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Winter Garden, FL 55+ active adult communities & homes for sale - Page 36

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® 3146 JACQUELINE WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$775,900

3 beds

|

3 baths

|

1,869 sq ft

|

House

3146 JACQUELINE WAY, THE VILLAGES, FL, 3...
Community: The Villages®
Tampa Bay Golf and Country Club 29545 TEE SHOT DR, SAN ANTONIO, FL, 3357..., San Antonio, FL 33576
$375,000

3 beds

|

2 baths

|

1,762 sq ft

|

House

29545 TEE SHOT DR, SAN ANTONIO, FL, 3357...
Cresswind at Victoria Gardens 1649 VICTORIA GARDENS DR, DELAND, FL, 32..., Deland, FL 32724
$470,000

2 beds

|

2 baths

|

1,933 sq ft

|

House

1649 VICTORIA GARDENS DR, DELAND, FL, 32...
Ocala Preserve 3995 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$250,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

3995 NW 44TH CIR, OCALA, FL, 34482
Community: Ocala Preserve
Stonecrest 11337 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$259,900

2 beds

|

2 baths

|

1,502 sq ft

|

House

11337 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
5567 MORANT BAY PATH, KISSIMMEE, FL, 347..., Kissimmee, FL 34758
$308,290

4 beds

|

2 baths

|

1,600 sq ft

|

House

5567 MORANT BAY PATH, KISSIMMEE, FL, 347...
Sun City Center 2032 INVERNESS GREENS DR 76, SUN CITY CE..., Sun City Center, FL 33573
$199,000

2 beds

|

2 baths

|

1,088 sq ft

|

Condo

2032 INVERNESS GREENS DR 76, SUN CITY CE...
Community: Sun City Center
The Villages® 2445 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$749,000

4 beds

|

2 baths

|

2,053 sq ft

|

House

2445 BUTTONWOOD RUN, THE VILLAGES, FL, 3...
Community: The Villages®
Cindy Certified
8943 SW 46TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$313,070

4 beds

|

2 baths

|

1,828 sq ft

|

House

8943 SW 46TH AVE, OCALA, FL, 34476
Sun City Center 704 RADFORD PL, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$129,900

2 beds

|

2 baths

|

960 sq ft

|

House

704 RADFORD PL, SUN CITY CENTER, FL, 335...
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.
On Top of the World 8699 SW 83RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$399,900

3 beds

|

2 baths

|

2,322 sq ft

|

House

8699 SW 83RD LOOP, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
2637 PEACE OF MIND AVE, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$480,000

3 beds

|

2 baths

|

2,082 sq ft

|

House

2637 PEACE OF MIND AVE, KISSIMMEE, FL, 3...
Southshore Bay 17255 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$298,900

2 beds

|

2 baths

|

1,614 sq ft

|

Villa

17255 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
Marion Landing 6201 SW 84TH PL, OCALA, FL, 34476, Ocala, FL 34476
$224,000

2 beds

|

2 baths

|

1,549 sq ft

|

House

6201 SW 84TH PL, OCALA, FL, 34476
Community: Marion Landing
Latitude Margaritaville 329 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$389,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

329 POP TOP LN, DAYTONA BEACH, FL, 32124
On Top of the World 9895 SW 95TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$349,900

2 beds

|

2 baths

|

1,737 sq ft

|

House

9895 SW 95TH LOOP, 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
The Villages® 1670 SAINT JAMES CIR, THE VILLAGES, FL, ..., The Villages, FL 32162
$1,250,000

4 beds

|

2 baths

|

3,172 sq ft

|

House

1670 SAINT JAMES CIR, THE VILLAGES, FL, ...
Community: The Villages®
Sun City Center 112 GLOUCESTER BLVD 345, SUN CITY CENTER..., Sun City Center, FL 33573
$170,000

2 beds

|

2 baths

|

1,104 sq ft

|

Condo

112 GLOUCESTER BLVD 345, SUN CITY CENTER...
Community: Sun City Center
Solivita 133 GRAND CANAL DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$269,900

2 beds

|

2 baths

|

1,507 sq ft

|

House

133 GRAND CANAL DR, POINCIANA, FL, 34759
Community: Solivita
Sun City Center 110 GLOUCESTER BLVD 346, SUN CITY CENTER..., Sun City Center, FL 33573
$170,000

2 beds

|

2 baths

|

1,104 sq ft

|

Condo

110 GLOUCESTER BLVD 346, 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.
Del Webb Oasis 13355 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$899,000

3 beds

|

3 baths

|

2,710 sq ft

|

House

13355 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
Mirada 10499 GABLE DIG LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$365,000

2 beds

|

2 baths

|

1,683 sq ft

|

House

10499 GABLE DIG LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
Spruce Creek South 17624 SE 108TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$229,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

17624 SE 108TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
VillageWalk at Lake Nona 11962 GENNARO LN, ORLANDO, FL, 32827, Orlando, FL 32827
$639,000

3 beds

|

2 baths

|

2,005 sq ft

|

House

11962 GENNARO LN, ORLANDO, FL, 32827
Stone Creek 7646 SW 100TH CT, OCALA, FL, 34481, Ocala, FL 34481
$468,900

3 beds

|

3 baths

|

2,539 sq ft

|

House

7646 SW 100TH CT, OCALA, FL, 34481
Community: Stone Creek
Ocala Preserve 3618 NW 55TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$575,000

2 beds

|

2 baths

|

2,306 sq ft

|

House

3618 NW 55TH CIR, OCALA, FL, 34482
Community: Ocala Preserve
Sullivan Ranch 30238 TOKARA TER, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$425,000

4 beds

|

2 baths

|

2,065 sq ft

|

House

30238 TOKARA TER, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Latitude Margaritaville 215 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$352,500

2 beds

|

2 baths

|

1,160 sq ft

|

House

215 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Lake Ashton 4063 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$294,900

2 beds

|

2 baths

|

1,530 sq ft

|

House

4063 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Del Webb Orlando 333 NAVARRA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$399,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

333 NAVARRA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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.
Plantation at Leesburg 25735 GLEN EAGLE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$294,900

3 beds

|

2 baths

|

1,652 sq ft

|

House

25735 GLEN EAGLE DR, LEESBURG, FL, 34748
Thunderbird Hill 3700 THUNDERBIRD HILL CIR, SEBRING, FL, ..., Sebring, FL 33872
$179,000

2 beds

|

2 baths

|

1,218 sq ft

|

Villa

3700 THUNDERBIRD HILL CIR, SEBRING, FL, ...
Community: Thunderbird Hill
Sun City Center 1001 ARDMORE WAY, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$270,000

2 beds

|

2 baths

|

1,525 sq ft

|

House

1001 ARDMORE WAY, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Sun City Center 1803 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$339,900

2 beds

|

2 baths

|

1,856 sq ft

|

House

1803 NEW BEDFORD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Cindy Certified
3853 CITROEN DR, SEBRING, FL, 33872, Sebring, FL 33872
$310,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

3853 CITROEN DR, SEBRING, FL, 33872
Trilogy® Orlando 134 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$329,900

2 beds

|

2 baths

|

1,556 sq ft

|

House

134 FLAME VINE WAY, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Spruce Creek Country Club 13785 SE 84TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$269,000

2 beds

|

2 baths

|

1,346 sq ft

|

House

13785 SE 84TH CT, SUMMERFIELD, FL, 34491
Cindy Certified
137 GREENHOUSE GROVE ST, GROVELAND, FL, ..., Groveland, FL 34736
$371,990

3 beds

|

2 baths

|

1,691 sq ft

|

House

137 GREENHOUSE GROVE ST, GROVELAND, FL, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
141 GREENHOUSE GROVE ST, GROVELAND, FL, ..., Groveland, FL 34736
$378,990

3 beds

|

2 baths

|

1,691 sq ft

|

House

141 GREENHOUSE GROVE ST, GROVELAND, FL, ...
Plantation at Leesburg 4817 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$384,900

2 beds

|

3 baths

|

2,204 sq ft

|

House

4817 SABLE RIDGE CT, LEESBURG, FL, 34748
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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