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Winter Garden, FL 55+ active adult communities & homes for sale - Page 19

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.
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
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) 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 (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) 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 (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
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
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
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 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 3450 VELONA AVE, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$439,900

4 beds

|

2 baths

|

2,202 sq ft

|

House

3450 VELONA AVE, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Oak Run 11009 SW 71 CIR, OCALA, FL, 34476, Ocala, FL 34476
$330,000

2 beds

|

2 baths

|

1,498 sq ft

|

House

11009 SW 71 CIR, OCALA, FL, 34476
Community: Oak Run
Scottish Highlands 62 ABERDEEN CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$225,000

2 beds

|

2 baths

|

1,152 sq ft

|

Condo

62 ABERDEEN CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Arbor Lakes 3798 E LAKE TODD DR, HERNANDO, FL, 34442, Hernando, FL 34442
$314,900

3 beds

|

2 baths

|

2,079 sq ft

|

House

3798 E LAKE TODD DR, HERNANDO, FL, 34442
Community: Arbor Lakes
Oak Run 8695 SW 116TH STREET RD, OCALA, FL, 3448..., Ocala, FL 34481
$227,000

3 beds

|

2 baths

|

2,073 sq ft

|

House

8695 SW 116TH STREET RD, OCALA, FL, 3448...
Community: Oak Run
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
8677 SW 67TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$309,990

4 beds

|

3 baths

|

1,943 sq ft

|

House

8677 SW 67TH CIR, OCALA, FL, 34476
Thunderbird Hill 3713 CAMRY CT, SEBRING, FL, 33872, Sebring, FL 33872
$195,900

2 beds

|

2 baths

|

1,271 sq ft

|

Villa

3713 CAMRY CT, SEBRING, FL, 33872
Community: Thunderbird Hill
Solivita 245 AMELIA ST, POINCIANA, FL, 34759, Poinciana, FL 34759
$279,900

3 beds

|

2 baths

|

1,821 sq ft

|

House

245 AMELIA ST, POINCIANA, FL, 34759
Community: Solivita
The Villages® 1102 ALLAIRE LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$799,900

3 beds

|

2 baths

|

2,000 sq ft

|

House

1102 ALLAIRE LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2902 CHELTENHAM CT, THE VILLAGES, FL, 32..., The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

1,590 sq ft

|

House

2902 CHELTENHAM CT, THE VILLAGES, FL, 32...
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.
Mirada 31310 CABANA RYE AVE, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$239,900

2 beds

|

2 baths

|

1,625 sq ft

|

House

31310 CABANA RYE AVE, SAN ANTONIO, FL, 3...
Community: Mirada
Cindy Certified
2812 DOOLITTLE ST, TAVARES, FL, 32778, Tavares, FL 32778
$359,990

4 beds

|

2 baths

|

1,625 sq ft

|

House

2812 DOOLITTLE ST, TAVARES, FL, 32778
Cindy Certified
2914 SUPERMARINE RD, TAVARES, FL, 32778, Tavares, FL 32778
$366,990

4 beds

|

2 baths

|

1,938 sq ft

|

House

2914 SUPERMARINE RD, TAVARES, FL, 32778
Ocala Preserve 4790 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482
$247,990

3 beds

|

2 baths

|

1,564 sq ft

|

Villa

4790 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
Highlands Ridge 3218 E ANGLERS STRM, AVON PARK, FL, 3382..., Avon Park, FL 33825
$240,000

2 beds

|

2 baths

|

1,315 sq ft

|

House

3218 E ANGLERS STRM, AVON PARK, FL, 3382...
Community: Highlands Ridge
Ocala Preserve 4784 NW 39TH STREET RD, OCALA, FL, 34482, Ocala, FL 34482
$247,990

3 beds

|

2 baths

|

1,564 sq ft

|

Villa

4784 NW 39TH STREET RD, OCALA, FL, 34482
Community: Ocala Preserve
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
2962 SUPERMARINE RD, TAVARES, FL, 32778, Tavares, FL 32778
$364,990

4 beds

|

2 baths

|

1,938 sq ft

|

House

2962 SUPERMARINE RD, TAVARES, FL, 32778
On Top of the World 8481 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$649,850

3 beds

|

3 baths

|

2,889 sq ft

|

House

8481 SW 93RD CIR, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
4652 SW 89TH LN, OCALA, FL, 34476, Ocala, FL 34476
$315,245

4 beds

|

2 baths

|

1,828 sq ft

|

House

4652 SW 89TH LN, OCALA, FL, 34476
Sun City Center 1106 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$469,900

3 beds

|

2 baths

|

1,759 sq ft

|

House

1106 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
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.
Spruce Creek Country Club 13385 SE 91ST COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$389,900

3 beds

|

2 baths

|

2,261 sq ft

|

House

13385 SE 91ST COURT RD, SUMMERFIELD, FL,...
The Villages® 3000 SANDY LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

2,044 sq ft

|

House

3000 SANDY LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2218 LEWISTON LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$299,000

3 beds

|

2 baths

|

1,240 sq ft

|

House

2218 LEWISTON LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation at Leesburg 25845 GLEN EAGLE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$325,000

3 beds

|

2 baths

|

2,047 sq ft

|

House

25845 GLEN EAGLE DR, LEESBURG, FL, 34748
Royal Highlands 5401 ESSEX CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$370,000

3 beds

|

3 baths

|

2,009 sq ft

|

House

5401 ESSEX CT, LEESBURG, FL, 34748
Community: Royal Highlands
Highland Lakes 27138 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$329,900

3 beds

|

2 baths

|

2,025 sq ft

|

House

27138 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Sun City Center 1002 NICENE CT 47, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$184,000

2 beds

|

2 baths

|

1,125 sq ft

|

Condo

1002 NICENE CT 47, 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
Venetian Bay 2898 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$575,000

3 beds

|

3 baths

|

2,131 sq ft

|

Townhouse

2898 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Cindy Certified
9342 CRESCENT RAY DR, WESLEY CHAPEL, FL,..., Wesley Chapel, FL 33545
$488,000

4 beds

|

3 baths

|

2,208 sq ft

|

House

9342 CRESCENT RAY DR, WESLEY CHAPEL, FL,...
Lakes of Mount Dora 8290 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$399,900

3 beds

|

2 baths

|

1,440 sq ft

|

House

8290 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
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 5665 NW 40TH LOOP, OCALA, FL, 34482, Ocala, FL 34482
$315,000

2 beds

|

2 baths

|

1,392 sq ft

|

House

5665 NW 40TH LOOP, OCALA, FL, 34482
Community: Ocala Preserve
The Villages® 622 KELLER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$529,900

3 beds

|

2 baths

|

1,907 sq ft

|

House

622 KELLER CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1537 E SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$179,900

2 beds

|

2 baths

|

1,342 sq ft

|

Manufactured Home

1537 E SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
Latitude Margaritaville 389 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$389,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

389 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Cindy Certified
2938 SCARLETT DR, ST CLOUD, FL, 33331, St Cloud, FL 33331
$430,000

4 beds

|

3 baths

|

1,854 sq ft

|

House

2938 SCARLETT DR, ST CLOUD, FL, 33331
Scottish Highlands 21 ABERDEEN CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$162,500

2 beds

|

2 baths

|

960 sq ft

|

House

21 ABERDEEN CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 1744 GIST CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,499,950

3 beds

|

3 baths

|

3,444 sq ft

|

House

1744 GIST CT, THE VILLAGES, FL, 32162
Community: The Villages®
Sun City Center 1517 ALLEGHENY DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$260,000

2 beds

|

2 baths

|

1,402 sq ft

|

House

1517 ALLEGHENY DR, 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
Ocala Preserve 4252 NW 55TH TER, OCALA, FL, 34482, Ocala, FL 34482
$384,900

2 beds

|

3 baths

|

2,048 sq ft

|

House

4252 NW 55TH TER, OCALA, FL, 34482
Community: Ocala Preserve
Lakeside Landings 4994 GOLDEN EAGLE DR, OXFORD, FL, 34484, Oxford, FL 34484
$289,000

3 beds

|

2 baths

|

1,315 sq ft

|

House

4994 GOLDEN EAGLE DR, OXFORD, FL, 34484
Community: Lakeside Landings
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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