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

3,573 homes near Winter Garden

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No reviews yet Del Webb Oasis
$400Ks - $1Ms
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 - $600Ks
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 - $600Ks
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 - $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!
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3.6 rating (46 reviews) Latitude Margaritaville
$300Ks - $700Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.2 rating (10 reviews) Stone Creek
$200Ks - $800Ks
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
5 rating (2 reviews) Plantation at Leesburg
$100Ks - $400Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 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) 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 - $900Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
No reviews yet Pelican Bay Daytona Beach
$100Ks - $500Ks
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $300Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $900Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
5 rating (1 reviews) Cypress Lakes
$200Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (3 reviews) Lake Ashton
$200Ks - $500Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
No reviews yet Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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.
3.8 rating (6 reviews) Trilogy® Orlando
$300Ks - $600Ks
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
3.8 rating (6 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
$400Ks - $900Ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (8 reviews) Pennbrooke Fairways
$100Ks - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $300Ks
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
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 (5 reviews) SummerGlen
$200Ks - $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
No reviews yet Breakaway Trails
$300Ks - $1Ms
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
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
4.8 rating (6 reviews) Highland Lakes
$200Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.3 rating (15 reviews) Del Webb Orlando
$200Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
No reviews yet Pine Run Estates
<$100k - $400Ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
No reviews yet 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
No reviews yet Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
Stone Creek 7283 SW 94TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$398,888

3 beds

|

2 baths

|

2,122 sq ft

|

House

7283 SW 94TH AVE, OCALA, FL, 34481
Community: Stone Creek
Tampa Bay Golf and Country Club 10801 COLLAR DR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$279,900

3 beds

|

2 baths

|

1,602 sq ft

|

House

10801 COLLAR DR, SAN ANTONIO, FL, 33576
Tampa Bay Golf and Country Club 29436 ZELLER AVE, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$239,900

2 beds

|

2 baths

|

1,124 sq ft

|

House

29436 ZELLER AVE, SAN ANTONIO, FL, 33576
Tampa Bay Golf and Country Club 10809 COLLAR DR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$319,900

3 beds

|

2 baths

|

1,778 sq ft

|

House

10809 COLLAR DR, SAN ANTONIO, FL, 33576
Tampa Bay Golf and Country Club 29250 PRINCEVILLE DR, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$289,900

2 beds

|

2 baths

|

1,261 sq ft

|

House

29250 PRINCEVILLE DR, SAN ANTONIO, FL, 3...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 402 DORCHESTER PL 44, SUN CITY CENTER, F..., Sun City Center, FL 33573
$135,000

2 beds

|

2 baths

|

960 sq ft

|

Condo

402 DORCHESTER PL 44, SUN CITY CENTER, F...
Community: Sun City Center
Sun City Center 2620 NEWCOMB CT, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$210,000

2 beds

|

2 baths

|

1,444 sq ft

|

Condo

2620 NEWCOMB CT, SUN CITY CENTER, FL, 33...
Community: Sun City Center
On Top of the World 9107 SW 102ND CIR, OCALA, FL, 34481, Ocala, FL 34481
$314,000

3 beds

|

2 baths

|

1,784 sq ft

|

House

9107 SW 102ND CIR, OCALA, FL, 34481
Community: On Top of the World
Southshore Bay 17231 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$347,500

2 beds

|

3 baths

|

1,744 sq ft

|

Villa

17231 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
The Villages® 2237 JETTA WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$287,900

2 beds

|

2 baths

|

1,156 sq ft

|

House

2237 JETTA WAY, 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.
The Villages® 2053 BEECHER PATH, THE VILLAGES, FL, 321..., The Villages, FL 32162
$495,000

3 beds

|

2 baths

|

1,876 sq ft

|

House

2053 BEECHER PATH, THE VILLAGES, FL, 321...
Community: The Villages®
Ocala Preserve 5648 NW 40TH LOOP, OCALA, FL, 34482, Ocala, FL 34482
$395,000

2 beds

|

3 baths

|

2,057 sq ft

|

House

5648 NW 40TH LOOP, OCALA, FL, 34482
Community: Ocala Preserve
Lake Ashton 4327 GULLANE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$345,900

2 beds

|

2 baths

|

1,860 sq ft

|

House

4327 GULLANE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Del Webb Sunbridge 6145 CITRUS GROVE CT, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34771
$499,900

2 beds

|

2 baths

|

2,077 sq ft

|

House

6145 CITRUS GROVE CT, SAINT CLOUD, FL, 3...
Community: Del Webb Sunbridge
Highlands Ridge 3501 E SAINT ANDREWS DR, AVON PARK, FL, ..., Avon Park, FL 33825
$289,900

3 beds

|

2 baths

|

1,999 sq ft

|

House

3501 E SAINT ANDREWS DR, AVON PARK, FL, ...
Community: Highlands Ridge
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Foxwood Lake Estates 1602 TALLY HO DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$159,000

2 beds

|

2 baths

|

1,488 sq ft

|

Manufactured Home

1602 TALLY HO DR, LAKELAND, FL, 33810
Pine Run Estates 8955 SW 104TH LN, OCALA, FL, 34481, Ocala, FL 34481
$1,600

2 beds

|

2 baths

|

House

8955 SW 104TH LN, OCALA, FL, 34481
Community: Pine Run Estates
Highlands Ridge 4008 CARTER CREEK DR, AVON PARK, FL, 338..., Avon Park, FL 33825
$295,000

3 beds

|

2 baths

|

1,767 sq ft

|

House

4008 CARTER CREEK DR, AVON PARK, FL, 338...
Community: Highlands Ridge
Carlsberg Estates on Lake Suzanne 496 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$360,000

2 beds

|

2 baths

|

1,637 sq ft

|

House

496 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Stonecrest 11120 SE 168TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$499,000

3 beds

|

2 baths

|

2,357 sq ft

|

House

11120 SE 168TH LOOP, SUMMERFIELD, FL, 34...
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.
The Villages® 1105 DEL TORO DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$265,500

2 beds

|

2 baths

|

1,440 sq ft

|

Manufactured Home

1105 DEL TORO DR, THE VILLAGES, FL, 3215...
Community: The Villages®
Valencia Lakes 16015 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$939,000

3 beds

|

3 baths

|

3,302 sq ft

|

House

16015 CAPE CORAL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
Pelican Bay Daytona Beach 212 MALLARD LN, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$399,900

3 beds

|

2 baths

|

1,991 sq ft

|

House

212 MALLARD LN, DAYTONA BEACH, FL, 32119
Ocala Preserve 4419 NW 54TH TER, OCALA, FL, 34482, Ocala, FL 34482
$629,900

3 beds

|

3 baths

|

2,459 sq ft

|

House

4419 NW 54TH TER, OCALA, FL, 34482
Community: Ocala Preserve
Tampa Bay Golf and Country Club 29413 CADDYSHACK LN, SAN ANTONIO, FL, 33..., San Antonio, FL 33576
$329,999

3 beds

|

2 baths

|

1,588 sq ft

|

Villa

29413 CADDYSHACK LN, SAN ANTONIO, FL, 33...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Plantation at Leesburg 24801 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$259,900

3 beds

|

2 baths

|

2,037 sq ft

|

House

24801 CRANES ROOST CIR, LEESBURG, FL, 34...
Tampa Bay Golf and Country Club 9723 ROLLING CIR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$425,000

3 beds

|

2 baths

|

1,892 sq ft

|

House

9723 ROLLING CIR, SAN ANTONIO, FL, 33576
Spruce Creek Country Club 9405 SE 125TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$449,500

2 beds

|

2 baths

|

2,658 sq ft

|

House

9405 SE 125TH ST, SUMMERFIELD, FL, 34491
Pennbrooke Fairways 910 EAGLES LNDG, LEESBURG, FL, 34748, Leesburg, FL 34748
$309,247

3 beds

|

2 baths

|

1,807 sq ft

|

House

910 EAGLES LNDG, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Solivita 429 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$492,900

2 beds

|

3 baths

|

2,345 sq ft

|

House

429 VILLA PARK RD, KISSIMMEE, FL, 34759
Community: Solivita
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.
Sun City Center 830 REGAL MANOR WAY # 1, SUN CITY CENTER..., Sun City Center, FL 33573
$329,900

3 beds

|

2 baths

|

1,503 sq ft

|

House

830 REGAL MANOR WAY # 1, SUN CITY CENTER...
Community: Sun City Center
Solivita 742 SAN JOAQUIN RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$364,500

2 beds

|

2 baths

|

1,975 sq ft

|

House

742 SAN JOAQUIN RD, POINCIANA, FL, 34759
Community: Solivita
Solivita 1328 LOMBARDI CT, POINCIANA, FL, 34759, Poinciana, FL 34759
$290,000

2 beds

|

2 baths

|

1,364 sq ft

|

House

1328 LOMBARDI CT, POINCIANA, FL, 34759
Community: Solivita
Summer Trees 6065 SPRUCE POINT CIR, PORT ORANGE, FL, ..., Port Orange, FL 32128
$649,000

4 beds

|

3 baths

|

2,806 sq ft

|

House

6065 SPRUCE POINT CIR, PORT ORANGE, FL, ...
Community: Summer Trees
Marion Landing 6481 SW 81ST LN, OCALA, FL, 34476, Ocala, FL 34476
$130,000

2 beds

|

2 baths

|

1,324 sq ft

|

Manufactured Home

6481 SW 81ST LN, OCALA, FL, 34476
Community: Marion Landing
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Liberty Village 7358 SW 76TH TER, OCALA, FL, 34481, Ocala, FL 34481
$310,000

3 beds

|

2 baths

|

1,755 sq ft

|

House

7358 SW 76TH TER, OCALA, FL, 34481
Community: Liberty Village
Oak Run 8463 SW 108TH LN, OCALA, FL, 34481, Ocala, FL 34481
$246,900

3 beds

|

2 baths

|

1,528 sq ft

|

House

8463 SW 108TH LN, OCALA, FL, 34481
Community: Oak Run
Spruce Creek North 6472 SW 106TH PL, OCALA, FL, 34476, Ocala, FL 34476
$239,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

6472 SW 106TH PL, OCALA, FL, 34476
Community: Spruce Creek North
Marion Landing 6367 SW 83RD PL, OCALA, FL, 34476, Ocala, FL 34476
$160,000

3 beds

|

2 baths

|

1,456 sq ft

|

Mobile Home

6367 SW 83RD PL, OCALA, FL, 34476
Community: Marion Landing
The Villages® 12407 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$425,000

4 beds

|

3 baths

|

2,414 sq ft

|

House

12407 NE 48TH LOOP, OXFORD, FL, 34484
Community: The Villages®

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3,573 homes near Winter Garden
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