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Winter Garden, FL 55+ active adult communities & homes for sale - Page 88

3,769 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
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
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
4.2 rating (10 reviews) Stone Creek
$200ks - $500ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
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 (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 homes
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 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) 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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 (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
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 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.
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 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) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 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.
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Cresswind at Victoria Gardens 322 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724
$550,000

3 beds

|

3 baths

|

2,708 sq ft

|

House

322 BELLINGRATH TER, DELAND, FL, 32724
Solivita 806 EBB TIDE LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$409,900

3 beds

|

3 baths

|

2,011 sq ft

|

House

806 EBB TIDE LN, KISSIMMEE, FL, 34759
Community: Solivita
Summer Trees 127 CYPRESS POND RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$255,500

3 beds

|

2 baths

|

1,426 sq ft

|

House

127 CYPRESS POND RD, PORT ORANGE, FL, 32...
Community: Summer Trees
Sun City Center 1924 NEW BEDFORD DR, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$499,000

3 beds

|

2 baths

|

2,555 sq ft

|

House

1924 NEW BEDFORD DR, SUN CITY CENTER, FL...
Community: Sun City Center
Foxwood Lake Estates 4969 FOXWOOD LAKE DR, LAKELAND, FL, 3381..., Lakeland, FL 33810
$175,000

2 beds

|

2 baths

|

1,456 sq ft

|

Manufactured Home

4969 FOXWOOD LAKE DR, LAKELAND, FL, 3381...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
2665 ARMSTRONG AVE, CLERMONT, FL, 34714, Clermont, FL 34714
$585,000

4 beds

|

3 baths

|

2,274 sq ft

|

House

2665 ARMSTRONG AVE, CLERMONT, FL, 34714
Valencia Lakes 4950 SANDY BROOK CIR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$299,000

2 beds

|

2 baths

|

1,425 sq ft

|

House

4950 SANDY BROOK CIR, WIMAUMA, FL, 33598
Community: Valencia Lakes
Lake James 7914 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810
$399,000

2 beds

|

2 baths

|

1,925 sq ft

|

House

7914 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
Sun City Center 1811 BEDFORD LN 153, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$99,990

2 beds

|

2 baths

|

960 sq ft

|

Villa

1811 BEDFORD LN 153, SUN CITY CENTER, FL...
Community: Sun City Center
Plantation at Leesburg 4704 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,900

3 beds

|

2 baths

|

2,155 sq ft

|

House

4704 RIVER RIDGE DR, 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.
Sullivan Ranch 21632 HIDDEN CRK, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$679,000

4 beds

|

4 baths

|

3,853 sq ft

|

House

21632 HIDDEN CRK, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Spruce Creek South 10767 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$239,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

10767 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
Cindy Certified
6528 ROVER WAY, ST CLOUD, FL, 34771, St Cloud, FL 34771
$429,000

3 beds

|

2 baths

|

1,881 sq ft

|

House

6528 ROVER WAY, ST CLOUD, FL, 34771
On Top of the World 8233 SW 93RD TER, OCALA, FL, 34481, Ocala, FL 34481
$450,000

2 beds

|

3 baths

|

2,815 sq ft

|

House

8233 SW 93RD TER, OCALA, FL, 34481
Community: On Top of the World
Twin Lakes 2557 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$289,900

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2557 YELLOW BRICK RD, ST CLOUD, FL, 3477...
Community: Twin Lakes
On Top of the World 9150 SW 102ND CIR, OCALA, FL, 34481, Ocala, FL 34481
$199,000

2 beds

|

2 baths

|

1,420 sq ft

|

House

9150 SW 102ND CIR, 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
Lakes of Mount Dora 8852 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$450,000

3 beds

|

2 baths

|

2,081 sq ft

|

House

8852 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Cindy Certified
2015 CHICKASAW BLVD, DAVENPORT, FL, 3383..., Davenport, FL 33837
$330,000

3 beds

|

2 baths

|

1,725 sq ft

|

House

2015 CHICKASAW BLVD, DAVENPORT, FL, 3383...
Tampa Bay Golf and Country Club 29327 ZELLER AVE, SAN ANTONIO, FL, 33576, San Antonio, FL 33576
$248,000

2 beds

|

2 baths

|

1,421 sq ft

|

House

29327 ZELLER AVE, SAN ANTONIO, FL, 33576
On Top of the World 8368 SW 79TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$279,000

3 beds

|

2 baths

|

2,024 sq ft

|

House

8368 SW 79TH CIR, OCALA, FL, 34476
Community: On Top of the World
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.
Sun City Center 672 ALLEGHENY DR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$339,000

4 beds

|

3 baths

|

1,684 sq ft

|

House

672 ALLEGHENY DR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Venetian Bay 3009 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$294,000

3 beds

|

3 baths

|

1,614 sq ft

|

Townhouse

3009 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
On Top of the World 9759 SW 97TH LN, OCALA, FL, 34481, Ocala, FL 34481
$189,000

2 beds

|

2 baths

|

1,732 sq ft

|

House

9759 SW 97TH LN, OCALA, FL, 34481
Community: On Top of the World
Oak Run 8987 SW 108TH PL, OCALA, FL, 34481, Ocala, FL 34481
$169,900

2 beds

|

2 baths

|

1,168 sq ft

|

House

8987 SW 108TH PL, OCALA, FL, 34481
Community: Oak Run
Sun City Center 2016 E VIEW DR, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$385,000

2 beds

|

2 baths

|

2,213 sq ft

|

House

2016 E VIEW DR, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Lakeside Landings 4846 AUDREY MARIE CT, OXFORD, FL, 34484, Oxford, FL 34484
$398,480

3 beds

|

2 baths

|

2,200 sq ft

|

House

4846 AUDREY MARIE CT, OXFORD, FL, 34484
Community: Lakeside Landings
Arlington Ridge 27343 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$319,000

3 beds

|

2 baths

|

1,607 sq ft

|

House

27343 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Del Webb Orlando 536 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$309,000

3 beds

|

2 baths

|

1,508 sq ft

|

House

536 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Lake Jovita Golf and Country Club 13143 PALMILLA CIR, DADE CITY, FL, 33525, Dade City, FL 33525
$549,900

3 beds

|

3 baths

|

2,750 sq ft

|

Villa

13143 PALMILLA CIR, DADE CITY, FL, 33525
Sun City Center 1811 BEDFORD LN 166, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$109,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

1811 BEDFORD LN 166, SUN CITY CENTER, FL...
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.
Sun City Center 1811 BEDFORD LN, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$109,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

1811 BEDFORD LN, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Spruce Creek South 10599 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$212,500

2 beds

|

2 baths

|

1,008 sq ft

|

House

10599 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Cresswind Lakewood Ranch 16743 SERAPHIC TRL, BRADENTON, FL, 34211, Bradenton, FL 34211
$729,000

5 beds

|

4 baths

|

2,939 sq ft

|

House

16743 SERAPHIC TRL, BRADENTON, FL, 34211
On Top of the World 8821 SW 82ND COURT RD, OCALA, FL, 34481, Ocala, FL 34481
$390,000

3 beds

|

2 baths

|

2,420 sq ft

|

House

8821 SW 82ND COURT RD, OCALA, FL, 34481
Community: On Top of the World
Pennbrooke Fairways 32512 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,000

3 beds

|

2 baths

|

1,312 sq ft

|

House

32512 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Stone Creek 7527 SW 97TH TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$564,950

3 beds

|

4 baths

|

2,604 sq ft

|

House

7527 SW 97TH TERRACE RD, OCALA, FL, 3448...
Community: Stone Creek
On Top of the World 8546 SW 79TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$264,900

2 beds

|

2 baths

|

1,497 sq ft

|

House

8546 SW 79TH AVE, OCALA, FL, 34476
Community: On Top of the World
Stonecrest 17824 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$399,000

3 beds

|

3 baths

|

1,734 sq ft

|

House

17824 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 17627 SE 88TH COVINGTON CIR, THE VILLAGE..., The Villages, FL 32162
$650,000

3 beds

|

2 baths

|

2,460 sq ft

|

House

17627 SE 88TH COVINGTON CIR, THE VILLAGE...
Community: The Villages®
Royal Highlands 5133 LINKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,900

3 beds

|

2 baths

|

1,701 sq ft

|

House

5133 LINKS LN, LEESBURG, FL, 34748
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.

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