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Winter Garden, FL 55+ active adult communities & homes for sale - Page 8

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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 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
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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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
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 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
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
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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 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
Cindy Certified
5204 MEADOW SONG DR, OKAHUMPKA, FL, 3476..., Okahumpka, FL 34762
$390,000

4 beds

|

3 baths

|

2,291 sq ft

|

House

5204 MEADOW SONG DR, OKAHUMPKA, FL, 3476...
Royal Highlands 21212 ROYAL ST GEORGES LN, LEESBURG, FL,..., Leesburg, FL 34748
$249,000

2 beds

|

2 baths

|

1,299 sq ft

|

House

21212 ROYAL ST GEORGES LN, LEESBURG, FL,...
Community: Royal Highlands
Majestic Oaks Ocala 5500 SW 86TH ST, OCALA, FL, 34476, Ocala, FL 34476
$399,900

4 beds

|

2 baths

|

2,209 sq ft

|

House

5500 SW 86TH ST, OCALA, FL, 34476
Community: Majestic Oaks Ocala
The Villages® 806 SAN SALVADOR DR, THE VILLAGES, FL, 3..., The Villages, FL 32159
$379,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

806 SAN SALVADOR DR, THE VILLAGES, FL, 3...
Community: The Villages®
Esplanade at Highland Ranch 1334 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$554,900

3 beds

|

3 baths

|

2,084 sq ft

|

House

1334 ZEEK RIDGE ST, CLERMONT, FL, 34715
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
703 CITROEN DR, SEBRING, FL, 33872, Sebring, FL 33872
$319,900

3 beds

|

2 baths

|

1,580 sq ft

|

House

703 CITROEN DR, SEBRING, FL, 33872
Sun City Center 1248 LYNDHURST GREENS DR 1248, SUN CITY ..., Sun City Center, FL 33573
$309,000

2 beds

|

2 baths

|

1,396 sq ft

|

Condo

1248 LYNDHURST GREENS DR 1248, SUN CITY ...
Community: Sun City Center
Oak Run 11474 SW 69TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$419,888

2 beds

|

2 baths

|

1,774 sq ft

|

House

11474 SW 69TH CIR, OCALA, FL, 34476
Community: Oak Run
Palm Cay 8121 SW 107TH PL, OCALA, FL, 34481, Ocala, FL 34481
$175,000

2 beds

|

2 baths

|

1,394 sq ft

|

House

8121 SW 107TH PL, OCALA, FL, 34481
Community: Palm Cay
The Villages® 1402 CAMERO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$429,900

3 beds

|

2 baths

|

1,904 sq ft

|

House

1402 CAMERO DR, THE VILLAGES, FL, 32159
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.
Scottish Highlands 37 GORDON CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$189,900

2 beds

|

2 baths

|

1,101 sq ft

|

House

37 GORDON CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Stone Creek 8617 SW 99TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$764,990

3 beds

|

3 baths

|

2,870 sq ft

|

House

8617 SW 99TH CIR, OCALA, FL, 34481
Community: Stone Creek
The Villages® 2022 CASTANO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$327,500

3 beds

|

2 baths

|

1,527 sq ft

|

House

2022 CASTANO PL, THE VILLAGES, FL, 32159
Community: The Villages®
Cindy Certified
4431 SW 110TH LN, OCALA, FL, 34476, Ocala, FL 34476
$350,000

3 beds

|

2 baths

|

1,925 sq ft

|

House

4431 SW 110TH LN, OCALA, FL, 34476
Sun City Center 1722 W DEL WEBB BLVD, SUN CITY CENTER, F..., Sun City Center, FL 33573
$219,900

2 beds

|

2 baths

|

1,369 sq ft

|

House

1722 W DEL WEBB BLVD, SUN CITY CENTER, F...
Community: Sun City Center
Breakaway Trails 35 CARRIAGE CREEK WAY, ORMOND BEACH, FL,..., Ormond Beach, FL 32174
$349,900

3 beds

|

2 baths

|

1,803 sq ft

|

House

35 CARRIAGE CREEK WAY, ORMOND BEACH, FL,...
Community: Breakaway Trails
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stone Creek 5661 SW 94TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$459,000

2 beds

|

3 baths

|

2,110 sq ft

|

House

5661 SW 94TH AVE, OCALA, FL, 34481
Community: Stone Creek
Stone Creek 6046 SW 86TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$574,850

3 beds

|

4 baths

|

2,809 sq ft

|

House

6046 SW 86TH CIR, OCALA, FL, 34481
Community: Stone Creek
The Villages® 9367 SE 176TH SAFFOLD ST, THE VILLAGES, ..., The Villages, FL 32162
$332,000

3 beds

|

2 baths

|

1,555 sq ft

|

House

9367 SE 176TH SAFFOLD ST, THE VILLAGES, ...
Community: The Villages®
Cindy Certified
3101 ROYAL TERN DR, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881
$279,990

4 beds

|

2 baths

|

1,851 sq ft

|

House

3101 ROYAL TERN DR, WINTER HAVEN, FL, 33...
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.
Solivita 513 HEARTWELL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$275,000

2 beds

|

2 baths

|

1,488 sq ft

|

House

513 HEARTWELL DR, KISSIMMEE, FL, 34759
Community: Solivita
Latitude Margaritaville 846 ATTITUDE AVE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$846,846

3 beds

|

3 baths

|

2,415 sq ft

|

House

846 ATTITUDE AVE, DAYTONA BEACH, FL, 321...
Lakes of Mount Dora 2359 WAKEFIELD WAY, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757
$423,500

3 beds

|

2 baths

|

1,615 sq ft

|

House

2359 WAKEFIELD WAY, MOUNT DORA, FL, 3275...
Community: Lakes of Mount Dora
Pine Run Estates 10041 SW 99TH TER, OCALA, FL, 34481, Ocala, FL 34481
$169,900

2 beds

|

2 baths

|

1,144 sq ft

|

House

10041 SW 99TH TER, OCALA, FL, 34481
Community: Pine Run Estates
Pennbrooke Fairways 622 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$139,500

1 beds

|

1 baths

|

560 sq ft

|

Manufactured Home

622 COTTAGE PARK LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Sandpiper Golf & Country Club 5761 MACAW PL, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,322 sq ft

|

House

5761 MACAW PL, LAKELAND, FL, 33809
Oak Run 11657 SW 72ND CIR, OCALA, FL, 34476, Ocala, FL 34476
$274,888

2 beds

|

2 baths

|

1,618 sq ft

|

House

11657 SW 72ND CIR, OCALA, FL, 34476
Community: Oak Run
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Venetian Bay 3604 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$685,000

4 beds

|

2 baths

|

2,050 sq ft

|

House

3604 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Huntington at Hunter's Ridge 14 FAWN HAVEN TRL, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$409,000

3 beds

|

2 baths

|

1,992 sq ft

|

House

14 FAWN HAVEN TRL, ORMOND BEACH, FL, 321...
Venetian Bay 121 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$439,990

4 beds

|

3 baths

|

2,081 sq ft

|

House

121 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
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.
Royal Highlands 21516 CASTLE VIEW CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$380,000

3 beds

|

2 baths

|

1,798 sq ft

|

House

21516 CASTLE VIEW CT, LEESBURG, FL, 3474...
Community: Royal Highlands
Palm Cay 10953 SW 78TH CT, OCALA, FL, 34476, Ocala, FL 34476
$168,500

2 beds

|

2 baths

|

1,208 sq ft

|

House

10953 SW 78TH CT, OCALA, FL, 34476
Community: Palm Cay
Venetian Bay 168 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$461,990

4 beds

|

3 baths

|

2,201 sq ft

|

House

168 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
Venetian Bay 3147 TIGER PALM WAY, NEW SMYRNA BEACH, F..., New Smyrna Beach, FL 32168
$507,990

3 beds

|

3 baths

|

2,890 sq ft

|

House

3147 TIGER PALM WAY, NEW SMYRNA BEACH, F...
Community: Venetian Bay
Cindy Certified
1154 AMBER WAVES CT, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$247,990

4 beds

|

2 baths

|

1,560 sq ft

|

House

1154 AMBER WAVES CT, LAKE WALES, FL, 338...
Cresswind Lakewood Ranch 4952 FAIRHOPE CIR, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$695,000

2 beds

|

2 baths

|

1,820 sq ft

|

House

4952 FAIRHOPE CIR, LAKEWOOD RANCH, FL, 3...
Carillon Lakes 3945 SERENADE LN 524, LAKELAND, FL, 3381..., Lakeland, FL 33811
$330,000

3 beds

|

2 baths

|

1,863 sq ft

|

Condo

3945 SERENADE LN 524, LAKELAND, FL, 3381...
Community: Carillon Lakes
Sun City Center 2329 LANCASTER DR, SUN CITY CENTER, FL, ..., Sun City Center, FL 33573
$185,000

2 beds

|

2 baths

|

1,829 sq ft

|

Condo

2329 LANCASTER 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
Cindy Certified
3240 BRISTOL ST, SEBRING, FL, 33872, Sebring, FL 33872
$299,900

3 beds

|

2 baths

|

1,500 sq ft

|

House

3240 BRISTOL ST, SEBRING, FL, 33872
Cindy Certified
14180 SAMOA HILL CT, RIVERVIEW, FL, 3356..., Riverview, FL 33569
$449,000

4 beds

|

3 baths

|

2,264 sq ft

|

House

14180 SAMOA HILL CT, RIVERVIEW, FL, 3356...
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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3,776 homes
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