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Winter Garden, FL 55+ active adult communities & homes for sale - Page 57

3,218 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
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
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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
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 (2 reviews) Plantation at Leesburg
$100ks - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 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) 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
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) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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 (3 reviews) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 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
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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.
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 (7 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
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
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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
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
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.
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 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
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 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.
12...3
Spruce Creek Country Club 13280 SE 92ND COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$314,900

2 beds

|

2 baths

|

1,274 sq ft

|

House

13280 SE 92ND COURT RD, SUMMERFIELD, FL,...
Ocala Palms 2380 NW 53RD AVENUE RD, OCALA, FL, 34482, Ocala, FL 34482
$254,000

3 beds

|

2 baths

|

1,485 sq ft

|

House

2380 NW 53RD AVENUE RD, OCALA, FL, 34482
Community: Ocala Palms
Spruce Creek Preserve 11653 SW 138TH LN, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$215,000

2 beds

|

2 baths

|

1,136 sq ft

|

House

11653 SW 138TH LN, DUNNELLON, FL, 34432
Royal Highlands 21850 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$359,900

3 beds

|

2 baths

|

2,159 sq ft

|

House

21850 TARTAN ST, LEESBURG, FL, 34748
Community: Royal Highlands
Tampa Bay Golf and Country Club 11048 MOSHIE LN, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$279,900

2 beds

|

2 baths

|

1,380 sq ft

|

House

11048 MOSHIE LN, SAN ANTONIO, FL, 33576
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 1205 HACIENDA DR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$170,000

2 beds

|

2 baths

|

1,533 sq ft

|

House

1205 HACIENDA DR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Solivita 524 MURANO DR, POINCIANA, FL, 34759, Poinciana, FL 34759
$259,990

2 beds

|

2 baths

|

1,507 sq ft

|

House

524 MURANO DR, POINCIANA, FL, 34759
Community: Solivita
Palm Cay 11248 SW 76TH TER, OCALA, FL, 34476, Ocala, FL 34476
$150,000

2 beds

|

2 baths

|

864 sq ft

|

House

11248 SW 76TH TER, OCALA, FL, 34476
Community: Palm Cay
Foxwood Lake Estates 4969 DEERWOOD DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$166,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

4969 DEERWOOD DR, LAKELAND, FL, 33810
Esplanade at Highland Ranch 2330 HAMILTON RIDGE RD, CLERMONT, FL, 34..., Clermont, FL 34715
$449,900

2 beds

|

2 baths

|

1,778 sq ft

|

House

2330 HAMILTON RIDGE RD, CLERMONT, FL, 34...
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 Villages® 814 ROSEAPPLE AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$182,000

2 beds

|

2 baths

|

967 sq ft

|

Manufactured Home

814 ROSEAPPLE AVE, LADY LAKE, FL, 32159
Community: The Villages®
On Top of the World 10327 SW 96TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$399,000

2 beds

|

2 baths

|

2,019 sq ft

|

House

10327 SW 96TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Ocala Preserve 4019 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$249,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

4019 NW 44TH CIR, OCALA, FL, 34482
Community: Ocala Preserve
On Top of the World 7962 SW 83RD PL, OCALA, FL, 34476, Ocala, FL 34476
$260,000

3 beds

|

2 baths

|

1,576 sq ft

|

House

7962 SW 83RD PL, OCALA, FL, 34476
Community: On Top of the World
Lakes at Laurel Highlands 2772 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$274,900

3 beds

|

2 baths

|

1,732 sq ft

|

House

2772 CANYON CREST DR, LAKELAND, FL, 3381...
Heritage Landings 2772 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$274,900

3 beds

|

2 baths

|

1,732 sq ft

|

House

2772 CANYON CREST DR, LAKELAND, FL, 3381...
Community: Heritage Landings
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 819 REGAL MANOR WAY, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$278,600

2 beds

|

2 baths

|

1,515 sq ft

|

House

819 REGAL MANOR WAY, SUN CITY CENTER, FL...
Community: Sun City Center
The Villages® 646 STRATFORD LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$559,900

3 beds

|

3 baths

|

2,245 sq ft

|

House

646 STRATFORD LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation at Leesburg 5024 LONG MEADOW DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,000

2 beds

|

2 baths

|

1,847 sq ft

|

House

5024 LONG MEADOW DR, LEESBURG, FL, 34748
Cherrywood 6196 SW 101ST PL, OCALA, FL, 34476, Ocala, FL 34476
$229,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

6196 SW 101ST PL, OCALA, FL, 34476
Community: Cherrywood
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.
Harbor Hills Country Club 39634 GROVE HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$576,000

3 beds

|

3 baths

|

2,278 sq ft

|

House

39634 GROVE HEIGHTS, LADY LAKE, FL, 3215...
Pine Run Estates 10668 SW 101ST LN, OCALA, FL, 34481, Ocala, FL 34481
$456,960

2 beds

|

2 baths

|

2,019 sq ft

|

House

10668 SW 101ST LN, OCALA, FL, 34481
Community: Pine Run Estates
Royal Highlands 4921 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$275,000

3 beds

|

2 baths

|

1,414 sq ft

|

House

4921 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
Heritage Hills 3543 FAIRWATERS CT B, CLERMONT, FL, 3471..., Clermont, FL 34711
$255,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3543 FAIRWATERS CT B, CLERMONT, FL, 3471...
Community: Heritage Hills
The Villages® 5255 OXFORD CT, WILDWOOD, FL, 34785, Wildwood, FL 34785
$169,900

3 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5255 OXFORD CT, WILDWOOD, FL, 34785
Community: The Villages®
On Top of the World 9009 SW 89TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$479,000

4 beds

|

2 baths

|

2,608 sq ft

|

House

9009 SW 89TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Pine Run Estates 10650 SW 101ST LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$413,625

2 beds

|

2 baths

|

1,718 sq ft

|

House

10650 SW 101ST LANE RD, OCALA, FL, 34481
Community: Pine Run 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 10071 SW 82ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$504,295

2 beds

|

2 baths

|

2,145 sq ft

|

House

10071 SW 82ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 8408 SW 101ST AVE, OCALA, FL, 34481, Ocala, FL 34481
$536,225

2 beds

|

2 baths

|

2,145 sq ft

|

House

8408 SW 101ST AVE, OCALA, FL, 34481
Community: On Top of the World
Ocala Preserve 5220 NW 46TH LANE RD, OCALA, FL, 34482, Ocala, FL 34482
$599,000

4 beds

|

4 baths

|

2,843 sq ft

|

House

5220 NW 46TH 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.
The Villages® 16938 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$262,000

2 beds

|

2 baths

|

1,163 sq ft

|

Villa

16938 SE 94TH SUNNYBROOK CIR, THE VILLAG...
Community: The Villages®
Sandpiper Golf & Country Club 669 EAGLE RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$269,000

2 beds

|

2 baths

|

1,134 sq ft

|

House

669 EAGLE RUN, LAKELAND, FL, 33809
El Dorado 3575 SW 24TH AVENUE RD, OCALA, FL, 34471, Ocala, FL 34471
$755,000

5 beds

|

4 baths

|

4,100 sq ft

|

House

3575 SW 24TH AVENUE RD, OCALA, FL, 34471
Community: El Dorado
Valencia Ridge 32700 NEROLI ST, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$663,900

3 beds

|

3 baths

|

2,450 sq ft

|

House

32700 NEROLI ST, WESLEY CHAPEL, FL, 3354...
Community: Valencia Ridge
The Villages® 2946 DUKE TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$465,000

3 beds

|

2 baths

|

1,661 sq ft

|

House

2946 DUKE TER, THE VILLAGES, FL, 32163
Community: The Villages®
On Top of the World 7732 SW 86TH CT, OCALA, FL, 34481, Ocala, FL 34481
$310,000

2 beds

|

2 baths

|

1,344 sq ft

|

House

7732 SW 86TH CT, OCALA, FL, 34481
Community: On Top of the World
On Top of the World 9270 SW 92ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$244,900

2 beds

|

2 baths

|

1,618 sq ft

|

House

9270 SW 92ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
Spruce Creek South 10689 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$212,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

10689 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Marion Landing 8612 SW 61ST CT, OCALA, FL, 34476, Ocala, FL 34476
$279,999

2 beds

|

2 baths

|

1,891 sq ft

|

House

8612 SW 61ST CT, OCALA, FL, 34476
Community: Marion Landing
Summit Chase Villas 12435 ORANGEWOOD CIR, TAVARES, FL, 32778, Tavares, FL 32778
$219,900

2 beds

|

2 baths

|

986 sq ft

|

House

12435 ORANGEWOOD CIR, TAVARES, FL, 32778
Community: Summit Chase Villas
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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3,218 homes
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