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Winter Garden, FL 55+ active adult communities & homes for sale - Page 59

3,497 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 (56 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
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
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
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 (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 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 (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 655 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 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.
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 (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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 (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 - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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
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
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
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
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.
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) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Mirada
$300ks - $500ks
Mirada, San Antonio, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes
3.8 rating (5 reviews) Marion Landing
$100ks - $300ks
Marion Landing, Ocala, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 600 homes
2.3 rating (6 reviews) Cherrywood
$100ks - $800ks
Cherrywood, Ocala, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 700 homes
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 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
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.
12...3
Stone Creek 6046 SW 86 CIR, OCALA, FL, 34481, Ocala, FL 34481
$574,850

3 beds

|

4 baths

|

2,809 sq ft

|

House

6046 SW 86 CIR, OCALA, FL, 34481
Community: Stone Creek
Oak Run 8565 SW 109TH ST, OCALA, FL, 34481, Ocala, FL 34481
$175,000

2 beds

|

2 baths

|

960 sq ft

|

House

8565 SW 109TH ST, OCALA, FL, 34481
Community: Oak Run
Highland Lakes 5500 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$250,000

3 beds

|

2 baths

|

1,591 sq ft

|

House

5500 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Breakaway Trails 8 TROPIC LAKE WAY, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$532,000

3 beds

|

3 baths

|

2,073 sq ft

|

House

8 TROPIC LAKE WAY, ORMOND BEACH, FL, 321...
Community: Breakaway Trails
Latitude Margaritaville 215 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$499,000

2 beds

|

3 baths

|

1,748 sq ft

|

House

215 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Lake Ashton 4425 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$329,900

3 beds

|

2 baths

|

1,706 sq ft

|

House

4425 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Lake Ashton 1033 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$359,900

3 beds

|

2 baths

|

1,879 sq ft

|

House

1033 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Spruce Creek Country Club 13646 SE 91ST CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$235,000

2 beds

|

2 baths

|

1,446 sq ft

|

House

13646 SE 91ST CT, SUMMERFIELD, FL, 34491
The Villages® 1131 SOUTHERN SUN DR, THE VILLAGES, FL, ..., The Villages, FL 32162
$399,900

2 beds

|

2 baths

|

1,138 sq ft

|

Villa

1131 SOUTHERN SUN DR, THE VILLAGES, FL, ...
Community: The Villages®
Cresswind at Victoria Gardens 1096 AVERY MEADOWS WAY, DELAND, FL, 3272..., Deland, FL 32724
$340,000

2 beds

|

2 baths

|

1,651 sq ft

|

House

1096 AVERY MEADOWS WAY, DELAND, FL, 3272...
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 South 10034 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$219,900

2 beds

|

2 baths

|

1,247 sq ft

|

Villa

10034 SE 175TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Sun City Center 1806 WEDGE CT, SUN CITY CENTER, FL, 3357..., Sun City Center, FL 33573
$339,000

2 beds

|

2 baths

|

1,796 sq ft

|

House

1806 WEDGE CT, SUN CITY CENTER, FL, 3357...
Community: Sun City Center
Palm Cay 8465 SW 107TH LN, OCALA, FL, 34481, Ocala, FL 34481
$175,000

2 beds

|

2 baths

|

960 sq ft

|

House

8465 SW 107TH LN, OCALA, FL, 34481
Community: Palm Cay
Royal Harbor 5964 BRITTANIA BLVD, TAVARES, FL, 32778, Tavares, FL 32778
$339,000

2 beds

|

3 baths

|

2,080 sq ft

|

House

5964 BRITTANIA BLVD, TAVARES, FL, 32778
Community: Royal Harbor
Majestic Oaks Ocala 9681 SW 82ND STREET RD, OCALA, FL, 34481, Ocala, FL 34481
$799,000

3 beds

|

3 baths

|

2,373 sq ft

|

House

9681 SW 82ND STREET RD, OCALA, FL, 34481
Community: Majestic Oaks Ocala
The Villages® 974 LIVINGSTON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162
$249,000

2 beds

|

2 baths

|

1,100 sq ft

|

House

974 LIVINGSTON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Venetian Bay 236 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$280,000

2 beds

|

3 baths

|

1,666 sq ft

|

Townhouse

236 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Arlington Ridge 4223 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$329,000

2 beds

|

2 baths

|

1,524 sq ft

|

House

4223 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Southshore Bay 17245 STAR BANKS ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$395,000

3 beds

|

3 baths

|

2,128 sq ft

|

House

17245 STAR BANKS ST, WIMAUMA, FL, 33598
Community: Southshore Bay
Lakeside Landings 10161 JULIA ISLES AVE, OXFORD, FL, 34484, Oxford, FL 34484
$399,900

3 beds

|

2 baths

|

1,970 sq ft

|

House

10161 JULIA ISLES AVE, 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.
Sun City Center 301 ANDOVER PL 171, SUN CITY CENTER, FL,..., Sun City Center, FL 33573
$109,000

1 beds

|

2 baths

|

800 sq ft

|

Condo

301 ANDOVER PL 171, SUN CITY CENTER, FL,...
Community: Sun City Center
JB Ranch 6369 SW 89TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$359,900

3 beds

|

2 baths

|

2,101 sq ft

|

House

6369 SW 89TH LOOP, OCALA, FL, 34476
Community: JB Ranch
On Top of the World 10553 SW 98TH PL, OCALA, FL, 34481, Ocala, FL 34481
$650,000

3 beds

|

3 baths

|

2,907 sq ft

|

House

10553 SW 98TH PL, OCALA, FL, 34481
Community: On Top of the World
Royal Highlands 5552 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,000

3 beds

|

2 baths

|

1,469 sq ft

|

House

5552 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
Sun City Center 1950 ACADIA GREENS DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$299,000

2 beds

|

2 baths

|

1,618 sq ft

|

Condo

1950 ACADIA GREENS DR, SUN CITY CENTER, ...
Community: Sun City Center
Tampa Bay Golf and Country Club 29335 CADDY SHACK LN, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$299,900

3 beds

|

2 baths

|

1,355 sq ft

|

Villa

29335 CADDY SHACK LN, SAN ANTONIO, FL, 3...
Stonecrest 10957 SE 170TH LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$289,900

3 beds

|

2 baths

|

1,381 sq ft

|

House

10957 SE 170TH LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Plantation at Leesburg 25021 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748
$224,900

2 beds

|

2 baths

|

1,375 sq ft

|

Manufactured Home

25021 BELLEVUE, LEESBURG, FL, 34748
On Top of the World 7819 SW 88TH STREET RD, OCALA, FL, 34476, Ocala, FL 34476
$356,900

3 beds

|

2 baths

|

1,874 sq ft

|

House

7819 SW 88TH STREET RD, OCALA, FL, 34476
Community: On Top of the World
Valencia Ridge 32643 NEROLI ST, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$744,900

3 beds

|

3 baths

|

2,474 sq ft

|

House

32643 NEROLI ST, WESLEY CHAPEL, FL, 3354...
Community: Valencia Ridge
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 9330 SW 84TH TER C, OCALA, FL, 34481, Ocala, FL 34481
$159,900

2 beds

|

2 baths

|

1,262 sq ft

|

Villa

9330 SW 84TH TER C, OCALA, FL, 34481
Community: On Top of the World
Latitude Margaritaville 410 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$515,000

2 beds

|

2 baths

|

1,848 sq ft

|

House

410 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
On Top of the World 8111 SW 95TH CT, OCALA, FL, 34481, Ocala, FL 34481
$498,000

3 beds

|

3 baths

|

2,311 sq ft

|

House

8111 SW 95TH CT, OCALA, FL, 34481
Community: On Top of the World
Spruce Creek Country Club 9050 SE 135TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$257,000

2 beds

|

2 baths

|

1,867 sq ft

|

House

9050 SE 135TH LOOP, SUMMERFIELD, FL, 344...
Foxwood Lake Estates 1811 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$189,900

2 beds

|

2 baths

|

1,296 sq ft

|

Manufactured Home

1811 FOX HILL DR, LAKELAND, FL, 33810
Latitude Margaritaville 233 SANDBAR LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$704,900

2 beds

|

3 baths

|

2,067 sq ft

|

House

233 SANDBAR LN, DAYTONA BEACH, FL, 32124
Sun City Center 705 TILBURY CT, SUN CITY CENTER, FL, 335..., Sun City Center, FL 33573
$279,000

2 beds

|

2 baths

|

1,825 sq ft

|

Condo

705 TILBURY CT, SUN CITY CENTER, FL, 335...
Community: Sun City Center
Esplanade at Wiregrass Ranch 4848 ROSATTI RD, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$1,200,000

4 beds

|

3 baths

|

3,234 sq ft

|

House

4848 ROSATTI RD, WESLEY CHAPEL, FL, 3354...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Del Webb Sunbridge 2722 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$1,024,000

3 beds

|

4 baths

|

3,778 sq ft

|

House

2722 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Sun City Center 1607 COUNCIL DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$225,000

2 beds

|

2 baths

|

1,266 sq ft

|

House

1607 COUNCIL DR, SUN CITY CENTER, FL, 33...
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.

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3,497 homes
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