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Winter Garden, FL 55+ active adult communities & homes for sale - Page 31

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
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
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
4.1 rating (29 reviews) Oak Run
$100ks - $300ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 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
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
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
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 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
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 (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 (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 (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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
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
Pine Run Estates
$100ks - $200ks
Pine Run Estates, Ocala, FL
Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
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
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
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
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Highland Fairways
$100ks - $300ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
Cresswind Lakewood Ranch
$400ks - $700ks
Cresswind Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2018 - present | 648 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
4.7 rating (11 reviews) Valencia Lakes
$200ks - $700ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 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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Spruce Creek Preserve 13646 SW 115TH AVE, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$175,000

2 beds

|

2 baths

|

1,465 sq ft

|

Villa

13646 SW 115TH AVE, DUNNELLON, FL, 34432
Cindy Certified
17010 YELLOW PINE ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$274,000

3 beds

|

2 baths

|

1,451 sq ft

|

House

17010 YELLOW PINE ST, WIMAUMA, FL, 33598
Cindy Certified
4404 SW 110TH ST, OCALA, FL, 34476, Ocala, FL 34476
$409,550

4 beds

|

2 baths

|

2,330 sq ft

|

House

4404 SW 110TH ST, OCALA, FL, 34476
Sun City Center 609 LIVELY DR B, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573
$184,500

2 beds

|

2 baths

|

1,219 sq ft

|

Condo

609 LIVELY DR B, SUN CITY CENTER, FL, 33...
Community: Sun City Center
Stone Creek 9725 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$309,900

2 beds

|

2 baths

|

1,475 sq ft

|

House

9725 SW 63RD LOOP, OCALA, FL, 34481
Community: Stone Creek
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Four Seasons at Orlando 2185 ANTILLES CLUB DR, KISSIMMEE, FL, 34..., Kissimmee, FL 34747
$500,000

3 beds

|

2 baths

|

1,904 sq ft

|

House

2185 ANTILLES CLUB DR, KISSIMMEE, FL, 34...
Cindy Certified
17089 EDGEMONT LN, CLERMONT, FL, 34714, Clermont, FL 34714
$399,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

17089 EDGEMONT LN, CLERMONT, FL, 34714
Arlington Ridge 27018 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$266,000

2 beds

|

2 baths

|

1,208 sq ft

|

House

27018 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Marion Landing 6091 SW 84TH PLACE RD, OCALA, FL, 34476, Ocala, FL 34476
$279,000

3 beds

|

2 baths

|

1,693 sq ft

|

House

6091 SW 84TH PLACE RD, OCALA, FL, 34476
Community: Marion Landing
Venetian Bay 3371 MEDICI BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$349,888

3 beds

|

2 baths

|

1,466 sq ft

|

House

3371 MEDICI BLVD, NEW SMYRNA BEACH, FL, ...
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.
Cindy Certified
16441 TREASURE POINT DR, WIMAUMA, FL, 33..., Wimauma, FL 33598
$325,000

3 beds

|

2 baths

|

1,676 sq ft

|

House

16441 TREASURE POINT DR, WIMAUMA, FL, 33...
Venetian Bay 3421 TORRE BLVD, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$460,000

3 beds

|

3 baths

|

2,451 sq ft

|

House

3421 TORRE BLVD, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
The Villages® 308 ALMERIA ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$350,000

2 beds

|

2 baths

|

1,132 sq ft

|

Villa

308 ALMERIA ST, THE VILLAGES, FL, 32162
Community: The Villages®
VillageWalk at Lake Nona 11740 ASTILBE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$419,900

2 beds

|

2 baths

|

1,680 sq ft

|

Halfplex

11740 ASTILBE DR, ORLANDO, FL, 32827
Venetian Bay 3555 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$599,700

3 beds

|

3 baths

|

2,472 sq ft

|

House

3555 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Carillon Lakes 3933 SERENADE LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$339,000

3 beds

|

2 baths

|

2,048 sq ft

|

Condo

3933 SERENADE LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Southshore Bay 17228 STAR BANKS ST, ,, FL, 33598, ,, FL 33598
$339,000

2 beds

|

2 baths

|

1,761 sq ft

|

House

17228 STAR BANKS ST, ,, FL, 33598
Community: Southshore Bay
Cindy Certified
3912 MASANIELLO WAY, WESLEY CHAPEL, FL, ..., Wesley Chapel, FL 33543
$732,254

3 beds

|

3 baths

|

2,435 sq ft

|

House

3912 MASANIELLO WAY, WESLEY CHAPEL, FL, ...
Lakeside Landings 10172 MAINSAIL DR, OXFORD, FL, 34484, Oxford, FL 34484
$275,000

3 beds

|

2 baths

|

1,592 sq ft

|

House

10172 MAINSAIL DR, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 2877 FEUSTEL AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$390,000

3 beds

|

2 baths

|

1,384 sq ft

|

Villa

2877 FEUSTEL AVE, THE VILLAGES, FL, 3216...
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.
Cindy Certified
436 LEMONGRASS RD, MINNEOLA, FL, 34715, Minneola, FL 34715
$595,990

4 beds

|

3 baths

|

2,105 sq ft

|

House

436 LEMONGRASS RD, MINNEOLA, FL, 34715
The Villages® 1967 FLOWERSVILLE PL, THE VILLAGES, FL, ..., The Villages, FL 32163
$540,000

3 beds

|

3 baths

|

2,016 sq ft

|

House

1967 FLOWERSVILLE PL, THE VILLAGES, FL, ...
Community: The Villages®
Ocala Palms 1988 NW 50TH AVE, OCALA, FL, 34482, Ocala, FL 34482
$230,000

2 beds

|

2 baths

|

1,332 sq ft

|

House

1988 NW 50TH AVE, OCALA, FL, 34482
Community: Ocala Palms
Royal Harbor 6170 SAILBOAT AVE, TAVARES, FL, 32778, Tavares, FL 32778
$347,000

3 beds

|

2 baths

|

1,535 sq ft

|

House

6170 SAILBOAT AVE, TAVARES, FL, 32778
Community: Royal Harbor
Sun City Center 1409 LANGLEY DR 1409, SUN CITY CENTER, F..., Sun City Center, FL 33573
$199,000

2 beds

|

2 baths

|

1,579 sq ft

|

Condo

1409 LANGLEY DR 1409, SUN CITY CENTER, F...
Community: Sun City Center
Cindy Certified
8942 SW 46TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$299,070

3 beds

|

2 baths

|

1,672 sq ft

|

House

8942 SW 46TH AVE, OCALA, FL, 34476
Trilogy® Orlando 290 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$599,000

2 beds

|

3 baths

|

2,315 sq ft

|

House

290 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Twin Lakes 2447 YELLOW BRICK RD, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$305,000

2 beds

|

2 baths

|

1,464 sq ft

|

Villa

2447 YELLOW BRICK RD, ST CLOUD, FL, 3477...
Community: Twin Lakes
Sullivan Ranch 30148 JUTLAND CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$565,000

5 beds

|

4 baths

|

3,320 sq ft

|

House

30148 JUTLAND CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
Oak Run 11042 SW 73RD CT, OCALA, FL, 34476, Ocala, FL 34476
$274,900

3 beds

|

2 baths

|

1,834 sq ft

|

House

11042 SW 73RD CT, OCALA, FL, 34476
Community: Oak Run
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 Dora 8027 SAINT ANDREWS WAY, MOUNT DORA, FL, ..., Mount Dora, FL 32757
$387,000

2 beds

|

2 baths

|

1,678 sq ft

|

House

8027 SAINT ANDREWS WAY, MOUNT DORA, FL, ...
Harbor Hills Country Club 5701 CRESTVIEW DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$549,500

5 beds

|

3 baths

|

2,448 sq ft

|

House

5701 CRESTVIEW DR, LADY LAKE, FL, 32159
Cindy Certified
1183 TURTLE ISLAND RD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$249,900

3 beds

|

2 baths

|

1,509 sq ft

|

Halfplex

1183 TURTLE ISLAND RD, LADY LAKE, FL, 32...
Esplanade at Wiregrass Ranch 4718 GAROFALO RD, WESLEY CHAPEL, FL, 335..., Wesley Chapel, FL 33545
$475,000

3 beds

|

2 baths

|

1,926 sq ft

|

Villa

4718 GAROFALO RD, WESLEY CHAPEL, FL, 335...
Southshore Bay 5305 STOIC VALE DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$289,900

2 beds

|

3 baths

|

1,713 sq ft

|

Townhouse

5305 STOIC VALE DR, WIMAUMA, FL, 33598
Community: Southshore Bay
Cindy Certified
17917 CANOPY PL, BRADENTON, FL, 34211, Bradenton, FL 34211
$449,000

4 beds

|

2 baths

|

1,828 sq ft

|

House

17917 CANOPY PL, BRADENTON, FL, 34211
The Villages® 1004 LAREDO LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$300,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1004 LAREDO LN, LADY LAKE, FL, 32159
Community: The Villages®
Cindy Certified
18342 TAVERNSIDE TRL, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$378,990

3 beds

|

2 baths

|

1,565 sq ft

|

Villa

18342 TAVERNSIDE TRL, LAKEWOOD RANCH, FL...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Villages® 1004 ANN AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$199,500

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

1004 ANN AVE, LADY LAKE, FL, 32159
Community: The Villages®
Cindy Certified
900 E MICHIGAN AVE, DELAND, FL, 32724, Deland, FL 32724
$386,990

4 beds

|

2 baths

|

1,828 sq ft

|

House

900 E MICHIGAN AVE, DELAND, FL, 32724
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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3,769 homes
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