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Winter Garden, FL 55+ active adult communities & homes for sale - Page 30

3,776 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
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
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
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
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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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 (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
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 (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 (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
5 rating (8 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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) 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.
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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
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
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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
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
4.4 rating (9 reviews) Spruce Creek Preserve
$100ks - $200ks
Spruce Creek Preserve, Dunnellon, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 810 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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
The Villages® 17535 SE 84TH FOXGROVE AVE, THE VILLAGES..., The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

1,372 sq ft

|

Villa

17535 SE 84TH FOXGROVE AVE, THE VILLAGES...
Community: The Villages®
On Top of the World 10192 SW 84TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481
$548,400

3 beds

|

3 baths

|

2,373 sq ft

|

House

10192 SW 84TH STREET RD, OCALA, FL, 3448...
Community: On Top of the World
Highlands Ridge 4315 N COURSE LN, AVON PARK, FL, 33825, Avon Park, FL 33825
$464,900

2 beds

|

2 baths

|

2,135 sq ft

|

House

4315 N COURSE LN, AVON PARK, FL, 33825
Community: Highlands Ridge
Spruce Creek Country Club 9286 SE 128TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$365,000

2 beds

|

2 baths

|

1,732 sq ft

|

House

9286 SE 128TH ST, SUMMERFIELD, FL, 34491
Lake Henry Estates 596 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844
$210,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

596 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 10195 SW 84TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$539,125

2 beds

|

2 baths

|

2,145 sq ft

|

House

10195 SW 84TH LANE RD, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 10219 SW 84TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$538,635

2 beds

|

2 baths

|

2,145 sq ft

|

House

10219 SW 84TH LANE RD, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
298 JACKSON LOOP, DELAND, FL, 32724, Deland, FL 32724
$499,900

3 beds

|

2 baths

|

1,888 sq ft

|

House

298 JACKSON LOOP, DELAND, FL, 32724
Spruce Creek Country Club 13827 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$284,900

2 beds

|

2 baths

|

1,575 sq ft

|

House

13827 SE 85TH CIR, SUMMERFIELD, FL, 3449...
Scottish Highlands 65 ABERDEEN CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$215,000

2 beds

|

2 baths

|

1,200 sq ft

|

House

65 ABERDEEN CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
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 2113 STONEBRIDGE WAY, CLERMONT, FL, 3471..., Clermont, FL 34711
$365,000

2 beds

|

2 baths

|

1,722 sq ft

|

House

2113 STONEBRIDGE WAY, CLERMONT, FL, 3471...
Community: Kings Ridge
Twin Lakes 2344 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$347,500

2 beds

|

2 baths

|

1,464 sq ft

|

House

2344 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Stone Creek 9291 SW 66TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$399,900

3 beds

|

2 baths

|

1,736 sq ft

|

House

9291 SW 66TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Lakeside Landings 5032 NEPTUNE CIR, OXFORD, FL, 34484, Oxford, FL 34484
$349,900

4 beds

|

3 baths

|

2,368 sq ft

|

House

5032 NEPTUNE CIR, OXFORD, FL, 34484
Community: Lakeside Landings
Oak Run 8129 SW 117TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$187,900

2 beds

|

2 baths

|

1,135 sq ft

|

House

8129 SW 117TH LOOP, OCALA, FL, 34481
Community: Oak Run
Sun City Center 1001 LA JOLLA AVE, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$269,900

2 beds

|

2 baths

|

1,694 sq ft

|

House

1001 LA JOLLA AVE, 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
Latitude Margaritaville 333 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$365,000

2 beds

|

2 baths

|

1,160 sq ft

|

House

333 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
The Villages® 4913 NE 122ND AVE, OXFORD, FL, 34484, Oxford, FL 34484
$360,000

4 beds

|

3 baths

|

2,629 sq ft

|

House

4913 NE 122ND AVE, OXFORD, FL, 34484
Community: The Villages®
The Villages® 1541 DORAL CIR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$197,500

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1541 DORAL CIR, THE VILLAGES, FL, 32159
Community: The Villages®
Ocala Preserve 5232 NW 43RD LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$310,000

2 beds

|

2 baths

|

1,813 sq ft

|

House

5232 NW 43RD LANE RD, OCALA, FL, 34482
Community: Ocala Preserve
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 5585 SW 85TH AVENUE RD, OCALA, FL, 34481, Ocala, FL 34481
$385,000

3 beds

|

2 baths

|

1,663 sq ft

|

House

5585 SW 85TH AVENUE RD, OCALA, FL, 34481
Community: Stone Creek
The Villages® 1248 AVENIDA DE LAS CASAS, LADY LAKE, FL..., Lady Lake, FL 32159
$749,900

3 beds

|

3 baths

|

2,088 sq ft

|

Townhouse

1248 AVENIDA DE LAS CASAS, LADY LAKE, FL...
Community: The Villages®
Cindy Certified
2115 SW 166TH LN, OCALA, FL, 34473, Ocala, FL 34473
$289,900

3 beds

|

2 baths

|

1,936 sq ft

|

House

2115 SW 166TH LN, OCALA, FL, 34473
The Villages® 1238 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$395,000

3 beds

|

2 baths

|

1,560 sq ft

|

House

1238 AUGUSTINE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Royal Highlands 5602 SQUIRES DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$400,000

3 beds

|

2 baths

|

1,986 sq ft

|

House

5602 SQUIRES DR, LEESBURG, FL, 34748
Community: Royal Highlands
On Top of the World 8569 SW 88TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$255,000

2 beds

|

2 baths

|

1,578 sq ft

|

House

8569 SW 88TH LOOP, OCALA, FL, 34481
Community: On Top of the World
The Villages® 7380 SE 168TH DIPIETRO LN, THE VILLAGES,..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,442 sq ft

|

Villa

7380 SE 168TH DIPIETRO LN, THE VILLAGES,...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Royal Highlands 21142 EDINBOROUGH PL, LEESBURG, FL, 3474..., Leesburg, FL 34748
$350,000

3 beds

|

3 baths

|

2,070 sq ft

|

House

21142 EDINBOROUGH PL, LEESBURG, FL, 3474...
Community: Royal Highlands
Lakeside Landings 10033 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$449,900

3 beds

|

2 baths

|

2,340 sq ft

|

House

10033 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
Pine Run Estates 9055 SW 102ND LN, OCALA, FL, 34481, Ocala, FL 34481
$179,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

9055 SW 102ND LN, OCALA, FL, 34481
Community: Pine Run Estates
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 768 MASTERPIECE DR, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$274,900

2 beds

|

2 baths

|

1,584 sq ft

|

Condo

768 MASTERPIECE DR, SUN CITY CENTER, FL,...
Community: Sun City Center
VillageWalk at Lake Nona 12064 NAVALE LN, ORLANDO, FL, 32827, Orlando, FL 32827
$766,770

4 beds

|

3 baths

|

2,514 sq ft

|

House

12064 NAVALE LN, ORLANDO, FL, 32827
Cindy Certified
4228 FOXWOOD BLVD, WESLEY CHAPEL, FL, 33..., Wesley Chapel, FL 33543
$749,900

4 beds

|

3 baths

|

2,424 sq ft

|

House

4228 FOXWOOD BLVD, WESLEY CHAPEL, FL, 33...
Ridgehaven 418 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$600,000

5 beds

|

5 baths

|

3,807 sq ft

|

House

418 BROOKHAVEN TRL, ORMOND BEACH, FL, 32...
Community: Ridgehaven
Latitude Margaritaville 339 COOL WATERS WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$359,500

2 beds

|

2 baths

|

1,204 sq ft

|

House

339 COOL WATERS WAY, DAYTONA BEACH, FL, ...
Cindy Certified
11383 SW 58TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$289,900

3 beds

|

2 baths

|

1,535 sq ft

|

House

11383 SW 58TH CIR, OCALA, FL, 34476
On Top of the World 9485 SW 92ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$313,483

3 beds

|

2 baths

|

2,374 sq ft

|

House

9485 SW 92ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
1633 LAKE RESERVE DR, DELAND, FL, 32724, Deland, FL 32724
$699,990

4 beds

|

3 baths

|

2,129 sq ft

|

House

1633 LAKE RESERVE DR, DELAND, FL, 32724
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stone Creek 9562 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$444,800

2 beds

|

2 baths

|

1,904 sq ft

|

House

9562 SW 63RD LOOP, OCALA, FL, 34481
Community: Stone Creek
Stone Creek 9527 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$594,495

3 beds

|

3 baths

|

2,543 sq ft

|

House

9527 SW 70TH LOOP, OCALA, FL, 34481
Community: Stone Creek
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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