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Winter Garden, FL 55+ active adult communities & homes for sale - Page 2

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
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
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
4.2 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
4.5 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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
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
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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
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
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
Pine Run Estates
$100ks - $200ks
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
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
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
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 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
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 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) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 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.
123...4
Latitude Margaritaville 198 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$386,495

2 beds

|

2 baths

|

1,464 sq ft

|

House

198 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Valencia del Sol 4906 AVILA LAKES DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$294,500

2 beds

|

2 baths

|

1,644 sq ft

|

Villa

4906 AVILA LAKES DR, WIMAUMA, FL, 33598
Community: Valencia del Sol
Carlsberg Estates on Lake Suzanne 364 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$284,900

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Pine Run Estates 9981 SW 103RD PL, OCALA, FL, 34481, Ocala, FL 34481
$159,900

2 beds

|

2 baths

|

1,256 sq ft

|

House

9981 SW 103RD PL, OCALA, FL, 34481
Community: Pine Run Estates
Spruce Creek Preserve 11587 SW 139TH PL, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$244,900

2 beds

|

2 baths

|

1,654 sq ft

|

House

11587 SW 139TH PL, DUNNELLON, FL, 34432
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Del Webb Minneola 1313 ZESTY CITRUS LN, MINNEOLA, FL, 3471..., Minneola, FL 34715
$654,250

2 beds

|

2 baths

|

1,976 sq ft

|

House

1313 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
New Del Webb Minneola 1167 CROWNING RIDGE WAY, MINNEOLA, FL, 3..., Minneola, FL 34715
$453,210

2 beds

|

2 baths

|

1,655 sq ft

|

House

1167 CROWNING RIDGE WAY, MINNEOLA, FL, 3...
Community: Del Webb Minneola
New The Country Club of Mount Dora 1024 SAINT IVES CT, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$379,900

2 beds

|

2 baths

|

1,442 sq ft

|

House

1024 SAINT IVES CT, MOUNT DORA, FL, 3275...
New Pine Run Estates 9940 SW 102ND LN, OCALA, FL, 34481, Ocala, FL 34481
$190,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

9940 SW 102ND LN, OCALA, FL, 34481
Community: Pine Run Estates
New Oak Run 8644 SW 108TH ST, OCALA, FL, 34481, Ocala, FL 34481
$224,900

2 beds

|

2 baths

|

1,062 sq ft

|

House

8644 SW 108TH ST, OCALA, FL, 34481
Community: Oak Run
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.
New
Cindy Certified
6141 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$239,999

2 beds

|

2 baths

|

1,451 sq ft

|

House

6141 SW 96TH PL, OCALA, FL, 34476
New
Cindy Certified
6093 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$259,999

2 beds

|

2 baths

|

1,451 sq ft

|

House

6093 SW 96TH PL, OCALA, FL, 34476
New
Cindy Certified
6085 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$273,840

3 beds

|

2 baths

|

1,615 sq ft

|

House

6085 SW 96TH PL, OCALA, FL, 34476
New
Cindy Certified
3921 DAUPHINE ST, SEBRING, FL, 33872, Sebring, FL 33872
$299,000

3 beds

|

2 baths

|

1,503 sq ft

|

House

3921 DAUPHINE ST, SEBRING, FL, 33872
New Lakeside Landings 5368 COMPASS PT 202, OXFORD, FL, 34484, Oxford, FL 34484
$205,000

2 beds

|

2 baths

|

1,402 sq ft

|

Condo

5368 COMPASS PT 202, OXFORD, FL, 34484
Community: Lakeside Landings
New Heritage Hills 3615 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$257,250

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3615 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New The Villages® 1154 SAN JUAN DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$444,000

2 beds

|

2 baths

|

1,820 sq ft

|

House

1154 SAN JUAN DR, THE VILLAGES, FL, 3215...
Community: The Villages®
New
Cindy Certified
5736 SW 116TH STREET RD, OCALA, FL, 3447..., Ocala, FL 34476
$420,000

4 beds

|

2 baths

|

2,365 sq ft

|

House

5736 SW 116TH STREET RD, OCALA, FL, 3447...
New Tampa Bay Golf and Country Club 29204 PRINCEVILLE DR, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$329,900

3 beds

|

2 baths

|

1,481 sq ft

|

House

29204 PRINCEVILLE DR, SAN ANTONIO, FL, 3...
New Del Webb Sunbridge 2744 NATURE VIEW RD, ST CLOUD, FL, 34771, St Cloud, FL 34771
$924,900

3 beds

|

5 baths

|

2,866 sq ft

|

House

2744 NATURE VIEW RD, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
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.
New Sun City Center 604 MCDANIEL ST, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$234,900

2 beds

|

3 baths

|

2,105 sq ft

|

Halfplex

604 MCDANIEL ST, SUN CITY CENTER, FL, 33...
Community: Sun City Center
New
Cindy Certified
4590 BROOKSHIRE PL, LAKE WALES, FL, 3389..., Lake Wales, FL 33898
$369,000

5 beds

|

3 baths

|

2,302 sq ft

|

House

4590 BROOKSHIRE PL, LAKE WALES, FL, 3389...
New Spruce Creek South 10707 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$230,000

2 beds

|

2 baths

|

1,878 sq ft

|

House

10707 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
New The Villages® 2761 PERSIMMON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162
$399,900

3 beds

|

2 baths

|

1,927 sq ft

|

House

2761 PERSIMMON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
New
Cindy Certified
5811 SW 80TH LN, OCALA, FL, 34476, Ocala, FL 34476
$479,000

4 beds

|

4 baths

|

2,843 sq ft

|

House

5811 SW 80TH LN, OCALA, FL, 34476
New Palms at Serenoa 3415 YELLOWTOP LOOP, CLERMONT, FL, 34714, Clermont, FL 34714
$399,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

3415 YELLOWTOP LOOP, CLERMONT, FL, 34714
Community: Palms at Serenoa
New
Cindy Certified
344 ORIOLE AVE, SEBRING, FL, 33870, Sebring, FL 33870
$365,000

3 beds

|

3 baths

|

1,776 sq ft

|

House

344 ORIOLE AVE, SEBRING, FL, 33870
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
New Spruce Creek Preserve 14366 SW 115TH CIR, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$244,900

2 beds

|

2 baths

|

1,496 sq ft

|

House

14366 SW 115TH CIR, DUNNELLON, FL, 34432
New Pine Run Estates 8990 SW 101ST LN, OCALA, FL, 34481, Ocala, FL 34481
$179,500

2 beds

|

2 baths

|

1,352 sq ft

|

House

8990 SW 101ST LN, OCALA, FL, 34481
Community: Pine Run Estates
New
Cindy Certified
8310 PONCE DE LEON ST, LAKELAND, FL, 338..., Lakeland, FL 33810
$314,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

8310 PONCE DE LEON ST, LAKELAND, FL, 338...
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.
New Heritage Hills 2823 MAYPORT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

3 beds

|

3 baths

|

2,573 sq ft

|

House

2823 MAYPORT ST, CLERMONT, FL, 34711
Community: Heritage Hills
New Tohoqua Reserve 2756 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$310,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

2756 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
New
Cindy Certified
3290 GREAT BANYAN WAY, WESLEY CHAPEL, FL..., Wesley Chapel, FL 33543
$498,500

2 beds

|

2 baths

|

1,832 sq ft

|

House

3290 GREAT BANYAN WAY, WESLEY CHAPEL, FL...
New Scottish Highlands 2239 ORKNEY DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$178,000

2 beds

|

2 baths

|

1,009 sq ft

|

House

2239 ORKNEY DR, LEESBURG, FL, 34788
Community: Scottish Highlands
New Spruce Creek Country Club 13740 SE 86TH TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$249,000

2 beds

|

2 baths

|

1,736 sq ft

|

House

13740 SE 86TH TER, SUMMERFIELD, FL, 3449...
New Stone Creek 7304 SW 94TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$395,000

3 beds

|

2 baths

|

1,958 sq ft

|

House

7304 SW 94TH AVE, OCALA, FL, 34481
Community: Stone Creek
New Stone Creek 8332 SW 54TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$273,000

2 beds

|

2 baths

|

1,433 sq ft

|

House

8332 SW 54TH LOOP, OCALA, FL, 34481
Community: Stone Creek
New Sun City Center 301 CRANSTON PL, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$325,000

2 beds

|

2 baths

|

1,727 sq ft

|

House

301 CRANSTON PL, 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
New Valencia Lakes 5004 PEARL CREST CT, WIMAUMA, FL, 33598, Wimauma, FL 33598
$425,000

2 beds

|

2 baths

|

1,870 sq ft

|

House

5004 PEARL CREST CT, WIMAUMA, FL, 33598
Community: Valencia Lakes
New Del Webb Oasis 15000 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$899,000

3 beds

|

4 baths

|

2,861 sq ft

|

House

15000 CANOPY COVER DR, WINTER GARDEN, FL...
Community: Del Webb Oasis
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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3,769 homes
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