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

3,497 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 (56 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
4.7 rating (18 reviews) Solivita
$300ks - $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!
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
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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
Venetian Bay
$300ks - $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.
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 (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 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 (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 (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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 (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
Lake Jovita Golf and Coun...
$400ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 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
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.
3.6 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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 homes
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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.
12...3
Spruce Creek Country Club 8475 SE 137TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$259,000

2 beds

|

2 baths

|

1,652 sq ft

|

House

8475 SE 137TH LOOP, SUMMERFIELD, FL, 344...
The Villages® 603 EVESBOROUGH PATH, THE VILLAGES, FL, ..., The Villages, FL 32163
$349,900

3 beds

|

2 baths

|

1,556 sq ft

|

House

603 EVESBOROUGH PATH, THE VILLAGES, FL, ...
Community: The Villages®
Breakaway Trails 120 BLACK HICKORY WAY, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$450,000

3 beds

|

2 baths

|

1,931 sq ft

|

House

120 BLACK HICKORY WAY, ORMOND BEACH, FL,...
Community: Breakaway Trails
Latitude Margaritaville 228 CHEESEBURGER DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$839,900

2 beds

|

3 baths

|

2,339 sq ft

|

House

228 CHEESEBURGER DR, DAYTONA BEACH, FL, ...
Solivita 152 GLENDALE CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$284,900

2 beds

|

2 baths

|

1,548 sq ft

|

House

152 GLENDALE CT, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Arlington Ridge 27102 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$360,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

27102 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
The Country Club of Mount Dora 1760 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$749,500

4 beds

|

3 baths

|

3,141 sq ft

|

House

1760 EDGEWATER DR, MOUNT DORA, FL, 32757
Ocala Preserve 4420 NW 57TH AVE, OCALA, FL, 34482, Ocala, FL 34482
$329,000

4 beds

|

2 baths

|

2,036 sq ft

|

House

4420 NW 57TH AVE, OCALA, FL, 34482
Community: Ocala Preserve
Liberty Village 7795 SW 74TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$335,000

3 beds

|

3 baths

|

2,138 sq ft

|

House

7795 SW 74TH LOOP, OCALA, FL, 34481
Community: Liberty Village
Pelican Bay Daytona Beach 770 PELICAN BAY DR, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$795,000

5 beds

|

4 baths

|

3,165 sq ft

|

House

770 PELICAN BAY DR, DAYTONA BEACH, FL, 3...
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 Preserve 5536 NW 40TH LOOP, OCALA, FL, 34482, Ocala, FL 34482
$259,900

3 beds

|

2 baths

|

1,622 sq ft

|

House

5536 NW 40TH LOOP, OCALA, FL, 34482
Community: Ocala Preserve
The Villages® 5090 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$275,000

4 beds

|

4 baths

|

1,929 sq ft

|

House

5090 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Arlington Ridge 4307 BENT CREEK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$379,900

3 beds

|

2 baths

|

1,683 sq ft

|

House

4307 BENT CREEK LN, LEESBURG, FL, 34748
Community: Arlington Ridge
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®
Kings Ridge 3871 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$289,900

2 beds

|

2 baths

|

1,327 sq ft

|

House

3871 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Baytree 220 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$207,000

2 beds

|

2 baths

|

1,104 sq ft

|

Villa

220 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Traditions at Lake Ruby 3890 BEDFORD AVE, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$395,000

4 beds

|

3 baths

|

2,322 sq ft

|

House

3890 BEDFORD AVE, WINTER HAVEN, FL, 3388...
Oak Run 10801 SW 71ST AVE, OCALA, FL, 34476, Ocala, FL 34476
$399,888

3 beds

|

2 baths

|

2,069 sq ft

|

House

10801 SW 71ST AVE, OCALA, FL, 34476
Community: Oak Run
Stonecrest 11750 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$497,000

3 beds

|

2 baths

|

2,069 sq ft

|

House

11750 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2033 SALMON WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$460,000

3 beds

|

2 baths

|

1,939 sq ft

|

House

2033 SALMON 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 Lakes at Harmony 3481 MIDDLEBROOK PL, HARMONY, FL, 34773, Harmony, FL 34773
$539,000

4 beds

|

3 baths

|

3,432 sq ft

|

House

3481 MIDDLEBROOK PL, HARMONY, FL, 34773
Stonecrest 17083 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$299,000

3 beds

|

2 baths

|

1,724 sq ft

|

House

17083 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
The Lakes at Harmony 3113 SONGBIRD CIR, ST. CLOUD, FL, 34773, St. Cloud, FL 34773
$399,900

3 beds

|

2 baths

|

1,876 sq ft

|

House

3113 SONGBIRD CIR, ST. CLOUD, FL, 34773
Plantation at Leesburg 25034 BETTON HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$129,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

25034 BETTON HL, LEESBURG, FL, 34748
Encore at Fishhawk Ranch 13890 KINGFISHER GLEN DR, LITHIA, FL, 33..., Lithia, FL 33547
$347,000

2 beds

|

2 baths

|

1,612 sq ft

|

Villa

13890 KINGFISHER GLEN DR, LITHIA, FL, 33...
The Villages® 1426 JANEANN TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$410,000

3 beds

|

2 baths

|

1,685 sq ft

|

Villa

1426 JANEANN TER, THE VILLAGES, FL, 3216...
Community: The Villages®
Sun City Center 1704 DANBURY DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$398,000

3 beds

|

2 baths

|

1,951 sq ft

|

House

1704 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
Legacy of Leesburg 5659 CELEBRATION WAY, LEESBURG, FL, 3474..., Leesburg, FL 34748
$329,000

3 beds

|

2 baths

|

1,671 sq ft

|

House

5659 CELEBRATION WAY, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
The Villages® 3400 RICHMOND DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$390,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

3400 RICHMOND DR, THE VILLAGES, FL, 3216...
Community: The Villages®
On Top of the World 9107 SW 102ND CIR, OCALA, FL, 34481, Ocala, FL 34481
$271,999

3 beds

|

2 baths

|

1,784 sq ft

|

House

9107 SW 102ND CIR, OCALA, FL, 34481
Community: On Top of the World
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.
Legacy of Leesburg 5334 POND CROSSING PL, LEESBURG, FL, 347..., Leesburg, FL 34748
$349,900

3 beds

|

2 baths

|

1,923 sq ft

|

House

5334 POND CROSSING PL, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Plantation at Leesburg 3719 BELLE ROSE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$475,000

3 beds

|

3 baths

|

2,571 sq ft

|

House

3719 BELLE ROSE DR, LEESBURG, FL, 34748
Ridgehaven 408 BROOKHAVEN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$525,880

4 beds

|

3 baths

|

2,791 sq ft

|

House

408 BROOKHAVEN, ORMOND BEACH, FL, 32174
Community: Ridgehaven
The Villages® 206 DESOTA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$300,000

3 beds

|

2 baths

|

1,437 sq ft

|

House

206 DESOTA CT, THE VILLAGES, FL, 32159
Community: The Villages®
Ridgehaven 425 BROOKHAVEN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$493,470

3 beds

|

3 baths

|

2,181 sq ft

|

House

425 BROOKHAVEN, ORMOND BEACH, FL, 32174
Community: Ridgehaven
On Top of the World 9635 SW 94TH TER B, OCALA, FL, 34481, Ocala, FL 34481
$145,000

2 beds

|

2 baths

|

1,215 sq ft

|

Villa

9635 SW 94TH TER B, OCALA, FL, 34481
Community: On Top of the World
Pennbrooke Fairways 413 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$195,000

3 beds

|

2 baths

|

1,300 sq ft

|

House

413 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
On Top of the World 8762 SW 91ST ST D, OCALA, FL, 34481, Ocala, FL 34481
$139,900

2 beds

|

2 baths

|

1,530 sq ft

|

Villa

8762 SW 91ST ST D, 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 8528 SW 101ST AVE, OCALA, FL, 34481, Ocala, FL 34481
$543,690

3 beds

|

3 baths

|

2,211 sq ft

|

House

8528 SW 101ST AVE, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 10216 SW 85TH PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$593,400

3 beds

|

3 baths

|

2,907 sq ft

|

House

10216 SW 85TH PLACE RD, OCALA, FL, 34481
Community: On Top of the World
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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3,497 homes
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