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Winter Garden, FL 55+ active adult communities & homes for sale - Page 66

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
Venetian Bay 424 LUNA BELLA LN 416C, NEW SMYRNA BEACH..., New Smyrna Beach, FL 32168
$259,900

2 beds

|

2 baths

|

1,669 sq ft

|

Condo

424 LUNA BELLA LN 416C, NEW SMYRNA BEACH...
Community: Venetian Bay
Summer Trees 79 CYPRESS POND RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$220,000

2 beds

|

2 baths

|

1,229 sq ft

|

Condo

79 CYPRESS POND RD, PORT ORANGE, FL, 321...
Community: Summer Trees
Cindy Certified
864 VINEYARD RIDGE RD, MINNEOLA, FL, 347..., Minneola, FL 34715
$560,000

4 beds

|

2 baths

|

2,236 sq ft

|

House

864 VINEYARD RIDGE RD, MINNEOLA, FL, 347...
Venetian Bay 424 LUNA BELLA LN 416, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168
$259,900

2 beds

|

2 baths

|

1,669 sq ft

|

Condo

424 LUNA BELLA LN 416, NEW SMYRNA BEACH,...
Community: Venetian Bay
Cindy Certified
5178 SW 93RD LN, OCALA, FL, 34476, Ocala, FL 34476
$1,199,999

4 beds

|

3 baths

|

2,823 sq ft

|

House

5178 SW 93RD LN, OCALA, FL, 34476
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Highlands Ridge 3534 E GLEN EAGLES DR, AVON PARK, FL, 33..., Avon Park, FL 33825
$295,000

3 beds

|

2 baths

|

2,131 sq ft

|

House

3534 E GLEN EAGLES DR, AVON PARK, FL, 33...
Community: Highlands Ridge
The Villages® 3419 CARRABELLE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$265,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3419 CARRABELLE CT, THE VILLAGES, FL, 32...
Community: The Villages®
Stonecrest 17424 SE 111TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$260,900

3 beds

|

2 baths

|

1,446 sq ft

|

House

17424 SE 111TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 1625 HILTON HEAD BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$149,900

2 beds

|

2 baths

|

1,332 sq ft

|

Manufactured Home

1625 HILTON HEAD BLVD, LADY LAKE, FL, 32...
Community: The Villages®
Royal Highlands 21830 KING EDWARD CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$339,900

3 beds

|

2 baths

|

2,268 sq ft

|

House

21830 KING EDWARD CT, LEESBURG, FL, 3474...
Community: Royal 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.
Cindy Certified
795 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$324,000

4 beds

|

3 baths

|

1,988 sq ft

|

House

795 SUNSHOWER DR, LADY LAKE, FL, 32159
Stonecrest 16887 SE 110TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$419,000

3 beds

|

2 baths

|

2,100 sq ft

|

House

16887 SE 110TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Esplanade at Wiregrass Ranch 4866 FRECCIA LOOP, WESLEY CHAPEL, FL, 33..., Wesley Chapel, FL 33543
$1,299,999

4 beds

|

4 baths

|

3,666 sq ft

|

House

4866 FRECCIA LOOP, WESLEY CHAPEL, FL, 33...
Arbor Lakes 4463 N LAKE VISTA TRAIL TRL, HERNANDO, F..., Hernando, FL 34442
$259,900

2 beds

|

2 baths

|

1,770 sq ft

|

House

4463 N LAKE VISTA TRAIL TRL, HERNANDO, F...
Community: Arbor Lakes
Ocala Preserve 4235 NW 55TH CT, OCALA, FL, 34482, Ocala, FL 34482
$495,000

3 beds

|

3 baths

|

1,898 sq ft

|

House

4235 NW 55TH CT, OCALA, FL, 34482
Community: Ocala Preserve
Cindy Certified
920 CAMBRIDGE DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33881
$270,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

920 CAMBRIDGE DR, WINTER HAVEN, FL, 3388...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Pelican Bay Daytona Beach 140 GOLDEN EYE DR D, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$184,000

2 beds

|

2 baths

|

1,242 sq ft

|

Condo

140 GOLDEN EYE DR D, DAYTONA BEACH, FL, ...
Spring Lake Towers 700 MIRROR TER 506, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$119,000

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

700 MIRROR TER 506, WINTER HAVEN, FL, 33...
Community: Spring Lake Towers
Valencia Lakes 15665 AURORA LAKE CIR, WIMAUMA, FL, 3359..., Wimauma, FL 33598
$300,000

3 beds

|

2 baths

|

1,764 sq ft

|

Villa

15665 AURORA LAKE CIR, WIMAUMA, FL, 3359...
Community: Valencia Lakes
The Villages® 2446 HOPESPRING LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2446 HOPESPRING LOOP, THE VILLAGES, FL, ...
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.
Ocala Preserve 5536 NW 40TH LOOP, OCALA, FL, 34482, Ocala, FL 34482
$249,900

3 beds

|

2 baths

|

1,622 sq ft

|

House

5536 NW 40TH LOOP, OCALA, FL, 34482
Community: Ocala Preserve
Cindy Certified
7648 BENT TREE LOOP, ST CLOUD, FL, 34771, St Cloud, FL 34771
$367,900

4 beds

|

2 baths

|

1,820 sq ft

|

House

7648 BENT TREE LOOP, ST CLOUD, FL, 34771
The Villages® 321 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$350,000

2 beds

|

2 baths

|

1,478 sq ft

|

House

321 SAN MARINO DR, THE VILLAGES, FL, 321...
Community: The Villages®
Legacy of Leesburg 5304 TREASURE VIEW WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$315,000

3 beds

|

2 baths

|

1,641 sq ft

|

House

5304 TREASURE VIEW WAY, LEESBURG, FL, 34...
Community: Legacy of Leesburg
Cindy Certified
7584 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$349,900

3 beds

|

2 baths

|

1,780 sq ft

|

House

7584 BENT TREE LOOP, ST CLOUD, FL, 34773
Kings Ridge 3786 AVON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$339,000

3 beds

|

2 baths

|

1,639 sq ft

|

House

3786 AVON CT, CLERMONT, FL, 34711
Community: Kings Ridge
Pelican Bay Daytona Beach 141 GOLDEN EYE DR B, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$197,500

2 beds

|

2 baths

|

1,237 sq ft

|

Condo

141 GOLDEN EYE DR B, DAYTONA BEACH, FL, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1133 DEL TORO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$299,000

2 beds

|

2 baths

|

1,332 sq ft

|

House

1133 DEL TORO DR, LADY LAKE, FL, 32159
Community: The Villages®
Cindy Certified
779 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$323,604

4 beds

|

3 baths

|

1,988 sq ft

|

House

779 SUNSHOWER DR, LADY LAKE, FL, 32159
Quail Meadow 3340 NW 44TH CT, OCALA, FL, 34482, Ocala, FL 34482
$220,000

3 beds

|

2 baths

|

1,265 sq ft

|

House

3340 NW 44TH CT, OCALA, FL, 34482
Community: Quail Meadow
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 9648 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$325,000

2 beds

|

2 baths

|

1,433 sq ft

|

House

9648 SW 63RD LOOP, OCALA, FL, 34481
Community: Stone Creek
Venetian Bay 3507 CASALTA CIR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$415,900

3 beds

|

3 baths

|

2,180 sq ft

|

Townhouse

3507 CASALTA CIR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 16840 SE 85TH SAPELO CT, THE VILLAGES, F..., The Villages, FL 32162
$570,000

3 beds

|

2 baths

|

2,003 sq ft

|

House

16840 SE 85TH SAPELO CT, THE VILLAGES, F...
Community: The Villages®
Twin Lakes 2724 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$509,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2724 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Stone Creek 6951 SW 94TH CT, OCALA, FL, 34481, Ocala, FL 34481
$348,750

2 beds

|

2 baths

|

1,904 sq ft

|

House

6951 SW 94TH CT, OCALA, FL, 34481
Community: Stone Creek
Cindy Certified
5601 SW 117TH LANE RD, OCALA, FL, 34476, Ocala, FL 34476
$356,000

4 beds

|

2 baths

|

2,043 sq ft

|

House

5601 SW 117TH LANE RD, OCALA, FL, 34476
Ocala Preserve 5556 NW 41ST LN, OCALA, FL, 34482, Ocala, FL 34482
$322,500

2 beds

|

2 baths

|

1,840 sq ft

|

House

5556 NW 41ST LN, OCALA, FL, 34482
Community: Ocala Preserve
Cindy Certified
180 BLUE STAR CT, TAVARES, FL, 32778, Tavares, FL 32778
$392,999

4 beds

|

3 baths

|

2,070 sq ft

|

House

180 BLUE STAR CT, TAVARES, FL, 32778
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Foxwood Lake Estates 5035 LODGEWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$149,000

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5035 LODGEWOOD DR, LAKELAND, FL, 33810
Tohoqua Reserve 1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$339,000

3 beds

|

2 baths

|

1,701 sq ft

|

House

1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
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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