIMMEE, FL, 34759
Community: Solivita
Pelican Bay Daytona Beach 932 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$549,000

6 beds

|

4 baths

|

3,224 sq ft

|

House

932 PELICAN BAY DR, DAYTONA BEACH, FL, 3...
The Villages® 17116 SE 79TH MCLAWREN TER, THE VILLAGES..., The Villages, FL 32162
$725,000

3 beds

|

2 baths

|

2,097 sq ft

|

House

17116 SE 79TH MCLAWREN TER, THE VILLAGES...
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.
Cindy Certified
2821 PLYMOUTH PL, KISSIMMEE, FL, 34741, Kissimmee, FL 34741
$370,000

3 beds

|

3 baths

|

1,838 sq ft

|

Villa

2821 PLYMOUTH PL, KISSIMMEE, FL, 34741
On Top of the World 8309 SW 79TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$249,900

3 beds

|

2 baths

|

1,502 sq ft

|

House

8309 SW 79TH CIR, OCALA, FL, 34476
Community: On Top of the World
The Villages® 1579 MCELDOWNEY PL, THE VILLAGES, FL, 32..., The Villages, FL 32163
$1,195,000

3 beds

|

2 baths

|

2,051 sq ft

|

House

1579 MCELDOWNEY PL, THE VILLAGES, FL, 32...
Community: The Villages®
Venetian Bay 119 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$449,990

4 beds

|

3 baths

|

2,208 sq ft

|

House

119 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Venetian Bay 117 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$536,990

4 beds

|

4 baths

|

3,136 sq ft

|

House

117 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
The Villages® 4147 DESKIN LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,395,000

3 beds

|

3 baths

|

3,169 sq ft

|

House

4147 DESKIN LN, THE VILLAGES, FL, 32163
Community: The Villages®
Sun City Center 2023 PRESTANCIA LN, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$299,990

2 beds

|

2 baths

|

1,634 sq ft

|

House

2023 PRESTANCIA LN, SUN CITY CENTER, FL,...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Marion Landing 8145 SW 64TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$109,000

2 beds

|

2 baths

|

1,332 sq ft

|

Manufactured Home

8145 SW 64TH AVE, OCALA, FL, 34476
Community: Marion Landing
Alhambra Villas Condominiums 151 N HILL AVE 100, DELAND, FL, 32724, Deland, FL 32724
$150,000

2 beds

|

2 baths

|

979 sq ft

|

Condo

151 N HILL AVE 100, DELAND, FL, 32724
Twin Lakes 2516 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$285,000

2 beds

|

2 baths

|

1,346 sq ft

|

Halfplex

2516 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin 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.
SummerGlen 16205 SW 12TH TER, OCALA, FL, 34473, Ocala, FL 34473
$319,900

3 beds

|

2 baths

|

1,968 sq ft

|

House

16205 SW 12TH TER, OCALA, FL, 34473
Community: SummerGlen
Twin Lakes 2720 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$449,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

2720 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Lakes of Mount Dora 3947 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$445,185

2 beds

|

2 baths

|

1,639 sq ft

|

House

3947 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
Lakes of Mount Dora 3949 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$480,900

4 beds

|

2 baths

|

2,034 sq ft

|

House

3949 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
The Reserve at Victoria 975 MEGANO BLVD, DELAND, FL, 32724, Deland, FL 32724
$594,212

4 beds

|

3 baths

|

2,319 sq ft

|

House

975 MEGANO BLVD, DELAND, FL, 32724
Cindy Certified
2410 RELAXING LN, KISSIMMEE, FL, 34744, Kissimmee, FL 34744
$489,990

4 beds

|

3 baths

|

2,151 sq ft

|

House

2410 RELAXING LN, KISSIMMEE, FL, 34744
On Top of the World 9053 SW 103RD AVE, OCALA, FL, 34481, Ocala, FL 34481
$272,500

2 beds

|

2 baths

|

1,766 sq ft

|

House

9053 SW 103RD AVE, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
30130 EMERALD FOREST DR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$459,990

3 beds

|

2 baths

|

2,226 sq ft

|

House

30130 EMERALD FOREST DR, MOUNT DORA, FL,...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 8616 SW 82ND TER, OCALA, FL, 34481, Ocala, FL 34481
$514,900

3 beds

|

2 baths

|

2,283 sq ft

|

House

8616 SW 82ND TER, OCALA, FL, 34481
Community: On Top of the World
Lakes of Mount Dora 3955 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757
$410,405

3 beds

|

2 baths

|

1,732 sq ft

|

House

3955 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
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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