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Winter Garden, FL 55+ active adult communities & homes for sale - Page 16

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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Venetian Bay 3544 TUSCANY RESERVE BLVD, NEW SMYRNA BE..., New Smyrna Beach, FL 32168
$1,149,000

4 beds

|

3 baths

|

3,487 sq ft

|

House

3544 TUSCANY RESERVE BLVD, NEW SMYRNA BE...
Community: Venetian Bay
Southshore Bay 5231 WINDY GROVE DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$389,000

3 beds

|

3 baths

|

2,128 sq ft

|

House

5231 WINDY GROVE DR, WIMAUMA, FL, 33598
Community: Southshore Bay
Sun City Center 739 WINTERBROOKE WAY, SUN CITY CENTER, F..., Sun City Center, FL 33573
$329,500

3 beds

|

2 baths

|

2,180 sq ft

|

House

739 WINTERBROOKE WAY, SUN CITY CENTER, F...
Community: Sun City Center
Kings Ridge 3551 CHESSINGTON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$439,000

3 beds

|

2 baths

|

2,223 sq ft

|

House

3551 CHESSINGTON ST, CLERMONT, FL, 34711
Community: Kings Ridge
Sun City Center 1405 HACIENDA DR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$324,500

2 beds

|

2 baths

|

1,697 sq ft

|

House

1405 HACIENDA DR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Windermere 808 LANARK CT, INVERNESS, FL, 34453, Inverness, FL 34453
$245,000

3 beds

|

3 baths

|

1,915 sq ft

|

Townhouse

808 LANARK CT, INVERNESS, FL, 34453
Community: Windermere
Cindy Certified
16261 YELLOWEYED DR, CLERMONT, FL, 34714, Clermont, FL 34714
$398,880

3 beds

|

2 baths

|

1,705 sq ft

|

House

16261 YELLOWEYED DR, CLERMONT, FL, 34714
Southshore Bay 17242 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$265,000

2 beds

|

3 baths

|

1,744 sq ft

|

Villa

17242 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
The Villages® 1215 PANAMA PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$265,000

2 beds

|

2 baths

|

1,056 sq ft

|

Manufactured Home

1215 PANAMA PL, THE VILLAGES, FL, 32159
Community: The Villages®
Gatherings of Lake Nona 7505 LAUREATE BLVD 2408, ORLANDO, FL, 32..., Orlando, FL 32827
$325,000

2 beds

|

2 baths

|

1,445 sq ft

|

Condo

7505 LAUREATE BLVD 2408, ORLANDO, FL, 32...
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.
Highland Fairways 3741 INNISBROOK DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$225,000

2 beds

|

2 baths

|

1,196 sq ft

|

House

3741 INNISBROOK DR, LAKELAND, FL, 33810
Community: Highland Fairways
The Villages® 4144 SILVANA WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$318,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

4144 SILVANA WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Cindy Certified
1930 DEEP CREEK DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$625,000

4 beds

|

3 baths

|

2,932 sq ft

|

House

1930 DEEP CREEK DR, LAKELAND, FL, 33810
Spruce Creek Preserve 14845 SW 112TH CIR, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$289,000

2 beds

|

2 baths

|

1,879 sq ft

|

House

14845 SW 112TH CIR, DUNNELLON, FL, 34432
Latitude Margaritaville 243 ISLAND BREEZE AVE, DAYTONA BEACH, FL..., Daytona Beach, FL 32124
$489,000

2 beds

|

2 baths

|

1,771 sq ft

|

House

243 ISLAND BREEZE AVE, DAYTONA BEACH, FL...
Del Webb Catalina 18808 INDIAN ROCK PL, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$450,000

2 beds

|

2 baths

|

1,602 sq ft

|

House

18808 INDIAN ROCK PL, LAKEWOOD RANCH, FL...
Community: Del Webb Catalina
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 1119 VILLEROY DR, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573
$439,000

3 beds

|

2 baths

|

1,924 sq ft

|

House

1119 VILLEROY DR, SUN CITY CENTER, FL, 3...
Community: Sun City Center
Cindy Certified
18111 TAVERNSIDE TRL, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$470,990

3 beds

|

2 baths

|

1,816 sq ft

|

House

18111 TAVERNSIDE TRL, LAKEWOOD RANCH, FL...
Cindy Certified
4351 FENCE ROW CT, LAKEWOOD RANCH, FL, 3..., Lakewood Ranch, FL 34211
$480,990

3 beds

|

2 baths

|

1,844 sq ft

|

House

4351 FENCE ROW CT, LAKEWOOD RANCH, FL, 3...
Cresswind Lakewood Ranch 4815 HONEY DEW LN, BRADENTON, FL, 34211, Bradenton, FL 34211
$785,000

3 beds

|

3 baths

|

2,314 sq ft

|

House

4815 HONEY DEW LN, BRADENTON, FL, 34211
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® 16844 SE 91ST PHILLIPS CT, THE VILLAGES,..., The Villages, FL 32162
$435,000

3 beds

|

2 baths

|

1,466 sq ft

|

Villa

16844 SE 91ST PHILLIPS CT, THE VILLAGES,...
Community: The Villages®
Cindy Certified
4112 INNOVATION LN, CLERMONT, FL, 34711, Clermont, FL 34711
$437,000

3 beds

|

3 baths

|

2,061 sq ft

|

House

4112 INNOVATION LN, CLERMONT, FL, 34711
Twin Lakes 2709 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$579,900

4 beds

|

4 baths

|

2,870 sq ft

|

House

2709 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Hidden Creek 2311 HIDDEN CREEK CIR, SEBRING, FL, 3387..., Sebring, FL 33870
$239,000

2 beds

|

2 baths

|

1,285 sq ft

|

House

2311 HIDDEN CREEK CIR, SEBRING, FL, 3387...
Community: Hidden Creek
The Villages® 5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$119,000

2 beds

|

2 baths

|

784 sq ft

|

Manufactured Home

5562 LANSING DR, WILDWOOD, FL, 34785
Community: The Villages®
Del Webb Catalina 4829 LONG POINT RUN, LAKEWOOD RANCH, FL,..., Lakewood Ranch, FL 34211
$846,140

3 beds

|

2 baths

|

2,056 sq ft

|

House

4829 LONG POINT RUN, LAKEWOOD RANCH, FL,...
Community: Del Webb Catalina
On Top of the World 9257 SW 82ND TER H, OCALA, FL, 34481, Ocala, FL 34481
$189,900

2 beds

|

2 baths

|

1,748 sq ft

|

Villa

9257 SW 82ND TER H, 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® 2816 NAVY HILL CIR, THE VILLAGES, FL, 32..., The Villages, FL 32163
$379,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

2816 NAVY HILL CIR, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 4438 CAMEO CIR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$379,900

3 beds

|

2 baths

|

1,472 sq ft

|

House

4438 CAMEO CIR, THE VILLAGES, FL, 32163
Community: The Villages®
Cindy Certified
518 CADIZ LOOP, DAVENPORT, FL, 33837, Davenport, FL 33837
$355,000

4 beds

|

4 baths

|

2,060 sq ft

|

House

518 CADIZ LOOP, DAVENPORT, FL, 33837
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 9269 SW 97TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$315,000

2 beds

|

2 baths

|

1,743 sq ft

|

House

9269 SW 97TH CIR, OCALA, FL, 34481
Community: On Top of the World
Venetian Bay 3065 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$525,000

3 beds

|

4 baths

|

1,847 sq ft

|

Townhouse

3065 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
On Top of the World 8952 SW 78TH CT, OCALA, FL, 34476, Ocala, FL 34476
$269,900

3 beds

|

2 baths

|

1,548 sq ft

|

Villa

8952 SW 78TH CT, OCALA, FL, 34476
Community: On Top of the World
Royal Harbor 5475 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778
$327,000

4 beds

|

2 baths

|

1,959 sq ft

|

House

5475 BOUNTY CIR, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 250 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$324,000

3 beds

|

2 baths

|

1,467 sq ft

|

House

250 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Del Webb Catalina 5006 GOLDEN SHORE CT, LAKEWOOD RANCH, FL..., Lakewood Ranch, FL 34211
$651,990

2 beds

|

3 baths

|

2,080 sq ft

|

House

5006 GOLDEN SHORE CT, LAKEWOOD RANCH, FL...
Community: Del Webb Catalina
Sun City Center 1902 DANDRIDGE ST 29, SUN CITY CENTER, F..., Sun City Center, FL 33573
$98,500

1 beds

|

2 baths

|

960 sq ft

|

Condo

1902 DANDRIDGE ST 29, SUN CITY CENTER, F...
Community: Sun City Center
The Villages® 2440 KATE HILL ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$420,000

3 beds

|

2 baths

|

1,821 sq ft

|

House

2440 KATE HILL ST, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sandpiper Golf & Country Club 1018 PARAKEET TRL, LAKELAND, FL, 33809, Lakeland, FL 33809
$309,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

1018 PARAKEET TRL, LAKELAND, FL, 33809
Latitude Margaritaville 632 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$439,000

2 beds

|

2 baths

|

1,509 sq ft

|

House

632 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
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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